Partially fluorinated compounds

Patent metadata

Field	Value
Publication number	US-2016185693-A1
Application number	US-201314649666-A
Country	US
Kind code	A1
Filing date	Nov 27, 2013
Priority date	Dec 14, 2012
Publication date	Jun 30, 2016
Grant date	—

Abstract

Described herein is a composition comprising a partially fluorinated compound selected from the group consisting of: (a) I(CF 2 ) x CH 2 CF 2 I; (b) ICF 2 CH 2 (CF 2 ) x CH 2 CF 2 I; (c) I(CF 2 ) y CH═CF 2 ; (d) CF 2 ═CH(CF 2 ) y CH 2 CF 2 I; and (e) CF 2 ═CH(CF 2 ) y CH═CF 2 wherein x is an odd integer selected from 3 to 11, and y is an integer greater than 2, along with methods of making and polymerizing such compounds.

First claim

1 . A composition comprising a partially fluorinated compound selected from the group consisting of:
(a) I(CF 2 ) x CH 2 CF 2 I; (b) ICF 2 CH 2 (CF 2 ) x CH 2 CF 2 I; (c) I(CF 2 ) y CH═CF 2 ; (d) CF 2 ═CH(CF 2 ) y CH 2 CF 2 I; and (e) CF 2 ═CH(CF 2 ) y CH═CF 2 wherein x is an odd integer selected from 3 to 11, and y is an integer greater than 2.

2 . A polymer composition comprising the polymerized reaction product of the following reactants:
(a) a first compound selected from the partially fluorinated compound of claim 1 ; and (b) a second compound comprising a fluorinated olefinic monomer.

3 . The polymer composition of claim 2 , wherein the a second compound is selected from: hexafluoropropylene, trifluoroethylene, fluoroethylene, vinylidene fluoride, tetrafluoroethylene, perfluoro(methyl vinyl ether), perfluoro(propyl vinyl ether), perfluoro(methoxypropyl vinyl ether), perfluoro(ethoxymethyl vinyl ether), chlorotrifluoroethylene, and combinations thereof.

4 . The polymer composition of claim 2 , wherein the reactants further include (c) a chain transfer agent, wherein the chain transfer agent is selected from the group consisting of: a C1 to C10α,ω-diiodoperfluoroalkane; I(CF 2 ) z CH 2 CH 2 I, wherein z is an integer greater than 2; CH 2 I 2 ; I(CF 2 ) z CH 2 CF 2 I wherein z is an integer greater than 2; and combinations thereof.

5 . The polymer composition of claim 2 , wherein at least one of x or y is 3.

6 . An article comprising the cured polymer composition according to claim 2 .

7 . A method of making a polymer comprising:
(a) providing a first fluorinated olefinic monomer comprising the partially fluorinated compound selected from at least one of I(CF 2 ) y CH═CF 2 and CF 2 ═CH(CF 2 ) y CH═CF 2 wherein y is an integer greater than 2 of claim 1 ; a second fluorinated olefinic monomer; and an initiator; and (b) polymerizing the first and second fluorinated olefinic monomers in the presence of the initiator to form a polymer.

8 .- 10 . (canceled)

11 . The polymer composition of claim 4 , wherein the chain transfer agent is 1,3-diiodoperfluoropropane or 1,4-diiodoperfluorobutane.

12 . The polymer composition of claim 2 , wherein the reactants further include (d) a non-fluorinated olefinic monomer.

13 . The polymer composition of claim 2 , wherein the polymer composition comprises 0.05 to 1% by weight of iodine.

14 . The method of claim 7 , further comprising polymerizing in the presence of a chain transfer agent.

15 . The method of claim 14 , wherein the chain transfer agent is 1,3-diiodoperfluoropropane or 1,4-diiodoperfluorobutane.

16 . The method of claim 7 , wherein the second fluorinated olefinic monomer is selected from: hexafluoropropylene, trifluoroethylene, fluoroethylene, vinylidene fluoride, tetrafluoroethylene, perfluoro(methyl vinyl ether), perfluoro(propyl vinyl ether), perfluoro(methoxypropyl vinyl ether), perfluoro(ethoxymethyl vinyl ether), chlorotrifluoroethylene, and combinations thereof.

17 . The method of claim 7 , wherein the first and second fluorinated olefinic monomers are polymerized in an emulsion polymerization.

18 . The method of claim 7 , wherein the polymerizing step is substantially free of an emulsifier wherein the emulsifier is selected from fluorinated alkanoic acids and salts thereof fluorinated alkanoic sulphonic acids and salts thereof fluoroethoxy alkanoic acids and salts thereof and combinations thereof.

Assignees

• 3M Innovative Properties Co

Inventors

• Guerra Miguel A
• Fukushi Tatsuo
• Wilson Kenneth D

Classifications

• C08K5/14

  Peroxides · CPC title

• C08K3/04

  Carbon · CPC title

• C08K5/34924

  containing cyanurate groups; Tautomers thereof · CPC title

• C08F214/18

  Monomers containing fluorine · CPC title

• C08F236/16

  containing halogen · CPC title