CN101160383A - Additive for high concentration anionic surfactant - Google Patents
Additive for high concentration anionic surfactant Download PDFInfo
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- CN101160383A CN101160383A CNA2006800126018A CN200680012601A CN101160383A CN 101160383 A CN101160383 A CN 101160383A CN A2006800126018 A CNA2006800126018 A CN A2006800126018A CN 200680012601 A CN200680012601 A CN 200680012601A CN 101160383 A CN101160383 A CN 101160383A
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/65—Mixtures of anionic with cationic compounds
- C11D1/652—Mixtures of anionic compounds with carboxylic amides or alkylol amides
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/94—Mixtures with anionic, cationic or non-ionic compounds
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/146—Sulfuric acid esters
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/29—Sulfates of polyoxyalkylene ethers
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/38—Cationic compounds
- C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
- C11D1/528—Carboxylic amides (R1-CO-NR2R3), where at least one of the chains R1, R2 or R3 is interrupted by a functional group, e.g. a -NH-, -NR-, -CO-, or -CON- group
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/88—Ampholytes; Electroneutral compounds
- C11D1/90—Betaines
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- Oil, Petroleum & Natural Gas (AREA)
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- Detergent Compositions (AREA)
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- Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
Abstract
Additives for high-concentration anionic surfactants including at least one nitrogen-containing compound selected from amidoalcohol compounds, amidoamine compounds, betaine-type compounds, and imidazoline-type compounds, and anionic surfactant compositions containing the additive for high-concentration anionic surfactants.
Description
Technical field
The anionic surfactant compositions that the present invention relates to additive for high concentration anionic surfactant and contain this additive.
Background technology
The sulfated alkyl ether that the sulfation of the adduct (oxyalkylene alkyl oxide) by higher alcohols and alkylene oxide obtains, stimulation to skin is little, is used as liquid detergent, for example, the anion surfactant of shampoo, medicine, used for cosmetic, and use widely.
Sulfated alkyl ether is manufactured to paste or the liquid composition that contains water usually, still, considers efficient, transportation cost, the flowability of operability, manufacturing installation, wishes to make the concentration of effective constituent in the composition high as far as possible.The flowability of sulfated alkyl ether composition depend on the raw material higher alcohols chemical structure, oxyalkylene repeat units number, unreacted oxyalkylene alkyl oxide amount, by-product alkylene ether glycol (alkylene ether glycol) and inorganic salts content and change.Therefore, even when effective constituent concentration is identical, the flowability of composition and composition is also very different.For example, known flowability is reduced to the degree that is difficult to take out the sulfated alkyl ether composition from the tube container sometimes.Therefore, improve the flowability that contains the composition of sulfated alkyl ether with high density, also can reduce transportation cost owing to can enhance productivity if can not reduce the concentration of sulfated alkyl ether, extremely beneficial on industrial application.
In order to improve the flowability of sulfated alkyl ether composition, proposition has been arranged, for example, (1) a kind of contain sulfated alkyl ether and from polyalkylene ether glycols made obtain as the composition of the salt of the alkylene ether glycol sulfuric ester of viscosity modifier (for example, Japan 56-36596A), (2) in the oxyalkylene alkyl ether sulphate and in the operation or neutralization back add the polyoxyethylene glycol of molecular-weight average 300～6000 to prepared low viscosity tensio-active agent in this sulfuric ester (for example, Japanese 50-116383A) with the ratio of 0.1～25 quality % of this hydrosulfate.
Though foregoing 1 and low viscosity tensio-active agent 2 have improved flowability to a certain extent, its improvement is still not enough.Therefore, wish to develop sulfated alkyl ether composition that shows higher mobility and the mobile activator that this sulfated alkyl ether composition can be provided.
Summary of the invention
The invention provides as the useful new additive agent of mobile activator that is used for high concentration anionic surfactant (for example alkylsurfuric acid salt composition and sulfated alkyl ether composition), the high concentration anionic surfactant that contains this additive composition also is provided.
Present inventors find, nitrogenous compound, particularly acid amides alkylol cpd, amino amides type compound, betaine type compound and imidazoline type compound flow and show excellent effect aspect the property improving alkylsurfuric acid salt composition and sulfated alkyl ether composition.
That is, the invention provides,
(1) contain the additive for high concentration anionic surfactant of nitrogenous compound, wherein aforementioned nitrogenous compound is at least a compound that is selected from the following compound:
Acid amides alkylol cpd with following formula 1 expression:
Wherein, R
1The expression carbonatoms is 5～23 unsubstituted or the straight chain that is replaced by hydroxyl or the alkyl or the thiazolinyl of side chain, R
2Expression hydrogen atom or the straight chain of carbonatoms 1～3 or the alkyl of side chain, R
3The straight chain of expression carbonatoms 1～6 or alkylidene group or the straight chain of carbonatoms 2～6 or the alkenylene (alkenylene) of side chain of side chain;
Amino amides type compound with following formula 2 expressions:
Wherein, R
4Be respectively to have the straight chain of 7～19 carbon atoms or the alkyl or the thiazolinyl of side chain, R
5Be-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M (wherein M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine), R
6And R
7Represent the straight chain of carbonatoms 2～6 or the alkylidene group of side chain respectively independently;
Amino amides type compound with following formula 3 expressions:
Wherein, R
8The expression carbonatoms is respectively 7～19 the straight chain or the alkyl or alkenyl of side chain, R
9Expression-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M (wherein, M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine), R
10The expression hydrogen atom ,-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M (wherein M is identical with aforementioned definitions), R
11Expression hydrogen atom or carbonatoms are respectively 1～6 the straight chain or the alkyl or the hydroxyalkyl of side chain, R
12The straight chain of expression carbonatoms 2～6 or the alkylidene group of side chain;
Betaine type compound with following formula 4 expressions:
Wherein, R
13The expression carbonatoms is respectively the alkyl or alkenyl of 8～18 straight chain or side chain or with R
14CONH (CH
2)
a-(R wherein
14CO is that acyl group, the subscript a of carbonatoms 8～18 is integers of 2～4) expression group, X
-Expression-CH
2CH (OH) CH
2SO
3 -Perhaps-CH
2COO
-Base; And
With the imidazoline type compound of following formula 5 expressions:
Wherein, R
16The expression carbonatoms is respectively 8～18 the straight chain or the alkyl or alkenyl of side chain,
The present invention also provides:
(2) contain aforementioned additive for high concentration anionic surfactant, with the compound of following formula 6 expressions and the anionic surfactant compositions of water:
RO(AO)
mSO
aM
1 (6)
Wherein, R represents that carbonatoms is respectively 9～24 the straight chain or the alkyl or alkenyl of side chain, and A represents the alkylidene group of carbonatoms 2～4, M
1Expression hydrogen atom, basic metal or NH
4, subscript m is mean value and is a number in 0～4.
Embodiment
Additive for high concentration anionic surfactant of the present invention contains at least a nitrogenous compound.In order effectively to improve the flowability of alkyl-sulphate (AS) composition and sulfated alkyl ether (ES) composition, as this nitrogenous compound suitable acid amides alkylol cpd shown below, amino amides type compound, betaine type compound and imidazoline type compound arranged.
Aforementioned acid amides alkylol cpd comprises the compound with following formula 1 expression.
In the formula 1, R
1The expression carbonatoms is respectively 5～23, is preferably 7～19 the straight chain that can contain capable hydroxyl or the alkyl or the thiazolinyl of side chain.As with R
1The example of the acyl group that CO-represents comprises: derived from the acyl group of sad, capric acid, dodecylic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, docosoic acid, linolic acid, 2 ethyl hexanoic acid, 2-octyl group undecanoic acid, Unimac 5680, oleic acid, coco-nut oil fatty acid, palm oil fatty acid, palm-kernel oil lipid acid, tallow fatty acid etc., and preferred especially acyl group derived from sad, capric acid, dodecylic acid, tetradecanoic acid, hexadecanoic acid, octadecanoic acid, oleic acid, coco-nut oil fatty acid, palm oil fatty acid, palm-kernel oil lipid acid, tallow fatty acid.The acid amides alkylol cpd both can be the independent compound of formula 1 expression, also can be mixture.The above lipid acid derived from carbonatoms 12～14 of 50 quality % of the acyl group in the preferred amide alkylol cpd, more preferably the acyl group of above, the discontented 100 quality % of 40 quality % is derived from the lipid acid of carbonatoms 12.
The R of formula 1
2For the straight chain of hydrogen atom or carbonatoms 1～3 or the alkyl of side chain, be preferably methyl, ethyl, more preferably methyl.In addition, R
3For the straight chain of carbonatoms 1～6 or alkylidene group or the straight chain of carbonatoms 2～6 or the alkenylene (alkenylene) of side chain of side chain, be preferably the straight chain of carbonatoms 2 or 3 or the alkylidene group of side chain.
The concrete example of the acid amides alkylol cpd of aforementioned formula 1 comprises N-ethanol-N-methyloctanoic acid acid amides, N-ethanol-N-methyl capric acid acidamide, N-ethanol-N-methyl laurostearic acid acid amides, N-ethanol-N-methyl Myristic acid amide, N-ethanol-N-methyl palmitic acid acid amides, N-ethanol-N-methyl stearic acid acid amides, N-ethanol-N-methyl coco-nut oil fatty acid acid amides, N-ethanol-N-methyl palm-kernel oil fatty acid amide, N-Virahol-N-ethyl laurostearic acid acid amides, N-ethyl-N-Virahol amine hydroxybenzene, N-ethyl-N-Virahol Unimac 5680 acid amides.
The manufacture method of the acid amides alkylol cpd of aforementioned formula 1 expression can be any known method, be not particularly limited, for example, the reaction of dehydration reaction, fatty acid halide and the aliphatics hydramine of lipid acid and aliphatics hydramine or, after grease or lipid acid low-carbon-ester and the ester-amide exchange reaction of aliphatics hydramine under basic catalyst etc., make by wet distillation refining reaction product.Sometimes contain a spot of aliphatics hydramine, lipid acid, inorganic salt, glycerine etc. in the manufacturing thing that obtains in this way.But the amount of these compounds does not hinder the performance as the additive of high concentration anionic surfactant.
Aforementioned amino amides type compound comprises the compound with following formula 2 expressions.
In the formula 2, R
4The expression carbonatoms is respectively 7～19 straight chain or the alkyl or the thiazolinyl of side chain, the preferably alkyl of carbonatoms 11～15.As with R
4The preferred lauroyl of the acyl group that CO-represents, myristoyl, palmitoyl, cocoyl.
R
5Expression-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M.M represents hydrogen atom, basic metal such as sodium, potassium, alkaline-earth metal such as calcium, magnesium, the aliphatics hydramine of ammonium or trolamine etc., special preferred as alkali and aliphatics hydramine.
The amino amides compound can be respectively by the simplification compound of formula 2 expressions or the mixture of compound.50 quality % or more acyl group are 12～14 lipid acid derived from carbonatoms in the preferred amino amides compound, and more preferably 40 quality % or acyl group more but that be less than 100 quality % are 12 lipid acid derived from carbonatoms.
R
6And R
7Represent the straight chain of carbonatoms 2～6 or the alkylidene group of side chain respectively independently, preferred ethylidene.
Concrete example as the compound of aforementioned formula 2 expressions comprises N-lauroyl-N '-carboxymethyl-N '-(2-hydroxyethyl) ethylene diamine; N-lauroyl-N '-propyloic-N '-(2-hydroxyethyl) ethylene diamine; N-myristoyl-N '-carboxymethyl-N '-(2-hydroxyethyl) ethylene diamine; N-myristoyl-N '-propyloic-N '-(2-hydroxyethyl) ethylene diamine; N-cocoyl-N '-carboxymethyl-N '-(2-hydroxyethyl) ethylene diamine; N-cocoyl-N '-propyloic-N '-(2-hydroxyethyl) ethylene diamine; N-palmitoyl-N '-carboxymethyl-N '-(2-hydroxyethyl) ethylene diamine; the salt of N-palmitoyl-N '-propyloic-N '-(2-hydroxyethyl) ethylene diamine and aforesaid compound.
Other type as aforementioned amino amides type compound comprises the compound of representing with following formula 3.
In the formula 3, R
8The expression carbonatoms is respectively 7～19 straight chain or the alkyl or alkenyl of side chain, the preferably alkyl of carbonatoms 11～15.As with R
8The preferred lauroyl of the acyl group that CO-represents, myristoyl, palmitoyl, cocoyl.
The amino amides compound can be respectively by the simplification compound of formula 3 expressions or the mixture of compound.50 quality % or more acyl group are 12～14 lipid acid derived from carbonatoms in the preferred amino amides compound, and more preferably 40 quality % or acyl group more but that be less than 100 quality % are 12 lipid acid derived from carbonatoms.
R
9Expression-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, R
10The expression hydrogen atom ,-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M.M represents hydrogen atom, basic metal such as sodium, potassium, alkaline-earth metal such as calcium, magnesium, aliphatics hydramine such as ammonium or thanomin, special preferred as alkali and aliphatics hydramine.
R
11The expression carbonatoms is respectively 1～6 the straight chain or the alkyl or the hydroxyalkyl of side chain, R
12The straight chain of expression carbonatoms 2～6 or the alkylidene group of side chain, preferred ethylidene.
The concrete example of the compound of aforementioned formula 3 expressions comprises N-lauroyl-N-(2-hydroxyethyl)-N '-carboxymethyl ethylene diamine; N-lauroyl-N-(2-hydroxyethyl)-N '; N '-two (carboxymethyl) ethylene diamine; N-lauroyl-N-(2-hydroxyethyl)-N '; N '-two (propyloic) ethylene diamine; N-myristoyl-N-(2-hydroxyethyl)-N '-carboxymethyl ethylene diamine; N-myristoyl-N-(2-hydroxyethyl)-N '; N '-two (carboxymethyl) ethylene diamine; N-myristoyl-N-(2-hydroxyethyl)-N '; N '-two (propyloic) ethylene diamine; N-cocoyl-N-(2-hydroxyethyl)-N '-carboxymethyl ethylene diamine; N-cocoyl-N-(2-hydroxyethyl)-N '; N '-two (carboxymethyl) ethylene diamine; N-cocoyl-N-(2-hydroxyethyl)-N '; N '-two (propyloic) ethylene diamine; N-palmitoyl-N-(2-hydroxyethyl)-N '-carboxymethyl ethylene diamine; N-palmitoyl-N-(2-hydroxyethyl)-N '; N '-two (carboxymethyl) ethylene diamine; N-palmitoyl-N-(2-hydroxyethyl)-N ', the salt of N '-two (propyloic) ethylene diamine and aforesaid compound.
The amino amides type compound of aforementioned formula 2 and formula 3 can obtain by for example making reactions such as 1 mole of imidazolidine derivatives and 1～2 mole of Mono Chloro Acetic Acid, vinylformic acid.
Aforementioned betaine type compound comprises the compound with following formula 4 expressions.
In the formula 4, R
13Be that carbonatoms is 8～18, is preferably 10～14 the straight chain or the alkyl or alkenyl of side chain, or R
14CONH (CH
2)
a-(wherein, R
14CO is that carbonatoms is 8～18, is preferably 10～14 acyl group, and subscript a is 2～4 integer, is preferably 3).R
13And R
14CO also can be derived from the natural oil of the plant class of animal class such as butter, lard or soybean oil, Oleum Cocois, palm-kernel wet goods or blended alkyl, thiazolinyl or the blended acyl group of synthetic oil and their mixing oil, especially preferably derived from the mixed alkyl of Oleum Cocois, palm-kernel oil or mix acyl group.
Above-mentioned betaine type compound can be respectively by the simplification compound of formula 4 expressions or the mixture of compound.50 quality % or more acyl group are 12～14 lipid acid derived from carbonatoms in the preferred betaine type compound, and more preferably 40 quality % or acyl group more but that be less than 100 quality % are 12 lipid acid derived from carbonatoms.
X
-Be-CH
2CH (OH) CH
2SO
3 -Perhaps-CH
2COO
-
The betaine type compound of aforementioned formula 4 expressions is preferably R
13Be respectively 8～18 alkyl or alkenyl, X for carbonatoms
-For-CH
2CH (OH) CH
2SO
3 -Hydroxyl sulfo betaine, or R
13Be R
14CONHC
3H
6-(R wherein
14CO is as hereinbefore), X
-For-CH
2The amido propyl carboxybetaine of COO-.
The concrete example of the betaine type compound of aforementioned formula 4 expressions comprises lauryl dimethyl hydroxyl sulfo betaine with following formula (4-1) expression, with the lauroyl aminopropyl dimethyl carboxybetaine of following formula (4-2) expression, with the coco-nut oil fatty acid amido propyl dimethyl carboxybetaine of following formula (4-3) expression.
(R
15CO: derived from coco-nut oil fatty acid)
The imidazoline type compound comprises the compound with following formula 5 expressions.
In the formula 5, R
16Be that carbonatoms is respectively 8～18, is preferably 10～14 the straight chain or the alkyl or alkenyl of side chain, or derived from animal class or soybean oil, Oleum Cocois, the natural oil of palm-kernel wet goods plant class or the blended alkyl or alkenyls of synthetic oil or their mixture etc. such as butter, lards.
Additive for high concentration anionic surfactant of the present invention contains nitrogenous compound at least a of aforementioned formula 1～formula 5.When containing more than 2 kinds, nitrogenous compound can arbitrary proportion mixes because blending ratio to the performance of additive for high concentration anionic surfactant without any influence.
The term here " high density " refers to that anion surfactant content in aqueous mixture is bigger, is preferably 40 quality % or more, more preferably 50 quality % or more.Although be not particularly limited, the upper limit of the content of anion surfactant is preferably 90 quality % based on aqueous mixture, more preferably 75 quality %.
Anionic surfactant compositions of the present invention contains: comprise the additive for high concentration anionic surfactant of the nitrogenous compound of at least a formula 1～5 expression, at least a alkyl-sulphate (AS) and such compound, the He Shui of sulfated alkyl ether (ES) with following formula 6 expressions.
RO(AO)
mSO
3M
1 (6)
In the formula 6, R is that carbonatoms is respectively 9～24, preferably is respectively 12～20 the straight chain or the alkyl or alkenyl of side chain.The carbonatoms of R is 9～24 o'clock, and the surfactivity energy of the compound of resulting formula 6 and the deliquescent harmony in water are good.Alkyl or thiazolinyl can be any one of straight chain, side chain, and their concrete example comprises decyl, dodecyl, tetradecyl, hexadecyl, octadecyl, eicosyl, docosyl, oil base, and each substituting group comprises its isomer.
A is the alkylidene group that 2～4 carbonatomss are arranged, and can be any one of straight chain, side chain.For example comprise ethylidene, propylidene, 1-methyl trimethylene, trimethylene, tetramethylene, wherein, preferred ethylidene and propylidene, preferred especially ethylidene.
M
1Be hydrogen atom, basic metal or NH
4Basic metal can comprise sodium, potassium, lithium, wherein preferred sodium and potassium, more preferably sodium.
Subscript m is mean value and is a number in 0～4, and is preferred 0.1～2, more preferably 0.5～1.5.
In the anionic surfactant compositions, the content of additive for high concentration anionic surfactant is according to the kind of the kind of the compound of formula 6 and additive for high concentration anionic surfactant and different, general compound for 100 mass parts formulas 6, be preferably 0.1～50 mass parts, 1～30 mass parts more preferably, further 2～20 mass parts more preferably.By in the compound of formula 6, adding additive for high concentration anionic surfactant of the present invention,, high density ground also shows good flowability and operability even containing the compound compositions of formula 6.The content of water is, for the compound of the formula 6 of 100 mass parts, and preferred 10～60 mass parts, more preferably 20～50 mass parts, further preferred 25～40 mass parts.
Anionic surfactant compositions of the present invention mainly contains three kinds of components: the represented anion surfactant of formula 6 is as main ingredient, the nitrogenous compound of formula 1～5 expression, and water.Because for example can obtain good flowability under the condition of the such flow promotor of inorganic salt need not other, composition of the present invention is used as the intermediate product of sanitising agent etc., for example, as the anion surfactant premix.
As mentioned above, the advantage of composition is to improve the good flowability of its operability.Therefore, said composition is suitable for the raw-material premix that acts on shampoo, liquid body and function soap etc.
Usually, add in some cases inorganic salt to the surfactant composition as viscosity modifier.But, add the operation bidirectional that inorganic salt need be controlled the viscosity of final product (for example shampoo) again.On the contrary, anionic surfactant compositions of the present invention is to contain the anion surfactant (compound of formula 6) as basic effective constituents and the premix of cosurfactant (nitrogenous compound of formula 1～5), and not necessarily needs to contain inorganic salt in premix.Therefore, can omit the operation of the viscosity of controlling final product (for example shampoo or other) again.
In order to stablize the premix of anion surfactant of the present invention, preferably its pH about neutrality, more preferably 5～8, further more preferably 5.5～7.5.For with pH regulator to the above-mentioned scope, the pH buffer reagent is added in suggestion, for example phosphoric acid, citric acid, polyprotonic acid or other any acid are to premix.
Anionic surfactant compositions of the present invention can be made according to known method, and can be applied to well in the manufacturing of liquid detergent composition.This liquid detergent composition can add the auxiliary of pigment, spices, solubilizing agent, building component etc. as required and suitably.In order to regulate clearing power, whipability, can add anion surfactant, cats product, amphoterics, the nonionogenic tenside of other type.Liquid detergent composition can be used for, for example, and shampoo, bathing shampoo, lotion for kitchen use, liquid soap.
Synthesis example 1 (addition of oxyalkylene)
The method commonly used according to prior art is added to oxygen ethene in the C12/14 higher alcohols that is positioned in the voltage-resistant reactor in the presence of catalyzer, obtain the oxygen ethene affixture (higher alcohols ethoxylate) of higher alcohols.Subsequently with the oxygen ethene affixture that obtains sulfation in the following manner.
Synthesis example 2 (sulfation)
With the continuous sulfation equipment of film type, C12/14 higher alcohols ethoxylate (the average addition mole number 1.0 of ethylene oxide) according to known method, is used SO
3The gas sulfation.Sulfated product is put in the 26 quality % aqueous sodium hydroxide solutions and is neutralized, obtained aqueous solution of anionic surfactant (water content: 28 quality %).
Embodiment 1～7
Each additive in the aqueous solution of anionic surfactant that in synthesis example, obtains shown in the interpolation table 1.As required dilute with water or concentrate with rotary evaporator after, under reduced pressure cool off and implement the removal bubble processing, obtain anionic surfactant compositions.
Estimated the flowability of each anionic surfactant compositions in accordance with the following methods.That is, in the columned Glass tubing of the internal diameter 10mm that stands vertically, add test portion composition 15mL.Seal the upper end, sufficient standing for some time under each temperature of record in table 1.After leaving standstill, open the upper end so that under the test portion combined stream, measure test portion composition lower ends downward and move the index of needed time of 10cm as flowability.
Its result is illustrated in the table 1 with the concentration of additive level and anion surfactant.
Comparative example 1～4
Do not add additive in the aqueous solution of anionic surfactant that in synthesis example, obtains, under reduced pressure implement to remove bubble processing.Then, this aqueous solution of anionic surfactant and aforesaid method have been carried out mobile evaluation in the same manner.
Its result is illustrated in the table 1 with the concentration of anion surfactant.
Table 1
| Additive | Anionic surfactant concentration *(quality %) | Mobile (second) | Dwell temperature (℃) | pH ** | ||
| Kind | Active constituent content (quality %) | |||||
| Embodiment | ||||||
| 1 | A-1 | 2 | 71 | 200 | 20 | 6.7 |
| 2 | A-2 | 2 | 70 | 134 | 20 | 6.7 |
| 3 | A-3 | 2 | 69 | 116 | 20 | 6.7 |
| 4 | A-4 | 2 | 72 | 323 | 20 | 6.7 |
| 5 | A-5 | 2 | 71 | 161 | 20 | 6.7 |
| 6 | A-1 | 10 | 65 | 296 | 20 | 6.7 |
| 7 | A-1 | 10 | 65 | 327 | 10 | 6.7 |
| Comparative example | ||||||
| 1 | - | - | 70 | Do not flow down | 20 | 6.7 |
| 2 | - | - | 70 | Do not flow down | 10 | 6.7 |
| 3 | - | - | 62 | Do not flow down | 20 | 6.7 |
| 4 | - | - | 62 | Do not flow down | 10 | 6.7 |
*: the concentration of higher alcohols ethoxylate sodium sulfate
*: the pH of 10% aqueous solution of higher alcohols ethoxylate sodium sulfate
A-1: " Aminon C-11S ", Kao Corp make
RCO-: derived from coco-nut oil fatty acid
A-2: " Amphitol 55AB ", Kao Corp make
R
15CO-: derived from coco-nut oil fatty acid
A-3: " Amphitol 20HD ", Kao Corp make
A-4: " Amisol CME ", Kawaken Fine Chemicals Co., Ltd makes
R
17CO-: derived from coco-nut oil fatty acid
A-5: " Amphitol 20YB ", Kao Corp make
R
16CO-: derived from coco-nut oil fatty acid
As mentioned above, the additive for high concentration anionic surfactant that contains nitrogenous compound of the present invention, the mobile activator that can be used as alkyl-sulphate and/or sulfated alkyl ether composition uses.By using this additive for high concentration anionic surfactant, even contain the anionic surfactant compositions that alkyl-sulphate and/or sulfated alkyl ether also show good flowability with can obtaining high density.
Claims (5)
1. an additive for high concentration anionic surfactant is characterized in that,
Contain nitrogenous compound, described nitrogenous compound is at least a compound that is selected from the following compound:
Acid amides alkylol cpd with following formula (1) expression:
Wherein, R
1Be to have the unsubstituted of 5～23 carbon atoms respectively or the straight chain that replaced by hydroxyl or the alkyl or the thiazolinyl of side chain, R
2Be hydrogen atom or have the straight chain of 1～3 carbon atom or the alkyl of side chain, R
3Be to have the alkylidene group of the straight chain of 1～6 carbon atom or side chain or have the straight chain of 2～6 carbon atoms or the alkenylene of side chain,
Amino amides compound with following formula (2) expression:
Wherein, R
4Be to have the straight chain of 7～19 carbon atoms or the alkyl or the thiazolinyl of side chain, R respectively
5Be-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine, R
6And R
7Expression has the straight chain of 2～6 carbon atoms or the alkylidene group of side chain independently respectively,
Amino amides compound with following formula (3) expression:
Wherein, R
8Be to have the straight chain of 7～19 carbon atoms or the alkyl or alkenyl of side chain, R respectively
9Be-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine, R
10Be hydrogen atom ,-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is identical with above-mentioned definition, R
11Be the alkyl or the hydroxyalkyl of hydrogen atom or the straight chain that has 1～6 carbon atom respectively or side chain, R
12Be to have the straight chain of 2～6 carbon atoms or an alkylidene group of side chain,
Betaine type compound with following formula (4) expression:
Wherein, R
13Be to have the straight chain of 8～18 carbon atoms or the alkyl or alkenyl or the R of side chain respectively
14CONH (CH
2)
a-, R wherein
14CO is that acyl group, subscript a with 8～18 carbon atoms is 2～4 integer, X
-Be-CH
2CH (OH) CH
2SO
3 -Perhaps-CH
2COO
-, and
Imidazoline type compound with following formula (5) expression:
Wherein, R
16Be to have the straight chain of 8～18 carbon atoms or the alkyl or alkenyl of side chain respectively.
2. an anionic surfactant compositions is characterized in that,
Contain the described additive for high concentration anionic surfactant of claim 1, at least a compound and water with following formula (6) expression,
RO(AO)
mSO
3M
1 (6)
Wherein, R has the straight chain of 9～24 carbon atoms or the alkyl or alkenyl of side chain, and A is the alkylidene group with 2～4 carbon atoms, M
1Be hydrogen atom, basic metal or NH
4, subscript m is mean value and is a number in 0～4.
3. anionic surfactant compositions as claimed in claim 2 is characterized in that,
Contain the compound of the formula (6) of 100 mass parts, the described additive for high concentration anionic surfactant of 0.1～50 mass parts and the water of 10～60 mass parts.
4. the premix of an anion surfactant is characterized in that,
Contain the represented compound of at least a formula as claimed in claim 1 (6) as main component, and further contain any one the represented nitrogenous compound and the water of at least a formula as claimed in claim 1 (1)～(5).
5. one kind is used to improve the purposes of the flowability of high concentration anionic surfactant with nitrogenous compound, it is characterized in that,
Described nitrogenous compound is at least a compound that is selected from the following compound:
Acid amides alkylol cpd with following formula (1) expression:
Wherein, R
1Be to have the unsubstituted of 5～23 carbon atoms respectively or the straight chain that replaced by hydroxyl or the alkyl or the thiazolinyl of side chain, R
2Be hydrogen atom or have the straight chain of 1～3 carbon atom or the alkyl of side chain, R
3Be to have the alkylidene group of the straight chain of 1～6 carbon atom or side chain or have the straight chain of 2～6 carbon atoms or the alkenylene of side chain,
Amino amides compound with following formula (2) expression:
Wherein, R
4Be to have the straight chain of 7～19 carbon atoms or the alkyl or the thiazolinyl of side chain, R respectively
5Be-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine, R
6And R
7Expression has the straight chain of 2～6 carbon atoms or the alkylidene group of side chain independently respectively,
Amino amides compound with following formula (3) expression:
Wherein, R
8Be to have the straight chain of 7～19 carbon atoms or the alkyl or alkenyl of side chain, R respectively
9Be-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is hydrogen atom, basic metal, alkaline-earth metal, ammonium or aliphatics hydramine, R
10Be hydrogen atom ,-CH
2COOM ,-CH
2CH
2COOM or-CH
2CH (OH) CH
2SO
3M, wherein M is identical with above-mentioned definition, R
11Be the alkyl or the hydroxyalkyl of hydrogen atom or the straight chain that has 1～6 carbon atom respectively or side chain, R
12Be to have the straight chain of 2～6 carbon atoms or an alkylidene group of side chain,
Betaine compound with following formula (4) expression:
Wherein, R
13Be to have the straight chain of 8～18 carbon atoms or the alkyl or alkenyl or the R of side chain respectively
14CONH (CH
2)
a-, R wherein
14CO is that acyl group, subscript a with 8～18 carbon atoms is 2～4 integer, X
-Be-CH
2CH (OH) CH
2SO
3 -Perhaps-CH
2COO
-, and
Imidazoline type compound with following formula (5) expression:
Wherein, R
16Be to have the straight chain of 8～18 carbon atoms or the alkyl or alkenyl of side chain respectively.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
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| JP2005116898 | 2005-04-14 | ||
| JP116898/2005 | 2005-04-14 | ||
| PCT/JP2006/308259 WO2006112492A2 (en) | 2005-04-14 | 2006-04-13 | Additives for high-concentration anionic surfactants |
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| CN101160383B CN101160383B (en) | 2012-04-04 |
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|---|---|
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| JPH09176682A (en) * | 1995-12-25 | 1997-07-08 | Lion Corp | Concentrated liquid detergent composition |
| JP3886738B2 (en) * | 2001-05-24 | 2007-02-28 | 花王株式会社 | Cleaning composition |
| MXPA04006002A (en) * | 2001-12-21 | 2004-09-27 | Rhodia | Stable surfactant compositions for suspending components. |
| US20040105831A1 (en) * | 2002-08-13 | 2004-06-03 | Seren Frantz | Compositions having a pearl blend appearance additive, personal care products made therefrom |
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| WO2006112492A3 (en) | 2007-02-08 |
| CN101160383B (en) | 2012-04-04 |
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