Compositions Comprising Sugar Amine And Fatty Acid
20180282664 ยท 2018-10-04
Assignee
Inventors
- Peter Klug (Grossostheim, DE)
- Carsten Cohrs (Frankfurt am Main, DE)
- Ute Back (Blankenbach, DE)
- Kevin MUTCH (Frankfurt, DE)
Cpc classification
C11D3/221
CHEMISTRY; METALLURGY
A61K8/361
HUMAN NECESSITIES
C11D1/14
CHEMISTRY; METALLURGY
C11D3/30
CHEMISTRY; METALLURGY
A61K8/463
HUMAN NECESSITIES
C11D1/722
CHEMISTRY; METALLURGY
International classification
C11D1/14
CHEMISTRY; METALLURGY
Abstract
What are described are compositions comprising a) one or more sugar amines of the formula (I) in which R1 and R2 are independently H, CH.sub.3 or 2-hydroxyethyl and/or one or more corresponding protonated sugar amines with the counterion RCOO in which R is defined as R from the substances of component b) below, and b) one or more substances selected from the group consisting of fatty acids of the formula RCOOH, fatty acid salts of the formula RCOO-M+ and mixtures thereof, in which R is a linear or branched saturated alkyl radical having 11 to 21 carbon atoms or a linear or branched, mono- or polyunsaturated alkenyl radical having 11 to 21 carbon atoms and M+ is a counterion. The compositions described are very advantageous, for example, for production of liquid washing compositions, and of shower gels, liquid soaps or face cleansers. In addition, the sugar amines are advantageously suitable as neutralizing agents for fatty acids.
##STR00001##
Claims
1. A composition comprising a) one or more substances selected from the group consisting of sugar amines of the formula (I), protonated sugar amines of the formula (Ia) and mixtures thereof ##STR00006## in which R1 and R2, independently of one another, are H, CH.sub.3 or 2-hydroxyethyl and R has the meaning of R from the substances of component b) below and b) one or more substances selected from the group consisting of fatty acids of the formula RCOOH, fatty acid salts of the formula RCOO.sup.M.sup.+ and mixtures thereof, in which R is a linear or branched saturated alkyl radical having 11 to 21 carbon atoms or a linear or branched mono- or polyunsaturated alkenyl radical having 11 to 21 carbon atoms and M.sup.+ is a counterion, preferably selected from the group consisting of NH.sub.4.sup.+, organic ammonium ions [HNR.sup.5R.sup.6R.sup.7].sup.+, where R.sup.5, R.sup.6 and R.sup.7, independently of one another, can be a linear or branched saturated alkyl group having 1 to 22 carbon atoms, a linear or branched, mono- or polyunsaturated alkenyl group having 2 to 22 carbon atoms, a C.sub.6-C.sub.22-alkylamidopropyl group, a linear monohydroxyalkyl group having 2 to 10 carbon atoms or a linear or branched dihydroxyalkyl group having 3 to 10 carbon atoms, and where at least one of the radicals R.sup.5, R.sup.6 and R.sup.7 is not hydrogen, Li.sup.+, Na.sup.+, K.sup.+, Ca.sup.++, Mg.sup.++, Zn.sup.++ or % Al.sup.+++ and mixtures of these ions.
2. The composition as claimed in claim 1, wherein the one or more substances of component a) are selected from the group consisting of dimethylglucamine, hydroxyethylmethylglucamine, dimethylglucammonium with the counterion RCOO.sup., hydroxyethylmethylglucammonium with the counterion RCOO.sup. and mixtures thereof.
3. The composition as claimed in claim 2, wherein the one or more substances of component a) are selected from the group consisting of dimethylglucamine, dimethylglucammonium with the counterion RCOO.sup. and mixtures thereof.
4. The composition as claimed in one or more of claims 1 to 3, wherein the counterion M.sup.+ is selected from the group consisting of NH.sub.4.sup.+, monoethanolammonium, diethanolammonium, triethanolammonium, methylpropanolammonium, Na.sup.+, K.sup.+ and mixtures of these ions and is preferably selected from the group consisting of Na.sup.+, K.sup.+ and mixtures of these ions.
5. The composition as claimed in one or more of claims 1 to 4, wherein the one or more substances of component b) are selected from the group consisting of the fatty acids (RCOOH) lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linolic acid, C.sub.16/C.sub.18 fatty acids, behenic acid and erucic acid, the salts of the specified fatty acids with M.sup.+ as counterion (RCOO.sup.M.sup.+) and mixtures thereof.
6. The composition as claimed in one or more of claims 1 to 5, wherein the one or more substances of component b) are selected from the group consisting of C.sub.16/C.sub.18 fatty acids, the salts of C.sub.16/C.sub.18 fatty acids with M.sup.+ as counterion and mixtures thereof.
7. The composition as claimed in one or more of claims 1 to 6, wherein the one or more substances of component b) are selected from the group consisting of oleic acid, the salts of oleic acid with M.sup.+ as counterion and mixtures thereof.
8. The composition as claimed in one or more of claims 1 to 7, wherein component b) comprises one or more fatty acids of the formula RCOOH and preferably comprises no fatty acid salts of the formula RCOO.sup.M.sup.+.
9. The composition as claimed in one or more of claims 1 to 8, wherein it comprises water.
10. The composition as claimed in one or more of claims 1 to 9, wherein it comprises one or more further anionic surfactants besides the substances of the formula (Ia) from component a) and the substances of component b).
11. The composition as claimed in claim 10, wherein the one or more further anionic surfactants are selected from the group consisting of alkyl- or alkenylpolyglycol ether sulfate, preferably alkylpolyglycol ether sulfate, alkyl or alkenyl sulfate, preferably alkyl sulfate, methyl ester sulfonate, alkylbenzenesulfonate, acylglutamate and mixtures thereof.
12. The composition as claimed in one or more of claims 1 to 11, wherein it comprises one or more nonionic surfactants selected from the group consisting of alkyl or alkenyl ethoxylates, preferably alkyl ethoxylates, alkylpolyglucosides, acyl-N-methylglucamines, fatty acid alkanolamides and mixtures thereof.
13. The composition as claimed in one or more of claims 1 to 12, wherein it comprises, based on the total weight of the composition, 0.5 to 30% by weight, preferably 0.5 to 20% by weight, particularly preferably 1 to 15% by weight and especially preferably 1 to 10% by weight, of the one or more substances of component a).
14. The composition as claimed in one or more of claims 1 to 13, wherein it comprises, based on the total weight of the composition, 0.5 to 30% by weight and preferably 1 to 10% by weight of the one or more substances of component b).
15. The composition as claimed in one or more of claims 1 to 14, wherein the molar ratio of component (i): component (ii) in the composition is from 5:1 to 1:5 and preferably from 3:1 to 1:3, where herein component (i) consists of the one or more substances of component b) of the composition and the one or more anions RCOO.sup. of the one or more protonated sugar amines of the formula (Ia) from component a) of the composition, and component (ii) consists of the one or more sugar amines of the formula (I) from component a) of the composition and the one or more cations of the protonated sugar amines of the formula (Ia) from component a) of the composition.
16. The composition as claimed in one or more of claims 1 to 15, wherein it has a pH of from 7 to 11 and preferably from 8 to 10.
17. The composition as claimed in one or more of claims 1 to 16, wherein it has a viscosity <500 mPas and preferably <100 mPas.
18. The composition as claimed in one or more of claims 1 to 17, wherein it is in the form of a liquid detergent.
19. The composition as claimed in one or more of claims 1 to 17, wherein it is in the form of a shower bath, a liquid soap or a face cleanser.
20. The use of a composition as claimed in one or more of claims 1 to 17, and preferably a composition in which the amount of the one or more substances of component a), based on the total weight of the composition according to the invention, is preferably from 10 to 40% by weight, and in which the amount of the one or more substances of the component b), based on the total weight of the composition according to the invention, is furthermore preferably from 5 to 40% by weight, for producing liquid detergents.
21. The use of a composition as claimed in one or more of claims 1 to 17, and preferably of a composition in which the amount of the one or more substances of component a), based on the total weight of the composition according to the invention, is preferably from 10 to 40% by weight, and in which the amount of the one or more substances of component b), based on the total weight of the composition according to the invention, is furthermore preferably from 5 to 40% by weight, for producing shower baths, liquid soaps or face cleansers.
22. The use of one or more sugar amines of the formula (I) ##STR00007## in which R1 and R2, independently of one another, are H, CH.sub.3 or 2-hydroxyethyl, as neutralizing agents for fatty acids and preferably for one or more fatty acids of the formula RCOOH in which R is a linear or branched saturated alkyl radical having 11 to 21 carbon atoms or a linear or branched mono- or polyunsaturated alkenyl radical having 11 to 21 carbon atoms.
23. The use as claimed in claim 22, wherein the one or more sugar amines of the formula (I) are selected from the group consisting of dimethylglucamine, hydroxyethyl- methylglucamine and mixtures thereof.
24. The use as claimed in claim 23, wherein the sugar amine of the formula (I) is dimethylglucamine.
25. The use as claimed in one or more of claims 22 to 24, wherein the one or more fatty acids of the formula RCOOH are selected from the group consisting of lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, linolic acid, C.sub.16/C.sub.18 fatty acids, behenic acid, erucic acid and mixtures thereof.
26. The use as claimed in one or more of claims 22 to 25, wherein the one or more fatty acids of the formula RCOOH are selected from the group consisting of C.sub.16/C.sub.18 fatty acids and mixtures thereof.
27. The use as claimed in one or more of claims 22 to 26, wherein the fatty acid of the formula RCOOH is oleic acid.
28. The use as claimed in one or more of claims 22 to 27, wherein the molar ratio of the one or more fatty acids of the formula RCOOH to the one or more sugar amines of the formula (I) is from 5:1 to 1:5 and preferably from 3:1 to 1:3.
29. A salt of the formula (Ia) as described in one or more of claims 1 to 3 and 5 to 7.
Description
EXAMPLE 1
[0102] 5 g of oleic acid were introduced into 95 g of water (two-phase) and admixed with increasing molar amounts of different neutralizing agents up to 100 mol % of neutralizing agent. During this, the viscosity was determined (Brookfield, 20 C., 20 revolutions per minute (rpm), spindle 1 or 2), the homogeneity of the resulting solution was observed and the pH was measured (see table 1).
[0103] The following values are listed in table 1 and the following abbreviations were used therein:
[0104] The upper number in the respective lines of table 1 gives the measured viscosity in mPa.Math.s.
[0105] T means: the solution is two-phase.
[0106] C means: the solution is clear.
[0107] H means: the solution is homogeneous, but cloudy.
[0108] The lower number in the respective lines of table 1 gives the measured pH. Here, n.d. means not determined.
TABLE-US-00001 TABLE 1 neutralizing agents used and also viscosity, homogeneity and pH of prepared compositions Neutralizing agent [mol %] 10 20 30 40 50 60 70 80 90 100 Monoethanol- 10 8 8 625 1060 870 540 28 600 825 amine T T T H H H H H H H (comparison) 7.3 7.7 7.7 7.7 7.7 8.7 8.7 9.2 9.3 9.5 Triethanolamine 4 6 104 1440 1220 980 910 750 470 420 (comparison) T T T H H H H H H H n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. Aminomethyl- 6 6 9 560 535 183 70 160 2860 4200 propanol T T T H H H H H H C (comparison) n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. n.d. Sodium 6 6 8 13 38 23 13 9 6 6 hydroxide T T T T H H H T T C solution 8.3 8.3 8.2 8.5 8.6 9.2 9.6 9.7 9.7 11.3 (comparison) Dimethyl- 5 15 25 70 30 20 20 10 10 10 glucamine T H H H H H H H H C (invention) 7.1 8.0 8.1 8.1 8.5 8.9 8.8 8.9 8.8 8.8
[0109] It can be seen from the values in table 1 that in the case of neutralization of oleic acid with dimethylglucamine, low viscosity, homogeneous solutions result even at low degrees of neutralization. Homogeneous solutions are already obtained above a pH of 8.0.
FORMULATION EXAMPLES
[0110] FORMULATION EXAMPLE 1
Highly Concentrated Liquid Detergent (Heavy Duty Liquid)
[0111]
TABLE-US-00002 Amount [% Ingredient by weight] Methyl ester sulfonate 6 Linear alkylbenzene- 3 sulfonate Sodium lauryl ether 11 sulfate (2 EO) Fatty acid (30% by 3 weight C.sub.12, 25% by weight C.sub.14, 20% by weight C.sub.16, 25% by weight C.sub.18 unsaturated) C.sub.12/C.sub.15 alkyl ethoxylate 15 (8 EO) Water 51.5 Propylene glycol 2 Dimethylglucamine 2 Enzymes 0.7 Polycarboxylate 0.6 Sodium citrate 5 Borax 0.2 Sodium hydroxide to pH 7.7
[0112] FORMULATION EXAMPLE 2
Highly Concentrated Liquid Detergent (Heavy Duty Liquid)
[0113]
TABLE-US-00003 Amount [% Ingredient by weight] Linear alkylbenzene- 8 sulfonate Sodium lauryl ether 9 sulfate (2 EO) Fatty acid (30% by 5 weight C.sub.12, 20% by weight C.sub.14, 15% by weight C.sub.16, 5% by weight C.sub.18 saturated, 30% by weight C.sub.18 unsaturated) C.sub.12/C.sub.14 alkyl 8 ethoxylate (7 EO) Water 48.5 Ethanol 2 Propylene glycol 6 Dimethylglucamine 5 Enzymes 2 Soil Release Polyester 0.7 Sodium citrate 5 Borax 0.8 Sodium hydroxide to pH 8.5
[0114] FORMULATION EXAMPLE 3
Highly Concentrated Liquid Detergent in Monodose Format (Monodose Surfactant Capsule)
[0115]
TABLE-US-00004 Amount [% Ingredient by weight] Linear alkylbenzene- 24 sulfonate Fatty acid (30% by 23 weight C.sub.12, 20% by weight C.sub.14, 15% by weight C.sub.16, 5% by weight C.sub.18 saturated, 30% by weight C.sub.18 unsaturated) C.sub.10 alkyl 19 ethoxylate (10 EO) Water 4 Ethanol 4 Propylene glycol 10 Dimethylglucamine 8 Enzymes 0.7 Complexing agent 0.5 Methylpropanediol 6.8 Sodium hydroxide to pH 8.4
[0116] FORMULATION EXAMPLE 4
Shower Bath/Liquid Soap
[0117]
TABLE-US-00005 Amount [% Ingredient by weight] Lauric acid 6 Myristic acid 4 Palmitic acid 2 Dimethylglucamine 5 Sodium cocoylglutamate 2 Cocamide MEA (coconut 3 fatty acid monoethanolamide) Hydroxypropylmethylcellulose 0.2 Water ad 100 pH with potassium hydroxide solution to pH = 8.6
[0118] FORMULATION EXAMPLE 5
Face Cleanser
[0119]
TABLE-US-00006 Amount [% Ingredient by weight] Lauric acid 6 Myristic acid 4 Palmitic acid 2 Dimethylglucamine 5 Sodium cocoylglutamate 2 Oleoylmethylglucamide 3 Hydroxypropylmethylcellulose 0.2 Water ad 100 pH with potassium hydroxide solution to pH = 8.5