Polyphenylene sulfide block copolymer, method for manufacturing same, and method for manufacturing polyphenylene sulfide porous body

Patent metadata

Field	Value
Publication number	US-10040910-B2
Application number	US-201415107705-A
Country	US
Kind code	B2
Filing date	Dec 24, 2014
Priority date	Dec 25, 2013
Publication date	Aug 7, 2018
Grant date	Aug 7, 2018

Abstract

A heat-resistant, chemical-resistant polyphenylene sulfide block copolymer containing polyphenylene sulfide units and aromatic polyester units, wherein the polyphenylene sulfide units have a number average molecular weight in the range of 6,000 to 100,000. Provided is a polyphenylene sulfide block copolymer that overcomes the disadvantages of block copolymers including a low-molecular-weight polyphenylene sulfide segment and having poor heat resistance and chemical resistance.

First claim

The invention claimed is:

1. A method of producing a polyphenylene sulfide block copolymer comprising:
polyphenylene sulfide units represented by Formula (I); and
aromatic polyester units represented by Formula (II),
wherein the polyphenylene sulfide units have a number average molecular weight (Mn) in the range of 6,000 to 100,000;

wherein Ar represents an optionally substituted arylene group of 6 to 20 carbon atoms, and R represents a divalent aliphatic hydrocarbon group of 1 to 10 carbon atoms, the method comprising heating a polyphenylene sulfide (A) comprising the polyphenylene sulfide represented by Formula (I) as a repeating structure and an aromatic polyester (B) consisting of the polyester represented by Formula (II) as a repeating structure, wherein the polyphenylene sulfide block copolymer which is produced has a weight fraction of 1,1,1,3,3,3-hexafluoroisopropanol-soluble components which is not less than 2.4% by weight and not more than 5.2% by weight.

2. The method of producing the polyphenylene sulfide block copolymer according to claim 1 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide represented by Formula (III):

having a reactive end structure Z, wherein the reactive end structure Z is a reactive functional group end structure selected from amino, carboxyl, hydroxyl, acid anhydride, isocyanate, epoxy, silanol, and alkoxysilane groups, and derivatives thereof.

3. The method of producing the polyphenylene sulfide block copolymer according to claim 1 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide produced by heating a cyclic polyphenylene sulfide (a) in the presence of a sulfide compound represented by Formula (IV) having reactive functional groups in an amount of 0.01 mol % to 25 mol % per mole of phenylene sulfide structural units:

wherein at least one of X and Y is a functional group selected from amino, carboxyl, hydroxyl, acid anhydride, isocyanate, epoxy, silanol, and alkoxysilane groups, 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.

4. The method of producing the polyphenylene sulfide block copolymer according to claim 3 , wherein the cyclic polyphenylene sulfide (a) is a monomer or mixture comprising 50% by weight or more of a cyclic polyphenylene sulfide represented by Formula (V):

wherein i is from 4 to 50.

5. The method of producing the polyphenylene sulfide block copolymer according to claim 3 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide produced by heating a mixture comprising the cyclic polyphenylene sulfide (a) and the sulfide compound having reactive functional groups in the absence of a solvent.

6. The method of producing the polyphenylene sulfide block copolymer according to claim 3 , wherein the reactive functional groups in the sulfide compound having reactive functional groups are functional groups selected from amino, carboxyl, and hydroxyl groups.

7. The method of producing the polyphenylene sulfide block copolymer according to claim 1 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide produced by heating a mixture comprising (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 represented by Formula (VI), the amount of the monohalogenated compound being 0.01 to 10 mol % per mole of the dihalogenated aromatic compound:

wherein V represents a halogen.

8. The method of producing the polyphenylene sulfide block copolymer according to claim 1 , wherein the polyphenylene sulfide (A) is a polyphenylene sulfide produced by heating and reacting a mixture comprising a polyphenylene sulfide, an organic polar solvent, and a sulfidizing agent in an amount of less than 2 mol % per mole of the repeating unit of the polyphenylene sulfide represented by Formula (VII):

to give a reaction mixture, adding to the reaction mixture the monohalogenated compound having a reactive functional group represented by Formula (VI) in an amount of 1.0 to 10 moles per mole of the sulfidizing agent, and heating the resulting mixture.

9. The method of producing the polyphenylene sulfide block copolymer according to claim 7 , wherein the reactive functional group W is a functional group selected from amino, carboxyl, and hydroxyl groups.

10. A method of producing a polyphenylene sulfide porous media, comprising decomposing and removing the aromatic polyester (B) from a polyphenylene sulfide block copolymer produced by the production method according to claim 1 .

Assignees

• Toray Industries

Inventors

• Yamashita Kohei
• Unohara Takeshi
• Takeuchi Kosaku
• Yamamoto Daisuke
• Yamauchi Koji

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

• C08G75/0259

  metal hydrogensulfides · CPC title

• C08G75/0286

  Chemical after-treatment · CPC title

• C08J9/26 Primary

  by elimination of a solid phase from a macromolecular composition or article, e.g. leaching out · CPC title

• C08J2201/046

  Elimination of a polymeric phase · CPC title