CN1436890A - Concentrated & stable fabric softening composition containing chelant - Google Patents
Concentrated & stable fabric softening composition containing chelant Download PDFInfo
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- CN1436890A CN1436890A CN02143229A CN02143229A CN1436890A CN 1436890 A CN1436890 A CN 1436890A CN 02143229 A CN02143229 A CN 02143229A CN 02143229 A CN02143229 A CN 02143229A CN 1436890 A CN1436890 A CN 1436890A
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- methyl
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- pentanediol
- glycol
- hexylene glycol
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- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M23/00—Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
- D06M23/10—Processes in which the treating agent is dissolved or dispersed in organic solvents; Processes for the recovery of organic solvents thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/62—Quaternary ammonium compounds
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/645—Mixtures of compounds all of which are cationic
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/0005—Other compounding ingredients characterised by their effect
- C11D3/001—Softening compositions
- C11D3/0015—Softening compositions liquid
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
- C11D3/2003—Alcohols; Phenols
- C11D3/2041—Dihydric alcohols
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/20—Organic compounds containing oxygen
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- C11D3/2044—Dihydric alcohols linear
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
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- C11D3/20—Organic compounds containing oxygen
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- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
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- C11D3/20—Organic compounds containing oxygen
- C11D3/2093—Esters; Carbonates
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- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/26—Organic compounds containing nitrogen
- C11D3/33—Amino carboxylic acids
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Abstract
Clear or translucent fabric softening compositions having a biodegradable fabric softening active and an added chelating agent are disclosed. The biodegradable fabric softening active preferably has formula (1), wherein each R substituent is hydrogen or a short chain C1-C6, preferably C1-C3 alkyl or hydroxyalkyl group, e.g., methyl (most preferred), ethyl, propyl, hydroxyethyl, and the like, benzyl, or mixtures thereof; each m is 2 or 3; each n is from 1 to about 4, preferably 2; each Y is -O-(O)C-, -(R)N-(O)C-, -C(O)-N(R)-, or -C(O)-O-, preferably -O-(O)C-; the sum of carbons in each R<1>, plus one when Y is -O-(O)C- or -(R)N-(O)C-, is C6-C22, preferably C12-22, more preferably C14-C20, but no more than one R<1> or YR<1> sum being less than about 12 and then the other R<1> or YR<1> sum is at least about 16, with each R<1> being a long chain C5-C21 (or C6-C22), preferably C9-C19 (or C9-C20), most preferably C11-C17 (or C12-C18), straight, branched, unsaturated or polyunsaturated alkyl, the average Iodine Value of the parent fatty acid of the R<1> being from about 20 to about 140. The chelating agent is preferably diaminetriaminepentaacetic acid. The compositions display excellent clarity with a percentage haze in the transmission mode of a Hunter Color analysis of less than 90 %, preferably less than 50 %.
Description
The application is to be that July 11, application number in 1996 are dividing an application of 96196853.2 patent application the applying date.
Technical field
The present invention relates to comprise the translucent or limpid moisture concentrated liquid softening compositio of chelating agent.It is particularly related to the softening compositio that is used for the washing operation rinse cycle, to give the function of excellent softening fabrics/control static.These compositions are characterised in that, for example reduce fabric and pollute, excellent water dispersible, wettability and/or bin stability and viscosity stability under subnormal temperature (promptly being lower than room temperature, for example 25 ℃) temperature again.
Background of invention
Prior art discloses with preparation and has made the translucent or limpid relevant problem of dense textile finishing preparation.For example people such as Machin be disclosed in 1990,12,27 european patent application No.404471, refer to the liquid softening compositio of the isotropism that contains at least 20% weight softening agent and at least 5% weight short chain organic acid.
Contain that the fabric softening compositions of a large amount of solvents is known in the art.Yet, can form the softening agent aggregation, and can be deposited on the clothing, this can cause polluting and reducing softening performance.In addition, when about 65 °F (about 18 ℃), composition can retrogradation and/or precipitation at promptly about 40 of low temperature (about 4 ℃).Because solvent height (required for making dense and limpid product), these compositions also can be expensive concerning the consumer.
The invention provides a kind of organic solvent content low (promptly being lower than about 40% weight of composition) and contain the dense aqueous liquid fabric softening compositions of chelating agent, they are under room temperature and inferior room temperature and the long term storage condition at normal temperature, stability improves and (promptly keeps limpid or translucent, and do not precipitate, not gelation, not retrogradation or do not solidify).This composition also reduces fabric and pollutes, and the cold water-dispersible that tool is good also has excellent softening performance simultaneously, and antistatic property and fabric be wet performance again, and can reduce the freeze thaw nerve that excellence is assembled and given to the batching residue.
Background technology
U.S. Patent No. 3756950 discloses and added chelating agent in fabric softening compositions, to prevent the fabric flavescence through this compositions-treated.U.S. Patent No. 5399272 discloses limpid liquid softening compositio.U.S. Patent No. 5525245 also discloses limpid liquid fabric softening compositions.
Summary of the invention
According to the of the present invention first concrete scheme, provide a kind of limpid or translucent fabric softening compositions.This composition comprises:
A. account for about 2~80% weight of composition, biodegradable fabric softener active matter, the latter is selected from a group of being made up of following each thing:
I. the compound that has following general formula: [(R)
4-m-N
(+)-[(CH
2)
n-Y-R
1]
m] X
(-)(I) each R substituting group is hydrogen or short chain C in the formula
1-C
6, preferred C
1-C
3Alkyl or hydroxyalkyl; Methyl (most preferably) for example, ethyl, propyl group, ethoxy or the like, benzyl, or their mixture; Each m is 2 or 3; Each n is 1~4, is preferably 2; Each Y is-O-(O) C-,-(R) N-(O) C-, and-C (O)-N (R)-, or-C (O)-O-, preferred-O-(O) C-; When Y be O-(O) C-or-(R) during N-(O) C-, each R
1In carbon number add 1 its sum, be C
6-C
22, preferred C
12-C
22, C more preferably
14-C
20, but this number can reach such degree at most, i.e. a R
1Or YR
1Sum less than 12, and other R
1Or YR
1Sum is at least about 16; Each R of while
1Be long-chain C
5-C
21(or C
6-C
22), preferred C
9-C
16(or C
9-C
20), C most preferably
11-C
17(or C
12-C
18) straight chain, branching, undersaturated or polyunsaturated alkyl, this R
1The average iodine number of maternal fatty acid be from about 20 to about 140;
Ii. the compound that has following general formula:
Each Y in the formula, R, R
1And X
(-)Has connotation same as described above; And
Iii. their mixture;
B. less than about 40% primary solvent of composition weight, its Clog P is about 0.15~0.64:
C. account for about 0.001%~10% chelate of composition weight;
The low-molecular weight water-soluble solvent that is enough to improve clarity that D. also can contain effective dose, it is selected from a group of being made up of following material: ethanol, isopropyl alcohol, propylene glycol, 1, ammediol, propylene carbonate, and their mixture, the content of water-soluble solvent itself does not form limpid composition with them and exceeds; And
E. the water of aequum.
In the fabric-softening active matter, each R
1Can comprise a long-chain C
5-C
21Branched-alkyl or unsaturated alkyl can also replace, and can also choose branched-alkyl wantonly is about 5: 95 to about 95: 5 to the ratio of unsaturated alkyl, and for unsaturated alkyl, this R
1The average iodine number of the maternal fatty acid of base is about 20~140.Can also choose this composition wantonly and contain about 15%~70% softening agent active matter, wherein, in the softening agent active matter, each R substituting group is hydrogen or short chain C
1-C
3Alkyl or hydroxyalkyl; Each n is 2; Each Y is-O-(O) C-; Each R
1Carbon number to add 1 sum be C
12-C
22, and R
1Be branched-alkyl or unsaturated alkyl, branched-alkyl is about 75: 25 to about 25: 75 for the ratio of unsaturated alkyl, and for unsaturated alkyl, this R
1The average iodine number of the maternal fatty acid of base is about 50~130; And counter ion X wherein
-Be selected from by the chlorine root bromine root, methyl-sulfuric acid root, etherosulfuric acid root, the group that sulfate radical and nitrate radical are formed.
Can also choose each R substituting group wantonly is hydrogen or short chain C
1-C
3Alkyl or hydroxyalkyl; Each n is 2; At each R
1In carbon number to add 1 summation be C
12-C
20And counter ion X-is selected from by the chlorine root, the bromine root, and the methyl-sulfuric acid root, the etherosulfuric acid root, the group that sulfate radical and nitrate radical are formed, more preferably each R substituting group is selected from by methyl, ethyl, propyl group, the group that ethoxy and benzyl are formed; Each m is 2; Each n is 2; Each R
1Carbon number add that 1 summation is C
14-C
20, each R
1Be long-chain C
13-C
19Branched-alkyl or unsaturated alkyl, branched-alkyl is about 50: 50 to about 30: 70 for the ratio of unsaturated alkyl; For unsaturated alkyl, this R
1The iodine number of the maternal fatty acid of base is about 70~115; And wherein counter ion is the chlorine root.
In addition, the content that contains the fabric-softening active matter of many ethylenic unsaturations alkyl can also be the about 3% of the softening agent active matter gross weight that exists at least, and this R
1The average iodine number of the maternal fatty acid of base is about 60~140.
Chelating agent in the said composition is selected from by diethylene-triamine pentaacetic acid, ethylene diaminetetraacetic acid, ethylene diamine N, N '-disuccinic acid, diethylenetriamines-N, N, N ', N ", N " five (methane phosphonic acids), the group that nitrilotriacetic acid(NTA) and their mixture are formed, and diethylene-triamine pentaacetic acid is most preferred.This chelating agent that preferred this composition comprises is the about 0.01%~5% of said composition weight, and/or the fabric softener active matter that comprises accounts for about 4%~50% of composition weight.
According to the of the present invention second concrete scheme, a kind of limpid or translucent fabric softening compositions is provided, this composition comprises:
A. account for the biodegradable fabric softener active matter of the about 2-80% weight of composition;
B. less than the primary solvent of about 40% weight of composition, its Clog P is about 0.15~0.64;
C. account for the chelate of about 0.001~10% weight of composition, with color and the clarity that improves composition; And
E. the water of aequum; Wherein the percentage muddiness of said composition in Hunter color analysis transmission mode is less than about 90%.
Preferably the percentage muddiness in the colored transmission mode of Hunter is analyzed is less than about 50%, most preferably less than about 25%.The preferred free diethylene-triamine pentaacetic acid of chelating agent, ethylenediamine tetra-acetic acid, ethylenediamine-N, N '-disuccinic acid, diethylenetriamines-N, N, N ', N "; N " one group of forming of-five (methane phosphonic acids), nitrilotriacetic acid(NTA) and their mixture, and diethylenetriamine pentaacetic acid is most preferred.The fabric-softening active matter can as above define.
Preferred this composition is moisture translucent or limpid (most preferably limpid), it contains has an appointment 3~95%, preferably contain and have an appointment 5~80%, more preferably contain and have an appointment 15~70%, even more preferably contain 40~60% the water of having an appointment, and contain and have an appointment 3~40%, preferably contain and have an appointment 10~35%, more preferably contain and have an appointment 12~25%, even more preferably contain 14~20% the above-mentioned main alcoholic solvent B of having an appointment.When not having primary solvent B, these preferred product (composition) are not translucent or limpid, make the amount of the translucent or limpid required primary solvent B of this composition be preferably greater than the about 50% of existing whole organic solvents, more preferably greater than about 60%, even more preferably greater than about 75%.
The amount of primary solvent should remain on and can make the present composition have the floor level of acceptable stability/clarity.The existence of water can make these compositions have clarity for primary solvent and play an important role on required.Water content is high more, then needs more primary solvent (with respect to the content of softening agent) to obtain the clarity of product.Otherwise water content is low more, the primary solvent that then needs few more (with respect to softening agent).Therefore, be low to moderate about 5~15% o'clock at water content, then the softening agent active matter is to the weight ratio of primary solvent preferred 55: 45 to 85: 15, more preferably 60: 40 to 80: 20.At water content is about 15~70% o'clock, softening agent active matter preferred 45: 55 to 70: 30 to the weight ratio of primary solvent, more preferably 55: 45 to 70: 30.But water content is up to about 70%~80% o'clock, and the softening agent active matter was to the weight ratio of primary solvent preferred 30: 70 to about 55: 45, more preferably 35: 65 to about 45: 55.When water content was higher, softening agent should be higher to the ratio of primary solvent.
The pH of composition preferably about 1 is to about 7, and preferred about 1.5 to about 5, and more preferably from about 2 to about 3.5.Detailed Description Of The Invention
I. fabric-softening active matter
The present invention contains the fabric softener activator as necessary component, its amount is composition weight about 2%~80%, be preferably about 13~75%, more preferably about 17~70%, even more preferably about 19~65%, this fabric softener activator is selected from following defined compound and composition thereof:
(A) two ester quat fabric-softening reactive compounds (DEQA)
(1) the 1st class of DEQA preferably comprises the following compound of general formula as main active matter: [(R)
4-m-N
(+)-[CH
2]
n-Y-R
1]
m] X
(-)(I) each R substituting group is hydrogen or short chain C in the formula
1-C
6(preferred C
1-C
3) alkyl or hydroxyalkyl methyl (most preferably) for example, ethyl, propyl group, ethoxy, or the like, and benzyl, or their mixing; Each m is 2 or 3; Each n is 1-4, preferred 2; Each Y is-O-(O) C-,-(R) N-(O) C-, and-C (O)-N (R)-, or-C (O)-O-, preferred-O-(O) C-; When Y be-O-(O) C-or-(R) during N-(O) C-, each R
1Carbon number to add 1 summation be C
6-C
22, be preferably C
12-C
22, C more preferably
14-C
20, but this number can reach such degree at most, i.e. 1 R
1Or YR
1Sum less than about 12, and other R
1Or YR
1Sum be at least about 16; Each R of while
1Be long-chain C
5-C
21(or C
6-C
22), preferred C
9-C
19(or C
9-C
20), C most preferably
11-C
17(or C
12-C
18) straight chain, branching, undersaturated or polyunsaturated alkyl.
R
1Can be branched-alkyl and unsaturated alkyl (comprising many unsaturated alkyls), wherein branched-alkyl be about 5: 95 to about 95: 5 to the ratio of unsaturated alkyl, preferred about 75: 25 to about 25: 75, and more preferably from about 50: 50 to about 30: 70, particularly 35: 65.
The softening agent active matter also can contain alkyl, single unsaturated chain thiazolinyl, with many unsaturated chains thiazolinyl, the amount that the softening agent active matter contains how unsaturated thiazolinyl is at least about 3% in existing softening agent active matter gross weight, preferably be at least about 5%, more preferably be at least approximately 10%, even more preferably be at least 15%.(contain given R here,
1" percentage of softening agent active matter " of base is its shared percentage in whole active matters, and this percentage is with this given R
1Base is at whole R
1Shared percentage is the basis in the base).
Contain R
1The iodine number preferably about 20 of the maternal fatty acid of base is to about 140, and more preferably from about 50 to about 130, and most preferably from about 70 to about 115; Counter ion X wherein
-Can be any and the compatible anion of softening agent, be preferably the chlorine root, bromine root, methyl-sulfuric acid root, etherosulfuric acid root, sulfate radical, and/or nitrate radical, preferred chlorine root.
On the other hand, fabric-softening active matter according to the present invention can have following general formula:
Each Y in the formula, R, R
1And X
(-)Has above-mentioned meaning.This compound comprises the compound with following general formula:
[CH
3]
3N
(+)[CH
2CH (CH
2O (O) CR
1) O (O) CR
1] Cl
(-)Here-O (O) CR
1Part is from unrighted acid oleic acid for example, and preferably each R is methyl or ethyl, preferably each R
1All at C
15To C
19In the scope, and in alkyl chain, have certain degree of branching and substitution value.
The mixture that also can prepare general formula (1) and (2).
Above-mentioned counter ion X
(-)Can be the compatible anion of any softening agent therewith, the anion that is preferably strong acid is the chlorine root for example, bromine root, methyl-sulfuric acid root, etherosulfuric acid root, sulfate radical, nitrate radical or the like, more preferably chlorine root.This anion also can (but not preferred) be with two electric charges, X in this case
(-)Represent half of group.
This fabric softener active matter can comprise the mixture of compound, and these compounds contain hyperbranched compounds and unsaturated compound respectively.Preferred biodegradable quaternary ammonium salt fabric softening compound is used to make this class mixture, and they can contain-O-(O) CR
1Group, and this group derives from unsaturated and polyunsaturated aliphatic acid, for example oleic acid, and/or partially hydrogenated aliphatic acid, the latter is again from vegetable oil and/or partially hydrogenated vegetable oil, Canola oil for example, safflower oil, peanut oil, sunflower oil, corn oil, soybean oil, tall oil, rice bran oil or the like.Can use the mixture of unrighted acid and the mixture of the DEQA that derives from different unrighted acids, and be preferred.The non-limitative example of the DEQA that is made by preferred unrighted acid is following with DEQA
1To DEQA
8Those disclosed content.
DEQA
6Make DEQA by soya bean fatty acid
7Tallow acid by hydrogenation a little makes, and DEQA
8Canola aliphatic acid by hydrogenation a little makes.
With the R that contains side chain
1Base (at least a portion R for example
1Base is got by isostearic acid) DEQA that makes belongs to other parts of this mixing.The fabric softener active matter itself comprises the branched chain R that contains mixing
1Basic and unsaturated R
1The compound of base also is preferred.By the gross activity thing general about 5% of branched chain base representative to about 95%, preferred about 25% to about 75%, more preferably from about 35% to about 50%.
The suitable branched chain aliphatic acid that is used to the DEQA for preparing the DEQA of branched-alkyl or contain branched-alkyl or unsaturated alkyl simultaneously can in all sorts of ways and produce.Available standards reaction, for example Brown is in J.Amer.Chem.Soc. (1970), and 92,1637 described methods (this article is received document for referencial use at this) are used borine-THF, make the reduction of branched chain aliphatic acid and prepare corresponding branched chain fatty alcohol.Be the non-limitative example of the aliphatic acid of branching below.
Branched chain aliphatic acid 1:2-n-heptyl undecanoic acid
2-n-heptyl undecanoic acid [22890-21-7] derives from TCI Ameria, catalog number (Cat.No.) IO281.It is made through oxidation by Guerbet alcohol 2-heptyl undecyl alcohol, and 2-heptyl undecyl alcohol is the aldol condensation product of aldehyde C-9.Guerbet alcohol by Condea with trade name ISOFOL
Alcohol is commercially available.
Branched chain aliphatic acid 2:2-n-hexyl capric acid
2-n-hexyl capric acid [25354-97-6] obtains from TCI America, and catalog number (Cat.No.) is HO 507.It can be made through oxidation by Guerbet alcohol 2-hexyl decyl alcohol.And 2-hexyl decyl alcohol is the aldol condensation product of octanal.
The 2-normal-butyl is sad to be obtained from Union Carbide, and its commodity are called ISOCARB
12 acid.It can be made through oxidation by Guerbet alcohol 2-butyl octanol.
Branched chain aliphatic acid 4:5,7,9-trimethyl n-nonanoic acid
5,7,9-trimethyl n-nonanoic acid and 3,5,7,9-tetramethyl n-nonanoic acid is made by Union CampCorporation, use be people such as N.E.Lawson at J.Am.Oil.Chem.Soc.1981, the oxo method of delivering on 58,59.
Branched chain aliphatic acid 5: the carboxylic acid of alpha-alkylization
RR′CHCO
2H
The acid of alpha-substituted can be made by the C-alkylation of enamine, and enamine is then by linear chain aldehyde, and for example octanal or capraldehyde are derived.Enamine after deriving will generate carboanion on the α carbon with respect to the end nitrogen-atoms.The enamine anion reacts with bromoalkane in the presence of catalytic amount NaI, will generate the branched chain enamine, and the latter generates the aldehyde of alpha-alkylization through hydrolysis.This aldehyde can be oxidized to corresponding carboxylic acid.
α-heptyl capric acid
In the presence of trace equal toluene azochlorosulfonate acid, in reflux in toluene heating, capraldehyde can with for example pyrrolidines reaction of excessive cyclic amine.When amine and aldehyde condensation, form water, and by the water trap water is removed through refluxing.After the water of theoretical amount is removed, can add heptane bromide and sodium iodide, alkylated reaction is finished in the same solvent system.(spend the night) after the alkylation, reactant mixture is poured on ice, and make it acidifying with 20%HCl.This hydrolysis makes the alkylation enamine change α-heptyl capraldehyde into.Product can be told, wash dry solvent layer then, vacuum distillation is subsequently desolvated to remove.
By in suitable solvent, carrying out oxidation, can change isolated branching aldehyde into required carboxylic acid then.The example of oxidant is: moisture potassium permanganate, the Jones reagent (CrO in the acetone
3/ H
2SO
4/ H
2O); CrO
3-acetate or the like.The high molecular of acid will help required α-heptyl capric acid and separate from oxide isolation.
Branched chain aliphatic acid 6:9 and 10-alkoxyl stearic acid, other position isomers, and corresponding alcoxyl octadecanol.
9 and 10-methoxyl group stearic acid.Adopt people such as Siouffi at Chemistry and Physicsof Lipids, (1972), 8 (2), the described method preparation of 91-101.About 5 gram methyl oleates are dissolved in about 8 gram methyl alcohol, handle, generate the methoxy bromo derivative that mixes with the hypobromous acid tert-butyl ester.It is isolated and use the Raney nickel catalyst debrominate, after the acidifying thick acid is isolated.In cyclohexane, the oil base composition in the thick acid is carried out hydrogenation, generate required 9 and 10-methoxyl group 18 carboxylic acids thus with platinum oxide.
9 with different third oxygen of 10-18 carboxylic acids: adopt identical method for making, different is replaces methyl alcohol with the 2-propyl alcohol in bromination step, generate required 9 and 10-isopropoxy 18 carboxylic acids.
The position isomer of alkoxyl 18 carboxylic acids: adopt same steps as, different is by hot altogether with methanesulfonic acid, at first the oleic acid isomery is turned to the mixture of unsaturated acids.In this situation, alcoxyl bromination-reduction generates the other position different structure mixture of alcoxyl 18 carboxylic acids.
Corresponding fatty alcohol: according to Brown in J.Amer.Chem.Soc. (1970), the method described in 92,1637,18 carboxylic acids that will replace with borine-THF are reduced to corresponding octadecanol.
Branched chain aliphatic acid 7: phenyl 18 carboxylic acids, alkyl phenyl 18 carboxylic acids, and corresponding octadecanol.
Phenyl 18 carboxylic acids: adopt Nakano and Foglia in Journal of the American OilChemists Society, (1984), 61 (3), the method described in the 569-73.Dropwise handle a about 5 gram oleic acid and about 6.91 gram benzene at about 50 ℃ with about 10.2 gram methanesulfonic acids, then with its stir about 6 hours.Be added to reactant mixture in the water and use extracted with diethyl ether.With the coupling vacuum stripping method solvent is removed, generated the thick position different structure mixture that produces phenyl 18 carboxylic acids.
Aminomethyl phenyl 18 carboxylic acids: repeat this synthetic method, but replace benzene, to generate the hybrid position isomers of aminomethyl phenyl 18 carboxylic acids with toluene.
Corresponding octadecanol: adopt Brown in J.Amer.Chem.Soc. (1970), the method described in 92,1637 uses borine-THF that 18 carboxylic acids that replace are reduced to corresponding octadecanol.
Branched chain aliphatic acid 8: phenoxy group 18 carboxylic acids, hydroxyphenyl 18 carboxylic acids, and corresponding octadecanol.
Hydroxyphenyl 18 carboxylic acids: adopt Nakano and Foglia in The Journal of theAmerican Oil Chemists Society, (1984), 61 (3), the described method of 569-73.The oleic acid, phenol and the methanesulfonic acid that allow mol ratio be about 1: 5: 6 reacted about 48 hours at about 25 ℃.Be added to reactant mixture in the water and use extracted with diethyl ether.Extract is stripped solvent and phenol, generate the hybrid position isomers crude product of required hydroxyphenyl 18 carboxylic acids.
Phenoxy group 18 carboxylic acids: to be about the oleic acid of 1: 5: 2 mol ratio, phenol and methanesulfonic acid repeat this reaction, mainly are phenoxy group 18 carboxylic acids in the isolated thick product, but also contain hydroxyphenyl 18 carboxylic acids.Obtain the mixture of phenoxy group 18 carboxylic acid position isomers with the chromatogram purification.
Corresponding octadecanol: in J.Amer.Chem.Soc (1970), the method described in 92,1637 is reduced to corresponding octadecanol with 18 carboxylic acids that borine-THF will replace according to Brown.
The aliphatic acid 9 of branched chain: isostearic acid
Be published in the United States Patent (USP) 2812342 described method for makings in November 5 nineteen fifty-seven according to the R.M.Peters that receives document for referencial use here, by unsaturated C
18The monomer acids of the dimerization reaction gained of aliphatic acid, the preparation isostearic acid.
Use above-mentioned branched chain aliphatic acid and/or corresponding branched chain fatty alcohol, can form suitable branching fabric-softening active matter, the latter can mix with above-mentioned unsaturated fabric-softening active matter (DEQA), forms fabric-softening active matter of the present invention.Similarly, branched chain aliphatic acid and/or alcohol can with unrighted acid/and/or alcohol use to form suitable combination chain active matter.
As mentioned above, other preferred DEQA are prepared with list-DEQA by the mixture (all fatty acids mixture) of existing all different branching and unrighted acid, rather than will from the mixture of the different DEQA that partly make respectively of all fatty acids mixture in addition fusion prepare.
At least the main percentage of fatty acyl group can be undersaturated, for example about 25~70%, preferred about 50~65%.Can use the polyunsaturated fatty acid base.The active matter total amount that contains polyunsaturated fat acyl group (TPU) can be about 3~30%, and is preferred about 5~25%, more preferably from about 10~18%.Cis and transisomer all can use, suitable/inverse ratio preferred 1: 1 to about 50: 1, and minimum is 1: 1, preferably is at least more preferably about 4: 1 to about 20: 13: 1.(this paper what is called contains given R
1" percentage of softening agent active matter " of base equals this given R
1With respect to the whole R that are used for forming whole softening agent active matters
1Percentage).
Front and unsaturated (comprising polyunsaturated) fatty acyl group of discussing below; when share with the branching fatty acyl group, make us producing uncannily effective emollescence, also produce good moist again; good antistatic performance, the especially good molten back nerve of freezing.
Mix branched chain and undersaturated material, be easier to preparation than common saturated side chain fabric softener activator.They can form concentrated pre-composition, and this pre-composition can be kept its low viscosity, therefore are easy to processing, and for example pumping mixes or the like.These materials, usually the solvent that only contains a small amount of and its association, for example content is about 5~20%, preferred about 8~25% of softening agent/solvent mixture gross weight, more preferably from about 10~20%, even when low temperature, also be easy to be mixed with of the present invention dense and stable composition.This can be in the ability of low temperature process active matter, particular importance concerning many unsaturated groups minimum because it reduces to degradation.When compound and softener composition contain following disclosed effective antioxidant and/or reductant, has additional anti-degraded protective effect.Use the branched chain aliphatic acyl then when keeping flowability, to improve anti-degradability and improved emollescence.
The present invention also can contain the medium carbochain biodegradable quaternary ammonium salt fabric softening compound DEQA that some its general formulas are top general formula (1) and following general formula (2), in the formula:
Each Y is-O-(O) C-, or-C (O)-O-, preferred-O-(O) C-;
M is 2 or 3, preferred 2;
Each n is 1~4, preferred 2;
Each R substituting group is C
1-C
6Alkyl, preferable methyl, ethyl, propyl group, benzyl or their mixed base, more preferably C
1-C
3Alkyl;
Each R
1Or YR
1Be saturated C
8-C
14Alkyl is preferably C
12-C
14Alkyl, or the hydrocarbon substituent (IV preferably about 10 or littler is more preferably less than about 5) that replaces, (when Y be-O-(O) C-or-(R) during N-(O) C-, the total number of carbon atoms in the acyl group is R
1+ 1), counter ion X
-With top identical.Preferred X
-Do not comprise phosphate.
Saturated C
8-C
14Aliphatic acyl can be pure derivative, also can be to mix chain length.
The fatty acid source that is fit to this fatty acyl group of work is a coconut acid, and laurate is sad, capric acid.
To C
12-C
14(or C
11-C
13) alkyl, preferred saturated, for example, IV preferably less than about 10, is more preferably less than about 5.
People will be appreciated that, the R of branching and R
1Substituting group can contain various groups, and for example alkoxyl (it plays branching), and a small amount of percentage can be a straight chain, as long as R
1Base contains to be kept its basic hydrophobicity and gets final product.The preferred compound ditallow chlorination dimethylammonium (below be called " DTDMAC ") of can thinking to harden, it is widely used as fabric softener.
Habitually practise as this paper, when refering in particular to diester, it can comprise already present monoesters in fact.Preferred DEQA at least about 80% being the diester type, and 0% to about 20% can be the DEQA monoesters.For example, YR
1Be-OH or-C (O) OH, and for general formula 1, m is 2.The ester-acid amide of corresponding diamides and/or mixing also can comprise the active matter that has the long-chain hydrophobic group, for example a YR
1Base is-N (R) H or-C (O) OH.Below, anyly hold within open with regard to the monoesters active matter, for example content all can be used for the monoamide active matter.For softening, do not having/seldom under the laundry situation under the washing agent continuity, the percentage composition of monoesters should be low as far as possible, preferably is not more than about 5%.Yet under high anionic detergent surfactant or washing detergent continuity condition, some monoesters can be preferred.Diester to the toatl proportion of monoesters from about 100: 1 to about 2: 1, preferred about 50: 1 to about 5: 1, more preferably 13: 1 to about 8: 1.Under high-load washing agent continuity situation, preferably about 11: 1 of the ratio of diester/monoesters.The content of monoesters can be controlled when making DEQA.
In practice of the present invention, above-mentioned compound as biodegradable quaternized ester-amine softening agent as following illustrational, can be produced by the standard reaction chemistry.In a kind of synthetic method of diester variation thing of DTDMAC, general formula is RN (CH
2CH
2OH)
2Two hydroxyls of amine, be R by general formula
1The acyl chlorides institute esterification of C (O) Cl is carried out quaternized to generate required product (wherein R and R then with alkyl halide RX
1Define as the front).Yet the those of skill in the art of technical field of chemistry will see happily that this response procedures makes that people can be to extensively being selected by the system thing.
Also have the another kind of dense and DEQA softening agent active matter of clear thorough liquid softener composition of preparation fabric-softening active matter and the present invention that is applicable to, it has top general formula (1), and one of them R base is C
1-4Hydroxyalkyl, a preferred compound that the R base is an ethoxy.
(2) DEQA active matter second type has following general formula:
Each Y in the formula, R, R
1And X
(-)Implication as above.This compounds comprises those with following general formula:
[CH
3]
3N
(+)[CH
2CH (CH
2O (O) CR
1) O (O) CR
1] Cl
(-)Here each R is methyl or ethyl, and preferred each R
1At C
15~C
19Scope in.Replace and may reside in alkyl or the unsaturated alkyl chain.Anion X in the molecule
(-)Identical with among the above-mentioned DEQA (1).As habitually practising herein, when refering in particular to diester, it can comprise the monoesters of existence reality.Identical among the monoesters amount that can exist and the DEQA (1).The example of preferred formula (2) DEQA is that molecular formula is 1, " propyl group " ester quat fabric softener active matter of 2-two (acyloxy)-3-Trimethylamine propane chloride, wherein acyl group and DEQA
5Identical.
The type of these reagent and manufacture method thereof are disclosed in people such as Naik U.S. Patent No. 4137180 on June 30th, 1979, and this patent is received document for referencial use at this.
In suitable softening agent active matter (1) and (2), each R
1Can be alkyl, branched-alkyl, monounsaturated unsaturated alkyl, or polyunsaturated alkyl.This active matter can comprise branched-alkyl and unsaturated alkyl R
1Mixed base, particularly be present in the single molecule with top disclosed ratio.
The DEQA here can contain little fat acid, and the latter can be from being used to make the unreacted raw material of DEQA, and/or as the accessory substance of any part degraded of the softening agent active matter in the final composition (hydrolysis).The content of preferred free fatty should hang down, and preferably is lower than the about 10% of softening agent active matter weight, more preferably is lower than about 5%.
II. primary solvent system
Composition of the present invention contains less than composition weight about 40%, preferably less than about 10-35%, is more preferably less than about 12-25%, also is more preferably less than the primary solvent of about 14-20%.Select this primary solvent so that in composition, make the influence of solvent odor reduce to minimum, and provide low viscosity for final composition.For example isopropyl alcohol not really effectively and very big smell is arranged, and normal propyl alcohol is more effective, but still has distinctive odor.Some kinds of butanols are scent of also, but can be used to obtain effective clarity/stability, particularly when with they as the part of primary solvent system when reducing smell.Select alcohols to optimize low-temperature stability.Be that they still can form when being low to moderate about 40 °F (about 4.4 ℃) and have the composition that can accept low viscosity and translucence (preferred clarity), and after about 20 °F (about 6.7 ℃) are stored down, still can recover again.
The liquid state that has required stability for preparation concentrates, and the applicability of any primary solvent that preferred limpid fabric softener composition is used is shockingly to have selectivity.Suitable solvents can be selected according to its octanol/water distribution coefficient P.The octanol/water distribution coefficient of primary solvent is the ratio between its equilibrium concentration in octanol and in water.The distribution coefficient of primary solvent component of the present invention provides with its denary logarithm form log P usually.
The log P of a lot of components reported; For example, from Daylight ChemicalInformation Systems, Inc. (Daylight CIS), Irvine, the database Pomona 92 of California have a lot of log P values, the original of also quoting to some extent simultaneously.Yet, but log P value most convenient ground calculate from " Clog P " program, this program is from Daylight CIS.When log P value during from Pomona 92 databases, this program is also listed experiment log P value." the log P of calculating " (Clog P) measured (referring to the paper of A.Leo by the segment method of Hansch and Leo, be published in Comprehensive Medicinal Chemistry, Vol.4, C.Hansch, P.G.Sammens, J.B.Taylor and C.A.Ramsden, Eds., p.295, Pergamon Press, 1990, receive document for referencial use here).The segment method is based on the chemical constitution of each component, and consideration atom number and type, the connection of atom, and chemical bond.The most believable and be widely used in the Clog P value of this physical and chemical performance of assessment, when being applicable to primary solvent component of the present invention, selection preferably adopted.Do not test log P value and do not adopt.The additive method that can be used to calculate Clog P value comprises and for example is disclosed in J.Chem.Inf.Comput.Sci., 27,21 (1987) CrippenShi segment method; Be disclosed in J.Chem.Inf.Comput.Sci., 29,163 (1989) ViswanadhanShi segment method; And be disclosed in Eur.J.Med.Chem.-Chim.Theor., 19,71 (1984) BrotoShi method.
The primary solvent here is selected from its Clog P value about 0.15 to about 0.64, and preferred about 0.25 to about 0.62, more preferably from about 0.40 to about 0.60 solvent; And the preferred tool asymmetry of this primary solvent, preferably its fusing point or solidification point are for liquid when nearly room temperature.For some purpose, low molecular weight and biodegradable solvent also are required.It seems that the solvent of more asymmetry be desired, and the height symmetry solvent with a symmetrical centre, for example 1,7-heptandiol or 1, two (methylol) cyclohexanes of 4-, when independent use, though even its Clog P drop in the preferable range, it seems also to generate limpid substantially composition.Contain 27% 2 (the oleoyl oxygen ethyl) alkyl dimethyl ammonium chloride of having an appointment by judgement; the composition of about 16-20% primary solvent and about 2-4% ethanol; when about 40 °F (about 4.4 ℃) are stored down; whether still keep limpid; whether and can restore down from freezing under about 0 °F (-18 ℃ approximately), people can select the primary solvent of optimum.
Most preferred primary solvent can be judged from being used to handle seeing of fabric outside the composition of lyophilization dilution process.These diluted compositions be it seems the dispersiveness with fabric softener, present more individual layer outward appearance than the fabric softener composition of routine.More near the individual layer outward appearance, then composition properties it seems good more.These compositions are compared with the similar composition with identical fabric softening agent active matter with the conventional method manufacturing, have amazing good fabric-softening performance, particularly room temperature or near under the room temperature in the composition under the spicy situation.
Available primary solvent is put into different categories below and is listed, and for example has the aliphatic series and/or the alicyclic diol of given carbon number; Single alcohol; Glycerol derivatives; The alkoxide of glycol; And the mixture of above-mentioned each thing.Preferred primary solvent represents that with italics most preferred primary solvent then is a boldface letter.Reference number is the chemical abstracts service registration number (CAS No.) with compound of this carbon number.Compounds all is useful on the method for these compounds of preparation, and this will give below differentiates and description.For comparison, after some disabled primary solvents are also listed in.Yet unavailable primary solvent can be used for making mixture with available primary solvent.Available primary solvent can be used for making and can meet the concentrated fabric softener composition that aforementioned stable/clarity requires.
The glycol primary solvent that much has identical chemical formula can exist with many upright structure isomers and/or optical isomer.Every kind of isomers marks with different CAS No. usually.For example, 4-methyl-2,3-hexylene glycol can mark following these CAS No.:146452-51-9 at least; 146452-50-8; 146452-49-5; 146452-48-4; 123807-34-1; 123807-33-0; 123807-32-9; And 123807-31-8.
For the sake of simplicity, each chemical formula is only listed with a CAS No. below.This introduction is explanation for example only, is enough to realize the present invention.This disclosure is not restrictive.Therefore, be understood that other isomers with other CAS No. and their mixture, in being also included within.As a same reason, when CAS No. representative contains for example deuterium of some particular isotope, tritium, during carbon-13 grade, people understand, and those contain in the isotopic material of natural distributed is also included within, and vice versa.
Table I
Unit alcohol
CAS No.Normal propyl alcohol 71-23-8
CAS No.2-butanols 15892-23-62-methyl-2-propyl alcohol 75-65-0
Disabled isomers2-methyl isophthalic acid-propyl alcohol 78-83-1
Table II
The C6 glycol
Available isomers CAS No.2, the 3-butanediol, 2,3-dimethyl-76-09-51, the 2-butanediol, 2,3-dimethyl-66553-15-91, the 2-butanediol, 3,3-dimethyl-59562-82-22, the 3-pentanediol, 2-methyl-7795-80-42, the 3-pentanediol, 3-methyl-63521-37-92, the 3-pentanediol, 4-methyl-7795-79-12,3-hexylene glycol 617-30-13,4-hexylene glycol 922-17-81, the 2-butanediol, 2-ethyl-66553-16-01, the 2-pentanediol, 2-methyl-20667-05-41, the 2-pentanediol, 3-methyl-159623-53-71, the 2-pentanediol, 4-methyl-72110-08-81,2-hexylene glycol 6920-22-5
Disabled isomers1, ammediol, 2-ethyl-2-methyl isophthalic acid, ammediol, 2-isopropyl-1, ammediol, 2-propyl group-1,3 butylene glycol, 2,2-dimethyl-1,3 butylene glycol, 2,3-dimethyl-1, the 3-butanediol, 2-ethyl-1,4-butanediol, 2,2-dimethyl-1,4-butanediol, 2,3-dimethyl-1, the 4-butanediol, 2-ethyl-1,3-pentanediol, 2-methyl isophthalic acid, the 3-pentanediol, 3-methyl isophthalic acid, 3-pentanediol, 4-methyl isophthalic acid, the 4-pentanediol, 2-methyl isophthalic acid, 4-pentanediol, 3-methyl isophthalic acid, the 4-pentanediol, 4-methyl isophthalic acid, 5-pentanediol, 2-methyl isophthalic acid, the 5-pentanediol, 3-methyl-2,4-pentanediol, 2-methyl-2, the 4-pentanediol, 3-methyl isophthalic acid, 3-hexylene glycol 1,4-hexylene glycol 1,5-hexylene glycol 1,6-hexylene glycol 2,4-hexylene glycol 2,5-hexylene glycol
Table III
The C7 glycol
Available isomers CAS No.1, ammediol, 2-butyl-2612-26-21, ammediol, 2,2-diethyl-115-76-41, ammediol, 2-(1-methyl-propyl)-33673-01-71, ammediol, 2-(2-methyl-propyl)-26462-20-81, ammediol, 2-methyl-2-propyl group-78-26-21, the 2-butanediol, 2,3,3-trimethyl-method B1, the 4-butanediol, 2-ethyl-2-methyl-76651-98-41, the 4-butanediol, 2-ethyl-3-methyl-66225-34-11, the 4-butanediol, 2-propyl group-62946-68-31, the 4-butanediol, 2-isopropyl-39497-66-01, the 5-pentanediol, 2,2-dimethyl-3121-82-21, the 5-pentanediol, 2,3-dimethyl-81554-20-31,5-pentanediol, 2,4-dimethyl-2121-69-91,5-pentanediol, 3,3-dimethyl-53120-74-42, the 3-pentanediol, 2,3-dimethyl-6931-70-02, the 3-pentanediol, 2,4-dimethyl-66225-53-42,3-pentanediol, 3,4-dimethyl-37164-04-82,3-pentanediol, 4,4-dimethyl-89851-45-63, the 4-pentanediol, 2,3-dimethyl-method B1, the 5-pentanediol, 2-ethyl-14189-13-01,6-hexylene glycol, 2-methyl-25258-92-81, the 6-hexylene glycol, 3-methyl-4089-71-82,3-hexylene glycol, 2-methyl-59215-55-32, the 3-hexylene glycol, 3-methyl-139093-40-62,3-hexylene glycol, 4-methyl-* * * 2, the 3-hexylene glycol, 5-methyl-method B3,4-hexylene glycol, 2-methyl-method B3, the 4-hexylene glycol, 3-methyl-18938-47-11,3-pentanediol 23433-04-71,4-pentanediol 40646-07-91,5-pentanediol 60096-09-51,6-pentanediol 13175-27-4
Preferred isomers1, ammediol, 2-butyl-2612-26-21, the 4-butanediol, 2-propyl group-62946-68-31, the 5-pentanediol, 2-ethyl-14189-13-02, the 3-pentanediol, 2,3-dimethyl-6931-70-02, the 3-pentanediol, 2,4-dimethyl-66225-53-42, the 3-pentanediol, 3,4-dimethyl-37164-04-82, the 3-pentanediol, 4,4-dimethyl-89851-45-63, the 4-pentanediol, 2,3-dimethyl-method B1, the 6-hexylene glycol, 2-methyl-25258-92-81, the 6-hexylene glycol, 3-methyl-4089-71-81,3-heptandiol 23433-04-71,4-heptandiol 40646-07-91,5-heptandiol 60096-09-51,6-heptandiol 13175-27-4
Preferred isomers2, the 3-pentanediol, 2,3-dimethyl-6931-70-02, the 3-pentanediol, 2,4-dimethyl-66225-53-42,3-pentanediol, 3,4-dimethyl-37164-04-82,3-pentanediol, 4,4-dimethyl-89851-45-63, the 4-pentanediol, 2,3-dimethyl-method B
Disabled isomers1, ammediol, 2-methyl-2-isopropyl-1,2-butanediol, 2-ethyl-2-methyl isophthalic acid, 3-butanediol, 2,2,3-trimethyl-1,3 butylene glycol, 2-ethyl-2-methyl isophthalic acid, 3-butanediol, 2-ethyl-3-methyl isophthalic acid, 3-butanediol, 2-isopropyl-1,3 butylene glycol, 2-propyl group-1,4-butanediol, 2,2,3-trimethyl-1,4-butanediol, 3-ethyl-1-methyl isophthalic acid, 2-pentanediol, 2,3-dimethyl-1,2-pentanediol, 2,4-dimethyl-1,2-pentanediol, 3,3-dimethyl-1,2-pentanediol, 3,4-dimethyl-1,2-pentanediol, 4,4-dimethyl-1,2-pentanediol, 2-ethyl-1, the 3-pentanediol, 2,2-dimethyl-1, the 3-pentanediol, 2,3-dimethyl-1, the 3-pentanediol, 2,4-dimethyl-1, the 3-pentanediol, 2-ethyl-1,3-pentanediol, 3,4-dimethyl-1,3-pentanediol, 4,4-dimethyl-1,4-pentanediol, 2,2-dimethyl-1,4-pentanediol, 2,3-dimethyl-1,4-pentanediol, 2,4-dimethyl-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-dimethyl-1,2-hexylene glycol, the 2-methyl isophthalic acid, 2-hexylene glycol, 3-methyl isophthalic acid, the 2-hexylene glycol, 4-methyl isophthalic acid, 2-hexylene glycol, the 5-methyl isophthalic acid, 3-hexylene glycol, 2-methyl isophthalic acid, the 3-hexylene glycol, 3-methyl isophthalic acid, 3-hexylene glycol, the 4-methyl isophthalic acid, 3-hexylene glycol, 5-methyl isophthalic acid, the 4-hexylene glycol, 2-methyl isophthalic acid, 4-hexylene glycol, the 3-methyl isophthalic acid, 4-hexylene glycol, 4-methyl isophthalic acid, the 4-hexylene glycol, 5-methyl isophthalic acid, 5-hexylene glycol, the 2-methyl isophthalic acid, 5-hexylene glycol, 3-methyl isophthalic acid, the 5-hexylene glycol, 4-methyl isophthalic acid, 5-hexylene glycol, 5-methyl-2,4-hexylene glycol, 2-methyl-2, the 4-hexylene glycol, 3-methyl-2,4-hexylene glycol, 4-methyl-2,4-hexylene glycol, 5-methyl-2, the 5-hexylene glycol, 2-methyl-2,5-hexylene glycol, the 3-methyl isophthalic acid, 2-heptandiol 2,3-heptandiol 2,4-heptandiol 2,5-heptandiol 2,6-heptandiol 3,4-heptandiol 1,7-heptandiol 3,5-heptandiol
* *146452-51-9,146452-50-8,146452-49-5,146452-48-4,123807-34-1,123807-33-0,123807-32-9,123807-31-8, and composition thereof.
Table IV
Ethohexadiol isomers propanediol derivative chemical nameCAS No. Available isomers1, ammediol, 2-(2-methyl butyl)-87194-40-9 1, ammediol, 2-(1, the 1-dimethyl propyl)-method D 1, ammediol, 2-(1, the 2-dimethyl propyl)-method D 1, ammediol, 2-(1-ethyl propyl)-25462-28-6 1, ammediol, 2-(1-methyl butyl)-22131-29-9 1, ammediol, 2-(2, the 2-dimethyl propyl)-method D 1, ammediol, 2-(3-methyl butyl)-25462-27-5 1, ammediol, 2-butyl-2-methyl-3121-83-3 1, ammediol, 2-ethyl-2-isopropyl-24765-55-7 1, ammediol, 2-ethyl-2-propyl group-25450-88-8 1, ammediol, 2-methyl-2-(1-methyl-propyl)-813-60-5 1, ammediol, 2-methyl-2-(2-methyl-propyl)-25462-42-4 1, ammediol, the 2-tert-butyl group-2-methyl-25462-45-7Preferred isomers1, ammediol, 2-(1,1-dimethyl propyl)-method D 1, ammediol, 2-(1,2-dimethyl propyl)-method D 1,3-PD, 2-(1-ethyl propyl)-25462-28-6 1, ammediol, 2-(2,2-dimethyl propyl)-method D 1, ammediol, 2-ethyl-2-isopropyl-24765-55-7 1,3-PD, 2-methyl-2-(1-methyl-propyl)-813-60-5 1, ammediol, 2-methyl-2-(2-methyl-propyl)-25462-42-4 1,3-PD, the 2-tert-butyl group-2-methyl-25462-45-7Disabled isomers1,3-PD, 2-amyl group-butanediol derivativeAvailable isomers1, the 3-butanediol, 2, 2-diethyl-99799-77-6 1, the 3-butanediol, 2-(1-methyl-propyl)-method C 1, the 3-butanediol, 2-butyl-83988-22-1 1, the 3-butanediol, 2-ethyl-2, 3-dimethyl-method D 1, the 3-butanediol, 2-(1, the 1-dimethyl ethyl)-67271-58-3 1, the 3-butanediol, 2-(2-methyl-propyl)-method C 1, the 3-butanediol, 2-methyl-2-isopropyl-method C 1, the 3-butanediol, 2-methyl-2-propyl-99799-79-8 1, the 3-butanediol, 3-methyl-2-isopropyl-method C 1, the 3-butanediol, 3-methyl-2-propyl-method D 1, the 4-butanediol, 2, 2-diethyl-method H 1, the 4-butanediol, 2-methyl-2-propyl-method H 1, the 4-butanediol, 2-(1-methyl-propyl)-method H 1, the 4-butanediol, 2-ethyl-2, 3-dimethyl-method F 1, the 4-butanediol, 2-ethyl-3, 3-dimethyl-method F 1, the 4-butanediol, 2-(1, the 1-dimethyl ethyl)-36976-70-2 1, the 4-butanediol, 2-(2-methyl-propyl)-method F 1, the 4-butanediol, 2-methyl-3-propyl group-90951-76-1 1, the 4-butanediol, 3-methyl-2-isopropyl-99799-24-3Preferred isomers1, the 3-butanediol, 2, 2-diethyl-99799-77-6 1, the 3-butanediol, 2-(1-methyl-propyl)-method C 1, the 3-butanediol, 2-butyl-83988-22-1 1, the 3-butanediol, 2-(ethyl-2, the 3-dimethyl)-method D 1, the 3-butanediol, 2-(1, the 1-dimethyl ethyl)-67271-58-3 1, the 3-butanediol, 2-(2-methyl-propyl)-method C 1, the 3-butanediol, 2-methyl-2-isopropyl-method C 1, the 3-butanediol, 2-methyl-2-propyl-99799-79-8 1, the 3-butanediol, 3-methyl-2-propyl-method D 1, the 4-butanediol, 2, 2-diethyl-method H 1, the 4-butanediol, 2-ethyl-2, 3-dimethyl-method F 1, the 4-butanediol, 2-ethyl-3, 3-dimethyl-method F 1, the 4-butanediol, 2-(1, the 1-dimethyl ethyl)-36976-70-2 1, the 4-butanediol, 3-methyl-2-isopropyl alkene-99799-24-3Preferred isomers1,3-BDO, 2-(1-methyl-propyl)-method C 1, the 3-butanediol, 2-(2-methyl-propyl)-method C 1,3-BDO, 2-butyl-83988-22-1 1,3-BDO, 2-methyl-2-propyl 99799-79-8 1, the 3-butanediol, 3-methyl-2-propyl-method D BDO, 2,2-diethyl-method H 1, the 4-butanediol, 2-ethyl-2,3-dimethyl-method F 1, the 4-butanediol, 2-ethyl-3,3-dimethyl-method F BDO, 2-(1,1-dimethyl ethyl)-36976-70-2Disabled isomersBDO, 2-butyl-1,2-butanediol, 2-ethyl-3,3-dimethyl-BDO, 2-methyl-2-isopropyl-1,2-butanediol, 3-methyl-2-isopropyl-BDO, 2,2,3,3-tetramethyl-TMPD isomersAvailable isomers1, the 3-pentanediol, 2, 2, 3-trimethyl-35512-54-0 1, the 3-pentanediol, 2, 2, 4-trimethyl-144-19-4 1, the 3-pentanediol, 2, 3, 4-trimethyl-116614-13-2 1, the 3-pentanediol, 2, 4, 4-trimethyl-109387-36-2 1, the 3-pentanediol, 3, 4, 4-trimethyl-81756-50-5 1, the 4-pentanediol, 2, 2, 3-trimethyl-method H 1, the 4-pentanediol, 2, 2, 4-trimethyl-80864-10-4 1, the 4-pentanediol, 2, 3, 3-trimethyl-method H 1, the 4-pentanediol, 2, 3, 4-trimethyl-92340-74-4 1, the 4-pentanediol, 3, 3, 4-trimethyl-16466-35-6 1, the 5-pentanediol, 2, 2, 3-trimethyl-method F 1, the 5-pentanediol, 2, 2, 4-trimethyl-3465-14-3 1, the 5-pentanediol, 2, 3, 3-trimethyl-method A 1, the 5-pentanediol, 2, 3, 4-trimethyl-85373-83-7 2, the 4-pentanediol, 2, 3, 3-trimethyl-24892-51-1 2, the 4-pentanediol, 2, 3, 4-trimethyl-24892-52-2Preferred isomers1, the 3-pentanediol, 2, 2, 3-trimethyl-35512-54-0 1, the 3-pentanediol, 2, 2, 4-trimethyl-144-19-4 1, the 3-pentanediol, 2, 3, 4-trimethyl-116614-13-2 1, the 3-pentanediol, 2, 4, 4-trimethyl-109387-36-2 1, the 3-pentanediol, 3, 4, 4-trimethyl-81756-50-5 1, the 4-pentanediol, 2, 2, 3-trimethyl-method H 1, the 4-pentanediol, 2, 2, 4-trimethyl-80864-10-4 1, the 4-pentanediol, 2, 3, 3-trimethyl-method F 1, the 4-pentanediol, 2, 3, 4-trimethyl-92340-74-4 1, the 4-pentanediol, 3, 3, 4-trimethyl-16466-35-6 1, the 5-pentanediol, 2, 2, 3-trimethyl-method A 1, the 5-pentanediol, 2, 2, 4-trimethyl-3465-14-3 1, the 5-pentanediol, 2, 3, 3-trimethyl-method A 2, the 4-pentanediol, 2, 3, 4-trimethyl-24892-52-2Preferred isomers1,3-pentanediol, 2,3,4-trimethyl-116614-13-2 Isosorbide-5-Nitrae-pentanediol, 2,3,4-trimethyl-92340-74-4 1,5-PD, 2,2,3-trimethyl-method A 1,5-PD, 2,2,4-trimethyl-3465-14-3 1,5-PD, 2,3,3-trimethyl-method ADisabled isomers1,2-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-ethyl-methyl pentanediol isomersAvailable isomers1, the 3-pentanediol, 2-Ethyl-2-Methyl-method C 1, the 3-pentanediol, 2-ethyl-3-methyl-method D 1, the 3-pentanediol, 2-ethyl-4-methyl-148904-97-6 1, the 3-pentanediol, 3-Ethyl-2-Methyl-55661-05-7 1, the 4-pentanediol, 2-Ethyl-2-Methyl-method H 1, the 4-pentanediol, 2-ethyl-3-methyl-method F 1, the 4-pentanediol, 2-ethyl-4-methyl-method G 1, the 4-pentanediol, 3-Ethyl-2-Methyl-method F 1, the 4-pentanediol, 3-ethyl-3-methyl-method F 1, the 5-pentanediol, 2-Ethyl-2-Methyl-method F 1, the 5-pentanediol, 2-ethyl-3-methyl-54886-83-8 1, the 5-pentanediol, 2-ethyl-4-methyl-method F 1, the 5-pentanediol, 3-ethyl-3-methyl-57740-12-2 2, the 4-pentanediol, 3-Ethyl-2-Methyl-method GPreferred isomers1,3-pentanediol, 1,2-Ethyl-2-Methyl-method C 1,3-pentanediol, 1,2-ethyl-3-methyl-method D 1, the 3-pentanediol, 1,2-ethyl-4-methyl-148904-97-6 1, the 3-pentanediol, 3-Ethyl-2-Methyl-55661-05-7 Isosorbide-5-Nitrae-pentanediol, 2-Ethyl-2-Methyl-method H 1, the 4-pentanediol, 2-ethyl-3-methyl-method F Isosorbide-5-Nitrae-pentanediol, 2-ethyl-4-methyl-method G 1, the 5-pentanediol, 3-ethyl-3-methyl-57740-12-2 2,4-pentanediol, 3-Ethyl-2-Methyl-method GDisabled isomers1,2-pentanediol, 2-ethyl-3-methyl-1, the 2-pentanediol, 2-ethyl-4-methyl-1,2-pentanediol, 3-Ethyl-2-Methyl-1,2-pentanediol, 3-ethyl-3-methyl-1, the 2-pentanediol, 3-ethyl-4-methyl-1,3-pentanediol, 3-ethyl-4-methyl-1, the 4-pentanediol, 3-ethyl-4-methyl-1,5-PD, 3-Ethyl-2-Methyl-2, the 3-pentanediol, 3-Ethyl-2-Methyl-2,3-pentanediol, 3-ethyl-4-methyl-2, the 4-pentanediol, 3-ethyl-3-methyl-propyl group pentanediol isomersAvailable isomers1,3-pentanediol, 2-isopropyl-method D 1, the 3-pentanediol, 2-propyl group-method C Isosorbide-5-Nitrae-pentanediol, 2-isopropyl-method H Isosorbide-5-Nitrae-pentanediol, 2-propyl group-method H 1, the 4-pentanediol, 3-isopropyl-method H 1,5-PD, 2-isopropyl-90951-89-6 2, the 4-pentanediol, 3-propyl group-method CPreferred isomers1,3-pentanediol, 2-isopropyl-method D 1,3-pentanediol, 2-propyl group-method C Isosorbide-5-Nitrae-pentanediol, 2-isopropyl-method H Isosorbide-5-Nitrae-pentanediol, 2-propyl group-method H Isosorbide-5-Nitrae-pentanediol, 3-isopropyl-method H 2,4-pentanediol, 3-propyl group-method CDisabled isomers1,2-pentanediol, 2-propyl group-1,2-pentanediol, 2-isopropyl-Isosorbide-5-Nitrae-pentanediol, 3-propyl group-1,5-PD, 2-propyl group-2,4-pentanediol, 3-isopropyl-dimethyl hexylene glycol isomersAvailable isomers1, the 3-hexylene glycol, 2, 2-dimethyl-22006-96-8 1, the 3-hexylene glycol, 2, 3-dimethyl-method D 1, the 3-hexylene glycol, 2, 4-dimethyl-78122-99-3 1, the 3-hexylene glycol, 2, 5-dimethyl-method C 1, the 3-hexylene glycol, 3, 4-dimethyl-method D 1, the 3-hexylene glycol, 3, 5-dimethyl-method D 1, the 3-hexylene glycol, 4, 4-dimethyl-method C 1, the 3-hexylene glycol, 4, 5-dimethyl-method C 1, the 4-hexylene glycol, 2, 2-dimethyl-method F 1, the 4-hexylene glycol, 2, 3-dimethyl-method F 1, the 4-hexylene glycol, 2, 4-dimethyl-method G 1, the 4-hexylene glycol, 2, 5-dimethyl-22417-60-3 1, the 4-hexylene glycol, 3, 3-dimethyl-method F 1, the 4-hexylene glycol, 3, 4-dimethyl-method E 1, the 4-hexylene glycol, 3, 5-dimethyl-method H 1, the 4-hexylene glycol, 4, 5-dimethyl-method E 1, the 4-hexylene glycol, 5, 5-dimethyl-38624-38-3 1, the 5-hexylene glycol, 2, 2-dimethyl-method A 1, the 5-hexylene glycol, 2, 3-dimethyl-62718-05-2 1, the 5-hexylene glycol, 2, 4-dimethyl-73455-82-0 1, the 5-hexylene glycol, 2, 5-dimethyl-58510-28-4 1, the 5-hexylene glycol, 3, 3-dimethyl-41736-99-6 1, the 5-hexylene glycol, 3, 4-dimethyl-method A 1, the 5-hexylene glycol, 3, 5-dimethyl-method G 1, the 5-hexylene glycol, 4, 5-dimethyl-method F 1, the 6-hexylene glycol, 2, 2-dimethyl-13622-91-8 1, the 6-hexylene glycol, 2, 3-dimethyl-method F 1, the 6-hexylene glycol, 2, 4-dimethyl-method F 1, the 6-hexylene glycol, 2, 5-dimethyl-49623-11-2 1, the 6-hexylene glycol, 3, 3-dimethyl-method F 1, the 6-hexylene glycol, 3, 4-dimethyl-65363-45-3 2, the 4-hexylene glycol, 2, 3-dimethyl-26344-17-2 2, the 4-hexylene glycol, 2, 4-dimethyl-29649-22-7 2, the 4-hexylene glycol, 2, 5-dimethyl-3899-89-6 2, the 4-hexylene glycol, 3, 3-dimethyl-42412-51-1 2, the 4-hexylene glycol, 3, 4-dimethyl-90951-83-0 2, the 4-hexylene glycol, 3, 5-dimethyl-159300-34-2 2, the 4-hexylene glycol, 4, 5-dimethyl-method D 2, the 4-hexylene glycol, 5, 5-dimethyl-108505-10-8 2, the 5-hexylene glycol, 2, 3-dimethyl-method G 2, the 5-hexylene glycol, 2, 4-dimethyl-method G 2, the 5-hexylene glycol, 2, 5-dimethyl-110-03-2 2, the 5-hexylene glycol, 3, 3-dimethyl-method H 2, the 5-hexylene glycol, 3, 4-dimethyl-99799-30-1 2, the 6-hexylene glycol, 3, 3-dimethyl-method APreferred isomers1, the 3-hexylene glycol, 2, 2-dimethyl-22006-96-8 1, the 3-hexylene glycol, 2, 3-dimethyl-method D 1, the 3-hexylene glycol, 2, 4-dimethyl-78122-99-3 1, the 3-hexylene glycol, 2, 5-dimethyl-method C 1, the 3-hexylene glycol, 3, 4-dimethyl-method D 1, the 3-hexylene glycol, 3, 5-dimethyl-method D 1, the 3-hexylene glycol, 4, 4-dimethyl-method C 1, the 3-hexylene glycol, 4, 5-dimethyl-method C 1, the 4-hexylene glycol, 2, 2-dimethyl-method H 1, the 4-hexylene glycol, 2, 3-dimethyl-method F 1, the 4-hexylene glycol, 2, 4-dimethyl-method G 1, the 4-hexylene glycol, 2, 5-dimethyl-22417-60-3 1, the 4-hexylene glycol, 3, 3-dimethyl-method F 1, the 4-hexylene glycol, 3, 4-dimethyl-method E 1, the 4-hexylene glycol, 3, 5-dimethyl-method H 1, the 4-hexylene glycol, 4, 5-dimethyl-method E 1, the 4-hexylene glycol, 5, 5-dimethyl-38624-38-3 1, the 5-hexylene glycol, 2, 2-dimethyl-method A 1, the 5-hexylene glycol, 2, 3-dimethyl-62718-05-2 1, the 5-hexylene glycol, 2, 4-dimethyl-73455-82-0 1, the 5-hexylene glycol, 2, 5-dimethyl-58510-28-4 1, the 5-hexylene glycol, 3, 3-dimethyl-41736-99-6 1, the 5-hexylene glycol, 3, 4-dimethyl-method A 1, the 5-hexylene glycol, 3, 5-dimethyl-method G 1, the 5-hexylene glycol, 4, 5-dimethyl-method F 2, the 6-hexylene glycol, 3, 3-dimethyl-method ADisabled isomers1, the 2-hexylene glycol, 2, 3-dimethyl-1, the 2-hexylene glycol, 2, 4-dimethyl-1, the 2-hexylene glycol, 2, 5-dimethyl-1, the 2-hexylene glycol, 3, 3-dimethyl-1, the 2-hexylene glycol, 3, 4-dimethyl-1, the 2-hexylene glycol, 3, 5-dimethyl-1, the 2-hexylene glycol, 4, 4-dimethyl-1, the 2-hexylene glycol, 4, 5-dimethyl-1, the 2-hexylene glycol, 5, 5-dimethyl-2, the 3-hexylene glycol, 2, 3-dimethyl-2, the 3-hexylene glycol, 2, 4-dimethyl-2, the 3-hexylene glycol, 2, 5-dimethyl-2, the 3-hexylene glycol, 3, 4-dimethyl-2, the 3-hexylene glycol, 3, 5-dimethyl-2, the 3-hexylene glycol, 4, 4-dimethyl-2, the 3-hexylene glycol, 4, 5-dimethyl-2, the 3-hexylene glycol, 5, 5-dimethyl-3, the 4-hexylene glycol, 2, 2-dimethyl-3, the 4-hexylene glycol, 2, 3-dimethyl-3, the 4-hexylene glycol, 2, 4-dimethyl-3, the 4-hexylene glycol, 2, 5-dimethyl-3, the 4-hexylene glycol, 3, 4-dimethyl-ethohexadiol isomersPreferred isomers1,3-hexylene glycol, 2-ethyl-94-96-2 1, the 3-hexylene glycol, 4-ethyl-method C Isosorbide-5-Nitrae-hexylene glycol, 2-ethyl-148904-97-6 Isosorbide-5-Nitrae-hexylene glycol, 4-ethyl-1113-00-4 1, the 5-hexylene glycol, 2-ethyl-58374-34-8 2,4-hexylene glycol, 3-ethyl-method C 2,4-hexylene glycol, 4-ethyl-33683-47-5 2, the 5-hexylene glycol, 3-ethyl-method FDisabled isomers1,5-hexylene glycol, 4-ethyl-1,6-hexylene glycol, 2-ethyl-1, the 4-hexylene glycol, 3-ethyl-1,5-hexylene glycol, 3-ethyl-1, the 6-hexylene glycol, 3-ethyl-1,2-hexylene glycol, 2-ethyl-1, the 2-hexylene glycol, 3-ethyl-1,2-hexylene glycol, 4-ethyl-2, the 3-hexylene glycol, 3-ethyl-2,3-hexylene glycol, 4-ethyl-3, the 4-hexylene glycol, 3-ethyl-1,3-hexylene glycol, 3-ethyl-methyl heptandiol isomersAvailable isomers1, the 3-heptandiol, 2-methyl-109417-38-1 1, the 3-heptandiol, 3-methyl-165326-88-5 1, the 3-heptandiol, 4-methyl-method C 1, the 3-heptandiol, 5-methyl-method D 1, the 3-heptandiol, 6-methyl-method C 1, the 4-heptandiol, 2-methyl-15966-03-7 1, the 4-heptandiol, 3-methyl-7748-38-1 1, the 4-heptandiol, 4-methyl-72473-94-0 1, the 4-heptandiol, 5-methyl-63003-04-3 1, the 4-heptandiol, 6-methyl-99799-25-4 1, the 5-heptandiol, 2-methyl-141605-00-7 1, the 5-heptandiol, 3-methyl-method A 1, the 5-heptandiol, 4-methyl-method A 1, the 5-heptandiol, 5-methyl-99799-26-5 1, the 5-heptandiol, 6-methyl-57740-00-8 1, the 6-heptandiol, 2-methyl-132148-22-2 1, the 6-heptandiol, 3-methyl-method G 1, the 6-heptandiol, 4-methyl-156307-84-5 1, the 6-heptandiol, 5-methyl-method A 1, the 6-heptandiol, 6-methyl-5392-57-4 2, the 4-heptandiol, 2-methyl-38836-26-9 2, the 4-heptandiol, 3-methyl-6964-04-1 2, the 4-heptandiol, 4-methyl-165326-87-4 2, the 4-heptandiol, 5-methyl-method C 2, the 4-heptandiol, 6-methyl-79356-95-9 2, the 5-heptandiol, 2-methyl-141605-02-9 2, the 5-heptandiol, 3-methyl-method G 2, the 5-heptandiol, 4-methyl-156407-38-4 2, the 5-heptandiol, 5-methyl-148843-72-5 2, the 5-heptandiol, 6-methyl-51916-46-2 2, the 6-heptandiol, 2-methyl-73304-48-0 2, the 6-heptandiol, 3-methyl-29915-96-6 2, the 6-heptandiol, 4-methyl-106257-69-6 3, the 4-heptandiol, 3-methyl-18938-50-6 3, the 5-heptandiol, 2-methyl-method C 3, the 5-heptandiol, 3-methyl-99799-27-6 3, the 5-heptandiol, 4-methyl-156407-37-3Preferred isomers1, the 3-heptandiol, 2-methyl-109417-38-1 1, the 3-heptandiol, 3-methyl-165326-88-5 1, the 3-heptandiol, 4-methyl-method C 1, the 3-heptandiol, 5-methyl-method D 1, the 3-heptandiol, 6-methyl-method C 1, the 4-heptandiol, 2-methyl-15966-03-7 1, the 4-heptandiol, 3-methyl-7748-38-1 1, the 4-heptandiol, 4-methyl-72473-94-0 1, the 4-heptandiol, 5-methyl-63003-04-3 1, the 4-heptandiol, 6-methyl-99799-25-4 1, the 5-heptandiol, 2-methyl-141605-00-7 1, the 5-heptandiol, 3-methyl-method A 1, the 5-heptandiol, 4-methyl-method A 1, the 5-heptandiol, 5-methyl-99799-26-5 1, the 5-heptandiol, 6-methyl-57740-00-8 1, the 6-heptandiol, 2-methyl-132148-22-2 1, the 6-heptandiol, 3-methyl-method G 1, the 6-heptandiol, 4-methyl-156307-84-5 1, the 6-heptandiol, 5-methyl-method A 1, the 6-heptandiol, 6-methyl-5392-57-4 2, the 4-heptandiol, 2-methyl-38836-26-9 2, the 4-heptandiol, 3-methyl-6964-04-1 2, the 4-heptandiol, 4-methyl-165326-87-4 2, the 4-heptandiol, 5-methyl-method C 2, the 4-heptandiol, 6-methyl-79356-95-9 2, the 5-heptandiol, 2-methyl-141605-02-9 2, the 5-heptandiol, 3-methyl-method H 2, the 5-heptandiol, 4-methyl-156407-38-4 2, the 5-heptandiol, 5-methyl-148843-72-5 2, the 5-heptandiol, 6-methyl-51916-46-2 2, the 6-heptandiol, 2-methyl-73304-48-0 2, the 6-heptandiol, 3-methyl-29915-96-6 2, the 6-heptandiol, 4-methyl-106257-69-6 3, the 4-heptandiol, 3-methyl-18938-50-6 3, the 5-heptandiol, 2-methyl-method C 3, the 5-heptandiol, 4-methyl-156407-37-3Disabled isomers1, the 7-heptandiol, 2-methyl-1, the 7-heptandiol, 3-methyl-1, the 7-heptandiol, 4-methyl-2, the 3-heptandiol, 2-methyl-2, the 3-heptandiol, 3-methyl-2, the 3-heptandiol, 4-methyl-2, the 3-heptandiol, 5-methyl-2, the 3-heptandiol, 6-methyl-3, the 4-heptandiol, 2-methyl-3, the 4-heptandiol, 4-methyl-3, the 4-heptandiol, 5-methyl-3, the 4-heptandiol, 6-methyl-1, the 2-heptandiol, 2-methyl-1, the 2-heptandiol, 3-methyl-1, the 2-heptandiol, 4-methyl-1, the 2-heptandiol, 5-methyl-1, the 2-heptandiol, 6-methyl-ethohexadiol isomersPreferred isomers2,4-ethohexadiol 90162-24-6 2,5-ethohexadiol 4527-78-0 2,6-ethohexadiol method A 2,7-ethohexadiol 19686-96-5 3,5-ethohexadiol 24892-55-5 3,6-ethohexadiol 24434-09-1Disabled isomers1,2-ethohexadiol 1117-86-8 1,3-ethohexadiol 23433-05-8 Isosorbide-5-Nitrae-ethohexadiol 51916-47-3 1,5-ethohexadiol 2736-67-6 1,6-ethohexadiol 4060-76-6 1,7-ethohexadiol 13175-32-1 1,8-ethohexadiol 629-41-4 2, the 3-ethohexadiol is 98464-24-5 3 for example, the 4-ethohexadiol is 99799-31-2 3 for example, and the 5-ethohexadiol is 129025-63-4 for example
Table V
Nonanediol isomers chemical name
CAS No. Preferred isomers2,4-pentanediol, 2,3,3,4-tetramethyl-19424-43-2
Available isomers2,4-pentanediol, the 3-tert-butyl group-142205-14-92,4-hexylene glycol, 2,5,5-trimethyl-97460-08-72, the 4-hexylene glycol, 3,3,4-trimethyl-method D2,4-hexylene glycol, 3,3,5-trimethyl-27122-58-32,4-hexylene glycol, 3,5,5-trimethyl-method D2, the 4-hexylene glycol, 4,5,5-trimethyl-method D2,5-hexylene glycol, 3,3,4-trimethyl-method H2,5-hexylene glycol, 3,3,5-trimethyl-method G
Disabled isomersHave more than 500 kinds of disabled isomers, comprise following: 2,4-hexylene glycol, 2,4,5-trimethyl-36587-81-22,4-hexylene glycol, 2,3, the 5-trimethyl-, erythro 26344-20-72,4-hexylene glycol, 2,3, the 5-trimethyl-, threo form 26343-49-71, ammediol, 2-butyl-2-ethyl-115-84-42,4-hexylene glycol, 2,3, the 5-trimethyl-, threo form 26343-49-7
Table VI
Alkyl glycerol base ether, two (hydroxyalkyl) ether, and aryl glyceryl ether
Preferred single glycerin ether and derivative1, the 2-propylene glycol, 3-(butoxy)-, 1 of triethoxyization, the 2-propylene glycol, 3-(butoxy)-, tetraethoxyization
Preferred single glycerin ether and derivative CAS No.1, the 2-propylene glycol, 3-(just-amoxy)-22636-32-41, the 2-propylene glycol, 3-(2-amoxy)-1,2-propylene glycol, 3-(3-amoxy)-1,2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-1, the 2-propylene glycol, 3-(isoamoxy)-1,2-propylene glycol, 3-(3-methyl-2-butoxy)-1,2-propylene glycol, 3-(cyclohexyloxy)-1, the 2-propylene glycol, 3-(1-hexamethylene-1-alkene oxygen base)-1, ammediol, 2-(amoxy)-1, ammediol, 2-(2-amoxy)-1, ammediol, 2-(3-amoxy)-1, ammediol, 2-(2-methyl-1-butene oxygen base)-1, ammediol, 2-(isoamoxy) 1, ammediol, 2-(3-methyl-2-butoxy)-1, ammediol, 2-(cyclohexyloxy)-1, ammediol, 2-(1-hexamethylene-1-alkene oxygen base)-1, the 2-propylene glycol, 3-(butoxy)-, 1 of five ethoxylations, the 2-propylene glycol, 3-(butoxy)-, 1 of six ethoxylations, the 2-propylene glycol, 3-(butoxy)-, 1 of seven ethoxylations, 2-propylene glycol, 3-(butoxy)-, 1 of eight ethoxylations, the 2-propylene glycol, 3-(butoxy)-, 1 of nine ethoxylations, the 2-propylene glycol, 3-(butoxy)-, one propenoxylated 1, the 2-propylene glycol, 3-(butoxy)-, 1 of dibutoxyization, 2-propylene glycol, 3-(butoxy)-, three butoxyization
Preferred two (hydroxyalkyl) etherTwo (the 2-hydroxyl cyclopentyl) ethers of two (2-hydroxyl butyl) ether
Disabled single glycerin ether1,2-propylene glycol, 3-ethyoxyl-1,2-propylene glycol, 3-propoxyl group-1,2-propylene glycol, 3-isopropoxy-1,2-propylene glycol, 3-butoxy-1,2-propylene glycol, 3-isobutoxy-1,2-propylene glycol, 3-tert-butyl group oxygen-1,2-propylene glycol, 3-octyloxy-1,2-propylene glycol, 3-(2-ethyl hexyl oxy)-1,2-propylene glycol, 3-(cyclopentyloxy)-1,2-propylene glycol, 3-(1-hexamethylene-2-alkene oxygen base)-1, ammediol, 2-(1-hexamethylene-2-alkene oxygen base)-
The aromatics glycerin ether 1 that the aromatics glycerin ether can be used, 2-propylene glycol, 3-phenoxy group-1, the 2-propylene glycol, 3-benzyloxy-1,2-propylene glycol, 3-(2-benzene ethyoxyl)-1,2-propylene glycol, 3-(1-phenyl-2-propoxyl group) 1, ammediol, 2-phenoxy group-1, ammediol, 2-(-toloxyl)-1, ammediol, 2-(right-toloxyl)-1, ammediol, 2-benzyloxy-1, ammediol, 2-(2-benzene ethyoxyl)-1, ammediol, 2-(1-benzene ethyoxyl)-preferred aromatics glycerin ether 1, the 2-propylene glycol, 3-phenoxy group-1,2-propylene glycol, 3-benzyloxy-1, the 2-propylene glycol, 3-(2-benzene ethyoxyl)-1, ammediol, 2-(-toloxyl)-1, ammediol, 2-(right-toloxyl)-1, ammediol, 2-(benzyloxy)-1, ammediol, 2-(2-benzene ethyoxyl)-preferred aromatics glycerin ether 1,2-propylene glycol, 3-phenoxy group-1, the 2-propylene glycol, 3-benzyloxy-1,2-propylene glycol, 3-(2-benzene ethyoxyl)-1, ammediol, 2-(-tolyl)-1, ammediol, 2-(right-tolyl)-1, ammediol, 2-(2-benzene ethyoxyl)-
Table VII
Alicyclic diol and derivatives chemical title CAS No.
Preferred ring glycol and derivative1-isopropyl-1,2-cyclobutanediol 59895-32-83-ethyl-4-methyl isophthalic acid, 2-cyclobutanediol 3-propyl group-1,2-cyclobutanediol 3-isopropyl-1,2-cyclobutanediol 42113-90-61-ethyl-1,2-ring pentanediol 67396-17-21,2-dimethyl-1,2-ring pentanediol 33046-20-71,4-dimethyl-1,2-ring pentanediol 89794-56-92,4,5-trimethyl-1,3-encircles pentanediol 3,3-dimethyl-1,2-ring pentanediol 89794-57-03,4-dimethyl-1,2-ring pentanediol 70051-69-33,5-dimethyl-1,2-ring pentanediol 89794-58-13-ethyl-1,2-encircles pentanediol 4,4-dimethyl-1,2-ring pentanediol 70197-54-54-ethyl-1,2-encircles pentanediol 1, two (methylol) cyclohexane 2658-60-81 of 1-, two (methylol) cyclohexane 76155-27-61 of 2-, 2-dimethyl-1,3-cyclohexanediol 53023-07-71, two (methylol) cyclohexane 13022-98-51 of 3-, 3-dimethyl-1,3-cyclohexanediol 128749-93-91,6-dimethyl-1,3-cyclohexanediol 164713-16-01-hydroxyl-hexamethylene ethanol 40894-17-51-hydroxyl-cyclohexanemethanol 15753-47-61-ethyl-1,3-cyclohexanediol 10601-18-01-methyl isophthalic acid, 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-cyclohexanediol 2,5-dimethyl-1,3-cyclohexanediol 2,6-dimethyl-1,4-cyclohexanediol 34958-42-42-ethyl-1,3-cyclohexanediol 155433-88-82-hydroxyl hexamethylene ethanol 24682-42-62-ethoxy-1-cyclohexanol 2-methylol cyclohexanol 89794-52-53-ethoxy-1-cyclohexanol 3-hydroxyl hexamethylene ethanol 86576-87-63-hydroxymethyl cyclohexanol 3-methyl isophthalic acid, 2-cyclohexanediol 23477-91-04,4-dimethyl-1,3-cyclohexanediol 14203-50-04,5-dimethyl-1,3-cyclohexanediol 4,6-dimethyl-1,3-cyclohexanediol 16066-66-34-ethyl-1,3-cyclohexanediol 4-ethoxy-1-cyclohexanol 4-methylol-cyclohexanol 33893-85-54-methyl isophthalic acid, 2-cyclohexanediol 23832-27-15,5-dimethyl-1,3-cyclohexanediol 51335-83-25-ethyl-1,3-cyclohexanediol 1,2-ring heptandiol 108268-28-62-methyl isophthalic acid, 3-ring heptandiol 101375-80-82-methyl isophthalic acid, 4-ring heptandiol 4-methyl isophthalic acid, 3-ring heptandiol 5-methyl isophthalic acid, 3-ring heptandiol 5-methyl isophthalic acid, 4-ring heptandiol 90201-00-66-methyl isophthalic acid, 4-encircles heptandiol 1,3-ring ethohexadiol 101935-36-81,4-ring ethohexadiol 73982-04-41,5-ring ethohexadiol 23418-82-81,2-cyclohexanediol, diethoxy thing 1, the 2-cyclohexanediol, triethoxy thing 1,2-cyclohexanediol, tetraethoxy thing 1, the 2-cyclohexanediol, five ethoxylates 1,2-cyclohexanediol, six ethoxylates 1, the 2-cyclohexanediol, seven ethoxylates 1,2-cyclohexanediol, eight ethoxylates 1, the 2-cyclohexanediol, nine ethoxylates 1,2-cyclohexanediol, a propoxylate 1, the 2-cyclohexanediol, one butoxy thing 1,2-cyclohexanediol, dibutoxy thing 1, the 2-cyclohexanediol, three butoxy materialization formal names used at school claim CAS No.
Preferred ring glycol and derivative1-isopropyl-1,2-cyclobutanediol 59895-32-83-ethyl-4-methyl isophthalic acid, 2-cyclobutanediol 3-propyl group-1,2-cyclobutanediol 3-isopropyl-1,2-cyclobutanediol 42113-90-61-ethyl-1,2-ring pentanediol 67396-17-21,2-dimethyl-1,2-ring pentanediol 33046-20-71,4-dimethyl-1,2-ring pentanediol 89794-56-93,3-dimethyl-1,2-ring pentanediol 89794-57-03,4-dimethyl-1,2-ring pentanediol 70051-69-33,5-dimethyl-1,2-ring pentanediol 89794-58-13-ethyl-1,2-encircles pentanediol 4,4-dimethyl-1,2-ring pentanediol 70197-54-54-ethyl-1,2-encircles pentanediol 1, two (methylol) cyclohexane 2658-60-81 of 1-, two (methylol) cyclohexane 76155-27-61 of 2-, 2-dimethyl-1,3-cyclohexanediol 53023-07-71, two (methylol) cyclohexane 13022-98-51-hydroxyls of 3--cyclohexane methanol 15753-47-61-methyl isophthalic acid, 2-cyclohexanediol 52718-65-73-methylol cyclohexanol 3-methyl isophthalic acid, 2-cyclohexanediol 23477-91-04,4-dimethyl-1,3-cyclohexanediol 14203-50-04,5-dimethyl-1,3-cyclohexanediol 4,6-dimethyl-1,3-cyclohexanediol 16066-66-34-ethyl-1,3-cyclohexanediol 4-ethoxy-1-cyclohexanol 4-methylol cyclohexanol 33893-85-54-methyl isophthalic acid, 2-cyclohexanediol 23832-27-11,2-ring heptandiol 108268-28-61, the 2-cyclohexanediol, five b-oxides 1, the 2-cyclohexanediol, six b-oxides 1, the 2-cyclohexanediol, seven b-oxides 1, the 2-cyclohexanediol, eight b-oxides 1, the 2-cyclohexanediol, nine b-oxides 1, the 2-cyclohexanediol, one propoxide 1, the 2-cyclohexanediol, two fourth oxides
Unsaturated alicyclic ring glycol comprises following known unsaturated alicyclic ring glycol:
Available unsaturated alicyclic ring glycolChemical name CAS No.1, the 2-cyclobutanediol, 1-vinyl-2-ethyl-58016-14-13-cyclobutane-1, the 2-glycol, 1,2,3,4-tetramethyl-90112-64-43-cyclobutane-1, the 2-glycol, 3,4-diethyl-142543-60-03-cyclobutane-1, the 2-glycol, 3-(1, the 1-dimethyl ethyl)-142543-56-43-cyclobutane-1, the 2-glycol, 3-butyl-142543-55-31,2-encircles pentanediol, 1,2-dimethyl-4-methylene-103150-02-31,2-encircles pentanediol, 1-ethyl-3-methylene-90314-52-61,2-encircles pentanediol, 4-(1-propenyl)-128173-45-53-cyclopentene-1, the 2-glycol, 1-ethyl-3-methyl-90314-43-51, the 2-cyclohexanediol, 1-vinyl-134134-16-01, the 2-cyclohexanediol, 1-methyl-3-methylene-98204-78-51, the 2-cyclohexanediol, 1-methyl-4-methylene-133358-53-91, the 2-cyclohexanediol, 3-vinyl-55310-51-51, the 2-cyclohexanediol, 4-vinyl-85905-16-43-cyclohexene-1, the 2-glycol, 2,6-dimethyl-81969-75-73-cyclohexene-1, the 2-glycol, 6,6-dimethyl-61875-93-24-cyclohexene-1, the 2-glycol, 3,6-dimethyl-156808-73-04-cyclohexene-1, the 2-glycol, 4,5-dimethyl-154351-54-93-cyclo-octene-1,2-glycol 170211-27-54-cyclo-octene-1,2-glycol 124791-61-35-cyclo-octene-1,2-glycol 117468-07-2
Disabled unsaturated ring glycol1,2-encircles pentanediol, 1-(1-methyl ethylene)-61447-83-41, the 2-propylene glycol, 1-cyclopentyl-55383-20-51,3-encircles pentanediol, 2-(1-methyl ethylidene)-65651-46-91, ammediol, 2-(1-cyclopentene-1-yl)-77192-43-91, ammediol, 2-(2-cyclopentene-1-yl)-25462-31-11,2-ethylene glycol, 1-(1-cyclohexene-1-yl)-151674-61-21,2-ethylene glycol, 1-(3-cyclohexene-1-yl)-64011-53-62-cyclohexene-1, the 4-glycol, 5,5-dimethyl-147274-55-34-cyclohexene-1, the 3-glycol, 3,6-dimethyl-127716-90-91,3-encircles heptandiol, 2-methylene-132292-67-25-cycloheptene-1,3-glycol, 1-methyl-160813-33-25-cycloheptene-1, the 3-glycol, 5-methyl-160813-32-12-cyclo-octene-1,4-glycol 37996-40-0
Table VIII
C
3-C
7The derivative of glycol epoxy radicalsization
In following each table, " EO " refers to many ethoxylates, promptly-and (CH
2CH
2O)
nH; The many ethoxylates-(CH of Me-En nail base end-blocking
2CH
2O)
nCH
3" 2 (Me-En) " refers to two Me-En of needs; " PO " refers to many propoxylates-(CH (CH
3) CH
2O)
nH; " BO " refers to many butoxy-(CH (CH
2CH
3) CH
2O)
nH; And " n-BO " refers to many (n-butoxy or many (tetramethylene) oxygen base-(CH
2CH
2CH
2CH
2O)
nH.Pointed alkoxy derivative all is operable, and preferably those all are listed in second row with boldface letter.Provide the non-limiting typical synthetic method of preparation oxidation alkyl derivative below.
Table VIII A
Base substance (a) | Base substance CAS No. | EO′s | ?1(Me ??-En) | ??2(Me ??-En) | PO′s | n- BO′s | ?BO′s |
(b) | ?(c) | ??(d) | (e) | (f) | ?(g) | ||
1,2-propylene glycol (C3) | ????57-55-6 | ??1-4 ??3-4 | 4 | ||||
1, the 2-propylene glycol, the 2-methyl-(C4) | ????558-43-0 | ?4-10 ?8-10 | ??1 | 3 | ?1 |
1, ammediol (C3) | ??504-63-2 | ??6-8 ??8 | ????5-6 ????6 | ||||
1, ammediol, 2, the 2-diethyl-(C7) | ??115-76-4 | ??1-7 ??4-7 | ????1 | ????1-2 ????2 | |||
1, ammediol, 2, the 2-dimethyl-(C5) | ??126-30-7 | ??1-2 | ????3-4 ????4 | ||||
1, ammediol, 2-(1-methyl-propyl)-(C7) | ??33673-01-7 | ??1-7 ??4-7 | ????1 | ????1-2 ????2 | |||
1, ammediol, 2-(2-methyl-propyl)-(C7) | ??26462-20-8 | ??1-7 ??4-7 | ????1 | ????1-2 ????2 | |||
1, ammediol, the 2-ethyl-(C5) | ??2612-29-5 | ??6-10 ??9-10 | ??1 | ????3 | |||
1, ammediol, 2-ethyl-2-methyl-(C6) | ??77-84-9 | ??1-6 ??3-6 | ????2 | ????1 | |||
1, ammediol, the 2-isopropyl-(C6) | ??2612-27-3 | ??1-6 ??3-6 | ????2 | ????1 | |||
1, ammediol, the 2-methyl-(C4) | ??2163-42-0 | ??2-5 ??4-5 | ????4-5 ????5 | ????2 | |||
1, ammediol, 2-methyl-2-isopropyl-(C7) | ??2109-23-1 | ??2-9 ??6-9 | ????1 | ????1-3 ????2-3 | |||
1, ammediol, 2-methyl-2-propyl group-(C7) | ??78-26-2 | ??1-7 ??4-7 | ????1 | ????1-2 ????2 | |||
1, ammediol, the 2-propyl group-(C6) | ??2612-28-4 | ??1-4 | ????2 | ????1 |
(a) last table and below Table VIII in, shown in alkoxylate group number average be spendable, common scope is listed in first row, and those are preferably all represented with boldface letter, and is listed in second capable.
(b) numeral on this hurdle is (CH in many ethoxylated derivatives
2CH
2O) Ji average.
(c) numeral on this hurdle is the substituent (CH of many ethoxylates of the monomethyl end-blocking in each derivative
2CH
2O) basic average.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative
2CH
2O) basic average.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative
3) CH
2O) Ji average.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives
2CH
2CH
2CH
2O) Ji average.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative
2CH
3) CH
2O) Ji average.
Table VIII B
Base substance (a) | Base substance CAS No. | ????EO′s | ???1(Me ???-En) | ???2(Me ???-En) | ??PO′s | ???n- ???BO′s | ???BO′s |
????(b) | ???(c) | ???(d) | ??(e) | ???(f) | ???(g) | ||
1,2-butanediol (C4) | ??584-03-2 | ???2-8 ???6-8 | ??2-3 | ???1 | |||
1, the 2-butanediol, 2, the 3-dimethyl-(C6) | ??66553-15-9 | ????1-6 ????2-5 | ???1-2 ???1 | ||||
1, the 2-butanediol, the 2-ethyl-(C6) | ??66553-16-0 | ????1-3 | ???1 | ||||
1, the 2-butanediol, the 2-methyl-(C5) | ??41051-72-3 | ???1-2 | ??1 | ||||
1, the 2-butanediol, 3, the 3-dimethyl-(C6) | ??59562-82-2 | ????1-6 ????2-5 | ???1-2 ???1 | ||||
1, the 2-butanediol, the 3-methyl-(C5) | ??50468-22-9 | ???1-2 | ??1 | ||||
1,3 butylene glycol (C4) | ??107-88-0 | ???3-6 ???5-6 | ??5 | ???2 |
1,3 butylene glycol, 2,2, the 3-trimethyl-(C7) | ??16343-75-2 | ????1-3 | ????1-2 ????2 | ||||
1,3 butylene glycol, 2, the 2-dimethyl-(C6) | ??76-35-7 | ????3-8 ????6-8 | ????3 | ||||
1,3 butylene glycol, 2, the 3-dimethyl-(C6) | ??24893-35-4 | ????3-8 ????6-8 | ????3 | ||||
1,3 butylene glycol, the 2-ethyl-(C6) | ??66553-17-1 | ????1-6 ????4-6 | ????2?to?3 | ????1 | |||
1,3 butylene glycol, 2-ethyl-2-methyl-(C7) | Method C | ????1 | ????1 | ???2-4 ???3 | |||
1,3 butylene glycol, 2-ethyl-3-methyl-(C7) | ??68799-03-1 | ????1 | ????1 | ???2-4 ???3 | |||
1,3 butylene glycol, the 2-isopropyl-(C7) | ??66567-04-2 | ????1 | ????1 | ???2-4 ???3 | |||
1,3 butylene glycol, the 2-methyl-(C5) | ??684-84-4 | ??1-3 ??2-3 | ????4 | ||||
1,3 butylene glycol, the 2-propyl group-(C7) | ??66567-03-1 | ???2-9 ???6-8 | ????1 | ???1-3 ???2-3 | |||
1,3 butylene glycol, the 3-methyl-(C5) | ??2568-33-4 | ??1-3 ??2-3 | ????4 | ||||
1,4-butanediol (C4) | ??110-63-4 | ??2-4 ??3-4 | ????4-5 ????4-5 | ????2 | |||
1, the 4-butanediol, 2,2, the 3-trimethyl-(C7) | ??162108-60-3 | ???2-9 ???6-9 | ????1 | ???1-3 ???2-3 | |||
1, the 4-butanediol, 2, the 2-dimethyl-(C6) | ??32812-23-0 | ????1-6 ????3-6 | ????2 | ????1 | |||
1, the 4-butanediol, 2, the 3-dimethyl-(C6) | ??57716-80-0 | ????1-6 ????3-6 | ????2 | ????1 | |||
1, the 4-butanediol, the 2-ethyl-(C6) | ??57716-79-7 | ????1-4 | ????2 | ????1 |
1, the 4-butanediol, 2-ethyl-2-methyl-(C7) | 76651-98-4 | ???1-7 ???4-7 | ????1 | ???1-2 ???2 | |||
1, the 4-butanediol, 2-ethyl-3-methyl-(C7) | 66225-34-1 | ???1-7 ???4-7 | ????1 | ???1-2 ???2 | |||
1, the 4-butanediol, the 2-isopropyl-(C7) | 39497-66-0 | ???1-7 ???4-7 | ????1 | ???1-2 ???2 | |||
1, the 4-butanediol, the 2-methyl-(C5) | 2938-98-9 | ??6-10 ??9-10 | ????1 | ????3 | ????1 | ||
1, the 4-butanediol, the 2-propyl group-(C7) | 62946-68-3 | ???1-5 ???2-5 | ???1-2 ???1 | ||||
1, the 4-butanediol, 3-ethyl-1-methyl-(C7) | Method F | ???2-9 ???6-8 | ????1 | ???1-3 ???2-3 | |||
2,3-butanediol (C4) | 513-85-9 | ??6-10 ??9-10 | ????1 | ????3-4 | ????1 | ||
2, the 3-butanediol, 2, the 3-dimethyl-(C6) | 76-09-5 | ???3-9 ???7-9 | ????1 | ???1-3 ???2-3 | |||
2, the 3-butanediol, the 2-methyl-(C5) | 5396-58-7 | ??1-5 ??2-5 | ????2 | ????1 |
(a) be spendable at alkoxylate group number average shown in the last table, common scope is listed in first row, and those are preferably all represented with boldface letter, and is listed in second row.
(b) numeral on this hurdle is (CH in many ethoxylated derivatives
2CH
2O) Ji average.
(c) numeral on this hurdle is the substituent (CH of many ethoxylates of the monomethyl end-blocking in each derivative
2CH
2O) basic average.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative
2CH
2O) basic average.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative
3) CH
2O) Ji average.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives
2CH
2CH
2CH
2O) Ji average.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative
2CH
3) CH
2O) Ji average.
Table VIII C
Base substance (a) | Base substance CAS No. | ?EO′s | ??1(Me ??-En) | ??2(Me ??-En) | ???PO′s | ??n- ??BO′s | ?BO′s |
?(b) | ??(c) | ??(d) | ???(e) | ??(f) | ?(g) | ||
1,2-pentanediol (C5) | 5343-92-0 | ?3-10 ?7-10 | ???1 | ??2-3 ??3 | |||
1, the 2-pentanediol, the 2-methyl-(C6) | 20667-05-4 | ?1-3 | ??1 | ||||
1, the 2-pentanediol, the 3-methyl-(C6) | 159623-53-7 | ?1-3 | ??1 | ||||
1, the 2-pentanediol, the 4-methyl-(C6) | 72110-08-8 | ?1-3 | ??1 | ||||
1,3-pentanediol (C5) | 3174-67-2 | ??1-2 | ???3-4 | ||||
1, the 3-pentanediol, 2, the 2-dimethyl-(C7) | 2157-31-5 | ??1 | ???1 | ??2-4 ??3 | |||
1, the 3-pentanediol, 2, the 3-dimethyl-(C7) | 66225-52-3 | ??1 | ???1 | ??2-4 ??3 | |||
1, the 3-pentanediol, 2, the 4-dimethyl-(C7) | 60712-38-1 | ??1 | ???1 | ??2-4 ??3 | |||
1, the 3-pentanediol, the 2-ethyl-(C7) | 29887-11-4 | ?2-9 ?6-8 | ???1 | ??1-3 ??2-3 | |||
1, the 3-pentanediol, the 2-methyl-(C6) | 149-31-5 | ??1-6 ??4-6 | ???2-3 | ?1 | |||
1, the 3-pentanediol, 3, the 4-dimethyl-(C7) | 129851-50-9 | ??1 | ???1 | ??2-4 ??3 |
1, the 3-pentanediol, the 3-methyl-(C6) | 33879-72-0 | ????1-6 ????4-6 | ????2-3 | ????1 | |||
1, the 3-pentanediol, 4, the 4-dimethyl-(C7) | 30458-16-3 | ????1 | ????1 | ???2-4 ???3 | |||
1, the 3-pentanediol, the 4-methyl-(C6) | 54876-99-2 | ????1-6 ????4-6 | ????2-3 | ????1 | |||
1,4-pentanediol (C5) | 626-95-9 | ????1-2 | ????3-4 | ||||
1, the 4-pentanediol, 2, the 2-dimethyl-(C7) | Method F | ????1 | ????1 | ???2-4 ???3 | |||
1, the 4-pentanediol, 2, the 3-dimethyl-(C7) | Method F | ????1 | ????1 | ???2-4 ???3 | |||
1, the 4-pentanediol, 2, the 4-dimethyl-(C7) | Method F | ????1 | ????1 | ???2-4 ???3 | |||
1, the 4-pentanediol, the 2-methyl-(C6) | 6287-17-8 | ????1-6 ????4-6 | ????2-3 | ????1 | |||
1, the 4-pentanediol, 3, the 3-dimethyl-(C7) | 81887-62-9 | ????1 | ????1 | ???2-4 ???3 | |||
1, the 4-pentanediol, 3, the 4-dimethyl-(C7) | 63521-36-8 | ????1 | ????1 | ???2-4 ???3 | |||
1, the 4-pentanediol, the 3-methyl-(C6) | 26787-63-3 | ????1-6 ????4-6 | ????2-3 | ????1 | |||
1, the 4-pentanediol, the 4-methyl-(C6) | 1462-10-8 | ????1-6 ????4-6 | ????2-3 | ????1 | |||
1,5-pentanediol (C5) | 111-29-5 | ????4-10 ????8-10 | ????1 | ????3 | |||
1, the 5-pentanediol, 2, the 2-dimethyl-(C7) | 3121-82-2 | ??1-7 ??4-7 | ????1 | ???1-2 ???2 | |||
1, the 5-pentanediol, 2, the 3-dimethyl-(C7) | 81554-20-3 | ??1-7 ??4-7 | ????1 | ???1-2 ???2 |
1, the 5-pentanediol, 2, the 4-dimethyl-(C7) | 2121-69-9 | ????1-7 ????4-7 | ????1 | ????1-2 ????2 | |||||
1, the 5-pentanediol, the 2-ethyl-(C7) | 14189-13-0 | ????1-5 ????2-5 | ????1-2 ????1 | ||||||
1, the 5-pentanediol, the 2-methyl-(C6) | 42856-62-2 | ???1-4 | ????2 | ||||||
1, the 5-pentanediol, 3, the 3-dimethyl-(C7) | 53120-74-4 | ????1-7 ????4-7 | ????1 | ????1-2 ????2 | |||||
1, the 5-pentanediol, the 3-methyl-(C6) | 4457-71-0 | ???1-4 | ????2 | ||||||
2,3-pentanediol (C5) | 42027-23-6 | ???1-3 | ????2 | ||||||
2, the 3-pentanediol, the 2-methyl-(C6) | 7795-80-4 | ????1-7 ????4-7 | ????1 | ????1-2 ????2 | |||||
2, the 3-pentanediol, the 3-methyl-(C6) | 63521-37-9 | ????1-7 ????4-7 | ????1 | ????1-2 ????2 | |||||
2, the 3-pentanediol, the 4-methyl-(C6) | 7795-79-1 | ????1-7 ????4-7 | ????1 | ????1-2 ????2 | |||||
2,4-pentanediol (C5) | 625-69-4 | ??1-4 ??2-4 | ????4 | ||||||
2, the 4-pentanediol, 2, the 3-dimethyl-(C7) | 24893-39-8 | ???1-4 ???2-4 | ????2 | ||||||
2, the 4-pentanediol, 2, the 4-dimethyl-(C7) | 24892-49-7 | ???1-4 ???2-4 | ????2 | ||||||
2, the 4-pentanediol, the 2-methyl-(C6) | 107-41-5 | ???5-10 ???8-10 | ????3 | ||||||
2, the 4-pentanediol, 3, the 3-dimethyl-(C7) | 24892-50-0 | ???1-4 ???2-4 | ????2 | ||||||
2, the 4-pentanediol, the 3-methyl-(C6) | Method H | ???5-10 ???8-10 | ????3 |
(a) be spendable at alkoxylate group number average shown in the last table, common scope is listed in first row, and those are preferably all represented with boldface letter, and is listed in second row.
(b) numeral on this hurdle is (CH in many ethoxylated derivatives
2CH
2O) Ji average.
(c) numeral on this hurdle is the substituent (CH of many ethoxylates of the monomethyl end-blocking in each derivative
2CH
2O) basic average.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative
2CH
2O) basic average.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative
3) CH
2O) Ji average.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives
2CH
2CH
2CH
2O) Ji average.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative
2CH
3) CH
2O) Ji average.
Table VIII D
Base substance (a) | Base substance CAS No. | ???EO′s | ????1(Me ????-En) | ???PO′s | ????n- ????BO′s | ???BO′s |
???(b) | ????(c) | ????(e) | ????(f) | ????(g) | ||
1,3-hexylene glycol (C6) | ????21531-91-9 | ????1-5 ????2-5 | ????2 | ????1 | ||
1, the 3-hexylene glycol, the 2-methyl-(C7) | ????66072-21-7 | ???2-9 ???6-8 | ????1 | ????1-3 ????2-3 | ????1 | |
1, the 3-hexylene glycol, the 3-methyl-(C7) | Method D | ???2-9 ???6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 3-hexylene glycol, the 4-methyl-(C7) | Method C | ???2-9 ???6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 3-hexylene glycol, the 5-methyl-(C7) | ????109863-14-1 | ???2-9 ???6-8 | ????1 | ????1-3 ????2-3 |
1,4-hexylene glycol (C6) | ??16432-53-4 | ????1-5 ????2-5 | ????2 | ????1 | ||
1, the 4-hexylene glycol, the 2-methyl-(C7) | Method F | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 4-hexylene glycol, the 3-methyl-(C7) | ??66225-36-3 | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 4-hexylene glycol, the 4-methyl-(C7) | ??40646-08-0 | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 4-hexylene glycol, the 5-methyl-(C7) | ??38624-36-1 | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1,5-hexylene glycol (C6) | ??928-40-5 | ????1-5 ????2-5 | ????2 | ????1 | ||
1, the 5-hexylene glycol, the 2-methyl-(C7) | Method F | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 5-hexylene glycol, the 3-methyl-(C7) | Method F | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 5-hexylene glycol, the 4-methyl-(C7) | ??66225-37-4 | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1, the 5-hexylene glycol, the 5-methyl-(C7) | ??1462-11-9 | ??2-9 ??6-8 | ????1 | ????1-3 ????2-3 | ||
1,6-hexylene glycol (C6) | ??629-11-8 | ????1-2 | ????1-2 | |||
1, the 6-hexylene glycol, the 2-methyl-(C7) | ??25258-92-8 | ??1-5 ??2-5 | ????1-2 ????1 | |||
1, the 6-hexylene glycol, the 3-methyl-(C7) | ??4089-71-8 | ??1-5 ??2-5 | ????1-2 ????1 | |||
2,3-hexylene glycol (C6) | ??617-30-1 | ??1-5 ??2-5 | ????1-2 ????1 | |||
2,4-hexylene glycol (C6) | ??19780-90-6 | ????3-8 ????5-8 | ????3 |
2, the 4-hexylene glycol, the 2-methyl-(C7) | ??66225-35-2 | ????1-2 | ????1-2 | |||
2, the 4-hexylene glycol, the 3-methyl-(C7) | ??116530-79-1 | ????1-2 | ????1-2 | |||
2, the 4-hexylene glycol, the 4-methyl-(C7) | ??38836-25-8 | ????1-2 | ????1-2 | |||
2, the 4-hexylene glycol, the 5-methyl-(C7) | ??54877-00-8 | ????1-2 | ????1-2 | |||
2,5-hexylene glycol (C6) | ??2935-44-6 | ????3-8 ????5-8 | ????3 | |||
2, the 5-hexylene glycol, the 2-methyl-(C7) | ??29044-06-2 | ????1-2 | ????1-2 | |||
2, the 5-hexylene glycol, the 3-methyl-(C7) | Method H | ????1-2 | ????1-2 | |||
3,4-hexylene glycol (C6) | ??922-17-8 | ????1-5 ????2-5 | ????1 |
(a) be spendable at alkoxylate group number average shown in the last table, common scope is listed in first row, and those are preferably all represented with boldface letter, and is listed in second row.
(b) numeral on this hurdle is (CH in many ethoxylated derivatives
2CH
2O) Ji average.
(c) numeral on this hurdle is the substituent (CH of many ethoxylates of the monomethyl end-blocking in each derivative
2CH
2O) basic average.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative
3) CH
2O) Ji average.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives
2CH
2CH
2CH
2O) Ji average.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative
2CH
3) CH
2O) Ji average.
Table VIII E
Base substance (a) | Base substance CAS No. | ????EO′s | ????1(Me-En) | ???PO′s | ???n-BO′s |
????(b) | ????(c) | ????(e) | ????(f) | ||
1,3-heptandiol (C7) | 23433-04-7 | ????1-7 ????3-6 | ????1 | ????1-2 ????2 | |
1,4-heptandiol (C7) | 40646-07-9 | ????1-7 ????3-6 | ????1 | ????1-2 ????2 | |
1,5-heptandiol (C7) | 60096-09-5 | ????1-7 ????3-6 | ????1 | ????1-2 ????2 | |
1,6-heptandiol (C7) | 13175-27-4 | ????1-7 ????3-6 | ????1 | ????1-2 ????2 | |
1,7-heptandiol (C7) | 629-30-1 | ????1-2 | ????1 | ||
2,4-heptandiol (C7) | 20748-86-1 | ????3-10 ????7-10 | ????1 | ????1 | ????3 |
2,5-heptandiol (C7) | 70444-25-6 | ????3-10 ????7-10 | ????1 | ????1 | ????3 |
2,6-heptandiol (C7) | 5969-12-0 | ????3-10 ????7-10 | ????1 | ????1 | ????3 |
3,5-heptandiol (C7) | 86632-40-8 | ????3-10 ????7-10 | ????1 | ????1 | ????3 |
(a) be spendable at alkoxylate group number average shown in the last table, common scope is listed in first row, and those are preferably all represented with boldface letter, and is listed in second row.
(b) numeral on this hurdle is (CH in many ethoxylated derivatives
2CH
2O) Ji average.
(c) numeral on this hurdle is the substituent (CH of many ethoxylates of the monomethyl end-blocking in each derivative
2CH
2O) basic average.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative
3) CH
2O) Ji average.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives
2CH
2CH
2CH
2O) Ji average.
Table I X
Aromatic diol
The aromatic diol that is suitable for comprises: chemical name CAS No.
Available aromatic diol1-phenyl-1,2-ethylene glycol 93-56-11-phenyl-1,2-propylene glycol 1855-09-02-phenyl-1,2-propylene glycol 87760-50-73-phenyl-1,2-propylene glycol 17131-14-51-(3-aminomethyl phenyl)-1, ammediol 51699-43-51-(4-aminomethyl phenyl)-1, ammediol 159266-06-52-methyl isophthalic acid-phenyl-1, ammediol 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 95840-73-61-phenyl-2,3-butanediol 169437-68-7
Preferred aromatic diol1-phenyl-1,2-ethylene glycol 93-56-11-phenyl-1,2-propylene glycol 1855-09-02-phenyl-1,2-propylene glycol 87760-50-73-phenyl-1,2-propylene glycol 17131-14-51-(3-aminomethyl phenyl)-1, ammediol 51699-43-51-(4-aminomethyl phenyl)-1, ammediol 159266-06-52-methyl isophthalic acid-phenyl-1, ammediol 139068-60-31-phenyl-1,3-butanediol 118100-60-03-phenyl-1,3-butanediol 68330-54-11-phenyl-1,4-butanediol 136173-88-1
Preferred aromatic diol1-phenyl-1,2-propylene glycol 1855-09-02-phenyl-1,2-propylene glycol 87760-50-73-phenyl-1,2-propylene glycol 17131-14-51-(3-aminomethyl phenyl)-1, ammediol 51699-43-51-(4-aminomethyl phenyl)-1, ammediol 159266-06-52-methyl isophthalic acid-phenyl-1, ammediol 139068-60-33-phenyl-1,3-butanediol 68330-54-11-phenyl-1,4-butanediol 136173-88-1
Disabled aromatic diol1-phenyl-1, ammediol 2-phenyl-1, ammediol 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 138432-94-7
X. the congener of the primary solvent of said structure or analog, their hydrogen atom sum is by adding one or more CH
2Base and increasing, but make the hydrogen atom sum keep identical by introducing two keys, so these analogs also are useful, they comprise following known compound.
Table X
The example of unsaturated compound Available unsaturated diol1,3 - propanediol, 2,2 - di-2 - propenyl - 55038-13-6
1,3 - propanediol, 2 - (1 - pentenyl) - 138436-18-7
1,3 - propanediol, 2 - (2 - methyl - 2 - propenyl) -2 - (2 - propenyl) - 121887-76-1
1,3 - propanediol, 2 - (3 - methyl-1 - butenyl) - 138436-17-6
1,3 - propanediol, 2 - (4 - pentenyl) - 73012-46-1
1,3 - propanediol, 2 - ethyl-2 - (2 - methyl - 2 - propenyl) - 91367-61-2
1,3 - propanediol, 2 - ethyl-2 - (2 - propenyl) - 27606-26-4
1,3 - propanediol, 2 - methyl -2 - (3 - methyl - 3 - butenyl) - 132130-95-1
1,3 - butanediol, 2,2 - diallyl - 103985-49-5
1,3 - butanediol, 2 - (1 - ethyl-1 - propenyl) - 116103-35-6
1,3 - butanediol, 2 - (2 - butenyl)-2 - methyl - 92207-83-5
1,3 - butanediol, 2 - (3 - methyl - 2 - butenyl) - 98955-19-2
1,3 - butanediol, 2 - ethyl-2 - (2 - propenyl) - 122761-93-7
1,3 - butanediol, 2 - methyl -2 - (1 - methyl - 2 - propenyl) - 141585-58-2
1,4 - butanediol, 2,3 - bis (1 - methylethylidene) - 52127-63-6
1,4 - butanediol, 2 - (3 - methyl - 2 - butenyl)-3 - methylene - 115895-78-8
2 - butene-1, 4 - diol, 2 - (1,1 - dimethyl-propyl) - 91154-01-7
2 - butene-1, 4 - diol, 2 - (1 - methylpropyl) - 91154-00-6
2 - butene-1, 4 - diol, 2 - butyl - 153943-66-9
1,3 - pentanediol, 2 - vinyl-3 - ethyl - 104683-37-6
1,3 - pentanediol, 2 - vinyl-4 ,4 - dimethyl - 143447-08-9
1,4 - pentanediol, 3 - methyl - 2 - (2 - propenyl) - 139301-86-3
1,5 - pentanediol, 2 - (1 - propenyl) - 84143-44-2
1,5 - pentanediol, 2 - (2 - propenyl) - 134757-01-0
1,5 - pentanediol, 2 - ethylidene-3 - methyl - 42178-93-8
1,5 - pentanediol, 2 - propylene - 58203-50-2
2,4 - pentanediol, 3 - ethylidene-2 ,4 - dimethyl - 88610-19-9
4 - pentyl-1 ,3 - diol, 2 - (1,1 - dimethylethyl) - 109788-04-7
4 - pentyl-1 ,3 - diol, 2 - ethyl -2,3 - dimethyl - 90676-97-4
1,4 - hexanediol 4 - ethyl-2 - methylene - 66950-87-6
1,5 - hexadiene-3 ,4 - diol, 2,3,5 - trimethyl - 18984-03-7
1,5 - hexadiene-3 ,4 - diol, 5 - ethyl-3 - methyl - 18927-12-3
1,5 - hexanediol, 2 - (1 - methyl-ethenyl) - 96802-18-5
1,6 - diol, 2 - vinyl - 66747-31-7
1 - hexene-3 ,4 - diol, 5,5 - dimethyl - 169736-29-2
1 - hexene-3 ,4 - diol, 5,5 - dimethyl - 120191-04-0
2 - hexene 1,5 - diol, 4 - vinyl 2,5 - dimethyl - 70101-76-7
3 - hexene-1 ,6 - diol, 2 - vinyl-2 ,5 - dimethyl - 112763-52-7
3 - hexene-1 ,6 - diol, 2 - ethyl - 84143-45-3
3 - hexene-1 ,6 - diol, 3,4 - dimethyl - 125032-66-8
4 - Hexene-2 ,3 - diol, 2,5 - dimethyl - 13295-61-9
4 - Hexene-2 ,3 - diol, 3,4 - dimethyl - 135367-17-8
5 - hexyl-1 ,3 - diol, 3 - (2 - propenyl) - 74693-24-6
5 - Hexene-2 ,3 - diol, 2,3 - dimethyl - 154386-00-2
5 - Hexene-2 ,3 - diol, 3,4 - dimethyl - 135096-13-8
5 - Hexene-2 ,3 - diol, 3,5 - dimethyl - 134626-63-4
5 - hexene 2,4 - hexanediol, 3 - vinyl -2,5 - dimethyl - 155751-24-9
1,4 - heptanediol, 6 - methyl-5 - methylene - 100590-29-2
1,5 - heptadiene ,4 - diol, 2,3 - dimethyl - 18927-06-5
1,5 - heptadiene ,4 - diol, 2,5 - dimethyl - 22607-16-5
1,5 - heptadiene ,4 - diol, 3,5 - dimethyl - 18938-51-7
1,7 - heptane diol, 2,6 - bis (methylene) - 139618-24-9
1,7 - heptanediol, 4 - methylene - 71370-08-6
1 - heptene-3, 5 - diol, 2,4 - dimethyl - 155932-77-7
1 - heptene-3, 5 - diol, 2,6 - dimethyl - 132157-35-8
1 - heptene 3,5 - hexanediol, 3 - vinyl-5 - methyl - 61841-10-9
1 - heptene 3,5 - diol, 6,6 - dimethyl - 109788-01-4
2,4 - heptadiene ,6 - diol, 4,6 - dimethyl - 102605-95-8
2,5 - heptane-1 ,7-diene - diol, 4,4 - dimethyl - 162816-19-5
2,6 - Heptadiene -1,4 - diol, 2,5,5 - trimethyl - 115346-30-0
2 - heptene-1, 4 - diol, 5,6 - dimethyl - 103867-76-1
2 - heptene 1,5 - diol, 5 - ethyl - 104683-39-8
2 - heptene-1 ,7 - diol, 2 - methyl - 74868-68-1
3 - heptene 1,5 - diol, 4,6 - dimethyl - 147028-45-3
3 - heptene-1 ,7 - hexanediol, 3 - methyl-6 - methylene - 109750-55-2
3 - heptene 2,5 - diol, 2,4 - dimethyl - 98955-40-9
3 - heptene 2,5 - diol, 2,5 - dimethyl - 24459-23-2
3 - heptene-2, 6 - diol, 2,6 - dimethyl - 160524-66-3
3 - heptene-2, 6 - diol, 4,6 - dimethyl - 59502-66-8
5 - heptene-1 ,3 - diol, 2,4 - dimethyl - 123363-69-9
5 - heptene 1,3 - diol, 3,6 - dimethyl - 96924-52-6
5 - heptene-1, 4 - diol, 2,6 - dimethyl - 106777-98-4
5 - heptene-1, 4 - diol, 3,6 - dimethyl - 106777-99-5
5 - heptene-2, 4 - diol, 2,3 - dimethyl - 104651-56-1
6 - heptene-1 ,3 - diol, 2,2 - dimethyl - 140192-39-8
6 - heptene-1, 4 - diol, 4 - (2 - propenyl) - 1727-87-3
6 - heptene-1, 4 - diol, 5,6 - dimethyl - 152344-16-6
6 - heptene 1,5 - diol, 2,4 - dimethyl - 74231-27-9
6 - heptene 1,5 - diol, 2 - ethyl-6 alkylene - methyl - 91139-73-0
6 - heptene-2, 4 - diol, 4 - (2 - propenyl) - 101536-75-8
6 - heptene-2, 4 - diol, 5,5 - dimethyl - 98753-77-6
6 - heptene 2,5 - diol, 4,6 - dimethyl - 134876-94-1
6 - heptene 2,5 - diol, 5 - vinyl-4 - methyl - 65757-31-5
1,3 - octanediol 2 - methylene - 108086-78-8
1,6 - octadiene, 3,5 - hexanediol, 2,6 - dimethyl - 91140-06-6
1,6 - octadiene, 3,5 - hexanediol, 3,7 - dimethyl - 75654-19-2
1,7 - octadiene-3 ,6 - diol, 2,6 - dimethyl - 51276-33-6
1,7 - octadiene 3,6 - diol, 2,7 - dimethyl - 26947-10-4
1,7 - octadiene 3,6 - diol, 3,6 - dimethyl - 31354-73-1
1 - octene-3, 6 - hexanediol, 3 - vinyl - 65757-34-8
2,4,6 - octatrienyl -1,8 - diol, 2,7 - dimethyl - 162648-63-7
2,4 - octadiene, 1,7 - hexanediol, 3,7 - dimethyl - 136054-24-5
2,5 - octadiene, 1,7 - hexanediol, 2,6 - dimethyl - 91140-07-7
2,5 - octadiene, 1,7 - hexanediol, 3,7 - dimethyl - 117935-59-8
2,6 - octadiene, 1,4 - diol, 3,7 - dimethyl - (Rosiridol) 101391-01-9
2,6 - octadiene-1 ,8 - diol, 2 - methyl - 149112-02-7
2,7 - octadiene, 1,4 - diol, 3,7 - dimethyl - 91140-08-8
2,7 - octadiene, 1,5 - hexanediol, 2,6 - dimethyl - 91140-09-9
2,7 - octadiene-1 ,6 - diol, 2,6 - dimethyl - (8 - hydroxy-linalool) 103619-06-3
2,7 - octadiene 1,6 - diol, 2,7 - dimethyl - 60250-14-8
2 - octene 1,4 - diol 40735-15-7
2 - octene -1,7 - diol 73842-95-2
2 - octene-1 ,7 - diol, 2 - methyl-6 - methylene - 91140-16-8
3,5 - octadiene, 1,7 - hexanediol, 3,7 - dimethyl - 62875-09-6
3,5 - octadiene 2,7 - diol, 2,7 - dimethyl - 7177-18-6
3,5 - octanediol 4 - methylene - 143233-15-2
3,7 - octadiene-1 ,6 - diol, 2,6 - dimethyl - 127446-29-1
3,7 - octadiene 2,5 - diol, 2,7 - dimethyl - 171436-39-8
3,7 - octadiene-2 ,6 - diol, 2,6 - dimethyl - 150283-67-3
3 - Octene-1 ,5 - diol, 4 - methyl - 147028-43-1
3 - Octene-1 ,5 - diol, 5 - methyl - 19764-77-3
4,6 - octadiene, 1,3 - hexanediol, 2,2 - dimethyl - 39824-01-6
4,7 - octadiene, 2,3 - hexanediol, 2,6 - dimethyl - 51117-38-5
4,7 - octadiene-2 ,6 - diol, 2,6 - dimethyl - 59076-71-0
4 - octene 1,6 - diol 7 - methyl - 84538-24-9
4 - octene-1 ,8 - diol, 2,7 - bis (methylene) - 109750-56-3
4 - octene-1 ,8 - diol, 2 - methylene - 109750-58-5
5,7 - octadiene 1,4 - diol, 2,7 - dimethyl - 105676-78-6
5,7 - octadiene 1,4 - diol 7 - methyl - 105676-80-0
5 - octene-1 ,3 - diol 130272-38-7
6 - octene-1 ,3 - diol 7 - methyl - 110971-19-2
6 - octene 1,4 - diol 7 - methyl - 152715-87-2
6 - octene 1,5 - diol 145623-79-6
6 - octene 1,5 - diol 7 - methyl - 116214-61-0
6 - octene-3, 5 - diol, 2 - methyl - 65534-66-9
6 - octene-3, 5 - diol, 4 - methyl - 156414-25-4
7 - oct-1 ,3 - diol, 2 - methyl - 155295-38-8
7 - octene-1 ,3 - diol 4 - methyl - 142459-25-4
7 - octene-1 ,3 - diol 7 - methyl - 132130-96-2
7 - octene 1,5 - diol 7310-51-2
7 - octene 1,6 - diol 159099-43-1
7 - octene 1,6 - diol and 5 - methyl - 144880-56-8
7 - octene, 2,4 - diol, 2 - methyl-6 - methylene - 72446-81-2
7 - octene 2,5 - diol 7 - methyl - 152344-12-2
7 - octene, 3,5 - diol, 2 - methyl - 98753-85-6
1 - nonene 3,5 - diol 119554-56-2
1 - nonene -3,7 - diol 23866-97-9
3 - nonene 2,5 - diol 165746-84-9
4,6 - diene-nonyl-1 ,3 - diol 8 - methyl - 124099-52-1
4 - nonene -2,8 - diol 154600-80-3
6,8 - nonadiene -1,5 - diol 108586-03-4
7 - nonene 2,4 - diol 30625-41-3
8 - nonene 2,4 - diol 119785-59-0
8 - nonene 2,5 - diol 132381-58-9
1,9 - decadiene -3,8 - diol 103984-04-9
1,9 - 4,6 diol 138835-67-3 Decadiene
...Preferred unsaturated diol1, the 3-butanediol, 2, 2-diallyl-103985-49-5 1, the 3-butanediol, 2-(1-ethyl-1-acrylic)-116103-35-6 1, the 3-butanediol, 2-(2-cyclobutenyl)-2-methyl-92207-83-5 1, the 3-butanediol, 2-(3-methyl-2-butene base)-98955-19-2 1, the 3-butanediol, 2-ethyl-2-(2-acrylic)-122761-93-7 1, the 3-butanediol, 2-methyl-2-(1-methyl-2-acrylic)-141585-58-2 1, the 4-butanediol, 2, two (1-methyl the ethylidene)-52127-63-6 1 of 3-, the 3-pentanediol, 2-vinyl-3-ethyl-104683-37-6 1, the 3-pentanediol, 2-vinyl-4, 4-dimethyl-143447-08-9 1, the 4-pentanediol, 3-methyl-2-(2-acrylic)-139301-86-3 4-amylene-1, the 3-glycol, 2-(1, the 1-dimethyl ethyl)-109788-04-7 4-amylene-1, the 3-glycol, 2-ethyl-2, 3-dimethyl-90676-97-4 1, the 4-hexylene glycol, 4-ethyl-2-methylene-66950-87-6 1, 5-hexadiene-3, the 4-glycol, 2, 3, 5-trimethyl-18984-03-7 1, the 5-hexylene glycol, 2-(1-methyl ethylene)-96802-18-5 2-hexene-1, the 5-glycol, 4-vinyl-2, 5-dimethyl-70101-76-7 1, the 4-heptadiene, 6-methyl-5-methylene-100590-29-2 2, 4-heptadiene-2, the 6-glycol, 4, 6-dimethyl-102605-95-8 2, 6-heptadiene-1, the 4-glycol, 2, 5, 5-trimethyl-115346-30-0 2-heptene-1, the 4-glycol, 5, 6-dimethyl-103867-76-1 3-heptene-1, the 5-glycol, 4, 6-dimethyl-147028-45-3 5-heptene-1, the 3-glycol, 2, 4-dimethyl-123363-69-9 5-heptene-1, the 3-glycol, 3, 6-dimethyl-96924-52-6 5-heptene-1, the 4-glycol, 2, 6-dimethyl-106777-98-4 5-heptene-1, the 4-glycol, 3, 6-dimethyl-106777-99-5 6-heptene-1, the 3-glycol, 2, 2-dimethyl-140192-39-8 6-heptene-1, the 4-glycol, 5, 6-dimethyl-152344-16-6 6-heptene-1, the 5-glycol, 2, 4-dimethyl-74231-27-9 6-heptene-1, the 5-glycol, 2-ethylidene-6-methyl-91139-73-0 6-heptene-2, the 4-glycol, 4-(2-acrylic)-101536-75-8 1-octene-3, the 6-glycol, 3-vinyl-65757-34-8 2, 4, 6-sarohornene-1, the 8-glycol, 2, 7-dimethyl-162648-63-7 2, 5-octadiene-1, the 7-glycol, 2, 6-dimethyl-91140-07-7 2, 5-octadiene-1, the 7-glycol, 3, 7-dimethyl-117935-59-8 2, 6-octadiene-1, the 4-glycol, 3, the 101391-01-9 2 of 7-dimethyl-(Rosiridol), 6-octadiene-1, the 8-glycol, 2-methyl-149112-02-7 2, 7-octadiene-1, the 4-glycol, 3, 7-dimethyl-91140-08-8 2, 7-octadiene-1, the 5-glycol, 2, 6-dimethyl-91140-09-9 2, 7-octadiene-1, the 6-glycol, 2, 6-dimethyl-(8-hydroxyl linalool) 103619-06-3 2, 7-octadiene-1, the 6-glycol, 2, 7-dimethyl-60250-14-8 2-octene-1, the 7-glycol, 2-methyl-6-methylene-91140-16-8 3, 5-octadiene-2, the 7-glycol, 2, 7-dimethyl-7177-18-6 3, the 5-ethohexadiol, 4-methylene-143233-15-2 3, 7-octadiene-1, the 6-glycol, 2, 6-dimethyl-127446-29-1 4-octene-1, the 8-glycol, 2-methylene-109750-58-5 6-octene-3, the 5-glycol, 2-methyl-65534-66-9 6-octene-3, the 5-glycol, 4-methyl-156414-25-4 7-octene-2, the 4-glycol, 2-methyl-6-methylene-72446-81-2 7-octene-2, the 5-glycol, 7-methyl-152344-12-2 7-octene-3, the 5-glycol, 2-methyl-98753-85-6 1-nonene-3, 5-glycol 119554-56-2 1-nonene-3, 7-glycol 23866-97-9 3-nonene-2, 5-glycol 165746-84-9 4-nonene-2, 8-glycol 154600-80-3 6, 8-nonadiene-1, 5-glycol 108586-03-4 7-nonene-2, 4-glycol 30625-41-3 8-nonene-2, 4-glycol 119785-59-0 8-nonene-2, 5-glycol 132381-58-9 1, 9-decadinene-3, 8-glycol 103984-04-9 1, 9-decadinene-4, 6 glycol 138835-67-3, and their mixture of XI..
There is not a kind of C
1-2Single alcohol can generate the limpid and dense fabric softener composition of speaking of in the text of the present invention.Has only a kind of C
3Unit alcohol, normal propyl alcohol has and generates a kind of limpid product, and still can keep limpid until about 20 ℃ temperature, or still can restore this acceptable energy to product when heating to room temperature again.At C
4In the unit alcohol, only have 2-butanols and 2-methyl-2-propyl alcohol to have good performance, but the boiling point of 2-methyl-2-propyl alcohol is too low again.As above hereinafter described, except its unsaturated unit alcohol, there is not a kind of C
5-6Unit alcohol can generate limpid product.
It is found that some primary solvents that have two hydroxyls in the chemical formula are applicable to the liquid dense and limpid fabric softener composition of preparation the present invention.It is found that it is very selective uncannily that the applicability of every kind of primary solvent is made us, it depends on carbon number, has isomery configuration, the degree of unsaturation of same carbon atoms number molecule, or the like.The primary solvent that has the solubility property identical with above-mentioned primary solvent and have some asymmetry at least will bring same benefit.It is found that the Clog P value of suitable primary solvent is about 0.15 to about 0.64, preferred about 0.25 to about 0.62, and more preferably from about 0.40 to about 0.60.
For example, mutual-through type is HO-CH
2-CHOH-(CH
2)
n-H, wherein n be 1~8 1,2-alkane glycol primary solvent series only has 1,2-hexylene glycol (its n=4), its Clog P value are about 0.53, and this is good primary solvent within Clog P value effective range about 0.15~0.64, and among claim of the present invention, and other for example 1,2-propylene glycol, 1, the 2-butanediol, 1, the 2-pentanediol, 1,2-ethohexadiol, 1, the 2-decanediol, their Clog P value is not good primary solvent outside effective range 0.15~0.64.In addition, concerning the hexylene glycol isomers, 1, the 2-hexylene glycol is good primary solvent, and a lot of other isomers, for example 1, the 3-hexylene glycol, 1, the 4-hexylene glycol, 1,5-hexylene glycol, 1, the 6-hexylene glycol, 2,4-hexylene glycol and 2, the 5-hexylene glycol, its Clog P value is not good primary solvent outside effective range 0.15~0.64.These are (seeing below) illustrated in embodiment and comparing embodiment I-A and I-B all.
There is not a kind of C
3-C
5Glycol can generate the limpid and dense composition in the text of the present invention.
Though multiple possible C is arranged
6The glycol isomers, but have only top listed being applicable to make limpid product, only: 1, the 2-butanediol, 2, the 3-dimethyl-; 1, the 2-butanediol, 3, the 3-dimethyl-; 2, the 3-pentanediol, the 2-methyl-; 2, the 3-pentanediol, the 3-methyl-; 2, the 3-pentanediol, the 4-methyl-; 2, the 3-hexylene glycol; 3, the 4-hexylene glycol; 1, the 2-butanediol, the 2-ethyl-; 1, the 2-pentanediol, the 2-methyl-; 1, the 2-pentanediol, the 3-methyl-; 1, the 2-pentanediol, the 4-methyl-; And 1, the 2-hexylene glycol is preferred, among them most preferably: 1, the 2-butanediol, the 2-ethyl-; 1, the 2-pentanediol, the 2-methyl-; 1, the 2-pentanediol, the 3-methyl-; 1, the 2-pentanediol, the 4-methyl-; And 1, the 2-hexylene glycol.
C
7The isomers of glycol is more, listed can generate limpid product but have only, and preferably: 1,3 butylene glycol, the 2-butyl-; 1, the 4-butanediol, the 2-propyl group-; 1, the 5-pentanediol, the 2-ethyl-; 2, the 3-pentanediol, 2, the 3-dimethyl-; 2, the 3-pentanediol, 2, the 4-dimethyl-; 2, the 3-pentanediol, 4, the 4-dimethyl-; 3, the 4-pentanediol, 2, the 3-dimethyl-; 1, the 6-hexylene glycol, the 2-methyl-; 1, the 6-hexylene glycol, the 3-methyl-; 1, the 3-heptandiol; 1, the 4-heptandiol; 1,5-heptandiol, 1,6-heptandiol; Wherein most preferably: 2, the 3-pentanediol; 2, the 3-dimethyl-; 2, the 3-pentanediol, 2, the 4-dimethyl-; 2, the 3-pentanediol, 3, the 4-dimethyl-; 2,3-pentanediol, 4,4-dimethyl; And 3, the 4-pentanediol, 2, the 3-dimethyl-.
Equally, C8Or more diol isomers, but only the listed products capable of producing clear
Material, and preferably are: 1,3 - propanediol, 2 - (1,1 - dimethylpropyl) -; 1,3-
- Propanediol, 2 - (1,2 - dimethylpropyl) -; 1,3 - propanediol, 2 - (1 -
Ethyl-propyl) -; 1,3 - propanediol, 2 - (2,2 - dimethylpropyl) -; 1,3 -
Propanediol, 2 - ethyl-2 - isopropyl -; 1,3 - propanediol, 2 - methyl -2 - (1
- Methylpropyl) -; 1,3 - propanediol, 2 - methyl -2 - (2 - methylpropyl) -;
1,3 - propanediol, 2 - tert-butyl-2 - methyl -; 1,3 - butanediol, 2,2 - diethyl
-; 1,3 - butanediol, 2 - (1 - methylpropyl) -; 1,3 - butanediol, 2 - D
Group; 1,3 - butanediol, 2 - ethyl-2 ,3 - dimethyl -; 1,3 - butanediol, 2 -
(1,1 - dimethylethyl) -; 1,3 - butanediol, 2 - (2 - methylpropyl) -;
1,3 - butanediol, 2 - methyl - 2 - propyl -; 1,3 - butanediol, 2 - methyl-
- Isopropyl -; 1,3 - butanediol, 3 - methyl - 2 - propyl -; 1,4 - butanediol,
2,2 - diethyl -; 1,4 - butanediol, 2 - ethyl -2,3 - dimethyl -; 1,4 - d
Diol, 2 - ethyl -3,3 - dimethyl -; 1,4 - butanediol, 2 - (1,1 - dimethoxyphenyl
Yl-ethyl) -; 1,4 - butanediol, 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 - triethyl -; 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,
2 - ethyl-2 - methyl -; 1,3 - pentanediol, 2 - ethyl - 3 - methyl -; 1,3-
- Pentanediol, 2 - ethyl-4 - methyl -; 1,3 - pentanediol, 3 - ethyl-2 - methyl
Yl -; 1,4 - pentanediol, 2 - ethyl-2 - methyl -; 1,4 - pentanediol, 2 - B
-3 - methyl -; 1,4 - pentanediol, 2 - ethyl-4 - methyl -; 1,5 - pentanedione
Ol, 3 - ethyl - 3 - methyl -; 2,4 - pentanediol, 3 - ethyl-2 - methyl -;
1,3 - pentanediol, 2 - isopropyl -; 1,3 - pentanediol, 2 - propyl -; 1,4 - pentanedione
Alcohol, 2 - isopropyl -; 1,4 - pentanediol, 2 - propyl -; 1,4 - pentanediol, 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 - hexyl
Diol, 2,3 - dimethyl -; 1,4 - hexanediol, 2,4 - dimethyl -; 1,4 - hexanediol
Alcohol, 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 -
Methyl -; 1,5 - hexanediol, 2,3 - dimethyl -; 1,5 - hexanediol, 2,4 - dimethyl
Yl -; 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
Ol, 3 - ethyl -; 1,3 - heptane diol, 2 - methyl -; 1,3 - heptane hexanediol, 3 - methyl
Base -; 1,3 - Heptanediol 4 - methyl -; 1,3 - Heptanediol 5 - methyl -; 1,3
- Heptane diol, 6 - methyl -; 1,4 - heptane diol, 2 - methyl -; 1,4 - heptane diol, 3
- Methyl -; 1,4 - heptane diol 4 - methyl -; 1,4 - heptane diol, 5 - methyl -;
1,4 - heptanediol, 6 - methyl -; 1,5 - heptane diol, 2 - methyl -; 1,5 - pimelic
Ol, 3 - methyl -; 1,5 - heptane diol, 4 - methyl -; 1,5 - heptane diol, 5 - methyl
Base -; 1,5 - Heptanediol 6 - methyl -; 1,6 - heptane diol, 2 - methyl -; 1,6
- Heptane hexanediol, 3 - methyl -; 1,6 - heptane diol 4 - methyl -; 1,6 - heptane diol, 5
- Methyl -; 1,6 - heptane diol, 6 - methyl -; 2,4 - heptane diol, 2 - methyl -;
2,4 - heptane diol 3 - methyl -; 2,4 - heptane diol 4 - methyl -; 2,4 - pimelic
Alcohol, 5 - methyl -; 2,4 - heptane diol, 6 - methyl -; 2,5 - heptane diol, 2 - methyl
Base -; 2,5 - Heptanediol 3 - methyl -; 2,5 - Heptanediol 4 - methyl -; 2,5
- Heptane diol, 5 - methyl -; 2,5 - heptane diol, 6 - methyl -; 2,6 - heptane diol, 2
- Methyl -; 2,6 - heptane diol 3 - methyl -; 2,6 - heptane diol 4 - methyl -;
3,4 - heptane diol 3 - methyl -; 3,5 - heptane diol, 2 - methyl -; 3,5 - pimelic
Alcohol, 4 - methyl -; 2,4 - octanediol; 2,5 - octanediol; 2,6 - octanediol; 2,7
- Octanediol; 3,5 - octanediol;, and / or 3,6 - octanediol, the following are the most preferred among them
Of: 1,3 - propanediol, 2 - (1,1 - dimethylpropyl) -; 1,3 - propanediol, 2
- (1,2 - dimethylpropyl) -; 1,3 - propanediol, 2 - (1 - ethyl-propyl) -;
1,3 - propanediol, 2 - (2,2 - dimethylpropyl) -; 1,3 - propanediol, 2 - ethyl-
-2 - Isopropyl -; 1,3 - propanediol, 2 - methyl - 2 - (1 - methylpropyl) -;
1,3 - propanediol, 2 - methyl -2 - (2 - methylpropyl) -; 1,3 - propanediol, 2
- Tert-butyl-2 - methyl -; 1,3 - butanediol, 2 - (1 - methylpropyl) -; 1,3-
- Butanediol, 2 - (2 - methylpropyl) -; 1,3 - butanediol, 2 - butyl -; 1,3-
- Butanediol, 2 - methyl - 2 - propyl -; 1,3 - butanediol, 3 - methyl - 2 - C
Yl -; 1,4 - butanediol, 2,2 - diethyl -; 1,4 - butanediol, 2 - ethyl-2 ,3
- Dimethyl -; 1,4 - butanediol, 2 - ethyl -3,3 - dimethyl -; 1,4 - butanediol
Alcohol, 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, 2 - ethyl-2 - methyl-
-; 1,3 - pentanediol, 2 - ethyl - 3 - methyl -; 1,3 - pentanediol, 2 - ethyl-
-4 - Methyl -; 1,3 - pentanediol, 3 - ethyl-2 - methyl -; 1,4 - pentanediol,
2 - ethyl-2 - methyl -; 1,4 - pentanediol, 2 - ethyl - 3 - methyl -; 1,4-
- Pentanediol, 2 - ethyl-4 - methyl -; 1,5 - pentanediol, 3 - ethyl - 3 - methyl
Yl -; 2,4 - pentanediol, 3 - ethyl-2 - methyl -; 1,3 - pentanediol, 2 - iso-
Propyl -; 1,3 - pentanediol, 2 - propyl -; 1,4 - pentanediol, 2 - isopropyl -;
1,4 - pentanediol, 2 - propyl -; 1,4 - pentanediol, 3 - isopropyl -; 2,4 - pentanedione
Ol, 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 -
Methyl; 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, 2,4 - dimethyl -; 1,4 - hexanediol, 2,5 - dimethyl -; 1,4 - hexyl
Diol, 3,3 - dimethyl -; 1,4 - hexanediol, 3,4 - dimethyl -; 1,4 - hexanediol
Alcohol, 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 -
Methyl -; 1,5 - hexanediol, 3,5 - dimethyl -; 1,5 - hexanediol, 4,5 - dimethyl
Yl -; 2,6 - hexanediol, 3,3 - dimethyl -; 1,3 - hexanediol, 2 - ethyl -;
1,3 - hexanediol 4 - ethyl -; 1,4 - hexanediol, 2 - ethyl -; 1,4 - hexanediol
Alcohol, 4 - ethyl -; 1,5 - hexanediol, 2 - ethyl -; 2,4 - hexanediol 3 - B
Yl -; 2,4 - hexanediol 4 - ethyl -; 2,5 - hexanediol 3 - ethyl -; 1,3-
- Heptane diol, 2 - methyl -; 1,3 - heptane diol 3 - methyl -; 1,3 - heptane diol, 4
- Methyl -; 1,3 - heptane diol, 5 - methyl -; 1,3 - heptane diol, 6 - methyl -;
1,4 - heptane diol, 2 - methyl -; 1,4 - heptane diol 3 - methyl -; 1,4 - pimelic
Alcohol, 4 - methyl -; 1,4 - heptane diol, 5 - methyl -; 1,4 - heptane diol, 6 - methyl
Base -; 1,5 - heptane diol, 2 - methyl -; 1,5 - Heptanediol 3 - methyl -; 1,5
- Heptane diol 4 - methyl -; 1,5 - heptane diol, 5 - methyl -; 1,5 - heptanediol, 6
- Methyl -; 1,6 - heptane diol, 2 - methyl -; 1,6 - heptane diol 3 - methyl -;
1,6 - heptanediol 4 - methyl -; 1,6 - heptane diol, 5 - methyl -; 1,6 - pimelic
Alcohol, 6 - methyl -; 2,4 - heptane diol, 2 - methyl -; 2,4 - heptane diol 3 - methyl
Base -; 2,4 - Heptanediol 4 - methyl -; 2,4 - Heptanediol 5 - methyl -; 2,4
- Heptane diol, 6 - methyl -; 2,5 - heptane diol, 2 - methyl -; 2,5 - heptane diol, 3
- Methyl -; 2,5 - heptanediol, 4 - methyl -; 2,5 - heptane diol, 5 - methyl -;
2,5 - heptanediol, 6 - methyl -; 2,6 - heptane diol, 2 - methyl -; 2,6 - pimelic
Ol, 3 - methyl -; 2,6 - heptane diol, 4 - methyl -; 3,4 - heptane diol 3 - methyl
Base -; 3,5 - heptane diol, 2 - methyl -; 3,5 - Heptanediol 4 - methyl -; 2,4
- Octanediol; 2,5 - octanediol; 2,6 - octanediol; 2,7 - octanediol; 3,5 - octadiene
Alcohol; and / or 3,6 - octanediol.
...
Preferred eight carbon atom 1, the 3-glycol can be prepared as follows: in the presence of alkali catalyst, make butyraldehyde, the mixture of isobutylaldehyde and/or methyl ethyl ketone (2-butanone) (as long as having two kinds in reactant mixture at least) condensation is with becoming eight carbon-1 after hydrogenation transforms them, the mixture of 3-glycol is promptly mainly by 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1, the 3-hexylene glycol, 2,2-dimethyl-1, the 3-hexylene glycol, 2-ethyl-4-methyl isophthalic acid, 3-pentanediol, 2-ethyl-3-methyl isophthalic acid, 3-pentanediol, 3, the 5-ethohexadiol, 2,2-dimethyl-2,4-hexylene glycol, 2-methyl-3,5-heptandiol, and/or 3-methyl-3, the mixture that the 5-heptandiol is formed, 2,2,4-trimethyl-1, the content of 3-pentanediol is less than half of any mixture, also can have other a small amount of isomers, these isomers are to be made by the condensation reaction of methylene of 2-butanone (when it exists) rather than methyl.
Listed some the not preferred C of Table II-IV
6-8The property prepared of glycol and other performances such as smell, flowability, fusing point reductions etc. can be by polyalkoxylated and improved.In addition, some is by the C of alkoxide
3-5Glycol is preferred.
3. 1,2-pentanediol, (C5) E
7-101,2-pentanediol, (C5) PO
11,2-pentanediol, (C5) n-BO
31,2-pentanediol, 2-methyl (C6) E
1-31,2-pentanediol, 2-methyl (C6) n-BO
11,2-pentanediol, 3-methyl (C6) E
1-31,2-pentanediol, the n-BO of 3-methyl-(C6)
11,2-pentanediol, 4-methyl (C6) E
1-31,2-pentanediol, the n-BO of 4-methyl-(C6)
11,3-pentanediol, (C5) 2 (Me-E
1-2); 1,3-pentanediol, (C5) PO
3-41,3-pentanediol, the 2, (Me-E of 2-dimethyl-(C7)
1); 1,3-pentanediol, 2, the PO of 2-dimethyl-(C7)
11,3-pentanediol, 2, the n-BO of 2-dimethyl-(C7)
31,3-pentanediol, the 2, (Me-E of 3-dimethyl-(C7)
1); 1,3-pentanediol, 2, the PO of 3-dimethyl-(C7)
11,3-pentanediol, 2, the n-BO of 3-dimethyl-(C7)
31,3-pentanediol, the 2, (Me-E of 4-dimethyl-(C7)
1); 1,3-pentanediol, 2, the PO of 4-dimethyl-(C7)
11,3-pentanediol, 2, the n-BO of 4-dimethyl-(C7)
31,3-pentanediol, the E of 2-ethyl-(C7)
6-81,3-pentanediol, the PO of 2-ethyl-(C7)
11,3-pentanediol, the n-BO of 2-ethyl-(C7)
2-31,3-pentanediol, the 2 (Me-E of 2-methyl-(C6)
4-6); 1,3-pentanediol, the PO of 2-methyl-(C6)
2-31,3-pentanediol, the 3, (Me-E of 4-dimethyl-(C7)
1); 1,3-pentanediol, 3, the PO of 4-dimethyl-(C7)
11,3-pentanediol, 3, the n-BO of 4-dimethyl-(C7)
31,3-pentanediol, the 2 (Me-E of 3-methyl-(C6)
4-6); 1,3-pentanediol, the PO of 3-methyl-(C6)
2-31,3-pentanediol, the 4, (Me-E of 4-dimethyl-(C7)
1); 1,3-pentanediol, 4, the PO of 4-dimethyl-(C7)
11,3-pentanediol, 4, the n-BO of 4-dimethyl-(C7)
31,3-pentanediol, the 2 (Me-E of 4-methyl-(C6)
4-6); 1,3-pentanediol, the PO of 4-methyl-(C6)
2-31,4-pentanediol, (C5) 2 (Me-E
1-2); 1,4-pentanediol, (C5) PO
3-41,4-pentanediol, the 2, (Me-E of 2-dimethyl-(C7)
1); 1,4-pentanediol, 2, the PO of 2-dimethyl-(C7)
11,4-pentanediol, 2, the n-BO of 2-dimethyl-(C7)
31,4-pentanediol, the 2, (Me-E of 3-dimethyl-(C7)
1); 1,4-pentanediol, 2, the PO of 3-dimethyl-(C7)
11,4-pentanediol, 2, the n-BO of 3-dimethyl-(C7)
31,4-pentanediol, the 2, (Me-E of 4-dimethyl-(C7)
1); 1,4-pentanediol, 2, the PO of 4-dimethyl-(C7)
11,4-pentanediol, 2, the n-BO of 4-dimethyl-(C7)
31,4-the pentanediol, (Me-E of 2-methyl-(C6)
4-6); 1,4-pentanediol, the PO of 2-methyl-(C6)
2-31,4-pentanediol, the 3, (Me-E of 3-dimethyl-(C7)
1); 1,4-pentanediol, 3, the PO of 3-dimethyl-(C7)
11,4-pentanediol, 3, the n-BO of 3-dimethyl-(C7)
31,4-pentanediol, the 3, (Me-E of 4-dimethyl-(C7)
1); 1,4-pentanediol, 3, the PO of 4-dimethyl-(C7)
11,4-pentanediol, 3, the n-BO of 4-dimethyl-(C7)
31,4-pentanediol, the 2 (Me-E of 3-methyl-(C6)
4-6); 1,4-pentanediol, the PO of 3-methyl-(C6)
2-31, the 4-pentanediol; 2 (the Me-E of 4-methyl-(C6)
4-6); 1,4-pentanediol, the PO of 4-methyl-(C6)
2-31,5-pentanediol, (C5) (Me-E
8-10); 1,5-pentanediol, (C5) 2 (Me-E
1); 1,5-pentanediol, (C5) PO
31,5-pentanediol, 2, the E of 2-dimethyl-(C7)
4-71,5-pentanediol, 2, the PO of 2-dimethyl-(C7)
11,5-pentanediol, 2, the n-BO of 2-dimethyl-(C7)
21,5-pentanediol, 2, the E of 3-dimethyl-(C7)
4-71,5-pentanediol, 2, the PO of 3-dimethyl-(C7)
11,5-pentanediol, 2, the n-BO of 3-dimethyl-(C7)
21,5-pentanediol, 2, the E of 4-dimethyl-(C7)
4-71,5-pentanediol, 2, the PO of 4-dimethyl-(C7)
11,5-pentanediol, 2, the n-BO of 4-dimethyl-(C7)
21,5-pentanediol, the E of 2-ethyl-(C7)
2-51,5-pentanediol, the n-BO of 2-ethyl-(C7)
11,5-the pentanediol, (Me-E of 2-methyl-(C6)
1-4); 1,5-pentanediol, the PO of 2-methyl-(C6)
21,5-pentanediol, 3, the E of 3-dimethyl-(C7)
4-71,5-pentanediol, 3, the PO of 3-dimethyl-(C7)
11,5-pentanediol, 3, the n-BO of 3-dimethyl-(C7)
21,5-the pentanediol, (Me-E of 3-methyl-(C6)
1-4); 1,5-pentanediol, the PO of 3-methyl-(C6)
22,3-pentanediol, (C5) (Me-E
1-3); 2,3-pentanediol, (C5) PO
22,3-pentanediol, the E of 2-methyl-(C6)
4-72,3-pentanediol, the PO of 2-methyl-(C6)
12,3-pentanediol, the n-BO of 2-methyl-(C6)
22,3-pentanediol, the E of 3-methyl-(C6)
4-72,3-pentanediol, the PO of 3-methyl-(C6)
12,3-pentanediol, the n-BO of 3-methyl-(C6)
22,3-pentanediol, the E of 4-methyl-(C6)
4-72,3-pentanediol, the PO of 4-methyl-(C6)
12,3-pentanediol, the n-BO of 4-methyl-(C6)
22,4-pentanediol (C5) 2 (Me-E
2-4); 2, the PO of 4-pentanediol-(C5)
42,4-pentanediol, the 2, (Me-E of 3-dimethyl-(C7)
2-4); 2,4-pentanediol, 2, the PO of 3-dimethyl-(C7)
22,4-pentanediol, the 2, (Me-E of 4-dimethyl-(C7)
2-4); 2,4-pentanediol, 2, the PO of 4-dimethyl-(C7)
22,4-the pentanediol, (Me-E of 2-methyl-(C7)
8-10); 2,4-pentanediol, 2, the PO of 4-dimethyl-(C7)
32,4-pentanediol, the 3, (Me-E of 3-dimethyl-(C7)
2-4); 2,4-pentanediol, 3, the PO of 3-dimethyl-(C7)
22,4-the pentanediol, (Me-E of 3-methyl-(C6)
8-10); 2,4-pentanediol, the PO of 3-methyl-(C6)
3
4. 1,3-hexylene glycol, (C6) (Me-E
2-5); 1,3-hexylene glycol, (C6) PO
21,3-hexylene glycol, (C6) BO
11,3-hexylene glycol, the E of 2-methyl-(C7)
6-81,3-hexylene glycol, the PO of 2-methyl-(C7)
11,3-hexylene glycol, the n-BO of 2-methyl-(C7)
2-31,3-hexylene glycol, the E of 3-methyl-(C7)
6-81,3-hexylene glycol, the PO of 3-methyl-(C7)
11,3-hexylene glycol, the n-BO of 3-methyl-(C7)
2-31,3-hexylene glycol, the E of 4-methyl-(C7)
6-81,3-hexylene glycol, the PO of 4-methyl-(C7)
11,3-hexylene glycol, 4-methyl (C7) n-BO
2-31,3-hexylene glycol, the E of 5-methyl-(C7)
6-81,3-hexylene glycol, the PO of 5-methyl-(C7)
11,3-hexylene glycol, the n-BO of 5-methyl-(C7)
2-31,4-hexylene glycol (C6) (Me-E
2-5); 1,4-hexylene glycol (C6) PO
21,4-hexylene glycol (C6) BO
11,4-hexylene glycol, the E of 2-methyl-(C7)
6-81,4-hexylene glycol, the PO of 2-methyl-(C7)
11,4-hexylene glycol, the n-BO of 2-methyl-(C7)
2-31,4-hexylene glycol, the E of 3-methyl-(C7)
6-81,4-hexylene glycol, the PO of 3-methyl-(C7)
11,4-hexylene glycol, the n-BO of 3-methyl-(C7)
2-31,4-hexylene glycol, the E of 4-methyl-(C7)
6-81,4-hexylene glycol, the PO of 4-methyl-(C7)
11,4-hexylene glycol, the n-BO of 4-methyl-(C7)
2-31,4-hexylene glycol, the E of 5-methyl-(C7)
6-81,4-hexylene glycol, the PO of 5-methyl-(C7)
11,4-hexylene glycol, the n-BO of 5-methyl-(C7)
2-31,5-hexylene glycol, (C6) (Me-E
2-5); 1, the PO of 5-hexylene glycol-(C6)
21, the BO of 5-hexylene glycol-(C6)
11,5-hexylene glycol, the E of 2-methyl-(C7)
6-81,5-hexylene glycol, the PO of 2-methyl-(C7)
11,5-hexylene glycol, the n-BO of 2-methyl-(C7)
2-31,5-hexylene glycol, the E of 3-methyl-(C7)
6-81,5-hexylene glycol, the PO of 3-methyl-(C7)
11,5-hexylene glycol, the n-BO of 3-methyl-(C7)
2-31, the 5-hexylene glycol; The E of 4-methyl-(C7)
6-81, the 5-hexylene glycol; The PO of 4-methyl-(C7)
11,5-hexylene glycol, the n-BO of 4-methyl-(C7)
2-31,5-hexylene glycol, the E of 5-methyl-(C7)
6-81,5-hexylene glycol, the PO of 5-methyl-(C7)
11,5-hexylene glycol, the n-BO of 5-methyl-(C7)
2-31,6-hexylene glycol, (C6) (Me-E
1-2); 1, the PO of 6-hexylene glycol-(C6)
1-21, the n-BO of 6-hexylene glycol-(C6)
41,6-hexylene glycol, the E of 2-methyl-(C7)
2-51,6-hexylene glycol, the n-BO of 2-methyl-(C7)
11,6-hexylene glycol, the E of 3-methyl-(C7)
2-51,6-hexylene glycol, the n-BO of 3-methyl-(C7)
12,3-hexylene glycol (C6) E
2-52,3-hexylene glycol (C6) n-BO
12, (the Me-E of 4-hexylene glycol-(C6)
5-8); 2,4-hexylene glycol (C6) PO
32,4-the hexylene glycol, (Me-E of 2-methyl-(C7)
1-2); 2,4-hexylene glycol, the PO of 2-methyl-(C7)
1-22,4-the hexylene glycol, (Me-E of 3-methyl-(C7)
1-2); 2,4-hexylene glycol, the PO of 3-methyl-(C7)
1-22,4-the hexylene glycol, (Me-E of 4-methyl-(C7)
1-2); 2,4-hexylene glycol, the PO of 4-methyl-(C7)
1-22,4-the hexylene glycol, (Me-E of 5-methyl-(C7)
1-2); 2,4-hexylene glycol, the PO of 5-methyl-(C7)
1-22,5-hexylene glycol (C6) (Me-E
5-8); 2,5-hexylene glycol (C6) PO
32,5-the hexylene glycol, (Me-E of 2-methyl-(C7)
1-2); 2,5-hexylene glycol, the PO of 2-methyl-(C7)
1-22,5-the hexylene glycol, (Me-E of 3-methyl-(C7)
1-2); 2,5-hexylene glycol, the PO of 3-methyl-(C7)
1-23,4-hexylene glycol (C6) EO
2-53,4-hexylene glycol (C6) n-BO
1
5. 1,3-heptandiol (C7) E
3-61,3-heptandiol (C7) PO
11,3-heptandiol (C7) n-BO
21,4-heptandiol (C7) E
3-61,4-heptandiol (C7) PO
11,4-heptandiol (C7) n-BO
21,5-heptandiol (C7) E
3-61,5-heptandiol (C7) PO
11,5-heptandiol (C7) n-BO
21,6-heptandiol (C7) E
3-61,6-heptandiol (C7) PO
11,6-heptandiol (C7) n-BO
21,7-heptandiol (C7) E
1-21,7-heptandiol (C7) n-BO
12,4-heptandiol (C7) E
7-102,4-heptandiol (C7) (Me-E
1); 2,4-heptandiol (C7) PO
12,4-heptandiol (C7) n-BO
32,5-heptandiol (C7) E
7-102,5-heptandiol (C7) (Me-E
1); 2,5-heptandiol (C7) PO
12,5-heptandiol (C7) n-BO
32,6-heptandiol (C7) E
7-102,6-heptandiol (C7) (Me-E
1); 2,6-heptandiol (C7) PO
12,6-heptandiol (C7) n-BO
33,5-heptandiol (C7) E
7-103,5-heptandiol (C7) (Me-E
1); 3,5-heptandiol (C7) PO
13,5-heptandiol (C7) n-BO
3
6. 1,3 butylene glycol, the PO of 3-methyl-2-isopropyl-(C8)
12,4-pentanediol, 2,3, the PO of 3-trimethyl-(C8)
11,3 butylene glycol, 2, the E of 2-diethyl-(C8)
2-52,4-hexylene glycol, 2, the E of 3-dimethyl-(C8)
2-52,4-hexylene glycol, 2, the E of 4-dimethyl-(C8)
2-52,4-hexylene glycol, 2, the E of 5-dimethyl-(C8)
2-52,4-hexylene glycol, 3, the E of 3-dimethyl-(C8)
2-52,4-hexylene glycol, 3, the E of 4-dimethyl-(C8)
2-52,4-hexylene glycol, 3, the E of 5-dimethyl-(C8)
2-52,4-hexylene glycol, 4, the E of 5-dimethyl-(C8)
2-52,4-hexylene glycol, 3, the E of 5-dimethyl-(C8)
2-52,5-hexylene glycol, 2, the E of 3-dimethyl-(C8)
2-52,5-hexylene glycol, 2, the E of 4-dimethyl-(C8)
2-52,5-hexylene glycol, 2, the E of 5-dimethyl-(C8)
2-52,5-hexylene glycol, 3, the E of 3-dimethyl-(C8)
2-52,5-hexylene glycol, 3, the E of 4-dimethyl-(C8)
2-53,5-heptandiol, the E of 3-methyl-(C8)
2-51,3 butylene glycol, 2, the n-BO of 2-diethyl-(C8)
1-22,4-hexylene glycol, 2, the n-BO of 3-dimethyl-(C8)
1-22,4-hexylene glycol, 2, the n-BO of 4-dimethyl-(C8)
1-22,4-hexylene glycol, 2, the n-BO of 5-dimethyl-(C8)
1-22,4-hexylene glycol, 3, the n-BO of 3-dimethyl-(C8)
1-22,4-hexylene glycol, 3, the n-BO of 4-dimethyl-(C8)
1-22,4-hexylene glycol, 3, the n-BO of 5-dimethyl-(C8)
1-22,4-hexylene glycol, 4, the n-BO of 5-dimethyl-(C8)
1-22,4-hexylene glycol, 5, the n-BO of 5-dimethyl-(C8)
1-22,5-hexylene glycol, 2, the n-BO of 3-dimethyl-(C8)
1-22,5-hexylene glycol, 2, the n-BO of 4-dimethyl-(C8)
1-22,5-hexylene glycol, 2, the n-BO of 5-dimethyl-(C8)
1-22,5-hexylene glycol, 3, the n-BO of 3-dimethyl-(C8)
1-22,5-hexylene glycol, 3, the n-BO of 4-dimethyl-(C8)
1-23,5-heptandiol, the n-BO of 3-methyl-(C8)
1-21, ammediol, 2-(1, the 2-dimethyl propyl)-(C8) n-BO
11,3 butylene glycol, 2-ethyl-2, the n-BO of 3-dimethyl-(C8)
11,3 butylene glycol, the n-BO of 2-methyl-2-isopropyl-(C8)
11,4-butanediol, the n-BO of 3-methyl-2-isopropyl-(C8)
11,3-pentanediol, 2,2, the n-BO of 3-trimethyl-(C8)
11,3-pentanediol, 2,2, the n-BO of 4-trimethyl-(C8)
11,3-pentanediol, 2,4, the n-BO of 4-trimethyl-(C8)
11,3-pentanediol, 3,4, the n-BO of 4-trimethyl-(C8)
11,4-pentanediol, 2,2, the n-BO of 3-trimethyl-(C8)
11,4-pentanediol, 2,2, the n-BO of 4-trimethyl-(C8)
11,4-pentanediol, 2,3, the n-BO of 3-trimethyl-(C8)
11,4-pentanediol, 2,3, the n-BO of 4-trimethyl-(C8)
11,4-pentanediol, 3,3, the n-BO of 4-trimethyl-(C8)
12,4-pentanediol, 2,3, the n-BO of 4-trimethyl-(C8)
12,4-hexylene glycol, the n-BO of 4-ethyl-(C8)
12,4-heptandiol, the n-BO of 2-methyl-(Cg)
12,4-heptandiol, the n-BO of 3-methyl-(C8)
12,4-heptandiol, the n-BO of 4-methyl-(C8)
12,4-heptandiol, the n-BO of 5-methyl-(C8)
12,4-heptandiol, the n-BO of 6-methyl-(C8)
12,5-heptandiol, the n-BO of 2-methyl-(C8)
12,5-heptandiol, the n-BO of 3-methyl-(C8)
12,5-heptandiol, the n-BO of 4-methyl-(C8)
12,5-heptandiol, the n-BO of 5-methyl-(C8)
12,5-heptandiol, the n-BO of 6-methyl-(C8)
12,6-heptandiol, the n-BO of 2-methyl-(C8)
12,6-heptandiol, the n-BO of 3-methyl-(C8)
12,6-heptandiol, the n-BO of 4-methyl-(C8)
13,5-heptandiol, the n-BO of 2-methyl-(C8)
11, ammediol, 2-(1, the 2-dimethyl propyl)-(C8) E
1-31,3 butylene glycol, 2-ethyl-2, the E of 3-dimethyl-(C8)
1-31,3 butylene glycol, the E of 2-methyl-2-isopropyl-(C8)
1-31,4-butanediol, the E of 3-methyl-2-isopropyl-(C8)
1-31,3-pentanediol, 2,2, the E of 3-trimethyl-(C8)
1-31,3-pentanediol, 2,2, the E of 4-trimethyl-(C8)
1-31,3-pentanediol, 2,4, the E of 4-trimethyl-(C8)
1-31,3-pentanediol, 3,4, the E of 4-trimethyl-(C8)
1-31,4-pentanediol, 2,2, the E of 3-trimethyl-(C8)
1-31,4-pentanediol, 2,2, the E of 4-trimethyl-(C8)
1-31,4-pentanediol, 2,3, the E of 3-trimethyl-(C8)
1-31,4-pentanediol, 2,3, the E of 4-trimethyl-(C8)
1-31,4-pentanediol, 3,3, the E of 4-trimethyl-(C8)
1-32,4-pentanediol, 2,3, the E of 4-trimethyl-(C8)
1-32,4-hexylene glycol, the E of 4-ethyl-(C8)
1-32,4-heptandiol, the E of 2-methyl-(C8)
1-32,4-heptandiol, the E of 3-methyl-(C8)
1-32,4-heptandiol, the E of 4-methyl-(C8)
1-32,4-heptandiol, the E of 5-methyl-(C8)
1-32,4-heptandiol, the E of 6-methyl-(C8)
1-32,5-heptandiol, the E of 2-methyl-(C8)
1-32,5-heptandiol, the E of 3-methyl-(C8)
1-32,5-heptandiol, the E of 4-methyl-(C8)
1-32,5-heptandiol, the E of 5-methyl-(C8)
1-32,5-heptandiol, the E of 6-methyl-(C8)
1-32,6-heptandiol, the E of 2-methyl-(C8)
1-32,6-heptandiol, the E of 3-methyl-(C8)
1-32,6-heptandiol, the E of 4-methyl-(C8)
1-3And/or 3,5-heptandiol, the E of 2-methyl-(C8)
1-3And
7. their mixture.
In the isomers of nonane, only 2, the 4-pentanediol, 2,3,3, the 4-tetramethyl-be highly preferred.
Except the aliphatic diol primary solvent and some their oxidation alkyl derivatives that discussed the front and back, find that also some special glycol ethers are to be applicable to the primary solvent of preparing the concentrated limpid fabric softener composition of liquid state of the present invention.Similar in appearance to aliphatic diol, it is found that the applicability of every kind of primary solvent is very selectively, this depends on the carbon number in for example specific glycol ethers molecule.For example, given as Table VI, mutual-through type HOCH
2-CHOH-CH
2(R in the formula is C to-O-R
2-C
8Alkyl) glycerin ether series only has formula HOCH
2-CHOH-CH
2-O-C
5H
11(3-amoxy-1, ammediol, C in the formula
5H
11Base contains different amyl group isomers) the Clog P value of single amyl ether within preferred Clog P value scope about 0.25~0.62, be suitable for preparing the liquid concentrated limpid fabric softener of the present invention.These are described by embodiment and comparing embodiment XXXIIA-7-XXXIIA-7F.People also find that cyclohexyl derivatives (but not being cyclopentyl derivates) is suitable for.Equally, the selective meter is now to the selection of aryl glyceryl ether.In a lot of possible aryl, only there is the minority phenol derivatives to be suitable for.
Concerning two (hydroxyalkyl) ether, also found identical close limit selectivity.It is found that two (2-hydroxyl butyl) ether (rather than two (2-hydroxyl amyl group) ether) is suitable for.For two (ring-type hydroxyalkyl) congener, two (2-hydroxyl cyclopentyl) ether is suitable for, but two (2-hydroxy-cyclohexyl) ether is improper.Provide the non-limitative example of the synthetic method of some preferred two (hydroxyalkyl) ether of preparation below.
Butyl list glycerin ether (being also referred to as 3-butoxy-1, the 2-propylene glycol) not really is suitable for preparing the limpid fabric softener that liquid state of the present invention concentrates.Yet, its many ethoxylated derivatives, preferably from about triethoxyization to about nine ethoxylations, more preferably from about five ethoxylations to about eight ethoxylations, be the primary solvent that is suitable for, as shown in Table VI.
All preferred alkyl glycol ethers and/or two (hydroxyalkyl) ethers that identified provide in Table VI, and wherein most preferably 1, the 2-propylene glycol, 3-(just-amoxy)-; 1, the 2-propylene glycol, 3-(2-amoxy)-; 1, the 2-propylene glycol, 3-(3-amoxy)-; 1, the 2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-; 1, the 2-propylene glycol, 3-(isoamoxy)-; 1, the 2-propylene glycol, 3-(3-methyl-2-butoxy)-; 1, the 2-propylene glycol, 3-(cyclohexyloxy)-; 1, the 2-propylene glycol, 3-(1-hexamethylene-1-alkene oxygen base)-; 1, ammediol, 2-(amoxy)-; 1, ammediol, 2-(2-amoxy)-; 1, ammediol, 2-(3-amoxy)-; 1, ammediol, 2-(2-methyl-1-butene oxygen base); 1, ammediol, 2-(isoamoxy)-; 1, ammediol, 2-(3-methyl-2-butoxy)-; 1, ammediol, 2-(hexamethylene oxygen oxygen base)-; 1, ammediol, 2-(1-hexamethylene-1-alkene oxygen base)-; 1, the 2-propylene glycol, 3-(butoxy)-, five ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, six ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, seven ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, eight ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, nine ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-; One propoxylate; 1, the 2-propylene glycol, 3-(butoxy)-; Dibutene oxygen base thing; And/or 1, the 2-propylene glycol, 3-(butoxy)-, three butenyloxy things; Preferred aromatics glycerin ether comprises: 1, and 2-propylene glycol, 3-phenoxy group; 1,2-propylene glycol, 3-benzyloxy; 1, the 2-propylene glycol, 3-(2-benzene ethyoxyl)-; 1, the 2-propylene glycol; 1, ammediol, 2-(-toloxyl)-; 1, ammediol, 2-(right-toloxyl)-; 1, ammediol, 2-benzyloxy; 1, ammediol, 2-(2-benzene ethyoxyl)-; And their mixture.Preferred aromatics glycerin ether comprises: 1, and 2-propylene glycol, 3-phenoxy group; 1,2-propylene glycol, 3-benzyloxy; 1, the 2-propylene glycol, 3-(2-benzene ethyoxyl)-; 1, the 2-propylene glycol, 1, ammediol, 2-(-toloxyl)-; 1, ammediol, 2-(right-toloxyl)-; 1, ammediol, 2-(2-benzene ethyoxyl)-; And their mixture.Most preferred two (hydroxyalkyl) ether comprises: two (2-hydroxyl butyl) ether, and two (2-hydroxyl cyclopentyl) ether.
Provide the illustrative and the non-limitative example of the synthetic method of these preferred alkyl of preparation and aryl list glycerin ether below.
Preferred alicyclic diol and derivative thereof comprise: (1) saturated diols and derivative thereof comprise: 1-isopropyl-1,2-cyclobutanediol; 3-ethyl-4-methyl isophthalic acid, the 2-cyclobutanediol; 3-propyl group-1, the 2-cyclobutanediol; 3-isopropyl-1, the 2-cyclobutanediol, 1-ethyl-1,2-encircles pentanediol; 1,2-dimethyl-1,2-encircles pentanediol; 1,4-dimethyl-1,2-encircles pentanediol; 2,4,5-trimethyl-1,3-encircles pentanediol; 3,3-dimethyl-1,2-encircles pentanediol; 3,4-dimethyl-1,2-encircles pentanediol; 3,5-dimethyl-1,2-encircles pentanediol; 3-ethyl-1,2-encircles pentanediol; 4,4-dimethyl-1,2-encircles pentanediol; 4-ethyl-1,2-encircles pentanediol; 1, two (methylol) cyclohexanes of 1-; 1, two (methylol) cyclohexanes of 2-; 1,2-dimethyl-1,3-cyclohexanediol; 1, two (the methylol)-cyclohexanes of 3-; 1,3-dimethyl-1,3-cyclohexanediol; 1,6-dimethyl-1,3-cyclohexanediol; 1-hydroxyl-cyclohexane ethanol; 1-hydroxyl-cyclohexane methanol; 1-ethyl-1, the 3-cyclohexanediol; The 1-methyl isophthalic acid, the 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, the 3-cyclohexanediol; 2-hydroxyl cyclohexane ethanol; 2-ethoxy-1-cyclohexanol; 2-methylol cyclohexanol; 3-ethoxy-1-cyclohexanol; 3-hydroxyl cyclohexane ethanol; 3-methylol cyclohexanol; The 3-methyl isophthalic acid, the 2-cyclohexanediol; 4,4-dimethyl-1,3-cyclohexanediol; 4,5-dimethyl-1,3-cyclohexanediol; 4,6-dimethyl-1,3-cyclohexanediol; 4-ethyl-1, the 3-cyclohexanediol; 4-ethoxy-1-cyclohexanol; 4-methylol cyclohexanol; The 4-methyl isophthalic acid, the 2-cyclohexanediol; 5,5-dimethyl-1,3-cyclohexanediol; 5-ethyl-1, the 3-cyclohexanediol; 1,2-encircles heptandiol; The 2-methyl isophthalic acid, 3-encircles heptandiol; The 2-methyl isophthalic acid, 4-encircles heptandiol; The 4-methyl isophthalic acid, 3-encircles heptandiol; The 5-methyl isophthalic acid, 3-encircles heptandiol; The 5-methyl isophthalic acid, 4-encircles heptandiol; The 6-methyl isophthalic acid, 4-encircles heptandiol; 1,3-encircles ethohexadiol; 1,4-encircles ethohexadiol; 1,5-encircles ethohexadiol; 1,2-cyclohexanediol, diethoxy thing; 1,2-cyclohexanediol, triethoxy thing; 1,2-cyclohexanediol, tetraethoxy thing; 1,2-cyclohexanediol, five ethoxylates; 1,2-cyclohexanediol, six ethoxylates; 1,2-cyclohexanediol, seven ethoxylates; 1,2-cyclohexanediol, eight ethoxylates; 1,2-cyclohexanediol, nine ethoxylates; 1,2-cyclohexanediol, a propoxylate; 1,2-cyclohexanediol, a butoxy thing; 1,2-cyclohexanediol, dibutoxy thing; And/or 1,2-cyclohexanediol, three butoxy things.Most preferred saturated alicyclic diol and derivative thereof are: 1-isopropyl-1,2-cyclobutanediol; 3-ethyl-4-methyl isophthalic acid, the 2-cyclobutanediol; 3-propyl group-1, the 2-cyclobutanediol; 3-isopropyl-1, the 2-cyclobutanediol; 1-ethyl-1,2-encircles pentanediol; 1,2-dimethyl-1,2-encircles pentanediol; 1,4-dimethyl-1,2-encircles pentanediol; 3,3-dimethyl-1,2-encircles pentanediol; 3,4-dimethyl-1,2-encircles pentanediol; 3,5-dimethyl-1,2-encircles pentanediol; 3-ethyl-1,2-encircles pentanediol; 4,4-dimethyl-1,2-encircles pentanediol; 4-ethyl-1,2-encircles pentanediol; 1, two (methylol) cyclohexanes of 1-; 1, two (methylol) cyclohexanes of 2-; 1,2-dimethyl-1,3-cyclohexanediol; 1, two (methylol) cyclohexanes of 3-; 1-hydroxyl-cyclohexane methanol; The 1-methyl isophthalic acid, the 2-cyclohexanediol; 3-methylol cyclohexanol; The 3-methyl isophthalic acid, the 2-cyclohexanediol; 4,4-dimethyl-1,3-cyclohexanediol; 4,5-dimethyl-1,3-cyclohexanediol; 4,6-dimethyl-1,3-cyclohexanediol; 4-ethyl-1, the 3-cyclohexanediol; 4-ethoxy-1-cyclohexanol; 4-methylol cyclohexanol; The 4-methyl isophthalic acid, the 2-cyclohexanediol; 1,2-encircles heptandiol; 1,2-cyclohexanediol, five ethoxylates; 1,2-cyclohexanediol, six ethoxylates; 1,2-cyclohexanediol, seven ethoxylates; 1,2-cyclohexanediol, eight ethoxylates; 1,2-cyclohexanediol, nine ethoxylates; 1,2-cyclohexanediol, a propoxylate; And/or 1,2-cyclohexanediol, dibutoxy thing.
Preferred aromatic diol comprises: 1-phenyl-1,2-ethylene glycol; 1-phenyl-1, the 2-propylene glycol; 2-phenyl-1, the 2-propylene glycol; 3-phenyl-1, the 2-propylene glycol; 1-(3-aminomethyl phenyl)-1, ammediol; 1-(4-aminomethyl phenyl)-1, ammediol; 2-methyl isophthalic acid-phenyl-1, ammediol; 1-phenyl-1,3 butylene glycol; 3-phenyl-1,3 butylene glycol; And/or 1-phenyl-1, the 4-butanediol, among them, 1-phenyl-1,2-propylene glycol; 2-phenyl-1, the 2-propylene glycol; 3-phenyl-1, the 2-propylene glycol; 1-(3-aminomethyl phenyl)-1, ammediol; 1-(4-aminomethyl phenyl)-1, ammediol; 2-methyl isophthalic acid-phenyl-1, ammediol; And/or 1-phenyl-1, the 4-butanediol is most preferred.
As discussed above, all that and other preferred primary solvents are with top described identical relation and the unsaturated materials that is associated, and promptly Duo 1 CH than corresponding saturated primary solvent
2Those unsaturated materialss of base also will be preferred.Yet particularly preferred unsaturated diol primary solvent is: 1,3 butylene glycol, and 2, the 2-diallyl-; 1,3 butylene glycol, 2-(1-ethyl-1-propenyl)-; 1,3 butylene glycol, 2-(2-cyclobutenyl)-2-methyl-; 1,3 butylene glycol, 2-(3-methyl-2-butene base)-; 1,3 butylene glycol, 2-ethyl-2-(2-propenyl)-; 1,3 butylene glycol, 2-methyl-2-(1-methyl-2-propenyl)-; 1, the 4-butanediol, 2,3-two (1-methyl ethylidene)-; 1, the 3-pentanediol, 2-vinyl-3-ethyl-; 1, the 3-pentanediol, 2-vinyl-4, the 4-dimethyl-; 1, the 4-pentanediol, 3-methyl-2-(2-propenyl)-; 4-amylene-1, the 3-glycol, 2-(1, the 1-dimethyl ethyl)-; 4-amylene-1, the 3-glycol, 2-ethyl-2, the 3-dimethyl-; 1, the 4-hexylene glycol, 4-ethyl-2-methylene-; 1,5-hexadiene-3, the 4-glycol, 2,3, the 5-trimethyl-; 1, the 5-hexylene glycol, 2-(1-methyl ethylene)-; 2-hexene-1, the 5-glycol, 4-vinyl-2, the 5-dimethyl-; 1, the 4-heptandiol, 6-methyl-5-methylene-; 2,4-heptadiene-2, the 6-glycol, 4, the 6-dimethyl-; 2,6-heptadiene-1, the 4-glycol, 2,5, the 5-trimethyl-; 2-heptene-1, the 4-glycol, 5, the 6-dimethyl-; 3-heptene-1, the 5-glycol, 4, the 6-dimethyl-; 5-heptene-1, the 3-glycol, 2, the 4-dimethyl-; 5-heptene-1, the 3-glycol, 3, the 6-dimethyl-; 5-heptene-1, the 4-glycol, 2, the 6-dimethyl-; 5-heptene-1, the 4-glycol, 3, the 6-dimethyl-; 6-heptene-1, the 3-glycol, 2, the 2-dimethyl-; 6-heptene-1, the 4-glycol, 5, the 6-dimethyl-; 6-heptene-1, the 5-glycol, 2, the 4-dimethyl-; 6-heptene-1, the 5-glycol, 2-ethylidene-6-methyl-; 6-heptene-2, the 4-glycol, 4-(2-propenyl)-; 1-octene-3, the 6-glycol, the 3-vinyl-; 2,4,6-sarohornene-1, the 8-glycol, 2, the 7-dimethyl-; 2,5-octadiene-1, the 7-glycol, 2, the 6-dimethyl-; 2,5-octadiene-1, the 7-glycol, 3, the 7-dimethyl-; 2,6-octadiene-1, the 4-glycol, 3, the 7-dimethyl-(Rosiridol); 2,6-octadiene-1, the 8-glycol, the 2-methyl-; 2,7-octadiene-1, the 4-glycol, 3, the 7-dimethyl-; 2,7-octadiene-1, the 5-glycol, 2, the 6-dimethyl-; 2,7-octadiene-1,6-glycol, 2,6-dimethyl-(8-hydroxyl linalool); 2,7-octadiene-1, the 6-glycol, 2, the 7-dimethyl-; The 2-octene-1, the 7-glycol, 2-methyl-6-methylene-; 3,5-octadiene-2, the 7-glycol, 2, the 7-dimethyl-; 3, the 5-ethohexadiol, the 4-methylene-; 3,7-octadiene-1, the 6-glycol, 2, the 6-dimethyl-; The 4-octene-1, the 8-glycol, the 2-methylene-; 6-octene-3, the 5-glycol, the 2-methyl-; 6-octene-3, the 5-glycol, the 4-methyl-; 7-octene-2, the 4-glycol, 2-methyl-6-methylene-; 7-octene-2, the 5-glycol, the 7-methyl-; 7-octene-3, the 5-glycol, the 2-methyl-; 1-nonene-3, the 5-glycol; 1-nonene-3, the 7-glycol; 3-nonene-2, the 5-glycol; 4-nonene-2, the 8-glycol; 6,8-nonadiene-1,5-glycol; 7-nonene-2, the 4-glycol; 8-nonene-2, the 4-glycol; 8-nonene-2, the 5-glycol; 1,9-decadinene-3,8-glycol; And/or 1,9-decadinene-4,6-glycol.
This main alcoholic solvent is also can be preferably free 2,5-dimethyl-2,5-hexylene glycol, 2-ethyl-1,3-hexylene glycol, 2-methyl-2-propyl group-1, ammediol, 1, a group of forming of 2-hexylene glycol and their mixture.More preferably this main alcoholic solvent is selected from by 2-ethyl-1,3-hexylene glycol, 2-methyl-2-propyl group-1, ammediol, 1, a group of forming of 2-hexylene glycol and their mixture.Even more preferably this main alcoholic solvent is selected from by 2-ethyl-1,3-hexylene glycol, 1, a group of forming of 2-hexylene glycol and their mixture.
When some derivatives that can use some identical glycol that have different alkenyloxies, for example have 3~5 ethyleneoxies, or 2 propenyloxy groups, or the 2-methyl-2 of 1 butenyloxy, during the 3-butanediol, the preferred derivative that has the minimum number group that uses promptly in this case, uses the derivative with a butenyloxy.Yet when only needing about 1~4 ethyleneoxy so that good preparation performance to be provided, this analog derivative also is preferred.
Unsaturated diol
People find uncannily, at saturated diols and its unsaturated congener or have more between the acceptability of high molecular analog (property prepared), have tangible similitude.When unsaturated primary solvent whenever has two keys just to add an extra methylene in its chemical formula (is CH
2) in this case, this unsaturated congener/analog just has and the identical property prepared of the saturated primary solvent of parent.In other words, there be significantly " addition rule ", promptly each be suitable for preparing the good saturated primary solvent of limpid dense fabric softener composition, have the unsaturated primary solvent that is suitable for, wherein be added with one or more CH
2Base, and as CH of every adding
2During base, remove two hydrogen atoms,, for the chemical formula of " parent " saturated primary solvent, keep constant like this with regard to making the number of hydrogen atoms in the molecule to form carbon-to-carbon double bond from two adjacent atoms of molecule.This is because so wonderful fact promptly adds a CH
2In the chemical formula of solvent, it is about 0.53 that its Clog P value is increased, and forms two keys and remove two hydrogen atoms, then makes its Clog P value reduce a close numerical value again, promptly about 0.48, so compensated CH
2Adding.So, CH of every adding
2Base just inserts a two key, as long as the Clog P value of this novel solvent still maintains effective range 0.15~0.64, be preferably 0.25~0.62, more preferably within 0.40~0.60, people just can make at least unsaturated analog/congeners that contain the more high molecular of a carbon atom from a preferred saturated primary solvent more, and CH of every adding
2Just it is identical with the hydrogen atom sum of the saturated primary solvent of parent to insert two keys so hydrogen atom sum.Be some illustrative embodiment below.
2,2-dimethyl-6-heptene-1,3-glycol (CAS No.140192-39-8) are preferred C9-glycol primary solvents, and can think that it is by with following preferred C8-glycol primary solvent 2-methyl isophthalic acid, 3-heptandiol or 2,2-dimethyl-1,3-hexylene glycol suitably add a CH
2Base and pair keys and derive out.
2,4-dimethyl-5-heptene-1,3-glycol (CAS No.123363-69-9) are preferred C9-glycol primary solvents, can think that it is by with following preferred C8-glycol primary solvent 2-methyl isophthalic acid, 3-heptandiol or 2,4-dimethyl-1,3-hexylene glycol suitably add a CH
2Base and pair keys and derive out.
2-(1-ethyl-1-propenyl)-1,3-butanediol (CAS No.116103-35-6) is preferred C9-glycol primary solvent, can think by with following preferred C8-glycol primary solvent 2-(1-ethyl propyl)-1, ammediol or 2-(1-methyl-propyl)-1,3 butylene glycol suitably adds a CH
2Base and pair keys and derive out.
2-vinyl-3-ethyl-1,3-pentanediol (CAS No.104683-37-6) is preferred C9-glycol primary solvent, can think that it is by with following preferred C8-glycol primary solvent 3-ethyl-2-methyl isophthalic acid, 3-pentanediol or 2-ethyl-3-methyl isophthalic acid, the 3-pentanediol suitably adds a CH
2Base and pair keys and derive out.
3,6-dimethyl-5-amylene-1,4-glycol (for example CAS No.106777-99-5) is preferred C9-glycol primary solvent, can think that it is by with following preferred C8-glycol primary solvent 3-methyl isophthalic acid, the 4-heptandiol, 6-methyl isophthalic acid, 4-heptandiol or 3,5-dimethyl-1, any suitably adds a CH 4-hexylene glycol
2Base and pair keys and derive out.
5,6-dimethyl-6-heptene-1,4-glycol (for example CAS No.152344-16-6) is preferred C9-glycol primary solvent, can think by with following preferred C8-glycol primary solvent 5-methyl isophthalic acid, the 4-heptandiol, 6-methyl isophthalic acid, 4-heptandiol or 4,5-dimethyl-1, any suitably adds a CH 3-hexylene glycol
2Base and pair keys and derive out.
4-methyl-6-octene-3,5-glycol (CAS No.156414-25-4) is preferred C9-glycol primary solvent, can think that it is by with following preferred C8-glycol primary solvent 3, the 5-ethohexadiol, 3-methyl-2,4-heptandiol or 4-methyl-3, any suitably adds a CH 5-heptandiol
2Base and pair keys and derive out.
Rosiridol (CAS No.101391-01-9) and isorosiridol (CAS No.149252-15-3) they are 3,7-dimethyl-2, and 6-octadiene-1, two kinds of isomers of 4-glycol are preferred C10-glycol primary solvents.They can be considered to by with following preferred C8-glycol primary solvent 2-methyl isophthalic acid, 3-heptandiol, 6-methyl isophthalic acid, the 3-heptandiol, the 3-methyl isophthalic acid, 4-heptandiol, 6-methyl isophthalic acid, the 4-heptandiol, 2,5-dimethyl-1,3-hexylene glycol or 3,5-dimethyl-1, any suitably adds two CH the 4-hexylene glycol
2Base and two pair keys and derive out.
8-hydroxyl linalool (CAS No.103619-06-3,2,6-dimethyl-2,7-octadiene-1,6-glycol) is preferred C10-glycol primary solvent, can thinks by with following preferred C8-diol solvent 2-methyl isophthalic acid, the 5-heptandiol, 5-methyl isophthalic acid, 5-heptandiol, the 2-methyl isophthalic acid, 6-heptandiol, 6-methyl isophthalic acid, the 6-heptandiol, or 2,4-dimethyl-1, any suitably adds two CH the 4-hexylene glycol
2Base and two pair keys and derive out.
2,7-dimethyl-3,7-octadiene-2,5-glycol (CAS No.171436-39-8) is preferred C10-glycol primary solvent, can think by with following preferred C8-diol solvent 2,5-ethohexadiol, the 6-methyl isophthalic acid, 4-heptandiol, 2-methyl-2, the 4-heptandiol, 6-methyl-2,4-heptandiol, 2-methyl-2,5-heptandiol, 6-methyl-2,5-heptandiol and 2,5-dimethyl-2, any suitably adds two CH the 4-hexylene glycol
2Base and two pair keys and derive out.
4-butyl-2-butene-1,4-glycol (CAS No.153943-66-9) is preferred C8-glycol primary solvent, can think by with following preferred C7-diol solvent 2-propyl group-1,4-butanediol or 2-butyl-1, any suitably adds a CH ammediol
2Base and pair keys and derive out.
Because same cause, when the unsaturated congener of higher molecular weight is to derive and when coming, then itself also is a poor solvent from bad unavailable saturated solvent.For example, 3,5-dimethyl-5-hexene-2,4-glycol (for example CAS No.160429-40-3) is bad unsaturated C8 solvent, can think to derive out: 3-methyl-2,4-hexylene glycol, 5-methyl-2 from following bad saturated C7 solvent, the 4-hexylene glycol, or 2,4-dimethyl-1,3-pentanediol, and 2,6-dimethyl-5-heptene-1,2-glycol (for example CAS No.141505-71-7) is a kind of bad unsaturated C9 solvent, can think to derive out from following bad saturated C8 solvent: the 2-methyl isophthalic acid, the 2-heptandiol, the 6-methyl isophthalic acid, the 2-heptandiol, or 2,5-dimethyl-1, the 2-hexylene glycol.
People also find uncannily, above-mentioned addition rule, be that saturated primary solvent usually exists the unsaturated analog/congener with identical acceptability to have exception, this exception relates to the saturated diols primary solvent that has two hydroxyls on two adjacent carbon atoms.(but not always) in some cases inserts one or more CH between two adjacent hydroxyls of poor solvent
2Group obtains being more suitable for preparing the unsaturated congener of more high molecular of limpid dense fabric softener.For example, do not have the preferred unsaturated 6 of adjacent hydroxyl, 6-dimethyl-1-teracrylic acid, 5-glycol (CAS No.109788-01-4) can be thought from having the unavailable 2 of adjacent hydroxyl, 2-dimethyl-3, and the 4-hexylene glycol derives out.In this case, if think this 6,6-dimethyl-1-teracrylic acid, 5-glycol are from also being preferred, and do not have the primary solvent 2-methyl-3 of adjacent hydroxyl, it is then more credible that 5-heptandiol or 5,5-dimethyl-2,4 hexylene glycol derive out.On the contrary, between two adjacent hydroxyls of preferred primary solvent, insert CH
2Group can cause the generation of disabled more high molecular unsaturated diol solvent.For example, do not have the unavailable unsaturated 2 of adjacent hydroxyl, 4-dimethyl-5-hexene-2,4-glycol (CAS No.87604-24-8) can be thought from having the preferred 2 of adjacent hydroxyl, 3-dimethyl-2, the 3-pentanediol derives out.In this case, if think that it is never to have adjacent hydroxyl, be all disabled 2-methyl-2, it is then more credible that 4-hexylene glycol or 4-methyl-2,4-hexylene glycol derive out.Such certain situation is also arranged, do not have the unavailable unsaturated solvent of adjacent hydroxyl, can think to derive out from unavailable solvent with adjacent hydroxyl, for example 4,5-dimethyl-6-hexene-1,3-two is pure and mild 3,4-dimethyl-1, this is a pair of for the 2-pentanediol.Therefore, in order to infer the property prepared of unsaturated solvent with adjacent hydroxyl, should be from not having the saturated congener of low molecular weight of adjacent hydroxyl yet.That is, in general, with two hydroxyls distance/when relation remained unchanged, this relation was more reliable.That is, infer that from saturated solvent the property prepared of the unsaturated congener of more high molecular that also has adjacent hydroxyl is more reliable with adjacent hydroxyl.
Have found that, use these specific main alcoholic solvents, can be with amazing low content, promptly under about 40% of composition weight, make limpid low-viscosity stable fabric softener composition.Also find that use this main alcoholic solvent can make high dense fabric softener composition, they are stable, can dilute, and for example are diluted to 10: 1 from 2: 1, generate the lower but still stable compositions of fabric-softening agent content.
As previously discussed, according to the required floor level that remains in, this obtains the transparency for the present composition or clarity is feasible with primary solvent.The existence of water for how many primary solvents of needs to obtain the clarity of these compositions, plays an important role.Water content is high more, then needs the primary solvent of high-load (with respect to softening agent content) more to obtain the clarity of product.Otherwise water content is low more, then needs primary solvent (with respect to softening agent) still less.Therefore, when about 5%~15% low water content, the softening agent active matter was to the weight ratio of primary solvent preferably about 55: 45 to about 85: 15, more preferably from about 60: 40 to about 80: 20.Water content about 15% is to about 70% o'clock, and softening agent was to the weight ratio of primary solvent preferably about 45: 55 to about 70: 30, more preferably from about 55: 45 to about 70: 30.But when about 70% to about 80% high water content, softening agent was to the weight ratio of primary solvent preferably about 30: 70 to about 55: 45, more preferably from about 35: 65 to about 45: 55.If when further water content was higher, softening agent also should be higher to the ratio of primary solvent.
The mixture of above-mentioned primary solvent is particularly preferred, because be the problem of relevant security with problem that a large amount of solvents interrelate.Mixture has reduced the amount of any material.Use mixture also can reduce smell and combustibility, particularly when a kind of primary solvent is volatility and/or scent of (this is more possible for low molecular weight substance).The suitable solvent that can use with low content that is not enough to generate limpid product be 2,2,4-trimethyl-1,3-pentane diol; 2,2,4-trimethyl-1, the ethoxylate of 3-pentanediol, diethoxy thing or triethoxy compound derivative; And/or 2-ethyl-1, the 3-hexylene glycol.For the object of the invention, these solvents can only use with the amount that does not generate stable or limpid product.Preferred mixture should be that its solvent main body is to be defined as those of most preferred solvent above one or more.The preferred solvent mixture that uses, particularly when one or more preferred primary solvents at room temperature are solid, in this case, described mixture then be liquid state or have than low melting point, thereby improved the processing characteristics of softener composition.
People also find, the part that can replace primary solvent of the present invention or primary solvent mixture with the mixture of second solvent or second solvent, and second solvent itself is disabled as primary solvent of the present invention, as long as still there is effective dose available primary solvent of the present invention in this liquid concentrating in the limpid fabric softener composition.When existing at least about 15% softening agent active matter, the effective dose of primary solvent of the present invention is about 5% greater than composition at least, be preferably greater than about 7%, most preferably greater than about 10%.The solvent that is used to replace can any amount use, but preferably is approximately equal to or less than the amount that is present in the available primary solvent in the fabric softener composition.
For example, though according to the present invention, 1, the 2-pentanediol, 1,3-ethohexadiol, and the hydroxyl valeryl hydroxyl peopentyl ester of following general formula:
Primary solvent can be in the translucent or limpid composition of preparation, or the temperature that is used to make composition present translucent or limpid shape reduces.Therefore, the present invention also comprises primary solvent, with the amount of before pointing out, add to a kind of be not translucent or unlimpid composition in method, in other words, if said composition is translucent or to become limpid required transition temperature too high, make its reduction, if or said composition is under environment temperature for example or when being limpid under specific low temperature, also the temperature that will make it to change reduces again, preferably fall about 5 ℃ at least, more preferably, add the method for this primary solvent at least about under 10 ℃ the situation.The major advantage of primary solvent is can produce maximum benefit concerning the solvent of given weight.Should be understood that said " solvent " refers to the effect of primary solvent here, rather than to the physical aspect under the fixed temperature, because some primary solvent is solid-state at ambient temperature.
Lactic acid alkyl ester
Some lactic acid alkyl ester, for example the Clog P value of ethyl lactate or isopropyl lactate also can form the liquid limpid fabric softener composition that concentrates with fabric softener active matter of the present invention within effective range about 0.15~0.64, but a little higher than more effective diol solvent of its used in amounts for example 1, the 2-hexylene glycol.They also can be used for replacing a part other primary solvents of the present invention, to form the liquid limpid fabric softener composition that concentrates.This is described in example I-C.
Novel compound
Some above-mentioned primary solvents are compounds, and they comprise: 1, and the 2-butanediol, 2,3, the 3-trimethyl-; 3, the 4-pentanediol, 2, the 3-dimethyl-; 2, the 3-hexylene glycol, the 4-methyl-; 2, the 3-hexylene glycol, the 5-methyl-; 3, the 4-hexylene glycol, the 2-methyl-; 3, the 4-pentanediol, 2, the 3-dimethyl-; 1, ammediol, 2-(1, the 1-dimethyl propyl)-; 1, ammediol, 2-(1, the 2-dimethyl propyl)-; 1, ammediol, 2-(2, the 2-dimethyl propyl)-; 1,3 butylene glycol, 2-(1-methyl-propyl)-; 1,3 butylene glycol, 2-ethyl-2, the 3-dimethyl-; 1,3 butylene glycol, 2-(2-methyl-propyl)-; 1,3 butylene glycol, 2-methyl-2-isopropyl-; 1,3 butylene glycol, 3-methyl-2-isopropyl-; 1,3 butylene glycol, 3-methyl-2-propyl group-; 1,4-butanediol, 2,2-diethyl; 1, the 4-butanediol, 2-methyl-2-propyl group-; 1, the 4-butanediol, 2-(1-methyl-propyl)-; 1, the 4-butanediol, 2-ethyl-2, the 3-dimethyl-; 1, the 4-butanediol, 2-ethyl-3, the 3-dimethyl-; 1, the 4-butanediol, 2-(2-methyl-propyl)-; 1, the 4-pentanediol, 2,2, the 3-trimethyl-; 1, the 4-pentanediol, 2,3, the 3-trimethyl-; 1, the 5-pentanediol, 2,2, the 3-trimethyl-; 1, the 5-pentanediol, 2,3, the 3-trimethyl-; 1, the 3-pentanediol, 2-ethyl-2-methyl-; 1, the 4-pentanediol, 2-ethyl-2-methyl-; 1, the 4-pentanediol, 2-ethyl-3-methyl-; 1, the 4-pentanediol, 2-ethyl-4-methyl-; 1, the 4-pentanediol, 3-ethyl-2-methyl-; 1, the 4-pentanediol, 3-ethyl-3-methyl-; 1, the 5-pentanediol, 2-ethyl-2-methyl-; 1, the 5-pentanediol, 2-ethyl-4-methyl-; 2, the 4-pentanediol, 3-ethyl-2-methyl-; 1, the 3-pentanediol, the 2-isopropyl-; 1, the 3-pentanediol, the 2-propyl group-; 1, the 4-pentanediol, the 2-isopropyl-; 1, the 4-pentanediol, the 2-propyl group-; 1, the 4-pentanediol, the 3-isopropyl-; 2, the 4-pentanediol, the 3-propyl group-; 1, the 3-hexylene glycol, 3, the 3-dimethyl-; 1, the 3-hexylene glycol, 2, the 5-dimethyl-; 1,3-hexylene glycol, 3,4-dimethyl; 1, the 3-hexylene glycol, 3, the 5-dimethyl-; 1, the 3-hexylene glycol, 4, the 5-dimethyl-; 1, the 4-hexylene glycol, 2, the 2-dimethyl-; 1, the 4-hexylene glycol, 2, the 3-dimethyl-; 1, the 4-hexylene glycol, 2, the 4-dimethyl-; 1, the 4-hexylene glycol, 3, the 3-dimethyl-; 1, the 4-hexylene glycol, 3, the 4-dimethyl-; 1, the 4-hexylene glycol, 3, the 5-dimethyl-; 1, the 3-hexylene glycol, 4, the 4-dimethyl-; 1, the 4-hexylene glycol, 4, the 5-dimethyl-; 1, the 5-hexylene glycol, 2, the 2-dimethyl-; 1, the 5-hexylene glycol, 3, the 4-dimethyl-; 1, the 5-hexylene glycol, 3, the 5-dimethyl-; 1, the 5-hexylene glycol, 4, the 5-dimethyl-; 1, the 6-hexylene glycol, 2, the 3-dimethyl-; 1, the 6-hexylene glycol, 2, the 4-dimethyl-; 1, the 6-hexylene glycol, 3, the 3-dimethyl-; 2, the 4-hexylene glycol, 4, the 5-dimethyl-; 2, the 5-hexylene glycol, 2, the 3-dimethyl-; 2, the 5-hexylene glycol, 2, the 4-dimethyl-; 2, the 5-hexylene glycol, 3, the 3-dimethyl-; 2, the 6-hexylene glycol, 3, the 3-dimethyl-; 1, the 3-hexylene glycol, the 4-ethyl-; 2, the 4-hexylene glycol, the 3-ethyl-; 2, the 5-hexylene glycol, the 3-ethyl-; 1,3-heptandiol, 4-methyl; 1, the 3-heptandiol, the 5-methyl-; 1, the 3-heptandiol, the 6-methyl-; 1, the 5-heptandiol, the 3-methyl-; 1, the 5-heptandiol, the 4-methyl-; 1, the 6-heptandiol, the 3-methyl-; 1, the 6-heptandiol, the 5-methyl-; 2, the 4-heptandiol, the 3-methyl-; 2, the 5-heptandiol, the 3-methyl-; 3, the 5-heptandiol, the 2-methyl-; 2, the 6-ethohexadiol; 2, the 4-hexylene glycol, 3,3, the 4-trimethyl-; 2, the 4-hexylene glycol, 3,5, the 5-trimethyl-; 2, the 4-hexylene glycol, 4,5, the 5-trimethyl-; 2, the 5-hexylene glycol, 3,3, the 4-trimethyl-; 2, the 5-hexylene glycol, 3,3, the 5-trimethyl-; 1, the 2-propylene glycol, 3-(butoxy)-, the triethoxy thing; 1, the 2-propylene glycol, 3-(butoxy)-, the tetraethoxy thing; 1, the 2-propylene glycol, 3-(2-amoxy)-; 1, the 2-propylene glycol, 3-(3-amoxy)-; 1, the 2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-; 1, the 2-propylene glycol, 3-(isoamoxy)-; 1, the 2-propylene glycol, 3-(3-methyl-2-butoxy)-; 1, the 2-propylene glycol, 3-(cyclohexyloxy)-; 1, the 2-propylene glycol, 3-(1-hexamethylene-1-thiazolinyl oxygen base)-; 1, ammediol, 2-(amoxy)-; 1, ammediol, 2-(2-amoxy)-; 1, ammediol, 2-(3-amoxy)-; 1, ammediol, 2-(2-methyl-1-butene oxygen base)-; 1, ammediol, 2-(isoamoxy)-; 1, ammediol, 2-(3-methyl-2-butoxy)-; 1, ammediol, 2-(cyclohexyloxy)-; 1, ammediol, 2-(1-hexamethylene-1-alkene oxygen base)-; 1, the 2-propylene glycol, 3-(butoxy)-, five ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, six ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, seven ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, eight ethoxylates; 1, the 2-propylene glycol, 3-(butoxy)-, nine ethoxylates; Two (2-hydroxyl butyl) ether; And two (2-hydroxyl cyclopentyl) ethers.
III. chelating agent
Composition of the present invention all contains one or more chelating agents for example copper and/or nickel chelating agent.Add chelating agent of the present invention and help into the colour solid reduction, thereby help the clarity of limpid or translucent composition and reduce stench.Although be reluctant bound by theoryly, it is believed that the adding of chelating agent can reduce or reduce the existence of the one-tenth colour solid that can be present in the fabric-softening active matter.In addition, the existence of chelating agent reduces or reduces the stench that the fabric-softening active matter causes.
Therefore, composition of the present invention comprises the chelating agent as neccessary composition of the present invention.Chelating agent in composition exist scope be composition weight about 0.001%~about 10%, the more preferably scope of chelating agent be composition weight about 0.01%~about 5%, most preferred range is about 0.01~3% of a composition weight.
This class water-soluble chelator optional free amino group carboxylate, amino phosphonates do, the aromatic chelating agent of multifunctional replacement and their mixture.The hereinafter defined and preferred form that all refers to their acid.Here be suitable for the amino carboxylic acid of making chelating agent and comprise ethylenediamine tetra-acetic acid (EDTA), the N-hydroxyethyl-ethylenediamine triacetic acid, nitrilotriacetic acid(NTA) salt (NTA), ethylenediamine tetrapropionic acid salt, ethylenediamine-N, N '-two glutamate, 2-hydroxyl propane diamine-N, N '-disuccinate, triethylenetetraaminehexaacetic acid salt, diethylentriamine pentacetate (DETPA) is diethylenetriamines five acetic acid (DTPA) for example, and the ethanol Diglycocol, the water soluble salt that comprises them is alkali metal salt for example, ammonium salt, and their substituted ammonium salt, and their mixture.
When in composition of detergent, allowing low-phosphorous amount to exist at least, amino phosphonates do also is suitable for the chelating agent of making the present composition, they comprise ethylenediamine tetraacetic (ethylidene phosphonate), diethylenetriamines-N, N, N ', N "; N "-five (methylphosphine hydrochlorates) (DETMP) reach 1-ethoxy-1,1-diphosphonate (HEDP).Preferred these amino phosphonates do do not contain its carbon atom more than about 6 alkyl or alkenyl.
Chelating agent generally is used for rinse cycle of the present invention, concerning 1 minute to the soak time of a few hours, its consumption is about 2ppm about 25ppm extremely.
Can be used for EDDS chelating agent of the present invention (being also referred to as ethylene diamine-N, N '-disuccinate) is disclosed material in the United States Patent (USP) of quoting in the above 4704233, and has following general formula (representing with free acid form):
As disclosed in this patent, EDDS can prepare with maleic anhydride and ethylenediamine.Biodegradable [S, S] isomers of EDDS can be with 1, and 2-Bromofume and L-aspartic acid react and get.This paper generally is its salt form as the EDDS of chelating agent, and promptly four sour hydrogen atoms is one or more by water-soluble cationic M, sodium for example, and potassium, ammonium, triethanol ammoniums etc. are replaced.As previously mentioned, in the fulling of the present invention, concerning 1 minute to the soak time of a few hours, the general consumption of chelating agent is about 2ppm about 25ppm extremely.Under certain pH value, EDDS can share with zinc cation.
By as seen above-mentioned, can use a variety of chelating agents here.Really, simple multi-carboxylate is citrate for example, and oxosuccinic acid salt or the like all can use, though this class chelating agent is effective not as aminocarboxylate and phosphonate by weight.Therefore, can regulate consumption renders a service to adapt to different chelatings.Concerning copper ion, the stability constant of these chelating agents (chelating agent dissociates fully) is at least 5, preferably is at least 7.General chelating agent will account for the about 0.5%~10% of composition weight, and more preferably from about 0.75%~5%.Preferred chelating agent comprises DETMP, DETPA, and DTPA, NTA, EDDS and their mixture most preferably are DTPA.
The clarity of composition
Composition of the present invention comprises the added limpid translucent fabric softening compositions of liquid rinse.So-called limpid composition promptly wants to make composition of the present invention in fact not have obvious color, makes said composition the same with water limpid usually.Certainly, the general those of skill in the art in present technique field will recognize, can have a small amount of color in the composition of the present invention.In this case, composition of the present invention offsets the color of said composition if be contained in the suitable container with compensation tone, and when observing by this container, this composition becomes limpid.
The color of the present composition or clarity can be measured by Hunter color analysis method.Hunter color analysis method is known to the common skilled person in each present technique field.The Hunter Lab color survey meter that this analyzes the Hunter Labs with Virginia Reston provides carries out.For color or the clarity of measuring the present composition, Hunter Lab color detection instrument can carry out two kinds of mensuration respectively, i.e. CIELAB colour measurement and measure muddy percentage (%) in the solution with the instrument transmission mode.These two kinds of mensuration are all measured with total transmission mode with Hunter Lab color detection instrument.Imposing a condition of instrument: viewing area 0.25 ", hole size 0.25 ", elimination UV, no UV lamp as standard, is used the 30mm pond with deionized water.
CIELAB is the scale that is used to measure solution colour.The common skilled person in present technique field all is familiar with this CIELAB scale.The mensuration of aberration comprises under given conditions and to measure the color of said composition then in the time point determining composition that begins mixing after setting-up time.The difference of starting point and terminal point promptly is the CIELAB aberration.Concerning composition of the present invention, after preferably beginning to store 10 days to 130 °F, the CIELAB aberration of this limpid composition is about 5 or littler, and more preferably from about 1 or littler, most preferably from about 0.1 or littler.
The muddy percentage of measuring with transmission mode determines turbidity, the i.e. clarity of composition.Preferred composition of the present invention is about 90% or littler with the muddy percentage that Hunter color analysis instrument transmission mode records, and more preferably 50% or littler, most preferably from about 25% or littler.
IV. dispensable component
(A) the low-molecular weight water-soluble solvent also can use, and its consumption is 0%~about 12%, and is preferred about 1%~10%, and more preferably from about 2%~8%.When the content of water-soluble solvent is in identical low-level of aforementioned primary solvent, can not generate limpid product, but when primary solvent was not enough to generate complete limpid product, it then can generate limpid product.Therefore this class water-soluble solvent is in demand.These solvents comprise: ethanol, isopropyl alcohol, 1, and 2-propylene glycol, 1, ammediol, propylene carbonate or the like, but do not comprise any primary solvent (B).These water-soluble solvents are present in lyophobic dust, in the time of for example among the softening agent active matter, have bigger to water affinity than primary solvent.
(J) other not essential components
Be applicable to that the component that other also can add of the present invention includes, but is not limited to dye transfer inhibitor, polymeric dispersant, detergent, scum silica frost dispersant, foam in hibitors, optical brightener or other brighteners or brightening agent, dye-fixing agent, photofading protective agent, oxygen bleaching protective agent, fabric softening clay, antistatic additive, carrier, hydrotropic agent, processing aid, dyestuff or pigment, bactericide, colouring agent, spices, preservative agent, opacifier, anti-piping compound, anti-crape agent, the even limit agent of fabric, spotting agent, antiseptic, corrosion inhibitor, or the like.
Particularly preferred optional ingredient comprises water-soluble calcium and/or the magnesium compound that additional stability is provided.Preferred chloride salt, but acetate, salts such as nitrate also can be used.The content of described calcium and/or magnesium salts is 0%~about 2%, preferred about 0.05%~0.5%, and more preferably from about 0.1%~0.25%.
But the present invention also can comprise other compatibility components, comprise the pending application sequence number 08/372068 that people such as Rusche submit on January nineteen ninety-five 12, the application serial 08/372490 that people such as Shaw submit on January nineteen ninety-five 12, and disclosed content in the application serial 08/277558 submitted on July 19th, 1994 of people such as Hartman, these patents are received document for referencial use at this.
The preparation primary solvent
Preparation glycol primary solvent
Available multiple synthetic method is made glycol primary solvent of the present invention.The suitable method for making of the required selection of each special construction by every kind of primary solvent.In addition, most of primary solvents also can be made with more than one methods.Therefore, the method for making of quoting for every kind of concrete primary solvent is only for illustrating here, and should not think it is limited.
Method A: preparation 1,5-, 1,6-and 1,7-glycols
Method 1
This synthetic method is the α that preparation is derived by substituted cyclic alkene, the commonsense method of ω-type glycols.The example of cyclic olefin is the alkylation isomers of cyclopentene, cyclohexene and cycloheptene.The general formula of useful alkylated cyclic alkene is
Each R is hydrogen or C in the formula
1-C
4Alkyl, and x is 3,4 or 5.
This cycloolefin can be transformed into product glycols eventually by three-step reaction.
Step 1 is cycloolefin and ozone (O
3) in the solvent of anhydrous ethyl acetate and so on, react, generate the intermediate ozonide.Step 2, ozonide is by palladium catalyst/H
2And so on be reduced to dialdehyde, the latter generates the object glycol by the boron hydride reduction reaction then in step 3.
1, the 2-glycol is made by the direct hydroxylating of suitable substituted olefine usually.For example
Each R is a hydrogen in the formula, alkyl or the like.
In the typical reaction, the osmium tetroxide of alkene and hydrogen peroxide (30%) and catalytic amount reaction in the tert-butyl alcohol or other suitable solvents.Reactant is as cold as about 0 ℃, and allows it spend the night.Remove unreacted compound and solvent with the way of distillation, and isolate with the way of distillation or crystallisation required 1, the 2-glycol.
Method 2: another method is being lower than under about 25 ℃ temperature, in the kind solvent of carrene, by and-reaction of chlorine benzylhydroperoxide or peracetic acid, be epoxides with conversion of olefines.By the epoxides open loop then that this chemical reaction produces, for example use the alkene sulphuric acid hydrolysis, generate glycol.
Step 3: generate object by the boron hydride reduction reaction.
Method 3
Prepare these compound other method and be to use hydrogen peroxide and catalytic amount osmium tetroxide, make the direct hydroxylating of cycloolefin.This reaction produces cyclic diols, and the latter is changed into the open chain dialdehyde by periodates or lead tetraacetate then.This dialdehyde is hydrogenated boron reduction by method 1 then, generate required 1,5-or 1,6-glycol or the like.
Method B:1, the preparation of 2-glycols
Method 1
Method C:1, the preparation of 3-glycols
The acidylate of enamine
This method is 1 of the manufacturing general type, the 3-glycols, and adapt to various architectural features.Eneamines is made by ketone and aldehyde, and they and acyl chloride reaction generate acylate.This acylated amine derivative is hydrolyzed to reply and is the acyl carbonyls, it be generate required 1,1 of 3-glycol, 3-dicarbapentaborane precursor.Described glycol is by 1, and the 3-dicarbonyl compound generates with the boron hydride reduction.
Therefore, at solvent, reflux in the toluene for example, and be added with catalytic amount right-toluenesulfonic acid, make acetaldehyde (aldehydes) and secondary amine (preferred cyclic amine is pyrrolidines or morpholine for example) reaction.Along with amine and carbonyls reaction (condensation), generate water, water is removed, for example reflux by a water trap.After theoretical water gaging removed, if desired reactant mixture is carried out stripping, (for example under vacuum) desolvate to remove (in most cases acylation reaction can carried out) in same dicyandiamide solution.
This dry crude that contains excess amine is produced enamine descend and suitable acyl chloride reaction, generate the acidylate enamine at about 20 ℃.Usually allowing this reaction at room temperature stir spends the night.Then the total overall reaction product is poured in the trash ice, stirred, and make this mixture become acidity with 20%HCl.This processing makes enamine be hydrolyzed into the acidylate dicarbonyl compound.With the extraction and the way of distillation intermediate is separated then, is removed low boiling impurity, make it reduction with sodium borohydride subsequently, generate required 1, the 3-glycol.
Method D: with pure aldehyde reaction and reduction system 1,4-glycols
This typical reaction relates to one or more aldehyde, one or more ketone, and their mixture, and they contain at least one α-hydrogen atom on the carbon atom adjacent with carbonyl, and the example of its some reactant and the end-product that some is possible is as follows:
To carry out aldehyde, ketone or its mixture of condensation, be put in the autoclave pressure that is in inert atmosphere with solvent (for example butanols) or with phase transfer medium (for example polyethylene glycol).When purpose for example is the mixing condensation reaction of ketone and aldehyde, generally use two kinds of reactants with 1: 1 mol ratio.The strong alkali catalyst that adds catalytic amount, sodium methoxide for example is generally about 0.5~10 mole of % of reactant.Seal up autoclave pressure, this mixture is transformed until most of reactants in about 35-100 ℃ heating, this needs about 5 minutes to about 3 hours usually.This thick is produced mixture neutralization, and the carbonyl functional group that produced was reduced with Raney nickel hydrogenation under about 100 ℃ and about 50 atmospheric pressure in about 1 hour.Remove the volatility thing with the way of distillation, vacuum distillation makes required glycol primary solvent.
More information about this method for making is disclosed in " Synthesis " (3), 164-5 (1975), A.Pochini and R.Ungaro; PCT Int.Appl.WO 9,507,254, people such as Kulmala, 16Mar.1995; Japan Pat.Appl.No.40,333, people such as Sato, 9 Feb.1990, Japan Pat.Appl.No.299,240, people such as Satc, 4 Dec.1989; Eur.Pat.Appl.No.367,743, Ankner, among 9 May 1990, all these articles and patent are all received document for referencial use here.
Illustrative embodiment: the condensation of butyraldehyde and/or isobutylaldehyde and conversion form eight carbon-1,3-glycol
A n-butanol (about 148 grams, about 2 moles, Aldrich produces) is put into one stirring rod is housed, interior thermometer, condenser reach in 500 milliliters of three mouthfuls of round-bottomed flasks that communicate with the nitrogen envelope, with sodium metal (about 2.3 grams, about 0.1 mole, Aldrich produces) handle, till sodium dissolves fully.Then, add the mixture of butyraldehyde (about 72 grams, about 1 mole, Aldrich produces) and isobutylaldehyde (about 72 grams, about 1 mole, Aldrich produces), and with this system keep about 40 ℃ till the initial aldehyde of major part reacts.Add sulfuric acid carefully with the neutralization bases catalyst, all salts of filtering, and with this solution under about 100 ℃ and about 50 atmospheric pressure, with about 1 hour of Raney nickel hydrogenation, to generate eight carbon-1, the mixture of 3-glycol.Remove all isobutanols that form in butanols solvent and the hydrogenation with the way of distillation, to generate 2,2,4-trimethyl-1, the 3-pentanediol, 2-ethyl-1,3-hexylene glycol, 2,2-dimethyl-1,3-hexylene glycol and 2-ethyl-4-methyl isophthalic acid, these eight carbon-1 of 3-pentanediol, the mixture of 3-glycol.Can also this mixture further be purified with vacuum distillation method or with activated carbon decolorizing.Recovered solvent is used to produce the next group glycol.
When only using butyraldehyde in the reaction, the primary product of gained is a 2-ethyl-1, the 3-hexylene glycol.
When only using isobutylaldehyde in the reaction, the primary product of gained is 2,2,4-trimethyl-1,3-pentanediol.The mixing condensation reaction of butyraldehyde and MEK and conversion form eight carbon-1, the mixture of 3-glycol
Condition A. will be placed on one stirring bar will be housed, interior thermometer, condenser and with 500 milliliters of three mouthfuls of round-bottomed flasks that nitrogen envelope is connected in portion just-(about 148 restrain butanols, about 2 moles, Aldrich produces), with sodium metal (about 2.3 grams, about 0.1 mole, Aldrich produces) handle, till sodium all dissolves.Then, add the mixture of butyraldehyde (about 72 grams, about 1 mole, Aldrich produces) and 2-butanone (about 72 grams, about 1 mole, Aldrich produces), and this system is kept about 40 ℃, till all initial butyraldehyde all react.Add sulfuric acid carefully with the neutralization bases catalyst, and filter all salts are removed.Also can unreacted raw material be removed with reaction dissolvent with the way of distillation.The mixture that will contain condensation reaction products with about 1 hour of Raney nickel hydrogenation, comprises 2-ethyl-1 with generation, the 3-hexylene glycol under about 100 ℃ and about 50 atmospheric pressure, 2-ethyl-3-methyl isophthalic acid, 3-pentanediol, 3, the 5-ethohexadiol, 3-methyl-3,5-heptandiol, and on a small quantity other 1,3-glycol isomers, for example 3-methyl-2,4-heptandiol and 3,4-dimethyl-2, eight carbon 1 such as 4-hexylene glycol, the mixture of 3-glycol.This thick diol mixture can further be purified by fractionation.
Condition B: repeat above-mentioned reaction, different is that per 1 mole of 2-butanone is used 2 moles of butyraldehyde mutually.Since aldehyde cause containing in the product this type of glycol at high proportion from condensation: i.e. 2-ethyl-1, the 3-hexylene glycol, and because the mixing condensation of aldehyde and 2-butanone causes containing in the product this class glycol at high proportion: 2-ethyl-3-methyl isophthalic acid for example, 3-pentanediol and 3, the 5-ethohexadiol, again since the 2-butanone cause containing in the product this class glycol of low ratio from condensation: 3-methyl-3 for example, 5-heptandiol and 3,4-dimethyl-2, the 4-hexylene glycol.
Condition C: repeat above-mentioned condensation, different is about 1 mole 2-butanone to be put into reaction vessel with solvent and catalyst, and add about 1 mole of butyraldehyde gradually.The conditioned reaction condition, make at the self-condensation reaction that adds fashionable 2-butanone slack-off, and the more active carbonyl reaction of aldehyde is rapid, this causes in the product glycol ratio that generates because of the condensation of 2-butanone and butyraldehyde and because of 2-butanone self-condensation reaction higher, and the glycol ratio that generates because of the self-condensation reaction of butyraldehyde is lower.
Condition D: under cryogenic conditions, repeat above-mentioned condensation reaction.1.0 moles of 2-butanone are dissolved in 5 times of volume anhydrous tetrahydro furans.Solution is chilled to-78 ℃ approximately, adds 0.95 mole of hydrofining in batches.After emitting of hydrogen stops, allowing the solution placement molecular balance turn to the more stable enolate of formation in 1 hour, under good the stirring, slowly adding 1 mole of hutanal then, and the while holding temperature is at-78 ℃.After adding, solution is warmed to room temperature gradually, and carefully adds sulfuric acid to neutralize.The elimination salt.Can remove unreacted raw material and reaction dissolvent with the way of distillation.The mixture that will contain condensation product under about 100 ℃ and about 50 atmospheric pressure with about 1 hour of Raney nickel hydrogenation, with generate dominant from the 2-butanone enolate and the glycol of the condensation reaction of butyraldehyde, promptly 3, the 5-ethohexadiol can be purified with the way of distillation.Isobutylaldehyde mixes condensation and is converted into eight carbon 1, the mixture of 3-glycol with MEK
Repeat above-mentioned condensation reaction condition A, different is to replace butyraldehyde with isobutylaldehyde.Condensation is similar with reducing process.Final diol product mainly is 2,2,4-trimethyl-1,3-pentanediol, 2,2,3-trimethyl-1,3-pentanediol, 2-methyl-3,5-heptandiol, and 3-methyl-3,5-heptandiol.Butyraldehyde, the mixing condensation reaction of isobutylaldehyde and MEK and be converted into eight carbon-1, the mixture of 3-glycol
Condensation reaction condition A above repeating, different is, butyraldehyde, each of isobutylaldehyde and 2-butanone is all used about 1 mole.Similarly carry out condensation and reduction reaction, to generate eight carbon of mainly forming-1 by following each thing, the 3-glycol: 2,2,4-trimethyl-1,3-pentanediol, 2-ethyl-1,3-hexylene glycol, 2,2-dimethyl-1,3-hexylene glycol, 2-ethyl-4-methyl isophthalic acid, 3-pentanediol, 2-ethyl-3-methyl isophthalic acid, 3-pentanediol, 3,5-ethohexadiol, 2,2,3-trimethyl-1, the 3-pentanediol, 2-methyl-3,5-heptandiol and 3-methyl-3, the 5-heptandiol also contains a small amount of methylene (rather than methyl) because of the 2-butanone other isomers that condensation reaction generates takes place.
By butyraldehyde, isobutylaldehyde and/or MEK condensation and the contained arbitrary specific compound of mixture that makes preferably is not more than about 90% weight, preferably be not more than about 80% weight, more preferably no more than about 70% weight,, most preferably be not more than about 50% weight also more preferably no more than about 60% weight.In addition, this reactant mixture should not contain greater than about 95% weight, preferably is not more than about 90% weight, more preferably no more than about 85% weight, most preferably is not more than the butyraldehyde or the isobutylaldehyde of about 80% weight.
Method for making E
By being added to, acetylide prepares 1 on the carbonyls, the 4-glycol
Two metallic acetylide Na
+-: C ≡ C:
-Na
+Generate unsaturated alcohol with the aldehydes or ketones reaction, for example
Then acetylenediol is reduced to enediol or thoroughly is reduced to saturated diols.This reaction also can so be carried out: to generate acetylene alcohol, the latter is translated into sodium salt with the acetylene list sodium slurry of content about 18% and carbonyl compound, and with the reaction of another mole carbonyls, generate unsaturated 1, the 4-glycol.To generate diol mixture use mixing the occasion of carbonyls with the diethyl acetylide, and if use single acetylide, then can the specific structure of high yield generation.Illustrative embodiment: preparation 6-methyl-2,5-heptandiol
Sodium acetylide slurry (in dimethylbenzene, concentration about 18%) forms acetylene alcohol with the isobutylaldehyde reaction:
With alkali acetylene alcohol is converted into sodium acetylide R-CHOH-C ≡ CNa, the latter reacts with 1 mole of acetaldehyde then, generates acetylenediol R-CHOH-C ≡ C-CHOH-R '.If desired, this compound (CH
3)
2CH-CHOH-C ≡ C-CHOH-CH
3Can be separated as unsaturated diol, and, become the material that contains two keys (replace ethine key) accordingly with catalytic hydrogenation method reduction, or further be reduced to the catalytic hydrogenation method saturated 1, the 4-glycol.
Method F
From cyclic acid anhydride, the preparation of the ester of lactone and dicarboxylic acids replaces glycol
This method for making is used for from dicarboxylic anhydride, and diester and lactone prepare glycol, and is particularly some 1, the 4-glycol, but it is not limited to 1,4-glycol or four carbon dicarboxylic acids.
This class glycol uses two (2-methoxy ethoxy) the aluminium sodium (Red-Al) of reductant hydrogenation with the parent acid anhydrides usually, and lactone or diester reduce and synthetic obtaining.This kind reductant is commercially available as 3.1 molar solutions of toluene, and per 1 mole of this reagent produces 1 mol of hydrogen.Diester and cyclic acid anhydride need about 3 moles Red-Al (for each mole matrix).When the succinyl oxide that adopts alkyl to replace illustrated this preparation method, this typical reduction reaction is following carried out:
At first acid anhydrides is dissolved in the dry toluene, and puts into one dropping funel is housed, mechanical agitator, in the reaction vessel of thermometer and reflux condenser, and described reflux condenser is linked on calcium chloride and the soda lime pipe with venting moisture and carbon dioxide.Reductant in the toluene is put into dropping funel, and slowly join in the anhydrous solution that is stirred.Reaction is heat release, makes temperature reach about 80 ℃.In the dropping time of remainder, maintain about 80 ℃, and after adding, kept this temperature 2 hours.
Allow the reactant mixture cool to room temperature then.Then this mixture is added in the HCl aqueous solution that is stirred (about 20% concentration) that cools off in the ice bath, temperature maintenance is at about 20~30 ℃.After the acidifying, this mixture is separated in separatory funnel, and organic layer washs with rare salting liquid, is neutrality for this reason until measuring with the pH test paper.With this neutral glycol solution of anhydrous magnesium sulfate drying, filter, then under vacuum stripping to obtain required glycol.
Method G preparation has the glycol that one or two all is secondary alcohol groups or tertiary alcohol base
This is a kind of from lactone and/or diester, carries out the alkylation of carboxyl and prepares the commonsense method that replaces glycol with methylmagnesium-bromide (Grignard reagent) or alkyl lithium compounds (normally lithium methide), for example:
This class alkylation can extend to diester.Excessive methylating reagent will generate the glycol that two alcohol radical all is tertiary alcohol bases.
1 of method H preparation replacement, 3-, 1,4-and 1,5-glycol
This method for making be utilize the chemical reaction be summarized among method A-1 and the method A-2 make some 1,3-, 1,4-and 1, the conventional method of 5-glycol.Changing part is with used cycloolefin among the cycloalkanes alkadienes replacement method A.The general formula of raw material is:
Each R is H or C in the formula
1-C
4Alkyl, and x is 1,2 or 3.
This reaction is a method category-A type, and difference is to form every mole of required glycol primary solvent will produce 1 mole of ethylene glycol, for example by 1-ethyl-5, and 5-dimethyl-1,3-cyclohexanediol (CAS No.79419-18-4) makes 2,2-dimethyl-1, the 4-hexylene glycol:
The preparation of many ethoxylated derivatives
Many ethoxylated derivatives of glycol primary solvent generally in high-pressure reactor, prepare under blanket of nitrogen.Under high temperature (about 80 ℃~about 170 ℃), an amount of oxirane is added in the mixture of diol solvent and potassium hydroxide.Calculate the amount of oxirane with respect to the amount of diol solvent, so that each glycol molecules adds the ethylene oxide group of correct number.When reaction was finished, for example after 1 hour, vacuum was removed residual unreacted ethylene oxide.Illustrative embodiment: preparation tetraethoxyization 3,3-dimethyl-1,2-butanediol
In 2 liters of Pa Er reactors that temperature controller is housed, add about 354 gram (about 3.0 moles) 3,3-dimethyl-1,2-butanediol and about 0.54 potassium hydroxide.With nitrogen blow reactor and find time three times to pressure be about 30mm mercury column.And then charge into nitrogen, and be heated to about 130 ℃ to atmospheric pressure.Subsequently by slightly vacuumizing the pressure of adjusting reactor to a little less than atmospheric pressure.In 1 hour, add oxirane (about 528 grams, about 12.0 moles), control temperature simultaneously to about 130 ℃.After reacting about 1 hour again, content is chilled to about 90 ℃, imposes vacuum and remove any residual oxirane.
The preparation of many ethoxylated derivatives of methyl blocking
The many ethoxylated derivatives of the methyl blocking of glycol generally are prepared as follows: with the glycol of selecting and methoxyl group many (ethyoxyl) chloroethanes of required chain length (is CH
3O-(CH
2CH
2O)
n-CH
2CH
2-Cl) reaction, or (be CH with the epoxy precursor of glycol and the methyl blocking polyethylene glycol of required chain length
3O-(CH
2CH
2O)
n-CH
2CH
2-OH) reaction, perhaps this two method is used in combination.Illustrative embodiment: Synthetic 2-methyl-2, the methyl blocking tetraethoxy derivative (CH of 3-butanediol
3)
2C (OH) CH (CH)
3(OCH
2CH
2)
4OCH
3
Past one is equipped with magnetic stirring bar, condenser, and temperature is taken into account temperature controller (Thermowatch
, I
2R)
1 liter of three neck round-bottomed flask in, add tetraethylene glycol methyl ether (about 208 grams, about 1.0 moles) and sodium metal (Aldrich produces, about 2.3 grams, about 0.10 mole), and under argon gas extremely about 100 ℃ of this mixture heated.After sodium dissolving, add 2-methyl-2,3-epoxy butane (about 86 grams, about 1.0 moles), spends the night this solution stirring by under argon gas about 120 ℃.Its
13C~NMR (dmso-d
6) show that reaction is complete, because the epoxy peak disappears.Reactant mixture is cooled off, pour in isopyknic water,, make it saturated with sodium chloride, and use the dichloromethane extraction secondary with 6N HCl neutralization.With the dichloromethane layer of dried over sodium sulfate merging, and stripping generates required thick product polyether alcohol except that desolvating.The vacuum available fractionating process is purified.
Synthesizing of methoxyl group triethoxy chloroethanes
Magnetic stirring bar is housed, condenser and temperature controller (Thermowatch, I toward one
2R)
1 liter of three neck round-bottomed flask in, under argon gas, add tetraethylene glycol methyl ether (about 208 grams, about 1.0 moles).Be added dropwise to thionyl chloride (about 256.0 grams, about 2.15 moles) under good the stirring in 3 hours, holding temperature is 50-60 ℃ scope.Then about 55 ℃ with the reactant mixture heated overnight.Measure
13C-NMR (D
2O), show have only a unreacting alcohol~66ppm small peak and represent chlorizate (CH
2Cl)~the big peak of 43.5ppm.In this thing, slowly add saturated nacl aqueous solution, till thionyl chloride is destroyed.This thing is handled with about 300 milliliters of saturated nacl aqueous solutions, and uses the 500ml dichloromethane extraction.The organic layer drying, and solvent is removed, generated the thick methoxy ethoxy chloroethanes that produces with rotary evaporator.Also can purify with the vacuum topping method.The 2-methyl isophthalic acid, the methyl blocking tetraethoxy derivative C of 3-pentanediol
2H
5CH (OH) CH (CH
3) CH
2(OCH
2CH
2)
4OCH
3Synthetic
Pure C
2H
5CH (OH) CH (CH
3) CH
2OH (about 116 grams, about 1.0 moles) puts into one with the about 100ml oxolane of solvent and magnetic stirring bar is housed, condenser and temperature controller (Thermowatch
, I
2R) in 1 liter of three-neck flask.In this solution, add sodium hydride (about 32 grams, about 1.24 moles) in batches, make this system keep refluxing and stop to emit up to gas.Add methoxyl group triethoxy chloroethanes (about 242 grams, as above make by about 1.2 moles), this system is kept and was refluxed about 48 hours.Reactant mixture is chilled to room temperature, and under agitation adds the hydride of entry carefully, remove oxolane with rotary evaporator with decomposing excessive.Crude product is dissolved in about 400ml water, and enough sodium chloride dissolved in makes it reach nearly saturation state in the water, then with every part of about 300ml carrene this mixture extraction secondary.With the dichloromethane layer of this merging of dried over sodium sulfate, and solvent is removed, generated thick product, can also under about 150 ℃ and vacuum, further remove unreacting material and low molecular weight by-products makes purification with spherical tube apparatus with rotary evaporator.Can also carry out vacuum evaporation further to purify, generate the polyether of title.
The preparation of many propoxylated derivative
One is equipped with magnetic stirring bar, solid CO
2Cooler condenser, addition funnel, (Therm-O-Watch, three neck round-bottomed flasks 12R) are blown away the air of system with nitrogen current, with nitrogen reactant mixture are sealed then for thermometer and temperature control equipment.Add absolute alcohol in this reaction flask or want propenoxylated glycol.Add about 0.1-5 mole % sodium metal in reaction vessel carefully, heating in case of necessity is so that all sodium all reacts in batches.Then this reactant mixture is heated to about 80~130 ℃ and be added dropwise to expoxy propane (Aldrich product) from dropping funel, rate of addition should maintain and make solid CO
2Cooler condenser produces a small amount of degree that refluxes.Continue to add expoxy propane, till the degree of propoxylation quantum volueris of wanting to reach has added.Continue heating and all stop, and temperature was kept about 1 hour again, react completely with assurance until all backflows of expoxy propane.Then reactant mixture is chilled to room temperature, and carefully adds the acid that is easy to get, as methanesulfonic acid, so that neutralization.All salts are removed in filtration, obtain required propoxylation products.Propenoxylated average degree generally with
1The integrated value of H-NMR spectrum is determined.
The preparation of many butoxyization derivative
One is equipped with magnetic stirring bar, solid CO
2Cooler condenser, charging hopper, temperature is taken into account temperature control equipment, and (Therm-O-Watch, three neck round-bottomed flasks 12R) blow the air of system off with nitrogen current, with nitrogen reactant mixture are sealed then.Add absolute alcohol in the reaction flask or want the glycol of butoxyization.Carefully add about 0.1-5 mole % sodium metal in reaction vessel, then heating if desired is so that all sodium all reacts in batches.Then reactant mixture is heated to about 80-130 ℃, and dropwise adds α-epoxy butane (Aldrich product) from dropping funel, adding speed should maintain and make solid CO
2Cooler condenser produces a small amount of degree that refluxes.Continue to add epoxy butane, up to for till making butoxyization reach set degree quantum volueris to add.Continue heating and all stop, and be incubated about 1~2 hour again and react completely with assurance until all backflow of epoxy butane.Then reactant mixture is chilled to room temperature and carefully adds the acid such as the methanesulfonic acid that are easy to get and neutralize.Remove by filter all salt to obtain required butoxy product.The average degree of butoxyization generally with
1The integrated value of H-NMR spectrum is determined.
The preparation of many four methylene oxygen radical derivatives
The about 0.1 mole of needed raw material absolute alcohol of portion or glycol are put into one magnetic stirrer is housed, condenser, interior temperature is taken into account in the three neck round-bottomed flasks of argon envelope system.If required average " four inferior methoxylations " degree is one of each hydroxyl approximately, then every mol of alcohol added 2-of functional group (4-chlorine butoxy) oxinane (ICI) is about 0.11 mole.If desired, add solvent for example oxolane , diox or dimethyl formamide.Then, divide aliquot to add sodium hydride (with respect to the excessive about 5 moles of % of chlorine compound) under good the stirring, holding temperature is in about 30~120 ℃ simultaneously.After hydride reacts, keep this temperature up to the equal hexylization of all alcohol radicals, the time is about 4~24 hours.After reaction was finished, cooling divided aliquot to add the hydride of methyl alcohol with decomposing excessive carefully.Add isopyknic approximately water then, and with sulfuric acid pH is transferred to and to be about 2.Be heated to about 40 ℃ and be incubated about 15 minutes, after the protecting group with the hydrolysis THP trtrahydropyranyl,, and remove with rotary evaporator and to desolvate with NaOH neutralization reaction mixture.Residue is dissolved in ether or the carrene, and removes by filter salt.Generate thick four inferior methoxylation alcohol or the glycol that produce behind the stripping.The vacuum available way of distillation is further purified.Final four inferior methoxylation average degrees if desired then use corresponding more a spot of chloride and hydride less than 1.For reaching the tetramethylene average degree, then in circulation, repeat all processes till accumulation reaches target level greater than 1.
The preparation of alkyl and aryl list glycerin ether
The method of generally producing alkyl and/or aryl list glycerin ether comprises at first produces the alkyl glycidyl ether precursor, then it is converted into ketal, the latter and then be hydrolyzed into single glycerin ether (glycol).Preferably just illustrate below-amyl group glycerin ether (being 3-(amoxy)-1, the 2-propylene glycol) n-C
5H
11-O-CHOH-CH
2The preparation of OH.
Preparation 3-(amoxy)-1, the 2-propylene glycol
Past two liters of round-bottomed flasks of one three neck (the head agitator is housed, water-cooled condenser, mercury temperature is taken into account charging hopper) the about 546 gram NaOH aqueous solution (about 50% concentration) of adding and about 38.5 gram hydrogen sulfate TBuAs (PTC, i.e. phase transfer catalyst).The contents stirred of flask so that dissolve, is added about 400ml hexane (mixture of isomers contains about 85% n-hexane) and about 200 gram 1-amylalcohols then.In charging hopper, add about 418 gram epoxychloropropane, then it is slowly added (dropping) in the reactant mixture that is stirring.Because of making temperature, exothermic heat of reaction is raised to about 68 ℃ gradually.Epoxychloropropane adds the relief reaction and continues 1 hour (no longer heat release).
With about 500ml warm water crude product mixture is diluted, slowly stir, water layer avales and is removed then, and hexane layer is mixed, and with about 1 intensification water dilution, adds dilute sulfuric acid the pH of mixture is transferred to about 6.5 again.Divide water-yielding stratum again and discard, then hexane layer is given a baby a bath on the third day after its birth time with fresh water.Tell hexane layer subsequently, be evaporated to rotary evaporator and do to obtain thick just producing-the amyl group glycidol ether.
Acetonation (being converted into ketal)
Past 2 liters of round-bottomed flasks of one three neck (the head agitator is housed, water-cooled condenser, mercury temperature is taken into account charging hopper) in, add about 1 liter of acetone.Under agitation in this acetone, add about 1mlSnCl
4Toward the charging hopper that is arranged in reaction flask top, add that about 200 grams have just made just-the amyl group glycidol ether.Very slowly this glycidol ether is added in the acetone soln that is stirring and (regulate its speed control heat release).Glycidol ether adds the relief reaction and carries out about 1 hour (about 52 ℃ of maximum temperature).
Hydrolysis
Equipment modification is distilled, and set up heating mantles and thermostat.By boiling off about 600ml acetone crude product mixture is concentrated.In this cold concentrated solution, add about 1 liter of aqueous sulfuric acid (concentration about 20%) and about 500ml hexane.Content with flask under agitation is heated to about 50 ℃ (acetone of conditioning equipment to collect and separately to have emitted) then.Hydrolysis proceeds to the reaction of TLC (thin layer chromatography) analytical proof and finishes for this reason.
The thick reactant mixture that produces is cooled off, tell the water-bearing layer and abandon it.Then with about 1 intensification water organic layer dilution and add rare NaOH aqueous solution (1N) and pH is transferred to be about 7.Tell the water-bearing layer again and organic facies with fresh water washing three times.Then organic facies is told, and evaporated with rotary evaporator.Be extracted in the methanol/water solution (weight ratio is about 70/30) the residue dilution and with required product with fresh hexane then.Again methanol/water solution is steamed to doing (adding other methyl alcohol to quicken evaporation of water) by rotary evaporator.Then residue while hot with the glass microfiber filter paper filtering, just obtaining-amyl group list glycerin ether.
Synthetic two (the 2-hydroxyl butyl) ethers of the preparation of two (hydroxyalkyl) ether
Magnetic stirrer will be housed, interior thermometer, charging hopper, condenser, 1 liter of three-necked round bottom flask of argon source of supply and heating mantles is blown clearly with argon gas, adds 1 then, 2-butanediol (about 1.2g, about 0.05 mole, Aldrich produces) and sodium metal, and make the sodium dissolving.Be heated to about 100 ℃ and be added dropwise to epoxy butane (about 71g, about 1 mole, Aldrich produces) and stir simultaneously.Continue heating and stop, and the continuation heating made it conversion in 1 hour fully up to the epoxy butane backflow.Use the sulfuric acid neutralise mixt, filter desalination, vacuum topping liquid is removed superfluous butanediol.The required ether of residual system, also further vacuum distillation is purified.Synthetic two (2-hydroxycyclopent base) ether
Magnetic stirrer is housed, interior thermometer, charging hopper, condenser, 1 liter of three neck round-bottomed flask argon purge of argon source of supply and heating mantles with one.Add 1 then, 2-ring pentanediol (about 306 grams, about 3 moles, Aldrich produces) adds boron trifluoride diethyl etherate (about 0.14 gram, about 0.01 mole, cis-trans-isomer mixture, Aldrich product) again.Then epoxy amylene (about 84 grams, about 1 mole, Aldrich produces) is all being reacted reactant mixture for this reason at about 10~40 ℃ of insulations to all epoxy amylenes when under agitation dripping.With NaOH reactant mixture is neutralized, under vacuum this liquid fractionation to reclaim excessive ring pentanediol.Required ether obtains as residue.Also can carry out vacuum distillation again so that purify.
Above disclosed method for making only be illustrative, be in order to help those skilled in the art to put into practice the present invention, rather than limitation of the present invention.
Except as otherwise noted, all here percentage, ratio and ratio all are meant weight.The relevant portion of the file of being quoted is to some extent all received document for referencial use at this.
Be non-limiting example of the present invention below:
Following embodiment represents to have the transparent or translucent product of acceptable viscosity.
Composition in the following example is made as follows: the oil measure liquid of at first making DEQA softening agent active matter in room temperature.If the softening agent active matter when room temperature be not liquid can the softening agent active matter be heated to for example about 130-150 °F (about 55-66 ℃) make it the fusing.With IKA RW 25
Blender mixes the softening agent active matter about 2~5 minutes at about 150rpm.On the other hand, store liquid with deionization (DI) water mixing HCl to make acid/water in room temperature.In water storage liquid, add chelating agent then.If softening agent active matter and/or primary solvent be not liquid when room temperature and need heating, then acid/water storage liquid also is heated to suitable temperature, and for example about 100 °F (about 38 ℃) also maintain this temperature with water-bath.Primary solvent (it being melted under suitable temperature if its fusing point is higher than room temperature) is added in the pre-composition of softening agent, and this pre-composition mixed about 5 minutes, add to acid/water storage liquid in the softening agent storage liquid then and mix about 20~30 minutes, or mix so far that composition becomes limpid and even.This composition air is cooled to environment temperature.
Following each thing is to have the suitable chlorination N that approximate given fatty acyl group distributes, N-two (fatty acyl group-oxygen ethyl)-N, N-Dimethyl Ammonium fabric softener active matter (DEQA ' s), make following composition with them below.Fatty acyl group DEQA
1DEQA
2DEQA
3DEQA
4DEQA
5The sum of C12 trace trace 00 0,C14 3300 0,C16 4455 5,C18 0056 6C14:1 330 0C16:1 11 700 3C18:1 74 73 71 68 67C18:2 488 11 11C18:3 0112 2C20:1 0022 2C20 and higher 00200 unknown 00667 sum 99 99 100 100 suitable/anti-20-30 20-30 45 5TPU 49 10 13 13TPU=polyunsaturated fat acyl groups of 102IV 86-90 88-95 99 100 95, by weight.Fatty acyl group DEQA 6 DEQA 7 DEQA 8C14 01 0,C16 11 25 5,C18 4 20 14C14:1 00 0C16:1 10 1C18:1 27 45 74C18:2 50 6 3C18:3 700 suitable/anti-(C18:1) unavailability 7 unavailability TPU 57 6 unavailabilities of other 033 sum, 100 100 100IV 125-138 56 unavailabilities
Example I
Component 1 2 3 4 5 6 7 8
Weight % Weight % Weight % Weight % Weight % Weight % Weight % Weight %DEQA
126.6 43.2-26.6-26.6 26.6 26.6DEQA
6--27.5-27.5---ethanol 6 10 5.1 6 3.1 64 62-ethyl-1; 3 8--8989--hexylene glycol 1,2-hexylene glycol 8 20 16 8989 16DTPA 0.01 0.01 0.1 0.1 2.5 2.5 0.1 0.01HCl (pH2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 0.005 spices----1.0--Kathon--3ppm 3ppm----deionized water balance balance balance balance balance balance balance balance
DEQA
6Chlorination N, N-two (cocoa-acyl group-oxygen ethyl)-N, N-dimethylammonium
2-ethyl-1,3-hexylene glycol and 1, the Clog P value of 2-hexylene glycol is respectively 0.60 and 0.53, all in preferred Clog P value scope.
The foregoing description proves has the limpid or translucent product that can accept granularity.
Example I A
Comparative example comparative example comparative example comparative example comparative example comparative example
Component8 8A 8B 8C 8D 8F 8F
Weight % Weight % Weight % Weight % Weight % Weight % Weight %DEQA
126.6 26.6 26.6 26.6 26.6 26.6 26.61,2-hexylene glycol 16------1,2-propylene glycol-16-----1,2-butanediol--16----1,2-pentanediol---16---1,2-heptandiol----16--1,2-ethohexadiol-----16-1,2-decanediol------16 ethanol 666666 6HCl (pH2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 deionized water balance balance balance balance balance balance balance
Among the example I A all 1, the 2-alkyl diol, except 1, outside the 2-hexylene glycol, their Clog P value is all outside effective range 0.15~0.64.Only have to contain 1, the composition of the example I of 2-hexylene glycol-8 is a kind of limpid compositions that all have acceptable viscosity under about 40 (about 4 ℃) that reach in room temperature; The composition of comparing embodiment I-8A to I-8F is not limpid and/or does not have acceptable viscosity.
Example I B
Comparative example comparative example comparative example comparative example comparative example comparative example
Component8 8G 8H 8I 8J 8K 8L
Weight % Weight % Weight % Weight % Weight % Weight % Weight %DEQA
126.6 26.6 26.6 26.6 26.6 26.6 26.61,2-hexylene glycol 16------1,3-hexylene glycol-16-----1,4-hexylene glycol--16----1,5-hexylene glycol---16---1,6-hexylene glycol----16--2,4-hexylene glycol-----16-2,5-hexylene glycol------16 ethanol 666666 6HCl (pH2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 deionized water balance balance balance balance balance balance balance
All hexylene glycol isomers among the example I B, except 1, outside the 2-hexylene glycol, its Clog P value is all outside effective range 0.15~0.64.What example I-8 was only arranged contains 1, and the composition of 2-hexylene glycol is a kind of limpid composition that all has acceptable viscosity under room temperature and about 40 (about 4 ℃); The composition of comparing embodiment I-8G to I-8L is not limpid and/or does not have acceptable viscosity.
Example I-C
Comparative example
Component8 8M 8N 8O 8P 8Q
Weight % Weight % Weight % Weight % Weight % Weight %DEQA
126.6 26.6 26.6 26.6 26.6 26.61; 2-hexylene glycol 16 9.2 13 9 9-1; 2-pentanediol-6.8 2--6.81,2-ethohexadiol--1--9.2 ethyl lactates---9--isopropyl lactate----9-ethanol 66666 6HCl (pH2-3.5) 0.005 0.005 0.005 0.005 0.005 0.005 deionized water balance balance balance balance balance balance
Example I-8, I-8M and I-8N's contains the preferred primary solvent 1 of effective dose, and the composition of 2-hexylene glycol is in room temperature and all have the limpid composition of acceptable viscosity under about 40 °F (about 4 ℃).Example I-8O and I-8P's contains the preferred primary solvent 1 of effective dose, the composition of 2-hexylene glycol, be limpid composition, and also be limpid under about 40 °F (about 4 ℃) but tell a substratum at the top, but when getting back to room temperature, recover to become clear again with acceptable viscosity.It is preferred 1 that the composition of Comparative Example I-8Q does not contain effective dose, and the composition of 2-hexylene glycol is unlimpid, and/or does not have acceptable viscosity.
Example II
1 2 3 4 5 6 7 Component Weight % Weight % Weight % Weight % Weight % Weight % Weight %DEQA
1-26.6-20.0 20.0 26.6-DEQA
627.5-27.5 6.8 6.8-27.5 ethanol 5.1 6 5.1 3.8-4 5.1 isopropyl alcohols-----2-2-ethyl-1,3---16 18---hexylene glycol 1,2-hexylene glycol 16----16-2,5-dimethyl-------162,5-hexylene glycol 2-methyl-2-propyl group-16 16-----1, ammediol DTPA 0.01 0.05 0.09 0.1 0.01 0.1 0.05HCl (the about 2-3.5 of pH) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 deionized water balance balance balance balance balance balance balance
EXAMPLE III
1 2 3 4 5 6 7 Component Weight % Weight % Weight % Weight % Weight % Weight % Weight %DEQA
1-26.6-26.6 26.6 26.6-DEQA
226-26---26 ethanol 5.1 6 5.1 3.8-4 5.1 isopropyl alcohols-----2-n-propyl alcohol 18------2-butanols-16-----2-methyl isophthalic acid-propyl alcohol--18--2-2-methyl-2-propyl alcohol---20---2, the 3-butanediol,----18--2,3-dimethyl-1, the 2-butanediol,-----16-2,3-dimethyl-1, the 2-butanediol,------183,3-dimethyl-DTPA 0.1 0.1 2.5 0.01 0.01 2.5 0.1CaCl
2-0.25-----HCl (the about 2-3.5 of pH) 0.005 0.005 0.005 0.005 0.005 0.005 0.005 deionized water balance balance balance balance balance balance balance
EXAMPLE IV
Manufacturing has the limpid fabric softener of following composition and measures its clarity.Measure clarity, the ken 0.25 with Hunter Lab color survey meter with total transmission mode ", the hole is big by 0.25 ", elimination UV, no UV lamp is made standard with deionized water, the 30mm pond.From begin to 120 °F store 10 days after, the CIELAB difference of this composition is 0.04 (when DTPA is arranged) and 20.37 when DTPA (no).The percentage turbidity of this composition in transmission mode is 1.51% when being added with DTPA.
Composition weight %
DEQA???????????????????????????????26.00
Ethanol 2.00
Hexylene glycol 2.00
1,2 hexylene glycol 17.00
HCl(1N)????????????????????????????0.25
Kathon(1.5%)??????????????????????0.02
DTPA???????????????????????????????0.01
Deionized water 52.72
The method general picture
As previously mentioned, some mixture of primary solvent B and primary solvent B and second solvent can be prepared and comprises softening agent active matter A (about 55%~85% for pre-composition weight, preferred about 60%~80%, more preferably from about 65%~75%); Primary solvent B (be the about 10%~30% of pre-composition weight, preferred about 13%~25%, more preferably from about 15%~20%); And the pre-composition that also can contain water-soluble solvent (for the pre-composition amount about 5%~20%, be preferably about 5%~17%, more preferably about 5%~15%) arbitrarily.Primary solvent B can also use the mixture by the disclosed unavailable solvent of effective quantity primary solvent B and some fronts to replace.These pre-compositions contain the fabric-softening active matter A of aequum, and the primary solvent B of q.s, also can contain solvent C arbitrarily, make pre-composition have required viscosity under temperature required scope.The general viscosity that is suitable for processing preferably less than about 500cps, is more preferably less than about 300cps for less than about 1000cps.The employing of low temperature has improved security by the volatilization that reduces solvent, has reduced the degraded and/or the loss of materials such as Biodegradable fabric softening agent active matter, spices, has reduced the needs to heat, thereby has saved processing and expended.Consequently improved the influence of environment and improved the security in the manufacturing operation.
The example of pre-composition and the processing method when using them comprise that (it generally contains and has an appointment 55%~85%, and is preferably about 60%~80%, and more preferably from about 65%~75% fabric softener active matter A-is called DEQA in an embodiment pre-composition
1And DEQA
8) mix with about 10%~30%, preferred about 13%~25%, more preferably about 15%~20% primary solvent, for example 1, the 2-hexylene glycol, and about 5%~20%, preferred about 5%~15% water-soluble solvent C, for example ethanol and/or isopropyl alcohol etc.
The DEQA that contains about 13% ethanol as described below when use
1As the fabric-softening active matter, 1, the 2-hexylene glycol is during as primary solvent, and to present limpid and/or liquid temperature as follows for pre-composition when then containing different amount primary solvent:
About 25%1,2-hexylene glycol=be lower than approximately-5 ℃ be limpid, be lower than approximately-10 ℃ and be in a liquid state.
About 17%1,2-hexylene glycol=be low to moderate about 0 ℃ is limpid, is low to moderate approximately-10 ℃ and is in a liquid state.
About 0%1,2-hexylene glycol=be low to moderate about 17 ℃ is limpid, is low to moderate about 0 ℃ and is in a liquid state.
These pre-compositions can be used to prepare final composition in comprising the method for following each operation:
1. make the pre-composition of fabric-softening active matter, for example contain about 72%DEQA
1, about 11% ethanol, and about 17% primary solvent, for example 1, the 2-hexylene glycol makes it be chilled to environment temperature.
2. in pre-composition, mix with spices.
3. at room temperature make water, the water storage liquid of chelate and HCl.
4. under good the stirring, pre-composition is added in the entry.
5. use CaCl
2Solution is adjusted to required viscosity.
6. add dyestuff to obtain required color.
Fabric-softening active matter (DEQA), primary solvent B reaches any adding water soluble solvent and can be used for preparing pre-composition, and the latter can be used for being prepared into subsequently composition.
For commercial object, the above-mentioned composition container of packing into, specifically be bottle, more specifically be among (though glass, be orientated polyly also can replace) clear bottles (though translucent bottle is also available) of polypropylene system.This bottle can have sky-blue and transfer the yellow that had existed already with compensation or can produce in storage process.Concerning short and very limpid product, also can use no tone or with the bottle of other tones.Also can use the bottle that contains ultra-violet absorber reducing ultraviolet light, the particularly influence of highly unsaturated active matter (ultra-violet absorber also can from the teeth outwards) to contained object matter.Total effect of clarity and container shows the clarity of said composition, makes the consumer relieved to product quality.
Claims (11)
1. limpid fabric softening compositions, it comprises:
A. account for about 2% to about 80% Biodegradable fabric softening agent active matter of composition weight:
B. be about 0.15 to about 0.64 primary solvent less than its Clog P value of about 40% of composition weight:
C. account for about 0.001 to about 10% chelate of composition weight; And
E. the water of aequum; Wherein the percentage turbidity of the Hunter color analysis transmission mode of said composition is less than about 90%.
2. the composition described in claim 1, wherein the percentage turbidity of this Hunter color analysis transmission mode is less than about 50%.
3. the composition described in claim 2, wherein the percentage turbidity of this Hunter color analysis transmission mode is less than about 25%.
4. the composition described in claim 1, described chelating agent is selected from by diethylene-triamine pentaacetic acid, ethylenediamine tetra-acetic acid, ethylenediamine-N, N '-disuccinic acid, diethylenetriamines-N, N, N ', one group of forming of N ", N " five (methane phosphonic acids), nitrilotriacetic acid(NTA) and their mixture.
5. the composition described in claim 4, wherein said chelating agent is a diethylene-triamine pentaacetic acid.
6. the composition described in claim 1, wherein said biodegradable fabric softener active matter is selected from one group that is made up of following each thing:
I. the compound that has following general formula: [(R)
4-m-N
(+)-[(CH
2)
n-Y-R
1]
m] X
(-)(I) each R substituting group is hydrogen or short chain C in the formula
1-C
6Alkyl or hydroxyalkyl; Each m is 2 or 3; Each n is 1 to about 4; Each Y is-O-(O) C-,-(R) N-(O) C-, and-C (O)-N (R)-, or-C (O)-O-; When Y be-O-(O) C-or-(R) during N-(O) C-, each R
1In carbon add that 1 summation is C
6-C
22, but this number at utmost is: a R
1Or YR
1Sum less than 12, and other R
1Or YR
1Sum be at least 16, each R simultaneously
1Be long-chain C
5-C
21Straight chain, branching, undersaturated or polyunsaturated alkyl:
Ii. the compound that has following general formula:
Each Y in the formula, R, R
1And X
(-)Has implication same as described above; And
Iii. their mixture.
7. the composition described in claim 6, wherein each R in the fabric-softening active matter
1Be long-chain C
5-C
21Branched-alkyl or unsaturated alkyl can also replace arbitrarily, and the ratio of branched-alkyl and unsaturated alkyl is 5: 95 to about 95: 5, and for unsaturated alkyl, this R
1The average iodine number of the maternal fatty acid of base is about 20 to about 140.
8. the composition described in claim 7, wherein said composition contains about 15% to about 70% described softening agent active matter, and wherein, in this softening agent active matter, each R substituting group is hydrogen or short chain C
1-C
3Alkyl or hydroxyalkyl; Each n is 2; Each Y is-O-(O) C-; Each R
1Carbon add that 1 summation is C
12-C
22, and R
1Be branched-alkyl or unsaturated alkyl, the ratio of branched-alkyl and unsaturated alkyl is about 75: 25 to about 25: 75, and concerning unsaturated alkyl, this R
1The average iodine number of maternal fatty acid be about 50 to about 130; And wherein counter ion X-is selected from by the chlorine root, bromine root, methyl-sulfuric acid root, etherosulfuric acid root, the group that sulfate radical and nitrate radical are formed.
9. the composition described in claim 8, wherein each R substituting group is hydrogen or short chain C
1-C
3Alkyl or hydroxyalkyl; Each n is 2; Each R
1In carbon add that 1 summation is C
12-C
20And wherein counter ion X-is selected from by the chlorine root, bromine root, methyl-sulfuric acid root, etherosulfuric acid root, sulfate radical, the group that nitrate radical is formed.
10. the composition described in claim 8, wherein each R substituting group is selected from by methyl, a group of forming of ethyl, propyl group, ethoxy and benzyl; Each m is 2; Each n is 2; Each R
1In carbon add that 1 summation is C
14-C
20, each R of while
1Be long-chain C
13-C
19Branched-alkyl or unsaturated alkyl, the ratio of branched-alkyl and unsaturated alkyl are about 50: 50 to about 30: 70; For unsaturated alkyl, this R
1The iodine number of the maternal fatty acid of base is about 70 to about 115; Counter ion X wherein
-It is the chlorine root.
11. the composition described in claim 8, the content that wherein contains the fabric-softening active matter of many unsaturated alkylenes are at least softening agent active matter gross weight about 3% of existence, and R
1The average iodine number of the maternal fatty acid of base is about 60 to about 140.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US105795P | 1995-07-11 | 1995-07-11 | |
US60/001057 | 1995-07-11 | ||
US62101996A | 1996-03-22 | 1996-03-22 | |
US08/621019 | 1996-03-22 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN96196853A Division CN1107716C (en) | 1995-07-11 | 1996-07-11 | Concentrated, stable fabric softening composition containing chelant |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1436890A true CN1436890A (en) | 2003-08-20 |
CN1232692C CN1232692C (en) | 2005-12-21 |
Family
ID=26668492
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN96196853A Expired - Fee Related CN1107716C (en) | 1995-07-11 | 1996-07-11 | Concentrated, stable fabric softening composition containing chelant |
CN96196787A Pending CN1195369A (en) | 1995-07-11 | 1996-07-11 | Concentrated stable fabric softening composition |
CNB021432295A Expired - Fee Related CN1232692C (en) | 1995-07-11 | 2002-09-17 | Concentrated & stable fabric softening composition containing chelant |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CN96196853A Expired - Fee Related CN1107716C (en) | 1995-07-11 | 1996-07-11 | Concentrated, stable fabric softening composition containing chelant |
CN96196787A Pending CN1195369A (en) | 1995-07-11 | 1996-07-11 | Concentrated stable fabric softening composition |
Country Status (15)
Country | Link |
---|---|
EP (2) | EP0839180A1 (en) |
JP (2) | JP3916666B2 (en) |
KR (3) | KR100263216B1 (en) |
CN (3) | CN1107716C (en) |
AR (1) | AR002814A1 (en) |
AT (1) | ATE233804T1 (en) |
AU (2) | AU6488996A (en) |
BR (2) | BR9609823A (en) |
CA (2) | CA2226564C (en) |
CZ (2) | CZ3898A3 (en) |
DE (1) | DE69626521T2 (en) |
HU (2) | HUP9802404A3 (en) |
MX (2) | MX9800382A (en) |
TR (1) | TR199800029T1 (en) |
WO (2) | WO1997003172A1 (en) |
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AU7578198A (en) * | 1997-05-19 | 1998-12-11 | Procter & Gamble Company, The | Clear or translucent fabric softener compositions using mixture of solvents |
BR9811584A (en) * | 1997-07-29 | 2000-08-22 | Procter & Gamble | Stable concentrate, preferably clear, fabric softening composition containing amine fabric softener |
CA2300403A1 (en) * | 1997-08-18 | 1999-02-25 | The Procter & Gamble Company | Clear liquid fabric softening compositions |
US6875735B1 (en) * | 1997-11-24 | 2005-04-05 | The Procter & Gamble Company | Clear or translucent aqueous fabric softener compositions containing high electrolyte content and optional phase stabilizer |
ZA991635B (en) * | 1998-03-02 | 1999-09-02 | Procter & Gamble | Concentrated, stable, translucent or clear, fabric softening compositions. |
US6486121B2 (en) * | 1998-04-15 | 2002-11-26 | The Procter & Gamble Company | Softener active derived from acylated triethanolamine |
EP1018541A1 (en) * | 1999-01-07 | 2000-07-12 | Goldschmidt Rewo GmbH & Co. KG | Clear fabric softener compositions |
US6916781B2 (en) | 1999-03-02 | 2005-07-12 | The Procter & Gamble Company | Concentrated, stable, translucent or clear, fabric softening compositions |
US6995131B1 (en) * | 1999-05-10 | 2006-02-07 | The Procter & Gamble Company | Clear or translucent aqueous fabric softener compositions containing high electrolyte and optional phase stabilizer |
GB9915964D0 (en) | 1999-07-07 | 1999-09-08 | Unilever Plc | Fabric conditioning composition |
AU2001263062A1 (en) | 2000-05-11 | 2001-11-20 | The Procter And Gamble Company | Highly concentrated fabric softener compositions and articles containing such compositions |
AU2000280403A1 (en) * | 2000-05-24 | 2003-02-17 | Procter & Gamble | A fabric softening composition comprising a malodor controlling agent |
DE10046434A1 (en) * | 2000-09-20 | 2002-04-04 | Cognis Deutschland Gmbh | Process for the production of branched alcohols and / or hydrocarbons |
US6946501B2 (en) | 2001-01-31 | 2005-09-20 | The Procter & Gamble Company | Rapidly dissolvable polymer films and articles made therefrom |
DE10320433A1 (en) * | 2003-05-08 | 2005-02-17 | Henkel Kgaa | Frost-resistant conditioning agents |
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KR20080007364A (en) * | 2005-05-12 | 2008-01-18 | 더 프록터 앤드 갬블 캄파니 | Fabric softening compositions stable under freeze-thaw conditions |
JP4579055B2 (en) * | 2005-06-01 | 2010-11-10 | 花王株式会社 | Transparent or translucent liquid softener composition |
CN1940045B (en) * | 2005-09-27 | 2010-09-22 | 深圳市城洁宝环保科技有限公司 | Viscose scavenger |
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EP2231531B1 (en) * | 2007-12-14 | 2012-04-04 | Unilever N.V. | Builder system for a detergent composition |
US8232239B2 (en) * | 2010-03-09 | 2012-07-31 | Ecolab Usa Inc. | Liquid concentrated fabric softener composition |
US11261402B2 (en) | 2016-01-25 | 2022-03-01 | The Procter & Gamble Company | Treatment compositions |
US10689600B2 (en) | 2016-01-25 | 2020-06-23 | The Procter & Gamble Company | Treatment compositions |
US9840684B2 (en) | 2016-03-02 | 2017-12-12 | The Procter & Gamble Company | Compositions containing alkyl sulfates and/or alkoxylated alkyl sulfates and a solvent comprising a diol |
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US9896648B2 (en) | 2016-03-02 | 2018-02-20 | The Procter & Gamble Company | Ethoxylated diols and compositions containing ethoxylated diols |
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CN106242954B (en) * | 2016-08-01 | 2019-03-15 | 山东一诺威新材料有限公司 | The preparation method of polyetheramine low molecular polyether polyalcohol |
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-
1996
- 1996-07-11 EP EP96926070A patent/EP0839180A1/en not_active Ceased
- 1996-07-11 CA CA002226564A patent/CA2226564C/en not_active Expired - Fee Related
- 1996-07-11 BR BR9609823A patent/BR9609823A/en not_active Application Discontinuation
- 1996-07-11 TR TR1998/00029T patent/TR199800029T1/en unknown
- 1996-07-11 HU HU9802404A patent/HUP9802404A3/en unknown
- 1996-07-11 KR KR1019997011199A patent/KR100263216B1/en not_active IP Right Cessation
- 1996-07-11 CA CA002226550A patent/CA2226550C/en not_active Expired - Fee Related
- 1996-07-11 BR BR9609800A patent/BR9609800A/en not_active Application Discontinuation
- 1996-07-11 EP EP96924436A patent/EP0842250B1/en not_active Expired - Lifetime
- 1996-07-11 MX MX9800382A patent/MX9800382A/en unknown
- 1996-07-11 CN CN96196853A patent/CN1107716C/en not_active Expired - Fee Related
- 1996-07-11 AU AU64889/96A patent/AU6488996A/en not_active Abandoned
- 1996-07-11 JP JP50599197A patent/JP3916666B2/en not_active Expired - Fee Related
- 1996-07-11 KR KR1019980700197A patent/KR100274684B1/en not_active IP Right Cessation
- 1996-07-11 JP JP9505982A patent/JPH11506810A/en active Pending
- 1996-07-11 AT AT96924436T patent/ATE233804T1/en not_active IP Right Cessation
- 1996-07-11 CZ CZ9838A patent/CZ3898A3/en unknown
- 1996-07-11 DE DE69626521T patent/DE69626521T2/en not_active Expired - Lifetime
- 1996-07-11 AU AU66365/96A patent/AU6636596A/en not_active Abandoned
- 1996-07-11 HU HU9802207A patent/HUP9802207A3/en unknown
- 1996-07-11 WO PCT/US1996/011572 patent/WO1997003172A1/en not_active Application Discontinuation
- 1996-07-11 WO PCT/US1996/011556 patent/WO1997003169A1/en not_active Application Discontinuation
- 1996-07-11 KR KR1019980700196A patent/KR100263870B1/en not_active IP Right Cessation
- 1996-07-11 MX MX9800381A patent/MX9800381A/en unknown
- 1996-07-11 CZ CZ9862A patent/CZ6298A3/en unknown
- 1996-07-11 CN CN96196787A patent/CN1195369A/en active Pending
- 1996-07-12 AR ARP960103546A patent/AR002814A1/en not_active Application Discontinuation
-
2002
- 2002-09-17 CN CNB021432295A patent/CN1232692C/en not_active Expired - Fee Related
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