Liquid cleanser comprising sterol ester and C5-6 hydroxyalcohol

Patent metadata

Field	Value
Publication number	US-9265708-B2
Application number	US-201514664958-A
Country	US
Kind code	B2
Filing date	Mar 23, 2015
Priority date	Sep 24, 2012
Publication date	Feb 23, 2016
Grant date	Feb 23, 2016

Abstract

Provided is a composition containing a sterol ester, which is an oil poorly soluble in water, and superior in transparency, stability, foaming property, rinsability, skin feel (during rinsing and/or after use), and emollience. A composition containing
(A) a sterol ester, (B) one or more anionic surfactants selected from (B1) N-acylamino acid having a C 8-22 acyl group or a salt thereof, (B2) polyoxyethylene alkyl ether sulfate or a salt thereof, (C) a betaine-type amphoteric surfactant, (D) glyceryl mono-C 8-14 fatty acid ester, (E) C 5-6 hydroxyalcohol, and (F) water, and having pH 4-8.

First claim

The invention claimed is:

1. A composition, comprising:
(A) at least one sterol ester;
(B) one or more anionic surfactants selected from (B1) N-acylamino acid having a C 8-22 acyl group or a salt thereof, and (B2) polyoxyethylene alkyl ether sulfate or a salt thereof;
(C) at least one betaine-type amphoteric surfactant;
(D) at least one glyceryl mono-C 8-14 fatty acid ester;
(E) at least one C 5-6 hydroxyalcohol; and
(F) water, and

having a pH of 4.0 to 8.0.

2. The composition according to claim 1 , wherein (A) is at least one N-acylamino acid sterol ester.

3. The composition according to claim 1 , wherein (A) is at least one N-acylamino acid sterol ester represented by formula (1):

wherein
X is a hydrogen atom, an ester-forming residue of a C 8-38 aliphatic alcohol, or an ester-forming residue of a sterol;
R 1 is a hydrogen atom or a C 1-6 alkyl group;
COR 2 is a C 8-22 acyl group;
R 3 is a hydrogen atom or a group represented by —COOY, wherein Y is a hydrogen atom, an ester-forming residue of a C 8-38 aliphatic alcohol, or an ester-forming residue of a sterol; and
n is 1 or 2,
provided that:
when R 3 is a hydrogen atom, then X is an ester-forming residue of a sterol, and
when R 3 is a group represented by —COOY, then at least one of X and Y is an ester-forming residue of a sterol.

4. The composition according to claim 3 , wherein said ester-forming residue of a sterol is an ester-forming residue of phytosterol or cholesterol, COR 2 is a lauroyl group or a myristoyl group, and n is 2.

5. The composition according to claim 3 , wherein the ester-forming residue of a sterol is an ester-forming residue of phytosterol, COR 2 is a lauroyl group, and n is 2.

6. The composition according to claim 1 , wherein (A) is at least one member selected from the group consisting of:
phytosteryl N-myristoyl-N-methyl-β-alaninate;
di(cholesteryl/behenyl/2-octyldodecyl) N-lauroyl-L-glutamate;
di(phytosteryl/behenyl/2-octyldodecyl) N-lauroyl-L-glutamate;
di(cholesteryl/2-octyldodecyl) N-lauroyl-L-glutamate;
di(phytosteryl/2-octyldodecyl) N-lauroyl-L-glutamate; and
di(phytosteryl/behenyl/2-octyldodecyl/isostearyl) N-lauroyl-L-glutamate.

7. The composition according to claim 1 , wherein (A) is at least one fatty acid sterol ester.

8. The composition according to claim 1 , wherein (A) is at least one member selected from the group consisting of phytosteryl butyrate, phytosteryl nonanoate, cholesteryl stearate, cholesteryl isostearate, phytosteryl isostearate, cholesteryl hydroxystearate, phytosteryl hydroxystearate, phytosteryl caprylate/caprate, phytosteryl linoleate, phytosteryl linolenate, phytosteryl ricinoleate, cholesteryl oleate, phytosteryl oleate, dihydrocholesteryl oleate, branched fatty acid (C 12-31 ) phytosteryl ester, a phytosteryl canola oil fatty acid glyceride, a phytosteryl rapeseed glyceride, jojoba oil fatty acid phytosteryl ester, Macadamia nut oil fatty acid phytosteryl ester, macadamia nut oil fatty acid cholesteryl ester, macadamia nut oil fatty acid dihydrocholesteryl ester, sunflower seed oil fatty acid phytosteryl ester, rice bran oil fatty acid phytosteryl ester, phytosteryl/isostearyl/cetyl/stearyl/behenyl dimer dilinoleate, bis-behenyl/isostearyl/phytosteryl dimer dilinoleyl dimer dilinoleate, phytosteryl/behenyl dimer dilinoleate, and phytosteryl isostearyl dimer dilinoleate.

9. The composition according to claim 1 , wherein (B1) is at least one N-acylamino acid represented by formula (2):

wherein:
R 4 CO is a C 8-22 acyl group;
R 5 is a hydrogen atom or a C 1-6 alkyl group;
R 6 is a hydrogen atom, a C 1-5 alkyl group optionally substituted by a hydroxyl group, or a carboxyl group; and
m is an integer of 0 to 2,

or a salt thereof.

10. The composition according to claim 1 , wherein (C) is at least one amide betaine-type amphoteric surfactant represented by formula (4):

wherein:
R 8 CO is a C 8-24 acyl group;
R 9 and R 10 are each independently a hydrogen atom or a C 1-6 alkyl group;
q is an integer of 2 to 4; and
r is an integer of 1 to 3.

11. The composition according to claim 1 , wherein (D) is glyceryl monocaprylate.

12. The composition according to claim 1 , wherein (E) is 2-hydroxy-1-pentanol.

13. The composition according to claim 1 , wherein (A) is present in an amount of 0.02 to 5 mass % relative to the total amount of (A)-(F).

14. The composition according to claim 1 , wherein (B) is present in an amount of 2 to 35 mass % relative to the total amount of (A)-(F).

15. The composition according to claim 1 , wherein (C) is present in an amount of 0.2 to 20 mass % relative to the total amount of (A)-(F).

16. The composition according to claim 1 , wherein (D) is present in an amount of 0.1 to 10 mass % relative to the total amount of (A)-(F).

17. The composition according to claim 1 , wherein (E) is present in an amount of 0.1 to 10 mass % relative to the total amount of (A)-(F).

18. The composition according to claim 1 , wherein (A) and (D) are present in a mass ratio, mass of (A)/mass of (D), of 0.002 to 5.0.

19. The composition according to claim 1 , wherein (A) and (E) are present in a mass ratio, mass of (A)/mass of (E), of 0.002 to 5.0.

20. The composition according to claim 1 , wherein (A) and the total of (D) and (E) are present in a mass ratio, mass of (A)/(mass of (D)+mass of (E)), of 0.001 to 2.5.

21. The composition according to claim 1 , wherein the total of (D) and (E) and the total of (B) and (C) are present in a mass ratio, (mass of (D)+mass of (E))/(mass of (B)+mass of (C)), of 0.003 to 5.0.

22. The composition according to claim 1 , which is in a form of a liquid cleanser for skin or hair.

23. A method of stabilizing a composition comprising a sterol ester, a surfactant, and water, said method comprising mixing at least one glyceryl mono-C 8-14 fatty acid ester and at least one C 5-6 hydroxyalcohol with said composition.

24. A method of solubilizing a sterol ester in a composition comprising a surfactant and water, said method comprising mixing at least one glyceryl mono-C 8-14 fatty acid ester and at least one C 5-6 hydroxyalcohol with said composition.

25. A method of cleansing skin or hair, comprising applying an effective amount of a composition according claim 1 to said skin or hair.

Assignees

• Ajinomoto Kk

Inventors

• Yumioka Rina
• Oshimura Eiko

Classifications

• A61K2800/596

  Mixtures of surface active compounds · CPC title

• A61K8/345

  containing more than one hydroxy group · CPC title

• A61K8/86

  Polyethers · CPC title

• A61K8/63 Primary

  Steroids; Derivatives thereof · CPC title

• A61K8/37

  Esters of carboxylic acids · CPC title