Silicone resin, making method, and cosmetics

Patent metadata

Field	Value
Publication number	US-11033481-B2
Application number	US-201916684772-A
Country	US
Kind code	B2
Filing date	Nov 15, 2019
Priority date	Jun 4, 2018
Publication date	Jun 15, 2021
Grant date	Jun 15, 2021

Abstract

A silicone resin represented by formula (1) and having a Mw of 1,000-8,000 is useful in cosmetics.

[(C 6 H 5 ) 3 SiO 1/2 ] a [R 1 3 SiO 1/2 ] b [R 2 2 SiO 2/2 ] c [R 3 SiO 3/2 ] d [SiO 4/2 ] e   (1)

R 1 is a C 1 -C 8 alkyl group, C 6 -C 12 aryl group (exclusive of phenyl) or C 1 -C 8 fluorinated alkyl group, R 2 and R 3 are each independently a C 1 -C 8 alkyl group, C 6 -C 12 aryl group or C 1 -C 8 fluorinated alkyl group, a=0-0.2, b=0.1-0.5, c=0-0.2, d=0.01-0.5, e=0-0.6, a+b+c+d+e=1.0, at least one phenyl group is included in the molecule. A film of the silicone resin has a refractive index of at least 1.48.

First claim

The invention claimed is:

1. A silicone resin represented by the compositional formula (1) and having a weight average molecular weight of 1,000 to 8,000,
[(C 6 H 5 ) 3 SiO 1/2 ] a [R 1 3 SiO 1/2 ] b [R 2 2 SiO 2/2 ] c [R 3 SiO 3/2 ] d [SiO 4/2 ] e   (1)

wherein R 1 is a group, exclusive of phenyl, selected from among C 1 -C 8 alkyl groups, C 6 -C 12 aryl groups and C 1 -C 8 fluorinated alkyl groups, R 2 and R 3 are each independently a group selected from among C 1 -C 8 alkyl groups, C 6 -C 12 aryl groups and C 1 -C 8 fluorinated alkyl groups, a is a number of 0.01 to 0.2, b is a number of 0.1 to 0.5, c is a number of 0 to 0.2, d is a number of 0.01 to 0.5, e is a number of 0 to 0.6, a+b+c+d+e is equal to 1.0, R 1 to R 3 and a to e are selected such that at least one phenyl group is included in the molecule,
a film of the silicone resin having a refractive index of at least 1.48.

2. The silicone resin of claim 1 , having a phenyl content of at least 30% by weight.

3. The silicone resin of claim 1 wherein in formula (1), R 3 is phenyl.

4. The silicone resin of claim 1 wherein in formula (1), c is 0, R 1 is methyl, and R 3 is phenyl.

5. The silicone resin of claim 1 which is soluble in at least one selected from the group consisting of decamethylcyclopentasiloxane, isododecane or octyl p-methoxycinnamate in a silicone resin concentration of 50% by weight.

6. A cosmetic composition comprising 0.1 to 40% by weight of the silicone resin of claim 1 .

7. The cosmetic composition of claim 6 , further comprising at least one oil selected from the group consisting of silicone oils, hydrocarbon oils, ester oils, and glyceride oils.

8. The cosmetic composition of claim 6 , further comprising a surfactant.

9. The cosmetic composition of claim 8 wherein the surfactant is at least one surfactant selected from among linear or branched organopolysiloxanes having a polyoxyalkylene or polyglycerol group and alkyl-co-modified organopolysiloxanes thereof.

10. The cosmetic composition of claim 6 , further comprising an admixture of a crosslinked organopolysiloxane polymer and a liquid oil.

11. The cosmetic composition of claim 10 wherein the crosslinked organopolysiloxane polymer is a crosslinked organopolysiloxane polymer having a polyether or polyglycerol group.

12. The cosmetic composition of claim 6 , further comprising a film-forming agent selected from among silicone resins, exclusive of the silicone resin defined above, comprising constituent units: [R 5 3 SiO 1/2 ], [R 6 2 SiO 2/2 ], [R 7 SiO 3/2 ], and [SiO 4/2 ] wherein R 5 , R 6 and R 7 are each independently a group selected from among C 1 -C 8 alkyl groups, C 6 -C 12 aryl groups and C 1 -C 8 fluorinated alkyl groups, and linear acrylic-silicone copolymers.

13. The cosmetic composition of claim 6 , further comprising a powder.

14. The cosmetic composition of claim 6 , further comprising a UV absorbing agent or UV absorbing/scattering agent.

15. The cosmetic composition of claim 6 , which is a skin care cosmetic, hair care cosmetic, make-up cosmetic, UV care cosmetic or antiperspirant.

16. A cosmetic composition comprising:
0.1 to 40% by weight of a silicone resin; and
at least one oil selected from the group consisting of silicone oils, hydrocarbon oils, ester oils, and glyceride oils, wherein
the silicone resin is represented by the compositional formula (1) and has a weight average molecular weight of 1,000 to 8,000,
[(C 6 H 5 ) 3 SiO 1/2 ] a [R 1 3 SiO 1/2 ] b [R 2 2 SiO 2/2 ] c [R 3 SiO 3/2 ] d [SiO 4/2 ] e   (1)

wherein R 1 is a group, exclusive of phenyl, selected from among C 1 -C 8 alkyl groups, C 6 -C 12 aryl groups and C 1 -C 8 fluorinated alkyl groups, R 2 and R 3 are each independently a group selected from among C 1 -C 8 alkyl groups, C 6 -C 12 aryl groups and C 1 -C 8 fluorinated alkyl groups, a is a number of 0 to 0.2, b is a number of 0.1 to 0.5, c is a number of 0 to 0.2, d is a number of 0.01 to 0.5, e is a number of 0 to 0.6, a+b+c+d+e is equal to 1.0, R 1 to R 3 and a to e are selected such that at least one phenyl group is included in the molecule, and
a film of the silicone resin has a refractive index of at least 1.48.

Assignees

• Shinetsu Chemical Co

Inventors

• Iyoku Hiroomi
• Ando Yuji

Classifications

• A61Q19/007

  Preparations for dry skin · CPC title

• A61Q15/00

  Anti-perspirants or body deodorants (deodorisation of air A61L9/00) · CPC title

• A61Q17/04

  Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations · CPC title

• A61Q1/08

  for cheeks, e.g. rouge · CPC title

• A61Q5/00

  Preparations for care of the hair · CPC title