Polyphenylene sulfide block copolymer and manufacturing method therefor

Patent metadata

Field	Value
Publication number	US-2017145165-A1
Application number	US-201515129873-A
Country	US
Kind code	A1
Filing date	Mar 24, 2015
Priority date	Mar 31, 2014
Publication date	May 25, 2017
Grant date	—

Abstract

A polyphenylene sulfide block copolymer contains polyphenylene sulfide units and poly-organosiloxane units and has a glass-transition temperature in the range of 80° C. or lower and a weight-average molecular weight in the range of 35,000 to 100,000. The polyphenylene sulfide block copolymer has high flexibility as well as high heat resistance and heat aging resistance.

First claim

1 - 14 . (canceled)

15 . A polyphenylene sulfide block copolymer comprising:
50 to 99% by weight of polyphenylene sulfide units (A); and 50 to 1% by weight of polyorganosiloxane units (B), provided that the total amount of (A) and (B) is 100% by weight, the polyphenylene sulfide block copolymer having a glass-transition temperature of 80° C. or lower and a weight-average molecular weight of 35,000 to 100,000.

16 . The polyphenylene sulfide block copolymer according to claim 15 , wherein the polyorganosiloxane units (B) are polydimethylsiloxane units.

17 . The polyphenylene sulfide block copolymer according to claim 15 , wherein the polyorganosiloxane units (B) are contained in an amount of 10 to 40% by weight.

18 . The polyphenylene sulfide block copolymer according to claim 15 , wherein the polyphenylene sulfide block copolymer has a weight-average molecular weight of 45,000 to 80,000.

19 . A method of producing the polyphenylene sulfide block copolymer according to claim 15 , comprising:
heating a polyphenylene sulfide (A) having a functional group content of 100 μmol/g or more and a polyorganosiloxane (B) having functional groups, the polyphenylene sulfide (A) being represented by general formula (I):

wherein Z is a reactive functional group selected from a carboxyl group, an amino group, a hydroxyl group, an acid anhydride group, an isocyanate group, an epoxy group, a silanol group, an alkoxysilane group, and derivatives thereof, and m is an integer of 10 or greater.

20 . The method according to claim 19 , wherein heating the polyphenylene sulfide (A) and the polyorganosiloxane (B) is carried out in an organic polar solvent.

21 . The method according to claim 19 , wherein the polyorganosiloxane (B) having functional groups has, at its ends, reactive functional groups selected from an epoxy group, a carboxyl group, an amino group, a hydroxyl group, an acid anhydride group, an isocyanate group, a silanol group, an alkoxysilane group, and derivatives thereof.

22 . The method according to claim 19 , wherein the polyphenylene sulfide (A) having a functional group content of 100 μmol/g or more is a polyphenylene sulfide obtained by heating a mixture comprising at least (i) a sulfidizing agent, (ii) a dihalogenated aromatic compound, (iii) an organic polar solvent, and (iv) a monohalogenated compound having a reactive functional group W, the amount of the monohalogenated compound being 0.01 to 25 mol % per mole of the dihalogenated aromatic compound (ii), the monohalogenated compound being represented by general formula (II):

wherein V represents a halogen.

23 . The method according to claim 22 , wherein the reactive functional group of the monohalogenated compound (iv) having a reactive functional group W is a functional group selected from a carboxyl group, an amino group, a hydroxyl group, an acid anhydride group, an isocyanate group, an epoxy group, a silanol group, an alkoxysilane group, and derivatives thereof.

24 . The method according to claim 19 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide obtained by heating a cyclic polyphenylene sulfide (a) in the presence of a sulfide compound having reactive functional groups, the amount of the sulfide compound being 0.01 mol % to 25 mol % per mole of phenylene sulfide structural units, the sulfide compound being represented by general formula (III):

wherein at least one of X and Y is a functional group selected from a carboxyl group, an amino group, a hydroxyl group, an acid anhydride group, an isocyanate group, an epoxy group, a silanol group, an alkoxysilane group, and derivatives thereof, and p represents an integer of 0 to 20, provided that p may be a single integer or a combination of different integers.

25 . The method according to claim 24 , wherein the cyclic polyphenylene sulfide (a) is a monomer or a mixture comprising 50% by weight or more of a cyclic polyphenylene sulfide represented by general formula (IV) wherein i is from 4 to 50:

26 . The method according to claim 24 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide obtained by heating a mixture comprising the cyclic polyphenylene sulfide (a) and the sulfide compound having reactive functional groups in the absence of a solvent.

27 . The method according to claim 24 , wherein the reactive functional groups of the sulfide compound having reactive functional groups are functional groups selected from an amino group, a carboxyl group, and a hydroxyl group.

28 . A molded article comprising the polyphenylene sulfide block copolymer according to claim 15 .

Assignees

• Toray Industries

Inventors

• Yamanaka Yuji
• Isago Hiroyuki
• Saito Kei
• Matsumoto Hideki

Classifications

• C08G81/00 Primary

  Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) · CPC title

• C08G75/0213

  containing elements other than carbon, hydrogen or sulfur · CPC title

• C08G77/42

  Block-or graft-polymers containing polysiloxane sequences (polymerising aliphatic unsaturated monomers on to a polysiloxane C08F283/12) · CPC title

• C08G75/0204

  Polyarylenethioethers · CPC title

• C08L51/06

  grafted on to homopolymers or copolymers of aliphatic hydrocarbons containing only one carbon-to-carbon double bond · CPC title