Polyarylene sulfide resin composition and method for producing same

Patent metadata

Field	Value
Publication number	US-10000620-B2
Application number	US-201414901322-A
Country	US
Kind code	B2
Filing date	Jun 18, 2014
Priority date	Jun 28, 2013
Publication date	Jun 19, 2018
Grant date	Jun 19, 2018

Abstract

A polyarylene sulfide resin composition containing nickel microparticles having an average particle diameter of 0.5 to 20 nm is produced by heating a cyclic polyarylene sulfide in the presence of at least one component selected from components (i), (ii) and (iii).

First claim

The invention claimed is:

1. A method for producing a polyarylene sulfide resin composition, the method comprising heating a cyclic polyarylene sulfide in the presence of at least one selected from the group consisting of (i), (ii) and (iii):
(i) a nickel carboxylate compound including nickel, and a carboxylic acid structure represented by the general formula (A):

wherein R 1 represents hydrogen, or a substituent selected from the group consisting of an aryl group with a carbon number of 6 to 24, an alkenyl group with a carbon number of 1 to 12, an alkynyl group with a carbon number of 1 to 12, and a structure (substituent) represented by the formula (B), where hydrogen of each of the substituents may be substituted with an alkyl group with a carbon number of 1 to 12, and in the formula (B), k represents an integer of 0 to 6, m represents an integer of 0 or 1, and n represents an integer of 0 to 6;
(ii) a nickel carboxylate-amine complex including a primary amine and a nickel carboxylate compound represented by the general formula (C):
[Chemical Formula 2]
Ni(R 2 COO)(R 3 COO)  (C)

wherein R 2 and R 3 each represent hydrogen or a hydrocarbon group with a carbon number of 1 to 12, where R 2 and R 3 may be the same or mutually different; and
(iii) a nickel compound represented by the general formula (D):

wherein m represents an integer of 0 to 10, n represents an integer of 1 to 3, and R 4 and R 5 each represent a substituent selected from the group consisting of an alkyl group with a carbon number of 1 to 12, an alkoxy group with a carbon number of 1 to 12, an aryl group with a carbon number of 6 to 24, and a halogen group, where the hydrogen atom of each of the alkyl group, the alkoxy group and the aryl group may be substituted with a halogen atom, and R 4 and R 5 may be the same or mutually different.

2. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel carboxylate compound of (i) in which R 1 is hydrogen, or a substituent selected from structures where m is 0 in the structure represented by the formula (B).

3. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel carboxylate compound of (i) in which R 1 is hydrogen, or a substituent selected from structures where k and n are 0 in the structure represented by the formula (B).

4. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of nickel formate.

5. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel carboxylate-amine complex of (ii) in which R 2 is hydrogen or a hydrocarbon group with a carbon number of 1 to 8.

6. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel carboxylate-amine complex of (ii) in which the primary amine is an aliphatic amine.

7. The method for producing polyarylene sulfide resin composition according to claim 1 , wherein the heating is performed under degassing conditions.

8. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel compound of (iii) in which R 4 is a substituent selected from the group consisting of an alkyl group with a carbon number of 1 to 12, an alkoxy group with a carbon number of 1 to 12, and an aryl group with a carbon number of 6 to 24, and R 5 is a substituent selected from the group consisting of an alkyl group with a carbon number of 1 to 12, an alkoxy group with a carbon number of 1 to 12, and an aryl group with a carbon number of 6 to 24, where the hydrogen atom of each of the alkyl group, the alkoxy group and the aryl group may be substituted with a halogen atom, and R 4 and R 5 may be the same or mutually different.

9. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel compound of (iii) in which R 4 and R 5 are each a methyl group.

10. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the cyclic polyarylene sulfide is heated in the presence of the nickel compound of (iii) in which m is 0.

11. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the resulting polyarylene sulfide resin composition includes nickel fine particles, and the average particle size of the nickel fine particles is 0.5 to 20 nm.

12. The method for producing a polyarylene sulfide resin composition according to claim 1 , wherein the heating is performed under a substantially solvent-free condition.

Assignees

• Toray Industries

Inventors

• Kaiho Shu
• Horiuchi Shunsuke
• Ishitake Kenji
• Yamauchi Koji

Classifications

• C08K2003/0862

  Nickel · CPC title

• C08K2201/003

  Additives being defined by their diameter · CPC title

• C08K3/08 Primary

  Metals · CPC title

• C08L81/02

  Polythioethers; Polythioether-ethers · CPC title