Curable composition, curing product, and method for using curable composition

Patent metadata

Field	Value
Publication number	US-9670326-B2
Application number	US-201415023070-A
Country	US
Kind code	B2
Filing date	Sep 19, 2014
Priority date	Sep 20, 2013
Publication date	Jun 6, 2017
Grant date	Jun 6, 2017

Abstract

The present invention is: a curable composition comprising a component (A) and a component (B) in a mass ratio (component (A):component (B)) of 100:0.1 to 100:50; a cured product obtained by curing the curable composition; and a method for using the curable composition as an optical device-securing adhesive or an optical device sealing material. The component (A) is a silane compound polymer that is represented by a formula (a-1) (where in the formula: R 1 is a group selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, Z is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom, m is a positive integer, and n and o are independently 0 or a positive integer, provided that a plurality of R 1 are either identical or different, and a plurality of Z are either identical or different), and the component (B) is a silane coupling agent that comprises a sulfur atom-containing functional group in its molecule.

(R 1 SiO 3/2 ) m (R 1 SiZO 2/2 ) n (R 1 SiZ 2 O 1/2 ) o   (a-1)

First claim

The invention claimed is:

1. A curable composition comprising a component (A), a component (B), and a component (C),
wherein the component (A) and component (B) is contained in a mass ratio [component (A):component (B)] of 100:0.1 to 100:50,
wherein the component (A) is a silane compound polymer represented by a formula (a-1),
(R 1 SiO 3/2 ) m (R 1 SiZO 2/2 ) n (R 1 SiZ 2 O 1/2 ) o   (a-1)

wherein R 1 is a group selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 20 carbon atoms,
Z is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom,
m is a positive integer, and
n and o are independently 0 or a positive integer,
wherein a plurality of R 1 are identical or different, and a plurality of Z are identical or different,

wherein the component (B) is a silane coupling agent that comprises a sulfur atom-containing functional group in its molecule, and
wherein the component (C) is a silane coupling agent that comprises a nitrogen atom-containing functional group in its molecule.

2. The curable composition according to claim 1 , wherein the silane compound polymer used as the component (A) has a weight average molecular weight of 1,000 to 30,000.

3. The curable composition according to claim 1 , wherein the silane coupling agent used as the component (B) is a compound among compounds respectively represented by formulas (b-1) to (b-4),
(Y 1 ) 3 Si-A 1 -SH  (b-1)

(Y 1 ) 3 Si-A 1 -S—CO—R′  (b-2)

(Y 1 ) 3 Si-A 1 -S—Si(Y 2 ) 3   (b-3)

(Y 1 ) 3 Si-A 1 -(S) n -A 2 -Si(Y 2 ) 3   (b-4)

wherein Y 1 and Y 2 are independently an alkoxy group having 1 to 10 carbon atoms, A 1 and A 2 are independently a substituted or unsubstituted divalent hydrocarbon group having 1 to 20 carbon atoms, R′ is a monovalent organic group having 1 to 20 carbon atoms, and n is an integer from 1 to 4, provided that a plurality of Y′ are either identical or different, and a plurality of Y 2 are either identical or different.

4. The curable composition according to claim 1 , wherein the silane coupling agent used as the component (C) is a compound among compounds respectively represented by formulas (c-3) to (c-6),

wherein R a is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom, R b is an alkyl group having 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group, wherein a plurality of R a are identical or different, and a plurality of R b are identical or different, and t is an integer from 1 to 10.

5. The curable composition according to claim 1 , the curable composition being an optical device-securing composition.

6. A cured product obtained by curing the curable composition according to claim 1 .

7. The cured product according to claim 6 , the cured product being an optical device-securing material.

8. The curable composition according to claim 1 , said composition further comprising a component (D), wherein the component (D) is a silane coupling agent comprising an acid anhydride structure in its molecule.

9. The curable composition according to claim 8 , wherein the silane coupling agent as component (D) is a 3-(tri(C 1-6 )alkoxysilyl)propylsuccinic anhydride.

10. A curable composition comprising a component (A), a component (B), and a component (D),
wherein the component (A) and component (B) is contained in a mass ratio of 100:0.1 to 100:50,
wherein the component (A) is a silane compound polymer represented by a formula (a-1):
(R 1 SiO 3/2 ) m (R 1 SiZO 2/2 ) n (R 1 SiZ 2 O 1/2 ) o   (a-1)

wherein R 1 is a group selected from an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 10 carbon atoms, and a substituted or unsubstituted aryl group having 6 to 20 carbon atoms,
Z is a hydroxyl group, an alkoxy group having 1 to 10 carbon atoms, or a halogen atom,
m is a positive integer,
n and o are independently 0 or a positive integer, and
provided that a plurality of R 1 are identical or different and a plurality of Z are identical or different;

wherein the component (B) is a silane coupling agent that comprises a sulfur atom-containing functional group in its molecule, and
wherein the component (D) is a silane coupling agent that comprises an acid anhydride structure in its molecule.

11. The curable composition according to claim 10 , wherein the silane coupling agent used as the component (D) is a 3-(tri(C 1-6 )alkoxysilyl)propylsuccinic anhydride.

12. A method for applying a curable composition to an optical device, wherein the curable composition comprises a component (A) and a component (B) in a mass ratio [component (A):component (B)] of 100:0.1 to 100:50 as an adhesive agent, said method comprising securing the optical device by applying said curable composition on one side or both sides of adhesive surfaces of a material to be bonded, pressure bonding, and curing by heating;
wherein the component (A) is a silane compound polymer represented by formula (a-1):
(R 1 SiO 3/2 ) m (R 1 SiZO 2/2 ) n (R 1 SiZ 2 O 1/2 ) o   (a-1)

wherein R 1 is an alkyl group having 1-20 carbon atoms, a cycloalky group having 3-10 carbon atoms, or an aryl group having 6-20 carbon atoms,
Z is a hydroxyl group, an alkoxy group having 1-10 carbon atoms, or a halogen atom,
m is a positive integer,
n and o are independently 0 or a positive integer,
each R 1 being the same or different, and
each Z being the same or different; and

wherein the component (B) is a silane coupling agent having a sulfur atom-containing functional group in the molecule.

13. A method for making an article encompassing an optical device with a curable composition comprising a component (A) and a component (B) in a mass ratio [component (A):component (B)] of 100:0.1 to 100:50 as an adhesive for securing and sealing an optical device, said method comprising molding the curable composition to obtain a forming article encompassing an optical device, and heat-curing to obtain said article encompassing the optical device,
wherein the component (A) is a silane compound polymer represented by formula (a-1):
(R 1 SiO 3/2 ) m (R 1 SiZO 2/2 ) n (R 1 SiZ 2 O 1/2 ) o   (a-1)

wherein R 1 is an alkyl group having 1-20 carbon atoms, a cycloalky group having 3-10 carbon atoms, or an aryl group having 6-20 carbon atoms,
Z is a hydroxyl group, an alkoxy group having 1-10 carbon atoms, or a halogen atom,
m is a positive integer,
n and o are independently 0 or a positive integer,
each R 1 being the same or different, and
each Z being the same or different; and

wherein the component (B) is a silane coupling agent having a sulfur atom-containing functional group in the molecule.

Assignees

• Lintec Corp

Inventors

• Matsui Masami
• Kashio Mikihiro

Classifications

• C09J183/08 Primary

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

• H10H20/854

  characterised by their material, e.g. epoxy or silicone resins · CPC title

• C08L83/08

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

• C09K3/1006

  characterised by the chemical nature of one of its constituents · CPC title

• C08G77/04

  Polysiloxanes · CPC title