Composition, crosslinked rubber molded article and fluorine-containing polymer

Patent metadata

Field	Value
Publication number	US-12060445-B2
Application number	US-201917265830-A
Country	US
Kind code	B2
Filing date	Jul 22, 2019
Priority date	Aug 10, 2018
Publication date	Aug 13, 2024
Grant date	Aug 13, 2024

Abstract

A composition including a fluorine-containing polymer and a cross-linking agent, wherein the fluorine-containing polymer contains a vinylidene fluoride unit, a unit of a fluorine-containing monomer (1) represented by the following general formula (1):

CHX 1 ═CX 2 Rf  (1)

wherein one of X 1 and X 2 is H, the other is F, and Rf is a linear or branched fluoroalkyl group having 1 to 12 carbon atoms, and a unit of a monomer providing a crosslinking site. The monomer providing a crosslinking site is a monomer having at least one crosslinkable group selected from a cyano group, a carboxyl group, an alkoxycarbonyl group and a hydroxyl group. Also disclosed is a crosslinked rubber molded article obtained by crosslinking the composition.

First claim

The invention claimed is:

1. A composition comprising a fluorine-containing polymer and a cross-linking agent, wherein
the fluorine-containing polymer consists of a vinylidene fluoride unit, a unit of a fluorine-containing monomer (1) represented by the following general formula (1):
CHX 1 ═CX 2 Rf  (1)

wherein one of X 1 and X 2 is H, the other is F, and Rf is a linear or branched fluoroalkyl group having 1 to 12 carbon atoms, and a unit of a monomer giving a crosslinking site, and optionally a unit of tetrafluoroethylene as monomer units, and
the fluorine-containing polymer has a structure derived from a chain transfer agent,
wherein the monomer giving a crosslinking site is a monomer having at least one crosslinkable group selected from the group consisting of a cyano group, a carboxyl group, an alkoxycarbonyl group and a hydroxyl group,
wherein the content of the unit of the monomer giving a crosslinking site in the fluorine-containing polymer is 0.1 to 5 mol % based on all monomer units, and
wherein the structure derived from the chain transfer agent is a structure derived from at least one chain transfer agent selected from the group consisting of dimethyl malonate, diethyl malonate, methyl acetate, ethyl acetate, butyl acetate, dimethyl succinate, isopentane, methane, ethane, propane, isopropanol, acetone, mercaptans, carbon tetrachloride and cyclohexane.

2. The composition according to claim 1 , wherein a content of the vinylidene fluoride unit in the fluorine-containing polymer is 20 mol % or more based on all monomer units.

3. The composition according to claim 1 , wherein the fluorine-containing polymer consists of the vinylidene fluoride unit, the unit of a fluorine-containing monomer (1), the unit of a monomer giving a crosslinking site, and the unit of tetrafluoroethylene.

4. The composition according to claim 1 , wherein the fluorine-containing polymer is at least one selected from the group consisting of
a copolymer (I) containing only the vinylidene fluoride unit, the unit of a fluorine-containing monomer (1) and the unit of a monomer giving a crosslinking site, a molar ratio of the vinylidene fluoride unit/the unit of a fluorine-containing monomer (1) being 87/13 to 22/78, and
a copolymer (II) consisting of the vinylidene fluoride unit, the unit of a fluorine-containing monomer (1), the unit of a monomer giving a crosslinking site and the unit of tetrafluoroethylene, a molar ratio of the vinylidene fluoride unit/the unit of a fluorine-containing monomer (1) being 85/15 to 20/80.

5. The composition according to claim 1 , wherein the cross-linking agent is at least one selected from the group consisting of an ammonia-generating compound, an inorganic nitride particle, a cross-linking agent used for triazine crosslinking, a cross-linking agent used for oxazole crosslinking, a cross-linking agent used for imidazole crosslinking, and a cross-linking agent used for thiazole crosslinking.

6. A crosslinked rubber molded article obtained by crosslinking the composition according to claim 1 .

7. A fluorine-containing polymer consisting of a vinylidene fluoride unit, a unit of a fluorine-containing monomer (1) represented by the following general formula (1):
CHX 1 ═CX 2 Rf  (1)

wherein one of X 1 and X 2 is H, the other is F, and Rf is a linear or branched fluoroalkyl group having 1 to 12 carbon atoms, and a unit of a monomer represented by the following general formula (2):
CH 2 ═CFCF 2 —(OCF(CF 3 )CF 2 ) n —OCX 3 X 4 CN  (2)

wherein X 3 is F, CF 3 or C 2 F 5 , X 4 is CF 3 or C 2 F 5 , and n is an integer of 1 to 5, and optionally a unit of tetrafluoroethylene as monomer units, and
the fluorine-containing polymer has a structure derived from a chain transfer agent,
wherein the content of the unit of the monomer represented by the general formula (2) is 0.1 to 5 mol % based on all monomer units and
wherein the structure derived from the chain transfer agent is a structure derived from at least one chain transfer agent selected from the group consisting of dimethyl malonate, diethyl malonate, methyl acetate, ethyl acetate, butyl acetate, dimethyl succinate, isopentane, methane, ethane, propane, isopropanol, acetone, mercaptans, carbon tetrachloride and cyclohexane.

Assignees

• Daikin Ind Ltd

Inventors

• Furutani Takahiro
• Tamai Rina
• Sumino Eisaku
• Kamiya Yusuke
• Terada Junpei
• Irie Masaki

Classifications

• C08F214/22 Primary

  Vinylidene fluoride · CPC title

• C08K5/16

  Nitrogen-containing compounds {(C08K5/0091 takes precedence)} · CPC title

• C08K5/21

  Urea; Derivatives thereof, e.g. biuret · CPC title

• C08K3/011

  Crosslinking or vulcanising agents, e.g. accelerators · CPC title

• C08K5/0025

  Crosslinking or vulcanising agents; including accelerators · CPC title