Organo polysiloxane elastomer and use therefor

Patent metadata

Field	Value
Publication number	US-9301913-B2
Application number	US-201214122689-A
Country	US
Kind code	B2
Filing date	May 22, 2012
Priority date	May 30, 2011
Publication date	Apr 5, 2016
Grant date	Apr 5, 2016

Abstract

The present invention relates to an organopolysiloxane elastomer having a group having a siloxane dendron structure bonded to a silicon atom, and having a crosslinked structure that includes a carbon-silicon bond in the crosslinking portion, and relates to a glycerin derivative-modified organopolysiloxane elastomer having a siloxane dendron structure bonded to a silicon atom and a hydrophilic group bonded to a different silicon atom from the silicon atom, and having a crosslinked structure that includes a carbon-silicon bond in the crosslinking portion. The organopolysiloxane elastomer of the present invention, for example, has affinity with a variety of oil agents, has excellent structuring properties and gelling characteristics, and further retains excellent tactile sensation, particularly a velvety thick smoothness, and moreover imparts an excellent tactile sensation from initial application to after drying without producing any stickiness at all, and furthermore, provides superior cosmetic effects, such as wrinkle concealing effect (masking effect), and the like.

First claim

The invention claimed is:

1. An organopolysiloxane elastomer comprising: a group having a siloxane dendron structure represented by L 1 that is bonded to a silicon atom, and having a crosslinked structure that includes a carbon-silicon bond in a crosslinking portion;
wherein, L 1 is a silylalkyl group having a siloxane dendron structure and, when i=1, represented by following general formula (2):

wherein,
R 1 represents a substituted or unsubstituted, straight or branched monovalent hydrocarbon group having from 1 to 30 carbons;
R 2 each independently represents an alkyl group or a phenyl group having from 1 to 6 carbons;
Z is a divalent organic group;
i represents a generation of the silylalkyl group represented by L i and is an integer of 1 to k when k is a number of generations that is a number of repetitions of the silylalkyl group; the number of generations k is an integer from 1 to 10; L i+1 is the silylalkyl group when i is less than k, and R 2 when i=k, and a i is a number in a range of 0 to 3.

2. The organopolysiloxane elastomer according to claim 1 , wherein L 1 in general formula (2) is a functional group represented by following general formula (2-1) or general formula (2-2):

wherein, R 1 , R 2 , and Z are the same groups as described above, and a 1 and a 2 are each independently numbers in a range of 0 to 3.

3. The organopolysiloxane elastomer according to claim 1 , comprising the group having a siloxane dendron structure represented by L 1 that is bonded to a silicon atom, and having a hydrophilic group represented by Q bonded to a different silicon atom from the silicon atom, and having the crosslinked structure that includes a carbon-silicon bond in the crosslinking portion;
wherein, Q is a hydrophilic group bonded to a silicon atom via a linking group that is at least divalent including at least one type of hydrophilic unit selected from hydrophilic units represented by following general formulae (3-1) to (3-4):
—C r H 2r —O—  (3-1)

wherein, r is a number in a range of 1 to 6;

wherein, W represents a hydrogen atom or an alkyl group having from 1 to 20 carbons;

wherein, W is synonymous with the groups described above; and

4. The organopolysiloxane elastomer according to claim 3 , wherein the Q
has a linear hydrophilic segment having a plurality of the hydrophilic units bonded in a linear fashion, or
has a branched hydrophilic segment having a plurality of the hydrophilic units bonded in a branched fashion via at least one branching unit selected from groups represented by following structural formulae (3-5) to (3-7):

5. The organopolysiloxane elastomer according to claim 3 , wherein the Q is a hydrophilic group represented by any one of following general formulae (4-1) to (4-4):
General Formula (4-1):
—R 3 (—O—X 1 m —R 4 ) p   (4-1)

wherein,
R 3 is an organic group having (p+1) valency,
p is a number in a range of 1 to 3;
X 1 are each independently at least one hydrophilic unit selected from the hydrophilic units represented by the general formulae (3-1) to (3-4) above;
m is a number in a range of 1 to 100; and
R 4 is a hydrogen atom or a group selected from the group consisting of alkyl groups, acyl groups, and glycidyl groups having from 1 to 20 carbons;
General Formula (4-2):
—R 3 (—O—X 2 ) p   (4-2)

wherein,
R 3 is synonymous with the groups described above,
p is the same number as described above, and
X 2 is a hydrophilic group represented by the following structural formal (4-2-1):

wherein, at least one hydrophilic unit selected from the hydrophilic units represented by the general formulae (3-1) to (3-4) is independently bonded to each of the two oxygen atoms;
General Formula (4-3):
—R 3 (—O—X 3 ) p   (4-3)

wherein,
R 3 is synonymous with the groups described above,
p is the same number as described above, and
X 3 is a hydrophilic group represented by the following structural formula (4-3-1):

wherein, at least one hydrophilic unit selected from the hydrophilic units represented by the general formulae (3-1) to (3-4) is independently bonded to each of the two oxygen atoms;
General Formula (4-4):
—R 3 (—O—X 4 ) p   (4-4)

wherein,
R 3 is synonymous with the groups described above,
p is the same number as described above, and
X 4 is a hydrophilic group represented by following structural formula (4-4-1):

wherein, at least one hydrophilic unit selected from the hydrophilic units represented by the general formulae (3-1) to (3-4) is independently bonded to each of the two oxygen atoms.

6. The organopolysiloxane elastomer according to claim 1 , the organopolysiloxane elastomer being obtained by causing reactions between at least the following:
(A) an organohydrogenpolysiloxane;
(B) a siloxane dendron having one reactive unsaturated group in a molecule; and
(C) at least one organic compound selected from the group consisting of (C1) organic compounds having an average of more than one reactive unsaturated groups in a molecule, and (C2) organic compounds having at least one reactive unsaturated group and at least one epoxy group in a molecule.

7. The organopolysiloxane elastomer according to claim 1 , the organopolysiloxane elastomer being obtained by causing reactions between at least the following:
(A) an organohydrogenpolysiloxane;
(B) a siloxane dendron having one reactive unsaturated group in a molecule;
(C) at least one organic compound selected from the group consisting of (C1) organic compounds having an average of more than one reactive unsaturated groups in a molecule, and (C2) organic compounds having at least one reactive unsaturated group and at least one epoxy group in a molecule, provided that the (C) is optional in cases where (D) has an average of more than one reactive unsaturated group in a molecule; and
(D) a hydrophilic derivative having a reactive unsaturated group and a hydrophilic group that includes at least one hydrophilic unit selected from the hydrophilic units represented by the structural formulae (3-1) to (3-4).

8. The organopolysiloxane elastomer according to claim 6 , wherein an average number of silicon-bonded hydrogen atoms in a molecule of the component (A) that react with an unsaturated bond in the component (C) and/or component (D) is 0.1 or greater.

9. The organopolysiloxane elastomer according to claim 6 , wherein the component (A) is represented by average composition formula (1):
R 5 a H b SiO (4-a-b)/2   (1)

wherein,
R 5 each independently represent monovalent organic groups, wherein 1.0≦a≦3.0 and 0.001≦b≦1.5.

10. The organopolysiloxane elastomer according to c

Assignees

• Tamura Seiki
• Souda Tatsuo
• Hori Seiji
• Dow Corning Toray Co Ltd

Inventors

• Tamura Seiki
• Souda Tatsuo
• Hori Seiji

Classifications

• A61K2800/10

  General cosmetic use · CPC title

• A61K8/893

  modified by an alkoxy or aryloxy group, e.g. behenoxy dimethicone or stearoxy dimethicone · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• C08L83/12

  containing polyether sequences · CPC title

• A61K47/34

  Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence) · CPC title