KR100263870B1 - Concentrated, stable fabric softening compositions including chelants - Google Patents

Abstract

Formula 1

Disclosed is a transparent or translucent fabric softening composition having a biodegradable fabric softening activator and an added chelating agent. Preferably the biodegradable fabric softening activator is of formula 1 (wherein each R substituent is hydrogen or a short chain C1-C6, preferably C1-C3 alkyl or hydroxyalkyl group such as methyl (most preferably) , 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; Y is -O- The sum of the carbons at each R1, in which one carbon is added when (O) C- or-(R) N- (O) C-, is C6-C22, preferably C12-C22, more preferably C14-C20 , Only the sum of R1 or YR1 is less than about 12 and the sum of other R1 or YR1 is at least about 16, and each R1 is a long chain C5-C21 (or C6-C22), preferably C9-C19 (or C9-C20) Most preferably C11-C17 (or C12-C18), straight chain, branched, unsaturated Or a multi-saturated alkyl, and have an average iodine value of the parent fatty acid of R1 is from about 20 to 140). The chelating agent is preferably diaminetriaminepentaacetic acid. The composition shows good transparency with percentage turbidity in the transmission modality of the Hunter Chromaticity Colorimeter, less than 90%, preferably less than 50%.

Description

CONCENTRATED, STABLE FABRIC SOFTENING COMPOSITIONS INCLUDING CHELANTS

U. S. Patent No. 3,756, 950 discloses the addition of a chelant to the fabric softening composition to prevent yellowing of the fabric treated with the composition. U.S. Patent 5,399,272 discloses transparent liquid fabric softening compositions. U. S. Patent No. 5,525, 245 also discloses a transparent liquid fabric supple composition.

Summary of the Invention

According to a first embodiment of the present invention, a transparent or translucent fabric flexible composition is provided. The composition consists of:

A. about 2 to 80% by weight of a composition of biodegradable fabric softener active agent selected from the group consisting of:

i. Compounds having the formula

Wherein each R substituent is hydrogen or a short-chain C1-C6, preferably C1-C3 alkyl or hydroxyalkyl group, for example methyl (most preferably), ethyl, propyl, hydroxyethyl, etc., benzyl or 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; Y is -O- (O) C- or-(R) N- (O The sum of the carbons at each R1, which adds one carbon when C-, is C6-C22, preferably C12-C22, more preferably C14-C20, but only the sum of R1 or YR1 is less than about 12 and the other R1 Or the sum of YR1 is at least about 16, and each R1 is a long chain C5-C21 (or C6-C22), preferably C9-C19 (or C9-C20), most preferably C11-C17 (or C12-C18) , Linear, branched, unsaturated or polysaturated alkyl, with the average iodine of the parent fatty acid of R 1 Value is about 20 to 140);

ii. Compounds having the formula

(Wherein Y, R, R1 and X (-) have the same meaning as above); And

iii. Mixtures thereof;

B. less than about 40 weight percent of the composition of the main solvent having a ClogP of about 0.15 to about 0.64;

C. about 0.001% to about 10% by weight of the composition of chelating material;

D. A low level at which it is impossible to produce a self-transparent composition sufficient to improve transparency, optionally selected from the group consisting of ethanol, isopropanol, propylene glycol, 1,3-propanediol, propylene carbonate, and mixtures thereof. Effective amount of molecular weight water-soluble solvent; And

E. Balance is water.

Each R1 in the fabric flexible activator consists of long chain C5-C21 branched alkyl or unsaturated alkyl and may be optionally substituted. Optionally, the ratio of branched alkyl to unsaturated alkyl is about 5:95 to about 95: 5, and for unsaturated alkyl groups, the average iodine value of the parent fatty acid of the R1 group is from about 20 to about 140. Again optionally, the composition contains about 15% to about 70% of the softener activator (wherein in the softener activator each R 1 substituent is hydrogen or a short chain C 1 -C 3 alkyl or hydroxyalkyl group; each n is 2 , Each Y is -O- (O) C-, the sum of the carbons at each R1 plus one is C12-C22, and R1 is branched alkyl or unsaturated alkyl, and the ratio of branched alkyl to unsaturated alkyl is about 75:25 Vs. about 25:75 and for unsaturated alkyl groups, the average iodine value of the parent fatty acid of the R1 group is from about 50 to about 130; wherein the counterion, X- is chloride, bromide, methyl sulfate, ethyl sulfate, sulfate , And nitrates).

Optionally, each R substituent is hydrogen or a short chain C1-C3 alkyl or hydroxyalkyl group; Each n is 2; The sum of the carbons at R 1 is C 12 -C 20; And counterion, X- is selected from the group consisting of chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, and nitrate, still more preferably each R substituent is methyl, ethyl, propyl, hydroxyethyl, and benzyl Is selected from the group consisting of; Each m is 2; Each n is 2; The sum of carbons at each R 1 plus one is C 14 -C 20, wherein each R 1 is long chain C 13 -C 19 branched alkyl or unsaturated alkyl, and the ratio of branched alkyl to unsaturated alkyl is about 50:50 to about 30:70; For unsaturated alkyl groups, the average iodine value of the parent fatty acid of said R 1 group is from about 70 to about 115; And wherein the counterion X- is chloride.

In addition, fabric soft activator levels containing polyunsaturated alkylene groups are at least about 3% by weight of the total softener activator present and the average iodine value of the parent fatty acid of R1 is from about 60 to about 140.

The chelants in the composition are diethylenetriaminepentaacetic acid, ethylenediaminetetraacetic acid, ethylenediamineN, N-disuccinic acid, diethylenetriamine-N, N, N'N ", N" -pentakis (methane phosphoric acid), Nitrilotriacetic acid and mixtures thereof, diethylenetriaminepentaacetic acid being most preferred. Preferably, the composition comprises about 0.01% to about 5% by weight of the composition of the chelant and / or about 4% to about 50% by weight of the fabric softener activator, most preferably about 10% to about 40% do.

According to a second embodiment of the invention, a transparent or translucent fabric softening composition is provided. The composition consists of:

A. about 2% to about 80% by weight of the composition of the biodegradable fabric softener active agent;

B. less than about 40 weight percent of the composition of the main solvent having a ClogP of about 0.15 to about 0.64;

C. about 0.001% to about 10% by weight of the composition of chelating material to improve color and clarity of the composition; And

E. The balance is water;

The composition then has a percentage turbidity of about 90 or less in the delivery mode of the Hunter Chromaticity Colorimeter.

Preferably, the percentage turbidity is less than about 50% and most preferably less than 25% in the Hunter chromaticity colorimeter delivery mode. The chelants are preferably diethylenetriaminepentaacetic acid, ethylenediaminetetraacetic acid, ethylenediamine N, N'disuccinic acid, diethylenetriamine-N, N, N ', N ", N" -pentakis (methane phosphoric acid) , Nitrilotriacetic acid and mixtures thereof, with diethylenetriaminepentaacetic acid being most preferred. The fabric supple activator may be as defined above.

Preferably, the composition is aqueous, translucent or transparent, and most preferably the transparent composition is about 3% to about 95%, preferably about 5% to about 80%, more preferably about 15% to about 70 %, And even more preferably about 40% to about 60% of water, and about 3% to about 40%, preferably about 10% to about 35%, more preferably about 12 of the main alcohol solvent B % To about 25%, and even more preferably about 14% to about 20%. The preferred product (composition) is not translucent or transparent without main solvent B. The amount of main solvent B required to prepare the translucent or transparent composition is preferably at least about 50%, more preferably at least about 60%, even more preferably at least about 75% of the total organic solvent present.

The main solvent is maintained as desired to the lowest level that provides acceptable stability / transparency in the current composition. The presence of water has an important effect on the main solvent achieving the transparency of the composition. The higher the water content, the higher the main solvent level (relative to the softener level) required to achieve the clarity of the product. Conversely, the lower the water content, the lower the main solvent (relative to the softener) is needed. Thus, at low water levels of about 5% to about 15%, the weight ratio of softener activator to main solvent is preferably from about 55:45 to about 85:15, more preferably from about 60-40 to about 80 : 20. At water levels of from about 15% to about 70%, the softener activator-to-main solvent weight ratio is preferably from about 45:55 to about 70:30, more preferably from about 55:45 to about 70:30. However, at high water levels of from about 70% to about 80%, the softener activator-to-main solvent weight ratio is preferably from about 30:70 to about 55:45, more preferably from about 35:65 to about 45:55 to be. At high water levels, even the ratio of softener to main solvent must be high.

The pH of the composition is preferably about 1 to about 7, preferably about 1.5 to about 5, more preferably about 2 to about 3.5.

The present invention relates to a translucent or transparent, aqueous concentrated liquid flexible composition comprising a chelant. In particular, it relates to flexible compositions for use in the cleaning cycle of a laundry process in order to provide good fabric-flexible / electrostatic-suppressing advantages. The composition is characterized by reduced fabric contamination, good water dispersibility, rewetability, and / or storage and viscosity stability at temperatures below normal temperatures, such as below normal room temperature, eg, 25 ° C.

Background of the Invention

The literature discloses problems with the formulation and preparation of translucent or transparent, concentrated fabric conditioning formulations. For example, European Patent Application No. 404,471, published December 27, 1990 by Machin et al. Discloses a homogeneous liquid flexible composition having at least 20% by weight of a softener and at least 5% by weight of short chain organic acids.

Fabric softening compositions containing high levels of solvents are known in the art. However, softener aggregates can be created and deposited on the garment, resulting in contaminants that can reduce softening performance. In addition, the composition may thicken and / or precipitate at lower temperatures such as about 40 ° F. (about 4 ° C.) to about 65 ° F. (about 18 ° C.). The composition is also expensive for the consumer due to the high level of solvent associated with the production of concentrated clear living organisms.

The present invention provides improved stability (eg, transparent or translucent) with low organic solvent levels (eg up to about 40% by weight of the composition) and chelating agents under normal storage conditions such as room temperature and below normal temperature under extended storage conditions. No precipitated, gelled, thickened or solidified). The composition also provides reduced fabric contamination, good cold water dispersibility, along with good softness, antistatic and fabric rewet properties as well as reduced dispenser residue formation and good cold-thaw recovery.

I. Fabric Softeners

The present invention provides as essential ingredients about 2% to about 80%, preferably about 13% to about 75%, more preferably about 17% to about 70 of a composition which is a fabric softener active agent selected from the same compounds, and mixtures thereof. %, And even more preferably about 19% to about 65% by weight.

(A) Diester quaternary ammonium fabric flexible activator compound (DEQA)

(1) The first form of DEQA preferably consists of a compound of the formula

Formula 1

Wherein each R substituent is hydrogen or a short-chain C1-C6, preferably C1-C3 alkyl or hydroxyalkyl group, for example methyl (most preferably), ethyl, propyl, hydroxyethyl, etc., benzyl or 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; Y is -O- (O) -C- or-(R) N- The sum of carbons at each R1, to which one carbon is added when (O) C-, is C6-C22, preferably C12-C22, more preferably C14-C20, but only the sum of R1 or YR1 is less than about 12 The sum of the other R1 or YR1 is at least about 16, with each R1 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 polysaturated alkyl).

R 1 may be branched chain alkyl and unsaturated alkyl (including polyunsaturated alkyl), wherein the ratio of branched chain alkyl to unsaturated alkyl is about 5:95 to about 95: 5, preferably about 75:25, more preferably From about 50:50 to about 30:70, in particular 35:65.

Optionally, a softener activator containing a polyunsaturated alkylene that is at least about 3%, preferably at least about 5%, more preferably about 10%, and even more preferably about 15% of the total softener activator present. May contain alkyl, monounsaturated alkylene and polyunsaturated alkylene groups (as used hereinafter "percent of softener activator" containing a given R1 is a percentage of the total R1 groups present, of a given R1 group). Based on taking the percentage of all actives on the basis).

The iodine value of the parent fatty acid of the R 1 group is preferably about 20 to about 140, more preferably 50 to 130; Most preferably from about 70 to about 115; In this case, the counterion X- may be any softener-miscible ion, preferably chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, and / or nitrate, and more preferably chloride.

Alternatively, the fabric flexible activator prepared according to the present invention has the formula:

Formula 2

(Wherein Y, R, R1 and X (-) have the same meaning as above). The compound includes a compound having the formula:

[CH3] 3 N (+) [CH2CH (CH20 (0) CR1) O (O) CR1] C1 (-)

Wherein -O (O) CR1 is partially derived from unsaturated, for example oleic acid, fatty acids, and preferably each R is a methyl or ethyl group and preferably each R1 is C15 to C19 having a branching degree And substitution is present in the alkyl chain.

Active compound mixtures of formulas (1) and (2) can also be prepared.

The counterion, X (-), may be any softener-miscible anion, preferably a strong acid, such as chloride, bromide, methyl sulfate, ethyl sulfate, sulfate, nitrate, etc., more preferably chloride anion. to be. Anions are also less preferred, but can carry a double charge when X (-) represents half of the group.

The fabric softener activator may consist of a mixture of compounds containing branched and unsaturated compounds, respectively. Preferred biodegradable quaternary ammonium fabric flexible compounds useful in the preparation of such mixtures are unsaturated and polyunsaturated fatty acids such as oleic acid, and / or partially hydrogenated fatty acids, vegetable oils and / or partially hydrogenated vegetable. Oils such as canola oil, peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil and the like, may contain the group -O- (O) CR1. Mixtures of unsaturated fatty acids and mixtures of DEQA derived differently from unsaturated fatty acids can be used and are preferred. Non-limiting examples of DEQAs made from preferred unsaturated fatty acids are described below as DEQA1 to DEQA8.

DEQA6 is made from soy fatty acids, DEQA7 is made from slightly hydrogenated resin fatty acids, and DEQA8 is made from slightly hydrogenated canola fatty acids.

In at least one portion of R1, DEQAs made with R1 containing side chains, for example isostearic acid, include other portions of the mixture. It is also optional that the fabric softener activator itself consists of a compound containing mixed side chain and unsaturated R 1 groups. The total activator represented by the side chain groups is typically from about 5% to about 95%, preferably from about 25% to about 75%, more preferably from about 35% to about 50%.

Suitable side chain fatty acids that can be used to prepare branched or mixed branched alkyl and unsaturated alkyl DEQAs can be prepared by a variety of methods. The corresponding side chain fatty alcohols are subjected to standard reactions, for example Brown, J. Amer. Chem. Soc. (1970), 92, 1637], and by reducing the side chain fatty acid using borane-THF. The following are non-limiting examples of side chain fatty acids.

Branched chain fatty acids 1: 2-n-heptyl undecanoic acid

2-n-heptyl undecanoic acid [22890-21-7] can be purchased from TCI America, catalog number IO281. This in turn can be prepared by oxidizing Guerbet alcohol 2-heptyl undecanol, which is an aldol condensation product of nonanal. Guerbet alcohol brand name ISOFOL

Alcohol is commercially available from Condea.

Branched fatty acids 2: 2-n-hexyldecanoic acid

2-n-heptyl undecanoic acid [25354-97-6] is available from TCI America, catalog number H0507. This, in turn, can be prepared by oxidizing Guerbet alcohol 2-hepsyldecanol, the aldol condensation product of octanal.

Side chain fatty acid 3: 2-n-butyloctanoic acid

2-n-butyloctanoic acid can be purchased from Union Carbide under the trade name ISOCA12 acid. It can be prepared by oxidizing Guerbet alcohol 2butyloctanol.

Branched fatty acids 4: 5,7,9-trimethylnonanoic acid

5,7,9-trimethylnonanoic acid and 3,5,7,9-tetramethylnonanoic acid are described in N.E. Lawson, et al. J. Am. Oil. Chem. Soc. 1981, 58, 59 can be produced from Union Camp Corporation using the oxo process described.

Branched chain fatty acids 5: alpha-alkylate carboxylic acids

RR'CHCO2H

Alpha substituted acids can be prepared by C-alkylation of enamines derived from straight chain aldehydes such as octanal or decanal. The induced enamine will produce carbanion on the alpha carbon at the terminal nitrogen. In the presence of a catalytic amount of NaI, the alkyl bromide and the enamine anion will react to provide a side chain enamine wherein the hydrolysis provides the alpha alkylated aldehyde. Aldehydes can be oxidized to the corresponding carboxylic acids.

Alpha-heptyldecanoic acid

The decanal (aldehyde) can be reacted with an excess of ring amines such as pyrrolidine by heating upon reflux in toluene in the presence of very small amounts of p-toluene sulfonic acid. As the amine condenses with aldehyde, water is produced and can be removed by reflux with a water containment. After the theoretical amount of water has been removed, heptyl bromide and sodium iodide can be added to completely alkylate in the same solvent system. After alkylation (overnight), the reaction mixture is poured onto ice and acidified with 20% HCl. The hydrolysis converts alkylated enamines to alpha-heptyl decanal. The product is isolated by separation and washed, then the solvent layer is dried and the solvent is removed continuously by vacuum distillation.

The isolated side chain aldehyde can then be converted to the desired carboxylic acid by oxidation in a suitable solvent system. Examples of oxidizing agents are: aqueous potassium permanganate; Jones reagent (CrO 3 / H 2 SO 4 / H 2 O) in acetone; CrO3-acetic acid and the like. The high molecular weight acid facilitates the separation of the desired alpha-heptyldecanoic acid from the oxidation medium.

Branched fatty acids 6: 9 and 10-alkoxyoctadecanoic acid, other positional isomers, and corresponding alkoxyoctadecanols.

9 and 10-methoxyoctadecanoic acid. The method of Siouffi et al., Described in Chemistry and Physics of Lipids, (1972), 8 (2), 91-101. About 5 g of methyl oleate is dissolved in about 8 g of methanol and treated with t-butyl hypobromite to provide a mixed methoxybromo derivative. It is isolated and debrominated with a Lenny catalyst and the crude acid is isolated after oxidation. Hydrogenation of the olefin component in the crude acid is carried out in cyclohexane with platinum oxide. This produces a crude mixture of the desired 9 and 10-methoxyoctadecanoic acid.

9 and 10-isopropoxyoctadecanoic acid. The same procedure is used except that 2-propanol is substituted for methanol in the bromination step. This yields the desired 9 and 10-isopropoxyoctadecanoic acid.

Positional Isomers of Alkoxyoctadecanoic Acid. The same procedure is used except that oleic acid is heated with methanesulfonic acid to primary isomerize into a mixture of unsaturated acids. In this case the alkoxybromination-reduction order results in a mixture of the addition position isomers of the alkoxyoctadecanoic acid.

Corresponding fatty alcohol. Substituted octadecanoic acid is described by Brown, J. Amer. Chem. Soc. (1970), 92, 1637] and then reduced to the corresponding octadecanol using borane-THF.

Branched fatty acids 7: phenyloctadecanoic acid, alkylphenyloctadecanoic acid, and the corresponding octadecanol.

Phenyloctadecanoic acid. The method of Nakano and Foglia described in The Journal of the American Oil Chemists Society, (1984), 61 (3), 569-73 is used. About 5 g parts of oleic acid and about 6.91 g parts of benzene are added dropwise at about 50 ° C. with about 10.2 g of methanesulfonic acid and then stirred for about 6 hours. The reaction mixture is added to water and extracted with diethyl ether. Vacuum stripping removes the solvent to provide a crude mixture of positional isomers of phenyloctadecanoic acid.

Methylphenyloctadecanoic acid. The synthesis is repeated with toluene instead of benzene to give mixed positional isomers of methylphenyloctadecanoic acid.

Octadecanol. Substituted octadecanoic acid is described by Brown, J. Amer. Chem. Soc. (1970), 92, 1637] and then reduced to the corresponding octadecanol using borane-THF.

Branched fatty acids 8: phenoxyoctadecanoic acid, hydroxyphenyloctadecanoic acid, and the corresponding octadecanol.

Hydroxyphenyloctadecanoic acid. The method of Nakano and Foglia described in The Journal of the American Oil Chemists Society, (1984), 61 (3), 569-73 is used. About 1: 5: 6 molar ratio of oleic acid, phenol, and methanesulfonic acid are reacted at about 25 ° C. for about 48 hours. The reaction mixture is added to water and extracted with ether. The extract is stripped with solvent and phenol to provide the desired crude mixed positional isomer of hydroxyphenyloctadecanoic acid.

Phenoxyoctadecanoic acid. The reaction is repeated with about 1: 5: 2 molar ratio of oleic acid, phenol, and methanesulfonic acid. The isolated crude product is predominantly phenoxyoctadecanoic acid but also contains hydroxyphenyloctadecanoic acid. A pure mixture of positional isomers phenoxyoctadecanoic acid is obtained by chromatography.

Octadecanol. Substituted octadecanoic acid is described by Brown, J. Amer. Chem. Soc. (1970), 92, 1637] and then reduced to the corresponding octadecanol using borane-THF.

Branched fatty acids 9: isostearic acid.

Isostearic acid is obtained upon dimerization of unsaturated C18 fatty acids, according to US Pat. No. 2,812,342, issued to R. M. Peter et al.

Suitable branched fabric flexible activators that can be mixed with the aforementioned unsaturated fabric flexible activators (DEQAs) to produce the fabric flexible activators of the present invention can be produced using the branched fatty acids, and / or the corresponding branched fatty acids. . Similarly, branched fatty acids and / or alcohols may be used to produce suitable mixed chain activators using unsaturated fatty acids and / or alcohols.

As disclosed above, other preferred DEQA's are prepared as a single DEQA from a blend of all other side chain and unsaturated fatty acids (total fatty acid blend) expressed, rather than a mixture blend of isolated final DEQA's prepared from other portions of the total fatty acid blend.

At least a substantial percentage of the fatty acyl groups may be unsaturated, for example about 25%, 70%, preferably about 50% to about 65%. Polyunsaturated fatty acid groups can be used. The total activator level containing the polyunsaturated fatty acyl group (TPU) is from about 3% to about 30%, preferably from about 5% to 25%, more preferably from about 10% to about 18%. Both cis and trans isomers can be used, preferably from 1: 1 to about 50: 1 of the cis / trans ratio, with a minimum of 1: 1, preferably 3: 1, and more preferably 4: 1 to 20 Is: 1. (As used below, the “percent of softener activator” containing a given R1 group is the same R1 group as the total R1 group used to produce all softener activators).

Unsaturated acyl groups, including polyunsaturated groups, discussed before and after, surprisingly provide effective softness when used as side chain fatty acyl groups and also provide good rewetting properties, good antistatic properties, and especially good recovery after freezing and thawing. .

Mixed side chain and unsaturated materials are easier to formulate than conventional saturated side chain fabric softener actives. These can be used to produce concentrated premixes that maintain low viscosity thus facilitating processes such as pumps, mixing and the like. Normally only of a solvent mixed with the mixture, such as, for example, about 5% to about 20%, preferably about 8% to 25%, more preferably about 10% to about 20% of the total softener / solvent mixture The materials with small amounts are also easy to formulate into the concentrated, stable compositions of the present invention even at any temperature. This ability to process actives at low temperatures minimizes degradation and is therefore particularly important for polyunsaturated groups. Additional protection against degradation may be provided when the compound and softener composition contain an effective antioxidant and / or reducing agent, as described below. The use of branched chain fatty acyl groups improves degradation resistance while maintaining inducibility and improving flexibility.

The present invention may also contain formula (1) and / or formula (2) above, wherein some medium chain biodegradable quaternary ammonium fabric flexible compound, DEQA, having:

Each Y is -O- (O) C, or -C (O) -O-, preferably -O- (O) C-,

m is 2 or 3, preferably 2,

Each n is 1 to 4, preferably 2,

Each R substituent is a C1-C6 alkyl, preferably a methyl, ethyl, propyl, benzyl group and mixtures thereof, more preferably a C1-C3 alkyl group;

Each R 1, or YR 1, is a saturated C 8 -C 14, preferably C 12 -C 14 hydrocarbyl, or substituted hydrocarbyl substituent (IV is preferably less than about 10, more preferably less than about 5), (Y is -O- (O) C- or-(R) N- (O) C-) and the counterion X- are the same as above. Preferably X- does not include phosphate.

Saturated C8-C14 fatty acyl groups can be pure derivatives or mixed chain lengths.

Suitable fatty acid sources for the fatty acyl groups are coco, lauric, capryl and capric acid.

For C12-C14 (or C11-C13) hydrocarbyl groups, the group is preferably saturated, eg IV is preferably less than about 10, preferably less than about 5.

Side chains R and R1 substituents contain various groups, such as alkoxy groups, which act as a branch, and as long as the R1 group maintains basically hydrophobic properties, a small percentage is straight chain. Preferred compounds may contemplate cured dihydrate dimethyl ammonium chloride (hereinafter referred to as "DTDMAC") and are widely used as fabric softeners.

As used above, when specifying a diester, it may include a single ester present. Preferably about 80% of the DEQA is in diester form, and from 0% to about 20% is a DEQA monoester, wherein one YR1 group may be either -OH or -C (O) OH, M is 2. Corresponding diamines and / or mixed ester-amides may also include an activator having one long chain hydrophobic group, eg, the YR1 group may be either -N (R) H, or -C (O) OH. . In the following, any of the levels for a single ester activator may also apply to a single amide activator. For softness, the percentage of a single ester should be as low as possible, preferably about 5% or less, under zero / low detergent transport laundry conditions. However, under high anionic detergent surfactant or detergent enhancer transport conditions, some single esters may be preferred. The total ratio of diesters to single esters is from about 100: 1 to about 2: 1, preferably from about 50: 1 to about 5: 1, more preferably from about 13: 1 to about 8: 1. Under high detergent transport conditions, the di / single ester ratio is preferably about 11: 1. The level of single ester percentage can be adjusted in the preparation of DEQA.

As experimental examples below, the compounds used as biodegradable quaternary ester-amine analogs in the practice of the present invention can be prepared using standard chemical reactions. In the synthesis of the diester variation of DTDMAC, the amine of formula RN (CH2CH2OH) 2 is esterified with the acid chloride of formula R1C (O) C1 at both hydroxyl groups and then quaternized with an alkyl halide, RX to give the desired reaction. To obtain the product, wherein R and R1 are as defined above. However, the reaction order will be determined by the wide selection of agents to be prepared by those skilled in the art.

Still other DEQA softener activators and concentrated, clear liquid fabric softener compositions of the present invention suitable for formulation of fabric softeners have Formula (1) above (wherein the R group is a C1-4 hydroxy alkyl group, preferably one R group is a hydroxyethyl group).

(2) The second type of DEQA has the following general formula:

Formula 2

(Wherein, Y, R, R1, and X (-) have the same meaning as above). The compound includes those having the formula:

[CH3] 3N (+) [CH2CH (CH2O (O) CR1) O (O) CR1] Cl (-)

Wherein each R is a methyl or ethyl group and preferably each R1 is in the range of C15 to C19. The anion X (-) in the molecule is the same as in DEQA (1) above. May be used to include a single ester present The amount of a single ester that may be present is the same as in DEQA (1) Formula (2) An example of a preferred DEQA is formula 1,2-di (acyloxy) Is a "propyl" ester quaternary ammonium fabric softener activator with 3-trimethylammoniotropane chloride, wherein the acyl group is the same as that of DEQA5.

Such forms of formulations and general methods of making them are disclosed in US Pat. No. 4,137,180, issued to Naik et al. On January 30, 1979.

In suitable softener activators (1) and (2), each R 1 may be an alkyl, branched alkyl, monounsaturated unsaturated alkyl, or polyunsaturated alkyl group. The activator may contain side chain alkyl and unsaturated alkyl R1 groups in individual molecules, in particular in the ratios disclosed above.

The DEQAs may contain low levels of fatty acids and may use the unreacted starting materials used to produce DEQA and / or byproducts of any partial degradation (hydrolysis) of the softener activator in the final composition. Preferably the level of free fatty acids is low, preferably about 10% or less of the softener activator, and more preferably about 5% by weight or less.

II. Main solvent system

The composition of the present invention comprises less than about 40%, preferably from about 10% to about 35%, more preferably from about 12% to about 25%, and even more preferably from about 14% of the main solvent by weight of the composition About 20%. The main solvent is chosen to minimize the irritating effects of the solvent in the composition and provide a low viscosity in the final composition. For example, isopropyl alcohol is not very effective and has a strong odor. n-propyl alcohol is more effective but also smells. Some butyl alcohols can also be used when used as part of the main solvent system to minimize odor, but particularly effective transparency / stability. Alcohols may also be selected for optimal low temperature stability, ie, up to about 40 ° F. (about 4.4 ° C.), to produce compositions that are acceptable low viscosity and translucent, preferably transparent liquids, After storage up to about 6.7 ° C.).

The stability of any main solvent for the formulation of a stable liquid, concentrated, stable fabric softener composition is surprisingly optional. Suitable solvents can be selected based on their octanol / water fraction coefficient (P). The octanol / water fraction coefficient of the main solvent is the ratio between the average concentration in octanol and water. The fractional coefficients of the main solvent components of the present invention are given in the form of logP logarithms below 10 for convenience.

Many components of logP have been reported; For example, Daylight Chemical Information Systems, Inc. (Daylight CIS), commercially available from Irvine, California, and the Pomona92 database are included in the first literature for many certifications. However, logP values are also most conveniently calculated by Daylight CIS commercial "CLOGP". The program also lists the actual logP values when marketed in the Pomona92 database. "Real logP" (ClogP), cited in Hansch and Leo (cf. A. Leo, in Comprehensive Medical Chemistry, Vol. 4, C. Hansch, PG Sammens, JB Taylor and CA Ramsden, Eds., P. 295 Pergamon Press, 1990). The fragmentary approach is based on the chemical structure of each component and takes into account the number and shape of atoms, atomic linkages and chemical bonds. The most reliable and widely used ClogP values for the evaluation of the physicochemical properties are preferably used instead of the measured logP values in the selection of the main solvent component useful in the present invention. Other methods that can be used to calculate ClogP are described, for example, in Clippen's fragmentation method as proposed in J. Chem. Id. Comput. Sci., 27, 21 (1987); Viswanadhan's fragmentation method as disclose in J. Chem. Inf. Comput. Sci., 29, 163 (1989); And Broto's method as revealed in Eur. J. Med. Chem. -Chim. Theor., 19, 71 (1984).

The main solvent is selected from those having a ClogP of about 0.15 to about 0.64, preferably about 0.25 to about 0.62, and more preferably about 0.40 to about 0.60, wherein the main solvent is preferably at or near room temperature Asymmetric, and preferably dissolved or solidified and liquid. Solvents having a low molecular weight are biodegradable and also suitable for some purposes. More asymmetric solvents appear very preferred, while highly symmetrical solvents having asymmetric centers such as 1,7-heptadiol, or 1,4-bis (hydroxymethyl) cyclohexane, when used alone, are in the preferred range Even when the ClogP value drops, it appears that it is not possible to provide a transparent composition. About 27% di (oleoyloxyethyl) dimethylammonium chloride, about 16-20% main solvent, and about 4-6% ethanol remain clear during storage at about 40 ° F. (about 4.4 ° C.) and The most suitable main solvent can be selected by measuring recovery from freezing at about 0 ° F. (about −18 ° C.).

The most preferred main solvent can be identified by the appearance of the freeze-drying dilution treatment composition used for the textile treatment. The diluted composition appears to have a dispersion of fabric softeners that exhibits a more single thin layer appearance than conventional fabric softener compositions. The closer to the single thin film appearance, the better the performance of the composition. The composition surprisingly provides good fabric softening compared to similar compositions prepared in a conventional manner with the same fabric softener actives. The compositions also inherently provide improved fragrance precipitation compared to conventional fabric softening compositions when fragrance is added to the composition at or near room temperature.

Main solvents which can be used are listed below under various lists, for example, a plurality of carbon atoms; Monol; Derivatives of glycerin; Alkoxylates of diols; And aliphatic and / or cycloaliphatic diols having all of the above mixtures. Preferred main solvents are italic and the most preferred main solvents are bold. The reference number is the chemical abstract service registration number (CAS number) for the compound having the number. The novel compounds are then identified and can be used to prepare the compounds, as described. Some unusable main solvents are also listed for comparison purposes. However, unusable main solvents can be used in mixtures with usable main solvents. Usable main solvents may be used to prepare concentrated fabric softener compositions that meet these stability / transparency requirements.

Many diol main solvents having the same formula may exist as many stereoisomers and / or optical isomers. Each isomer is normally assigned a different CAS number. For example, other isomers of 4-methyl-2,3-hexanediol include the following CAS numbers: 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 or more.

For simplicity, in the following list, the valence formulas are listed as only one CAS number. The above disclosure is for experimental purposes only and is sufficient to practice the present invention. This is not a limitation. Thus, it is noted that other isomers having different CAS numbers and mixtures thereof are also included. By the same feature, when the CAS number denotes a molecule containing some special isotopes, for example deuterium, tritium, carbon-13, etc., substances containing naturally distributed isotopes are also derived, and vice versa. It is thought that sometimes becomes.

Mono-ols CAS No. n-propanol 71-23-8 CAS No. 2-butanol2-methyl-2-propanol 15892-23-675-65-0 Isomers available 2-methyl-1-propanol 78-83-1

C6 diols Isomers available CAS No. 2,3-butanediol, 2,3-dimethyl-1,2-butanediol, 2,3-dimethyl-1,2-butanediol, 3,3-dimethyl-2,3-pentanediol, 2-methyl-2,3 -Pentanediol, 3-methyl-2,3-pentanediol, 4-methyl-2,3-hexanediol 3,4-hexanediol 1,2-butanediol, 2-ethyl-1,2-pentanediol, 2- Methyl-1,2-pentanediol, 3-methyl-1,2-pentanediol, 4-methyl-1,2-hexanediol 76-09-566553-15-959562-82-27795-80-463521-37-97795-79-1617-30-1922-17-866553-16-020667-05-4159623-53-772110-08-96920- 22-5 Unusable Isomers 1,3-propanediol, 2-ethyl-2-methyl-1,3-propanediol, 2-isopropyl-1,3-propanediol, 2-propyl-1,3-hexanediol, 2,2-dimethyl -1,3-hexanediol, 2,3-dimethyl-1,3-hexanediol, 2-ethyl-1,4-butanediol, 2,2-methyl-1,4-hexanediol, 2,3-methyl- 1,4-hexanediol, 2-ethyl-1,3-pentanediol, 2-methyl-1,3-pentanediol, 3-methyl-1,3-pentanediol, 4-methyl-1,4-pentanediol , 2-methyl-1,4-pentanediol, 3-methyl-1,4-pentanediol, 4-methyl-1,5-pentanediol, 2-methyl-1,5-pentanediol, 3-methyl-2 , 4-pentanediol, 2-methyl-2,4-pentanediol, 3-methyl-1,3-hexanediol 1,4-hexanediol 1,5-hexanediol 1,6-hexanediol 2,4-hexane Diol 2,5-hexanediol

C7 diols Isomers available CAS No. 1,3-propanediol, 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-1,2-butanediol, 2,3,3-trimethyl-1,4-butanediol, 2-ethyl-2-methyl- 1,4-butanediol, 2-ethyl-3-methyl-1,4-butanediol, 2-propyl-1,4-butanediol, 2-isopropyl-1,5-pentanediol, 2,2-dimethyl-1, 5-pentanediol, 2,3-methyl-1,5-pentanediol, 2, -methyl-1,5-pentanediol, 3,3-methyl-2,3-pentanediol, 2,3-dimethyl-2 , 3-pentanediol, 2,4-dimethyl-2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4,4-dimethyl-3,4-pentanediol, 2,3-dimethyl -1,5-pentanediol, 2-ethyl-1,6-hexanediol, 2-methyl-1,6-hexanediol, 3-methyl-2,3-hexanediol, 2-methyl-2,3-hexane Diol, 3-methyl-2,3-hexanediol, 4-methyl-2,3-hexanediol, 5-methyl-3,4-hexanediol, 2-methyl-3,4-hexanediol, 3-methyl- 1,3-heptane diol 1,4-heptane diol 1,5-heptane diol 1,6-heptane diol 2612-26-2115-76-433673-01-726462-20-878-26-2Method B76651-99466225-34-162946-68-339497-66-O3121-82-281554-20-32121-69-953120- 74-46931-70-066225-53-437164-04-889851-45-6Method B14189-13-025258-92-84089-71-859215-55-3139093-40-6 *** Method BMethod B18938-47 -123433-04-740646-07-960096-09-513175-27-4 Preferred Isomers 1,3-propanediol, 2-butyl-1,4-butanediol, 2-propyl-1,5-pentanediol, 2-ethyl-2,3-pentanediol, 2,3-dimethyl-2,3-pentane Diol, 2.4-dimethyl-2,3-pentanediol, 3,4-dimethyl-2,3-pentanediol, 4,4-dimethyl-3,4-pentanediol, 2,3-dimethyl-1,6-hexane Diol, 2-methyl-1,6-hexanediol, 3-methyl-1,3-heptanediol 1,4-heptanediol I, 5-heptanediol 1,6-heptanediol 2612-26-262946-68-314189-13-06931-70-066225-53-437164-04-889851-45-6Method B25258-92-84089-71-823433-04-740646-07-960096-09- 513175-27-4

More preferred isomers 2,3-pentanediol, 2,3-dimethyl- 6931-70-02,3-pentanediol, 2,4-dimethyl- 66225-53-42,3-pentanediol, 3,4-dimethyl- 37164-04 -82,3-pentanediol, 4,4-dimethyl- 89851-45-63,4-pentanediol, 2,3-dimethyl-method B Isomers available 1,3-propanediol, 2-methyl-2-isopropyl-1,2-butanediol, 2-ethyl-3-methyl-1,3-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-1,4-butanediol, 2 , 2,3-trimethyl-1,4-butanediol, 3-ethyl-1-methyl-1,2-pentanediol, 2,3-dimethyl-1,2-pentanediol, 2,4-dimethyl-1,2 -Pentanediol, 3,4-methyl-1,2-pentanediol, 4,4-dimethyl-1,2-pentanediol, 2,4-ethyl-1,3-pentanediol, 2,2-methyl-1 , 3-pentanediol, 2,3-methyl-1,3-pentanediol, 2, -methyl-1,3-pentanediol, 2-ethyl-1,3-pentanediol, 3,4-methyl-1, 3-pentanediol, 4,4-methyl-1,4-pentanediol, 2,2-methyl-1,4-pentanediol, 2,3-methyl-1,4-pentanediol, 2,4-methyl- 1,4-pentanediol, 3,3-dimethyl-1,4-pentanediol, 3,4-dimethyl-2,4-pentanediol, 2,3-dimethyl-2,4-pentanediol, 2,4- Dimethyl-2,4-pentanediol, 3,3-methyl-1,2-hexanediol, 2-methyl-1,2-hexanediol, 3-methyl-1,2-hexanediol, 4-methyl-1, 2-hexanediol, 5-methyl-1,3-hexanediol, 2-methyl-1,3-hexanediol, 3-methyl-1,3-hexanediol, 4-methyl-1,3-hexanediol, 5-methyl-1, 4-hexanediol, 2-methyl-

1,4-hexanediol, 3-methyl-1,4-hexanediol, 4-methyl-1,4-hexanediol, 5-methyl-1,5-hexanediol, 2-methyl-1,5-hexanediol , 3-methyl-1,5-hexanediol, 4-methyl-1,5-hexanediol, 5-methyl-2,4-hexanediol, 2-methyl-2,4-hexanediol, 3-methyl-2 , 4-hexanediol, 4-methyl-2,4-hexanediol, 5-methyl-2,5-hexanediol, 2-methyl-2,5-hexanediol, 3-methyl-1,2-heptanediol 2 , 3-heptane diol 2,4-heptane diol 2,5-heptane diol 2,6-heptane diol 3,4-heptane diol 1,7-heptane diol 3,5-heptane diol *** 146452-51-9; 146452-50-8; 14645249-5; 146452-48-4; 123807-34-1; 123807-33-0; 123807-32-9; 123807-31-8; Mixtures thereof.

Octanediol Isomers Propanediol derivatives Chemical Name CAS No. Isomers 1,3-propanediol, 2- (2-methylbutyl) -87194-40-91,3-propanediol, 2- (1,1 -dimethylpropyl) -method D1,3-propanediol, 2 usable -(1,2-dimethylpropyl)-method D1,3-propanediol, 2- (1-ethylpropyl) -25462-28-61,3-propanediol, 2- (1-methylbutyl)-22131-29 -91,3-propanediol, 2- (2,2-dimethylpropyl) -method D1,3-propanediol, 2- (3-methylbutyl) -25462-27-51,3-propanediol, 2-butyl -2-methyl-3121-83-31,3-propanediol, 2-ethyl-2-isopropyl- 24765-55-71,3-propanediol, 2-ethyl-2-propyl-25450-88-81, 3-propanediol, 2-methyl-2- (1-methylpropyl) -813-60-51,3-propanediol, 2-methyl-2- (2-methylpropyl) -25462-42-41,3- Propanediol, 2-t-butyl-2-methyl-25462-45-7 More preferred isomer 1,3-propanediol, 2- (1,1-dimethylpropyl) -method Dl, 3-propanediol, 2- (1,2-dimethylpropyl) -method Dl, 3-propanediol, 2- (1-ethylpropyl) -25462-28-6l, 3-propanediol, 2- (2,2-dimethylpropyl) -method Dl, 3-propanediol, 2-ethyl-2-isopropyl- 24765-55- 7l, 3-propanediol, 2-methyl-2- (1-methylpropyl) -813-60-5l, 3-propanediol, 2-methyl-2- (2-methylpropyl) -25462-42-4l, 3-propanediol, 2-t-butyl-2-methyl-25462-45-7 Unusable Isomers 1,3-propanediol, 2-pentyl-

Butanediol derivatives Isomers usable 1,3-butanediol, 2,2-diethyl- 99799-77-61,3-butanediol, 2- (1-methylpropyl) -method C1,3-butanediol, 2-butyl- 83988-22- 11,3-butanediol, 2-ethyl-2,3-methyl-method D1,3-butanediol, 2- (1,1-methylethyl) -67271-59-31,3-butanediol, 2- (2-methyl Propyl) -method C1,3-butanediol, 2-methyl-2-isopropyl-method C1,3-butanediol, 2-methyl-2-propyl- 99799-79-81,3-butanediol, 3-methyl-2- Isopropyl-method C1,3-butanediol, 3-methyl-2-propyl-method D1,4-butanediol, 2,2-diethyl-method H1,4-butanediol, 2-diethyl-2-propyl-method H1 , 4-butanediol, 2- (1-methylpropyl) -method H1,4-butanediol, 2-ethyl-2,3-methyl-method F1,4-butanediol, 2-ethyl-3,3-dimethyl-method F1 , 4-hexanediol, 2- (1,1-methylethyl)-36976-70-21,4-hexanediol, 2- (2-methylpropyl) -method F1,4-hexanediol, 2-methyl-3 -Propyl- 90951-76-11,4-hexanediol, 3-methyl-2-isopropyl- 99799-24-3 Preferred isomers 1,3-butanediol, 2,2-methyl-99799-77-61,3-butanediol, 2- (1-methylpropyl) -method C1,3-butanediol, 2-butyl-83988-22-11, 3-butanediol, 2-ethyl-2,3-dimethyl-method D1,3-hexanediol, 2- (1,1-dimethylethyl) -67271-58-31,3-butanediol, 2- (2-methylpropyl )-Method C1,3-butanediol, 2-methyl-2-isopropyl- Method C1,3-butanediol, 2-methyl-2-propyl- 99799-79-81,3-butanediol, 3-methyl-2-propyl Method D1,4-butanediol, 2,2-diethyl- Method H1,4-butanediol, 2-ethyl-2,3-dimethyl- Method F1,4-butanediol, 2-ethyl-3,3-dimethyl-method F1,4-butanediol, 2- (1,1-dimethylethyl)-36976-70-21,4-butanediol, 3-methyl-2-isopropyl- 99799-24-3

More Preferred Isomers l, 3-hexanediol, 2- (l-methylpropyl) -method Cl, 3-hexanediol, 2- (2-methylpropyl) -method Cl, 3-hexanediol, 2-butyl- 83988- 22-1l, 3-hexanediol, 2-methyl-2-propyl 99799-79-8l, 3-hexanediol, 3-methyl-2-propyl-method D1,4-hexanediol, 2,2-diethyl- Method H1,4-hexanediol, 2-ethyl-2,3-methyl- Method F1,4-hexanediol, 2-ethyl-2,3-methyl- Method F1,4-hexanediol, 2- (1,1 -Dimethylethyl)-36976-70-2 Unusable isomers 1,4-butanediol, 2-butyl-1,2-butanediol, 2-ethyl-3,3-dimethyl-1,4-butanediol, 2-methyl-2-isopropyl-1,2-butanediol, 3-methyl-2-isopropyl-1,4-butanediol, 2,2,3,3-tetramethyl-

Trimethylpentanediol Isomer Isomers usable 1,3-pentanediol, 2,2,3-trimethyl- 35512-54-01,3-pentanediol, 2,2,4-trimethyl-144-19-41,3-pentanediol, 2, 3,4-trimethyl-116614-13-21,3-pentanediol, 2,4,4-trimethyl-109387-36-21,3-pentanediol, 3,4,4-trimethyl- 81756-50-51, 4-pentanediol, 2,2,3-trimethyl-method H1,4-pentanediol, 2,2,4-trimethyl- 80864-10-41,4-pentanediol, 2,3,3-trimethyl-method H1 , 4-pentanediol, 2,3,4-trimethyl- 92340-74-41,4-pentanediol, 3,3,4-trimethyl-16466-35-61,5-pentanediol, 2,2,3- Trimethyl-method F1,5-pentanediol, 2,2,4-trimethyl-3465-14-31,5-pentanediol, 2,3,3-trimethyl-method A1,5-pentanediol, 2,3,4 -Trimethyl- 85373-83-72,4-pentanediol, 2,3,3-trimethyl- 24892-51-12,4-pentanediol, 2,3,4-trimethyl- 24892-52-2 Preferred Isomers 1,3-pentanediol, 2,2,3-trimethyl- 35512-54-01,3-pentanediol, 2,2,4-trimethyl-144-19-41,3-pentanediol, 2,3 , 4-trimethyl-116614-13-21,3-pentanediol, 2,4,4-trimethyl-109387-36-21,3-pentanediol, 3,4,4-trimethyl- 81756-50-51,4 -Pentanediol, 2,2,3-trimethyl-method H1,4-pentanediol, 2,2,4-trimethyl- 80864-10-41,4-pentanediol, 2,3,3-trimethyl-method F1, 4-pentanediol, 2,3.4-trimethyl- 92340-74-41,4-pentanediol, 3,3,4-trimethyl-16466-35-61,5-pentanediol, 2,2,3-trimethyl-method A1,5-pentanediol, 2,2,4-trimethyl-3465-14-31,5-pentanediol, 2,3,3-trimethyl-method A2,4-pentanediol, 2,3,4-trimethyl- 24892-52-2 More preferred isomer 1,3-pentanediol, 2,3,4-trimethyl-116614-13-21,4.pentanediol, 2,3,4-trimethyl- 92340-74-41,5-pentanediol, 2, 2,3-trimethyl-method Al, 5-pentanediol, 2,2,4-trimethyl-3465-14-31,5-pentadiol, 2,3,3-trimethyl-method A

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

Ethylmethylpentanediol isomer Isomers usable 1,3-pentanediol, 2-ethyl-2-methyl-method C1,3-pentanediol, 2-ethyl-3-methyl-method D1,3-pentanediol, 2-ethyl-4-methyl- 148904-97-61,3-pentanediol, 3-ethyl-2-methyl-55661-05-71,4-pentanediol, 2-ethyl-2-methyl-method H1,4-pentanediol, 2-ethyl- 3-Methyl-method F1,4-pentanediol, 2-ethyl-4-methyl-method G1,4-pentanediol, 3-ethyl-2-methyl-method F1,4-pentanediol, 3-ethyl-3- Methyl-method F1,5-pentanediol, 2-ethyl-2-methyl-method F1.5-pentanediol, 2-ethyl-3-methyl- 54886-83-81.5-pentanediol, 2-ethyl-4-methyl Method F1,5-pentanediol, 3-ethyl-3-methyl- 57740-12-22,4-pentanediol, 3-ethyl-2-methyl- method G More preferred isomer 1,3-pentanediol, 2-ethyl-2-methyl-method Cl, 3-pentanediol, 2-ethyl-3-methyl-method Dl, 3-pentanediol, 2-ethyl-4-methyl- 148904-97-61,4-pentanediol, 3-ethyl-2-methyl-55661-05-71,4-pentanediol, 2-ethyl-2-methyl-method H1,4-pentanediol, 2-ethyl- 3-Methyl-method F1,4-pentanediol, 2-ethyl-4-methyl-method G1,5-pentanediol, 3-ethyl-3-methyl- 57740-12-22,4-pentanediol, 3-ethyl 2-methyl-method G Unusable Isomers 1,2-pentanediol, 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-1,3-pentanediol, 3-ethyl-4-methyl-1,4-pentanediol, 3-ethyl-4-methyl-1,5-pentanediol, 3-ethyl-2-methyl-2,3-pentanediol, 3-ethyl-2-methyl-2,3-pentanediol, 3-ethyl-4 -Methyl-2,4-pentanediol, 3-ethyl-3-methyl-

Propylpentanediol Isomers Isomers usable 1,3-pentanediol, 2-isopropyl-method D1,3-pentanediol, 2-propyl-method C1,4-pentanediol, 2-isopropyl-method H1,4-pentanediol, 2- Propyl-method H1,4-pentanediol, 3-isopropyl-method H1,5-pentanediol, 2-isopropyl- 90951-89-62,4-pentanediol, 3-propyl-method C More preferred isomer 1,3-pentanediol, 2-isopropyl-method Dl, 3-pentanediol, 2-propyl-method C1,4-pentanediol, 2-isopropyl-method H1,4-pentanediol, 2- Propyl-method H1,4-pentanediol, 3-isopropyl-method H2,4-pentanediol, 3-propyl-method C Unusable Isomers 1,2-pentanediol, 2-propyl-1,2-pentanediol, 2-isopropyl-1,4-pentanediol, 3-propyl-1,5-pentanediol, 2-propyl-2, 4-pentanediol, 3-isopropyl-

Dimethylhexanediol Isomer Isomers usable 1,3-hexanediol, 2,2-dimethyl- 22006-96-81,3-hexanediol, 2,3-dimethyl-method D1,3-hexanediol, 2,4-dimethyl- 78122-99 -31,3-hexanediol, 2,5-dimethyl-method C1,3-hexanediol, 3,4-dimethyl-method D1,3-hexanediol, 3,5-dimethyl-method D1,3-hexanediol, 4,4-dimethyl-method C1,3-hexanediol, 4,5-dimethyl-method C1,4-hexanediol, 2,2-dimethyl-method F1,4-hexanediol, 2,3-dimethyl-method F1 , 4-hexanediol, 2,4-dimethyl-method G1,4-hexanediol, 2,5-dimethyl- 22417-60-31,4-hexanediol, 3,3-dimethyl-method F1,4-hexanediol , 3,4-dimethyl-method E1,4-hexanediol, 3,5-dimethyl-method H1,4-hexanediol, 4,5-dimethyl-method E1,4-hexanediol, 5,5-dimethyl- 38624 -38-31,5-hexanediol, 2,2-dimethyl-method A1,5-hexanediol, 2,3-dimethyl- 62718-05-21,5-hexanediol, 2,4-dimethyl- 73455-82 -01,5-hexanediol, 2,5-dimethyl- 58510-28-41,5-hexanediol, 3,3-dimethyl- 41736-99-61,5-hex Diol, 3,4-dimethyl-method A1,5-hexanediol, 3,5-dimethyl-method G1,5-hexanediol, 4,5-dimethyl-method F1,6-hexanediol, 2,2-dimethyl- 13622-91-81,6-hexanediol, 2,3-dimethyl-method F1,6-hexanediol, 2,4-dimethyl-method F1,6-hexanediol, 2,5-dimethyl- 49623-11-21 , 6-hexanediol, 3,3-dimethyl-method F1,6-hexanediol, 3,4-dimethyl- 65363-45-32,4-hexanediol, 2,3-dimethyl- 26344-17-22,4 -Hexanediol, 2,4-dimethyl- 29649-22-72,4-hexanediol, 2,5-dimethyl- 3899-89-62,4-hexanediol, 3,3-dimethyl- 42412-51-12, 4-hexanediol, 3,4-dimethyl- 90951-83-02,4-hexanediol, 3,5-dimethyl-159300-34-22,4-hexanediol, 4,5-dimethyl-method D2,4- Hexanediol, 5,5-dimethyl-108505-10-82,5-hexanediol, 2,3-dimethyl-method G2,5-hexanediol, 2,4-dimethyl-method G2,5-hexanediol, 2, 5-Dimethyl- 110-03-22,5-hexanediol, 3,3-dimethyl-method H2,5-hexanediol, 3,4-dimethyl- 99799-30-12,6-hexanediol, 3,3- Dimethyl- room A

More preferred isomer 1,3-hexanediol, 2,2-dimethyl-22006-96-8l, 3-hexanediol, 2,3-dimethyl-method D1,3-hexanediol, 2,4-dimethyl- 78122-99 -3l, 3-hexanediol, 2,5-dimethyl-method Cl, 3-hexanediol, 3,4-dimethyl-method Dl, 3-hexanediol, 3,5-dimethyl-method Dl, 3-hexanediol, 4,4-Dimethyl-method Cl, 3-hexanediol, 4,5-dimethyl-method C1,4-hexanediol, 2,2-dimethyl-method H1.4-hexanediol, 2,3-dimethyl-method F1 , 4-hexanediol, 2,4-dimethyl-method G1,4-hexanediol, 2,5-dimethyl-2241760-31,4-hexanediol, 3,3-dimethyl-method F1,4-hexanediol, 3 , 4-dimethyl-method E1,4-hexanediol, 3,5-dimethyl-method H1,4-hexanediol, 4,5-dimethyl-method E1,4-hexanediol, 5,5-dimethyl- 38624-38 -31,5-hexanediol, 2,2-dimethyl-method A1,5-hexanediol, 2,3-dimethyl- 62718-05-21,5-hexanediol, 2,4-dimethyl- 73455-82-01 , 5-hexanediol, 2,5-dimethyl- 58510-2841,5-hexanediol, 3,3-dimethyl- 41736-99-61,5-hex Aciddiol, 3,4-dimethyl-method A1,5-hexanediol, 3,5-dimethyl-method G1,5-hexanediol, 4,5-dimethyl-method F2,6-hexanediol, 3,3-dimethyl Method A

Unusable Isomers 1,2-hexanediol, 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-2,3-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-3,4-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-

Ethylhexanediol isomer More preferred isomer 1,3-hexanediol, 2-ethyl-94-96-2l, 4-hexanediol, 4-ethyl-method C1,4-hexanediol, 2-ethyl-148904-97-61,4-hexane Diol, 4-ethyl-1113-00-41,5-hexanediol, 2-ethyl- 58374-34-82,4-hexanediol, 3-ethyl-method C2,4-hexanediol, 4-ethyl- 33683- 47-52,5-hexanediol, 3-ethyl-method F Unusable Isomers 1,5-hexanediol, 4-ethyl-1,6-hexanediol, 2-ethyl-1,4-hexanediol, 3-ethyl-1,5-hexanediol, 3-ethyl-1,6 -Hexanediol, 3-ethyl-1,2-hexanediol, 2-ethyl-1,2-hexanediol, 3-ethyl-1,2-hexanediol, 4-ethyl2,3-hexanediol, 3-ethyl -2,3-hexanediol, 4-ethyl-3,4-hexanediol, 3-ethyl-1,3-hexanediol, 3-ethyl-

Methylheptane Diol Isomer Isomers Available 1,3-heptanediol, 2-methyl-109417-38-11,3-heptanediol, 3-methyl-165326-88-51,3-heptanedol, 4-methyl-method C1,3-heptane Diol, 5-methyl-method D1,3-heptanediol, 6-methyl-method C1,4-heptanediol, 2-ethyl-15966-03-71,4-heptanediol, 3-methyl-7748-38-11 , 4-heptanediol, 4-methyl- 72473-94-01,4-heptane diol, 5-methyl- 63003-04-31,4-heptane diol, 6-methyl- 99799-25-41, 5-heptane diol , 2-methyl-1416054-00-71,5-heptanediol, 3-methyl-method A1,5-heptanediol, 4-methyl-method A1,5-heptanediol, 5-methyl- 99799-26-51, 5-heptanediol, 6-methyl-577404-00-81,6-heptanediol, 2-methyl-132148-22-21,6-heptanediol, 3-methyl-method G1,6-heptanediol, 4-methyl 156307-84-51,6-heptanediol, 5-methyl-method A1,6-heptanediol, 6-methyl- 5392-57-42,4-heptanediol, 2-methyl-38836-26-92,4 -Heptanediol, 3-methyl-6964-04-12,4-heptanediol, 4-methyl-165326-87-42,4-heptanediol, 5-methyl-method C2,4-heptanediol, 6-meth Tyl-79356-95-92,5-heptanediol, 2-methyl-141605-02-92,5-heptanediol, 3-methyl-method G2,5-heptanediol, 4-methyl-156407-3842,5- Heptanediol, 5-methyl-148843-72-52,5-heptanediol, 6-methyl-51916-46.22,6-heptanediol, 2-methyl- 73304-48-02,6-heptanediol, 3-methyl- 29915-96-62,6-heptanediol, 4-methyl- 106257-69-63,4-heptanediol, 3-methyl-18938-50-63,5-heptanediol, 2-methyl-method C3,5- Heptanediol, 3-methyl-99799-27-63,5-heptanediol, 4-methyl-156407-37-3

More preferred isomer 1,3-heptanediol, 2-methyl-109417-38-1l, 3-heptanediol, 3-methyl-165326-88-5l, 3-heptanediol, 4-methyl-method Cl, 3-heptane Diol, 5-methyl-method D1,4-heptanediol, 6-methyl-method C1,4-heptanediol, 2-methyl-15966-03-71,4-heptanediol, 3-methyl-7748-38-11 , 4-heptanediol, 4-methyl- 72473-94-01,4-heptane diol, 5-methyl- 63003-04-31,4-heptane diol, 6-methyl- 99799-25-41, 5-heptane diol , 2-methyl-1416054-00-71,5-heptanediol, 3-methyl-method A1,5-heptanediol, 4-methyl-method A1,5-heptanediol, 5-methyl- 99799-26-5l, 5-heptanediol, 6-methyl-57740-00-81,6-heptanediol, 2-methyl-132148-22-21,6-heptanediol, 3-methyl-method G1,6-heptanediol, 4-methyl 156307-84-51,6-heptanediol, 5-methyl-method A1,6-heptanediol, 6-methyl- 5392-57-42,4-heptanediol, 2-methyl-38836-26-92,4 -Heptanediol, 3-methyl-6964-04-12,4-heptanediol, 4-methyl-165326-87-42,4-heptanediol, 5-methyl-method C2,4-heptanediol, 6- Methyl-79356-95-92,5-heptanediol, 2-methyl-141605-02-92,5-heptanediol, 3-methyl-method H2,5-heptanediol, 4-methyl-156407-39-42, 5-heptanediol, 5-methyl-148843-72-52,5-heptanediol, 6-methyl-51916-46-22,6-heptanediol, 2-methyl- 73304-48-02,6-heptanediol, 3-methyl- 29915-96-62,6-heptanediol, 4-methyl- 106257-69-63,4-heptanediol, 3-methyl-18938-50-63,5-heptanediol, 2-methyl-method C3,5-heptanediol, 4-methyl-156407-37-3

1,7-heptanediol, 2-methyl-1,7-heptanediol, 3-methyl-1,7-heptanediol, 4-methyl-2,3-heptanediol, 2-methyl-2,3-heptanediol , 3-methyl-2,3-heptanediol, 4-methyl-2,3-heptanediol, 5-methyl-2,3-heptanediol, 6-methyl-3,4-heptanediol, 2-methyl-3 , 4-heptanediol, 4-methyl-3,4-heptanediol, 5-methyl-3,4-heptanediol, 6-methyl-1,2-heptanediol, 2-methyl-1,2-heptanediol, 3-methyl-1,2-heptanediol, 4-methyl-1,2-heptanediol, 5-methyl-1,2-heptanediol, 6-methyl-

Octanediol Isomers More preferred isomer 2,4-octanediol 90162-24-62,5-octanediol 4527-78-02,6-octanediol Method A2,7-octanediol 19686-95-53,5-octanediol 24892-55- 53,6-octanediol 24434-09-1 Unusable Isomers 1,2-octanediol 1117-86-81,3-octanediol 23433-05-81,4-octanediol 51916-47-31,5-octanediol 2736-67-61,6-octanediol 4060 -76-61,7-octanediol 13175-32-11,8-octanediol 629-41-42,3-octanediol eg, 98464-24-53,4-octanediol eg, 99799-31-23,5 Octanediol eg, 129025-63-4

Nonanediol Isomers Chemical Name CAS No. Preferred Isomers 2,4-pentanediol, 2,3,3,4-tetramethyl- 19424-43-2 Isomers 2,4-pentanediol available, 3-t-butyl-142205-14-92,4-hexanediol, 2,5,5-trimethyl- 97460-08-72,4-hexanediol, 3,3, 4-trimethyl-method D2,4-hexanediol, 3,3,5-trimethyl- 27122-58-32,4-hexanediol, 3,5,5-trimethyl-method D2,4-hexanediol, 4,5 , 5-trimethyl-method D2,5-hexanediol, 3,3,4-trimethyl-method H2,5-hexanediol, 3,3,5-trimethyl-method G Isomers Available There are over 500 unusable isomers including: 2,4-hexanediol, 2,4,5-trimethyl- 36587-81-22,4-hesandiol, 2,3,5-trimethyl Erythro-26344-20-72,4-hexanediol, 2,3,5-trimethyl-, treo-26343-49-71,3-propanediol, 2-butyl-2-ethyl-115-84-42 , 4-hexanediol, 2,3,5-trimethyl-, threo-26343-49-7

Alkyl glyceryl ethers, di (hydroxyalkyl) ethers, and aryl glyceryl ethers Preferred monoglycerol ethers and derivatives 1,2-propanediol, 3- (butyloxy)-, triethoxylated 1,2-propanediol, 3- (butyloxy)-, tetraethoxylated More preferred monoglycerol ethers and derivatives CAS No. 1,2-propanediol, 3- (n-pentyloxy)-22636-32-41,2-propanediol, 3- (2-pentyloxy) -1,2- Propanediol, 3- (3-pentyloxy) -1,2-propanediol, 3- (2-methyl-1-butyloxy) -1,2-propanediol, 3- (iso-amyloxy) -1, 2-propanediol, 3- (3-methyl-2-butyloxy) 1,2-propanediol, 3- (cyclohexyloxy) 1,2-propanediol, 3- (1-cyclohex-1-enyl Roxy) -1,3-propanediol, 2- (pentyloxy) -l, 3-propanediol, 2- (2-pentyloxy) -1,3-propanediol, 2- (3-pentyloxy) -1 , 3-propanediol, 2- (2-methyl-1-butyloxy) -1,3-propanediol, 2- (iso-amyloxy) -1,3-propanediol, 2- (3-methyl-2 -Butyloxy) -l, 3-propanediol, 2- (cyclohexyloxy) -l, 3-propanediol, 2- (1-cyclohex-1-enyloxy) 1,2-propanediol, 3- (Butyloxy)-, pentaethoxylated 1,2-propanediol, 3- (butyloxy)-, hexaethoxylated 1,2-propanediol, 3- (butyloxy)-, heptaethoxylated 1,2-propanediol, 3- (butyloxy)-, octaethoxylated 1,2-propanediol, 3- (butyloxy)-, nonaethoxylated 1,2-propanediol, 3- (butyloxy ), Monopropoxylated 1,2-propanediol, 3- (butyloxy)-, dibutyleneoxylated 1,2-propanediol, 3- (butyloxy)-, tributyleneoxylated More preferred di (hydroxyalkyl) etherbis (2-hydroxybutyl) etherbis (2-hydroxycyclopentyl) ether Unusable monoglycerol ether 1,2-propanediol, 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-t-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) -1,3 Propanediol, 2- (1-cyclohex-2-enyloxy)-

Aromatic glyceryl ethers 1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy) -1,2-propanediol, 3- (1-phenyl-2-propaneoxy) -1,3-propanediol, 2-phenyloxy-1,3-propanediol, 2- (m-cresiloxy) -1,3-propanediol, 2- (p-cresiloxy) -1,3-propanediol, 2-benzyloxy-1,3-propanediol, 2- (2-phenylethyloxy) -1,3-propanediol, 2- (1-phenyl Ethyloxy)- Preferred Aromatic Glyceryl Ethers 1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy) -1,3- Propanediol, 2- (m-cresiloxy) -1,3-propanediol, 2- (p-cresiloxy) -1,3-propanediol, 2-benzyloxy-1,3-propanediol, 2 -(2-phenylethyloxy)- Preferred Aromatic Glyceryl Ethers 1,2-propanediol, 3-phenyloxy-1,2-propanediol, 3-benzyloxy-1,2-propanediol, 3- (2-phenylethyloxy) -l, 3- Propanediol, 2- (m-cresiloxy) -1,3-propanediol, 2- (p-cresiloxy) -1,3-propanediol, 2- (2-phenylethyloxy)-

Cycloaliphatic diols and derivatives Chemical Name CAS No. Preferred Cyclic Diols and Derivatives 1-Isopropyl-1,2-cyclobutanediol 59895-32-83-ethyl-4-methyl-1,2-cyclobutanediol3-propyl-1,2-cyclobutanediol3-isopropyl- 1,2-cyclobutanediol 42113-90-61-ethyl-1,2-cyclopentanediol 67396-17-21,2-dimethyl-1,2-cyclopentanediol 33046-20-71,4-dimethyl-1, 2-cyclopentanediol 89794-56-92,4,5-trimethyl-1,3-cyclopentanediol 3,3-dimethyl-1,2-cyclopentanediol 89794-57-03,4-dimethyl-1,2 -Cyclopentanediol 70051-69-33,5-dimethyl-1,2-cyclopentanediol 89794-58-13-ethyl--1,2-cyclopentanediol 4,4-dimethyl-1,2-cyclopentanediol 70197-54-54-ethyl-1,2-cyclopentanediol 1,1-bis (hydroxymethyl) cyclohexane 2658-60-81,2-bis (hydroxymethyl) cyclohexane 76155-27-61,2 -Dimethyl-1,3-cyclohexanediol 53023-07-71,3-bis (hydroxy) cyclohexane 13022-98-51,3-dimethyl-1,3-cyclohexanediol 128749-93-91,6- Dimethyl-1,3-cycle Hexanediol 164713-16-01-hydroxycyclohexaneethanol 40894-17-5l-hydroxycyclocyclohexaneethanol 15753-47-61-ethyl-1,3-cyclohexanediol 10601-18-01-methyl-1 , 2-cyclohexanediol 52718-65-72,2-dimethyl-1,3-cyclohexanediol 114693-83-32,3-dimethyl-1,4-cyclohexanediol 70156-82-02,4-dimethyl- 1,3-cyclohexanediol2,5-dimethyl-1,3-cyclohexanediol2,6.dimethyl-1,4-cyclohexanediol 34958-42-42-ethyl-1,3-cyclohexanediol 155433- 88-82-hydroxycyclohexaneethanol 24682-42-62-hydroxyethyl-1-cyclohexanol2-hydroxymethylcyclohexanol 89794-52-53-hydroxyethyl-1-cyclohexanol3-hydroxy Hydroxycyclohexaneethanol 86576-87-63-hydroxymethylcyclohexanol3-methyl-1,2-cyclohexanediol 23477-91-04,4-dimethyl-1,3-cyclohexanediol 14203-50-04, 5-dimethyl-1,3-cyclohexanediol4,6-dimethyl-1,3-cyclohexanediol 16066-66-34-ethyl-1,3-shi Lauric acid diol 4-hydroxyethyl-1-cyclohexanol 4-hydroxymethylcyclohexanol 33893-85-54-methyl-1,2-cyclohexanediol 23832-27-15,5-dimethyl-1,3 Cyclohexanediol 51335-83-2

5-ethyl-1,3-cyclohexanediol1,2-cycloheptanediol 108268-28-62-methyl-1,3-cycloheptanediol 101375-80-82-methyl-1,4-cycloheptanediol4- Methyl-1,3-cycloheptanediol5-methyl-1,3-cycloheptanediol5-methyl-1,4-cycloheptanediol 90201-00-66-methyl-1,4-cycloheptanediol 1,3- Cyclooctanediol 101935-36-81,4-cyclooctanediol 73982-04-41,5-cyclooctanediol 23418-82-81,2-cyclohexanediol, diethoxylate 1,2-cyclohexanediol, trie Toxylate 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, monobutylenoxylate 1 , 2-cyclohexanediol, dibutylenoxylate 1, 2-cyclohexanediol, tributylenoxylate

Chemical Name CAS No. More preferred cyclic diols and derivatives 1-isopropyl-1,2-cyclohexanediol 59395-32-93-ethyl-4-methyl-1,2-cyclobutanediol3-propyl-1,2-cyclobutanediol3-iso Propyl-1,2-cyclobutanediol 42113-90-61-ethyl-l, 2-cyclopentanediol 67396-17-21,2-dimethyl-1,2-cyclopentanediol 33046-20-71,4-dimethyl- 1,2-cyclopentanediol 39794-56-93,3-dimethyl-l, 2-cyclopentanediol 89794-57-03,4-dimethyl-1,2-cyclopentanediol 70051-69-33,5-dimethyl -l, 2-cyclopentanediol 89794-59-13-ethyl-1,2-cyclopentanediol4,4-dimethyl-1,2-cyclopentanediol 70197-54-54-ethyl-1,2-cyclopentane Diol 1,1-bis (hydroxymethyl) cyclohexane 2658-60-81,2-bis (hydroxymethyl) cyclohexane 76155-27-61,2-dimethyl-1,3-cyclohexanediol 53023-07- 7l, 3-bis (hydroxymethyl) cyclohexane 13022-93-51-hydroxy-cyclohexanemethanediol 15753-47-61-methyl-1,2-cyclohexanediol 52719-65-73- Hydroxymethylcyclohexanol3-methyl-1,2-cyclohexanediol 23477-91-04,4-dimethyl-1,3-cyclohexanediol 14203-50-04,5-dimethyl-1,3-cyclohexane Diol 4,6-dimethyl-l, 3-cyclohexanediol 16066-66-34-ethyl-l, 3-cyclohexanediol4-hydroxyethyl-1-cyclohexanol4-hydroxymethylcyclohexanol 33893- 85-54-Methyl-1,2-cyclohexanediol 23932-27-11,2-cycloheptanediol 108268-28-61,2-cyclohexanediol, pentaethoxylate 1,2-cyclohexanediol, hexae Toxylate 1,2-cyclohexanediol, heptaethoxylate 1,2-cyclohexanediol, octaethylate 1,2-cyclohexanediol, nonaethoxylate 1,2-cyclohexanediol, monoethoxylate 1,2-cyclohexanediol, dibutylenolsilate

Unsaturated alicyclic diols include the following known unsaturated alicyclic diols:

Unsaturated alicyclic diols that can be used Chemical Name CAS No. 1,2-cyclohexanediol, 1-ethenyl-2-ethyl- 58016-14-13-cyclobutene-1,2-diol, 1,2,3,4-tetramethyl- 90112 64 43-cyclobutene- 1,2-diol, 3,4-diethyl-14254360-03-cyclobutene-1,2-diol, 3- (l, l-dimethylethyl) -142543-56-43-cyclobutene-1,2- Diol, 3-butyl-142543-55-31,2-cyclopentanediol, 1,2-dimethyl-4-methylene-103150-02-31,2-cyclopentanediol, 1-ethyl-3-methylene- 90314 52-61,2-cyclopentanediol, 4- (1-propenyl) 128173-45-53-cyclopentene-1,2-diol, l-ethyl-3-methyl- 90314-43-51,2-cyclo Hexanediol, 1-ethenyl-134134-16-01,2-cyclohexanediol, 1-methyl-3-methylene-98204-78-51,2-cyclohexanediol, 1-methyl-4-methylene-133359- 53-91,2-cyclohexanediol, 3-ethenyl- 55310-51-51,2-cyclohexanediol, 4-ethenyl- 85905-16-43-cyclohexene-1,2-diol, 2,6 -Dimethyl-81969-75-73-cyclohexene-1,2-diol, 6,6-dimethyl-61875-93-24-cyclohexene-1,2-diol, 3,6-dimethyl-156808-73-04 - Cyclohexene-1,2-diol, 4,5-dimethyl-154351-54-93-cyclooctene-1,2-diol 170211-27-54-cyclooctene-1,2-diol 124791-61-35-cyclo Octene-1,2-diol 117468-07-2 Unusable cyclic diols 1,2-cyclopentanediol, 1- (1-methylethenyl) -61447-83-41,2-propanediol, 1-cyclopentyl-55383-20-51,3-cyclopentane Diol, 2- (1-methylethylidene)-65651-46-91,3-propanediol, 2- (1-cyclopenten-1-yl)-77192-43-91,3-propanediol, 2- (2-cyclopenten-1-yl) -25462-31-11,2-ethanediol, 1- (1-cyclohexen-1-yl) -151674-61-21,2-ethanediol, 1- (3 -Cyclohexene-1-yl) 64011-53-62-cyclohexene-1,4-diol, 5,5-dimethyl- 147274-55-34-cyclohexene-1,3-diol, 3,6-dimethyl- 127716-90-91,3-cycloheptanediol, 2-methylene-132292-67-25-cycloheptene-1,3-diol, 1-methyl- 160813-33-25-cycloheptene-1,3-diol, 5-Methyl- 160813-32-12-cyclooctene-1,4-diol 37996-40-0

C3C7 Diol Alkoxylated Derivatives

In the following table, 'EO' means polyethoxylate, ie-(CH2CH2O) nH, Me-En means methyl-hatched polyethoxylate-(CH2CH20) nCH3, and "2 (Me- En) "means the required 2 Me-En group," PO "means polypropoxylate,-(CH (CH3) CH20) nH," BO "means polybutyleneoxy group, (CH (CH2CH3) CH20 nH, and "n-BO" means poly (n-butyleneoxy) or poly (tetramethylene) oxy group-(CH2CH2CH2CH20) nH. All of the indicated alkoxylated derivatives are available, with the preferred ones in bold and listed in the second line. The method for preparing the alkoxylated derivatives is not limited and typical synthetic methods are shown below.

Substrate (a) Description CAS No. EO 1 (Me-En) 2 (Me-En) PO n-BO BO (b) (c) (d) (e) (f) (g) 1,2-propanediol (C3) 57-55-6 1-43-4 4 1,2-propanediol, 2-methyl- (C4) 558-43-0 4-108-10 One 3 One 1,3-propanediol (C3) 504-63-2 6-88 5-66 1,3-propanediol, 2,3-diethyl- (C7) 115-76-4 1-74-7 One 1-22 1,3-propanediol, 2,2-dimethyl- (C5) 126-30-7 1-2 3-44 1,3-propanediol, 2- (1-methylpropyl)-(C7) 33673-01-7 1-74-7 One 1-22 1,3-propanediol, 2- (2-methylpropyl)-(C7) 26462-20-8 1-74-7 One 1-22 1,3-propanediol, 2-ethyl- (C5) 2612-29-5 6-109-10 One 3 1,3-propanediol, 2-ethyl-2-methyl- (C6) 77-84-9 1-63-6 2 One 1,3-propanediol, 2-isopropyl- (C6) 2612-27-3 1-63-6 2 One 1,3-propanediol, 2-methyl- (C4) 2163-42-0 2-54-5 4-55 2 1,3-propanediol, 2-methyl-2-isopropyl- (C7) 2109-23-1 2-96-9 One 1-32-3 1,3-propanediol, 2-methyl-2-propyl- (C7) 78-26-2 1-74-7 One 1-22 1,3-butanediol, 2-propyl- (C6) 2612-28-4 1-4 2 One (a) In the above and in Table VII below, both the number of alkoxylated groups indicated are available, with the usual ranges listed in the first line and the preferred ones in bold form in the second line. The average number of (CH2CH2O) groups in an ethoxylated derivative. (C) The number of columns is the average number of (CH2CH2O) groups in one methyl-cap polyethoxylate substituent in each derivative. The average number of (CH2CH2O) groups in the two 2 methyl-cap polyethoxylate substituents in each derivative. (E) The number of rows in this column is the average number of (CH (CH3) CH20) groups in the polypropoxylated derivative. f) The number of columns is the average number of (CH2CH2CH2CH20) groups in the polytetramethyleneoxylated derivative. (g) The number of columns is the average number of (CH (CH2CH3) CH20) groups in the polybutoxylated derivative.

Substrate (a) Description CAS No. EO 1 (Me-En) 2 (Me-En) PO n-BO BO (b) (c) (d) (e) (f) (g) 1,2-butanediol (C4) 584-3-2 2-86-8 2-3 One 1,2-butanediol, 2,3-dimethyl- (C6) 66553-15-9 1-62-5 One 1-11 One 1,2-butanediol, 2-ethyl- (C6) 66553-16-0 1-3 One 1,2-butanediol, 3,3-dimethyl- (C7) 41051-72-3 1-2 One 1,3-propanediol, 2,2-dimethyl- (C6) 59562-82-2 1-62-5 1-11 1,2-butanediol, 3-methyl- (C5) 50468-22-9 1-2 One 1,3-butanediol (C4) 107-88-0 3-65-6 5 2 1,3-butanediol, 2,2,3-trimethyl- (C7) 16343-75-2 1-3 1-22 1,3-butanediol, 2,2-dimethyl- (C6) 76-35-7 3-86-8 3 1,3-butanediol, 2,3-dimethyl- (C6) 24893-35-4 3-86-8 3 1,3-butanediol, 2-ethyl- (C6) 66553--17-1 1-64-6 2-44-5 2-3 One 1,3-butanediol, 2-ethyl-2-methyl (C7) Method C One One 2-43 1,3-butanediol, 2-ethyl-2-methol- (C7) 68799-01-1 One One 2-43 1,3-butanediol, 2-isopropyl- (C7) 66567-04-2 One One 2-43

Substrate (a) Base material CAS No. EO 1 (Me-En) 2 (Me-En) PO n-BO BO (b) (c) (d) (e) (f) (g) 1,2-pentanediol (C5) 5343-92-0 3-107-10 One 2-33 1,2-pentanediol, 2-methyl- (C6) 20667-05-4 1-3 One 1,2-pentanediol, 3-methyl- (C6) 159623-53-7 1-3 One 1,2-pentanediol, 4-methyl- (C6) 72110-08-8 1-3 One 1,3-pentanediol (C5) 3174-67-2 1-2 3-4 1,3-pentanediol, 2,2-dimethyl- (C7) 2157-31-5 One One 2-43 1,3-pentanediol, 2,3-dimethyl- (C7) 66225-52-3 One One 2-43 1,3-pentanediol, 2,4-dimethyl- (C7) 60712-38-1 One One 2-43 1,3-pentanediol, 2-ethyl- (C7) 29887-11-4 2-96-8 One 1-32-3 1,3-pentanediol, 2-methyl- (C6) 149-31-5 1-64-6 2-3 One 1,3-pentanediol, 3,4-dimethyl- (C7) 129851-50-9 One One 2-43 1,3-pentanediol, 3-methyl- (C6), 33879-72-0 1-64-6 2-3 One 1,3-pentanediol, 4,4-dimethyl- (C7) 30458-16-3 One One 2-43 1,3-pentanediol, 4-methyl- (C6) 54876-99-2 1-64-6 2-3 1,4-pentanediol (C5) 626-95-9 1-2 3-4 1,4-pentanediol, 2,2-dimethyl- (C7) Method F One One 2-43 1,4-pentanediol, 2,3-dimethyl- (C7) Method F One One 2-43 1,4-pentanediol, 2,4-dimethyl- (C7) Method F One One 2-43 1,4-pentanediol, 2-methyl- (C6) 6287-17-8 1-64-6 2-3 One 1,4-pentanediol, 3,3-dimethyl- (C7) 81887-62-9 One One 2-43 1,4-pentanediol, 3,4-dimethyl- (C7) 63521-36-8 One One 2-43 1,4-pentanediol, 3-methyl- (C6) 26787-63-3 1-64-6 2-3 One 1,4-pentanediol, 4-methyl- (C6) 1462-10-8 1-64-6 2-3 One

Substrate (a) Base material CAS No. EO 1 (Me-En) 2 (Me-En) PO n-BO BO (b) (c) (d) (e) (f) (g) 1,5-pentanediol (C5) 111-29-5 4-108-10 One 3 1,5-pentanediol, 2,2-dimethyl- (C7) 3121-82-2 1-74-7 One 1-22 1,5-pentanediol, 2,3-dimethyl- (C7) 81554-20-3 1-74-7 One 1-22 1,5-pentanediol, 2,4-dimethyl- (C7) 2121-69-9 1-74-7 One 1-22 1,5-pentanediol, 2-ethyl- (C7) 14189-13-0 1-52-5 1-22 1,5-pentanediol, 2-methyl- (C6) 42856-62-2 1-4 2 1,5-pentanediol, 3,3-dimethyl- (C7) 53120-74-4 1-74-7 One 1-22 1,5-pentanediol, 3-methyl- (C7) 4457-71-0 1-4 2 2,3-pentanediol (C5) 42027-23-6 1-3 2 2,3-pentanediol, 2-methyl- (C6) 7795-80-4 1-74-7 One 1-22 2,3-pentanediol, 3-methyl- (C6) 63521-37-9 1-74-7 One 1-22 2,3-pentanediol, 4-methyl- (C6) 7795-79-1 1-74-7 One 1-22 2,4-pentanediol (C5) 625-69-4 1-42-4 4 2,4-pentanediol, 2,3-dimethyl- (C7) 24893-39-8 1-42-4 2 2,4-pentanediol, 2,4-dimethyl- (C7) 24892-49-7 1-42-4 2 One 2,4-pentanediol, 2-methyl- (C6) 107-41-5 5-108-10 3 One 2,4-pentanediol, 3,3-methyl- (C7) 24892-50-0 1-42-4 2 One 2,4-pentanediol, 3-methyl- (C6) Method H 5-108-10 3 One (a) In the above table, all of the indicated alkoxylated groups are usable, with the usual ranges listed in the first line and the preferred ones in bold form in the second line. (C) The number of columns is the average number of (CH2CH2O) groups in one methyl-cap polyethoxylate substituent in each derivative. (D) The number of columns is in each derivative. The average number of (CH2CH2O) groups in the two methyl-cap polyethoxylate substituents. (E) The number of columns is the average number of (CH (CH3) CH20) groups in the polypropoxylated derivative. The number is the average number of (CH2CH2CH2CH20) groups in the polytetramethyleneoxylated derivative. (G) The number in this column is the average number of (CH (CH2CH3) CH20) groups in the polybutoxylated derivative.

Substrate (a) Base material CAS No. EO 1 (Me-En) PO n-BO BO (b) (c) (e) (f) (g) 1,3-hexanediol (C6) 21531-91-9 1-52-5 2 One 1,3-hexanediol, 2-methyl- (C7) 66072-21-7 2-96-8 One 1-32-3 One 1,3-hexanediol, 3-methyl- (C7) Method D 2-96-8 One 1-32-3 1,3-hexanediol, 4-methyl- (C7) Method C 2-96-8 One 1-32-3 1,3-hexanediol, 5-methyl- (C7) 109863-14-1 2-96-8 One 1-32-3 1,4-hexanediol (C6) 16432-53-4 1-52-5 2 One 1,4-hexanediol, 2-methyl- (C7) Method F 2-96-8 One 1-32-3 1,4-hexanediol, 3-methyl- (C7) 66225-36-3 2-96-8 One 1-32-3 1,4-hexanediol, 4-methyl- (C7) 40646-08-0 2-96-8 One 1-32-3 1,4-hexanediol, 5-methyl- (C7) 38624-36-1 2-96-8 One 1-32-3 1,5-hexanediol (C6) 928-40-5 1-52-5 2 One 1,5-hexanediol, 2-methyl- (C7) Method F 2-96-8 One 1-32-3 1,5-hexanediol, 3-methyl- (C7) Method F 2-96-8 One 1-32-3 1,5-hexanediol, 4-methyl- (C7) 66225-37-4 2-96-8 One 1-32-3 1,5-hexanediol, 5-methyl- (C7) 1462-11-9 2-96-8 One 1-32-3 1,6-hexanediol (C6) 629-11-8 1-2 1-2 4 1,6-hexanediol, 2-methyl- (C7) 25258-92-8 1-52-5 1-21 1,6-hexanediol, 3-methyl- (C7) 4089-71-8 1-52-5 1-21 2,3-hexanediol (C6) 617-30-1 1-52-5 1-21

Substrate (a) Base material CAS No. EO 1 (Me-En) PO n-BO BO (b) (c) (e) (f) (g) 2,4-hexanediol (C6) 19780-90-6 3-85-8 3 2,4-hexanediol, 2-methyl- (C7) 66225-35-2 1-2 1-2 2,4-hexanediol, 3-methyl- (C7) 116530-79-1 1-2 1-2 2,4-hexanediol, 4-methyl- (C7) 38836-25-8 1-2 1-2 2,4-hexanediol, 5-methyl- (C7) 54877-00-8 1-2 1-2 2,5-hexanediol (C6) 2935-44-6 3-85-8 3 2,5-hexanediol, 2-methyl- (C7) 29044-06-2 1-2 1-2 2,5-hexanediol, 3-methyl- (C7) Method H 1-2 1-2 3,4-hexanediol (C6) 922-17-8 1-52-5 One (a) In the above table, all of the indicated alkoxylated groups are usable, with no typical ranges listed in the first line and the preferred ones in bold form in the second line. (C) The number of columns represents the average number of (CH2CH2O) groups in one methyl-cap polyethoxylate substituent in each derivative. (D) The number of columns represents each derivative. (E) The average number of (CH2CH2O) groups in two methyl-cap polyethoxylate substituents in the body. (E) The number of rows in this column is the average number of (CH (CH3) CH20) groups in the polypropoxylated derivative. The number of columns is the average number of (CH2CH2CH2CH20) groups in the polytetramethyleneoxylated derivative. (G) The number of rows is the average number of (CH (CH2CH3) CH20) groups in the polybutoxylated derivative.

Substrate (a) Base material CAS No. EO 1 (Me-En) PO n-BO (b) (c) (e) (f) 1,3-heethanediol (C7) 23433-04-7 1-73-6 One 1-22 1,4-heptanediol (C7) 40646-07-9 1-73-6 One 1-22 1,5-heptanediol (C7) 60096-09-5 1-73-6 One 1-22 1,6-heptanediol (C7) 13175-27-4 1-73-6 One 1-22 1,7-hexanediol (C7) 629-30-1 1-2 One 2,4-heptanediol (C7) 20748-86-1 3-107-10 One 3 2,5-heptanediol (C7) 70444-25-6 3-107-10 One One 3 2,6-heptanediol (C7) 5969-12-0 3-107-10 One One 3 3,5-heptanediol (C7) 86632-40-8 3-107-10 One One 3 (a) In the above table, all of the indicated alkoxylated groups are usable, with the usual ranges listed in the first line and the preferred ones in bold form in the second line. (C) The number of columns is the average number of (CH2CH2O) groups in the 1 methyl-cap polyethoxylate substituent in each derivative. (D) The number of columns is 2 in each derivative. The average number of (CH2CH2O) groups in the methyl-cap polyethoxylate substituent. (E) The number of columns is the average number of (CH (CH3) CH20) groups in the polypropoxylated derivative. (F) The number of rows is The average number of (CH2CH2CH2CH20) groups in polytetramethyleneoxylated derivatives. (G) The number of columns in this column is the average number of (CH (CH2CH3) CH20) groups in polybutoxylated derivatives.

Aromatic diols Chemical Name CAS No. Aromatic diols that can be used 1-phenyl-1,2-ethanediol 93-56-11-phenyl-1,2-propanediol 1855-09-02-phenyl-1,2-propanediol 87760-50-73-phenyl -1,2-propanediol 17131-14-51- (3-methylphenyl) -1,3-propanediol 5159943-51- (4-methylphenyl) -1,3-propanediol 159266-06-52-methyl-1 -Phenyl-1,3-propanediol 139068-60-31-phenyl-1,3-butanediol 118100-60-03-phenyl-1,3-butanediol 68330-54-11-phenyl-1,4-butanediol 136173- 88-12-phenyl-1,4-butanediol 95940-73-61-phenyl-2,3-butanediol 169437-68-7 Preferred Aromatic Diols 1-phenyl-1,2-ethanediol 93-56-11-phenyl-1,2-propanediol 1855-09-02-phenyl-1,2-propanediol 87760-50-73-phenyl- 1,2-propanediol 17131-14-51- (3-methylphenyl) -l, 3-propanediol 51699-43-51- (4-methylphenyl) -1,3-propanediol 159266-06-52-methyl- 1-phenyl-1,3-propanediol 139068-60.31-phenyl-1,3-butanediol 118100-60-03-phenyl-1,3-butanediol 68330-54-11-phenyl-1,4-butanediol 136173-88 -One More preferred aromatic diols 1-phenyl-l, 2-propanediol 1855-09-02-phenyl-l, 2-propanediol 37760-50-73-phenyl-1,2-propanediol 17131-14-51- ( 3-methylphenyl) -1,3-propanediol 51699-43-51- (4-methylphenyl) -l, 3-propanediol 159266-06-52-methyl-1-phenyl-1,3-propanediol 139068-60 -33-phenyl-l, 3-butanediol 69330-54-11-phenyl-1,4-butanediol 136173-88-1 Unusable diols 1-phenyl-1,3-propanediol 2-phenyl-1,3-propanediol 1-phenyl-1,2-butanediol 154902-08-62-phenyl-1,2-butanediol 157008-55- 43-phenyl-1,2-butanediol 141505-72-84-phenyl-1,2-butanediol 143615-31-02-phenyl-1,3-butanediol 103941-94-24-phenyl-1,3-butanediol 81096- 91-52-phenyl-2,3-butanediol 139432-94-7

X. Major solvents of analogous or identical structure of the above, wherein the total number of hydrogen atoms is increased by the addition of one or more additional CH 2 groups is useful, examples include the following known compounds, wherein the hydrogen atoms The total number of is maintained at the same number by introducing a double bond:

Examples of unsaturated compounds Unsaturated diols usable are 1,3-propanediol, 2,2-di-2-propenyl-55038-13-61,3-propanediol, 2- (1-pentenyl) -138436-18-71, 3-propanediol, 2- (2-methyl-2-propenyl) -2- (2-propenyl)-121887-76-11,3-propanediol, 2- (3-methyl-1-butenyl) 139436-17-61,3-propanediol, 2- (4-pentenyl)-73012-46-11,3-propanediol, 2-ethyl-2- (2-methyl-2-propenyl) -91367 -61-21,3-propanediol, 2-ethyl-2- (2-propenyl)-27606-26-41,3-propanediol, 2-methyl-2- (3-methyl-3-butenyl) 132130-95-11,3-butanediol, 2,2-diallyl-103985-49-51,3-butanediol, 2- (1-ethyl-1-propenyl)-116103-35-61,3-butanediol , 2- (2-butenyl) -2-methyl-92207-83-51,3-butanediol, 2- (3-methyl-2-butenyl) -98955-19-21,3-butanediol, 2-ethyl -2- (2-propenyl) -122761-93-71,3-butanediol, 2-methyl-2- (1-methyl-2-propenyl) -141585-58-21,4-butanediol, 2,3 -Bis (1-methylethylidene)-52127-63-61,4-butanediol, 2- (3-methyl -2-butenyl) -3-methylene-115895-78-82-butene-1,4-diol, 2- (l, 1-dimethylpropyl) -91154-01-72-butene-1,4-diol, 2- (1-methylpropyl) -91154-00-62-butene-1,4-diol, 2-butyl-153943-66-9

1,3-butanediol, 2-ethenyl-3-ethyl-104683-37-61,3-butanediol, 2-ethenyl-4,4-dimethyl-143447-08-91,4-butanediol, 3-methyl- 2- (2-propenyl)-139301-86-31,5-butanediol, 2- (1-propenyl)-84143-44-21,5-butanediol, 2- (2-propenyl)-134757-01 -01,5-butanediol, 2-ethylidene-3-methyl- 42178-93-81,5-butanediol, 2-propylidene- 58203-50-22,4-butanediol, 3-ethylidene-2,4- Dimethyl- 88610-19-94-pentene-1,3-diol, 2- (1,1-dimethylethyl) -109789-04-74-pentene-1,3-diol, 2-ethyl-2,3-dimethyl 90676-97-41,4-hexanediol, 4-ethyl-2-methylene- 66950-87-61,5-hexanediene-3,4-diol, 2,3,5-trimethyl-18984-03-71 , 5-hexanediene-3,4-diol, 5-ethyl-3-methyl-18927-12-31,5-butanediol, 2- (1-methylethenyl) -96802-18-51,6-butanediol, 2-ethenyl- 66747-31-71-hexene-3,4-diol, 5,5-dimethyl-169736-29-21-hexene-3,4-diol, 5,5-dimethyl- 120191-04-02 -Hexene-1,5-diol, 4-ethenyl-2,5-dimethyl- 70101-76-73-hexene-1,6-diol, 2-ethenyl-2,5-dimethyl-112763-52-73-hexene-1,6-diol, 2-ethyl-841434-45-33-hexene -1,6-diol, 3, -methyl- 125032-66-84-hexene-2,3-diol, 2,5-methyl-13295-45-34-hexene-2,3-diol, 3,4- Dimethyl- 135367-17-85-hexene-1,3-diol, 3- (2-propenyl) -74693-24-65-hexene-2,3-diol, 2,3-dimethyl-154386-00-25 -Hexene-2,3-diol, 3,4-dimethyl-135096-13-85-hexene-2,3-diol, 3,5-dimethyl- 134626-63-45-hexene-2,4-diol, 3 -Ethenyl-2,5-dimethyl-155751-24-91,4-heptanediol, 6-methyl-5-methylene-100590-29-21,5-heptadiene-3,4-diol, 2,3- Methyl-18927-06-51,5-heptadiene-3,4-diol, 2,5-methyl- 22607-16-51,5-heptadiene-3,4-diol, 3,5-methyl-18938- 51-71,7-heptanediol, 2,6-bis (methylene) -139618-24-91,7-heptanediol, 4-methylene- 71370-08-61-heptene-3,5-diol, 2,4 -Dimethyl-155932-77-71-heptene-3,5-diol, 2,6-dimethyl-132157-35-81-heptene-3,5-diol, 3-ethenyl-5-meth - 61841-10-91- heptene-3,5-diol, 6,6-dimethyl- 109788-01-4

2,4-heptadiene-2,6-diol, 4,6-dimethyl- 102605-95-82,5-heptadiene-1,7-diol, 4,4-dimethyl- 162816-19-52,6- Heptadiene-1,4-diol, 2,5,5--trimethyl-115346-30-02-heptene-1,4-diol, 5,6-dimethyl-103867-76-12-heptene-1,5- Diol, 5-ethyl-104683-39-82-heptene-1,7-diol, 2-methyl- 74868-68-13-heptene-1,5-diol, 4,6-dimethyl-147028-45-33- Heptene-1,7-diol, 3-methyl-6-methylene-109750-55-23-heptene-2,5-diol, 2,4-dimethyl- 98955-40-93-heptene-2,5-diol, 2,5-dimethyl- 24459-23-23-heptene-2,6-diol, 2,6-dimethyl- 160524-66-33-heptene-2,6-diol, 4,6-dimethyl- 59502-69- 95-heptene-1,3-diol, 2,4-dimethyl-123363-52-65-heptene-1,3-diol, 3,6-dimethyl- 96924-52-65-heptene-1,4-diol, 2,6-dimethyl- 106777-98-45-heptene-1,4-diol, 3,6-dimethyl-106777-99-55-heptene-2,4-diol, 2,3-dimethyl- 104651-56- 16-heptene-1,3-diol, 2,2-methyl-140192-39-86-heptene-1,4-diol, 4- (2-propenyl) -1727-87-36-heptene-1,4 -Diol, 5,6- Methyl-152344-16-66-heptene-1,5-diol, 2,4-dimethyl- 74231-27-96-heptene-1,5-diol, 2-ethylene-dimethyl- 91139-73-06-heptene- 2,4-diol, 4- (2-propenyl) -101536-75-86-heptene-2,4-diol, 5,5-dimethyl-98753-77-66-heptene-2,5-diol, 4 , 6-dimethyl-134876-94-16-heptene-2,5-diol, 5-ethenyl, 4-methyl- 65757-31-51,3-octanediol, 2-methylene- 108086-78-91,6 -Octadiene-3,5-diol, 2,6-dimethyl- 91140-06-61,6-octadiene-3,5-diol, 3,7-dimethyl- 75654-19-21,7-octadiene- 3,6-diol, 2,6-dimethyl- 51276-33-61,7-octadiene-3,6-diol, 2,7-methyl-26947-10-41,7-octadiene-3,6- Diol, 3,6-dimethyl- 31354-73-11-octene-3,6-diol, 3-ethenyl- 65757-34-82,4,6-octatriene-l, 8-diol, 2,7 -Dimethyl-162648-63-72,4-octadiene-1,7-diol, 3,7-dimethyl- 136054-24-52,5-octadiene-1,7-diol, 2,6-dimethyl- 91140 -07-72,5-octadiene-1,7-diol, 3,7-dimethyl- 117935-59-82,6-octadiene-1,4-diol, 3,7-dimethyl- (to Ridol) 101391-01-92,6-octadiene-1,8-diol, 2-methyl-149112-02-72,7-octadiene-1,4-diol, 3,7-dimethyl- 91140-08- 82,7-octadiene-1,5-diol, 2,6-dimethyl- 91140-09-92,7-octadiene-1,6-diol, 2,6-dimethyl- (8-hydroxylinalul) 103619-06-32,7-octadiene-1,6-diol, 2,7-dimethyl- 60250-14-8

2-octene-1,4-diol 40735-15-72-octene-1,7-diol 73842-95-22-octene-1,7-diol, 2-methyl-6-methylene-91140-16-83, 5-octadiene-1,7-diol, 3,7-dimethyl 62875-09-63,5-octadiene-2,7-diol, 2,7-dimethyl-7177-18-63,5-octanediol, 4-Methylene- 143233-15-23,7-octadiene-1,6-diol, 2,6-dimethyl-127446-29-13,7-octadiene-2,5-diol, 2,7-dimethyl- 171436-39-83,7-octadiene-2,5-diol, 2,6-dimethyl- 150283-67-33-octene-1,5-diol, 4-methyl-147028-43-13-octene-1 , 5-diol, 5-methyl- 19764-77-34,6-octadiene-1,3-diol, 2,2-dimethyl- 39824-01-64,7-octadiene-2,3-diol, 2 , 6-dimethyl- 51117-38-54,7-octadiene-2,6-diol, 2,6-dimethyl-59076-71-04-octene-1,6-diol, 7-methyl-84538-24- 94-octene-1,8-diol, 2,7-bis (methylene) -109750-56-34-octene-1,8-diol, 2-methylene-109750-58-55,7-octadiene-1, 4-diol, 2,7-methyl-105676-78-65,7-octadiene-1,4-diol, 7-methyl-105676-80-05-octene-1,3-diol 130272-38-76-octene-1,3-diol, 7-methyl-110971-19-26-octene-1,4-diol, 7-methyl-152715-87-26-octene-1,5-diol, 7-methyl-145623-79-66-octene-1,5-diol, 7-methyl-116214-61-06-octene-3,5-diol, 2-methyl-65534-66-96-octene-3, 5-diol, 4-methyl-156414-25-47-octene-1,3-diol, 2-methyl-155295-38-87-octene-1,3-diol, 4-methyl-142459-25-47- Octene-1,3-diol, 7-methyl-132130-96-27-octene-1,5-diol 7310-51-27-octene-1,6-diol 159099-43-17-octene-1,6- Diol, 5-methyl- 144880-56-87-octene-2,4-diol, 2-methyl-dimethylene- 72446-81-27-octene-2,5-diol, 7-methyl- 152344-12-27 -Octene-3,5-diol, 2-methyl- 98753-85-61-nonene-3,5-diol 119554-56-21-nonene-3,7-diol 23966-97-93-nonene-2,5 -Diol 165746-84-94,6-nonadiene-1,3-diol, 8-methyl-124099-52-14-nonene-2,8-diol 154600-80-3

6,8-nonadiene-1,5-diol 108586-O3-47-nonene-2,4-diol 30625-41-38-nonene-2,4-diol 119785-59-0B-nonene-2,5- Diol 132381-58-91,9-decadiene-3,8-diol 103984-04-91,9-decadiene-4,6-diol 138835-67-3 Preferred unsaturated diols 1,3-butanediol, 2, 2-diallyl-103985-49-51,3-butanediol, 2- (1-ethyl-1-propenyl)-116103-35-61,3-butanediol, 2- (2-butenyl) -2-methyl 92207-83-51,!-Butanediol, 2- (3-methyl-2-butenyl) -98955-19-21,3-butanediol, 2-ethyl-2- (2-propenyl) -122761-93 -71,3-butanediol, 2-methyl-2- (1-methyl-2-propenyl)-141585-58-21,4-butanediol, 2,3-bis (1-methylethylidene)-52127 63-61,3-butanediol, 2-ethenyl-3-ethyl-104683-37-61,3-butanediol, 2-ethenyl-4,4-dimethyl-143447-08-91,4-butanediol, 3- Methyl-2- (2-propenyl)-139301-86-34-pentene-1,3-diol, 2- (1,1-dimethylethyl) -109788-04-74-pentene-1,3-diol, 2-ethyl-2,3-dimethyl- 90676-97-41,4-hexanediol, 4-ethyl- 2-methylene- 66950-87-61,5-hexadiene-3,4-diol, 2,3,5-trimethyl- 18984-03-71,5-hexanediol, 2- (1-methylethenyl)- 96802-18-52-hexene-1,5-diol, 4-ethenyl-2,5-dimethyl- 70101-76-71,4-heptanediol, 6-methyl-5-methylene-100590-29-22, 4-heptadiene-2,6-diol, 4,6-dimethyl- 102605-95-82,6-heptadiene-1,4-diol, 2,5,5-trimethyl- 115346-30-02-heptene- 1,4-diol, 5,6-dimethyl-103867-76-13-heptene-1,5-diol, 4,6-dimethyl-147028-45-35-heptene-1,3-diol, 2,4- Dimethyl-123363-69-95-heptene-1,3-diol, 3,6-dimethyl-96924-52-65-heptene-1,4-diol, 2,6-dimethyl- 106777-98-45-heptene- 1,4-diol, 3,6-dimethyl- 106777-99-56-heptene-1,3-diol, 2,2-dimethyl- 140192-39-86-heptene-1,4-diol, 5,6- Dimethyl- 152344-16-66-heptene-1,5-diol, 2,4-dimethyl- 74231-27-96-heptene-1,5-diol, 2-ethylidene-6-methyl- 91139-73-06 -Heptene-2,4-diol, 4- (2-propenyl) -101536-75-8

1-octene-3,6-diol, 3-ethenyl- 65757-34-82,4,6-octatriene-1,8-diol, 2,7-dimethyl- 162648-63-72,5-octa Diene-1, 7-diol, 2,6-dimethyl-91140-O7-72,5-octadiene-1, 7-diol, 3,7-dimethyl- 117935-59-82,6-octadiene-1, 4-diol, 3,7-dimethyl- (rosiridol) 101391-01-92,6-octadiene-1,8-diol, 2-methyl-149112-02-72,7-octadiene-1,4- Diol, 3,7-dimethyl-91140-08-82,7-octadiene-], 5-diol, 2,6-dimethyl-91140-09-92,7-octadiene-1,6.diol, 2, 6.Dimethyl- (8-hydroxylinalul) 103619-06-32,7-octadiene-1,6-diol, 2,7-dimethyl- 60250-14-82-octene-1,7-diol, 2 -Methyl-dimethylene-91140-l4-83,5-octadiene-2,7-diol, 2,7-dimethyl-7177-18-63,5-octanediol, 4-methylene-143233-15-23, 7-octadiene-1,6-diol, 2,6-dimethyl-127446-29-14-octene-1,8-diol, 2-methyl-109750-58-56-octene-3,5-diol, 2 -Methyl- 65534-66-96-octene-3,5-diol, 4-methyl-156414-25-47-octene-2,4-diol, 2-methyl-6-methylene- 72446-81-27-octene-2,5-diol, 7-methyl- 152344-12-27-octene-3,5-diol, 2-methyl-98753-85-61-nonene-3,5-diol 119554 -56-21-nonen-3,7-diol 23866-97-93-nonen-2,5-diol 165746-84-94-nonen-2,8-diol 154600-80-36,8-nonadiene-1 , 5-diol 108586-03-47-nonene-2,4-diol 30625-41-38-nonene-2,4-diol 119785-59-08-nonene-2,5-diol 132381-58-91,9 Decadiene-3,8-diol 103984-04-91,9 Decadene-4,6-diol 138835-67-3

; And

ⅩⅠ. Mixtures thereof.

There is no C1-2 mono-ol that provides a clear concentrated fabric softener composition in the context of the present invention. Only one C3 mono-ol, n-propanol, provides an acceptable performance that forms a transparent product and remains transparent to a temperature of about 20 ° C. or recovered upon reheating to room temperature. Of the C4 mono-ols, only 2-butanol and 2-methyl-2-propanol provide very good performance, but the 2-methyl-2-propanol has an undesirably low boiling point. Except for the unsaturated mono-ols as described above and below, there is no C5-6 mono-ol which gives a clear product.

Several main solvents having two hydroxyl groups in the formula are known to be suitable for use in preparing the liquid, concentrated, transparent fabric softener compositions according to the present invention. The suitability of each main solvent was surprisingly found to be very selective, depending on the number of carbon atoms, the isomeric arrangement of molecules having the same number of carbon atoms, the degree of unsaturation, and the like. Main solvents having similar solubility characteristics as the main solvents and retaining at least some asymmetry will provide the same advantages as above. Suitable main solvents have a ClogP of about 0.15 to about 0.64, preferably about 0.25 to about 0.62, and more preferably about 0.40 to about 0.60.

For example, for the 1,2-alkanediol main solvent series having the formula HO-CH2-CHOH- (CH2) nH, where n is 1 to 8, the effective ClogP range is from about 0.15 to about 0.64. Only 1,2-hexanediol (n = 4) having a ClogP value of about 0.53 is a good main solvent and is included within the scope of the present invention, but other things, for example ClogP values outside the effective range of 0.15 to 0.64 1,2-propanediol, 1,2-butanediol, 1,2-pentanediol, 1,2-octanediol, and 1,2-decanediol having a compound are not good main solvents. In addition, among the isomers of hexanediol, 1,2-hexanediol is a good main solvent, and 1,3-hexanediol, 1,4-hexanediol, 1, having a ClogP value outside the effective range of 0.15 to 0.64. 5-hexanediol, 1,6-hexanediol, 2,4-hexanediol and 2,5-hexanediol are not good main solvents.

There is no C3-5 diol present herein which provides a clear concentrated composition.

There are a number of C6 diols which are preferred isomers, but only those given above are suitable for preparing transparent products, among which 1,2-butanediol, 2,3-dimethyl-; 1,2-butanediol, 3,3-dimethyl-; 2,3-pentanediol, 2-methyl-; 2,3-pentanediol, 3-methyl-; 2,3-pentanediol, 4-methyl-; 2,3-hexanediol; 3,4-hexanediol; 1,2-butanediol, 2-ethyl-; 1,2-pentanediol, 2-methyl-; 1,2-pentanediol, 3-methyl-; 1,2-pentanediol, 4-methyl-; And 1,2-hexanediol are preferable, 1,2-butanediol and 2-ethyl-; 1,2-pentanediol, 2-methyl-; 1,2-pentanediol, 3-methyl-; 1,2-pentanediol, 4-methyl-; And 1,2-hexanediol are most preferred.

While there are more possible C7 diol isomers, only those presented above provide transparent products, among which 1,3-butanediol, 2-butyl-; 1,4-butanediol and 2-propyl-; 1,5-pentanediol, 2-ethyl-; 2,3-pentanediol and 2,3-dimethyl-; 2,3-pentanediol and 2,4-dimethyl-; 2,3-pentanediol, 4,4-dimethyl-; 3,4-pentanediol, 2,3-dimethyl-; 1,6-hexanediol, 2-methyl-; 1,6-hexanediol, 3-methyl-; 1,3-heptanediol; 1,4-heptanediol; 1,5-heptanediol; 1,6-heptane diol is preferable and 2,3-pentanediol and 2,3-dimethyl-; 2,3-pentanediol and 2,4-dimethyl-; 2,3-pentanediol, 3,4-dimethyl-; 2,3-pentanediol, 4,4-dimethyl-; And 3,4-pentanediol, 2,3-dimethyl- are particularly preferred.

Similarly, there are even more possible C8 diol isomers, but only those set forth above provide transparent products, among which 1,3-propanediol, 2- (1,1-dimethylpropyl)-; 1,3-propanediol, 2- (1,2-dimethylpropyl)-; 1,3-propanediol and 2- (1-ethylpropyl)-; 1,3-propanediol and 2- (2,2-dimethylpropyl)-; 1,3-propanediol and 2-ethyl-2-isopropyl-; 1,3-propanediol, 2-methyl-2- (1-methylpropyl)-; 1,3-propanediol, 2-methyl-2- (2-methylpropyl)-; 1,3-propanediol, 2-t-butyl-2-methyl-; 1,3-butanediol and 2,2-diethyl-; 1,3-butanediol and 2- (1-methylpropyl)-; 1,3-butanediol and 2-butyl-; 1,3-butanediol and 2-ethyl-2,3-dimethyl-; 1,3-butanediol and 2- (1,1-dimethylethyl)-; 1,3-butanediol and 2- (2-methylpropyl)-; 1,3-butanediol and 2-methyl-2-propyl-; 1,3-butanediol and 3-methyl-2-isopropyl-; 1,3-butanediol and 3-methyl-2-propyl-; 1,4-butanediol and 2,2-diethyl-; 1,4-butanediol and 2-ethyl-2,3-dimethyl-; 1,4-butanediol and 2-ethyl-3,3-dimethyl-; 1,4-butanediol and 2- (1,1-dimethylethyl)-; 1,4-butanediol and 3-methyl-2-isopropyl-; 1,3-pentanediol, 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-; 1,4-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-; 1,5-pentanediol, 2,2,3-trimethyl-; 1,5-pentanediol, 2,2,4-trimethyl-; 1,5-pentanediol, 2,3,3-trimethyl-; 2,4-pentanediol, 2,3,4-trimethyl-; 1,3-pentanediol and 2-ethyl-2-methyl-; 1,3-pentanediol, 2-ethyl-3-methyl-; 1,3-pentanediol and 2-ethyl-4-methyl-; 1,3-pentanediol and 3-ethyl-2-methyl-; 1,4-pentanediol and 2-ethyl-2-methyl-; 1,4-pentanediol, 2-ethyl-3-methyl-; 1,4-pentanediol and 2-ethyl-4-methyl-; 1,5-pentanediol, 3-ethyl-3-methyl-; 2,4-pentanediol, 3-ethyl-2-methyl-; 1,3-pentanediol and 2-isopropyl-; 1,3-pentanediol, 2-propyl-; 1,4-pentanediol and 2-isopropyl-; 1,4-pentanediol, 2-propyl-; 1,4-pentanediol and 3-isopropyl-; 2,4-pentanediol, 3-propyl-; 1,3-hexanediol, 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-; 1,4-hexanediol, 2,2-dimethyl-; 1,4-hexanediol, 2,3-dimethyl-; 1,4-hexanediol and 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-; 1,5-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-; 2,6-hexanediol, 3,3-dimethyl-; 1,3-hexanediol, 2-ethyl-; 1,3-hexanediol, 4-ethyl-; 1,4-hexanediol, 2-ethyl-; 1,4-hexanediol, 4-ethyl-; 1,5-hexanediol, 2-ethyl-; 2,4-hexanediol, 3-ethyl-; 2,4-hexanediol, 4-ethyl-; 2,5-hexanediol, 3-ethyl-; 1,3-heptanediol, 2-methyl-; 1,3-heptanediol, 3-methyl-; 1,3-heptanediol, 4-methyl-; 1,3-heptanediol, 5-methyl-; 1,3-heptanediol, 6-methyl-; 1,4-heptanediol, 2-methyl-; 1,4-heptanediol, 3-methyl-; 1,4-heptanediol, 4-methyl-; 1,4-heptanediol, 5-methyl-; 1,4-heptanediol, 6-methyl-; 1,5-heptanediol, 2-methyl-; 1,5-heptanediol, 3-methyl-; 1,5-heptanediol, 4-methyl-; 1,5-heptanediol, 5-methyl-; 1,5-heptanediol, 6-methyl-; 1,6-heptanediol, 2-methyl-; 1,6-heptanediol, 3-methyl-; 1,6-heptanediol, 4-methyl-; 1,6-heptanediol, 5-methyl-; 1,6-heptanediol, 6-methyl-; 2,4-heptanediol, 2-methyl-; 2,4-heptanediol, 3-methyl-; 2,4-heptanediol, 4-methyl-; 2,4-heptanediol, 5-methyl-; 2,4-heptanediol, 6-methyl-; 2,5-heptanediol, 2-methyl-; 2,5-heptanediol, 3-methyl-; 2,5-heptanediol, 4-methyl-; 2,5-heptanediol, 5-methyl-; 2,5-heptanediol, 6-methyl-; 2,6-heptanediol, 2-methyl-; 2,6-heptanediol, 3-methyl-; 2,6-heptanediol, 4-methyl-; 3,4-heptanediol, 3-methyl-; 3,5-heptanediol, 2-methyl-; 3,5-heptanediol, 4-methyl-; 2,4-octanediol; 2,5-octanediol; 2,6-octanediol; 2,7-octanediol; 3,5-octanediol; And / or 3,6-octanediol is preferable, and double, 1,3-propanediol, 2- (1,1-dimethylpropyl)-; 1,3-propanediol, 2- (1,2-dimethylpropyl)-; 1,3-propanediol and 2- (1-ethylpropyl)-; 1,3-propanediol and 2- (2,2-dimethylpropyl)-; 1,3-propanediol and 2-ethyl-2-isopropyl-; 1,3-propanediol, 2-methyl-2- (1-methylpropyl)-; 1,3-propanediol, 2-methyl-2- (2-methylpropyl)-; 1,3-propanediol, 2-t-butyl-2-methyl-; 1,3-butanediol and 2- (1-methylpropyl)-; 1,3-butanediol and 2- (2-methylpropyl)-; 1,3-butanediol and 2-butyl-; 1,3-butanediol and 2-methyl-2-propyl-; 1,3-butanediol and 3-methyl-2-propyl-; 1,4-butanediol and 2,2-diethyl-; 1,4-butanediol and 2-ethyl-2,3-dimethyl-; 1,4-butanediol and 2-ethyl-3,3-dimethyl-; 1,4-butanediol and 2- (1,1-dimethylethyl)-; 1,3-pentanediol, 2,3,4-trimethyl-; 1,5-pentanediol, 2,2,3-trimethyl-; 1,5-pentanediol, 2,2,4-trimethyl-; 1,5-pentanediol, 2,3,3-trimethyl-; 1,3-pentanediol and 2-ethyl-2-methyl-; 1,3-pentanediol, 2-ethyl-3-methyl-; 1,3-pentanediol and 2-ethyl-4-methyl-; 1,3-pentanediol and 3-ethyl-2-methyl-; 1,4-pentanediol and 2-ethyl-2-methyl-; 1,4-pentanediol, 2-ethyl-3-methyl-; 1,4-pentanediol and 2-ethyl-4-methyl-; 1,5-pentanediol, 3-ethyl-3-methyl-; 2,4-pentanediol, 3-ethyl-2-methyl-; 1,3-pentanediol and 2-isopropyl-; 1,3-pentanediol, 2-propyl-; 1,4-pentanediol and 2-isopropyl-; 1,4-pentanediol, 2-propyl-; 1,4-pentanediol and 3-isopropyl-; 2,4-pentanediol, 3-propyl-; 1,3-hexanediol, 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-; 1,4-hexanediol, 2,2-dimethyl-; 1,4-hexanediol, 2,3-dimethyl-; 1,4-hexanediol and 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-; 1,5-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-; 2,6-hexanediol, 3,3-dimethyl-; 1,3-hexanediol, 2-ethyl-; 1,3-hexanediol, 4-ethyl-; 1,4-hexanediol, 2-ethyl-; 1,4-hexanediol, 4-ethyl-; 1,5-hexanediol, 2-ethyl-; 2,4-hexanediol, 3-ethyl-; 2,4-hexanediol, 4-ethyl-; 2,5-hexanediol, 3-ethyl-; 1,3-heptanediol, 2-methyl-; 1,3-heptanediol, 3-methyl-; 1,3-heptanediol, 4-methyl-; 1,3-heptanediol, 5-methyl-; 1,3-heptanediol, 6-methyl-; 1,4-heptanediol, 2-methyl-; 1,4-heptanediol, 3-methyl-; 1,4-heptanediol, 4-methyl-; 1,4-heptanediol, 5-methyl-; 1,4-heptanediol, 6-methyl-; 1,5-heptanediol, 2-methyl-; 1,5-heptanediol, 3-methyl-; 1,5-heptanediol, 4-methyl-; 1,5-heptanediol, 5-methyl-; 1,5-heptanediol, 6-methyl-; 1,6-heptanediol, 2-methyl-; 1,6-heptanediol, 3-methyl-; 1,6-heptanediol, 4-methyl-; 1,6-heptanediol, 5-methyl-; 1,6-heptanediol, 6-methyl-; 2,4-heptanediol, 2-methyl-; 2,4-heptanediol, 3-methyl-; 2,4-heptanediol, 4-methyl-; 2,4-heptanediol, 5-methyl-; 2,4-heptanediol, 6-methyl-; 2,5-heptanediol, 2-methyl-; 2,5-heptanediol, 3-methyl-; 2,5-heptanediol, 4-methyl-; 2,5-heptanediol, 5-methyl-; 2,5-heptanediol, 6-methyl-; 2,6-heptanediol, 2-methyl-; 2,6-heptanediol, 3-methyl-; 2,6-heptanediol, 4-methyl-; 3,4-heptanediol, 3-methyl-; 3,5-heptanediol, 2-methyl-; 3,5-heptanediol, 4-methyl-; 2,4-octanediol; 2,5-octanediol; 2,6-octanediol; 2,7-octanediol; 3,5-octanediol; And / or 3,6-octanediol is most preferred.

Preferred mixtures of C8-1,3-diol are mixtures of butyraldehyde, isobutyraldehyde and / or methyl ethyl ketone (2-butanone), as long as two or more of the reactants are present in the reaction mixture, After condensation in the presence of a highly alkaline catalyst, converted by hydrogenation to a mixture of C8-1,3-diols, for example 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 C8-1,3- consisting mainly of octanediol, 2,2-dimethyl-2,4-hexanediol, 2-methyl-3,5-heptanediol and / or 3-methyl-3,5-heptanediol It can be prepared by forming a mixture of diols, wherein the concentration of 2,2,4-trimethyl-1,3-pentanediol can be used for the methylene group of 2-butanone (if present) instead of the methyl group, if possible. With some other isomers that result from condensation Less than half of the mixture of

Formulations of some undesirable C6-8 diols, as set forth in Tables II to IV above, and other properties such as odor, flowability, melting point reduction, etc., can be improved by polyalkoxylation. Also preferred are some C3-5 diols that are alkoxylated. Preferred alkoxylated derivatives of the C3-8 diols are the following compounds of 1 to 7 [In the following, "EO" is polyethoxylate, "En" is (CH2CH2O) nH, and "Me-En" is Methyl capped polyethoxylate-(CH2CH2O) nCH3, "2 (Me-En)" is the required 2 Me-En group, "PO" is polypropoxylate-(CH (CH3) CH2O) nH, "BO" is a polybutyleneoxy group (CH (CH2CH3) CH2O) nH and "n-BO" is a poly (n-butyleneoxy) group-(CH2CH2CH2CH2O) nH]:

1. 1,2-propanediol (C3) 2 (Me-E3-4); 1,2-propanediol (C3) P04; 1,2-propanediol, 2-methyl- (C4) (Me-E8-10); 1,2-propanediol, 2-methyl- (C4) 2 (Me-E1); 1,2-propanediol 2-methyl- (C4) PO3; 1,3-propanediol (C3) 2 (Me-E8); 1,3-propanediol (C3) PO6; 1,3-propanediol, 2,2-diethyl- (C7) E4-7; 1,3-propanediol, 2,2-diethyl- (C7) PO1; 1,3-propanediol, 2,2-diethyl- (C7) n-BO2; 1,3-propanediol, 2,2-dimethyl- (C5) 2 (Me E1-2); 1,3-propanediol, 2,2-dimethyl- (C5) PO4; 1,3-propanediol, 2- (1-methylpropyl)-(C7) E4-7; 1,3-propanediol, 2- (1-methylpropyl)-(C7) PO1; 1,3-propanediol, 2- (1-methylpropyl)-(C7) n-BO2; 1,3-propanediol, 2- (2-methylpropyl)-(C7) E4-7; 1,3-propanediol, 2- (2-methylpropyl)-(C7) PO1; 1,3-propanediol, 2- (2-methylpropyl) (C7) n-BO2; 1,3-propanediol, 2-ethyl- (C5) (Me E9-10); 1,3-propanediol, 2-ethyl (C5) 2 (Me E1); 1,3-propanediol, 2-ethyl- (C5) PO3; 1,3-propanediol, 2-ethyl-2-methyl- (C6) (Me E3-6); 1,3-propanediol, 2-ethyl-2-methyl- (C6) PO2; 1,3-propanediol, 2-ethyl-2-methyl- (C6) BO1; 1,3-propanediol, 2-isopropyl- (C6) (Me E3-6); 1,3-propanediol, 2-isopropyl- (C6) PO2; 1,3-propanediol, 2-isopropyl- (C6) BO1; 1,3-propanediol, 2-methyl- (C4) 2 (Me E4-5); 1,3-propanediol, 2-methyl- (C4) PO5; 1,3-propanediol, 2-methyl- (C4) BO2; 1,3-propanediol, 2-methyl-2-isopropyl- (C7) E6-9; 1,3-propanediol, 2-methyl-2-isopropyl- (C7) PO1; 1,3-propanediol, 2-methyl-2-isopropyl- (C7) n-BO2-3; 1,3-propanediol, 2-methyl-2-propyl- (C7) E4-7; 1,3-propanediol, 2-methyl-2-propyl- (C7) PO1; 1,3-propanediol, 2-methyl-2-propyl- (C7) n-BO2; 1,3-propanediol, 2-propyl- (C6) (Me E1-4); 1,3-propanediol, 2-propyl- (C6) PO2;

2. 1,2-butanediol (C4) (Me E6-8); 1,2-butanediol (C4) PO2-3; 1,2-butanediol (C4) BO1; 1,2-butanediol, 2,3-dimethyl- (C6) E2-5; 1,2-butanediol, 2,3-dimethyl- (C6) n-BO1; 1,2-butanediol, 2-ethyl- (C6) E1-3; 1,2-butanediol, 2-ethyl- (C6) n-BO1; 1,2-butanediol, 2-methyl- (C5) (Me E1-2); 1,2-butanediol, 2-methyl- (C5) PO1; 1,2-butanediol, 3,3-dimethyl- (C6) E2-5; 1,2-butanediol, 3,3-dimethyl- (C6) n-BO1; 1,2-butanediol, 3-methyl- (C5) (Me E1-2); 1,2-butanediol, 3-methyl- (C5) PO1; 1,3-butanediol (C4) 2 (Me E5-6); 1,3-butanediol (C4) BO2; 1,3-butanediol, 2,2,3-trimethyl- (C7) (Me E1-3); 1,3-butanediol, 2,2,3-trimethyl- (C7) PO2; 1,3-butanediol, 2,2-dimethyl- (C6) (Me E6-8); 1,3-butanediol, 2,2-dimethyl- (C6) PO3; 1,3-butanediol, 2,3-dimethyl- (C6) (Me E6-8); 1,3-butanediol, 2,3-dimethyl- (C6) PO3; 1,3-butanediol, 2-ethyl- (C6) (Me E4-6); 1,3-butanediol, 2-ethyl- (C6) PO2-3; 1,3-butanediol, 2-ethyl- (C6) BO1; 1,3-butanediol, 2-ethyl-2-methyl- (C7) (Me E1); 1,3-butanediol, 2-ethyl-2-methyl- (C7) PO1; 1,3-butanediol, 2-ethyl-2-methyl- (C7) n-BO3; 1,3-butanediol, 2-ethyl-3-methyl- (C7) (Me E1); 1,3-butanediol, 2-ethyl-3-methyl- (C7) PO1; 1,3-butanediol, 2-ethyl-3-methyl- (C7) n-BO3; 1,3-butanediol, 2-isopropyl- (C7) (Me E1); 1,3-butanediol, 2-isopropyl- (C7) PO1; 1,3-butanediol, 2-isopropyl- (C7) n-BO3; 1,3-butanediol 2-methyl- (C5) 2 (Me E2-3); 1,3-butanediol, 2-methyl- (C5) PO4; 1,3-butanediol, 2-propyl- (C7) E6-8; 1,3-butanediol, 2-propyl- (C7) PO1; 1,3-butanediol, 2-propyl- (C7) n-BO2-3; 1,3-butanediol, 3-methyl- (C5) 2 (Me E2-3); 1,3-butanediol, 3-methyl- (C5) PO4; 1,4-butanediol (C4) 2 (Me E3-4); 1,4-butanediol (C4) PO4-5; 1,4-butanediol, 2,2,3-trimethyl- (C7) E6-9; 1,4-butanediol, 2,2,3-trimethyl- (C7) PO1; 1,4-butanediol, 2,2,3-trimethyl- (C7) n-BO2-3; 1,4-butanediol, 2,2-dimethyl- (C6) (Me E3-6); 1,4-butanediol, 2,2-dimethyl- (C6) PO2; 1,4-butanediol, 2,2-dimethyl- (C6) BO1; 1,4-butanediol, 2,3-dimethyl- (C6) (Me E3-6); 1,4-butanediol, 2,3-dimethyl- (C6) PO2; 1,4-butanediol, 2,3-dimethyl- (C6) BO1; 1,4-butanediol, 2-ethyl- (C6) (Me E1-4); 1,4-butanediol, 2-ethyl- (C6) PO2; 1,4-butanediol, 2-ethyl-2-methyl- (C7) E4-7; 1,4-butanediol, 2-ethyl-2-methyl- (C7) PO1; 1,4-butanediol, 2-ethyl-2-methyl- (C7) nBO 2; 1,4-butanediol, 2-ethyl-3-methyl- (C7) E4-7; 1,4-butanediol, 2-ethyl-3methyl- (C7) PO1; 1,4-butanediol, 2-ethyl-3-methyl- (C7) n-BO2; 1,4-butanediol, 2-isopropyl- (C7) E4-7; 1,4-butanediol, 2-isopropyl- (C7) PO1; 1,4-butanediol, 2-isopropyl- (C7) n-BO2; 1,4-butanediol, 2-methyl- (C5) (Me E9-10); 1,4-butanediol, 2-methyl- (C5) 2 (Me E1); 1,4-butanediol, 2-methyl- (C5) PO3; 1,4-butanediol, 2-propyl- (C7) E2-5; 1,4-butanediol, 2-propyl- (C7) n-BO1; 1,4-butanediol, 3-ethyl-l-methyl- (C7) E6-8; 1,4-butanediol, 3-ethyl-1-methyl- (C7) PO1; 1,4-butanediol, 3-ethyl-l-methyl- (C7) n-BO2-3; 2,3-butanediol (C4) (Me E9-10); 2,3-butanediol (C4) 2 (Me E1); 2,3-butanediol (C4) PO3-4; 2,3-butanediol, 2,3-dimethyl- (C6) E7-9; 2,3-butanediol, 2,3-dimethyl- (C6) PO1; 2,3-butanediol, 2,3-dimethyl- (C6) BO2-3; 2,3-butanediol, 2-methyl- (C5) (Me E2-5); 2,3-butanediol, 2-methyl- (C5) PO 2; 2,3-butanediol, 2-methyl- (C5) BO1;

3. 1,2-pentanediol (C5) E7-10; 1,2-pentanediol, (C5) PO1; 1,2-pentanediol, (C5) n-BO3; 1,2-pentanediol, 2-methyl (C6) E1-3; 1,2-pentanediol, 2-methyl (C6) n-BO 1; 1,2-pentanediol, 3-methyl (C6) E1-3; 1,2-pentanediol, 3-methyl (C6) n-BO1; 1,2-pentanediol, 4-methyl (C6) E1-3; 1,2-pentanediol, 4-methyl (C6) n-BO1; 1,3-pentanediol (C5) 2 (Me-E1-2); 1,3-pentanediol (C5) PO3-4; 1,3-pentanediol, 2,2-dimethyl- (C7) (Me-E1); 1,3-pentanediol, 2,2-dimethyl- (C7) PO1; 1,3-pentanediol, 2,2-dimethyl- (C7) n-BO3; 1,3-pentanediol, 2,3-dimethyl- (C7) (Me-E1); 1,3-pentanediol, 2,3-dimethyl- (C7) PO1; 1,3-pentanediol, 2,3-dimethyl- (C7) n-BO3; 1,3-pentanediol, 2,4-dimethyl (C7) (Me-E1); 1,3-pentanediol, 2,4-dimethyl- (C7) PO1; 1,3-pentanediol, 2,4-dimethyl- (C7) n-BO3; 1,3-pentanediol, 2-ethyl- (C7) E6-8; 1,3-pentanediol, 2-ethyl- (C7) PO1; 1,3-pentanediol, 2-ethyl- (C7) n-BO2-3; 1,3-pentanediol, 2-methyl- (C6) 2 (Me-E4-6); 1,3-pentanediol, 2-methyl- (C6) PO 2-3; 1,3-pentanediol, 3,4-dimethyl- (C7) (Me-E1); 1,3-pentanediol, 3,4-dimethyl- (C7) PO1; 1,3-pentanediol, 3,4-dimethyl- (C7) n-BO3; 1,3-pentanediol, 3-methyl- (C6) (Me-E4-6); 1,3-pentanediol, 3-methyl- (C6) PO 2-3; 1,3-pentanediol, 4,4-dimethyl- (C7) (Me-E1); 1,3-pentanediol, 4,4-dimethyl- (C7) PO1; 1,3-pentanediol, 4,4-dimethyl- (C7) n-BO3; 1,3-pentanediol, 4-methyl- (C6) 2 (Me-E4-6); 1,3-pentanediol, 4-methyl- (C6) PO 2-3; 1,4-pentanediol, (C5) 2 (Me-E1-2); 1,4-pentanediol, (C5) PO3-4; 1,4-pentanediol, 2,2-dimethyl- (C7) (Me-E1); 1,4-pentanediol, 2,2-dimethyl- (C7) PO1; 1,4-pentanediol, 2,2-dimethyl- (C7) n-BO3; 1,4-pentanediol, 2,3-dimethyl- (C7) (Me-E1); 1,4-pentanediol, 2,3-dimethyl- (C7) PO1; 1,4-pentanediol, 2,3-dimethyl- (C7) n-BO3; 1,4-pentanediol, 2,4-dimethyl- (C7) (Me-E1); 1,4-pentanediol, 2,4-dimethyl- (C7) PO1; 1,4-pentanediol, 2,4-dimethyl- (C7) n-BO3; 1,4-pentanediol, 2-methyl- (C6) (Me-E4-6); 1,4-pentanediol, 2-methyl- (C6) PO2-3; 1,4-pentanediol, 3,3-dimethyl- (C7) (Me-E1); 1,4-pentanediol, 3,3-dimethyl- (C7) PO1; 1,4-pentanediol, 3,3-dimethyl- (C7) n-BO3; 1,4-pentanediol, 3,4-dimethyl- (C7) (Me-E1), 1,4-pentanediol, 3,4-dimethyl- (C7) PO1; 1,4-pentanediol, 3,4-dimethyl (C7) n-BO3; 1,4-pentanediol, 3-methyl- (C6) 2 (Me-E4-6); 1,4-pentanediol, 3-methyl- (C6) PO 2-3; 1,4-pentanediol, 4-methyl- (C6) 2 (Me-E4-6); 1,4-pentanediol, 4-methyl- (C6) PO2-3; 1,5-pentanediol, (C5) (Me-E8-10); 1,5-pentanediol (C5) 2 (Me-E1); 1,5-pentanediol (C5) PO3; 1,5-pentanediol, 2,2-dimethyl- (C7) E4-7; 1,5-pentanediol, 2,2-dimethyl- (C7) PO1; 1,5-pentanediol, 2,2-dimethyl- (C7) n-BO2; 1,5-pentanediol, 2,3-dimethyl- (C7) E4-7; 1,5-pentanediol, 2,3-dimethyl- (C7) PO1; 1,5-pentanediol, 2,3-dimethyl- (C7) n-BO2; 1,5-pentanediol, 2,4-dimethyl- (C7) E4-7; 1,5-pentanediol, 2,4-dimethyl- (C7) PO1; 1,5-pentanediol, 2,4-dimethyl- (C7) n-BO2; 1,5-pentanediol, 2-ethyl- (C7) E2-5; 1,5-pentanediol, 2-ethyl- (C7) n-BO1; 1,5-pentanediol, 2-methyl- (C6) (Me-E1-4); 1,5-pentanediol, 2-methyl- (C6) PO2; 1,5-pentanediol, 3,3-dimethyl- (C7) E4-7; 1,5-pentanediol, 3,3-dimethyl- (C7) PO1; 1,5-pentanediol, 3,3-dimethyl- (C7) n-BO2; 1,5-pentanediol, 3-methyl- (C6) (Me-E1-4); 1,5-pentanediol, 3-methyl- (C6) PO2; 2,3-pentanediol, (C5) (Me-E1-3); 2,3-pentanediol, (C5) PO2; 2,3-pentanediol, 2-methyl- (C6) E4-7; 2,3-pentanediol, 2-methyl- (C6) PO1; 2,3-pentanediol, 2-methyl- (C6) n-BO2; 2,3-pentanediol, 3methyl- (C6) E4-7; 2,3-pentanediol, 3-methyl- (C6) PO1; 2,3-pentanediol, 3-methyl- (C6) n-BO 2; 2,3-pentanediol, 4-methyl- (C6) E4-7; 2,3-pentanediol, 4-methyl- (C6) PO1; 2,3-pentanediol, 4-methyl- (C6) n-BO 2; 2,4-pentanediol, (C5) 2 (Me-E2-4); 2,4-pentanediol (C5) PO4; 2,4-pentanediol, 2,3-dimethyl- (C7) (Me-E2-4); 2,4-pentanediol, 2,3-dimethyl- (C7) PO2; 2,4-pentanediol, 2,4-dimethyl- (C7) (Me-E2-4); 2,4-pentanediol, 2,4-dimethyl- (C7) PO2; 2,4-pentanediol, 2-methyl- (C7) (Me-E8-10); 2,4-pentanediol, 2-methyl- (C7) PO3; 2,4-pentanediol, 3,3-dimethyl (C7) (Me-E2-4); 2,4-pentanediol, 3,3-dimethyl- (C7) PO2; 2,4-pentanediol, 3methyl- (C6) (Me-E8-10); 2,4-pentanediol, 3-methyl- (C6) PO3;

4. 1,3-hexanediol (C6) (Me-E2-5); 1,3-hexanediol (C6) PO2; 1,3-hexanediol (C6) BO1; 1,3-hexanediol, 2-methyl- (C7) E6-8; 1,3-hexanediol, 2-methyl- (C7) PO1; 1,3-hexanediol, 2-methyl- (C7) n-BO2-3; 1,3-hexanediol, 3-methyl- (C7) E6-8; 1,3-hexanediol, 3-methyl (C7) PO1; 1,3-hexanediol, 3-methyl- (C7) n-BO2-3; 1,3-hexanediol, 4-methyl- (C7) E6-8; 1,3-hexanediol, 4-methyl- (C7) PO1; 1,3-hexanediol, 4-methyl- (C7) n-BO2-3; 1,3-hexanediol, 5-methyl- (C7) E6-8; 1,3-hexanediol, 5-methyl- (C7) PO1; 1,3-hexanediol, 5-methyl- (C7) n-BO2-3; 1,4-hexanediol (C6) (Me-E2-5); 1,4-hexanediol (C6) PO2; 1,4-hexanediol (C6) BO1; 1,4-hexanediol, 2-methyl- (C7) E6-8; 1,4-hexanediol, 2-methyl- (C7) PO1; 1,4-hexanediol, 2-methyl- (C7) n-BO2-3; 1,4-hexanediol, 3-methyl- (C7) E6-8; 1,4-hexanediol, 3-methyl- (C7) PO1; 1,4-hexanediol, 3-methyl- (C7) n-BO2-3; 1,4-hexanediol, 4-methyl- (C7) E6-8; 1,4-hexanediol, 4-methyl- (C7) PO1; 1,4-hexanediol, 4-methyl- (C7) n-BO2-3; 1,4-hexanediol, 5-methyl- (C7) E6-8; 1,4-hexanediol, 5-methyl- (C7) PO1; 1,4-hexanediol, 5-methyl- (C7) n-BO2-3; 1,5-hexanediol (C6) (Me-E2-5); 1,5-hexanediol (C6) PO2; 1,5-hexanediol (C6) BO1; 1,5-hexanediol, 2-methyl- (C7) E6-8; 1,5-hexanediol, 2-methyl- (C7) PO1; 1,5-hexanediol, 2-methyl- (C7) n-BO2-3; 1,5-hexanediol, 3-methyl- (C7) E6-8; 1,5-hexanediol, 3-methyl- (C7) PO1; 1,5-hexanediol, 3-methyl- (C7) n-BO2-3; 1,5-hexanediol, 4-methyl- (C7) E6-8; 1,5-hexanediol, 4-methyl- (C7) PO1; 1,5-hexanediol, 4-methyl- (C7) n-BO2-3; 1,5-hexanediol, 5-methyl- (C7) E6-8; 1,5-hexanediol, 5-methyl- (C7) PO1; 1,5-hexanediol, 5-methyl- (C7) n-BO2-3; 1,6-hexanediol (C6) (Me-E1-2); 1,6-hexanediol (C6) PO1-2; 1,6-hexanediol (C6) n-BO4; 1,6-hexanediol, 2-methyl- (C7) E2-5; 1,6-hexanediol, 2-methyl- (C7) n-BO1; 1,6-hexanediol, 3-methyl- (C7) E2-5; 1,6-hexanediol, 3-methyl- (C7) n-BO1; 2,3-hexanediol (C6) E2-5; 2,3-hexanediol (C6) n-BO1; 2,4-hexanediol (C6) (Me-E5-8); 2,4-hexanediol (C6) PO3; 2,4-hexanediol, 2-methyl- (C7) (Me-E1-2); 2,4-hexanediol, 2-methyl- (C7) PO1-2; 2,4-hexanediol, 3-methyl- (C7) (Me-E1-2); 2,4-hexanediol, 3-methyl- (C7) PO1-2; 2,4-hexanediol, 4-methyl- (C7) (Me-E1-2); 2,4-hexanediol, 4-methyl- (C7) PO1-2; 2,4-hexanediol, 5-methyl- (C7) (Me-E1-2); 2,4-hexanediol, 5-methyl- (C7) PO1-2; 2,5-hexanediol (C6) (Me-E5-8); 2,5-hexanediol (C6) PO3; 2,5-hexanediol, 2-methyl (C7) (Me-E1-2); 2,5-hexanediol, 2-methyl- (C7) PO1-2; 2,5-hexanediol, 3-methyl- (C7) (Me-E1-2); 2,5-hexanediol, 3-methyl- (C7) PO1-2; 3,4-hexanediol (C6) EO2-5; 3,4-hexanediol (C6) n-BO1;

5. 1,3-heptanedol (C7) E3-6; 1,3-heptanediol (C7) PO1; 1,3-heptanediol (C7) n-BO2; 1,4-heptanediol (C7) E3-6; 1,4-heptanediol (C7) PO1; 1,4-heptanediol (C7) n-BO2; 1,5-heptanediol (C7) E3-6; 1,5-heptanediol (C7) PO1; 1,5-heptanediol (C7) n-BO2; 1,6-heptanediol (C7) E3-6; 1,6-heptanediol (C7) PO1; 1,6-heptanediol (C7) n-BO2; 1,7-heptanediol (C7) E1-2; 1,7-heptanediol (C7) n-BO 1; 2,4-heptanediol (C7) E7-10; 2,4-heptanediol (C7) (Me-E1); 2,4-heptanediol (C7) PO1; 2,4-heptanediol (C7) n-BO3; 2,5-heptanediol (C7) E7-10; 2,5-heptanediol (C7) (Me-E1); 2,5-heptanediol (C7) PO1; 2,5-heptanediol (C7) nBO 3; 2,6-heptanediol (C7) E7-10; 2,6-heptanediol (C7) (Me-E1); 2,6-heptanediol (C7) PO1; 2,6-heptanediol (C7) n-BO3; 3,5-heptanediol (C7) E7-10; 3,5-heptanediol (C7) (Me-E1); 3,5-heptanediol (C7) PO1; 3,5-heptanediol (C7) n-BO3;

6. 1,3-butanediol, 3-methyl-2-isopropyl- (C8) PO1; 2,4-pentanediol, 2,3,3-trimethyl- (C8) PO1; 1,3-butanediol, 2,2-diethyl- (C8) E2-5; 2,4-hexanediol, 2,3-dimethyl- (C8) E2-5; 2,4-hexanediol, 2,4-dimethyl- (C8) E2-5; 2,4-hexanediol, 2,5-dimethyl- (C8) E2-5; 2,4-hexanediol, 3,3-dimethyl- (C8) E2-5; 2,4-hexanediol, 3,4-dimethyl- (C8) E2-5; 2,4-hexanediol, 3,5-dimethyl- (C8) E2-5; 2,4-hexanediol, 4,5-dimethyl- (C8) E2-5; 2,4-hexanediol, 5,5-dimethyl- (C8) E2-5; 2,5-hexanediol, 2,3-dimethyl- (C8) E2-5; 2,5-hexanediol, 2,4-dimethyl- (C8) E2-5; 2,5-hexanediol, 2,5-dimethyl- (C8) E2-5; 2,5-hexanediol, 3,3-ethyl- (C8) E2-5; 2,5-hexanediol, 3,4-dimethyl- (C8) E2-5; 3,5-heptanediol, 3-methyl- (C8) E2-5; 1,3-butanediol, 2,2-diethyl- (C8) n-BO1-2; 2,4-hexanediol, 2,3-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 2,4-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 2,5-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 3,3-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 3,4-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 3,5-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 4,5-dimethyl- (C8) n-BO1-2; 2,4-hexanediol, 5,5-dimethyl-, n-BO1-2; 2,5-hexanediol, 2,3-dimethyl (C8) n-BO1-2; 2,5-hexanediol, 2,4-dimethyl- (C8) n-BO1-2; 2,5-hexanediol, 2,5-dimethyl- (C8) n-BO1-2; 2,5-hexanediol, 3,3-dimethyl- (C8) n-BO1-2; 2,5-hexanediol, 3,4-dimethyl- (C8) n-BO1-2; 3,5-heptanediol, 3-methyl- (C8) n-BO1-2; 1,3-propanediol, 2- (1,2-dimethylpropyl)-(C8) n-BO1; 1,3-butanediol, 2-ethyl-2,3-dimethyl- (C8) n-BO1; 1,3-butanediol, 2-methyl-2-isopropyl- (C8) n-BO1; 1,4-butanediol, 3-methyl-2-isopropyl- (C8) n-BO1; 1,3-pentanediol, 2,2,3-trimethyl (C8) n-BO1; 1,3-pentanediol, 2,2,4-trimethyl- (C8) n-BO1; 1,3-pentanediol, 2,4,4-trimethyl- (C8) n-BO1; 1,3-pentanediol, 3,4,4-trimethyl- (C8) n-BO1; 1,4-pentanediol, 2,2,3-trimethyl- (C8) n-BO1; 1,4-pentanediol, 2,2,4-trimethyl- (C8) n-BO1; 1,4-pentanediol, 2,3,3-trimethyl- (C8) n-BO1; 1,4-pentanediol, 2,3,4-trimethyl (C8) n-BO1; 1,4-pentanediol, 3,3,4-trimethyl- (C8) n-BO1; 2,4-pentanediol, 2,3,4-trimethyl- (C8) n-BO1; 2,4-hexanediol, 4-ethyl- (C8) n-BO1; 2,4-heptanediol, 2-methyl- (C8) n-BO1; 2,4-heptanediol, 3-methyl- (C8) n-BO1; 2,4-heptanediol, 4-methyl- (C8) n-BO 1; 2,4-heptanediol, 5-methyl- (C8) n-BO1; 2,4-heptanediol, 6-methyl- (C8) n-BO 1; 2,5-heptanediol, 2-methyl- (C8) n-BO1; 2,5-heptanediol, 3-methyl- (C8) n-BO1; 2,5-heptanediol, 4-methyl- (C8) n-BO1; 2,5-heptanediol, 5-methyl- (C8) n-BO1; 2,5-heptanediol, 6-methyl- (C8) n-BO 1; 2,6-heptanediol, 2-methyl- (C8) n-BO1; 2,6-heptanediol, 3-methyl- (C8) n-BO1; 2,6-heptanediol, 4-methyl- (C8) n-BO1; 3,5-heptanediol, 2-methyl- (C8) n-BO1; 1,3-propanediol, 2- (1,2-dimethylpropyl)-(C8) E1-3; 1,3-butanediol, 2-ethyl-2,3-dimethyl- (C8) E1-3; 1,3-butanediol, 2-methyl-2-isopropyl- (C8) E1-3; 1,4-butanediol, 3-methyl-2-isopropyl- (C8) E1-3; 1,3-pentanediol, 2,2,3-trimethyl- (C8) E1-3; 1,3-pentanediol, 2,2,4-trimethyl- (C8) E1-3; 1,3-pentanediol, 2,4,4-trimethyl- (C8) E1-3; 1,3-pentanediol, 3,4,4-trimethyl- (C8) E1-3; 1,4-pentanediol, 2,2,3-trimethyl- (C8) E1-3; 1,4-pentanediol, 2,2,4-trimethyl- (C8) E1-3; 1,4-pentanediol, 2,3,3-trimethyl- (C8) E1-3; 1,4-pentanediol, 2,3,4-trimethyl- (C8) E1-3; 1,4-pentanediol, 3,3,4-trimethyl- (C8) E1-3; 2,4-pentanediol, 2,3,4-trimethyl- (C8) E1-3; 2,4-hexanediol, 4-ethyl- (C8) E1-3; 2,4-heptanediol, 2-methyl- (C8) E1-3; 2,4-heptanediol, 3-methyl- (C8) E1-3; 2,4-heptanediol, 4-methyl- (C8) E1-3; 2,4-heptanediol, 5-methyl- (C8) E1-3; 2,4-heptanediol, 6-methyl- (C8) E1-3; 2,5-heptanediol, 2-methyl- (C8) E1-3; 2,5-heptanediol, 3-methyl- (C8) E1-3; 2,5-heptanediol, 4-methyl- (C8) E1-3; 2,5-heptanediol, 5-methyl- (C8) E1-3; 2,5-heptanediol, 6-methyl- (C8) E1-3; 2,6-heptanediol, 2-methyl- (C8) E1-3; 2,6-heptanediol, 3-methyl- (C8) E1-3; 2,6-heptanediol, 4-methyl- (C8) E1-3; And / or 3,5-heptanediol, 2-methyl- (C8) E1-3; And

7. Mixtures of these.

Of these nonane isomers, only 2,4-pentanediol, 2,3,3,4-tetramethyl- are very preferred.

In addition to the aliphatic diol main solvents described above and below, and some alkoxylated derivatives thereof, certain some diol ethers have also been found to be suitable main solvents for the preparation of the liquid, concentrated, transparent fabric softener compositions of the present invention. Similar to the aliphatic diol main solvent, the suitability of each main solvent was found to be highly selective, depending on the number of carbon atoms in the particular diol ether molecule. For example, as shown in Table VI above, for the glyceryl ether family having the formula HOCH2-CHOH-CH2-OR, where R is C2-8 alkyl, only the formula HOCH2-CHOH-CH2- Only monopentyl ethers (3-pentyloxy-1,2-propanediol) with O-C5H11 (wherein the C5H11 groups contain different pentyl isomers) have a ClogP value within the preferred ClogP value of about 0.25 to about 0.62, It is suitable for preparing the liquid, concentrated, transparent fabric softener of the invention. In addition, cyclohexyl derivatives other than cyclopentyl derivatives have proven to be suitable. Similarly, selectivity is indicated in the selection of aryl glyceryl ethers. Among the many possible aromatic groups, very few phenol derivatives are suitable.

Such narrow selectivity is also found in di (hydroxyalkyl) ethers. Bis (2-hydroxybutyl) ether, but not bis (2-hydroxypentyl) ether, has proven to be suitable. In the case of di (cyclic hydroxyalkyl) analogs, bis (2-hydroxycyclopentyl) ethers other than bis (2-hydroxycyclohexyl) ethers are suitable. Non-limiting examples of synthetic methods for the preparation of some preferred di (hydroxyalkyl) ethers are described below.

Butyl monoglycerol ether (also 3-butyloxy-1,2-propanediol) is not sufficiently suitable to form the liquid, concentrated, transparent fabric softener of the present invention. However, as shown in Table VI above, polyethoxylated derivatives thereof, preferably about triethoxylated to about nonaethoxylated derivatives, more preferably pentaethoxylated to octaethoxylated derivatives, Suitable main solvent.

All preferred alkyl glyceryl ethers and / or di (hydroxyalkyl) ethers identified are shown in Table VI above, wherein double, 1,2-propanediol, 3- (n-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- (iso-amyloxy)-; 1,2-propanediol, 3- (3-methyl-2-butyloxy)-; 1,2-propanediol, 3- (cyclohexyloxy)-; 1,2-propanediol, 3- (1-cyclohex-1-enyloxy)-; 1,3-propanediol and 2- (pentyloxy)-; 1,3-propanediol and 2- (2-pentyloxy)-; 1,3-propanediol and 2- (3-pentyloxy)-; 1,3-propanediol and 2- (2-methyl-1-butyloxy)-; 1,3-propanediol, 2- (iso-amyloxy)-; 1,3-propanediol and 2- (3-methyl-2-butyloxy)-; 1,3-propanediol and 2- (cyclohexyloxy)-; 1,3-propanediol and 2- (1-cyclohex-1-enyloxy)-; Pentaethoxylated 1,2-propanediol, 3- (butyloxy)-; Hexaethoxylated 1,2-propanediol, 3- (butyloxy)-; Heptaethoxylated 1,2-propanediol, 3- (butyloxy)-; Octaethoxylated 1,2-propanediol, 3- (butyloxy); Nonaethoxylated 1,2-propanediol, 3- (butyloxy)-; Monopropoxylated 1,2-propanediol, 3- (butyloxy)-; Dibutylene oxylated 1,2-propanediol, 3- (butyloxy)-; And / or tributyleneoxylated 1,2-propanediol, 3- (butyloxy)-are most preferred. Preferred aromatic glyceryl ethers include 1,2-propanediol, 3-phenyloxy-; 1,2-propanediol, 3-benzyloxy-; 1,2-propanediol, 3- (2-phenylethyloxy)-; 1,2-propanediol, 1,3-propanediol, 2- (m-crezyloxy)-; 1,3-propanediol, 2- (p-crezyloxy)-; 1,3-propanediol and 2-benzyloxy-; 1,3-propanediol, 2- (2-phenylethyloxy)-and mixtures thereof. More preferred aromatic glyceryl ethers include 1,2-propanediol and 3-phenyloxy-; 1,2-propanediol, 3-benzyloxy-; 1,2-propanediol, 3- (2-phenylethyloxy)-; 1,2-propanediol, 1,3-propanediol, 2- (m-crezyloxy)-; 1,3-propanediol, 2- (p-crezyloxy)-; 1,3-propanediol, 2- (2-phenylethyloxy)-and mixtures thereof. Most preferred di (hydroxyalkyl) ethers include bis (2-hydroxybutyl) ether and bis (2-hydroxycyclopentyl) ether.

Illustrative and non-limiting examples of synthetic methods for preparing preferred alkyl and aryl monoglyceryl ethers are described below.

Preferred alicyclic diols and derivatives thereof include (1) 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-bis (hydroxymethyl) cyclohexane; 1,2-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 cyclohexane ethanol; 1-hydroxycyclohexanemethanol; 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-hydroxycyclohexane ethanol; 2-hydroxyethyl-1-cyclohexanol; 2-hydroxymethylcyclohexanol; 3-hydroxyethyl-1-cyclohexanol; 3-hydroxycyclohexane ethanol; 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-l, 4-cycloheptanediol; 1,3-cyclooctanediol; 1,4-cyclooctanediol; 1,5-cyclooctanediol; 1,2-cyclohexanediol and diethoxylate; 1,2-cyclohexanediol and triethoxylate; 1,2-cyclohexanediol and tetraethoxylate; 1,2-cyclohexanediol and pentaethoxylate; 1,2-cyclohexanediol and hexaethoxylate; 1,2-cyclohexanediol and heptaethoxylate; 1,2-cyclohexanediol and octaethoxylate; 1,2-cyclohexanediol and nonaethoxylate; 1,2-cyclohexanediol and monopropoxylate; 1,2-cyclohexanediol and monobutylene oxylate; 1,2-cyclohexanediol and dibutylene oxylate; And / or saturated diols including 1,2-cyclohexanediol, tributyleneoxylate and derivatives thereof. Most preferred saturated alicyclic diols and derivatives thereof 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-bis (hydroxymethyl) cyclohexane; 1,2-bis (hydroxymethyl) cyclohexane; 1,2-dimethyl-1,3-cyclohexanediol; 1,3-bis (hydroxymethyl) cyclohexane; 1-hydroxycyclohexanemethanol; 1-methyl-1,2-cyclohexanediol; 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; 1,2-cycloheptanediol; 1,2-cyclohexanediol and pentaethoxylate; 1,2-cyclohexanediol and hexaethoxylate; 1,2-cyclohexanediol and heptaethoxylate; 1,2-cyclohexanediol and octaethoxylate; 1,2-cyclohexanediol and nonaethoxylate; 1,2-cyclohexanediol and 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, 1- (4-methylphenyl) -1,3-propanediol, 2-methyl-1-phenyl-1,3-propanediol, 1-phenyl-1, 3-butanediol, 3-phenyl-1,3-butanediol and / or 1-phenyl-1,4-butanediol, of which 1-phenyl-1,2-propanediol, 2-phenyl-1,2-propane Diol, 3-phenyl-1,2-propanediol, 1- (3-methylphenyl) -1,3-propanediol, 1- (4-methylphenyl) -1,3-propanediol, 2-methyl-1-phenyl Most preferred are -1,3-propanediol and / or 1-phenyl-1,4-butanediol.

As mentioned above, all unsaturated substances having a relationship with other preferred main solvents herein, i.e., having one more CH2 group than the corresponding saturated main solvent and having values within the effective ClogP range, are preferred. However, certain preferred unsaturated diol main solvents are 1,3-butanediol, 2,2-diallyl-; 1,3-butanediol and 2- (1-ethyl-1-propenyl)-; 1,3-butanediol and 2- (2-butenyl) -2-methyl-; 1,3-butanediol and 2- (3-methyl-2-butenyl)-; 1,3-butanediol and 2-ethyl-2- (2-propenyl)-; 1,3-butanediol and 2-methyl-2- (1-methyl-2-propenyl)-; 1,4-butanediol and 2,3-bis (1-methylethylidene)-; 1,3-pentanediol and 2-ethenyl-3-ethyl-; 1,3-pentanediol, 2-ethenyl-4,4-dimethyl-; 1,4-pentanediol, 3-methyl-2- (2-propenyl)-; 4-pentene-1,3-diol, 2- (1,1-dimethylethyl)-; 4-pentene-1,3-diol, 2-ethyl-2,3-dimethyl-; 1,4-hexanediol and 4-ethyl-2-methylene-; 1,5-hexadiene-3,4-diol, 2,3,5-trimethyl-; 1,5-hexanediol, 2- (1-methylethenyl)-; 2-hexene-1,5-diol, 4-ethenyl-2,5-dimethyl-; 1,4-heptanediol, 6-methyl-5-methylene-; 2,4-heptadiene-2,6-diol, 4,6-dimethyl-; 2,6-heptadiene-1,4-diol, 2,5,5-trimethyl-; 2-heptene-1,4-diol, 5,6-dimethyl-; 3-heptene-1,5-diol, 4,6-dimethyl-; 5-heptene-1,3-diol, 2,4-dimethyl-; 5-heptene-1,3-diol, 3,6-dimethyl-; 5-heptene-1,4-diol, 2,6-dimethyl-; 5-heptene-1,4-diol, 3,6-dimethyl-; 6-heptene-1,3-diol, 2,2-dimethyl-; 6-heptene-1,4-diol, 5,6-dimethyl-; 6-heptene-1,5-diol, 2,4-dimethyl-; 6-heptene-1,5-diol, 2-ethylidene-6-methyl-; 6-heptene-2,4-diol, 4- (2-propenyl)-; 1-octene-3,6-diol, 3-ethenyl-; 2,4,6-octatriene-1,8-diol, 2,7-dimethyl-; 2,5-octadiene-1,7-diol, 2,6-dimethyl-; 2,5-octadiene-1,7-diol, 3,7-dimethyl-; 2,6-octadiene-1,4-diol, 3,7-dimethyl- (rosiridol); 2,6-octadiene-1,8-diol, 2-methyl-; 2,7-octadiene-1,4-diol, 3,7-dimethyl-; 2,7-octadiene-1,5-diol, 2,6-dimethyl-; 2,7-octadiene-1,6-diol, 2,6-dimethyl- (8-hydroxylinalol); 2,7-octadiene-1,6-diol, 2,7-dimethyl-; 2-octene-1,7-diol, 2-methyl-6-methylene-; 3,5-octadiene-2,7-diol, 2,7-dimethyl; 3,5-octanediol and 4-methylene-; 3,7-octadiene-1,6-diol, 2,6-dimethyl-; 4-octene-1,8-diol, 2-methylene-; 6-octene-3,5-diol, 2-methyl-; 6-octene-3,5-diol, 4-methyl-; 7-octene-2,4-diol, 2-methyl-6-methylene-; 7-octene-2,5-diol, 7-methyl-; 7-octene-3,5-diol, 2-methyl-; 1-nonene-3,5-diol-; 1-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.

The main alcohol solvent is also preferably 2,5-dimethyl-2,5-hexanediol, 2-ethyl-1,3-hexanediol, 2-methyl-2-propyl-1,3-propanediol, 1, 2-hexanediol and mixtures thereof. More preferably, the main alcohol solvent is composed of 2-ethyl-1,3-hexanediol, 2-methyl-2-propyl-1,3-propanediol, 1,2-hexanediol and mixtures thereof Is selected. Even more preferably, the main alcohol solvent is selected from the group consisting of 2-ethyl-1,3-hexanediol, 1,2-hexanediol and mixtures thereof.

Multiple derivatives of the diols having different alkyleneoxy groups can be used, for example 2-methyl-2,3-butanediol having 3 to 5 ethyleneoxy groups or 2 propyleneoxy groups or 1 butyleneoxy group In this case, it is preferable to use a derivative having the smallest number of groups, i.e., a derivative having one butyleneoxy group in this case. However, when only about 1 to about 4 ethyleneoxy groups are required to provide good formulation, the derivatives are also preferred.

Unsaturated diols

Surprisingly, it has been found that there is a clear similarity between the tolerability (formulationability) of saturated diols and their unsaturated homologs having higher molecular weights, or analogs. When the unsaturated main solvent is in a condition with one additional methylene (ie CH 2) group for each double bond in the chemical formula, the unsaturated homologues / analogues have the same formulation as the parent saturated main solvent. In other words, for each good saturated main solvent of the present invention there is a clear 'additional rule suitable for the formulation of a transparent, concentrated fabric softener composition, for each CH2 group added, with one or more CH2 groups being added, By eliminating atoms from the adjacent carbon atoms in the molecule to form a single carbon-carbon double bond, a suitable unsaturated main solvent, which maintains a constant number of hydrogen atoms in the molecule compared to the chemical formula of the "parent" saturated main solvent, exist. This means that adding -CH2- group to the solvent chemical formula has the effect of increasing its ClogP value by about 0.53, whereas removing two adjacent hydrogen atoms to form a double bond nearly equals its Clogp value, i.e. It has the effect of reducing about 0.48, due to the surprising fact that it almost compensates for the CH2- addition. Thus, each additional CH2, in place of the preferred saturated main solvent, so long as the ClogP value of the new solvent is in the range of effective values of 0.15 to 0.64, preferably about 0.25 to about 0.62, more preferably about 0.40 to about 0.60. Preferred unsaturated main solvents are used which contain one or more carbon atoms by adding one double bond to the group so that the total number of hydrogen atoms remains the same as in the parent saturated main solvent. Illustrative examples are shown below:

2,2-dimethyl-6-heptene-1,3-diol (CAS No. 140192-39-8) is the preferred C9-diol main solvent and the following preferred C8-diol main solvent: 2-methyl-1,3 It can be considered to be derived by appropriate addition of one CH2 group and one double bond to each of -heptane diol or 2,2-dimethyl-1,3-hexanediol.

2,4-dimethyl-5-heptene-1,3-diol (CAS No. 123363-69-9) is the preferred C9-diol main solvent and the following preferred C8-diol main solvent: 2-methyl-1,3 It can be considered to be derived by appropriate addition of one CH2 group and one double bond to each of -heptane diol or 2,4-dimethyl-1,3-hexanediol.

2- (1-ethyl-1-propenyl) -1,3-butanediol (CAS No. 116103-35-6) is the preferred C9-diol main solvent and the following preferred C8-diol main solvents: 2- (1 It can be considered derived from the appropriate addition of one CH2 group and one double bond to each of -ethylpropyl) -1,3-propanediol or 2- (1-methylpropyl) -1,3-butanediol.

2-ethenyl-3-ethyl-1,3-pentanediol (CAS No. 104683-37-6) is the preferred C9-diol main solvent and the following preferred C8-diol main solvent: 3-ethyl-2-methyl It can be considered to be derived by appropriate addition of one CH2 group and one double bond to each of -1,3-pentanediol or 2-ethyl-3-methyl-1,3-pentanediol.

3,6-dimethyl-5-heptene-1,4-diol (e.g., CAS No. 106777-99-5) is the preferred C9-diol main solvent and the following preferred C8-diol main solvent: 3-methyl -1,4-heptanediol; 6-methyl-1,4-heptanediol; Or by appropriately adding one CH2 group and one double bond to each of 3,5-dimethyl-1,4-hexanediol.

5,6-dimethyl-6-heptene-1,4-diol (e.g. CAS No. 152344-16-6) is the preferred C9-diol main solvent and the following preferred C8-diol main solvent: 5-methyl -1,4-heptanediol; 6-methyl-1,4-heptanediol; Or by appropriately adding one CH2 group and one double bond to each of 4,5-dimethyl-1,3-hexanediol.

4-Methyl-6-octene-3,5-diol (CAS No. 156414-254) is the preferred C9-diol main solvent and the following preferred C8-diol main solvents: 3,5-octanediol, 3-methyl- It can be considered to be derived by appropriate addition of one CH2 group and one double bond to each of 2,4-heptanediol or 4-methyl-3,5-heptanediol.

Rossiridol (CAS No. 101391-01-9) and Isorosiridol (CAS No. 149252-15-3) are the 3,7-dimethyl-2,6-octadiene-1,4-diol As a binary isomer, it is a preferred C10-diol main solvent. These include the following preferred C8-diol main 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 it can be considered derived by appropriate addition of two CH2 groups and two double bonds to each of 3,5-dimethyl-1,4-hexanediol.

8-hydroxylinalool (CAS No. 103619-06-3, 2,6-dimethyl-2,7-octadiene-1,6-diol) is the preferred C1O-diol main solvent, Preferred C8-diol main solvents: 2-methyl-1,5-heptanediol-5-methyl-1,5-heptanediol; 2-methyl-1,6-heptanediol; 6-methyl-1,6-heptanediol; Or by appropriately adding two CH 2 groups and two double bonds to each of 2,4-dimethyl-1,4-hexanediol.

2,7-dimethyl-3,7-octadiene-2,5-diol (CAS No. 171436-39-8) is the preferred C1O-diol main solvent and the following preferred C8-diol main 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; And 2,5-dimethyl-2,4-hexanediol, respectively, can be considered derived by appropriate addition of two CH2 groups and two double bonds.

4-butyl-2-butene-1,4-diol (CAS No. 153943-66-9) is the preferred C8-diol main solvent and the following preferred C7-diol main solvent: 2-propyl-1,4-butanediol Or by appropriately adding one CH2 group and one double bond to each of 2-butyl-1,3-propanediol.

For the same reason, there are cases where the high molecular weight unsaturated homologs derived from inferior, unusable saturated solvents are inferior solvents themselves. For example, 3,5-dimethyl-5-hexene-2,4-diol (e.g. CAS No. 160429-40-3) is an inferior unsaturated C8 solvent and the inferior saturated C7 solvent: 3-methyl -2,4-hexanediol; 5-methyl-2,4-hexanediol; Or it may be derived from 2,4-dimethyl-1,3-pentanediol; 2,6-dimethyl-5-heptene-1,2-diol (e.g. CAS No. 141505-71-7) is an inferior unsaturated C9 solvent and the inferior saturated C8 solvent: 2-methyl-1,2 Heptanediol; 6-methyl-1,2-heptanediol; Or from 2,5-dimethyl-1,2-hexanediol.

Surprisingly, it has also been found that there is an exception to this additional rule that saturated main solvents always have unsaturated analogs / homologs that have the same degree of tolerance. The exception relates to saturated diol main solvents having two hydroxy groups located on two adjacent carbon atoms. In some cases, but not always, insertion of one or more CH 2 groups between two adjacent hydroxy groups in an inferior solvent results in a higher molecular weight unsaturated homologue that is more suitable for formulating transparent concentrated fabric softeners. For example, unsaturated 6,6-dimethyl-1-hepten-3,5-diol (CAS No. 109788-01-4) without preferred adjacent hydroxy groups may be selected from 2,2-dimethyl-3 with unusable adjacent hydroxy groups, It can be considered to be derived from 4-hexanediol. In this case, 6,6-dimethyl-1-heptene-3,5-diol is both a preferred main solvent and 2-methyl-3,5-heptanediol or 5,5-dimethyl-2,4 without adjacent hydroxy groups It is more certain to consider that it can be derived from either hexanediol. Conversely, the insertion of CH2 groups between adjacent hydroxy groups of the preferred main solvent may result in unusable high molecular weight unsaturated diol solvents. For example, preferred 2,3-dimethyl-2, in which unusable unsaturated 2,4-dimethyl-5-hexene-2,4-diol (CAS No. 87604-24-8) without adjacent hydroxy groups, has adjacent hydroxy groups, It can be considered to be derived from 3-pentanediol. In this case, both unusable solvents and unsaturated 2,4-dimethyl-5-hexene which are unavailable from either 2-methyl-2,4-hexanediol or 4-methyl-2,4-hexanediol without adjacent hydroxy groups It is more obvious to induce -2,4-diol. In addition, unusable solvents having an adjacent hydroxy group, such as 4,5-dimethyl-6-hexene-1,3-diol and 3,4-dimethyl-1,2-pentanediol pair, have an adjacent hydroxy group In some cases, it may be considered that it can be derived from. Thus, to infer the formulaability of unsaturated solvents without adjacent hydroxy groups, one should start with low molecular weight saturated homologues without adjacent hydroxy groups. That is, in general, the correlation is more certain when the distance / correlation of two hydroxyl groups is maintained. That is, it is certain to start with a saturated solvent having adjacent hydroxy groups in order to infer the formulaability of high molecular weight unsaturated homologs having adjacent hydroxy groups.

It has been found that when using these specific primary alcohol solvents, a transparent, low viscosity, stable fabric softener composition can be produced at surprisingly low main solvent concentrations, ie up to about 40% by weight of the composition. It is also possible to produce highly concentrated fabric softener compositions that can produce low concentrations of fabric softeners that are stable when using primary alcohol solvents and are still stable even when diluted to, for example, from about 2: 1 to about 10: 1. Turned out.

As discussed above, the main solvent is preferably maintained at the minimum concentration feasible in the present composition in order to obtain translucency or transparency. The presence of water exerts an important influence on the needs of the main solvent to obtain transparency of the compositions. The higher the water content, the higher the main solvent concentration (proportional to the softener concentration) required to achieve transparency. Conversely, the lower the water content, the lower the concentration of the required main solvent (proportional to the softener concentration). Thus, at low water concentrations of about 5% to about 15% by weight, the softener activator to main solvent weight ratio is preferably from about 55:45 to about 85:15, more preferably from about 60:40 to about 80:20. At concentrations of water from about 15% to about 70% by weight, the softener activator-to-main solvent weight ratio is preferably from about 45:55 to about 70:30, more preferably from about 55:45 to about 70:30 to be. However, at high water concentrations of about 70% to about 80% by weight, the softener activator-to-main solvent weight ratio is preferably from about 30:70 to about 55:45, more preferably from about 35:65 to about 45:55. At higher water concentrations, the ratio of softener to main solvent must be higher.

Since one of the problems associated with large amounts of solvents is safety, mixtures of these main solvents are particularly preferred. The mixtures reduce the amount of either substance present. In particular, if one of the main solvents is volatile and / or has an odor (often a low molecular weight material), the odor and flame properties can also be minimized by the compatibility of the mixture. Suitable solvents that can be used at concentrations not sufficient to produce a clear product include 2,2,4-trimethyl-1,3-pentanediol; Ethoxide, diethoxyde, or triethoxylate derivatives of 2,2,4-trimethyl-1,3-pentanediol; And / or 2-ethyl-1,3-hexanediol. For the purposes of the present invention, the solvents should only be used at concentrations which will not give a stable or transparent product. Preferred mixtures are those in which the majority of the solvent is one or more of those found to be most preferred above. In particular, the use of solvent mixtures is also preferred when one or more preferred main solvents are solid at room temperature. In such cases, the mixtures are liquid or have a low melting point to improve the processability of the softener composition.

As long as the usable effective amount of the main solvent (s) of the present invention is still present in the liquid concentrate, transparent fabric softener composition, a part of the main solvent or main solvent mixture of the present invention can be used alone as the main solvent of the present invention. It has also been found that it is possible to substitute a second solvent which is not, or a mixture of second solvents. If at least about 15% by weight of the softener active agent is also present, the effective amount of the main solvent (s) of the invention is at least about 5% by weight, preferably at least about 7% by weight, more preferably at least about 10% by weight of the composition. to be. The substitution solvent (s) may be used at all concentrations but preferably in the fabric softener composition and up to the amount of main solvent usable above.

For example, 1,2-pentanediol, 1,3-octanediol, and the following structural formula:

HO-CH2-C (CH3) 2-CH2-0-CO-C (CH3) 2-CH2-OH (CAS # 1115-20-4)

Although hydroxy pivalyl hydroxy pivalate (hereinafter HPHP) having an unusable solvent according to the present invention, a mixture of these solvents with the main solvent, for example, a preferred 1,2-hexanediol main solvent Mixtures with 1,2-hexanediol main solvent present in effective concentrations also provide a liquid concentrated, transparent fabric softener composition.

The main solvent can be used to make the composition translucent or transparent, or the composition can be used to lower the translucent or transparent temperature. Thus, the present invention adds a main solvent at the concentrations indicated above to make the composition translucent or transparent in a composition that is not translucent or transparent or exhibits a temperature at which the instability is too high, or, for example, at ambient temperature, or in particular When the composition is transparent below the temperature, a method of lowering the temperature at which instability appears is preferably to about 5 ° C. or more, more preferably to about 10 ° C. or more. The main advantage of the main solvent is that it provides the maximum benefit for a given weight of solvent. As used herein, the 'solvent' relates to the effect of the main solvent and not to its physical form at a given temperature (some main solvents are solid at ambient temperature).

Alkyl lactate

Some alkyl lactate esters, such as ethyl lactate and isopropyl lactate, have ClogP values within the effective range of about 0.15 to about 0.64, and are liquid concentrated transparent fabric softener compositions using the fabric softener activators of the present invention. But may need to be used at a slightly higher concentration than an effective diol solvent such as 1,2-hexanediol. They may also be used to substitute a portion of the other main solvents of the present invention to form a liquid concentrated clear fabric softener composition. The above is illustrated in Examples I-C.

New compounds

Several such main solvents are novel compounds, including:

1,2-butanediol, 2,3,3-trimethyl-; 3,4-pentanediol, 2,3-dimethyl-; 2,3-hexanediol, 4-methyl-; 2,3-hexanediol, 5-methyl-; 3,4-hexanediol, 2-methyl-; 3,4-pentanediol, 2,3-dimethyl-; 1,3-propanediol, 2- (1,1-dimethylpropyl)-; 1,3-propanediol, 2- (1,2-dimethylpropyl)-; 1,3-propanediol, 2- (2,2-dimethylpropyl)-; 1,3-butanediol, 2- (1-methylpropyl)-; 1,3-butanediol, 2-ethyl-2,3-dimethyl-; 1,3-butanediol, 2- (2methylpropyl)-; 1,3-butanediol, 2-methyl-2-isopropyl-; 1,3-butanediol, 3-methyl-2-isopropyl-; 1,3-butanediol, 3-methyl-2-propyl-; 1,4-butanediol, 2,2-diethyl-; 1,4-butanediol, 2-methyl-2-propyl-; 1,4-butanediol, 2- (1-methylpropyl) -1; 1,4-butanediol, 2-ethyl-2,3-dimethyl-; 1,4-butanediol, 2-ethyl-3,3-dimethyl-; 1,4-butanediol, 2- (2-methylpropyl)-; 1,4-pentanediol, 2,2,3-trimethyl-; 1,4-pentanediol, 2,3,3-trimethyl; 1,5-pentanediol, 2,2,3-trimethyl-; 1,5-pentanediol, 2,3,3-trimethyl-; 1,3-pentanediol, 2-ethyl-2-methyl-; 1,4-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-; 1,5-pentanediol, 2-ethyl-2-methyl-; 1,5-pentanediol, 2-ethyl-4-methyl-; 2,4-pentanediol, 3-ethyl-2-methyl-; 1,3-pentanediol, 2-isopropyl-; 1,3-pentanediol, 2-propyl-; 1,4-pentanediol, 2-isopropyl-; 1,4-pentanediol, 2-propyl-; 1,4-pentanediol, 3-isopropyl-; 2,4-pentanediol, 3-propyl-; 1,3-hexanediol, 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-; 1,4-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-; 1,3-hexanediol, 4,4-dimethyl-; 1,4-hexanediol, 4,5-dimethyl-; 1,5-hexanediol, 2,2-dimethyl-; 1,5-hexanediol, 3,4-dimethyl-; 1,5-hexanediol, 3,5-dimethyl-; 1,5-hexanediol, 4,5-dimethyl-; 1,6-hexanediol, 2,3-dimethyl-; 1,6-hexanediol, 2,4-dimethyl-; 1,6-hexanediol, 3,3-dimethyl-; 2,4-hexanediol, 4,5-dimethyl-; 2,5-hexanediol, 2,3-dimethyl-; 2,5-hexanediol, 2,4-dimethyl-; 2,5-hexanediol, 3,3-dimethyl-; 2,6-hexanediol, 3,3-dimethyl-; 1,3-hexanediol, 4-ethyl-; 2,4-hexanediol, 3-ethyl-; 2,5-hexanediol, 3-ethyl-; 1,3-heptanediol, 4-methyl-; 1,3-heptanediol, 5-methyl-; 1,3-heptanediol, 6-methyl-; 1,5-heptanediol, 3-methyl-; 1,5-heptanediol, 4-methyl-; 1,6-heptanediol, 3-methyl-; 1,6-heptanediol, 5-methyl-; 2,4-heptanediol, 5-methyl-; 2,5-heptanediol, 3-methyl-; 3,5-heptanediol, 2-methyl-; 2,6-octanediol; 2,4-hexanediol, 3,3,4-trimethyl-; 2,4-hexanediol, 3,5,5-trimethyl-; 2,4-hexanediol, 4,5,5-trimethyl-; 2,5-hexanediol, 3,3,4-trimethyl-; 2,5-hexanediol, 3,3,5-trimethyl-; Triethoxylated 1,2-propanediol, 3- (butyloxy)-; Tetraethoxylated 1,2-propanediol, 3- (butyloxy)-; 1,2-propanediol, 2- (3-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)-; 1,3-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)-; Pentaethoxylated 1,3-propanediol, 2- (1-cyclohex-1-enyloxy)-; 1,2-propanediol, 3- (butyloxy)-; Hexaethoxylated 1,2-propanediol, 3- (butyloxy)-; Heptaethoxylated 1,2-propanediol, 3- (butyloxy)-; Octaethoxylated 1,2-propanediol, 3- (butyloxy)-; Nonaethoxylated 1,2-propanediol, 3- (butyloxy)-; Bis (2-hydroxybutyl) ether; And bis (2-hydroxycyclopentyl) ether.

III. Chelating agent

The compositions of the present invention all comprise one or more chelating agents, such as copper and / or nickel chelating agents ("chelators"). The chelating agent of the present invention is added to reduce the tint formation to promote transparency of the transparent or translucent composition and to reduce odor. While not wishing to be bound by the hypothesis, the addition of a chelating agent is believed to reduce or minimize the presence of pigment formers that may be present in the fabric flexible actives. In addition, the presence of chelating agents minimizes or reduces odors that may be associated with fabric softeners.

Accordingly, the composition of the present invention includes the presence of a chelating agent as the main component of the composition. The chelating agent may be present in the composition in the range of about 0.001% to about 10% by weight of the composition. More preferably, the chelant is present in the range of about 0.01% to about 5%, most preferably about 0.01% to about 3% by weight of the composition.

The water soluble chelating agent may be selected from the group consisting of amino carboxylates, amino phosphonates, polyfunctional-substituted aromatic chelating agents, and mixtures thereof, all defined below and preferably in acid form. Amino carboxylates useful herein as chelating agents include ethylenediaminetetraacetic acid (EDTA), N-hydroxyethylethylenediaminetri, including their water-soluble salts and mixtures thereof such as alkali metals, ammonium, and substituted ammonium salts thereof. Acetic acid, nitrilotriacetate (NTA), ethylenediamine tetratetrapropionate, ethylenediamine-N, M-diglutamate, 2-hydroxypropylenediamine-N, N-disuccinate, triethylenetetraaminepentaacetate, Diethylenetriaminepentaacetate (DETPA) such as diethylenetriaminepentaacetic acid (DTPA), and ethanol diglycine.

Amino phosphonates are also suitable for use as chelating agents in the compositions of the present invention, where low concentrations of total phosphorus are allowed in the detergent compositions, and ethylenediaminotetrakis (methylenephosphonate), ethylenediaminetetrakis ( Methylenephosphonate), diethylenetriamine-N, N, N ', N ", N" -pentakis (methane phosphonate) (DETMP) and 1-hydroxyethane-1,1-diphosphonate ( HEDP). Preferably, the amino phosphonate does not comprise an alkyl or alkenyl group having about 6 carbon atoms or more.

The chelating agent is generally used for soaking for 1 minute to several hours or more at a concentration of about 2 ppm to about 25 pprm during this rinse.

EDDS chelators (also called ethylenediamine-N, N-disuccinates) that can be used herein are materials described in US Pat. No. 4,704,233, cited above, and having the following structural formula (free acid form):

As disclosed in this patent, EDDS can be prepared using maleic anhydride and ethylenediamine. Biodegradable [S, S] isomers of EDDS can be prepared by reacting L-aspartic acid with 1,2-dibromoethane. EDDS used here as a chelator is in its salt form, ie, in which at least one of the four acidic hydrogens has been replaced with a water soluble cation M such as sodium, potassium, ammonium, triethanol ammonium or the like. As noted previously, EDDS chelators are also commonly used for soaking for 1 minute to several hours or more at concentrations of about 2 ppm to about 25 ppm during this rinse process. At certain pH, EDDS can be used in combination with zinc cations.

As you can see, a wide variety of chelators can be used here. Indeed, although the chelators are not as effective as amino carboxylates and phosphonates by weight, simple polycarboxylates such as citrate, oxydisuccinate and the like can be used. Thus, the concentration of use can be adjusted taking into account different degrees of chelation effectiveness. The chelator here preferably has a stability constant (in case of a fully ionized chelator) of at least about 5, preferably about 7, to copper ions. Generally, the chelator will here constitute from about 0.5% to about 10%, more preferably from about 0.75% to about 5% by weight of the composition. Preferred chelators include DETMP, DETPA, DTPA, NTA, EDDS and mixtures thereof, with DTPA being most preferred.

Transparency of the composition

The composition of the present invention contains a liquid rinsing fabric softener composition that is transparent or translucent. By transparent composition, it is intended that the composition of the present invention is preferably substantially colorless to a degree that is generally as transparent as water. Of course, one of ordinary skill in the art appreciates that small amounts of color may be present in the compositions of the present invention. In this case, the composition of the present invention is packaged in a suitable container of offset color tone and becomes transparent when the color of the composition is halved, and when viewed through the container, the composition appears transparent.

Color and transparency of the present invention can be measured by the Hunter Chromatic Difference Meter. Hunt chromaticity meters are already known to those skilled in the art. The analysis was performed by Hunter Lab ColorQuest Instrument (Reston, Va, Hunter Labs). The Hunter Lab colorquest instrument can perform two separate measurements, CIELAB chromatometry and measurement of haze ratio in solution in the transmission mode of the instrument to determine the color or transparency of the composition of the present invention. Both measurements are performed on the Hunter Lab colorquest instrument using the total transmission mode. The instrument's settings are 0.25 "local observation, 0.25" port size, UV filter removal, no UV lamps, deionized water and 30 mm cells as standard.

CIELAB is a unit used to measure the color tone of veins. One skilled in the art is familiar with CEELAB units. Hue difference measurements include measuring the composition at the time of initial mixing and then analyzing the hue of the composition after a defined period of time under certain conditions. The difference between the initial time point and the final time point is the CEELAB hue difference. For the compositions of the present invention, when the transparent composition is initially stored at 1200F for 10 days, it preferably has a CEELAB color tone difference of about 5 or less, more preferably about I or less and most preferably about 0.1 or less. .

The haze rate in the transmission mode measures the amount of haze, ie the transparency of the composition. Preferably, the composition of the present invention has an agglomeration rate of about 90% or less, more preferably about 50% or less and most preferably about 25% or less in the transmission mode of the Hunter chromatic color difference meter.

III. Random ingredient

(A) Low molecular weight water soluble solvents may also be used in amounts of from 0 to about 12%, preferably from about 1 to about 10%, more preferably from about 2 to about 8%. The water soluble solvent may not provide a transparent product when used at the same low concentration as the main solvent described above, but may provide a transparent product when the main solvent is insufficient to provide a completely transparent product. Therefore, the presence of the water-soluble solvent is very desirable. The solvent is ethanol; Isopropanol; 1,2-propanediol; 1,3-propanediol; Propylene carbonate and the like, but do not include any main solvent (B). The water-soluble solvents have a better affinity for water in the presence of hydrophobic materials such as softener active materials as compared to the main solvent.

(J) other optional ingredients

Other optional ingredients useful in the compositions of the present invention include, but are not limited to, dye transfer electrolytic agents, polymeric dispersants, soil release agents, tailings dispersants, third inhibitors, optical bleaches or other bleaches, dye fixatives, colors Anti-fading agents, bleaching agents, fabric softener clay, antistatic agents, carriers, hydrotrope, processing aids, dyes or pigments, antibacterial agents, colorants, fragrances, preservatives, opacifiers, shrinkage agents, anti-wrinkle agents, fabric crispies There are topical agents, drops, fungicides, mold inhibitors, and corrosion inhibitors.

Particularly preferred optional ingredients that provide additional stability include water soluble calcium and / or magnesium compounds. Chloride salts are preferred, but salts such as acetates, nitrates and the like can be used. The amount of calcium and / or magnesium salt is from 0 to about 2%, preferably from about 0.05 to about 0.5%, more preferably from about 0.1 to about 0.25%.

The present invention also discloses pending application serial numbers 08 / 372,068 (Rusche et al., Jan. 12, 1995), 08 / 372,490 (Shaw et al.), Jan. 12, 1995, which is incorporated herein by reference. ) And other compatible ingredients, including those disclosed in US 08 / 277,558 (Hartman et al., July 19, 1994).

Unless otherwise stated, all percentages, ratios, and ratios herein are by weight. In that regard, all cited documents are incorporated herein by reference.

Preparation of main solvent

Preparation of Diol Main Solvent

Many synthetic methods can be used to prepare the main diol solvent of the present invention. Appropriate methods are selected according to the specific structural requirements of each of the main solvents. Moreover, most major solvents can also be prepared by one or more methods. Therefore, the methods cited herein for each particular main solvent are for illustrative purposes only and are not intended to be limiting.

Method A

Preparation of 1,5-, 1,6-, and 1,7-diol

Method 1

This synthetic method is a general method for preparing α, ω-type diols derived from substituted cyclic alkenes. Examples of cyclic alkenes are the alkylated isomers of cyclopentene, cyclohexene, and cycloheptene. General formulas of useful alkylated cyclic alkenes are:

Wherein each R is H, or C1-C4-alkyl, x is 3, 4 or 5.

Cyclic alkenes can be converted to terminal diols by a three step reaction sequence.

Step 1 is to react cyclic alkenes and ozone (O3) in a solvent such as anhydrous ethyl acetate to form an intermediate ozonate. Step 2 is to reduce the ozonate, for example by palladium catalyst / H 2 to form dialdehyde, which is converted to the desired diol by borohydride reduction in step 3.

1,2-diol is generally prepared by direct hydroxylation of suitably substituted olefins. For example:

[Wherein each R is H, alkyl or the like]

In a typical reaction, alkenes are reacted with hydrogen peroxide (30%) and a catalytic amount of osmium tetraoxide in t-butyl alcohol or other suitable solvent. The reaction is cooled to about 0 ° C. and left overnight. Unreacted compounds and solvents are removed by distillation and the desired 1,2-diol is isolated by distillation or crystallization.

Method 2 An alternative method is to convert olefins to epoxides by reaction of m-chloroperbenzoic acid, or peracetic acid, in a solvent such as methylene chloride at a temperature below about 25 ° C. Epoxides produced by this chemistry are then hydrolyzed to diol, for example by dilute sulfuric acid.

Step 3 forms the desired diol by borohydride reduction.

Method 3

An alternative method for preparing these compounds is to directly hydroxylate hydrogen peroxide and catalytic amounts of osmium tetraoxide and cyclic alkenes. The reaction produces cyclic diols which are converted to open chain dialdehydes by periodate or lead tetraacetate. The dialdehyde is then reduced to borohydride as in Method 1 to produce the desired 1,5- or 1,6-diol and the like.

Method B

Preparation of 1,2-diol

Method 1

Method C

Preparation of 1,3-diol

Acylation of Enamines

This method of preparation relates to the general form of 1,3-diol and accommodates various structural features. Enamines are formed from both ketones and aldehydes and react with acid chlorides to form acylated products. Acylated amine derivatives are hydrolyzed to their acylated carbonyl compounds, which are 1,3-dicarbonyl precursors to the desired 1,3-diol. Diols are produced by borohydride reduction of 1,3-dicarbonyl compounds.

Thus acetaldehyde (aldehydes) can be heated to reflux in a solvent such as toluene and reacted with a catalytic amount of p-toluene sulfonic acid and secondary amines, preferably cyclic amines such as pyrrolidine or morpholine. As the amine reacts (condenses) with the carbonyl compound, water is produced which is removed, for example, by reflux through a water trap. After removing the theoretical amount of water, the reaction mixture is removed if necessary (acylation can in most cases be carried out in the same solvent system), for example by stripping under vacuum to remove the solvent.

Crude anhydrous enamines containing some excess amine react with an appropriate acid chloride at about 20 ° C. to produce acylated enamines. This reaction is generally allowed to stir overnight at room temperature. The entire reaction mixture is then poured onto crushed ice and stirred and the mixture is made acidic with 20% HCl. This treatment hydrolyzes the enamine to an acylated dicarbonyl compound. The intermediate is then isolated by distillation to remove the extraction and low boiling impurities, which is then reduced to sodium borohydride to produce the desired 1,3-diol.

Method D

Preparation of 1,4-diol by Aldol Condensation and Reduction

Typical reactions include one or more aldehydes, one or more ketones and mixtures thereof, which have one or more alpha hydrogen atoms in the carbon atoms in contact with the carbonyl group. Typical examples of some reactants and some potential end products are:

2R-CH2-CHO → HO-CH2-CH (R) -CHOH-CH2-R

R-CH2-CHO + R'-CH2-CHO → HO-CH2-CH (R) -CHOH-CH2-R +

HO-CH2-CH (R ')-CHOH-CH2-R' +

HO-CH2-CH (R ')-CHOH-CH2-R +

HO-CH2-CH (R) -CHOH-CH2-R '

R-CH2-CHO + R'-CO-CH3-> HO-CH2-CH (R) -CHOH-CH2-R +

R-CH2-CHOHCH2-CHOH-R '

The aldehydes, ketones, or mixtures thereof to be condensed are placed in an autoclave under an inert atmosphere with a solvent such as butanol or a phase transfer medium such as polyethylene glycol. When mixed condensation of ketones with aldehydes is desired, typically both reactants are used in a molar ratio of about 1: 1. A catalytically strong alkaline catalyst, such as sodium methoxide, is typically added in an amount of about 0.5-10 mole% of the reactants. The autoclave is sealed and the mixture is heated at about 35-100 ° C., typically from about 5 minutes to about 3 hours, until most of the raw reactants are converted. The crude mixture is neutralized and the carbonyl functional groups present are reduced by hydrogenation on Raney Ni at about 100 ° C. and about 50 atmospheres for about 1 hour. The volatile components are removed by distillation and the desired diol main solvent is obtained by vacuum distillation.

Further information on this method of preparation is described in Synthesis, (3), 164-5 (1975), A. Porcini and al. Ungaro]; PCT International Application WO 9,507,254, Kulmala et al., March 16, 1995; Japanese Patent Application No. 40,333, Sato et al., February 9, 1990; Japanese Patent Application No. 299,240, Sato et al., December 4, 1989; European Patent Application No. 367,743, Anchner et al., May 9, 1990; All of these documents and patents are incorporated herein by reference.

General Example:

Condensation of butyraldehyde and / or isobutyraldehyde and conversion to form 8-carbon-1,3-diol

Sodium is dissolved in some n-butanol (about 148 g, about 2 moles, Aldrich) in a 500 ml three-neck round bottom flask with a stir bar, internal thermometer, cooler, and connections for blanketing into a nitrogen atmosphere. Until treated with metal sodium (about 2.3 g, about 0.1 mol, Aldrich). Then, a mixture of butyraldehyde (about 72 g, about 1 mole, Aldrich) and isobutyraldehyde (about 72 g, about 1 mole, Aldrich) is added and the system is about 40 ° C. until most of the initial aldehyde has proceeded to the reaction. To keep. The base catalyst is neutralized by the careful addition of sulfuric acid, the salt is removed by filtration, and the solution is hydrogenated over Raney Ni at about 100 ° C. at a pressure of about 50 atm to give 8-carbon-1,3-diol Produces a mixture. Butanol solvent and isobutanol formed during hydrogenation were removed by distillation to give 2,2,4-trimethyl-1,3-pentanediol; 2-ethyl-1,3-hexanediol; 2,2-dimethyl-1,3-hexanediol; And an 8-carbon-1,3-diol mixture of 2-ethyl-4-methyl-1,3-pentanediol. If desired, these mixtures are further purified by vacuum distillation or by decolorizing with activated carbon. The recovered solvent is used for further batches of diol preparation.

When butyraldehyde alone is used in the reaction, the main product obtained is 2-ethyl-1,3-hexanediol.

When only isobutyraldehyde is used in the reaction, the main product obtained is 2,2,4-trimethyl-1,3-pentanediol.

Mixed condensation of butyraldehyde and methyl ethyl ketone and conversion to form an 8-carbon-1,3-diol mixture

Conditions A. Some sodium n-butanol (about 148 g, about 2 moles, Aldrich) in a 500 ml three-necked round bottom flask with a stir bar, an internal thermometer, a cooler, and a connection for blanketing into the nitrogen atmosphere was dissolved in sodium. Treat with metal sodium (about 2.3 g, about 0.1 mole, Aldrich) until all are dissolved. Then, a mixture of butyraldehyde (about 72 g, about 1 mole, Aldrich) and 2-butanone (about 72 g, about 1 mole, Aldrich) is added and the system is about 40 until most of the initial aldehyde has proceeded. Keep at ℃. The base catalyst is neutralized by the careful addition of sulfuric acid and the salts are removed by filtration. If desired, unreacted starting material is removed by distillation with the reaction solvent. The mixture containing the condensation product was hydrogenated on Raney Ni at about 100 ° C. and about 50 atm for about 1 hour to yield 2-ethyl-1,3-hexanediol, 2-ethyl-3-methyl-1,3-pentanediol, Mixtures of 8-carbon-1,3-diol containing 3,5-octanediol, 3-methyl-3,5-heptanediol; And small amounts of 1,3-diol isomers such as 3-methyl-2,4-heptanediol and 3,4-dimethyl-2,4-hexanediol. The crude diol mixture can be further purified by fractional distillation.

Condition B. The reaction is repeated except for 2 moles of butyraldehyde for each mole of 2-butanone. The result is self-condensation of aldehydes (eg 2-ethyl-1,3-hexanediol), and aldehydes and 2-butanone (eg 2-ethyl-3-methyl-1,3-pentanediol and 3,5- A high proportion of diols resulting from mixed condensation of octanediol, and self-condensation of 2-butanone (eg, 3-methyl-3,5-heptanediol and 3,4-dimethyl-2,4-hexanediol) A lower proportion of diol produced in the soot is produced as reaction product.

Conditions C. The condensation is repeated except that about 1 mole of 2-butanone is added to the reaction vessel together with a solvent and a catalyst, and about 1 mole of butyraldehyde is added dropwise. The conditions are controlled so that the self-condensation rate of 2-butanone is slow and reacts as soon as carbonyl of the more reactive aldehyde is added. This results in a high proportion of diols resulting from the condensation of 2-butanone and butyraldehyde and the condensation of 2-butanol itself and a low proportion of diols resulting from the self-condensation of butyraldehyde as reaction products.

Condition D. The condition C is repeated under low temperature conditions. About 1.0 mole of 2-butanone is dissolved in about 5 volumes of anhydrous tetrahydrofuran. The solution is cooled to about -78 ° C and about 0.95 moles of potassium hydride are added in small portions. After the hydrogen evolution has ceased, the solution is left to stand for about 1 hour to equilibrate to a more stable enolate, and then 1 mole of n-butyraldehyde is slowly added while stirring well while maintaining a temperature of about -78 ° C. do. After the addition is complete, the solution is slowly warmed to room temperature and neutralized by careful addition of sulfuric acid. Salt is removed by filtration. If desired, unreacted starting material is removed by distillation with the reaction solvent. The mixture containing the condensation product was hydrogenated on Raney Ni at about 100 ° C. and about 50 atm for about 1 hour to mainly produce diol, 3,5-octanediol, resulting from the condensation of 2-butanone with the enoleate of butyraldehyde. Create Purification is optionally completed by distillation.

Mixed condensation of isobutyraldehyde and methyl ethyl ketone and conversion to form an 8-carbon-1,3-diol mixture

The reaction of Condition A is repeated except that butyraldehyde is replaced with isobutyraldehyde. Condensation and reduction proceed similarly and the final diol product is 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 form an 8-carbon-1,3-diol mixture

The reaction of Condition A is repeated except that about 1 mole of each butyraldehyde, isobutyraldehyde, and 2-butanone is used. Condensation and reduction proceed similarly to 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-methyl-3,5-heptanediol; And a mixture of 8-carbon-1,3-diol consisting mainly of 3-methyl-3,5-heptanediol with a small amount of other isomers resulting from condensation on methylene of 2-butanone instead of methyl.

The mixture prepared by condensation of butyraldehyde, isobutyraldehyde, and / or methyl ethyl ketone may be up to about 90% by weight, preferably up to about 80% by weight, more preferably up to 70% by weight, even more preferably about Up to 60% by weight and most preferably up to 50% by weight of certain compounds. In addition, the reaction mixture contains up to about 95 weight percent, preferably up to about 90 weight percent, more preferably up to about 85 weight percent, and most preferably up to about 80 weight percent butyraldehyde or isobutyraldehyde. Should not.

Method E

Preparation of 1,4-diol by adding acetylide to carbonyl compound

Dimetal acetylides Na +-: C≡C: -Na + are reacted with aldehydes or ketones to form unsaturated alcohols, for example:

The resulting acetylene diol is then reduced to alkenes or completely to saturated diols. The reaction can also be converted to sodium salts using an 18% slurry of carbonyl compound and mono-sodium acetylide and acetylene alcohol which can be reacted with another mole of carbonyl compound to yield unsaturated 1,4-diol It is done by forming a. If mixed carbonyl compounds are used with diacetylides, diol mixtures will be produced. When mono-acetylides are used, certain structures are made in high yields.

General Example: Preparation of 6-methyl-2,5-heptanediol

Sodium acetylide (about 18% in xylene) slurry is reacted with isobutyraldehyde to form acetylene alcohol.

(CH3) 2CH-CHO + NaC≡CH → (CH3) 2CH-CHOH-C≡C-H

Acetylene (ethynyl) alcohol is converted to sodium acetylide R-CHOH-C≡CNa using a base, which is then reacted with 1 mole of acetaldehyde to react with ethynyl diol R-CHOH-C≡C-CHOH-R ' Create This compound, (CH3) 2CH-CHOH-C≡C-CHOH-CH3, can be isolated as unsaturated diols and, if necessary, reduced to catalytic hydrogenation to form corresponding substances containing double bonds instead of acetylene bonds, or Or by further catalytic hydrogenation to form saturated 1,4-diol.

Method F

Preparation of Substituted Diols Derived from Esters of Cyclic Anhydrides, Lactones and Dicarboxylic Acids

This method of preparation relates to diols derived from dicarboxylic acid anhydrides, diesters and lactones, in particular some 1,4-diols, and is not limited to 1,4-diol or 4-carbon diacids.

Diols of this type are generally synthesized by reducing sodium bis (2-methoxyethoxy) aluminum hydride (Red-Al) and the parent anhydride, lactone or diester as reducing agent. This reducing agent is commercially available as a 3.1 molar solution dissolved in toluene and delivers 1 mole of hydrogen per mole of reagent. Diesters and cyclic anhydrides require about 3 moles of Red-Al per mole of substrate. To illustrate this method, alkyl substituted succinic anhydrides are used and typical reduction is carried out as follows.

The anhydride is first dissolved in anhydrous toluene and placed in a reaction vessel equipped with a reflux funnel, a mechanical stirrer, a thermometer and a reflux condenser connected to calcium chloride and soda lime and carbon dioxide to exclude moisture. The reducing agent in toluene is placed in a dropping funnel and slowly added to the stirred anhydrous solution. The reaction is exothermic and the temperature is adjusted to about 80 ° C. It is maintained at about 80 ° C. for the remaining addition time and for about 2 hours after addition.

The reaction mixture is then cooled to room temperature. The mixture is then added to a stirred aqueous solution of HCl (concentration of about 20%) cooled in an ice bath and the temperature is maintained at about 20 to 30 ° C. After acidification, the mixture is separated in a separating funnel and the organic layer is washed with dilute salt solution until the pH paper is neutral. The neutral diol solution is dried over anhydrous magnesium sulfate, filtered and then stripped under vacuum to produce the desired 1,4-diol.

Method G

Preparation of Diols Having One or Two Secondary or Tertiary Alcohol Functional Groups

This is a common method for preparing substituted diols from lactones and / or diesters by alkylating carboxyl group (s) using methyl magnesium bromide (Grignard reagent) or alkyl lithium compounds generally methyl lithium. It is as follows.

This form of alkylation can extend to diesters. Excess methylation will yield diols with two alcohol groups tertiary.

Method H

Preparation of Substituted 1,3-, 1,4- and 1,5-Diols

This method is a general preparation of several 1,3-, 1,4- and 1,5-diols using the schematic chemistry of Methods A-1 and A-2. The modification here is to use cyclic alkandienes instead of the cyclic alkenes described in Method A. The general formula of the starting material is:

Wherein each R is H, or C1-C4-alkyl and x is 1,2 or 3.

The reaction is carried out for each mole of the target diol share, in which one mole of ethylene glycol is, for example, 2,2-dimethyl-1,4-hexanediol from 1-ethyl-5,5-dimethyl-1,3-cyclohexanediol. A variation of Method A of forming a solvent is, for example, the following (CAS No. 79419-18-4):

Preparation of Polyethoxylated Derivatives

Polyethoxylated derivatives of the diol main solvent are typically prepared in high pressure reactors under a nitrogen atmosphere. Appropriate amount of ethylene oxide is added to the mixture of high temperature (about 80 ° C. to about 170 ° C.) diol solvent and potassium hydroxide. The amount of ethylene oxide is calculated for a predetermined amount of diol solvent to add the correct number of ethylene oxide groups per mole of diol. When the reaction is complete, for example after about 1 hour, the remaining unreacted ethylene oxide is removed in vacuo.

General Example: Preparation of Tetraethoxylated 3,3-dimethyl-1,2-butanediol

A 2 liter Parr reactor equipped with a temperature control system is charged with about 354 g (about 3.0 moles) of 3,3-dimethyl-1,2-butanediol and about 0.54 g of potassium hydroxide. Nitrogen is sparged into the reactor and evacuated three times under a pressure of about 30 mm Hg. The reactor is then again charged with nitrogen to atmospheric pressure and heated to about 130 ° C. The pressure in the reactor is then adjusted slightly below atmospheric pressure by applying a slight vacuum. Ethylene oxide (about 528 g, about 12.0 moles) is added over 1 hour while adjusting the temperature to about 130 ° C. After an additional reaction time of 1 hour, the contents are cooled to about 90 ° C. and vacuum is removed to remove residual ethylene oxide.

Preparation of Methyl Capped Polyethoxylated Derivatives

Methyl-capped polyethoxylated derivatives of diols can be selected from the selected diols with methoxypoly (ethoxy) ethyl chloride (e.g., CH3O- (CH2CH2O) n-CH2CH2-Cl) of the desired chain length. Are typically prepared by reacting or reacting the epoxy precursors of the diol with methyl capped polyethylene glycol (e.g., CH3O- (CH2CH2O) n-CH2CH2-OH) of the desired chain length, or a combination of these methods. .

EXAMPLES Synthesis of (CH3) 2C (OH) CH (CH3) (OCH2CH2) 4OCH3, methyl capped tetraethoxylated derivatives of 2-methyl-2,3-butanediol.

Tetraethylene glycol methyl ether (about 208 g, about 1.0 mole) and sodium metal (Aldrich, about 2.3) in a 1-liter three-neck round-bottomed flask equipped with a magnetic stir bar, cooler, thermometer, and thermostat (Tr. Thermowatch I2R). g, about 0.10 mole) and the mixture is heated to about 100 ° C under argon. After sodium is dissolved, 2-methyl-2,3-epoxybutane (about 86 g, about 1.0 mole) is added and the solution is stirred at about 120 ° C. under argon overnight. 13 C-NMR (dmso-d6) indicates the reaction was complete due to the disappearance of the epoxide peak. The reaction mixture is cooled, poured into equal volume of water, neutralized with 6N HCl, saturated with sodium chloride and then extracted twice with dichloromethane. The combined dichloromethane layer is dried over sodium sulfate and the solvent is stripped to produce the desired polyether alcohol in crude form. If desired, purification is accomplished by fractional vacuum distillation.

Synthesis of Methoxytriethoxyethyl Chloride

Tetraethylene glycol methyl ether (about 208 g, about 1.0 mole) is added under argon to a 1 liter three necked round bottom flask equipped with a magnetic stir bar, a cooler, and a thermostat (registered trademark Thermowatch I2R). Thionyl chloride (about 256.0 g, about 2.15 moles) is added dropwise with good stirring over about 3 hours, maintaining the temperature in the 50-60 ° C range. The reaction mixture is then heated at about 55 ° C overnight. 13 C-NMR (D 2 O) shows a small peak at only -60 ppm for unreacted alcohol and a significant peak at -43.5 ppm indicating chlorinated product (-CH2Cl). Saturated sodium chloride solution is added to the material until thionyl chloride is destroyed. The material is dissolved in about 300 ml of saturated sodium chloride solution and extracted with about 500 ml of methylene chloride. The organic layer is dried and the solvent stripped on a rotary evaporator to produce crude methoxyethoxyethyl chloride. If desired, purification is accomplished by fractional vacuum distillation.

Synthesis of methyl capped tetraethoxylated derivatives of C 2 H 5 CH (OH) CH (CH 3) CH 2 (OCH 2 CH 2) 4 OCH 3, 2-methyl-1,3-pentanediol.

Alcohol, C2H5CH (OH) CH (CH3) CH2OH (about 116 g, about 1.0 mole) as a solvent in a 1 liter three neck round bottom flask equipped with a magnetic stir bar, a cooler, and a thermostat (thermostat Thermowatch, I2R) Add together with about 100 ml of tetrahydrofuran. To this solution is added sodium hydride (about 32 g, about 1.24 moles) in small portions and kept under reflux until gas evolution stops. Methoxytriethoxyethyl chloride (about 242 g, about 1.2 moles, prepared as above) is added and the system is held at reflux for about 48 hours. The reaction mixture is cooled to room temperature and continuously added dropwise with water while stirring to decompose excess hydride. Tetrahydrofuran is removed by stripping in a rotary evaporator. The crude product is dissolved in about 400 ml of water and sufficient sodium chloride is dissolved in water to near saturation level. The mixture is then extracted twice with about 300 ml of dichloromethane. The combined dichloromethane layer is dried over sodium sulfate and the solvent is then stripped with a rotary evaporator to produce the crude product. If desired, purification is achieved by further stripping the unreacted starting material and the low molecular weight by-product using a kugelrohr apparatus at about 150 ° C. under vacuum. If desired, further purification by vacuum distillation yields the title polyether.

Preparation of Polypropoxylated Derivatives

Attach a three-neck round bottom flask with a magnetic stir bar, solid CO2-cooled cooler, addition funnel, thermometer, and thermostat (Therm-O-Watch, I2R). The system is equipped with nitrogen to remove air through a stream of nitrogen and then blanket the reaction mixture. To the reaction flask is added anhydrous alcohol or diol to be propoxylated. Carefully add about 0.1-5 mole% sodium metal to the reaction vessel in small portions and allow all sodium to react if necessary. The reaction mixture is then heated to about 80-130 ° C. and propylene oxide (Aldrich) is added dropwise from the dropping funnel at a rate that maintains a small amount of reflux from the solid CO 2 -cooled cooler. Propylene oxide is added continuously until the desired amount is added for the desired degree of propoxylation. Heating is continued until all reflux of propylene oxide has stopped and the temperature is held at an additional temperature for about 1 hour to allow the reaction to complete completely. The reaction mixture is then cooled to room temperature and neutralized by careful addition of a convenient acid such as methanesulfonic acid. The salt is removed by filtration to give the desired propoxylated product. Average propoxylation degree is typically confirmed by integrating the 1 H-NMR spectrum.

Preparation of Polybutoxylated Derivatives

Attach a three-neck round bottom flask with a magnetic stir bar, solid CO2-cooled cooler, addition funnel, thermometer, and thermostat (Therm-O-Watch, I2R). The system is equipped with nitrogen to remove air through a stream of nitrogen and then blanket the reaction mixture. To the reaction flask is added anhydrous alcohol or diol to be butoxylated. Carefully continue to add about 0.1-5 mole% sodium metal to the reaction vessel in small portions, allowing all sodium to react if necessary. The reaction mixture is then heated to about 80-130 ° C. and α-butylene oxide (Aldrich) is added dropwise from the dropping funnel at a rate that maintains a small amount of reflux from the solid CO 2 -cooled cooler. Butylene oxide is added continuously until the desired amount is added for the desired degree of butoxylation. Heating is continued until reflux of the butylene oxide stops and the temperature is maintained for about 1 or 2 hours further to complete the reaction. The reaction mixture is then cooled to room temperature and neutralized by careful addition of a convenient acid such as methanesulfonic acid. The salt is removed by filtration to give the desired butoxylated product. Average butoxylation is typically confirmed by integrating the 1 H-NMR spectrum.

Preparation of Polytetramethyleneoxylated Derivatives

The dry portion of about one mole of the alcohol or diol starting material is placed in a three neck round bottom flask equipped with a magnetic stirrer, cooler, internal thermometer and argon blanket system. If the desired average "tetramethyleneoxylation" degree is about 1 per hydroxy group, about 0.11 mole of 2- (4-chlorobutoxy) tetrahydropyran (ICI) is added per mole of alcohol functional group. A solvent such as anhydrous tetrahydrofuran, dioxane or dimethylformamide is added if necessary. Sodium hydride (about 5 mole% excess relative to chloro compound) is then added with good stirring in small portions, maintaining a temperature of about 30-120 ° C. After all the hydrides have reacted, the temperature is generally maintained for about 4-24 hours until all alcohol groups are alkylated. After the reaction is complete, it is cooled and excess hydride is decomposed by careful addition of methanol in small portions. An equal volume of water is then added and the pH is adjusted to about 2 with sulfuric acid. After warming to about 40 ° C., it is held for about 15 minutes to hydrolyze the tetrahydropyranyl protecting group, the reaction mixture is neutralized with sodium hydroxide, and the solvent is stripped with a rotary evaporator. The residue is dissolved in ether or methylene chloride and the salts are removed by filtration. The residue is dissolved in ether or methylene chloride and salts are removed by filtration. Stripping produces crude tetramethyleneoxylated alcohol or diols. If a final average tetramethyleneoxylation degree of less than 1 is desired, correspondingly smaller amounts of chloro compounds and hydrides are used. If the average tetramethyleneoxylation is greater than 1, the whole process repeats the cycle until the desired level is reached.

Preparation of Alkyl and Aryl Monoglyceryl Ethers

A convenient method for preparing alkyl and / or aryl monoglycerol ethers consists first of preparing the corresponding alkyl glycidyl ether precursors. It is then converted to ketals and then hydrolyzed to form monoglyceryl ether (diol). The following is a general example of the preparation of the preferred n-pentyl monoglycerol ether, (ie 3- (pentyloxy) -1,2-propanediol) n-C5H11-O-CHOHCH2OH.

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

To a two liter three necked round bottom flask (with head stirrer, cold water cooler, mercury thermometer and addition funnel) about 546 g of aqueous NaOH (about 50% concentration) and about 38.5 g of hydrogen tetrabutylammonium sulfate (PTC, phase Transition catalyst). The contents of the flask are stirred to dissolve and then about 200 g of 1-pentanol is added together with about 400 ml of hexane (mixture of isomers, about 85% n-hexane). The addition funnel is filled with about 418 g of epichlorohydrin which is slowly added dropwise into the stirred reaction mixture. Because of the exothermic reaction, the temperature is gradually raised to about 68. After the addition of epichlorohydrin is complete the reaction continues for 1 hour (no heat is added).

The crude reaction mixture is diluted with about 500 ml of warm water and stirred gently followed by standing and removing the aqueous layer. The hexane layer is again diluted with about 1 liter of warm water and the pH of the mixture is adjusted to about 6.5 by addition of dilute sulfuric acid solution. The aqueous layer is separated and discarded again and the hexane layer is then washed three times with fresh water. The hexane layer is then separated and evaporated to dryness on a rotary evaporator to give crude n-pentyl glycidyl ether.

Acetoneization (Conversion to Ketal)

Two liter three neck round bottom flasks (attached with a head stirrer, a cold water cooler, a mercury thermometer and an addition funnel) are charged with about one liter of acetone. To acetone is added about 1 ml of SnCl 4 with stirring. To the addition funnel on the reaction flask is added about 200 g of just prepared n-pentyl glycidyl ether. Glycidyl ether is added very slowly to the stirring acetone solution (rate is adjusted to control exotherm). The reaction proceeds for about 1 hour after the addition of glycidyl ether is complete (maximum temperature about 52 ° C.).

Hydrolysis

The apparatus is converted for distillation and a heating mantle and thermostat are added. The crude reaction mixture is concentrated by distilling about 600 ml of acetone. To the cooled concentrated solution is added about 1 liter of aqueous sulfuric acid solution (concentration of about 20%) and about 500 ml of hexane. The contents of the flask are then heated to about 50 ° C. with stirring (the apparatus is adjusted to collect and separate the released acetone. The hydrolysis reaction is continued until TLC (thin layer chromatography) analysis confirms the completion of the reaction). do.

The crude reaction mixture is cooled and the aqueous layer is separated and discarded. The organic layer is then diluted with about 1 liter of warm water and the pH adjusted to about 7 by addition of dilute aqueous NaOH (1N) solution. The aqueous layer is separated again and the organic phase is washed three times with fresh water. The organic phase is then separated and evaporated through a rotary evaporator. The residue is then diluted with fresh hexanes and the desired product is extracted with a methanol / water solution (about 70/30 weight ratio). The methanol / water solution is evaporated to dryness again on a rotary evaporator (additional methanol is added to facilitate water evaporation). The residue is then filtered hot through glass micro fiber filter paper to give n-pentyl monoglycerol ether.

Preparation of Di (hydroxyalkyl) Ether

Synthesis of Bis (2-hydroxybutyl) ether

Argon is poured into a 500 ml three neck round bottom flask equipped with a magnetic stirrer, internal thermometer, addition funnel, cooler, argon feeder, and heating mantle. Then 1,2-butanediol (about 270 g, about 3 moles, Aldrich) is added, sodium metal (about 1.2 g, about 0.05 moles, Aldrich) is added and sodium is dissolved. The reaction mixture is then heated to about 100 ° C. and the epoxybutane (about 7.1 g, about 1 mole, Aldrich) is added dropwise with stirring. Heating is continued until reflux of the epoxybutane is stopped and heating is continued for an additional hour to complete the conversion. The reaction mixture is neutralized with sulfuric acid, the salt is removed by filtration and the liquid is fractionally distilled under vacuum to recover excess butanediol. The desired ether is obtained as a residue. If desired, further vacuum distillation is purified.

Synthesis of Bis (2-hydroxycyclopentyl) ether

Argon is poured into a 1 l three necked round bottom flask equipped with a magnetic stirrer, internal thermometer, addition funnel, cooler, argon feeder, and heating mantle. Then 1,2-cyclopentanediol (about 306 g, about 3 moles, Aldrich) is added and boron trifluoride diethyl etherate (about 0.14 g, about 0.01 mole, cis-trans isomer mixture, Aldrich) is added. . The reaction mixture is then maintained at about 10-40 ° C. when cyclopentene oxide (about 84 g, about 1 mole, Aldrich) is added dropwise while stirring until all cyclopentene oxide has reacted. The reaction mixture is neutralized with sodium hydroxide and the liquid is fractionally distilled under vacuum to recover excess cyclopentanediol. The desired ether is obtained as a residue. In some cases, further vacuum distillation purifies.

The methods disclosed above have been described solely for the purpose of assisting those skilled in the art for the practice of the invention, and the invention is not limited thereto.

All percentages, ratios, and ratios herein are by weight unless otherwise specified, and all numbers are approximations. All documents cited are hereby incorporated by reference in their appropriate places.

The following are non-limiting examples of the invention:

The following non-limiting examples show a transparent or translucent product having an acceptable viscosity.

In the following examples the composition is made by first preparing an oil sheet which is a DEQA softener active at room temperature. If the softener activator is not fluid at room temperature, the softener activator may be heated, for example, until it melts at about 130-150 ° F. (about 55-66 ° C.). The active softener is mixed using a trademark IKA RW 25 mixer at about 150 rpm for about 2 to about 5 minutes. Separately, acid / water sheets are prepared at room temperature by mixing HCl with deionized (DI) water. The chelant is then added to the check. If the softener activator and / or the main solvent (s) are not fluid at room temperature and need to be heated, the acid / water sheet should also be heated to a suitable temperature, for example about 100 ° F. (about 38 ° C.) Maintain the temperature in a water bath. Main solvent (s) (melted at appropriate temperature if their melting point is above room temperature) is added to the softener premix and the premix is mixed for about 5 minutes. The acid / water sheet is then added to the softener premix and mixed for about 20 to about 30 minutes or until the composition is clear and uniform. The composition is left to air to ambient temperature.

The following are suitable N, N-di (fatty acid acyl-oxyethyl) -N, N-dimethyl ammonium chloride fabric softener activators (DEQA's) with appropriately distributed fatty acyl groups, which are then used to prepare the following compositions. .

Fat acyl DEQA1 DEQA2 DEQA3 DEQA4 DEQA5 C12 a very small amount a very small amount 0 0 0 C14 3 3 0 0 0 C16 4 4 5 5 5 C18 0 0 5 6 6 C14: 1 3 3 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 One One 2 2 C20: 1 0 0 2 2 2 C20 and above 0 0 2 0 0 unidentified 0 0 6 6 7 Sum 99 99 100 100 102 IV 86-90 88-95 99 100 95 Sheath / Trans 20-30 20-30 4 5 5 TPU 4 9 10 13 13 TPU = total polyunsaturated fatty acyl group, weight Fat acyl DEQA6 DEQA7 DEQA8 C14 0 One 0 C16 11 25 5 C18 4 20 14 C14: 1 0 0 0 C16: 1 One 0 One C18: 1 27 45 74 C18: 2 50 6 3 C18: 3 7 0 0 Etc 0 3 3 Sum 100 100 100 IV 125-138 56 Impossible to obtain Sheath / Trans (C18: 1) Impossible to obtain 7 Impossible to obtain TPU 57 6 Impossible to obtain

Example I

ingredient 1 wt% 2 wt% 3 wt% 4 wt% 5 wt% 6% by weight 7 wt% 8% by weight DEQA1 26.6 43.2 - 26.6 - 26.6 26.6 26.6 DEQA6 - - 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 DTPA 0.01 0.01 0.1 0.1 2.5 2.5 0.1 0.01 HCl (pH 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 0.005 Fragrance - - - - - 1.0 - - Carton - - 3 ppm 3 ppm - - - - DI number balance balance balance balance balance balance balance balance DEQA6 N, N-di (coco-oil-oxyethyl) -N, N-dimethyl ammonium chloride. The ClogP values of 2-ethyl-1,3-hexanediol and 1,2-hexanediol are 0.60 and 0.53, respectively. It is within the preferred ClogP range.

The above examples show transparent or translucent products with acceptable viscosities.

Example IA

ingredient 8% by weight Comparative 8A weight% Comparative 8B weight% Comparative 8C weight% Comparative 8D weight% Comparative 8E weight% Comparative 8F weight% DEQA1 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 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 DI number balance balance balance balance balance balance balance

All 1,2-alkanediols of Example IA except 1,2-hexanediol are outside the effective range of 0.15 to 0.64 in ClogP values. Only the composition of Example I-8 containing 1,2-hexanediol is a clear composition having an acceptable viscosity at room temperature and at 40 ° F. (about 4 ° C.). The compositions of Comparative Examples I-8A to I-8F do not have transparency and / or acceptable viscosity.

Example IB

ingredient 8% by weight Comparative 8G weight% Comparative 8H weight% Comparative 8I wt% Comparative 8J weight% Comparative 8K weight% Comparative 8 L weight% DEQA1 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 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 DI number balance balance balance balance balance balance balance

All hexanediol isomers of Example IB except 1,2-hexanediol were outside the effective range of 0.15 to 0.64 in the ClogP value. Only the composition of Example I-8 containing 1,2-hexanediol is a transparent composition having an acceptable viscosity at room temperature and at 40 ° F. (about 4 ° C.). The compositions of Comparative Examples I-8G to I-8L do not have transparency and / or acceptable viscosity.

Example IC

ingredient 8% by weight 8M% by weight 8N% by weight 8O wt% 8P% by weight Comparative 8Q weight% DEQA1 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 - - One - - 9.2 Ethyl lactate - - - 9 - - Isopropyl lactate - - - - 9 - ethanol 6 6 6 6 6 6 HCl (pH 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 DI number balance balance balance balance balance balance

Compositions of Examples I-8, I-8M and I-8N containing effective 1,2-hexanediol main solvents at effective levels are transparent compositions having acceptable viscosities both at room temperature and at 40 ° F. (about 4 ° C.). to be. The compositions of Examples I-8O and I-8P containing effective 1,2-hexanediol main solvents at effective levels are transparent compositions with acceptable viscosities at room temperature and separated in the upper layer at about 40 ° F. (about 4 ° C.). However, it is a transparent composition with a small layer which recovers to transparent at room temperature. The composition of Comparative Example I-8Q, which does not contain an effective amount of the preferred 1,2-hexanediol, does not have transparency and / or acceptable viscosity.

Example II

ingredient 1 wt% 2 wt% 3 wt% 4 wt% 5 wt% 6% by weight 7 wt% DEQA1 - 26.6 - 20.0 20.0 26.6 - DEQA6 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-1,3-propanediol - 16 16 - - - - DTPA 0.01 0.05 0.09 0.1 0.01 0.1 0.05 HCl (pH 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 DI number balance balance balance balance balance balance balance

Example III

ingredient 1 wt% 2 wt% 3 wt% 4 wt% 5 wt% 6% by weight 7 wt% DEQA1 - 26.6 - 26.6 26.6 26.6 - DEQA2 26 - 26 - - - 26 ethanol 5.1 6 5.1 3.8 - 4 5.1 Isopropanol - - - - - 2 - n-propanol 18 - - - - - - 2-butanol - 16 - - - - - 2-methyl-1-propanol - - 18 - - 2 - 2-methyl-2-propanol - - - 20 - - - 2,3-butanediol, 2,3-dimethyl- - - - - 18 - - 1,2-butanediol, 2,3-dimethyl- - - - - - 16 - 1,2-butanediol, 3,3-dimethyl- - - - - - - 18 DTPA 0.1 0.1 2.5 0.01 0.01 2.5 0.1 CaCl2 - 0.25 - - - - - HCl (pH about 2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 DI number balance balance balance balance balance balance balance

Example IV

A transparent fabric softener with the following composition is prepared and measured for transparency. Measurements are made on the Hunter Lab ColorQuest Instrument in a 0.25 "area observation, 0.25" pore size, UV filtration, no UV lamps installed, and a complete transmission form with deionized water as standard in a 30 mm cell. The composition initially has another LIELAB at 120 ° F. with 20.37 with no DTPA and 0.04 with DTPA for 10 days. When DTPA is included, the percentage turbidity of the composition in the permeation mode is 1.51%.

ingredient weight% DEQA 26.00 ethanol 2.00 Hexylene glycol 2.00 1,2-hexanediol 17.00 HCl (1N) 0.25 Carton (1.5%) 0.02 DTPA 0.01 Deionized water 52.72

Processing aspect

As described above, the main solvent B and several mixtures of the main solvent B and the secondary solvent may be used in the softener activator A (about 55% to about 85% by weight of the premix, preferably about 60% to about 80% by weight). , More preferably about 65% to about 75% by weight); Main solvent B (about 10% to about 30% by weight of the premix, preferably about 13% to about 25% by weight, more preferably about 15% to about 20% by weight); And optionally, a water-soluble solvent C (about 5% to about 20% by weight of the premix, preferably about 5% to about 17% by weight, more preferably about 5% to 15% by weight). Prepare the premix. Main solvent B may optionally be replaced with a mixture of an effective amount of main solvent B and some unusable solvents as described above. This premix contains the desired amount of fabric flexible activator A and sufficient main solvent B, and solvent C to provide a premix having the desired viscosity at the desired temperature. Typical viscosities suitable for processing are less than about 1000 cps, preferably less than about 500 cps, more preferably less than about 300 cps. The use of low temperatures improves stability by minimizing solvent evaporation, minimizes degradation and / or loss of materials such as biodegradable fabric softeners, fragrances, etc., and reduces processing costs by reducing the need for heating. The result is improved environmental impact and stability in manufacturing operations.

Examples of premixes and processes using them include main solvents such as about 10% to about 30%, preferably about 13% to about 25%, more preferably about 15% to about 20% of 1,2-hexanediol. And about 55% to about 20%, preferably about 5% to about 15% of a water-soluble solvent C, such as ethanol and / or isopropanol, as described in the foregoing examples as DEQA1 and DEQA8. Premixes typically containing from% to about 85%, preferably from about 60% to about 80%, more preferably from about 65% to about 75% of fabric soft activator A are included.

As described above, when DEQA1 containing about 13% ethanol is used as the fabric softener and 1,2-hexanediol is used as the main solvent, the premix is transparent and / or liquid for various levels of the main solvent. Phosphorus temperature is as follows:

About 25% 1,2-hexanediol = transparent below about −5 ° C., liquid below about −10 ° C.

About 17% 1,2-hexanediol = clear to about 0 ℃, liquid to about -10 ℃

About 0% 1,2-hexanediol = clear up to about 17 ℃, liquid up to about 0 ℃

The premix can be used to formulate the final composition in a process consisting of the following steps:

1. Prepare a premix of fabric softener such as about 72% DEQA1, about 11% ethanol and about 17% main solvent, such as 1,2-hexanediol, and cool to ambient temperature.

2. Mix the spices into the premix.

3. Constituent with water, chelant and HCl at ambient temperature.

4. Add the premix to water under good stirring.

5. Adjust to the desired viscosity with CaCl2 solution.

6. Add dye solution to get desired color.

Fabric softeners (DEQAs); Main solvent B; And optionally, the water soluble solvent can be formulated as a premix that can be used to prepare the following compositions.

[Industry availability]

For commercial purposes, the above-mentioned composition is introduced into a container, specifically a bottle, more specifically a transparent bottle (but translucent bottle can be used) made of polypropylene (but can be replaced with glass, oriented polyethylene, etc.). do. The disease may be a light blue tone disease that offsets any yellow color that may be present or expressed during storage. For short periods of time, and completely transparent products, transparent containers with no color tone or other shades can be used. The bottle may also be a bottle with an ultraviolet absorbent (absorbent may also be present on the surface) which minimizes the effect of ultraviolet light on the internals, in particular highly unsaturated activators. The overall effect of the container demonstrating transparency and transparency of the composition assures the quality of the product to the consumer.

Claims (17)

Transparent fabric flexible compositions comprising the following A, B, C, and D: A. 2 to 80% by weight of the composition of the fabric softener active agent selected from the group consisting of: i. Compounds having the formula Formula 1 Wherein each R substituent is hydrogen, C1-C6 alkyl, C2-C6 hydroxyalkyl, or a mixture thereof; each m is 2 or 3; each n is 1-4; and each R1 is long-chain C5-C21 Linear, branched, unsaturated or polyunsaturated alkyl, with an average iodine value of R 1 between 50 and 140; and each Y is , or As; Y or when The compound comprises at least two C6-C22 acyl YR1 units, if one acyl unit-YR1 contains less than 12 carbon atoms, the remaining YR1 units must contain at least 16 carbon atoms; X (-) is an ionic compatible softener; ii. Compounds having the formula Formula 2 (Wherein Y, R, R1 and X (-) have the same meaning as above); And iii. Mixtures thereof; B. less than about 40 weight percent of a main solvent having a ClogP of about 0.15 to about 0.64; C. 0.001 to 10 weight percent of chelated material; And D. Balance is water. The method of claim 1, wherein each R 1 of the fabric softener activator consists of long chain C5-C21 branched alkyl or unsaturated alkyl, and the ratio of branched alkyl to unsaturated alkyl is 5:95 to 95: 5, with respect to the unsaturated alkyl group, The average iodine value of the parent fatty acid of the R1 group is 70 to 115, characterized in that the composition. 3. The composition according to claim 2, wherein the composition contains 15 to 70% by weight of the fabric softener activator, wherein each R substituent in the fabric softener activator is hydrogen, a C1-C3 alkyl or a C2-C3 hydroxyalkyl group, Or a mixture thereof; Each n is 2, and each Y is ego ; The sum of the carbons in each -YR1 unit is C12-C22, R1 is branched alkyl or unsaturated alkyl, the ratio of branched alkyl to unsaturated alkyl is 75:25 to 25:75, and for the unsaturated alkyl group, the parent of the R1 group The average iodine value of the fatty acid is 70 to 115; Wherein the counterion X- is selected from the group consisting of chlorine, bromine, methyl sulfate, ethyl sulfate, sulfate, and nitrate and mixtures thereof. 4. The composition of claim 3, wherein the sum of carbons in each -YR1 unit is C12-C20. 5. The compound of claim 4, wherein each R substituent is selected from the group consisting of methyl, ethyl, propyl, hydroxyethyl, benzyl and mixtures thereof; The sum of carbons in each -YR1 unit is C14-C20; R 1 is branched alkyl or unsaturated alkyl, and the ratio of branched alkyl to unsaturated alkyl is 50:50 to 30:70; And wherein the counterion X- is chlorine. The composition according to claim 1, wherein the level of fabric softener containing polyunsaturated alkyl groups is at least 3% by weight of the total softener active present and the average iodine value of the parent fatty acid of the R1 group is from 60 to 140. The method of claim 1, wherein the chelant is diethylenetriaminepentaacetic acid, ethylenediaminetetraacetic acid, ethylenediamineN, N'disuccinic acid, diethylenetriamine-N, N, N'N ", N" -pentakis ( Methane phosphonic acid), nitrilotriacetic acid and mixtures thereof. 8. The composition of claim 7, wherein the chelant is diethylenetriaminepentaacetic acid. The composition of claim 1 comprising 0.01 to 5% by weight of chelant. The composition of claim 4 comprising 4 to 50% by weight of said fabric softener active agent. A composition according to claim 10 comprising 10 to 40% by weight of said fabric softener active agent. A transparent fabric flexible composition having a percentage turbidity of less than 90 in a transmission form of the Hunter Chromaticity Colorimeter, consisting of: A. 2 to 80% by weight fabric softener active agent; B. Less than 40% by weight main solvent having a ClogP of 0.15 to 0.64; C. 0.001 to 10 weight percent of chelated material; And D. Balance is water. 13. The composition of claim 12, wherein the percentage turbidity in the transmission mode of the Hunter Chromaticity Colorimeter is less than 50%. 15. The composition of claim 13, wherein the percentage turbidity in the transmission mode of the Hunter Chromaticity Colorimeter is less than 25%. 13. The method of claim 12, wherein the chelant is diethylenetriaminepentaacetic acid, ethylenediaminetetraacetic acid, ethylenediamine-N, N'disuccinic acid, diethylenetriamine-N, N, N'N ", N" -pentakis (Methane phosphoric acid), nitrilotriacetic acid and mixtures thereof. The composition of claim 15 wherein the chelant is diethylenetriaminepentaacetic acid. The composition of claim 1, further comprising up to 2% by weight of an electrolyte selected from the group consisting of calcium chloride, magnesium chloride, and mixtures thereof.