CN1107716C - Concentrated, stable fabric softening composition containing chelant - Google Patents

Concentrated, stable fabric softening composition containing chelant Download PDF

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Publication number
CN1107716C
CN1107716C CN96196853A CN96196853A CN1107716C CN 1107716 C CN1107716 C CN 1107716C CN 96196853 A CN96196853 A CN 96196853A CN 96196853 A CN96196853 A CN 96196853A CN 1107716 C CN1107716 C CN 1107716C
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methyl
dimethyl
pentanediol
glycol
hexylene glycol
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CN1196082A (en
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E·H·瓦尔
J·C·瑟维斯
S·W·怀特
F·A·哈尔曼
H·J·M·德梅耶雷
M·J·德克勒尔
A·M·瓦尔德
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Procter and Gamble Co
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M23/00Treatment of fibres, threads, yarns, fabrics or fibrous goods made from such materials, characterised by the process
    • D06M23/10Processes in which the treating agent is dissolved or dispersed in organic solvents; Processes for the recovery of organic solvents thereof
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/62Quaternary ammonium compounds
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    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/38Cationic compounds
    • C11D1/645Mixtures of compounds all of which are cationic
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/001Softening compositions
    • C11D3/0015Softening compositions liquid
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    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
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    • C11D3/2041Dihydric alcohols
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    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
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    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
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    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
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    • C11D3/20Organic compounds containing oxygen
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    • CCHEMISTRY; METALLURGY
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    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
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    • C11D3/26Organic compounds containing nitrogen
    • C11D3/33Amino carboxylic acids

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  • Peptides Or Proteins (AREA)
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  • Cosmetics (AREA)

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 fabric softening compositions that comprises the concentrated, stable of sequestrant
Technical field
The present invention relates to comprise the translucent or limpid aqueous concentrated liquid softening compositio of sequestrant.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, rewetting and/or package stability and viscosity stability under subnormal temperature (promptly being lower than room temperature, for example 25 ℃) temperature.
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 isotropy that contains at least 20% weight tenderizer 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 tenderizer aggregate, 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 human 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 sequestrant, they are under room temperature and inferior room temperature and the long 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 Restoration that excellence is assembled and given to the batching residue.
Background technology
U.S. Patent No. 3756950 discloses and added sequestrant 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 actives, the latter is selected from a group of being made up of following each thing:
1. the compound that has following general formula: [ ( R ) 4 - m - N ( + ) - [ ( CH 2 ) n - Y - R 1 ] m ] X ( - ) - - - - ( 1 ) 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, hydroxyethyl 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 1R) 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:
Figure C9619685300062
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% inner complex of composition weight;
The low-molecular weight water-soluble solvent that is enough to improve clarity that D. also can contain significant quantity, it is selected from a group of being made up of following material: ethanol, Virahol, propylene glycol, 1, ammediol, Texacar PC, and their mixture, the content of water-soluble solvent itself does not form limpid composition with them and exceeds; And
E. the water of equal amount.
In the fabric-softening actives, 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% tenderizer actives, wherein, in the tenderizer actives, 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 gegenion 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 gegenion X -Be selected from by the chlorine root, the bromine root, 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 hydroxyethyl 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 gegenion is the chlorine root.
In addition, the content that contains the fabric-softening actives of many ethylenic unsaturations alkyl can also be the about 3% of the tenderizer actives gross weight that exists at least, and this R 1The average iodine number of the maternal fatty acid of base is about 60~140.
Sequestrant in the said composition is selected from by diethylene triaminepentaacetic acid(DTPA), ethylene diaminetetraacetic acid, ethylene diamine N, N '-disuccinic acid, diethylenetriamine-N, N, N ', N ", N " five (methane phosphonic acids), the group that nitrilotriacetic acid(NTA) and their mixture are formed, and diethylene triaminepentaacetic acid(DTPA) is most preferred.This sequestrant that preferred this composition comprises is the about 0.01%~5% of said composition weight, and/or the fabric softener actives 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 actives 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 inner complex of about 0.001~10% weight of composition, with color and the clarity that improves composition; And
E. the water of equal amount; 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 triaminepentaacetic acid(DTPA) of sequestrant, ethylenediamine tetraacetic acid (EDTA), quadrol-N, N '-disuccinic acid, diethylenetriamine-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 actives can as above define.
Preferred this composition is aqueous 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 minimum 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 tenderizer) to obtain the clarity of product.Otherwise water-content is low more, the primary solvent that then needs few more (with respect to tenderizer).Therefore, be low to moderate about 5~15% o'clock at water-content, then the tenderizer actives 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, tenderizer actives 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 tenderizer actives 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, tenderizer 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 actives
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 active compounds (DEQA)
(1) the 1st class of DEQA preferably comprises the following compound of general formula as main actives: [ ( R ) 4 - m - N ( + ) - [ ( C H 2 ) n - Y - R 1 ] m ] X ( - ) - - - - ( 1 ) 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, hydroxyethyl, 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 tenderizer actives also can contain alkyl, single unsaturated chain thiazolinyl, with many unsaturated chains thiazolinyl, the amount that the tenderizer actives contains how unsaturated thiazolinyl is at least about 3% in existing tenderizer actives 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 ratio of tenderizer actives " of base is its shared percentage ratio in whole activess, and this percentage ratio is with this given R 1Base is at whole R 1Shared percentage ratio 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; Gegenion X wherein -Can be any and the compatible negatively charged ion of tenderizer, 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 actives 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 unsaturated fatty acids 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 gegenion X (-)Can be the compatible negatively charged ion of any tenderizer therewith, the negatively charged ion 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 negatively charged ion also can (but not preferred) be with two electric charges, X in this case (-)Represent half of group.
This fabric softener actives 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 lipid acid, for example oleic acid, and/or partially hydrogenated lipid acid, the latter is again from vegetables oil and/or partially hydrogenated vegetables oil, Canola oil for example, Thistle oil, peanut oil, sunflower oil, Semen Maydis oil, soybean oil, tall oil, Rice pollard oil or the like.Can use the mixture of unsaturated fatty acids and the mixture of the DEQA that derives from different unsaturated fatty acidss, and be preferred.The non-limitative example of the DEQA that is made by preferred unsaturated fatty acids is following with DEQA 1To DEQA 8Those disclosed content.
DEQA 6Make DEQA by soya fatty acid 7Make by hydrogenant tallow fatty acid a little, and DEQA 8Make by hydrogenant Canola lipid acid a little.
With the R that contains side chain 1Base (at least a portion R for example 1Base is got by Unimac 5680) DEQA that makes belongs to other parts of this blended.The fabric softener actives itself comprises and contains blended branched chain R 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 lipid 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 lipid acid and prepare corresponding branched chain Fatty Alcohol(C12-C14 and C12-C18).Be the non-limitative example of the lipid acid of branching below.
Branched chain lipid acid 1:2-n-heptyl undeeanoic acid
2-n-heptyl undeeanoic 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(brand)name ISOFOL Alcohol is commercially available.
Branched chain lipid acid 2:2-n-hexyl capric acid
Figure C9619685300112
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.
Branched chain lipid acid 3:2-normal-butyl is sad
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 lipid acid 4:5,7,9-trimethylammonium n-nonanoic acid
5,7,9-trimethylammonium 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 lipid acid 5: the carboxylic acid of alpha-alkylization
RR′CHCO 2H
The acid of alpha-substitution 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 negatively charged ion 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 tetramethyleneimine 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, reaction mixture is poured on ice, and make it acidifying with 20%HCl.This hydrolysis reaction makes the alkylation enamine change α-heptyl capraldehyde into.Product can be told, wash dry solvent layer then, vacuum distilling 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 oxygenant 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 oxidizing medium.
Branched chain lipid acid 6:9 and 10-alkoxyl group stearic acid, other positional isomerss, and corresponding alcoxyl stearyl alcohol.
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 Witconol 2301s are dissolved in about 8 gram methyl alcohol, handle, generate blended methoxy bromo derivative 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 hexanaphthene, 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 positional isomers of alkoxyl group 18 carboxylic acids: adopt same steps as, different is by hot altogether with methylsulfonic acid, at first the oleic acid isomery is turned to the mixture of unsaturated acid.In this situation, alcoxyl bromination-reduction generates the other position different structure mixture of alcoxyl 18 carboxylic acids.
Corresponding Fatty Alcohol(C12-C14 and C12-C18): 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 stearyl alcohol.
Branched chain lipid acid 7: phenyl 18 carboxylic acids, alkyl phenyl 18 carboxylic acids, and corresponding stearyl alcohol.
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 methylsulfonic acids, then with its stir about 6 hours.Be added to reaction 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 synthesis method, but replace benzene, to generate the hybrid position isomer of aminomethyl phenyl 18 carboxylic acids with toluene.
Corresponding stearyl alcohol: 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 stearyl alcohol.
Branched chain lipid acid 8: phenoxy group 18 carboxylic acids, hydroxyphenyl 18 carboxylic acids, and corresponding stearyl alcohol.
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 methylsulfonic acid that allow mol ratio be about 1: 5: 6 reacted about 48 hours at about 25 ℃.Be added to reaction mixture in the water and use extracted with diethyl ether.Extract is stripped solvent and phenol, generate the hybrid position isomer 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 methylsulfonic 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 positional isomerss with the chromatogram purification.
Corresponding stearyl alcohol: in J.Amer.Chem.Soc. (1970), the method described in 92,1637 is reduced to corresponding stearyl alcohol with 18 carboxylic acids that borine-THF will replace according to Brown.
The lipid acid 9 of branched chain: Unimac 5680
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 the monomer acids of the dimerization reaction gained of unsaturated C18 lipid acid, preparation Unimac 5680.
Use above-mentioned branched chain lipid acid and/or corresponding branched chain Fatty Alcohol(C12-C14 and C12-C18), can form suitable branching fabric-softening actives, the latter can mix with above-mentioned unsaturated fabric-softening actives (DEQA), forms fabric-softening actives of the present invention.Similarly, branched chain lipid acid and/or alcohol can with unsaturated fatty acids/and/or alcohol use to form suitable combination chain actives.
As mentioned above, other preferred DEQA are prepared with list-DEQA by the mixture (all fatty acids mixture) of existing all different branching and unsaturated fatty acids, 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 per-cent of fatty acyl group can be undersaturated, for example about 25~70%, preferred about 50~65%.Can use the polyunsaturated fatty acid base.The actives 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 trans-isomer(ide) 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 ratio of tenderizer actives " of base equals this given R 1With respect to the whole R that are used for forming whole tenderizer activess 1Percentage ratio).
Front and unsaturated (comprising polyunsaturated) fatty acyl group of discussing below; when share with the branching fatty acyl group, make us producing uncannily effective ramollescence, also produce good moist again; good antistatic performance, the especially good molten back Restoration 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 only contain a small amount of solvent associating with it, for example content is about 5~20%, preferred about 8~25% of tenderizer/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 machining at low temperature actives, particularly important concerning many unsaturated groups minimum because it reduces to Degradation.When compound and softener composition contain following disclosed effective oxidation inhibitor and/or reductive agent, has additional anti-degraded provide protection.Use the branched chain aliphatic acyl then when keeping flowability, to improve anti-degradation property and improved ramollescence.
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), gegenion X -With top identical.Preferred X -Do not comprise phosphoric acid salt.
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 lauric acid 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 group (it plays branching), and a small amount of percentage ratio 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.Corresponding diamide and/or blended ester-acid amide also can comprise the actives 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 actives, for example content all can be used for the monoamide actives.For softening, do not having/seldom under the laundry situation under the washing composition 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 tensio-active agent or washing washing agent continuity condition, some monoesters can be preferred.Diester to the overall 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-content washing composition 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 tenderizer as following illustrational, can be produced by the standard reaction chemistry.In a kind of synthesis 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 haloalkane 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 tenderizer actives of clear thorough liquid softener composition of preparation fabric-softening actives 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 a hydroxyethyl.
(2) DEQA actives 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.Negatively charged ion 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 actives 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 tenderizer actives (1) and (2), each R 1Can be alkyl, branched-alkyl, monounsaturated unsaturated alkyl, or polyunsaturated alkyl.This actives 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 by product of any part degraded of the tenderizer actives in the final composition (hydrolysis).The content of preferred free fatty acids should hang down, and preferably is lower than the about 10% of tenderizer actives 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 Virahol not really effectively and very big smell is arranged, and n-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 translucency (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 suitability 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 partition ratio P.The octanol/water partition ratio of primary solvent is the ratio between its equilibrium concentration in octanol and in water.The partition ratio 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 structure 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, lower 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 symmetry centre, for example 1,7-heptanediol or 1, two (methylol) hexanaphthenes 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; about 16-20% primary solvent and about 2-4% alcoholic acid composition; 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 frost drying 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 tenderizer actives with the ordinary method manufacturing, have amazing good fabric-softening performance, particularly room temperature or near under the room temperature in the composition under the spicy situation.
The 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 carbonatoms; Single alcohol; Glycerol derivative; 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 carbonatoms.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.The available primary solvent can be used for making the concentrated fabric softener composition that can meet aforementioned stable/clarity requirement.
The glycol primary solvent that much has identical chemical formula can exist with many upright structure isomer and/or optical isomer.Every kind of isomer 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 isomer 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 NoN-propyl alcohol 71-23-8
CAS No.2-butanols 15892-23-62-methyl-2-propyl alcohol 75-65-0 Disabled isomer2-methyl isophthalic acid-propyl alcohol 78-83-1
Table II
The C6 glycol The available isomer CAS No.2, the 3-butyleneglycol, 2,3-dimethyl-76-09-51,2-butyleneglycol, 2,3-dimethyl-66553-15-91,2-butyleneglycol, 3,3-dimethyl-59562-82-22, the 3-pentanediol, 2-methyl-7795-80-42,3-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-butyleneglycol, 2-ethyl-66553-16-01,2-pentanediol, 2-methyl-20667-05-41, the 2-pentanediol, 3-methyl-159623-53-71,2-pentanediol, 4-methyl-72110-08-81,2-hexylene glycol 6920-22-5 Disabled isomer1, ammediol, 2-ethyl-2-methyl isophthalic acid, ammediol, 2-sec.-propyl-1, ammediol, 2-propyl group-1,3 butylene glycol, 2,2-dimethyl-1,3 butylene glycol, 2,3-dimethyl-1, the 3-butyleneglycol, 2-ethyl-1,4-butyleneglycol, 2,2-dimethyl-1,4-butyleneglycol, 2,3-dimethyl-1, the 4-butyleneglycol, 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 The available isomer 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-butyleneglycol, 2,3,3-trimethylammonium-method B1, the 4-butyleneglycol, 2-ethyl-2-methyl-76651-98-41, the 4-butyleneglycol, 2-ethyl-3-methyl-66225-34-11, the 4-butyleneglycol, 2-propyl group-62946-68-31, the 4-butyleneglycol, 2-sec.-propyl-39497-66-01, the 5-pentanediol, 2,2-dimethyl-3121-82-21, the 5-pentanediol, 2,3-dimethyl-81554-20-31, the 5-pentanediol, 2,4-dimethyl-2121-69-91, the 5-pentanediol, 3,3-dimethyl-53120-74-42, the 3-pentanediol, 2,3-dimethyl-6931-70-02,3-pentanediol, 2,4-dimethyl-66225-53-42, the 3-pentanediol, 3,4-dimethyl-37164-04-82, the 3-pentanediol, 4,4-dimethyl-89851-45-63,4-pentanediol, 2,3-dimethyl-method B1,5-pentanediol, 2-ethyl-14189-13-01, the 6-hexylene glycol, 2-methyl-25258-92-81,6-hexylene glycol, 3-methyl-4089-71-82, the 3-hexylene glycol, 2-methyl-59215-55-32,3-hexylene glycol, 3-methyl-139093-40-62, the 3-hexylene glycol, 4-methyl-* * * 2,3-hexylene glycol, 5-methyl-method B3, the 4-hexylene glycol, 2-methyl-method B3,4-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-butyleneglycol, 2-propyl group-62946-68-31,5-pentanediol, 2-ethyl-14189-13-02, the 3-pentanediol, 2,3-dimethyl-6931-70-02, the 3-pentanediol, 2,4-dimethyl-66225-53-42,3-pentanediol, 3,4-dimethyl-37164-04-82,3-pentanediol, 4,4-dimethyl-89851-45-63, the 4-pentanediol, 2,3-dimethyl-method B1, the 6-hexylene glycol, 2-methyl-25258-92-81,6-hexylene glycol, 3-methyl-4089-71-81,3-heptanediol 23433-04-71,4-heptanediol 40646-07-91,5-heptanediol 60096-09-51,6-heptanediol 13175-27-4 Preferred isomer2,3-pentanediol, 2,3-dimethyl-6931-70-02,3-pentanediol, 2,4-dimethyl-66225-53-42,3-pentanediol, 3,4-dimethyl-37164-04-82,3-pentanediol, 4,4-dimethyl-89851-45-63,4-pentanediol, 2,3-dimethyl-method B Disabled isomer1, ammediol, 2-methyl-2-sec.-propyl-1,2-butyleneglycol, 2-ethyl-2-methyl isophthalic acid, 3-butyleneglycol, 2,2,3-trimethylammonium-1,3 butylene glycol, 2-ethyl-2-methyl isophthalic acid, 3-butyleneglycol, 2-ethyl-3-methyl isophthalic acid, 3-butyleneglycol, 2-sec.-propyl-1,3 butylene glycol, 2-propyl group-1,4-butyleneglycol, 2,2,3-trimethylammonium-1,4-butyleneglycol, 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-heptanediol 2,3-heptanediol 2,4-heptanediol 2,5-heptanediol 2,6-heptanediol 3,4-heptanediol 1,7-heptanediol 3,5-heptanediol * *146452-51-9,146452-50-8,146452-49-5,146452-48-4,123807-34-1,123807-33-0,123807-32-9,123807-31-8, and 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 isomer chemical name CAS No Preferred isomers2,4-pentanediol, 2,3,3,4-tetramethyl--19424-43-2 The available isomer2,4-pentanediol, the 3-tertiary butyl-142205-14-92,4-hexylene glycol, 2,5,5-trimethylammonium-97460-08-72, the 4-hexylene glycol, 3,3,4-trimethylammonium-method D2,4-hexylene glycol, 3,3,5-trimethylammonium-27122-58-32,4-hexylene glycol, 3,5,5-trimethylammonium-method D2, the 4-hexylene glycol, 4,5,5-trimethylammonium-method D2,5-hexylene glycol, 3,3,4-trimethylammonium-method H2,5-hexylene glycol, 3,3,5-trimethylammonium-method G Disabled isomerHave more than 500 kinds of disabled isomer, comprise following: 2,4-hexylene glycol, 2,4,5-trimethylammonium-36587-81-22,4-hexylene glycol, 2,3, the 5-trimethylammonium-, erythro 26344-20-72,4-hexylene glycol, 2,3, the 5-trimethylammonium-, threo form 26343-49-71, ammediol, 2-butyl-2-ethyl-115-84-42,4-hexylene glycol, 2,3, the 5-trimethylammonium-, threo form 26343-49-7
Table VI
Alkyl glycerol base ether, two (hydroxyalkyl) ether, and aryl glyceryl ether Preferred single glyceryl ether and derivative1, the 2-propylene glycol, 3-(butoxy)-, 1 of triethoxyization, the 2-propylene glycol, 3-(butoxy)-, tetraethoxyization Preferred single glyceryl ether and derivative CAS No.1, the 2-propylene glycol, 3-(just-pentyloxy)-22636-32-41, the 2-propylene glycol, 3-(2-pentyloxy)-1,2-propylene glycol, 3-(3-pentyloxy)-1,2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-1, the 2-propylene glycol, 3-(isopentyloxy)-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-(pentyloxy)-1, ammediol, 2-(2-pentyloxy)-1, ammediol, 2-(3-pentyloxy)-1, ammediol, 2-(2-methyl-1-butene oxygen base)-1, ammediol, 2-(isopentyloxy) 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)-,-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 glyceryl ether1,2-propylene glycol, 3-oxyethyl group-1,2-propylene glycol, 3-propoxy--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 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)-
Aromatics glyceryl ether available aromatics glyceryl ether 1,2-propylene glycol, 3-phenoxy group-1, the 2-propylene glycol, 3-benzyloxy-1,2-propylene glycol, 3-(2-benzene oxyethyl group)-1,2-propylene glycol, 3-(1-phenyl-2-propoxy-)-1, ammediol, 2-phenoxy group-1, ammediol, 2-(-tolyloxy)-1, ammediol, 2-(right-tolyloxy)-1, ammediol, 2-benzyloxy-1, ammediol, 2-(2-benzene oxyethyl group)-1, ammediol, 2-(1-benzene oxyethyl group)-preferred aromatics glyceryl ether 1, the 2-propylene glycol, 3-phenoxy group-1,2-propylene glycol, 3-benzyloxy-1, the 2-propylene glycol, 3-(2-benzene oxyethyl group)-1, ammediol, 2-(-tolyloxy)-1, ammediol, 2-(right-tolyloxy)-1, ammediol, 2-(benzyloxy)-1, ammediol, 2-(2-benzene oxyethyl group)-preferred aromatics glyceryl ether 1,2-propylene glycol, 3-phenoxy group-1, the 2-propylene glycol, 3-benzyloxy-1,2-propylene glycol, 3-(2-benzene oxyethyl group)-1, ammediol, 2-(-tolyl)-1, ammediol, 2-(right-tolyl)-1, ammediol, 2-(2-benzene oxyethyl group)-
Table VII
Alicyclic diol and derivatives chemical title CAS No. Preferred ring glycol and derivative1-sec.-propyl-1,2-cyclobutanediol 59895-32-83-ethyl-4-methyl isophthalic acid, 2-cyclobutanediol 3-propyl group-1,2-cyclobutanediol 3-sec.-propyl-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-trimethylammonium-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) hexanaphthene 2658-60-81 of 1-, two (methylol) hexanaphthene 76155-27-61 of 2-, 2-dimethyl-1,3-cyclohexanediol 53023-07-71, two (methylol) hexanaphthene 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-hydroxyethyl-1-hexalin 2-methylol hexalin 89794-52-53-hydroxyethyl-1-hexalin 3-hydroxyl hexamethylene ethanol 86576-87-63-hydroxymethyl hexalin 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-hydroxyethyl-1-hexalin 4-methylol-hexalin 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 heptanediol 108268-28-62-methyl isophthalic acid, 3-ring heptanediol 101375-80-82-methyl isophthalic acid, 4-ring heptanediol 4-methyl isophthalic acid, 3-ring heptanediol 5-methyl isophthalic acid, 3-ring heptanediol 5-methyl isophthalic acid, 4-ring heptanediol 90201-00-66-methyl isophthalic acid, 4-encircles heptanediol 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 propoxylated glycerine 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-sec.-propyl-1,2-cyclobutanediol 59895-32-83-ethyl-4-methyl isophthalic acid, 2-cyclobutanediol 3-propyl group-1,2-cyclobutanediol 3-sec.-propyl-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) hexanaphthene 2658-60-81 of 1-, two (methylol) hexanaphthene 76155-27-61 of 2-, 2-dimethyl-1,3-cyclohexanediol 53023-07-71, two (methylol) hexanaphthene 13022-98-51-hydroxyls of 3--cyclohexane methanol 15753-47-61-methyl isophthalic acid, 2-cyclohexanediol 52718-65-73-methylol hexalin 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-hydroxyethyl-1-hexalin 4-methylol hexalin 33893-85-54-methyl isophthalic acid, 2-cyclohexanediol 23832-27-11,2-ring heptanediol 108268-28-61, the 2-cyclohexanediol, five b-oxides 1, the 2-cyclohexanediol, six b-oxides 1, the 2-cyclohexanediol, seven b-oxides 1,2-cyclohexanediol, eight b-oxides 1, the 2-cyclohexanediol, nine b-oxides 1,2-cyclohexanediol, a propoxide 1, the 2-cyclohexanediol, two fourth oxide compounds
Unsaturated alicyclic ring glycol comprises following known unsaturated alicyclic ring glycol: The unsaturated alicyclic ring glycol of availableChemical name CAS No.1, the 2-cyclobutanediol, 1-vinyl-2-ethyl-58016-14-13-cyclobutene-1, the 2-glycol, 1,2,3,4-tetramethyl--90112-64-43-cyclobutene-1, the 2-glycol, 3,4-diethyl-142543-60-03-cyclobutene-1, the 2-glycol, 3-(1, the 1-dimethyl ethyl)-142543-56-43-cyclobutene-1, the 2-glycol, 3-butyl-142543-55-31,2-encircles pentanediol, 1,2-dimethyl-4-methylene radical-103150-02-31,2-encircles pentanediol, 1-ethyl-3-methylene radical-90314-52-61,2-encircles pentanediol, 4-(1-propenyl)-128173-45-53-cyclopentenes-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 radical-98204-78-51, the 2-cyclohexanediol, 1-methyl-4-methylene radical-133358-53-91, the 2-cyclohexanediol, 3-vinyl-55310-51-51, the 2-cyclohexanediol, 4-vinyl-85905-16-43-tetrahydrobenzene-1, the 2-glycol, 2,6-dimethyl-81969-75-73-tetrahydrobenzene-1, the 2-glycol, 6,6-dimethyl-61875-93-24-tetrahydrobenzene-1, the 2-glycol, 3,6-dimethyl-156808-73-04-tetrahydrobenzene-1, the 2-glycol, 4,5-dimethyl-154351-54-93-cyclooctene-1,2-glycol 170211-27-54-cyclooctene-1,2-glycol 124791-61-35-cyclooctene-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-cyclopentenes-1-yl)-77192-43-91, ammediol, 2-(2-cyclopentenes-1-yl)-25462-31-11,2-ethylene glycol, 1-(1-tetrahydrobenzene-1-yl)-151674-61-21,2-ethylene glycol, 1-(3-tetrahydrobenzene-1-yl)-64011-53-62-tetrahydrobenzene-1,4-glycol, 5,5-dimethyl-147274-55-34-tetrahydrobenzene-1,3-glycol, 3,6-dimethyl-127716-90-91,3-encircles heptanediol, 2-methylene radical-132292-67-25-suberene-1,3-glycol, 1-methyl-160813-33-25-suberene-1, the 3-glycol, 5-methyl-160813-32-12-cyclooctene-1,4-glycol 37996-40-0
Table VIII
C 3-C 7The derivative of glycol epoxy groupization
In following each table, " EO " refers to many ethoxylates, promptly-and (CH 2CH 2O) nH; The end capped many ethoxylates of Me-En nail base-(CH 2CH 2O) nCH 3" 2 (Me-En) " refers to two Me-En of needs; " PO " refers to many propoxylated glycerines-(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-sec.-propyl-(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-sec.-propyl-(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 mean number.
(c) numeral on this hurdle is the substituent (CH of the end capped many ethoxylates of monomethyl in each derivative 2CH 2O) basic mean number.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative 2CH 2O) basic mean number.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative 3) CH 2O) Ji mean number.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives 2CH 2CH 2CH 2O) Ji mean number.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative 2CH 3) CH 2O) Ji mean number.
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-butyleneglycol (C4) 584-03-2 2-8 6-8 2-3 1
1, the 2-butyleneglycol, 2, the 3-dimethyl-(C6) 66553-15-9 1-6 2-5 1-2 1
1, the 2-butyleneglycol, the 2-ethyl-(C6) 66553-16-O 1-3 1
1, the 2-butyleneglycol, the 2-methyl-(C5) 41051-72-3 1-2 1
1, the 2-butyleneglycol, 3, the 3-dimethyl-(C6) 59562-82-2 1-6 2-5 1-2 1
1, the 2-butyleneglycol, 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-trimethylammonium-(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-sec.-propyl-(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-butyleneglycol (C4) 110-63-4 2-4 3-4 4-5 4-5 2
1, the 4-butyleneglycol, 2,2, the 3-trimethylammonium-(C7) 162108-60-3 2-9 6-9 1 1-3 2-3
1, the 4-butyleneglycol, 2, the 2-dimethyl-(C6) 32812-23-0 1-6 3-6 2 1
1, the 4-butyleneglycol, 2, the 3-dimethyl-(C6) 57716-80-0 1-6 3-6 2 1
1, the 4-butyleneglycol, the 2-ethyl-(C6) 57716-79-7 1-4 2 1
1, the 4-butyleneglycol, 2-ethyl-2-methyl-(C7) 76651-98-4 1-7 4-7 1 1-2 2
1, the 4-butyleneglycol, 2-ethyl-3-methyl-(C7) 66225-34-1 1-7 4-7 1 1-2 2
1, the 4-butyleneglycol, the 2-sec.-propyl-(C7) 39497-66-0 1-7 4-7 1 1-2 2
1, the 4-butyleneglycol, the 2-methyl-(C5) 2938-98-9 6-10 9-10 1 3 1
1, the 4-butyleneglycol, the 2-propyl group-(C7) 62946-68-3 1-5 2-5 1-2 1
1, the 4-butyleneglycol, 3-ethyl-1-methyl-(C7) Method F 2-9 6-8 1 1-3 2-3
2,3-butyleneglycol (C4) 513-85-9 6-10 9-10 1 3-4 1
2, the 3-butyleneglycol, 2, the 3-dimethyl-(C6) 76-09-5 3-9 7-9 1 1-3 2-3
2, the 3-butyleneglycol, 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 mean number.
(c) numeral on this hurdle is the substituent (CH of the end capped many ethoxylates of monomethyl in each derivative 2CH 2O) basic mean number.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative 2CH 2O) basic mean number.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative 3) CH 2O) Ji mean number.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives 2CH 2CH 2CH 2O) Ji mean number.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative 2CH 3) CH 2O) Ji mean number.
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, 2,4-two-methyl-(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 mean number.
(c) numeral on this hurdle is the substituent (CH of the end capped many ethoxylates of monomethyl in each derivative 2CH 2O) basic mean number.
(d) numeral on this hurdle is the substituent (CH of many ethoxylates of each the two methyl blocking in each derivative 2CH 2O) basic mean number.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative 3) CH 2O) Ji mean number.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives 2CH 2CH 2CH 2O) Ji mean number.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative 2CH 3) CH 2O) Ji mean number.
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) 40646-0 8-0 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 4
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 mean number.
(c) numeral on this hurdle is the substituent (CH of the end capped many ethoxylates of monomethyl in each derivative 2CH 2O) basic mean number.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative 3) CH 2O) Ji mean number.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives 2CH 2CH 2CH 2O) Ji mean number.
(g) numeral on this hurdle is (CH (CH in many butoxyization derivative 2CH 3) CH 2O) Ji mean number.
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-heptanediol (C7) 23433-04-7 1-7 3-6 1 1-2 2
1,4-heptanediol (C7) 40646-07-9 1-7 3-6 1 1-2 2
1,5-heptanediol (C7) 60096-09-5 1-7 3-6 1 1-2 2
1,6-heptanediol (C7) 13175-27-4 1-7 3-6 1 1-2 2
1,7-heptanediol (C7) 629-30-1 1-2 1
2,4-heptanediol (C7) 20748-86-1 3-10 7-10 1 1 3
2,5-heptanediol (C7) 70444-25-6 3-10 7-10 1 1 3
2,6-heptanediol (C7) 5969-12-0 3-10 7-10 1 1 3
3,5-heptanediol (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 mean number.
(c) numeral on this hurdle is the substituent (CH of the end capped many ethoxylates of monomethyl in each derivative 2CH 2O) basic mean number.
(e) numeral on this hurdle is (CH (CH in many propoxylated derivative 3) CH 2O) Ji mean number.
(f) numeral on this hurdle is (CH in many four inferior methoxylation derivatives 2CH 2CH 2CH 2O) Ji mean number.
Table I X
Aromatic diol
The aromatic diol that is suitable for comprises: chemical name CAS No. The 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-butyleneglycol 118100-60-03-phenyl-1,3-butyleneglycol 68330-54-11-phenyl-1,4-butyleneglycol 136173-88-12-phenyl-1,4-butyleneglycol 95840-73-61-phenyl-2,3-butyleneglycol 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-butyleneglycol 118100-60-03-phenyl-1,3-butyleneglycol 68330-54-11-phenyl-1,4-butyleneglycol 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-butyleneglycol 68330-54-11-phenyl-1,4-butyleneglycol 136173-88-1 Disabled aromatic diol1-phenyl-1, ammediol 2-phenyl-1, ammediol 1-phenyl-1,2-butyleneglycol 154902-08-62-phenyl-1,2-butyleneglycol 157008-55-43-phenyl-1,2-butyleneglycol 141505-72-84-phenyl-1,2-butyleneglycol 143615-31-02-phenyl-1,3-butyleneglycol 103941-94-24-phenyl-1,3-butyleneglycol 81096-91-52-phenyl-2,3-butyleneglycol 138432-94-7
X. the congener of the primary solvent of said structure or analogue, 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 analogues 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, n-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 suitability of every kind of primary solvent is made us, it depends on carbonatoms, 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 useful range about 0.15~0.64, and among claim of the present invention, and other for example 1,2-propylene glycol, 1, the 2-butyleneglycol, 1, the 2-pentanediol, 1,2-ethohexadiol, 1, the 2-decanediol, their Clog P value is not good primary solvent outside useful range 0.15~0.64.In addition, concerning the hexylene glycol isomer, 1, the 2-hexylene glycol is good primary solvent, and a lot of other isomer, 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 useful 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 isomer, but have only top listed being applicable to make limpid product, only: 1, the 2-butyleneglycol, 2, the 3-dimethyl-; 1, the 2-butyleneglycol, 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-butyleneglycol, 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-butyleneglycol, 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 isomer of glycol is more, listed can generate limpid product but have only, and preferably: 1,3 butylene glycol, the 2-butyl-; 1, the 4-butyleneglycol, 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-heptanediol; 1, the 4-heptanediol; 1,5-heptanediol, 1,6-heptanediol; 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 isobutyric aldehyde and/or ethyl methyl ketone (2-butanone) (as long as having two kinds in reaction mixture at least) condensation is with becoming the mixture of eight carbon-1.3 glycol after hydrogenation transforms them, promptly mainly by 2,2,4-trimethylammonium-1, the 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, the 3-pentanediol, 3,5-ethohexadiol, 2,2-dimethyl-2, the 4-hexylene glycol, 2-methyl-3,5-heptanediol, and/or 3-methyl-3, the mixture that the 5-heptanediol is formed, 2,2,4-trimethylammonium-1, the content of 3-pentanediol is less than half of any mixture, also can have other a small amount of isomer, and these isomer are to be made by the condensation reaction of methylene radical 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-the eleventh of the twelve Earthly Branches glycol, 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, the PO of 2.2-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-BOX 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) 1-2, 2,4-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-heptanediol (C7) E 3-61,3-heptanediol (C7) PO 11,3-heptanediol (C7) n-BO 21,4-heptanediol (C7) E 3-61,4-heptanediol (C7) PO 11,4-heptanediol (C7) n-BO 21,5-heptanediol (C7) E 3-61,5-heptanediol (C7) PO 11,5-heptanediol (C7) n-BO 21,6-heptanediol (C7) E 3-61,6-heptanediol (C7) PO 11,6-heptanediol (C7) n-BO 21,7-heptanediol (C7) E 1-21,7-heptanediol (C7) n-BO 12,4-heptanediol (C7) E 7-102,4-heptanediol (C7) (Me-E 1); 2,4 heptanediols (C7) PO 12,4-heptanediol (C7) n-BO 32,5-heptanediol (C7) E 7-102,5-heptanediol (C7) (Me-E 1); 2,5-heptanediol (C7) PO 12,5-heptanediol (C7) n-BO 32,6-heptanediol (C7) E 7-102,6-heptanediol (C7) (Me-E 1); 2,6-heptanediol (C7) PO 12,6-heptanediol (C7) n-BO 33,5-heptanediol (C7) E 7-103,5-heptanediol (C7) (Me-E 1); 3,5-heptanediol (C7) PO 13,5-heptanediol (C7) n-BO 3
6.1,3-butyleneglycol, the PO of 3-methyl-2-sec.-propyl-(C8) 12,4-pentanediol, 2,3, the PO of 3-trimethylammonium-(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, 2,4-dimethyl (C8) E 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-heptanediol, 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-heptanediol, 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-sec.-propyl-(C8) 11,4-butyleneglycol, the n-BO of 3-methyl-2-sec.-propyl-(C8) 11,3-pentanediol, 2,2, the n-BO of 3-trimethylammonium-(C8) 11,3-pentanediol, 2,2, the n-BO of 4-trimethylammonium-(C8) 11,3-pentanediol, 2,4, the n-BO of 4-trimethylammonium-(C8) 11,3-pentanediol, 3,4, the n-BO of 4-trimethylammonium-(C8) 11,4-pentanediol, 2,2, the n-BO of 3-trimethylammonium-(C8) 11,4-pentanediol, 2,2, the n-BO of 4-trimethylammonium-(C8) 11,4-pentanediol, 2,3, the n-BO of 3-trimethylammonium-(C8) 11,4-pentanediol, 2,3, the n-BO of 4-trimethylammonium-(C8) 11,4-pentanediol, 3,3, the n-BO of 4-trimethylammonium-(C8) 12,4-pentanediol, 2,3, the n-BO of 4-trimethylammonium-(C8) 12,4-hexylene glycol, the n-BO of 4-ethyl-(C8) 12,4-heptanediol, the n-BO of 2-methyl-(C8) 12,4-heptanediol, the n-BO of 3-methyl-(C8) 12,4-heptanediol, the n-BO of 4-methyl-(C8) 12,4-heptanediol, the n-BO of 5-methyl-(C8) 12,4-heptanediol, the n-BO of 6-methyl-(C8) 12,5-heptanediol, the n-BO of 2-methyl-(C8) 12,5-heptanediol, the n-BO of 3-methyl-(C8) 12,5-heptanediol, the n-BO of 4-methyl-(C8) 12,5-heptanediol, the n-BO of 5-methyl-(C8) 12,5-heptanediol, the n-BO of 6-methyl-(C8) 12,6-heptanediol, the n-BO of 2-methyl-(C8) 12,6-heptanediol, the n-BO of 3-methyl-(C8) 12,6-heptanediol, the n-BO of 4-methyl-(C8) 13,5-heptanediol, 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-sec.-propyl-(C8) 1-31,4-butyleneglycol, the E of 3-methyl-2-sec.-propyl-(C8) 1-31,3-pentanediol, 2,2, the E of 3-trimethylammonium-(C8) 1-31,3-pentanediol, 2,2, the E of 4-trimethylammonium-(C8) 1-31,3-pentanediol, 2,4, the E of 4-trimethylammonium-(C8) 1-31,3-pentanediol, 3,4, the E of 4-trimethylammonium-(C8) 1-31,4-pentanediol, 2,2, the E of 3-trimethylammonium-(C8) 1-31,4-pentanediol, 2,2, the E of 4-trimethylammonium-(C8) 1-31,4-pentanediol, 2,3, the E of 3-trimethylammonium-(C8) 1-31,4-pentanediol, 2,3, the E of 4-trimethylammonium-(C8) 1-31,4-pentanediol, 3,3, the E of 4-trimethylammonium-(C8) 1-32,4-pentanediol, 2,3, the E of 4-trimethylammonium-(C8) 1-32,4-hexylene glycol, the E of 4-ethyl-(C8) 1-32,4-heptanediol, the E of 2-methyl-(C8) 1-32,4-heptanediol, the E of 3-methyl-(C8) 1-32,4-heptanediol, the E of 4-methyl-(C8) 1-32,4-heptanediol, the E of 5-methyl-(C8) 1-32,4-heptanediol, the E of 6-methyl-(C8) 1-32,5-heptanediol, the E of 2-methyl-(C8) 1-32,5-heptanediol, the E of 3-methyl-(C8) 1-32,5-heptanediol, the E of 4-methyl-(C8) 1-32,5-heptanediol, the E of 5-methyl-(C8) 1-32,5-heptanediol, the E of 6-methyl-(C8) 1-32,6-heptanediol, the E of 2-methyl-(C8) 1-32,6-heptanediol, the E of 3-methyl-(C8) 1-32,6-heptanediol, the E of 4-methyl-(C8) 1-3And/or 3,5-heptanediol, the E of 2-methyl-(C8) 1-3And
7. their mixture.
In the isomer 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 the primary solvents that are applicable to the spissated limpid fabric softener composition of preparation liquid state of the present invention.Similar in appearance to aliphatic diol, it is found that the suitability of every kind of primary solvent is very selectively, this depends on the carbonatoms 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) glyceryl ether series only has formula HOCH 2-CHOH-CH 2-O-C 5H 11(3-pentyloxy-1, ammediol, C in the formula 5H 11Base contains different amyl group isomer) 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 glyceryl ether (being also referred to as 3-butoxy-1, the 2-propylene glycol) not really is suitable for preparing the spissated limpid fabric softener of liquid state of the present invention.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-pentyloxy)-; 1, the 2-propylene glycol, 3-(2-pentyloxy)-; 1, the 2-propylene glycol, 3-(3-pentyloxy)-; 1, the 2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-; 1, the 2-propylene glycol, 3-(isopentyloxy)-; 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-(pentyloxy)-; 1, ammediol, 2-(2-pentyloxy)-; 1, ammediol, 2-(3-pentyloxy)-; 1, ammediol, 2-(2-methyl-1-butene oxygen base); 1, ammediol, 2-(isopentyloxy)-; 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 propoxylated glycerine; 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 glyceryl ether comprises: 1, and 2-propylene glycol, 3-phenoxy group; 1,2-propylene glycol, 3-benzyloxy; 1, the 2-propylene glycol, 3-(2-benzene oxyethyl group)-; 1, the 2-propylene glycol; 1, ammediol, 2-(-tolyloxy)-; 1, ammediol, 2-(right-tolyloxy)-; 1, ammediol, 2-benzyloxy; 1, ammediol, 2-(2-benzene oxyethyl group)-; And their mixture.Preferred aromatics glyceryl ether comprises: 1, and 2-propylene glycol, 3-phenoxy group; 1,2-propylene glycol, 3-benzyloxy; 1, the 2-propylene glycol, 3-(2-benzene oxyethyl group)-; 1, the 2-propylene glycol, 1, ammediol, 2-(-tolyloxy)-; 1, ammediol, 2-(right-tolyloxy)-; 1, ammediol, 2-(2-benzene oxyethyl group)-; 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 glyceryl ether below.
Preferred alicyclic diol and derivative thereof comprise: (1) saturated diols and derivative thereof comprise: 1-sec.-propyl-1,2-cyclobutanediol; 3-ethyl-4-methyl isophthalic acid, the 2-cyclobutanediol; 3-propyl group-1, the 2-cyclobutanediol; 3-sec.-propyl-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-trimethylammonium-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) hexanaphthenes of 1-; 1, two (methylol) cyclohexanes of 2-; 1,2-dimethyl-1,3-cyclohexanediol; 1, two (the methylol)-hexanaphthenes of 3-; 1,3-dimethyl-1,3-cyclohexanediol; 1,6-dimethyl-1,3-cyclohexanediol; 1-hydroxyl-hexanaphthene 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 hexanaphthene ethanol; 2-hydroxyethyl-1-hexalin; 2-methylol hexalin; 3-hydroxyethyl-1-hexalin; 3-hydroxyl hexanaphthene ethanol; 3-methylol hexalin; 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-hydroxyethyl-1-hexalin; 4-methylol hexalin; The 4-methyl isophthalic acid, the 2-cyclohexanediol; 5,5-dimethyl-1,3-cyclohexanediol; 5-ethyl-1, the 3-cyclohexanediol; 1,2-encircles heptanediol; The 2-methyl isophthalic acid, 3-encircles heptanediol; The 2-methyl isophthalic acid, 4-encircles heptanediol; The 4-methyl isophthalic acid, 3-encircles heptanediol; The 5-methyl isophthalic acid, 3-encircles heptanediol; The 5-methyl isophthalic acid, 4-encircles heptanediol; The 6-methyl isophthalic acid, 4-encircles heptanediol; 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 propoxylated glycerine; 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-sec.-propyl-1,2-cyclobutanediol; 3-ethyl-4-methyl isophthalic acid, the 2-cyclobutanediol; 3-propyl group-1, the 2-cyclobutanediol; 3-sec.-propyl-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) hexanaphthenes of 1-; 1, two (methylol) hexanaphthenes of 2-; 1,2-dimethyl-1,3-cyclohexanediol; 1, two (methylol) hexanaphthenes of 3-; 1-hydroxyl-cyclohexane methanol; The 1-methyl isophthalic acid, the 2-cyclohexanediol; 3-methylol hexalin; 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-hydroxyethyl-1-hexalin; 4-methylol hexalin; The 4-methyl isophthalic acid, the 2-cyclohexanediol; 1,2-encircles heptanediol; 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 propoxylated glycerine; And/or 1,2-cyclohexanediol, dibutoxy thing.
Preferred aromatic diol comprises: 1-phenyl-1; 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-butyleneglycol, 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-butyleneglycol 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 those unsaturated materialss of 1 CH2 base than corresponding saturated primary solvent, 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-(crotyl)-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-butyleneglycol, 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 radical-; 1,5-hexadiene-3, the 4-glycol, 2,3, the 5-trimethylammonium-; 1, the 5-hexylene glycol, 2-(1-methyl ethylene)-; 2-hexene-1, the 5-glycol, 4-vinyl-2, the 5-dimethyl-; 1, the 4-heptanediol, 6-methyl-5-methylene radical-; 2,4-heptadiene-2, the 6-glycol, 4, the 6-dimethyl-; 2,6-heptadiene-1, the 4-glycol, 2,5, the 5-trimethylammonium-; 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 radical-; 3,5-octadiene-2, the 7-glycol, 2, the 7-dimethyl-; 3, the 5-ethohexadiol, the 4-methylene radical-; 3,7-octadiene-1, the 6-glycol, 2, the 6-dimethyl-; The 4-octene-1, the 8-glycol, the 2-methylene radical-; 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 radical-; 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-decadiene-3,8-glycol; And/or 1,9-decadiene-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 vinyloxy grouies, or 2 propenyloxy groups, or the 2-methyl-2 of 1 butenyloxy, during the 3-butyleneglycol, 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 vinyloxy group 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 analogue (property prepared), have tangible similarity.When unsaturated primary solvent whenever has two keys just to add an extra methylene radical in its chemical formula (is CH 2) in this case, this unsaturated congener/analogue 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 useful 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 analogue/congeners of more high-molecular weight that contain 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-heptanediol 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-heptanediol 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-butyleneglycol (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-heptanediol, 6-methyl isophthalic acid, 4-heptanediol 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-heptanediol, 6-methyl isophthalic acid, 4-heptanediol 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-heptanediol or 4-methyl-3, any suitably adds a CH 5-heptanediol 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 isomer 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-heptanediol, 6-methyl isophthalic acid, the 3-heptanediol, the 3-methyl isophthalic acid, 4-heptanediol, 6-methyl isophthalic acid, the 4-heptanediol, 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-heptanediol, 5-methyl isophthalic acid, 5-heptanediol, the 2-methyl isophthalic acid, 6-heptanediol, 6-methyl isophthalic acid, the 6-heptanediol, 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-heptanediol, 2-methyl-2, the 4-heptanediol, 6-methyl-2,4-heptanediol, 2-methyl-2,5-heptanediol, 6-methyl-2,5-heptanediol 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-butylene-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-butyleneglycol 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-heptanediol, the 6-methyl isophthalic acid, the 2-heptanediol, 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 analogue/congener with identical acceptability to have exception, this exception relates to the saturated diols primary solvent that has two hydroxyls on two adjacent carbonss.(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-heptanediol 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 lower 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 levels, 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 composition of fabric-softening agent content.
As previously discussed, according to the required minimum 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 more high-load primary solvent (with respect to tenderizer content) to obtain the clarity of product.Otherwise water-content is low more, then needs primary solvent (with respect to tenderizer) still less.Therefore, when about 5%~15% low water content, the tenderizer actives 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 tenderizer 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, tenderizer 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, tenderizer 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 solvent phase are got in touch.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 levels that is not enough to generate limpid product be 2,2,4-trimethylammonium-1,3-pentane diol; 2,2,4-trimethylammonium-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 significant quantity available primary solvent of the present invention in this liquid concentrating in the limpid fabric softener composition.When existing at least about 15% tenderizer actives, the significant quantity 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%.Being used for displaced solvent 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:
HO-CH 2-C (CH 3) 2-CH 2-O-CO-C (CH 3) 2-CH 2-OH (CAS#1115-20-4) is unavailable solvent, but these solvents and primary solvent, for example with preferred 1,2-hexylene glycol primary solvent mixes (wherein 1,2-hexylene glycol primary solvent exists with significant quantity), then also can generate the liquid limpid fabric softener composition that concentrates.
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 envrionment 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 actives of the present invention within useful 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-butyleneglycol, 2,3, the 3-trimethylammonium-; 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-sec.-propyl-; 1,3 butylene glycol, 3-methyl-2-sec.-propyl-; 1,3 butylene glycol, 3-methyl-2-propyl group-; 1,4-butyleneglycol, 2,2-diethyl; 1, the 4-butyleneglycol, 2-methyl-2-propyl group-; 1, the 4-butyleneglycol, 2-(1-methyl-propyl)-; 1, the 4-butyleneglycol, 2-ethyl-2, the 3-dimethyl-; 1, the 4-butyleneglycol, 2-ethyl-3, the 3-dimethyl-; 1, the 4-butyleneglycol, 2-(2-methyl-propyl)-; 1, the 4-pentanediol, 2,2, the 3-trimethylammonium-; 1, the 4-pentanediol, 2,3, the 3-trimethylammonium-; 1, the 5-pentanediol, 2,2, the 3-trimethylammonium-; 1, the 5-pentanediol, 2,3, the 3-trimethylammonium-; 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-sec.-propyl-; 1, the 3-pentanediol, the 2-propyl group-; 1, the 4-pentanediol, the 2-sec.-propyl-; 1, the 4-pentanediol, the 2-propyl group-; 1, the 4-pentanediol, the 3-sec.-propyl-; 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, the 3-heptanediol, the 4-methyl-; 1, the 3-heptanediol, the 5-methyl-; 1, the 3-heptanediol, the 6-methyl-; 1, the 5-heptanediol, the 3-methyl-; 1, the 5-heptanediol, the 4-methyl-; 1, the 6-heptanediol, the 3-methyl-; 1, the 6-heptanediol, the 5-methyl-; 2, the 4-heptanediol, the 3-methyl-; 2, the 5-heptanediol, the 3-methyl-; 3, the 5-heptanediol, the 2-methyl-; 2, the 6-ethohexadiol; 2, the 4-hexylene glycol, 3,3, the 4-trimethylammonium-; 2, the 4-hexylene glycol, 3,5, the 5-trimethylammonium-; 2, the 4-hexylene glycol, 4,5, the 5-trimethylammonium-; 2, the 5-hexylene glycol, 3,3, the 4-trimethylammonium-; 2, the 5-hexylene glycol, 3,3, the 5-trimethylammonium-; 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-pentyloxy)-; 1, the 2-propylene glycol, 3-(3-pentyloxy)-; 1, the 2-propylene glycol, 3-(2-methyl-1-butene oxygen base)-; 1, the 2-propylene glycol, 3-(isopentyloxy)-; 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-(pentyloxy)-; 1, ammediol, 2-(2-pentyloxy)-; 1, ammediol, 2-(3-pentyloxy)-; 1, ammediol, 2-(2-methyl-1-butene oxygen base)-; 1, ammediol, 2-(isopentyloxy)-; 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. sequestrant
Composition of the present invention all contains one or more sequestrants for example copper and/or nickel sequestrant.Add sequestrant 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 sequestrant can reduce or reduce the existence of the one-tenth colour solid that can be present in the fabric-softening actives.In addition, the existence of sequestrant reduces or reduces the stench that the fabric-softening actives causes.
Therefore, composition of the present invention comprises the sequestrant as neccessary composition of the present invention.Sequestrant in composition exist scope be composition weight about 0.001%~about 10%, the more preferably scope of sequestrant 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 salt, 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 aminocarboxylic acid of making sequestrant and comprise ethylenediamine tetraacetic acid (EDTA) (EDTA), the N-hydroxyethyl-ethylenediamine nitrilotriacetic, nitrilotriacetic acid(NTA) salt (NTA), ethylenediamine tetrapropionic acid(EDTP) salt, quadrol-N, N '-two glutaminate, 2-hydroxyl propylene diamine-N, N '-disuccinate, triethylenetetraaminehexaacetic acid salt, diethylentriamine pentacetate (DETPA) is diethylenetriamine five acetic acid (DTPA) for example, and the ethanol Diglycocol, the water-soluble salt that comprises them is an alkali metal salt for example, ammonium salt, and their substituted ammonium salt, and their mixture.
When in detergent composition, allowing low-phosphorous amount to exist at least, amino phosphonates do also is suitable for the sequestrant of making the present composition, they comprise ethylenediamine tetraacetic (ethylidene phosphonate), diethylenetriamine-N, N, N ', N "; N "-five (methylphosphine hydrochlorates) (DETMP) reach 1-hydroxyethyl-1,1-diphosphonate (HEDP).Preferred these amino phosphonates do do not contain its carbon atom more than about 6 alkyl or alkenyl.
Sequestrant 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 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 quadrol.Biodegradable [S, S] isomer of EDDS can be used glycol dibromide and the reaction of L-aspartic acid and get.This paper generally is its salt form as the EDDS of sequestrant, 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 sequestrant 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 sequestrants here.Really, simple multi-carboxylate is Citrate trianion for example, and oxosuccinic acid salt or the like all can use, though this class sequestrant is effective not as aminocarboxylate and phosphonate by weight.Therefore, can regulate consumption renders a service to adapt to different chelatings.Concerning cupric ion, the stability constant of these sequestrants (sequestrant dissociates fully) is at least 5, preferably is at least 7.General sequestrant will account for the about 0.5%~10% of composition weight, and more preferably from about 0.75%~5%.Preferred sequestrant 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 detection instrument 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 color measurenent and measure muddy percentage ratio (%) 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, Virahol, 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 tenderizer actives, 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, stain remover, scum silica frost dispersion agent, froth suppressor, optical brightener or other brighteners or whitening agent, dye-fixing agent, photofading protective material, oxygen bleaching protective material, fabric softening clay, static inhibitor, carrier, hydrotropic agent, processing aid, dyestuff or pigment, sterilant, tinting material, spices, sanitas, opalizer, sanforzing agent, anti-crape agent, the even limit agent of fabric, spotting agent, antiseptic-germicide, 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 that preparation is by substituted cyclic alkene deutero-α, the usual way of ω-type glycols.The example of cyclic olefin is the alkylation isomer of cyclopentenes, tetrahydrobenzene and suberene.The general formula of useful alkylated cyclic alkene is
Figure C9619685301001
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 hydroborons reduction reaction then in step 3.
1, the 2-glycol is made by the direct hydroxylating of suitable substituted olefine usually.For example
Figure C9619685301002
Each R is a hydrogen in the formula, alkyl or the like.
In the type reaction, the perosmic anhydride of alkene and hydrogen peroxide (30%) and catalytic amount reaction in the trimethyl carbinol or other suitable solvents.Reactant is as cold as about 0 ℃, and allows it spend the night.Remove unreacted compound and solvent with distillation method, and isolate with distillation method or crystallization process required 1, the 2-glycol.
Method 2: another method is being lower than under about 25 ℃ temperature, in the kind solvent of methylene dichloride, by and-reaction of chlorine peroxybenzoic acid or peracetic acid, be epoxide with conversion of olefines.By the epoxide open loop then that this chemical reaction produces, for example use the alkene sulphuric acid hydrolysis, generate glycol.
Step 3: generate object by the hydroborons reduction reaction.
Method 3
Prepare these compound other method and be to use hydrogen peroxide and catalytic amount perosmic anhydride, make the direct hydroxylation 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 constitutional featuress.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 carbonyl compound, 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 hydroborons reduction.
Therefore, at solvent, reflux in the toluene for example, and be added with catalytic amount right-toluenesulphonic acids, make acetaldehyde (aldehydes) and secondary amine (preferred cyclic amine is tetramethyleneimine or morpholine for example) reaction.Along with amine and carbonyl compound reaction (condensation), generate water, water is removed, for example reflux by a water trap.After theoretical water gaging removed, if desired reaction mixture is carried out stripping, (for example under vacuum) desolvate to remove (in most cases acylation reaction can carried out) in same solvent system.
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 extraction and distillation method intermediate is separated then, is removed lower-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 type 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 reagent and the end product that some is possible is as follows:
2R-CH 2-CHO→HO-CH 2-CH(R)-CHOH-CH 2-R
R-CH 2-CHO-R′-CH 2-CHO→HO-CH 2-CH(R)-CHOH-CH 2-R+
HO-CH 2-CH(R′)-CHOH-CH 2-R′-
HO-CH 2-CH(R′)-CHOH-CH 2-R+
HO-CH 2-CH(R)-CHOH-CH 2-R′
R-CH 2-CHO+R′-CO-CH 3→HO-CH 2-CHR)-CHOH-CH 2-R+
R-CH 2-CHOH CH 2-CHOH-R′
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 transition medium (for example polyoxyethylene glycol).When purpose for example is the mixing condensation reaction of ketone and aldehyde, generally use two kinds of reagents with 1: 1 mol ratio.The strong alkali catalyst that adds catalytic amount, sodium methylate 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 normal atmosphere in about 1 hour.Remove the volatility thing with distillation method, vacuum distilling 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, 16 Mar.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 isobutyric aldehyde and conversion form eight carbon-1,3-glycol
A propyl carbinol (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 99.5 (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 isobutyric aldehyde (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 catalyzer, all salts of filtering, and with this solution under about 100 ℃ and about 50 normal atmosphere, with about 1 hour of Raney nickel hydrogenation, to generate eight carbon-1, the mixture of 3-glycol.Remove all isopropylcarbinols that form in butanols solvent and the hydrogenation with distillation method, to generate 2,2,4-trimethylammonium-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 batch 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 isobutyric aldehyde in the reaction, the primary product of gained is 2,2,4-trimethylammonium-1,3-pentanediol.The mixing condensation reaction of butyraldehyde and methylethylketone 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 99.5 (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 catalyzer, and filter all salts are removed.Also can unreacted raw material be removed with reaction solvent with distillation method.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 normal atmosphere, 2-ethyl-3-methyl isophthalic acid, 3-pentanediol, 3, the 5-ethohexadiol, 3-methyl-3,5-heptanediol, and on a small quantity other 1,3-glycol isomer, for example 3-methyl-2,4-heptanediol 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 reaction 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 reaction product this class glycol at high proportion: 2-ethyl-3-methyl isophthalic acid for example, 3-pentanediol and 3, the 5-ethohexadiol, again since 2-butanone cause containing in the product this class glycol of low ratio from condensation: 3-methyl-3 for example, 5-heptanediol 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 catalyzer, 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 reaction product glycol ratio that generates because of the condensation of 2-butanone and butyraldehyde and because of the 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 cold condition, 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 potassium hydride KH 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 butyraldehyde-n 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 solvent with distillation method.The mixture that will contain condensation product under about 100 ℃ and about 50 normal atmosphere with about 1 hour of Raney nickel hydrogenation, with generate dominant from 2-butanone enolate and the glycol of the condensation reaction of butyraldehyde, promptly 3, the 5-ethohexadiol can be purified with distillation method.Isobutyric aldehyde mixes condensation and is converted into eight carbon 1, the mixture of 3-glycol with methylethylketone
Repeat above-mentioned condensation reaction condition A, different is to replace butyraldehyde with isobutyric aldehyde.Condensation is similar with reduction method.Final diol product mainly is 2,2,4-trimethylammonium-1,3-pentanediol, 2,2,3-trimethylammonium-1,3-pentanediol, 2-methyl-3,5-heptanediol, and 3-methyl-3,5-heptanediol.Butyraldehyde, the mixing condensation reaction of isobutyric aldehyde and methylethylketone and be converted into eight carbon-1, the mixture of 3-glycol
Condensation reaction condition A above repeating, different is, butyraldehyde, each of isobutyric aldehyde 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-trimethylammonium-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-trimethylammonium-1, the 3-pentanediol, 2-methyl-3,5-heptanediol and 3-methyl-3, the 5-heptanediol also contains a small amount of methylene radical (rather than methyl) because of 2-butanone other isomer that condensation reaction generates takes place.
By butyraldehyde, isobutyric aldehyde and/or methylethylketone 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 reaction 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 isobutyric aldehyde of about 80% weight.
Method for making E
By being added to, acetylide prepares 1 on the carbonyl compound, 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 carboxide, and with the reaction of another mole carbonyl compound, generate unsaturated 1, the 4-glycol.To generate diol mixture use mixing the occasion of carbonyl compound 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-heptanediol
Sodium carbide slurry (in dimethylbenzene, concentration about 18%) forms acetylene alcohol with the isobutyric aldehyde reaction:
With alkali acetylene alcohol is converted into sodium carbide 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 acid 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 acid.
This class glycol uses two (2-methoxy ethoxy) the aluminium sodium (Red-Al) of reductive agent hydrogenation with the parent acid anhydrides usually, and lactone or diester reduce and synthetic obtaining.This kind reductive agent 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:
Figure C9619685301051
At first acid anhydrides is dissolved in the dry toluene, and puts into one dropping funnel is housed, mechanical stirrer, in the reaction vessel of thermometer and reflux exchanger, and described reflux exchanger is linked on calcium chloride and the soda-lime pipe with venting moisture and carbonic acid gas.Reductive agent in the toluene is put into dropping funnel, 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 reaction mixture cool to room temperature then.Then this mixture is added in the HCl aqueous solution that refrigerative is stirred in the ice bath (about 20% concentration), temperature maintenance is at about 20~30 ℃.After the acidifying, this mixture is separated in separating funnel, and organic layer washs with rare salts solution, 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 usual way that replaces glycol with methylmagnesium-bromide (Grignard reagent) or alkyl lithium compounds (normally lithium methide), for example:
Figure C9619685301061
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 general method of 5-glycol.Changing part is with used cycloolefin among the cycloalkanes diolefine replacement method A.The general formula of raw material is:
Figure C9619685301062
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 nitrogen atmosphere.Under high temperature (about 80 ℃~about 170 ℃), an amount of oxyethane is added in the mixture of diol solvent and potassium hydroxide.Calculate the amount of oxyethane 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-butyleneglycol
In 2 liters of Pa Er reactors that temperature regulator is housed, add about 354 gram (about 3.0 moles) 3,3-dimethyl-1,2-butyleneglycol 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 normal atmosphere.Subsequently by slightly vacuumizing the pressure of adjusting reactor to a little less than normal atmosphere.Added oxyethane (about 528 grams, about 12.0 moles) in 1 hour, controlled temperature is to about 130 ℃ simultaneously.After reacting about 1 hour again, content is chilled to about 90 ℃, imposes vacuum and remove any residual oxyethane.
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 (oxyethyl group) monochloroethane 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 polyoxyethylene 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-butyleneglycol 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 regulator (Thermowatch , I 2R) 1 liter of three neck round-bottomed flask in, add Tetraglycol 99 methyl ether (about 208 grams, about 1.0 moles) and sodium Metal 99.5 (Aldrich produces, about 2.3 grams, about 0.10 mole), and under argon gas extremely about 100 ℃ of this mixture heating up.After sodium dissolving, add 2-methyl-2,3-butylene oxide ring (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.Reaction mixture is cooled off, pour in isopyknic water,, make it saturated with sodium-chlor, 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 monochloroethane
Magnetic stirring bar is housed, condenser and temperature regulator (Thermowatch, I toward one 2R) 1 liter of three neck round-bottomed flask in, under argon gas, add Tetraglycol 99 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 reaction 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 monochloroethane that produces with rotatory evaporator.Also can purify with the vacuum fractionation 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 tetrahydrofuran (THF) of solvent and magnetic stirring bar is housed, condenser and temperature regulator (Thermowatch , I 2R) in 1 liter of three-necked 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 monochloroethane (about 242 grams, as above make by about 1.2 moles), this system is kept and was refluxed about 48 hours.Reaction mixture is chilled to room temperature, and under agitation adds the hydride of entry carefully, remove tetrahydrofuran (THF) with rotatory evaporator with decomposing excessive.Crude product is dissolved in about 400ml water, and enough sodium-chlor dissolved in makes it reach nearly state of saturation in the water, then with every part of about 300ml methylene dichloride 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 rotatory 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 gas stream, with nitrogen reaction mixture are sealed then for thermometer and temperature-control device.Add absolute alcohol in this reaction flask or want propenoxylated glycol.Add about 0.1-5 mole % sodium Metal 99.5 in reaction vessel carefully, heating in case of necessity is so that all sodium all reacts in batches.Then this reaction mixture is heated to about 80~130 ℃ and be added dropwise to propylene oxide (Aldrich product) from dropping funnel, rate of addition should maintain and make solid CO 2Cooler condenser produces a small amount of degree that refluxes.Continue to add propylene oxide, 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 propylene oxide.Then reaction mixture is chilled to room temperature, and carefully adds the acid that is easy to get, as methylsulfonic acid, so that neutralization.All salts are removed in filtration, obtain required propoxylation products.Propenoxylated average degree generally with 1H-NMR spectrographic integrated value is determined.
The preparation of many butoxyization derivative
One is equipped with magnetic stirring bar, solid CO 2Cooler condenser, feed hopper, temperature is taken into account temperature-control device, and (Therm-O-Watch, three neck round-bottomed flasks 12R) blow the air of system off with nitrogen gas stream, with nitrogen reaction 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 99.5 in reaction vessel, then heating if desired is so that all sodium all reacts in batches.Then reaction mixture is heated to about 80-130 ℃, and dropwise adds α-butylene oxide ring (Aldrich product) from dropping funnel, adding speed should maintain and make solid CO 2Cooler condenser produces a small amount of degree that refluxes.Continue to add butylene oxide ring, 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 butylene oxide ring.Then reaction mixture is chilled to room temperature and carefully adds the acid such as the methylsulfonic 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 1H-NMR spectrographic integrated value is determined.
The preparation of many four methylene oxygen radical derivatives
The about 0.1 mole of desired 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) tetrahydropyrans (ICI) is about 0.11 mole.If desired, add solvent for example tetrahydrofuran (THF) , 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 rotatory evaporator and to desolvate with sodium hydroxide neutralization reaction mixture.Residue is dissolved in ether or the methylene dichloride, and removes by filter salt.Generate thick four inferior methoxylation alcohol or the glycol that produce behind the stripping.The vacuum available distillation method is further purified.Final four inferior methoxylation average degrees if desired then use corresponding more a spot of muriate 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 glyceryl ether
The method of generally producing alkyl and/or aryl list glyceryl ether comprises at first produces the alkyl glycidyl ether precursor, then it is converted into ketal, the latter and then be hydrolyzed into single glyceryl ether (glycol).Preferably just illustrate below-amyl group glyceryl ether (being 3-(pentyloxy)-1, the 2-propylene glycol) n-C 5H 11-O-CHOH-CH 2The preparation of OH.
Preparation 3-(pentyloxy)-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 feed 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% normal hexane) and about 200 gram 1-amylalcohols then.In feed hopper, add about 418 gram epoxy chloropropane, then it is slowly added (dropping) in the reaction mixture that is stirring.Because of making temperature, exothermic heat of reaction is raised to about 68 ℃ gradually.Epoxy chloropropane 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 sulphuric 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 rotatory evaporator and do to obtain thick just producing-the amyl group glycidyl ether.
Acetonization (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 feed hopper) in, add about 1 liter of acetone.Under agitation in this acetone, add about 1mlSnCl 4Toward the feed hopper that is arranged in reaction flask top, add that about 200 grams have just made just-the amyl group glycidyl ether.Very slowly this glycidyl ether is added in the acetone soln that is stirring and (regulate its speed control heat release).Glycidyl ether adds the relief reaction and carries out about 1 hour (about 52 ℃ of top temperature).
Hydrolysis
Scrap build 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 reaction proceeds to the reaction of TLC (thin layer chromatography) analytical proof and finishes for this reason.
The thick reaction mixture that produces is cooled off, tell the waterbearing stratum 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 waterbearing stratum again and organic phase with fresh water washing three times.Then organic phase is told, and evaporated with rotatory 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 rotatory evaporator.Then residue while hot with the glass microfiber filter paper filtering, just obtaining-amyl group list glyceryl ether.
Synthetic two (the 2-hydroxyl butyl) ethers of the preparation of two (hydroxyalkyl) ether
Magnetic stirrer will be housed, interior thermometer, feed 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-butyleneglycol (about 1.2g, about 0.05 mole, Aldrich produces) and sodium Metal 99.5, and make the sodium dissolving.Be heated to about 100 ℃ and be added dropwise to butylene oxide ring (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 butylene oxide ring backflow.Use the sulfuric acid neutralise mixt, filter desalination, vacuum fractionation liquid is removed superfluous butyleneglycol.The required ether of residual system, also further vacuum distilling is purified.Synthetic two (2-hydroxycyclopent base) ether
Magnetic stirrer is housed, interior thermometer, feed 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 reaction mixture for this reason at about 10~40 ℃ of insulations to all epoxy amylenes when under agitation dripping.With sodium hydroxide reaction mixture is neutralized, under vacuum this liquid fractionation to reclaim excessive ring pentanediol.Required ether obtains as residue.Also can carry out vacuum distilling 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 per-cent, 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 tenderizer actives in room temperature.If the tenderizer actives when room temperature be not liquid can the tenderizer actives be heated to for example about 130-150 °F (about 55-66 ℃) make it the fusing.With IKA RW 25 Mixing tank mixes the tenderizer actives 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 sequestrant then.If tenderizer actives and/or primary solvent be not liquid when room temperature and need heating, then acid/water storage liquid also is heated to suitable temp, and for example about 100 °F (about 38 ℃) also maintain this temperature with water-bath.Primary solvent (it being melted under suitable temp if its fusing point is higher than room temperature) is added in the pre-composition of tenderizer, and this pre-composition mixed about 5 minutes, add to acid/water storage liquid in the tenderizer storage liquid then and mix about 20~30 minutes, or mix so far that composition becomes limpid and even.This composition air cooling to envrionment 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 actives (DEQA ' s), make following composition with them below.Fatty acyl group DEQA 1DEQA 2DEQA 3DEQA 4DEQA 5C12 trace trace 00 0,C14 3300 0,C16 4455 5,C18 0056 6C14: 1330 0C16: 1 11 700 3C18: 1 74 73 71 68 67C18: 2488 11 11C18: 30112 2C20: the sum of 10022 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 DEOA 6 DEOA 7 DEOA 8C14 01 0,C16 11 25 5,C18 4 20 14C14: 100 0C16: 110 1C18: 1 27 45 74C18: 2 50 6 3C18: 3700 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; 38--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 8E 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-butyleneglycol--16----1,2-pentanediol---16---1,2-heptanediol----16--1,2-ethohexadiol-----161,2-decanediol------16 ethanol 666666 6HCl (pH 2-3.5) 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 useful 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 (pH 2-3.5) 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 isomer among the EXAMPLE l B, except 1, outside the 2-hexylene glycol, its Clog P value is all outside useful 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 (pH 2-3.5) 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 significant quantity, 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 significant quantity, 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 significant quantity, 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 Virahols-----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 Virahols-----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-butyleneglycol,----18--2,3-dimethyl-1, the 2-butyleneglycol,-----16-2,3-dimethyl-1, the 2-butyleneglycol,------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 detection instrument 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 tenderizer actives 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 actives 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.Cryogenic employing has improved security by the volatilization that reduces solvent, has reduced the degraded and/or the loss of materials such as Biodegradable fabric tenderizer actives, 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 working 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 actives 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 Virahol etc.
When use contains about 13% alcoholic acid DEQA as described below 1As the fabric-softening actives, 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 actives, 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 envrionment temperature.
2. in pre-composition, mix with spices.
3. at room temperature make water, the water storage liquid of inner complex 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 actives (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 purpose, 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 UV light absorber reducing UV-light, the particularly influence of highly unsaturated actives (UV light 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 human consumer relieved to quality product.

Claims (11)

1. limpid fabric softening compositions, it comprises:
A. account for the biodegradable fabric softener actives of composition weight about 2% to about 80%, this actives 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 ( - ) - - - ( 1 ) 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 sum is C 6-C 22, but can reach such degree at most: a R 1Or YR 1Sum less than 12, and other R 1Or YR 1Sum be at least about 16, each R simultaneously 1Comprise a long-chain C 5-C 21Straight chain, branching, undersaturated or polyunsaturated alkyl, this R 1The average iodine number about 20 to about 140 of maternal fatty acid;
Ii. the compound that has following general formula:
Figure C9619685300022
Each Y in the formula, R, R 1And X (-)Has implication same as described above; And
Iii. their mixture;
B. less than the primary solvent of composition weight about 40%, its Clog P value is about 0.15 to about 0.64;
C. the inner complex of composition weight about 0.001% to about 10%;
D. also can choose the low-molecular weight water-soluble solvent that is enough to improve clarity that contains significant quantity wantonly, it is selected from a group of being made up of following material: ethanol, Virahol, propylene glycol, 1, ammediol, Texacar PC, and their mixture, the content of this water-soluble solvent makes them itself not form limpid composition; And
E. the water of equal amount.
2. composition described in claim 1, wherein each R in this fabric-softening actives 1Comprise a 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 concerning unsaturated alkyl, with R 1The average iodine number of maternal fatty acid be about 20 to about 140.
3. composition described in claim 2, wherein said composition contains about 15% to about 70% described tenderizer actives, and wherein, in this tenderizer actives, 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 gegenion 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.
4. composition described in claim 3, 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 gegenion X wherein -Be selected from by the chlorine root bromine root, methyl-sulfuric acid root, etherosulfuric acid root, sulfate radical, the group that nitrate radical is formed.
5. composition described in claim 3, wherein each R substituting group is selected from by methyl, a group of forming of ethyl, propyl group, hydroxyethyl 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 carbochain 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; Gegenion X wherein -It is the chlorine root.
6. composition described in claim 1, the content that wherein contains the fabric-softening actives of many unsaturated alkylenes are at least tenderizer actives 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.
7. composition described in claim 1, described sequestrant is selected from by diethylene triaminepentaacetic acid(DTPA), ethylenediamine tetraacetic acid (EDTA), quadrol-N, N '-disuccinic acid, diethylenetriamine-N, N, N ', one group of forming of N ", N " five (methane phosphonic acids), nitrilotriacetic acid(NTA) and composition thereof.
8. composition described in claim 7, described sequestrant is a diethylene triaminepentaacetic acid(DTPA).
9. composition described in claim 1, said composition comprises the described sequestrant of said composition weight about 0.01% to about 5%.
10. composition described in claim 4, it comprises about 4% to about 50% described fabric softener actives.
11. composition described in claim 4, it comprises about 10% to about 40% described fabric softener actives.
CN96196853A 1995-07-11 1996-07-11 Concentrated, stable fabric softening composition containing chelant Expired - Fee Related CN1107716C (en)

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