Cosmetic composition

• US 5,429,820 A
• Filed: 04/08/1992
• Issued: 07/04/1995
• Est. Priority Date: 04/08/1991
• Status: Expired due to Term

• Current Assignee: KAO Corporation
• Original Assignee: KAO Corporation
• Inventors: Ochiai, Ryuuji, Kamitani, Hiroshi, Fujikura, Yoshiaki, Kita, Katsumi, Yahagi, Kazuyuki
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): LEVY, NEIL S
• Application Number:
  US07/865,179
• Time in Patent Office: 1,182 Days
• Field of Search: 424/401, 424/64, 424/70.28, 424/70.3 L, 424/63, 252/312, 514/938, 514/941
• US Class Current: 424/401
• CPC Class Codes: A61K 8/0295 Liquid crystals
• CPC Class Codes: A61Q 19/00 Preparations for care of the skin
• CPC Class Codes: A61Q 5/00 Preparations for care of the hair
• CPC Class Codes: A61Q 5/12 Preparations containing hair conditioners
• CPC Class Codes: C07C 43/11 Polyethers containing —O—(C—C—O—)n units with ≤ 2 n≤ 10
• CPC Class Codes: C07C 43/135 having more than one ether bond
• CPC Class Codes: C07C 69/33 esterified with hydroxy compounds having more than three hydroxy groups esters of sugars C07H
• CPC Class Codes: C07H 15/04 attached to an oxygen atom of the saccharide radical
• CPC Class Codes: C07H 15/06 being a hydroxyalkyl group esterified by a fatty acid
• CPC Class Codes: C08G 65/2606 containing hydroxyl groups
• CPC Class Codes: C08G 65/34 from hydroxy compounds or their metallic derivatives C08G65/26 takes precedence
• CPC Class Codes: C09K 19/04 characterised by the chemical structure of the liquid crystal components , e.g. by a specific unit

Abstract

A cosmetic composition comprises:

(A) a nonionic amphipathic compound having in the molecule thereof at least one branched alkyl or alkenyl group having 10-36 carbon atoms and at least three hydroxyl groups, and having a lamellar liquid crystal structure itself at 25° C. and at 50° C. or higher; and

(B) a compound represented by formula (1): ##STR1## wherein R¹ is a hydrogen atom, a lower alkyl group or a group ##STR2## R² is a hydrogen atom, a methyl group or a methoxy group; R³ is a direct bond or a saturated or unsaturated divalent hydrocarbon group having 1 to 3 carbon atoms; each Y and each Z are independently hydrogen atoms or hydroxyl groups; and p, q and r are each independently integers of 0 to 5, excepting the case where all of p, q and r are zero and Z is H, and the case where all of p, q and r are zero, R¹ is H and Z is OH.

Claims

1. A polyol glyceryl ether represented by the formula (2'"'"') ##STR28## wherein G, A, B, x and y are as follows:

G is a trimethylolalkane residual group represented by formula (3a) or a pentaerythritol residual group represented by formula (3b);

##STR29## wherein n is an integer of 0-4, or a residual group obtained by removing hydrogen atoms from all the hydroxy groups of a polyol having four or more hydroxyl groups excepting sucrose, fructofuranose, fructopyranose, polyglycerol and glucopyranose;

each A is independently an alkylene group having 2-4 carbon atoms;

each B is independently a hydrogen atom or a --CH₂ CH(OH)CH₂ OR^4'"'"' and/or ##STR30## wherein R^4'"'"' is a branched alkyl group having 10-36 carbon atoms, provided that at least one of said B groups is --CH₂ CH(OH)CH₂ OR^4'"'"' and/or ##STR31## x is a number of 0-10 obtained by dividing, by y, the total mol number of added alkylene oxide to the hydroxyl groups of the trimethylolalkane or polyol; and

y is the number of hydroxyl groups of the trimethylolalkane or polyol,

wherein said polyol glyceryl ether has a lamellar liquid crystal structure at 25°

C. and at 50°

C. or higher.

2. The polyol glyceryl ether of claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (7):

##STR32## wherein e and f are integers of 0-33, respectively, and the sum of e and f is 13--33;

or

is represented by formula (8);

##STR33## wherein g and h are integers of 0-31, respectively, and the sum of g and h is 11-31.

3. The polyol glyceryl ether of claim 1, wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxy groups of at least one polyol selected from the group consisting of pentaerythritol, sorbitol, manitol, maltitol and glycosides or represented by the following formulas:

##STR34##

4. The polyol glyceryl ether of claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (7):

##STR35## wherein e and f are integers of 0-33, respectively, and the sum of e and f is 13-33;

or

represented by formula (8);

##STR36## wherein g and h are integers of 0-31, respectively, and the sum of g and h is 11-31; and

wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxy groups of at least one polyol selected from the group consisting of pentaerythritol, sorbitol, manitol, maltitol and glycosides or represented by the following formulas;

##STR37##

5. The polyol glyceryl ether of claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (7):

##STR38## wherein e and f are integers of 0-33, respectively, and the sum of e and f is 13-33; and

G is a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of at least one polyol selected from the group consisting of pentaerythritol, sorbitol, manitol, maltitol and glycosides.

6. The glyceryl ether of claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (7):

##STR39## wherein e and f are integers of 0-33, respectively, and the sum of e and f is 13-33; and

G is pentaerythritol.

7. A polyol glyceryl ether according to claim 1, wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of at least one polyol selected from the group consisting of pentaerythritol, sorbitol, mannitol, maltitol and glycosides.

8. A polyol glyceryl ether according to claim 1, wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of glycosides having alkyl, alkenyl or alkyl ether groups which have 1-22 carbon atoms and may have a straight or branched chain and which may be substituted by hydroxyl.

9. A polyol glyceryl ether according to claim 1, wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of glycosides having a sugar condensation degree of 1-2.

10. A polyol glyceryl ether according to claim 1, wherein G in said formula (2'"'"') is a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of methyl glucoside, ethyl glucoside, methyl maltoside, ethyl maltoside or 2,3-dihydroxypropyl glucoside.

11. A polyol glyceryl ether according to claim 1, wherein G in said formula (2'"'"') is represented by following formulas:

##STR40##

12. A polyol glyceryl ether according to claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (7):

##STR41## wherein e and f are integers of 0-33, respectively, and the sum of e and f is 13-33.

13. A polyol glyceryl ether according to claim 1, wherein R^4'"'"' in said formula (2'"'"') is represented by formula (8):

##STR42## wherein G and h are integers of 0-31, respectively, and the sum of g and h is 11-31.

14. A method of preparing a polyol glyceryl ether represented by formula (2'"'"') ##STR43## wherein G, A, B, x and y have the following meanings:

G is a trimethylolalkane residual group represented by formula (3a) or a pentaerythritol residual group represented by formula (3b);

##STR44## wherein n is an integer of 0-4, or a residual group obtained by removing hydrogen atoms from all the hydroxyl groups of a polyol having four or more hydroxyl groups, excepting sucrose, fructofuranose, fructopyranose and glucopyranose;

each A is independently an alkylene group having 2-4 carbon atoms;

each B is independently a hydrogen atom or --CH₂ CH(OH)CH₂ OR^4'"'"' and/or ##STR45## wherein R^4'"'"' is a branched alkyl group having 16-36 carbon atoms, provided that at least one of said B groups is --CH₂ CH(OH)CH₂ OR^4'"'"' and/or ##STR46## x is a number of 0-10 obtained by dividing, by y, the total mol number of added alkylene oxide to the hydroxyl groups of the trimethylolalkane or polyol;

y is the number of hydroxyl groups of the trimethylolalkane or polyol;

said method comprising reacting a trimethylolalkane, a polyol having four or more hydroxyl groups, excepting sucrose, fructofuranose, fructopyranose, polyglycerol and glucopyranose, or a compound thereof represented by formula (9);

##STR47## wherein G, A, x and y have the aforementioned meanings, and a glycidyl branched alkyl ether represented by formula (10);

##STR48## wherein R^4'"'"' is a branched alkyl group having 16-36 carbon atoms, in the presence of a basic catalyst.