IP Library › Granted Patent US 10,668,006
Granted Patent B2
US 10,668,006 · App. 15/676,040 · Granted Jun 2, 2020

Cosmetic and method for manufacturing the same

Inventor: Hiroyuki Moriya (Annaka, JP)
Assignee: SHIN-ETSU CHEMICAL CO., LTD.
A61K8/895A61K8/8152A61K8/894A61K8/91A61K8/92A61Q1/02A61Q1/06A61K2800/95
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Quick Facts
Patent No.
US 10,668,006
App. No.
15/676,040
Granted
Jun 2, 2020
Kind
B2
Abstract

Disclosed is a cosmetic that provides smooth spreadability, non-stickiness upon application, suppressed color transfer as a make-up cosmetic, and easy removability by cleansing. The cosmetic of the invention includes a urethane group-containing silicone vinyl polymer that is a urethanization reaction product of a (a) radical polymer derived from a radical reactive vinyl monomer and having a hydroxyl group and an (b) isocyanate silicone represented by the following general formula (1), wherein, each of R 1 , R 2 , R 3 , and R 4 independently represents any of an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, and an aryl group having 6 to 12 carbon atoms; “n” represents a number of 1 to 10; and “a” represents a number of 0 to 3.

Claims (27)

1. A cosmetic comprising:

a urethane group-containing silicone vinyl polymer that is a urethanization reaction product of (a) a radical polymer having a hydroxyl group, the radical polymer being derived from a radical reactive vinyl monomer, and (b) an isocyanate silicone represented by the following general formula (1),

where each of R 1 , R 2 , R 3 , and R 4 independently represents any of an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, and an aryl group having 6 to 12 carbon atoms; “n” represents a number of 1 to 10; and “a” represents a number of 0 to 3; and

water,

wherein:

the radical polymer is derived from: (i) at least one radical reactive vinyl monomer having a hydroxyl group that is an alkyl (meth)acrylate having a hydroxyl group and/or hydroxyethyl acrylamide, and/or glyceryl (meth)acrylate, and (ii) a higher alkyl (meth)acrylate having 8 or more carbon atoms,

a content of a unit derived from the isocyanate silicone represented by the general formula (1) in the urethane group-containing silicone vinyl polymer is 40 wt % or more,

the urethane group-containing silicone vinyl polymer includes at least one hydroxyl group, and

the cosmetic is in the form of an emulsion.

2. The cosmetic according to claim 1 , wherein the (a) radical polymer is derived from at least one radical reactive vinyl monomer having a hydroxyl group selected from any of hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, glyceryl (meth)acrylate, and hydroxyethyl acrylamide.

3. The cosmetic according to claim 1 , wherein a content of the urethane group-containing silicone vinyl polymer is 0.05 to 40 wt %, relative to a total amount of the cosmetic.

4. The cosmetic according to claim 2 , wherein a content of the urethane group-containing silicone vinyl polymer is 0.05 to 40 wt %, relative to a total amount of the cosmetic.

5. The cosmetic according to claim 1 , further comprising a silicone oil.

6. The cosmetic according to claim 2 , further comprising a silicone oil.

7. The cosmetic according to claim 1 , further comprising a powder.

8. The cosmetic according to claim 2 , further comprising a powder.

9. A method for manufacturing a cosmetic of claim 1 comprising, in the order mentioned, the steps of:

(A) obtaining a radical polymer having a hydroxyl group by radical polymerization of (i) at least one radical reactive vinyl monomer having a hydroxyl group that is an alkyl (meth)acrylate having a hydroxyl group and/or hydroxyethyl acrylamide and/or glyceryl (meth)acrylate, and (ii) a higher alkyl (meth)acrylate having 8 or more carbon atoms,

(B) obtaining a urethane group-containing silicone vinyl polymer by urethanization reaction of the radical polymer having a hydroxyl group and an isocyanate silicone represented by the following general formula (1) in the presence of a urethanization catalyst,

wherein, each of R 1 , R 2 , R 3 , and R 4 independently represents any of an alkyl group having 1 to 8 carbon atoms, a fluorine-substituted alkyl group having 1 to 8 carbon atoms, and an aryl group having 6 to 12 carbon atoms; “n” represents a number of 1 to 10; and “a” represents a number of 0 to 3; and

(C) forming a cosmetic by combining the urethane group-containing silicone vinyl polymer and water, wherein:

the cosmetic is in the form of an emulsion,

a content of a unit derived from the isocyanate silicone represented by the general formula (1) in the urethane group-containing silicone vinyl polymer is 40 wt % or more, and

the urethane group-containing silicone vinyl polymer includes at least one hydroxyl group.

10. The method for manufacturing a cosmetic according to claim 9 , wherein in the step (A), at least one monomer selected from any of hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, glyceryl (meth) acrylate, and hydroxyethyl acrylamide is used as the radical reactive vinyl monomer.

11. The method for manufacturing a cosmetic according to claim 9 , wherein the urethanization catalyst is a tertiary amine.

12. The method for manufacturing a cosmetic according to claim 10 , wherein the urethanization catalyst is a tertiary amine.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 14, 2017
From: MORIYA, HIROYUKI
To: SHIN-ETSU CHEMICAL CO., LTD.
Reel/Frame 043282/0403 →
Priority Claims (1)
JP 2016-178387 · Sep 13, 2016 · national
Continuity (1)
Related Publication 20180071200A1 · Mar 15, 2018