CZ6298A3 - Material capable of forming clear, concentrated biologically degradable brightening agents of fabrics, aqueous stable brightening agent for fabrics, process of its preparation, article containing thereof, in advance prepared mixture of components containing the agent, a solvent mixture for its preparation and process for preparing such solvent mixture - Google Patents

Abstract

Clear or translucent fabric softening compositions having a biodegradable fabric softening active and an added chelating agent are disclosed. The biodegradable fabric softening active preferably has formula (1), wherein each R substituent is hydrogen or a short chain C1-C6, preferably C1-C3 alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, benzyl, or mixtures thereof; each m is 2 or 3; each n is from 1 to about 4, preferably 2; each Y is -O-(O)C-, -(R)N-(O)C-, -C(O)-N(R)-, or -C(O)-O-, preferably -O-(O)C-; the sum of carbons in each R<1>, plus one when Y is -O-(O)C- or -(R)N-(O)C-, is C6-C22, preferably C12-22, more preferably C14-C20, but no more than one R<1> or YR<1> sum being less than about 12 and then the other R<1> or YR<1> sum is at least about 16, with each R<1> being a long chain C5-C21 (or C6-C22), preferably C9-C19 (or C9-C20), most preferably C11-C17 (or C12-C18), straight, branched, unsaturated or polyunsaturated alkyl, the average Iodine Value of the parent fatty acid of the R<1> being from about 20 to about 140. The chelating agent is preferably diaminetriaminepentaacetic acid. The compositions display excellent clarity with a percentage haze in the transmission mode of a Hunter Color analysis of less than 90 %, preferably less than 50 %.

Description

A material capable of forming clear, concentrated, biodegradable fabric softeners, an aqueous, stable fabric softener, a method of its production, a product containing it, a pre-prepared mixture of components containing it, a mixture of solvents for its production and a method of its production

Field of technology

The present invention relates to a material capable of forming clear, concentrated, biodegradable fabric softeners. In particular, it relates to an aqueous, stable fabric softener, a method of its production, a product that contains this fabric softener, a pre-prepared mixture of components that contains this fabric softener, a mixture of solvents used for the production of the fabric softener, and a method of producing this mixture.

Current state of the art

This application is a continuation-in-part of thirteen companion US patent applications: 08/621 019, 08/620 627, 08/620 767, 08/620 513, 08/621 285, 08/621 299, 08/621 298,

08/620 626, 08/620 625, 08/620 722, 08/621 281, 08/620 514 and

08/620,958, all filed Mar. 22, 1996 and all entitled: Concentrated, stabilizing, preferably clear fabric softener.

The technical field describes problems related to the formulation and production of clear, concentrated fabric softeners. For example, European Patent Application No. 404,471 to Machina et al., published December 27, 1990, describes isotropic liquid fabric softeners with at least 20% by weight. fabric softener and at least 5 wt.% short chain organic acids.

Fabric softeners are known in the art that contain high amounts of solvents. However, these agents can form agglomerates and deposit them on fabrics, which can lead to stains and poor cleaning performance. These agents may also thicken and/or precipitate at lower temperatures, i.e. at 4°C to 18°C. These agents can also be expensive for the consumer due to the high amounts of solvents involved in producing a concentrated, clear product.

The present invention provides concentrated aqueous liquid compositions for the treatment of substances with a low organic solvent content (ie, below 40% by weight of the composition) that have improved stability (ie, remain clear or transparent and do not precipitate, gel, thicken or solidify). at normal temperatures, i.e. at room temperature, and at sub-normal temperatures under extended storage conditions. These agents also provide reduced fabric spotting, good cold water dispersibility together with excellent fabric softening, antistatic and wettability properties as well as reduced tank residue and excellent freeze/thaw recovery.

The object of the present invention is to obtain aqueous, concentrated, transparent or preferably clear, liquid fabric softeners for substances added during rinsing, which provide one or more advantageous properties, such as reduced formation of spots on fabrics, easy dispersibility in rinsing water, phase stability at low temperatures and/or preferably acceptable viscosity and viscosity stability at low temperatures and/or regeneration after freezing.

The essence of the invention

Means according to the invention contain:

A. from 2 to 80, preferably from 13 to 75, more preferably from 17 to 70 and even more preferably from 19 to 65 wt.%. of the composition by weight of a biodegradable effective fabric softener which is selected from the group consisting of:

• · · · ··· · · · ···· • · · · · · ·· · · · · · ···· ···· ···

1. fabric softener compounds of the general formula I (R) 4- _m ^- N ^<+)_ [ (CH2) n ^- YR ¹ ]m X^ (I) , in which each substituent R represents a hydrogen atom or an alkyl group or a hydroxyalkyl group with a short chain with 1 to 6, preferably with 1 to 3 carbon atoms, e.g. methyl (most preferably), ethyl, propyl, hydroxyethyl and the like group, benzyl group or mixtures thereof, each m means the number 2 or 3, each n means the number from 1 to 4, preferably 2, each Y represents -O-(O)C-, -(R)N-(O)C-, -C(O)-N(R)- or

-C(O)-O-, preferably -O-(O)C-, the sum of the carbon atoms in each R ¹ , plus one if Y is -O-(0)C-, -(R)N-(O )C- (hereinafter R ¹ and YR ¹ , YR ¹ sum are used interchangeably as a hydrophobic chain, the chain length of R ¹ is generally an even number for fatty alcohols and amines and an odd number for fatty acids), is 6 to 22, preferably 14 to 22, but not more than one YR ¹ sum is less than 12 and the other YR ¹ sum is at least 16, wherein each R ¹ is a long-chain hydrocarbon having 6 to 22 (or 5 to 21) carbon atoms, or substituted a hydrocarbon substituent, preferably alkyl or alkenyl (unsaturated alkyl, including polyunsaturated alkyl, also sometimes referred to as alkenyl) of 10 to 20 (or 9 to 19) carbon atoms, most preferably alkyl or alkenyl of 12 to 18 (or 11 to 17) carbon atoms , and if the sum of the carbon atoms is 16 to 18 and R ¹ represents a straight-chain group, the iodine number (hereinafter referred to as IV) of the respective fatty acid of this R ¹ group is preferably from 20 to 140, more preferably from 50 to 130, most preferably from 70 to 115 (the term iodine number of the respective fatty acid or corresponding fatty acid as used herein means the level of unsaturation for the R ¹ group that is the same as the degree of unsaturation that would be represented by a fatty acid containing the same R ¹ group), and a counterion X' can mean any anion combined with a softening agent, preferably chloride, bromide, methyl sulfate, ethyl sulfate, sulfate and nitrate, more preferably chloride,

2. fabric softener compounds of general formula II

YR ¹ (R) ₃ -N ^(+> -CH ₂ CH ch ₂ yr ¹ J

(II) , in which Y, R, R ¹ and X ^(_> mean as above (such compounds include compounds of the general formula [CH ₃ ] ₃ N ^(+> [CH ₂ CH(CH ₂ O(O)CR ¹ )O(O)CR ¹ ] ď , in which the C(O)R ¹ group is derived from an unsaturated, e.g. oleic, fatty acid and preferably each R represents a methyl or ethyl group and preferably each R ¹ contains 15 to 19 carbon atoms with degrees of branching and substitutions optionally present in the alkyl chains), and

3. mixtures thereof, [In one preferred biodegradable quaternary ammonium fabric softener compound, -(O)CR ¹ is derived from an unsaturated fatty acid, e.g., oleic acid, and/or fatty acids and/or partially hydrogenated fatty acids derived from vegetable oils and/or partially hydrogenated vegetable oils such as canola oil, safflower oil, peanut oil, sunflower oil, soybean oil, corn oil, tallow oil, rice bran oil, etc., and in another preferred biodegradable quaternary ammonium softening compound for substances -(O)CR ¹ means a saturated (iodine number preferably means 10 or less, preferably less than 5) hydrocarbon or substituted hydrocarbon substituent with 8 to 14, preferably 12 to 14 carbon atoms, derived from e.g. coconut oil. ] [These biodegradable effective fabric softeners for substances containing ester bonds are referred to herein as DEQA, which includes both diester, triester and monoester compounds with one to three, preferably two, long-chain hydrophobic groups. The corresponding amide active fabric softeners and mixed ester-amide active fabric softeners may also contain one to three, preferably two, long-chain hydrophobic groups. Preferred effective fabric softeners have properties that allow them to be processed by conventional means • · · · • ·

stirring at room temperature, at least in the presence of 15% wt. solvent C, as further described herein.],

B. less than 40, preferably 10 to 35, more preferably 12 to 25, even more preferably 14 to 20% by weight. by weight of the base solvent composition having a ClogP of from 0.15 to 0.64, preferably from 0.25 to 0.62, more preferably from 0.40 to 0.60, said base solvent containing an insufficient amount of solvents is selected from the group consisting of 2,2,4-trimethyl-1,3-pentanediol, an ethoxylate, diethoxylate or triethoxylate derivative

2,2,4-trimethyl-1,3-pentanediol and/or 2-ethyl-1,3-hexanediol and/or mixtures thereof, when used alone, give a clear product, preferably insufficient to obtain a stable product, more preferably insufficient to obtain a detectable change in the physical properties of the composition, especially without it, the base solvent is preferably selected from the group consisting of:

I. mono-ols including:

a. propanol and/or

b. 2-butanol and/or 2-methyl-2-propanol,

II. hexanediol isomers, which include:

2,3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3-methyl- 2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3- methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol,

III. heptanediol isomers, which include:

2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3- propanediol,

2-methyl-2-propyl-1,3-propanediol, 2,3,3-trimethyl-1,2-butanediol, 2-ethyl-2-methyl-1,4-butanediol, 2-ethyl-3-methyl- 1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,4-butanediol,

2,2-dimethyl-1,5-pentanediol, 2,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3,3-dimethyl-1,5-pentanediol, 2, 3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3- dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6-hexanediol, 2-methyl-2,3-hexanediol, 3- methyl• · • · · ·

-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl-3,4-hexanediol, 3-methyl-3,4-hexanediol, 1,3 -heptanediol,

1,4-heptanediol, 1,5-heptanediol and/or 1,6-heptanediol,

IV. octanediol isomers, which include:

2-(2-methylbutyl)-1,3-propanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(l -ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3-methylbutyl)-1, 3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2-methyl-1- 2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl1-2-methyl-1,3-propanediol,

2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3- butanediol,

2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl1-2-isopropyl1-1,3-butanediol, 2-methyl1-2- propyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol,

3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol,

2- methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3, 3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-1-3-propy1-1, 4-butanediol,

3- methyl-2-isopropyl-1,4-butanediol, 2,2,3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl- 1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,4-pentanediol, 2, 2,4-trimethyl-1, 4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1, 4-pentanediol,

2.2.3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol,

2.3.3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol,

2.3.3-trimethyl-2,4-pentanediol, 2,3,4-trimethyl-2,4-pentanediol, 2-ethy1-2-methy1-1,3-pentanediol, 2-ethy1-3-methy1-1, 3-pentanediol, 2-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl- 3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,4- pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1,5-pentane• · ·· · · · · · · · · · · · · · · · · · · · diol, 2-ethyl-4-methyl-1,5-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl -1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl -1,5-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3 -hexanediol, 2,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol , 2,2-dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol,

2.4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-dimethyl-1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5- dimethyl-1,4-hexanediol, 4,4-dimethyl-1,3-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-dimethyl-1,4-hexanediol, 2,2-dimethyl- 1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol,

2.5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3,5-dimethyl-1,5-hexanediol, 4,5- dimethyl-1,5-hexanediol, 2,2-dimethyl-1,6-hexanediol, 2,3-dimethyl-1,6-hexanediol, 2,4-dimethyl-1,6-hexanediol, 2,5-dimethyl- 1,6-hexanediol, 3,3-dimethyl-1,6-hexanediol, 3,4-dimethyl-1,6-hexanediol, 2,3-dimethyl-2,4-hexanediol, 2,4-dimethyl-2, 4-hexanediol,

2.5-dimethyl-2,4-hexanediol, 3,3-dimethyl-2,4-hexanediol, 3,4-dimethyl-2,4-hexanediol, 3,5-dimethyl-2,4-hexanediol, 4,5- dimethyl-2,4-hexanediol, 5,5-dimethyl-2,4-hexanediol, 2,3-dimethyl-2,5-hexanediol, 2,4-dimethyl-2,5-hexanediol, 2,5-dimethyl- 2,5-hexanediol, 3,3-dimethyl-2,5-hexanediol, 3,4-dimethyl-2,5-hexanediol,

3,3-dimethyl-2,6-hexanediol, 2-ethyl-1-1,3-hexanediol, 4-ethyl-1-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4- hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-1-2,4-hexanediol, 3-ethyl 1-2,5-hexanediol, 2-methyl-1,3 -heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4 -heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5 -heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6 -heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4 -heptane• · · · • · • · • · · · • · which include:

3-tert.butyl-2,4-pentane-

3.3.4-trimethyl-2,4-hexane-

3.5.5-trimethyl-2,4-hexane3,3,4-trimethyl-2,5-hexanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl- 2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl- 2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-1- 3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol,

2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol,

V. of nonanediol isomers, between

2,3,3,4-tetramethyl-2,4-pentanediol, diol, 2,5,5-trimethyl-2,4-hexanediol, diol, 3,3,5-trimethyl-2,4-hexanediol, diol, 4,5,5-trimethyl-2,4-hexanediol, diol and/or 3,3,5-trimethyl-2,5-hexanediol,

VI. glyceryl ethers and/or di(hydroxyalkyl) ethers, which include:

3-(pentyloxy)-1,2-propanediol, 3-(2-pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy) )-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy) )-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)- 1,3-propanediol,

2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)- 1,2-propanediol, pentaethoxylated

3-(Butyloxy)-1,2-Propanediol, Hexaethoxylated 3-(Butyloxy)-1,2-Propanediol, Heptaethoxylated 3-(Butyloxy)-1,2-Propanediol, Octaethoxylated 3-(Butyloxy)-1,2-Propanediol , nonethoxylated 3-(butyloxy)-1,2-propanediol, monopropoxylated 3-(butyloxy)-1,2-propanediol, dibutyleneoxylated 3-(butyloxy)-1,2-propanediol, tributyleneoxylated 3-(butyloxy)-1,2 -propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol, 3-( 1-phenyl-2-propanoyloxy)-1,2-propanediol, 2-phenyloxy-1,3-propanediol, • ·

2-(m-cresyloxy)-1,3-propanediol,2(p-cresyloxy)-1,3-propanediol, benzyloxy-1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol, 2 -(1-phenylethyloxy)-1,3-propanediol, di(2-hydroxybutyl)ether and/or di(2-hydroxycyclopentyl)ether,

VII. saturated and unsaturated alicyclic diols and their derivatives, which include:

a) saturated diols and their derivatives including: 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3-isopropyl-1,2 -cyclobutanediol, 1-ethyl-1,2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 2,4,5-trimethyl-1,3-cyclopentanediol , 3,3-dimethyl-1,2-cyclopentanediol,

3.4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl-1, 2-cyclopentanediol, 1,1-di(hydroxymethyl)cyclohexane, 1,2-di(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-di(hydroxymethyl)cyclohexane, 1,3- dimethyl-1,3-cyclohexanediol, 1,6-dimethyl-1,3-cyclohexanediol, 1-hydroxy-cyclohexaneethanol, 1-hydroxy-cyclohexanemethanol, 1-ethyl-1,3-cyclohexanediol, 1-methyl-1,2- cyclohexanediol, 2,2-dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol,

2.4-dimethyl-1,3-cyclohexanediol, 2,5-dimethyl-1,3-cyclohexanediol, 2,6-dimethyl-1,4-cyclohexanediol, 2-ethyl-1,3-cyclohexanediol, 2-hydroxycyclohexaneethanol, 2- hydroxyethyl-1-cyclohexanol, 2-hydroxymethylcyclohexanol, 3-hydroxyethyl-1-cyclohexanol, 3-hydroxycyclohexaneethanol, 2-hydroxymethylcyclohexanol, 3-methyl-1-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4 ,5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1,3-cyclohexanediol,

-1-cyclohexanol, -cyclohexanediol,

4-ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-

4-hydroxymethylcyclohexanol, 4-methyl-1,2-

5,5-dimethyl-1,3-cyclohexanediol, 5-ethyl

-1,3-cyclohexanediol, 1,2-cycloheptanediol, 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4-cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5-methyl-1, 3-cycloheptanediol, 5-methyl-1,4-cycloheptanediol, 6-methyl-1,4-cycloheptanediol, 1,3-cyclooctanediol,

1,4-cyclooctanediol, 1,5-cyclooctanediol, 1,2-cyclohexanediol diethoxylate, 1,2-cyclohexanediol triethoxylate, 1,2-diethoxylate

-cyclohexanediol, 1,2-cyclohexanediol triethoxylate, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanediol hexaethoxylate, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, nonaethoxylate

of 1.2- cyclohexanediol, monopropoxylate of 1,2-cyclohexanediol, monobutyleneoxylate of 1,2-cyclohexanediol, dibutyleneoxylate of 1,2-cyclohexanediol and/or tributyleneoxylate of 1,2-cyclohexanediol and

b) unsaturated alicyclic diols including:

1-ethenyl-2-ethyl-1,2-cyclobutanediol, 1,2,3,4-tetramethyl-3-cyclobutene-1,2-diol, 3,4-diethyl-3-cyclobutene-1,2-diol, 3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol, 3-butyl-3-cyclobutene-1,2-diol, 1,2-dimethyl-4-methylene-1,2-cyclopentanediol ,

1- ethyl-3-methylene-1,2-cyclopentanediol, 4-(1-propenyl)-1,2-cyclopentanediol, 1-ethyl-3-methyl-3-cyclopentene-1,2-diol, 1-ethenyl- 1,2-cyclohexanediol, 1-methyl-3-methylene-1,2-cyclohexanediol, 1-methyl-4-methylene-1,2-cyclohexanediol, 3-ethenyl-1,2-cyclohexanediol, 4-ethenyl-1, 2-cyclohexanediol, 2,6-dimethyl-3-cyclohexene-1,2-diol, 6,6-dimethyl-3-cyclohexene-1,2-diol, 3,6-dimethyl-4-cyclohexene-1,2- diol, 4,5-dimethyl-4-cyclohexene-1,2-diol, 3-cyclooctene-1,2-diol, 4-cyclooctene-1,2-diol and/or 5-cyclooctene-1,2-diol,

VIII. of alkoxylated derivatives of diols with 3 to 8 carbon atoms [In the following description, EO means polyethoxylates, i.e. the group -(CH ₂ CH ₂ O) _n H, Me-E _n means polyethoxylates terminated by a methyl group, i.e. - (CH ₂ CH ₂ O) _n CH ₃ , 2(Me-E _n ) means 2 Me-E _n groups, PO means polypropoxylates, i.e. - (CH(CH ₃ ) CH ₂ O) _n H, BO means polyisobutyleneoxy groups - (CH (CH ₂ CH ₃ ) CH ₂ 0) _n H and n-BO means poly(butyleneoxy) group or poly(tetramethylene)oxy group, i.e. . - (CH ₂ CH ₂ CH ₂ CH ₂ O) _n H. ] comprising:

1. 1,2-propanediol 2 (Me-E _V4 ), 1,2-propanediol PO ₄ , 2-methyl-1,2-propanediol (Me-E ₄ . ₁₀ ), 2-methy 1-1,2- propanediol 2(Me-E ₁ ),

2-methyl-1-1,2-propanediol PO ₃ , 2-methyl-1,2-propanediol B0 ₁ , 1,3-

-propanediol 2 (Me-E ₆ . ₈ ), 1,3-propanediol PO ₅ . ₆ , 2,2-diethyl-1,3-propanediol E ₁ . ₇ , 2,2-diethyl-1,3-propanediol P0 _v 2,2-diethyl-1,3-propanediol n-B0 _V2 , 2,2-dimethyl-1,3-propanediol 2 (Me E ₁ . ₂ ) ,

2.2-dimethyl-1,3-propanediol PO ₃ . ₄ , 2-(1-methylpropyl)-1,3-propanediol E _V7 , 2-(1-methylpropyl)-1,3-propanediol PO _1Z 2-(l-me- ···· ·· ·♦ ·· ·* ·· ·· ··· · · · · fc · · ··· ·· · · · · · ·· ··· · · · ··· · * • · · · ···· · · · ethylpropyl)-1,3-propanediol n-BO ₁ . ₂ , 2-(2-methylpropyl)-1,3-propanediol E ₁ . ₇ , 2-(2-roethylpropyl)-1,3-propanediol PO _1Z 2-(2-methylpropyl)-1, 3-propanediol n-BO ₁ . ₂ , 2-ethyl-1, 3-propanediol (Me E ₆ . ₁₀ ) , 2-ethyl-1, 3-propanediol 2 (Me E^ , 2-ethyl-1, 3-propanediol P0 ₃ , 2-ethyl- 2-methyl-1,3-propanediol (Me E _v6 ), 2-ethyl-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl-2-methyl-1,3-propanediol BO _1Z

2-isopropyl-1,3-propanediol (MeE ₁ . ₆ ), 2-isopropyl-1,3-propanediol P0 ₂ , 2-isopropyl-1,6-propanediol B0 _in 2-methyl-1,3-propanediol 2 ( Me E ₂ . ₅ ), 2-methyl-1, 3-propanediol PO ₄ . ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₂ . ₉ , 2-methyl-2-isopropyl-1,3-propanediol P0 ₁ , 2-methyl-2-isopropyl-1,3-propanediol n-BO _V3 , 2-methyl-2-propyl-1,3-propanediol E _V7 , 2-methyl-2-propyl-1,3-propanediol PO _1Z 2-methyl-2-propyl-1,3-propanediol n-BO ₁ . ₂ , 2-propyl-1,3-propanediol (Me-E,^) , 2-propyl-1,3-propanediol P0 ₂ , 2-propyl-1,3-propanediol B0 ₁ ,

2. 1,2-butanediol (MeE ₂ . ₈ ), 1,2-butanediol PO ₂ . ₃ , 1,2-butanediol B0 ₁ , 2,3-dimethyl-1,2-butanediol E ₁ . ₆ , 2,3-dimethyl-1,2-butanediol n-BO ₁ . ₂ , 2-ethyl-1,2-butanediol E _V3 , 2-ethyl-1,2-butanediol n-BO ₁ , 2-methyl-1,2-butanediol (Me E^) , 2-methyl-1,2 -butanediol P0 ₁ ,

3.3-dimethyl-1,2-butanediol E ₁ . ₆ , 3,3-dimethyl-1,2-butanediol n-BO^j, 3-methyl-1,2-butanediol (Me E _V2 ) , 3-methyl-1,2-butanediol P0 ₁ , 1,3- butanediol 2 (Me E ₃ . ₆ ) , 1,3-butanediol P0 ₅ , 1,3-butanediol B0 ₂ , 2,2,3-trimethyl-1, 3-butanediol (Me E.^) , 2,2, 3-trimethyl-1,3-butanediol PO,^, 2,2-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) ,

2,2-dimethyl-1,3-butanediol P0 ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,3-dimethyl-1,3-butanediol P0 ₃ , 2-ethyl -1,3-butanediol (Me E _{1_6} ), 2-ethyl- _1,3 -butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol B0 ₁ , 2-ethyl-2-methyl-1,3-butanediol (Me E^ , 2-ethyl-2-methyl-1,3-butanediol P0 ₁ , 2- ethyl-2-methyl-1,3-butanediol n-BO _{2 ,} 2-ethyl-3-methyl-1,3-butanediol (Me E^ , 2-ethyl-3-methyl-1,3- butanediol PO _1Z 2-ethyl-3-methyl-1,3-butanediol n-BO _{2 ,} 2-isopropyl-1,3-butanediol (Me E^ , 2-isopropyl-1,3-butanediol PO _1Z 2-. isopropyl-1,3-butanediol n-BO _{2 ,} 2-methyl-1,3-butanediol 2 (Me Ej ₃ ), 2-methyl-1,3-butanediol PO ₄ , 2-propyl-1,3- butanediol E _{2 ,}

2-propyl-1,3-butanediol PO _1Z 2-propyl-1,3-butanediol n-BO ₁ . ₃ ,

3-methyl-1,3-butanediol 2(Me E,^), 3-methyl-1,3-butanediol P0 ₄ ,

1.4-butanediol 2 (Me E ₂ . ₄ ), 1,4-butanediol PO ₄ . ₅ , 1,4-butanediol B0 ₂ , ···· ·· ·· ···· ·· ·· • · · · « · ···· • · · ··« · · ·· • · ·· · · · · ··· · · ···· ···· · · ·

2.2.3-trimethyl-1,4-butanediol E ₂ . ₉ , 2,2,3-trimethyl-1,4-butanediol P0 ₁ , 2,2,3-trimethyl-1,4-butanediol n-BO^j, 2,2-dimethyl-1,4-butanediol (Me E ₁ . ₆ ), 2,2-dimethyl-1,4-butanediol P0 ₂ , 2,2-dimethyl-1,4-butanediol BO _1Z 2,3-dimethyl-1,4-butanediol (Me E ₁ . ₆ ) , 2,3-dimethyl-1,4-butanediol P0 ₂ , 2,3-dimethyl-1,4-butanediol B0 ₁ , 2-ethyl-1,4-butanediol (Me E ₁ . ₄ ) , 2-ethyl -1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol BO _1Z 2-ethyl-2-methyl-1,4-butanediol E _V7 , 2-ethyl-2-methyl-1,4-butanediol P0 _1,2 -ethyl-2-methyl-1,4-butanediol n-BO^g, 2-ethyl-3-methyl-1,4-butanediol E^?, 2-ethyl-3-methyl-1,4 -butanediol P0 _H 2-ethyl-3-methyl-1,4-butanediol η-ΒΟ,^, 2-isopropyl-1,4-butanediol E _b7 , 2-isopropyl-1,4-butanediol PO ₁ , 2-isopropyl -1,4-butanediol n-BO ₁ . ₂ , 2-methyl-1,4-butanediol (Me E ₆ . ₁₀ ) , 2-methyl-1, 4-butanediol 2 (Me E^ , 2-methyl-1,4-butanediol P0 ₃ , 2-methyl- 1,4-butanediol BO _1Z 2-propyl-1,4-butanediol E^j, 2-propyl-1,4-butanediol n-BO _{1 2} , 3-ethyl-1-methyl-1,4-butanediol E ₂ . ₉ , 3-ethyl-1-methyl-1, 4-butanediol PO _1Z 3-ethyl-1-methyl-1,4-butanediol ₁ . ₃ , 2,3-butanediol (Me E ₆₁₀ ). 2,3-butanediol 2 (Me E^ , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO ₁ , 2,3-dimethyl 1-2,3-butanediol E ₃ . ₉ , 2,3- dimethyl-2,3-butanediol P0 ₁ , 2,3-dimethyl 1-2,3-butanediol n-BO ₁ , ₂ -methy 1-2,3-butanediol (Me Ε _1-5 ), 2-methy. 1-2,3-butanediol P0 ₂ , 2-methyl 1-2,3-butanediol B0 ₁ ,

3. 1,2-pentanediol E ₃ . ₁₀ , 1,2-pentanediol PO _1Z 1,2-pentanediol n-BO ₂ . ₃ , 2-methyl-1,2-pentanediol E^, 2-methyl-1,2-pentanediol n-BO ₁ , 2-methyl-1,2-pentanediol B0 ₁ , 3-methyl-1,2-pentanediol Epj ,

3-methyl 1-1,2-pentanediol n-BO _lz 4-methyl-1,2-pentanediol E^, 4-methyl-1,2-pentanediol n-BO _1z 1,3-pentanediol 2 (Me-E ₁ . ₂ ), 1.3-

-pentanediol PO ₃ _ ₄ , 2,2-dimethyl-1,3-pentanediol (Me-E^ , 2,2-dimethyl-1,3-pentanediol P0 _in 2,2-dimethyl-1,3-pentanediol n- BO ₂ _ ₄ ,

2.3-dimethyl-1,3-pentanediol (Me-E^ , 2,3-dimethyl-1,3-pentanediol P0 ₁ , 2,3-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2 ,4-dimethyl-1,3-pentanediol (Me-E^ , 2,4-dimethyl-1,3-pentanediol PO _1Z 2,4-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2-ethyl -1,3-pentanediol E _{2 .9} ,2-ethyl-1,3-pentanediol PO _1Z 2-ethyl-1,3-pentanediol n-BO ₁ .3 , ₂ -methyl-1,3-pentanediol 2(Me -E ₁ . ₆ ), 2-methyl-1,3-pentanediol PO ₂ , 2-methyl-1,3-pentanediol B0 ₁ , 3,4-dimethyl- _1,3 -pentanediol (Me-E^ . 3,4-dimethyl-1,3-pentanediol Ρ0 _ν 3,4-dimethyl-1,3-pentanediol n-BO ₂ , ₃ -methyl-1,3-pentanediol (Me-E ₁ . ₆ ) , 3 . -methyl-1, 313 ···· «· ·♦ ···· ·· *· «·« · · · ·*·· • · · · * » · · ··· · · ···· · · · · · · ·

-pentanediol PO ₂ . ₃ , 3-methyl-1,3-pentanediol nBO ₁ , 4,4-dimethyl-1,3-pentanediol (Me-E^ , 4,4-dimethyl-1,3-pentanediol P0 ₁ , 4,4-dimethyl -1,3-pentanediol n-BO ₂ , ₄ -methyl-1,3- _pentanediol (Me-E ₁ , ₆ ), 4-methyl-1,3-pentanediol PO ₂ , 4-methyl- 1,3-pentanediol B0 ₁ , 1,4-pentanediol 2 (Me-E ₁ . ₂ ) , 1,4-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E^ , 2,2-dimethyl-1,4-pentanediol P0 _in 2,2-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,4-pentanediol (Me-E^ , 2 3-dimethyl-1,4 _- pentanediol P0 ₁ , 2,3-dimethyl-1,4-pentanediol n-BO ₂ , 2,4-dimethyl-1,4-pentanediol (Me-E^, 2,4 -dimethyl-1,4-pentanediol P0 ₁ , 2,4-dimethyl-1,4-pentanediol n-BO ₂ , ₂ -methyl-1,4-pentanediol (Me-E ₁ . ₆ ), 2-methyl. -1, 4-pentanediol PO ₂ . ₃ , 2-methyl-1,4-pentanediol BO _1Z 3,3-dimethyl-1,4-pentanediol (Me-E^ , 3,3-dimethyl-1,4-pentanediol PO _1Z 3,3-dimethyl-1,4-pentanediol n-BO ₂ , 3,4-dimethyl-1,4-pentanediol (Me-E^ , 3,4-dimethyl- _1,4 -pentanediol P0 _{1 .} , 3,4-dimethyl-1,4-pentanediol n-BO _{4 ,} .

3-methyl-1, 4-pentanediol 2 (Me-E ₁ . ₆ ) , PO ₂ -3' 3-methyl-1, 4-pentanediol B0 _v 2(Me-E ₁ . ₆ ) , 4-methyl-1 ,4-pentanediol tandiol B0 ₁ , 1,5-pentanediol (Me-E ₄ . ₁₀ )

3-methyl-1,4-pentanediol

4-methyl-1,4-pentanediol

AFTER ₂ . _3,4 -methyl-1,4-pen1,5-pentanediol 2(Me- _E1 ),

1,5-pentanediol PO ₃ , 2,2-dimethyl-1,5-pentanediol E ₁ . _? , 2,2-dimethyl-1,5-pentanediol PO _1Z 2,2-dimethyl-1,5-pentanediol n-BO.^,

2,3-dimethyl-1,5-pentanediol E^y, 2,3-dimethyl-1,5-pentanediol PO ₁ , 2,3-dimethyl-1,5-pentanediol n-BO^, 2,4-dimethyl -1,5-pentanediol E,.?., 2,4-dimethyl-1,5-pentanediol PO ₁ , 2,4-dimethyl-

1,5-pentanediol n-BO ₁ . ₂ , 2-ethyl-1,5-pentanediol E^g, 2-ethyl-

-1,5-pentanediol n-BO ₁ . ₂ , 2-methyl-1, 5-pentanediol (Me-E ₁ _ ₄ ) , 2

-methyl-1,5-pentanediol PO ₂ , 3,3-dimethyl-1,5-pentanediol E^,

3,3-dimethyl-1,5-pentanediol PO _1Z 3,3-dimethyl-1,5-pentanediol n-BO^j, 3-methyl-1,5-pentanediol (Me-E ₁ . ₄ ) , 3- methyl-1,5-pentanediol PO ₂ , 2,3-pentanediol (Me-E ₁₃ ), 2,3-pentanediol PO ₂ , 2-methyl 1-2,3-pentanediol E ₁ . _? , 2-methyl 1-2,3-pentanediol PO ₁ , 2-methyl-2,3-pentanediol n-BO _V2 , 3-methyl 1-2,3-pentanediol E.]. ₇ , 3-methyl 1-2,3-pentanediol PO _1Z 3-methyl 1-2,3-pentanediol n-BO ₁ . ₂ , 4-methyl 1-2,3-pentanediol E ₁ . ₇ , 4-methyl 1-2,3-pentanediol PO ₁ , 4-methyl-2,3-pentanediol n-BO^j, 2,4-pentanediol 2(Me-E ₁ . ₄ ), 2,4-pentanediol P0 ₄ , 2,3-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ) , 2,3-dimethyl-2,4-pentanediol PO ₂ , 2,4-dimethyl-2,4-pentanediol (Me -E ₁ . ₄ ), 2.414 · · · · ·

4.

1,3-hexanediol

AFTER,,

B0 _v

3-dimethyl-2,4-pentanediol PO ₂ , 2-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ) , 2-methyl-2,4-pentanediol P0 ₃ , 3,3-dimethyl-2, 4-pentanediol (Me-E,_ ₄ ) , 3,3-dimethyl-2,4-pentanediol P0 ₂ , 3-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ) , 3-methyl-2, 4-pentanediol P0 ₃ ,

1,3-Hexanediol (Me-E,.g) , 1,3-Hexanediol PO ₂ ,

2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl-1,3-hexanediol n-BO,_ ₃ ,2-methyl-1,3-hexanediol E ₂ . ₉ , 3-methyl-1, 3-hexanediol P0 ₁ , n-BO,_ ₃ , 4-methyl-1, 3-hexanediol

PO,, 4-methyl-1,3-hexanediol E ₂ _ ₉ , 5-methyl-1,3-hexanediol PO

1,4-hexanediol (Me-E,. ₅ ), 2-methyl-1,4-hexanediol E ₂ . ₉ , n-BO,_ ₃ , 3-meBO,,

2-methyl-1,3-hexanediol

3- Methyl-1,3-hexanediol -methyl-1,3-hexanediol

4-methyl-1,3-hexanedio1

5-methyl-1,3-hexanediol thyl-1,3-hexanediol nn-BO,_ ₃ , xandiol PO ₂ , 1,4-hexanediol BO

2-methyl-1,4-hexanediol PO,,

3-methyl-1,4-hexanediol E ₂ . ₉ , thyl-1,4-hexanediol n-BO thyl-1,4-hexanediol PO thyl-1,4-hexanediol ] -1,4-hexanediol n-BO,_ ₃ , P0 ₂ , -1,5-hexanediol P0 ₁ , -1,5-hexanediol E ₂ . ₉ , -hexanediol n-BO,_ ₃ , -hexanediol PO ₁ , 4-methyl-1,5-hexanediol n-BO,_ ₃ ,

_E2 . ₉ , 5-methyl-1,5-hexanediol PO,,

1,6-hexanediol (Me-E,_ ₂ ) , 1,6-hexanediol PO,_ ₂ , n-BO ₄ , 2-methyl-1,6-hexanediol E 3-methyl-1,6-hexanediol E, _ ₅ ,

2.3-Hexanediol n-BO

2.4- hexanediol PO ₃ , ^P0 1-2' ^P °1-2' ^P °1-2' ^E 2-9' n-BO,_ ₃ , ₁ , 5-me1,4-he1' ^E 2-9''

2-methyl-1,4-hexanediol

3-methyl-1,4-hexanediol PO,,

4-methyl-1,4-hexanediol E ₂ . ₉ ,

4-methyl-1,4-hexanediol

5-methyl-1,4-hexanediol

1,5-Hexanediol (Me-E,_ ₅ ) ,

2-methyl-1,5-hexanediol

1-3'

4-me5-me1,5-hexanediol B0 ₁ ,

2-methyl-1,5-hexanediol n-BO

3-methyl-1,5-hexanediol PO

4- methyl-1,5-hexanediol xandiol η-ΒΟ,.3, xandiol diol n-BO ^B0 1-2'

2,4-hexanediol diol diol diol diol n-BO,_ ₃ ,

PO,, 5-methyl11,5-hexanediol E ₂ . ₉ , 2-methyl 1,_ ₃ , 3-methyl 1,, 3-methyl-1,5E ₂ . ₉ , 4-methyl-1,55-methyl-1,5-he5-methyl-1,5-hexanediol 1,6-he,. ₅ , 2-methyl-1,6-hexane3-methyl-1,6-hexanediol ,, 2,3-hexanediol BO ₁ ,

2- methyl-2,4-hexane-

3-methyl-2,4-hexane-

4-methyl-2,4-hexane-

5- methyl-2,4-hexane-

PO,, 2,5-Hexanediol

1-2'

2,3-hexanediol Ε,.ς, (Me-E ₃ . ₈ ) ,

2-methyl-2,4-hexanediol

3-methyl-2,4-hexanediol

4-methyl-2,4-hexanediol

5-methyl-2,4-hexanediol

2-methyl-2,5-hexanediol (Me-E,^),

3-methyl-2,5-hexanediol (Me-E,_ ₂ ),

3,4-hexanediol ΕΟ,_ ₅ , 3,4-hexanediol (Me-E ₁₂ ) , (Me-E _V2 ) (Me-E _V2 ) f

(Me-E ₁ . ₂ ) , (Me-E ₃ . ₈ ) , 2,5-hexanediol P0 ₃ ,

2-methyl-2,5-hexanediol ΡΟ,^,

3- methyl-2,5-hexanediol PO,_ ₂ , • · • · · · • · n-BO _lz 3,4-hexanediol BO _1Z

5. 1,3-heptanediol E _v7 , 1,3-heptanediol PO ₁ , 1,3-heptanediol n-BO ₁ . ₂ , 1,4-heptanediol E _V7 , 1,4-heptanediol PO _V 1,4-heptanediol n-BO^g/ 1,5-heptanediol E _V7 , 1,5-heptanediol PO _1Z 1,5-heptanediol n- BO^, 1,6-heptanediol E^, 1,6-heptanediol PO _1Z 1,6-heptanediol n-BO ₁₂ , 1,7-heptanediol E^, 1,7-heptanediol n-BO _1z 2,4-heptanediol _E3 . ₁₀ , 2,4-heptanediol (Me-E,), 2,4-heptanediol PO ₁ , 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ _ ₁₀ , 2,5-heptanediol (Me- E^ , 2,5-heptanediol PO _1Z 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E _{3 ,} 2,6-heptanediol (Me-E,), 2,6-heptanediol PO _1Z 2 . ,6-heptanediol n-BO ₃ ,

3,5-heptanediol E ₃ . ₁₀ , 3,5-heptanediol (Me-E^ , 3,5-heptanediol P0 _1z

3,5-heptanediol n-BO ₃ ,

6. 3-methyl-2-isopropyl-1,3-butanediol P0 ₁ , 2,3,3-trimethyl-

-2,4-pentanediol PO _1Z 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ ,

3.4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl-2,4-hexanediol E ₂ . ₅ ,

4.5-dimethyl-2,4-hexanediol E ₂ . ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ . ₅ ,

2.3-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ . ₅ ,

2.5-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . ₅ ,

3.4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl 1-3,5-heptanediol E ₂ . ₅ ,

2,2-diethyl-1,3-butanediol n-BO^g, 2,3-dimethyl-2,4-hexanediol n-BOf.g, 2,4-dimethyl-2,4-hexanediol n-BO^, 2,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 3,3-dimethyl-2,4-hexanediol n-BO _V2 , 3,4-dimethyl 1-2,4-hexanediol n-BO ₁ . ₂ , 3,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ ,

4.5-dimethyl-2,4-hexanediol n-BO^g, 5,5-dimethyl-2,4-hexanediol n-BO.^, 2,3-dimethyl-2,5-hexanediol n-BO ₁ . ₂ , 2,4-dimethyl-2,5-hexanediol n-BO^, 2,5-dimethyl-2,5-hexanediol n-BO^, 3,3-dimethyl-2,5-hexanediol n-BO^, 3,4-dimethyl-2,5-hexanediol n-BO ₁ . ₂ ,

3-methyl-3,5-heptanediol n-BO ₁ . ₂ , 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO _1z 2-ethyl-2,3-dimethyl-1,3-butanediol n-BO ₁ , 2-methyl-2-isopropyl-1 ,3-butanedioln-B0 ₁ ,3-methyl-2-isopropyl-1,4-butanediol n-BO _1z 2,2,3-trimethyl-1,3-pentanediol n-BO _1z 2,2,4-trimethyl- 1,3-pentanedioln-BO ₁ ,2,4,4-trimethyl-1,3-pentanediol n-BO _1z 3,4,4-trimethyl-1,3-pentanediol n-BO _1z 2,2,3-trimethyl -1,4-pentanediol n-BO _1z 2,2,4-trimethyl-1,4-pentanediol n-BO _lz

2,3,3-trimethyl-1,4-pentanediol n-BO _1z 2,3,4-trimethyl-1,4-pen-

tandiol η-ΒΟ ₁ , 3,3,4-trimethyl-1,3-pentanediol n-BO ₁ , 2,3,4-trimethyl-2,4-pentanediol n-BO ₁ , 4-ethyl-2,4- hexanediol n-BO ₁ , 2-me-

ethyl-2,4-heptanediol n-BO,, ethyl-2,4-heptanediol n-BO ₁ , ethyl-2,4-heptanediol n-BO ₁ , ethyl-2,5-heptanediol n-BO ₁ , ethyl-2,5-heptanediol n-BO ₁ , thyl-2,6-heptanediol n-BO ₁ ,

3-methyl-2,4-heptanediol n-BO ₁ , 4-me- 5-methyl-2,4-heptanediol n-BO ₁ , 6-me- 2-methyl-2,5-heptanediol n-BO ₁ , 3-me- 4-methyl-2,5-heptanediol n-BO ₁ , 5-me- 6-methyl-2,5-heptanediol n-BO ₁ , 2-me- 3-methyl-2,6-heptanediol n-BO ₁ , 4-me-

thyl-2,6-heptanediol n-BO^ 2-methyl-3,5-heptanediol n-BO ₁ , 2

-(1,2-dimethylpropyl)-1,3-propanediol E _V3 , 2-ethyl-2,3-dimethyl

-1,3-butanediol E^, 2-methyl-2-isopropyl-1,3-butanediol E^,

3-methyl-2-isopropyl-1,4-butanediol E^, 2,2,3-trimethyl-1,3

-pentanediol E^-j, 2,2,4-trimethyl-1,3-pentanediol E _V3 , 2,4,4-trimethyl-1,3-pentanediol E _V3 , 3,4,4-trimethyl-1,3 -pentanediol E^j, 2,2,3-trimethyl-1,4-pentanediol E^j, 2,2,4-trimethyl-1,4

-pentanediol E^j, 2,3,3-trimethyl-1,4-pentanediol E^j, 2,3,4-trimethyl-1,4-pentanediol E _r3 , 3,3,4-trimethyl-1,4 -pentanediol E _V3 , 2,3,4-trimethyl-2,4-pentanediol E _V3 , 4-ethyl-2,4-hexanediol E ₁ . ₃ , 2-methyl-2,4-heptanediol E^j, 3-methyl-2,4-heptanediol E^,

4-methyl-2,4-heptanediol E^-j, 5-methyl 1-2,4-heptanediol E^, 6-methyl-2,4-heptanediol E _V3 , 2-methyl-2,5-heptanediol Ε _ν3 , 3-methyl-2,5-heptanediol E.^, 4-methyl-2,5-heptanediol E^j, 5-methyl

-2,5-heptanediol E _V3 , 6-methyl-2,5-heptanediol E _V3 , 2-methyl-2,6-heptanediol E^j, 3-methyl 1-2,6-heptanediol E _V3 , 4-methyl -2,6-heptanediol Ej3 and/or 2-methyl-3,5-heptanediol _Ej3 and

7. their mixtures,

IX of aromatic diols which include: 1-phenyl-1,2-ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3 -methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3- phenyl-1,3-butanediol, 1

-phenyl-1,4-butanediol, 2-phenyl-1,4-butanediol and/or 1-phenyl-2,3-butanediol and mixtures thereof, and

X. basic solvents that are homologues or analogues of the above compounds, in which one or more CH ₂ groups are added and for each added CH ₂ group, two hydrogen atoms are removed from the adjacent carbon atoms in the molecule, so that between • · · · • · • · these carbon atoms form a double bond, thus keeping the total number of hydrogen atoms in the molecule the same, and which include:

2.2- di-2-propenyl-1,3-propanediol, 2-(1-pentenyl)-1,3-propanediol, 2-(2-methyl-2-propenyl)-2-(2-propenyl)-1, 3-propanediol, 2-(3-methyl-1-butenyl)-1,3-propanediol, 2-(4-pentenyl)-1,3-propanediol, 2-ethyl-2-(2-methyl-2- propenyl)-1,3-propanediol, 2-ethyl-2-(2-propenyl)-1,3-propanediol, 2-methyl-2-(3-methyl-3-butenyl)-1,3-propanediol, 2 ,2-diallyl-1,3-butanediol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 2-(2-butenyl)-2-methyl-1-1,3-butanediol, 2-( 3-methyl-2-butenyl)-1,3-butanediol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 2-methyl-2-(1-methyl-2-propenyl)-1 ,3-butanediol,

2.3- di(1-methylethylidene)-1,4-butanediol, 2-(3-methyl-2-butenyl)-3-methylene-1,4-butanediol, 2-(1,1-dimethylpropyl)-2-butene -1,4-diol, 2-(1-methylpropenyl)-butene-1,4-diol, 2-butyl-2-butene-1,4-diol, 2-ethenyl-3-ethyl-1,3-pentanediol , 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 3-methyl-2-(2-propenyl)-1,4-pentanediol, 2-(1-propenyl)-1,5-pentanediol, 2 -(2-propenyl)-1,5-pentanediol, 2-ethylidene-3-methyl-1,5-pentanediol, 2-propylidene-1,5-pentanediol, 3-ethylidene-2,4-dimethyl-2,4 -pentanediol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol,2-ethyl-2,3-dimethyl-4-pentene-1,3-diol, 4-ethyl-2-methylene -1,4-hexanediol, 2,3,5-trimethyl-1,5-hexadiene-3,4-diol, 5-ethyl-3-methyl-1,5-hexadiene-3,4-diol, 2-( 1-methylethenyl)-1,5-hexanediol, 6-ethenyl-1,6-hexanediol, 5,5-dimethyl-1-hexene-3,4-diol, 4-ethenyl-2,5-dimethyl-2-hexene -1,5-diol, 2-ethenyl-2,5-dimethyl-3-hexene-1,6-diol,

2- ethyl-3-hexene-1,6-diol, 3,4-dimethyl-3-hexene-1,6-diol, 2,5-dimethyl-4-hexene-2,3-diol, 3,4- dimethyl-4-hexene-2,3-diol, 3-(2-propenyl)-5-hexene-1,3-diol, 2,3-dimethyl-5-hexene-2,3-diol,

3.4-dimethyl-5-hexene-2,3-diol, 3,5-dimethyl-5-hexene-2,3-diol,

3-ethenyl-2,5-dimethyl-5-hexene-2,4-diol, 6-methyl-5-methylene-1,4-heptanediol, 2,3-dimethyl-1,5-heptadiene-3,4- diol, 2,5-dimethyl-1,5-heptadiene-3,4-diol, 3,5-dimethyl-1,5-heptadiene-3,4-diol, 2,6-di(methylene)-1,7 -heptanediol, 4-methylene-1,7-heptanediol, 2,4-dimethyl-1-heptene-3,5-diol, 2,6-dimethyl-1-heptene-3,5-diol, 3-ethenyl-5 -methyl-1-heptene-3,5-diol, 6,6-dimethyl-1-heptene-3,5-diol, 4,6-dimethyl-2,4-heptadiene-2,6-diol,

4.4-dimethyl-2,5-heptadiene-1,7-diol, 2,5,5-trimethyl-2,6-hepta• · · · • · · · • · • · diene-1,4-diol, 5 ,6-dimethyl-2-hepten-1,4-diol, 5-ethyl-2-hepten-1,5-diol, 2-methyl-2-hepten-1,7-diol, 4,6-dimethyl-3 -heptene-1,5-diol, 3-methyl-6-methylene-3-heptene-1,7-diol, 2,4-dimethyl-3-heptene-2,5-diol, 2,5-dimethyl1-3 -heptene-2,5-diol, 2,6-dimethyl1-3-heptene-2,6-diol, 4,6-dimethyl1-3-heptene-2,5-diol,

2.4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol,

2,6-dimethyl-5-heptene-1,4-diol, 3,6-dimethyl-5-heptene-1,4-diol,

2,3-dimethyl-1-5-heptene-2,4-diol, 2,2-dimethyl-6-heptene-1,3-diol, 4-(2-propenyl)-6-heptene-1,4-diol, 5,6-dimethyl-6-heptene-1,4-diol, 2,4-dimethyl-6-heptene-1,5-diol, 2-ethylidene-6-methyl-6-heptene-1,5-diol, 4-(2-propenyl)-6-heptene-2,4-diol,

5.5-dimethyl-6-heptene-2,4-diol, 4,6-dimethyl-6-heptene-2,5-diol,

5-ethenyl-4-methyl-6-heptene-2,5-diol, 2-methylene-1,3-octanediol,

2.6-dimethyl-1,6-octadiene-3,5-diol,3,7-dimethyl-1,6-octadiene-3,5-diol, 2,6-dimethyl-1,7-octadiene-3,6- diol, 2,7-dimethyl-1,7-octadiene-3,6-diol, 3,6-dimethyl-1,7-octadiene-3,6-diol, 3-ethenyl-1-octene-3,6- diol, 2,7-dimethyl-2,4,6-octatriene-1,8-diol, 3,7-dimethyl-2,4-octadiene-1,7-diol, 2,6-dimethyl-2,5- octadiene-1,7-diol, 3,7-dimethyl-2,5-octadiene-1,7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 2-methyl -2,6-octadiene-1,8-diol, 3,7-dimethyl-2,7-octadiene-1,4-diol, 2,6-dimethyl-2,7-octadiene-1,5-diol, 2 ,6-dimethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool), 2,7-dimethyl-2,7-octadiene-1,6-diol, 2-octene-1,4-diol, 2-octene-1,7-diol, 2-methyl-6-methylene-2-octene-1,7-diol, 3,7-dimethyl-3,5-octadiene-1,7-diol, 2,7- dimethyl 1-3,5-octadiene-2,7-diol, 4-methylene-3,5-octanediol, 2,6-dimethyl-3,7-octadiene-1,6-diol, 2,7-dimethyl-3, 7-octadiene-2,5-diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 4-methyl-3-octene-1,5-diol, 5-methyl-3-octene- 1,5-diol, 2,5-dimethyl-4,6-octadiene-1,3-diol, 2,6-dimethyl-4,7-octadiene-2,3-diol, 2,6-dimethyl-4, 7-octadiene-2,6-diol, 7-methyl-4-octene-1,6-diol, 2,7-bis(methylene)-, 2-methylene-, 2,7-dimethyl-5,7-octadiene -1,4-diol, 7-methyl-5,7-octadiene-1,4-diol, 5-octene-1,3-diol, 7-methyl-6-octene-1,3-diol, 7-methyl -6-octene-1,4-diol, 6-octene-1,5-diol, 7-methyl-6-octene-1,5-diol, 2-methyl-6-octene-3,5-diol, 4 -methyl-6-octene-3,5-diol, 2-methyl-7-octene-1,3-diol, 4-methyl-7-octene-1,3-diol, 7-methyl-7-octene-1 ,3-diol, 7-octene-1,5-diol, • · · · ·· ··· · · · · · · · · • · · · · · · · · ·

7-octene-1,6-diol, 5-methyl-7-octene-1,6-diol, 2-methyl-6-methylene-7-octene-2,4-diol, 7-methyl-7-octene- 2,5-diol, 2-methyl-7-octene-3,5-diol, l-nonene-3,5-diol, l-nonene-3,7-diol, 3-nonene-2,5-diol, 8-methyl-4,6-nonadiene-1,3-diol, 4-nonene-2,8-diol, 6,8-nonadiene-1,5-diol, 7-nonene-2,4-diol, 8- nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene-3,8-diol, 1,9-decadiene-4,6-diol and their mixtures,

XI. mixtures thereof,

C. optionally, but preferably, an effective amount, sufficient to improve clarity, of low molecular weight water-soluble solvents such as ethanol, isopropanol, propylene glycol, 1,3-propanediol, propylene carbonate, etc., wherein said water-soluble solvents are present in such an amount that it does not create a clear agent by itself,

D. optionally, but preferably, an effective amount of a water-soluble calcium and/or magnesium salt, preferably chloride, to improve clarity, and

E. and water to top up.

If the effective fabric softening agent is preferably one in which R is hydrogen or hydroxyalkyl, and especially if Y is an amide group, this solvent is not mono-ol, especially tert-butanol or 2-methyl-pentanediol.

The compositions according to the invention are preferably aqueous, transparent or clear, preferably clear compositions containing from 3 to 95, preferably from 5 to 80, more preferably from 15 to 70 and even more preferably from 40 to 60% by weight. of water and from 3 to 40, preferably from 10 to 35, more preferably from 12 to 25 and even more preferably from 14 to 20 wt.%. of the above basic alcohol solvent B. These preferred products (compositions) are not transparent or clear without the basic solvent B. The amount of basic solvent B required for the production of transparent or clear compositions is preferably more than 50, more preferably more than 60, even more preferably more than 75 wt % of the total weight of organic solvent present.

• · • · • ·

It is desirable that the amount of base solvent be kept as low as possible to provide acceptable stability/clarity of the compositions presented. The presence of water is important in terms of how much base solvent is needed to achieve the clarity of these compositions. The higher the water content, the more base solvent (relative to the amount of fabric softener) is needed to obtain a clear product. Conversely, the smaller the water content, the smaller the amount of basic solvent (relative to the amount of fabric softener) needed. Thus, with a small amount of water from 5 to 15% wt. the required mass ratio of the effective fabric softener to the base solvent is preferably from 55:45 to 85:15, more preferably from 60:40 to 80:20. When the amount of water is from 15 to 70 wt.% is the weight ratio of the effective fabric softener to the base solvent preferably from 45:55 to 70:30, more preferably from 55:45 to 70:30. But with a higher amount of water from 70 to 80% wt. is the weight ratio of the effective fabric softener to the base solvent preferably from 30:70 to 55:45, more preferably from 35:65 to 45:55. With higher amounts of water, the fabric softener to base solvent ratios should be even higher.

Some of the above solvents are novel compounds and/or mixtures of compounds, as will be discussed further herein.

The pH value of the preparations should be from 1 to 7, preferably from 1.5 to 5, preferably from 2 to 3.5.

In the next part of this file, the present invention will be described in more detail.

I) Effective softening component for fabrics: The present invention as an essential component contains from 2 to 80, preferably from 13 to 75, more preferably from 17 to 70 and even more preferably from 19 to 65 wt.%. (from the weight of the composition) of an effective fabric softener, which is selected from the compounds listed below and their mixtures.

• · · · « · ·· ··· · · · ···· ···· · · · · ··

A) Diester Quaternary Ammonium Effective Fabric Softener (DEQA):

1) The first type of DEQA preferably contains compounds of the general formula I (R) ₄ as the basic active ingredient. _m -N< ⁺ >-[(CH2)nYR ¹ ]m X ⁽ '> (I) , in which each substituent R represents a hydrogen atom or a short-chain alkyl group with 1 to 6, preferably with 1 to 3 carbon atoms or a hydroxyalkyl group, e.g. methyl (most preferably), ethyl, propyl, hydroxyethyl and similar groups, a benzyl group or their mixtures, each m means a number 2 or 3, each n means a number from 1 to 4, preferably 2, each Y means -O-(O)C-, -(R)N-(O)C-, -C(O)-N(R)- or

-C(O)-0-, preferably -0(0)C-, but not -0C(0)0-, the sum of the carbon atoms in each R ¹ , plus one if Y is -0-(0)C - or -(R)N-(O)C-, is 6 to 22, preferably 14 to 22 but not more, one YR ¹ sum is less than 12 and the other YR ¹ sum is at least 16, wherein each R ¹ means a long-chain hydrocarbon with 8 to 22 (or 7 to 21) carbon atoms or a substituted hydrocarbon substituent, preferably alkyl or alkenyl with 10 to 20 (or 9 to 19) carbon atoms or most preferably alkyl or alkenyl with 12 to 18 ( or 11 to 17) carbon atoms, and if the sum of the carbon atoms is 16 to 18 and R ¹ represents a straight-chain alkyl or alkenyl group, the iodine number (hereinafter referred to as IV) of the respective fatty acid of this R ¹ group is preferably from 20 to 140, more preferably from 50 to 130, most ^preferably from 70 to 115. had a fatty acid containing the same group R ¹ ).

The above-mentioned proton X' can mean any anion combined with a softening agent, preferably an anion of a strong acid, for example chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, nitrate and the like, preferably chloride. The anion may, but less preferably, carry two charges, in which case X' means half of this group.

Preferred biodegradable quaternary ammonium fabric softener compounds may contain the group -(O)CR ¹ , which is derived from unsaturated and poly-unsaturated fatty acids, e.g. oleic acid, and/or partially hydrogenated fatty acids, from vegetable oils and/or partially hydrogenated vegetable oils such as canola oil, safflower oil, groundnut oil, sunflower oil, corn oil, soybean oil, tallow oil, rice bran oil, etc. Non-limiting examples of DEGA prepared from preferred fatty acids have the following approximate distribution:

fatty acyl group DEQA ¹ DEQA ² DEQA ³ DEQA ⁴ DEQA ⁵ C12 track track 0 0 0 C14 3 3 0 0 0 C16 4 4 5 5 5 C18 0 0 5 6 6 C14:l 3 3 0 0 0 C16:1 11 7 0 0 3 C18:1 74 73 71 68 67 C18:2 4 8 8 11 11 C18:3 0 1 1 2 2 C20:1 0 0 2 2 2 C20 and up 0 0 2 0 0 unknown 0 0 6 6 7 total: 99 99 100 100 102 IV 86-90 88-95 99 100 95 cis/trans (C18: 1) 20-30 20-30 4 5 5 TPU 4 9 10 13 13

Mixtures of fatty acids may be used and are preferred

and DEQA blends that are derived from different fatty acids. Non-limiting examples of DEQAs that can be mixed to form the DEQAs of the present invention are as follows:

fatty acyl group DEQA ¹⁰ DEQA ¹¹ C14 0 1 C16 11 25 C18 4 20 C14:l 0 0 C16:l 1 0 C18:1 27 45 C18:2 50 6 C18:3 7 0 unknown 0 3 total: 100 100 IV 125-138 56 cis/trans (C18:1) unavailable 7 TPU 57 6

DEQA ¹⁰ is prepared from soybean fatty acid and DEQA ¹¹ is prepared from slightly hydrogenated tallow fatty acid.

Alternatively, but preferably, the R ¹ groups may also contain branched chains, e.g. from isostearic acid, at least for parts of the R ¹ groups. The total amount of active ingredient represented by branched chain groups, if present, is typically from 1 to 90, preferably from 10 to 70, more preferably from 20 to 20% by weight.

• · · · « · • · · · • ·

fatty acyl group DEQA ¹² DEQA ¹³ DEQA ¹⁴ acid isomyrist - 1-2 - acid myristic 7-11 0.5-1 - acid isopalmite 6-7 6-7 1-3 acid palmitic 4-5 6-7 - acid isostearic 70-76 80-82 60-66 acid stearic - 2-3 8-10 acid isoleum - - 13-17 acid oil - - 6-12 IV 3 2 7-12

DEQA ¹² through DEQA ¹⁴ are prepared from various commercially available isostearic acids.

The more preferred DEQAs are those that are prepared as individual DEQAs from a mixture of all the different fatty acids that represent the total fatty acid mixture rather than a mixture of individual final DEQAs that are prepared from different proportions of the total fatty acid mixture.

It is preferred that at least part of the majority of fatty acyl groups is unsaturated, e.g. from 50 to 100, preferably from 55 to 95, more preferably from 60 to 90% by weight. and that the total amount of the active ingredient containing polyunsaturated fatty acyl groups (TPU) is from 3 to 30, preferably from 5 to 25, more preferably from 10 to 18% by weight. The cis/trans ratio for unsaturated fatty acyl groups is usually important. This ratio is from 1:1 to 50:1, at least 1:1, preferably at least 3:1, more preferably from 4:1 to 20:1 (The percentage of effective fabric softener containing a given R ¹ group is the same as the percentage of the same R ¹ group to the total of the number of R ¹ groups used to create all effective softening components.

Unsaturated, including preferably polyunsaturated, above and below fatty acyl groups surprisingly provide effective softening, but also have better wetting properties , good antistatic properties and especially better regeneration after freezing and thawing.

Highly unsaturated materials are also more easily used to produce concentrated premixes that retain their low viscosity and are therefore easier to process, e.g. pump, mix, etc. These highly unsaturated materials with only a small amount of solvent normally associated with these materials, ie . from 5 to 20, preferably from 8 to 25, more preferably from 10 to 20 wt. of the total weight of the fabric softener/solvent mixture, are also more easily used to produce concentrated, stable compositions according to the present invention, even at room temperature. This ability to process active ingredients at low temperatures is particularly important for poly-unsaturated groups as it minimizes degradation. Additional protection against degradation can be achieved by the compounds and emollients containing effective antioxidant agents, chelating agents and/or reducing agents as described below.

The present invention may contain, as a preferred component, biodegradable medium-chain quaternary ammonium fabric softener compounds, DEQA, of the above-mentioned general formula I and/or the following general formula II, in which each Y represents -0-(0)C-, -(R )N-(0)C-, -C(O)-N(R)- or —C(0)~0—, preferably —O—(O)C—, m means the number 2 or 3, preferably 2, each n represents the number 1 to 4, preferably 2, each R represents a hydrogen atom or alkyl with 1 to 6 carbon atoms, preferably methyl, ethyl, propyl, benzyl or mixtures thereof, more preferably alkyl with 1 to 3 groups, each R ¹ or YR ¹ hydrophobic group means a saturated hydrocarbon group with 8 to 14, preferably 12 to 14 carbon atoms or a substituted hydrocarbon substituent (IV means preferably a number of 10 or less, more preferably less than about 5), [the sum of the carbon atoms of the hydrocarbon group means the number of carbon atoms in the group R ¹ or in the group YR ¹ , if Y means -O-(O)C- or -(R)N-(O)C-] and the counterion X' means the same group as mentioned above. X' preferably does not mean phosphate salts.

Saturated fatty acyl groups with 8 to 14 carbon atoms may mean pure derivatives or may mean derivatives with mixed chain lengths.

Suitable sources of fatty acids for the mentioned fatty acyl groups are coconut, lauric, caprylic and capric acids.

For hydrocarbon groups with 12 to 14 (or 11 to 13) carbon atoms, these groups are preferably saturated, e.g. IV is preferably less than 10, preferably less than 5.

It is to be understood that the substituents R and R ¹ may optionally be substituted by different groups, such as alkyl or hydroxyl groups, and may be straight or branched, as long as the R ¹ groups retain their essentially hydrophobic character. Preferred compounds may be considered biodegradable diester variations of dimethylammonium chloride (hereinafter referred to as DTDMAC), which is a widely used fabric softener.

A preferred long-chain DEQA is DEQA prepared from sources containing high amounts of polyunsaturation, i.e. N,N-di (acyl-oxyethyl)-Ν,Ν-dimethylammonium chloride, where the acyl is derived from fatty acids containing sufficient polyunsaturation, e.g. a mixture of tallow fatty acids and soy fatty acids. Another preferred long chain DEQA is Dioleyl (nominally) DEQA, i.e. DEQA in which N,N-di(oleyloxyethyl)-Ν,Ν-dimethylammonium chloride is the main component. Preferred sources of fatty acids for such DEQAs are vegetable oils and/or partially hydrogenated vegetable oils with high contents of unsaturated, e.g., oleoyl groups. Preferred medium-chain DEQAs are dicocoyl-DEQAs (derived from coconut fatty acids), i.e. N,N-di(coco-oyl-oxyethyl)-Ν,Ν-dimethylammonium chloride, hereafter referred to as DEQA ⁶ , and N,N-di(lauroyl-oxyethyl)-N,N-dimethylammonium chloride.

·· · ·

When referring to a diester as used herein, it may include a monoester that is present. Preferably at least 80% of DEQA is in the form of a diester and from 0 to 20% can be a DEQA monoester, e.g. one group YR ¹ means either OH or -C(O)OH and in the general formula I m means the number 2. The corresponding diamide and /or the mixed ester-amide may also include an active ingredient with a single long chain hydrophobic group, eg one YR ¹ group is either -N(R)H or -C(O)OH. In the following, any description, e.g. amount, given for monoester active ingredients is also applicable to monoamide active ingredients. For softening under washing conditions without detergent or with a low amount of detergent, the amount of monoester should be as small as possible, preferably no more than 5% by weight. However, with a high amount of surfactant or detergent, a monoester may be preferred. The overall diester to monoester ratios are from 100:1 to 2:1, preferably from 50:1 to 5:1, more preferably from 13:1 to 8:1. Under high detergent conditions, the ratio of diester to monoester is preferably 1:1. The amount of monoester present can be controlled during the production of DEQA.

The above compounds used as the biodegradable quaternized esteramine fabric softener in the practice of this invention can be prepared using standard reaction chemistry. In one synthesis of the diester variation of DTDMAC, an amine of the general formula RN(CH ₂ CH ₂ OH) ₂ , in which R means, for example, alkyl, is esterified on both hydroxyl groups with an acid chloride of the general formula R ¹ C(O)C1 to form an amine that can be made cationic by acidification (one R is hydrogen) to give one type of fabric softener, or then quaternized with an alkyl halide RX to give the desired reaction product (wherein R and R ¹ are as above). Those skilled in the art will appreciate that this reaction sequence allows for a wide variety of reagents that can be produced.

Yet another DEQA fabric softener active compound suitable for making concentrated clear liquid fabric softeners according to the present invention, is a compound of the above general formula I in which R represents a hydroxyalkyl group with 1 to 4 carbon atoms, preferably such a compound in which one R represents a hydroxyethyl group. An example of such a hydroxyethyl ester active compound is di(acyloxyethyl)-(2-hydroxyethyl)methylammonium methylsulfate, in which the acyl group means the same as in DEQA ¹ , an example is DEQA ⁸ mentioned below.

2) The second type of DEQA active ingredient means a compound of general formula II

YR ¹ (R) ₃ -N ^<+) -CH ₂ CH ch ₂ yr ¹ x<->

(II) ' wherein Y, R, R ¹ and X ^<_> are as above. Such compounds include compounds of the general formula [CH ₃ ] ₃ N ^<+> [CH ₂ CH(CH ₂ O(O)CR ¹ )O(O)CR ¹ ] cr , in which R represents a methyl or ethyl group and preferably each R ¹ is in the range of 15 to 19 carbon atoms. If a diester is present, it may include the monoester that is present. Various degrees of branching and substitution may be present in the alkyl and alkenyl chain. Anion X ^(_) in the molecule means the same as above in DEQA of formula I. The amount of monoester that can be present is the same as for DEQA of formula I. An example of a preferred DEQA of formula II is propyl ester quaternary ammonium fabric softener active compound for substances of formula 1,2-di(acyloxy)-3-trimethylammoniumpropane chloride, in which the acyl group means as above for DEQA ⁵ , an example here is DEQA ⁹ below.

These types of agents and general methods of their production are po«··· «4 ·· ···· ···· ♦ · 9 · · 9 9 99

9 9 9 9 9 9 9 99999

9 9 9 9 9 9 9 9 99 written in US Patent No. 4,137,180 Naika et al. , -issued Jan. 30, 1979, which is incorporated herein by reference.

In the preferred effective fabric softener compounds of general formula I and II, each R ¹ denotes a hydrocarbon group or a substituted hydrocarbon group, preferably an alkyl, monounsaturated alkenyl and polyunsaturated alkenyl group with a softening active ingredient containing polyunsaturated alkenyl groups that represent at least 3, preferably at least 5, more preferably at least 10, even more preferably at least 15% by weight, of the total weight of the effective emollient component; the active ingredients preferably contain mixtures of R ¹ groups, especially in individual molecules, and also, optionally, but preferably, saturated R ¹ groups containing branched chains, e.g. from isostearic acid, for at least part of the unsaturated R ¹ groups, from the total amount of effective the components of the branched chain group mean from 1 to 90, preferably from 10 to 70, more preferably from 20 to 50 wt.%. The DEQAs of the invention may contain a low amount of fatty acid, which may come from the unreacted starting material used to form the DEQA and/or may be a by-product of some partial degradation (hydrolysis) of the active fabric softener in the final formulation. It is preferable that the amount of free fatty acid is low, preferably below 10, more preferably below 5% by weight. from the weight of the effective fabric softener.

II) Basic solvent system: the compositions according to the present invention contain less than 40, preferably from 10 to 35, more preferably from 12 to 25, even more preferably from 14 to 20% by weight. of the basic solvent from the weight of the composition. Said base solvent is selected to minimize the impact of solvent odor on the formulation and to provide a low viscosity to the final formulation. For example, isopropyl alcohol is not very effective and has a strong odor. Propyl alcohol is more effective but has a different smell. Some butyl alcohols also have odors, but can be used for clarity/stability, especially when used as part of a base solvent system to minimize odor. These alcohols are also selected for ···· ♦♦ ·· ··»· ·· ·· • « · ·· · · · ·· • « · · · · * · · · ·· • · · · · · · · · ·♦ optimal low temperature stability as they are able to form compositions that are liquid with acceptably low viscosities and transparency, preferably clear, below 4.4°C and are capable of regeneration on storage below 6.7°C .

The suitability of any basic solvent for the preparation of liquid, concentrated, preferably clear fabric softeners for substances according to the invention with the required stability is surprisingly selective. Suitable solvents can be selected based on their octanol-water shake coefficient (P). The shaking coefficient between octanol and water of the base solvent is the ratio between the equilibrium concentration in octanol and in water. The shaking coefficients of the basic solvent components of the present invention are conventionally given in the form of their decimal logarithms logP.

The logP of many components is described; for example, the Pomona92 database, available from Daylight Chemical information System, lne. (Daylight CIS), Irvine, California, contains many logPs along with citations to the original literature. However, logP values are most conveniently calculated using the CLOGP program, which is also available from Daylight CIS. This program also lists experimental logP values when available in the Pomona 92 database. Calculated logP (ClogP) are determined by the fragment approach of Hansch and Leo (see: A.Leo in Comprehensive Medicinal Chemistry Vol. 4, C. Hansch, P.G. Sammens , J.B.Taylor and C.A.Ramsden, eds., p.295, Pergamon Press 1990, incorporated herein by reference). The fragment approach is based on the chemical structure of each component and takes into account the numbers and types of atoms, atomic connectivity and chemical bonding. ClogP values, which are the most realistic and widely used for their physicochemical properties, are preferably used in lieu of experimental logP values in selecting base solvent components useful in the present invention. Other methods that can be used to calculate ClogP include, for example, Crippen's fragmentation method as described in J. Chem. Inf. Comput. Sci. 27, 21 (1987), Viswanadhan's fragmentation method as po···· ·♦ • · • · • · • · · • e ···· ··

«· • · · · • · ·· written in J. Chem. Inf. Comput. Sci. 29., 163 (1989) and Brot's method as described in Eur. J. Med. Chem. - Chem. Theor. 19, 71 (1984).

The base solvents of the invention are selected from those having a ClogP of from 0.15 to 0.64, preferably from 0.25 to 0.62 and more preferably from 0.40 to 0.60. Said base solvent is preferably asymmetric and preferably has a melting or solidification temperature which allows it to be liquid at or near room temperature. Solvents that are low molecular weight and biodegradable are also desirable for some purposes. More asymmetric solvents are also highly desirable, while highly symmetric solvents that have a center of symmetry, such as 1,7-heptanediol or 1,4-di(hydroxymethyl)cyclohexane, appear unable to provide substantially clear agents when used alone, even when ClogP values fall within the preferred range. One skilled in the art can select the most suitable base solvent by determining whether a composition containing 27 wt. of di(oleoyloxyethyl)dimethylammonium chloride, about 16 to 20% by weight. of the basic solvent and 4 to 6 wt.% of ethanol remains clear when stored at 4.4°C and regenerates after freezing to -18°C.

The most preferred base solvents can be identified by the appearance of the freeze-dried and dilution-treated compositions when used to treat fabrics. These diluted compositions form fabric softener dispersions that have a more uniform appearance than conventional fabric softeners. The closer it is to a more uniform appearance, the better the performance of the remedy. These compositions provide surprisingly good fabric softening when compared to similar compositions prepared in a conventional manner with the same effective fabric softening component. These compositions also provide improved perfume retention compared to conventional fabric softeners, especially when the perfume is added to the compositions at near room temperature.

• ·

Useful basic solvents are listed below, eg, aliphatic and/or alicyclic diols with a given number of carbon atoms, mono-ols, glycerine derivatives, diol alkoxylates and mixtures of all of the above. Preferred base solvents are printed in italics, most preferred base solvents are printed in bold. Reference numbers mean numbers in the Chemical Abstracts Service (CAS No.) for those compounds that have that number. The novel compounds have a method described below by which they can be prepared. Some unusable basic solvents are also listed for comparison purposes. However, these unusable base solvents can be used in mixtures with usable base solvents. Applicable base solvents can be used to make concentrated fabric softeners for substances that meet the stability/clarity requirements above.

Many diol base solvents that have the same chemical formula can exist as many stereoisomers and/or optical isomers. Each isomer is normally assigned a different CAS number. For example, the various isomers of 4-methyl-2,3-hexanediol are assigned at least the following CAS No.: 146452-51-9, 146452-50-8, 146452-49-5, 146452-48-4, 123807-34-1, 123807-33-0, 123807-32-9 and 123807-31-8.

In the following formulas, for simplicity, each chemical formula is given with only one CAS number. This description is not merely exemplary, but is sufficient to enable the practice of the present invention. This description is not limiting. This should therefore be understood as including other isomers with other CAS numbers and their mixtures. And likewise, if the CAS number represents a molecule that contains any relevant isotopes, e.g., deuterium, tritium, carbon ¹³ C, etc., it should be understood that those materials that contain naturally distributed isotopes are also included and on the contrary.

Table I

Mono-ols

CAS no.

propanol 71-23-8 2-butanol 15892-23-6 2-methyl-2-propanol 75-65-0

unusable isomer:

2-methyl-1-propanol 78-83-1

Table II

Diols with six carbon atoms

CAS no. applicable isomers: 2,3-dimethyl-2,3-butanediol 76-09-5 2,3-dimethyl-1,2-butanediol 66553-15-9 3,3-dimethyl-1,2-butanediol 59562-82-2 2-methyl-2,3-pentanediol 7795-80-4 3-methyl-2,3-pentanediol 63521-37-9 4-methyl-2,3-pentanediol 7795-79-1 2,3-Hexanediol 617-30-1 3,4-hexanediol 922-17-8 2-ethyl-1,2-butanediol 66553-16-0 2-methyl-1,2-pentanediol 20667-95-4 3-methyl-1,2-pentanediol 159623-53-7 4-methyl-1,2-pentanediol 72110-08-8 1,2-hexanediol 6920-22-5

unusable isomers:

2-ethyl-2-methyl-1,3-propanediol • · ··· · ·· ···· · ···· ···· ···

2-isopropyl-1,3-propanediol

2-propyl-1,3-propanediol

2.2-dimethyl-1,3-butanediol

2.3-dimethyl-1,3-butanediol

2-ethyl-1,3-butanediol

2.2-dimethyl-1,4-butanediol

2.3-dimethyl-1,4-butanediol

2-ethyl-1,4-butanediol

2-methyl-1,3-pentanediol

3-methyl-1,3-pentanediol

4-methyl-1,3-pentanediol

2-methyl-1,4-pentanediol

3-methyl-1,4-pentanediol

4-methyl-1-1,4-pentanediol

2-methyl-1,5-pentanediol

3-methyl-1,5-pentanediol

2-methyl-2,4-pentanediol

3-methyl-2,4-pentanediol

1.3-Hexanediol

1.4-Hexanediol

1.5-Hexanediol

1.6-Hexanediol

2.4-Hexanediol

2.5-Hexanediol

Table III

Diols with 7 carbon atoms

CAS no.

applicable isomers:

2-Butyl-1,3-propanediol

2,2-diethyl-1,3-propanediol

2-(1-methylpropyl)-1,3-propanediol

2-(2-methylpropyl)-1,3-propanediol

2-methyl-2-propyl-1,3-propanediol

2612-26-2

115-76-4

33673-01-7

26462-20-8

78-26-2 • · · · ·· ··· · ·· ···· · ···· · · · · ···

2,3,3-trimethyl-1,2-butanediol method B 2-ethyl-2-methyl-1,4-butanediol 76651-98-4 2-ethyl-3-methyl-1,4-butanediol 66225-34-1 2-propyl-1,4-butanediol 62946-68-3 2-isopropyl-1,4-butanediol 39497-66-0 2,2-dimethyl-1,5-pentanediol 3121-82-2 2,3-dimethyl-1,5-pentanediol 81554-20-3 2,4-dimethyl-1,5-pentanediol 2121-69-9 3,3-dimethyl-1,5-pentanediol 53120-74-4 2,3-dimethyl-2,3-pentanediol 6931-70-0 2,4-dimethyl-2,3-pentanediol 66225-53-4 3,4-dimethyl-2,3-pentanediol 37164-04-8 4,4-dimethyl-2,3-pentanediol 89851-45-6 2,3-dimethyl-3,4-pentanediol method B 2-ethyl-1,5-pentanediol 14189-13-0 2-methyl-1,6-hexanediol 25258-92-8 3-methyl-1,6-hexanediol 4089-71-8 2-methyl-2,3-hexanedioe 59215-55-3 3-methyl-2,3-hexanediol 139093-40- 4-methyl-2,3-hexanediol *** 5-methyl-2,3-hexanediol method B 2-methyl-3,4-hexanediol method B 3-methyl-3,4-hexanediol 18938-47-1 1,3-Heptanediol 23433-04-7 1,4-Heptanediol 40646-07-9 1,5-Heptanediol 60096-09-5 1,6-Heptanediol 13175-27-4 preferred isomers: 2-butyl-1,3-propanediol 2612-26-2 2-propyl-1 _r 4-butanediol 62946-68-3 2-ethyl-1,5-pentanediol 14189-13-0 2,3-dimethyl-2,3-pentanediol 6931-70-0 2,4-dimethyl-2,3-pentanediol 66225-53-4 3,4-dimethyl-2,3-pentanediol 37164-04-8 4,4-dimethyl-2,3-pentanediol 89851-45-6 2,3-dimethyl-3,4-pentanediol method B

• ·

2-methyl-1,6-hexanediol

3-methyl-1,6-hexanediol

1.3-heptanediol

1.4-heptanediol

1.5-heptanediol

1.6-heptanediol more preferable isomers:

2.3-dimethyl-2,3-pentanediol

2.4-dimethyl-2,3-pentanediol

3.4-dimethyl-2,3-pentanediol

4.4-dimethyl-2,3-pentanediol

2.3-dimethyl-3,4-pentanediol unusable isomers:

2-methyl-2-isopropyl-1,3-propanediol 2-ethyl-3-methyl-1,2-butanediol

2.2.3- trimethyl-1,3-butanediol 2-ethyl-2-methyl-1,3-butanediol 2-ethyl-3-methyl-1,3-butanediol 2-isopropyl-1,3-butanediol

2-propyl-1,3-butanediol

2.2.3-trimethyl-1,4-butanediol

3- ethyl-1-methyl-1,4-butanediol

2.3-dimethyl-1,2-pentanediol

2.4-dimethyl-1,2-pentanediol

3.3-dimethyl-1,2-pentanediol

3.4-dimethyl-1,2-pentanediol

4.4-dimethyl-1,2-pentanediol

2-ethyl-1,2-pentanediol

2.2-dimethyl-1,3-pentanediol

2.3-dimethyl-1,3-pentanediol

2.4-dimethyl-1,3-pentanediol

2-ethyl-1,3-pentanediol

3.4-dimethyl-1,3-pentanediol

4.4-dimethyl-1,3-pentanediol

2,2-dimethyl-1,4-pentanediol

25258-92-8

4089-71-8

13433-04-7

40646-07-9

60096-09-5

23175-27-4

6931-70-0

66225-53-4

37164-04-8

89851-45-6 method B

4 4 4

2.3-dimethyl-1,4-pentanediol

2.4-dimethyl-1,4-pentanediol

3.3-dimethyl-1,4-pentanediol

3.4-dimethyl-1,4-pentanediol

2.3-dimethyl-2,4-pentanediol

2.4-dimethyl-2,4-pentanediol

3,3-dimethyl-2,4-pentanediol

2-methyl-1,2-hexanediol

3-methyl-1,2-hexanediol

4-methyl-1,2-hexanediol

5-methyl-1,2-hexanediol

2-methyl-1,3-hexanediol

3-methyl-1,3-hexanediol

4-methyl-1,3-hexanediol

5-methyl-1,3-hexanediol

2-methyl-1,4-hexanediol

3-methyl-1,4-hexanediol

4-methyl-1,4-hexanediol

5-methyl-1,4-hexanediol

2-methyl-1,5-hexanediol

3-methyl-1,5-hexanediol

4-methyl-1,5-hexanediol

5-methyl-1,5-hexanediol

2-methyl-2,4-hexanediol

3-methyl-2,4-hexanediol

4-methyl-2,4-hexanediol

5-methyl-2,4-hexanediol

2-methyl-2,5-hexanediol

3-methyl-2,5-hexanediol

1.2-heptanediol

2.3-heptanediol

2.4-heptanediol

2.5-heptanediol

2.6-heptanediol

3.4-heptanediol

1.7-heptanediol

3.5-heptanediol ···· *** 146452-51-9, 146452-50-8, 146452-49-5, 146452-48-4, 123807-34-1, 123807-33-0, 123807-32- 9, 123807-31-8 and their mixtures.

Table IV

Octanediol isomers Propanediol derivatives chemical name

CAS no.

applicable isomers:

2-(2-methylbutyl)-1,3-propanediol 2-(1,1-dimethylpropyl)-1,3-propanediol 2-(1,2-dimethylpropyl)-1,3-propanediol 2-(1-ethylpropyl)-1,3-propanediol 2-(1-methylbutyl)-1,3-propanediol 2-(2,2-dimethylpropyl)-1,3-propanediol 2-(3-methylbutyl)-1,3-propanediol 2-butyl-2-methyl-1,3-propanediol 2-ethyl-2-isopropyl-1,3-propanediol 2-ethyl-2-propyl-1,3-propanediol 2-methyl-2-(1-methylpropyl)-1,3-pro- 87194-40-9 method D method D 25462-28-6 22131-2-9 method D 25462-27-5 3121-83-3 26765-55-7 25450-88-8 pandiol 813-60-5

2-methyl-2-(2-methylpropyl)-1,3-pro-

pandiol 25462-42-4 2-tert.butyl-2-methyl-1,3-propanediol 25462-45-7

more preferred isomers:

2-(1,1-dimethylpropyl)-1,3-propanediol 2-(1,2-dimethylpropyl)-1,3-propanediol 2-(1-ethylpropyl)-1,3-propanediol 2-(2,2-dimethylpropyl)-1,3-propanediol 2-ethyl-2-isopropyl-1,3-propanediol 2-methyl-2-(1-methylpropyl)-1,3-pro- method D method D 25462-28-6 method D 24765-55-7 pandiol 813-60-5

2-methyl-2-(2-methylpropyl)-1,3-pro···· ·· pandiol

2-tert.butyl-2-methyl-1,3-propanediol unusable isomers:

2-pentyl-1,3-propanediol

Butanediol derivatives usable isomers:

2.2-diethyl-1,3-butanediol

2-(1-Methylpropyl)-1,3-Butanediol 2-Butyl-1,3-Butanediol

2-ethyl-2,3-dimethyl-1,3-butanediol 2-(1,1-dimethylethyl)-1,3-butanediol 2-(2-methylpropyl)-1,3-butanediol 2-methyl-2-isopropyl -1,3-butanediol

2-methyl-2-propyl-1,3-butanediol

3-ethyl-2-isopropyl-1,3-butanediol 3-methyl-2-propyl-1,3-propanediol

2.2-diethyl-1,4-butanediol

2-methyl-2-propyl-1,4-butanediol

2-(1-methylpropyl)-1,4-butanediol 2-ethyl-2,3-dimethyl-1,4-butanediol 2-ethyl-3,3-dimethyl-1,4-butanediol 2-(1,1- dimethylethyl)-1,4-butanediol 2-(2-methylpropyl)-1,4-butanediol

2-methyl-3-propyl-1,4-butanediol

3-methyl-2-isopropyl-1,4-butanediol preferred isomers:

2,2-diethyl-1,3-butanediol

2-(1-methylpropyl)-1,3-butanediol

2-butyl-1,3-butanediol

2-ethyl-2,3-dimethyl-1 _r 3-butanediol 2-(1,1-dimethylethyl)-1,3-butanediol

2-(2-methylpropyl)-1,3-butanediol 2-methyl-2-isopropyl-1,3-butanediol

25462-42-4

25462-45-7

99799-77-6 method C 83988-22-1 method D 67271-58-3 method C method C 99799-79-8 method C method D method H method H method H method F method F 36976-70-2 method F 90951 -76-1 99799-24-3

99799-77-6 method C 83988-22-1 method D 67 271-58-3 method C method C • · · ·· · ··«· ·· • ·

2-methyl-2-propyl-1,3-butanediol

3-methyl-2-propyl-1,3-butanediol

2,2-diethyl-1,4-butanediol

2-ethyl-2,3-dimethyl-1,4-butanediol

2-ethyl-3,3-dimethyl-1,4-butanediol

2-(1,1-dimethylethyl)-1,4-butanediol

3-methyl-2-isopropyl-1,4-butanediol

99799-79-8 method D method H method F method F 36976-70-2 997 99-24-3 preferred isomers:

2-(1-methylpropyl)-1,3-butanediol

2-(2-methylpropyl)-1,3-butanediol

2-butyl-1,3-butanediol

2-methyl-2-propyl-1,3-butanediol

3-methyl-2-propyl-1,3-butanediol

2,2-diethyl-1,4-butanediol

2-ethyl-2,3-dimethyl-1,4-butanediol

2-ethyl-3,3-dimethyl-1,4-butanediol

2-(1,1-dimethylethyl)-1,4-butanediol Method C Method C 83988-22-1 99799-79-8 Method D Method H Method F Method F 36976-70-2 Unusable isomers:

2-butyl-1,4-butanediol

2-ethyl-3,3-dimethyl-1,2-butanediol 2-methyl-2-isopropyl-1,4-butanediol 2-methyl-2-isopropyl-1,2-butanediol

2,2,3,3-tetramethyl-1,4-butanediol

Trimethylpentanediol isomers applicable isomers:

2.2.3-trimethyl-1,3-pentanediol

2.2.4-trimethyl-1,3-pentanediol

2.3.4-trimethyl-1,3-pentanediol

2.4.4-trimethyl-1,3-pentanediol

3.4.4-trimethyl-1,3-pentanediol

2.2.3-trimethyl-1,4-pentanediol

2.2.4-trimethyl-1,4-pentanediol

2,3,3-trimethyl-1,4-pentanediol

35512-54-0

144-19-4

116614-13-2

109387-36-2

81756-50-5 method H 80864-10-4 method H ···· ·♦ • · • * ····

2.3.4-trimethyl-1,4-pentanediol

3.3.4-trimethyl-1,4-pentanediol

2.2.3-trimethyl-1,5-pentanediol

2.2.4-trimethyl-1,5-pentanediol

2.3.3-trimethyl-1,5-pentanediol

2.3.4-trimethyl-1,5-pentanediol

2.3.3-trimethyl-2,4-pentanediol

2.3.4- trimethyl-2,4-pentanediol ·· »· • ·· « ···· • · ··· · ♦ · ··« · · ···· ···♦ ··«

92340-74-4

16466-35-6 method F 3465-14-3 method A

85373-83-7

24892-51-1

24892-52-2 preferred isomers:

2.2.3-trimethyl-1,3-pentanediol

2.2.4-trimethyl-1,3-pentanediol

2.3.4-trimethyl-1,3-pentanediol

2.4.4-trimethyl-1,3-pentanediol

3.4.4-trimethyl-1,3-pentanediol

2.2.3-trimethyl-1,4-pentanediol

2.2.4-trimethyl-1,4-pentanediol

2.3.3-trimethyl-1,4-pentanediol

2.3.4-trimethyl-1,4-pentanediol

3.3.4-trimethyl-1,4-pentanediol

2.2.3-trimethyl-1,5-pentanediol

2.2.4-trimethyl-1,5-pentanediol

2.3.3-trimethyl-1,5-pentanediol

2.3.4-trimethyl-2,4-pentanediol

35512-54-0 144-19-4 116614-13-2 109387-36-2 81756-50-5 method H 80864-10-4 method F 92340-74-4 16466-35-6 method A 3465-14- 3 method A 24892-52-2 preferred isomers:

2.3.4-trimethyl-1,3-pentanediol

2.3.4-trimethyl-1,4-pentanediol

2.2.3-trimethyl-1,5-pentanediol

2.2.4-trimethyl-1,5-pentanediol

2,3,3-trimethyl-1,5-pentanediol

116614-13-2

92340-74-4 method A 3465-14-3 method A not applicable Siomers:

2.3.3-trimethyl-1,2-pentanediol

2.3.4-trimethyl-1,2-pentanediol

2.4.4-trimethyl-1,2-pentanediol

3.3.4-trimethyl-1,2-pentanediol • · · · • ·

3.4.4-trimethyl-1,2-pentanediol

2.3.4-trimethyl-2,3-pentanediol

2.4.4-trimethyl-2,3-pentanediol

3.4.4-trimethyl-2,3-pentanediol

Ethylmethylpentanediol isomers applicable isomers:

2-ethyl-2-methyl-1,3-pentanediol

2-ethyl-3-methyl-1,3-pentanediol

2-ethyl-4-methyl-1,3-pentanediol

3-Ethyl-2-methyl-1,3-pentanediol

2-ethyl-2-methyl-1,4-pentanediol

2-ethyl-3-methyl-1,4-pentanediol

2-ethyl-4-methyl-1,4-pentanediol

3-Ethyl-2-methyl-1,4-pentanediol

3-Ethyl-3-methyl-1,4-pentanediol

2-ethyl-2-methyl-1,5-pentanediol

2-ethyl-3-methyl-1,5-pentanediol

2-ethyl-4-methyl-1,5-pentanediol

3-ethyl-3-methyl-1,5-pentanediol

3-ethyl-2-methyl-2,4-pentanediol more preferred isomers:

2-ethyl-2-methyl-1,3-pentanediol 2-ethyl-3-methyl-1,3-pentanediol

2-ethyl-4-methyl-1,3-pentanediol

3-ethyl-2-methyl-1,3-pentanediol 2-ethyl-2-methyl-1,4-pentanediol 2-ethyl-3-methyl-1,4-pentanediol

2-ethyl-4-methyl-1,4-pentanediol

3-ethyl-3-methyl-1,5-pentanediol 3-ethyl-2-methyl-2,4-pentanediol method C method D 148904-97-6 55661-05-7 method H method F method G method F method F method F 54886-83-8 method F 57740-12-2 method G method C method D 148904-97-6 55661-05-7 method H method F method G 57740-12-2 method G inapplicable isomers:

2-ethyl-3-methyl-1,2-pentanediol

2-ethyl-4-methyl-1,2-pentanediol • ·

3-Ethyl-2-methyl-1,2-pentanediol

3-Ethyl-3-methyl-1,2-pentanediol

3-Ethyl-4-methyl-1,2-pentanediol

3-Ethyl-4-methyl-1,3-pentanediol

3-Ethyl-4-methyl-1,4-pentanediol

3-Ethyl-2-methyl-1,5-pentanediol

3-ethyl-2-methyl-2,3-pentanediol

3-ethyl-4-methyl-2,3-pentanediol

3-ethyl-3-methyl-2,4-pentanediol

Propylpentanediol isomers applicable isomers:

2-isopropyl-1,3-pentanediol way D 2-propyl-1,3-pentanediol way C 2-isopropyl-1,4-pentanediol way H 2-propyl-1,4-pentanediol way H 3-isopropyl-1,4-pentanediol way H 2-isopropyl-1,5-pentanediol 90951-89-6 3-propyl-2,4-pentanediol way C

more preferred isomers:

2-isopropyl-1,3-pentanediol method D 2-propyl-1,3-pentanediol method C 2-isopropyl-1,4-pentanediol method H 2-propyl-1,4-pentanediol method H 3-isopropyl-1,4-pentanediol method H 3-propyl-2,4-pentanediol method C

unusable isomers:

2-propyl-1,2-pentanediol

2-isopropyl-1,2-pentanediol

3-propyl-1,4-pentanediol

2-propyl-1,5-pentanediol

3- isopropyl-2,4-pentanediol • · · · • ·

Dimethylhexanediol isomers applicable isomers: 2,2-dimethyl-1,3-hexanediol 22006-96-8 2,3-dimethyl-1,3-hexanediol method D 2,4-dimethyl-1,3-hexanediol 78122-99-3 2,5-dimethyl-1,3-hexanediol method C 3,4-dimethyl-1,3-hexanediol method D 3,5-dimethyl-1,3-hexanediol method D 4,4-dimethyl-1,3-hexanediol method C 4,5-dimethyl-1,3-hexanediol method C 2,2-dimethyl-1,4-hexanediol method F 2,3-dimethyl-1,4-hexanediol method F 2,4-dimethyl-1,4-hexanediol method G 2,5-dimethyl-1,4-hexanediol 22417-60-3 3,3-dimethyl-1,4-hexanediol method F 3,4-dimethyl-1,4-hexanediol method E 3,5-dimethyl-1,4-hexanediol method H 4,5-dimethyl-1,4-hexanediol method E 5,5-dimethyl-1,4-hexanediol 38624-38-3 2,2-dimethyl-1,5-hexanediol method A 2,3-dimethyl-1,5-hexanediol 62718-05-2 2,4-dimethyl-1,5-hexanediol 73455-87-0 2,5-dimethyl-1,5-hexanediol 58510-28-4 3,3-dimethyl-1,5-hexanediol 41736-99-6 3,4-dimethyl-1,5-hexanediol method A 3,5-dimethyl-1,5-hexanediol method G 4,5-dimethyl-1,5-hexanediol method F 2,2-dimethyl-1,6-hexanediol 13622-91-8 2,3-dimethyl-1,6-hexanediol method F 2,4-dimethyl-1,6-hexanediol method F 2,5-dimethyl-1,6-hexanediol 49623-11-2 3,3-dimethyl-1,6-hexanediol method F 3,4-dimethyl-1,6-hexanediol 65363-45-3 2,3-dimethyl-2,4-hexanediol 26344-17-2 2,4-dimethyl-2,4-hexanediol 29649-22-7

• · · ·

2,5-dimethyl-2,4-hexanediol

3.3-dimethyl-2,4-hexanediol

3.4-dimethyl-2,4-hexanediol

3.5-dimethyl-2,4-hexanediol

4.5-dimethyl-2,4-hexanediol

5.5-dimethyl-2,4-hexanediol

2.3-dimethyl-2,5-hexanediol

2.4-dimethyl-2,5-hexanediol

2,5-dimethyl-2,5-hexanediol

3.3-dimethyl-2,5-hexanediol

3.4-dimethyl-2,5-hexanediol

3,3-dimethyl-2,6-hexanediol more preferred isomers:

2.2-dimethyl-1,3-hexanediol

2.3-dimethyl-1,3-hexanediol

2.4-dimethyl-1,3-hexanediol

2,5-dimethyl-1,3-hexanediol

3.4-dimethyl-1,3-hexanediol

3.5-dimethyl-1,3-hexanediol

4.4-dimethyl-1,3-hexanediol

4.5-dimethyl-1,3-hexanediol

2.2-dimethyl-1,4-hexanediol

2.3-dimethyl-1,4-hexanediol

2.4-dimethyl-1,4-hexanediol

2,5-dimethyl-1,4-hexanediol

3.3-dimethyl-1,4-hexanediol

3.4-dimethyl-1,4-hexanediol

3.5-dimethyl-1,4-hexanediol

4.5-dimethyl-1,4-hexanediol

5.5-dimethyl-1,4-hexanediol

2.2-dimethyl-1,5-hexanediol

2.3-dimethyl-1,5-hexanediol

2.4-dimethyl-1,5-hexanediol

2,5-dimethyl-1,5-hexanediol

3.3-dimethyl-1,5-hexanediol

3.4-dimethyl-1,5-hexanediol

3899-89-6 42412-51-1 90951-83-0 159300-34-2 method D 108505-10-8 method G method G 110-03-2 method H 99799-30-1 method A

22006-96-8 method D 78122-99-3 method C method D method D method C method C method H method F method G 22417-60-3 method F method E method H method E 38624-38-3 method A 62718- 05-2 73455-87-0 58510-28-4 41736-99-6 method A • ·

• ·

3.5-dimethyl-1,5-hexanediol

4.5-dimethyl-1,5-hexanediol

3,3-dimethyl-1,6-hexanediol method G method F method A unusable isomers:

2.3-dimethyl-1,2-hexanediol

2.4-dimethyl-1,2-hexanediol

2,5-dimethyl-1,2-hexanediol

3.3-dimethyl-1,2-hexanediol

3.4-dimethyl-1,2-hexanediol

3.5-dimethyl-1,2-hexanediol

4.4-dimethyl-1,2-hexanediol

4.5-dimethyl-1,2-hexanediol

5.5-dimethyl-1,2-hexanediol

2.3-dimethyl-2,3-hexanediol

2.4-dimethyl-2,3-hexanediol

2,5-dimethyl-2,3-hexanediol

3.4-dimethyl-2,3-hexanediol

3.5-dimethyl-2,3-hexanediol

4.4-dimethyl-2,3-hexanediol

4.5-dimethyl-2,3-hexanediol

5.5-dimethyl-2,3-hexanediol

2.2-dimethyl-3,4-hexanediol

2.3-dimethyl-3,4-hexanediol

2.4-dimethyl-3,4-hexanediol

2.5-dimethyl-3,4-hexanediol

3,4-dimethyl-3,4-hexanediol

Ethylhexanediol isomers more preferred isomers:

2-ethyl-1,3-hexanediol

4-ethyl-1,3-hexanediol

2-ethyl-1,4-hexanediol

4-ethyl-1,4-hexanediol

2-ethyl-1,5-hexanediol

3-ethyl-2,4-hexanediol

94-96-2 method C

148904-97-6 1113-00-4 59374-34-8 method C

4-ethyl-2,4-hexanediol

3-ethyl-2,5-hexanediol unusable isomers:

4-ethyl-1,5-hexanediol

2-ethyl-1,6-hexanediol

3-ethyl-1,4-hexanediol

3-ethyl-1,5-hexanediol

3-ethyl-1,6-hexanediol

2-ethyl-1,2-hexanediol

3-ethyl-1,2-hexanediol

4-ethyl-1,2-hexanediol

3-ethyl-2,3-hexanediol

4-ethyl-2,3-hexanediol

3-ethyl-3,4-hexanediol

3-ethyl-1,3-hexanediol

33683-47-5 method F

Methylheptanediol isomers applicable isomers:

2-methyl-1,3-heptanediol 109417-38-1 3-methyl-1,3-heptanediol 165326-88-5 4-methyl-1,3-heptanediol method C 5-methyl-1,3-heptanediol method D 6-methyl-1,3-heptanediol method C 2-methyl-1,4-heptanediol 15966-03-7 3-methyl-1,4-heptanediol 7748-38-1 4-methyl-1,4-heptanediol 72473-94-0 5-methyl-1,4-heptanediol 63003-04-3 6-methyl-1,4-heptanediol 99799-25-4 2-methyl-1,5-heptanediol 141605-00-7 3-methyl-1,5-heptanediol method A 4-methyl-1,5-heptanediol method A 5-methyl-1,5-heptanediol 99799-26-5 6-methyl-1,5-heptanediol 57740-00-8 2-methyl-1,6-heptanediol 132148-22-2 3-methyl-1,6-heptanediol method G

• · · ·

48 • · · · • · · · 4-methyl-1,6-heptanediol 156307-84-5 5-methyl-1,6-heptanediol method A 6-methyl-1,6-heptanediol 5392-57-4 2-methyl-2,4-heptanediol 38836-26-9 3-methyl-2,4-heptanediol 6964-04-1 4-methyl-2,4-heptanediol 165326-87-4 5-methyl-2,4-heptanediol method C 6-methyl-2,4-heptanediol 79356-95-6 2-methyl-2,5-heptanediol 141605-02-9 3-methyl-2,5-heptanediol method G 4-methyl-2,5-heptanediol 156407-38-4 5-methyl-2,5-heptanediol 148843-72-5 6-methyl-2,5-heptanediol 51916-46-2 2-methyl-2,6-heptanediol 73304-48-0 3-methyl-2,6-heptanediol 29915-96-6 4-methyl-2,6-heptanediol 106257-69-6 3-methyl-3,4-heptanediol 18938-50-6 2-methyl-3,5-heptanediol method C 3-methyl-3,5-heptanediol 99799-37-3 4-methyl-3,5-heptanediol 156407-37-3 more preferred isomers: 2-methyl-1,3-heptanediol 109417-38-1 3-methyl-1,3-heptanediol 165326-88-5 4-methyl-1,3-heptanediol method C 5-methyl-1,3-heptanediol method D 6-methyl-1,3-heptanediol method C 2-methyl-1,4-heptanediol 15966-03-7 3-methyl-1,4-heptanediol 7748-38-1 4-methyl-1,4-heptanediol 72473-94-0 5-methyl-1,4-heptanediol 63003-04-3 6-methyl-1,4-heptanediol 99799-25-4 2-methyl-1,5-heptanediol 141605-00-7 3-methyl-1,5-heptanediol method A 4-methyl-1,5-heptanediol method A 5-methyl-1,5-heptanediol 99799-26-5 6-methyl-1,5-heptanediol 57740-00-8

2-methyl-1,6-heptanediol 132148-22-2 3-methyl-1,6-heptanediol method G 4-methyl-1,6-heptanediol 156307-84-5 5-methyl-1,6-heptanediol method A 6-methyl-1,6-heptanediol 5392-57-4 2-methyl-2,4-heptanediol 38836-26-9 3-methyl-2,4-heptanediol 6964-04-1 4-methyl-2,4-heptanediol 165326-87-4 5-methyl-2,4-heptanediol method C 6-methyl-2,4-heptanediol 79356-95-6 2-methyl-2,5-heptanediol 141605-02-9 3-methyl-2,5-heptanediol method H 4-methyl-2,5-heptanediol 156407-38-4 5-methyl-2,5-heptanediol 148843-72-5 6-methyl-2,5-heptanediol 51916-46-2 2-methyl-2,6-heptanediol 73304-48-0 3-methyl-2,6-heptanediol 29915-96-6 4-methyl-2,6-heptanediol 106257-69-6 3-methyl-3,4-heptanediol 18938-50-6 2-methyl-3,5-heptanediol method C 4-methyl-3,5-heptanediol 156407-37-3

unusable isomers:

2-methyl-1,7-heptanediol

3-methyl-1,7-heptanediol

4-methyl-1,7-heptanediol

2-methyl-2,3-heptanediol

3-methyl-2,3-heptanediol

4-methyl-2,3-heptanediol

5-methyl-2,3-heptanediol

6- methyl-2,3-heptanediol 2-methyl-3,4-heptanediol

4-methyl-3,4-heptanediol

5-methyl-3,4-heptanediol

6-methyl-3,4-heptanediol

2-methyl-1,2-heptanediol

3-methyl-1,2-heptanediol

4-methyl-1,2-heptanediol

5-methyl-1,2-heptanediol

6-methyl-1,2-heptanediol

Octanediol isomers more preferred isomers:

2.4- octanediol 2.5-octanediol 2.6-octanediol 2.7- octanediol 3.5-octanediol 3.6-octanediol 90162-24-6 4527-78-0 method A 19686-96-5 24892-55-5 24434-09-1 unusable isomers: 1,2-octanediol 1117-86-8 1,3-octanediol 23433-05-8 1,4-octanediol 51916-47-3 1,5-octanediol 2736-67-6 1,6-octanediol 4060-76-6 1,7-octanediol 13175-32-1 1,8-octanediol 629-41-4 2,3-octanediol eg 98464-24-5 3,4-octanediol eg 99799-31-2 3,5-octanediol e.g. 129025-63-4

Table V

Nonanediol isomers chemical name CAS no.

preferred isomers:

2,3,3,4-tetramethyl-2,4-pentanediol 19424-43-2 applicable isomers:

3-tert-butyl-2,4-pentanediol

142205-14-9

2,5,5-trimethyl-2,4-hexanediol

3.3.4-trimethyl-2,4-hexanediol

3.3.5-trimethyl-2,4-hexanediol

3.5.5-trimethyl-2,4-hexanediol

4.5.5-trimethyl-2,4-hexanediol

3.3.4-trimethyl-2,5-hexanediol

3.3.5-trimethyl-2,5-hexanediol

97460-08-7 method D 27122-58-3 method D method D method H method G

There are over 500 useless isomers, including the following:

2,4,5-trimethyl-2,4-hexanediol erythro-2,3,5-trimethyl-2,4-hexanediol threo-2,3,5-trimethyl-2,4-hexanediol 2-butyl-2-ethyl -1,3-propanediol threo-2,3,5-trimethyl-2,4-hexanediol 36587-81-2 26344-20-7 26343-49-7 115-84-4 26343-49-7

Table VI

Alkyl glyceryl ethers, di(hydroxyalkyl) ethers and aryl glyceryl ethers chemical name CAS no.

preferred monoglyceryl ethers and derivatives:

triethoxylated 3-(butyloxy)-1,2-propanediol tetraethoxylated 3-(butyloxy)-1,2-propanediol preferred monoglyceryl ethers and derivatives:

3-(pentyloxy)-1,2-propanediol 22636-32-4

3-(2-pentyloxy)-1,2-propanediol

3-(3-pentyloxy)-1,2-propanediol

3-(2-methyl-1-butyloxy)-1,2-propanediol

3-(3-Methyl-2-butyloxy)-1,2-propanediol

3-(isoamyloxy)-1,2-propanediol

3-(Cyclohexyloxy)-1,2-propanediol

3-(1-Cyclohex-1-enyloxy)-1,2-propanediol

2-(pentyloxy)-1,3-propanediol

2-(2-pentyloxy)-1,3-propanediol

2-(3-pentyloxy)-1,3-propanediol

2-(2-methyl-1-butyloxy)-1,3-propanediol

2-(isoamyloxy)-1,3-propanediol

2-(3-methyl-2-butyloxy)-1,3-propanediol

2-(cyclohexyloxy)-1,3-propanediol

3-(1-cyclohex-1-enyloxy)-1,3-propanediol pentaethoxylated 3-(butyloxy)-1,2-propanediol hexaethoxylated 3-(butyloxy)-1,2-propanediol heptaethoxylated 3-(butyloxy)-1, 2-propanediol octaethoxylated 3-(butyloxy)-1,2-propanediol nonethoxylated 3-(butyloxy)-1,2-propanediol monopropoxylated 3-(butyloxy)-1,2-propanediol dibutyleneoxylated 3-(butyloxy)-1,2- propanediol tributyleneoxylated 3-(butyloxy)-1,2-propanediol more preferred di(hydroxyalkyl)ethers:

di(2-hydroxybutyl) ether di(2-hydroxycyclopentyl) ether unusable monoglyceryl ethers: 3-ethyloxy-1,2-propanediol 3-propyloxy-1,2-propanediol 3-isopropyloxy-1,2-propanediol 3-butyloxy-1, 2-propanediol 3-isobutyloxy-1,2-propanediol 3-tert.butyloxy-1,2-propanediol 3-octyloxy-1,2-propanediol 3-(2-ethylhexyloxy)-1,2-propanediol 3-(cyclopentyloxy) -1,2-propanediol 3-(1-cyclohex-2-enyloxy)-1,2-propanediol 2-(1-cyclohex-2-enyloxy)-1,3-propanediol

Aromatic glyceryl ethers usable aromatic glyceryl ethers:

3-phenyloxy-1,2-propanediol «··· ·· ·· ·«·· ·· ·· • · · · · · · · · ·

3-Benzyloxy-1,2-propanediol

3-(2-Phenylethyloxy)-1,2-propanediol

3-(1-phenyl-2-propanyloxy)-1,2-propanediol

2-phenyloxy-1,3-propanediol 2-(m-cresyloxy)-1,3-propanediol

2-(p-cresyloxy)-1,3-propanediol

2-Benzyloxy-1,3-propanediol

2-(2-Phenylethyloxy)-1,3-propanediol

2-(1-phenyl-2-phenylethyloxy)-1,3-propanediol preferred aromatic glyceryl ethers:

3- Phenyloxy-1,2-propanediol

3-Benzyloxy-1,2-propanediol

3-(2-Phenylethyloxy)-1,2-propanediol

2-(m-cresyloxy)-1,3-propanediol

2-(p-cresyloxy)-1,3-propanediol

2-Benzyloxy-1,3-propanediol

2-(2-phenylethyloxy)-1,3-propanediol preferred aromatic glyceryl ethers:

3- Phenyloxy-1,2-propanediol

3-Benzyloxy-1,2-propanediol

3-(2-Phenylethyloxy)-1,2-propanediol

2-(m-cresyloxy)-1,3-propanediol

2-(p-cresyloxy)-1,3-propanediol

2-(2-Phenylethyloxy)-1,3-propanediol

Table VII

Alicyclic diols and derivatives chemical name CAS no.

preferred cyclic diols and derivatives:

1-isopropyl-1,2-cyclobutanediol 3-ethyl-4-methyl-1,2-cyclobutanediol 3-propyl-1,2-cyclobutanediol

59895-32-8 ···· ·· • ·

3-isopropyl-1,2-cyclobutanediol 42113-90-6 1-Ethyl-1,2-cyclopentanediol 1,2-dimethyl-1,2-cyclopentanediol 1,4-dimethyl-1,2-cyclopentanediol 2.4.4-trimethyl-1,3-cyclopentanediol 3.3-dimethyl-1,2-cyclopentanediol 3.4-dimethyl-1,2-cyclopentanediol 3.5-dimethyl-1,2-cyclopentanediol 3-Ethyl-1,2-cyclopentanediol 4.4-dimethyl-1,2-cyclopentanediol 4-ethyl-1,2-cyclopentanediol 67 396-17-2 33046-20-7 89794-56-9 89794-57-0 70051-69-3 89794-58-1 70197-54-5

1.1-di(hydroxymethyl)cyclohexane

1.2-di(hydroxymethyl)cyclohexane

1.2-dimethyl-1,3-cyclohexanediol

1.3-di(hydroxymethyl)cyclohexane

1.3-dimethyl-1,3-cyclohexanediol 1,6-dimethyl-1,3-cyclohexanediol

1-Hydroxy-cyclohexaneethanol

1-hydroxy-cyclohexanemethanol 1-ethyl-1,3-cyclohexanediol

1-methyl-1,2-cyclohexanediol

2.2-dimethyl-1,3-cyclohexanediol

2.3-dimethyl-1,4-cyclohexanediol

2.4-dimethyl-1,3-cyclohexanediol

2.5-dimethyl-1,3-cyclohexanediol

2.6-dimethyl-1,4-cyclohexanediol

2-ethyl-1,3-cyclohexanediol

2-Hydroxycyclohexaneethanol

2-hydroxyethyl-1-cyclohexanol

2- hydroxymethylcyclohexanol

3-hydroxyethyl-1-cyclohexanol

3-Hydroxycyclohexaneethanol

3-Hydroxymethylcyclohexanol

3-methyl-1,2-cyclohexanediol

4,4-dimethyl-1,3-cyclohexanediol

2658-60-8

76155-27-6

53023-07-7

13022-98-5

128749-93-9 164713-16-0 40894-17-5 15753-47-6 10601-18-0 52718-65-7 114693-83-3 70156-82-0

34958-42-4

155433-88-8

24682-42-6

89794-52-5

86576-87-6

23477-91-0

14203-50-0 ·* ····

4.5-dimethyl-1,3-cyclohexanediol

4.6-dimethyl-1,3-cyclohexanediol 4-ethyl-1,3-cyclohexanediol

4-hydroxymethyl-1-cyclohexanol

4-Hydroxymethylcyclohexanol

4- methyl-1,2-cyclohexanediol

5,5-dimethyl-1,3-cyclohexanediol

5-ethyl-1-1,3-cyclohexanediol

16066-66-3

33893-85-5

23832-27-1

51335-83-2

1,2-cycloheptanediol

2-methyl-1,3-cycloheptanediol

2-methyl-1,4-cycloheptanediol

4-methyl-1,3-cycloheptanediol

5-methyl-1,3-cycloheptanediol

5-methyl-1,4-cycloheptanediol

6-methyl-1,4-cycloheptanediol

108268-28-6

10137 5-80-8

90201-00-6

1,3-cyclooctanediol

1,3-cyclooctanediol

1,3-cyclooctanediol

101935-36-8

73982-04-4

23418-82-8 diethoxylate 1,2-cyclohexanediol triethoxylate 1,2-cyclohexanediol tetraethoxylate 1,2-cyclohexanediol pentaethoxylate 1,2-cyclohexanediol hexaethoxylate 1,2-cyclohexanediol heptaethoxylate 1,2-cyclohexanediol octaethoxylate 1,2-cyclohexanediol nonaethoxylate 1, 2-cyclohexanediol monopropoxylate 1,2-cyclohexanediol monobutyleneoxylate 1,2-cyclohexanediol dibutyleneoxylate 1,2-cyclohexanediol tributyleneoxylate 1,2-cyclohexanediol ··»·· ·· ·· ···· ·· ·· • · · «· · w · · · • · · » · · · · ··· · ♦ • · · · ···· · « « chemical name of preferred cyclic diols and derivatives;

1-isopropyl-1,2-cyclobutanediol

3-Ethyl-4-methyl-1,2-cyclobutanediol

3-propyl-1,2-cyclobutanediol

3-isopropyl-1,2-cyclobutanediol

59895-32-8

42113-90-6

1-Ethyl-1,2-cyclopentanediol

1,2-dimethyl-1,2-cyclopentanediol

1,4-dimethyl-1,2-cyclopentanediol

3.3-dimethyl-1,2-cyclopentanediol

3.4-dimethyl-1,2-cyclopentanediol

3.5-dimethyl-1,2-cyclopentanediol

3-Ethyl-1,2-cyclopentanediol

4.4-dimethyl-1,2-cyclopentanediol

4-methyl-1,2-cyclopentanediol

1.1-di(hydroxymethyl)cyclohexane

1.2-di(hydroxymethyl)cyclohexane

1,2-dimethyl-1,3-cyclohexanediol

1.3-di(hydroxymethyl)cyclohexane 1-hydroxy-cyclohexanemethanol

1-methyl-1,2-cyclohexanediol

2- hydroxymethylcyclohexanol

3-methyl-1,2-cyclohexanediol

4.4-dimethyl-1,3-cyclohexanediol

4.5-dimethyl-1,3-cyclohexanediol

4.6-dimethyl-1,3-cyclohexanediol

4-ethyl-1,3-cyclohexanediol

4-hydroxyethyl-1-cyclohexanol

4-Hydroxymethylcyclohexanol

4-methyl-1,2-cyclohexanediol

67396-17-2

33046-20-7

89794-56-9

89794-57-0

70051-69-3

89794-58-1

70197-54-5

2658-60-8

76155-27-6

53023-07-7

13022-98-5

15753-47-6

52718-65-7

23477-91-0

14203-50-0

16066-66-3

33893-85-5

23832-27-1

1,2-cycloheptanediol

108268-28-6 1,2-cyclohexanediol pentaethoxylate • · • · • · · · · • · · · · 1,2-cyclohexanediol hexaethoxylate 1,2-cyclohexanediol heptaethoxylate 1,2-cyclohexanediol octaethoxylate 1,2-cyclohexanediol nonaethoxylate 1,2-cyclohexanediol monopropoxylate 1,2-cyclohexanediol dibutylene oxylate 1,2-cyclohexanediol

Unsaturated alicyclic diols include the following known unsaturated alicyclic diols:

chemical name of the unsaturated alicyclic diols used: 1-ethenyl-2-ethyl-1,2-cyclobutanediol

1.2.3.4-tetramethyl-3-cyclobutene-1,2-diol

3.4-diethyl-3-cyclobutene-1,2-diol

3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol

3-butyl-3-cyclobutene-1,2-diol

1,2-dimethyl-4-methylene-1,2-cyclopentanediol 1-ethyl-3-methylene-1,2-cyclopentanediol

4-(1-Propenyl)-1,2-cyclopentanediol 1-ethyl-3-methyl-3-cyclopentene-1,2-diol

1-ethenyl-1,2-cyclohexanediol 1-methyl-3-methylene-1,2-cyclohexanediol 1-methyl-4-methylene-1,2-cyclohexanediol

3-ethenyl-1,2-cyclohexanediol

4-ethenyl-1,2-cyclohexanediol

2.6-dimethyl-3-cyclohexene-1,2-diol

6.6-dimethyl-3-cyclohexene-1,2-diol

3.6-dimethyl-4-cyclohexene-1,2-diol

4,5-dimethyl-4-cyclohexene-1,2-diol

3-cyclooctene-1,2-diol

4-cyclooctene-1,2-diol

58016-14-1

90112-64-4

142543-60-0

142543-56-4

142543-55-3

103150-02-3

90314-52-6

128173-45-5

90314-43-5

134134-16-0

98204-78-5

133358-53-9

55310-51-5

85905-16-4

81969-75-7

61875-93-2

156808-73-0

154351-54-9

170211-27-5

124791-61-3 ···· ·· ·· ···· ·· ·· • · · ·· · ··· • · · · · · ·· ···· ···· ···· ··

5-cyclooctene-1,2-diol 117468-07-2

unusable unsaturated cyclic diols:

1-(1-Methylethenyl)-1,2-cyclopentanediol 1-cyclopentyl-1,2-propanediol 2-(1-Methylethylidene)-1,3-cyclopentanediol 2-(1-cyclopenten-1-yl)-1,3-propanediol 2-(2-cyclopenten-1-yl)-1,3-propanediol 61447-83-4 55383-20-5 65651-46-9 77192-43-9 25462-31-1 1-(1-cyclohexen-1-yl)-1,2-ethanediol 1-(3-cyclohexen-1-yl)-1,2-ethanediol 5.5-dimethyl-2-cyclohexene-1,4-diol 3.6-dimethyl-4-cyclohexene-1,4-diol 151674-61-2 64011-53-6 147274-55-3 127716-90-9 2-methylene-1,3-cycloheptanediol 1-methyl-5-cycloheptene-1,3-diol 5-methyl-5-cycloheptene-1,3-diol 132292-67-2 160813-33-2 160813-32-1 2-cyclooctene-1,4-diol 37996-40-0

Table VIII

Alkoxylated derivatives of diols with 3 to 7 carbon atoms

In the following tables, EO means polyethoxylates, i.e. the group - (CH ₂ CH ₂ O) _n H, Me-E _n means polyethoxylates terminated by a methyl group, i.e. - (CH ₂ CH ₂ O) _n CH ₃ , 2 (Me-En) means 2 Me-En groups, PO means polypropoxylates, i.e. -(CH(CH ₃ )CH ₂ O) _n H, BO means polybutyleneoxy groups, i.e. -(CH(CH ₂ CH ₃ )CH ₂ O) _n H, and n-BO means poly(butyleneoxy) group or poly(tetramethylene)oxy group, i.e. - (CH ₂ CH ₂ CH ₂ CH ₂ O) _n H. The labeled alkylated derivatives are all applicable. Preferred derivatives are in bold and listed on the second line. Non-limiting typical synthetic methods for the preparation of alkylated derivatives are then given.

• · • · · · • ·

Table Vlila 59 • · · • · · • · · · • · • ♦ · • · · • · · · · • · · · · · · • ♦ · · basic material CAS no. EO l(Me- 2(Me- AFTER n-BO BO -En) -En) (and) (b) (C) (d) (E) (F) (G) 1,2-propanediol 57-55-6 1-4 3-4 4

2-methyl-1,2-propanediol 558-43-0 4-101

8-10 13

1,3-propanediol 504-63-2 6-85-6

6

2,2-Diethyl-1,3-propanediol 115-76-4 1-71-2

4-7 12

2,2-dimethyl-1,3-propanediol 126-30-73-4

1-24

2-(1-methylpropyl)-1,3-propanediol 33673-01-71-7

4-7

2-(2-methylpropyl)-Ir3-propanediol 26462-20-81-7

4-7

1-2

2

1-2

2 • · · · • ·

2-ethyl-1,3- propanediol 2612-29-5 6-10 9-10 1 3 2-ethyl-2-methyl- 1,3-propanediol 77-84-9 1-6 3-6 2 1 2-isopropyl-1,3- propanediol 2612-27-3 1-6 3-6 2 1 2-methyl-1,3- propanediol 2163-42-0 2-5 4-5 4-5 5 2

2-methyl-2-isopropyl-1,3-propane-

diol 2109-23-1 2-9 6-9 1 13 2- 3 2-methyl-2-propyl- 1,3-propanediol 78-26-2 1-7 1-2 4-7 1 2 2-propyl-1,3- propanediol 2612-28-4 1

1-4 2 (a) The labeled alkyl groups in this table and in the following Tables VIII indicate the number of usable groups (on the first line) and the number of preferred groups (on the second line).

(b) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in the polyethoxylated derivative.

(c) The numbers in this column mean the average number of groups (CH ₂ CH ₂ O) in the polyethoxylated substituent terminated • · · · • · • · · · • · • * ··· · · · ···· · ··· · ···· »·· methyl group.

(d) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in each of the two methyl-terminated polyethoxylated derivatives.

(e) The numbers in this column represent the average number of groups (CH(CH ₃ )CH ₂ O) in the polypropoxylated derivative.

(f) The numbers in this column indicate the average number of groups (CH ₂ CH ₂ CH ₂ CH ₂ O) in the polytetramethyleneoxylated derivative.

(g) The numbers in this column represent the average number of groups (CH(CH ₂ CH ₃ )CH ₂ O) in the polybutoxylated derivative.

Table VIIIB

basic material CAS no. EO 1(Me- 2(Me- AFTER n-BO BO -En) -En) (and) (b) (C) (d) (θ) (F) (G) 1,2-Butanediol 584-03-2 2-8 6-8 2-3 1

2,3-dimethyl-1,2butanediol 66553-15-9 1-6 1-2

2-5 1

2-ethyl-1,2-butanediol 66553-16-0

1-3 1

2-methyl-1,2-butanediol 41051-72-3

1-2 1

3, 3-dimethyl-1,2-butanediol 59562-82-2 1-6 1-2

2-5 1 • · · ·

3-methyl-1,2-butanediol 50468-22-9 1-2 1 1,3-Butanediol 107-88-0 3-6 5-6 5 2 2,2,3-trimethyl- 1,2-Butanediol 16343-75-2 1-2 1-3 2 2,2-dimethyl-1,3- butanediol 76-35-7 3-8 6-8 3 2,3-dimethyl-1,3- butanediol 24893-35-4 3-8 6-8 3 2-ethyl-1,3- butanediol 66553-17-1 1-6 4-6 2-3 1 2-ethyl-2-methyl- 1,3-Butanediol method C 2-4 1 1 3 2-ethyl-3-methyl- 1,3-Butanediol 68799-03-1 2-4 1 1 3 2-isopropyl- 1,3-Butanediol 66567-04-2 2-4 1 1 3

63 • · · · · ♦ · · · · • · ♦ • · · • · · · • · 2-methyl- 1,3-Butanediol 684-84-4 1-3 2-3 4 2-propyl- 1,3-Butanediol 66567-03-1 2-9 1-3 6-8 1 2-3 3-methyl- 1,3-Butanediol 2568-33-4 1-3 2-3 4 1,4-Butanediol 110-63-4 2-4 4-5 2 3-4 4-5 2,2,3-trimethyl- 1,4-Butanediol 162108-60-3 2-9 1-3 6-9 1 2-3 2,2-dimethyl-1,4- butanediol 32812-23-0 1-6 3-6 2 1 2,3-dimethyl-1,4- butanediol 57716-80-0 1-6 3-6 2 1 2-ethyl-1,4- butanediol 57716-79-7 1 1-4 2 2-ethyl-2-methyl- 1,4-Butanediol 76651-98-4 1-7 1-2 4-7 1 2

64 • 9 9 9 • • • · • 9 9 9 • 9 9 • 9 9 9 9 9 9 9 9 9 9 9 9 9 9 • 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 9 2-ethyl-3-methyl- 1,4-Butanediol 66225-34-1 1-7 1-2 4-7 1 2 2-isopropyl- 1,4-Butanediol 39497-66-0 1-7 1-2 4-7 1 2 2-methyl- 1,4-Butanediol 2938-98-9 6-10 1 9-10 1 3 2-propyl- 1,4-Butanediol 62946-68-3 1-5 1-2 2-5 1 3-ethyl-1-methyl- 1,4-Butanediol method F 2-9 1-3 6-8 1 2-3 2,3-Butanediol 513-85-9 6-10 1 9-10 1 3-4 2,3-dimethyl- 2,3-Butanediol 76-09-5 3-9 1-3 7-9 1 2-3 2-methy1-2,3- butanediol 5396-58-7 1-5 2-5 2 1

(a) The labeled alkyl groups in this table mean the number of usable groups (on the first line) and the number of preferred ones (in bold on the second line).

(b) The numbers in this column indicate the average number of (CH ₂ CH ₂ O) groups in the polyethoxylated derivative.

(c) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in the methyl-terminated polyethoxylated substituent.

d) The numbers in this column mean the average number of groups (CH ₂ CH ₂ O) in each of the two methyl-terminated polyethoxylated derivatives.

(e) The numbers in this column represent the average number of groups (CH(CH ₃ )CH ₂ O) in the polypropoxylated derivative.

(f) The numbers in this column indicate the average number of groups (CH ₂ CH ₂ CH ₂ CH ₂ O) in the polytetramethyleneoxylated derivative.

(g) The numbers in this column represent the average number of groups (CH(CH ₂ CH ₃ )CH ₂ O) in the polybutoxylated derivative.

Table VIIIC

basic material CAS no. EO 1(Me- 2(Me- AFTER n-BO BO -En) -En) (and) (Bc) (d) (θ) (F) (G) 1,2-pentanediol 5343-92-0 3-10 7-10 1 2-3 3

2-Methyl-1,2pentanediol 20667-05-4

1-3 1

3-methyl-1,2-pentanediol 159623-53-7

1-3 1

4-methyl-1,2-pentanediol 72110-08-8

1-3 1 • ·

1,3-pentanediol 3174-67-2 1-2 3-4 2,2-dimethyl-1,3-pentanediol 2157-31-5 1 1 2-4 3 2,3-dimethyl1-1,3- pentanediol 66225-52-3 2-4 1 1 3 2,4-dimethyl-1,3- pentanediol 60712-38-1 2-4 1 1 3 2-ethyl-1,3- pentanediol 29887-11-4 2-9 1-3 6-8 1 2-3 2-methyl-1,3- pentanediol 149-31-5 1-6 1 4-6 2-3 3,4-dimethyl1-1,3- pentanediol 129851-50-9 2-4 1 1 3 3-methyl-1,3- pentanediol 33879-72-0 1-6 1 4-6 2-3 4,4-dimethyl-1,3- pentanediol 30458-16-3 2-4 1 1 3

···· ·· ·· ···· ·· ·· • · · · · · · · · · ·· · · · · · 4 ·· · 4 · • · · · ···· ···

4-Methyl-1,3pentanediol 54876-99-2 1-6 4-6 2-3 1 1,4-pentanediol 626-95-9 1-2 3-4 2,2-dimethyl1-1,4- pentanediol method F 2-4 1 1 3 2,3-dimethyl-1,4- pentanediol method F 2-4 1 1 3 2,4-dimethyl-1,4- pentanediol method F 2-4 1 1 3 2-methyl- 1,4-pentanediol 6287-17-8 1-6 1 4-6 2-3 3,3-dimethyl- 1,4-pentanediol 81887-62-9 2-4 1 1 3 3,4-dimethyl- 1,4-pentanediol 63521-36-8 2-4 1 1 3 3-methyl- 1,4-pentanediol 26787-63-3 1-6 1 4-6 2-3

4-methyl- 1,4-pentanediol 1462-10-8 1-6 4-6 2-3 1 1,5-pentanediol 111-29-5 4-10 8-10 1 3 2,2-dimethyl-1,5- pentanediol 3121-82-2 1-7 1-2 4-7 1 2 2,3-dimethyl-1,5- pentanediol 81554-20-3 1-7 1-2 4-7 1 2 2,4-dimethyl-1,5- pentanediol 2121-69-9 1-7 1-2 4-7 1 2 2-methyl- 1,5-pentanediol 14189-13-0 1-5 1-2 2-5 1 2-methyl- 1,5-pentanediol 42856-62-2 1-4 2 3 _f 3-dimethyl- 1,5-pentanediol 53120-74-4 1-7 1-2 4-7 1 2 3-methyl- 1,5-pentanediol 4457-71-0 1-4 2

• · • · ··· · · · ···· ·· · · · · · · ···· ·

2,3-pentanediol 42027-23-6 1-3 2 2-methy1- 2,3-pentanediol 7795-80-4 1-7 4-7 1-2 1 2 3-methyl- 2,3-pentanediol 63521-37-9 1-7 4-7 1-2 1 2 4-methyl-2 _r 3-pentanediol 7795-79-1 1-7 4-7 1-2 1 2 2,4-pentanediol 625-69-4 1- 4 2-4 4 2,3-dimethyl-2,4pentanediol 24893-39-8 1- 4 2- 4 2 2,4-dimethyl-2,4- pentanediol 24892-49-7 1- 4 2- 4 2 2-Methyl-2,4pentanediol 107-41-5 5-10 8-10 3 3,3-dimethyl- 2,4-pentanediol 24892-50-0 1- 4 2- 4 2

···· ·· ·· ···· ·· ·· ··· · · · · · · ·

3-methyl-2,4pentanediol method H 5-10

8-10 3 (a) The labeled alkyl groups in this table indicate the number of usable groups (on the first line) and the number of preferred ones (in bold on the second line).

(b) The numbers in this column indicate the average number of (CH ₂ CH ₂ O) groups in the polyethoxylated derivative.

(c) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in the methyl-terminated polyethoxylated substituent.

(d) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in each of the two methyl-terminated polyethoxylated derivatives.

(e) The numbers in this column represent the average number of groups (CH(CH ₃ )CH ₂ O) in the polypropoxylated derivative.

(f) The numbers in this column indicate the average number of groups (CH ₂ CH ₂ CH ₂ CH ₂ O) in the polytetramethyleneoxylated derivative.

(g) The numbers in this column represent the average number of groups (CH(CH ₂ CH ₃ )CH ₂ O) in the polybutoxylated derivative.

Table VIIID

basic material CAS no. EO l(Me- -En) AFTER n-BO BO (and) (b) (C) (E) (F) (G) 1,3-Hexanediol 21531-91-9 1-5 2-5 2 1 2-methyl-1,3- hexanediol 66072-21-7 2-9 1-3 1 6-8 1 2-3

71 ··· · ·· • · · • · · • · · • · · · • * · · · · • · · • · · • · · · • · « · • « • · • · * ·« · • 3-methyl-1,3- hexanediol method D 2-9 1-3 6-8 1 2-3 4-methyl-1,3- hexanediol method C 2-9 1-3 6-8 1 2-3 5-methyl-1,3- hexanediol 109863-14-1 2-9 1-3 6-8 1 2-3 1,4-hexanediol 16432-53-4 1-5 2-5 2 1 2-methyl-1,4- hexanediol method F 2-9 1-3 1 6-8 1 2-3 3-methyl-1,4- hexanediol 66225-36-3 2-9 1-3 6-8 1 2-3 4-methyl-1,4- hexanediol 40646-08-0 2-9 1-3 6-8 1 2-3 5-methyl-1,4- hexanediol 39624-36-1 2-9 1-3 6-8 1 2-3 1,5-hexanediol 928-40-5 1-5 2-5 2 1

•••· ·· • · • ♦ · · · · ·· <»· • · · « ·»··

72 • · • · · • · · · · · ·« • · · * · 2-methyl-1,5- hexanediol method F 2-9 1-3 6-8 1 2-3 3-methyl-1,5- hexanediol method F 2-9 1-3 6-8 1 2-3 4-methyl-1,5- hexanediol 66225-37-4 2-9 1-3 6-8 1 2-3 5-methyl-1,5- hexanediol 1462-11-9 2-9 1-3 6-8 1 2-3 1,6-hexanediol 629-11-8 1-2 1-2 4 2-methyl-1,6- hexanediol 25258-92-8 1-5 1-2 2-5 1 3-methyl-1,6- hexanediol 4089-71-8 1-5 1-2 2-5 1 2,3-Hexanediol 617-3-1 1-5 1-2 2-5 1 2,4-hexanediol 19780-90-6 3-8 5-8 3

73 «··· ♦ « ·· ·♦*· • · · · * * ·· ··· · · · ·· • · · 4 · * ·· ··· ··♦· ··♦» · 2-methyl-2,4- hexanediol 66225-35-2 1-2 1-2 3-methyl-2,4- hexanediol 116530-79-1 1-2 1-2 4-methyl-2,4- hexanediol 38836-25-8 1-2 1-2 5-methyl-2,4- hexanediol 54877-00-8 1-2 1-2 2,5-Hexanediol 2935-44-6 3-8 5-8 3 2-methyl-2,5- hexanediol 29044-06-2 1-2 1-2 3-methyl-2,5- hexanediol method H 1-2 1-2 3,4-hexanediol 922-17-8 1-5 2-5 1

(a) The labeled alkyl groups in this table mean the number of usable groups (on the first line) and the number of preferred ones (in bold on the second line).

(b) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in the polyethoxylated derivative.

(c) The numbers in this column represent the average number of ·· ···· (CH ₂ CH ₂ O) groups in the methyl-terminated polyethoxylated substituent.

(e) The numbers in this column represent the average number of groups (CH(CH ₃ )CH ₂ O) in the polypropoxylated derivative.

(f) The numbers in this column indicate the average number of groups (CH ₂ CH ₂ CH ₂ CH ₂ O) in the polytetramethyleneoxylated derivative.

(g) The numbers in this column represent the average number of groups (CH(CH ₂ CH ₃ )CH ₂ O) in the polybutoxylated derivative.

Table VIIIE

basic material CAS no. EO l(Me- -En) AFTER n-BO (and) (b) (C) (E) (F) 1,3-Heptanediol 23433-04-7 1-7 3-6 1 1-2 2 1,4-Heptanediol 40646-07-9 1-7 3-6 1 1-2 2 1,5-Heptanediol 60096-09-5 1-7 3-6 1 1-2 2 1,6-Heptanediol 13175-27-4 1-7 3-6 1 1-2 2 1,7-Heptanediol 629-30-1 1-2 1 2,4-Heptanediol 20748-86-1 3-10 7-10 1 1 3 2,5-Heptanediol 70444-25-6 3-10 7-10 1 1 3

·· · · • · • · · · • ·

2,6-Heptanediol 5969-12-0 3-10 7-10 1 1 3 3,5-heptanediol 86632-40-8 3-10 7-10 1 1 3

(a) The labeled alkyl groups in this table mean the number of usable groups (on the first line) and the number of preferred ones (in bold on the second line).

(b) The numbers in this column indicate the average number of (CH ₂ CH ₂ O) groups in the polyethoxylated derivative.

(c) The numbers in this column represent the average number of (CH ₂ CH ₂ O) groups in the methyl-terminated polyethoxylated substituent.

(e) The numbers in this column represent the average number of groups (CH(CH ₃ )CH ₂ O) in the polypropoxylated derivative.

(f) The numbers in this column indicate the average number of groups (CH ₂ CH ₂ CH ₂ CH ₂ O) in the polytetramethyleneoxylated derivative.

Table IX

Aromatic diols

Suitable aromatic diols include

chemical name CAS no. usable aromatic diols: 1-phenyl-1,2-ethanediol 1-phenyl-1,2-propanediol 2-phenyl-1,2-propanediol 3-phenyl-1,2-propanediol 1-(3-methylphenyl)-1,3-propanediol 1-(4-methylphenyl)-1,3-propanediol 2-methyl-1-phenyl-1,3-propanediol 1-phenyl-1,3-butanediol 3-phenyl-1,3-butanediol 1-phenyl-1,4-butanediol 93-56-1 1855-09-0 87760-50-7 17131-14-5 51699-43-5 159266-06-5 139068-60-3 118100-60-0 68330-54-1 136173-88-1

• · • ·

2-phenyl-1,4-butanediol

1-phenyl-2,3-butanediol

95840-73-6

169437-68-7 preferred aromatic diols:

1-pheny1-1,2-ethanediol

1-phenyl-1,2-propanediol

2-phenyl-1,2-propanediol

3-phenyl-1,2-propanediol

1-(3-methylphenyl)-1,3-propanediol

1-(4-methylphenyl)-1,3-propanediol

2- methyl-1-phenyl-1,3-propanediol

1-phenyl-1-1,3-butanediol

3-phenyl-1,3-butanediol

1-phenyl-1,4-butanediol

93-56-1 1855-09-0 87760-50-7 17131-14-5 51699-43-5 159266-06-5 139068-60-3 118100-60-0 68330-54-1 13617 3-88- 1 more preferred aromatic diols:

1-phenyl-1,2-propanediol

2-phenyl-1,2-propanediol

3-phenyl-1,2-propanediol

1-(3-methylphenyl)-1,3-propanediol

1-(4-methylphenyl)-1,3-propanediol

2-methyl-1-phenyl-1,3-propanediol

3-phenyl-1,3-butanediol

1-phenyl-1,4-butanediol

1855-09-0

87760-50-7

17131-14-5

51699-43-5

159266-06-5

139068-60-3

68330-54-1

136173-88-1 Unusable aromatic diols:

1-phenyl-1,3-propanediol

2-phenyl-1,3-propanediol

1-phenyl-1,2-butanediol

2-phenyl-1,2-butanediol

3-phenyl-1,2-butanediol

4-phenyl-1,2-butanediol

2-phenyl-1,3-butanediol

4-phenyl-1,3-butanediol

2-phenyl-2,3-butanediol

154902-08-6

157008-55-4

141505-72-8

143615-31-0

103941-94-2

81096-91-5

138432-94-7 ···· ···· · · ·

X. Useful examples of basic solvents that are homologues or analogs of the above structures in which the total number of carbon atoms is increased by the addition of one or more additional CH ₂ groups and the total number of hydrogen atoms is maintained by the introduction of double bonds also include the following known compounds:

Table X

Examples of unsaturated compounds of usable unsaturated diols:

2,2-di-2-propenyl-1,3-propanediol

2-(1-pentene1)-1,3-propanediol

2-(2-methyl-2-propenyl)-2-(2-propenyl)-1,3-propanediol

2-(3-methyl-1-butenyl)-1,3-propanediol

2-(4-pentenyl)-1,3-propanediol

2-Ethyl-2-(2-methyl-2-propenyl)-1,3-propanediol

2-Ethyl-2-(2-propenyl)-1,3-propanediol

2-methyl-2-(3-methyl-2-butenyl)-1,3-propanediol

2.2-Diallyl-1,3-butanediol

2-(1-ethyl-1-propenyl)-1,3-butanediol

2-(2-butenyl)-2-methyl-1,3-butanediol

2-(3-methyl-2-butenyl)-1,3-butanediol

2-ethyl-2-(2-propenyl)-1,3-butanediol

2-Methyl-2-(1-methyl-2-propenyl)-1,3-butanediol

2.3-di(1-methylethylidene)-1,4-butanediol

2-(3-methyl-2-butenyl)-3-methylene-1,4-butanediol

2-(1,1-dimethylpropyl)-2-butene-1,4-diol

2-(1-methylpropyl)-2-butene-1,4-diol

2-butyl-2-butene-1,4-diol

2-ethenyl-3-ethyl-1,3-pentanediol

2-ethenyl-4,4-dimethyl-1,3-pentanediol

3-methyl-2-(2-propenyl)-1,4-pentanediol

2-(1-Propenyl)-1,5-pentanediol

2-(2-propenyl)-1,5-pentanediol

55038-13-6

138436-18-7

121887-76-1

138436-17-6 73012-46-1 91367-61-2 27606-26-4

132130-95-1

103985-49-5 116103-35-6 92207-83-5 98955-19-2 122761-93-7 141585-58-2 52127-63-6 115895-78-8 91154-01-7 91154-00-6 153943-66-9

104683-37-6

143447-08-9

139301-86-3 84143-44-2

134757-01-0 • · · · • ·

2-ethylidene-3-methyl-1,5-pentanediol

2-propylidene-1,5-pentanediol

3- ethylidene-2,4-dimethyl-2,4-pentanediol

2-(1,1-dimethylethyl)-4-pentene-1,3-diol 2-ethyl-2,3-dimethyl-4-pentene-1,3-diol

4-ethyl-2-methylene-1,4-hexanediol

2.3.5-trimethyl-1,5-hexadiene-3,4-diol

5-ethyl-3-methyl-1,5-hexadiene-3,4-diol

2-(1-methylethenyl)-1,5-hexanediol 2-ethenyl-1,6-hexanediol

5.5-dimethyl-1-hexene-3,4-diol

5,5-dimethyl-1-hexene-3,4-diol

4-ethenyl-2,5-dimethyl-2-hexene-1,5-diol

2-ethenyl-2,5-dimethyl-3-hexene-1,6-diol

2-ethyl-3-hexene-1,6-diol

3.4-dimethyl-3-hexene-1,6-diol

2,5-dimethyl-4-hexene-2,3-diol

3,4-dimethyl-4-hexene-2,3-diol

3-(2-propenyl)-5-hexene-1,3-diol

2.3-dimethyl-5-hexene-2,3-diol

3.4-dimethyl-5-hexene-2,3-diol

3.5-dimethyl-5-hexene-2,3-diol

3-ethenyl-2,5-dimethyl-5-hexene-2,4-diol

6-methyl-5-methylene-1,4-heptanediol

2.3-dimethyl-1,5-heptadiene-3,4-diol

2,5-dimethyl-1,5-heptadiene-3,4-diol

3,5-dimethyl-1,5-heptadiene-3,4-diol

2.6-di(methylene)-1,7-heptanediol

4-methylene-1,7-heptanediol

2.4-dimethyl-1-heptene-3,5-diol

2.6-dimethyl-1-heptene-3,5-diol

3-ethenyl-5-methyl-1-heptene-3,5-diol

6.6-dimethyl-1-heptene-3,5-diol

4.6-dimethyl-2,4-heptadiene-2,6-diol

4.4-dimethyl-2,5-heptadiene-1,7-diol

42178-93-8 58203-50-2 88610-19-9 109788-04-7 90676-97-4

66950-87-6 18984-03-7 18927-12-3 96802-18-5 66747-31-7 169736-29-2 120191-04-0 70101-76-7 112763-52-7 84143-45-3 125032-66-8 13295-61-9 135367-17-8 74693-24-6 154386-00-2 135096-13-8 134626-63-4 155751-24-9

100590-29-2 18927-06-5 22607-16-5 18938-51-7 139618-24-9 71370-08-6 155932-77-7 132157-35-8 61841-10-9 109788-01-4 102605-95-8 162816-19-5 • · · ·

2,5,5-trimethyl-2,6-heptadiene-1,4-diol

5.6-dimethyl-2-heptene-1,4-diol

5-ethyl-2-heptene-1,5-diol

2-methyl-2-heptene-1,7-diol

4.6-dimethyl-3-heptene-1,5-diol

3-methyl-6-methylene-3-heptene-1,7-diol

2.4-dimethyl-3-heptene-2,5-diol

2,5-dimethyl-3-heptene-2,5-diol

2.6-dimethyl-3-heptene-2,6-diol

4.6-dimethyl-3-heptene-2,6-diol

2,4-dimethyl-5-heptene-1,3-diol

3.6-dimethyl-5-heptene-1,3-diol

2.6-dimethyl-5-heptene-1,4-diol

3.6-dimethyl-5-heptene-1,4-diol

2.3-dimethyl-5-heptene-2,4-diol

2,2-dimethyl-6-heptene-1,3-diol

4-(2-Propenyl)-6-Heptene-1,4-diol

5.6-dimethyl-6-heptene-1,4-diol

2.4-Dimethyl-6-heptene-1,5-diol

2-ethylidene-6-methyl-6-heptene-1,5-diol

4-(2-Propenyl)-6-Heptene-2,4-diol

5.5-dimethyl-6-heptene-2,4-diol

4.6-dimethyl-6-heptene-2,5-diol

5-ethenyl-4-methyl-6-heptene-2,5-diol

2-methylene-1,3-octanediol

2.6-dimethyl-1,6-octadiene-3,5-diol

3.7-Dimethyl-1,6-octadiene-3,5-diol

2.6-dimethyl-1,7-octadiene-3,6-diol

2.7-Dimethyl-1,7-octadiene-3,6-diol

3.6-dimethyl-1,7-octadiene-3,6-diol

3-Ethenyl-1-octene-3,6-diol

2.7-Dimethyl-2,4,6-octatriene-1,8-diol

3.7-dimethyl-2,4-octadiene-1,7-diol

2.6-dimethyl-2,5-octadiene-1,7-diol

3.7-Dimethyl-2,5-octadiene-1,7-diol

3.7-dimethyl-2,6-octadiene-1,4-diol (rosiridol)

115346-30-0 103867-76-1 104683-39-8 74868-68-1 147028-45-3 109750-55-2 98955-40-9 24459-23-2 160524-66-3 59502-66-8 123363-69-9 96924-52-6 106777-98-4 106777-99-5 104651-56-1 140192-39-8 1727-87-3 152344-16-6 74231-27-9 91139-73-0 101536-75-8 98753-77-6 134876-94-1 65757-31-5

108086-78-8

91140-06-6

75654-19-2

51276-33-6

26947-10-4

31354-73-1

65757-34-8

162648-63-7

136054-24-5 91140-07-7 117935-59-8 101391-01-9 • · · · • · • · · · · · · · · · · · «··· ···· · · ·

2-methyl-2,6-octadiene-1,8-diol

3,7-dimethyl-2,7-octadiene-1,4-diol

2.6-dimethyl-2,7-octadiene-1,5-diol

2.6-dimethyl-2,7-octadene-1,6-diol (8-hydroxy-linalool)

2.7-Dimethyl-2,7-octadiene-1,6-diol

2-Octene-1,4-diol

2-Octene-1,7-diol

2-methyl-6-methylene-2-octene-1,7-diol

3,7-dimethyl-3 _r 5-octadiene-1,7-diol

2.7-dimethyl-3,5-octadiene-2,7-diol

4-methylene-3,5-octanediol

2.6-dimethyl-3,7-octadiene-1,6-diol

2.7-dimethyl-3,7-octadiene-2,5-diol

2.6-dimethyl-3,7-octadiene-2,6-diol

4-methyl-3-octene-1,5-diol

5-methyl-3-octene-1,5-diol

2,2-dimethyl-4,6-octadiene-1,3-diol

2.6-dimethyl-4,7-octadiene-2,3-diol

2.6-dimethyl-4,7-octadiene-2,6-diol

7-Methyl-4-octene-1,6-diol

2.7-Di(methylene)-4-octene-1,8-diol

2-methylene-4-octene-1,8-diol

2.7-dimethyl-5,7-octadiene-1,4-diol

7-methyl-5,7-octadiene-1,4-diol

5-octene-1,3-diol

7-methyl-6-octene-1,3-diol

7-methyl-6-octene-1,4-diol

6-octene-1,5-diol

7-methyl-6-octene-1,5-diol

2-methyl-6-octene-3,5-diol

4-methyl-6-octene-3,5-diol

2-Methyl-7-octene-1,3-diol

4-Methyl-7-octene-1,3-diol

7-methyl-7-octene-1,3-diol

7-Octene-1,5-diol

7-Octene-1,6-diol

149112-02-7 91140-08-8 91140-09-9

103619-06-3 60250-14-8 40735-15-7 73842-95-2 91140-16-8 62875-09-6 7177-18-6 143233-15-2 127446-29-1 171436-39-8 150283-67-3 147028-43-1 19764-77-3 39824-01-6 51117-38-5 59076-71-0 84538-24-9 109750-56-3 109750-58-5 105676-78-6 105676-80-0 130272-38-7 110971-19-2 152715-87-2 145623-79-6 116214-61-0 65534-66-9 156414-25-4 155295-38-8 142459-25-4 132130-96-2 7310-51-2 159099-43-1 • · · · • ·

81 • · · · · · · · ···· • ♦ · • · · · · · · 5-methyl-7-octene-1,6-diol 144880-56-8 2-methyl-6-methylene-7-octene-2,4-diol 72446-81-2 7-methyl-7-octene-2,5-diol 152344-12-2 2-methyl-7-octene-3,5-diol 98753-85-6 1-nonene-3,5-diol 119554-56-2 1-nonene-3,7-diol 23866-97-9 3-nonene-2,5-diol 165746-84-9 8-methyl-4,6-nonadiene-1,3-diol 124099-52-1 4-nonene-2,8-diol 154600-80-3 6,8-nonadiene-1,5-diol 108586-03-4 7-nonene-2,4-diol 30625-41-3 8-nonene-2,4-diol 119785-59-0 8-nonene-2,5-diol 132381-58-9 1,9-decadiene-3,8-diol 103984-04-9 1,9-decadiene-4,6-diol 138835-67-3 preferred unsaturated diols: 2,2-diallyl-1,3-butanediol 103985-49-5 2-(1-ethyl-1-propenyl)-1,3-butanediol 116103-35-6 2-(2-butenyl)-2-methyl-1,3-butanediol 92207-83-5 2-(3-methyl-2-butenyl)-1,3-butanediol 98955-19-2 2-ethyl-2-(2-propenyl)-1,3-butanediol 122761-93-7 2-Methyl-2-(1-methyl-2-propenyl)-1,3-butanediol 141585-58—2 2,3-Di(1-methylethylidene)-1,4-butanediol 52127-63-6 2-ethenyl-3-ethyl-1,3-pentanediol 104683-37-6 2-ethenyl-4,4-dimethyl-1,3-pentanediol 143447-08-9 3-methyl-2-(2-propenyl)-1,4-pentanediol 139301-86-3 2-(1,1-dimethylethyl)-4-pentene-1,3-diol 109788-04-7 2-Ethyl-2,3-dimethyl-4-pentene-1,3-diol 90676-97-4 4-Ethyl-2-methylene-1,4-hexanediol 66950-87-6 2,3,5-trimethyl-1,5-hexadiene-3,4-diol 18984-03-7 2-(1-methylethenyl)-1,5-hexanediol 96802-18-5 4-ethenyl-2,5-dimethyl-2-hexene-1,5-diol 70101-76-7

6-methyl-5-methylene-1,4-heptanediol

4.6-dimethyl-2,4-heptadiene-2,6-diol

2,5,5-trimethyl-2,6-heptadiene-1,4-diol

5.6-dimethyl-2-heptene-1,4-diol

4.6-dimethyl-3-heptene-1,5-diol

2.4-dimethyl-5-heptene-1,3-diol

3.6-dimethyl-5-heptene-1,3-diol

2.6-dimethyl-5-heptene-1,4-diol

3.6-dimethyl-5-heptene-1,4-diol

2,2-dimethyl-6-heptene-1,3-diol

5.6-Dimethyl-6-heptene-1,4-diol

2.4-dimethyl-6-heptene-1,5-diol

2-ethylidene-6-methyl-6-heptene-1,5-diol

4-(2-Propenyl)-6-Heptene-2,4-diol

3-Ethenyl-1-octene-3,6-diol

2,7-dimethyl-2,4,6-octatriene-1,8-diol

2.6-dimethyl-2,5-octadiene-1,7-diol

3.7-dimethyl-2,5-octadiene-1,7-diol

3.7-dimethyl-2,6-octadiene-1,4-diol (rosiridol)

2-methyl-2,6-octadiene-1,8-diol

3.7-dimethyl-2,7-octadiene-1,4-diol

2.6-dimethyl-2,7-octadiene-1,5-diol

2.6-dimethyl-2,7-octadene-1,6-diol (8-hydroxy-linalool)

2.7-dimethyl-2,7-octadiene-1,6-diol

2-methyl-6-methylene-2-octene-1,7-diol

2.7-dimethyl-3,5-octadiene-2,7-diol

4-methylene-3,5-octanediol

2,6-dimethyl-3,7-octadiene-1,6-diol

2-methylene-4-octene-1,8-diol

2-methyl-6-octene-3,5-diol

4-methyl-6-octene-3,5-diol

2-methyl-6-methylene-7-octene-2,4-diol

7-methyl-7-octene-2,5-diol

2-methyl-7-octene-3,5-diol

100590—29—2

102605-95-8

115346-30-0

103867-76-1

147028-45-3

123363-69-9 96924-52-6

106777-98-4

106777-99-5

140192-39-8

152344-16-6

74231-27-9

91139-73-0

101536-75-8

65757-34-8

162648-63-7

91140-07-7

117935-59-8

101391-01-9

149112-02-7

91140-08-8

91140-09-9

103619-06-3

60250-14-8

91140-16-8

7177-18-6

143233-15-2

127446-29-1

109750-58-5

65534—66—9

156414-25-4

72446-81-2 152344-12-2

987 53-85-6 ··· · · ·

1-nonene-3,5-diol 119554-56—2 1-nonene-3,7-diol 23866-97-9 3-nonene-2,5-diol 1657 46-84-9 4-nonene-2,8-diol 154600-80-3 6,8-nonadiene-1,5-diol 108586-03-4 7-nonene-2,4-diol 30625-41-3 8-nonene-2,4-diol 119785-59—0 8-nonene-2,5-diol 132381—58—9 1,9-decadiene-3,8-diol 103984-04—9 1,9-decadiene-4,6-diol 138835-67-3 and XI. their mixtures.

There are no mono-ols with 1 to 2 carbon atoms which provide clear concentrated fabric softeners for the substances of this invention. Only one 3-carbon mono-ol, propanol, provides acceptable performance (forms a clear product and either keeps the product clear at around 4 °C or allows it to be regenerated after rewarming to room temperature), even though its boiling point (b.p.) is undesirably low. Of the mono-ols with 4 carbon atoms, only 2-butanol and 2-methyl-2-propanol give very good performance, but 2-methyl-2-propanol has an undesirably low m.p. There is no mono-ol with 5-6 carbon atoms that gives clear products, except for unsaturated mono-ols as described above and below.

Certain basic solvents having two hydroxyl groups in the chemical formula have been found to be suitable for use in the liquid, concentrated, clear fabric softener compositions of this invention. It has been discovered that the suitability of each basic solvent is surprisingly very selective, depending on the number of carbon atoms, the configuration of isomeric molecules having the same number of carbon atoms, the degree of unsaturation, etc. Basic solvents with similar solubility properties such as the above basic solvents with at least some asymmetry provide the same beneficial effects. Suitable base solvents have been found to have a ClogP of from 0.15 to 0.64, preferably from 0.25 to 0.62, more preferably from 0.40 to 0.60.

For example, for the basic solvents of the 1,2-alkanediol series of the general formula HO-CH ₂ -CHOH-(CH ₂ ) _n -H, in which n means a number from 1 to 8, only 1,2-hexanediol (n means the number 4), which has a ClogP value of about 0.53, a value in the range of effective ClogP values from 0.15 to 0.64, is a good basic solvent and falls within the claims of this invention, while another, e.g., 1,2-propanediol, 1, 2-Butanediol, 1,2-pentanediol, 1,2-octanediol and 1,2-decanediol having ClogP values outside the effective range of 0.15 to 0.64 are not within the scope of this invention. And further, for the hexanediol isomers, again 1,2-hexanediol is a good basic solvent, while many other isomers, such as 1,3-hexanediol,

1.4-Hexanediol, 1,5-Hexanediol, 1,6-Hexanediol, 2,4-Hexanediol and

2.5-Hexanediols having ClogP values outside the effective range of 0.15 to 0.64 are not within the scope of this invention. This is illustrated by Examples and Comparative Examples I-A and I-B (see below).

There are no C3-C5 diols that provide a clear concentrate in the context of this invention.

Although there are many possible isomers of 6-carbon diols, only a few listed above are suitable for producing clear products: 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-1,2-butanediol , 2-methyl-2,3-pentanediol, 3-methyl-2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1,2 -butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol are preferred, of which the most preferred are: 2- ethyl 1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and 1,2-hexanediol.

• · · · ·· ··· · · ···· · ···· ···· · · ·

There are many possible isomers of 7-carbon diols, but only those listed give clear products, the preferred ones being: 2-butyl-1,3-butanediol, 2-propyl-1,4-butanediol, 2-ethyl -1,5-pentanediol, 2,3-dimethyl-2,3-pentanediol,

2,4-dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl- 1,6-hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol and

1,6-heptanediol, of which the most preferred are: 2,3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3,4-dimethyl-2,3-

-pentanediol, 4,4-dimethyl-2,3-pentanediol and 2,3-dimethyl-3,4-pentanediol.

Similarly, there are even more isomers of eight-carbon diols, but only those listed give clear products. Preferred are: 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(1-ethylpropyl)-1,3-propanediol, 2 -(2,2-dimethylpropyl)-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl -2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl-2-methyl-1,3-propanediol, 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl) -1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2 -(2-methylpropyl)-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1 ,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2 -(1,1-dimethylethyl)-1,4-butanediol, 3-methyl

-2-isopropyl-1,4-butanediol,

2.2.4-trimethyl-1,3-pentanediol,

2.4.4-trimethyl-1,3-pentanediol,

2.2.3-trimethyl-1,4-pentanediol,

2.3.3-trimethyl-1,4-pentanediol,

3.3.4-trimethyl-1,4-pentanediol,

2.2.4-trimethyl-1,5-pentanediol, ,2,3-trimethyl-1,3-pentanediol,

2.3.4-trimethyl-1,3-pentanediol,

3.4.4-trimethyl-1,3-pentanediol,

2.2.4-trimethyl-1,4-pentanediol,

2.3.4-trimethyl-1,4-pentanediol,

2.2.3-trimethyl-1,5-pentanediol,

2.3.3-trimethyl-1,5-pentanediol,

2,3,4-trimethyl-2,4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl-4-methyl -1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl • ·· · ··

-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3 -ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4 -pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4 -dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol,

3.4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,4-dimethyl-1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol, 2,2- dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-dimethyl- 1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-dimethyl-1, 4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol,

2.4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3,5- dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3- hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4- hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3- heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4- heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5- heptanediol,

6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol,

6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and /or 3,6-octanediol, of which the most preferred are ···· ·· ·« ·«·· ·· ·· • · · · · · · · · · • · ··« · · « · · · · · ♦ · · · φ · · · · · · the following: 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(1 -ethylpropyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-methyl-2-(1-methylpropyl )-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert. butyl-2-methyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-ethyl-2,3-dimethyl- 1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2,3,4-trimethyl-1,3- pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol,

2,3,3-trimethyl-1,5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl-4-methyl- 1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2- ethyl-4-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol,

3.4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,4-dimethyl-1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol, 2,2- dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-dimethyl- 1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-dimethyl-1, 4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol,

2.4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3,5- dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3- hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4- hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1-1,3-heptanediol, 5-methyl-1,3- heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5 -methyl-1-1,4-heptanediol, 6-methyl-1-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5 -methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5 -methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5 -methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5 -methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3 -methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7 -octanediol, 3,5-octanediol and/or 3,6-octanediol.

Preferred mixtures of 1,3-diols with eight carbon atoms can be prepared by condensation of mixtures of butyraldehyde, isobutyraldehyde and/or methyl ethyl ketone (2-butanone), if at least two of these reactants are present in the reaction mixture, in the presence of a highly alkaline catalyst and subsequent conversion by hydrogenation under formation of a mixture of 1,3-diols with eight carbon atoms, i.e. a mixture of 1,3-diols with eight carbon atoms primarily consisting of: 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3- hexanediol, 2,2-dimethyl-1,3-hexanediol, 2-ethyl-4-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 3,5-octanediol, 2, 2-dimethyl-2,4-hexanediol, 2-methyl-2,5-heptanediol and/or 3-methyl-3,5-heptanediol, the amount of 2,2,4-trimethyl-1,3-pentanediol is less than half mixture, possibly together with minor other isomers arising from condensation on the methylene group of 2-butanone, if present, instead of on the methyl group.

The ability to form products and other properties such as odor, fluidity, melting point lowering, etc. of some of the 6 to 8 carbon diols listed above in Tables II to IV, which are not preferred, can be improved by polyalkylation. Certain diols with 3 to 5 carbon atoms which are al • · • · · · coxylated are also preferred. Among the preferred alkylated derivatives of the above-mentioned diols with 3 to 8 carbon atoms [In the following description, EO means polyethoxylates, E _n means the group -(CH ₂ CH ₂ O) _n H, Me-E _n means polyethoxylates terminated with a methyl group, that is -( CH ₂ CH ₂ O) _n CH ₃ , 2(Me-E _n ) means 2 Me-E _n groups, PO means polypropoxylates -(CH(CH ₃ )CH ₂ O) _n H, BO means polybutyleneoxy groups -(CH(CH ₂ CH ₃ )CH ₂ O) _n H and n-BO means the poly(butyleneoxy) group -(CH ₂ CH ₂ CH ₂ CH ₂ O) _n H], belong to:

1. 1,2-propanediol 2 (Me-E ₃ _ ₄ ), 1,2-propanediol P0 ₄ , 2-methyl-1,2-propanediol (Me-E ₈ _ ₁₀ ), 2-methyl-1,2 -propanediol 2(Me-E _x ),

2-methyl-1,2-propanediol P0 ₃ , 1,3-propanediol 2(Me-E ₈ ), 1,3-propanediol P0 ₆ , 2,2-diethyl-1,3-propanediol E ₄ _ ₇ , 2 ,2-diethyl-1,3-propanediol P0 _x , 2,2-diethyl-1,3-propanediol n-BO ₂ , 2,2-dimethyl-1,3-propanediol 2(Me E ₁ _ ₂ ), 2 ,2-dimethyl-1,3-propanediol P0 ₄ , 2-(1-methylpropyl)-1,3-propanediol E ₄ _ ₇ , 2-(1-methylpropyl)-1,3-propanediol Ρ0 _χ , 2-( 1-methylpropyl)-1,3-propanediol n-BO ₂ , 2-(2-methylpropyl)-1,3-propanediolE ₄ _ ₇ , 2-(2-methylpropyl)-1,3-propanediol P0 _x , 2- (2-methylpropyl)-1,3-propanediol n-BO ₂ , 2-ethyl-1,3-propanediol (Me b ₉ _io), ² -ethyl-1,3-propanediol 2(Me E _x ), 2- ethyl-1,3-propanediol P0 ₃ , 2-ethyl-2-methyl-1,3-propanediol (Me E ₃ _ ₆ ) , 2-ethyl-1-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl -2-methyl-1,3-propanediol B0 _x , 2-isopropyl-1,3-propanediol (Me E ₃ _ ₆ ), 2-isopropyl-1,3-propanediol P0 ₂ , 2-isopropyl-1,3- propanediol B0 _x , 2-methyl-1,3-propanediol 2(Me E ₄ _ ₅ ), 2-methyl-1,3-propanediol P0 ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl- 2-isopropyl-1,3-propanediol E ₆ _ ₉ , 2-methyl-2-isopropyl-1,3-propanediol Ρ0 _χ , 2-methyl-2-isopropyl-1,3-propanediol n-BO ₂ _ ₃ , 2-methyl-2-propyl-1,3-propanediol E ₄ _ ₇ , 2-methyl-2-propyl-1,3-propanediol Ρ0 _χ , 2-methyl-2-propyl-1,3-propanediol n-BO ₂ , 2-propyl-1,3-propanediol (Me-E _x _ ₄ ), 2-propyl-1,3-propanediol P0 ₂ ,

2. 1,2-butanediol (Me E ₆ _ ₈ ), 1,2-butanediol P0 ₂ , 1,2-butanediol Β0 _χ , 2,3-dimethyl-1,2-butanediol E ₂ _ ₅ , 2,3 -dimethyl-1,2-butanediol η-ΒΟ _χ , 2-ethyl-1,2-butanediol E _x _ ₃ , 2-ethyl-1,2-butanediol n-BO _x , 2-methyl-1,2-butanediol (MeE ₁ _ ₂ ), 2-methyl-1,2-butanediol Ρ0 _χ , 3,3-dimethyl-1,2-butanediol E ₂ _ ₅ , 3,3-dimethyl-1,2-butanediol n-BO _x , 3-methyl-1, 2-butanediol (MeE _x _ ₂ ), 3-methyl-1, 2-butanediol P0 _x , 1,3-butanediol 2(Me E ₅ _ ₆ ), 1,3-butanediol B0 ₂ , 2,2,3-trime • · · thyl-1,3-butanediol (MeE ₁ _ ₃ ), 2,2,3-trimethyl-1,3-butanediol PO ₂ ,

2.2-dimethyl-1,3-butanediol (Me E ₆ _ ₈ ), 2,2-dimethyl-1,3-butanediol P0 ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₆ _ ₈ ), 2,3-

-dimethyl-1,3-butanediol P0 ₃ , 2-ethyl-1,3-butanediol (Me E ₄ _ ₆ ),

2-ethyl-1,3-butanediol PO ₂ _ ₃ , 2-ethyl-1,3-butanediol B0 _lz 2-ethyl-2-methyl-1,3-butanediol (MeEj.), 2-ethyl-2-methyl -1,3-butanediol P0 _lz 2-ethyl-2-methyl-1,3-butanediol m-B0 ₃ , 2-ethyl-3-methyl-1,3-butanediol (Me E-|J, 2-ethyl- 3-methyl-1,3-butanediol PO _1Z 2-ethyl-3-methyl-1,3-butanediol n-B0 ₃ ,2-isopropyl-1,3-butanediol (Me Ej), 2-isopropyl-1,3 -butanediol P0 _lz 2-isopropyl-1,3-butanediol n-B0 ₃ , 2-methyl-1,3-butanediol 2(Me E ₂ _ ₃ ), 2-methyl-1,3-butanediol PO ₄ , 2- propyl-1,3-butanediol E _g _ ₈ , 2-propyl-1,3-butanediol PO _1Z 2-propyl-1,3-butanediol n-BO ₂ _ ₃ , 3-methyl-1,3-butanediol 2 ( Me E ₂ _ ₃ ), 3-methyl-1,3-butanediol PO ₄ , 1,4-butanediol 2(Me E ₃ _ ₄ ), 1,4-butanediol PO ₄ _ ₅ , 2,2,3-trimethyl -1,4-butanediol Eg_g, 2,2,3-trimethyl-1,4-butanediol P0 _lz 2,2,3-trimethyl-1,4-butanediol n-B0 ₂ , 2,2-dimethyl-1,4 -butanediol (Me E ₃ _ ₆ ), 2,2-

-dimethyl-1,4-butanediol P0 ₂ , 2,2-dimethyl-1,4-butanediol BO _1Z

2.3-dimethyl-1,4-butanediol (Me E ₃ _ ₆ ), 2,3-dimethyl-1,4-butanediol P0 ₂ , 2,3-dimethyl-1,4-butanediol B0 _lz 2-ethyl-1, 4-butanediol (Me Ε _1-4 ), 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-2-methyl-1,4-butanediol E ₄ _ ₇ , 2-ethyl-2-methyl-1 ,4-butanediol P0 _lz

2-ethyl-2-methyl-1,4-butanediol n-B0 ₂ , 2-ethyl-3-methyl-1,4-butanediol E ₄ _ ₇ , 2-ethyl-3-methyl-1,4-butanediol PO ·^, 2-ethyl-3-methyl-1,4-butanediol n-B0 ₂ , 2-isopropyl-1,4-butanediol E ₄ _ ₇ , 2-isopropyl-1,4-butanediol P0 _lz 2-isopropyl- 1,4-butanediol n-B0 ₂ , 2-methyl-1,4-butanediol (Me E ₉ _ ₁₀ ), 2-methyl-1,4-butanediol 2(Me EjJ, 2-methyl-1,4-butanediol P0 ₃ , 2-propyl-1,4-butanediol E ₂ _ ₅ , 2-propyl-1,4-butanediol n-BO _lz 3-ethyl-1-methyl-1,4-butanediol E ₆ _ ₈ , 3- ethyl-1-methyl-1,4-butanediol PO _1Z 3-ethyl-1-methyl-1,4-butanediol n-BO ₂ _ ₃ , 2,3-butanediol (MeE ₉ _ ₁₀ ), 2,3-butanediol 2(Me Ε ₃ ), 2,3-butanediol PO ₃ _ ₄ , 2,3-dimethyl-2,3-butanediol E ₇ _ _g , 2,3-dimethyl-2,3-butanediol PO _1Z 2,3- dimethyl-2,3-butanediol BO ₂ _ ₃ , 2-methyl-2,3-butanediol (Me E ₂ _ ₅ ), 2-methyl-2,3-butanediol P0 ₂ , 2-methyl-2,3-butanediol B0 _lz

3. 1,2-pentanediol E ₇ _ ₁₀ , 1,2-pentanediol P0 _lz 1,2-pentanediol n-B0 ₃ , 2-methyl-1,2-pentanediol E-^-j, 2-methyl-1, 2-pentanediol • · n-BOj, 3-methyl-1,2-pentanediol n-BO _lz 4-methyl-1,2-pentanediol ΒΟ _χ , 1,3-pentanediol 2(Me-E ₁ _ ₂ ) _z

E ₁ _ ₃ , 3-methyl-1,2-pentanediol

E _x _ ₃ , 4-methyl-1,2-pentanediol

1,3-pentanediol PO ₃ _ ₄ , 2,2-dimethyl-1,3-pentanediol (Me-E _x ), 2,2-dimethyl-1,3-pentanediol PO _X ,

2,2-dimethyl-1,3-pentanediol n-BO ₃ , 2,3-dimethyl-1,3-pentanediol (Me-E _x ), 2,3-dimethyl-1,3-pentanediol ΡΟ _χ , 2, 3-dimethyl-1,3-pentanediol n-BO _3z 2,4-dimethyl-1,3-pentanediol (Me-E _x ), 2,4-dimethyl-1 _z 3-pentanediol Ρ0 _χ , 2,4-dimethyl -1,3-pentanediol n-BO ₃ , 2-ethyl-1,3-pentanediol Eg_ ₈ , 2-ethyl-1,3-pentanediol Ρ0 _χ , 2-ethyl-1,3-pentanediol n-BO ₂ _ ₃ , 2-methyl-1,3-pentanediol 2(Me-E ₄ _ _ ₆ ) , 2-methyl-1,3-pentanediol PO ₂ _ ₃ , 3,4-dimethyl-1,3-pentanediol (Me-E _x ), 3,4-dimethyl-1,3-pentanediol Ρ0 _χ , 3,4-dimethyl-1,3-pentanediol n-BO ₃ , 3-methyl-1,3-pentanediol 2(Me-E ₄ _ ₆ ) , 3-methyl-1,3-pentanediol PO ₂ _ ₃ , 4,4-dimethyl-1,3-pentanediol (Me-E _x ), 4,4-dimethyl-1,3-pentanediol P0 _lz 4,4 -dimethyl-1,3-pentanediol n-BO ₃ , 4-methyl-1,3-pentanediol 2(Me-E ₄ _ ₆ ), 4-methyl-1,3-pentanediol P0 ₂ _ _ ₃ , 1,4 -pentanediol 2(Me-E ₁ _ ₂ ), 1,4-pentanediol PO ₃ _ ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E _x ), 2,2-dimethyl-1,4- pentanediol Ρ0 _χ , 2,2-dimethyl-1,4-pentanediol n-BO ₃ , 2,3-dimethyl-1,4-pentanediol (Me-E _x ), 2,3-dimethyl-1,4-pentanediol P0 _x , 2,3-dimethyl-1,4-pentanediol n-BO ₃ , 2,4-dimethyl-1,4-pentanediol (Me-E _x ),

2,4-dimethyl-1,4-pentanediol Ρ0 _χ , 2,4-dimethyl-1,4-pentanediol n-BO ₃ , 2-methyl-1,4-pentanediol (Me-E ₄ _ ₆ ), 2- methyl-1,4-pentanediol PO ₂ _ ₃ , 3,3-dimethyl-1,4-pentanediol (Me-E _x ), 3,3-dimethyl-1,4-pentanediol P0 _x , 3,3-dimethyl- 1,4-pentanediol n-BO ₃ , 3,4-dimethyl-1,4-pentanediol (Me-E _x ), 3,4-dimethyl-1,4-pentanediol P0 _x , 3,4-dimethyl-1, 4-pentanediol n-BO ₃ , 3-methyl-1,4-pentanediol 2(Me-E ₄ _ ₆ ), 3-methyl-1,4-pentanediol PO ₂ _ ₃ , 4-methyl-1,4-pentanediol 2(Me-E ₄ _ ₆ ), 4-methyl-1,4-pentanediol P0 ₂ _ _ ₃ , 1,5-pentanediol (Me-E ₈ _ ₁₀ ), 1,5-pentanediol 2(Me-E _x ), 1,5-pentanediol P0 ₃ , 2,2-dimethyl-1,5-pentanediol E ₄ _ ₇ , 2,2-dimethyl-1,5-pentanediol P0 _x , 2,2-dimethyl-1,5- pentanediol n-BO ₂ , 2,3-dimethyl-1,5-pentanediol E ₄ _ ₇ , 2,3-dimethyl-1,5-pentanediol P0 _x ,

2,3-dimethyl-1,5-pentanediol n-BO ₂ , 2,4-dimethyl-1,5-pentanediol E ₄ _ ₇ , 2,4-dimethyl-1,5-pentanediol P0 _x , 2,4- dimethyl-1,5-pentanediol n-BO ₂ , 2-ethyl-1,5-pentanediol E ₂ _ ₅ , 2-ethyl-1,5-pentanediol n-BO _x , 2-methyl-1,5-pentanediol ( Me-E ₁ _ ₄ ), 2-methyl92

-1,5-pentanediol P0 ₂ , 3,3-dimethyl-1,5-pentanediol E ₄ _ ₇ , 3,3-dimethyl-1,5-pentanediol Ρ0 _1ζ 3,3-dimethyl-1,5-pentanediol n -BO ₂ , 3-methyl-1,5-pentanediol (Me-E ₁ _ ₄ ), 3-methyl-1,5-pentanediol P0 ₂ , 2,3-pentanediol (Me-E-^g), 2, 3-pentanediol P0 ₂ ,

2-methyl-2,3-pentanediol E ₄ _ ₇ , 2-methyl-2,3-pentanediol PO -methyl-2,3-pentanediol

-methyl-2,3-pentanediol

-methyl-2,3-pentanediol

-methyl-2,3-pentanediol

-pentanediol P0 ₄ ,

1' n-BO ₂ , 3-methyl-2,3-pentanediol E ₄ _ ₇ , P0 _x , 3-methyl-2,3-pentanediol n-BO ₂ , E ₄ _ ₇ , 4-methyl-2,3 -pentanediol POj, n-BO ₂ , 2,4-pentanediol 2(Me-E ₂ _ ₄ ),

2,3-dimethyl-2,4-pentanediol (Me-E ₂ _ ₄ ),

42,42,3-dimethyl-2,4-pentanediol P0 ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E2-4)t 2,4-dimethyl-2,4-pentanediol P0 ₂ , 2 -methyl-2,4-pentanediol (Me-E ₈ _ ₁₀ ), 2-methyl-2,4-pentanediol P0 ₃ , 3,3-dimethyl-2,4-pentanediol (Me-E ₂ _ ₄ ), 3 ,3-dimethyl-2,4-pentanediol P0 ₂ , 3-methyl

-2,4-pentanediol (Me-E ₈ _ ₁₀ ), 3-methyl-2,4-pentanediol P0 ₃ ,

4. 1,3-hexanediol (Me-E ₂ _ ₅ ), 1,3-hexanediol P0 ₂ , 1,3-hexanediol Β0 _1ζ 2-methyl-l,3-hexanediol E ₆ _ ₈ , 2-methyl-l ,3-hexanediol

Ρ0 _1ζ 2-methyl-1,3-hexanediol n-BO ₂ _ ₃ , 3-methyl-1,3-hexanediol Eg _ ₈ , 3-methyl-1,3-hexanediol P0 _lz 3-methyl-1,3- hexanediol n-BO ₂ _ ₃ , 4-methyl-1,3-hexanediol E ₆ _ ₈ , 4-methyl-1,3-hexanediol Ρ0 _1ζ 4-methyl-1,3-hexanediol n-BO ₂ _ ₃ , 5 -methyl-1,3-hexanediol E ₆ _ ₈ , 5-methyl-1,3-hexanediol PO-j^, 5-methyl-1,3-hexanediol n-BO ₂ _ ₃ , 1,4-hexanediol (Me -E ₂ _5) _from 1,4-hexanediol P0 ₂ , 1,4-hexanediol B0 _lz 2-methyl-1,4-hexanediol E ₆ _ ₈ , 2-methyl-1,4-hexanediol P0 _lz 2-methyl- 1,4-hexanediol n-BO ₂ _ ₃ , 3-methyl-1,4-hexanediol E ₆ _ ₈ , 3-methyl-1,4-hexanediol POj, 3-methyl-1,4-hexanediol n-BO ₂ _ ₃ , 4-methyl-1,4-hexanediol E ₆ _ ₈ , 4-methyl-1,4-hexanediol P0 _lz 4-methyl-1,4-hexanediol n-BO ₂ _ ₃ , 5-methyl-1, 4-hexanediol E ₆ _ ₈ , 5-methyl-1,4-hexanediol PO-1 , 5-methyl-1, 4-hexanediol n-BO ₂ _ ₃ , 1,5-hexanediol (Me-E ₂ _ ₅ ) , 1,5-hexanediol P0 ₂ , 1,5-hexanediol B0 _lz 2-methyl-1,5-hexanediol E ₆ _ ₈ , 2-methyl-1,5-hexanediol P0 _lz 2-methyl-1,5-hexanediol n-BO ₂ _ ₃ , 3-methyl-1,5-hexanediol E ₆ _ ₈ , 3-methyl-1,5-hexanediol P0 _lz 3-methyl-1,5-hexanediol n-BO ₂ _ ₃ , 4- methyl-1,5-hexanediol E ₆ _ ₈ , 4-methyl-1,5-hexanediol P0 _lz 4-methyl-1,5-hexanediol n-BO ₂ _ ₃ , 5-methyl-1,5-hexanediol E ₆ _ ₈ , 5-methyl-1,5-hexanediol P0 _lz 5-methyl-1,5-hexanediol n-BO ₂ _ ₃ , 1,6-hexanediol (Me-E ₁ _ ₂ ), 1,6-hexanediol P0 ₁ _ ₂ , 1 _z 6-hexanediol n-BO ₄ , 2 • · · · • ·

-methyl-1,6-hexanediol E ₂ _ ₅ , 2-methyl-1,6-hexanediol η-ΒΟ _1ζ 3-methyl-1,6-hexanediol E ₂ _ ₅ , 3-methyl-1,6-hexanediol η -ΒΟ _1Λ 2,3-hexanediol E ₂ _ ₅ , 2,3-hexanediol n-BO ₁ , 2,4-hexanediol (Me-E ₅ _ ₈ ),

2,4-hexanediol P0 ₃ , 2-methyl-2,4-hexanediol (Me-E _1-2 ), 2-methyl-2,4-hexanediol PO·^, 3-methyl-2,4-hexanediol (Me -E ₁ _ ₂ ), 3-methyl-2,4-hexanediol P0 _x _ ₂ , 4-methyl-2,4-hexanediol (Me-E _x _ ₂ ),

4-methyl-2,4-hexanediol P0 ₁ _ ₂ , 5-methyl-2,4-hexanediol (Me-E ₁ _ ₂ ),

5- methyl-2,4-hexanediol PO·^, 2,5-hexanediol (Me-E ₃ _ ₈ ), 2,5-hexanediol P0 ₃ , 2-methyl-2,5-hexanediol (Me-E ₁ _ ₂ ), 2-methyl-2,5-hexanediol ΡΟχ_2, 3-methyl-2,5-hexanediol (Me-E ₁ _ ₂ ), 3-methyl-

-2,5-hexanediol Ρ0 _1-2 ,

5. 1,3-heptanediol E ₃ _ ₆ ,

1.4-heptanediol E ₃ _ ₆ ,

1.5-heptanediol E ₃ _ ₆ ,

1.6-heptanediol E ₃ _ ₆ ,

1.7-heptanediol E _1-2 ,

2,4-heptanediol (Me-EJ, 2,4-heptanediol P0 _lf

2,5-heptanediol E ₇ _ ₁₀ , 2,5-heptanediol (Me-E^, n-BO ₂ , n-BO ₂ , n-BO ₂ , n-BO ₂ , ^E 7-10' diol n-BO ₃ ,

3,4-hexanediol EO ₂ _ ₅ ,

1.3-heptanediol

1.4-heptanediol

1.5-heptanediol

1.6-heptanediol

1,7-Heptanediol n-BO·^

3,4-Hexanediol n-BO

P0 _lz

Ρ0 _1Λ

AFTER V

P0 _x ,

1'

1.3-heptanediol

1.4-heptanediol

1.5-heptanediol

1.6-heptanediol

2,4-Heptanediol

2,4-heptane2,5-heptanediol Ρ0 _χ , 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E ₇ _ ₁₀ ,

2,6-heptanediol (Me-EJ, 2,6-heptanediol P0 _lø 2,6-heptanediol n-BO ₃ , 3,5-heptanediol E ₇ _ ₁₀ , 3,5-heptanediol (Me-EjJ, 3,5

-heptanediol Ρ0 _χ , 3,5-heptanediol n-BO ₃ ,

6. 3-methyl-2-isopropyl-1,3-butanediol Ρ0 _1ζ 2,3,3-trimethyl-2,4-pentanediol Ρ0·£, 2,2-diethyl-1,3-butanediol E ₂ _ ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ _ ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ _ ₅ ,

2,5-dimethyl-2,4-hexanediol E ₂ _ ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ _ _ ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ _ ₅ , 3 ,5-dimethyl-2,4-hexanediol E ₂ _ ₅ , 4,5-dimethyl-2,4-hexanediol E ₂ _ ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ _ ₅ , 2,3 -dimethyl-2,5-hexanediol E ₂ _ ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ _ ₅ , 2,5-dimethyl-2,5-hexanediol E ₂ _ ₅ , 3,3-dimethyl -2,5-hexanediol E ₂ _ ₅ , ,4-dimethyl-2,5-hexanediol E ₂ _ ₅ ,

3-methyl-3,5-hexanediol E ₂ _ ₅ , 2,2-diethyl-1,3-butanediol n-BO ₁ _ ₂ ,

2,3-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 2,4-dimethyl-2,4-hexanediol n-BO!_ ₂ , 2,5-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 3,3-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 3,4-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 3,5-dimethyl-2,4- hexanediol n-BO ₁ _ ₂ , 4,5-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 5,5-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 2,3-dimethyl- 2.5

-hexanediol η-ΒΟ _χ _ ₂ , 2,4-dimethyl-2,5-hexanediol η-ΒΟ _χ _ ₂ , 2,5-dimethyl-2,5-hexanediol n-BO ₁ _ ₂ , 3,3-dimethyl -2,5-hexanediol n-BO ₁ _ ₂ , 3,4-dimethyl-2,5-hexanediol n-BO ₁ _ ₂ , 3-methyl-3,5-heptanediol n-BO ₁ _ ₂ , 2-( 1,2-dimethylpropyl)-1,3-propanediol n-BO _x , 2-ethyl-2,3-dimethyl-1,3-butanediol η-ΒΟ _χ , 2-methyl 1-2-isopropyl-1,3- butanediol n-BO _x , 3-methyl-2-isopropyl-1,4-butanediol n-BO _x , 2,2,3-trimethyl-1,3-pentanediol n-BO _lz 2,2,4-trimethyl1-1 ,3-pentanediol n-BO _x , 2,4,4-trimethyl-l,3-pentanediol η-ΒΟ _χ , 3,4,4-trimethyl-l,3-pentanediol η-ΒΟ _χ , 2,2,3 -trimethyl-1,4-pentanediol n-BO _x , 2,2,4-trimethyl-1,4-pentanediol n-BO _lz

2,3,3-trimethyl-1,4-pentanediol n-BO _lz 2,3,4-trimethyl-1,4-

-pentanediol η-ΒΟ _χ , 3,3,4-trimethyl-1,3-pentanediol η-ΒΟ _χ , 2,3,4-trimethyl-2,4-pentanediol η-ΒΟ _χ , 4-ethyl-2,4 -hexanediol n-BO _lz

2- methyl-2,4-heptanediol n-BO _lz

4- methyl-2,4-heptanediol n-BO _lz

6-methyl-2,4-heptanediol n-BO _lz

3- methyl-2,5-heptanediol n-BO _lz

5-methyl-2,5-heptanediol η-ΒΟ _χ ,

3-methyl-2,4-heptanediol n-BO _x ,

5-methyl-2,4-heptanediol η-ΒΟ _χ ,

2-methyl-2,5-heptanediol n-BO _x ,

4-methyl-2,5-heptanediol n-BO _lz

6-methyl-2,5-heptanediol n-BO _x ,

2-methyl-2,6-heptanediol n-BO _x ,

4-methyl-2,6-heptanediol n-BO _lz

3-methyl-2,6-heptanediol n-BO _x ,

2-methyl-3,5-heptanediol n-BO _lz

2-(1,2-dimethylpropyl)-1,3-propanediol E _x _ ₃ , 2-ethyl-2,3-dimethyl-1,3-butanediol Ε _χ _ ₃ ,

2-methyl-2-isopropyl-1,3-butanediol Ε _χ _ ₃ , 2-methyl-2-isopropyl-1,4-butanediol E _x _ ₃ , 2,2,3-trimethyl-1,3-pentanediol E _x _ ₃ , 2,2,4-trimethyl-1,3-pentanediol ^E l_3, 2,4,4-trimethyl-1,3-pentanediol Ε _χ _ ₃ , 3,4,4-trimethyl-1,3- pentanediol Ε _χ _ ₃ , 2,2,3-trimethyl-1,4-pentanediol Ε _χ _ ₃ , 2,2,4-trimethyl-1,4-pentanediol E _x _ ₃ , 2,3,3-trimethyl- 1,4-pentanediol

2,3,4-trimethyl-1,4-pentanediol Ε _χ _ ₃ ,

2,3,4-trimethyl-2,4-pentanediol

2-methyl-2,4-heptanediol E _x _ ₃ ,

4-methyl-2,4-heptanediol

6-methyl-2,4-heptanediol

3-methyl-2,5-heptanediol

5-methyl-2,5-heptanediol

2-methyl-2,6-heptanediol

4-methyl-2,6-heptanediol E _x _ ₃ and/or 2-methyl ^E l-3 '-pentanediol Ε _χ _ ₃ , -2,4-hexanediol Ε _χ _ ₃ , -heptanediol -heptanediol -heptanediol -heptanediol -heptanediol -heptanediol

-3,5-heptanediol E _x _ ₃ a ^e 1-3' ^E l-3' ^e 1-3' ^E l-3 ' ^E l-3 ' ^E l-3 ^r

3,3,4-trimethyl-1,4E _x _ ₃ , 4-ethyl-

3- methyl-2,4-

5- methyl-2,4-

2- methyl-2,5-

4- methyl-2,5-

6- methyl-2,5-

3- methyl-2,6- ^E l-3 ^{r E} l-3' ^E l-3' ^E l-3' ^E l-3' • · · ·

7. their mixtures.

Of the nonane isomers, only 2,3,3,4-tetramethyl-2,4-pentanediol is highly preferred.

In addition to the basic solvents of the type of aliphatic diols and some of their alkylated derivatives, mentioned above and below, it was found that also some specific ethers of diols are suitable basic solvents for the preparation of liquid concentrated clear fabric softeners for substances according to the present invention. Similar to basic solvents of the aliphatic diol type, it has been discovered that the stability of each basic solvent is very selective and that it depends, for example, on the number of carbon atoms in the molecules of specific diol ethers. For example, as shown in Table VI above, for a series of glyceryl ethers of the general formula HOCH ₂ -CHOH-CH ₂ -OR, where R is alkyl of 2 to 8 carbon atoms, only monopentyl ethers HOCH ₂ -CHOH-CH ₂ O“C ₅ Hh (3-pentyloxy-1,2-propanediol), where the group C ₅ H _1;L contains various pentyl isomers, have ClogP values within the range of advantageous values between 0.25 and 0.62 and are suitable for the preparation of liquid, concentrated, of clear softening agents for substances according to the present invention. This is illustrated by Examples XXXIIA-7 to 7F. It was also found that the cyclohexyl derivative was suitable, but not the cyclopentyl derivative. A similar selectivity exists in the selection of aryl glyceryl ethers. Of the many possible aromatic groups, only some phenolic derivatives are suitable.

The same narrow selectivity can be found for di(hydroxyalkyl)ethers. Di(2-hydroxybutyl) ether, not di(2-hydroxypentyl) ether, was found to be suitable. Of the di(cyclic hydroxyalkyl) analogs, di(2-hydroxycyclopentyl) ether is suitable, but not di(2-hydroxycyclohexyl) ether. Non-limiting examples of methods for the synthesis of some preferred di(hydroxyalkyl)ethers are provided below.

Butyl-monoglyceryl-ether (also called 3-butyloxy-1,2-pro···· ·♦ • · ·· ··· · · · · ···· ···· pandiol) is not suitable for the production of liquid, of concentrated, clear softening agents for substances according to the present invention. However, its polyethoxylated derivatives, preferably from tetraethoxylated to nonaethoxylated, more preferably from pentaethoxylated to octaethoxylated, are preferred basic solvents as shown in Table VI.

All preferred alkyl glyceryl ethers and/or di(hydroxyalkyl) ethers that have been identified are listed in Table VI; the most preferred are: 3-(pentyloxy)-1,2-propanediol, 3-(2- -pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl -1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1, 2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2- (3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2 -butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, pentaethoxylated 3-(butyloxy)-1,2 -propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol ,2-propanediol, monopropoxylated 3-(butyloxy)1,2-propanediol, dibutyleneoxylated 3-(butyloxy)-1,2-propanediol and/or tributyleneoxylated 3-(butyloxy)-1,2-propanediol. Preferred aromatic glyceryl ethers include: 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol, 1,2-propanediol, 2-(m -cresyloxy)-1,3-propanediol, 2-(p-cresyloxy)-1,3-propanediol, 2-benzyloxy-1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol and mixtures thereof . Among the more preferred aromatic glyceryl ethers are: 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol, 1,2-propanediol, 2-(m -cresyloxy)-1,3-propanediol, 2-(p-cresyloxy)-1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol and mixtures thereof. The most preferred di(hydroxyalkyl)ethers include: di(2-hydroxybutyl)ether and di(2-hydroxycyclopentyl)ether.

• · «·· · ·· ··· · · • · · · ···· · ♦ ·

An illustrative and non-limiting example of methods of synthesis of preferred alkyl- and aryl-monoglyceryl ethers is provided below.

Preferred alicyclic diols and their derivatives include:

(1) saturated diols and their derivatives, which include:

1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3-isopropyl-1,2-cyclobutanediol, 1-ethyl-1, 2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 2,4,5-trimethyl-1,3-cyclopentanediol, 3,3-dimethyl-1, 2-cyclopentanediol,

3.4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl- 1,2-cyclopentanediol, 1,1-di(hydroxymethyl)cyclohexane, 1,2-di(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-di(hydroxymethyl)cyclohexane, 1, 3-dimethyl-1, 3-cyclohexanediol, 1,6-dimethyl-1,3-cyclohexanediol, 1-hydroxy-cyclohexaneethanol, 1-hydroxy-cyclohexanemethanol, 1-ethyl-1,3-cyclohexanediol, 1-methyl-1, 2-cyclohexanediol, 2,2-dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol,

2.4-dimethyl-1,3-cyclohexanediol, 2,5-dimethyl-1,3-cyclohexanediol, 2,6-dimethyl-1,4-cyclohexanediol, 2-ethyl-1,3-cyclohexanediol, 2-hydroxycyclohexaneethanol, 2- hydroxyethyl-1-cyclohexanol, 2-hydroxymethylcyclohexanol, 3-hydroxyethyl-1-cyclohexanol, 3-hydroxycyclohexaneethanol, 3-hydroxymethylcyclohexanol, 3-methyl-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4, 5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1,3-cyclohexanediol, 4-ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methyl-1, 2-cyclohexanediol, 5,5-dimethyl-1,3-cyclohexanediol, 5-ethyl-1,3-cyclohexanediol, 1,2-cycloheptanediol, 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4- cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5-methyl-1,3-cycloheptanediol, 5-methyl-1,4-cycloheptanediol, 6-methyl-1,4-cycloheptanediol, 1,3-cyclooctanediol, 1, 4-cyclooctanediol, 1,5-cyclooctanediol, 1,2-cyclohexanediol diethoxylate, 1,2-cyclohexanediol triethoxylate, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanediol hexaethoxylate, 1,2-heptaethoxylate cyclohexanediol, ·* ···· 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonethoxylate, 1,2-cyclohexanediol monopropoxylate, monobutyleneoxylate

1,2-cyclohexanediol, 1,2-cyclohexanediol dibutylene oxylate/or 1,2-cyclohexanediol tributylene oxylate. The most preferred saturated alicyclic diols and their derivatives are: 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3-isopropyl-1,2 -cyclobutanediol, 1-ethyl-1,2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 3,3-dimethyl-1,2-cyclopentanediol,

3,4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl- 1,2-cyclopentanediol, 1,1-di(hydroxymethyl)cyclohexane, 1,2-di(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-di(hydroxymethyl)cyclohexane, 1- hydroxy-cyclohexanemethanol, 1-methyl-1,2-cyclohexanediol, 3-hydroxymethyl-cyclohexanol, 3-methyl-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4,5-dimethyl-1, 3-cyclohexanediol, 4,6-dimethyl-1,3-cyclohexanediol, 4-ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methyl-1,2-cyclohexanediol, 1, 2-Cycloheptanediol, pentaethoxylate

1,2-cyclohexanediol, 1,2-cyclohexanediol hexaethoxylate, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonethoxylate, 1,2-cyclohexanediol monopropoxylate and/or 1,2-cyclohexanediol dibutyleneoxylate.

Preferred aromatic diols include: 1-phenyl-1,2-ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3 -methylphenyl)-1,3-propanediol, l-(4-methylphenyl)-1,3-propanediol, 2-methyl-l-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3- phenyl-1,3-butanediol and/or 1-phenyl-1,4-butanediol, of which the most preferred are: 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1 ,2-propanediol, 1-(3-methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol and/or 1 -phenyl-1,4-butanediol.

As stated above, all unsaturated materials that have the same mutual relationship to other preferred basic di• ·

solvents according to the invention, i.e. have one or more more CH ₂ groups than the corresponding saturated base solvent and remain within the effective ClogP range are preferred. Particularly preferred unsaturated diol base solvents are:

2.2- diallyl-1,3-butanediol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 2-(2-butenyl)-2-methyl-1,3-butanediol, 2-(3 -methyl-2-butenyl)-1,3-butanediol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 2-methyl-2-(1-methyl-2-propenyl)-1, 3-butanediol, 2,3-di(1-methylethylidene)-1,4-butanediol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol , 3-methyl-2-(2-propenyl)-1,4-pentanediol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol, 2-ethyl-2,3-dimethyl-4 -pentene-1,3-diol,4-ethyl-1-2-methylene-1,4-hexanediol, 2,3,5-trimethyl-1,5-hexadiene-3,4-diol, 2-(1-methylethenyl) -1,5-hexanediol, 4-ethenyl-2,5-dimethyl-2-hexene-1,5-diol, 6-methyl-5-methylene-1,4-heptanediol, 4,6-dimethyl-2,4 -heptadiene-2,6-diol, 2,5,5-trimethyl-2,6-heptadiene-1,4-diol, 5,6-dimethyl-2-heptene-1,4-diol, 4,6-dimethyl -3-heptene-1,5-diol,

2.4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol,

2,6-dimethyl-5-heptene-1,4-diol, 3,6-dimethyl-5-heptene-1,4-diol,

2.2- dimethyl-6-heptene-1,3-diol, 5,6-dimethyl-6-heptene-1,4-diol,

2.4- dimethyl-6-heptene-1,5-diol, 2-ethylidene-6-methyl-6-heptene-1,5-diol, 4-(2-propenyl)-6-heptene-2,4-diol, 3-ethenyl-1-octene-3,6-diol, 2,7-dimethyl-2,4,6-octatriene-1,8-diol, 2,6-dimethyl-2,5-octadiene-1,7- diol, 3,7-dimethyl-2,5-octadiene-1,7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 2-methyl-2,6-octadiene -1,8-diol, 3,7-dimethyl-2,7-octadiene-1,4-diol, 2,6-dimethyl-2,7-octadiene-1,5-diol, 2,6-dimethyl-2 ,7-octadiene-1,6-diol (8-hydroxylinalool), 2,7-dimethyl-2,7-octadiene-1,6-diol, 2-methyl-6-methylene-2-octene-1,7- diol, 2,7-dimethyl-3,5-octadiene-2,7-diol, 4-methylene-3,5-octanediol, 2,6-dimethyl-3,7-octadiene-1,6-diol, 2- methylene-4-octene-1,8-diol, 2-methyl-6-octene-3,5-diol, 4-methyl-6-octene-3,5-diol, 2-methyl-6-methylene-7- octen-2,4-diol, 7-methyl-7-octen-2,5-diol, 2-methyl-7-octen-3,5-diol, l-nonene-3,5-diol, l-nonene- 3,7-diol, 3-nonene-2,5-diol, 4-nonene-2,8-diol, 6,8-nonadiene-1,5-diol, 7-nonene-2,4-diol, 8- nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene-3,8-diol and/or 1,9-decadiene-4,6-diol.

• · ·· ··· · ·· ···· · ···· ···· ···

100

Said basic alcohol solvent can preferably be selected from the group consisting of 2,5-dimethyl-2,5-hexanediol, 2-ethyl-1,3-hexanediol, 2-methyl-2-propyl-1,3-propanediol , 1,2-hexanediol and their mixtures. More preferably, said basic alcohol solvent is selected from the group consisting of 2-ethyl-1,3-hexanediol, 2-methyl-2-propyl-1,3-propanediol,

1,2-hexanediol and their mixtures. More preferably, said base alcohol solvent is selected from the group consisting of 2-ethyl-1,3-hexanediol, 1,2-hexanediol and mixtures thereof.

If several derivatives of the same diol with different alkyleneoxy groups can be used, e.g. 2-methyl-2,3-butanediol with 3 to 5 ethyleneoxy groups or 2 propyleneoxy groups or 1 butyleneoxy group, it is preferable to use the derivative with the lowest number of groups, i.e. in this case the derivative with one butyleneoxy group. However, if only one to four ethyleneoxy groups are needed to ensure good formability, these derivatives are also preferred.

Unsaturated diols: Surprisingly, it has been found that there is a marked similarity in the acceptability (ability to form agents) of a saturated diol and its unsaturated homologues or analogues with higher molecular weights. Unsaturated homologues/analogues have the same ability to form agents as the original saturated base solvent provided that the unsaturated base solvents contain one additional methylene group (CH ₂ ) for each double bond in the chemical formula. In other words - there is an obvious addition rule for any good saturated base solvent of this invention which is capable of forming clear, concentrated fabric softeners, according to which there are suitable unsaturated base solvents in which one or more CH ₂ groups are added, whereby for each CH ₂ group added, two hydrogen atoms are removed from adjacent carbon atoms in the molecule, so a carbon atom-carbon double bond is formed, keeping the number of hydrogen atoms in the molecule constant with respect to the chemical formula of the original saturated basic solvent. This is because of the surprising • · · · • ·

101 the fact that the addition of a -CH ₂ - group to the solvent chemical formula increases the ClogP value by 0.53, while the removal of two adjacent hydrogen atoms to form a double bond decreases the ClogP value by a similar amount, around 0.48, which roughly compensates for the addition of the -CH ₂ -. Going from the preferred saturated base solvent to the preferred unsaturated analogs//homologs with higher molecular weight containing at least one more carbon atom with the insertion of one double bond for each additional CH ₂ group and thereby maintaining the same total number of hydrogen atoms as the original saturated base solvent, if the ClogP value of the new solvent remains in the effective range of 0.15 to 0.64, preferably 0.25 to 0.62, more preferably 0.40 to 0.60. The following are some illustrative examples:

2,2-Dimethyl-6-heptene-1,3-diol (CAS No. 140192-39-8) is a preferred 9-carbon diol base solvent that can be considered derived by appropriate addition of a CH ₂ group and a double bond to any of the following preferred C8 diol base solvents: 2-methyl-1,3-heptanediol or 2,2-dimethyl-1,3-hexanediol.

2,4-Dimethyl-5-heptene-1,3-diol (CAS No. 123363-69-9) is a preferred 9-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 2-methyl-1,3-heptanediol or 2,4-dimethyl-1,3-hexanediol.

2-(1-Ethyl-1-propenyl)-1,3-butanediol (CAS No. 116103-35-6) is a preferred 9-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 2-(1-ethylpropyl)-1,3-propanediol or 2-(1-methylpropyl)-1, of 3-butanediol.

2-Ethenyl-3-ethyl-1,3-pentanediol (CAS No. 104683-37-6) is a preferred C9 diol base solvent. Can • · • · ·· ··· · ·· ···· · • · · · · « · · · · ·

102 consider it derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 3-ethyl-2-methyl-1,3-propanediol or 2-ethyl-3-methyl-1, of 3-pentanediol.

3.6-Dimethyl-5-heptene-1,4-diol (e.g. CAS No. 106777-99-5) is a preferred 9-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 3-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, or 3,5- of dimethyl-1,4-hexanediol.

5.6-Dimethyl-6-heptene-1,4-diol (e.g. CAS No. 152344-16-6) is a preferred diol base solvent with 9 carbon atoms. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, or 4,5- of dimethyl-1,3-hexanediol.

4-Methyl-6-octene-3,5-diol (CAS No. 156414-25-4) is a preferred 9-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 3,5-octanediol, 3-methyl-2,4-heptanediol, or 4-methyl-3,5- heptanediol.

Rosiridol (CAS No. 101391-01-9) and isorosiridol (CAS No. 149252-15-3) are two isomers of 3,7-dimethyl-2,6-octadiene-1,4-diol and are preferred diol base solvents with 10 carbon atoms. They can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 2-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 3-methyl- 1,4-heptanediol, 6-methyl-1,4-heptanediol, 2,5-dimethyl-1,3-hexanediol or 3,5-dimethyl-1,4-hexanediol.

• · • · · ·

103

8-Hydroxylinalool (CAS No. 103619-06-3, 2,6-dimethyl-2,7-octadiene-1,6-diol) is a preferred 10-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 2-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 2-methyl- 1,6-heptanediol, 6-methyl-1,6-heptanediol or 2,4-dimethyl-1,4-hexanediol.

2,7-Dimethyl-3,7-octadiene-2,5-diol (CAS No. 171436-39-8) is a preferred C10 diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 8-carbon diol base solvents: 2,5-octanediol,

6-methyl-1,4-heptanediol, 2-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol or of 2,5-dimethyl-2,4-hexanediol.

4-Butyl-2-butene-1,4-diol (CAS No. 153943-66-9) is a preferred 8-carbon diol base solvent. It can be considered derived by appropriate addition of a CH ₂ group and double bond to any of the following preferred 7-carbon diol base solvents: 2-propyl-1,4-butadiol or 2-butyl-1,3-propanediol.

Likewise, there are cases where the higher molecular weight unsaturated homolog derived from a bad, unusable saturated solvent is itself a bad solvent. For example, 3,5-dimethyl-5-hexene-2,4-diol (e.g. CAS No. 160429-40-3) is a poor unsaturated solvent with 8 carbon atoms. It can be considered to be derived from the following poor saturated C7 solvents: 3-methyl-2,4-hexanediol, 5-methyl-2,4-hexanediol, or 2,4-dimethyl-1,3-pentanediol. 2,6-Dimethyl-5-heptene-1,2-diol (e.g. CAS number 141505-71-7) is a poor unsaturated solvent with 9 carbon atoms. It can be considered to be derived from the following poor saturated solvents with 8 carbon atoms: 2-methyl-1,2-heptane• · • · · · ······ ······ • · · · ···· ··

104 diol, 6-methyl-1,2-heptanediol or 2,5-dimethyl-1,2-hexanediol.

Surprisingly, it was also found that there are exceptions to the above rule that saturated basic solvents always have unsaturated analogues/homologues with the same degree of acceptability. This exception applies to saturated diol basic solvents with two hydroxyl groups on two adjacent carbon atoms. In some cases, but not all, the insertion of one or more CH ₂ groups between two adjacent hydroxyl groups of a poor solvent results in a higher molecular weight unsaturated homologue that is more suitable for a clear, concentrated fabric softener. For example, the preferred unsaturated 6,6-dimethyl-1-heptene-3,5-diol (CAS No. 109788-01-4), which has no adjacent hydroxyl groups, can be considered to be derived from the unusable 2,2-dimethyl-3 of ,4-hexanediol, which has adjacent hydroxyl groups. In this case, it is more reasonable to consider 6,6-dimethyl-1-heptene-3,5-diol as derived from either 2-methyl-3,5-heptanediol or

of 5,5-dimethyl-2,4-hexanediol, both of which are preferred basic solvents and do not have adjacent hydroxyl groups. Conversely, insertion of CH ₂ groups between adjacent hydroxyl groups of a preferred basic solvent can lead to an unusable higher molecular weight unsaturated diol solvent. For example, the unusable unsaturated 2,4-dimethyl-5-hexene-2,4-diol (CAS No. 87604-24-8) without adjacent hydroxyl groups can be considered derived from the preferred 2,3-dimethyl-2,3-pentanediol, which has adjacent hydroxyl groups. In this case, it is more reasonable to derive the unusable unsaturated 2,4-dimethyl-5-hexene-2,4-diol from either 2-methyl-2,4-hexanediol or 4-methyl-2,4-hexanediol, which are unusable solvents, which do not have adjacent hydroxyl groups. There are also cases where unusable solvents with adjacent hydroxyl groups can be considered derived from an unusable solvent that has adjacent hydroxyl groups, such as the pair 4,5-dimethyl-6-hexene-1,3-diol and 3,4-dimethyl -1,2-pentanediol. In order to derive the ability to prepare an unsaturated solvent that • ·· · ·· ··· · ·· ···· · • · · · ···· ···

105 has no adjacent hydroxyl groups, the low molecular weight saturated homologue, which also has no adjacent hydroxyl groups, should be assumed. That is, in general, the relationship is more plausible if the distance/relationship of the two hydroxyl groups is maintained. I.e. it is deducible to start from a saturated solvent with adjacent hydroxyl groups and deduce the obtaining of unsaturated homologues of higher molecular weight that also have adjacent hydroxyl groups.

It has been discovered that the use of these specific alcohol base solvents can provide clear, low viscosity, stable fabric softeners with surprisingly low amounts of base solvent, ie less than 40% by weight. from the weight of the product. It has also been discovered that the use of alcohol based solvents can provide highly concentrated fabric softeners which are stable and can be diluted, eg from 2:1 to 10:1, to produce formulations with lower amounts of fabric softener for fabrics which are still stable.

As previously stated, it is desirable to keep the base solvents at the lowest amounts possible for the compositions presented in order to obtain transparency or clarity. The presence of water has an important effect on the need for basic solvents to achieve the clarity of these agents. The higher the water content, the higher the required amount of basic solvent (relative to the amount of fabric softener) to achieve the clarity of the product. Conversely, the lower the water content, the less solvent is needed (relative to fabric softener). Thus, with a small amount of water from 5 to 15% wt. the required mass ratio of the effective fabric softener to the base solvent is preferably from 55:45 to 85:15, more preferably from 60:40 to 80:20. When the amount of water is from 15 to 70 wt.% is the weight ratio of the effective fabric softener to the base solvent preferably from 45:55 to 70:30, more preferably from 55:45 to 70:30. But with a higher amount of water from 70 to 80% wt. is the mass ratio of the effective softening component to the basic • ·

106 solvent preferably from 30:70 to 55:45, more preferably from 35:65 to 45:55. With higher amounts of water, the fabric softener to base solvent ratios should be even higher.

Mixtures of the above basic solvents are particularly preferred, since one of the problems associated with large amounts of solvents is safety. Mixtures reduce the amount of any one material that is present. The use of mixtures can minimize odor and flammability, especially if the base solvents are volatile and/or odorous, which is more likely with low molecular weight materials. Suitable solvents which may be used in amounts insufficient to produce a clear product are 2,2,4-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1 ethoxylate, diethoxylate or triethoxylate ,3-pentanediol and/or 2-ethyl-1,3-hexanediol. For the purposes of this invention, these solvents should only be used in amounts that do not provide a stable or clear product. Preferred mixtures are those in which the majority of the solvent is one or more of the solvents listed above as the most preferred solvents. The use of mixtures of solvents is also preferred, especially if one or more of the preferred base solvents is (are) solid at room temperature. In this case, the mixture is liquid or has a low solidification temperature, which improves the processability of fabric softeners.

It has also been discovered that it is possible to substitute a portion of the base solvent or mixture of base solvents according to the present invention with a second solvent or mixture of second solvents which are not themselves usable as base solvents according to the present invention, as long as the effective amount of usable base solvent(s) according to the present invention is still still present in liquid, concentrated, clear fabric softener. The effective amount of the base solvent(s) according to the invention is at least greater than 5%, preferably greater than 7% by weight, more preferably greater than 10% by weight. from the weight of the product, if at least 15 • · • · · · is also present

107 wt% effective fabric softener. The substituted solvent(s) may be used in any amount, but preferably in an amount equal to or less than the amount of usable base solvent, as noted above, present in the fabric softener.

For example, although 1,2-pentanediol, 1,3-octanediol, and hydroxypivalyl hydroxypivalate (hereinafter referred to as HPHP) of the formulas

HO-CH ₂ -C(CH ₃ ) ₂ -CH ₂ -O-CO-C(CH ₃ ) ₂ -CH ₂ -OH (CAS No. 1115-20-4) are unsuitable solvents according to this invention, mixtures of these solvents with a base solvent, eg, a preferred 1,2-hexanediol base solvent wherein the 1,2-hexanediol base solvent is present in effective amounts, also provides liquid, concentrated, clear, fabric softening agents.

Some secondary solvents that may be used are those listed above and below as non-useable solvents, as well as some of the appropriate non-alkylated solvents listed in Tables VIIIA through VIIIE.

The base solvent can either be used to produce a transparent or clear composition or can be used to lower the temperature at which the composition is transparent or clear. Thus, the invention also includes a method of adding a base solvent, in predetermined amounts, to a composition which is not transparent or clear, or which has an instability temperature too high to make the composition transparent or clear, or if the composition is clear, eg at room temperature or at a lower temperature, lower the temperature at which instability occurs, preferably by at least 5°C, more preferably by at least 10°C. The basic advantage of a base solvent is that it provides maximum benefit for a given weight of solvent. This is to be understood as solvent, as the term is used here, refers to the effect of the basic solvent ·· ···· • ·

108 and not its physical form at a given temperature because some of the basic solvents are solid at room temperature.

Alkyl lactates: Certain alkyl lactate esters, e.g., ethyl lactate and isopropyl lactate, have ClogP values in the effective range of 0.15 to 0.64 and can form liquid, concentrated, clear, fabric softeners with active fabric softeners of the present invention, but they must not be used in slightly higher amounts than more effective diol solvents such as 1,2-hexanediol. They can also be used to replace part of the other base solvents of this invention, resulting in liquid, concentrated, clear fabric softeners. This is illustrated in Example I-C.

New compounds: Some of the basic solvents listed above are new compounds. These include: 2,3,3-trimethyl-1,2-butanediol, 2,3-dimethyl-3,4-pentanediol, 4-methyl-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl-3,4-hexanediol, 2,3-dimethyl-3,4-pentanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl-1,3 -propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2 -(2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1 ,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2 ,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol,

2-(2-methylpropyl)-1,4-butanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,2,3-trimethyl- 1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2- ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1, 4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-4-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl- 1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 3• · · · · · • · ··· · · · ···· · • · · · ···· · · ·

109

-propyl-2,4-pentanediol, 2,3-dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl -1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1 ,4-hexanediol, 3,3-dimethyl-1,4-hexanediol, 3,4-dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4,4-dimethyl-1,3 -hexanediol,

4,5-dimethyl-1,4-hexanediol, -dimethyl-1,5-hexanediol, 3, -dimethyl1-1,5-hexanediol, 2,

-dimethyl-1,6-hexanediol, 3, -dimethyl-1-2,4-hexanediol, 2,

-dimethyl-2,5-hexanediol, 3,

2,2-dimethyl-1,5-hexanediol, 3,4-

5-dimethyl-1,5-hexanediol, 4,5-

3-dimethyl-1,6-hexanediol, 2,43-dimethyl-1,6-hexanediol, 4,5-

3-dimethyl1-2,5-hexanediol, 2,43-dimethyl1-2,5-hexanediol, 3,3-dimethyl-2,6-hexanediol,

4-ethyl-1,3-hexanediol, 3-ethyl-2,4-

-hexanediol, 3-ethyl-2,5-hexanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 3-methyl-1,5 -heptanediol, 4-methyl-1,5-heptanediol, 3-methyl-1,6-heptanediol,

5-methyl-1,6-heptanediol, 5-methyl-2,4-heptanediol, 3-methyl-2,5-heptanediol, 2-methyl-1-3,5-heptanediol, 2,6-octanediol, 3,3, 4-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2, of 5-hexanediol and 3,3,5-trimethyl-2,5-hexanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, 3-(2-pentyloxy )-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2- propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy) )-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy) -1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, di(2-hydroxybuty1)ether and di(2-hydroxycyclopenty1)ether.

*· • 4 4 4 · · • · 4 « · 4 ·· ···· · 4 4 4 4 4 4 4 4 444

110

Likewise, the unsaturated analogs of useful basic solvents are novel, particularly unsaturated diols of 7 to 12 carbon atoms, more preferably unsaturated diols of 8 to 10 carbon atoms, except for the specifically mentioned unsaturated diols listed in Table IX above. All these basic solvents provide the non-obvious beneficial effect described above.

III. Optional folders. (A) Water-soluble low molecular weight solvents can also be used in amounts of from 0 to 12, preferably from 1 to 10, more preferably from 2 to 8% by weight. Water soluble solvents cannot provide a clear product with the same low amounts of base solvents as described above, but can provide a clear product if the base solvent is not sufficient to provide a completely clear product. Thus, the presence of these water-soluble solvents is highly desirable. These solvents include ethanol, isopropanol, 1,2-propanediol, 1,3-propanediol, propylene carbonate, etc., but do not include any of the basic solvents (B). These water-soluble solvents have a greater affinity for water in the presence of hydrophobic materials such as an active fabric softener than basic solvents.

(B) Clarifying agents: The compositions according to the invention may optionally also contain from 0.005% to 5% by weight. certain types of hydrophilic optical brighteners which also have the effect of inhibiting dye transfer. If they are used, then the compositions preferably contain them in an amount of from 0.001 to 1% by weight. of the weight of the optical brightener.

Hydrophilic optical brighteners useful in the present invention are those of the general formula

• · ·· ···· ♦· ·· • · · · · · • · · · ·· « · · ··» ·

111 in which R 1 represents a group selected from aniline, N-2-di-hydroxyethyl and NH-2-hydroxyethyl groups, R ₂ represents a group selected from N-2-di-hydroxyethyl, N-2-hydroxyethyl-N-methylamino and a morpholine group, a chlorine atom, and an amine group, and M is a cation that forms a salt, such as a sodium or potassium cation.

If in the above formula R ₁ is aniline group, R ₂ is N-2-di-hydroxyethyl group and M is a cation such as sodium cation, the clarifying agent is 4,4'-di[(4-anilino-6-( N-2-dihydroxyethyl)-1,3,5-triazin-2-yl)amino]-2,2'-stilbendisulfonic acid and its disodium salt. This reagent is available commercially under the trade name Tinopal-UNPA-GX ^(R) from Ciba-Geigy Corporation. Tinopal-UNPA-GX is a preferred hydrophilic optical brightener useful in rinse-in compositions of the invention.

If in the above formula R ₁ is aniline group, R ₂ is N-2-hydroxyethyl-N-2-methylamine group and M is a cation such as a sodium cation, the clarifying agent is the disodium salt of 4,4'-di[(4 -anilino-6-(N-2-hydroxyethyl-N-methylamino)-1,3,5-triazin-2-yl)amino]-2,2'-stilbenedisulfonic acid. This reagent is available commercially under the tradename Tinopal-5BM-GX ^<R> from Ciba-Geigy Corporation.

If in the above formula R ₁ is aniline group, R ₂ is a morpholine group and M is a cation such as sodium cation, the clarifying agent is the disodium salt of 4,4'-di[ (4-anilino-6-morphilino-1,3 ,5-triazin-2-yl)amino]-2,2'-stilbenedisulfonic acids. This reagent is available commercially under the trade name Tinopal-AMS-GX ^(R) from Ciba Geigy Corporation.

(C) Dispersibility Aids. (J) Potential Viscosity/Dispersibility Modifiers: Relatively concentrated compositions containing both saturated and unsaturated diester quaternary ammonium compounds can be produced.

112 ny which are stable without the addition of concentration aids. However, the compositions of the present invention may require organic and/or inorganic concentration auxiliaries to achieve even higher concentrations and/or to meet the requirement for higher stability of standards, according to other ingredients. These concentration aids, which may typically be viscosity modifiers, may be necessary or advantageous to provide stability under extreme conditions if appropriate amounts of an effective softening agent are used. Surfactant concentration aids are typically selected from the group consisting of 1) cationic surfactants with one long alkyl chain, 2) nonionic surfactants, 3) amine oxides, 4) fatty acids, and 5) mixtures thereof. These auxiliary sensors are described in P&G co-pending US Patent Application No. 08/461,207 to Wahl et al., filed Jul. 5, 1995, specifically on page 14, line 12, through page 20, line 12, which is incorporated herein by reference.

If said auxiliary dispersibility agents are present, the total amount of these agents is from 2 to 25, preferably from 3 to 17, more preferably from 4 to 15 and even more preferably from 5 to 13% by weight. from the weight of the product. These materials are added either as part of the active fabric softener (I), e.g., a cationic surfactant with one long alkyl chain and/or a fatty acid, which are reagents used to form a biodegradable fabric softener as discussed above, or are added as a separate folder. The total amount of auxiliary dispersibility agent includes any amount that may be present as part of component (I).

(1) Mono-alkyl cationic quaternary ammonium compound: When the mono-alkyl cationic quaternary ammonium compound is present, it is typically present in an amount of from 2 to 25, preferably from 3 to 17, more preferably from 4 to 15 and even more preferably from 5 up to 13 wt.% from the weight of the product. The total amount of the mono-alkyl cationic quaternary ammonium compound • · means at least an effective amount.

These mono-alkyl cationic quaternary ammonium compounds useful in the present invention preferably mean quaternary ammonium salts of the general formula [R ⁴ N ⁺ (R ⁵ ) ₃ ] x- , in which R ⁴ denotes an alkyl or alkenyl group with 8 to 22 carbon atoms, preferably with 10 to 18 carbon atoms, more preferably with 10 to 14 or 16 to 18 carbon atoms.

each R ⁵ represents an alkyl or substituted alkyl (e.g. hydroxyalkyl) group with 1 to 6 carbon atoms, preferably an alkyl group with 1 to 3 carbon atoms, e.g. methyl (most preferred), ethyl, propyl, etc., benzyl group, atom hydrogen, polyethoxylated chain with 2 to 20 oxyethylene units, preferably 2.5 to 13 oxyethylene units, more preferably 3 to 10 oxyethylene units and mixtures thereof, and

X' means as above for general formula I.

Particularly preferred dispersing aids are monolauryl trimethylammonium chloride, monotallow trimethylammonium chloride, available from Witco under the trade name Varisoft ^(R) 471, and monooleyl trimethylammonium chloride, available from Witco under the trade name Varisoft ^(R) 417.

The R ⁴ group can also be attached to the cationic nitrogen atom by a group that contains one or more ester, amide, ether, amine, etc. linking groups, which may be desirable for increased concentration of component (I), etc. Such linking groups preferably contain from one to three carbon atoms from a nitrogen atom.

Monoalkyl cationic quaternary ammonium compounds also include alkyl (with 8 to 22 carbon atoms) cholinesters. Preferred auxiliary agents for dispersibility of this type are compounds of the general formula • · · · • · • · ··· · · · ···· · ···· ···· ···

114

R ¹ C(O)-o-ch 2 ch 2 n ⁺ (r 3 ) X' , wherein R ¹ , R and X' are as above.

Highly preferred dispersing aids include coconut (12 to 14 carbon atoms) cholinester and tallow (16 to 18 carbon atoms) cholinester.

Suitable biodegradable dispersing agents with one long chain alkyl group containing ester linkages in the long chains are described in US Patent No. 4,840,738 to Hardy and Walley, issued July 20, 1989; this patent is incorporated herein by reference.

If the auxiliary agent for dispersing contains alkylcholine esters, preferably these compositions also contain a small amount of organic acid, preferably from 2 to 5% by weight. from the weight of the product. Organic acids are described in European Patent Application No. 404,471 to Machina et al., published Dec. 27, 1990, supra, which is incorporated herein by reference. The organic acid is preferably selected from the group consisting of glycolic acid, acetic acid, citric acid and their mixtures.

Ethoxylated quaternary ammonium compounds that may serve as dispersing agents include ethyldi(polyethoxyethanol)alkylammonium ethylsulfate with 17 moles of ethylene oxide, available under the tradename Variquat ^(R) 66 from Sherex Chemical Company, polyethylene glycol (15)- oleylammonium chloride, available under the trade name Ethoquad ^(R) 0/25 from Akzo, and polyethylene glycol (15)-coco ammonium chloride, available under the trade name Ethoquat ^(R) C/25 from Akzo.

Although the main function of the dispersing agent is to increase the dispersibility of the ester softening agent, the dispersing agents of the present invention also advantageously have some softening properties. Thus, the compositions according to the present invention essentially do not contain non-nitrogen • ·>

115 ethoxylated nonionic dispersing aids that reduce the overall emollient performance of the compositions.

Also, quaternary compounds having only one long alkyl chain can protect cationic fabric softeners from interacting with anionic surfactants and/or detergent builders, which occurs during rinsing in an aqueous solution.

(2) Amine oxides: Suitable amine oxides include amine oxides with one alkyl or hydroxyalkyl group having 8 to 22 carbon atoms, preferably 10 to 18 carbon atoms, more preferably 8 to 14 carbon atoms, and two alkyl groups selected from the group consisting of alkyl and hydroxyalkyl groups with 1 to 3 carbon atoms.

Examples include dimethyloctylamine oxide, diethyldecylamine oxide, di-(2-hydroxyethyl)dodecylamine oxide, dimethyldodecylamine oxide, dipropyltetradecylamine oxide, methylethylhexadecylamine oxide, dimethyl 1-2-hydroxyoctyldecylamine oxide, and coconut fatty alkyl dimethylamine oxide.

(D) Stabilizers: Stabilizers may be present in the compositions of the present invention. The term stabilizers as used herein includes antioxidants and reducing agents. These agents are present in an amount of from 0 to 2, preferably from 0.01 to 0.2, more preferably from 0.035 to 0.1% by weight. for the antioxidant and more preferably from 0.01 to 0.2 wt.%. in the reducing agent. This ensures good fragrance stability under long-term storage conditions. Stabilizers such as antioxidants and reducing agents are crucial especially for unscented or slightly scented products (no perfume or little perfume).

Examples of antioxidant agents that may be added to the compositions of the present invention include a mixture of ascorbic acid, ascorbic palmitate, and propyl gallate, available from Eastman Chemical Products, Inc. under the trade names Tenox ^<R) • ·

116

PG and Tenox ^{(R >} Sl, a mixture of BHT (butylated hydroxytoluene), BHA (butylated hydroxyanisole), propyl gallate and citric acid, available from Eastman Chemical Products, Inc., under the trade name Tenox ^<R) -6, butylated hydroxytoluene, available from UOP Process Divison under the trade name Sustane ^(R) BHT, tertiary butyl hydroquinone, Eastman Chemical Products, lne., as Tenox ^(R> TBHQ, natural tocopherols, Eastman Chemical Products, lne., as Tenox ^(R) GT-l/GT- 2, butylated hydroxyanisole, Eastman Chemical Products, Inc., as BHA, esters (long chain with 8 to 22 carbon atoms) of gallic acid, e.g., dodecyl gallate, Irganox ^(R) 1010, Irganox ^(R) 1035, Irganox ^<R) 1171, Irganox ^<R) 1425, Irganox ^(R) 3114, Irganox ^(R) 3125 and their mixtures, preferably Irganox ^(R) 3125, Irganox ^(R) 1425 and Irganox ^(R) 3114 and their mixtures, more preferably Irganox ^{<R )} 3125 alone or mixed with citric acid and/or other chelating agents such as isopropyl citrate, Dequest ^(R) 2010 available from Monsanto with the chemical name 1-hydroxyethylidene-1, 1-diphosphonic acid (etidronic acid), Tiron ^(R> , available from Kodak, with the chemical name 4,5-dihydroxy-m-benzenesulfonic acid/sodium sal, and DTPA ^<R> , available from Aldrich, with the chemical name diethylenetriaminepentaacetic acid.

The chemical names and CAS numbers of some of the above stabilizers used in the compositions of the present invention are listed in Table I below.

(E) Soil Release Agents: In the present invention, an optional soil release agent may be added. The addition of the fouling release agent may occur in combination with the premix, in combination with the acid/aqueous site, before or after the addition of the electrolyte, or after the production of the final composition. The fabric softener produced by the method according to the present invention may contain from 0 to 10, preferably from 0.2 to 5% by weight. soil release agents. This soil release agent is preferably a polymer. Polymeric soil release agents useful in the present invention include block copolymers of terephthalate and polyethylene oxide or polypropylene oxide, and the like.

··· · · · · · · ·· ··· · · · · · · · · • · · * · · · · · ·

117

Block copolymers of terephthalate and polyethylene oxide are a preferred type of soil release agent. More preferably, these polymers consist of repeating units of ethylene terephthalate and polyethylene oxide terephthalate in a molar ratio of ethylene terephthalate units to polyethylene oxide terephthalate units of from 25:75 to 35:65. Polyethylene oxide terphthalate containing polyethylene oxide blocks has molecular weights from 300 to 2000. The molecular weight of this polymeric soil release agent is in the range of 25,000 to 55,000.

Another preferred polymeric soil release agent is a crystallizable polyester with repeating units of ethylene terephthalate units in an amount of 10 to 15% by weight. of ethylene terephthalate units with 10 to 50% wt. of polyoxyethylene terephthalate units derived from polyoxyethylene glycol with an average molecular weight of 300 to 6000. The molar ratio of ethylene terephthalate units to polyoxyethylene terephthalate units in the crystallizable polymer compound is between 2:1 and 6:1. Examples of such polymers include the commercially available materials Zelcon 4780 ^(R) (from Dupont) and Milease T ^CR) (from ICI).

Highly preferred soil release agents are polymers of the general formula

0 0 0 “ 14 “ 1S U

X-(OCH ₂ CH ₂ ) _p (OCR ¹⁴ -C-OR ¹⁵ )u(OCR ¹⁴ -OC-O) (CH 2 CH ₂ O-) _n -X , wherein each X represents a closing group, wherein each X is typically selected from the group consisting of hydrogen and alkyl and acyl groups having 1 to 4 carbon atoms, p is selected so that there is a solubility in water, generally from 6 to 113, preferably from 20 to 50, u is decisive for so that the liquid medium has a relatively high ionic strength. There should be very little material where u means a number greater than

10. Furthermore, there should be at least 20, preferably at least 40% by weight. of material where u stands for a number from 3 to 5.

• t ··· · · · ·· • · · « · · · · ···· ···· ···· · ·

118

The groups R ¹⁴ essentially mean 1,4-phenylene groups. The term R ¹⁴ groups essentially mean 1,4-phenylene groups as used herein refers to compounds in which the R ¹⁴ moieties consist essentially of 1,4-phenylene groups or are partially substituted by other arylene or alkarylene groups, alkenyl groups , alkenylene groups or their mixtures. Arylene and alkarylene groups that can be partially substituted for 1,4-phenylene include 1,3-phenylene, 1,2-phenylene, 1,8-naphthylene, 1,4-naphthylene, 2,2-biphenylene, 4 ,4-biphenylene and their mixtures. Alkylene and alkenylene moieties that may be partially substituted include 1,2-propylene, 1,4-butylene, 1,5-pentylene, 1,6-hexamethylene, 1,7-heptamethylene,

1,8-octamethylene, 1,4-cyclohexylene and their mixtures.

The UR of the ¹⁴ groups should be a degree of partial substitution with moieties other than 1,4-phenylene such that the fouling release properties of this compound are not adversely affected to a large extent. The degree of partial substitution that can be tolerated will generally depend on the backbone length of the compound, ie longer backbones may have more partial substitution of 1,4-phenylene groups. Usually those compounds in which R ¹⁴ contains from 50 to 100% by weight. of 1,4-phenylene groups (from 0 to 50% other than 1,4-phenylene), have reasonable soil release efficiency. For example, polyesters made according to the present invention with a molar ratio of isophthalic (1,3-phenylene) to terephthalic (1,4-phenylene) acid of 40:60 exhibit reasonable soil release activity. However, since most polyesters used in fiber manufacture contain ethylene terephthalate units, it is usually desirable to minimize the degree of partial substitution with groups other than 1,4-phenylene in order to obtain the best soil release activity. R ¹⁴ preferably contains only (i.e. 100%) 1,4-phenylene groups, i.e. the group R ¹⁴ means 1,4-phenylene.

UR ¹⁵ groups suitable ethylene or substituted ethylene groups include ethylene, 1,2-propylene, 1,2-butylene,

1,2-hexylene, 3-methoxy-1,2-propylene and their mixtures. Groups R ¹⁵ • a · • · · ·

• e

119 preferably essentially mean ethylene groups, 1,2-propylene groups or their mixtures. The inclusion of a greater percentage of ethylene groups tends to improve the soil removal performance of the compounds. Including a larger percentage

of 1,2-propylene groups surprisingly tends to improve the solubility of these compounds in water.

Thus, the use of 1,2-propylene groups or a similar branched equivalent is desirable for introducing any substantial portion of the soil release component into liquid fabric softeners. Preferably from 75 to 100 wt.% they represent

1,2-propylene groups.

The value of each p is at least 6, preferably at least 10. The value of each n is typically in the range of 12 to 113. Typical values of each p are in the range of 12 to 43.

A more complete description of soil release agents is contained in U.S. Patent Nos. 4,661,267 to Decker, Konig, Straathof and Gosselink, issued Apr. 28, 1987, No. 4,711,730 to Gosselink and Diehl, issued Dec. 8, 1987, No. 4,749,596 to Evans. , to Huntington, Stewart, Wolf and Zimmerer, issued Jun. 7, 1988, No. 4,818,569 to Trinh, Gossenlink and Rattinger, issued Apr. 4

1989, No. 4,877,896 Maldonada, Trinha and Gossenlinka, issued Oct. 31, 1989, No. 4,956,447 Gosselinka et al., issued September 11

1990, and No. 4,976,879 to Maldonada, Trinha and Gosselink, issued

December 11, 1990; all such patents are incorporated herein by reference.

These soil release agents can also act as foam dispersants.

(F) Foam dispersing agent: In the present invention, the premix (premix) may be combined with an optional foam dispersing agent other than the dirt releasing agent and heated to a temperature at or above the melting point of the components.

• · • * · ·

120

Preferred foam dispersing agents according to the invention are agents made from highly ethoxylated hydrophobic materials. This hydrophobic material can be a fatty alcohol, fatty acid, fatty amine, fatty acid amide, amine oxide, quaternary ammonium compound, or hydrophobic moieties used to form soil release polymers. Preferred foam dispersants are highly ethoxylated, eg more than 17, preferably more than 25, more preferably more than an average of 40 moles of ethylene oxide per molecule with a polyoxyethylene oxide moiety of from 76 to 97, preferably from 81 to 94 wt%. of the total molecular weight.

The amount of foam dispersing agent is sufficient to maintain the foam under conditions of use at an acceptable, preferably undetectable to the consumer level, but not sufficient to adversely affect the fabric softening effect. For some purposes it is desirable that the foam does not exist. Depending on the amount of anionic or nonionic detergent, etc. used in the wash cycle of a typical laundry process, the effectiveness of pre-add rinse steps, water hardness, amount of anionic or nonionic detergent surfactant and detergent component (especially phosphates and zeolites) entrapped in the fabric (laundry) will vary ). A minimum amount of foam dispersing agent should normally be used to avoid adversely affecting the softening properties. Dispersing the foam typically requires at least 2, preferably at least 4 (at least 6, preferably at least 10 for maximum foam removal) wt%. due to the amount of effective fabric softener. However, at an amount of around 10% or more wt. (regarding the fabric softener) there is a risk of losing the product's fabric softening effectiveness, especially when the fabrics contain high proportions of non-ionic surfactants that have been absorbed during washing.

Preferred foam dispersing agents are Brij 700 ^(R) , Varonic U-250 ^(R) , Genapol T-500 ^(R) , Genapol T-800 ^(R) , Plurafac A-79 ^(R) and Neodol 25-50 ^(R) .

(G) Bactericides: Examples of bactericides that are used include

121 live in the compositions of this invention include glutaraldehyde, formaldehyde, 2-bromo-2-nitro-propane-1,3-diol sold by Inolex Chemicals, located in Philadelphia, Pennsylvania, under the trade name Bronopol ^(R) , and a mixture of 5 -chloro-2-methyl-4-isothiazolin-3-one and 2-methyl-4-isothiazolin-3-one, sold by Rohm and Haas Company under the trade name Kathon with a content of 1 to 1000 ppm by weight. reagents.

(H) Perfume: The present invention may contain any perfume compatible with the fabric softener. Suitable perfumes are described in US Patent No. 5,500,138 to Bacon et al., issued March 19, 1996, which is incorporated herein by reference.

Perfumes, as used herein, include fragrant substances or mixtures of substances including natural (ie, obtained by extracting flowers, herbs, leaves, roots, bark, wood or plants), artificial (ie, a mixture of different natural oils or oil constituents), and synthetic (ie synthetically produced) fragrances. These materials are often accompanied by auxiliary agents such as fixing agents, bulking agents, stabilizing agents and solvents. These auxiliary agents are also included under the term perfume as used herein. Perfumes are typically complex mixtures of many organic compounds.

Examples of perfume ingredients useful in the perfumes of the compositions of the present invention include, but are not limited to, hexyl cinnamic aldehyde, amyl cinnamic aldehyde, amyl salicylate, hexyl salicylate, terpineol, 3,7-dimethyl-cis-2,6-octadien-l-ol, 2 ,6-dimethyl-2-octanol, 2,6-dimethyl-7-octen-2-ol, 3,7-dimethyl-3-octanol, 3,7-dimethyl-trans-2,6-octadien-1-ol , 3,7-dimethyl-6-octen-1-ol, 3,7-dimethyl-1-octanol, 2-methyl-3-(p-tert.butylphenyl)-propionaldehyde, 4-(4-hydroxy-4- methylphenyl)-3-cyclohexene-1-carboxaldehyde, tricyclodecenyl propionate, tricyclodecenyl acetate, anisaldehyde, 2-methyl-2-(p-isopropylphenyl)-propionaldehyde, ethyl 3-methyl-3-phenyl-glycidate, 4-( p-hydroxyphenyl)-butan-2-one,1-(2,6,6-trimethyl-2-cyclohexen-1-yl)-2-buten-1-one, p-methoxyacetophenone, p-methoxy-α-phenylpropene , • · • · ··· · · · ···· ···· · · · · · ·

122 methyl-2-hexyl-3-oxo-cyclopentanecarboxylate and gamma-undecalactone.

Other examples of fragrant materials include, but are not limited to, orange oil, lemon oil, grapefruit oil, bergamot oil, clove oil, gamma-dodecalactone, methyl 2-(2-pentyl-3-oxo-cyclopentyl)-acetate, β-naphthol methyl ether, methyl-B-naphthyl ketone, coumarin, decylaldehyde, benzaldehyde, 4-tert.butylcyclohexyl acetate, α,α-dimethylphenethyl acetate, methylphenylcarbinyl acetate, Schiff's base 4-(4-hydroxy-4-methylpentyl) -3-cyclohexene-1-carboxaldehyde and methyl anthranilate, cyclic diester of ethylene glycol with tridecanedioic acid, 3,7-dimethyl-2,6-octandien-1-nitrile, gamma-methyl-ionone, α-ionone, B-ionone, peptitgrain, methyl-cedrylone, 7-acetyl-1,2,3,4,5,6,7,8-octahydro-1,1,6,7-tetramethylnaphthalene, methyl-ionone, methyl-1,6,10 -trimethyl-2,5,9-cyclododecatrien-1-yl-ketone, 7-acetyl-1,1,3,4,4,6-hexamethyl-tetralin, 4-acetyl-6-tert.butyl-1,1 -dimethyl-indane, benzophenone, 6-acetyl-1,1,2,3,3,5-hexamethylindane, 5-acetyl-3-isopropyl-1,1,2,6-tetramethylindane, 1-dodecanal, 7-hydroxy -3,7-dimethyloctanal, 10-undecen-1-al, isohexenyl-cyclohexyl-carboxaldehyde, formyl-tricyclodecane, cyclopentadecanolide, 16-hydroxy-9-hexadecenoic acid lactone, 1,3,4,6,7,8-hexahydro -4,6,6,7,8,8-hexamethylcyclopenta-y-2-benzopyran, ambroxan, dodecahydro-3a,6,6,9a-tetramethylnaphtho[2,1b]furan, cedrol, 5-(2,2, 3-trimethylcyclopent-3-enyl)-3-methylpentan-2-ol, 2-ethyl-4-(2,2,3-trimethyl-3-cyclopenten-1-yl)-2-buten-1-ol, caryophyllene alcohol, cedryl acetate, p-tert.butyl cyclohexyl acetate, patchouli oil, resinous olibanum, labdanum, vetiver oil, copaiba balsam, fir balsam and condensation products of hydroxycitronellal and methylanthranilate, hydroxycitronellal and indole, phenylacetaldehyde and indole and 4-(4-hydroxy- of 2-methyl-pentyl)-3-cyclohexene-1-carboxaldehyde and methyl anthranilate.

Other examples of perfume ingredients are: geraniol, geranyl acetate, linalool, linalyl acetate, tetrahydrolinallol, citronellol, citronellyl acetate, dihydromyrcenol, dihydromyrcenyl acetate, tetrahydromyrcenol, terpinyl acetate, nopol, nopylation·* ····

123 tat, 2-phenylethanol, 2-phenylethyl acetate, benzyl alcohol, benzyl acetate, benzyl salicylate, benzyl benzoate, styralyl acetate, dimethylbenzylcarbinol, trichloromethylphenylcarbinyl, methylphenylcarbinyl acetate, isononyl acetate, vetiveryl acetate, vetiverol, 2-methyl-1-3-(p-tert.butylphenyl)-propanal, 2 -methyl1-3-(p-isopropylphenyl)-propanal, 3-(p-tert.butylphenyl)-propanal, 4-(4-methyl-3-pentenyl)-3-cyclohexenecarbaldehyde, 4-acetoxy-3-pentyltetrahydropyran, methyl1 -dihydrojasmonate, 2-heptylcyclopentanone, 3-methyl-2-pentyl-cyclopentanone, decanal, dodecanal, 9-decenol-1, phenoxyethyl isobutyrate, dimethylacetal of phenylacetaldehyde, diethylacetal of phenylacetaldehyde, geranonitrile, citronellonitrile, cedrylacetal, 3-isocamphylcyclohexanol, cedry lmethylether, isolongifolanon, aubepin-nitrile, aubepin, heliotropin, eugenol, vanillin, diphenyloxide, hydroxycitronellal-ionones, methylionones, isomethylionomes, irons, cis-3-hexenol and its esters, indane musk fragrances, tetralin musk fragrances, isochroman musk fragrances, macrocyclic ketones, macrolactone musk fragrances and ethylene brassylate.

Perfumes useful in the compositions of the present invention are substantially free of halogenated materials and nitromusks.

Suitable solvents, diluents or carriers for the above perfume components are, for example, ethanol, isopropanol, diethylene glycol, monoethyl ether, dipropylene glycol, diethyl phthalate, triethyl citrate, etc. The amount of these solvents, diluents or carriers included in the perfumes is preferably kept to the minimum necessary to ensure a homogeneous perfume solution .

The perfume may be present in an amount of from 0 to 10, preferably from 0.1 to 5, more preferably from 0.2 to 3% by weight. from the weight of the final product. The fabric softeners of the present invention provide improved deposition of perfume on fabrics.

(I) Chelating Agents: The compositions and methods of this invention may optionally use one or more copper and/or nickel chelating agents (chelating agents). This chela• « · · * · ··· · ·· ·· ··· · · · · · · ·

124 water-soluble chelating agents may be selected from the group consisting of aminocarboxylates, aminophosphonates, polyfunctionally substituted aromatic chelating agents, and mixtures thereof, all as described below. The whiteness and/or clarity of the fabrics is substantially improved or regenerated by these chelating agents. The stability of the materials in these compositions is improved.

Aminocarboxylates useful as chelating agents according to the invention include ethyldiaminetetraacetates (EDTA), N-hydroxyethylethylenediaminetriacetates, nitriletriacetates (NTA), ethylenediaminetetrapropionates, ethyldiamine-N,N'-diglutamates, 2-hydroxypropylenediamine-N,N'-disuccinates, triethylenetetraminehexaacetates, diethylenetriaminepentaacetates. (DETPA) and ethanoldiglycines, including their water-soluble salts, such as alkali metal salts, ammonium and substituted ammonium salts, and mixtures thereof.

Aminophosphonates are also suitable for use in the compositions according to the invention as chelating agents, if at least low amounts of total phosphorus are allowed in the detergent compositions. These agents include ethyldiaminetetrakis(methylenephosphonates), diethylenetriamine-Ν,Ν,Ν',N'',N''-pentakis(methanephosphonate) (DETMP) and 1-hydroxyethane-1,1-diphosphonate (HEDP). These aminophosphonates preferably do not contain an alkyl or alkenyl group with more than 6 carbon atoms.

Chelating agents are typically used in rinses of the invention in amounts of from 2 ppm to 25 ppm for periods of from 1 minute to several hours of soaking.

A preferred EDDS chelating agent (also known as ethylenediamine-N,Ν'-disuccinate) used herein is the material described in US Patent 4,704,233, cited above, of the formula (given in acid form) ···· ·· ·· ···· ·· ·· • · · · · · ···· • · ··· · · · · ♦ · · · ···· ···· · · ·

125

H-N-CH,-CH,-N-H

II

HOOC-CH,-CH CH-CH ₉ -COOH

II

COOHCOOH

As described in the patent, EDDS can be prepared using maleic anhydride and ethylenediamine. The preferred biodegradable [S,S]-isomer EDDS can be prepared by reacting L-aspartic acid with 1,2-dibromomethane. EDDS has the advantage over other chelating agents that it is effective for complexing both copper and nickel ions, is available in a biodegradable form, and does not contain a phosphorus atom. The EDDS used herein as a chelating agent is typically in salt form, i.e., one or more of the four acidic hydrogen atoms are replaced by a water-soluble M cation such as sodium, potassium, ammonium, triethanolammonium, and the like. As noted above, the EDDS chelating agent is also typically used in the present rinsing process in amounts from 2 ppm to 25 ppm for 1 minute to several hours of soaking. At some pHs, EDDS is preferably used in combination with zinc cations.

A variety of chelating agents can be used here. In fact, simple polycarboxylates such as citrate, oxydisuccinate, and the like can also be used, although these chelating agents are not as effective as aminocarboxylates and phosphonates on a weight-by-weight basis. The amount that is used is then adjusted according to the different degrees of complexing activity. The chelating agents used here preferably have a stability constant (fully ionized chelating agent) for copper ions of at least 5, preferably at least 7. The chelating agents will typically be contained in the compositions according to the invention in amounts from 0.5 to 10% by weight, more preferably from 0 .75 to 5% wt. of the weight of the total means, in addition to those that are stabilizing agents. Preferred chelating agents include DETMP, DETPA, NTA, EDDS and mixtures thereof.

(J) Other possible components: The present invention may allow · ···· · · · · · · ·

126 may include any ingredients conventionally used in fabric treatment agents, such as dyes, preservatives, surfactants, anti-caking agents, pilling agents, anti-soiling agents, germicides, fungicides, antioxidants such as butylated hydroxytoluene, anti-corrosion agents, etc.

Particularly preferred components include water-soluble calcium and/or magnesium compounds that provide additional stability. Chloride salts are preferred, but acetate, nitrate and other salts can also be used. The amount of said calcium and/or magnesium salts is from 0 to 2, preferably from 0.05 to 0.5, more preferably from 0.1 to 0.25% by weight.

The present invention may also include other compatible ingredients, including those described in companion applications Nos. 08/372,068 Rusche et al., filed Jan. 12, 1995, 08/372,490 Shawa et al., filed Jan. 12, 1995, and 08/277,558 to Hartman et al., filed Jul. 19, 1994, which is incorporated herein by reference.

Examples of embodiments of the invention

In this section, the preparation of basic solvents will be presented first.

Preparation of diol basic solvents

Various synthetic methods can be used to prepare diol base solvents. The appropriate method is selected according to the specific structural requirements of each basic solvent. Most basic solvents can be produced in more than one way. The methods presented herein for each specific base solvent are illustrative only and should not be considered as limiting examples.

·· ··· · ·· 99 99 • · 999 9 9

9 9 ·

127

Method A

Preparation of 1,5-, 1,6- and 1,7-diols

Method 1

This method of synthesis is a general method for the preparation of α,ω-diols derived from substituted cyclic alkenes. Examples of cyclic alkenes are the alkylated isomers of cyclopentene, cyclohexene and cycloheptene. The general formula of useful alkylated cyclic alkenes is

in which R is hydrogen or alkyl having 1 to 4 carbon atoms and x is 3, 4 or 5.

Cyclic alkenes can be converted to terminal diols in a three-step reaction.

Step 1 is the reaction of cyclic alkenes with ozone (0 ₃ ) in a solvent such as anhydrous ethyl acetate to form an ozonide intermediate. In step 2, the ozonide is reduced, e.g. by hydrogen on a palladium catalyst, to a dialdehyde, which is then converted to the target diol in step 3 by reduction with borohydride.

1,2-diols are generally prepared by direct hydroxylation of the corresponding substituted olefins. For example, an olefin of the general formula

RR R where R is hydrogen, alkyl, etc.

In a typical reaction, the alkene is allowed to react with the peroxide ·· · · · · ·· ···· · ···· ···· · · ·

128 hydrogen (30% (wt)) and a catalytic amount of osmium oxide in tert.butanol or another suitable solvent. The reaction was cooled to 0 °C and allowed to run overnight. Unreacted compounds and solvent are removed by distillation and the desired 1,2-diol is isolated by distillation or crystallization.

Method 2

Another method is to convert the olefin to an epoxide by reaction with m-chloroperbenzoic acid or peracetic acid in a solvent such as methylene chloride at temperatures below 25°C. The epoxide thus obtained is opened to a diol, e.g. by hydrolysis with dilute sulfuric acid. Step 3 to the target diol can be accomplished by reduction with borohydride.

Method 3

Another method of preparing these compounds is the direct hydroxylation of a cyclic alkene with hydrogen peroxide and a catalytic amount of osmium oxide. This reaction provides a cyclic diol, which is then converted to an open-chain dialdehyde by periodate or lead acetate. The dialdehyde is then reduced with borohydride as in method 1. The desired 1,5- or 1,6-diols etc. are obtained.

···· ·· ·· ···· ·· ·· «·· ·· · ···· • · ··· · · · ···· · ···· ···· ···

129

Method B

Preparation of 1,2-diols

Method 1

Method C

Preparation of 1,3-diols

Acylation of enamines

This preparation is a preparation of the general type of 1,3-diols and includes diverse structural features. Enamines are formed from both ketones and aldehydes, which react with acid chlorides to form an acylated product. The acylated amine derivative is hydrolyzed back to the acylated carbonyl compound, which is the 1,3-dicarbonyl precursor, to the desired 1,3-diol. This diol is obtained by reduction

1,3-dicarbonyl compounds with borohydride.

Thus, acetaldehyde(s) can be reacted with a secondary amine, preferably cyclic amines such as pyrrolidine or morpholine, by refluxing in a solvent such as toluene with a catalytic amount of p-toluenesulfonic acid. As the amine reacts (condenses) with the carbonyl compound, water is produced and this is removed, eg by refluxing with a water trap. After removal of the theoretical amount of water, the reaction mixture is evaporated, e.g. in vacuo, to remove the solvent, if desired (acylation can be carried out in the same solvent system in most cases).

The anhydrous crude enamine, containing some excess amine, is allowed to react with the appropriate acid chloride at 20°C. The acylated enamine is obtained. This reaction is usually allowed to stir overnight at room temperature. The total reaction mixture is then poured onto crushed ice, stirred and acidified with 20% (w/w) HCl.

• · · · • *

130

In this way, the enamine is hydrolyzed to an acylated dicarbonyl compound. This intermediate is then isolated by extraction and distillation to remove low-boiling impurities, after which it is reduced with sodium borohydride to the desired 1,3-diol.

Method D

Preparation of 1,4-diols by aldol condensation and reduction

Typical reactions include one or more aldehydes, one or more ketones, and mixtures thereof that have at least one α-hydrogen atom on the carbon atom next to the carbonyl group. Typical examples of some reactants and some potential end products are as follows:

r-ch ₂ -cho -> HO-CH ₂ -CH(R) -choh-ch ₂ -r r-ch ₂ -cho + R'-CH ₂ CHO -> ho-ch ₂ -ch(r) -choh -ch ₂ -r + ho-ch ₂ -ch (R') -choh-ch ₂ -r' + HO-CH ₂ -CH (R') -choh-ch ₂ -r+ HO-CH ₂ -CH(R ) -choh-ch ₂ -r' r-ch ₂ -cho + R'-C0-CH ₃ -> HO-CH ₂ -CH(R) -choh-ch ₂ -r + r-ch ₂ -chohch ₂ - choh-r

The aldehyde, ketone, or mixture thereof to be condensed is placed in an autoclave under an inert atmosphere in a solvent such as butanol or a phase transfer medium such as polyethylene glycol. If a mixed condensation is the goal, such as the condensation of a mixture of a ketone and an aldehyde, these reagents are typically used in a 1:1 molar ratio. A catalytic amount of a strongly alkaline catalyst such as sodium methoxide is added, typically 0.5 to 10% (molar) of the reactants. The autoclave is closed and the mixture is heated at 35 to 100 °C until most of the original reactants have reacted, usually 5 min to 3 h. The crude mixture is neutralized and the carbonyl functions present are reduced by hydrogenation over Raney nickel at 100 °C for 1 h and 5 MPa.

• · « · · · · · · · · · · · ♦ » · · « · · · · ·

131

Volatile components are removed by distillation. The desired diol base solvents are obtained by vacuum distillation.

More information on this method of preparation is described in: Pochini, A. and Ungaro, R.: Synthesis (3), 164 (1975), PCT International Application WO 9,507,254 Kulmala et al., March 16, 1995, Japanese Patent Application No. 40,333 Šata et al., Feb. 9, 1990, Japanese Patent Application No. 299,240 Šata et al., Dec. 4, 1989, and European Patent Application No. 367,743 to Ankner et al., May 9, 1990; said article and all patents are incorporated herein by reference.

Illustrative examples

Condensation of butyraldehyde and/or isobutyraldehyde and conversion to eight-carbon 1,3-diols

A portion of butanol (148 g, 2 moles, Aldrich) in a 500 mL three-necked round-bottom flask equipped with a stirrer, internal thermometer, condenser, and nitrogen purge connection is treated with sodium metal (2.3 g, 0.1 mole, Aldrich ) until all the sodium has dissolved. A mixture of butyraldehyde (72 g, 1 mol, Aldrich) is then added and the system is maintained at 40 °C until most of the original aldehydes have reacted. The basic catalyst is neutralized by careful addition of sulfuric acid, the salts are filtered off and the solution is hydrogenated with Raney nickel for 1 h at 100 °C and 5 MPa. 1,3-diols with eight carbon atoms are obtained. The butanol solvent and any isobutanol formed during the reaction are removed by distillation. A mixture of 1,3-diols with eight carbon atoms is obtained: 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-dimethyl-1,3-hexanediol and 2 -ethyl-4-methyl-1,3-pentanediol. This mixture is optionally further purified by vacuum distillation or decolorization with activated carbon. The isolated solvent is used for further batches of diol production.

If only butyraldehyde is used in this reaction, the major product obtained is 2-ethyl-1,3-hexanediol.

• · • ·

132

If only isobutyraldehyde is used in this reaction mixture, the main product obtained is 2,2,4-trimethyl-1,3-pentanediol.

Mixed condensation of butyraldehyde and methyl ethyl ketone and conversion to a mixture of 1,3-diols with eight carbon atoms

Conditions A: A portion of butanol (148 g, 2 moles, Aldrich) in a 500 mL three-necked round-bottomed flask equipped with a stirrer, internal thermometer, condenser, and nitrogen purge connection is treated with sodium metal (2.3 g, 0.1 mole, Aldrich) until all the sodium is dissolved. A mixture of butyraldehyde (72 g, 1 mol, Aldrich) and 2-butanone (72 g, 1 mol, Aldrich) was then added and the system was maintained at 40 °C until most of the butyraldehyde had reacted. The basic catalyst is neutralized by careful addition of sulfuric acid and the salts are filtered off. Optionally, unreacted starting materials are removed by distillation together with the reaction solvent. The mixture, which contains condensation products, is hydrogenated over Raney nickel for 1 h at 100 °C and 5 MPa. A mixture of 1,3-diols with eight carbon atoms is obtained, which contains 2-ethyl-1,3-hexanediol, 2-ethyl-3-methyl-1,3-pentanediol, 3,5-octanediol, 3-methyl-3 ,5-heptanediol and smaller amounts of others

1,3-diol isomers, e.g. 3-methyl-2,4-heptanediol and 3,4-dimethyl 1-2,4-hexanediol. The crude mixture of diols can then be further purified by fractional distillation.

Conditions B: Repeat the above reaction except that two moles of butyraldehyde are used for each mole of 2-butanone. This leads to a reaction product with a higher proportion of diols originating from the self-condensation of aldehyde (i.e. 2-ethyl-1,3-hexanediol and from the mixed condensation of aldehyde and 2-butanone (e.g. 2-ethyl-3-methyl-1,3-pentanediol and 3,5-octanediol) and a smaller proportion of diols that arise from the self-condensation of 2-butanone (e.g. 3-methyl-3,5-heptanediol and 3,4-dimethyl-2,4-hexanediol).

Conditions C: The above condensation is repeated, placing 1 mol of 2-butanone in the reaction vessel together with the dis • · · ·· ····· • · · « · · ♦ · · · · · · « · · · · · · ·· · ·

133 and catalyst and 1 mol of butyraldehyde is gradually added. Conditions are adjusted so that the rate of self-condensation of 2-butanone is slow and the more reactive aldehyde carbonyl reacts immediately upon addition. This leads to a reaction product with a higher proportion of diols originating from the condensation of 2-butanone with butyraldehyde and from the self-condensation of 2-butanone and a lower proportion of diol originating from the self-condensation of butyraldehyde.

Conditions D: The above condensation C is repeated at low temperature. A portion of 1.0 moles of 2-butanone is dissolved in 5 volumes of dry tetrahydrofuran. This solution is cooled to -78 °C. 0.95 mole of potassium hydride is added in portions. When the evolution of hydrogen stops, the solution is allowed to stand for 1 h to allow equilibration to the more stable enolate, and then 1 mol of butyraldehyde is added slowly with good stirring while maintaining the temperature at -78 °C. After the addition is complete, the solution is gradually allowed to warm to room temperature and neutralized by the careful addition of sulfuric acid. The salts are filtered off. Optionally, unreacted starting materials are removed by distillation together with the reaction solvent. The mixture, which contains condensation products, is hydrogenated over Raney nickel for 1 h at 100 °C and 5 MPa. The diol obtained mainly from the condensation of the enolate of 2-butanone with butyraldehyde, 3,5-octanediol. Purification is possibly done by distillation.

Mixed condensation of isobutyraldehyde and methyl ethyl ketone and conversion to a mixture of 1,3-diols with 8 carbon atoms

The reaction is repeated under conditions A above except that butyraldehyde is replaced by isobutyraldehyde. Condensation and reduction proceed analogously. The final diol products are mainly 2,2,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,3-pentanediol, 2-methyl-3,5-heptanediol and 3-methyl-3,5 -heptanediol.

Mixed condensation of butyraldehyde, isobutyraldehyde and methyl ethyl ketone and conversion to a mixture of 1,3-diols with 8 carbon atoms

The reaction is repeated under the above conditions A except that

134 that one mole each of butyraldehyde, isobutyraldehyde and 2-butanone is used. Condensation and reduction proceed analogously. A mixture of 1,3-diols with eight carbon atoms is obtained primarily consisting of 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-dimethyl-1,3-hexanediol , 2-ethyl-4-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 3,5-octanediol, 2,2,3-trimethyl-1,3-pentanediol, 2 of -methyl-3,5-heptanediol and 3-methyl-3,5-heptanediol, together with other minor isomers arising from condensation on methylene 2-butanone instead of methyl.

Mixtures prepared by condensation of butyraldehyde, isobutyraldehyde and/or methyl ethyl ketone preferably contain no more than 90%, preferably no more than 80%, more preferably no more than 70%, even more preferably no more than 60% and most preferably no more than 50% by weight. any specific compound. Also, the reaction mixtures should not contain more than 95, preferably not more than 90, more preferably not more than 85 and most preferably not more than 80% by weight. butyraldehyde or isobutyraldehyde.

Method E

Preparation of 1,4-diols by addition of acetylide to carbonyl compounds

Metal acetylides, e.g. Na ⁺ ':C=C:' Na ⁺ , react with aldehydes or ketones to form unsaturated alcohols, e.g.

OHHH

R-CO-CH, + NaC=CNa -> R-C-C=C-C-R

II ch ₃ ch

The resulting acetylenic diol is then reduced to an alkene or completely reduced to a saturated diol. This reaction can also be performed by reducing an 18% (w/w) suspension of monosodium acetylide with a carbonyl compound to form acetylenic alcohol, which can be converted to the sodium salt and reacted with another mole of carbonyl compound to give an unsaturated 1,4-diol. If mixed carbonyl compounds with diacetyl are used• · · · •

·· ··· · · · ···· · • · · · ···· · · ·

135 dy, a mixture of diols is obtained. If monoacetylide is used, specific structures can be produced in higher yields.

Illustrative example: Preparation of 6-methyl-2,5-heptanediol

A suspension of sodium acetylide (18% (wt) in xylene) is allowed to react with isobutyraldehyde to form acetylenic alcohol:

(CH ₃ ) ₂ CH-CHO + NaC=CH -> (CH ₃ ) ₂ CH-CHOH-C=CH .

Acetylenic (ethynyl) alcohol is converted to sodium acetylide R-CHOH-C^CNa, which is allowed to react with one mole of acetaldehyde to form ethynyldiol R-CHOH-C=CC-CHOH-R'. This compound (CH ₃ ) ₂ CH-CHOH-C=CC-CHOH-CH ₃ can be isolated as an unsaturated diol, if desired, reduced by catalytic hydrogenation to the corresponding material containing a double bond instead of an acetylenic bond, or further reduced by catalytic hydrogenation to a saturated 1,5-diol.

Method F

Preparation of substituted diols derived from cyclic anhydrides, lactones and esters of dicarboxylic acids

This method of preparation is a method of synthesis of diols, especially some 1,4-diols which are derived from anhydrides, lactones and diesters of dicarboxylic acids, but not limited to 1,4-diols or diacids with four carbon atoms.

These types of diols are generally synthesized by reducing the corresponding anhydride, lactone, or diester with bis(2-methoxyethoxy)aluminosodium hydride (Red-Al) as a reducing agent. This reducing agent is commercially available as a 3.1M solution in toluene and provides 1 mole of hydrogen per mole of reactant. Diesters and cyclic anhydrides require 3 moles of Red-Al per mole of substrate. When using alkyl group-substituted acid anhydrides • ·

136 amber to illustrate this method, a typical reduction occurs as follows:

The anhydride is first dissolved in anhydrous toluene and placed in a reaction vessel with a dropper, a mechanical stirrer, a thermometer and a reflux condenser terminated with calcium chloride and caustic soda tubes to exclude the presence of moisture and carbon dioxide. The reducing agent in toluene is dropped and slowly added to the stirred anhydride solution. The reaction is exothermic and the temperature is allowed to reach 80°C. The reaction mixture is maintained at 80 °C during the remaining addition time and then for an additional 2 h.

The reaction mixture is then cooled back to room temperature. The mixture is then added to a stirred solution of HC1 (20% (w/w)), which is cooled in an ice bath. The temperature is maintained at 20 to 30 °C. After acidification, the mixture is separated in a separator and the organic layer is washed with a dilute saline solution to a neutral pH value. The neutral diol solution is dried over anhydrous magnesium sulfate, filtered, and the desired 1,4-diol is obtained by distillation under vacuum.

Method G

Preparation of diols with one or both secondary or tertiary alcohol functions

This method is a general method for the preparation of substituted diols from lactones and/or diesters by alkylation of the carboxyl group(s) using methylmagnesium bromide (Grignard reagent) or alkyllithium compounds, usually methyllithium, e.g.

• · · · • ·

137

2CH? ----►

OH é-CHj énj

CHj-OH

This type of alkylation can be extended to diesters. An excess of methylating agent will generate diols in which both alcohol groups are tertiary.

Method H

Preparation of substituted 1,3-, 1,4- and 1,5-diols

This method is a general preparation of certain 1,3-, 1,4-, and 1,5-diols using the chemistry shown in Method A-1 and A-2. A variation here is the use of cyclic alkadienes instead of the cycloalkenes described in Methods A. The general formula of the starting compound is

R I (CRih I C^H

I R /

wherein each R is hydrogen or alkyl having 1 to 4 carbon atoms and x is 1, 2 or 3.

These reactions are reactions from methods A, with the fact that one mole of ethylene glycol is generated for each mole of the desired diol base solvent formed, e.g. in the preparation of 2,2-dimethyl-1,4-hexanediol z1-ethyl-5,5-dimethyl- of 1,3-cyclohexanediol (CAS No. 79419-18-4):

CH ₃ ch ₃ —σ'

^C -C

AND

c ₂ h ₅

CHj \ _C—OH OH 1 CHj—c CH ₂ and + 1 'c—OH ch ₂ I 1 c ₂ h ₃ OH

• · · ·

138

Preparation of polyethoxylated derivatives

Polyethoxylated derivatives of diol base solvents are typically prepared in a high pressure reactor under a nitrogen atmosphere. An appropriate amount of ethylene oxide is added to a mixture of diol solvent and potassium hydroxide at high temperature (from 80 to 170°C). The amount of ethylene oxide is calculated relative to the amount of diol solvent to add the correct number of ethylene oxide groups per diol molecule. When the reaction is complete, eg after 1 h, the remaining unreacted ethylene oxide is removed in vacuo.

Illustrative example: Preparation of tetraethoxylated 3,3-dimethyl-1,2-butanediol

354 g (3.0 mol) of 3,3-dimethyl-1,2-butanediol and 0.54 g of KOH are added to a two-liter Parr reactor equipped with a temperature controller. The reactor is purged with nitrogen and evacuated three times to a pressure of 4 kPa. The reactor is then again filled with nitrogen to atmospheric pressure and heated to 130 °C. The reactor pressure is adjusted slightly below atmospheric pressure with a moderate vacuum. Ethylene oxide (528 g, 12 mol) was added over 1 h while maintaining the temperature at 130 °C. After another hour, the contents were cooled to 90 °C and a vacuum was applied to remove residual ethylene oxide.

Preparation of methyl-terminated polyethoxylated derivatives

Methyl-terminated polyethoxylated derivatives of diols are typically prepared either by the reaction of methoxypoly(ethoxy)ethyl chloride (i.e. CH ₃ O-(CH ₂ CH ₂ O) _n -CH ₂ CH ₂ -Cl) of the desired chain length with a selected diol, or by reregulating a methyl-terminated glycol (i.e. CH ₃ O-(CH ₂ CH ₂ O) _n -CH ₂ CH ₂ -OH) of the desired chain length with an epoxy diol precursor or a combination of these methods.

• · • · ·

139

Illustrative example: Synthesis of (CH ₃ ) ₂ C (OH) CH (CH ₃ ) (OCH ₂ CH ₂ ) ₄ OCH ₃ , a methyl-terminated tetraethoxylated derivative of 2-methyl-2,3-butanediol

Tetraethylene glycol methyl ether (208 g, 1.0 mol) and sodium metal (Aldrich, ^{2.3 g} , 0.10 mole). The mixture is heated to 100 °C under argon. After the sodium dissolved, 2-methyl-2,3-epoxybutane (86 g, 1.0 mol) was added and the solution was stirred overnight under argon at 120 °C. ¹³ C-NMR (DMSO-d ₆ ) by the disappearance of the epoxide peaks indicates that the reaction is complete. The reaction mixture was cooled, poured into an equal volume of water, neutralized with 6N HCl, saturated with sodium chloride and extracted twice with dichloromethane. The combined dichloromethane layers were dried over sodium sulfate and the solvent was evaporated. The desired polyether alcohol is obtained in the crude state. If necessary, it is purified by fractional distillation in a vacuum.

Synthesis of methoxytriethoxyethyl chloride

Tetraethylene glycol methyl ether (208 g, 1 mol) was added to a one-liter three-necked round-bottom flask equipped with a magnetic stirrer, condenser, and temperature controller (Thermowatch I ² R) under argon. With good stirring, thionyl chloride (256 g, 2.15 mmol) was added dropwise over 3 h. The temperature is maintained at 50 to 60 °C. The reaction mixture is then heated to 55 °C overnight. The ¹³ C-NMR spectrum (D ₂ 0) shows only a small maximum (at 60 ppm) of unreacted alcohol and a maximum at 43.5 ppm representing the chlorinated product (-CH ₂ C1). Saturated sodium chloride solution is slowly added to this material until the thionyl chloride is decomposed. The material is diluted with 300 ml of saturated sodium chloride solution and extracted with 500 ml of methylene chloride. The organic layer was dried and the solvent was removed on a rotary evaporator. Crude methoxyethoxyethyl chloride is thus obtained. If necessary, it is purified by fractional distillation in a vacuum.

• · • · · · · · · · · · · · ···· · · · ♦ ··

140

Synthesis of C ₂ H ₅ CH(OH) CH(CH ₃ ) CH ₂ (OCH ₂ CH ₂ ) ₄ OCH ₃ , a tetraethoxylated derivative of 2-methyl-1,3-pentanediol terminated by a methyl group

Alcohol C ₂ H ₅ CH (OH ⁾ CH (CH ₃ ) CH ₂ OH (116 g ^, 1 .0 mole) together with 100 ml of tetrahydrofuran as solvent. Sodium hydride (32 g, 1.24 mol) was added portionwise to this solution and the system was refluxed until gas evolution ceased. The methoxytriethoxyethyl chloride prepared above (242 g, 1.2 mol) was added and the system was refluxed for 48 h. The reaction mixture was cooled to room temperature and water was carefully added dropwise while stirring to decompose the excess hydride. The tetrahydrofuran is removed on a rotary evaporator. The crude product is dissolved in 400 ml of water. Dissolve enough sodium chloride in the water to almost saturate the solution. This mixture is extracted twice with 300 ml portions of dichloromethane. The combined dichloromethane layers were dried over sodium sulfate and the solvent was removed on a rotary evaporator. Thus, a crude product is obtained. Optionally, it is purified by further driving off unreacted starting materials and low molecular weight by-products in a vacuum distillation apparatus at 150 °C under vacuum. Optionally, further purification is carried out by vacuum distillation, so that the title polyether is obtained.

Preparation of polypropoxylated derivatives

A three-neck round-bottom flask with magnetic stirrer, solid CO ₂ condenser, dropper, thermometer, and temperature control device (Thermo-O-Watch, I2R), purged with nitrogen and maintained under nitrogen. The dry alcohol or diol to be propoxylated is added to the reaction flask. 0.1 to 5 mol % sodium metal is carefully added to the reaction vessel in portions, with heating if necessary to remove all the sodium. The reaction mixture is then heated to 80-130°C. Propylene oxide (Aldrich) is dripped with a dropper at such a rate, • · • · • · · ·

141 to maintain a gentle reflux with solid C0 ₂ . Addition of propylene oxide is continued until the desired amount is added to achieve the target degree of propoxylation. Heating is continued until refluxing propylene oxide stops. The temperature is maintained for one additional hour to ensure complete reaction. The reaction mixture is then cooled to room temperature and neutralized by careful addition of an appropriate acid such as methanesulfonic acid. Any salt is removed by filtration. The desired propoxylated product is thus obtained. The average degree of propoxylation is typically confirmed by integrating ¹ H-NMR spectra.

Preparation of polybutoxylated derivatives

A three-neck round-bottom flask with magnetic stirrer, solid C0 ₂ condenser, dropper, thermometer, and temperature control device (Thermo-O-Watch, I2R) is purged with nitrogen and maintained under nitrogen. The dry alcohol or diol to be butoxylated is added to the reaction flask. 0.1 to 5 mol% sodium metal is carefully added to the reaction vessel in portions, heating if necessary to react all the sodium. The reaction mixture is then heated to 80-130°C. α-Butylene oxide (Aldrich) is added dropwise at a rate to maintain a gentle reflux with solid CO ₂ . Addition of butylene oxide is continued until the desired amount is added to achieve the target degree of butoxylation. Heating is continued until refluxing butylene oxide stops. The temperature is maintained for one to two additional hours to ensure complete reaction. The reaction mixture is then cooled to room temperature and neutralized by careful addition of an appropriate acid such as methanesulfonic acid. Any salt is removed by filtration. The desired butoxylated product is thus obtained. The average degree of butoxylation is typically confirmed by integration from the ¹ H-NMR spectrum.

• · · · • ·· · ·· • · · · · · · · ♦* • · · ·· · · ·· · • · · · · · ·· · · · ·· • · · · · · < · · ·♦

142

Preparation of polytetramethyleneoxylated derivatives

A dry portion of 0.1 mole of the desired alcohol or diol as starting material is placed in a three-necked round-bottom flask equipped with a magnetic stirrer, a condenser, an internal thermometer, and an argon blanket system. If the desired average degree of tetramethyleneoxylation is about one per hydroxyl group, 0.11 mole of 2-(4-chlorobutoxy)tetrahydropyran (ICI) per mole of alcohol function is added. If necessary, a solvent such as dry tetrahydrofuran, dioxane or dimethylformamide is added. Sodium hydride (an excess of 5 molar percent relative to the chlorine compound) is then added in small portions, with good mixing and while maintaining the temperature at 30 to 120°C. After all the hydride has reacted, the temperature is maintained until all the alcohol groups are alkylated, usually 4 to 24 h. After the reaction is complete, the reaction is cooled and the excess hydride is decomposed by careful addition of methanol in small portions. An approximately equal volume of water is then added and the pH is adjusted to 2 with sulfuric acid. After heating the reaction mixture to 40°C and maintaining this temperature for 15 minutes to hydrolyze the tetrahydropyranyl protecting group, the reaction mixture is neutralized with sodium hydroxide and the solvents are evaporated on a rotary evaporator. The residue is shaken into ether or methylene chloride and the salts are removed by filtration. By removing the solvents, the crude tetramethyleneoxylated alcohol or diol is obtained. Further purification can be done by vacuum distillation. If the final desired degree of tetramethyleneoxylation is less than one, a correspondingly smaller amount of chloro compound and hydride is used. For average degrees of tetramethyleneoxylation greater than one, the entire procedure is repeated in cycles until the desired level of tetramethyleneoxylation is reached.

Preparation of alkyl- and aryl-monoglyceryl ethers

A suitable method for the preparation of alkyl and/or aryl monoglyceryl ethers consists first in the preparation of the corresponding alkyl glycidyl ether precursor. This is then converted to a ketal, which ···· ·· • · · · • · · 4 · · ·· · · · · · ···· · · · · · ·

143 is then hydrolyzed to monoglyceryl ether (diol). The following is an illustrative example of the preparation of the preferred pentyl monoglyceryl ether (ie 3-(pentyloxy)-1,2-propanediol) CgH^O-CHOH-CHgOH.

Preparation of 3-(pentyloxy)-1,2-propanediol

546 g of aqueous NaOH (50% (wt) concentration) and 38.5 g of tetrabutylammonium hydrogen sulfide (PTC, phase transfer catalyst) are placed in a three-necked two-liter round-bottomed flask (equipped with an overhead stirrer, a cooler with cold water, a mercury thermometer and a dropper) . The contents of the flask are stirred to dissolve everything. 200 g of 1-pentanol are then added together with 400 ml of hexanes (a mixture of isomers with 85% by weight of hexane). The dropper is filled with 418 g of epichlorohydrin, which is slowly added to the stirred reaction mixture (dropwise). The temperature gradually increases to 68 °C due to an exothermic reaction. The reaction is allowed to continue for 1 h after the addition of epichlorohydrin is complete (without further heating).

The crude reaction mixture was diluted with 500 mL of warm water, stirred gently, and then the aqueous layer was allowed to settle and separated. The hexane layer is diluted by mixing with 1 liter of warm water and the pH of the mixture is adjusted to 6.5 by adding dilute aqueous sulfuric acid. The aqueous layer is again separated and discarded. The hexane layer is then washed 3 times with fresh water. The hexane layer was separated and evaporated on a rotary evaporator. Crude pentyl glycidyl ether is thus obtained.

Acetonation (conversion to ketal)

Add 1 L of acetone to a three-necked two-liter round-bottomed flask (equipped with an overhead stirrer, a cooler with cold water, a mercury thermometer, and a dropper). SnCl ₄ is added to acetone while stirring. Another 200 g of the pentyl glycidyl ether just produced is added to the dropper placed on the reaction flask. Glycidyl ether is added very slowly to the stirred acetone solution (the rate is adjusted to control the exothermicity of the reaction). The reaction is allowed to proceed for 1 h after complete addition of glycidyl···· ·· • ·

144 ether (maximum temperature around 52 °C) .

Hydrolysis

This apparatus is changed to a distillation apparatus and a heating jacket and temperature controller are added. The crude reaction mixture is concentrated by distilling 600 ml of acetone. 1 L of aqueous sulfuric acid (20% by weight) and 500 ml of hexanes are added to the cooled concentrated solution. The contents of the flask are then heated to 50°C with stirring (the apparatus is adjusted to capture and separate the released acetone). The hydrolysis reaction is continued until TLC (thin layer chromatography) confirms the reaction is complete.

The crude reaction mixture was cooled and the aqueous layer was separated and discarded. The organic layer is then diluted with 1 liter of warm water and the pH is adjusted to 7 by adding dilute aqueous NaOH (1N). The aqueous layer is separated again and the organic phase is washed three times with fresh water. The organic phase is separated and evaporated on a rotary evaporator. The residue is then diluted with fresh hexanes. The desired product is extracted with a solution of methanol and water (70:30 parts by weight). The methanol/water solution is again evaporated to dryness on a rotary evaporator (with additional methanol added to facilitate water evaporation). The residue is then hot filtered through glass microfiber filter paper to yield monoglycerol pentyl ether.

Preparation of di(hydoxyalkyl) ethers

Synthesis of di(2-hydroxybutyl) ether

A three-necked 500ml round-bottom flask with magnetic stirrer, internal thermometer, dropper, condenser, argon supply device and heating jacket is filled with argon. Then 1,2-butanediol (270 g, about 3 moles, Aldrich) and sodium metal (1.2 g, 0.05 mole, Aldrich) were added and the sodium was allowed to dissolve. The reaction mixture is then heated to 100 °C and epoxybutane (71 g, 1 mol, Aldrich) is added dropwise with stirring. The heating continues, • · · * · · · · · · ·

145 until the epoxybutane boils off and then for 1 h to complete the conversion. The reaction mixture is neutralized with sulfuric acid. Salt is removed by filtration. The liquid is fractionally distilled under vacuum. The excess butanediol is isolated. The desired ether is obtained as a residue. Alternatively, it is purified by further vacuum distillation.

Synthesis of di(2-hydroxycyclopentyl) ether

A three-neck 11 round-bottom flask with magnetic stirrer, internal thermometer, dropper, condenser, argon supply device, and heating jacket is filled with argon. Then 1,2-cyclopentanediol (306 g, 3 mol, Aldrich) and boron fluoride diethyl etherate (0.14 g, 0.01 mol, mixture of cis-trans isomers, Aldrich) are added. The reaction mixture was maintained at 10-40 °C while cyclopentene oxide (84 g, 1 mol, Aldrich) was added dropwise with stirring until all the cyclopentene oxide had reacted. The reaction mixture is neutralized with sodium hydroxide. The liquid is redistilled by fractional distillation under vacuum to isolate excess cyclopentanediol. The desired ether is obtained as a residue. Alternatively, it is purified by further fractional distillation under vacuum.

The methods described above are only illustrative, are intended only as an aid to those skilled in the art for the practical implementation of the invention, and are not limiting.

All percentages, ratios and parts are by weight unless otherwise noted. All numbers are approximate. All documents cited herein, in their respective sections, are incorporated herein by reference.

The following non-limiting examples show clear or transparent products with acceptable viscosities.

The compositions in the following examples are made by first preparing an oil base of the softening active ingredient DEQA at room temperature. The emollient active ingredient can be heated until it melts, e.g. to 55 to 66°C, if the emollient active • ·

146 component is not liquid at room temperature. The softening active ingredient is mixed with an IKA RW 25 ^(R) mixer for 2 to 5 minutes at 150 revolutions per minute. Separately, an acid/aqueous base is prepared by mixing HCl with deionized (DI) water at room temperature. If the softening active agent and/or base solvent(s) are not liquid(s) at room temperature and heating is required, the acid/aqueous base should be heated to a suitable temperature, e.g. 38°C, and maintained at this temperature in a water bath. The base solvent (solvent) (melted at the appropriate temperature if the melting temperature is higher than room temperature) is added to the fabric softener masterbatch and this masterbatch is mixed for an additional 5 minutes. The acid/water base is then added to the softener premix and mixed for 20 to 30 minutes or until the mixture is clear and homogeneous. The product is allowed to cool in air to room temperature.

Suitable softening agents for substances (DEQA) which are used according to the invention for the production of the following compositions are the following N,N-di(fatty acyloxyethyl)-N,N-dimethylammonium chlorides with the indicated approximate distribution of fatty acyl groups.

147 147 ·

fatty acyl group DEQA ¹ DEQA ² DEQA ³ DEQA ⁴ DEQA ⁵ C12 track track 0 0 0 C14 3 3 0 0 0 C16 4 4 5 5 5 C18 0 0 5 6 6 C14:l 3 3 0 0 0 C16:l 11 7 0 0 3 C18:l 74 73 71 68 67 C18:2 4 8 8 11 11 C18:3 0 1 1 2 2 C20:l 0 0 2 2 2 C20 and up 0 0 2 0 0 unknown 0 0 6 6 7 total: 99 99 100 100 102 IV 86-90 88-95 99 100 95 cis/trans 20-30 20-30 4 5 5 TPU 4 9 10 13 13

TPU means parts by weight of all polyunsaturated fatty acyl groups.

• · • · · · · · ·· · · · · · ···· ···· · · ·

148

Example 1

component (% by weight) 1 2 3 4 5 6 7 8 DEQA ¹ 26.6 43.2 - 26.6 - 26.6 26.6 26.6 DEQA ⁶ - 27.5 27.5 - - - ethanol 6 10 5.1 6 3.1 6 4 6 2-ethyl-1,3 -hexanediol 8 - 8 9 8 9 - 1,2-hexanediol 8 20 16 8 9 8 9 16 HCl (pH 2 to 3.5) : 0, 005... perfume - - - - 1.0 - - cathon - 3 ppm 3 ppm - - - - Dl water add. add. add. add. add . add. add. add. ^and

DEQA ⁶ means N,N-di(coco-oxyethyl)-N,N-dimethylammonium chloride ^and dop. in this and all other examples means supplemented with Dl water to the required amount (100)

The ClogP values of 2-ethyl-1,3-hexanediol and 1,2-hexanediol are 0.60 and 0.53 and are within the preferred ClogP range.

The above examples represent clear or transparent products with acceptable viscosities.

• · · · • · • · ·· ··· · · · ···· · • · · · ···· · · · *· *» ·· ·· d · ·

149

Example 1A comparative folder

(% wt.) 8 8A 8B 8C 8D 8E 8F DEQA ¹ 26.6 26.6 26.6 26.6 26.6 26.6 26.6 1,2-hexanediol 16 _ _ _ - - 1,2-propanediol - 16 - - - - 1,2-Butanediol - - 16 - - - 1,2-pentanediol - - - 16 - - 1,2-Heptanediol - _ _ _ 16 - 1,2-octanediol - _ _ _ - 16 1,2-decanediol - _ _ _ - 16 ethanol 6 6 6 6 6 6 6 HCl (pH 2 to 3.5) ....for all : 0, 005...... Dl water add. add. add. add. add . add. add

All of the 1,2-alkanediols in Example 1A, except 1,2-hexanediol, have Clog P values outside the effective range of 0.15 to 0.64. Only the composition of Example 1-8, which contains 1,2-hexanediol, is a clear composition with acceptable viscosities at both room temperature and 4°C. The compositions of Comparative Examples 1-8A through 1-8F are not clear and/or do not have acceptable viscosities.

• · · · • · · · • 4

Example 1B 150 • · · · • · · · • · · < • · · · component comparative (% wt.) 8 8G 8H 81 8J 8K 8L DEQA ¹ 26.6 26.6 26, 6 26.6 26.6 26.6 26.6 1,2-hexanediol 16 - - - - - 1,3-hexanediol - 16 - - - - 1,4-hexanediol - - 16 - - - 1,5-hexanediol - - - 16 - - 1,6-hexanediol - - - - 16 - 2,4-hexanediol - - - - 16 - 2,5-hexanediol - - - - - 16 ethanol 6 6 6 6 6 6 6 HCl (pH 2 to 3.5) all : 0.005.. Dl water add. add . add. add. add. add . add.

All of the hexanediol isomers in Example 1B, except 1,2-hexanediol, have Clog P values outside the effective range of 0.15 to 0.64. Only the composition of Example 1-8, which contains 1,2-hexanediol, is a clear composition with acceptable viscosities at both room temperature and 4°C. The compositions of Comparative Examples 1-8G to 1-8L are not clear and/or do not have acceptable viscosities.

• · · · • · · ·

151

Example 1C

component 80 8P compare 8Q (% wt.) 8 8M 8N DEQA ¹ 26.6 26.6 26.6 26.6 26.6 26.6 1,2-hexanediol 16 9.2 13 9 9 - 1,2-pentanediol - 6.8 2 - - 6.8 1,2-octanediol - - 1 - - 9.2 ethyl lactate - - - 9 - - isopropyl lactate - - - - 9 - ethanol 6 6 6 6 6 6 HCl (pH 2 to 3.5) .for all: 0 .005 . . . . Dl water add. add. add. add. add . add.

The compositions of Examples 1-8, 1-8M and 1-8N, which contain effective amounts of the preferred 1,2-hexanediol base solvent, are clear compositions with acceptable viscosities at both room temperature and 4°C. The compositions of Examples 1-80 and 1-8P, which contain effective amounts of the preferred 1,2-hexanediol base solvent, are clear compositions with drinkable viscosities at room temperature and are clear at 4°C with a small layer that separates on the surface, but they regenerate and become clear again when returned to room temperature. The composition of Comparative Example 1-8Q, which does not contain an effective amount of the preferred 1,2-hexanediol, is not clear and/or does not have acceptable viscosities.

• · · · • · • · · ·

Example 2 152 * · * · • · · » • · · · ·< · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ - 26.6 - 20.0 20.0 26.6 - DEQA ⁶ 27.5 27.5 6.8 6.8 - 27.5 ethanol 5.1 6 5.1 3.8 - 4 5.1 isopropanol - _ _ _ - 2 - 2-ethyl-1,3 -hexanediol - - - 16 18 - - 1,2-hexanediol 16 _ _ _ - 16 - 2,5-dimethyl- 2,5-Hexanediol 16 2-methyl-2-propyl-1- 1,3-propanediol - 16 16 - - - HCl (pH 2 to 3.5) .... for all : 0, 005. . Dl water add. add. add. add. add . add . add.

• · · · • · · · ·· · ♦ · · · · ···· · ···· ···· · · ·

153

Example 3

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ - 26.6 - 26.6 26.6 26.6 - DEQA ² 26 - 26 - - 26 ethanol 5.1 6 5.1 3.8 - 4 5.1 isopropanol - _ _ _ - 2 propanol 18 _ _ _ - - 2-Butanol - 16 - - - - 2-methyl-1-propane1 - - 18 - - 2 2-methyl-2-propanol - - - 20 - - 2,3-dimethyl- -2,3-butanediol - _ _ _ 18 - 2,3-dimethyl- 1,2-Butanediol - _ _ _ - 16 3,3-dimethyl- 1,2-Butanediol - _ _ _ - 18 _CaCl2 - 0.25 - - - HCl (pH 2 to 3.5) .....for all : 0, 005........ DI water add . add. add. add. add . add. add.

154

Example 4

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 — - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methyl-2,3- pentanediol 18 - - - - - 3-methyl-2,3 pentanediol - 18 - - - - 4-methyl-2,3- pentanediol - 18 - - - - 2,3-Hexanediol - - 17 - - - 3,4-hexanediol - - - 18 - - 2-ethyl-1,2- butanediol - - - - 17 - 2-methyl-1,2- pentanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all: 0, 005... Dl water add . add. add. add . add . add. add.

···· ν· ·· ···· »· ·· • · · ·· · ···· ·· · <* · · · · ··· · · • · · « ···« · · ·

155

Example 5

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methyl-1,2- pentanediol 18 - - - - - - 4-methyl-1,2 pentanediol - 18 - - - - - 1,2-hexanediol - - 18 - - - - 2-butyl-1,3- propanediol - - - 17 - - - 2,2-diethyl-1,3- propanediol - - - - 18 - - 2-(1-methylpropyl- 1,3-propanediol - - - - - 17 - 2-(2-methylpropyl- 1,3-propanediol - - - - - - 18 HCl (pH 2 to 3.5) all : 0, 005... DI water add. add . add. add. add . add. add.

• ·

156

Example 6

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 -

2,3,3-trimethyl-1,2-

butanediol 18 - - - - - - 2-ethyl-2-methyl- 1,4-Butanediol - 18 - - - - 2-ethyl-3-methyl-1- 1,4-Butanediol - - 18 - - - 2-propyl-1,4- butanediol - - - 17 - - 2-isopropyl-1,4- butanediol - - - 18 - - 2.2- dimethyl- 1,5-pentanediol 2.3- dimethyl- - - - - 17 - 1,5-pentanediol - - - - - 18 HCl (pH 2 to 3.5) for all: 0, 005... Dl water add. add . add. add. add . add. add.

• · • · · ·

157

Example 7

component (% by weight) 1 2 3 4 5 6 DEQA ⁵ - 26.6 - 20.0 20.0 26.6 DEQA ² 27.5 - 27.5 6.8 6.8 - ethanol 5.1 6 5.1 3.8 - 4 isopropanol - - - - - 2 2,4-dimethyl-1,5- pentanediol 18 - - - - - 3,3-dimethyl- 1,5-pentanediol - 18 - - - - 2,3-dimethyl- 2,3-pentanediol - - 18 - - - 2,4-dimethyl-2,3- pentanediol - - - 16 - - 3,4-dimethyl-2,3- pentanediol - - - - 18 - 4,4-dimethyl- 2,3-pentanediol - - - - - 16 HCl (pH 2 to 3.5) .for all: 0 .005. Dl water add. add. . add. add. add. add.

• · · · • ·

Example 8 158 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2,3-dimethyl-3,4- 2 6 2 *" pentanediol 18 - - - - - 2-ethyl- 1,5-pentanediol - 18 - - - - 2-methyl- 1,6-hexanediol - 18 - - - - 3-methyl-1,6- hexanediol - - 17 - - - 2-methy1-2,3- hexanediol - - - 18 - - 3-methyl- 2,3-Hexanediol - - - - 17 - 4-methyl- 2,3-Hexanediol - - - - - 18 HCl (pH 2 to 3.5) ....for all : 0, 005. . DI water add. add. add. add. add . add . add.

159

Example 9

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 5-methyl-2,3- hexanediol 18 - - - - - 2-methyl- 3,4-hexanediol 18 - - - - - 3-methyl- 3,4-hexanediol - 18 - - - - 1,3-Heptanediol - - 17 - - - 1,4-Heptanediol - - - 18 - - 1,5-Heptanediol - - - - 17 - 1,6-Heptanediol - - - - - 18 HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add . add. add. add . add. add.

···· ·· ·· ···· ·· ·· • · · ·· · ····

Example 10 160 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-(2-methylbutyl)- 1,3-propanediol 18 — — — — — — 2-(1-methylpropyl)- 1,3-Propanidol — 18 — — — — 2-(1,1-dimethylpropyl)- 1,3-propanediol 18 2-(1,2-dimethylpropyl)- 1,3-propanediol 17 2-(1-ethylpropyl)- 1,3-propanediol — — — 18 — — 2-(1-methylbutyl)- 1,3-propanediol — 17 — 2-(2,2-dimethylpropyl). 1,3-propanediol 18 HCl (pH 2 to 3.5) all : 0, 005. . Dl water add . add . add. add. add . add . add.

• · • ·

Example 11 161 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-(3-methylbutyl)- 1,3-propanediol 18 - - - - - 2-Buty1-2-Methy1- 1,3-Propanidol 18 - - - - -

2-ethyl1-2-isopropyl1-

1,3-propanediol --18---- 2-ethyl-2-propyl- 1,3-propanediol ---17--- 2-methyl-2-(l- methylpropyl)- 1,3-propanediol ----18-- 2-methy1-2- (2-methylpropyl)- 1,3-propanediol _____ 17 _ 2-tert.buty1- 2-methyl- 1,3-propanediol ------ 18 HCl (pH 2 to 3.5) ........for all: 0.005...... Dl water add. add. add. add. add. add. doj

···· »i ·· ···· ·· ·· ··· ·· · · · · · • · · · · · ·· ···· ·

Example 12 162 • · · · · • · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,2-diethyl- 1,3-Butanediol 18 — 2,2-diethyl- 1,3-Butanediol 18 — — 2-(1-methylpropyl)- 1,3-Butanediol ·* 18 2-butyl- 1,3-Butanediol 17 — 2-ethyl- 2.3- dimethyl- 1.3- Butanediol 18 2-(1,1-dimethylethyl- 1,3-Butanediol 17 2-(2-methylpropyl)- 1,3-Butanediol _ 18 HCl (pH 2 to 3.5) all : 0, 005.. . DI water add . add . add. add. add . add. add.

•4 ····

Example 13 163 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2-(3-methyl- 2 " — — 6 2 2-isopropyl)- 1,3-Butanediol 18 2-methyl1-2-propy1- 1,3-Butanediol - 18 - - - - 2-methyl-2- -isopropyl)- 1,3-Butanediol 18 3-methyl-2-propyl- 1,3-Butanediol - - 17 - - - 2,2-di-ethyl- 1,4-Butanediol - - - 18 - - 2-methyl1-2-propy1- 1,4-Butanediol - - - - 17 - 2-(1-methylpropyl)- 1,4-Butanediol - - - - - 18 HCl (pH 2 to 3.5) .·..for all : 0, 005. . Dl water add. add. add. add. add . add . add.

4« ·♦··

4444 44

4

Example 14 164 4 4 4 4 4 4 4 4 component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-ethyl- 2.3- dimethyl- 1.4- Butanediol 18 2-ethyl- 3.3- dimethyl- 1.4- Butanediol 18 2 - (1,1-dimethylethyl- 1,4-Butanediol 18 2-(2-methylpropyl)- 1,4-Butanediol _ _{1 —} 17 2-methyl-3-propyl- 1,4-Butanediol 18 2-methyl-2-isopropyl- 1,4-Butanediol 17 3-methyl-2-isopropyl)- 1,4-Butanediol 18 HCl (pH 2 to 3.5) .... for all : 0, 005. . DI water add. add. add. add. add . add . add.

···· ·· »♦<··· ·· • · · «· ····· ·· ·«· · · · ·€· · · • · · ♦ ····· · ·

165

Example 15

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,2,3-trimethyl- 1,3-pentanediol 18 - - - - - — 2,2,4-trimethyl- 1,3-pentanediol - 18 - - - - — 2,3,4-trimethyl- 1,3-pentanediol - - 18 - - - - 2,4,4-trimethyl- 1,3-pentanediol - - - 17 - - — 3,4,4-trimethyl- 1,3-pentanediol - - - - 18 - - 2,2,3-trimethyl- 1,4-pentanediol - - - - - 17 - 2,2,4-trimethyl- 1,4-pentanediol - - - - - - 18 HCl (pH 2 to 3.5) all: 0, 005. . Dl water up . add . add. add. . add . add . add.

·· ···· ··

166

Example 16

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - 26 26 - DEQA ² - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 2,3,3-trimethyl- 1,4-pentanediol 18 - - - - 2,3,4-trimethyl- 1,4-pentanediol 18 - - - - 3,3,4-trimethyl- 1,4-pentanediol - 18 - - - 2,2,3-trimethyl- 1,5-pentanediol - - 17 - - 2,2,4-trimethyl- 1,5-pentanediol - - 18 - - 2,3,3-trimethyl- 1,5-pentanediol - - - 17 2,3,4-trimethyl- 1,5-pentanediol - - - - 18 HCl (pH 2 to 3.5) ........for all: 0, 005... Dl water add. add . add. add. add . add. add.

• · • ·

167

Example 17

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,3,4-trimethyl- 2,4-pentanediol 18 - - - - - 2,3,3-trimethyl- 2,4-pentanediol - 18 - - - - 2,3,4-trimethyl- 2,4-pentanediol - 18 - - - - 2,3,3-trimethyl- 2,4-pentanediol - - 17 - - - 2,3,3-trimethyl- 2,4-pentanediol - - - 18 - - 2,3,4-trimethyl- 2,4-pentanediol - - - - 17 - 2-ethyl-2-methyl- 1,3-pentanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005... DI water add. . add. add. add. add . add. . add.

• · ·· ··· · ·· · · · · • · · · ···· · ·

168

Example 18

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2-ethyl13-methyl1- 2 6 2 1,3-pentanediol 18 - - - - 2-ethyl-4-methyl-1- 1,3-pentanediol - 18 - - - - 3-ethyl-2-methyl- 1,3-pentanediol - 18 - - - - 2-ethyl1-2-methyl1- 1,4-pentanediol - - 17 - - - 2-ethyl-3-methyl- 1,4-pentanediol - - - 18 - - 2-ethyl-4-methyl- 1,4-pentanediol - - - - 17 - 3-ethyl1-2-methyl1- 1,4-pentanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all ·: 0, 005.., Dl water up . add. add. add. add . add . add.

169

Example 19

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3-ethyl1-3-methyl1- 1,4-pentanediol 18 - - - — - 2-ethyl-2-methyl- 1,5-pentanediol - 18 - - - - 2-ethyl-3-methyl- 1,5-pentanediol - 18 - - - - 2-ethyl1-4-methyl1- 1,5-pentanediol - - 17 - - - 3-ethyl1-3-methyl1- 1,5-pentanediol - - - 18 - - 2-ethyl1-4-methyl1- 1,5-pentanediol - - - - 17 - 3-ethyl-3-methyl-1- 1,5-pentanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all: 0, 005... Dl water add . add. add. add. , add . add . add.

···· ·· ·· ···· ·· ·· • · · ·· · ···· • · ··· · ·· ···· * * · · · ···· ···

170

Example 20

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 3-ethyl-2-methyl- 2,4-pentanediol 18 - - - - - 3-ethyl1-2-methyl1- 2,4-pentanediol - 18 - - - - 2-isopropyl- 1,3-pentanediol - - 18 - - - 2-propyl- 1,3-pentanediol _ _ _ 17 - - 2-isopropyl- 1,4-pentanediol _ _ _ 18 - - 2-propyl- 1,4-pentanediol _ _ _ - 17 - 3-isopropyl- 1,4-pentanediol _ _ _ - - 18 HCl (pH 2 to 3.5) ........for all: 0, 005. . . Dl water add. add. add. add. add . add. add.

• · • · • · · · • ·

171

Example 21

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-isopropyl- 1,5-pentanediol 18 — — — — — 3-propyl- 2,4-pentanediol — 18 — — — — — 2,2-dimethyl- 1,3-hexanediol 18 w — — 2,3-dimethyl- 1,3-hexanediol 17 2,4-dimethyl- 1,3-hexanediol 18 2,5-dimethyl- 1,3-hexanediol 17 3,4-dimethyl- 1,3-hexanediol 18 HCl (pH 2 to 3.5) all : 0, 005... Dl water add. add . add. add. add . add. add.

172

Example 22

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3,5-dimethyl- 1,3-hexanediol 18 - - - - - 4,5-dimethyl- 1,3-hexanediol - 18 - - - - 2,2-dimethyl- 1,4-hexanediol - 18 - - - - 2,3-dimethyl- 1,4-hexanediol - 17 - - - 2,4-dimethyl- 1,4-hexanediol - - - 18 - - 2,5-dimethyl- 1,4-hexanediol - - - - 17 - 3,3-dimethyl- 1,4-hexanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add • add . add.

• · · · • · · · • · • · · ··· ···· • · ♦·· · ·· ···· · • · ♦ · · · · · ···

173

Example 23

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ - 26.6 20.0 20.0 26.6 - DEQA ⁶ 27.5 - 27.5 6.8 6.8 - 27.5 ethanol 5.1 6 5.1 3.8 - 4 5.1 isopropanol - - 2 - 3,4-dimethyl- 1,4-hexanediol 18 - - - - - — 3,5-dimethyl- 1,4-hexanediol - 18 - - - - - 4,4-dimethyl- 1,3-hexanediol - - 18 - - - - 4,5-dimethyl- 1,4-hexanediol - - - 17 - - - 5,5-dimethyl- 1,4-hexanediol - - - - 18 - - 2,2-dimethyl- 1,5-hexanediol - - - - - 16 - 2,3-dimethyl- 1,5-hexanediol - - _ _ - - 18 HCl (pH 2 to 3.5) Dl water add . add . add. add. add. add . add.

• · • · • · ··· · · · ···· · • · · · · · · · * · ·

174

Example 24

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,4-dimethyl- 1,5-hexanediol 18 2,5-dimethyl- 1,5-hexanediol 18 _AND- 3,3-dimethyl- 3,3-Hexanediol 18 3,4-dimethyl- 1,5-hexanediol 17 3,5-dimethyl- 1,5-hexanediol — 18 4,5-dimethyl- 1,5-hexanediol __ _ 17 2,2-dimethyl- 1,6-hexanediol 18 HCl (pH 2 to 3.5) .... for all : 0, 005. . . Dl water add. add. add. add. add . add. add.

• · • ·

175

Example 25

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,3-dimethyl- 1,6-hexanediol 18 — — — — 2,4-dimethyl- 1,6-hexanediol 18 — — — 2,5-dimethyl- 1,6-hexanediol _— w- 18 w. — — — 3,3-dimethyl- 1,6-hexanediol 17 — — 3,4-dimethyl- 1,6-hexanediol — 18 — — 2,3-dimethyl- 2,4-hexanediol 17 — 2,4-dimethyl- 2,4-hexanediol __ — 18 HCl (pH 2 to 3.5) ........for all : 0, 005. . DI water add. add . add. add. add . add . add.

176

Example 26

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2,5-dimethyl- 2 6 2 — 2,4-hexanediol 18 - - - - - 3,3-dimethyl- 2,4-hexanediol 18 - - - - - 3,4-dimethyl- 2,4-hexanediol - 18 - - - - 3,5-dimethyl- 2,4-hexanediol - - 17 - - - 4,5-dimethyl- 2,4-hexanediol - - - 18 - - 5,5-dimethyl- 2,4-hexanediol - - - - 17 - 2,3-dimethyl- 2,5-Hexanediol - - - - - 18 HCl (pH 2 to 3.5) ........for all : 0, 005.. . Dl water add. add. add. add. add . add. add.

• · ·· ··· · ·· · · · · · ···· · · · · · · ·

177

Example 27

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2,4-dimethyl- 2 6 2 2,5-Hexanediol 18 - - - - - 2,5-dimethyl- 2,5-Hexanediol - 18 - - - - 3,3-dimethyl- 2,5-Hexanediol - 18 - - - - 3,4-dimethyl- 2,5-Hexanediol - - 17 - - - 3,3-dimethyl- 2,6-hexanediol - - - 18 - - 2-ethyl- 1,3-hexanediol - - - - 17 - 4-ethyl- 1,3-hexanediol - - - - - 18 HCl (pH 2 to 3.5) .... for all : 0, 005... DI water add. add. add. add. add . add. add.

·· ··· · · « ··· · · • · · · * * · · ···

178

Example 28

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2-ethyl- 2 6 2 1,3-hexanediol 18 - - - - - 4-ethyl- 1,3-hexanediol - 18 - - - - 2-ethyl- 1,4-hexanediol - 18 - - - - 4-ethyl- 1,4-hexanediol - - 17 - - - 2-ethyl- 1,5-hexanediol - - - 18 - - 4-ethyl- 1,4-hexanediol - - - - 17 - 2-ethyl- 1,5-hexanediol - - - - - 18 HCl (pH 2 to 3.5) ....for all : 0, 005.. . Dl water add. add. add. add. add . add. add.

• · · · • · · ·

Example 29 179 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 3-ethyl- 2 6 2 2,4-hexanediol 18 - - - - 4-ethyl- 2,4-hexanediol - 18 - - - 3-ethyl- 2,5-Hexanediol - 18 - - - 3-ethyl- 2,5-Hexanediol - - 17 - - 2-methyl- 1,3-hexanediol - - 18 - 3-methyl- 1,3-hexanediol - - - 17 - 4-methyl- 1,3-hexanediol - - - - 18 HCl (pH 2 to 3.5) .....for all 0.005.. DI water add . add. add. add. add. add . add.

• · ··· · ·· · · · · · • · · ♦ ···· · · ·

180

Example 30

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 5-methy1- 1,3-Heptanediol 18 — — — — — — 6-methy1- 1,3-Heptanediol — 18 — — — — — 2-methy1- 1,4-Heptanediol — — 18 — — — - 3-methy1- 1,4-Heptanediol — — — 17 — — — 4-methy1- 1,4-Heptanediol — — — — 18 — — 5-methy1- 1,4-Heptanediol — — — — — 17 — 6-methy1- 1,4-Heptanediol — — — — — — 18 perfume 1 1.2 1 1.35 1 1 1.3 HCl (pH 2 to 3.5) all : 0, 005... Dl water add. . add. , add. add. add . add. . add.

·· · ·

181

Example 31

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2-methyl- 2 6 2 1,5-Heptanediol 18 - - - - - 3-methyl- 1,5-Heptanediol - 18 - - - - 4-methyl- 1,5-Heptanediol - 18 - - - - 5-methyl- 1,5-Heptanediol - - 17 - - - 6-methyl- 1,5-Heptanediol - - - 18 - - 2-methyl- 1,6-Heptanediol - - - - 17 - 3-methyl- 1,6-Heptanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005.. . Dl water add . add. add. add. add . add. add.

···« ·· «9·· ···· • · · 9 · ····· • · 9 Λ * · ·4 ·· * ·· • · · · ···· 9 99

182

Example 3ΙΑ

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 4-methyl- 2 6 2 1,6-Heptanediol 18 - - - - - 5-methyl- 1,6-Heptanediol - 18 - - - - 6-methyl- 1,6-Heptanediol - 18 - - - - 2-methyl- 2,4-Heptanediol - - 17 - - - 3-methyl- 2,4-Heptanediol - - - 18 - - 4-methyl- 2,4-Heptanediol - - - - 17 - 5-methyl- 2,4-Heptanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005... DI water up . add. add. add. add . add. . add.

···· ·· »· ··«· ·· ·· ·*· · · · · ♦ · · • · · · · · ···· ·· «·· · · · ··· · · · ··· ···· ···

183

Example 31B

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 6-methyl- 2 6 2 2,4-Heptanediol 18 - - - - - 2-methyl- 2,5-Heptanediol - 18 - - - - 3-methyl- 2,5-Heptanediol - 18 - - - - 4-methyl- 2,5-Heptanediol - - 17 - - - 5-methyl- 2,5-Heptanediol - - - 18 - - 6-methyl- 2,5-heptanediol - - - - 17 - 2-methyl- 2,6-Heptanediol - - - - - 18 HCl (pH 2 to 3.5) ....for all : 0, 005. . . Dl water add. . add. add. add. add . add. . add.

• ·

184

Example 31C

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methyl- 2,6-Heptanediol 18 - - - - - - 4-methyl- 2,6-Heptanediol - 18 - - - - - 3-methyl- 3,4-Heptanediol - - 18 - - - - 2-methyl- 3,5-heptanediol - - - 17 - - - 3-methyl- 3,5-heptanediol - - - - 18 - - 4-methyl- 3,5-heptanediol - - - - - 17 - 2,4-octanediol - - - - - - 18 HCl (pH 2 to 3.5) all: 0, 005... Dl water add. add . add. add. add . add. add.

185

Example 3ID

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 — 2,5-octanediol 18 - - - — — — 2,7-octanediol - 18 - - - - - 3,5-octanediol - - 18 - - - 3,6-octanediol - - - 17 - - 2,3,3,4-tetramethyl 2,4-pentanediol - - - - 18 — 3-tert.butyl- 2,4-pentanediol - - - - 17 — 2,5,5-trimethyl- 2,4-hexanediol - - - - - 18 HCl (pH 2 to 3.5) all: 0.005.. Dl water add . add . add. add . add. add . add.

• · · · • · · · · · • · • · · · · · · · ···· · • · · · · · · · ···

186

Example 32

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 3,3,4-trimethyl- 2 - - 6 2 2,4-hexanediol 18 - - - - - - 3,3,5-trimethyl- 2,4-hexanediol - 18 - - - - - 3,5,5-trimethyl- 2,4-hexanediol - - 18 - - - - 4,5,5-trimethyl- 2,4-hexanediol _ _ _ 17 - - - 3,3,4-trimethyl- 2,5-Hexanediol _ _ _ - 18 - - 3,3,5-trimethyl- 2,5-Hexanediol _ _ _ - - 17 - 3-(pentyloxy)- 1,2-propanediol _ _ _ - - - 18 HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add. add. add. add . add. add.

• · · · • · · · • » • ·

187

Example 32A comparative folder

(% wt.) 7 7A 7B 7C 7D 7E 7F DEQA ¹ 3-(pentyloxy)- 26.6 26.6 26.6 26.6 26.6 26.6 26.6 1,2-propanediol 16 - - - - - 3-ethyloxy- 1,2-propanediol - 16 - - - - 3-butyloxy- 1,2-propanediol - - 16 - - - 3-octyloxy- 1,2-propanediol - - - 16 - -

3-(2-ethylhexyloxy)-

1,2-propanediol - - - - 16 - glyceryl mono- oleate - - - 16 - glyceryl mono- stearate - - - - 16 ethanol 6 6 6 6 6 6 6 _CaCl2 0.5 0.5 0.5 0.5 0.5 0.5 0.5 HCl (pH 2 to 3.5) : 0.005... DI water add. add . add. add. add. add. add

3-(Pentyloxy)-1,2-propanediol has a Clog P value of 0.54, which is within the preferred range of 0.40 to 0.60, and all of the 1,2-propanedioe derivatives of Example 32A have clogP values outside the effective range of 0. 15 to 0.64. Only the composition of Example 32-7, which contains 3-(pentyloxy)-1,2-propanediol, is a clear composition with acceptable viscosities at both room temperature and 4°C. The compositions of Comparative Examples 32-7A through 32-7F are not clear and/or do not have acceptable viscosities.

188

Example 33

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26,626.6 - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 3-(2-pentyloxy)- 1,2-propanediol 18 - - - - - 3-(3-pentyloxy)- 1,2-propanediol - 18 - - - - 3-(2-methyl- 1-butyloxy)- 1,2-propanediol - - 18 - - - 3-(isoamyloxy)- 1,2-propanediol - 17 - - 3-(3-methyl- 2-butyloxy)- 1,2-propanediol _ _ _ 18 - - 2-propyl- 1,3-propanediol _ _ _ - 17 - 2,6-octanediol _ _ _ - - 18 HCl (pH 2 to 3.5) ........for all: 0, 005... Dl water add. add. add. add. add . add. add.

• · • · · ·

189

Example 34

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - 26 26 - DEQA ⁶ - 26 26 - 26 ethanol 4 6 6 6 4 4 isopropanol 1-isopropyl-1,2- 2 6 2 2 cyclobutanediol 3-ethyl1-4-methyl1- 1,2-cyclo- 18 butanediol 3-propyl-1,2- 18 cyc1obutanedio1 3-isopropyl-1,2- 18 cyc1obutanedio1 l-ethyl-1,2- 17 cyclopentanediol 1,2-dimethyl-1,2- ' 18 cyclopentanediol 2,3,4-trimethyl- 2,4-pentanediol 17 n-BO, - - - - 18 HCl (pH 2 to 3.5) all: 0, 005... Dl water add . add. add. add. add . add. . add.

• ·

190

Example 35

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 1,4-dimethyl-1,2-cyclopentanediol 18

2,4,5-trimethyl-1,3-

cyclopentanediol 18 - _ _ _ _ 3,3-dimethyl-1,2- cyclopentanediol - 18 _ _ _ _ 3,4-dimethyl-1,2- cyclopentanediol - - 17 - - - 3,5-dimethyl-1,2- cyclopentanediol - - - 18 - - 3-ethyl-1,2- cyclopentanediol - - - - 17 - 1-phenyl-1,2- ethanediol - - - - - 18 HCl (pH 2 to 3.5) for all: 0.005........ Dl water add. add . add. add. add. add. add

• ·

191

Example 35A

component (% wt.) comparative 5 5A 5B 5C DEQA ¹ 26.6 26.6 26.6 26.6 cis-1,2-di(hydroxy- methyl) cyclohexane 16 - - 1,4-di(hydroxymeth- (thyl)cyclohexane - 16 - 1,2-Cyclohexanediol - 16 - 4,5-dimethyl-1,2- cyclohexanediol - - 16 ethanol 6 6 6 6 HCl (pH 2 to 3.5) for all: 0 , 005 DI water add . add. add. add.

Cis-1,2-di(hydroxymethyl)cyclohexane has a Clog P value of 0.47, which is in the preferred range of 0.40 to 0.60. 1,4-Di(hydroxymethyl) cyclohexane also has a Clog P value of 0.47, which is in the preferred range of 0.40 to 0.60, but has a center of symmetry and does not form an acceptable composition (Composition 35A-5A). 1,2-Cyclohexanediol and 4,5-dimethyl-1,2-cyclohexanediol have CogP values outside the effective range of 0.15 to 0.64. Only the composition of Example 35A-5 is clear with acceptable viscosities at both room temperature and 4°C; the compositions of Comparative Examples 35A-5A through 35A-5C are not clear and/or do not have acceptable viscosities.

192

Example 36

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 — - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 1,2-propanediol 18 - - - - - 2 (Me-E ₃ ) 1,2-propanediol — 18 — — — — after ₄ 2-methyl-1,2-propanediol 18 (Me-E ₈ ) 2-methyl-1,2-propanediol 17 2(Me-E^ 2-methy1- 1,2-propanediol 18 P0 ₃ 1,3-propanediol — — 17 — 2 (Me-E ₈ ) 1,3-propanediol — — — — — — 18 ^P °6 HCl (pH 2 to 3.5) .....for all : 0, 005. . DI water add . add. add. add. add . add . add.

··

193

Example 37

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,2-diethyl- 1,3-propanediol 18 — _ — — — — ^E 5 2,2-diethyl-1,3-propanediol 18 Oops 2,2-dimethyl- 1,3-propanediol 18 2 (Me-E ₂ ) 2,2-dimethyl-1,3-propanediol 17 after ₄ 2-(1-methylpropyl)-1,3-propanediol 18 ^E 5 2-(1-methylpropyl)-1,3-propanediol 17 Pole 2-(2-methylpropyl)- 1,3-propanediol 18 ^E 5 HCl (pH 2 to 3.5) .....for all : 0, 005... Dl water add. , add. add. add. add . add. . add.

Example 38 194 ···· ·· ·« ·· • · · · · • · • · · • · · · 4 · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-(2-methylpropyl)- 1,3-propanediol 18 — —. — — — — Bye 2-ethyl- 1,3-propanediol 18 (Me E ₉ ) 2-ethyl-1,3-propanediol 18 2 (E-E,) 2-ethyl- 1,3-propanediol 17 after ₃ 2-ethyl-2-methyl-1,3-propanediol 18 (Me E ₄ ) 2-ethyl-2-methyl-1,3-propanediol 17 P0 ₂ 2-ethyl-2-methyl-1,3-propanediol 18 BO ₁ HC1 (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add • add . add . add.

195

Example 39

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-isopropyl- 1,3-propanediol 18 — — — — — (Me E ₄ ) 2-isopropyl-1,3-propanediol 18 P0 ₂ 2-isopropyl-1,3-propanediol 18 B0 ₁ 2-methyl-1,3-propanediol 17 2 (Me E ₄ ) 2-methyl-1,3-propanediol 18 after ₅ 2-methyl-1,3-propanediol 17 bo ₂ 2 -methy 1 - 2 - i sopropy 1 - 1,3-propanediol 18 ^E 6 HCl (pH 2 to 3.5) for all : 0, 005. . Dl water add . add . add. add. add . add . add.

···· ·· ·· ···♦

Example 40 196 • · · • · · • · · • · · · • · · • · · • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 2-methyl1-2-isopropyl1- 1,3-propanediol 18 — — — — — — Ρ0 _Ί 2-methyl-2-propyl-1,3-propanediol 18 ^E 4 2-methyl-2-propyl-1,3-propanediol 18 P0i 2-propyl- 1,3-propanediol 17 (Me E ₃ ) 2-propyl-1,3-propanediol 18 P0 ₂ 2-ethyl-1,2-butanediol 17 ^E 2 2-ethyl-1,2-butanediol 18 n-B0 ₁ HC1 (pH 2 to 3.5) .....for all : 0.005.. Dl water add . add. add. add. add. add . add.

• ·· · ·♦

Example 41 197 • · · · · · · • · · · · ·· · component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methy1- 1,2-Butanediol 18 _ — — (Me-E ₂ ) 2-methyl-1,2-butanediol 18 AFTER, 3,3-dimethyl- 1,2-Butanediol 18 3,3-dimethyl- 1,2-Butanediol 17 n-BO, 3-methy1- 1,2-Butanediol 18 (Me E ₂ ) 3-methyl-1,2-butanediol 17 AFTER, 1,3-Butanediol 18 2 (Me E ₅ ) HCl (pH 2 to 3.5) for all : 0, 005. . DI water add. add . add. add. add . add . add.

···· ·4 · ···· ·« ·· • · · · · · t · · · • · · · · · ···· • · · · · · ·· ···« « • · · ♦ · · · · ···

198

Example 42

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 1,3-Butanediol 18 - - - - - P0 ₅ 1,3-Butanediol 18 — — — bo ₂ 2,2,3-trimethyl-1,3-butanediol 18 (Me-E ₂ ) 2,2,3-trimethyl-1,3-butanediol 17 P0 ₂ 2, 2-dimethyl-1,3-butanediol 18 (Me E ₆ ) 2,2-dimethyl-1,3-butanediol 17 P0 ₃ 2,3-dimethyl-1,3-butanediol 18 (Me E ₆ ) HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add . add . add . add.

·· ··«· ···· ·· ♦ · ·« ·· • · · · « · · · • · ♦ · · · · in r··· · • · · · · · ·

199

Example 43

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,3-dimethyl- 1,3-Butanediol 18 — — — — — P0 ₃ 2-ethyl-1,3-butanediol 18 (Me E ₄ ) 2-ethyl-1,3-butanediol 18 P0 ₂ ) 2-ethyl-1,3-butanediol 17 B0 ₁ 2-ethyl-2-methyl-1,3-butanediol 18 (Me E,) 2-ethyl-2-methyl- 1,3-Butanediol 17 ΡΟ _Ί 2-ethyl-3-methyl-1,3-butanediol 18 (Me EJ HCl (pH 2 to 3.5) ........for all : 0, 005. . DI water add. add . add. add. add . add . add.

·· ····

200

Example 44

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-ethyl1-3-methyl1- 1,3-Butanediol 18 — AFTER, 2-isopropyl- 1,3-Butanediol 18 (Me E,) 2-isopropyl- 1,3-Butanediol 18 Bye 2-methy1- 1,3-Butanediol 17 2 (Me E ₂ ) 2-methyl-1,3-butanediol 18 2-propyl- 1,3-Butanediol 17 ^E 6 2-propyl-1,3-butanediol 18 ^P0 1 HC1 (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add . add. add. add . add. add.

• · · · • · ·· · · · * ·· ···· · ···· · · · · ···

201

Example 45

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3-methy1- 1,3-Butanediol 18 — 2 (Me-E ₂ ) 3-methyl-1,3-butanediol 18 after ₄ 1,4-butanediol 18 2 (Me E ₃ ) 1,4-Butanediol __ «* 17 after ₄ 1,4-butanediol W —· 18 bo ₂ 2,2,3-trimethyl-1,4-butanediol 17 e ₆ 2,2,3-trimethyl-1,4-butanediol 18 P°1 HCl (pH 2 to 3.5) ....for all : 0, 005... Dl water add. add. add. add. add . add. add.

• · · · · ·

202

Example 46

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,2-dimethyl- 1,4-Butanediol 18 (Me E ₄ ) 2,2-dimethyl-1,4-butanediol 18 PO ₂ 2,2-dimethyl-1,4-butanediol 18 B0 ₁ 2,3-dimethyl-1,4-butanediol 17 (Me E ₅ ) 2,3-dimethyl-1,4-butanediol 18 PO ₂ 2,3-dimethyl-1,4-butanediol 17 B0 ₁ 2-ethyl-1,4-butanediol 18 (Me E ₃ ) HCl (pH 2 to 3.5) all : 0, 005.. . Dl water add. add . add. add. add . add. add.

• · • ·

Example 47 203 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-ethy1- 1,4-Butanediol 18 B0 ₁ 2-ethyl-1,4-butanediol 18 after ₂ 2-ethyl-2-methyl-1,4-butanediol 18 ^E 4 2-ethyl-2-methyl-1,4-butanediol 17 Bye 2-ethyl1-3-methyl1- 1,4-Butanediol 18 ^E 4 2-ethyl-3-methyl-1,4-butanediol 17 ^po i 2-isopropyl-1,4-butanediol 18 ^E 4 HCl (pH 2 to 3.5) ....for all : 0, 005.. . Dl water add. add. add. add. add . add. add.

• · · ·

Example 48 204 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - 6 2 - 2-isopropyl 1,4-Butanediol 18 __ — — — — — Bye 2-methy1- 1,4-Butanediol 18 (Me E ₈ ) 2-methyl-1,4-butanediol 18 2(Me E^ 2-methy1- 1,4-Butanediol 17 after ₃ 2-propyl-1,4-butanediol 18 ^E 5 3-ethyl-1-methyl-1,4-butanediol 17 ^E 6 3-ethyl-1-methyl-1,4-butanediol 18 ^P0 1 HC1 (pH 2 to 3.5) .....for all: 0, 005. . DI water add . add. add. add . add . add . add.

• · · · • · • · · · • · · · · · ·· ···· · ···· ···· ···

205

Example 49

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,3-Butanediol 18 - - - - - - (Me-E ₉ ) 2,3-Butanediol - 18 - 2(Me E,) 2,3-Butanediol - - 18 after ₄ 2,3-dimethyl-2,3-butanediol 17 ^E 7 2,3-dimethyl-2,3-butanediol 18 Bye 2,3-dimethyl- 2,3-Butanediol 17 n-BO ₂ 2-methyl-2,3-butanediol 18 (Me E ₄ ) HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add. add. add. add . add. add.

• · · · · · ·· ··· · ·· ···· · • · · · ···· ···

206

Example 50

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methyl- 2,3-Butanediol 18 PO ₂ 2-methyl-2,3-butanediol 18 B0 ₁ 1,2-pentanediol — — 18 ^E 7 1,2-pentanediol 17 Pole 1,2-pentanediol _ — 18 — n-BO ₃ 2-methyl-1,2-pentanediol 17 ^E 2 2-methyl-1,2-pentanediol 18 n-B0 ₁ HCl (pH 2 to 3.5) ........for all : 0, 005. . . DI water add. add . add. add. add . add. add.

·· ··· · ·· · · · · · • · ♦ · · · · · · · ·

207

Example 51

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methy1- 1,2-pentanediol 18 — — — — — — ^E 2 3-methyl-1,2-pentanediol 18 n-BO ₁ 4-methyl-1,2-pentanediol 18 ^E 2 4-methyl-1,2-pentanediol 17 n-BO, 1,3-pentanediol — — — 18 — — 2 (Me E ₂ ) 1,3-pentanediol — — — — — 17 - after ₄ 2,2-dimethyl-1,3-pentanediol 18 (Me-E^ HCl (pH 2 to 3.5) for all : 0, 005. . DI water add . add . add. add. add . add . add.

• · • ·

Example 52 208 • · · · • · · · • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 — - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,3-dimethyl- 1,3-pentanediol 18 — — — — — — (Me EJ 2,3-dimethyl- 1,3-pentanediol 18 Bye 2,4-dimethyl- 1,3-pentanediol 18 (Me-E^ 2,4-dimethyl- 1,3-pentanediol 17 Bye 2-ethyl- 1,3-pentanediol 18 e ₆ 2-ethyl-1,3-pentanediol 17 Bye 2—methyl— 1,3-pentanediol 18 2 (Me-E ₄ ) HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• · · · • ·

Example 53 209 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methyl- 1,3-pentanediol 18 _ _ — P0 ₂ 2-methyl-1,3-pentanediol 18 B0 ₁ 3,4-dimethyl-1,3-pentanediol 18 (Me-E^ 3,4-dimethyl- 1,3-pentanediol 17 P0 ₁ 3-methyl-1,3-pentanediol 18 2 (Me-E ₄ ) 3-methyl-1,3-pentanediol 17 P0 ₃ 3-methyl- 1,3-pentanediol 18 B0 ₁ HC1 (pH 2 to 3.5) : 0, 005... Dl water add. add. add. add. add . add. add.

210

Example 54

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 4,4-dimethyl- 1,3-pentanediol 18 _ — — — — (Me E,) 4,4-dimethyl- 1,3-pentanediol 18 AFTER, 4-methyl- 1,3-pentanediol 18 after ₃ 4-methyl-1,3-pentanediol 17 BO, 1,4-pentanediol — _ — — 18 — — 2 (Me-E ₂ ) 1,4-pentanediol — — — — — 17 — after ₃ 2,2-dimethyl-1,4-pentanediol 18 (Me-E,) HCl (pH 2 to 3.5) .....for all: 0, 005.. . Dl water add . add. add. add. add . add. add.

• · • · « · • * • ·

Example 55 211 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,2-dimethyl1- 1,4-pentanediol 18 — _ — — Ρ0 _Ί 2,3-dimethyl-1,4-pentanediol 18 (Me-E^ 2,3-dimethyl1- 1,4-pentanediol 18 p ₁ 2,4-dimethyl-1,4-pentanediol 17 (Me-E^ 2,4-dimethyl1- 1,4-pentanediol 18 _POl 2-methyl-1,4-pentanediol 17 2 (Me-E ₄ ) 2-methyl-1,4-pentanediol 18 after ₃ HCl (pH 2 to 3.5) .... for all : 0, 005... DI water add. add. add. add. add . add. add.

• ·

Example 56 212 • · · *4 · ··· • · · · · · 4 4 4*4 · • ♦ · » · · · · · 4 component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methy1- 1,4-pentanediol 18 •Me B0 ₁ 3,3-dimethyl-1,4-pentanediol 18 (Me-E^ 3,3-dimethyl- 1,4-pentanediol 18 AFTER, 3,4-dimethyl- 1,4-pentanediol 17 (Me-E^ 3,4-dimethyl- 1,4-pentanediol 18 AFTER, 3-methy1- 1,4-pentanediol 17 2(Me-E ₄ ) 3-methyl- 1,4-pentanediol 18 p° ₃ HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add . add. add. add . add. add.

···· ·· ·· ·♦·· 9· ·€ • · · · · ···· • · · » · · · · ··· · · ···· ···· ···

213

Example 57

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methy1- 1,4-pentanediol 18 — — — — — B0 ₁ 4-methyl-1,4-pentanediol 18 2(Me-E ₄ ) 4-methyl-1,4-pentanediol 18 P0 ₃ 4-methyl-1,3-pentanediol 17 B0 ₁ 1,5-pentanediol — — — — 18 — — (Me-E ₆ ) 1,5-pentanediol — — — — — 17 — 2(Me-E^ 1,5-pentanediol — — — — — 18 P° ₃ HCl (pH 2 to 3.5) all : 0, 005... Dl water add. add . add. add. add . add. add.

• ·

214

Example 58

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,2-dimethyl- 1,5-pentanediol 18 — — — — — - ^E 5 2,2-dimethyl-1,5-pentanediol 18 Bye 2,3-dimethyl- 1,5-pentanediol 18 ^E 4 2,3-dimethyl-1,5-pentanediol 17 Bye 2,4-dimethyl- 1,5-pentanediol 18 ^E 5 2,4-dimethyl-1,5-pentanediol 17 Ρ0 _Ί 2-ethyl-1,5-pentanediol 18 ^E 4 HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add. . add . add . add.

• · • · · ·

215

Example 59

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methy1- 1,5-pentanediol 18 _ — — — — — (Me-E ₂ ) 2-methyl-1,5-pentanediol 18 after ₂ 3,3-dimethyl-1,5-pentanediol 18 ^E 4 3,3-dimethyl-1,5-pentanediol 17 ^P °1 3-methyl-1,5-pentanediol 18 (Me-E ₂ ) 3-methyl-1,5-pentanediol 17 p° ₂ 2,3-pentanediol — — — — — — 18 (Me-E ₂ ) HCl (pH 2 to 3.5) .....for all : 0, 005... Dl water add. . add. add. add. add . add. . add.

4 4 4

4 •4 4 · 4 4 44 4444 4 • 444 444· 444

216

Example 60

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,3-pentanediol 18 - - - - - - PO ₂ 2-methyl-2,3-pentanediol 18 ^E 4 2-methyl-2,3-pentanediol 18 P°1 2-methy1- 2,3-pentanediol 17 n-BO ₂ 2,2-dimethyl-1,3-pentanediol 18 Bye 3-methy1- 2,3-pentanediol 17 ^E 4 3-methyl-2,3-pentanediol 18 AFTER, HCl (pH 2 to 3.5) all : 0, 005. . Dl water add. add . add. add. add . add . add.

• · · · • · • · ·· · · · · ·· ···· · • · · · · · · · ···

217

Example 61

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-ethyl1-1-methyl1- 1,4-Butanediol 18 — — n-BO _from 3-methyl-2,3-pentanediol 18 n-BO ₂ 4-methyl-2,3-pentanediol 18 ^E 4 4-methyl-2,3-pentanediol 17 AFTER, 4-methy1- 2,3-pentanediol 18 n-BO ₂ 2,2-dimethyl-1,3-pentanediol 17 n-BO ₃ 2,4-pentanediol — — 18 2 (Me-E ₃ ) HCl (pH 2 to 3.5) all : 0, 005.. . DI water add . add . add. add. add . add. add.

218

Example 62

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,4-pentanediol 18 - - - - - - after ₄ 2,3-dimethyl-2,4-pentanediol 18 (Me-E ₃ ) 2,3-dimethyl-2,4-pentanediol 18 PO ₂ 2,4-dimethyl-2,4-pentanediol 17 (Me-E ₃ ) 2,4-dimethyl-2,4-pentanediol 18 PO ₂ 2-methyl-2,4-pentanediol 17 (Me-E ₈ ) 2-methyl-2,4-pentanediol 18 P0 ₃ HC1 (pH 2 to 3.5) all : 0, 005. . Dl water add . add . add. add. add . add . add.

• ·

219

Example 63

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3,3-dimethyl- 2,4-pentanediol 18 - - (Me-E ₂ ) 3,3-dimethyl-2,4-pentanediol - 18 - P0 ₂ 3-methyl-2,4-pentanediol - - 18 (Me-E ₈ ) 3-methyl-2,4-pentanediol 17 P0 ₃ 1,3-Hexanediol 18 (Me-E ₃ ) 1,3-hexanediol _— __ 17 P0 ₂ 1,3-Hexanediol . . . 18 B0 ₁ HC1 (pH 2 to 3.5) ........for all : 0, 005... DI water add. add. add. add. add . add. add.

220

Example 64

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 - 2-methy1- 1,3-hexanediol 18 — — — — ^E 6 2-methyl-1,3-hexanediol 18 AFTER, 3-methy1- 1,3-hexanediol 18 ^E 6 3-methyl-1,3-hexanediol 17 AFTER, 4-methy1- 1,3-hexanediol 18 ^E 5 4-methyl-1,3-hexanediol 17 AFTER, 5-methy1- 1,3-hexanediol 18 ^E 5 HCl (pH 2 to 3.5) • for all: 0.005. Dl water add . add . add . add . add. add . add.

221

Example 65

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 5-methy1- 1,3-hexanediol 18 — — — Bye 1,4-hexanediol 18 — (Me-E ₃ ) 1,4-hexanediol 18 BO ₁ 1,4-Hexanediol 17 after ₂ 2-methyl-1,4-hexanediol 18 ^E 6 2-methyl-1,4-hexanediol 17 AFTER, 3-methy1- 1,4-hexanediol 18 ^E 6 HCl (pH 2 to 3.5) ........for all : 0, 005. . Dl water add. add . add. add. add . add . add.

• · · · • · • · ··· · · · ···· · ···· · · · · · · ·

222

Example 66

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methyl- 1,4-hexanediol 18 — — — — AFTER, 4-methyl- 1,4-hexanediol 18 ^E 6 4-methyl-1,4-hexanediol 18 Ρ0 _Ί 5-methyl-1,4-hexanediol 17 ^E 6 5-methyl-1,4-hexanediol 18 ^P °1 1,5-Hexanediol 17 — (Me-E ₃ ) 1,5-hexanediol 18 PO ₂ HCl (pH 2 to 3.5) all : 0, 005. . DI water add . add . add. add. add . add . add.

• · · • ·

223

Example 67

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 1,5-hexanediol 18 - - - - - - B0 ₁ 2-methyl-1,5-hexanediol 18 ^E 6 2-methyl-1,5-hexanediol 18 ΡΟ _Ί 3-methyl-1,5-hexanediol 17 ^E 6 3-methyl-1,5-hexanediol 18 Bye 4-methy1- 1,5-hexanediol 17 ^E 5 4-methyl-1,5-hexanediol 18 Bye HCl (pH 2 to 3.5) all : 0, 005.. . Dl water add. add . add. add. add . add. add.

• ·

224

Example 68 • · 4 4 4 · ···· ·· ··· · · · ···· · ···· ···· ···

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 5-methy1- 1,5-hexanediol 18 ^E 5 5-methyl-1,5-hexanediol 18 ^P °1 1,6-Hexanediol 18 (Me-E ₂ ) 1,6-hexanediol 17 p° ₂ 2-methyl-1,6-hexanediol 18 ^E 3 3-methyl-1,6-hexanediol 17 ^E 3 2,3-Hexanediol 18 ^E 3 HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add. add. add. add . add. add.

• * · · · ·

225

Example 69

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 - 2,3-Hexanediol 18 - - - - - n-BO ₁ 2,4-hexanediol - 18 - — — — — (Me-E ₅ ) 2,4-hexanediol - - 18 — — — — after ₃ 2-methyl-2,4-hexanediol 17 (Me-E ₂ ) 2-methyl-2,4-hexanediol 18 P0 ₂ 3-methyl-2,4-hexanediol 17 (Me-E ₂ ) 3-methyl-2,4-hexanediol 18 P° ₂ HCl (pH 2 to 3.5) ........for all : 0.005.. Dl water add. add. add. add. add. add . add.

226

Example 70 ···· ♦· «· ···· ·· ·· • · · · 9 · · 9 · • · ··· · ♦ · «·· A * • · 9 · ··*· *« ·

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 4-methyl- 2,4-hexanediol 18 — — — — - - (Me-E ₂ ) 4-methyl-2,4-hexanediol 18 P0 ₂ 5-methyl-2,4-hexanediol 18 (Me-E ₂ ) 5-methyl-2,4-hexanediol 17 PO ₂ 2,5-Hexanediol — — — 18 - - (Me E ₅ ) 2,5-Hexanediol — — — — — 17 - PO ₃ 2-methyl-2,5-hexanediol 18 (Me-E ₂ ) HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add. add. add . add. add. add. add.

• ·

227

Example 71

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ - 26.6 20.0 20.0 20.0 20.0 DEQA ² 26 - 27 6 6.8 6.8 6.8 ethanol 5 4 5.1 4 - — — isopropanol - - 2 - - 2-methyl- 2,5-Hexanediol 18 — - — - - - PO ₂ 3-methyl-2,5-hexanediol 18 (Me-E ₂ ) 3-methyl-2,5-hexanediol 18 AFTER, 3,4-hexanediol __ 17 — - - ^E 3 3,4-hexanediol — — — 18 - - n-BO, 4-Ethyl-1,2-cyclopentanedio1 18 di(2-hydroxycyclopentyl) ether — — — — - - 18 HCl (pH 2 to 3.5) for all: 0, 005. . DI water add . add . add. add . add . add . add.

• ·

228

Example 72

component (% by weight) 12 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 4,4-dimethyl-1,2- cyclopentanediol 18 - - - - - - 1,3-Heptanediol - 18 - - - - - ^E 4 1,3-Heptanediol - - 18 - - - - ^P °1 1,3-Heptanediol _ _ _ 17 - - - n-BO ₂ 1,4-Heptanediol _ _ _ - 18 - - ^E 4 1,4-Heptanediol _ _ _ - - 17 - Pole 1,4-Heptanediol _ _ _ - - - 18 n-BO ₂ HCl (pH 2 to 3.5) ........for all: 0, 005.. . DI water add. add. add. add. add . add. add.

• · · · • · · · · ···· • · ··· · · · ···· · • · · ···· · · ·

229

Example 73

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 1,5-Heptanediol 18 - - - - ^E 4 1,5-Heptanediol - 18 - — — — Bye 1,5-Heptanediol - 18 - - - n-BO ₂ 1,6-Heptanediol - - 17 - - ^E 4 1,6-Heptanediol - - - 18 — Pole 1,6-Heptanediol - - - 17 - n-BO ₂ 1,7-Heptanediol - - - - 18 ^E1 HCl (pH 2 to 3.5) .....for all : 0.005.. Dl water add . add. add. add. add. add . add.

• · · ·

• ·

230

Example 74

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 1,7-Heptanediol 18 - - — — — n-BO ₁ 2,4-heptanediol 18 — — _ — - ^E 7 2,4-Heptanediol — — 18 - - - (Me-E,) 2,4-Heptanediol — 17 - - - AFTER, 2,4-Heptanediol — — - - 18 - n-BO ₃ 2,5-heptanediol — — — - 17 - ^E 7 2,5-Heptanediol — — — - - - 18 (Me-E^ HCl (pH 2 to 3.5) for all: 0.005.. DI water add. add . add. add . add. add . add.

• ·

231

Example 75

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-cyclooctene- -1,2-diol 18 - - - - - - 4-cyclooctene- 1,2-diol - 18 - - - - - 5-cyclooctene- 1,2-diol - - 18 - - - -

3,6-dimethyl-4-cyclo-

lohexene-1,2-diol 4,5-dimethyl-4-cyclohexene-1,2-diol 17 18 1-ethene1-2-ethyl- 1,2-cyclobutanediol - - - 17 1,2,3,4-tetramethyl- 3-cyclobutene- 1,2-diol - - 18 HC1 (pH 2 to 3.5) .... ....for all: 0, 005...... Dl water add. add. add. add. add . add. add

• · · · • · • · ··· · and _a • ·· · · · · ·

232

Example 76

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3,4-diethyl- 3-cyclobutene- 1,2-diol 18 3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol 18 3-butyl-3-cyclo- butene-1,2-diol 18 ,,, 1,2-dimethyl-4methylene-1,2-cyclopentanediol 17 1-ethyl-3-methylene- 1,2-cyclopentanediol 18 4-(1-Propenyl)-1,2-cyclopentanedio1 — — — 17 — 1-ethyl-3-methyl- 3-cyclopentene- 1,2-diol 18 HCl (pH 2 to 3.5) all: 0, 005... DI water add. add . add. add. add . add. add.

• · · · • · · · • · • ·

• • · · • · · · 233 Example 77 component (% by weight) 12 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 4 isopropanol 2 - - - 6 2 2 1-ethenyl-1,2- cyclohexanedio1 18 - - - - - -

1-inethy 1-3 -methylene-

1,2-cyclo- hexanediol - 18 - - - 1-Methyl-4-methylene-1,2-cyclohexanediol 18 3-ethenyl-1,2- cyclohexanediol 17 — — 4-ethenyl-1,2- cyclohexanediol — — — 18 — — 2,6-dimethyl-3-cyclohexene-1,2-diol — — 17 6,6-dimethyl-3-cyclohexene-1,2-diol 18 HCl (pH 2 to 3.5) all: 0, 005...... Dl water add. add . add. add. add . add. add

234

Example 78

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁶ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,2-di-2-propenyl- 1,3-propanediol 18 — — — - - - 2-(1-pentene1)- 1,3-propanediol — 18 — - - - 2-(2-methyl-2-propenyl-2-(2-propenyl)- 1,3-propanediol 18 2-(3-methyl1-butenyl)- 1,3-propanediol 17 2-(4-pentene1)- 1,3-propanediol — — — — 18 - - 2-ethyl-2-(2-methyl-2-propene 1)- 1,3-propanediol 17 2-ethyl-2-(2-propenyl)-1,3-propanediol 18 HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add . add . add . add.

235

Example 79

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ⁵ - - 26 26 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 2-methyl1-2-(3methyl1-3-butene1) 1,5-propanediol 18 2,2-diallyl- 1,3-Butanediol 18 — — — 2-(1-ethyl- 1-propenyl)- 1,3-Butanediol 18 2-(2-butenyl)- 2-methy1- 1,3-Butanediol 17 2-(3-Methyl-2-butenyl)1,3-butanediol 18 2-ethyl-2- (2-propenyl) - 1,3-Butanediol 17 2-methy1-2-(1-methy 1-2-propene 1) - 1,3-Butanediol 18 HCl (pH 2 to 3.5) : 0.005... Dl water add . add . add. add . add. add . add.

• · · · • · · · · · • ·

236

Example 80

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,3-di(1-methylethylidene)1,4-butanediol 18 2-(3-Methyl-2-butenyl)-3-methylene-1,4-butanediol 18 2-(1,1-dimethylpropyl)2-butene-1,4-diol 18 2-(1-methylpropyl)- 2-butene-1,4-diol 17 — — — 2-butyl- 2-butene-1,4-diol — _ 18 — — 2-etheny1-3-ethy1- 1,3-pentanediol — — — — — 17 - 2-ethene1- 4,4-dimethyl1- 1,3-pentanediol 18 HCl (pH 2 to 3.5) all: 0, 005. . Dl water add . add . add. add . add . add • add.

• · · ·

237

Example 81

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3-methyl-2- (2-propenyl)- 1,4-pentanediol 18 2-(1-propene1)- 1,5-pentanediol 18 — — - - - 2-(2-propenyl)- 1,5-pentanediol _ — 18 — - - - 2-ethylidene- 3-methy1- 1,5-pentanediol 17 2-propylidene- 1,5-pentanediol — — — - 18 - - 3-ethylidene- 2.4- dimethyl- 2.4-pentanediol 17 2-(1,1-dimethylethyl)4-pentene-1,3-diol 18 HCl (pH 2 to 3.5) ........for all: 0, 005. . Dl water add. add . add. add . add . add . add.

238

Example 82 • · · · • · · · • · · · • · · · · • · ·

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-ethyl-2,3- dimethyl- 4-pentene-1,3-diol 18 4-ethyl-2-methylene- 1,4-hexanediol 18

2,3,5-trimethyl-1,5-

hexadiene-3,4-diol - 18 - - 5-ethyl-3- methyl 1,5- hexadiene-3,4-diol - - 17 - 2-(1-methylethene1)- 1,5-hexanediol - - 18 - 2-ethenyl- 1,6-hexanediol - - - 17 5,5-dimethyl- 1-hexene-3,4-diol - - 18 HCl (pH 2 to 3.5) ....for all: 0, 005...... Dl water add. add. add. add. add . add. add

239

Example 83 ··«· ·· • · ·· · ···

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 5,5-dimethyl- 1-hexene-3,4-diol 18 — — — — 4-ethenyl- 2,5-dimethyl1- 2-hexene-1,5-diol 18 2-ethenyl- 2,5-dimethyl1- 3-hexene-1,6-diol 18 2-ethyl- 3-hexene-1,6-diol 17 — — — 3,4-dimethyl- 3-hexene-1,6-diol — 18 — — 2,5-dimethyl1- 4-hexene-2,3-diol — — 17 — 3,4-dimethyl- 4-hexene-2,3-diol — 18 HCl (pH 2 to 3.5) all 0, 005. . DI water add . add . add. add. add . add . add.

240

Example 84

4··· » · ·· ·*··

component (% by weight) 12 3 4 5 6 7 DEQA ⁶ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-(2-propene1)- 5-hexene-1,3-diol 18 - - 2,3-dimethyl- 5-hexene-2,3-diol - 18 - 3,4-dimethyl- 5-hexene-2,3-diol - - 18 3,5-dimethyl- 5-hexene-2,3-diol 17 3-ethenyl- 2,5-dimethyl- 5-hexene-2,4-diol 18 6-methyl5-methylene- 1,4-Heptanediol 17 2,3-dimethyl-1,5heptadiene-3,4-diol - 18 HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add. add. add. add . add. add.

• · · · • · • ·

241

Example 85

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,5-dimethyl- 1,5-heptadiene- 3,4-diol 18 - - 3,5-dimethyl- 1,5-heptadiene- 3,4-diol - 18 - 2, 6-di(methylene)- 1,7-Heptanediol - - 18 4-methylene- 1,7-Heptanediol _ _ _ 17 2,4-dimethyl-1-heptene-3,5-diol _ _{— —} 18 2,6-dimethyl- 1-heptene-3,5-diol _ _ _ 17 3-ethenyl-5-methyl- 1-heptene-3,5-diol _ 18 HCl (pH 2 to 3.5) ........for all: 0, 005. . . Dl water add. add. add. add. add . add. add.

Example 86 242 • · · · · • · • · · • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 6,6-dimethyl-1-heptene-3,5-diol 18 — — — — — — 4,6-dimethyl- 2,4-heptadiene- 2,6-diol 18 4,4-dimethyl- 2,5-heptadiene- 1,7-diol 18 2,5,5-trimethyl- 2,6-heptadiene- 1,4-diol 17 5,6-dimethyl- 2-Heptene-1,4-diol — 18 — — 5-ethyl- 2-Heptene-1,5-diol — — — — — 17 — 2-methy1- 2-Heptene-1,7-diol — — —. — * — 18 HCl (pH 2 to 3.5) .....for all : 0, 005. . DI water add . add. add. add. add . add . add.

• ·

243

Example 87

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 4,6-dimethyl- 3-Heptene-1,5-diol 18 — — — — — — 3-methy1- 6-methylene- 3-Heptene-1,7-diol 18 2,4-dimethyl- 3-Heptene-2,5-diol — — 18 — — 2,5-dimethyl- 3-Heptene-2,5-diol — — 17 — — — 2,6-dimethyl- 3-Heptene-2,6-diol — — 18 — — 4,6-dimethyl- 3-Heptene-2,6-diol * — — — 17 — 2,4-dimethyl- 5-Heptene-1,3-diol — * — — — — 18 HCl (pH 2 to 3.5) all : 0, 005. . Dl water add . add . add. add. add . add . add.

• · · ·

244

Example 88

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3,6-dimethyl- 5-Heptene-1,3-diol 18 - - - - - 2,6-dimethyl- 5-Heptene-1,4-diol - 18 - - - - 3,6-dimethyl- 5-Heptene-1,4-diol - 18 - - - - 2,3-dimethyl- 5-Heptene-2,4-diol - - 17 - - - 2,2-dimethyl- 6-Heptene-1,3-diol - - - 18 - - 4-(2-propene1)- 6-Heptene-1,4-diol - - - - 17 - 5,6-dimethyl- 6-Heptene-1,4-diol - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• ·

245

Example 89

component (% by weight) 12 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,4-dimethyl- 6-Heptene-1,5-diol 18 - - - - - - 2-ethylidene- 6-methyl- 6-Heptene-1,5-diol - 18 - - - - - 4-(2-propenyl)- 6-Heptene-2,4-diol - - 18 - - - - 5,5-dimethyl- 6-Heptene-2,4-diol _ _ _ 17 - - - 4,6-dimethyl- 6-Heptene-2,5-diol _ _ _ - 18 - - 5-ethene1-4-methyl1- 6-Heptene-2,5-diol _ _ _ - - 17 - 2-methylene- 1,3-octanediol _ _ _ - - - 18 HCl (pH 2 to 3.5) ........for all : 0, 005... Dl water add. add. add. add. add . add. add.

246

Example 90

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2,6-dimethyl-1,6- 2 6 2 octadiene-3,5-diol 18 - - - - - 3,7-dimethyl-1,6- octadiene-3,5-diol - 18 - - - - 2,6-dimethyl-1,7- octadiene-3,6-diol - 18 - - - - 2,7-dimethyl-1,7- octadiene-3,6-diol - - 17 - - - 3,6-dimethyl-1,7- octadiene-3,6-diol - - - 18 - - 3-ethenyl- 1-octene-3,6-diol - - - - 17 - 2,7-dimethyl-2,4,6- octatriene-1,8-diol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• ·

247

Example 91

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3,7-dimethyl-2,4-octadiene-1,7-diol 18 -. — — — — 2,6-dimethyl-2,5-octadiene-1,7-diol 18 * — 3,7-dimethyl-2,5-octadiene-1,7-diol 18 — * — 3,7-dimethyl-2,6-octadiene-1,4-diol 17 — — (rosiridol) 2-methyl-2,6-octadiene-1,8-diol 18 3,7-dimethyl-2,7-octadiene-1,4-diol 17 — 2,6-dimethyl-2,7-octadiene-1,5-diol — — — — 18 HCl (pH 2 to 3.5) all 0, 005. . Dl water add . add . add. add. add . add . add.

···· ··

248

Example 92

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,6-dimethyl-2,7-octadiene-1,6-diol 18 — — (8-hydroxylinalool) 2,7-dimethyl-2,7- octadiene-1,6-diol 18 2-Octene-1,4-diol - - 18 - - - - 2-Octene-1,7-diol - - - 17 - - -

2-methyl-6-methylene-

2-Octene-1,7-diol ----18-- 2,2,4-trimethyl- 1,4-pentanediol ----- 17 - n-BO, 3,7-dimethyl-3,5- octadiene-1,7-diol ------ 18 HCl (pH 2 to 3.5) ........for all: 0.005...... DI water add. add. add. add. add. add. add

• 444 •4 ·44·

4

249

Example 93

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,7-dimethyl-3,5-octadiene-2,7-diol 18 4-methylene- 3,5-octanediol 18 2,6-dimethyl-3,7-octadiene-1,6-diol 18 2,7-dimethyl-3,7-octadiene-2,5-diol «w 17 _ 2,6-dimethyl-3,7-octadiene-2,6-diol 18 4-methy1- 3-Octene-1,5-diol 17 5-methy1- 3-Octene-1,5-diol 18 HCl (pH 2 to 3.5) all : 0, 005.. . DI water add. add . add. add. add . add. add.

···· ♦ · ·· ····

250

Example 94

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,2-dimethyl-4,6-octadiene-1,3-diol 18 2,6-dimethyl-4,7-octadiene-2,3-diol 18 >» 2,6-dimethyl-4,7-octadiene-2,6-diol 18 7-methyl- 4-Octene-1,6-diol 17 .. _ 2,3,3-trimethyl- 1,4-pentanediol — 18 — — n-BO ₁ 2,7-di(methylene)-4-octene-1,8-diol 17 2-methylene- 4-Octene-1,8-diol —- 18 HCl (pH 2 to 3.5) all : 0, 005... DI water add. add . add. add. add . add. add.

• · · ·

251

Example 95

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,7-dimethyl-5,7-octadiene-1,4-diol 18 7-Methyl-5,7-octadiene-1,4-diol 18 — — — 5-Octene-1,3-diol - - 18 - - - - 7-methy1- 6-Octene-1,3-diol <«· 17 — 7-methy1- 6-Octene-1,4-diol 18 — — 6-Octene-1,5-diol - - - - - 17 - 7-methy1- 6-Octene-1,5-diol 18 HCl (pH 2 to 3.5) all : 0, 005. . Dl water add . add . add. add. add . add . add

• · ·

252

Example 96

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-methy1- 6-Octene-3,5-diol 18 •M. — 4-methy1- 6-Octene-3,5-diol 18 — 2-methy1- 7-Octene-1,3-diol 18 — 4-methy1- 7-Octene-1,3-diol 17 7-methy1- 7-Octene-1,3-diol — 18 — 7-Octene-1,5-diol - - - - - 17 - 7-Octene-1,6-diol - - - - - - 18 HCl (pH 2 to 3.5) all : 0, 005... Dl water add . add . add. add. add . add. add.

• · ···· ·· ·· ···· ·· ··· ·· · ···· ·· ··· · ·· ···· · ···· ···· ···

253

Example 97

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 5-methy1- 7-Octene-1,6-diol 18

2-methyl-6-methylene-

7-Octene-2,4-diol - 18 - _ _ _ - 7-methyl- 7-Octene-2,5-diol - - 18 - - 2-methyl- 7-Octene-3,5-diol - - - 17 - - - 1-nonene-3,5-diol - - - - 18 - 1-nonene-3,7-diol - - - - - 17 - 1-nonene-3,7-diol - - - _ _ _ 18 HCl (pH 2 to 3.5) for all: 0.005... DI water add. add . add. add. add. add. add

• · ·· ···· ·· · · • · · ·· · ··· ·· ··· · ·· · · · · ·

254

Example 98

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 5-nonene-2,5-diol 18 - - - - - - 3-nonene-2,5-diol - 18 - - - - - 8-methyl-4,6- nonadiene-1,3-diol - - 18 - - - - 4-nonene-2,8-diol - - - 17 - - - 6,8-nonadiene- 1,5-diol - - - - 18 - - 7-nonene-2,4-diol - - - - - 17 - 8-nonene-2,4-diol - - - - - - 18 HCl (pH 2 to 3.5) all : 0, 005.. . Dl water add. add . add. add. add . add. add.

• ·

Example 99 255 • · · · · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 8-nonene-2,5-diol 18 - - - - - 1,9-decadiene- 3,8-diol 18 _» — 1,9-decadiene- 4,6-diol 18 di(2-hydroxycyclopentyl) ether 17 dibuty1enoxy1ated 3-butyloxy- 1,2-propanediol 18 tributyleneoxylated 3-butyloxy- 1,2-propanediol 17 1-(3-methylphenyl)- 1,3-propanediol — — — — 18 HCl (pH 2 to 3.5) ....for all: 0, 005... Dl water add. add. add. add . add . add. add.

• · • · • · · ·

256

Example 100

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26, 6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 1-(4-methylphenyl)- 2 6 2 1,3-propanediol 18 - - - - - 2-methyl-1-phenyl- 1,3-propanediol 18 - - - - - 3-(cyclohexyloxy)- 1,2-propanediol - 18 - - - - 3-(1-cyclohex- 1-enyloxy)- 1,2-propanediol — — — 17 — — — 2-(pentyloxy)- 1,3-propanediol - - - 18 - - 2-(2-pentyloxy)- 1,3-propanediol - - - - 17 - 2-(3-pentyloxy)- 1,3-propanediol - - - - - 18 HCl (pH 2 to 3.5) .for all : 0, 005... Dl water add. add. add. add. add . add. . add.

• · ····

257

Example 101

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-(2-methyl1- 1-butyloxy)- 1,3-propanediol 18 2-(isoamyloxy)- 1,3-propanediol 18 — — — 2-(3-methyl2-butyloxy)1,3-propanediol 18 (2-cyclohexyloxy)- 1,3-propanediol _ — 17 — — — 2-(1-Cyclohex1-enyloxy)- 1,3-propanediol 18 triethoxylated 3-(butyloxy)- 1,2-propanediol 17 tetraethoxylated 3-(butyloxy)- 1,2-propanediol 18 HCl (pH 2 to 3.5) .....for all : 0, 005... Dl water up . add. add. add. add . add. . add.

258

Example 102

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁶ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - pentaethoxylated 3-(butyloxy)- 1,2-propanediol 18 hexaethoxylated 3-(butyloxy)- 1,2-propanediol 18 heptaethoxylated 3-(butyloxy)- 1,2-propanediol 18 octaethoxylated 3-(butyloxy)- 1,2-propanediol 17 nonethoxylated 3-(butyloxy)- 1,2-propanediol 18 2,6-octanediol - - - - 17 - 3,5-octanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• · • · · ·

259

Example 103

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ² - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 4,4-dimethyl-1,2- cyclopentanediol 18 - - - 4-ethyl-1,2- cyclopentanediol - 18 - - - 1,1-di(hydroxymeth- (thyl)cyclohexane - 18 - - - 1,2-di(hydroxymeth- (thyl)cyclohexane - - 17 - - 1,2-dimethyl-1,3- cyclohexanediol - - 18 - - 1,3-di(hydroxymeth- (thyl)cyclohexane - - 17 - 1,3-dimethyl-1,3- cyclohexanediol - - - 18 HCl (pH 2 to 3.5) .....for all: 0, 005. . . Dl water add . add. add. add. add . add . add.

• · · · · · •4 ** · « ·

260

Example 104

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ¹ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 1,6-dimethyl-1,3- cyclohexanediol 18 - - - - - 1-hydroxy-cyclo- hexaneethanol - 18 - - - - 1-hydroxy-cyclo- hexanemethanol - 18 - - - - 1-ethyl-1,3- cyclohexane and io1 - - 17 - - - 1-methyl-1,2- cyclohexanediol - - - 18 - - 2,2-dimethyl-1,3- cyclohexanediol - - - - 17 - 2,3-dimethyl-1,4- cyclohexanedio1 - - - - - 18 HCl (pH 2 to 3.5) .....for all 0, 005. . . Dl water add . add. add. add. add . add. . add.

·· *»♦· • ·

261

Example 105

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,4-dimethyl-1,3- cyclohexanedio1 18 - - - - - 2,5-dimethyl-1,3- cyclohexanediol - 18 - - - - 2,6-dimethyl-1,4- cyclohexanedio1 - 18 - - - - 2-ethyl-1,3- cyclohexanediol - - 17 - - - 2-hydroxycyclo- hexaneethanol - - - 18 - - 2-hydroxyethyl1-1- cyclohexanol - - - - 17 - 2-hydroxymethyl1- cyclohexanol - - - - - 18 HCl (pH 2 to 3.5) .....for all ·: 0, 005.., Dl water add. . add. add. add. add . add. . add.

262

Example 106

component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26,626.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-hydroxyethyl-1- cyclohexanol 18 - - - - - - 2-hydroxy-cyclo- hexaneethanol - 18 - - - - - 3-hydroxymethyl1- cyclohexanol - - 18 - - - - 3-methyl-1,2- cyclohexanediol _ _ _ 17 - - - 4,4-dimethyl-1,3- cyclohexanediol _ _ _ - 18 - - 4,5-dimethyl-1,3- cyclohexanediol _ _ _ - - 17 - 4,6-dimethyl-1,3- cyk 1 ohhexand i o 1 _ _ _ - - - 18 HCl (pH 2 to 3.5) ........for all ·: 0, 005... Dl water add. add. add. add. add . add. . add.

• · • · • ·

263

Example 107

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 4-ethyl-1,3- cyclohexanediol 18 - - - - - 4-hydroxyethyl1-1- cyclohexanol - 18 - - - - 4-hydroxymethyl1- cyclohexanol - 18 - - - - 4-methyl-1,2- cyclohexanediol - - 17 - - - 5,5-dimethyl-1,3- cyclohexadiol - - - 18 - - 5-ethyl-1,3- cyclohexanediol - - - - 17 - 1,2-cyclo- heptanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all: 0, 005... DI water add. , add. add. add. add . add. . add.

·· · · • ·

264

Example 108

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁶ 26.6 26.6 - - 26 26 - DEQA ⁵ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2-methyl-1,3- cycloheptanedio1 18 - - - - - 2-methyl-1,4- cycloheptanedio1 - 18 - - - - 4-methyl-1,3- cycloheptanediol - 18 - - - - 5-methyl-1,3- cycloheptanediol - - 17 - - - 5-methyl-1,4- cycloheptanediol - - - 18 - - 6-methyl-1,4- cycloheptanediol - - - - 17 - 1,3-cyclooctanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all : 0, 005... DI water up . add. add. add. add . add. , add.

• · · · • · · ·

Example 109 265 • ·· · · · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 1,4-cyclooctanediol 18 - - - - - 1,5-cyclooctanediol - 18 - - - - 1,2-diethoxylate of cyclohexanediol - 18 - - - - 1,2-triethoxylate of cyclohexanediol - - 17 - - - 1,2-tetraethoxylate of cyclohexanediol - - - 18 - - 1,2- pentaethoxylate of cyclohexanediol - - - - 17 - 1,2- hexaethoxylate of cyclohexanediol - - - - - 18 HCl (pH 2 to 3.5) .....for all: 0, 005. . DI water add. , add. add. add . add . add . add.

• · · · • · • · · · · · ·· ···· · • · · · · · · · ···

266

Example 110

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 1,2-cyclohexanediol heptaethoxylate 18 — — — - - - 1,2-cyclohexanediol octaethoxylate — 18 — - - - - 1,2-cyclohexanediol nonaethoxylate — — 18 — - - - 1,2-cyclohexanediol monopropoxylate — — — 17 — — - monobuty1enoxylate of 1,2-cyclohexanediol 18

dibutylene oxylate 1,2-

of cyclohexanediol _____ 17 - tributylene oxylate 1,2-cyclo- hexanediol ------ 18 HCl (pH 2 to 3.5) ........for all: 0.005....... DI water add. add. add. add. add. add. add

• · ··· · · · ···· · • · · · ···· ···

267

Example 111

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 2.3 6 6 6 4 6 isopropanol - - - - 6 2 - 1,2-hexanediol 16 - - - - - 1-phenyl- 1,2-propanediol - 18 - - - - 2-phenyl- 1,2-propanediol - - 18 8 - - - 3-phenyl- 1,2-propanediol - - - - 18 - 1-(3-methylphenyl)- 1,3-propanediol - - - - 18 - 1-(4-methylphenyl)- 1,3-propanediol - - - - - 18 _MgCl2 0.125 - - - - HCl (pH 2 to 3.5) all : 0.005.. Dl water add. add . add. add. add. add . add.

268

Example 112

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - - 26 26 - - 26 ethanol 6 6 6 6 - 4 6 isopropanol - - - - 6 2 - 2-methyl-1-phenyl- 1,3-propanediol 18 — — — — — 1-phenyl- 1,3-Butanediol 18 — — 3-phenyl- 1,3-Butanediol 18 — 1-phenyl- 1,4-Butanediol — 18 — — — 2-phenyl- 1,4-Butanediol 18 1-phenyl- 2,3-Butanediol 18 3-phenyloxy- 1,2-propanediol — — — 18 HCl (pH 2 to 3.5) 0.005... Dl water add . add . add . add. add . add . add.

• · · · • · • · ··· · · · ···· · • · · · · · · ···

269

Example 113

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 4 6 - 4 6 isopropanol - - - 6 2 - propylene carbonate 2 2 - - - - 3-benzyloxy- 1,2-propanediol 18

3-(2-phenylethyloxy)-

1,2-propanediol 18 - — - — — 3-(1-phenyl- 2-propanyloxy)- 1,2-propanediol _ — 18 — — — — 2-phenyloxy- 1,3-propanediol - - 18 - - - 2-(m-cresyloxy)- 1,3-propanediol - - - 18 - 2-(p-cresyloxy)- 1,3-pentanediol - - - - 18 - 2-benzyloxy- 1,3-pentanediol - - _ _ _ 18 HCl (pH 2 to 3.5) ........for all: 0.005... Dl water add. add . add. add. add. add. add.

• · · ·

Example 114 270 • · · · · • · · · · · • · · · · · • · • · · · • · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ³ 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 2-(2-phenylethyloxy)- 1,3-propanediol 18 — — - - - - 2-(1-phenylethyloxy)- 1,3-propanediol 18 _ — — - 3-methyl1-2-isopropyl1- 1,3-Butanediol 18 — — — - AFTER, 2,3,3-trimethyl- 2,4-pentanediol 17 ΡΟ _Ί 2,2-diethyl-1,3-butanediol 18 n-BO ₂ 2,2-diethyl-1,3-butanediol 17 ^E 4 2-ethyl-2,3-dimethyl-1,3-butanediol 18 n-BO ₁ HCl (pH 2 to 3.5) .....for all: 0, 005.. . Dl water add . add. add. add. add . add. add.

··9 · ·· • * ···9

999 9 99 99 9 9 9

9 9 9 9 9 9 9 9 9

271

Example 115

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 - 2-methyl-12-isopropyl-1,3-butanediol 18 n-BO ₁ 2,2,3-trimethyl-1,3-pentanediol 18 n-BO ₁ 2,2,4-trimethyl-1,3-pentanediol 18 n-BO ₁ 2,3-dimethyl-1,4-hexanediol 17 n-BO ₂ 2,3-dimethyl-2,4-hexanediol 18 ^E 4 2,4-dimethyl-2,4-hexanediol 17 n-BO ₁ 2,4-dimethyl-2,4-hexanediol 18 ^E 3 HCl (pH 2 to 3.5) for all: 0.005.. Dl water add . add . add. add . add. add . add.

··♦ · ♦· ·· * · · · · · ···· · • · · · ···· · · ·

272

Example 116

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 - 2,5-dimethyl- 2,4-hexanediol 18 — — — — — n-BO ₂ 2,5-dimethyl-2,4-hexanediol 18 ^E 4 3,3-dimethyl-2,4-hexanediol 18 n-BO ₂ 3,3-dimethyl-2,4-hexanediol 17 ^E 3 3,4-dimethyl-2,4-hexanediol 18 n-BO ₂ 3,4-dimethyl-2,4-hexanediol 17 ^E 4 3,5-dimethyl-2,4-hexanediol 18 n-BO ₁ HCl (pH 2 to 3.5) for all : 0.005.. Dl water add . add . add. add. add. add . add.

Example 117 273 • · * · • · · • · · · fc • · · · · « «1 • · · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ² - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3,5-dimethyl- 2,4-hexanediol 18 — — ^E 3 4,5-dimethyl-2,4-hexanediol 18 n-BO ₂ 4,5-dimethyl-2,4-hexanediol 18 ^E 4 5,5-dimethyl-2,4-hexanediol 17 n-BO ₂ 5,5-dimethyl-2,4-hexanediol 18 ^E 3 2,3-dimethyl-2,5-hexanediol 17 n-BO ₁ 2,3-dimethyl-2,5-hexanediol 18 ^E 4 HCl (pH 2 to 3.5) ....for all: 0, 005. . Dl water add. add. add. add . add . add . add.

·♦·· ·· ·· ··«· ·· *· • < · ·· · «··· • · ··· · ·· ··· · · • · · · ·«·· · · ·

274

Example 118

component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - - 6 2 - 2,4-dimethyl- 2,5-Hexanediol 17 — — — - - - n-BO ₁ 2,4-dimethyl-2,5-hexanediol 18 ^E 4 2,5-dimethyl-2,5-hexanediol 18 n-BO ₂ 2,5-dimethyl-2,5-hexanediol 18 ^E 4 3,3-dimethyl-2,5-hexanediol 17 n-BO ₁ 3,3-dimethyl-2,5-hexanediol 18 ^E 4 3,4-dimethyl-2,5-hexanediol 18 n-BO ₂ HCl (pH 2 to 3.5) .for all: 0.005. Dl water add . add . add . add . add. add . add.

• · · ·

275

Example 119

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 3,4-dimethyl- 2,5-Hexanediol 18 — — — — — - ^E 4 3-methyl-3,5-heptanediol 18 n-BO ₁ 3-methyl-3,5-heptanediol 18 ^E 3 2-(1,2-dimethylpropyl)-1,3-propanediol 17 ^E 3 2-ethyl-2,3-dimethyl-1,3-butanediol 18 ^E 3 2-methyl-2-isopropyl-1,3-butanediol 17 ^E 3 3-methyl-2-isopropyl-1,4-butanediol 18 ^E 3 HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add . add . add . add.

Example 120 276 • · • · · • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 2,2,3-trimethyl- 1,3-pentanediol 18 — — — — — — ^E 3 2,2,4-trimethyl-1,3-pentanediol 18 ^E 3 2,4,4-trimethyl-1,3-pentanediol 18 ^E 3 3,4,4-trimethyl-1,3-pentanediol 17 ^E 3 2,2,3-trimethyl-1,4-pentanediol 18 ^E 3 2,2,4-trimethyl-1,4-pentanediol 17 ^E 3 2,3,3-trimethyl-1,4-pentanediol 18 ^E 3 HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• ·

Example 121 277 • · · · · • · · · · · • · · · · · · component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ² - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3,3,4-trimethyl- 1,4-pentanediol 18 - - ^E 3 2,4,4-trimethyl-1,3-pentanediol - 18 - n-BO ₁ 2,3,4-trimethyl-2,4-pentanediol - - 18 ^E 3 3,4,4-trimethyl-1,3-pentanediol 17 n-BO ₁ 2-(1,2-dimethylpropyl)-1,3-propanediol 18 n-BO ₁ 4-ethyl-2,4-hexanediol 17 ^E 2 4-ethyl-2,4-hexanediol 18 ^E 2 HCl (pH 2 to 3.5) ........for all: 0, 005. . DI water add. add. add. add. add . add . add.

• · · ·

Example 122 278 • · * · · • · · · • · · · component (% by weight) 12 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ³ - - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - - 6 2 - 2-methyl- 2,4-Heptanediol 18 - - ^E 2 3-methyl-2,4-heptanediol - 18 - ^E 2 4-methyl-2,4-heptanediol - - 18 ^E 2 5-methyl-2,4-heptanediol 17 ^E 2 6-methyl-2,4-heptanediol 18 ^E 2 2-methyl-2,5-heptanediol 17 ^E 2 3-methyl-2,5-heptanediol 18 ^E 2 HCl (pH 2 to 3.5) DI water add. add. add. add. add. add . add.

279

Example 123

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 4-methy1- 2,5-Heptanediol 18 — — - - - - ^E 2 5-methyl-2,5-heptanediol 18 ^E 2 6-methyl-2,5-heptanediol 18 ^E 2 2-methyl-2,6-heptanediol 17 ^E 2 3-methyl-2,6-heptanediol 18 ^E 2 4-methyl-2,6-heptanediol 17 ^E 2 2-methyl- 3,5-heptanediol 18 ^E 2 HCl (pH 2 to 3.5) for all: 0, 005. . Dl water add . add . add. add . add . add . add.

• ·

Example 124 280 • · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ⁵ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 3-methyl- 2-isopropyl- 1,4-Butanediol 18 n-BO ₁ 2,2,3-trimethyl-1,4-pentanediol 18 n-BO ₁ 4-ethyl-2,4-hexanediol 18 n-BO ₁ 4-methyl-2,4-hexanediol 17 n-BO ₁ 2-methyl-2,4-heptanediol 18 n-BO, 3-methyl- 2,4-Heptanediol 17 n-BO ₁ 4-methyl-2,4-heptanediol 18 n-BO ₁ HCl (pH 2 to 3.5) 005... Dl water add. add. add. add. add . add. add.

281

Example 125

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 - 5-methy1- 2,4-Heptanediol 18 — — — — — — n-BO ₁ 6-methyl-2,4-heptanediol 18 n-BO ₁ 2-methyl-2,5-heptanediol 18 n-BO ₁ 3-methyl-2,5-heptanediol 17 n-BO ₁ 4-methyl-2,5-heptanediol 18 n-BO ₁ 5-methyl-2,5-heptanediol 17 n-BO ₁ 6-methyl-2,5-heptanediol 18 n-BO ₁ HCl (pH 2 to 3.5) .....for all : 0, 005. . Dl water add . add. add. add. add . add . add.

• ·

Example 126 282 • · · · · · • · · · · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26.6 - 26 26 - DEQA ⁵ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 2-methy1- 2,6-Heptanediol 18 — — — — — — n-BO, 3-methy1- 2,6-Heptanediol 18 n-BO ₁ 4-methyl-2,6-heptanediol 18 n-BO ₁ 2-methyl-3,5-heptanediol 17 n-BO ₁ 1,2-hexanediol _ — 8 8 8 2,2,4-trimethyl- 1,3-pentanediol — — 8 — — 2-ethy1- 1,3-hexanediol — — 8 8 perfume 1.2 1.35 1, 2 1.35 1.2 1.35 1.2 HCl (pH 2 to 3.5) ....for all: 0, 005... DI water add. add. add. add. add . add. add.

283

Example 127

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 2.3 6 4 - 4 2 isopropanol - - - - 4 2 1,2-hexanediol 10 10 10 10 12 9 9 2-ethyl- 1,3-propanediol 7 - - - - - - 2-methyl-2-propyl-1- 1,3-propanediol - 8 - - - - - 2,3-dimethyl- 1,3-Butanediol - - 6 - - - - 2-methyl- 1,3-pentanediol - - - 7 - - - 2-methyl- 2,4-pentanediol - - - - 6 - - 2,4-hexanediol - - - - - 8 - 5-methyl- 2,4-hexanediol - - - - - - 8 perfume 1 1 1 1.35 1.35 1.35 1.2 HCl (pH 2 to 3.5) all : 0.005... DI water add. add. add. add. add. add. add.

284

Example 128

4«

4 4 44 4 444

4444 44 • 4 4 44 4

444 4 44 4444 4

4444 4 4 4 4 444

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁴ 26.6 26.6 - - 26 26 - DEQA ⁵ - - 26 26 - - 26 ethanol 4 4 4 4 - 4 6 isopropanol - - - 2 - 2 - 2,2,4-trimethyl- 1,3-pentanediol 10 9 10 10 2,2,4-trimethyl- 1,3-pentanediol 10 9 10 ^E 2 2-ethyl-1,3-propanediol 8 8 2,3-dimethyl- 1,3-Butanediol 9 2-methy1- 1,3-pentanediol 9 2-methy1- 2,4-pentanediol 9 2,4-hexanediol - - - - - 7 - 5-methy1- 2,4-hexanediol 8 HCl (pH 2 to 3.5) all : 0, 005... DI water add. add. add. add. add . add. add.

·· ♦···»

285

Example 129

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁸ (hydroxy- ethyl ester Quat) 29.8 29.8 29.8 - 29.8 29.8 - DEQA ⁹ (propyl ester Quat) - - 29.6 - - 29.6 ethanol 2 2 2 - - 3 2 isopropanol - - - 2 2 - 1,2-hexanediol 16 - - 17 8 8 8 2-ethyl- 1,3-hexanediol - 16 - - 8 - 8 2,2,4-trimethyl- 1,3-pentanediol - - 16 - - 8 - _CaCl2 - 0.125 _ _ _ - - ^MgCl2 - - 0.125 - - - HCl (pH 2 to 3.5) Dl water add. add. add. add. add. add. add.

DEQA ⁸ : di(acyloxyethyl)-(2-hydroxyethyl)-methylammonium methylsulfate, in which the acyl group means as in DEQA ¹ , 89.4% (wt) of active ingredient in ethanol

DEQA ⁹ : 1,2-di(oleoyloxy)-3-trimethylammoniopropane chloride, in which the acyl group means as in DEQA ⁵ , 88% (by weight) of the active ingredient in ethanol

286

Example 130

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ⁶ - - 26 26 - - 26 ethanol 4 6 6 6 4 - 4 1,2-hexanediol 9 8 10 8 - 10 9 2,2,4-trimethyl- 1,3-propanediol - - - - 9 - - 3-(pentyloxy)- 1,2-propanediol 8 - - - - - - 3-cyclohexyloxy- 1,2-propanediol - 8 - - - - - d i(2-hydroxybuty1)- ether - - 6 - - - - 3-benzyloxy- 1,2-propanediol - - - 8 - - - 1,2-di(hydroxymeth- (thyl)-cyclohexane - - - - 8 - - 2-phenyl- 1,2-propanediol - - - - - - - 3,7-dimethyl- 2,6-octadiene- 1,4-diol - - - - - - 8 _CaCl2 - - - - - 0.25 - HCl (pH 2 to 3.5) .....for all : 0, 005... Dl water add . add . add. add. add . add. add.

* · · ·

287

Example 131

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2,5-Heptanediol 18 - - - - - - Bye 2,5-Heptanediol — 18 — — — — n-BO ₃ 2,6-Heptanediol — 18 — — — — ^E 7 2,6-Heptanediol — — — 17 — — — (Me-E,) 2,6-Heptanediol — — — — 18 — — ^p °l 2,6-heptanediol — — — — — 17 — n-BO ₃ 2,7-Heptanediol — — — — — — 18 ^E 7 HCl (pH 2 to 3.5) all : 0, 005... Dl water add. add . add. add. add . add. add.

• · · · • · · · • · · · ♦ · · · ··· · · • · · · ···· ···

288

Example 132

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁶ - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - 6 2 — 2,7-Heptanediol 18 - - — — — — (Μβ-Ε,) 2,7-Heptanediol — 18 - - - - ^P0 1 2,7-Heptanediol — 18 - - - - n-BO ₃ 2,2-diethyl-1,3-propanediol 17 n-BO ₂ 2-(1-methylpropyl)-1,3-propanediol 18 n-BO ₂ 2-(2-methylpropyl)-1,3-propanediol 17 n-BO ₂ 2 - e thy 1-2 -me thy 1 - 1,3-butanediol 18 n-BO ₃ HCl (pH 2 to 3.5) .....for all: 0, 005. . Dl water add . add. add. add . add . add . add.

·· · · · · · · · · · · · ···· ···· ···

289

Example 133

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - 26 26 - DEQA ⁴ - 26 26 - 26 ethanol 4 6 6 6 4 6 isopropanol 2 - 6 2 - 2-methyl-2-isopropyl-1,3-propanediol 18 n-BO ₂ 2-methyl-2-propyl-1,3-propanediol 18 n-BO ₂ 1,2-butanediol 18 (Me-E ₆ ) 1,2-Butanediol 17 after ₂ 1,2-butanediol 18 BO, 2,3-dimethyl- 1,2-Butanediol 17 ^E 4 2,3-dimethyl-1,2-butanediol 18 n-BO, HCl (pH 2 to 3.5) ........for all: 0, 005... DI water add. add . add. add. add . add. add.

• ·

290

Example 134

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ³ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-ethyl1-3-methyl1- 1,3-Butanediol 18 — — — — n-BO ₃ 2-isopropyl-1,3-butanediol 18 n-BO ₃ 2-propyl-1,3-butanediol 18 n-BO ₃ 2,2,3-trimethyl-1,4-butanediol 17 n-BO ₂ 2-ethyl-2-methyl-1,4-butanediol 18 n-BO ₂ 2-ethyl-3-methyl-1,4-butanediol 17 n-BO ₂ 2-isopropyl-1,4-butanediol 18 n-BO ₂ HCl (pH 2 to 3.5) all : 0, 005. . Dl water add . add . add. add. add . add . add.

• · · · • · · · ·· · · · · · · ···· · ♦ · · · · · · · ···

291

Example 135

component (% by weight) 1 2 3 4 5 6 7 DEQA ⁵ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 — 2-propyl- 1,4-Butanediol 18 — — - - - - n-BO ₁ 2,4-dimethyl-1,3-pentanediol 18 n-BO ₃ 2-ethyl-1,3-pentanediol 18 n-BO ₂ 3,4-dimethyl-1,3-pentanediol 17 n-BO ₃ 4,4-dimethyl-1,3-pentanediol 18 n-BO ₃ 4-methyl-1,3-pentanediol 17 (Me-E ₅ ) 2,2-dimethyl-1,4-pentanediol 18 n-BO ₃ HCl (pH 2 to 3.5) all: 0, 005. . Dl water add . add . add. add . add . add . add.

• · · · • · • · · · • ·

Example 136 292 • · · · • · · · component (% by weight) 1 2 3 4 5 6 7 DEQA ² 26.6 26, 6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 — 2,3-dimethyl- 1,4-pentanediol 18 - - - - - - n-BO ₃ 2,4-dimethyl-1,4-pentanediol 18 n-BO ₃ 3,3-dimethyl-1,4-pentanediol 18 n-BO ₃ 3,4-dimethyl-1,4-pentanediol 17 n-BO ₃ 2,2-dimethyl-1,5-pentanediol 18 n-BO ₂ 2,3-dimethyl-1,5-pentanediol 17 n-BO ₂ 2,4-dimethyl-1,5-pentanediol 18 n-BO ₂ HCl (pH 2 to 3.5) . .for all: 0, 005. . DI water add . add. add. add . add . add . add.

• · · · • ·

293

Example 137

component (% by weight) 1 2 3 4 5 6 7 DEQA ³ 26.6 26.6 - - 26 26 - DEQA ¹ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 2-ethyl- 1,5-pentanediol 18 — — — — — — n-BO, 3,3-dimethyl- 1,5-pentanediol 8 n-BO ₂ 2-methyl-1,3-hexanediol 18 n-BO ₂ 3-methyl-1,3-hexanediol 17 n-BO ₂ 4-methyl-1,3-hexanediol 18 n-BO ₂ 5-methyl-1,3-hexanediol 17 n-BO ₂ 2-methyl-1,4-hexanediol 18 n-BO ₂ HCl (pH 2 to 3.5) all : 0, 005... Dl water add . add . add. add. add . add. add.

294

Example 138

component (% by weight) 1 2 3 4 5 6 7 DEQA ¹ 26.6 26.6 - - 26 26 - DEQA ⁴ - - 26 26 - - 26 ethanol 4 6 6 6 - 4 6 isopropanol 2 - - - 6 2 - 3-methy1- 1,4-hexanediol 18 n-BO ₂ 4-methyl-1,4-hexanediol 18 n-BO ₂ 5-methyl-1,4-hexanediol 18 n-BO ₂ 2-methyl-1,5-hexanediol 17 n-BO ₂ 3-methyl-1,5-hexanediol 18 n-BO ₂ 4-methyl-1,5-hexanediol 17 n-BO ₂ 5-methyl-1,5-hexanediol 18 n-BO ₂ HCl (pH 2 to 3.5) all : 0, 005... Dl water add. add . add. add. add . add. add

• ·

295

Example 139

component (% by weight) 1 2 3 4 5 6 DEQA ² 26.6 26.6 - - 26 26 DEQA ⁵ - - 26 26 - ethanol 4 6 6 4 6 6 isopropanol 2 - - 2 - 1,6-hexanediol 18 - - - - n-BO ₄ 2-methyl-1,6-hexanediol 18 n-BO, 3-methyl" 1,6-hexanediol 18 n-BO, 2,3,4-trimethyl- 1,4-pentanediol 17 2,3,4-trimethyl- 1,4-pentanediol — — — — 18 n-BO, 2,3,4-trimethyl- 1,4-pentanediol 18 ^E 3 HCl (pH 2 to 3.5) . .for all: 0.005... Dl water add . add . add. add . add. add.

φφφφ »· φ φ φ φ φφ φ φ φ φ φφ φφφφ φ φφφφ φφφφ φφφ

296

Example 140

component (% wt.) 1 2 3 4 5 6 7 DEQA ¹ - 9.1 - - - - - DEQA ⁵ - - 9.1 9.1 - - DEQA ¹⁰ 17.7 - - - - - - DEQA ¹¹ 8.3 - - - - - - DEQA ¹² - 16.9 16.9 - - - - DEQA ¹³ - - - 16.9 - - - DEQA ¹⁴ - - - - 16.9 - - DEQA ¹⁵ - - - - 26 - DEQA ¹⁶ - - - - - - 26 ethanol 6.6 6.6 6.6 6.6 6.6 6.6 6.6 1,2-hexanediol 17 17 17 17 17 17 17 HCl (pH 2 up to 3.5) ...for all: 0.005 Dl water add . add. add . add . add. add . add.

DEQA ¹⁵ : Ν,N-di(acyloxyethyl)-Ν,N-dimethylammonium chloride, in which the acyl group is derived from a mixture of partially hydrogenated soybean fatty acid (DEQA fatty acid ¹⁰ ) and slightly hydrogenated tallow fatty acid (DEQA fatty acid ¹¹ ) in an approximate weight ratio of 65:35

DEQA ¹⁶ : N,N-di(acyloxyethyl)-N,N-dimethylammonium chloride in which the acyl group is derived from a mixture of fatty acid DEQA ¹ and isostearic acid DEQA ¹² in an approximate weight ratio of 65:35

In mixed branched chain and unsaturated chain DEQA, wherein R ¹ is a long chain with 5 to 21 (or 6 to 22) carbon atoms, preferably branched alkyl or unsaturated alkyl with 10 to 20 (or 9 to 19) carbon atoms, most preferably branched alkyl or unsaturated alkyl having 12 to 18 (or 11 to 17) carbon atoms, the ratio of branched alkyl to unsaturated alkyl is preferably from 95:5 to 5:95. more preferably from 75:25 to 25:75, even more preferably from 50:50 to 30:70 and in the unsaturated alkyl group is ···· · · • 4 ··· · • · ··· · ·· · · · · · ···· ···· · · ·

297 iodine number of the respective fatty acid of this R ¹ group preferably from 20 to 140, more preferably from 50 to 130 and most preferably from 70 to 115.

Processing aspects

Basic solvents B and some mixtures of basic solvents B and secondary solvents, as described above, allow the preparation of premixes containing an effective softening component A (from 55 to 85, preferably from 60 to 80, more preferably from 65 to 75% w/w of the weight of the premix) , basic solvent B (from 10 to 30, preferably from 13 to 25, more preferably from 15 to 20% by weight of the weight of the premix) and optionally water-soluble solvent C (from 5 to 20, preferably from 5 to 17, more preferably from 5 to 15% by weight of the premix). The basic solvents B can optionally be replaced by a mixture of effective amounts of the basic solvents B and a certain amount of unusable solvents, as mentioned above. These premixes contain the desired amount of an effective fabric softener for substances A and a sufficient amount of basic solvent B, or solvent C, so that a premix with the desired viscosity is obtained in the desired temperature range. Typical viscosities suitable for processing are viscosities less than 1000 cps, preferably less than 500, more preferably less than 300 cps. The use of lower temperatures improves safety by minimizing solvent evaporation, minimizes degradation and/or loss of materials such as biodegradable fabric softener active agent, perfumes, etc., and reduces the need for heating, thereby saving processing costs. Further protection of the active fabric softener can be achieved by adding, for example, a chelating agent such as ethylenediaminepentaacetic acid during preparation of the active ingredient. The result is improved environmental impact and safety in the manufacturing operation.

Examples of premixes and processes using them include premixes that typically contain from 55 to 85, preferably from 60 to 80, more preferably from 65 to 75% by weight. effective fabric softener for A substances such as DEQA ¹ and DEQA ⁸ , as hereinbelow

298 ···· ·· • · · ·· ···· • · · ··

·· · · • · ·· ·· mentioned in the examples, mixed with 10 to 30, preferably 13 to 25, more preferably 15 to 20 wt.%. of a basic solvent, such as 1,2-hexanediol, and from 5 to 20, preferably from 5 to 15 wt.%. in a water-soluble solvent C such as ethanol and/or isopropanol.

If DEQA ¹ , which contains 13 wt.%, is used as an effective fabric softener. of ethanol as above, and if 1,2-hexanediol is used as the base solvent, the temperatures at which the premix is clear and/or liquid at different amounts of the base solvent are as follows: 25% wt. 1,2-Hexanediol: clear below -5°C, liquid below -10°C, 17% wt. 1,2-Hexanediol: clear below 0°C, liquid below -10°C, 0% wt. 1,2-Hexanediol: clear below 17°C, liquid below 0°C.

These premixes can be used for the production of final products according to a process comprising the following steps:

1. A premix of an effective fabric softener is produced, e.g. 72% by weight. DEQA ¹ , 11% wt. of ethanol and 17 wt.% of a basic solvent, e.g. 1,2-hexanediol, and cooled to room temperature.

2. Perfume is mixed into the premix.

3. An aqueous base of water and HC1 is made at room temperature. Optionally, a chelating agent is added.

4. The premix is added to the water while mixing well.

5. It is adjusted with CaCl ₂ solution to the desired viscosity.

6. A dye solution is added to achieve the desired color.

Effective Fabric Softeners (DEQA), Base Solvents B and optionally water-soluble solvents can be used to make a masterbatch that can be used to make the following compositions.

299

• · · ·

Example 141

component (% by weight) 1 2 3 4 5 DEQA ¹ (100% by weight of active ingredient) 2 5 10.5 10.5 - DEQA ⁸ (100% by weight of active ingredient) - - - - 10.5 ethanol 0.35 0.88 1.85 1.85 - isopropanol - - - - 1.16 1,2-hexanediol 0.48 1.2 2.53 2.53 2.39 perfume 0.7 0.16 1.75 1.75 1.75 chelating agent (ppm) - - - 250 250 HC1 (100% (wt)) 0.02 0.02 0.02 0.02 0.02 CaCl ₂ (ppm) - - 630 675 495 dye (ppm) 3 3 6 6 6 Dl water add. add. add. add. add.

For commercial purposes, the above agents are put in containers, especially bottles, preferably clear bottles (although transparent bottles can be used) made of polypropylene (they can be replaced by glass, oriented polyethylene, etc.), bottles with a light blue color to compensate any yellow color that is present or that may appear during storage (although for short periods and perfectly clear products, uncolored or other light-colored containers may be used) and that contain an ultraviolet absorption agent in the bottle to minimize the effects of ultraviolet light on the material inside the bottle, especially highly saturated active ingredients (absorbent agents may also be on the surface). The overall effect of the clarity and the container can demonstrate the clarity of the products, thereby assuring the customer of the quality of the product.

Claims (54)

1. A material capable of forming clear, concentrated, biodegradable fabric softeners, characterized by the fact that it is selected from the group of compounds consisting of: A. compounds selected from the group consisting of 2,3,3-trimethyl-1,2-butanediol, 2,3-dimethyl-3,4-pentanediol, 4-methyl-2,3-hexanediol, 5-methyl-2, 3-hexanediol, 2-methyl-3,4-hexanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2- isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyl-1,4-butanediol, 2- (1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-(2-methylpropyl) )-1,4-butanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethy1-2-methyl-1,4-pentanediol, 2-ethy1-3-methyl-1- 1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3-ethyl-1-3-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-isopropyl-1,3- pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4- pentanediol, 2,3-dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol, 3.4-dimethyl-1,3-hexanediol,3,5-dimethyl-1,3-hexanediol, 4.5- dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2.3-dimethyl-1,4-hexanediol,2,4-dimethyl-1,4-hexanediol, 3.3-dimethyl-1,4-hexanediol,3,4-dimethyl-1,4-hexanediol, 3.5-dimethyl-1,4-hexanediol,4,4-dimethyl-1,3-hexanediol, 4.5-dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, • · • · 301 3.4-dimethyl-1,5-hexanediol,3,5-dimethyl-1,5-hexanediol, 4.5- dimethyl-1,5-hexanediol, 2,3-dimethyl-1,6-hexanediol, 2.4- dimethyl-1,6-hexanediol, 3,3-dimethyl-1,6-hexanediol, 4.5- dimethyl-2,4-hexanediol, 2,3-dimethyl-2,5-hexanediol, 2,4-dimethyl-2,5-hexanediol, 3,3-dimethyl-2,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 4-ethyl-1,3-hexanediol, 3-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 4-methyl-1,3- heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 3-methyl-1,6- heptanediol, 5-methyl-1,6-heptanediol, 5-methyl-2,4-heptanediol, 3-methyl-2,5-heptanediol, 2-methyl-3,5-heptanediol, 2,6-octanediol, 3, 3,4-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2, of 5-hexanediol and 3,3,5-trimethyl1-2,5-hexanediol, B. an ether solvent which is selected from the group consisting of 3-(2-pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy )-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, of 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy) )-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, pentaethoxylated 3-(butyloxy) -1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, monopropoxylated 3-(butyloxy)-1,2-propanediol, dibutyleneoxylated 3-(butyloxy)-1,2-propanediol, tributyleneoxylated 3-(butyloxy)-1,2-propanediol , di(2-hydroxybutyl) ether and di(2-hydroxycyclopentyl) ether, • 4 4 4 4 4 302 C. compounds which are homologues or analogues of the following compounds, in which each homologue or analogue contains at least one additional CH ₂ group and the total number of hydrogen atoms is kept the same by inserting one double bond for each additional CH ₂ group, namely: I. propanol, II. 2-butanol and/or 2-methyl-2-propanol, III. 2,3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3-methyl- 2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3- methyl 1-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol, IV. 2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, 2,3,3-trimethyl-1,2-butanediol, 2-ethyl-1-2-methyl-1,4-butanediol, 2-ethyl-3-methyl-1,4-butanediol, 2-propyl-1,4- butanediol, 2-isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol, 2,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3, 3-dimethyl-1,5-pentanediol, 2,3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3.4-dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1-1, 6-hexanediol, 3-methyl-1,6-hexanediol, 2-methyl-2,3-hexanediol, 3-methyl-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-2, 3-hexanediol, 2-methyl-3,4-hexanediol, 3-methyl-3,4-hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol and/or 1,6-heptanediol, V. 2-(2-methylbutyl)-1,3-propanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2- (1-ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3-methylbutyl) -1,3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2 -methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpro• · · · • « • · • · • · • · · ·· · ···· • · · · · · · · ···· · < · · · ···· ··· ·· ·· · · ·· ·-♦ · · 303 pyl)-1,3-propanediol, 2-tert.butyl-2-methyl-1,3-propanediol, 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3- butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl )-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyl-1-1,4-butanediol, 2-(1-methylpropyl)-1, 4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4- butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-3-propyl-1,4-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2,2,3- trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1-1,3-pentanediol, 2,2,3-trimethyl-1,4-pentanediol, 2.2.4-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1, 5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol, 2,3, 3-trimethyl-2,4-pentanediol, 2,3,4-trimethyl-2,4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3- pentanediol, 2-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl- 1,4-pentanediol, 3-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1,5-pentanediol, 2- ethyl-4-methyl-1,5-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2- isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl-1,5-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol,2,3-dimethyl-1,3-hexanediol, 2.4-dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol, • · · · • · • · • · · · 304 3.4-dimethyl-1,3-hexanediol,3,5-dimethyl-1,3-hexanediol, 4.5- dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2.3-dimethyl-1,4-hexanediol,2,4-dimethyl-1,4-hexanediol, 2.5-dimethyl-1,4-hexanediol, 3,3-dimethyl-1,4-hexanediol, 3.4- dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4.4-dimethyl-1,3-hexanediol,4,5-dimethyl-1,4-hexanediol, 5.5- dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2.3-dimethyl-1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2.5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3.4-dimethyl-1,5-hexanediol,3,5-dimethyl-1,5-hexanediol, 4.5- dimethyl-1,5-hexanediol, 2,2-dimethyl-1,6-hexanediol, 2.3- dimethyl-1,6-hexanediol, 2,4-dimethyl-1,6-hexanediol, 2.5-dimethyl-1,6-hexanediol,3,3-dimethyl-1,6-hexanediol, 3.4- dimethyl-1,6-hexanediol, 2,3-dimethyl-2,4-hexanediol, 2.4- dimethyl-2,4-hexanediol, 2,5-dimethyl-2,4-hexanediol, 3.3-dimethyl-2,4-hexanediol,3,4-dimethyl-2,4-hexanediol, 3.5-dimethyl-2,4-hexanediol,4,5-dimethyl-2,4-hexanediol, 5.5- dimethyl-2,4-hexanediol, 2,3-dimethyl-2,5-hexanediol, 2.4-dimethyl-2,5-hexanediol,2,5-dimethyl-2,5-hexanediol, 3.3- dimethyl-2,5-hexanediol, 3,4-dimethyl-2,5-hexanediol, 3.3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl1-2,5-heptanediol, 4-methyl1-2,5-heptanediol, 5-me• · · · • · · · ·· · · · · · · ···· · • · · · · · · · · · · 305 thyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3 -methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-1-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol , 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol, VI. 2,3,3,4-tetramethyl-2,4-pentanediol, 3-tert.butyl-2,4-pentanediol, 2,5,5-trimethyl-2,4-hexanediol, 3.3.4-trimethyl-2,4-hexanediol, 3,3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2, of 4-hexanediol, 3,3,4-trimethyl-2,5-hexanediol and/or 3.3.5-trimethyl-2,5-hexanediol, VII. Alkoxylated derivatives of diols with 3 to 8 carbon atoms including: 1. 1,2-propanediol 2(Me-E,. ₄ ), 1,2-propanediol PO ₄ , 2-methyl-1,2-propanediol (Me-E ₄ ., ₀ ), 2-methyl-1, 2-propanediol 2(Me-E,), 2-methyl-1,2-propanediol P0 ₃ , 2-methyl-1,2-propanediol BO,, 1,3-propanediol 2 (Me-E ₆ . ₈ ) , 1,3-propanediol AFTER ₅ . ₆ , 2,2-diethyl-1,3-propanediol E,_ ₇ , 2,2-diethyl-1,3-propanediol PO,, 2,2-diethyl-1,3-propanediol n-BO,_ ₂ , 2,2-dimethyl 1-1,3-propanediol 2 (Me E,. ₂ ) , 2,2-dimethyl-1,3-propanediol PO ₃ . ₄ , 2-(1-methylpropyl)-1,3-propanediol E,_ ₇ , 2-(1-methylpropyl)-1,3-propanediol PO,, 2-(1-methylpropyl)-1,3-propanediol n -BO,. ₂ , 2-(2-methylpropyl)-1,3-propanediol E,. _? , 2-(2-methylpropyl)-1,3-propanediol PO,, 2-(2-methylpropyl)-1,3-propanediol n-BO,_ ₂ , 2-ethyl-1,3-propanediol (Me E ₆ ., _o ) i 2-ethyl-1,3-propanediol 2 (Me E,) , 2-ethyl-1,3-propanediol P0 ₃ , 2-ethyl 1-2-methyl 1-1,3-propanediol (Me E,_ ₆ ) , 2-ethyl-2-methyl-1,3-propanediol PO ₂ , 2-ethyl-2-methyl-1,3-propanediol BO,, 2-isopropyl-1,3-propanediol (Me E,_ ₆ ) , 2-isopropyl-1,3-propanediolP0 ₂ , 2-isopropyl-1,6-propanediol BO,, 2-methyl-1,3-propanediol 2 (Me E ₂ . ₅ ) , 2-methyl-1,3-propanediol MO ₄ . ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₂ . ₉ , 2-methyl-2-isopropyl-1, 3-propanediol PO,, 2-methyl-2-isopropyl-1, 3-propanediol n-BO,_ ₃ , 2-methyl-2-propyl-1,3- propanediol E,. ₇ , 2-methyl-2-propyl-1,3-propanediol PO,, 2-methyl-2-propyl-1,3-propanediol 306 n-BO^j, 2-propyl-1,3-propanediol (Me-E ₁ . ₄ ) , 2-propyl-1,3-propanediol PO ₂ , 2-propyl-1,3-propanediol BO _1ø 2. 1,2-butanediol (Me E ₂ . ₈ ), 1,2-butanediol PO ₂ . ₃ , 1,2-butanediol BO _V 2,3-dimethyl-1,2-butanediol E.|. ₆ , 2,3-dimethyl-1,2-butanediol n-BO^j, 2-ethyl-1,2-butanediol E^j, 2-ethyl-1,2-butanediol n-BO,, 2-methyl- 1,2-butanediol (Me E^g), 2-methyl-1,2-butanediol PO ₁ , 3,3-dimethyl-1,2-butanediol E _V6 , 3,3-dimethyl-1,2-butanediol n -BO ₁₂ , 3-methyl-1,2-butanediol (Me E^g) , 3-methyl-1,2-butanediol PO ₁ , 1,3-butanediol 2 (Me E ₃ . ₆ ) , 1,3- butanediol PO ₅ , 1,3-butanediol BO ₂ , 2,2,3-trimethyl-1,3-butanediol (Me E _v3 ), 2,2,3-trimethyl-1,3-butanediol PO.j_ ₂ , 2,2-dimethyl-1,3-butanediol (Me E _{3 8} ) , 2.2-dimethyl-1,3-butanediolPO ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,3-dimethyl-1,3-butanediol PO ₃ , 2-ethyl-1, 3-butanediol (Me E ₁ . _ó ), 2-ethyl-1, 3-butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO _V 2-ethyl-2-methyl-1,3-butanediol (Me E^ , 2-ethyl-2-methyl-1,3-butanediol P0 _in 2-ethyl-1- 2-methyl-1,3-butanediol n-BO _{2 ,} 2-ethyl 1-3-methyl 1-1,3-butanediol (Me E^ , 2-ethyl-1-3-methyl-1,3-butanediol PO . _V 2-ethyl-3-methyl-1,3-butanediol n-BO ₂ , 2-isopropyl-1,3-butanediol (Me E^ , 2-isopropyl- _1,3 -butanediol PO _1Z 2-isopropyl-. 1,3-butanediol n-BO ₂ , 2-methyl-1,3-butanediol 2 (Me E _V3 ), 2-methyl- _1,3 -butanediol PO ₄ , 2-propyl-1,3-butanediol E ₂ . ₉ , 2-propyl-1,3-butanediol Ρ _1Λ 2-propyl-1,3-butanediol n-BO^j, 3-methyl-1,3-butanediol 2(Me E _v3 ), 3-methyl- 1,3-butanediol PO ₄ , 1,4-butanediol 2 (Me E ₂ . ₄ ), 1,4-butanediol PO ₄ . ₅ , 1,4-butanediol BO ₂ , 2,2,3-trimethyl-1,4-butanediol E ₂ . ₉ , 2,2,3-trimethyl-1,4-butanediol PO _V 2,2,3-trimethyl-1,4-butanediol n-BO^-j, 2.2-dimethyl-1,4-butanediol (Me E ₁ . ₆ ), 2,2-dimethyl-1,4-butanediol PO ₂ , 2,2-dimethyl-1,4-butanediol BO ₁ , 2,3-dimethyl -1,4-butanediol (Me E ₁ . ₆ ), 2,3-dimethyl-1, 4-butanediol PO ₂ , 2.3- dimethyl-1,4-butanediol BO ₁ , 2-ethyl-1,4-butanediol (Me E _V4 ) , 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol B0 ₁ , 2-ethyl-2-methyl-1,4-butanediol E _v7 , 2-ethyl-2-methyl-1,4-butanediol P0 ₅ , 2-ethyl-2-methyl-1,4-butanediol n-BO ₁ . ₂ , 2-ethyl-3-methyl-1,4-butanediol E.^, 2-ethyl-3-methyl-1,4-butanediol PO _1ř 2-ethyl-3-methyl-1, 4-butanediol n-BO .]_ ₂ , • ♦ • · · · 307 2-isopropyl-1,4-butanediol E^?, 2-isopropyl-1,4-butanediol P0 ₁ , 2-isopropyl-1,4-butanediol n-BO^j, 2-methyl-1,4-butanediol ( _{Me E 6 .} ,4-butanediol E 2 , ₂ -propyl-1,4-butanediol n-BO ₂ 4-butanediol PO ₁ , 3-ethyl-1-methyl-1, 4-butanediol n-BO^-j, 2.3-butanediol (Me E ₆ . ₁₀ ), 2,3-butanediol 2 (Me E^ , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO _1Z 2,3-dimethyl-2,3-butanediol E ₃ , _2,3 -dimethyl-2,3-butanediol PO _1Z 2,3-dimethyl-2,3-butanediol n-BO.^, 2-methyl-2,3-butanediol (Me Ε _ν ) , 2-methyl-2,3-butanediol PO ₂ , 2-methyl-2,3-butanediol BO ₁ , 3. 1,2-pentanediol E ₃ . _1Q , 1,2-pentanediol PO ₁ , 1,2-pentanediol n-BO ₂ . ₃ , 2-methyl-1,2-pentanediol E _V3 , 2-methyl-1,2-pentanediol n-B0 _1z 2-methyl-1,2-pentanediol BO _1Z 3-methyl-1-1,2-pentanediol E _v3 , 3-methyl-1,2-pentanediol n-B0 _1z 4-methyl-1,2-pentanediol E^j, 4-methyl-1,2-pentanediol n-B0 _1z 1.3-pentanediol 2 (Me-E ₁ . ₂ ), 1,3-pentanediol PO ₃ . ₄ , 2,2-dimethyl 1-1,3-pentanediol (Me-E^ , 2,2-dimethyl-1,3-pentanediol PO ₁ , 2,2-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,3-pentanediol (Me-E^ , 2,3-dimethyl-1,3-pentanediol P0 ₁ , 2.3-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,3-pentanediol (Me-E^ , 2,4-dimethyl-1,3-pentanediol P0 ₁ , 2,4-dimethyl 1-1,3-pentanediol n-BO ₂ . ₄ , 2-ethyl-1, 3-pentanediol E ₂ , 2-ethyl-1 _, 3-pentanediol PO _1Z 2-ethyl-1, 3-pentanediol n-BO^j, 2-methyl-1,3-. pentanediol 2(Me-E^) , 2-methyl-1,3-pentanediol PO _{2 ,} 2-methyl-1,3-pentanediol BO ₁ , 3,4-dimethyl-1,3-pentanediol (Me-E ^ , 3,4-dimethyl-1,3-pentanediol PO ₁ , 3,4-dimethyl-1,3-pentanediol n-BO ₂ , ₃ -methyl-1,3-pentanediol (Me-E^g). , 3-methyl-1,3-pentanediol PO ₂ , ₃ -methyl-1,3-pentanediol n-B0 _1z 4,4-dimethyl-1,3-pentanediol (Me-E^ , 4,4-dimethyl. -1,3-pentanediol PO ₁ , 4,4-dimethyl-1,3-pentanediol n-BO ₂ , ₄ -methyl-1,3-pentanediol (Me-E^g) . 4-methyl-1,3-pentanediol PO ₂ . _3,4 -methyl-1,3-pentanediol BO _1Z 1.4-pentanediol 2(Me-E ₁ . ₂ ), 1,4-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E^ , 2,2-dimethyl-1,4-pentanediol PO ₁ , 2,2-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1, 4• · · · • · · · • · ·· · · · · · » ··· · · «··· · · · · ··· 308 -pentanediol (Me-E^ , 2,3-dimethyl-1,4-pentanediol P0 ₁ , 2,3-dimethyl 1-1,4-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1, 4 -pentanediol (Me-E^ , 2,4-dimethyl-1,4-pentanediol PO _1Z 2,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2-methyl-1,4-pentanediol (Me -E _V6 ) , 2-methyl-1,4-pentanediol PO _{2 3} , 2-methyl-1,4-pentanediol B0 ₁ , 3,3-dimethyl-1,4-pentanediol (Me-E^ , 3, 3-dimethyl-1,4-pentanediol P0 _in 3,3-dimethyl-1,4-pentanediol n-BO ₂ , _3,4 -dimethyl-1,4-pentanediol (Me-E,) , 3,4. -dimethyl-1,4-pentanediol P0 _in 3,4-dimethyl-1,4-pentanediol n-BO ₂ , ₃ -methyl-1,4-pentanediol 2(Me-E ₁ . ₆ ), 3-methyl. -1,4-pentanediol PO ₂ , ₃ -methyl-1,4-pentanediol BO _1Z 4-methyl-1,4-pentanediol 2(Me-E ₁ . ₆ ), 4-methyl-1,4-pentanediol. PO _{2 3} . 4-methyl-1, 4-pentanediol B0 ₁ , 1,5-pentanediol (Me-E ₄ . ₁₀ ) , 1,5-pentanediol 2(Me-E ₁ ), 1,5-pentanediol P0 ₃ , 2,2 -dimethyl-1,5-pentanediol E^?., 2,2-dimethyl-1,5-pentanediol P0 ₁ , 2,2-dimethyl-1,5-pentanediol n-BO.^, 2,3-dimethyl- 1,5-pentanediol E ·!.?, 2,3-dimethyl-1,5-pentanediol PO _1Z 2,3-dimethyl-1,5-pentanediol n-B0 _V2 , 2,4-dimethyl-1,5- pentanediol E _v7 , 2,4-dimethyl-1,5-pentanediol P0 ₁ , 2,4-dimethyl-1,5-pentanediol n-BO^j, 2-ethyl-1,5-pentanediol E^j, 2-ethyl-1, 5-pentanediol n-BO ₁ _ ₂ , 2-methyl-1, 5-pentanediol (Me-E ₁ . ₄ ) , 2-methyl-1,5-pentanediol PO ₂ , 3,3-dimethyl-1,5- pentanediol E^, 3.3-dimethyl-1,5-pentanediol PO _1Z 3,3-dimethyl-1,5-pentanediol n-BO^g, 3-methyl-1,5-pentanediol (Me-E ₁ . ₄ ) , 3-methyl- 1,5-pentanediol PO ₂ , 2,3-pentanediol (Me-E^j) , 2,3-pentanediol PO ₂ , 2-methyl-2,3-pentanediol E^, 2-methyl 1-2,3- pentanediol PO _1Z 2-methyl-2,3-pentanediol n-BO ₁₂ , 3-methyl-2,3-pentanediol E ₁ _ ₇ , 3-methyl-2,3-pentanediol P0 ₁ , 3-methyl-2,3 -pentanediol n-BO ₁ . ₂ , 4-methyl-2,3-pentanediol E^y, 4-methyl-2,3-pentanediol PO _1Z 4-methyl-2,3-pentanediol n-BO,^, 2,4-pentanediol 2 (Me- E _V4 ), 2,4-pentanediol PO ₄ , 2,3-dimethyl-2,4-pentanediol (Me-E _V4 ), 2,3-dimethyl-2,4-pentanediol PO ₂ , 2.4-dimethyl 1-2,4-pentanediol (Me-E ₁ . ₄ ), 2,4-dimethyl-2,4-pentanediol PO ₂ , 2-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ) , 2-methyl-2,4-pentanediol PO ₃ , 3,3-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ) , 3,3-dimethyl 1-2,4-pentanediol P0 ₂ , 3- methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ), 3-methyl-2,4-pentanediol PO ₃ , • · • · 309 4. 1,3-hexanediol (Me-E ₁ . ₅ ), 1,3-hexanediol PO ₂ , 1,3-hexanediol B0 ₁ , 2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl 1-1,3-hexanediol P0 ₁ , 2-methyl-1,3-hexanediol n-BO]. ₃ , 2-methyl-1,3-hexanediol B0 ₁ , 3-methyl-1,3-hexanediol E ₂ . ₉ , 3-methyl-1,3-hexanediol PO _1Z 3-methyl-1,3-hexanediol n-BO ₁ . ₃ , 4-methyl-1,3-hexanediol E ₂ . ₉ , 4-methyl-1,3-hexanediol PO], 4-methyl-1,3-hexanediol n-BO ₁ . _3,5 -methyl-1,3-hexanediol E ₂ . ₉ , 5-methyl-1,3-hexanediol PO ₁ , 5-methyl-1,3-hexanediol n-BO ₁ . ₃ , 1,4-hexanediol (Me-E]. ₅ ), 1,4-hexanediol P0 ₂ , 1,4-hexanediol BO], 2-methyl-1,4-hexanediol E ₂ . ₉ , 2-methyl-1,4-hexanediol P0 ₁ , 2-methyl 1-1,4-hexanediol n-B0]. ₃ , 3-methyl-1,4-hexanediol E ₂ . ₉ , 3-methyl-1,4-hexanediol P0 ₁ , 3-methyl-1,4-hexanediol n-BO ₁ . ₃ , 4-methyl-1,4-hexanediol E ₂ . ₉ , 4-methyl-1,4-hexanediol PO ₁ , 4-methyl-1,4-hexanediol n-BO]. ₃ , 5-methyl-1,4-hexanediol E ₂ . ₉ , 5-methyl-1,4-hexanediol PO _1Z 5-methyl-1,4-hexanediol n-B0 ₁ . ₃ , 1,5-hexanediol (Me-E]. ₅ ), 1,5-hexanediol PO ₂ , 1,5-hexanediol BO ₁ , 2-methyl-1,5-hexanediol E ₂ . ₉ , 2-methyl-1,5-hexanediol PO ₁ , 2-methyl-1,5-hexanediol n-BO^-j, 3-methyl-1,5-hexanediol E ₂ . ₉ , 3-methyl-1,5-hexanediol PO ₁ , 3-methyl-1,5-hexanediol n—BO^_ ₃ , 4-methyl-1,5-hexanediol E ₂ . ₉ , 4-methyl-1,5-hexanediol PO ₁ , 4-methyl-1,5-hexanediol n-BO ₁ . _3,5 -methyl-1,5-hexanediol E ₂ . ₉ , 5-methyl-1,5-hexanediol PO _1Z 5-methyl-1,5-hexanediol n-BO ₁ . ₃ , 1,6-hexanediol (Me-E]. ₂ ) , 1,6-hexanediol PO]. ₂ , l/θ" -hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E]. ₅ , 2-methyl-1,6-hexanediol n-B0 ₁ . ₂ , 3-methyl-1,6-hexanediol Ε _ν5 , 3-methyl-1,6-hexanediol n-B0]. ₂ , 2,3-hexanediol (Me-E _V5 ) , 2,3-hexanediol n-B0 ₁ , 2,3-hexanediol BO ₁ , 2,4-hexanediol (Me-E ₃ . ₈ ) , 2,4-hexanediol PO ₃ , 2-methyl-2,4-hexanediol (Me-E]. ₂ ), 2-methyl-2,4-hexanediol PO]. ₂ , 3-methyl-2,4-hexanediol (Me-E ₁ . ₂ ), 3-methyl 1-2,4-hexanediol PO]. ₂ , 4-methyl-2,4-hexanediol (Me-E]_ _ ₂ ) , 4-methyl-2,4-hexanediol PO]_ ₂ , 5-methyl-2,4-hexanediol (Me-E]. ₂ ) , 5-methyl-2,4-hexanediol PO _1Z 2,5-hexanediol (Me-E ₃ . _ ₈ ) , 2,5-hexanediol PO ₃ , 2-methyl-2,5-hexanediol (Me-E ]. ₂ ), 2-methyl-2,5-hexanediol PO]. ₂ , 3-methyl-2,5-hexanediol (Me-E]_ . ₂ ) , 3-methyl-2,5-hexanediol PO]. ₂ , 3,4-hexanediol E]. ₅ , 3,4-hexanediol n-B0 _1z 3,4-hexanediol BO _1Z 5. 1,3-heptanediol E]. _? , 1,3-heptanediol PO], 1,3-heptane • · 310 diol n-B0,_ ₂ , 1,4-heptanediol E,_ ₇ , 1,4-heptanediol PO,, 1,4-heptanediol n-B0,_ ₂ , 1,5-heptanediol E,. ₇ , 1,5-heptanediol PO,, 1,5-heptanediol n-B0,. ₂ , 1,6-heptanediol E,_ ₇ , 1,6-heptanediol PO,, 1,6-heptanediol n-B0,_ ₂ , 1,7-heptanediol E,. ₂ , 1,7-heptanediol n-BO,, 2,4-heptanediol E ₃ ., ₀ , 2,4-heptanediol (Me-E,) , 2,4-heptanediol PO,, 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ ., ₀ , 2,5-heptanediol (Me-E,), 2,5-heptanediol PO,, 2,5-heptanediol n-B0 ₃ , 2,6-heptanediol E ₃ . , ₀ , 2,6-heptanediol (Me-E,), 2,6-heptanediol PO,, 2,6-heptanediol n-BO ₃ , 3,5-heptanediol E ₃ ., ₀ , 3,5-heptanediol (Me-E,), 3,5-heptanediol PO,, 3,5-heptanediol n-B0 ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol PO,, 2,3,3-trimethyl-2,4-pentanediol PO,, 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2.3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ _5, 2,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-Dimethyl-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl 1-2,5-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-diethyl-1,3-butanediol n-B0,_ ₂ , 2,3-dimethyl-2,4-hexanediol n-BO,_ ₂ , 2,4-dimethyl-2,4-hexanediol n -B0,_ ₂ , 2,5-dimethyl-2,4-hexanediol n-B0,_ ₂ , 3,3-dimethyl-2,4-hexanediol n-BO,_ ₂ , 3.4- dimethyl 1-2,4-hexanediol n-B0,_ ₂ , 3,5-dimethyl-2,4-hexanediol n-B0,_ ₂ , 4,5-dimethyl-2,4-hexanediol n-BO, _ ₂ , 5,5-dimethyl 1-2 ,4-hexanediol n-BO,_ ₂ , 2,3-dimethyl-2,5-hexanediol n-BO,_ ₂ , 2,4-dimethyl 1-2,5 -hexanediol n-BO,_ ₂ , 2,5-dimethyl-2,5-hexanediol n-BO,_ ₂ , 3,3-dimethyl-2,5-hexanediol n-BO,_ ₂ , 3.4-dimethyl-2,5-hexanediol n-BO,_ ₂ , 3-methyl-3,5-heptanediol n-BO,_ ₂ , 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO ,, 2-ethyl-2,3-dimethyl-1,3-butanediol n-BO,, 2-methyl-2-isopropyl-1,3-butanediol n-BO,, 3-methyl-2-isopropyl-1, 4-butanediol n-BO,, 2,2,3-trimethyl-1,3-pentanediol n-BO,, 2.2.4-trimethyl-1,3-pentanediol n-BO, ,2,4,4-trimethyl-1,3-pentanediol n-BO,, 3,4,4-trimethyl-1,3-pentanediol n-BO ,, 2,2,3-trimethyl-1,4-pentanediol-BO, ,2,2,4-trimethyl-1,4• · · · • · · · • · 311 ··· · · · ···· • · · · · · ·· ···· · «··· ···· ··· -pentanediol n-BO ₁ , 2,3,3-trimethyl-1,4-pentanediol n-BO ₁ , 2,3,4-trimethyl-1,4-pentanedioln-BO ₁ ,3,3,4-trimethyl-1,3-pentanediol n-BO^ 2,3,4-trimethyl-2,4-pentanediol n-BO _{1 of} 4-ethyl 1-2,4-hexanediol n-BO ₁ 2-methyl 1-2,4-heptanediol n-BO ₁ , 3-methyl 1-2,4-heptanediol n-BO ₁ , 4-methyl 1-2,4-heptanediol n-BO _1z 5-methyl-2,4-heptanediol n-BO _1z 6-methyl-2,4-heptanediol n-BO ₁ , 2-methyl-2,5-heptanediol n-BO ₁ , 3-methyl-2 ,5-heptanediol n-BO _lz 4-methyl-2,5-heptanediol n-BO ₁ , 5-methyl-2,5-heptanediol n-BO ₁ , 6-methyl-2,5-heptanediol n-BO ₁ , 2-methyl-2,6-heptanediol n-BO ₁ , 3-methyl-2,6-heptanediol n-BO _1z 4-methyl-2,6-heptanediol n-BO _1z 2-methyl-3,5-heptanediol n -BO _1z 2-(1,2-dimethylpropyl)-1,3-propanediol E^j, 2-ethyl 1-2,3-dimethyl-1,3-butanediol E^j, 2-methyl-2-isopropyl- 1,3-butanediol E^, 3-methyl-2-isopropyl-1,4-butanediol E^, 2,2,3-trimethyl-1,3-pentanediol E^-j, 2,2,4-trimethyl- 1,3-pentanediol E^j, 2,4,4-trimethyl-1,3-pentanediol E,^, 3,4,4-trimethyl-1,3-pentanediol E _V3 , 2,2,3-trimethyl-1,4-pentanediol E^-j, 2,2,4-trimethyl-1,4- -pentanediol E^-j, 2,3,3-trimethyl-1,4-pentanediol E _v3 , 2,3,4-trimethyl-1,4-pentanediol E _v3 , 3,3,4-trimethyl-1,4- -pentanediol E^j, 2,3,4-trimethyl-2,4-pentanediol E^, 4-ethyl-2,4-hexanediol E^j, 2-methyl-2,4-heptanediol E^j, 3- methyl-2,4-heptanediol E^-j, 4-methyl-2,4-heptanediol E^, 5-methyl-2,4-heptanediol E^j, 2-methyl-2,5-heptanediol E^-j, 4-methyl-2,5-heptanediol E^, 6-methyl-2,5-heptanediol E _} _^, 3-methyl-2,6-heptanediol E^, 6-methyl-2,4-heptanediol E _V3 , 3-methyl-2,5-heptanediol Ej ₃ , 5-methyl-2,5-heptanediol E _V3 , 2-methyl-2,6-heptanediol E^, 4-methyl-2,6-heptanediol E _V3 and/or 2-methyl-3,5-heptanediol E^ja 7. their mixtures, VIII. of aromatic diols which include: 1-phenyl-1,2 -ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3-methylphenyl)-1,3-propanediol, 1- (4-methylphenyl)-1,3-propanediol, 2-methyl-1 -phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3-phenyl-1,3-butanediol, 1-phenyl-1,4-butanediol, 2-phenyl-1,4-butanediol and/ or 1-phenyl-2,3-butanediol and mixtures thereof, and 312 IX mixtures thereof, except for the following specific compounds: 2,7-dimethyl-3,7-octadiene-2,5-diol, 3,5-dimethyl-4,6-octadiene-1,2-diol, 5,5-dimethyl-1-hexene-3,4- diol, 4-methyl-6-hepten-1,4-diol, 4-octen-3,6-diol, 3-octen-1,2-diol, 3-nonene-2,5-diol, 7-nonene- 4,5-diol, 6-nonene-2,3-diol, 5-methyl-6-heptene-2,4-diol, 3-methylene-7-methyl-6-octene-1,2-diol, 2, 6-dimethyl-2,7-octadiene-1,6-diol, 2-(2-methylenepentyl)-1,3-propanediol, 2,6-dimethyl-3-heptene-2,6-diol, 3,5-dimethyl-5-hexene-2,4-diol, 2,5- dimethyl-4-hexene-1,2-diol, 7-octene-1,6-diol, 2,5-dimethyl-2-hexene-1,4-diol, 5-methyl-2-methylene-1,4- hexanediol, 4-octene-2,3-diol, nonene-1,4-diol, 4-methyl-6-hepten-1,4-diol, 4-methyl-6-octene-3,5-diol, 2, 6-dimethyl-2,6-octadiene-1,8-diol, (8-hydroxygeraniol), 2,4-dimethyl-1-heptene-3,5-diol, 5-methyl-1-3-methylene-2,4- hexanediol, 3-ethenyl-2,5-dimethyl-5-hexene-2,4-diol, 5-methyl-6-heptene-2,4-diol, 4,9-decadiene-1,8-diol, 2, 4-dimethyl-5-hexene-1,3-diol, 2-methyl-7-octen-1,3-diol, 2,6-dimethyl-5-hepten-3-d-1,2-diol, 4-nonen- 2,8-diol, 2,3-dimethyl-5-hexene-2,3-diol, 2-butyl-2-butene-1,4-diol, 3-(1,1-dimethylethyl)-2,4- hexadiene-1,6-diol, 7-methyl-1-6-octene-1,4-diol, 5,6-dimethyl-6-heptene-1,4-diol, 7-methyl-7-octene-2,5- diol, 2,4-dimethyl-4-hexene-1,3-diol, 4-octene-2,7-diol, 5-methyl-3-hepten-1,2-diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 8-nonen-1,7- diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (isorosiridol), 2,4-dimethyl-5-hexene-1,4-diol, 6-methyl-1-heptene-3,4 -diol, 4,6-dimethyl-3-hepten-1,5-diol, 4-methyl-3-octene-1,5-diol, 3,9-decadiene-1,2-diol, 2-methyl-7 -octene-2,3-diol, 6-nonene-2,3-diol, 3-methyl-1-4-methylene-2,5-hexanediol, 2-methyl-6-hepten-1,4-diol, 6-octene -1,5-diol, l-octene-3,4-diol, 5- methyl-7-octene-1,6-diol, 2-methyl-2-(1-methylethenyl)-1,3-butanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 4- methylene-3,5-octanediol, 2-methyl-6-heptene-2,3-diol, 2,6-dimethyl-6-heptene-2,3-diol,4-methyl-7-octene-1,3-diol, 2-methyl-2-(1-methyl-2-propenyl)-1,3- butanediol, 2,6- • · · 313 -dimethyl-5-hepten-1,2-diol, 1-nonene-3,4-diol, 3-methyl-5-hepten-1,2-diol, 2,6-dimethyl-3,7-octadiene-2 ,6-diol, 2,2-dimethyl-6-hepten-1,3-diol, 4-nonene-1,3-diol, 3-methyl-2-(2-propenyl)-1,4-pentanediol, 1-nonene-3, 4-diol, 8-nonene-1,2-diol, 3-octene-1,2-diol, 1,9-decadiene-4,6-diol, 1,9-decadiene-4,6-diol, 2,2-dimethyl- 5-hexene-1,3-diol, 2-(1-pentenyl)-1,3-propanediol, 2-(3-methyl-1-butenyl)-1,3-propanediol, 8-nonene-1,3- diol, 2,7-dimethyl-2,4-octadiene-1,8-diol, 6-methyl-5-hepten-1,2-diol, 3,9-decadiene-1,2-diol, 3-nonen- 1,2-diol, 6-nonene-1,2-diol, 2.4-dimethyl-4-hexene-1,3-diol, 3,7-dimethyl-2,4-octadiene-1,7-diol, 3,4-dimethyl-4-hexene-2,3-diol, 3, 4-dimethyl-5-hexene-2,3-diol, 2-methyl-2-(2-propenyl)-1,3-butanediol, 4,6-dimethyl-6-heptene-2,5-diol, 6- methyl-6-heptene-1,5-diol, 2-(2-propenyl)-1,5-pentanediol, 3,5-dimethyl-5-hexene-2,3-diol, nonenediol, octenediol, 3,5- dimethyl-5-hexene-1,3-diol, 4-nonene-1,8-diol, 4-nonene-1,7-diol, 4-nonene-1,6-diol, 6-nonene-1,4- diol, 2-nonen-1,4-diol, 8-nonene-2,5-diol,2-ethenyl-6-methyl-5-hepten-1,2-diol, 2.5-dimethyl-4-hexene-2,3-diol, 2,6-dimethyl-5-heptene-2,3-diol, 2,6-dimethyl-1-heptene-3,5-diol, 7-methyl- 7-Octene-1,3-diol, 2-methyl-2-(3-methyl-3-butenyl)-1,3-propanediol, 2,6-dimethyl-5-hepten-1,2-diol, 2, 6-dimethyl-5,7-octadiene-2,3-diol, 2-ethyl-5-hexene-1,2-diol, 6-methyl-2,4-nonadiene-4-d-1,7-diol,6- methyl1-2,4-nonadiene-1,6,7-d3-1,7-diol, 6-methyl-2,4-nonadiene-1,7-diol, 2-methyl-6-methylene-7-octene- 2,3-diol, 3-methyl-2-(4-pentylidiene)-1,3-butanediol, 5,5-dimethyl-2-hexene-1,4-diol, 2-nonene-1,4-diol, 2-methyl-6-methylene-7-octene-2,3-diol, 5-octene-1,3-diol, 2-methyl-7-octene-1,3-diol, 2-methyl-1-4-heptene- 1,3-diol, 4-octene-2,3-d2-1,2-diol, 3-methyl-5-heptene-1,2-diol, 5-octene-1,2-diol, 2,6- dimethyl-3,7-octadiene-1,6-diol, 2,6-dimethyl-5-hepten-1,2-diol, 4,5-dimethyl-1,7-octadiene-4,5-diol, 2- methyl-5-heptene-1,3-diol, 3,4-dimethyl-3-hexene-1,6-diol, 2,6-dimethyl-2,6-octadiene-1-t-1,8-diol, 2, 6-dimethyl-2,6-octadiene-1-d-1,8-diol, 2,6-dimethyl-2,6-octadiene-1-d-1-t-1,8-diol, ···· ·· ·· ···· ·· ·· ··· ·· · ···· ·· ··· · · · ···· · ···· ♦ · · · ··· 314 6-methyl-2-hepten-1,5-diol, 8,9-decadiene-3,5-diol, 8-methyl-4,6-nonadiene-1,3-diol, 8-methyl-3,5- nonadiene-1,7-diol, 2,4-dimethyl-5-hepten-1,3-diol, 2-nonene-1,9-diol, 2-ethyl-2-(2-propenyl)-1,3- butanediol, 6-methyl-3-heptene-1,5-diol, 2-ethenyl-4-methyl-1,3-pentanediol, 3.4-dimethyl-5-hexene-2,3-diol, 2,3,4-trimethyl-5-hexene-2,3-diol, 2,3,3-trimethyl-4-pentene-1,2-diol, 2-(2-methyl-2-propenyl)-2-(2-propenyl)-1,3-propanediol, 2-(2-butenyl)-2-(2-propenyl)-1,3-propanediol, 2- ethyl 5-hexene-1,2-diol, 2-(4-methyl-3-pentylidene)-1,4-butanediol (β-acaridiol), 2-methyl-6-heptene-1,3-diol, 2 ,6-dimethyl-2,6-octadiene-1,8-diol-2-13C, 5,5-dimethyl-1-hexene-3,4-diol, 1-nonene-3,4-diol, 8-nonene -2,4-diol, 2-methyl-7-octene-1,2-diol, 1-nonene-3,5-diol, 2,6-dimethyl-2,7-okadiene-1,6-diol, 7 -octene-1,2-diol, 3,7-dimethyl-2,5-octadiene-1,7-diol, 2-(2,2-dimethylpropylidene)-1,3-propanediol, 7-methyl-3-methylene -6-octene-1,2-diol, 2,8-decadiene-1,10-diol, 7-methyl-6-octene-1,5-diol, 2-(1-ethyl-1-propenyl)-1 ,3-butanediol, 4-ethyl-3-methyl-4-hexene-1,2-diol, 8-nonene-1,3-diol, 2-(3-methyl-2-butenyl)-3-methylene-1 ,4-butanediol, 2,5,5-trimethyl-2,6-heptadiene-1,4-diol, 8-nonene-2,4-diol, 4-methylene-2,6-heptanediol, 2,5-dimethyl1 -3-hexene-3,4-diol, 4-octene-4,5-diol, 2,3-dimethyl-5-hexene-1,2-diol, 2,5-dimethyl-1-2-ethenyl-3-hexene -1,6-diol, 2,4-dimethyl-3-hexene-1,5-diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 3,7-dimethyl-3,6 -octadiene-1,2-diol, 6-methyl-7-octene-2,3-diol, 3,7-dimethyl-2,5-octadiene-1,7-diol, 7-methyl-6-octene-1 ,3-diol, decadienediol, 2,3-dimethyl-6-heptene-1,2-diol, 3.5-dimethyl-4-hexene-1,3-diol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol, 6,6-dimethyl-1-heptene-3,5-diol, 5-methyl-4-methylene-1,3-hexanediol, 4-octene-1,2-diol, 3-ethenyl-2,3-heptanediol, 2,4-dimethyl-5-hexene-1,3-diol, 3,7-dimethyl-2,6-octadiene-1-t-1,8-diol, 8-nonene-2,4-diol, 2-methylene-1,3-octanediol, 8-nonene-1,3-diol, 3, 6-dimethyl-5-heptene-1,4-diol, 2,6-dimethyl-5-heptene-1,4-diol, 4-octene-2,3-diol, 2,7-dimethyl-5,7- octadiene-1,4- 315 -diol, 7-methyl-7-octene-1,3-diol, 5-ethyl-2-hepten-1,5-diol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2,3-dimethyl -5-Heptene-2,4-diol, 8-nonene-3,4-diol, 4,5-dimethyl-5-hexene-1,3-diol, 3,7-dimethyl-4,6-octadiene-2 ,3-diol, 2.2- diallyl-1,3-butanediol, 1,9-decadiene-3,8-diol, 5,6-dimethyl-2-hepten-1,4-diol, 5-methyl-2-hepten-1,4- diol, 2,8-decadiene-5,6-diol, 2,6-dimethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool), 2-methyl-6-heptene-1,2-diol, 2.3-Dimethyl-5-hexene-1,3-diol, 6-methyl-2-(methyl-13C)-2,6-octadiene-1,8-diol, 2-(5-hexenyl)-1,3- propanediol, 8-nonene-3,4-diol, 3-ethyl-5-hexene-1,3-diol, 7-octene-3,4-diol, 2-methyl-6-heptene-1,2-diol, 4-(2-Propenyl)-6-hepten-2,4-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 8-nonene-3,4-diol, 6 -methyl-6-heptene-2,3-diol, 2,6-dimethyl-6-heptene-2,3-diol, 2,5-dimethyl-4-hexene-2,3-diol, 2,6-dimethyl1 -4,6-octadiene-2,3-diol, 2-methyl-6-methylene-7-octene-2,3-diol, 6-methyl-7-octene-2,3-diol, 2,6-dimethyl -4,6-octadiene-2,3-diol, 6-methyl-5-methylene-1,4-heptanediol, 2-(4-methyl-3-pentenyl)-2-butene-1,4-diol (α -acaridiol), 4-octene-1,2-diol, 7-octene-2,4-diol, 3-methyl-6-heptene-2,4-diol, 2,4-dimethyl-3-heptene-2, 5-diol, 2-(3-methyl-2-butenyl)-1,3-butanediol, 2-methyl-7-octene-3,5-diol, 5,5-dimethyl-6-heptene-2,4- diol, 2-methyl-2-(2-methylallyl)-1,3-propanediol, 6-methyl-2-hepten-1,6-diol, 2-allyl-3-methyl-1,3-butanediol, 2- nonene-1,4-diol, 4-ethenyl-2,5-dimethyl-5-hexene-2,3-diol, 2-nonene-1,4-diol, 3,6-dimethyl-5-heptene-1, 3-diol, 2-(1-methylethenyl)-1,5-hexanediol and 2-(1-pentenyl)-1,3-propanediol, D. a mixture of the above compounds and E. a mixture of diol isomers with 8 carbon atoms primarily consisting of 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2-dimethyl-1,3-hexanediol, 2- ethyl-4-methyl-1,3-pentanediol, 2-ethyl-1-3-methyl-1-1,3-pentanediol, 3,5-octanediol, 2,2-dimethyl-2,4-hexanediol, 2-methyl-1-3, 5-heptanediol and/or 3-methyl-3,5-heptanediol, the amount of any single 1,3-diol is less than 90% ··« · 316 wt. of the weight of any mixture. 2. The material according to claim 1, characterized in that the compound is selected from the group consisting of 2.3.3-trimethyl-1,2-butanediol, 2,3-dimethyl-3,4-pentanediol, 4-methyl-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl-3, 4-hexanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl-1,3-propanediol), 2-(2,2-dimethylpropyl)-1,3-propanediol ,2-(1-methylpropyl)-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2 -isopropyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2- methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3, 3-dimethyl-1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1,4- pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2.3.3-trimethyl-1,5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1-1, 4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl 1-2-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-4-methyl-1- 1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 3-propyl-2,4-pentanediol, 2,3-dimethyl-1,3-hexanediol, 2,5-dimethyl-1, 3-hexanediol, 3.4-dimethyl-1,3-hexanediol,3,5-dimethyl-1,3-hexanediol, 4.5- dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2.3-dimethyl-1,4-hexanediol,2,4-dimethyl-1,4-hexanediol, 3.3-dimethyl-1,4-hexanediol,3,4-dimethyl-1,4-hexanediol, 3.5-dimethyl-1,4-hexanediol,4,4-dimethyl-1,3-hexanediol, 4.5-dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 3.4-dimethyl-1,5-hexanediol,3,5-dimethyl-1,5-hexanediol, 4.5- dimethyl-1,5-hexanediol, 2,3-dimethyl-1,6-hexanediol, 2,4-dimethyl-1,6-hexanediol,3,3-dimethyl-1,6-hexanediol, • · · · ♦· • · ··· · ·· ·· • · · · · · · · · · • · <«· · · · ·· · · · • · · · « 9 · · ··· 317 4.5- dimethyl-2,4-hexanediol, 2,3-dimethyl-2,5-hexanediol, 2,4-dimethyl-2,5-hexanediol, 3,3-dimethyl-2,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 4-ethyl-1,3-hexanediol, 3-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 4-methyl-1,3- heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 3-methyl-1,6- heptanediol, 5-methyl-1,6-heptanediol, 5-methyl-2,4-heptanediol, 3-methyl-2,5-heptanediol, 2-methyl-3,5-heptanediol, 2,6-octanediol, 3,3,4-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5- trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,5-hexanediol, 3.3.5- trimethyl-2,5-hexanediol, triethoxylated 3-(butyloxy)-1, 2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, 3-(2-pentyloxy)-1,2- propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3 -methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy) )-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy) -1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, monopropoxylated of 3-(butyloxy)-1,2-propanediol, dibutyleneoxylated 3-(butyloxy)-1,2-propanediol and tributyleneoxylated 3-(butyloxy)-1,2-propanediol. 3. Material according to claim 1, characterized in that the ether solvent is selected from the group consisting of 3-(2-pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3- (2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl·*·· ·· ·« ·«·· ··· · · · · · ·♦ • · · » * « · · ·· • « · · · · · ··· ·· • » · ♦ ···· · ·· 318 -2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy) )-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, pentaethoxylated 3-(butyloxy) -1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, monopropoxylated 3-(butyloxy)-1, 2-propanediol, dibutyleneoxylated 3-(butyloxy)-1, 2-propanediol, tributyleneoxylated 3-(butyloxy)-1,2-propanediol , di(2-hydroxybutyl) ether and di(2-hydroxycyclopentyl) ether. 4. The material according to claim 1, characterized in that it means a compound which is a homologue or analogue of the following compounds, in which each homologue or analogue contains at least one additional CH ₂ group and the total number of hydrogen atoms is kept the same by inserting one double bond for each another CH ₂ group, namely: I. propanol, II. 2-butanol and/or 2-methyl-2-propanol, III. 2,3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3-methyl- 2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3- methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol, IV. 2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3-propanediol , 2-methyl-2-propyl-1,3-propanediol, 2,3,3-trimethyl-1,2-butanediol, 2-ethyl-2-methyl-1,4-bu- ···· ·· ·· ···· ·· ·· ··· ·· · · ♦ · · ··· ··· ···· • · · · · · ·· ··· · · ···· · · · · · · · 319 tanediol, 2-ethyl-3-methyl-1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol, 2 ,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3,3-dimethyl-1,5-pentanediol, 2,3-dimethyl-2,3-pentanediol, 2,4 -dimethyl1-2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4,4-dimethyl1-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6-hexanediol, 2-methyl-2,3- hexanediol, 3-methyl-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl-1-3,4-hexanediol, 3-methyl-3,4- hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol and/or 1,6-heptanediol, V. 2-(2-methylbutyl)-1,3-propanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2- (1-ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3-methylbutyl)- 1,3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2- methyl 1-2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl1-2-methyl-1-1,3-propanediol , 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl 1-1, 3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 2- methyl-2-propyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4- butanediol, 2-methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl- 3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-3-propyl- 1,4-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2,2,3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2, 3,4-trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1, 4-pentanediol, 2,2,4-trimethyl-1,4-pentane- • · · · « Λ 320 diol, 2,3,3-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4 -trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-2,4-pentanediol , 2,3,4-trimethyl-2,4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl-4-methyl -1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-Ethy1-3-methyl-1-1,4-pentanediol, 2-Ethy1-4-methyl-1-1,4-pentanediol, 3-Ethy1-2-methyl-1-1,4-pentanediol, 3-ethyl-3-methyl-1- 1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1,5-pentanediol, 2-ethyl-4-methyl-1,5-pentanediol, 3- ethyl 1-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl- 1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl-1,5-pentanediol, 3-propyl-2,4-pentanediol, 2,2- -dimethyl1-1,3-hexanediol, 2 2.4-dimethyl-1,3-hexanediol, 2 3.4-dimethyl-1,3-hexanediol,3 4.5-dimethyl-1,3-hexanediol,2 2.3-dimethyl-1,4-hexanediol,2 of 2.5-dimethyl-1,4-hexanediol,3 3.4-dimethyl-1,4-hexanediol,3 4.4-dimethyl-1,3-hexanediol,4 5.5-dimethyl-1,4-hexanediol,2 2.3-dimethyl-1,5-hexanediol,2 of 2.5-dimethyl-1,5-hexanediol,3 3.4-dimethyl-1,5-hexanediol,3 4.5-dimethyl-1,5-hexanediol,2 2.3-dimethyl-1,6-hexanediol,2 of 2.5-dimethyl-1,6-hexanediol,3 3.4-dimethyl-1,6-hexanediol,2 2.4-dimethyl-2,4-hexanediol,2 of 3,3-dimethyl-2,4-hexanediol,3 3.5-dimethyl-2,4-hexanediol,4 5.5-dimethyl-2,4-hexanediol,2,3-dimethyl-1,3-hexanediol, ,5-dimethyl-1,3-hexanediol, ,5-dimethyl-1,3-hexanediol, ,2-dimethyl-1 ,4-hexanediol, ,4-dimethyl-1,4-hexanediol, ,3-dimethyl-1,4-hexanediol, ,5-dimethyl-1,4-hexanediol, ,5-dimethyl-1,4-hexanediol, , 2-dimethyl-1,5-hexanediol, ,4-dimethyl-1,5-hexanediol, ,3-dimethyl-1,5-hexanediol, ,5-dimethyl-1,5-hexanediol, ,2-dimethyl-1, 6-hexanediol, ,4-dimethyl-1,6-hexanediol, ,3-dimethyl-1,6-hexanediol, ,3-dimethyl-2,4-hexanediol, ,5-dimethyl-2,4-hexanediol, ,4 -dimethyl-2,4-hexanediol, ,5-dimethyl-2,4-hexanediol, ,3-dimethyl-2,5-hexanediol, ···· ·· ·· ···· ·· ·· ··· ·· · ···· ·· · · · · · · ···· · • · · · · ♦ · · · · · 321 2,4-dimethyl-2,5-hexanediol,2,5-dimethyl-2,5-hexanediol, 3.3- dimethyl-2,5-hexanediol, 3,4-dimethyl-2,5-hexanediol, 3.3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl 1-2,5-heptanediol, 2-methyl-2,6-heptanediol , 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-1-3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-3,5-heptanediol , 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol, VI. 2,3,3,4-tetramethyl-2,4-pentanediol, 3-tert.butyl-2,4-pentanediol, 2,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl- 2,4-hexanediol, 3,3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,5-hexanediol and/or 3,3,5- of trimethyl-2,5-hexanediol, VII. Alkoxylated derivatives of diols with 3 to 8 carbon atoms including: 1. 1,2-propanediol 2(Me-E ₁ . ₄ ), 1,2-propanediol P0 ₄ , 2-methyl-1, 2-propanediol (Me-E ₄ . ₁₀ ), 2-methyl-1,2 -propanediol 2(Me-E ₁ ), 2-methyl-1,2-propanediol P0 ₃ , 2-methyl-1,2-propanediol BO _1Z 1,3-propanediol 2 (Me-E ₆ . ₈ ) , 1, 3-propanediol P0 ₅ . • · • · • · 322 _ ₆ , 2,2-diethyl-1,3-propanediol E,. ₇ , 2,2-diethyl-1,3-propanediol PO,, 2,2-diethyl-1,3-propanediol n-BO,_ ₂ , 2,2-dimethyl-1,3-propanediol2 (Me E,_ ₂ ) , 2,2-dimethyl-1,3-propanediol PO3.4, 2-(1-methylpropyl)-1,3-propanediol E,_ ₇ , 2-(1-methylpropyl)-1,3-propanediol PO ,,2-(1-methylpropyl)-1,3-propanediol n-BO,_ ₂ , 2-(2-methylpropyl)-1,3-propanediol E,. _? , 2-(2 — -methylpropyl)-1,3-propanediolPO,, 2-(2-methylpropyl)-1,3-propanediol n-BO,_ ₂ , 2-ethyl-1,3-propanediol (Me E ₆ _, _o ) , 2-ethyl-1,3-propanediol 2(Me E,), 2-ethyl-1,3-propanediol PO ₃ , 2-ethyl-2-methyl-1,3-propanediol (Me E, _ ₆ ) , 2-ethyl-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl-2-methyl-1,3-propanediol BO,, 2-isopropyl-1,3-propanediol (Me E,_ ₆ ) , 2-isopropyl-1,3-propanediol PO ₂ , 2-isopropyl-1,6-propanediol BO,, 2-methyl-1,3-propanediol 2 (Me E ₂ . ₅ ) , 2-methyl-1 , 3-propanediol PO ₄ . ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₂ . ₉ , 2-methyl 1-2-isopropy 1-1,3-propanediol PO,, 2-methyl-2-isopropyl-1,3-propanediol n-BO,_ ₃ , 2-methyl-2-propyl-1,3-propanediol E,_ ₇ , 2-methyl 1-2-propy 1 -1,3-propanediol PO,, 2-methyl-2-propyl-1,3-propanediol n-BO,_ ₂ , 2-propy 1-1,3-propanediol (Me-E,_ ₄ ) , 2- propyl-l, 3-propanediol PO ₂ , 2-propyl-l, 3-propanediol BO,, 2. 1,2-butanediol (Me Ε ₂ .θ), 1,2-butanediol PO ₂ . ₃ , 1,2- -butanediol BO,, 2,3-dimethyl-1,2-butanediol E,. _ó , 2,3-dimethyl-1,2-butanediol n-BO,_ ₂ , 2-ethyl-1,2-butanediol E,_ ₃ , 2-ethyl-1,2-butanediol n-BO,, 2- methyl-1,2-butanediol (Me E,_ _ ₂ ) , 2-methyl-1,2-butanediolPO,, 3,3-dimethyl-1,2-butanediol E,_ ₆ , 3,3-dimethyl-1 , 2-butanediol n-BO,_ ₂ , 3-methyl-1-1,2-butanediol (Me E,_ ₂ ) , 3-methyl-1,2-butanediol PO,, 1,3-butanediol 2 (Me E ₃ . ₆ ), 1,3-butanediol PO ₅ , 1,3-butanediol BO ₂ , 2,2,3-trimethyl-1,3-butanediol (Me E,_ ₃ ) , 2,2,3-trimethyl-1,3-butanediol PO,_ ₂ , 2,2-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,2-dimethyl-1,3-butanediolP0 ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,3-dimethyl-1, 3- butanediol PO ₃ , 2-ethyl-1,3-butanediol (Me E,_ ₆ ) , 2-ethyl-1,3-butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO,, 2-ethyl-2-methyl-1,3-butanediol (Me E,) , 2-ethyl-2-methyl-1-1,3-butanediol PO,, 2 -ethyl 1-2-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-ethyl-3-methyl-1, 3-butanediol (Me E,) , • · • · · · • · 323 2-ethyl-3-methyl-1,3-butanediol PO,, 2-ethyl-3-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-isopropyl-1,3-butanediol (Me E,) , 2-isopropyl-1,3-butanediol PO,, 2-isopropyl-1,3-butanediol n-BO ₂ . ₄ , 2-methyl-1,3-butanediol 2 (Me E,. ₃ ) , 2-methyl-1,3-butanediol PO ₄ , 2-propy 1-1,3-butanediol E ₂ . ₉ , 2-propyl-1,3-butanediol PO,, 2-propyl-1,3-butanediol n-BO,_ ₃ , 3-methyl-1,3-butanediol 2 (Me E,_ ₃ ) , 3- methyl-1,3-butanediol PO ₄ , 1,4-butanediol 2 (Me E ₂ . ₄ ), 1,4-butanediol PO ₄ . ₅ , 1,4-butanediol B0 ₂ , 2,2,3-trimethyl-1,4-butanediol E ₂ . ₉ , 2,2,3-trimethyl-1,4-butanediol PO,, 2,2,3-trimethyl-1,4-butanediol n-BO,_ ₃ , 2.2-dimethyl-1,4-butanediol (Me E,_ ₆ ) , 2,2-dimethyl-1,4-butanediol P0 ₂ , 2,2-dimethyl-1,4-butanediol BO,, 2,3-dimethyl -1,4-butanediol (Me E,. _ó ) , 2,3-dimethyl-1,4-butanediol P0 ₂ , 2.3-dimethyl-1,4-butanediol BO,, 2-ethyl-1,4-butanediol (Me E,_ ₄ ) , 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol BO,, 2-ethyl-2-methyl-1,4-butanediol E,_ ₇ , 2-ethyl-2-methyl-1,4- -butanediol PO,, 2-ethyl-2-methyl-1,4-butanediol n-BO,_ ₂ , 2-ethyl-3-methyl-1, 4-butanediol E,_ ₇ , 2-ethyl-3-methyl -1, 4-butanediol PO,, 2-ethyl-3-methyl-1,4-butanediol n-BO,_ ₂ , 2-isopropyl-1,4-butanediol E,_ ₇ , 2-isopropyl-1, 4 -butanediol PO,, 2-isopropyl-1,4-butanediol n-BO,_ ₂ , 2-methyl-1,4-butanediol (Me E ₆ ., _o ) , 2-methyl-1,4-butanediol 2 ( Me E,) , 2-methyl-1,4-butanediol P0 ₃ , 2-methyl-1,4-butanediol BO,, 2-propyl-1,4-butanediol E,_ ₅ , 2-propyl-1, 4 -butanediol n-BO,_ ₂ , 3-ethyl-1-methyl-1,4-butanediol E ₂ . ₉ , 3-ethyl-1-methyl-1,4-butanediol PO,, 3-ethyl-1-methyl-1,4-butanediol n-BO,_ ₃ , 2.3-butanediol (Me E ₆ ., _o ), 2,3-butanediol 2 (Me E,) , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO,, 2,3-dimethyl-2,3-butanediol E ₃ . ₉ , 2,3-dimethyl-2,3-butanediol PO,, 2,3-dimethyl-2,3-butanediol n-BO,_ ₃ , 2-methyl 1-2,3-butanediol (Me E,_ ₅ ) , 2-methyl-1-2,3-butanediol P0 ₂ , 2-methyl-2,3-butanediol BO,, 3. 1,2-pentanediol E ₃ ., ₀ , 1,2-pentanediol PO,, 1,2-pentanediol n-BO ₂ . ₃ , 2-methyl-1,2-pentanediol E,_ ₃ , 2-methyl-1,2-pentanediol n-BO,, 2-methyl-1,2-pentanediol BO,, 3-methyl-1,2- pentanediol E,_ ₃ , 3-methyl-1,2-pentanediol n-BO,, 4-methyl-1, 2-pentanediol E,_ ₃ , 4-methyl-1, 2-pentanediol n-BO,, 1.3-pentanediol 2(Me-E,_ ₂ ), 1,3-pentanediol PO ₃ . ₄ , 2,2-di • · 324 methyl-1,3-pentanediol (Me-E^ , 2,2-dimethyl-1, 3-pentanediol PO _V 2,2-dimethyl-1, 3-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl -1,3-pentanediol (Me-E,) , 2,3-dimethyl- _1,3 -pentanediol PO ₁ , 2,3-dimethyl-1,3-pentanediol n-BO ₂ , 2,4-dimethyl -1,3-pentanediol (Me-E^ , 2,4-dimethyl-1,3-pentanediol P0 ₁ , 2,4-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2-ethy 1-1 ,3-pentanediol E ₂ , 2-ethyl-1,3-pentanediol PO _V 2-ethyl- _1,3 -pentanediol n-BO^, 2-methyl-1,3-pentanediol 2(Me-E ₁ . ₆ ), 2-methyl-1,3-pentanediol PO _{2 ,} 2-methyl-1,3-pentanediol BO _V 3,4-dimethyl-1,3-pentanediol (Me-E^, 3,4-dimethyl. -1, 3-pentanediol PO _1Z 3,4-dimethyl-1 , 3-pentanediol n-BO ₂ , 3-methyl-1,3-pentanediol (Me-E ₁ . ₆ ), 3-methyl- ₁ , . 3-pentanediol PO ₂ , ₃ -methyl-1,3-pentanediol BO ₁ , 4,4-dimethyl-1,3-pentanediol (Me-E,) , 4,4-dimethyl-1,3-pentanediol PO ₁ , 4,4-dimethyl-1,3-pentanediol n-BO ₂ ._ ₄ , 4-methyl 1-1,3-pentanediol (Me-E ₁ . ₆ ) , 4-methyl 1-1,3-pentanediol PO ₂ , ₄ -methyl-1,3-pentanediol BO _V 1,4-pentanediol 2(Me-E ₁ . ₂ ), 1,4-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E^ , 2,2-dimethyl-1,4-pentanediol PO ₁ , 2,2-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,4-pentanediol (Me-E^ , 2,3-dimethyl-1,4-pentanediol PO _V 2,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2 ,4-dimethyl-1,4-pentanediol (Me-E^ , 2,4-dimethyl-1,4-pentanediol PO _1Z 2,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2-methyl -1,4-pentanediol (Me-E ₁ . ₆ ), 2-methyl 1-1,4-pentanediol PO _{2 ,} 2-methyl-1,4-pentanediol B0 _1z 3,3-dimethyl-1,4-pentanediol (Me-E^ , 3,3-dimethyl-1,4-pentanediol PO ₁ , 3,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 3 ,4-dimethyl-1,4-pentanediol (Me-E,) , 3,4-dimethyl-1,4-pentanediol PO ₁ , 3,4-dimethyl-1,4 _{-pentanediol n-BO 4 ,} 3 -methyl-1,4-pentanediol 2(Me-E ₁ . ₆ ), 3-methyl-1,4-pentanediol PO ₂ , ₃ -methyl-1,4-pentanediol BO _1Z 4-methyl-1, 4 . -pentanediol 2 (Me-E ₁ . ₆ ), 4-methyl-1,4-pentanediol PO ₂ . _3,4 -methyl-1,4-pentanediol BO _1Z 1,5-pentanediol (Me-E ₄ . ₁₀ ), 1,5-pentanediol 2(Me-E ₁ ), 1,5-pentanediol P0 ₃ , 2,2-dimethyl-1,5-pentanediol E^y, 2,2-dimethyl-1,5-pentanediol PO ₁ , 2,2-dimethyl-1,5-pentanediol n-BO^g, 2,3-dimethyl-1,5-pentanediol Ε _ν7 , 2,3-dimethyl -1,5-pentanediol P0 _v 2,3-dimethyl-1,5-pentanediol n-BO^, 2,4-dimethyl-1,5-pentanediol E^y, 2,4-dimethyl-1,5-pentanediol • · · · • · · ·· · · · · · • · ··· · · · · · · · · • · · · ···· ··· 325 ΡΟ _ν 2,4-dimethyl-1,5-pentanediol η-ΒΟ ₁ . ₂ , 2-ethyl-1,5-pentanediol E^g, 2-ethyl-1,5-pentanediol n-BO.^, 2-methyl-1,5-pentanediol (Me-E _V4 ) , 2-methyl- 1,5-pentanediol PO ₂ , 3.3-dimethyl-1,5-pentanediol E^, 3,3-dimethyl-1,5-pentanediol PO ₁ , 3,3-dimethyl-1,5-pentanediol n-BO^, 3-methyl-1,5- pentanediol (Me-E _V4 ), 3-methyl-1,5-pentanediol PO ₂ , 2.3-pentanediol (Me-E ₁ . ₃ ), 2,3-pentanediol PO ₂ , 2-methyl-2,3-pentanediol E _v7 , 2-methyl-2,3-pentanediol PO _V 2-methyl-2,3 -pentanediol n-BO ₁ . ₂ , 3-methyl-2,3-pentanediol E _v7 , 3-methyl-2,3-pentanediol PO _1Z 3-methyl-2,3-pentanediol n-BO.]. ₂ , 4-methyl-2,3-pentanediol E _v7 , 4-methyl-2,3-pentanediol PO _1Z 4-methyl-2,3-pentanediol n-BO.]_ ₂ , 2,4-pentanediol 2(Me-E ₁ . ₄ ), 2.4-pentanediol PO ₄ , 2,3-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ), 2.3-dimethyl-2,4-pentanediol PO ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ) , 2,4-dimethyl-2,4-pentanediol P0 ₂ , 2-methyl- 2,4-pentanediol (Me-E ₅ . ₁₀ ), 2-methyl-2,4-pentanediol PO ₃ , 3.3-dimethyl 1-2,4-pentanediol (Me-E ₁ . ₄ ), 3,3-dimethyl-2,4-pentanediol PO ₂ , 3-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ) , 3-methyl-2,4-pentanediol P0 ₃ , 4. 1,3-hexanediol (Me-E^g) , 1,3-hexanediol PO ₂ , 1,3-hexanediol BO ₁ , 2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl-1,3-hexanediol P0 _v 2-methyl-1,3-hexanediol n-BO^j, 2-methyl-1,3-hexanediol BO _1Z 3-methyl-1,3-hexanediol E ₂ . ₉ , 3-methyl-1,3-hexanediol PO _1Z 3-methyl-1,3-hexanediol n-BO.]. ₃ , 4-methyl-1,3-hexanediol E ₂ . ₉ , 4-methyl-1,3-hexanediol PO _V 4-methyl-1,3-hexanediol n-BO^-j, 5-methyl-1,3-hexanediol E ₂ . ₉ , 5-methyl-1, 3-hexanediol PO _V 5-methyl-1, 3-hexanediol n-BO ₁ _ ₃ , 1,4-hexanediol (Me-E^g), 1,4-hexanediol PO ₂ , 1,4-hexanediol BO ₁ , 2-methyl-1,4-hexanediol E ₂ . ₉ , 2-methyl-1,4-hexanediol PO _1Z 2-methyl-1,4-hexanediol n-BO^, 3-methyl-1,4-hexanediol E ₂ . ₉ , 3-methyl-1,4-hexanediol PO ₁ , 3-methyl-1,4-hexanediol n-BO ₁ . ₃ , 4-methyl-1, 4-hexanediol E ₂ . ₉ , 4-methyl-1,4-hexanediol PO _1Z 4-methyl-1,4-hexanediol n-BO^, 5-methyl-1,4-hexanediol E ₂ . ₉ , 5-methyl-1,4-hexanediol P0 ₁ , 5-methyl-1,4-hexanediol n-BO^j, 1,5-hexanediol (Me-E^g) , 1,5-hexanediol PO ₂ , 1,5-hexanediol B0 _in 2-methyl-1,5-hexanediol E ₂ . ₉ , 2-methyl-1,5-hexanediol P0 _1z 2-methyl-1,5-hexanediol n-BO _V3 , 3-me • · · 326 thyl-1,5-hexanediol E ₂ . ₉ , 3-methyl-1,5-hexanediol PO,, 3-methyl-1,5-hexanediol n-BO,. ₃ , 4-methyl-1, 5-hexanediol E ₂ . ₉ , 4-methyl-1,5-hexanediol PO,, 4-methyl-1,5-hexanediol n-BO,_ ₃ , 5-methyl-1,5-hexanediol E ₂ . ₉ , 5-methyl-1,5-hexanediol PO,, 5- -methyl 1-1,5-hexanediol n-BO,. ₃ , 1,6-hexanediol (Me-E,. ₂ ) , 1,6-hexanediol PO,. ₂ , 1,6-hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E,. _5,2 -methyl-1,6-hexanediol n-BO,_ _2,3 -methyl-1,6-hexanediol E,. _5,3 -methyl-1,6-hexanediol n-BO,. ₂ , 2,3-hexanediol (Me-E,. ₅ ) , 2,3-hexanediol n-BO,, 2,3-hexanediol BO,, 2,4-hexanediol (Me-E ₃ . ₈ ) , 2, 4-hexanediol P0 ₃ , 2-methyl 1-2,4-hexanediol (Me-E,_ ₂ ) , 2-methyl-2,4-hexanediol P0,. ₂ , 3-methyl-2,4-hexanediol (Me-E,. ₂ ) , 3-methyl 1-2,4-hexanediol PO,. ₂ , 4-methyl-2,4-hexanediol (Me-E,. ₂ ) , 4-methyl 1-2,4-hexanediol P0,. ₂ , 5-methyl-2,4-hexanediol (Me-E,. ₂ ) , 5-methyl 1-2,4-hexanediol PO,, 2,5-hexanediol (Me-E ₃ . ₈ ) , 2,5-hexanediol P0 ₃ , 2-methyl-2,5-hexanediol (Me-E,. ₂ ) , 2-methyl-2,5-hexanediol P0,. ₂ , 3-methyl-2,5-hexanediol (Me-E,. ₂ ) , 3-methyl-2,5-hexanediol PO,. . ₂ , 3,4-hexanediol E,_ ₅ , 3,4-hexanediol n-BO,, 3,4-hexanediol BO,, 5. 1,3-heptanediol E,_ ₇ , 1,3-heptanediol PO,, 1,3-heptanediol n-BO,. ₂ , 1,4-heptanediol E,. ₇ , 1,4-heptanediol PO,, 1,4-heptanediol n-BO,_ ₂ , 1,5-heptanediol E,_ ₇ , 1,5-heptanediol PO,, 1,5-heptanediol n-BO,_ ₂ , 1,6-heptanediol E,_ ₇ , 1,6-heptanediol PO,, 1,6-heptanediol n-BO,. ₂ , 1,7-heptanediol E,. ₂ , 1,7-heptanediol n-BO,, 2,4-heptanediol E ₃ ., ₀ , 2,4-heptanediol (Me-E,), 2,4-heptanediol PO,, 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ ., ₀ , 2,5-heptanediol (Me-E,), 2,5-heptanediol PO,, 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E ₃ ., ₀ , 2,6-heptanediol (Me-E,), 2,6-heptanediol PO,, 2,6-heptanediol n -BO ₃ , 3,5-heptanediol E ₃ ., ₀ , 3,5-heptanediol (Me-E,), 3,5-heptanediol PO,, 3,5-heptanediol n-BO ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol PO,, 2,3,3-trimethyl-2,4-pentanediol PO,, 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 5.5327 -dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . _ ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl 1-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-diethy 1-1,3-butanediol n-BO ₁ . ₂ , 2,3-dimethyl 1-2,4-hexanediol n-BO _V2 , 2,4-dimethyl-2,4-hexanediol n-BO^, 2,5-dimethyl-2,4-hexanediol n-BO _V2 , 3,3-dimethyl-2,4-hexanediol n-BO,^, 3.4-dimethyl1-2,4-hexanediol n-BO _V2 , 3,5-dimethyl1-2,4-hexanediol n-BO ₁ . ₂ , 4,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 5,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 2,3-dimethyl-2,5-hexanediol n-BO^, 2,4-dimethyl-2,5-hexanediol n-BO _V2 , 2,5-dimethyl-2,5-hexanediol n-BO^, 3,3-dimethyl-2,5-hexanediol n-BO^, 3.4-dimethyl-2,5-hexanediol n-BO.^, 3-methyl-3,5-heptanediol n-BO ₁ . ₂ , 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO _1z 2-ethyl-2,3-dimethyl-1,3-butanediol n-BO _lz 2-methyl-2-isopropyl-1, 3-butanediol n-BO _1z 3-methyl-2-isopropyl-1,4-butanediol n-BO _1z 2,2,3-trimethyl-1,3-pentanediol n-BO _1z 2.2.4-trimethyl-1,3-pentanedioln-BO ₁ ,2,4,4-trimethyl-1,3-pentanediol n-BO _1z 3,4,4-trimethyl-1,3-pentanediol n-BO _1ř 2.2.3-trimethyl-1,4-pentanediol n-BO ₁ ,2,2,4-trimethyl-1,4-pentanediol n-BO _1z 2,3,3-trimethyl-1,4-pentanediol n-BO _1z 2.3.4-trimethyl-1,4-pentanediol n-BO ₁ ,3,3,4-trimethyl-1,3-pentanediol n-BO _1z 2,3,4-trimethyl-2,4-pentanediol n-BO _1z 4-ethyl-2,4-hexanediol n-BO _1z 2-methyl-2,4-heptanediol n-BO _1z 3-methyl-2,4-heptanediol n-BO _1z 4-methyl-2,4-heptanediol n- BO _1z 5-methyl-2,4-heptanediol n-BO _1z 6-methyl-2,4-heptanediol n-BO _1z 2-methyl-2,5-heptanediol n-BO _1z 3-methyl-2,5-heptanediol n-BO ₁ , 4-methyl-2,5-heptanediol n-BO _1z 5-methyl-2,5-heptanediol n-BO _1z 6-methyl-2,5-heptanediol n-BO _1z 2-methyl-2, 6-heptanediol n-BO _1z 3-methyl-2,6-heptanediol n-BO _1z 4-methyl-2,6-heptanediol n-BO _1z 2-methyl-3,5-heptanediol n-BO _1z 2-(1 ,2-dimethylpropyl)-1,3-propanediol E^-j, 2-ethyl-2,3-dimethyl-1,3-butanediol E^, 2-methyl-2-isopropyl-1,3-butanediol E^, 3-methyl-2-isopropyl-1,4-butanediol E _V3 , 2,2,3-trimethyl-1,3-pentanediol E _v3 , 2,2,4-trimethyl-1,3-pentanediol E^, 2, 4,4-trimethyl-1,3-pentanediol E^j, 3,4,4-trimethyl-1,3-pentanediol E,^, • · · · · · 328 2.2.3- trimethyl-1,4-pentanediol Ε _ν3 , 2,2,4-trimethyl-1,4-pentanediol E _V3 , 2,3,3-trimethyl-1,4-pentanediol E,^, 2.3.4-trimethyl-1,4-pentanediol E^, 3,3,4-trimethyl-1,4- -pentanediol E^j, 2,3,4-trimethyl-2,4-pentanediol E _V3 , 4-ethyl 1-2,4-hexanediol E^-j, 2-methyl-2,4-heptanediol E _v3 , 3methy 1-2,4-heptanediol E.]. ₃ , 4-methyl-2,4-heptanediol E _v3 , 5-methyl-2,4-heptanediol 2-methyl-2,5-heptanediol 4-methyl-2,5-heptanediol 6-methyl-2,5-heptanediol 3-methyl-2,6-heptanediol Ε.,^, 6-methyl-2,4-heptanediol E _v3 , E _V3 , 3-methyl-2,5-heptanediol E _V3 , E _V3 , 5-methyl-2,5-heptanediol E _V3 , E _V3 , 2-methyl-2,6-heptanediol E^j, E _V3 , 4-methyl-2,6-heptanediol E^ja/or 2-methyl-3,5-heptanediol E^ and 7. their mixtures, with the exception of the following specific compounds: 2,7-dimethyl-3,7-octadiene-2,5-diol, 3,5-dimethyl-4,6-octadiene-1,2-diol, 5,5-dimethyl-1-hexene-3, 4-diol, 4-methyl-6-hepten-1,4-diol, 4-octen-3,6-diol, 3-octen-1,2-diol, 3-nonene-2,5-diol, 7- nonene-4,5-diol, 6-nonene-2,3-diol, 5-methyl-6-heptene-2,4-diol, 3-methylene-7-methyl-6-octene-1,2-diol, 2,6-dimethyl-2,7-octadiene-1,6-diol, 2-(2-methylenepentyl)-1,3-propanediol, 2,6-dimethyl-3-heptene-2,6-diol, 3, 5-dimethyl-5-hexene-2,4-diol, 2,5-dimethyl-4-hexene-1,2-diol, 7-octene-1,6-diol, 2,5-dimethyl-2-hexene- 1,4-diol, 5-methyl-2-methylene-1,4-hexanediol, 4-octene-2,3-diol, nonene-1,4-diol, 4-methyl-6-heptene-1,4- diol, 4-methyl-6-octene-3,5-diol, 2,6-dimethyl-2,6-octadiene-1,8-diol, (8-hydroxygeraniol), 2,4-dimethyl-1-heptene- 3,5-diol, 5-methyl-1-3-methylene-2,4-hexanediol, 3-ethenyl-2,5-dimethyl-5-hexene-2,4-diol, 5-methyl-6-heptene-2, 4-diol, 4,9-decadiene-1,8-diol, 2,4-dimethyl-5-hexene-1,3-diol, 2-methyl-7-octene-1,3-diol, 2,6- dimethyl-5-heptene-3-d-1,2-diol, 4-nonene-2,8-diol, 2,3-dimethyl-5-hexene-2,3-diol, 2-butyl-2-butene-1, 4-diol, 3-(1,1-dimethylethyl)-2,4-hexadiene-1,6-diol, 7-methyl-6-octene-1,4-diol, 5,6-dimethyl-6-heptene- 1,4-diol, 7-methyl-7-octene-2,5-diol, 2,4-dimethyl-4-hexene-1,3-diol, 4-octene-2,7-diol, 5-methyl- 3-Heptene-1,2-diol, 2,6-dime• · · · · · • · ··· · ·· ··· · · • · · · ···· ··· 329 thyl-3,7-octadiene-2,6-diol, 8-nonene-1,7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (isorosiridol), 2,4- dimethyl-5-hexene-1,4-diol, 6-methyl-1-heptene-3,4-diol, 4,6-dimethyl-3-heptene-1,5-diol, 4-methyl-3-octene- 1,5-diol, 3,9-decadiene-1,2-diol, 2-methyl-7-octen-2,3-diol, 6-nonene-2,3-diol, 3-methyl-1-4-methylene- 2,5-hexanediol, 2-methyl-6-heptene-1,4-diol, 6-octene-1,5-diol, 1-octene-3,4-diol, 5-methyl-7-octene-1,6-diol,2-methyl-2-(1-methylethenyl)-1,3-butanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 4- methylene-3,5-octanediol, 2-methyl-6-heptene-2,3-diol, 2.6- dimethyl-6-heptene-2,3-diol, 4-methyl-7-octene-1,3-diol, 2-methyl-2-(1-methyl-2-propenyl)-1,3-butanediol, 2,6-dimethyl-5-hepten-1,2-diol, 1-nonene-3,4-diol, 3-methyl-5-hepten-1,2-diol, 2,6-dimethyl-3,7- octadiene-2,6-diol, 2,2-dimethyl-6-hepten-1,3-diol, 4-nonene-1,3-diol, 3-methyl-2-(2-propenyl)-1,4- pentanediol, l-nonene-3,4-diol, 8-nonene-1,2-diol, 3-octene-1,2-diol, 1,9-decadiene-4,6-diol, 1,9-decadiene-4,6-diol, 2,2-dimethyl- 5-hexene-1,3-diol, 2-(1-pentenyl)-1,3-propanediol, 2-(3-methyl-1-butenyl)-1,3-propanediol, 8-nonene-1,3- diol, 2,7-dimethyl-2,4-octadiene-1,8-diol, 6-methyl-5-heptene-1,2-diol, 3,9-decadiene-1,2-diol, 3-nonene-1,2-diol, 6-nonene-1,2-diol, 2,4-dimethyl-4-hexene-1,3-diol, 3, 7-dimethyl-2,4-octadiene-1,7-diol, 3,4-dimethyl-4-hexene-2,3-diol, 3,4-dimethyl-5-hexene-2,3-diol, 2- methyl 1-2-(2-propenyl)-1,3-butanediol, 4,6-dimethyl-6-hepten-2,5-diol, 6-methyl-6-hepten-1,5-diol, 2-(2 -propenyl)-1,5-pentanediol, 3,5-dimethyl-5-hexene-2,3-diol, nonenediol, octenediol, 3,5-dimethyl-5-hexene-1,3-diol, 4-nonene- 1,8-diol, 4-nonene-1,7-diol, 4-nonene-1,6-diol, 6-nonene-1,4-diol, 2-nonene-1,4-diol, 8-nonene- 2,5-diol, 2-ethenyl-6-methyl-5-hepten-1,2-diol, 2,5-dimethyl-4-hexene-2,3-diol, 2,6-dimethyl-5-hepten- 2,3-diol, 2,6-dimethyl-1-heptene-3,5-diol, 7-methyl-7-octene-1,3-diol, 2-methyl-2-(3-methyl-3-butenyl) )-1,3-propanediol, 2,6-dimethyl-5-hepten-1,2-diol, 2.6- dimethyl-5,7-octadiene-2,3-diol, 2-ethyl-5-hexene-1,2-diol, 6-methyl-2,4-nonadiene-4-d-1,7-diol, 6- methyl-2,4• · • · · · • ·· · ·· • · • · · · · · · · · · · · · * · · · ···· ··· 330 -nonadiene-1,6,7-d3-1,7-diol, 6-methyl-2,4-nonadiene-1,7-diol, 2-methyl-6-methylene-7-octene-2,3-diol , 3-methyl-2-(4-pentylidiene)-1,3-butanediol, 5,5-dimethyl-2-hexene-1,4-diol, 2-nonene-1,4-diol, 2-methyl-6 -methylene-7-octene-2,3-diol, 5-octene-1,3-diol, 2-methyl-7-octene-1,3-diol, 2-methyl-4-heptene-1,3-diol , 4-octene-2,3-d2-1,2-diol, 3-methyl-5-heptene-1,2-diol, 5-octene-1,2-diol, 2,6-dimethyl-3,7 -octadiene-1,6-diol, 2,6-dimethyl-5-heptene-1,2-diol, 4,5-dimethyl-1,7-octadiene-4,5-diol, 2-methyl-5-heptene -1,3-diol, 3,4-dimethyl-3-hexene-1,6-diol, 2,6-dimethyl-2,6-octadiene-1-t-1,8-diol,2,6-dimethyl-2,6 -octadiene-1-d-1,8-diol, 2,6-dimethyl-2,6-octadiene-1-d-1-t-1,8-diol, 6-methyl-2-heptene-1,5-diol, 8,9-decadiene-3 ,5-diol, 8-methyl-4,6-nonadiene-1,3-diol, 8-methyl-3,5-nonadiene-1,7-diol, 2,4-dimethyl-5-hepten-1,3 -diol, 2-nonene-1,9-diol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 6-methyl-3-hepten-1,5-diol, 2-ethenyl-4-methyl-1,3-pentanediol, 3,4-dimethyl-5-hexene-2,3-diol, 2,3,4- trimethyl-5-hexene-2,3-diol, 2,3,3-trimethyl-4-pentene-1,2-diol, 2-(2-methyl 1-2-propene 1)-2-(2-propenyl ) -1,3-propanediol, 2-(2-butenyl)-2-(2-propenyl)-1,3-propanediol, 2-ethyl-5-hexene-1,2-diol, 2-(4-methyl -3-pentylidene)-1,4-butanediol (β-acaridiol), 2-methyl-1-6-hepten-1,3-diol, 2,6-dimethyl-2,6-octadiene-2-13C-1,8 -diol, 5,5-dimethyl-1-hexene-3,4-diol, 1-nonene-3,4-diol, 8-nonene-2,4-diol, 2-methyl-7-octene-1,2 -diol, 1-nonene-3,5-diol, 2,6-dimethyl-2,7-okadiene-1,6-diol, 7-octene-1,2-diol, 3,7-dimethyl-2,5 -octadiene-1,7-diol, 2-(2,2-dimethylpropylidene)-1,3-propanediol, 7-methyl-3-methylene-6-octene-1,2-diol, 2,8-decadiene-1 ,10-diol, 7-methyl-6-octene-1,5-diol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 4-ethyl-3-methyl-4-hexene-1 ,2-diol, 8-nonene-1,3-diol, 2-(3-methyl-2-butenyl)-3-methylene-1,4-butanediol, 2,5,5-trimethyl-2,6-heptadiene -1,4-diol, 8-nonene-2,4-diol, 4-methylene-2,6-heptanediol, 2,5-dimethyl-3-hexene-3,4-diol, 4-octene-4,5 -diol, 2,3-dimethyl-5-hexene-1,2-diol, 2,5-dimethyl-2-ethenyl-3-hexene-1,6-diol, 2,4-dimethyl-3-hexene-1 ,5444· 44 •4 44*4 44« «4 4 4444 44 444 4 4· 44·· 4 4444 44*4 4 4 4 331 -diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 3,7-dimethyl-3,6-octadiene-1,2-diol, 6-methyl-7-octene-2,3 -diol, 3,7-dimethyl-2,5-octadiene-1,7-diol, 7-methyl-6-octene-1,3-diol, decadienediol ,2,3-dimethyl-6-heptene-1,2 -diol, 3.5-dimethyl-4-hexene-1,3-diol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol, 6,6-dimethyl-1-heptene-3,5-diol, 5-methyl-4-methylene-1,3-hexanediol, 4-octene-1,2-diol, 3-ethenyl-2,3-heptanediol, 2,4-dimethyl-5-hexene-1,3-diol, 3,7-dimethyl-2,6-octadiene-1-t-1,8-diol, 8-nonene-2,4-diol, 2-methylene-1,3-octanediol, 8-nonene-1,3-diol, 3, 6-dimethyl-5-heptene-1,4-diol, 2,6-dimethyl-5-heptene-1,4-diol, 4-octene-2,3-diol, 2,7-dimethyl-5,7- octadiene-1,4-diol, 7-methyl-7-octene-1,3-diol, 5-ethyl-2-hepten-1,5-diol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2,3-dimethyl-5-hepten-2,4-diol, 8-nonene-3,4-diol, 4,5-dimethyl-5-hexene-1,3-diol, 3,7-dimethyl-4, 6-octadiene-2,3-diol, 2,2-diallyl-1,3-butanediol, 1,9-decadiene-3,8-diol, 5,6-dimethyl-2-heptene-1,4-diol, 5-methyl-2-hepten-1,4-diol, 2,8-decadiene-5,6-diol, 2,6-dimethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool), 2 -methyl-6-heptene-1,2-diol, 2,3-dimethyl-5-hexene-1,3-diol, 6-methyl-2-(methyl-13C)-2,6-octadiene-1,8 -diol, 2-(5-hexenyl)-1,3-propanediol, 8-nonene-3,4-diol, 3-ethyl-5-hexene-1,3-diol, 7-octene-3,4-diol , 2-methyl-6-heptene-1,2-diol, 4-(2-propenyl)-6-hepten-2,4-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 8-nonene-3,4-diol, 6-methyl-6-hepten-2,3-diol, 2,6-dimethyl-6-hepten-2,3-diol, 2,5-dimethyl- 4-hexene-2,3-diol, 2.6-dimethyl-4,6-octadiene-2,3-diol, 2-methyl-6-methylene-7-octene-2,3-diol, 6-methyl-7-octene-2,3-diol, 2, 6-dimethyl-4,6-octadiene-2,3-diol, 6-methyl-5-methylene-1,4-heptanediol, 2-(4-methyl-3-pentenyl)-2-butene-1,4- diol (α-acaridiol), 4-octene-1,2-diol, 7-octene-2,4-diol, 3-methyl-6-heptene-2,4-diol, 2,4-dimethyl-3-heptene -2,5-diol, 2-(3-methyl-2-butenyl)-1,3-butanediol, 2-methyl-7-octene-3,5-diol, 5,5-dimethyl-6-heptene-2 ,4-diol, 2-methyl-2-(2-methylallyl)-1,3-propanediol, 6-methyl-2-heptene-1,6-diol, 2-allyl-3-methyl-1,3-butanediol , 2-nonene- ···· «« • · • * • · 332 -1,4-diol, 4-ethenyl-2,5-dimethyl-5-hexene-2,3-diol, 2-nonene-1,4-diol, 3,6-dimethyl-1-5-heptene-1,3 -diol, 2-(1-methylethenyl)-1,5-hexanediol and 2-(1-pentenyl)-1,3-propanediol, 5. Material according to claim 1, characterized in that it means a mixture of compounds A, B and/or C. 6. Material according to claim 1, characterized in that it means a mixture of diol isomers with 8 carbon atoms primarily consisting of 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexanediol, 2,2 -dimethyl-1,3-hexanediol, 2-ethyl-4-methyl-1-1,3-pentanediol, 2-ethyl-1-3-methyl-1-1,3-pentanediol, 3,5-octanediol, 2,2-dimethyl-2 ,4-hexanediol, 2-methyl-3,5-heptanediol and/or 3-methyl-3,5-heptanediol, wherein the amount of any individual 1,3-diol in the mixture is less than 90% by weight. from the weight of the mixture. 7. The material according to claim 6, characterized in that the amount of any individual isomer in the mixture is less than 80% by weight. from the weight of the mixture. 8. The material according to claim 6, characterized in that the amount of any individual isomer in the mixture is less than 70% by weight. from the weight of the mixture. 9. The material according to claim 6, characterized in that the amount of any individual isomer in the mixture is less than 60% by weight. from the weight of the mixture. 10. The material according to claim 6, characterized in that the amount of any individual isomer in the mixture is less than 50% by weight. from the weight of the mixture. 11. Aqueous, stable fabric softener, characterized in that it contains: A. from 2 to 80 wt.% effective fabric softener, • · · · · · · · ···· · ···· · · · · ··· 333 which is selected from the group consisting of: 1. fabric softener compounds of the general formula I (R) ₄ - _m -N ⁽⁺⁾ -[(CH2)nYR ¹ ]m χ(-) (I), in which each substituent R represents a hydrogen atom or a short-chain alkyl group with 1 to 6 carbon atoms or a hydroxyalkyl group, a benzyl group or mixtures thereof, each m represents the number 2 or 3, each n represents a number from 1 to 4, each Y represents the group -0-(0)C-, -(R)N -(O)C-, -C(O)-N(R)- or -C(0)-0-, but not the group -0C(0)0-, the sum of the carbon atoms in each R ¹ or YR ¹ , if Y represents a group of the formula -0-(0)C-, -(R)N-(O)C-, is 6 to 22, but if the sum of carbon atoms in R ¹ or YR ¹ is less than 12, then the sum in the second of R ¹ or YR ¹ is at least 16, where each R ¹ represents a long-chain hydrocarbon group or a substituted hydrocarbon group, for R ¹ or YR ¹ , which represents a hydrocarbon group with 16 to 20 carbon atoms or a hydrocarbon substituted group, iodo the YR ¹ number of the fatty acid that contains this R ¹ group is from 20 to 140, and in R ¹ or YR ¹ , which means a hydrocarbon group with 8 to 14 carbon atoms, or a substituted hydrocarbon group, is the iodine number of the fatty acid that contains group R ¹ , 10 or less, 2. fabric softener compounds of general formula II YR ¹ ί I (R) ₃ -N ^<+) -CH ₂ CH ch ₂ yr ¹ χ(-) (II) , in which Y, R, R ¹ and X^' mean as above ···· ·· ·· ···· ·· ·· • · · · · · ···· ·· ··· · ·· ···· · ···· ···· ··· 334 stated, and 3. their mixture, B. less than 40 wt.% by weight of a base solvent composition having a ClogP of from 0.15 to 0.64 and at least some degree of symmetry, said solvent-deficient base solvent being selected from the group consisting of 2,2,4-trimethyl-1,3-pentanediol, of the ethoxylate, diethoxylate or triethoxylate derivative of 2,2,4-trimethyl-1,3-pentanediol and/or 2-ethylhexyl-1,3-diol, so that an aqueous stable composition is obtained, C. optionally an effective amount, sufficient to improve clarity, of low molecular weight water-soluble solvents, such as ethanol, isopropanol, propylene glycol, 1,3-propanediol, and propylene carbonate, wherein said water-soluble solvents are present in such an amount that they do not themselves form clear agent, D. optionally an effective amount of a water-soluble calcium and/or magnesium salt to improve clarity, and E. is topped up with water. 12. Aqueous, stable fabric softener for substances according to claim 11, characterized in that it contains: A. from 13 to 75 wt.% an effective softening agent which is selected from the group consisting of: 1. fabric softener compounds of general formula I (R) ₄ . _m -N ⁽⁺⁾ -[(CH2)nYR ¹ ]m Χ<·> (I) , in which each substituent R represents a hydrogen atom or a short-chain alkyl group with 1 to 3 carbon atoms or a hydroxyalkyl group, a benzyl group or mixtures thereof, each m represents the number 2, each n represents a number from 2 to 3, each Y represents the group -O-(O)C-, each • · · · 335 • · in which each substituent R represents a hydrogen atom or a short-chain alkyl group with 1 to 3 carbon atoms or a hydroxyalkyl group, a benzyl group or mixtures thereof, each m represents the number 2, each n represents a number from 2 to 3, each Y represents the group -0-(0)C-, each R ¹ represents a hydrocarbon group having 9 to 19 carbon atoms and if R ¹ represents a hydrocarbon group having 15 to 19 carbon atoms or a substituted hydrocarbon group, the iodine number corresponding to the fatty acid which contains this R ¹ group, is from 50 to 130, and in R ¹ , which means a hydrocarbon group with 7 to 13 carbon atoms or a substituted hydrocarbon group, the iodine number of the corresponding fatty acid that contains the R ¹ group is 10 or less, 2. fabric softener compounds of general formula II YR ¹ (R) ₃ -N ^<+) -CH ₂ CH ch ₂ yr ¹ _X (-) (II) , wherein Y, R, R ¹ and X ^(_) are as defined above, and 3. their mixture, B. from 10 to 35 wt.% of the composition weight of said base solvent having a ClogP from 0.25 to 0.62, C. optionally from 1 to 10% by weight, which is an effective amount sufficient to improve clarity, of low molecular weight water-soluble solvents such as ethanol, isopropanol, propylene glycol, 1,3-propanediol and propylene carbonate, wherein the water-soluble solvents are present in such an amount that they do not form a clear composition by themselves, D. optionally from 0 to 2% by weight, which is such an amount of water-soluble calcium and/or magnesium salt, 336 that improves clarity, achieves the desired viscosity, or improves clarity and achieves the desired viscosity, and E. from 10 to 80 wt.% water. 13. Aqueous, stable fabric softener for substances according to claim 12, characterized in that it contains: A. from 17 to 70 wt.% of an effective softening agent, which is selected from the group consisting of: 1. a softening compound of the general formula I (R) ₄ .,-N'*>-[(CH ₂ ) _n -Y-R']_ X'-> (I) in which each substituent R represents a hydrogen atom or a short-chain alkyl group with 1 to 3 carbon atoms or a hydroxyalkyl group, a benzyl group or mixtures thereof, each m represents the number 2, each n represents a number from 2 to 3, each Y represents a group -O-(0)C-, each R ¹ represents a hydrocarbon group with 7 to 17 carbon atoms or a substituted hydrocarbon group and if R ¹ represents a hydrocarbon group with 15 to 17 carbon atoms or a substituted hydrocarbon group, the iodine number of the corresponding fatty acid that contains this R ¹ group is from 70 to 115, and in R ¹ , which means a hydrocarbon group with 7 to 13 carbon atoms or a substituted hydrocarbon group, the iodine number of the corresponding fatty acid that contains the R ¹ group is , 5 or less, 2. fabric softener compounds of general formula II YR ¹ η I (R) ₃ -N ^<+) -CH ₂ CH ch ₂ yr ¹ _X (-> (II) , in which Y, R, R ¹ and X ^(O) are as above in an amount sufficient to improve the clarity of low molecular weight water-soluble solvents such as ethanol, isopropanol, propylene glycol, 1,3-propanediol and propylene carbonate, D. optionally from 0.05 to 0.5% by weight, which is the amount of water-soluble calcium and/or magnesium salt that improves clarity, achieves the desired viscosity, or improves clarity and achieves the desired viscosity, and E. from 20 to 80 wt.% water. 14. Aqueous, stable fabric softener for substances according to claim 13, characterized in that it contains: A. from 19 to 65 wt.% fabric softener which is selected from the group consisting of: 1. fabric softener compounds of general formula I (R) ₄ . _m -N ⁽⁺⁾ -[(CH ₂ ) _n -YR ¹ ],n χ(-) in which each substituent R represents methyl, ethyl, propyl, hydroxyethyl, benzyl or mixtures thereof, each n represents the number 2, each R ¹ is alkyl or straight long chain alkylene having 13 to 17 carbon atoms and if R ¹ is a hydrocarbon group having 15 to 17 carbon atoms or a substituted hydrocarbon group, the iodine number of the corresponding fatty acid which contains this R ¹ group is from 70 to 115, B. from 14 to 35 wt.% of the composition weight of said base solvent having a ClogP from 0.40 to 0.60, C. optionally from 2 to 8% by weight, which is a sufficient amount to improve clarity, of low molecular weight water-soluble solvents selected from the group consisting of ethanol, isopropanol, propylene glycol, 1,3-propanediol and propylene carbonate, D. optionally from 0.1 to 0.25% by weight, which is such 338 • · · · • · · · • · · · • · · · · • « * E. amount of water-soluble chloride, acetate or nitrate active for rye or goats, and from 30 to 70 wt.% water. 15. of calcium or magnesium, which is the improvement of clarity, the achievement of the desired viscoimprovement of clarity and the achievement of the desired visAqueous, stable fabric softener for 11, characterized by those 0.25 to 0.62. substance according to claim m that ClogP is from 16. Aqueous, stable fabric softener for any of the existing ones and their mixtures. substances according to claims 11 to 15, the basic solvent is selected from the group consisting of propanol, 2-butanol, 2-methyl-2-propanol 17. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of 2,3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2- butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3-methyl-2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1-1,2-pentanediol, 1,2- hexanediol and their mixtures. 18. Aqueous, stable fabric softener for substances according to claim 17, characterized in that the basic solvent is selected from the group consisting of 2,3-dimethyl-2,3-butanediol, 3,3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3 -methyl-2,3-pentanediol, 4-methyl- -2,3-pentanediol, 2,3-hexanediol, 3,4-hexanediol, 2-ethyl-1-1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4 -methyl-1,2-pentanediol, 1,2-hexanediol and their mixtures. ···· ·» ·· ···· ·· ·· • · · · · · · · · · • · · · · · ···· ·· ··· · ·· · · · · · 339 19. Aqueous, stable fabric softener for substances according to claim 18, characterized in that the basic solvent is selected from the group consisting of 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1 ,2-pentanediol, 1,2-hexanediol and their mixtures. 20. Aqueous, stable fabric softener for substances according to claim 19, characterized in that the basic solvent is 1,2-hexanediol. 21. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of 2-butyl-1,3-propanediol, 2,2-diethyl-1, 3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3-propanediol, 2-methyl-2-propy1-1,3-propanediol, 2,3, 3-trimethyl-1,2-butanediol, 2-ethyl-1-2-methyl-1,4-butanediol, 2-ethyl-3-methyl-1,4-butanediol, 2-propyl-1,4-butanediol, 2- isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol, 2,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3,3-dimethyl- 1,5-pentanediol, 2,3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3.4-dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1, 6-hexanediol, 3-methyl-1,6-hexanediol, 2-methyl-1-2,3-hexanediol, 3-methyl-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-1-2, 3-hexanediol, 2-methyl-3,4-hexanediol, 3-methyl-3,4-hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol, 1,6-heptanediol and their mixtures. 22. Aqueous, stable fabric softener according to claim 21, characterized in that the basic solvent is selected from the group consisting of 2-butyl-1,3-propanediol, 2-propyl-1,4-butanediol, 2- ethyl-1,5-pentanediol, 2,3-dimethyl-2,3-pentanediol, 2,4-dimethyl- ·· · · · · ·· · · · · · « · · · ···· · · · 340 -2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-methyl-1, 6 -hexanediol, 3-methyl-1,6-hexanediol, 1,3-heptanediol, 1,4-heptanediol, 1,5-heptanediol, 1,6-heptanediol and their mixtures. 23. Aqueous, stable fabric softener for substances according to claim 22, characterized in that the base solvent is selected from the group consisting of 2,3-dimethyl-2,3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3,4-dimethyl-2,3 -pentanediol, 4,4-dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol and their mixtures. 24. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of 2-(2-methylbutyl)-1,3-propanediol, 2-(1 ,1-dimethylpropyl)-1,3-propanediol,2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(1-ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)- 1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3-methylbutyl)-1,3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2-methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl- 2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl-2-methyl-1,3-propanediol, 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)- 1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2- (2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 3-methyl-2-isopropyl-1, 3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl )-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)- 1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-3-propyl-1,4-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2, 2.3• · · · • · • * 341 -trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol , 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,2,4-trimethyl-1,4-pentanediol, 2,3,3-trimethyl -1,4-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2 ,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-2 ,4-pentanediol, 2,3,4-trimethyl-2,4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl -4-methyl-1-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1-1,4 -pentanediol, 2-ethyl-1-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1,5-pentanediol, 2-ethyl-4-methyl-1,5-pentanediol, 3-ethyl-3-methyl- 1,5-pentanediol, 3-ethyl1-2-methyl1-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl-1,5-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2.3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2.5-dimethyl-1,3-hexanediol,3,4-dimethyl-1,3-hexanediol, 3.5-dimethyl-1,3-hexanediol,4,4-dimethyl-1,3-hexanediol, 4.5- dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2.3-dimethyl-1,4-hexanediol,2,4-dimethyl-1,4-hexanediol, 2.5-dimethyl-1,4-hexanediol, 3,3-dimethyl-1,4-hexanediol, 3.4- dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4.5-dimethyl-1,4-hexanediol,5,5-dimethyl-1,4-hexanediol, 2.2- dimethyl-1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol, 2.4-dimethyl-1,5-hexanediol,2,5-dimethyl-1,5-hexanediol, 3.3- dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3.5- dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 2.2- dimethyl-1,6-hexanediol, 2,3-dimethyl-1,6-hexanediol, 2.4- dimethyl-1,6-hexanediol, 2,5-dimethyl-1,6-hexanediol, 3.3- dimethyl-1,6-hexanediol, 3,4-dimethyl-1,6-hexanediol, • · 342 2.3-dimethyl-2,4-hexanediol,2,4-dimethyl-2,4-hexanediol, 2,5-dimethyl-2,4-hexanediol, 3,3-dimethyl-2,4-hexanediol, 3.4- dimethyl-2,4-hexanediol, 3,5-dimethyl-2,4-hexanediol, 4.5-dimethyl-2,4-hexanediol,5,5-dimethyl-2,4-hexanediol, 2.3- dimethyl-2,5-hexanediol, 2,4-dimethyl-2,5-hexanediol, 2.5-dimethyl-2,5-hexanediol,3,3-dimethyl-2,5-hexanediol, 3.4-dimethyl-2,5-hexanediol,3,3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2, 7-octanediol, 3,5-octanediol, 3,6-octanediol and their mixtures. 25. Aqueous, stable fabric softener according to claim 24, characterized in that the basic solvent is selected from the group consisting of 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2 -dimethylpropyl)-1,3-propanediol, 2-(1-ethylpropyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-ethyl-2-isoprop• · · · • · 343 pyl-1,3-propanediol, 2-methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl -2-methyl-1,3-propanediol, 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl -2,3-dimethyl-1,3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2-propyl -1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-ethyl -2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol,3-methyl-2 -isopropyl-1,4-butanediol, 2,2,3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,3-pentanediol , 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,2,4-trimethyl- 1,4-pentanediol, 2,3,3-trimethyl-1,4-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2, 2,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1, 5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-1- 2-methyl-1-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1-1,4-pentanediol, 2-ethyl-2-methyl-1-1,4-pentanediol pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4- -pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4 -pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2 ,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,4-dimethyl-1,3-hexanediol, 4,5 -dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-dimethyl-1,4-hexanediol, 3.4- dimethyl-1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4.5-dimethyl-1,4-hexanediol,5,5-dimethyl-1,4-hexanediol, ··♦· ·· • · 344 2.2- dimethyl-1,5-hexanediol, 2,3-dimethyl-1,5-hexanediol, 2.4-dimethyl-1,5-hexanediol,2,5-dimethyl-1,5-hexanediol, 3.3- dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5-hexanediol, 3.5- dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 3.3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-1-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol, 3,6-octanediol and their mixtures. 26. Aqueous, stable fabric softener according to claim 25, characterized in that the basic solvent is selected from the group consisting of 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2 -dimethylpropyl)-1,3-propanediol, 2-(1-ethylpropyl)-1,3-propanediol, 2-(2,2-dimethylprop 1 )-1,3-propanediol, 2 -ethyl 1 -2 - i soprops of 1-1,3-propanediol, 2-methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert .buty1-2-methyl-1-1,3-propanediol,2-(1-methylpropyl)- ···· ·· ·· ···· ·· ·· • · · ·· · · · · · 345 -1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-methyl-2-propyl-1,3-butanediol, 3-methyl-2 -propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3,3-dimethyl-1,4 -butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2,3,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 2,2 ,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl- 1,3-pentanediol, 2-ethyl-1-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2- ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-1-2-methyl-1-2, 4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1, 4-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2,5-dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,4-dimethyl-1,3-hexanediol, 4, 5-dimethyl-1,3-hexanediol, 2,2-dimethyl-1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5- dimethyl-1,4-hexanediol, 3.3-dimethyl-1,4-hexanediol,3,4-dimethyl-1,4-hexanediol, 3.5-dimethyl-1,4-hexanediol,4,5-dimethyl-1,4-hexanediol, 5.5- dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2.3-dimethyl-1,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2.5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3.4-dimethyl-1,5-hexanediol,3,5-dimethyl-1,5-hexanediol, 4.5- dimethyl-1,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-hep- ···· ·· ·· ·» *· ·· *· • « · ·· · · · · · • · 4·· · · · · ♦ · · · ···· · · · · ·«· 346 tanediol, 5-methyl-1,4-heptanediol, 6-methyl-1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl-1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-1-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol and their mixtures. 27. Aqueous, stable fabric softener for substances according to claim 26, characterized in that the base solvent is selected from the group consisting of 2,3,3,4-tetramethyl-2,4-pentanediol, 3-tert.butyl-2,4-pentanediol, 2,5,5 -trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,4-hexanediol, 3,3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol , 4,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,5-hexanediol, 3,3,5-trimethyl-2,5-hexanediol and their mixtures. 28. Aqueous, stable fabric softener for substances according to claim 27, characterized in that the basic solvent is 2,3,3,4-tetramethyl-2,4-pentanediol 29. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of 3-(pentyloxy)-1,2-propanediol, 3-(2-pentyloxy) )-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)- ·· ···· ···· ·· • · ·· ·· • * · · * ♦ · · • · «·· · ♦ · ·♦· · · ·«·· · · · · ··· 347 -1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1 ,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2 — -pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2 -methyl-1-butyloxy)-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)- 1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2- propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol,3 -(1-phenyl-2-propanyloxy)-1,2-propanediol, 2-phenyloxy-1,3-propanediol, 2-(m-cresyloxy)-1,3-propanediol, 2-(p-cresyloxy)-1 ,3-propanediol, 2-benzyloxy-1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol, 2-(1-phenylethyloxy)-1,3-propanediol, di(2-hydroxybutyl)ether , di(2-hydroxycyclopentyl) ether and their mixtures. 30. Aqueous, stable fabric softener according to claim 29, characterized in that the basic solvent is selected from the group consisting of 3-(pentyloxy)-1,2-propanediol, 3-(2-pentyloxy)-1, 2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3- (3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy )-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1, 3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1 -cyclohex-1-enyloxy)-1,3-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propane- 348 diol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol ,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol, 2-(m-cresyloxy)-1,3 -propanediol, 2-(p-cresyloxy)-1,3-propanediol, 2-benzyloxy-1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol, di(2-hydroxybutyl)ether, di (2-hydroxycyclopentyl)ether and their mixtures. 31. Aqueous, stable fabric softener according to claim 30, characterized in that the basic solvent is selected from the group consisting of 3-(pentyloxy)-1,2-propanediol, 3-(2-pentyloxy)-1, 2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy)-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3- (3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy )-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy)-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1, 3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-2-butyloxy)-1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1 -cyclohex-1-enyloxy)-1,3-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)-1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2 -propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3 -(2-phenylethyloxy)-1,2-propanediol, 2-(m-cresyloxy)-1,3-propanediol, 2-(p-cresyloxy)-1,3-propanediol, 2-(2-phenylethyloxy)-1 ,3-propanediol, di(2-hydroxybutyl) ether, di(2-hydroxycyclopenty 1) ether and their mixtures. 32. Aqueous, stable fabric softener according to any of claims 11 to 15, characterized by ··· ·· · ♦··· • · · · · · · · ···· · ···· · · · · ··· • « ·· ·· · · ·· ·· 349 in that the base solvent is selected from the group consisting of 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3- isopropyl-1,2-cyclobutanediol, 3-isopropyl-1,2-cyclobutanediol, 1-ethyl-1,2-cyclobutanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2- cyclopentanediol, 2,4,5-trimethyl-1,3-cyclopentanediol, 3,3-dimethyl-1,2-cyclopentanediol, 3,4-dimethyl-1,2-cyclopentanediol, 3.5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1,1-bis(hydroxymethyl) cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-bis(hydroxymethyl)cyclohexane, 1,3-dimethyl-1,3-cyclohexanediol, 1,6-dimethyl-1,3-cyclohexanediol, 1- hydroxy-cyclohexaneethanol, 1-hydroxy-cyclohexanemethanol, 1-ethyl-1,3-cyclohexanediol, 1-methyl-1,2-cyclohexanediol, 2,2-dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol, 2,4-dimethyl-1,3-cyclohexanediol, 2,5- dimethyl-1,3-cyclohexanediol, 2.6-dimethyl-1,4-cyclohexanediol, 2-ethyl-1,3-cyclohexanediol, 2-hydroxycyclohexaneethanol, 2-hydroxyethyl-1-cyclohexanol, 2-hydroxymethylcyclohexanol, 3-hydroxyethyl-1-cyclohexanol, 3-hydroxycyclohexaneethanol, 2- hydroxymethylcyclohexanol, 3-methyl-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4,5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1,3-cyclohexanediol, 4- ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methyl-1,2-cyclohexanediol, 5,5-dimethyl-1,3-cyclohexanediol, 5-ethyl-1,3- cyclohexanediol, 1,2-cycloheptanediol, 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4-cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5-methyl-1,3-cycloheptanediol, 5-methyl- 1,4-cycloheptanediol, 6-methyl-1,4-cycloheptanediol, 1,3-cyclooctanediol, 1,4-cyclooctanediol, 1,5-cyclooctanediol, diethoxylate 1,2-cyclohexanediol, triethoxylate 1,2-cyclohexanediol, diethoxylate 1 ,2-cyclohexanediol, 1,2-cyclohexanediol triethoxylate, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, hexaethoxylate • · · · 350 1,2-cyclohexanediol, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonaethoxylate, 1,2-cyclohexanediol monopropoxylate, 1,2-cyclohexanediol mono-oxylate, dibutylene oxylate 1,2-cyclohexanediol, 1,2-cyclohexanediol tributylene oxylate, 1-ethenyl-2-ethyl-1,2-cyclobutanediol, 1,2,3,4-tetramethyl-3-cyclobutene-1,2-diol,3,4 -diethyl-3-cyclobutene-1,2-diol, 3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol, 3-butyl-3-cyclobutene-1,2-diol, 1,2 -dimethyl-4-methylene-1,2-cyclopentanediol, l-ethyl-3-methylene-1,2-cyclopentanediol, 4-(1-propenyl)-1,2-cyclopentanediol, l-ethyl-3-methyl-3 -cyclopentene-1,2-diol, 1-ethenyl-1,2-cyclohexanediol, 1-methyl-3-methylene-1,2-cyclohexanediol, 1-methyl-4-methylene-1,2-cyclohexanediol, 3-ethenyl -1,2-cyclohexanediol, 4-ethenyl-1,2-cyclohexanediol, 2,6-dimethyl-3-cyclohexene-1,2-diol, 6,6-dinmehtyl-3-cyclohexene-1,2-diol, 3 ,6-dimethyl-4-cyclohexene-1,2-diol, 4,5-dimethyl-4-cyclohexene-1,2-diol, 3-cyclooctene-1,2-diol, 4-cyclooctene-1,2-diol , 5-cyclooctene-1,2-diol and their mixtures. 33. Aqueous, stable fabric softener for substances according to claim 32, characterized in that the base solvent is selected from the group consisting of 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-1-4-methyl-1-1,2-cyclobutanediol, 3-propyl-1-1,2-cyclobutanediol , 3-isopropyl-1,2-cyclobutanediol, 1-ethyl-1,2-cyclobutanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 3,3-dimethyl-1,2-cyclopentanediol, 3,4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4- dimethyl-1,2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1,1-bis(hydroxymethyl)cyclohexane, 1,2-bis(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-bis(hydroxymethyl) cyclohexane, 1-hydroxy-cyclohexanemethanol, 1-methyl-1,2-cyclohexane• · · · • · · · • » • · · ·· · · · · · ·· ··· · · · ···· · ·· ·· · · · · · · · 351 diol, 3-hydroxymethylcyclohexanol, 3-methyl-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4,5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl1-1,3 -cyclohexanediol, 4-ethyl-1-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methyl-1,2-cyclohexanediol, 1,2-cycloheptanediol, 1,2-cyclohexanediol pentaethoxylate, hexaethoxylate 1 . 34. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the base solvent is selected from the group that includes the following compounds: 1. 1,2-propanediol 2(Me-E ₁ . ₄ ), 1,2-propanediol P0 ₄ , 2-methyl-1, 2-propanediol (Me-E ₄ . ₁₀ ), 2-methyl-1,2 -propanediol 2(Me-E ₁ ), 2-methyl-1,2-propanediol P0 ₃ , 2-methyl-1,2-propanediol B0 ₁ , 1,3-propanediol 2 (Me-E ₆ . ₈ ), 1 ,3-propanediol PO ₅ . _ ₆ , 2,2-diethyl-1,3-propanediol E _V7 , 2,2-diethyl-1,3-propanediol Ρ0 _1# 2,2-diethyl-1,3-propanediol n-BO _V2 , 2 ,2-dimethyl-1,3-propanediol 2 (Me E^) , 2,2-dimethyl-1,3-propanediol PO ₃ . ₄ , 2-(1-methylpropyl)-1,3-propanediol E ₁ _ ₇ , 2-(1-methylpropyl)-1,3-propanediolP0 _1,2 - (1-methylpropyl)-1,3-propanediol n- BO^g, 2-(2-methylpropyl)-1,3-propanediol E.^, 2-(2-methylpropyl)-1,3-propanediolP0 ₁ ,2-(2-methylpropyl)-1,3-propanediol n - BO ₁ . ₂ , 2-ethyl-1,3-propanediol (Me E ₆ . ₁₀ ) , 2-ethyl-1,3-propanediol 2(Me E^ , 2-ethyl-1,3-propanediol P0 ₃ , 2-ethyl- 2-methyl-1,3-propanediol (Me E ₁ . ₆ ) , 2-ethyl-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl-2-methyl-1,3-propanediol B0 ₁ , 2 -isopropyl-1,3-propanediol (Me E _V6 ), 2-isopropyl-1,3-propanediol P0 ₂ , 2-isopropyl-1,6-propanediol B0 ₁ , 2-methyl 1-1,3-propanediol 2 ( Me E ₂ , 2-methyl-1,3-propanediol PO ₄ , 2-methyl- _1,3 -propanediol B0 ₂ , 2-methyl- ₂ -isopropanediol E ₂ . ₉ , 2-methyl-2-isopropyl-1,3-propanediol P0 ₁ , 2-methyl-2-isopropyl-1,3-propanediol n-BO^j, 2-me• · · · • · · ·· · · · · · • · ·♦· · ·· ···· · ···· · · · · · · · 352 thyl-2-propyl-1,3-propanediol E,. ₇ , 2-methyl-2-propyl-1,3-propanediol PO,, 2-methyl-2-propyl-1,3-propanediol n-BO,. ₂ , 2-propyl-l, 3-propanediol (Me-E,. ₄ ) , 2-propyl-l, 3-propanediol P0 ₂ , 2-propyl-l, 3-propanediol BO,, 2. 1,2-butanediol (Me E ₂ . ₈ ), 1,2-butanediol PO ₂ . ₃ , l/ ^2- -butanediol BO,, 2,3-dimethyl-1,2-butanediol E,. ₆ , 2,3-dimethyl-1,2-butanediol n-BO,_ ₂ , 2-ethyl-1,2-butanediol E,. ₃ , 2-ethyl-1,2-butanediol n-BO,, 2-methyl-1,2-butanediol (Me E,_ . ₂ ) , 2-methyl-1,2-butanediol PO,, 3,3- dimethyl-1,2-butanediol E,. _6,3,3 -dimethyl-1,2-butanediol n-BO,. ₂ , 3-methyl-1, 2-butanediol (Me E,_ ₂ ) , 3-methyl-1,2-butanediol PO,, 1,3-butanediol 2 (Me E ₃ . ₆ ) , 1,3-butanediol P0 ₅ , 1,3-butanediol BO ₂ , 2,2,3-trimethyl-1,3-butanediol (Me E,. ₃ ) , 2,2,3-trimethyl-1,3-butanediol PO,. _2,2,2 -dimethyl-1,3-butanediol (Me E ₃ . ₈ ), 2.2-dimethyl-1,3-butanediolP0 ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,3-dimethyl-1,3-butanediol P0 ₃ , 2-ethyl-1, 3-butanediol (Me E,. ₆ ), 2-ethyl-1,3-butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO,, 2-ethyl-2-methyl-1,3-butanediol (Me E,) , 2-ethyl-2-methyl-1,3-butanediol PO,, 2 -ethyl-2-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-ethyl-3-methyl-1,3-butanediol (Me E,) , 2-ethyl-3-methyl-1,3-butanediol PO,, 2-ethyl-3-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-isopropyl-1,3-butanediol (Me E,) , 2-isopropyl-1,3-butanediol PO,, 2-isopropyl-1,3-butanediol n-BO ₂ . ₄ , 2-methyl-1,3-butanediol 2 (Me E,. ₃ ) , 2-methyl-1,3-butanediol PO ₄ , 2-propyl-1,3-butanediol E ₂ . ₉ , 2-propyl-1,3-butanediol PO,, 2-propyl-1,3-butanediol n-BO,. ₃ , 3-methyl-1,3-butanediol 2 (Me E,. ₃ ) , 3-methyl-1, 3-butanediol PO ₄ , 1,4-butanediol 2 (Me E ₂ . ₄ ) , 1,4- butanediol PO ₄ . ₅ , 1,4-butanediol B0 ₂ , 2,2,3-trimethyl-1,4-butanediol E ₂ . ₉ , 2,2,3-trimethyl-1,4-butanediol PO,, 2,2,3-trimethyl-1,4-butanediol n-BO,. ₃ , 2.2-dimethyl-1,4-butanediol (Me E,. ₆ ) , 2,2-dimethyl-1,4-butanediol PO ₂ , 2,2-dimethyl-1,4-butanediol BO,, 2,3-dimethyl -1,4-butanediol (Me E,. _ó ) , 2,3-dimethyl-1,4-butanediol P0 ₂ , 2.3-dimethyl-1,4-butanediol BO,, 2-ethyl-1,4-butanediol (Me E,_ ₄ ) , 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol BO,, 2-ethyl-2-methyl 1-1,4-butanediol E,. ₇ , 2-ethyl-2-methyl-1,4-butanediol PO,, 2-ethyl-2-methyl-1,4-butanediol n-BO,. ₂ , 2- 353 -ethyl-3-methyl-1,4-butanediol E,_ ₇ , 2-ethyl-3-methyl-1,4-butanediol PO,, 2-ethyl-3-methyl-1,4-butanediol n-BO, _ ₂ , 2-isopropyl-1,4-butanediol E,_ ₇ , 2-isopropyl-1,4-butanediol PO,, 2-isopropyl-1,4-butanediol n-BO,_ ₂ , 2-methyl-1 , 4-butanediol (Me E ₆ ., _o ) , 2-methyl-1,4-butanediol 2 (Me E,) , 2-methyl-1,4-butanediol PO ₃ , 2-methyl-1,4-butanediol BO,, 2-propyl-1,4-butanediol E,_ ₅ , 2-propyl-1,4-butanediol n-BO,_ ₂ , 3-ethyl-1-methyl-1,4-butanediol E ₂ . ₉ , 3-ethyl-1-methyl-1,4-butanediol PO,, 3-ethyl-1-methyl-1,4-butanediol n-BO,_ ₃ , 2.3-butanediol (Me E ₆ ., _o ), 2,3-butanediol 2 (Me E,) , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO,, 2,3-dimethyl-2,3-butanediol E ₃ _ ₉ , 2,3-dimethyl-2,3-butanediol PO,, 2,3-dimethyl-2,3- butanediol n-BO,_ ₃ , 2-methyl-2,3-butanediol (Me E,_ ₅ ) , 2-methyl-2,3-butanediol P0 ₂ , 2-methyl-2,3-butanediol BO,, 3. 1,2-pentanediol E ₃ ., ₀ , 1,2-pentanediol PO,, 1,2-pentanediol n-BO ₂ . ₃ , 2-methyl-1, 2-pentanediol E,_ ₃ , 2-methyl-1, 2-pentanediol nn-BO,, 2-methyl-1,2-pentanediol n-BO,, 3-methyl-1, 2-pentanediol E,_ ₃ , 3-methyl-1,2-pentanediol n-BO,, 4-methyl-1,2-pentanediol E,_ ₃ , 4-methyl-1,2-pentanediol n-BO,, 1.3-pentanediol 2(Me-E,_ ₂ ), 1,3-pentanediol PO ₃₄ , 2,2-dimethyl-1, 3-pentanediol (Me-E,) , 2,2-dimethyl-1,3 -pentanediol PO,, 2,2-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,3-pentanediol (Me-E,), 2,3-dimethyl-1,3-pentanediol PO,, 2,3-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,3-pentanediol (Me-E,), 2,4-dimethyl-1,3-pentanediol PO,, 2,4-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2-ethyl 1-1,3-pentanediol E ₂ . ₉ , 2-ethyl-1,3-pentanediol PO,, 2-ethyl-1,3-pentanediol n-BO,_ ₃ , 2-methyl-1,3-pentanediol 2(Me-E,_ ₆ ), 2 -methyl-1,3-pentanediol PO ₂ . _3,2 -methyl-1,3-pentanediol BO,, 3,4-dimethyl-1,3-pentanediol (Me-E,), 3,4-dimethyl-1,3-pentanediol PO,, 3,4- dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 3-methyl-1,3-pentanediol (Me-E,_ ₆ ), 3-methyl-1,3-pentanediol PO ₂ . ₃ , 3-methyl-1, 3-pentanediol BO,, 4,4-dimethyl-1,3-pentanediol (Me-E,), 4,4-dimethyl-1, 3-pentanediol PO,, 4,4- dimethyl-1,3-pentanediol n-BO ₂ _ _ ₄ , 4-methyl-1,3-pentanediol (Me-E,_ ₆ ) , 4-methyl-1,3-pentanediol PO ₂ . ₃ , 4-methyl-1, 3-pentanediol BO,, 1,4-pentanediol 2 (Me-E,_ ₂ ), 1,4-pentanediol PO ₃ . _4,2,2 -dimethyl-1,4-pentane• · · · • · • · · · • · 354 diol (Me-E^ , 2,2-dimethyl-1,4-pentanediol P0 ₁ , 2,2-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,4- pentanediol (Me-E^ , 2,3-dimethyl-1,4-pentanediol P0 _v 2,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,4-pentanediol ( Me-E^ , 2,4-dimethyl-1,4 _- pentanediol P0 _in 2,4-dimethyl-1,4-pentanediol n-BO ₂ , 2-methyl-1,4-pentanediol (Me-E^ g) , 2-methyl-1,4-pentanediol PO ₂ , ₂ -methyl-1,4-pentanediol BO _1Z 3.3-dimethyl-1,4-pentanediol (Me-E^ , 3,3-dimethyl-1,4-pentanediol P0 ₁ , 3,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 3,4 -dimethyl-1,4-pentanediol (Me-E^ , 3,4-dimethyl-1,4-pentanediol P0 ₁ , 3,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 3-methyl- 1,4-pentanediol 2(Me-E _{1 .ó} ), 3-methyl-1,4-pentanediol PO ₂ , ₃ -methyl-1,4-pentanediol B0 ₁ , 4-methyl-1,4-pentanediol 2 (Me-E^g) , 4-methyl-1,4-pentanediol PO ₂ . ₃ , 4-methyl-1,4-pentanediol BO _1Z 1,5-pentanediol (Me-E ₄ . ₁₀ ) , 1,5-pentanediol 2(Me-E ₁ ), 1,5-pentanediol P0 ₃ , 2, 2-dimethyl-1,5-pentanediol E,]. ₇ , 2,2-dimethyl-1,5-pentanediol P0 ₁ , 2,2-dimethyl-1,5-pentanediol n-BO ₁ . ₂ , 2,3-dimethyl-1,5-pentanediol E^y, 2,3-dimethyl-1,5-pentanediol PO ₁ , 2,3-dimethyl-1,5-pentanediol n-BO ₁ . ₂ , 2,4-dimethyl-1,5-pentanediol E^y, 2,4-dimethyl-1,5-pentanediol P0 ₁ , 2,4-dimethyl-1,5-pentanediol n-BO^g, 2- ethyl-1,5-pentanediol E^g, 2-ethyl-1,5-pentanediol n-BO^j, 2-methyl-1,5-pentanediol (Me-E ₁ . ₄ ) , 2-methyl-1, 5-pentanediol PO ₂ , 3,3-dimethyl-1,5-pentanediol E ₁ . ₇ , 3,3-dimethyl-1,5-pentanediol P0 ₁ , 3,3-dimethyl-1,5-pentanediol n-BO^g, 3-methyl-1,5-pentanediol (Me-E.]. ₄ ) , 3-methyl-1,5-pentanediol PO ₂ , 2,3-pentanediol (Me-E ₁ . ₃ ) , 2,3-pentanediol PO ₂ , 2-methyl-2,3-pentanediol E^y, 2 -methyl-2,3-pentanediol PO _1Z 2-methyl-2,3-pentanediol n-BO _V2 , 3-methyl-2,3-pentanediol E _V7 , 3-methyl-2,3-pentanediol PO ₁ , 3- methyl-2,3-pentanediol n-BO^j, 4-methyl-2,3-pentanediol E^y, 4-methyl-2,3-pentanediol PO _V 4-methyl-2,3-pentanediol n-BO ₁ . ₂ , 2,4-pentanediol 2(Me-E ₁ . ₄ ), 2,4-pentanediol PO ₄ , 2,3-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ), 2.3-dimethyl-2,4-pentanediol P0 ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E ₁ . ₄ ) , 2,4-dimethyl-2,4-pentanediol PO ₂ , 2-methyl- 2,4-pentanediol (Me-E ₅ . ₁₀ ), 2-methyl-2,4-pentanediol PO ₃ , 3.3-dimethyl-2,4-pentanediol (Me-E ₁ _ ₄ ), 3,3-dimethyl-2,4♦ · · · • · · · 355 -pentanediol P0 ₂ , 3-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ), 3-methyl-2,4-pentanediol P0 ₃ , 4. 1,3-hexanediol (Me-E^), 1,3-hexanediol P0 ₂ , 1,3-hexanediol B0 ₁ , 2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl-1,3-hexanediol P0 _in 2-methyl-1,3-hexanediol n-BO^j, 2-methyl-1,3-hexanediol B0 _in 3-methyl-1,3-hexanediol E ₂ . ₉ , 3-methyl-1,3-hexanediol PO ₁ , 3-methyl-1,3-hexanediol n-BO ₁ . ₃ , 4-methyl-1,3-hexanediol E ₂ . ₉ , 4-methyl-1,3-hexanediol P0 ₁ , 4-methyl-1,3-hexanediol n-BO.^, 5-methyl-1,3-hexanediol E ₂ . ₉ , 5-methyl-1, 3-hexanediol PO ₁ , 5-methyl-1, 3-hexanediol n-BO ₁ . ₃ , 1,4-hexanediol (Me-E^g) , 1,4-hexanediol P0 ₂ , 1,4-hexanediol B0 ₁ , 2-methyl-1,4-hexanediol E ₂ . ₉ , 2-methyl-1,4-hexanediol P0 ₁ , 2-methyl-1,4-hexanediol n-BO ₁ . ₃ , 3-methyl-1,4-hexanediol E ₂ . ₉ , 3-methyl-1,4-hexanediol P0 _v 3-methyl-1,4-hexanediol n-BO^-j, 4-methyl-1,4-hexanediol E ₂ . ₉ , 4-methyl-1,4-hexanediol PO ₁ , 4-methyl-1,4-hexanediol n-BO _V3 , 5-methyl-1,4-hexanediol E ₂ _ ₉ , 5-methyl-1,4- hexanediol P0 _v 5-methyl-1,4-hexanediol n-BO^-j, 1,5-hexanediol (Me-E _V5 ) , 1,5-hexanediol PO ₂ , 1.5-hexanediol BO _1Z 2-methyl-1,5-hexanediol E ₂ . ₉ , 2-methyl-1,5-hexanediol PO _1Z 2-methyl-1,5-hexanediol n-BO^j, 3-methyl-1,5-hexanediol E ₂ . ₉ , 3-methyl-1,5-hexanediol PO _1Z 3-methyl-1,5-hexanediol n-BO^j, 4-methyl-1,5-hexanediol E ₂ . ₉ , 4-methyl-1,5-hexanediol PO _1Z 4-methyl-1,5-hexanediol n-BO^j, 5-methyl-1,5-hexanediol E ₂ . ₉ , 5-methyl-1, 5-hexanediol PO ₁ , 5-methyl 1-1,5-hexanediol n-BO^j, 1,6-hexanediol (Me-E ₁ . ₂ ) , 1,6-hexanediol ΡΟ _ν2 , 1,6-hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E^j, 2-methyl-1,6-hexanediol n-BO,^, 3-methyl-1,6-hexanediol E _V5 , 3-methyl-1,6-hexanediol n-BO ₁ . ₂ , 2,3-hexanediol (Me-E^g), 2,3-hexanediol n-BO ₁ , 2,3-hexanediol BO ₁ , 2,4-hexanediol (Me-E ₃ . ₈ ) , 2,4 -hexanediol PO ₃ , 2-methyl-2,4-hexanediol (Με-Ε,^), 2-methyl-2,4-hexanediol Ρθ^, 3-methyl-2,4-hexanediol (Me-E^), 3-methyl-2,4-hexanediol PO ₁ . ₂ , 4-methyl-2,4-hexanediol (Me-E _V2 ) , 4-methyl-2,4-hexanediol P0 ₁ . ₂ , 5-methyl-2,4-hexanediol (Me-E^J , 5-methyl-2,4-hexanediol PO ₁ , 2,5-hexanediol (Me-E ₃ . ₈ ) , 2,5-hexanediol PO ₃ , 2-methyl-2,5-hexanediol (Me-E ₁ . ₂ ) , 2-methyl-2,5-hexanediol P0 _V2 , 3-methyl-2,5-hexanediol (Me-E^g) , 3 -methyl-2,5-hexanediol ΡΟ _ν • · 356 _ ₂ , 3,4-hexanediol E _V5 , 3,4-hexanediol n-BO ₁ , 3,4-hexanediol BO _V 5. 1,3-heptanediol E^^,, 1,3-heptanediol PO _V 1,3-heptanediol n-BO ₁ . ₂ , 1,4-heptanediol E ₁ . ₇ , 1,4-heptanediol PO _V 1,4-heptanediol n-BO^g, 1,5-heptanediol E _V7 , 1,5-heptanediol PO.), 1,5-heptanediol n-BO^j, 1, 6-heptanediol E^, 1,6-heptanediol PO ₁ , 1,6-heptanediol n-BO.^, 1,7-heptanediol E _V2 , 1,7-heptanediol n-BO ₁ , 2,4-heptanediol E ₃ . ₁₀ , 2,4-heptanediol (Me-E^ , 2,4-heptanediol ΡΟ _ν 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ . ₁₀ , 2,5-heptanediol (Me-E^ , 2,5-heptanediol P0 ₁ , 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E _{3 ,} 2,6-heptanediol (Me-E^ , 2,6-heptanediol PO ₁ , 2, 6-heptanediol n-BO ₃ , 3,5-heptanediol E ₃ . ₁₀ , 3,5-heptanediol (Me-E^ , 3,5-heptanediol PO _1# 3,5-heptanediol n-BO ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol PO ₁ , 2,3,3-trimethyl-2,4-pentanediol PO ₁ , 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2.3-Dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . _ ₅ , 2,4-dimethyl 1-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-diethyl-1,3-butanediol n-BO^g, 2,3-dimethyl-2,4-hexanediol n—BO^_ ₂ , 2,4-dimethyl-2,4-hexanediol n- BO^g, 2,5-dimethyl-2,4-hexanediol n-BO^j, 3,3-dimethyl-2,4-hexanediol n-BO^, 3.4- dimethyl 1-2,4-hexanediol n-BO ₁ . ₂ , 3,5-dimethyl-2,4-hexanediol n-BO^g, 4,5-dimethyl-2,4-hexanediol n-BO.|. ₂ , 5,5-dimethyl-2,4-hexanediol n-BO _V2 , 2,3-dimethyl-2,5-hexanediol n-BO ₁ . ₂ , 2,4-dimethyl-2,5-hexanediol n-BO _V2 , 2,5-dimethyl-2,5-hexanediol n-BO ₁ . _2,3,3 -dimethyl 1-2,5-hexanediol n-BO^g, 3.4-dimethyl-2,5-hexanediol n-BO ₁ . ₂ , 3-methyl-3,5-heptanediol n-BO _V2 , 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO^ 2-ethyl-2,3-dimethyl-1,3-butanediol n-BO _lø 2-methyl-2-isopropyl-1,3-butanediol n-BO _1z 3-methyl-2-isopropyl-1,4-butanediol n-BO _1ø 2,2,3-trimethyl-1,3- pentanediol n-BO ₁ , • · · 357 2,2,4-trimethyl-1,3-pentanediol n-BO ₁ ,2,4,4-trimethyl-1,3-pentanediol n-BO^ 3,4,4-trimethyl-1,3-pentanediol n- BO ₁ , 2.2.3- trimethyl-1,4-pentanediol n-BO ₁ ,2,2,4-trimethyl-1,4-pentanediol n-BO _lø 2,3,3-trimethyl-1,4-pentanediol n-BO _1z 2.3.4-trimethyl-1,4-pentanediol n-BO ₁ ,3,3,4-trimethyl-1,3-pentanediol n-BO _1z 2,3,4-trimethyl-2,4-pentanediol n-BO _1z 4- ethyl-2,4-hexanediol n-BO _1z 2-methyl-2,4-heptanediol n-BO _1z 3-methyl-2,4-heptanediol n-BO _1z 4-methyl-2,4-heptanediol n- BO _1z 5-methyl-2,4-heptanediol n-BO _1z 6-methyl-2,4-heptanediol n-BO ₁ , 2-methyl-2,5-heptanediol n-BO ₁ , 3-methyl-2,5 -heptanediol n-BO _1z 4-methyl-2,5-heptanediol n-BO _1z 5-methyl-2,5-heptanediol n-BO ₁ , 6-methyl-2,5-heptanediol n-BO _lz 2-methyl- 2,6-heptanediol n-BO ₁ , 3-methyl-2,6-heptanediol n-BO _1z 4-methyl-2,6-heptanediol n-BO _1z 2-methyl-3,5-heptanediol n-BO ₁ , 2-(1,2-dimethylpropyl)-1,3-propanediol E^-j, 2-ethyl-2,3-dimethyl-1,3-butanediol E _V3 , 2-methyl-2-isopropyl-1,3- butanediol E^, 3-methyl-2-isopropyl-1,4-butanediol E _V3 , 2,2,3-trimethyl-1,3-pentanediol EJJ, 2,2,4-trimethyl-1,3-pentanediol E^ -j, 2,4,4-trimethyl-1,3-pentanediol E.|. _3,3,4,4 -trimethyl-1,3-pentanediol E^-j, 2.2.3-trimethyl-1,4-pentanediol E _V3 , 2,2,4-trimethyl-1,4-pentanediol E _V3 , 2,3,3-trimethyl-1,4-pentanediol E^-j, 3.3.4- trimethyl-1,4-pentanediol E.^, 2,3,4-trimethyl-2,4-pentanediol E^j, 4-ethyl-2,4-hexanediol E _V3 , 2-methyl-2, 4-heptanediol E _V3 , 3-methyl-2,4-heptanediol E^j, 4-methyl-2,4-heptanediol E.]. ₃ , 5-methyl-2,4-heptanediol E _V3 , 6-methyl-2,4-heptanediol Ε _ν3 , 2-methyl-2,5-heptanediol E^-j, 3-methyl-2,5-heptanediol E ^, 4-methyl-2,5-heptanediol E^, 5-methyl-2,5-heptanediol E _V3 , 6-methyl-2,5-heptanediol E^j, 2-methyl-2,6-heptanediol E _V3 , 3-methyl-2,6-heptanediol E^-j , 4-methyl-2,6-heptanediol E^ja/or 2-methyl-3,5-heptanediol ^E 1-3 ^and 7. their mixtures. 35. Aqueous, stable fabric softener for substances according to claim 34, characterized in that the base solvent is selected from the group consisting of the following• · • · · · 358 compounds: 1. 1,2-propanediol 2 (Me-E ₃ . ₄ ) , 1,2-propanediol P0 ₄ , 2-methyl-1, 2-propanediol (Me-E ₈ . ₁₀ ) , 2-methyl-1, 2 -propanediol 2(Me-E ₁ ) , 2-methyl-l,2-propanediol P0 ₃ , 1,3-propanediol 2 (Me-Εθ) , 1,3-propanediol P0 ₆ , 2,2-diethyl-l, 3 -propanediol E ₄ . ₇ , 2.2-diethyl-1,3-propanediolPO], 2,2-diethyl-1,3-propanediol n-BO ₂ , 2,2-dimethyl-1,3-propanediol 2 (Me E _v2 ) , 2,2-dimethyl -1,3-propanediol PO ₄ , 2-(1-methylpropyl)-1,3-propanediol E ₄ . ₇ , 2-(1-methylpropyl)-1,3-propanediol P0 _v 2-(1-methylpropyl)-1, 3-propanediol n-BO ₂ , 2-(2-methylpropyl)-1,3-propanediol E ₄ . ₇ , 2-(2-methylpropyl)-1,3-propanediol PO _1Z 2-(2-methylpropyl)-1,3-propanediol n-BO ₂ , 2-ethyl-1,3-propanediol (Me E ₉ . ₁₀ ) , 2-ethyl-1,3-propanediol 2 (Me E]) , 2-ethyl-1,3-propanediol P0 ₃ , 2-ethyl-2-methyl-1,3-propanediol (Me ES^g) , 2-ethyl-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl-2-methyl-1,3-propanediol BO _1Z 2-isopropyl-1,3-propanediol (Me E ₃ . _ ₆ ) , 2 -isopropyl-1,3-propanediol P0 ₂ , 2-isopropyl-1,6-propanediol BO _1Z 2-methyl-1,3-propanediol 2 (Me E ₄ . ₅ ) , 2-methyl-1,3-propanediol P0 ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₆ . ₉ , 2-methyl-2-isopropyl-1,3-propanediol P0 _in 2-methyl-2-isopropyl-1,3-propanediol n-BO ₂ . ₃ , 2-methyl 1-2-propy 1-1,3-propanediol E ₄ . ₇ , 2-methyl-2-propyl-1,3-propanediol P0 ₁ , 2-methyl-2-propyl-1,3-propanediol n-BO ₂ , 2-propyl-1,3-propanediol (Me-E ₁ . ₄ ), 2-propyl-1,3-propanediol P0 ₂ , 2. 1,2-butanediol (Me E ₆ . ₈ ), 1,2-butanediol PO ₂ , 1,2-butanediolBO], 2,3-dimethyl-1,2-butanediol E ₂ . ₅ , 2,3-dimethyl-1,2-butanediol n-BO _1z 2-ethyl-1,2-butanediol E^-j, 2-ethyl-1,2-butanediol n-BO _1z 2-methyl-1, 2-butanediol (Me E _V2 ), 2-methyl 1-1,2-butanediol PO _1Z 3,3-dimethyl-1,2-butanediol E ₂ . ₅ , 3.3-dimethyl-1,2-butanediol n-BO _1z 3-methyl-1,2-butanediol (Me E _V2 ), 3-methyl-1,2-butanediol PO _1Z 1,3-butanediol 2 (Me E ₅ . ₆ ), 1,3-butanediol B0 ₂ , 2,2,3-trimethyl-1,3-butanediol (Me E _V3 ) , 2,2,3-trimethyl-1,3-butanediol P0 ₂ , 2,2- dimethyl-1,3-butanediol (Me E ₆ . ₈ ), 2,2-dimethyl-1, 3-butanediol P0 ₃ , 2,3-dimethyl-1,3-butanediol (Me E ₆ . ₈ ), 2, 3-dimethyl-1,3-butanediol P0 ₃ , 2-ethyl-1,3-butanediol (Me E ₄ . ₆ ) , 2-ethyl-1,3-bu• · 359 tandiol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO], 2-ethyl-2-methyl-1,3-butanediol (Me E]) , 2-ethyl-2-methyl-1,3-butanediol PO], 2 -ethyl-2-methyl-1,3-butanediol n-BO ₃ , 2-ethyl-3-methyl-1,3-butanediol (Me E]), 2-ethyl-1-3-methyl-1,3-butanediol PO ], 2-ethyl-3-methyl-1,3-butanediol n-BO ₃ , 2-isopropyl-1,3-butanediol (Me E]) , 2-isopropyl-1,3-butanediol PO], 2-isopropyl -1,3-butanediol n-BO ₃ , 2-methyl-1,3-butanediol 2(MeE ₂ . ₃ ), 2-methyl-1,3-butanediol PO ₄ , 2-propyl-1,3-butanediol E ₆ . ₈ , 2-propyl-1,3-butanediol PO], 2-propyl-1,3-butanediol n-BO ₂ . ₃ , 3-methyl-1, 3-butanediol 2 (Me E ₂ . ₃ ) , 3-methyl-1,3-butanediol PO ₄ , 1,4-butanediol 2 (Me E ₃ . ₄ ) , 1,4- butanediol PO ₄ . ₅ , 2,2,3-trimethyl-1,4-butanediol E ₆ . ₉ , 2,2,3-trimethyl-1,4-butanediol PO], 2,2,3-trimethyl-1,4-butanediol n-BO ₂ . ₃ , 2.2-dimethyl-1,4-butanediol (Me E ₃ . ₆ ), 2,2-dimethyl-1,4-butanediol PO ₂ , 2,2-dimethyl-1,4-butanediol BO], 2,3-dimethyl -1,4-butanediol (Me E ₃ . ₆ ), 2,3-dimethyl-1, 4-butanediol PO ₂ , 2.3-dimethyl-1,4-butanediol BO], 2-ethyl-1,4-butanediol (Me E]_ ₄ ), 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-2-methyl-1 ,4-butanediol E ₄ . ₇ , 2-ethyl-2-methyl-1,4-butanediol PO], 2-ethyl-2-methyl-1,4-butanediol BO ₂ , 2-ethyl-3-methyl-1,4-butanediol E ₄ . ₇ , 2-ethyl-3-methyl-1,4-butanediol PO], 2-ethyl-3-methyl-1,4-butanediol n-BO ₂ , 2-isopropyl-1,4-butanediol E ₄ . ₇ , 2-isopropyl-1,4-butanediol PO], 2-isopropyl-1,4-butanediol n-BO ₂ , 2-methyl-1,4-butanediol (Me E ₉ . ₁₀ ) , 2-methyl-1 ,4-butanediol 2 (Me E]), 2-methyl-1,4-butanediol PO ₃ , 2-propyl-1,4-butanediol E ₂ . ₅ , 2-propyl-1,4-butanediol n-BO], 3-ethyl-1-methyl-1,4-butanediol E ₆ . ₈ , 3-ethyl-1-methyl-1,4-butanediol PO], 3-ethyl-1-methyl-1,4-butanediol n-BO ₂ . ₃ , 2,3-butanediol (Me E ₉ . ₁₀ ) , 2,3-butanediol 2 (Me E]), 2.3-butanediol PO ₃ . ₄ , 2,3-dimethyl-2,3-butanediol E ₇ . ₉ , 2,3-dimethyl-2,3-butanediol PO], 2,3-dimethyl-2,3-butanediol BO ₂ . ₃ , 2-methyl-2,3-butanediol (Me E ₂ . ₅ ), 2-methyl-2,3-butanediol PO ₂ , 2-methyl-2,3-butanediol BO], 3. 1,2-pentanediol E ₇ . ₁₀ , 1,2-pentanediol PO], 1,2-pentanediol n-BO ₃ , 2-methyl-1, 2-pentanediol E]_ ₃ , 2-methyl-1, 2-pentanediol n-BO _1z 3-methyl -1,2-pentanediol E]_ ₃ , 3-methyl-1,2-pentanediol n-BO], 4-methyl-1, 2-pentanediol E]_ ₃ , 4-me• · · · • · • · • · · · • · 360 thyl-1,2-pentanediol n-BO ₁ , 1,3-pentanediol (2Me-E ₁ . ₂ ) , 1,3-pentanediol PO ₃ . _4,2,2 -dimethyl-1,3-pentanediol (Me-E^ , 2.2-dimethyl-1,3-pentanediol PO _1Z 2,2-dimethyl-1,3-pentanediol n-BO ₃ , 2,3-dimethyl-1,3-pentanediol (Me-E^ , 2,3- dimethyl1-1,3-pentanediol PO _1Z 2,3-dimethyl-1,3-pentanediol n-BO ₃ , 2,4-dimethyl-1,3-pentanediol (Me-E,) , 2,4-dimethyl-1 ,3-pentanediol P0 ₁ , 2,4-dimethyl-1,3-pentanediol n-BO ₃ , 2-ethyl-1,3-pentanediol E ₆ , ₂ -ethyl-1,3-pentanediol P0 ₁ , 2 -ethyl 1-1,3-pentanediol n-BO ₂ , ₂ -methyl-1,3-pentanediol 2 (Me-E ₄ . ₆ ), 2-methyl-1 _, 3-pentanediol PO ₂ , 3 ,4-dimethyl-1,3-pentanediol (Me-E^ , 3,4-dimethyl-1,3-pentanediol P0 ₁ , 3,4-dimethyl-1,3-pentanediol n-B0 ₃ , 3-methyl- 1,3-pentanediol (Me-E ₄ . ₆ ) , 3-methyl-1, 3-pentanediol PO _{2 3} , 4,4-dimethyl-1, 3-pentanediol (Me-E^ , 4,4-dimethyl -1,3-pentanediol P0 ₁ , 4,4-dimethyl-1,3-pentanediol n-B0 ₃ , 4-methyl-1,3-pentanediol (Me-E ₄ . ₆ ) , 4-methyl-1, 3 -pentanediol PO ₂ . ₃ , 1,4-pentanediol 2 (Me-E^g) , 1,4-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E^ , 2,2-dimethyl-1,4-pentanediol P0 ₁ , 2,2-dimethyl-1,4-pentanediol n-BO ₃ , 2 ,3-dimethyl-1,4-pentanediol (Me-E.|) , 2,3-dimethyl-1,4-pentanediol PO _1Z 2,3-dimethyl-1,4-pentanediol n-BO ₃ , 2,4 -dimethyl-1,4-pentanediol (Me-E^ , 2,4-dimethyl-1,4-pentanediol P0 ₁ , 2,4-dimethyl-1,4-pentanediol n-B0 ₃ , 2-methyl-1,4-pentanediol 2 (Me-E ₄ _ ₆ ) , 2 -methyl-1,4-pentanediol PO ₂ . _3,3,3 -dimethyl-1,4-pentanediol (Me-E^ , 3.3-dimethyl-1,4-pentanediol PO _1Z 3,3-dimethyl-1,4-pentanediol n-B0 ₃ , 3,4-dimethyl-1,4-pentanediol (Me-E^ , 3,4- dimethyl-1,4-pentanediol PO _1Z 3,4-dimethyl-1,4-pentanediol n-B0 ₃ , 3-methyl-1, 4-pentanediol 2 (Me-E ₄ . ₆ ) , 3-methyl-1, 4-pentanediol PO ₂ . ₃ , 4-methyl-1, 4-pentanediol 2 (Me-E ₄ . ₆ ), 4-methyl-1,4-pentanediol PO ₂ . ₃ , 1,5-pentanediol (Me-E _g _ ₁₀ ), 1,5-pentanediol 2(Me-E ₁ ), 1,5-pentanediol PO ₃ , 2,2-dimethyl-1,5-pentanediol E ₄ , 2,2-dimethyl- ₁ , 5-pentanediol P0 ₁ , 2,2-dimethyl-1,5-pentanediol n-B0 ₂ , 2,3-dimethyl-1,5-pentanediol E ₄ _ ₇ , 2,3-dimethyl-1,5-pentanediol PO _1Z 2,3-dimethyl-1,5-pentanediol n-BO ₂ , 2,4-dimethyl-1,5-pentanediol E ₄ , _. 2.4-dimethyl-1,5-pentanediol PO _1Z 2,4-dimethyl-1,5-pentanediol n-BO ₂ , 2-ethyl-1,5-pentanediol E ₂ . ₅ , 2-ethyl-1, 5- ···· ·· ♦· ··♦· ·· ·· ··· · · ····· • · · ···«··· • · · · · ·· · · · · · ···· · · · ···· 361 -pentanediol n-BO ₁ , 2-methyl-1,5-pentanediol (Me-E _K ) , 2-methyl-1,5-pentanediol PO ₂ , 3,3-dimethyl-1,5-pentanediol E ₄ . ₇ , 3.3-dimethyl-1,5-pentanediol PO _1Z 3,3-dimethyl-1,5-pentanediol n-BO ₂ , 3-methyl-1,5-pentanediol (Me-E ₁ . ₄ ), 3-methyl -1,5-pentanediol P0 ₂ , 2,3-pentanediol (Me-E^-j) , 2,3-pentanediol P0 ₂ , 2-methyl-2,3-pentanediol E ₄ . ₇ , 2-methyl-2,3-pentanediol PO ₁ , 2-methyl-2,3-pentanediol n-BO ₂ , 3-methyl-2,3-pentanediol E ₄ . ₇ , 3-methyl-2,3-pentanediol PO _1Z 3-methyl-2,3-pentanediol n-BO ₂ , 4-methyl-2,3-pentanediol E ₄ . ₇ , 4-methyl 1-2,3-pentanediol P0 _in 4-methyl-2,3-pentanediol n-BO ₂ , 2.4-pentanediol 2 (Me-E ₂ . ₄ ) , 2,4-pentanediol P0 ₄ , 2,3-dimethyl 1-2,4-pentanediol (Me-E ₂ . ₄ ) , 2,3-dimethyl- 2,4-pentanediol P0 ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E ₂₄ ) , 2,4-dimethyl-2,4-pentanediol P0 ₂ , 2-methyl-2,4-pentanediol ( Me-E ₈ . ₁₀ ), 2-methyl-2,4-pentanediol P0 ₃ , 3,3-dimethyl-2,4-pentanediol (Me-E ₂ . ₄ ), 3,3-dimethyl-2,4- pentanediol P0 ₂ , 3-methyl-2,4-pentanediol (Me-E ₈ . ₁₀ ), 3-methyl-2,4-pentanediol P0 ₃ , 4. 1,3-hexanediol (Me-E ₂ . ₅ ), 1,3-hexanediol P0 ₂ , 1,3-hexanediol BO _1Z 2-methyl-1, 3-hexanediol E ₆ . ₈ , 2-methyl-1,3-hexanediol PO _1Z 2-methyl-1,3-hexanediol n-BO ₂ . ₃ , 3-methyl-1,3-hexanediol E ₆ _ ₈ , 3-methyl-1,3-hexanediol P0 ₁ , 3-methyl-1,3-hexanediol n-BO ₂ . ₃ , 4-methyl-1, 3-hexanediol E ₆ . ₈ , 4-methyl-1,3-hexanediol PO _1Z 4-methyl-1,3-hexanediol n-BO ₂ . ₃ , 5-methyl-1,3-hexanediol E ₆ . ₈ , 5-methyl-1,3-hexanediol PO _1Z 5-methyl-1,3-hexanediol n-BO ₂ . ₃ , 1,4-hexanediol (Me-E ₂ . ₅ ), 1,4- -hexanediol P0 ₂ , 1,4-hexanediol B0 ₁ , 2-methyl-1,4-hexanediol E ₆ . ₈ , 2-methyl-1,4-hexanediol PO ₁ , 2-methyl-1,4-hexanediol n-BO ₂ . ₃ , 3-methyl-1,4-hexanediol E ₆ _ ₈ , 3-methyl-1,4-hexanediol P0 ₁ , 3-methyl-1,4-hexanediol n-BO ₂ . ₃ , 4-methyl-1, 4-hexanediol E6-8 ₂ . ₉ , 4-methyl-1, 4-hexanediol PO _1Z 4-methyl-1, 4-hexanediol n-BO ₂ . _3,5 -methyl-1,4-hexanediol E ₆ . ₈ , 5-methyl-1, 4-hexanediol PO _1Z 5-methyl-1, 4-hexanediol n-BO ₂ . ₃ , 1,5-hexanediol (Me-E ₂ . ₅ ) , 1,5-hexanediol P0 ₂ , 1,5-hexanediol B0 ₁ , 2-methyl-1,5-hexanediol E ₆ . ₈ , 2-methyl-1,5-hexanediol PO _1Z 2-methyl-1,5-hexanediol n-BO ₂ . ₃ , 3-methyl-1,5-hexanediol E ₆ . ₈ , 3-methyl-1,5-hexanediol PO _1Z 3-methyl-1,5-hexanediol n-BO ₂ _ ₃ , 4-methyl-1,5-hexanediol E ₆ . ₈ , 4-methyl-1, 5-hexanediol P0 ₁ , 4··· · ·· • · · · · · 362 -methyl 1-1,5-hexanediol n-BO ₂ . ₃ , 5-methyl-1, 5-hexanediol E ₆ . ₈ , 5-methyl-1,5-hexanediol PO _V 5-methyl-1,5-hexanediol n-BO ₂ . ₃ , 1,6-hexanediol (Me-E _V2 ) , 1,6-hexanediol ΡΟ _ν2 , 1,6-hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E ₂ . _5,2 -methyl-1,6-hexanediol n-BO _in 3-methyl-1,6-hexanediol E ₂ . ₅ , 3-methyl-1, 6-hexanediol n-BO ₁ , 2,3-hexanediol E ₂ . ₅ , 2,3-hexanediol n-BO _1z 2,4-hexanediol (Me-E ₅ . ₈ ) , 2,4-hexanediol P0 ₃ , 2-methyl-2,4-hexanediol (Me-E ₁ . ₂ ) , 2-methyl-2,4-hexanediol PO^, 3-methyl-2,4-hexanediol (Me-E ₁ . ₂ ) , 3-methyl-2,4-hexanediol PO·^» 4-methyl-2, 4-Hexanediol (Me-E^g) , 4-Methyl-2,4-hexanediol PO^, 5-Methyl-2,4-hexanediol (Me-E^g) , 5-Methyl-2,4-hexanediol PO _V 2,5-hexanediol (Me-E ₃ . ₈ ) , 2,5-hexanediol PO ₃ , 2-methyl-2,5-hexanediol (Me-E^) , 2-methyl-2,5-hexanediol P0 ₁ . ₂ , 3-methyl-2,5-hexanediol (Me-Ej ₂ ) , 3-methyl-2,5-hexanediolPO^ _ ₂ , 3,4-hexanediol EO ₂ . ₅ , 3,4-hexanediol n-BO ₁ , 5. 1,3-heptanediol E ₃ . ₆ , 1,3-heptanediol PO ₁ , 1,3-heptanediol n-BO ₂ , 1,4-heptanediol E ₃ . ₆ , 1,4-heptanediol PO _V 1,4-heptanediol n-BO ₂ , 1,5-heptanediol E ₃ . ₆ , 1,5-heptanediol PO ₁ , 1.5-heptanediol n-BO ₂ , 1,6-heptanediol E ₃ . ₆ , 1,6-heptanediol PO ₁ , 1,6-heptanediol n-BO ₂ , 1,7-heptanediol E.^, 1,7-heptanediol n-BO _1z 2,4-heptanediol E _? . _1O , 2,4-heptanediol (Me-E^ , 2,4-heptanediol Ρ0 _ν 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E _? . _1O , 2,5-heptanediol (Me-E^ , 2,5-heptanediol PO ₁ , 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E _? . _1O , 2,6-heptanediol (Me-E ^ , 2.6-heptanediol P0 _in 2,6-heptanediol n-BO ₃ , 3,5-heptanediol _E7 . ₁₀ , 3,5-heptanediol (Me-E^ , 3,5-heptanediol PO ₁ , 3,5-heptanediol n-BO ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol P0 ₁ , 2,3,3-trimethyl 1-2,4-pentanediol P0 ₁ , 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . , ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . _5,3,4 -dimethyl- -2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-di·«·· ·« • » · 9 · · • 9 • · · 9 · · · · ♦ · · · ···· «··· · ♦ 363 ethyl-1,3-butanediol n-BO ₁ . ₂ , 2,3-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 2,4-Diithiethy 1-2,4-Hexanediol n-BO ₁ . ₂ , 2,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 3,3-dimethyl-2,4-hexanediol n-BO,_ ₂ , 3.4-dimethyl-2,4-hexanediol n-BO^j, 3,5-dimethyl-2,4-hexanediol n-BO ₁ . ₂ , 4,5-dimethyl 1-2,4-hexanediol n-BO ₁ . ₂ , 5,5-dimethyl 1-2,4-hexanediol n-BO^j, 2,3-dimethyl-1-2,5-hexanediol n-BO^g, 2,4-dimethyl-2,5-hexanediol n- BO ₁ . ₂ , 2,5-dimethyl-2,5-hexanediol 3,3-dimethyl-2,5-hexanediol n-BO^, 3.4-dimethyl-2,5-hexanediol n-BO ₁ . ₂ , 3-methyl-3,5-heptanediol n-BO^j, 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO ₁ , 2-ethyl-2,3-dimethyl-1,3 -butanediol n-BO ₁ , 2-methyl-2-isopropyl-1,3-butanediol n-BO _1z 3-methyl-2-isopropyl-1,4-butanediol n-BO ₁ , 2,2,3-trimethyl- 1,3-pentanediol n-BO ₁ , 2.2.4-trimethyl-1,3-pentanediol n-BO ₁ ,2,4,4-trimethyl-1,3-pentanediol n-BO _lz 3,4,4-trimethyl-1,3-pentanediol n-BO ₁ , 2.2.3-trimethyl-1,4-pentanediol n-BO ₁ ,2,2,4-trimethyl-1,4-pentanediol n-BO _lz 2,3,3-trimethyl-1,4-pentanediol n-BO _lz 2.3.4-trimethyl-1,4-pentanediol n-BO, ,3,3,4-trimethyl-1,3- -pentanediol n-BO _lz 2,3,4-trimethyl-2,4-pentanediol n-BO _1z 4-ethyl-2,4-hexanediol n-BO _1z 2-methyl-2,4-heptanediol n-BO _1z 3 -methyl-2,4-heptanediol n-BO _1z 4-methyl-2,4-heptanediol n-BO _1z 5-methyl-2,4-heptanediol n-BO _1z 6-methyl-2,4-heptanediol n-BO _1z 2-methyl-2,5-heptanediol n-BO _1z 3-methyl-2,5-heptanediol n-BO _1z 4-methyl-2,5-heptanediol n-BO ₁ , 5-methyl-2,5-heptanediol n-BO _1z 6-methyl-2,5-heptanediol n-BO _1z 2-methyl-2,6-heptanediol n-BO _1z 3-methyl-2,6-heptanediol n-BO ₁ , 4-methyl-2, 6-heptanediol n-BO,, 2-methyl-3,5-heptanediol n-BO _1z 2-(1,2-dimethylpropyl)-1,3-propanediol E _V3 , 2-ethyl-2,3-dimethyl-1 ,3-butanediol E _V3 , 2-methyl-2-isopropyl-1,3-butanediol E _V3 , 2-methyl-2-isopropyl-1,4-butanediol E^, 2,2,3-trimethyl-1,3-pentanediol E.^, 2 ,2,4-trimethyl-1,3-pentanediol E^j, 2,4,4-trimethyl-1,3-pentanediol E^, 3,4,4-trimethyl-1,3-pentanediol E^j, 2.2.3-trimethyl-1,4-pentanediol E^j, 2,2,4-trimethyl-1,4- -pentanediol ^e i-3' 2,3,3-trimethyl-1,4-pentanediol ^e i-3' 2.3.4-trimethyl-1,4-pentanediol E^j, 3,3,4-trimethyl-1,4- -pentanediol E^-j, 2,3,4-trimethyl-2,4-pentanediol E^, 4···· • · * · · • · · ··· · · • · · • · · · · »· ·· ·· ·· 364 -ethyl-2,4-hexanediol 2-methyl-2,4-heptanediol Ε _ν3 , 3-methyl-2,4-heptanediol E ₁₃ , 4-methyl-2,4-heptanediol E ₁₃ , 5-methyl1-2,4-heptanediol E _v3 , 6-methyl1-2,4-heptanediol E _v3 , 2- methyl1-2,5-heptanediol Ε _ν3 , 3-methyl-2,5-heptanediol Ej ₃ , 4-methyl-2,5-heptanediol Ε _ν3 , 5-methyl-2,5-heptanediol Ε _ν3 , 6-methyl1-2,5-heptanediol E _V3 , 2-methyl1-2,6-heptanediol E _V3 , 3-methyl-2,6-heptanediol E.^, 4-methyl-2,6-heptanediol E _V3 and/or 2-methyl-3,5-heptanediol E _V3 and 7. their mixtures. 36. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of 1-phenyl-1,2-ethanediol, 1-phenyl-1,2- propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3-methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3-phenyl-1,3-butanediol, 1-phenyl-1,4-butanediol, 2-phenyl-1, 4-butanediol, 1-phenyl-2,3-butanediol and their mixtures. 37. Aqueous, stable fabric softener for substances according to claim 36, characterized in that the base solvent is selected from the group consisting of 1-phenyl-1,2-ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl -1,2-propanediol, 1-(3-methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1 -phenyl-1,3-butanediol, 3-phenyl-1,3-butanediol, 1-phenyl-1,4-butanediol and their mixtures. 38. Aqueous, stable fabric softener for substances according to claim 37, characterized in that the base solvent is selected from the group consisting of 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-( 3-methylphenyl)-1,3-propanediol, l-(4-methylphenyl)-1,3-propanediol, 2-methyl-l-phenyl-1,3-propane- 365 ·· ··· · ·· ···· · ···· ···· ··· diol and/or 1-phenyl-1,4-butanediol and their mixtures. 39. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the basic solvent is selected from the group consisting of solvents that are homologues or analogues of the following compounds in which one or more CH ₂ groups are added , whereby for each added CH ₂ group in the molecule, two hydrogen atoms are removed from the adjacent carbon atoms, so that a double bond is formed between these carbon atoms, thus keeping the total number of hydrogen atoms in the molecule the same, namely: I. mono-ols including: a. propanol and/or b. 2-butanol or 2-methyl-2-propanol, II. hexanediol isomers including: 2.3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3.3-dimethyl-1,2-butanediol, 2-methyl-2,3-pentanediol, 3-methyl-2,3-pentanediol, 4-methyl-2,3-pentanediol, 2,3-hexanediol, 3,4- hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol, III. heptanediol isomers, which include: 2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, 2,3,3-trimethyl-1,2-butanediol, 2-ethyl-2-methyl-1,4-butanediol, 2-ethyl-2-methyl-1- 1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol, 2,3-dimethyl-1,5-pentanediol, 2,4-dimethyl-1,5-pentanediol, 3.3-dimethyl-1,5-pentanediol,2,3-dimethyl-2,3-pentanediol, 2.4-dimethyl-2,3-pentanediol,3,4-dimethyl-2,3-pentanediol, 4.4- dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6- hexanediol, 2-methyl1-2,3-hexanediol, 3-methyl1-2,3-hexanediol, 4-methyl1-2,3-hexanediol, 5-methyl1-2,3-hexanediol, 2-methyl1-3,4- hexanediol, 3-methyl-3,4-hexanediol, 1,3-hep• · 366 tanediol, 1,4-heptanediol, 1,5-heptanediol and/or 1,6-heptanediol, IV. octanediol isomers, which include: 2-(2-methylbutyl)-1,3-propanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(1 -ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3- -methylbutyl)-1 ,3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol, 2-methyl-1 -2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl1-2-methyl1-1,3-propanediol,2 ,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1,3-butanediol , 2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 2-methyl-2 -propyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4-butanediol, 2-methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethyl-3, 3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-3-propyl-1, 4-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2,2,3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3, 4-trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1,3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2.2.3-trimethyl-1-1,4-pentanediol, 2,2,4-trimethyl-1,4-pentanediol, 2,3,3-trimethyl-1-1,4-pentanediol, 2,3,4-trimethyl-1, 4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1,5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2.3.3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-2,4-pentanediol, 2,3,4-trimethyl-2, 4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1,3-pentanediol, 2-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-4-methyl- 1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3• · · · • · • · ·· · · · · ·· · · · · · « * · · · · · · ··· 367 -ethyl-3-methyl-1,4-pentanediol,2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1,5-pentanediol, 2-ethyl-4-methyl-1 ,5-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl-1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl-1,5-pentanediol, 3-propyl-2,4-pentanediol, 2,2-dimethyl-1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2,4-dimethyl-1,3-hexanediol, 2,5- dimethyl-1,3-hexanediol, 3,4-dimethyl-1,3-hexanediol, 3,5-dimethyl-1,3-hexanediol, 4,5-dimethyl-1,3-hexanediol, 2,2-dimethyl- 1,4-hexanediol, 2,3-dimethyl-1,4-hexanediol, 2,4-dimethyl-1,4-hexanediol, 2,5-dimethyl-1,4-hexanediol, 3,3-dimethyl-1, 4-hexanediol, 3,4-dimethyl- 1,4-hexanediol, 3,5-dimethyl-1,4-hexanediol, 4,4-dimethyl- -1,3-hexanediol, 4,5-dimethyl-1,4-hexanediol, 5,5-dimethyl-1,4-hexanediol, 2,2-dimethyl-1,5-hexanediol, 2,3-dimethyl-1 ,5-hexanediol, 2,4-dimethyl-1,5-hexanediol, 2,5-dimethyl-1,5-hexanediol, 3,3-dimethyl-1,5-hexanediol, 3,4-dimethyl-1,5 -hexanediol, 3,5-dimethyl-1,5-hexanediol, 4,5-dimethyl-1,5-hexanediol, 2,2-dimethyl-1,6-hexanediol, 2,3-dimethyl-1,6-hexanediol , 2,4-dimethyl-1,6-hexanediol, 2,5-dimethyl-1,6-hexanediol, 3,3-dimethyl-1,6-hexanediol, 3,4-dimethyl-1,6-hexanediol, 2 ,3-dimethyl-2,4-hexanediol, 2,4-dimethyl-2,4-hexanediol, 2,5-dimethyl-2,4-hexanediol, 3,3-dimethyl-2,4-hexanediol, 3,4 -dimethyl-2,4-hexanediol, 3,5-dimethyl-2,4-hexanediol, 4,5-dimethyl-2,4-hexanediol, 5,5-dimethyl-2,4-hexanediol, 2,3-dimethyl -2,5-hexanediol, 2,4-dimethyl-2,5-hexanediol, 2,5-dimethyl-2,5-hexanediol, 3,3-dimethyl-2,5-hexanediol, 3,4-dimethyl-2 ,5-hexanediol, 3,3-dimethyl-2,6-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-1-1,3-hexanediol, 2-ethyl-1,4-hexanediol, 4-ethyl-1,4-hexanediol, 2-ethyl-1,5-hexanediol, 3-ethyl-2,4-hexanediol, 4-ethyl-2,4-hexanediol, -heptanediol, 3-ethyl 1-2,5-hexanediol, 3-methyl-1,3-heptanediol, 2-methyl-1,34-methyl-1,3-heptanediol, 5-methyl-1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl- 1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl-1,4-heptanediol, 6-methyl• · · · • · • · ·· ··· · · · ···· · • · · · ·· ·· ··· 368 -1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl -1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4-methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-3,5-heptanediol, 4-methyl-1-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol, V. nonanediol isomers, which include: 2.3.3.4- tetramethyl-2,4-pentanediol, 3-tert.butyl-2,4-pentanediol, 2,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,4- hexanediol, 3,3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanediol, 3.3.4-trimethyl-2,5-hexanediol and/or 3,3,5-trimethyl-2,5-hexanediol, VI. glyceryl ethers and/or di(hydroxyalkyl) ethers, which include: 3-(pentyloxy)-1,2-propanediol,3-(2-pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy) )-1,2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-Cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy) )-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3- -methyl-2-butyloxy) -1,3-propanediol, 2-(cyclohexyloxy)-1,3-propanediol, 2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(butyloxy)-1,2-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)• · · · • · • · ·· · · · · · ·· · · · · ·* ···· · 369 -1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol and/or nonethoxylated 3-(butyloxy)-1,2-propanediol, VII. saturated and unsaturated alicyclic diols and their derivatives, which include: a) saturated diols and their derivatives including: 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3-isopropyl-1,2 -cyclobutanediol, 1-ethyl-1,2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 2,4,5-trimethyl-1,3-cyclopentanediol , 3,3-dimethyl-1,2-cyclopentanediol, 3,4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4 -dimethyl-1,2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1,1-di(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-di(hydroxymethyl)cyclohexane , 1.3-dimethyl-1,3-cyclohexanediol, 1,6-dimethyl-1,3-cyclohexanediol, 1-hydroxy-cyclohexaneethanol, 1-hydroxy-cyclohexanemethanol, 1-ethyl-1,3-cyclohexanediol, 1-methyl-1, 2-cyclohexanediol, 2,2-dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1, 4-cyclohexanediol, 2,4-dimethyl-1,3-cyclohexanediol, 2.5-dimethyl-1,3-cyclohexanediol, 2,6-dimethyl-1,4-cyclohexanediol, 2-ethyl-1,3-cyclohexanediol, 2-hydroxycyclohexaneethanol, 2-hydroxyethyl-1-cyclohexanol, 2-hydroxymethylcyclohexanol, 3- hydroxyethyl-1-cyclohexanol, 3-hydroxycyclohexaneethanol, 3-hydroxymethylcyclohexanol, 3-methyl-1,2-cyclohexanediol, 4,4-dimethyl-1,3-cyclohexanediol, 4.5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1,3-cyclohexanediol, 4-ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-hydroxymethylcyclohexanol, 4-methyl-1, 2-cyclohexanediol, 5,5-dimethyl-1,3-cyclohexanediol, 5-ethyl-1,3-cyclohexanediol, 1,2-cycloheptanediol, 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4- cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5-methyl-1,3-cycloheptanediol, 5-methyl-1,4-cycloheptanediol, 6-methyl-1,4-cycloheptanediol, 1.3-cyclooctanediol, 1,4-cyclooctanediol, 1,5-cyclooctanediol, 1,2-cyclohexanediol diethoxylate, 1,2-triethoxylate · ·· ···· · ···· · · · · · · · 370 -cyclohexanediol, 1,2-cyclohexanediol tetraethoxylate, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanediol hexaethoxylate, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonethoxylate, 1,2-cyclohexanediol monopropoxylate , monobutylene oxylate of 1,2-cyclohexanediol, dibutylene oxylate of 1,2-cyclohexanediol and/or tributylene oxylate of 1,2-cyclohexanediol and b) unsaturated alicyclic diols including: 1- Ethenyl-2-ethyl-1,2-cyclobutanediol, 1,2,3,4-tetramethyl-3-cyclobutene-1,2-diol, 3,4-diethy1-3-cyclobutene-1,2-diol, 3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol, 3-butyl-3-cyclobutene-1,2-diol, 1,2-dimethyl-4-methylene-1,2-cyclopentanediol, 1-Ethy1-3-methylene-1,2-cyclopentanediol, 4-(1-propenyl)-1,2-cyclopentanediol, 1-ethyl-3-methyl-3-cyclopentene-1,2-diol, 1-ethenyl- 1,2-cyclohexanediol, 1-methyl-1-3-methylene-1,2-cyclohexanediol, 1-methyl-4-methylene-1,2-cyclohexanediol, 3-ethenyl1-1,2-cyclohexanediol, 4-ethenyl-1, 2-cyclohexanediol, 2,6-dimethyl-3-cyclohexene-1,2-diol, 6,6-dimethyl-3-cyclohexene-1,2-diol, 3,6-dimethyl-4-cyclohexene-1,2- diol, 4,5-dimethyl-4-cyclohexene-1,2-diol, 3-cyclooctene-1,2-diol, 4-cyclooctene-1,2-diol and/or 5-cyclooctene-1,2-diol, VIII. Alkoxylated derivatives of diols with 3 to 8 carbon atoms including: 1. 1,2-propanediol 2 (Me-E _n _ ₁₄ ) , 1,2-propanediol PO ₄ , 1,2-propanediol BO _1Z 2-methyl-1,2-propanediol (Me-E ₄ . ₁₀ ) , 2-methyl-1, 2-propanediol 2(Me-E ₁ ), 2-methyl-1, 2-propanediol P0 ₃ , 2- methyl-1, 2-propanediol n-BO^j, 1,3-propanediol 2 (Me-E ₆ . ₈ ) , 1,3-propanediol PO ₅ . ₆ , 2,2-diethyl-1,3-propanediol E _w , 2,2-diethyl-1,3-propanediol P0 ₁ , 2,2-diethyl-1,3-propanediol n-BO ₁ . ₂ , 2,2-dimethyl-1,3-propanediol 2 (Me E ₁₂ ) , 2,2-dimethyl-1,3-propanediol PO ₃ _ ₄ , 2-(1-methylpropyl)-1,3-propanediol E _V7 , 2-(1-methylpropyl)-1,3-propanediol P0 ₁ , 2-(1-methylpropyl)-1,3-propanediol n-BO^, 2-(2-methylpropyl)-1,3-propanediol E ^y, 2-(2-methylpropyl)-1,3-propanediol Ρ0 _ν 2-(2-methylpropyl)-1,3-propanediol n-B0 ₁ . ₂ , 2-ethyl-1, 3-propanediol (Me E ₆ . ₁₀ ) , 2-ethyl-1, 3-propanediol 2 (Me E^ , 2- 371 -ethyl-1,3-propanediol P0 ₃ , 2-ethyl-1,3-propanediol BO,, 2-ethyl-2-methyl-1,3-propanediol (Me E,_ ₆ ) , 2-ethyl-2- methy 1-1,3-propanediol PO ₂ , 2-ethyl-2-methyl-1,3-propanediol BO,, 2-isopropyl-1, 3-propanediol (Me E,_ ₆ ), 2-isopropyl-1, 3-propanediol PO ₂ , 2-isopropyl-1,6-propanediol BO,, 2-methyl-1,3-propanediol 2 (Me E ₂ . ₅ ) , 2-methyl-1,3-propanediol PO ₄ . ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₂ . ₉ , 2-methyl-2-isopropyl-1,3-propanediol PO,, 2-methyl-2-isopropyl-1,3-propanediol n-BO,. ₃ , 2-methyl-2-propyl-1,3-propanediol E,_ ₇ , 2-methyl 1-2-propy 1-1,3-propanediol PO,, 2-methyl-2-propyl-1, 3- propanediol n-BO,_ ₂ , 2-propyl-1,3-propanediol (Me-E,,., ₄ ) , 2-propyl-1,3-propanediol PO ₂ , 2-propyl-1,3-propanediol BO ,, 2. 1,2-butanediol (Me E ₂ . ₈ ), 1,2-butanediol PO ₂ . ₃ , 1,2-butanediol BO,, 2,3-dimethyl-1,2-butanediol E,_ ₆ , 2,3-dimethyl-1,2-butanediol BO,_ ₂ , 2-ethyl-1,2- butanediol E,_ ₃ , 2-ethyl-1,2-butanediol BO,, 2-methyl-1,2-butanediol (Me E,_ ₂ ) , 2-methyl-1,2-butanediol PO,, 3,3 -dimethyl-1,2-butanediol E,_ ₆ , 3.3-dimethyl-1,2-butanediol BO,_ ₂ , 3-methyl-1,2-butanediol (Me E,_ ₂ ) , 3-methyl-1,2-butanediol PO,, 1,3-butanediol 2 ( Me E,,., ₄ ) , 1,3-butanediol PO ₅ , 1,3-butanediol BO ₂ , 2,2,3-trimethyl-1,3-butanediol (MeE,_ ₃ ), 2,2,3 -trimethyl-1,3-butanediol PO,_ ₂ , 2,2-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,2-dimethyl-1,3-butanediol PO ₃ , 2,3- dimethyl-1,3-butanediol (Me E ₃ . ₈ ), 2.3-dimethyl-1,3-butanediol PO ₃ , 2-ethyl-1,3-butanediol (Me E,_ ₆ ), 2-ethyl-1,3-butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO,, 2-ethyl-2-methyl-1,3-butanediol (Me E,) , 2-ethyl-2-methyl-1,3-butanediol PO,, 2 -ethyl-2-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-ethyl-3-methyl-1,3-butanediol (Me E,) , 2-ethyl-3-methyl-1,3-butanediol PO,, 2-ethyl-3-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-isopropyl-1,3-butanediol (Me E,) , 2-isopropyl-1,3-butanediol PO,, 2-isopropyl-1,3-butanediol n-BO ₂ . ₄ , 2-methyl-1,3-butanediol 2 (Me E,_ ₃ ) , 2-methyl-1, 3-butanediol PO ₄ , 2-propyl-1, 3-butanediol E ₂ _ ₉ , 2-propyl- 1, 3-butanediol PO,, 2-propyl-1, 3-butanediol n-BO,_ ₃ , 3-methyl-1, 3-butanediol 2 (Me E,_ ₃ ) , 3-methyl-1, 3- butanediol PO ₄ , 1,4-butanediol 2 (Me E ₂ . ₄ ), 1,4-butanediol PO ₄ . ₅ , 1,4-butanediol BO ₂ , 2,2,3-trime• · · · • · • · ·· · · · · · · ···· · • · · · ···· ··· 372 thyl-1,4-butanediol E ₂ . ₉ , 2,2,3-trimethyl-1,4-butanediol P0 ₁ , 2.2.3- trimethyl-1,4-butanediol n-BO,^, 2,2-dimethyl-1,4-butanediol (Me E _v6 ), 2,2-dimethyl-1,4-butanediol PO ₂ , 2, 2-dimethyl-1-1,4-butanediol BO _1Z 2,3-dimethyl-1,4-butanediol (Me E ₁ . ₆ ) , 2,3-dimethyl-1,4-butanediol PO ₂ , 2,3-dimethyl- 1,4-butanediol BO _1Z 2-ethyl-1,4-butanediol (Me E _1V14 ) , 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol B0 _1z 2-ethy 1- 2-methyl 1-1,4-butanediol E.]. ₇ , 2-ethyl-2-methyl-1,4-butanediol P0 _1z 2-ethy 1-2-methy 1-1,4-butanediol n-BO.^, 2-ethyl-3-methyl-1,4- butanediol E^y, 2-ethyl-3-methyl-1,4-butanediol PO _V 2-ethyl-3-methyl-1,4-butanediol n-BO ₁ . ₂ , 2-isopropyl-1,4-butanediol E^y, 2-isopropyl-1,4-butanediol PO ₁ , 2-isopropyl-1,4-butanediol n-BO ₁ . ₂ , 2-methyl-1,4-butanediol (Me E ₆ . ₁₀ ) , 2-methyl-1,4-butanediol 2 (Me E^ , 2-methyl-1,4-butanediol PO ₃ , 2-methyl- 1,4-butanediol BO _1Z 2-propyl-1,4-butanediol E^g, 2-propyl-1-1,4-butanediol n-BO,^, 3-ethyl-1-methyl-1,4-butanediol E _{2 .9} , 3-ethyl-1-methyl-1,4-butanediol PO _V 3-ethyl-1-methyl-1,4-butanediol n-BC^.j, 2.3-butanediol (Me E ₆ . _w ), 2,3-butanediol 2 (Me E^ , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO _1Z 2,3-dimethyl-2,3-butanediol E ₃ , _2,3 -dimethyl-2,3-butanediol PO _1Z 2,3-dimethyl-2,3-butanediol BO.^, 2-methyl-2,3-butanediol (Me E^g) , 2 -methyl-2,3-butanediol PO ₂ , 2-methyl-2,3-butanediol n-BO _1z 2-methyl-2,3-butanediol BO _1Z 3. 1,2-pentanediol E ₃ . ₁₀ , 1,2-pentanediol PO _1Z 1,2-pentanediol n-BO ₂ _ ₃ , 2-methyl-1, 2-pentanediol E^j, 2-methyl-1, 2-pentanediol n-BO _1z 2-methyl -1,2-pentanediol BO _1Z 3-methyl-1-1,2-pentanediol E,^, 3-methyl-1,2-pentanediol n-BO _1z 3-methyl-1,2-pentanediol BO _1Z 4-methyl-1 ,2-pentanediol E _V3 , 4-methyl-1,2-pentanediol n-BO _1z 4-methyl-1,2-pentanediol BO _1Z 1.3-pentanediol 2(Me-E ₁ . ₂ ), 1,3-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,3-pentanediol (Me-E^, 2,2-dimethyl-1,3-pentanediol PO ₁ , 2,2-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,3-pentanediol (Me-E,) , 2,3-dimethyl- _1,3 -pentanediol PO ₁ , 2,3-dimethyl-1,3-pentanediol n-BO ₂ , 2,4-dimethyl-1,3-pentanediol (Me-E,) , 2,4-dimethyl-1,3-pentanediol PO _1Z 2,4-dimethyl-1,3-pentanediol n-BO ₂ , _. 2-ethyl-1,3-pentanediol E _{2 ,} 2- ·· · · • · . 373 -ethyl-1,3-pentanediol P0 ₁ , 2-ethyl-1,3-pentanediol BO^j, 2-methyl-1-1,3-pentanediol 2(Me-E ₁ . ₆ ), 2-methyl-1, 3 -pentanediol PO2-3, 2-methyl-1,3-pentanediol n-BO _1z 2-methyl-1,3-pentanediol B0 ₁ , 3,4-dimethyl-1,3-pentanediol (Me-E^ , 3, 4-dimethyl-1,3-pentanediol P0 ₁ , 3,4-dimethyl-1,3-pentanediol n-BO ₂ , ₃ -methyl-1,3-pentanediol 2 (Me-E^g) , 3 . -methyl-1,3-pentanediol PO _{2 .3,3} -methyl-1,3-pentanediol n-BO _1z 3-methyl-1,3-pentanediol BO _1Z 4,4-dimethyl-1,3-pentanediol (Me -E^ , 4,4-dimethyl-1,3-pentanediol P0 ₁ , 4,4-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 4-methyl-1,3-pentanediol 2(Me-E ₁ . ₆ ), 4-methyl-1,3-pentanediol PO ₂ , ₄ -methyl-1,3-pentanediol BO _1Z 1,4-pentanediol 2(Me-E ₁ . ₂ ), 1,4-pentanediol. PO ₃ , _2,2 -dimethyl-1,4-pentanediol (Me-E^ , 2,2-dimethyl-1,4-pentanediol PO _1Z 2,2-dimethyl 1-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,4-pentanediol (Me-E^ , 2,3-dimethyl-1,4-pentanediol PO _1Z 2,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,4-pentanediol (Me-E^ , 2,4-dimethyl-1,4-pentanediol PO ₁ , 2,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2-methyl-1,4-pentanediol (Me-E^g) , 2-methyl-1,4-pentanediol PO ₂ . ₃ , 2-methyl-1,4-pentanediol n-BO _1f 2-methyl-1,4-pentanediol n-BO _1z 3,3-dimethyl-1,4-pentanediol (Me-E^ , 3,3-dimethyl -1,4-pentanediol P0 ₁ , 3,3-dimethyl 1-1,4-pentanediol n-BO ₂ , 3,4-dimethyl- _1,4 -pentanediol (Me-E,) , 3,4-. dimethyl-1,4-pentanediol PO _1Z 3,4-dimethyl-1,4-pentanediol n-BO ₂ , ₃ -methyl-1,4-pentanediol 2 (Me-E^g), 3-methyl-1. , 4-pentanediol PO ₂ . ₃ , 3-methyl-1, 4-pentanediol BO _1Z 4-methyl-1, 4-pentanediol 2(Me-E ₁ . ₆ ), 4-methyl-1,4-pentanediol PO ₂ . ₃ , 4-methyl-1, 4-pentanediol BO ₁ , 1,5-pentanediol (Me-E ₄ _ ₁₀ ) , 1,5-pentanediol 2 (Me-E^ , 1,5-pentanediol P0 ₃ , 2 ,2-dimethyl-1,5-pentanediol E^y, 2,2-dimethyl-1,5-pentanediol PO ₁ , 2,2-dimethyl-1,5-pentanediol n-BO^, 2.3-dimethyl-1,5-pentanediol E^y, 2,3-dimethyl-1,5-pentanediol PO ₁ , 2,3-dimethyl-1,5-pentanediol n-BO^g, 2,4-dimethyl- 1,5-pentanediol E^y, 2,4-dimethyl-1,5-pentanediol PO _1Z 2.4-dimethyl-1,5-pentanediol n-BO^, 2-ethyl-1,5-pentanediol E _V5 , 2-ethyl-1,5-pentanediol n-BO _v2 , 2-methyl-1,5-pentanediol ( Me-E _1v14 ) , 2-methyl-1,5-pentanediol PO ₂ , 3,3-dimethyl-1,5-pentanediol E^y, 3,3-dimethyl-1,5-pentanediol PO ₁ , 3,3 • · · · • · ·· · · · · · · ···· · «··· · · · · ··· 374 -dimethyl-1,5-pentanediol n-BO,_ ₂ , 3-methyl-1,5-pentanediol (Me-E _l1 . _u ) , 3-methyl-1,5-pentanediol PO ₂ , 2,3-pentanediol (Me-E,_ ₃ ) , 2,3-pentanediol PO ₂ , 2-methyl 1-2,3-pentanediol E,. ₇ , 2-methyl-2,3-pentanediol PO,, 2-methyl-2,3-pentanediol n-BO,_ ₂ , 3-methyl-2,3-pentanediol E,_ ₇ , 3-methyl-2,3- pentanediol PO,, 3-methyl-2,3-pentanediol n-BO,_ ₂ , 4-methyl-2,3-pentanediol E,. ₇ , 4-methyl-2,3pentanediol PO,, 4-methyl-2,3-pentanediol n-BO,_ ₂ , 2,4-pentanediol 2 (Me-E„., ₄ ), 2,4-pentanediol PO ₄ , 2,3-dimethyl-2,4-pentanediol (Me-E,,., ₄ ) , 2,3-dimethyl-2,4-pentanediol PO ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E,,_ _, ₄ ) , 2,4-dimethyl-2,4-pentanediol PO ₂ , 2-methyl-2,4-pentanediol (Me-E ₅ ., ₀ ) , 2-methyl 1- 2,4-pentanediol PO ₃ , 3,3-dimethyl-2,4-pentanediol (Me-E„., ₄ ) , 3,3-dimethyl-2,4-pentanediol PO ₂ , 3-methyl-2,4-pentanediol (Me-E ₅ ., ₀ ), 3-methyl-2,4-pentanediol PO ₃ , 4. 1,3-hexanediol (Me-E,_ ₅ ), 1,3-hexanediol PO ₂ , 1,3-hexanediol BO,, 2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl-1, 3-hexanediol PO,, 2-methyl-1, 3-hexanediol n-BO,_ ₃ , 2-methyl-1, 3-hexanediol BO,, 3-methyl-1, 3- hexanediol E ₂ . ₉ , 3-methyl-1,3-hexanediol PO,, 3-methyl-1,3-hexanediol n-BO,_ ₃ , 4-methyl-1,3-hexanediol E ₂ . ₉ , 4-methyl-1,3-hexanediol PO,, 4-methyl-1,3-hexanediol n-BO,. _3,5 -methyl-1,3-hexanediol E ₂ . ₉ , 5-methyl-1,3-hexanediol PO,, 5-methyl-1, 3-hexanediol n-BO,_ ₃ , 1.4-Hexanediol (Me-E,_ ₅ ), 1,4-Hexanediol PO ₂ , 1,4-Hexanediol BO,, 2-methyl-1,4-hexanediol E ₂ . ₉ , 2-methyl-1,4-hexanediol PO,, 2-methyl-1,4-hexanediol n-BO,_ ₃ , 3-methyl-1,4-hexanediol E ₂ . ₉ , 3-methyl-1,4-hexanediol PO,, 3-methyl-1,4-hexanediol n-BO,_ ₃ , 4-methyl-1,4-hexanediol E ₂ . ₉ , 4-methyl-1,4-hexanediol PO,, 4-methyl-1,4-hexanediol n-BO,_ ₃ , 5-methyl-1,4-hexanediol E ₂ . ₉ , 5-methyl-1,4-hexanediol PO,, 5-methyl-1,4-hexanediol n-BO,_ ₃ , 1,5-hexanediol (Me-E,_ ₅ ) , 1,5-hexanediol PO ₂ , 1,5-hexanediol BO,, 2-methyl-1,5-hexanediol E ₂ . ₉ , 2-methyl-1,5-hexanediol PO,, 2-methyl-1,5-hexanediol n-BO,_ ₃ , 3-methyl-1,5-hexanediol E ₂ . ₉ , 3-methyl-1,5-hexanediol PO,, 3-methyl-1,5-hexanediol n-BO,_ ₃ , 4-methyl-1,5-hexanediol E ₂ . ₉ , 4-methyl 1-1,5-hexanediol PO,, 4-methyl-1,5-hexanediol n-BO,_ ₃ , 5-methyl-1,5-hexanediol E ₂ . ₉ , 5-methyl-1,5-hexanediol PO,, 5• · 375 -methyl 1-1,5-hexanediol n-BO ₁ . ₃ , 1,6-hexanediol (Me-E ₁ . ₂ ) , 1,6-hexanediol PO^g, 1,6-hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E _V5 , 2-methyl -1,6-hexanediol n-BO^, 3-methyl-1,6-hexanediol E _V5 , 3-methyl-1,6-hexanediol n-BO ₁ . ₂ , 2,3-hexanediol Ε _ν5 , 2,3-hexanediol n-BO _1z 2,3-hexanediol BO _1Z 2,4-hexanediol (Me-E ₃ . ₈ ) , 2,4-hexanediol PO ₃ , 2- methyl-2,4-hexanediol (Me-E _v2 ), 2-methyl-2,4-hexanediol PO ₁ . ₂ , 3-methyl-2,4-hexanediol (Me-E ₁ . ₂ ) , 3-methyl-2,4-hexanediol P0 ₁ . ₂ , 4-methyl-2,4-hexanediol (Me-E ₁ . ₂ ) , 4-methyl-2,4-hexanediol PO^, 5-methyl-2,4-hexanediol (Me-E ₁ . ₂ ) , 5-methyl-2,4-hexanediol PO ₁ , 2,5-hexanediol (Me-E ₃ . ₈ ) , 2,5-hexanediol P0 ₃ , 2-methyl-2,5-hexanediol (Me-E^g) , 2-methyl-2,5-hexanediol PO ₁ . ₂ , 3-methyl-2,5-hexanediol (Me-E ₁ . ₂ ) , 3-methyl-2,5-hexanediol PO _V2 / 3,4-hexanediol Ε _ν5 , 3,4-hexanediol n-BO _1z 3 ,4-Hexanediol BO _1Z 5. 1,3-heptanediol E,^, 1,3-heptanediol PO ₁ , 1,3-heptanediol n-BO _V2 , 1,4-heptanediol E^y, 1,4-heptanediol PO ₁ , 1,4- heptanediol n-BO^j, 1,5-heptanediol Ε _ν7 , 1,5-heptanediol PO ₁ , 1,5-heptanediol n-BO^g, 1,6-heptanediol E^y, 1,6-heptanediol ΡΟ _{1 #} 1,6-heptanediol n-BO ₁ . ₂ , 1,7-heptanediol E _V2 , 1,7-heptanediol n-BO _1z 2,4-heptanediol E ₃ . _w , 2,4-heptanediol (Me-E,) , 2,4-heptanediol PO ₁ , 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ . ₁₀ , 2,5-heptanediol (Me-E^ , 2,5-heptanediol PO ₁ , 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E ₃ . ₁₀ , 2,6-heptanediol (Me-E ^ , 2,6-heptanediol PO _1Z 2,6-heptanediol n-BO ₃ , 3,5-heptanediol E ₃ . ₁₀ , 3,5-heptanediol (Me-E,) , 3,5-heptanediol P0 ₁ , 3,5-heptanediol n-BO ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol PO ₁ , 2,3,3-trimethyl-2,4-pentanediol PO _1Z 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 5,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . _ ₅ , 2,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl 1-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-diethy 1-1,3-butanediol n-BO ₁ . ₂ , 2,3-dimethyl 1-2,4-hexanediol • · 376 n-BO,^, 2,4-dimethyl-2,4-hexanediol η-ΒΟ.^, 2,5-dimethyl-2,4-hexanediol n-BO _V2 , 3,3-dimethyl-2,4- hexanediol η-ΒΟ.^, 3.4-dimethyl-2,4-hexanediol η-ΒΟ^, 3,5-dimethyl-2,4-hexanediol n-BO ₁ _ ₂ , 4,5-dimethyl 1-2,4-hexanediol n-BO^ , 5,5-dimethyl-2,4-hexanediol η-ΒΟ,^, 2,3-dimethyl-2, 5-hexanediol n-BO^g, 2,4-dimethyl-2,5-hexanediol n-BO^ g, 2,5-dimethyl-2,5-hexanediol n-BO.^, 3,3-dimethyl 1-2,5-hexanediol n-BO^g, 3.4-dimethyl-2,5-hexanediol n-BO^j, 3-methyl-3,5-heptanediol n-BO^, 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO,, 2 -ethyl 1-2,3-dimethyl-1,3-butanediol n-BO _1z 2-methyl-2-isopropyl-1,3-butanediol n-BO _1z 3-methyl-2-isopropyl-1,4-butanediol n- BO _1z 2,2,3-trimethyl-1,3-pentanediol n-BO ₁ , 2.2.4-trimethyl-1,3-pentanedioln-BO ₁ ,2,4,4-trimethyl-1,3-pentanediol n-BO _1z 3,4,4-trimethyl-1,3-pentanediol n-BO _1z 2.2.3-trimethyl-1,4-pentanediol n-BO ₁ ,2,2,4-trimethyl-1,4-pentanediol n-BO _1z 2,3,3-trimethyl-1,4-pentanediol n-BO ₁ , 2.3.4-trimethyl-1,4-pentanediol n-BO ₁ ,3,3,4-trimethyl-1,3- -pentanediol n-BO _lz 2,3,4-trimethyl-2,4-pentanediol n-BO], 4-ethyl-2,4-hexanediol n-BO _1z 2-methyl-2,4-heptanediol n-BO _1z 3-methyl-2,4-heptanediol n-BO], 4-methyl-2,4-heptanediol n-BO _1z 5-methyl-2,4-heptanediol n-BO,, 6-methyl-2,4-heptanediol n-BO], 2-methyl-2,5-heptanediol n-BO ₁ , 3-methyl-2,5-heptanediol n-BO _1z 4-methyl-2,5-heptanediol n-BO ₁ , 5-methyl- 2,5-heptanediol n-BO], 6-methyl-2,5-heptanediol n-BO _1z 2-methyl-2,6-heptanediol n-BO], 3-methyl-2,6-heptanediol n-BO _1z 4-methyl-2,6-heptanediol n-BO ₁ , 2-methyl-3,5-heptanediol n-BO ₁ , 2-(1,2-dimethylpropyl)-1,3-propanediol E _V3 , 2-ethyl- 2,3-dimethyl-1,3-butanediol E^-j, 2-methyl-2-isopropyl-1,3-butanediol 3-methyl-2-isopropyl-1,4-butanediol Ε _ν3 , 2,2,3 -trimethyl-1,3-pentanediol Ε,.-j, 2,2,4-trimethyl-1,3-pentanediol E^j, 2,4,4-trimethyl-1,3-pentanediol E^j, 3, 4,4-trimethyl-1,3-pentanediol E _v3 , 2.2.3-trimethyl-1,4-pentanediol E^, 2,2,4-trimethyl-1,4- -pentanediol E^, 2,3,3-trimethyl-1,4-pentanediol E.j_ ₃ , 2.3.4- trimethyl-1, 4-pentanediol E^-j, 3,3,4-trimethyl-1, 4- -pentanediol E^, 2,3,4-trimethyl-2,4-pentanediol E _V3 , 4-ethyl-2,4-hexanediol E.^, 2-methyl-2,4-heptanediol E _b3 , 3• · · · • · • · • · 377 -methyl-2,4-heptanediol E ₁₃ , 4-methyl-2,4-heptanediol E ₁₃ , 5-methyl-2,4-heptanediol E^j, 2-methyl-2,5-heptanediol E ₁ . ₃ , 4-methyl 1-2,5-heptanediol E^-j, 6-methyl-2,5-heptanediol E^j, 3-methyl-2,6-heptanediol E _v3 , 6-methyl-2,4-heptanediol E^j, 3-methyl-2,5-heptanediol E^, 5-methyl-2,5-heptanediol E^j, 2-methyl-2,6-heptanediol E^j, 4-methyl-2,6-heptanediol E^ja/or 2-methyl-3,5-heptanediol E _V3 and 7. their mixtures, IX aromatic diols which include: 1-phenyl-1,2-ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3 -methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3- phenyl-1,3-butanediol, 1-phenyl-1,4-butanediol, 2-phenyl-1,4-butanediol and/or 1-phenyl-2,3-butanediol and mixtures thereof, and X. their mixtures. 40. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that the base solvent is selected from the group consisting of: 2.2- di-2-propenyl-1,3-propanediol, 2-(1-pentenyl-1,3-propanediol, 2-(2-methyl-2-propenyl)-2-(2-propenyl)-1,3 -propanediol, 2-(3-methyl-1-butenyl)-1,3-propanediol, 2-(4-pentenyl)-1,3-propanediol, 2-ethyl-2-(2-methyl-2-propenyl) -1,3-propanediol, 2-ethyl-2-(2-propenyl)-1,3-propanediol, 2-methyl-2-(3-methyl-3-butenyl)-1,3-propanediol, 2.2- diallyl-1,3-butanediol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 2-(2-butenyl)-2-methyl-1,3-butanediol, 2-(3 -methyl-2-butenyl)-1,3-butanediol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 2-methyl-2-(1-methyl-2-propenyl)-1, 3-butanediol, 2,3-di(1-methylethylidene)-1,4-butanediol, 2-(3--methyl-2-butenyl)-3-methylene-1,4-butanediol, 2-(1,1 -dimethylpropyl)-2-butene-1,4-diol, 2-(1-methylpropyl)-2-butene-1,4-diol, 2-butyl-2-butene-1,4-diol, 2-ethenyl- 3-ethyl-1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 3-methyl-2-(2-propenyl)-1,4-pentanediol, 2-(l • ♦ 378 -propenyl)-1,5-pentanediol, 2-(2-propenyl)-1,5-pentanediol, 2-ethylidene-3-methyl-1,5-pentanediol, 2-propylidene-1,5-pentanediol, 3- ethylidene-2,4-dimethyl-2,4-pentanediol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol, 2-ethyl-2,3-dimethyl-4-pentene-1, 3-diol,4-ethyl-2-methylene-1,4-hexanediol, 2,3,5-trimethyl-1,5-hexadiene-3,4-diol, 5-ethyl-3-methyl-1,5- hexadiene-3,4-diol, 2-(1-methylethenyl)-1,5-hexanediol, 6-ethenyl-1,6-hexanediol, 5,5-dimethyl-1-hexene-3,4-diol, 4- ethenyl-2,5-dimethyl-2-hexene-1,5-diol, 2-ethenyl-2,5-dimethyl-3-hexene-1,6-diol, 2-ethyl-3-hexene-1,6- diol, 3,4-dimethyl-3-hexene-1,6-diol, 2,5-dimethyl-4-hexene-2,3-diol, 3,4-dimethyl-4-hexene-2,3-diol, 3-(2-propenyl)-5-hexene-1,3-diol, 2,3-dimethyl-5-hexene-2,3-diol, 3,4-dimethyl-5-hexene-2,3-diol, 3,5-dimethyl-5-hexene-2,3-diol, 3- ethene1-2,5-dimethyl-5-hexene-2,4-diol, 6-methyl-1-5-methylene-1,4-heptanediol, 2,3-dimethyl-1,5-heptadiene-3,4-diol, 2,5-dimethyl-1,5-heptadiene-3,4-diol, 3,5-dimethyl-1,5-heptadiene-3,4-diol, 2,6-di(methylene)-1,7-heptanediol , 4-methylene-1,7-heptanediol, 2,4-dimethyl-1-heptene-3,5-diol, 2,6-dimethyl-1-heptene-3,5-diol, 3-ethenyl-5-methyl-1-heptene-3,5-diol, 6,6-dimethyl-1-heptene-3,5-diol, 4,6-dimethyl-2,4-heptadiene-2,6-diol, 4,4-dimethyl-2,5-heptadiene-1,7- diol, 2,5,5-trimethyl-2,6-heptadiene-1,4-diol, 5,6-dimethyl-2-heptene-1,4-diol, 5-ethyl-2-heptene-1,5- diol, 2-methyl-2-heptene-1,7-diol, 4,6-dimethyl-1-3-heptene-1,5-diol, 3-methyl-6-methylene-3-heptene-1,7-diol, 2,4-dimethyl-3-heptene-2,5-diol, 2,5-dimethyl-1-3-heptene-2,5-diol, 2,6-dimethyl-1-3-heptene-2,6-diol, 4, 6-dimethyl-3-heptene-2,5-diol, 2,4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol, 2,6- dimethyl 1-5-heptene-1,4-diol, 3,6-dimethyl-5-heptene-1,4-diol, 2,3-dimethyl-5-heptene-2,4-diol, 2,2-dimethyl- 6-Heptene-1,3-diol, 4-(2-propenyl)-6-hepten-1,4-diol, 5,6-dimethyl-6-hepten-1,4-diol, 2,4-dimethyl- 6-Heptene-1,5-diol,2-ethylidene-6-methyl-6-hepten-1,5-diol, 4-(2-propenyl)-6-heptene-2,4-diol, 5,5- dimethyl-6-hepten-2,4-diol, 4,6-dimethyl-6-hepten-2,5-diol, 5-ethenyl• · · · 379 -4-methyl-6-heptene-2,5-diol, 2-methylene-1,3-octanediol, 2.6-dimethyl-1,6-octadiene-3,5-diol,3,7-dimethyl-1,6-octadiene-3,5-diol, 2,6-dimethyl-1,7-octadiene-3,6- diol, 2.7- dimethyl-1,7-octadiene-3,6-diol,3,6-dimethyl-1,7-octadiene-3,6-diol, 3-ethenyl-1-octene-3,6-diol, 2, 7-dimethyl-2,4,6-octatriene-1,8-diol, 3,7-dimethyl-2,4-octadiene-1,7-diol, 2,6-dimethyl-2,5-octadiene-1, 7-diol, 3,7-dimethyl-2,5-octadiene-1,7-diol,3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 2-methyl-2,6 -octadiene-1,8-diol, 3.7-dimethyl-2,7-octadiene-1,4-diol,2,6-dimethyl-2,7-octadiene-1,5-diol, 2,6-dimethyl-2,7-octadiene-1,6- diol (8-hydroxylinalool), 2,7-dimethyl-2,7-octadiene-1,6-diol, 2-octene-1,4-diol, 2-octene-1,7-diol, 2-methyl-6 -methylene-2-octene-1,7-diol, 3,7-dimethyl-3,5-octadiene-1,7-diol, 2.7-dimethyl-3,5-octadiene-2,7-diol, 4-methylene-3,5-octanediol, 2,6-dimethyl-3,7-octadiene-1,6-diol, 2,7-dimethyl- 3,7-octadiene-2,5-diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 4-methyl-3-octene-1,5-diol, 5-methyl-3- octene-1,5-diol, 2,2-dimethyl-4,6-octadiene-1,3-diol, 2,6-dimethyl-4,7-octadiene-2,3-diol, 2,6-dimethyl- 4,7-octadiene-2,6-diol, 7-methyl-4-octene-1,6-diol, 2,7-bis(methylene)-, 2-methylene-, 2,7-dimethyl-5,7 -octadiene-1,4-diol, 7-methyl-5,7-octadiene-1,4-diol, 5-octene-1,3-diol, 7-methyl-6-octene-1,3-diol, 7 -methyl-6-octene-1,4-diol, 6-octene-1,5-diol, 7-methyl-6-octene-1,5-diol, 2-methyl-6-octene-3,5-diol , 4-methyl-6-octene-3,5-diol, 2-methyl-7-octene-1,3-diol, 4-methyl-7-octene-1,3-diol, 7-methyl-7-octene -1,3-diol, 7-octene-1,5-diol, 7-octene-1,6-diol, 5-methyl-7-octene-1,6-diol, 2-methyl-6-methylene-7 -octene-2,4-diol, 7-methyl-7-octene-2,5-diol, 2-methyl-7-octene-3,5-diol, 1-nonene-3,5-diol, 1-nonene -3,7-diol, 3-nonene-2,5-diol, 8-methyl-4,6-nonadiene-1,3-diol, 4-nonene-2,8-diol, 6,8-nonadiene-1 ,5-diol, 7-nonene-2,4-diol, 8-nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene-3,8-diol, 1,9-decadiene-4,6-diol and their mixtures. 41. Aqueous, stable fabric softener for substances according to which 380 any one of claims 11 to 15, characterized in that the base solvent is selected from the group consisting of: 2,2-diallyl-1,3-butanediol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 2-(2-butenyl)-2-methyl-1,3-butanediol, 2— (3-(-methyl-2-butenyl)-1,3-butanediol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 2-methyl-2-(1-methyl-2-propenyl) -1,3-butanediol, 2,3-di(1-methylethylidene)-1,4-butanediol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1, 3-pentanediol, 3-methyl-2-(2-propenyl)-1,4-pentanediol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol,2-ethyl-2,3- dimethyl 1-4-pentene-1,3-diol, 4-ethyl-2-methylene-1,4-hexanediol, 2,3,5-trimethyl-1,5-hexadiene-3,4-diol, 2-(l -methylethenyl)-1,5-hexanediol, 4-ethenyl-2,5-dimethyl-2-hexene-1,5-diol, 6-methyl-5-methylene-1,4-heptanediol, 4,6-dimethyl- 2,4-heptadiene-2,6-diol,2,5,5-trimethyl-2,6-heptadiene-1,4-diol, 5,6-dimethyl-2-heptene-1,4-diol, 4, 6-dimethyl-3-heptene-1,5-diol, 2,4-dimethyl-5-heptene-1,3-diol, 3,6-dimethyl-5-heptene-1,3-diol, 2,6-dimethyl-5-heptene-1,4-diol, 3,6-dimethyl-5-heptene-1,4-diol, 2, 2-dimethyl-6-hepten-1,3-diol, 5,6-dimethyl-6-hepten-1,4-diol, 2,4-dimethyl-6-hepten-1,5-diol, 2-ethylidene- 6-methyl-6-hepten-1,5-diol, 4-(2-propenyl)-6-hepten-2,4-diol, 3-ethenyl-1-octene-3,6-diol, 2,7- dimethyl-2,4,6-octatriene-1,8-diol, 2,6-dimethyl-2,5-octadiene-1,7-diol, 3,7-dimethyl-2,5-octadiene-1,7- diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 2-methyl-2,6-octadiene-1,8-diol, 3,7-dimethyl-2,7-octadiene -1,4-diol, 2,6-dimethyl-2,7-octadiene-1,5-diol, 2,6-dimethyl-2,7-octadiene-1,6-diol (8-hydroxylinalool), 2, 7-dimethyl-2,7-octadiene-1,6-diol, 2-methyl-6-methylene-2-octene-1,7-diol, 2,7-dimethyl-3,5-octadiene-2,7- diol, 4-methylene-3,5-octanediol, 2,6-dimethyl-3,7-octadiene-1,6-diol, 2-methylene-4-octene-1,8-diol, 2-methyl-6- octene-3,5-diol, 4-methyl-6-octene-3,5-diol, 2-methyl-6-methylene-7-octene-2,4-diol, 7-methyl-7-octene-2, 5-diol, 2-methyl-7-octene-3,5-diol, 1-nonene-3,5-diol, 1-nonene-3,7-diol, 3-nonene-2,5-diol, 4- nonene-2,8-diol, ·· · · ·» ·< · · * · • · · · · · ···· •· ··· · · » ···* · • · · · ··· · ··· 381 6,8-nonadiene-1,5-diol, 7-nonene-2,4-diol, 8-nonene-2,4-diol, 8-nonene-2,5-diol, 1,9-decadiene-3, 8-diol, 1,9-decadiene-4,6-diol and their mixtures. 42. Aqueous, stable softening agent for substances according to any one of claims 11 to 15, characterized in that the active softening agent contains up to 20% by weight. monoester compounds, in which m is 2 and one YR ¹ group is OH, -N(R)H or -C(O)OH. 43. Aqueous, stable fabric softener for substances according to any one of claims 11 to 15, characterized in that with a low amount of water from 5 to 15 wt.%. is the mass ratio of the active fabric softener to the basic solvent from 55:45 to 85:15, with the amount of water from 15 to 70 wt.%. is the mass ratio of the active fabric softener to the basic solvent from 45:45 to 70:30, and with a high amount of water from 70 to 80 wt.%. is the mass ratio of the active fabric softener to the base solvent from 30:70 to 55:45. 44. Aqueous, stable fabric softener for substances according to claim 43, characterized in that at a low amount of water from 5 to 15 wt.%. is the mass ratio of the active softening agent to the basic solvent from 60:40 to 80:20, with the amount of water from 15 to 70 wt.%. is the mass ratio of the active fabric softener to the basic solvent from 55:45 to 70:30, and with a high amount of water from 70 to 80 wt.%. is the mass ratio of the active fabric softener to the base solvent from 35:65 to 45:55. 45. Aqueous, stable fabric softener according to claim 11, characterized in that it is transparent or clear at 25 °C, contains solvents other than basic solvent B, the amount of basic solvent B is at least 5% by weight. of the weight of the composition, in which the composition is not transparent or clear at 25 °C in the absence of • · ·«· · ·· *·· · · ···· · · · · ··· 382 amounts of basic solvent B. 46. Aqueous, stable fabric softener according to any one of claims 11 to 15, characterized in that it contains one or more of the following optional components: a) brightening agent in an amount from 0.005 to 5% by weight, b) dispersing auxiliary agent in an amount from 2 to 25% by weight, c) dirt-releasing agent in an amount from 0 to 10% by weight, d) sludge-dispersing dispersant in the amount of 2 to 10% by weight, e) a stabilizing agent, which is selected from the group consisting of an antioxidant agent, a reducing agent, a chelating agent and their mixtures in an amount from 0 to 2% by weight, f) bactericide in amounts from 0.005 to 5% by weight. and g) chelating agent, in addition to the chelating agent according to point d and e), in an amount from 0.5 to 10% by weight. 47. A pre-prepared mixture of components according to any one of claims 11 to 15, characterized in that it contains an essentially biodegradable active softening agent of substances A, a basic solvent B and optionally a water-soluble solvent C. 48. A product, characterized in that it contains an aqueous, stable fabric softener for substances according to claim 11 in a clear bottle. 49. The product according to claim 48, characterized in that the bottle has a light blue coloration sufficient to offset any light yellow coloration of the composition. 50. The product according to claim 49, characterized by 383 in that the bottle contains an ultraviolet absorbing agent in its wall, which protects the agent. 51. Means, characterized by the fact that it contains: A. from 2 to 80 wt.% a biodegradable effective fabric softener that is selected from the group consisting of: 1. fabric softener compounds of general formula I (R) ₄ . _m -N ⁽⁺⁾ -[ (CH2) nYR ¹ ]m X ^e) (I) , in which each substituent R represents a hydrogen atom or an alkyl group or a short-chain hydroxyalkyl group with 1 to 6 carbon atoms, a benzyl group or their mixtures, each m represents a number 2 or 3, each n represents a number from 1 to 4, each Y represents -0-(0)C-, -(R)N-(O)C-, -C(0)-N (R)- or -0(0)-0-, the sum of the carbon atoms in each R ¹ or YR ¹ plus one if Y represents a group of the formula -0-(0)0- or -(R)N-(0) 0-, is 6 to 22, but if the sum of the carbon atoms in R ¹ or YR ¹ is less than 12, then the sum in the second of R ¹ or YR ¹ is at least 16, wherein each R ¹ represents a long-chain hydrocarbon group or substituted hydrocarbon group, for R ¹ or YR ¹ , which contain alkyl or alkenyl with 15 to 21 carbon atoms, the iodine number of the fatty acid that contains this R ¹ group is from 20 to 140, where the counterion X' can mean an anion compatible with fabric softener, 2. fabric softener compounds of general formula II • · · · e · 384 YR ¹ η I (R) ₃ -N ^<+) -CH ₂ CH ch ₂ yr ¹ χ(-) (II) , wherein Y, R, R ¹ and X ^<_) are as above, and 3. their mixture, B. less than 40 wt.% of the composition by weight of the base alcohol solvent, which is selected from the group consisting of: I. mono-ols including: a. propanol and/or b. 2-butanol or 2-methyl-2-propanol, II. hexanediol isomers, which include: 2.3-dimethyl-2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 3.3-dimethyl-1,2-butanediol, 2-methyl-1-2,3-pentanediol, 3-methyl-1-2,3-pentanediol, 4-methyl-1-2,3-pentanediol, 2,3-hexanediol, 3,4- hexanediol, 2-ethyl-1,2-butanediol, 2-methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1,2-pentanediol and/or 1,2-hexanediol, III. heptanediol isomers, which include: 2-butyl-1,3-propanediol, 2,2-diethyl-1,3-propanediol, 2-(1-methylpropyl)-1,3-propanediol, 2-(2-methylpropyl)-1,3-propanediol, 2-methyl-2-propyl-1,3-propanediol, 2,3,3-trimethyl-1,2-butanediol, 2-ethyl-2-methyl-1,4-butanediol, 2-ethyl-3-methyl- 1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,4-butanediol, 2,2-dimethyl-1,5-pentanediol, 2.3-dimethyl-1,5-pentanediol,2,4-dimethyl-1,5-pentanediol, 3.3-dimethyl-1,5-pentanediol,2,3-dimethyl-2,3-pentanediol, 2.4-dimethyl-2,3-pentanediol,3,4-dimethyl-2,3-pentanediol, 4.4- dimethyl-2,3-pentanediol, 2,3-dimethyl-3,4-pentanediol, 2-ethyl-1,5-pentanediol, 2-methyl-1,6-hexanediol, 3-methyl-1,6- hexanediol, 2-methyl-1-2,3-hexanediol, 3-methyl-1-2,3-hexanediol, 4-methyl-1-2,3-hexanediol, 5-methyl-2,3-hexanediol, 2-methyl1-3,4-hexanediol, 3-methyl1-3,4-hexanediol, 1,3-hep• · · · • · • · ··· · · · ···· · ···· · · · · ··· •· ·· ·· ·· ·· ·· 385 tandiol, 1,4-heptanediol, 1,5-heptanediol and/or 1,6-heptanediol, IV. octanediol isomers, which include: 2-(2-methylbutyl)-1,3-propanediol, 2-(1,1-dimethylpropyl)-1,3-propanediol, 2-(1,2-dimethylpropyl)-1,3-propanediol, 2-(1-ethylpropyl)-1,3-propanediol, 2-(1-methylbutyl)-1,3-propanediol, 2-(2,2-dimethylpropyl)-1,3-propanediol, 2-(3— - methylbutyl)-1,3-propanediol, 2-methyl-2-butyl-1,3-propanediol, 2-ethyl-2-isopropyl-1,3-propanediol, 2-ethyl-2-propyl-1,3-propanediol , 2-methyl-2-(1-methylpropyl)-1,3-propanediol, 2-methyl-2-(2-methylpropyl)-1,3-propanediol, 2-tert.butyl1-2-methyl1-1,3 -propanediol, 2,2-diethyl-1,3-butanediol, 2-(1-methylpropyl)-1,3-butanediol, 2-butyl-1,3-butanediol, 2-ethyl-2,3-dimethyl-1 ,3-butanediol, 2-(1,1-dimethylethyl)-1,3-butanediol, 2-(2-methylpropyl)-1,3-butanediol, 2-methyl-2-isopropyl-1,3-butanediol, 2 -methyl-2-propyl-1,3-butanediol, 3-methyl-2-isopropyl-1,3-butanediol, 3-methyl-2-propyl-1,3-butanediol, 2,2-diethyl-1,4 -butanediol, 2-methyl-2-propyl-1,4-butanediol, 2-(1-methylpropyl)-1,4-butanediol, 2-ethyl-2,3-dimethyl-1,4-butanediol, 2-ethy1 -3,3-dimethyl-1,4-butanediol, 2-(1,1-dimethylethyl)-1,4-butanediol, 2-(2-methylpropyl)-1,4-butanediol, 2-methyl-3-propyl -1,4-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2.2.3-trimethyl-1,3-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, 2,3,4-trimethyl-1,3-pentanediol, 2,4,4-trimethyl-1, 3-pentanediol, 3,4,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,4-pentanediol, 2,2,4-trimethyl-1,4-pentanediol, 2.3.3-trimethyl-1,4-pentanediol, 2,3,4-trimethyl-1,4-pentanediol, 3,3,4-trimethyl-1,4-pentanediol, 2,2,3-trimethyl-1, 5-pentanediol, 2,2,4-trimethyl-1,5-pentanediol, 2,3,3-trimethyl-1,5-pentanediol, 2,3,4-trimethyl-1,5-pentanediol, 2.3.3-trimethyl-2,4-pentanediol, 2,3,4-trimethyl-2,4-pentanediol, 2-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-3-methyl-1-1, 3-pentanediol, 2-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-2-methyl-1,3-pentanediol, 2-ethyl-2-methyl-1,4-pentanediol, 2-ethyl- 3-methyl-1,4-pentanediol, 2-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-2-methyl-1,4-pentanediol, 3• · · · • · 386 ··· ·· · · · · * · ··· · · · · · · · ··· · · · · · · 2.3-dimethyl-1,3-hexanediol, 2.5-dimethyl-1,3-hexanediol, 3.5-dimethyl-1,3-hexanediol, 2.2- dimethyl-1,4-hexanediol, 2.4-dimethyl-1,4-hexanediol, 3.3-dimethyl-1,4-hexanediol, 3.5-dimethyl-1,4-hexanediol, 4.5-dimethyl-1,4-hexanediol, 2.2- dimethyl-1,5-hexanediol, 2.4-dimethyl-1,5-hexanediol, 3.3-dimethyl-1,5-hexanediol, 3.5-dimethyl-1,5-hexanediol, 2.2-dimethyl-1,6-hexanediol, 2.4-dimethyl-1,6-hexanediol, 3.3-dimethyl-1,6-hexanediol, 2.3-dimethyl-2,4-hexanediol, 2.5-dimethyl-2,4-hexanediol, 3.4-dimethyl-2,4-hexanediol, 4.5-dimethyl-2,4-hexanediol, 2.3-dimethyl-2,5-hexanediol, 2.5-dimethyl-2,5-hexanediol, 3.4-dimethyl1-2,5-hexanediol, 2-ethyl-1,3-hexanediol, 4-ethyl-ethyl-3-methyl-1,4-pentanediol, 2-ethyl-2-methyl-1,5-pentanediol, 2-ethyl-3-methyl-1, 5-pentanediol, 2-ethyl-4-methyl-1,5-pentanediol, 3-ethyl-3-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,4-pentanediol, 2-isopropyl- 1,3-pentanediol, 2-propyl-1,3-pentanediol, 2-isopropyl-1,4-pentanediol, 2-propyl-1,4-pentanediol, 3-isopropyl-1,4-pentanediol, 2-isopropyl- 1,5-pentanediol, 3-propyl-2,4-pentanediol, -dimethyl-1,3-hexanediol, -dimethyl-1,3-hexanediol, -dimethyl-1,3-hexanediol, -dimethyl-1,3- hexanediol, -dimethyl-1,4-hexanediol, -dimethyl-1,4-hexanediol, -dimethyl-1,4-hexanediol, -dimethyl-1,3-hexanediol, -dimethyl-1,4-hexanediol, -dimethyl- 1,5-hexanediol, -dimethyl-1,5-hexanediol, -dimethyl-1,5-hexanediol, -dimethyl-1,5-hexanediol, -dimethyl-1,6-hexanediol, -dimethyl-1,6-hexanediol , -dimethyl-1,6-hexanediol, -dimethyl-2,4-hexanediol, -dimethyl-2,4-hexanediol, -dimethyl-2,4-hexanediol, -dimethyl-2,4-hexanediol, -dimethyl-2 ,5-hexanediol, -dimethyl-2,5-hexanediol, -dimethyl-2,6-hexanediol, -1,3-Hexanediol, 2-Ethyl-1,4-Hexanediol, 4-Ethyl-1,4-Hexanediol, 2-Ethyl-1,5-Hexanediol, 3-Ethyl-2,4-Hexanediol, 4-Ethy1 -2,4-hexanediol, 3-ethyl-2,5-hexanediol, 2-methyl-1,3-heptanediol, 3-methyl-1,3-heptanediol, 4-methyl-1,3-heptanediol, 5-methyl -1,3-heptanediol, 6-methyl-1,3-heptanediol, 2-methyl-1,4-heptanediol, 3-methyl-1,4-heptanediol, 4-methyl-1,4-heptanediol, 5-methyl -1,4-heptanediol, 6-methyl2,2- 2.4- 3.4- 4.5- 2.3- 2.5- 3.4- 4.4- 5.5- 2.3- 2.5- 3.4- 4.5- 2.3- 2.5- 3.4- 2.4- 3.3- 3.5- 5.5- 2.4- 3,33,3387 -1,4-heptanediol, 2-methyl-1,5-heptanediol, 3-methyl-1,5-heptanediol, 4-methyl-1,5-heptanediol, 5-methyl-1,5-heptanediol, 6-methyl -1,5-heptanediol, 2-methyl-1,6-heptanediol, 3-methyl-1,6-heptanediol, 4-methyl-1,6-heptanediol, 5-methyl-1,6-heptanediol, 6-methyl-1,6-heptanediol, 2-methyl-2,4-heptanediol, 3-methyl-2,4-heptanediol, 4-methyl-2,4-heptanediol, 5-methyl-2,4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 3-methyl-2,5-heptanediol, 4- methyl-2,5-heptanediol, 5-methyl-2,5-heptanediol, 6-methyl-2, 5-heptanediol, 2-methyl-2,6-heptanediol, 3-methyl-2,6-heptanediol, 4-methyl-2,6-heptanediol, 3-methyl-3,4-heptanediol, 2-methyl-3,5-heptanediol, 3-methyl-3,5-heptanediol, 4-methyl-3,5-heptanediol, 2,4-octanediol, 2,5-octanediol, 2,6-octanediol, 2,7-octanediol, 3,5-octanediol and/or 3,6-octanediol, V. nonanediol isomers, which include: 2.3.3.4- tetramethyl-2,4-pentanediol, 3-tert.butyl-2,4-pentanediol, 2,5,5-trimethyl-2,4-hexanediol, 3,3,4-trimethyl-2,4- hexanediol, 3,3,5-trimethyl-2,4-hexanediol, 3,5,5-trimethyl-2,4-hexanediol, 4,5,5-trimethyl-2,4-hexanediol, 3.3.4-trimethyl-2,5-hexanediol and/or 3,3,5-trimethyl-2,5-hexanediol, VI. glyceryl ethers and/or di(hydroxyalkyl) ethers, which include: 3-(pentyloxy)-1,2-propanediol,3-(2-pentyloxy)-1,2-propanediol, 3-(3-pentyloxy)-1,2-propanediol, 3-(2-methyl-1-butyloxy) ) -1, 2-propanediol, 3-(isoamyloxy)-1,2-propanediol, 3-(3-methyl-2-butyloxy)-1,2-propanediol, 3-(cyclohexyloxy)-1,2-propanediol, 3-(1-cyclohex-1-enyloxy)-1,2-propanediol, 2-(pentyloxy)-1,3-propanediol, 2-(2-pentyloxy)-1,3-propanediol, 2-(3-pentyloxy) )-1,3-propanediol, 2-(2-methyl-1-butyloxy)-1,3-propanediol, 2-(isoamyloxy)-1,3-propanediol, 2-(3-methyl-1-2-butyloxy)- 1,3-propanediol,2-(cyclohexyloxy)-1,3-propanediol,2-(1-cyclohex-1-enyloxy)-1,3-propanediol, triethoxylated 3-(butyloxy)-1,2-propanediol, tetraethoxylated 3-(Butyloxy)-1,2-propanediol, pentaethoxylated 3-(butyloxy)-1,2-propanediol, hexaethoxylated 3-(butyloxy)• · • · 388 -1,2-propanediol, heptaethoxylated 3-(butyloxy)-1,2-propanediol, octaethoxylated 3-(butyloxy)-1,2-propanediol, nonethoxylated 3-(butyloxy)-1,2-propanediol, monopropoxylated 3-(butyloxy ) 1,2-propanediol, dibutyleneoxylated 3-(butyloxy)-1, 2-propanediol and/or tributyleneoxylated 3-(butyloxy)-1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1 ,2-propanediol, 3-(2-phenylethyloxy)-1,2-propanediol, 3-(1-phenyl-2-propanoyloxy)-1,2-propanediol, 2-phenyloxy-1,3-propanediol, 2-(m-cresyloxy)-1,3-propanediol, 2-(p-cresyloxy)- 1,3-propanediol, 2-(2-phenylethyloxy)-1,3-propanediol, 2-(1-phenylethyloxy)-1,3-propanediol, di(2-hydroxybutyl)ether and/or di(2-hydroxycyclopentyl)ether, VII. of saturated and unsaturated alicyclic diols. and their derivatives, which include: a) saturated diols and their derivatives including: 1-isopropyl-1,2-cyclobutanediol, 3-ethyl-4-methyl-1,2-cyclobutanediol, 3-propyl-1,2-cyclobutanediol, 3-isopropyl-1,2 -cyclobutanediol, 1-ethyl-1,2-cyclopentanediol, 1,2-dimethyl-1,2-cyclopentanediol, 1,4-dimethyl-1,2-cyclopentanediol, 2,4,5-trimethyl-1,3-cyclopentanediol , 3,3-dimethyl-1,2-cyclopentanediol, 3,4-dimethyl-1,2-cyclopentanediol, 3,5-dimethyl-1,2-cyclopentanediol, 3-ethyl-1,2-cyclopentanediol, 4,4-dimethyl-1,2-cyclopentanediol, 4-ethyl-1,2-cyclopentanediol, 1,1-di( hydroxymethyl)cyclohexane, 1,2-di(hydroxymethyl)cyclohexane, 1,2-dimethyl-1,3-cyclohexanediol, 1,3-bis(hydroxymethyl)cyclohexane, 1,3-dimethyl-1,3-cyclohexanediol, 1,6-dimethyl-1,3-cyclohexanediol, 1-hydroxy-cyclohexaneethanol, 1-hydroxy-cyclohexanemethanol, 1-ethyl- 1,3-cyclohexanediol, 1-methyl-1,2-cyclohexanediol, 2,2-dimethyl-1,3-cyclohexanediol, 2,3-dimethyl-1,4-cyclohexanediol, 2,4-dimethyl-1,3- cyclohexanediol, 2,5-dimethyl-1,3-cyclohexanediol, 2,6-dimethyl-1,4-cyclohexanediol, 2-ethyl-1,3-cyclohexanediol, 2-hydroxycyclohexaneethanol, 2-hydroxyethyl-1-cyclohexanol, 3- hydroxyethyl-1-cyclohexanol, 3-hydroxycyclohexaneethanol, 3-hydroxymethylcyclohexanol, 3-methyl-1-1,2-cyclohexanediol, 4,4-dimethyl-1-1,3-cyclohexanediol, 4,5-dimethyl-1,3-cyclohexanediol, 4,6-dimethyl-1,3• · · • · ♦ · · · ···· · • · · · * ····· ·· ··· · · · ···· · • · · · · « · ···· 389 -cyclohexanediol, 4-ethyl-1,3-cyclohexanediol, 4-hydroxyethyl-1-cyclohexanol, 4-methyl-1,2-cyclohexanediol, 5,5-dimethyl-1,3-cyclohexanediol, 5-ethyl-1,3 -cyclohexanediol, 1,2-cycloheptanediol, 2-methyl-1,3-cycloheptanediol, 2-methyl-1,4-cycloheptanediol, 4-methyl-1,3-cycloheptanediol, 5-methyl-1,3-cycloheptanediol, 5 -methyl-1,4-cycloheptanediol, 6-methyl-1,4-cycloheptanediol, 1,3-cyclooctanediol, 1,4-cyclooctanediol, 1,5-cyclooctanediol, 1,2-cyclohexanediol diethoxylate, 1,2-cyclohexanediol triethoxylate, tetraethoxylate 1.2-cyclohexanediol, 1,2-cyclohexanediol pentaethoxylate, 1,2-cyclohexanediol hexaethoxylate, 1,2-cyclohexanediol heptaethoxylate, 1,2-cyclohexanediol octaethoxylate, 1,2-cyclohexanediol nonethoxylate, 1,2-cyclohexanediol monopropoxylate, 1,2-butyleneoxylate -cyclohexanediol, 1,2-cyclohexanediol dibutylene oxylate and/or tributylene oxylate 1.2-cyclohexanediol and b) unsaturated alicyclic diols including: 1-ethenyl-2-ethyl-1,2-cyclobutanediol, 1,2,3,4-tetramethyl-3-cyclobutene-1,2-diol, 3,4-diethyl-3-cyclobutene-1,2-diol, 3-(1,1-dimethylethyl)-3-cyclobutene-1,2-diol, 3-butyl-3-cyclobutene-1,2-diol, 1,2-dimethyl-4-methylene-1, 2-cyclopentanediol, 1-ethyl-3-methylene-1,2-cyclopentanediol, 4-(1-propenyl)-1,2-cyclopentanediol, 1-ethyl-1-3-methyl-1-3-cyclopentene-1,2-diol, 1-ethenyl- 1,2-cyclohexanediol, 1-methyl-3-methylene-1,2-cyclohexanediol, 1-methyl-4-methylene-1,2-cyclohexanediol, 3-ethenyl-1,2-cyclohexanediol, 4-ethenyl-1, 2-cyclohexanediol, 2,6-dimethyl-3-cyclohexene-1,2-diol, 6,6-dimethyl-3-cyclohexene-1,2-diol, 3,6-dimethyl-4-cyclohexene-1,2- diol, 4,5-dimethyl-4-cyclohexene-1,2-diol, 3-cyclooctene-1,2-diol, 4-cyclooctene-1,2-diol and/or 5-cyclooctene-1,2-diol, VIII. Alkoxylated derivatives of diols with 3 to 8 carbon atoms including: 1. 1,2-propanediol 2 (Me-E ₁ . ₄ ) , 1,2-propanediol P0 ₄ , 2-methyl-1, 2-propanediol (Me-E ₄ . ₁₀ ) , 2-methyl-1, 2 -propanediol 2(Me-E ₁ ), 2-methyl-1,2-propanediol P0 ₃ , 2-methyl-1,2-propanediol B0 ₁ , 1,3-propanediol 2 (Me-E ₆ . ₈ ) , 1,3 -propanediol • · • · • · ··· · ·« ···· · «··· ···· · · · 390 AFTER ₅ . ₆ , 2,2-diethyl-1,3-propanediol E,. _? , 2,2-diethyl-1,3-propanediol PO,, 2,2-diethyl-1,3-propanediol n-BO,_ ₂ , 2,2-dimethyl-1,3-propanediol 2 (Me E,_ ₂ ), 2,2-dimethyl-1,3-propanediol PO ₃ . ₄ , 2-(1-methylpropyl)-1,3-propanediol E,. ₇ , 2-(1-methylpropyl)-1,3-propanediol PO _1Z 2-(1-methylpropyl)-1,3-propanediol n-B0,_ ₂ , 2-(2-methylpropyl)-1,3-propanediol Ε^_ ₇ , 2-(2-methylpropyl)-1,3-propanediolP0 ₁ ,2-(2-methylpropyl)-1,3-propanediol n-B0 ₁ . ₂ , 2-ethyl-1, 3-propanediol (Me E ₆ . ₁₀ ), 2-ethyl-1,3-propanediol 2 (Me E,) , 2-ethyl-1,3-propanediol P0 ₃ , 2-ethyl-1-2-methyl-1,3-propanediol (Me E,_ ₆ ) , 2 -ethyl-2-methyl-1,3-propanediol P0 ₂ , 2-ethyl-2-methyl-1,3-propanediol B0 ₁ , 2-isopropyl-1,3-propanediol (Me E,_ ₆ ) , 2- isopropyl1-1,3-propanediol PO ₂ , 2-isopropyl-1,6-propanediol B0 ₁ , 2-methyl-1,3-propanediol 2 (Me E ₂ . ₅ ) , 2-methyl-1,3-propanediol PO ₄ . ₅ , 2-methyl-1,3-propanediol B0 ₂ , 2-methyl-2-isopropyl-1,3-propanediol E ₂ . ₉ , 2-methyl-2-isopropyl-1,3-propanediol PO,, 2-methyl-2-isopropyl-1,3-propanediol n-BO,_ ₃ , 2-methyl-2-propyl-1, 3-propanediol E,_ ₇ , 2-methyl-2-propyl-1, 3-propanediol PO,, 2-methyl 1-2-propy 1-1,3-propanediol n-B0,_ ₂ , 2-propyl- 1,3-propanediol (Me-E,_ ₄ ) , 2-propyl-1,3-propanediol PO ₂ , 2-propyl-1,3-propanediol BO,, 2. 1,2-butanediol (Me E ₂ . ₈ ), 1,2-butanediol PO ₂ . ₃ , 1,2- -butanediol BO,, 2,3-dimethyl-1,2-butanediol E,_ ₆ , 2,3-dimethyl-1,2-butanediol n-B0,_ ₂ , 2-ethyl-1,2-butanediol E, _ ₃ , 2-ethyl-1,2-butanediol n-BO,, 2-methyl-1,2-butanediol (Me E,_ _ ₂ ) , 2-methyl-1,2-butanediol PO,, 3,3 -dimethyl-1,2-butanediol E,_ ₆ , 3,3-dimethyl-1,2-butanediol n-B0,. ₂ , 3-methyl-1, 2-butanediol (Me E,_ ₂ ) , 3-methyl-1,2-butanediol PO,, 1,3-butanediol 2 (Me E ₃ . ₆ ) , 1,3-butanediol PO ₅ , 1,3-butanediol BO ₂ , 2,2,3-trimethyl-1,3-butanediol (Me E,_ ₃ ) , 2,2,3-trimethyl-1,3-butanediol PO,_ ₂ , 2,2-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,2-dimethyl-1,3-butanediol _{PO 3} , 2,3-dimethyl-1,3-butanediol (Me E ₃ . ₈ ) , 2,3-dimethyl-1,3-butanediol PO ₃ , 2-ethyl- 1,3-butanediol (Me E,_ ₆ ), 2-ethyl-1,3-butanediol PO ₂ . ₃ , 2-ethyl-1,3-butanediol BO,, 2-ethyl-2-methyl-1,3-butanediol (Me E,) , 2-ethyl-2-methyl-1-1,3-butanediol PO,, 2 -ethyl-2-methyl-1,3-butanediol n-BO ₂ . _4,2 -ethyl-3-methyl-1,3-butanediol (Me E,) , 391 2-ethyl-3-methyl-1,3-butanediol PO _1Z 2-ethyl-3-methyl-1,3-butanediol n-BO ₂ . ₄ , 2-isopropyl-1,3-butanediol (Me E^ , 2-isopropyl-1,3-butanediol PO _1Z 2-isopropyl-1,3-butanediol n-BO ₂ . ₄ , 2-methyl-1,3 -butanediol 2 (Me E^j) , 2-methyl-1,3-butanediol PO ₄ , 2-propyl-1,3-butanediol E _{2 .9} , 2-propyl-1,3-butanediol PO _1Z 2-propyl -1, 3-butanediol n-BO ₁ . ₃ , 3-methyl-1,3-butanediol 2 (Me E^j ) , 3-methyl-1,3-butanediol PO ₄ , 1,4-butanediol 2 (Me E ₂ . ₄ , 1,4-butanediol PO _{4 ,} 2,2,3- _butanediol E ₂ , 2,2,3-trimethyl- _. 1,4-butanediol P0 _v 2,2,3-trimethyl-1,4-butanediol n-BO _V3 , 2.2-dimethyl-1-1,4-butanediol (Me E _V6 ), 2,2-dimethyl-1,4-butanediol P0 ₂ , 2,2-dimethyl-1,4-butanediol B0 ₁ , 2,3-dimethyl-1 ,4-butanediol (Me E ₁ . ₆ ), 2,3-dimethyl-1,4-butanediol P0 ₂ , 2.3- dimethyl-1,4-butanediol B0 ₁ , 2-ethyl-1,4-butanediol (Me E^.^), 2-ethyl-1,4-butanediol P0 ₂ , 2-ethyl-1,4-butanediol B0 ₁ , 2-ethyl-1-2-methyl-1-1,4-butanediol E^y, 2-ethyl-2-methyl-1-1,4-butanediol PO _1Z 2-ethyl-2-methyl-1-1,4-butanediol n -BO^, 2-ethyl-3-methyl-1,4-butanediol E^y, 2-ethyl-3-methyl-1,4-butanediol PO ₁ , 2-ethyl-3-methyl-1,4-butanediol n-BO^j, 2-isopropyl-1,4-butanediol E^y, 2-isopropyl-1,4-butanediol PO ₁ , 2-isopropyl-1,4-butanediol n-BO ₁ . ₂ , 2-methyl-1, 4-butanediol (Me E ₆ . ₁₀ ) , 2-methyl-1, 4-butanediol 2 (Me E^ , 2-methyl-1-1,4-butanediol PO ₃ , 2-methyl- 1,4-butanediol BO ₁ , 2-propyl-1,4-butanediol Ej.g, 2-propyl-1,4-butanediol n-BO ₁ , ₃ -ethyl-1-methyl-1,4-butanediol E _{2 9} , 3-ethyl-1-methyl-1,4-butanediol PO _1Z 3-ethyl-1-methyl-1,4-butanediol n-BO^j, 2.3-butanediol (Me E ₆ . ₁₀ ), 2,3-butanediol 2 (Me E^ , 2,3-butanediol PO ₃ . ₄ , 2,3-butanediol BO _1Z 2,3-dimethyl-2,3-butanediol E ₃ , _2,3 -dimethyl-2,3-butanediol PO ₁ , 2,3-dimethyl-2,3-butanediol n-BO^-j, 2-methyl-2,3-butanediol (Me E^ g) , 2-methyl-2,3-butanediol PO ₂ , 2-methyl-2,3-butanediol n-BO ₁ , 2-methyl-2,3-butanediol BO _1Z 3. 1,2-pentanediol E ₃ . ₁₀ , 1,2-pentanediol P0 _1z 1,2-pentanediol n-BO ₂ . ₃ , 2-methyl-1,2-pentanediol E^j, 2-methyl-1,2-pentanediol n-BO _1z 2-methyl-1,2-pentanediol BO _1Z 3-methyl-1,2-pentanediol E ₁ _ ₃ , 3-methyl-1,2-pentanediol n-BO _lz 4-methyl-1,2-pentanediol E _V3 , 4-methyl-1,2-pentanediol n-BO _1z • · • · 392 1.3-pentanediol 2(Me-E,_ ₂ ), 1,3-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1-1,3-pentanediol (Me-E,), 2,2-dimethyl-1,3-pentanediol PO,, 2,2-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,3-pentanediol (Me-E,), 2,3-dimethyl-1,3-pentanediol P0 ₁ , 2,3-dimethyl 1-1,3-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,3-pentanediol (Me-E,), 2,4-dimethyl-1,3-pentanediol P0 ₁ , 2,4-dimethyl-1,3-pentanediol n-BO ₂ . _4,2 -ethyl-1,3-pentanediol E ₂ . ₉ , 2-ethyl-1,3-pentanediol PO,, 2-ethyl-1,3-pentanediol n-BO,_ ₃ , 2-Methyl-1,3-pentanediol 2(Me-E,_ ₆ ), 2-methyl-1,3-pentanediol PO ₂ . _3,2 -methyl-1,3-pentanediol BO,, 3,4-dimethyl-1,3-pentanediol (Me-E,), 3,4-dimethyl-1,3-pentanediol PO,, 3, 4-dimethyl-1,3-pentanediol n-BO ₂ . ₄ , 3-methyl-1,3-pentanediol (Me—E,_ ₆ ) , 3-methyl-1,3-pentanediol PO ₂ . _3,3 -methyl-1,3-pentanediol BO,, 4,4-dimethyl-1,3-pentanediol (Me-E,), 4,4-dimethyl-1,3-pentanediol PO,, 4,4- dimethyl-1,3-pentanediol n-BO ₂ . _ ₄ , 4-methyl-1,3-pentanediol (Me-E,_ ₆ ), 4-methyl-1,3-pentanediol PO ₂ _ ₃ , 4-methyl-1,3-pentanediol BO,, 1,4 -pentanediol 2(Me-E,_ ₂ ), 1,4-pentanediol PO ₃ . ₄ , 2,2-dimethyl-1,4-pentanediol (Me-E,), 2,2-dimethyl-1,4-pentanediol PO,, 2,2-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,3-dimethyl-1,4-pentanediol (Me-E,), 2,3-dimethyl-1,4-pentanediol PO,, 2,3-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2,4-dimethyl-1,4-pentanediol (Me-E,) , 2,4-dimethyl-1,4-pentanediol PO,, 2,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 2-methyl-1,4-pentanediol (Me-E,_ ₆ ), 2-methyl-1,4-pentanediol PO ₂ . _3,2 -methyl-1,4-pentanediol BO,, 3.3-dimethyl-1,4-pentanediol (Me-E,) , 3,3-dimethyl-1,4-pentanediol PO,, 3,3-dimethyl-1,4-pentanediol n-BO ₂ . _4,3,4 -dimethyl-1,4-pentanediol (Me-E,), 3,4-dimethyl-1,4-pentanediol PO,, 3,4-dimethyl-1,4-pentanediol n-BO ₂ . ₄ , 3-methyl-1,4-pentanediol 2 (Me-E,_ ₆ ), 3-methyl-1,4-pentanediol PO ₂ . ₃ , 3-methyl-1,4-pentanediol BO,, 4-methyl-1,4-pentanediol 2(Me-E,_ ₆ ), 4-methyl-1,4-pentanediol PO ₂ . ₃ , 4-methyl-1,4-pentanediol BO,, 1,5-pentanediol (Me-E ₄ ., ₀ ) , 1,5-pentanediol 2 (Me-E,) , 1,5-pentanediol PO ₃ , 2,2-dimethyl-1,5-pentanediol E,_ ₇ , 2,2-dimethyl-1,5-pentanediol PO,, 2,2-dimethyl-1,5-pentanediol n-BO,_ _ ₂ , 2,3-dimethyl-1,5-pentanediol E,_ ₇ , 2,3-dimethyl-1,5-pentanediol PO,, 2,3-dimethyl-1,5-pentanediol n-BO,_ ₂ , 2 ,4-dime • · • · • · · · 393 thyl-1,5-pentanediol E,_ ₇ , 2,4-dimethyl-1,5-pentanediol P0 ₁ , 2.4- dimethyl1-1,5-pentanediol n-BO,_ ₂ , 2-ethyl1-1,5-pentanediol E,_ ₅ , 2-ethyl-1,5-pentanediol n-BO,_ ₂ , 2-methyl-1,5-pentanediol (Me-E,_ ₄ ) , 2-methyl-1,5-pentanediol PO ₂ , 3,3-dimethyl-1,5-pentanediol E^, 3,3-dimethyl-1,5-pentanediol PO,, 3,3-dimethyl-1,5-pentanediol n-BO,_ ₂ , 3-methyl -1,5-pentanediol (Me-E,_ ₄ ) , 3-methyl-1,5-pentanediol PO ₂ , 2,3-pentanediol (Me-E,_ ₃ ) , 2,3-pentanediol PO ₂ , 2 -methyl-2,3-pentanediol E,_ ₇ , 2-methyl-2,3-pentanediol PO ₁ , 2-methyl-2,3-pentanediol n-BO,_ _ ₂ , 3-methyl 1-2,3 -pentanediol E,_ ₇ , 3-methyl-2,3-pentanediol PO ₁ , 3-methyl 1-2,3-pentanediol n-BO,_ ₂ , 4-methyl 1-2,3-pentanediol E,_ ₇ , 4-methyl 1-2,3-pentanediol PO ₁ , 4-methyl -2,3-pentanediol n-BO,_ ₂ , 2,4-pentanediol 2(Me-E,_ ₄ ), 2,4-pentanediol PO ₄ , 2,3-dimethyl-2,4-pentanediol (Me- E,_ ₄ ) , 2,3-dimethyl-2,4-pentanediol PO ₂ , 2,4-dimethyl-2,4-pentanediol (Me-E,_ ₄ ) , 2.4-dimethyl-2,4-pentanediol PO ₂ , 2-methyl-2,4-pentanediol (Me-E ₅ . ₁₀ ) , 2-methyl 1-2,4-pentanediol PO ₃ , 3,3-dimethyl-2 ,4-pentanediol (Me-E,_ ₄ ) , 3,3-dimethyl 1-2,4-pentanediol PO ₂ , 3-methyl-2,4-pentanediol (Me-E ₅ ., ₀ ) , 3-methyl 1-2,4-pentanediol PO ₃ , 4. 1,3-hexanediol (Me-E,_ ₅ ), 1,3-hexanediol PO ₂ , 1,3-hexanediol BO,, 2-methyl-1,3-hexanediol E ₂ . ₉ , 2-methyl-1,3-hexanediol PO,, 2-methyl-1,3-hexanediol n-BO,_ ₃ , 2-methyl-1,3-hexanediol BO,, 3-methyl-1, 3- hexanediol E ₂ . ₉ , 3-methyl-1,3-hexanediol PO _1ø 3-methyl-1,3-hexanediol n-BO,_ ₃ ,4-methyl-1,3-hexanediol E ₂ . ₉ , 4-methyl-1,3-hexanediol PO,, 4-methyl-1,3-hexanediol n-BO,_ ₃ , 5-methyl-1,3-hexanediol E ₂ . ₉ , 5-methyl-1,3-hexanediol PO ₁ , 5-methyl-1,3-hexanediol n-BO,_ ₃ , 1,4-hexanediol (Me-E,_ ₅ ) , 1,4- hexanediol PO ₂ , 1,4-hexanediol BO,, 2-methyl-1,4-hexanediol E ₂ . ₉ , 2-methyl-1,4-hexanediol PO,, 2-methyl-1,4-hexanediol n-BO,_ ₃ , 3-methyl-1,4-hexanediol E ₂ . ₉ , 3-methyl-1,4-hexanediol PO,, 3-methyl-1,4-hexanediol n-BO,_ ₃ , 4-methyl-1,4-hexanediol E ₂ . ₉ , 4-methyl-1,4-hexanediol PO,, 4-methyl-1,4-hexanediol n-BO,_ ₃ , 5-methyl-1,4-hexanediol E ₂ . ₉ , 5-methyl-1,4-hexanediol PO,, 5-methyl-1,4-hexanediol n-BO,_ ₃ , 1,5-hexanediol (Me-E,_ ₅ ), 1,5-hexanediol PO ₂ , 1,5-hexanediol BO,, 2-methyl-1,5-hexanediol E ₂ . ₉ , 2-methyl-1, 5-hexanediol • · • · 394 PO,, 2-methyl-1,5-hexanediol n-BO,. _3,3 -methyl-1,5-hexanediol E ₂ . ₉ , 3-methyl-1,5-hexanediol PO,, 3-methyl-1,5-hexanediol n-BO,. ₃ , 4-methyl-1,5-hexanediol E ₂ . ₉ , 4-methyl-1,5-hexanediol PO,, 4-methyl-1,5-hexanediol n-BO,. ₃ , 5-methyl-1,5-hexanediol E ₂ . ₉ , 5-methyl-1,5-hexanediol PO _1Z 5-methyl-1,5-hexanediol n-BO,. ₃ , 1,6-hexanediol (Me-E,. ₂ ) , 1,6-hexanediol PO,. _ ₂ , 1,6-hexanediol n-BO ₄ , 2-methyl-1,6-hexanediol E,. ₅ , 2-methyl-1,6-hexanediol n-BO,. _2,3 -methyl-1,6-hexanediol E,. _s , 3-methyl-1,6-hexanediol n-BO,. ₂ , 2,3-hexanediol E,. ₅ , 2,3-hexanediol n-BO,, 2,3-hexanediol BO,, 2,4-hexanediol (Me-E ₃ . ₈ ) , 2.4-hexanediol PO ₃ , 2-methyl 1-2,4-hexanediol (Me-E,. ₂ ), 2-methyl-2,4-hexanediol PO,. ₂ , 3-methyl-2,4-hexanediol (Me-E,. ₂ ) , 3-Methy 1-2,4-Hexanediol PO,. ₂ , 4-methyl 1-2,4-hexanediol (Me-E,. _ ₂ ) , 4-methyl-2,4-hexanediol P0,. ₂ , 5-methyl-2,4-hexanediol (Me-E,. ₂ ) , 5-methyl 1-2,4-hexanediol PO,, 2,5-hexanediol (Me-E ₃ . _ ₈ ) , 2, 5-hexanediol PO ₃ , 2-methyl-2,5-hexanediol (Me-E,. ₂ ) , 2-methyl-2,5-hexanediol PO,. ₂ , 3-methyl-2,5-hexanediol (Me-E,. _ ₂ ) , 3-methyl-2,5-hexanediol PO,. ₂ , 3,4-hexanediol E,. ₅ , 3,4-Hexanediol n-BO,, 3,4-Hexanediol BO,, 5. 1,3-heptanediol E,. _? , 1,3-heptanediol PO,, 1,3-heptanediol n-BO,. ₂ , 1,4-heptanediol E,. _? , 1,4-heptanediol PO,, 1,4-heptanediol n-BO,. ₂ , 1,5-heptanediol E,. ₇ , 1,5-heptanediol PO,, 1,5-heptanediol n-BO,. ₂ , 1,6-heptanediol E,_ ₇ , 1,6-heptanediol PO,, 1,6-heptanediol n-BO,. ₂ , 1,7-heptanediol E,. ₂ , 1,7-heptanediol n-BO,, 2,4-heptanediol E ₃ ., ₀ , 2,4-heptanediol (Me-E,), 2,4-heptanediol PO,, 2,4-heptanediol n-BO ₃ , 2,5-heptanediol E ₃ ., _o , 2,5-heptanediol (Me-E,), 2,5-heptanediol PO,, 2,5-heptanediol n-BO ₃ , 2,6-heptanediol E ₃ ., ₀ , 2,6-heptanediol (Me-E,), 2,6-heptanediol PO,, 2,6-heptanediol n -BO ₃ , 3.5-heptanediol E ₃ ., ₀ , 3,5-heptanediol (Me-E,), 3,5-heptanediol PO,, 3,5-heptanediol n-BO ₃ , 6. 3-methyl-2-isopropyl-1,3-butanediol PO,, 2,3,3-trimethyl 1-2,4-pentanediol PO,, 2,2-diethyl-1,3-butanediol E ₂ . ₅ , 2,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 2,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,4-hexanediol E ₂ . ₅ , 3,5-dimethyl-2,4-hexanediol E ₂ . ₅ , 4,5-dimethyl 1-2,4-hexanediol E ₂ . ₅ , 5.5 • · · · • · 395 -dimethyl-2,4-hexanediol E ₂ . ₅ , 2,3-dimethyl-2,5-hexanediol E ₂ . _ ₅ , 2,4-dimethyl 1-2,5-hexanediol E ₂ . ₅ , 2,5-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,3-dimethyl-2,5-hexanediol E ₂ . ₅ , 3,4-dimethyl-2,5-hexanediol E ₂ . ₅ , 3-methyl-3,5-hexanediol E ₂ . ₅ , 2,2-diethy1-1,3-butanediol n-BO]. ₂ , 2,3-dimethyl-2,4-hexanediol n-BO]. ₂ , 2,4-dimethyl-2,4-hexanediol n-BO]. ₂ , 2,5-dimethyl-2,4-hexanediol n-BO]. ₂ , 3,3-dimethyl-2,4-hexanediol n-BO]_ ₂ , 3.4-dimethyl-2,4-hexanediol n-BO]. ₂ , 3,5-dimethyl-2,4-hexanediol n-BO]_ ₂ , 4,5-dimethyl-2,4-hexanediol n-BO]_ ₂ , 5,5-dimethyl 1-2,4-hexanediol n-BO]_ ₂ , 2,3-dimethyl-2,5-hexanediol n-BO]. ₂ , 2,4-dimethyl-2,5-hexanediol n-BO]. ₂ , 2,5-dimethyl-2,5-hexanediol n-BO]. ₂ , 3,3-dimethyl-2,5-hexanediol n-BO]. ₂ , 3.4-dimethyl-2,5-hexanediol n-BO]. ₂ , 3-methyl 1-3,5-heptanediol n-BO]. ₂ , 2-(1,2-dimethylpropyl)-1,3-propanediol n-BO], 2-ethyl-2,3-dimethyl-1,3-butanediol n-BO], 2-methyl-2-isopropyl- 1,3-butanediol n-BO], 3-methyl-2-isopropyl-1,4-butanediol n-BO], 2,2,3-trimethyl-1,3-pentanediol n-BO], 2.2.4-trimethyl-1,3-pentanedioln-BO] ,2,4,4-trimethyl-1,3-pentanediol n-BO], 3,4,4-trimethyl-1,3-pentanediol n-BO] , 2.2.3-trimethyl-1,4-pentanediol n-BO] ,2,2,4-trimethyl-1,4-pentanediol n-BO], 2,3,3-trimethyl-1,4-pentanediol n-BO ], 2.3.4-trimethyl-1,4-pentanediol n-BO] ,3,3,4-trimethyl-1,3-pentanediol n-BO], 2,3,4-trimethyl-2,4-pentanediol n-BO ], 4-ethyl-2,4-hexanediol n-BO], 2-methyl-2,4-heptanediol n-BO], 3-methyl-2,4-heptanediol n-BO], 4-methyl-2,4- heptanediol n-BO], 5-methyl-2,4-heptanediol n-BO], 6-methyl-2,4-heptanediol n-BO], 2-methyl-2,5-heptanediol n-BO], 3- methyl-2,5-heptanediol n-BO], 4-methyl-2,5-heptanediol n-BO], 5-methyl-2,5-heptanediol n-BO], 6-methyl-2,5-heptanediol n -BO], 2-methyl-2,6-heptanediol n-BO], 3-methyl-2,6-heptanediol n-BO _1z 4-methyl-2,6-heptanediol n-BO], 2-methyl-3 ,5-heptanediol n-BO], 2-(1,2-dimethylpropyl)-1,3-propanediol E]. _3,2 -ethyl 1-2,3-dimethyl-1,3-butanediol E]. _3,2 -methyl-2-isopropyl-1,3-butanediol E]_ _3,3 -methyl-2-isopropyl-1,4-butanediol E]. _3,2,2,3 -trimethyl-1,3-pentanediol E]. ₃ , 2,2,4-trimethyl-1,3-pentanediol E]. ₃ , 2,4,4-trimethyl-1,3-pentanediol E]. _3,3,4,4 -trimethyl-1,3-pentanediol E]. ₃ , • · 396 2.2.3-trimethyl-1,4-pentanediol E _b3 , 2,2,4-trimethyl-1,4-pentanediol E _V3 , 2,3,3-trimethyl-1,4-pentanediol E,_ ₃ , 2.3.4-trimethyl-1,4-pentanediol E,^, 3,3,4-trimethyl-1,4-pentanediol E _V3 , 2,3,4-trimethyl-2,4-pentanediol E,^, 4- ethyl-2,4-hexanediol E,_ ₃ , 2-methyl-2,4-heptanediol Ε,. ₃ , 3- -methyl-2,4-heptanediol Ε,_ ₃ , 4-methyl-2,4-heptanediol E,^, 5-methyl-2,4-heptanediol E,_ ₃ , 2-methyl-2,5-heptanediol E,. ₃ , 4-methyl-2,5-heptanediol E,^, 6-methyl-2,5-heptanediol E,. ₃ , 3-methyl-2,6-heptanediol E,_ ₃ , 6-methyl 1-2,4-heptanediol Ε,.-j, 3-methyl-2,5-heptanediol E,. ₃ , 5-methyl-2,5-heptanediol E,. ₃ , 2-methyl-2,6-heptanediol E,^, 4-methyl 1-2,6-heptanediol E,^ and/or 2-methyl 1-3,5-heptanediol Ε,_ ₃ and 7. their mixtures, IX aromatic diols which include: 1-phenyl-1,2-ethanediol, 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propanediol, 3-phenyl-1,2-propanediol, 1-(3 -methylphenyl)-1,3-propanediol, 1-(4-methylphenyl)-1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1,3-butanediol, 3- phenyl-1,3-butanediol, 1-phenyl-1,4-butanediol, 2-phenyl-1,4-butanediol and/or 1-phenyl-2,3-butanediol and mixtures thereof, and X. solvents that have a value of ClogP from 0.15 to 0.64, which are homologues or analogues of the above compounds in which one or more CH ₂ groups are added, whereby for each added CH ₂ group in the molecule from adjacent of carbon atoms removes two hydrogen atoms, so that a double bond is formed between these carbon atoms, thus keeping the total number of hydrogen atoms in the molecule the same, and which include: 2,2-di-2-propenyl-1,3-propanediol, 2-(1-pentenyl)-1,3-propanediol, 2-(2-methyl-2-propenyl)-2-(2-propenyl)- 1,3-propanediol, 2-(3-methyl-1-butenyl)-1,3-propanediol, 2-(4-pentenyl)-1,3-propanediol, 2-ethyl-2-(2-methyl-2 -propenyl)-1,3-propanediol, 2-ethyl-2-(2-propenyl)-1,3-propanediol, 2-methyl-2-(3-methyl-3-butenyl)-1,3-propanediol, 2,2-diallyl-1,3-butanediol, 2-(1-ethyl-1-propenyl)-1,3-butanediol, 2-(2-butenyl)-2-methyl-1,3-butanediol, 2- (3-methyl-2-butenyl)-1,3-butanediol, 2-ethyl-2-(2-propenyl)-1,3-butanediol, 397 2- methyl-2-(1-methyl-2-propenyl)-1,3-butanediol, 2,3-di(1-methylethylidene)-1,4-butanediol, 2-(3-methyl-2-butenyl) -3-methylene-1,4-butanediol, 2-(1,1-dimethylpropyl)-2-butene-1,4-diol, 2-(1-methylpropyl)-2-butene-1,4-diol, 2 -butyl-2-butene-1,4-diol, 2-ethenyl-3-ethyl-1,3-pentanediol, 2-ethenyl-4,4-dimethyl-1,3-pentanediol, 3-methyl-2-( 2-propenyl)-1,4-pentanediol, 2-(1-propenyl)-1,5-pentanediol, 2-(2-propenyl)-1,5-pentanediol, 2-ethylidene-3-methyl-1,5 -pentanediol, 2-propylidene-1,5-pentanediol, 3-ethylidene-2,4-dimethyl-2,4-pentanediol, 2-(1,1-dimethylethyl)-4-pentene-1,3-diol, 2 -ethyl-2,3-dimethyl-4-pentene-1,3-diol, 4-ethyl-2-methylene-1,4-hexanediol, 2,3,5-trimethyl-1,5-hexadiene-3,4 -diol, 5-ethyl-3-methyl-1,5-hexadiene-3,4-diol, 2-(1-methylethenyl)-1,5-hexanediol, 6-ethenyl-1,6-hexanediol, 5,5 -dimethyl-1-hexene-3,4-diol, 4-ethenyl-2,5-dimethyl-2-hexene-1,5-diol, 2-ethenyl-2,5-dimethyl-3-hexene-1,6 -diol, 2-ethyl-3-hexene-1,6-diol, 3,4-dimethyl-3-hexene-1,6-diol, 2.5-dimethyl-4-hexene-2,3-diol, 3,4-dimethyl-4-hexene-2,3-diol, 3-(2-propenyl)-5-hexene-1,3-diol, 2, 3-dimethyl-5-hexene-2,3-diol, 3,4-dimethyl-5-hexene-2,3-diol, 3,5-dimethyl-5-hexene-2,3-diol, 3-ethenyl- 2,5-dimethyl-5-hexene-2,4-diol, 6-methyl-5-methylene-1,4-heptanediol, 2,3-dimethyl-1,5-heptadiene-3,4-diol, 2, 5-dimethyl-1,5-heptadiene-3,4-diol, 3,5-dimethyl-1,5-heptadiene-3,4-diol, 2,6-di(methylene) 1,7-heptanediol, 4- methylene-1,7-heptanediol, 2,4-dimethyl-1-heptene-3,5-diol, 2,6-dimethyl-1-heptene-3,5-diol, 3- ethenyl-5-methyl-1-heptene-3,5-diol, 6,6-dimethyl-1-heptene-3,5-diol, 4,6-dimethyl-2,4-heptadiene-2,6- diol, 4,4-dimethyl-2,5-heptadiene-1,7-diol, 2,5,5-trimethyl-2,6-heptadiene-1,4-diol, 5,6-dimethyl-2-heptene- 1,4-diol, 5-ethyl-2-heptene-1,5-diol, 2-methyl-2-heptene-1,7-diol, 4,6-dimethyl-3-heptene-1,5-diol, 3-methyl-6-methylene-3-heptene-1,7-diol, 2,4-dimethyl-3-heptene-2,5-diol, 2,5-dimethyl-3-heptene-2,5-diol, 2,6-dimethyl-3-heptene-2,6-diol, 4,6-dimethyl-3-heptene-2,5-diol, 2,4-dimethyl-5-heptene-1,3-diol, 3.6- dimethyl-5-heptene-1,3-diol, 2,6-dimethyl-5-heptene-1,4-diol, 3,6-dimethyl-5-heptene-1,4-diol, 2,3- dimethyl- ···· ·· ·· ···· ·· » · 398 -5-Heptene-2,4-diol, 2,2-Dimethyl-6-Heptene-1,3-diol, 4-(2-Propenyl)-6-Heptene-1,4-diol, 5,6-Dimethyl -6-heptene-1,4-diol, 2,4-dimethyl-6-heptene-1,5-diol, 2-ethylidene-6-methyl-6-heptene-1,5-diol, 4-(2- propenyl)-6-heptene-2,4-diol, 5,5-dimethyl-6-heptene-2,4-diol, 4,6-dimethyl-6-heptene-2,5-diol, 5-ethenyl-4 -methyl-6-heptene-2,5-diol, 2-methylene-1,3-octanediol, 2,6-dimethyl-1,6-octadiene-3,5-diol, 3,7-dimethyl-1,6 -octadiene-3,5-diol, 2,6-dimethyl-1,7-octadiene-3,6-diol, 2,7-dimethyl-1,7-octadiene-3,6-diol, 3,6-dimethyl -1,7-octadiene-3,6-diol,3-ethenyl-1-octene-3,6-diol, 2.7-dimethyl-2,4,6-octatriene-1,8-diol, 3,7-dimethyl-2,4-octadiene-1,7-diol, 2,6-dimethyl-2,5-octadiene-1, 7-diol, 3.7-dimethyl-2,5-octadiene-1,7-diol, 3,7-dimethyl-2,6-octadiene-1,4-diol (rosiridol), 2-methyl-2,6-octadiene-1,8 -diol, 3,7-dimethyl-2,7-octadiene-1,4-diol, 2,6-dimethyl-2,7-octadiene-1,5-diol, 2,6-dimethyl-2,7-octadiene -1,6-diol (8-hydroxylinalool), 2,7-dimethyl-2,7-octadiene-1,6-diol, 2-octene-1,4-diol, 2-octene-1,7-diol, 2-methyl-6-methylene-2-octene-1,7-diol, 3,7-dimethyl-3,5-octadiene-1,7-diol, 2,7-dimethyl-3,5-octadiene-2, 7-diol, 4-methylene-3,5-octanediol, 2,6-dimethyl-3,7-octadiene-1,6-diol, 2,7-dimethyl-3,7-octadiene-2,5-diol, 2,6-dimethyl-3,7-octadiene-2,6-diol, 4-methyl-3-octene-1,5-diol, 5-methyl-3-octene-1,5-diol, 2,2- dimethyl-4,6-octadiene-1,3-diol, 2,6-dimethyl-4,7-octadiene-2,3-diol, 2,6-dimethyl-4,7-octadiene-2,6-diol, 7-methyl-4-octene-1,6-diol, 2,7-bis(methylene-, 2-methylene-, 2,7-dimethyl-5,7-octadiene-1,4-diol, 7-methyl- 5,7-octadiene-1,4-diol, 5-octene-1,3-diol, 7-methyl-6-octene-1,3-diol, 7-methyl-6-octene-1,4-diol, 6-octene-1,5-diol, 7-methyl-6-octene-1,5-diol, 2-methyl-6-octene-3,5-diol, 4-methyl-6-octene-3,5-diol, 2-methyl-7-octene- 1,3-diol, 4-methyl-7-octene-1,3-diol, 7-methyl-7-octene-1,3-diol, 7-octene-1,5-diol, 7-octene-1, 6-diol, 5-methyl-7-octene-1,6-diol, 2-methyl-6-methylene-7-octene-2,4-diol, 7-methyl-7-octene-2,5-diol, 2-methyl-7-octene-3,5-diol, l-nonene-3,5-diol, l-nonene-3,7-diol, 3-nonene-2,5-diol, 8-methyl-4, 6-nonadiene-1,3-diol, 4-nonene-2,8-diol, 6,8-nonadiene-1,5400 ···· ·· • « ·· ··· · aldehyde, isobutyraldehyde and/or methyl ethyl ketone (2-butanone) so that the amount of butyraldehyde or isobutyraldehyde is less than 95 wt.%. of the weight of the reaction mixture, in the presence of a highly alkaline catalyst with subsequent conversion by hydrogenation. 55. The production method according to claim 54, characterized in that the amount of butyraldehyde or isobutyraldehyde is less than 85% by weight. from the weight of the reaction mixture. 56. The production method according to claim 54, characterized in that the amount of butyraldehyde or isobutyraldehyde is less than 80% by weight. from the weight of the reaction mixture. 57. A mixture of solvents, characterized in that it is produced by the method according to claim 54.