Polymerizable composition comprising perfluoropolyether material having ethylene oxide repeat unit segment

Abstract

Presently described are optical substrates having a surface layer and optical displays comprising such optical substrates. The surface layer comprises the reaction product of a polymerizable mixture comprising at least one perfluoropolyether material comprising at least two free-radically polymerizable groups and at least one segment with greater than 6 ethylene oxide repeat units; and at least one non-fluorinated binder precursor comprising at least two free-radically polymerizable groups.

1 . An optical display comprising:
 an optical substrate having a surface layer comprising the reaction product of a polymerizable mixture comprising   at least one perfluoropolyether material comprising at least two free-radically polymerizable groups and at least one segment with greater than 6 ethylene oxide repeat units; and   
       at least one non-fluorinated binder precursor comprising at least two free-radically polymerizable groups; wherein the surface layer exhibits a cellulose surface attraction of no greater than 10%. 
     
     
         2 . The optical display of  claim 1  wherein the perfluoropolyether material comprises at least two (meth)acrylate groups. 
     
     
         3 . The optical display of  claim 1  whererin the perfluoropolyether material is a perfluoropolyether urethane material. 
     
     
         4 . The optical display of  claim 3  wherein the perfluoropolyether urethane comprises a terminal group having at least two (meth)acrylate groups. 
     
     
         5 . The optical display of  claim 1  wherein the perfluoropolyether urethane comprises a monovalent perfluoropolyether moiety. 
     
     
         6 . The optical display of  claim 4  wherein the perfluoropolyether moiety is F(CF(CF 3 )CF 2 O)aCF(CF 3 )— wherein a ranges from 4 to 15. 
     
     
         7 . The optical display of  claim 1  wherein the non-fluorinated binder precursor comprising at least three free-radically polymerizable groups. 
     
     
         8 . The optical display of  claim 1  wherein the substrate is selected from polycarbonate, acrylic, cellulose acetate, and cellulose triacetate. 
     
     
         9 . The optical display of  claim 1  wherein the surface layer further comprises inorganic oxide particles. 
     
     
         10 . The optical display of  claim 1  wherein a hardcoat layer comprising inorganic oxide particles is disposed between the substrate and the surface layer. 
     
     
         11 . The optical display of  claim 1  wherein the ethylene oxide units has the general formula
   HX b (C 2 H 4 O) j R EO      wherein   X is O, S or NR, where R is H or lower alkyl of 1 to 4 carbon atoms; and   R EO  is H or a lower alkyl of 1 to 4 carbon atoms;   b ranges from 1 to 2; and   j ranges from 7 to 50.   
     
     
         12 . (canceled) 
     
     
         13 . The optical display of  claim 1  wherein the display further comprises an antistatic layer between the optical substrate and the surface layer. 
     
     
         14 . A substrate having a surface layer comprising the reaction product of a polymerizable mixture comprising
 at least one perfluoropolyether material comprising at least two free-radically polymerizable groups and at least one segment with greater than 6 ethylene oxide repeat units;   at least one non-fluorinated binder precursor comprising at least two free-radically polymerizable groups.   
     
     
         15 . A multifunctional perfluoropolyether urethane composition having the general formula
   Ri-(NHC(O)XQRf),-(NHC(O)OQ(A)p),-(NHC(O)X(C 2 H 4 O) j R EO      wherein Ri is a residue of a multi-isocyanate;   X are each independently O, S or NR, where R is H or lower alkyl of 1 to 4 carbon atoms;   Q is independently a straight chain, branched chain, or cyclic-containing connecting group having a valency at least 2;   Rf is a monovalent perfluoropolyether moiety composed of groups comprising the formula F(RfcO)xCdF2d-, wherein each Rfc independently represents a fluorinated alkylene group having from 1 to 6 carbon atoms, each x independently represents an integer greater than or equal to 2, and wherein d is an integer from 1 to 6;   A is a (meth)acryl functional group —XC(O)C(R2)═CH2, where R2 is a lower alkyl of 1 to 4 carbon atoms or H or F;   p is 2 to 6;   j ranges from 7 to 50; and   R EO  is H; a group selected from alkyl, aryl, alkaryl, aralkyl, that can optionally be substituted with a heteroatom, a heteoratom functional groups, or a (meth)acryl functional group; or —C(O)C(R 2 )═CH 2  where R 2  is a lower alkyl of 1 to 4 carbon atoms or H or F.   
     
     
         16 . The composition of  claim 15  wherein Q comprise a nitrogen containing group. 
     
     
         17 . The composition of  claim 16  wherein Q contains an amide group. 
     
     
         18 . The composition of  claim 17  wherien Q is selected from —C(O)NHCH 2 CH 2 —, —C(O)NH(CH 2 ) 6 —, and —C(O)NH(CH 2 CH 2 O)CH 2 CH 2 —. 
     
     
         19 . A free-radically polymerizable composition comprising
 a mixture of reaction products of
 i) at least one polyisocyanate; 
 ii) at least one isocyanate reactive perfluoropolyether compound; 
 iii) at least one isocyanate reactive compound comprising greater than 6 repeat units of ethylene oxide; and 
 iv) at least one isocyanate reactive non-fluorinated crosslinker comprising at least two free-radically polymerizable groups. 
   
     
     
         20 . The composition of  claim 19  dispersed in an alcohol-containing solvent. 
     
     
         21 . The composition of  claim 19  wherein ii) and iii) comprise alcohol isocyanate reactive groups. 
     
     
         22 . The composition of  claim 19  further comprising a non-fluorinated binder precursor. 
     
     
         23 . The composition of  claim 19  further comprising inorganic oxide particles.