IP Library Granted Patent US 10,731,009
Granted Patent B2
US 10,731,009 · App. 15/747,149 · Granted Aug 4, 2020

Cured silicone particles and cosmetic incorporating same therein

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Quick Facts
Patent No.
US 10,731,009
App. No.
15/747,149
Granted
Aug 4, 2020
Kind
B2
Abstract

Cured silicone particles are disclosed. The cured silicone particles are obtained by curing a curable silicone composition comprising at least components (A) through (C), wherein components (A) and (B) are polyorganosiloxanes having certain average formulas, and component (C) is a catalyst. The average particle size of the cured silicone particles is from 0.1 to 500 μm. Related methods and a cosmetic material comprising the cured silicone particles are also disclosed.

Claims (62)

1. Cured silicone particles obtained by curing a curable silicone composition comprising at least the following components (A) through (C), wherein the average particle size of the cured silicone particles is from 0.1 to 500 μm:

(A) a polyorganosiloxane expressed by the average formula:

[R a R b 2 SiO(R b 2 SiO) n ] 4 Si

where n is a number that is 0 or greater, however, in one molecule, at least one n is a number that is 1 or greater; each R a may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an alkenyl group with 2 to 12 carbon atoms, however, in one molecule, at least two R a are alkenyl groups; and each R b may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, an alkenyl group with 2 to 12 carbon atoms, or an aryl group with 6 to 20 carbon atoms;

(B) (B-1) a polyorganosiloxane expressed by the average unit formula:

(R c 3 SiO 1/2 ) p (R c 2 SiO 2/2 ) q (R d SiO 3/2 ) r

where each R c may be the same or different and is selected from a hydrogen atom, an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, however, in one molecule, at least two R c are hydrogen atoms; and each R d may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, and p, q, and r are all individually selected numbers that are greater than 0 and that satisfy the equation p+q+r=1; and/or

(B-2) a polyorganosiloxane expressed by the average formula:

HR d 2 SiO(R d 2 SiO) m SiR d 2 H

where m is a number greater than 0, and R d is the same as described in (B-1); and

(C) a catalyst for a hydrosilylation reaction.

2. The cured silicone particles according to claim 1 , wherein the curable silicone composition for obtaining the cured silicone particles further comprises (D) a polyorganosiloxane expressed by the average formula:

R e R d 2 SiO(R d 2 SiO) k SiR d 2 R e

where each R e is an independently selected alkenyl group with 2 to 12 carbon atoms, each R d is independently selected and defined as in claim 1 , and k is a number greater than 0.

3. A method of manufacturing the cured silicone particles according to claim 1 , comprising:

preparing fine particles from a mixture of component (A) and component (B),

blending component (C) and the fine particles to prepare fine particles of a curable silicone composition, and

curing the curable silicone composition to give the cured silicone particles.

4. A method of manufacturing the cured silicone particles according to claim 1 , comprising:

mixing component (A), component (B), and component (C) to form a curable silicone composition,

producing fine particles of the curable silicone composition, and

curing the curable silicone composition to give the cured silicone particles.

5. A cosmetic raw material obtained by dispersing the cured silicone particles according to claim 1 in a water-based solvent or an oil-based solvent.

6. A cosmetic material comprising the cured silicone particles according to claim 1 .

7. The cosmetic material according to claim 6 , which is a cosmetic material for skin.

8. The cosmetic material according to claim 7 , which is a makeup cosmetic material or sunscreen agent.

9. A method of preparing cured silicone particles, said method comprising:

forming a curable silicone composition,

producing fine particles of the curable silicone composition, and

curing the curable silicone composition to give the cured silicone particles;

wherein the curable silicone composition comprises at least the following components (A) through (C),

(A) a polyorganosiloxane expressed by the average formula:

[R a R b 2 SiO(R b 2 SiO) n ] 4 Si

where n is a number that is 0 or greater, however, in one molecule, at least one n is a number that is 1 or greater; each R a may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an alkenyl group with 2 to 12 carbon atoms, however, in one molecule, at least two R a are alkenyl groups; and each R b may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, an alkenyl group with 2 to 12 carbon atoms, or an aryl group with 6 to 20 carbon atoms;

(B) (B-1) a polyorganosiloxane expressed by the average unit formula:

(R c 3 SiO 1/2 ) p (R c 2 SiO 2/2 ) q (R d SiO 3/2 ) r

where each R c may be the same or different and is selected from a hydrogen atom, an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, however, in one molecule, at least two R c are hydrogen atoms; and each R d may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, and p, q, and r are all individually selected numbers that are greater than 0 and that satisfy the equation p+q+r=1; and/or

(B-2) a polyorganosiloxane expressed by the average formula:

HR d 2 SiO(R d 2 SiO) m SiR d 2 H

where m is a number greater than 0, and R d is the same as described in (B-1); and

(C) a catalyst for a hydrosilylation reaction.

10. The method of claim 9 , wherein forming the curable silicone composition comprises mixing component (A), component (B), and component (C).

11. The method of claim 9 , wherein forming the curable silicone composition comprises preparing fine particles from a mixture of component (A) and component (B), and blending component (C) and the fine particles.

12. The method of claim 9 , wherein the curable silicone composition further comprises (D) a polyorganosiloxane expressed by the average formula:

R e R d 2 SiO(R d 2 SiO) k SiR d 2 R e

where each R e is an independently selected alkenyl group with 2 to 12 carbon atoms, each R d is independently selected and defined as in claim 9 , and k is a number greater than 0.

13. A method of preparing a cosmetic raw material, said method comprising:

forming a curable silicone composition,

producing fine particles of the curable silicone composition,

curing the curable silicone composition to give the cured silicone particles; and

dispersing the cured silicone particles in a water-based solvent or an oil-based solvent to give the cosmetic raw material;

wherein the curable silicone composition comprises at least the following components (A) through (C),

(A) a polyorganosiloxane expressed by the average formula:

[R a R b 2 SiO(R b 2 SiO) n ] 4 Si

where n is a number that is 0 or greater, however, in one molecule, at least one n is a number that is 1 or greater; each R a may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an alkenyl group with 2 to 12 carbon atoms, however, in one molecule, at least two R a are alkenyl groups; and each R b may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, an alkenyl group with 2 to 12 carbon atoms, or an aryl group with 6 to 20 carbon atoms;

(B) (B-1) a polyorganosiloxane expressed by the average unit formula:

(R c 3 SiO 1/2 ) p (R c 2 SiO 2/2 ) q (R d SiO 3/2 ) r

where each R c may be the same or different and is selected from a hydrogen atom, an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, however, in one molecule, at least two R c are hydrogen atoms; and each R d may be the same or different and is selected from an alkyl group with 1 to 6 carbon atoms, or an aryl group with 6 to 20 carbon atoms, and p, q, and r are all individually selected numbers that are greater than 0 and that satisfy the equation p+q+r=1; and/or

(B-2) a polyorganosiloxane expressed by the average formula

HR d 2 SiO(R d 2 SiO) m SiR d 2 H

where m is a number greater than 0, and R d is the same as described in (B-1); and

(C) a catalyst for a hydrosilylation reaction.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 7, 2018
From: HORI, SEIJI; KANZAKI, YASUE; MORITA, YOSHITSUGU; WAKITA, MARI
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 044856/0473 →