IP Library Granted Patent US 10,864,275
Granted Patent B2
US 10,864,275 · App. 14/401,354 · Granted Dec 15, 2020

N-methyl-N-acylglucamine-containing composition

Inventors: Peter Klug (Grossostheim, DE); Carina Mildner (Frankfurt am Main, DE)
Assignee: Clariant International Ltd.
A61K47/26A61K8/046A61K8/345A61K8/375A61K8/416A61K8/42A61K8/463A61K8/60A61K8/86A61K9/122A61K47/10A61K47/20A61Q5/00A61Q19/00C11D1/94C11D3/2093C11D3/43A61K2800/592A61Q5/12A61Q19/10C11D1/02C11D1/14C11D1/525C11D1/90
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Quick Facts
Patent No.
US 10,864,275
App. No.
14/401,354
Granted
Dec 15, 2020
Kind
B2
Abstract

The invention relates to a composition which contains at least one anionic surfactant, a betaine surfactant, a mixture of N-methyl-N-acylglucamines, the acyl groups of which correspond to those of natural coconut oil and/or palm kernel oil, a glycerol derivative, a solvent and optionally one or more additives. The invention also relates to a method for producing the composition. The invention further relates to the use of the composition for the treatment or care of skin or hair, for example as a shampoo, face cleaner, liquid cleaner or shower gel.

Claims (61)

1. A composition comprising:

(A) at least one anionic surfactant as component A,

(B) at least one betaine surfactant as component B selected from the group consisting of an alkyl betaine, an alkylamido betaine and mixtures thereof,

(C) a mixture of N-methyl-N-acylglucamines as component C, wherein the N-methyl-N-acylgluamines have a C 8 -C 22 -acyl radical and wherein the distribution of the C 8 -C 22 -acyl radicals corresponds to that of C 8 -C 22 -fatty acids in natural coconut oil, palm kernel oil or a mixture of the two,

(D) at least one component D selected from the group consisting of monoglycerides, diglycerides, triglycerides, and mixtures thereof, wherein the glycerides in question have at least one C 8 -C 22 -acyl radical and are formed by the transamidation of coconut oil, palm kernel oil or a mixture of the two with an N-methylglucamine,

(E) at least one solvent as component E, and

(F) optionally one or more additives as component F,

wherein components C and D are prepared by transamidation of triglycerides of coconut oil, palm kernel oil or a mixture of the two with N-methylglucamine.

2. The composition as claimed in claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals corresponds to that of C 8 -C 22 -fatty acids in natural coconut oil.

3. The composition as claimed in claim 1 , comprising:

(A) from 5 to 15% by weight of component A,

(B) from 1 to 10% by weight of component B,

(C) from 1 to 10% by weight of component C,

(D) from 0.2 to 2.4% by weight of component D,

(E) from 5 to 92.8% by weight of component E, wherein component E is a protic solvent, and

(F) from 0 to 10% by weight of component F,

wherein the sum of components A to F is 100% by weight.

4. The composition as claimed in claim 1 , wherein components C and D have been prepared by the reaction of a triglyceride and N-methylglucamine.

5. The composition as claimed in claim 1 , wherein component A is selected from the group consisting of one or more compound(s) of formula (I)

R 1 SO 3 − M +   (I)

wherein R 1 is alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkoxyalkyl and heterocyclyl and M+ is an alkali metal, alkaline earth metal or substituted or unsubstituted ammonium ion,

and of formula (II)

R 1 SO 4 − M +   (II)

wherein R 1 is alkyl, cycloalkyl, aralkyl, aryl, alkoxy, alkoxyalkyl and heterocyclyl and M+ is an alkali metal, alkaline earth metal or substituted or unsubstituted ammonium ion.

6. The composition as claimed in claim 1 , wherein component E is water or a mixture of water and propylene glycol.

7. The composition as claimed in claim 1 , wherein the sum of components A, B and C is from 7 to 35% by weight.

8. The composition as claimed in claim 1 , wherein the one or more additives F are selected from the group consisting of preservatives, fragrances, dyes, further surfactants, water, oily substances, cationic polymers, film-forming agents, thickeners and gelling agents, superfatting agents, antimicrobial and biogenic active ingredients, moisture-donating agents, stabilizers, acids, lyes, activity enhancers, and mixtures thereof.

9. The composition as claimed in claim 1 , wherein the composition is a cosmetic, dermatological or pharmaceutical composition.

10. A shampoo, facial cleanser, liquid cleanser or shower gel comprising the composition as claimed in claimed 1 .

11. A skin treatment or skin care product comprising a composition as claimed in claim 1 .

12. A hair treatment or hair care product comprising a composition as claimed in claim 1 .

13. A method for caring for or treating the skin, wherein the skin is brought into contact with a composition as claimed in claim 1 .

14. A method for caring for or treating the hair, wherein the hair is brought into contact with a composition as claimed in claim 1 .

15. The composition as claimed in claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals of component C corresponds to that of C 8 -C 22 -fatty acids in natural coconut oil and comprises

a) from 40 to 55% by weight lauric acid,

b) from 10 to 20% by weight myristic acid,

c) from 8 to 12% by weight palmitic acid,

d) from 6 to 12% by weight oleic acid, and

h) from 0 to 36% by weight further fatty acids,

wherein the sum of the fatty acids bonded to the triglyceride is 100% by weight.

16. The composition as claimed in claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals of component C corresponds to that of C 8 -C 22 -fatty acids in natural coconut oil and comprises

a) from 40 to 55% by weight lauric acid,

b) from 10 to 20% by weight myristic acid,

c) from 8 to 12% by weight palmitic acid,

d) from 6 to 12% by weight oleic acid,

e) from 5 to 10% by weight decanoic acid,

f) from 4 to 10% by weight octanoic acid,

g) from 1 to 3% by weight stearic acid, and

h) from 0 to 26% by weight further fatty acids,

wherein the sum of the fatty acids bonded to the triglyceride is 100% by weight.

17. A hair treatment or hair care product comprising a composition comprising:

(A) at least one anionic surfactant as component A,

(B) at least one betaine surfactant as component B selected from the group consisting of an alkyl betaine, an alkylamido betaine and mixtures thereof,

(C) a mixture of N-methyl-N-acylglucamines as component C, wherein the mixture of N-methyl-N-acylgluamines have a C 8 -C 22 -acyl radical and the distribution of the C 8 -C 22 -acyl radicals corresponds to that of C 8 -C 22 -fatty acids in natural coconut oil, palm kernel oil or a mixture of the two,

(D) at least one component D selected from the group consisting of monoglycerides, diglycerides, triglycerides, wherein the glycerides in question have at least one C 8 -C 22 -acyl radical, and are formed by the transamidation of coconut oil, palm kernel oil or a mixture of the two with an N-methylglucamine and mixtures thereof,

(E) at least one solvent as component E, and

(F) optionally one or more additives as component F,

wherein components C and D are prepared by transamidation of triglycerides of coconut oil, palm kernel oil or a mixture of the two with N-methylglucamine.

18. The composition of claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals of components C and D are both obtained from C 8 -C 22 -fatty acids of a natural coconut oil and components C and D are prepared by transamidation of the triglycerides of the natural coconut oil with N-methylglucamine.

19. The composition of claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals of components C and D are both obtained from C 8 -C 22 -fatty acids of a natural palm kernel oil and wherein components C and D are prepared by transamidation of the triglycerides of the natural palm kernel oil with N-methylglucamine.

20. The composition of claim 1 , wherein the distribution of the C 8 -C 22 -acyl radicals of components C and D are both obtained from C 8 -C 22 -fatty acids of a mixture of natural coconut oil and natural palm kernel oil and wherein components C and D are prepared by transamidation of the triglycerides of mixture of the natural coconut oil and that natural palm kernel oil with N-methylglucamine.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2016
From: CLARIANT FINANCE (BVI) LIMITED
To: CLARIANT INTERNATIONAL LTD.
Reel/Frame 039333/0155 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 15, 2016
From: KLUG, PETER; MILDNER, CARINA
To: CLARIANT FINANCE (BVI) LIMITED
Reel/Frame 039165/0319 →