IP Library Granted Patent US 6,881,399
Granted Patent B2
US 6,881,399 · App. 10/171,032 · Granted Apr 19, 2005

Cosmetic formulations of having high aqueous solubility and low flash points

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Quick Facts
Patent No.
US 6,881,399
App. No.
10/171,032
Granted
Apr 19, 2005
Kind
B2
Abstract

The invention provides compositions comprising a) at least one quaternary ammonium compound, and b) at least one polyhydric alcohol having 5 to 12 carbon atoms. The compositions have low setting points, good solubility and dispersibility in aqueous media and a low flash point.

Claims (52)

1. A composition comprising

a) 60 to 90 weight percent based on the composition of at least one quaternary ammonium compound according to formula (1)

R 1 is an unbranched or branched alkyl or alkenyl group having 12 to 36 carbon atoms, a group R 6 CONH(CH 2 ) n — or a group R 5 COO(CH 2 ) n —, where R 6 is an alkyl or alkenyl group having 12 to 36 carbon atoms and n is a number from 1 to 8, and

R 2 , R 3 and R 4 , independently of one another, may be identical or different and are a —CH 3 , CH 3 CH 2 —, CH 3 CH 2 CH 2 —, CH 3 CH 2 CH 2 CH 2 —, CH 2 CH 2 OH or —CH 2 CH(OH)CH 2 OH group

and

X − is an anion,

and

b) at least one polyhydric alcohol having 5 to 12 carbon atoms wherein said composition is in the form of a pellet or a flake and said composition is essentially tree from fatty alcohols and unbranched or branched monoalcohols having 8 to 36 carbon atoms.

2. The composition as claimed in claim 1 , wherein the quaternary ammonium compounds a) are (C 12 -C 36 )-alkyltrimethylammonium compounds.

3. The composition as claimed in claim 1 , wherein the anion X − in formula (1) is selected from the group consisting of chloride, iodide, bromide, methosulfate, hydrogensulfate, lactate, citrate, and mixtures thereof.

4. The composition as claimed in claim 1 , wherein the quaternary ammonium compound a) is behenyltrimethylammonium chloride.

5. The composition as claimed in claim 1 , wherein said polyhydric alcohol b) is 10 to 40% by weight of said composition.

6. The composition as claimed in claim 1 , wherein the polyhydric alcohol is selected from the group consisting of pentanediol, hexanediol, hexylene glycol, trimethylpentanediol, heptanediol, octanediol, nonanediol, decanediol, undecanediol, dodecanediol, diglycerol, triglycerol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, mannitol, and mixtures thereof.

7. The composition as claimed in claim 1 , wherein the polyhydric alcohol is select from the group consisting of 1,5-pentanediol, 1,2-pentanediol, 1,6-hexanediol. 1,2-hexanediol, 1,7-heptanediol. 1,2-heptanediol, 1,8-octanediol, 1,2-octanediol, 1,9-nonanediol, 1,2-nonanediol, 1,10-decanediol, 1,2-decanediol, 1,11-undecanediol, 1,2-undecanediol, 1,12-dodecanediol, 1,2-dodecanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, diglycerol, triglycerol, dipropylene glycol, tripropylene glycol, sorbitol, xylitol, mannitol, and mixtures thereof.

8. The composition as claimed in claim 1 , wherein the polyhydric alcohol is selected from the group consisting of 1,6-hexanediol, 2-methyl-2,4-pentanediol, 2,2,4-trimethyl-1,3-pentanediol, dipropylene glycol, and mixtures thereof.

9. The composition as claimed in claim 1 , wherein the at least one polyhydric alcohol b) has 6 to 8 carbon atoms.

10. The composition as claimed in claim 1 , which further comprises, based on a finished composition, less than 5% by weight, of unbranched or branched monoalcohols having 1 to 4 carbon atoms.

11. The composition as claimed in claim 10 , wherein the monoalcohols are selected from the group consisting of ethanol, propanol, isopropanol, butanol, isobutanol, tert-butanol, and mixtures thereof.

12. The composition as claimed in claim 1 , which has a setting point below 100° C.

13. The composition as claimed in claim 1 , which has a flash point above 80° C.

14. A process for the preparation of the composition of claim 1 , which comprises preparing a mixture comprising mixing

i) 60 to 90 weight percent based on the composition of at least one quaternary ammonium compound a), and

ii) at least one polyhydric alcohol having 5 to 12 carbon atoms, and pelletizing or flaking said mixture to provide said pellet or flake.

15. A process for the preparation of a composition as claimed in claim 1 , which comprises alkylating

i) at least one tertiary amine NR 1 R 2 R 3 , where R 1 is an unbranched or branched alkyl or alkenyl group having 12 to 36 carbon atoms, a group R 5 CONH(CH 2 ) n — or a group R 5 COO(CH 2 ) n —, where R 5 is an alkyl or alkenyl group having 12 to 36 carbon atoms and n is a number from 1 to 8, and R 2 and R 5 , independently of one another, may be identical or different and are —CH 3 , CH 3 CH 2 —, CH 3 CH 2 CH 2 —, CH 3 CH 2 CH 2 CH 2 — or —CH 2 CH 2 (OH), by

ii) at least one alkylating agent chosen from

a) R 4 X, where R 4 is —CH 3 —, CH 3 CH 2 —, CH 3 CH 2 CH 2 —, CH 3 CH 2 CH 2 CH 2 — or —CH 2 CH(OH)CH 2 (OH), and X is Cl, I, Br, OSO 3 H or methosulfate, and/or

b) ethylene oxide and an acid HX, where X is Cl, I, Br, OSO 3 H, citrate or lactate,

in the presence of

iii) at least one polyhydric alcohol having 5 to 12 carbon atoms.

16. The composition as claimed in claim 1 , wherein the quaternary ammonium compound a) is 60 to 85% by weight of said composition.

17. The composition as claimed in claim 1 , wherein the quaternary ammonium compounds is 60 to 82% by weight of said composition.

18. The composition as claimed in claim 1 , wherein the quaternary ammonium compound a) is (C 14 -C 24 )-alkyltrimethylammonium compounds.

19. The composition as claimed in claim 1 , wherein the quaternary ammonium compound a) is (C 16 -C 24 )-alkyltrimethylammonium compounds.

20. The composition as claimed in claim 1 , wherein the anion X − in formula (1) is selected from the group consisting of chloride, methosulfate, and mixtures thereof.

21. The composition as claimed in claim 1 , wherein the polyhydric alcohol is at least 15% by weight of said composition.

22. The composition as claimed in claim 1 wherein less than 3% by weight of said composition is unbranched or branched monoalcohols having 1 to 4 carbon atoms.

23. The composition as claimed in claim 10 , wherein the monoalcohols comprise isopropanol.

24. The composition as claimed in claim 1 , which has a setting point below 95° C.

25. The composition as claimed in claim 1 , which has a setting point below 90° C.

26. The composition as claimed in claim 1 , which has a setting point below 85° C.

27. The composition as claimed in claim 1 , which has a flash point above 100° C.

28. The composition as claimed in claim 1 , which is in a form of pellets.

29. The process of claim 14 , wherein component i) contains a branched or unbranched monoalcohol having 1 to 4 carbon atoms, said monoalcohol being removed from component i) prior to said mixing step.

30. The process of claim 14 , further comprising adding to the mixture at least one unbranched or branched monoalcohol having 1 to 4 carbon atoms and removing said monoalcohol from the composition alter said mixing step.

31. The process of claim 15 , further comprising alkylating said tertiary amine in the presence of at least one unbranched or branched monoalcohol having 1 to 4 carbon atoms, and removing said monoalcohol after said alkalating step.

32. A cosmetic preparation comprising the composition of claim 1 .

33. A dermatological preparation comprising the composition of claim 1 .

34. A pharmaceutical preparation comprising the composition of claim 1 .

35. A hair-treatment preparation comprising the composition of claim 1 .

36. A hair-treatment composition as defined in claim 35 in the form of shampoos, rinse-off hair conditioners, cream rinses, clear rinses, hair cures, hair colorants end hair tints, permanent waving compositions, hair gels and hair conditioners in aerosol form, spray form, fluid form, and mixtures thereof.

37. A process for treating hair comprising contacting hair with the hair-treatment preparation of claim 35 .