Silicone resin, making method, and cosmetics

Patent metadata

Field	Value
Publication number	US-10765619-B2
Application number	US-201815997053-A
Country	US
Kind code	B2
Filing date	Jun 4, 2018
Priority date	Jun 4, 2018
Publication date	Sep 8, 2020
Grant date	Sep 8, 2020

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 method for preparing a silicone resin 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 0.01 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, and
a film of the silicone resin having a refractive index of at least 1.48;
the method comprising the following steps (i) and (ii):
(i) effecting hydrolytic condensation of at least one organosilicon compound selected from the general formulae (2) and (3) with at least one compound selected from silanes having the general formulae (4), (5) and (6) and partial hydrolytic condensates thereof in a solventless system or a solvent,
R 1 3 SiOSiR 1 3   (2)

R 1 3 SiOH  (3)

wherein R 1 is as defined above,
(R 4 O) 2 SiR 2 2   (4)

(R 4 O) 3 SiR 3   (5)

(R 4 O) 4 Si  (6)

wherein R 2 and R 3 are as defined above, R 4 is each independently hydrogen or a substituted or unsubstituted monovalent hydrocarbon group; and
(ii) adding triphenylsilanol and a solvent to the hydrolytic condensate, and effecting condensation of the hydrolytic condensate with triphenylsilanol in the presence of a basic catalyst.

2. The method of claim 1 wherein the basic catalyst is sodium hydrogencarbonate or sodium acetate.

3. The method of claim 1 , wherein the silicone resin has a phenyl content of at least 30% by weight.

4. The method of claim 1 , wherein R 3 is phenyl.

5. The method of claim 1 , wherein c is 0 in formula (1), R 1 is methyl, and R 3 is phenyl.

6. The method of claim 1 , wherein the solvent in the step (i) comprises at least one selected from the group consisting of toluene, xylene, isoparaffin, tetrahydrofuran, methanol, ethanol, isopropyl alcohol, and butanol.

Assignees

• Shinetsu Chemical Co

Inventors

• Iyoku Hiroomi
• Ando Yuji

Classifications

• 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

• A61Q15/00

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

• A61K8/891 Primary

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

• C08G77/02

  Polysilicates · CPC title