Fluorinated photoinitiators and their application in UV curing of fluorinated monomers

Abstract

Photoinitiators having at least one terminal fluoroalkyl moiety are useful for photopolymerizing and photocuring fluorinated as well as non-fluorinated monomers, especially fluorinated acrylic monomers.

I claim: 
     
       1. Compounds of the formula ##STR11## wherein R 1  and R 2  are independently selected from the group consisting of H; alkyl, straight chain, branched or cyclic, having from 1 to 40 carbons; and --Y--R F , R 3  and R 4  are independently selected from the group consisting of H; alkyl, straight chain, branched or cyclic, having from 1 to 40 carbons; aryl; --OY--R F , --Y--R F  ; and --R F , wherein     Y in different --OY--R F  and --Y--R F  groups is independently --C(O)--; --(CH 2 ) k  --wherein k is an integer of from 1 to 10; --CH 2  CH(OH)CH 2  --; and --(CH 2  CH 2  O)--; and   --R F  in different --OY--R F , --Y--R F  and --R F  groups is independently --(CF 2 ) t  Z; --CF(CF 3 )[OCF 2  CF(CF 3 )] m  Z; and --CF 2  (OCF 2  CF 2 ) m  --(CF 2  O) n  Z; wherein   t is an integer of from 1 to 10; m is an integer of from 1 to 10; n is an integer of from 1 to 10; and Z is H or F; with the proviso that at least one of R 1  and R 2  is --Y--R F .     
     
     
       2. Compounds of claim 1 wherein R F  includes a --(CF 2 ) t  Z moiety wherein t is an integer greater than 7. 
     
     
       3. Compounds of claim 1 wherein R F  includes a moiety selected from the group consisting of --CF(CF 3 )[OCF 2  CF(CF 3 )] m  Z and --CF 2  (OCF 2  CF 2 ) m  --(CF 2  O) n  Z wherein m and n each are integers of from 1 to 10. 
     
     
       4. Compounds according to any one of claims 1, 2 or 3 wherein Z in the --R F  moiety is F. 
     
     
       5. Compounds according to claim 1 wherein the R 1  and R 2  groups are H or alkyl, straight chain, branched or cyclic, having from 1 to 10 carbon atoms. 
     
     
       6. Compounds of claim 5 wherein R F  includes a --(CF 2 ) t  F moiety wherein t is an integer greater than 7. 
     
     
       7. Compounds of claim 5 wherein R F  includes a moiety selected from the group consisting of --CF(CF 3 )[OCF 2  CF(CF 3 )] m  F and --CF 2  (OCF 2  CF 2 ) m  --(CF 2  O) n  F wherein m and n each are integers of from 1 to 10. 
     
     
       8. Compounds according to claim 1 wherein the R 3  and R 4  groups are selected from the group consisting of H, --OY--R F  and --Y--R F  wherein Y is selected from the group consisting of --C(O)--, --(CH) k  -- wherein k is an integer of from 1 to 4, and --(CH 2  CH 2  O)--. 
     
     
       9. Compounds according to claim 8 wherein the R 1  and R 2  groups are H or alkyl, straight chain, branched or cyclic, having from 1 to 10 carbon atoms. 
     
     
       10. Compounds according to any one of claims 8 or 9 wherein R F  includes a --(CF 2 ) t  F moiety wherein t is an integer greater than 7. 
     
     
       11. Compounds according to any one of claims 8 or 9 wherein R F  includes a moiety selected from the group consisting of --CF(CF 3 )[OCF 2  CF(CF 3 )] m  F and --CF 2  (OCF 2  CF 2 ) m  --(CF 2  O) n  F wherein m and n each are integers of from 1 to 10.