Silicone composition, silicone emulsion composition, and fiber treatment agent

Patent metadata

Field	Value
Publication number	US-10040891-B2
Application number	US-201515302856-A
Country	US
Kind code	B2
Filing date	Feb 24, 2015
Priority date	Apr 10, 2014
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

Provided is a silicone composition having high curability even under low-temperature treatment conditions, and exceptional storage stability, the silicone composition being capable of imparting excellent flexibility to fibers as a fiber treatment agent, and also having exceptional washing durability; specifically, a silicone composition containing (A) 70-98 parts by mass of organopolysiloxane having a group represented by formula (1) at the end of the molecule or in a side chain

(in the formula, R x is a C1-8 divalent hydrocarbon group, a is an integer of 0-4, R y are each independently a hydrogen atom, C1-10 monovalent hydrocarbon group, or acyl group, and at least one group shown by R y is hydrogen) and (B) 2-30 parts by mass of blocked polyisocyanate having two or more isocyanate groups per molecule, 50% or more of these isocyanate groups being blocked by a thermally dissociable blocking agent.

First claim

The invention claimed is:

1. A silicone composition comprising:
(A′) 70 to 98 parts by weight of an organopolysiloxane having, at an end of the molecule or on a side chain, a group of general formula (5) below

wherein
R x is a divalent hydrocarbon group of 1 to 8 carbon atoms; the letter “a” is an integer from 0 to 4; and
each R z is independently a hydrogen atom, a monovalent hydrocarbon group of 1 to 10 carbon atoms, an acyl group or the polyoxyalkylene-containing organic group —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z, wherein Z is (a hydrogen atom, a substituted or unsubstituted monovalent hydrocarbon group of 1 to 12 carbon atoms or an acyl group, b being an integer from 2 to 30, c being an integer from 0 to 20, and the oxyethylene and oxypropylene units optionally forming a block polymer or a random polymer, with the proviso that at least 90% of the total number of R z groups are —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z groups; and
(B) 2 to 30 parts by weight of a blocked polyisocyanate which has at least two isocyanate groups per molecule, at least 50 mol % of the isocyanate groups being capped with a thermally labile blocking agent.

2. The silicone composition of claim 1 , wherein component (A′) is selected from among organopolysiloxanes of general formulas (6) to (8) below

wherein
each R 04 of general formula (6) to (8) is independently a group of general formula (5) below

wherein R x is a divalent hydrocarbon group of 1 to 8 carbon atoms; the letter “a” is an integer from 0 to 4; and each R z is independently a hydrogen atom, a monovalent hydrocarbon group of 1 to 10 carbon atoms, an acyl group or the polyoxyalkylene-containing organic group —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z, wherein Z is a hydrogen atom, a substituted or unsubstituted monovalent hydrocarbon group of 1 to 12 carbon atoms or an acyl group, b is an integer from 2 to 30, c is an integer from 0 to 20, and the oxyethylene and oxypropylene units optionally form a block polymer or a random polymer, with the proviso that at least 90% of the total number of R z groups are —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z groups); each R 2 is independently a substituted or unsubstituted monovalent hydrocarbon group of 1 to 12 carbon atoms; each R 3 is independently the group —OX, wherein X is a hydrogen atom or a substituted or unsubstituted monovalent hydrocarbon group of 1 to 12 carbon atoms; each R 1 is independently a group selected from the options for R 2 or R 3 ; each q is independently an integer from 0 to 3 and each r is independently 0 or 1, such that the sum q+r is 0 to 3 at each end, with the proviso that at least one end in formula (6) and formula (8) has a R 04 ; n is an integer from 10 to 500; and m is an integer from 1 to 10.

3. The silicone composition of claim 1 , wherein component (B) is a blocked polyisocyanate obtained by using a heat-labile blocking agent to cap a polyisocyanate compound polymerized from an aliphatic and/or alicyclic diisocyanate.

4. The silicone composition of claim 1 , wherein the thermally labile blocking agent of component (B) is at least one compound selected from the group consisting of oxime compounds, pyrazole compounds and active ethylene compounds.

5. A silicone composition comprising a reaction product of
at least one NH group included in an organopolysiloxane of component (A′), wherein component (A′) is 70 to 98 parts by weight of an organopolysiloxane having, at an end of the molecule or on a side chain, a group of general formula (5)

wherein R x is a divalent hydrocarbon group of 1 to 8 carbon atoms, the letter “a” is an integer from 0 to 4, and each R z is independently a hydrogen atom, a monovalent hydrocarbon group of 1 to 10 carbon atoms, an acyl group or the polyoxyalkylene-containing organic group —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z, wherein Z is a hydrogen atom, a substituted or unsubstituted monovalent hydrocarbon group of 1 to 12 carbon atoms or an acyl group, b being an integer from 2 to 30, c being an integer from 0 to 20, and the oxyethylene and oxypropylene units optionally forming a block polymer or a random polymer, with the proviso that at least 90% of the total number of R z groups are —CH 2 —CH(OH)CH 2 O—(C 2 H 4 O) b —(C 3 H 6 O) c —Z groups,
with an isocyanate group of component (B), wherein component (B) is 2 to 30 parts by weight of a polyisocyanate which has at least two isocyanate groups per molecule.

6. A silicone emulsion composition comprising the silicone composition of claim 1 .

7. A textile treatment comprising the silicone composition of claim 1 .

8. The textile treatment of claim 7 , wherein the silicone composition of claim 1 is dissolved in an organic solvent, said silicone composition comprising 0.1 to 40 weight-% of said textile treatment.

9. The silicone emulsion composition of claim 6 , wherein the silicone composition of claim 3 comprises 20 to 40 weight-% of said silicone emulsion composition.

10. The silicone composition of claim 4 , wherein component (A′) is an organopolysiloxane of the formula

in which the variable Y 5 represents —C 3 H 6 NHC 2 H 4 NH 2 .

Assignees

• Shinetsu Chemical Co

Inventors

• HAMAJIMA Yuta
• Hirai Motohiko
• Aoki Shunji

Classifications

• C08G18/61 Primary

  Polysiloxanes · CPC title

• C08G18/2865

  Compounds having only one primary or secondary amino group; Ammonia · CPC title

• C08G18/1875

  containing ammonium salts or mixtures of secondary of tertiary amines and acids · CPC title

• C08L83/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen and oxygen · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title