Copolymers of halogenated olefins and halogenated co-monomers

Abstract

Copolymers of one or more halogenated olefins and one or more halogenated co-monomers selected from the group consisting of halogenated alkenyl ethers, halogenated alkenyl esters, and halogenated (meth)acrylates are useful in various end-use applications wherein the presence of halogen (e.g., fluorine) in the copolymer imparts one or more desirable properties, as compared to analogous copolymers not containing halogen.

What is claimed is: 
     
         1 . A copolymer of a) at least one halogenated olefin represented by the formula
   CX 1 X 2 ═CX 3 X 4  
   
       wherein the halogenated olefin comprises at least one halogen atom and X 1 , X 2 , X 3  and X 4  are independently selected from a hydrogen atom, a chlorine atom, a fluorine atom, or a halogenated or non-halogenated alkyl group having 1 to 8 carbon atoms, and b) at least one halogenated co-monomer selected from the group consisting of, halogenated alkenyl esters, represented by the formula
   R—C(═O)—O—CH═CH 2  
 
 
       wherein R is an organic moiety containing at least one halogen atom; and halogenated (meth)acrylates wherein said acrylate is represented by the formula
   (—O—C(═O)CH═CH 2 )
 
 
       and said methacrylate is represented by the formula
   (—O—C(═O)C(CH 3 )═CH 2 ).
 
 
     
     
         2 . The copolymer of  claim 1 , wherein the halogenated olefin comprises at least one fluorine atom. 
     
     
         3 . The copolymer of  claim 1 , wherein the halogenated olefin comprises at least one halogen atom which is selected from the group consisting of a fluorine atom and a chlorine atom and which is bonded to at least one carbon atom participating in a carbon-carbon double bond in the halogenated olefin. 
     
     
         4 . The copolymer of  claim 1 , wherein the at least one halogenated olefin comprises a halogenated olefin selected from the group consisting of CClF═CF 2 , CH 2 ═CF 2 , CFH═CH 2 , CF 2 ═CHF, CF 2 ═CF 2 , CHF═CHF, CF 3 CF═CH 2 , CF 2 ═CHCl, CF 3 CH═CHF, CClF═CH 2 , CF 3 CCl═CH 2 , CF 3 CH═CHCl, CF 3 CF═CFH, CF 3 CH═CF 2 , CF 3 CF═CFCF 3 , CF 3 CF 2 CF═CF 2 , CF 3 CH═CHCF 3 , CF 2 HCH 2 CF═CH 2 , CF 2 HCH 2 CF═CClH, CF 2 HCH═CFCH 2 Cl and CF 3 —CF═CF 2 . 
     
     
         5 . The copolymer of  claim 1 , wherein the at least one co-monomer is comprised of at least one halogenated (meth)acrylate. 
     
     
         6 . The copolymer of  claim 1 , wherein the at least one co-monomer is comprised of at least one fluorinated (meth)acrylate. 
     
     
         7 . The copolymer of  claim 1 , wherein the at least one co-monomer is comprised of at least one halogenated alkenyl ester. 
     
     
         8 . The copolymer of  claim 1 , wherein the at least one co-monomer is comprised of at least one fluorinated alkenyl ester. 
     
     
         9 . The copolymer of  claim 1 , having a number average molecular weight of from 5000 to 1,00,000 daltons as measured by gel permeation chromatography using polystyrene standards. 
     
     
         10 . The copolymer of  claim 1 , wherein the copolymer is a random, alternating, gradient or block copolymer. 
     
     
         11 . The copolymer of  claim 1 , wherein the copolymer is comprised of from 1 to 99% by weight halogenated olefin and from 99 to 1% by weight halogenated co-monomer in polymerized form. 
     
     
         12 . An article, comprising a substrate having a surface and a coating comprised of a copolymer in accordance with  claim 1  on at least a portion of the surface of the substrate. 
     
     
         13 . A battery electrode binder, comprising a copolymer in accordance with  claim 1  and at least one nonaqueous solvent. 
     
     
         14 . A battery, comprising at least one electrode comprising an electrode active material and a copolymer in accordance with  claim 1 . 
     
     
         15 . An article of manufacture comprising at least one copolymer in accordance with  claim 1 , wherein the article of manufacture is selected from the group consisting of coatings, paints, adhesives, sealants, fibers, molded articles, films, sheets, composites and laminates.