IP Library Granted Patent US 9,439,842
Granted Patent B2
US 9,439,842 · App. 14/365,245 · Granted Sep 13, 2016

Use of acid in the manufacture of organopolysiloxane

Inventors: Masaru Ozaki (Ichihara, JP); Seiji Hori (Ichihara, JP); Takatoshi Toyama (Ichihara, JP); Kazuhiko Kojima (Ichihara, JP); Tsunehito Sugiura (Ichihara, JP)
Assignee: DOW CORNING TORAY CO. LTD.
A61K8/24A61K8/06A61K8/36A61K8/898A61Q5/00C08K3/24C08K5/09C08L83/06C08L83/08C08G77/08C08G77/16C08G77/26
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Quick Facts
Patent No.
US 9,439,842
App. No.
14/365,245
Granted
Sep 13, 2016
Kind
B2
Abstract

The present invention relates to a use of an acid in a manufacture of an organopolysiloxane through a condensation reaction of a silicon-containing compound containing a silicon-bonded hydroxyl group and a silicon-containing compound containing a silicon-bonded aminoxy group. Particularly, the present invention relates to a low-odor composition including such an organopolysiloxane. The composition according to the present invention can have little odor caused by a by-product produced via the condensation reaction described above.

Claims (27)

1. An organopolysiloxane composition comprising:

at least one inorganic acid or carboxylic acid, and

an organopolysiloxane obtained by condensation reaction of at least one silicon-containing compound containing a silicon-bonded hydroxyl group and at least one silicon-containing compound containing a silicon-bonded aminoxy group,

wherein said organopolysiloxane composition comprises not less than 0.3 mol of the inorganic acid or the carboxylic acid per 1 mol of the silicon-containing compound containing the silicon-bonded aminoxy group,

wherein the silicon-containing compound containing a silicon-bonded aminoxv group is a diorganopolvsiloxane capped at both molecular terminals with diorganoaminoxvsilvl groups, a diorganosiloxane-polvoxvalkvlene block copolvmer capped at both molecular terminals with diorganoaminoxysilyl groups, an aminoxvorganopolvsiloxane capped at both molecular terminals with triorganosilvl groups, or a diorganosiloxane-aminoxvorganosiloxane copolvmer capped at both molecular terminals with triorganosilvl groups, and

wherein the silicon-bonded aminoxy group is —ON(R 3 ) 2 , wherein R 3 are each independently a hydrogen atom or a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons, or a group represented by the following formula:

wherein R 4 is an oxygen atom, a sulfur atom, or a divalent organic group.

2. The composition according to claim 1 , wherein the composition includes the inorganic acid and the inorganic acid is selected from the group consisting of hydrochloric acid, sulfuric acid, nitric acid, phosphoric acid, and carbonic acid.

3. The composition according to claim 1 , wherein the silicon-containing compound containing a silicon-bonded hydroxyl group is a diorganopolysiloxane capped at both molecular terminals with diorganohydroxysilyl groups.

4. The composition according to claim 1 , wherein R 4 is the divalent organic group and the divalent organic group is —N(R 5 )—, wherein R 5 is a hydrogen atom or a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons; a substituted or unsubstituted, straight or branched divalent hydrocarbon group having from 1 to 20 carbons; or a substituted or unsubstituted, straight or branched divalent hydrocarbon group comprising at least one hetero-atom and having from 1 to 20 carbons.

5. The composition according to claim 1 , further comprising at least one surfactant.

6. The composition according to claim 1 , further comprising water.

7. The composition according to claim 6 , wherein the composition is an emulsion.

8. A cosmetic composition comprising the composition according to claim 1 .

9. The cosmetic composition according to claim 8 , wherein the cosmetic composition is a hair care cosmetic composition.

10. A method for manufacturing a low-odor organopolysiloxane, the method comprising:

reacting at least one silicon-containing compound containing a silicon-bonded hydroxyl group and at least one silicon-containing compound containing a silicon-bonded aminoxy group via a condensation reaction in the presence of at least one inorganic acid or carboxylic acid,

wherein said organopolysiloxane composition comprises not less than 0.3 mol of the inorganic acid or the carboxylic acid per 1 mol of the silicon-containing compound containing the silicon-bonded aminoxy group,

wherein the silicon-containing compound containing a silicon-bonded aminoxy group is a diorganopolysiloxane capped at both molecular terminals with diorganoaminoxysilyl groups, a diorganosiloxane-polyoxyalkylene block copolymer capped at both molecular terminals with diorganoaminoxysilyl groups, an aminoxyorganopolysiloxane capped at both molecular terminals with triorganosilyl groups, or a diorganosiloxane- aminoxyorganosiloxane copolymer capped at both molecular terminals with triorganosilyl, and

wherein the silicon-bonded aminoxy group is —ON(R 3 ) 2 , wherein R 3 are each independently a hydrogen atom or a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons, or a group represented by the following formula:

wherein R 4 is an oxygen atom, a sulfur atom, or a divalent organic group.

11. A method for manufacturing a low-odor organopolysiloxane, the method comprising:

obtaining a composition comprising an organopolysiloxane obtained by reacting at least one silicon-containing compound containing a silicon-bonded hydroxyl group and at least one silicon-containing compound containing a silicon-bonded aminoxy group via a condensation reaction, wherein the silicon-containing compound containing a silicon-bonded aminoxy group is a diorganopolysiloxane capped at both molecular terminals with diorganoaminoxysilyl groups, a diorganosiloxane-polyoxyalkylene block copolymer capped at both molecular terminals with diorganoaminoxysilyl groups, an aminoxyorganopolysiloxane capped at both molecular terminals with triorganosilyl groups, or a diorganosiloxane-aminoxyorganosiloxane copolymer capped at both molecular terminals with triorganosilyl groups; and

adding at least one inorganic acid or carboxylic acid to said composition,

wherein said organopolysiloxane composition comprises not less than 0.3 mol of the inorganic acid or the carboxylic acid per 1 mol of the silicon-containing compound containing the silicon-bonded aminoxy group, and

wherein the silicon-bonded aminoxy group is —ON(R 3 ) 2 , wherein R 3 are each independently a hydrogen atom or a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons, or a group represented by the following formula:

wherein R 4 is an oxygen atom, a sulfur atom, or a divalent organic group.

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 Sep 25, 2014
From: OZAKI, MASARU; HORI, SEIJI; TOYAMA, TAKATOSHI; KOJIMA, KAZUHIKO; SUGIURA, TSUNEHITO
To: DOW CORNING TORAY CO., LTD.
Reel/Frame 033815/0519 →
Priority Claims (1)
JP 2011-275721 · Dec 16, 2011 · national
Continuity (1)
Related Publication 20140356309A1 · Dec 4, 2014