Organopolysiloxane and use thereof as surfactant, powder treatment agent, thickening agent of oil-based raw material or gelling agent. gel and emulsion compositions, as well as, preparations for external use and cosmetics comprising the same

Patent metadata

Field	Value
Publication number	US-9475828-B2
Application number	US-201113643666-A
Country	US
Kind code	B2
Filing date	Apr 28, 2011
Priority date	Apr 30, 2010
Publication date	Oct 25, 2016
Grant date	Oct 25, 2016

Abstract

The present invention provides a co-modified organopolysiloxane having a specified chemical structure in which a sugar alcohol-modified group and a silylalkyl group having a siloxane dendron structure, and optionally a long-chain hydrocarbon group are present. The co-modified organopolysiloxane is blended, as a surfactant, a powder treatment agent, a gelling agent or the like, or as a cosmetic raw material together with powder (s), oil agent (s) or the like, in a preparation for external use, and in particular, a cosmetic.

First claim

The invention claimed is:

1. A co-modified organopolysiloxane represented by general formula (1):
R 1 a R 2 b L 1 c Q d SiO (4-a-b-c-d)/2   (1)

wherein
each R 1 independently represents a monovalent organic group, with the proviso that R 2 , L 1 and Q are excluded therefrom;
each R 2 independently represents a substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 9 to 30 carbon atoms, or a linear organosiloxane group represented by general formula (2-1):

wherein each R 11 independently is a substituted or non-substituted monovalent hydrocarbon group having 1 to 30 carbon atoms, a hydroxyl group or a hydrogen atom, and at least one R 11 is said monovalent hydrocarbon group; t is a number ranging from 2 to 10; and r is a number ranging from 1 to 500,
or represented by general formula (2-2):

wherein R 11 and r are the same as defined above;
each L 1 independently represents a silylalkyl group having a siloxane dendron structure, in the case of i=1, represented by general formula (3):

wherein
each R 3 independently represents a substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 1 to 30 carbon atoms;
each R 4 independently represents an alkyl group having 1 to 6 carbon atoms or a phenyl group;
Z represents a divalent organic group;
i specifies a number of generations of said silylalkyl group, represented by L i , in the case in which a number of generations of said silylalkyl group, which is a number of repetitions of said silylalkyl group, is k, i is an integer ranging from 1 to k, and a number of generations k is an integer ranging from 1 to 10;
L i+1 is said silylalkyl group in the case of i<k, and L i+1 is any R 4 in the case of i=k; and
h i is 0 or 1;
Q represents an organic group containing a sugar alcohol group; and
each of a, b, c and d is independently a number having the following range: 1.0≦a≦2.5, 0≦b≦1.5, 0.0001≦c≦1.5, and 0.0001≦d≦1.5.

2. The co-modified organopolysiloxane according to claim 1 , wherein in said general formula (1), R 1 represents a substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 1 to 8 carbon atoms, a polyoxyalkylene group represented by formula: —R 5 O(AO) n R 6 wherein n=1 to 100; AO represents an oxyalkylene group having 2 to 4 carbon atoms; R 5 represents a substituted or non-substituted, and linear or branched divalent hydrocarbon group having 3 to 5 carbon atoms; R 6 represents a hydrogen atom, a substituted or non-substituted, and linear or branched monovalent hydrocarbon group having 1 to 24 carbon atoms, or a substituted or non-substituted, and linear or branched acyl group having 2 to 24 carbon atoms; an alkoxy group, a hydroxyl group or a hydrogen atom, with the proviso that all R 1 s do not represent a hydroxyl group, a hydrogen atom, said alkoxy group or said polyoxyalkylene group.

3. The co-modified organopolysiloxane according to claim 1 , wherein in said general formula (1), Q is an organic group containing a sugar alcohol group represented by general formula (4-1):

wherein R represents a divalent organic group; and e is 1 or 2,
or represented by general formula (4-2):

wherein R is the same as defined above; and e′ is 0 or 1.

4. The co-modified organopolysiloxane according to claim 3 , wherein in said general formula (4-1) or (4-2), R is a substituted or non-substituted, and linear or branched divalent hydrocarbon group having 3 to 5 carbon atoms.

5. The co-modified organopolysiloxane according to claim 1 , wherein in said general formula (1), L 1 is a functional group represented by general formula (3-1):

in the case of i=1, or represented by general formula (3-2):

in the case of i=2,
wherein R 3 , R 4 and Z are the same as defined above; and
each of h 1 and h 2 is independently 0 or 1.

6. The co-modified organopolysiloxane according to claim 1 , which is represented by structural formula (1-1):

wherein
R 2 , L 1 and Q are the same as defined above;
each X independently is a group selected from the group consisting of a methyl group, R 2 , L 1 and Q;
each of n1, n2, n3 and n4 is independently a number ranging from 0 to 2,000, and n1+n2+n3+n4 is a number ranging from 0 to 2,000, with the proviso that in the case of n3=0, at least one X is L 1 , and in the case of n4=0, at least one X is Q.

7. The co-modified organopolysiloxane according to claim 1 , which is represented by structural formula (1-1-1):

wherein R 2 , Q, L 1 and Z are the same as defined above; each X independently is a group selected from the group consisting of a methyl group, R 2 , L 1 and Q; each of n1, n2, n3 and n4 is independently a number ranging from 0 to 2,000, and n1+n2+n3+n4 is a number ranging from 0 to 2,000, with the proviso that in the case of n3=0, at least one X is L 1 , and in the case of n4=0, at least one X is Q,
or represented by structural formula (1-1-2):

wherein R 2 , Q, X, Z, n1, n2, n3, and n4 are the same as defined above.

8. The co-modified organopolysiloxane according to claim 7 , wherein Z is independently a group selected from divalent organic groups represented by general formulae:
—R 7 —

—R 7 —CO—

—R 7 —COO—R 8 —

—CO—R 7 —

—R 7 —COO—R 8 —

—R 7 —CONH—R 8 —

—R 7 —R 8 —

wherein
each R 7 independently represents a substituted or non-substituted, and linear or branched, alkylene or alkenylene group having 2 to 22 carbon atoms or an arylene group having 6 to 22 carbon atoms;
each R 8 independently is a group selected from the group consisting of the following groups:

9. A surfactant comprising the co-modified organopolysiloxane according to claim 1 .

10. An emulsion composition comprising:
(A) the co-modified organopolysiloxane according to claim 1 ;
(B) water; and
(C) at least one oil agent, wherein the oil agent is in the form of a liquid at 5 to 100° C., and is selected from the group consisting of a silicone oil, a non-polar organic compound and a low-polar organic compound.

11. A powder treatment agent comprising the co-modified organopolysiloxane according to claim 1 .

12. The powder treatment agent according to claim 11 , wherein the agent is a powder-surface treatment agent.

13. A powder surface-treated with the powder treatment agent according to claim

Assignees

• Souda Tatsuo
• Tamura Seiki
• Iimura Tomohiro
• Hayashi Akito
• Sawayama Sayuri
• Furukawa Haruhiko
• Dow Corning Toray Co Ltd

Inventors

• Souda Tatsuo
• Tamura Seiki
• Iimura Tomohiro
• Hayashi Akito
• Sawayama Sayuri
• Furukawa Haruhiko

Classifications

• A61K8/891 Primary

  saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone · CPC title

• C08G77/06 Primary

  Preparatory processes · CPC title

• A61K2800/651

  The particulate/core comprising inorganic material · CPC title

• C07F7/0849 Primary

  Chemistry & Metallurgy · mapped topic

• A61K2800/624

  by macromolecular compounds · CPC title