Polyarylene sulfide resin and manufacturing method therefor, poly(arylenesulfonium salt) and manufacturing method therefor, and sulfoxide

Patent metadata

Field	Value
Publication number	US-10385168-B2
Application number	US-201715484599-A
Country	US
Kind code	B2
Filing date	Apr 11, 2017
Priority date	Sep 3, 2013
Publication date	Aug 20, 2019
Grant date	Aug 20, 2019

Abstract

The present invention relates to a method for manufacturing a polyarylene sulfide resin comprising: reacting a sulfoxide represented by the following formula (1) with a particular aromatic compound to obtain a poly(arylenesulfonium salt) having a particular constitutional unit; and dealkylating or dearylating the poly(arylenesulfonium salt) to obtain a polyarylene sulfide resin having a particular constitutional unit,

wherein R 1 represents an alkyl group having 1 to 10 carbon atoms, etc.; Ar 1 and Ar 2 each independently represent an arylene group optionally having a substituent; and Z represents a direct bond, etc.

First claim

The invention claimed is:

1. A poly(arylenesulfonium salt) having a constitutional unit represented by the following formula (10):

wherein
R 1 represents an alkyl group having 1 to 10 carbon atoms or an aryl group optionally having an alkyl group having 1 to 10 carbon atoms;
R 2b represents a direct bond, —Ar 6 —, —S—Ar 6 —, —O—Ar 6 —, —CO—Ar 6 —, —SO 2 —Ar 6 — or —C(CF 3 ) 2 —Ar 6 —;
Ar 1 , Ar 2 , Ar 3b and Ar 6 each independently represent an arylene group optionally having a substituent;
Z represents a direct bond, —S—, —O—, —CO—, —SO 2 — or —C(CF 3 ) 2 —; and
X − represents an anion, wherein
Z is a direct bond, —CO—, —SO 2 — or —C(CF 3 ) 2 — when Ar 1 , Ar 2 and Ar 3b are each a 1,4-phenylene group and R 2b is a direct bond; and
Z is —S—, —O—, —CO—, —SO 2 — or —C(CF 3 ) 2 — when Ar 1 , Ar 2 and Ar 3b are each a 1,4-phenylene group, R 2b is —Ar 6 — and Ar 6 is a 1,4-phenylene group.

2. A sulfoxide represented by the following formula (5):

wherein
R 1 represents an alkyl group having 1 to 10 carbon atoms or an aryl group optionally having an alkyl group having 1 to 10 carbon atoms;
Ar 1 and Ar 2 each independently represent an arylene group optionally having a substituent, wherein the substituent is chosen from the group consisting of an alkyl group having 1 to 10 carbon atoms, a hydroxy group, a mercapto group, a carboxyl group, and a sulfo group; and
Z represents a direct bond, —S—, —O—, —CO—, —SO 2 — or —C(CF 3 ) 2 —, wherein
R 1 is an alkyl group having 2 to 10 carbon atoms or an aryl group optionally having an alkyl group having 2 to 10 carbon atoms when Z is —S—.

Assignees

• Dainippon Ink & Chemicals
• National Univ Corporation Iwate Univ

Inventors

• Watanabe Hajime
• Furusawa Takashi
• Ogawa Satoshi
• Takata Toshikazu

Classifications

• C07C323/65

  containing sulfur atoms of sulfone or sulfoxide groups bound to the carbon skeleton · CPC title

• C07C321/30

  Sulfides having the sulfur atom of at least one thio group bound to two carbon atoms of six-membered aromatic rings · CPC title

• C07C317/22 Primary

  with sulfone or sulfoxide groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton · CPC title

• C08G75/0286

  Chemical after-treatment · CPC title

• C08G75/0272 Primary

  using other sulfur sources · CPC title