Crosslinkable substituted fluorene compounds and conjugated oligomers or polymers based thereon

Abstract

Crosslinkable substituted fluorine compounds; oligomers and polymers prepared from such crosslinkable compounds; films and coatings; and multilayer electronic devices comprising such films are disclosed.

1 . A cross-linkable compound containing one or more fluorendiyl groups of the formula: 
       
         
           
           
               
               
           
         
         where R, independently each occurrence, is an inert substituent, a monovalent crosslink forming group, X, or a polyvalent crosslink forming group, X′, with the proviso that in at least one repeat unit per molecule, at least one R is X or X′. 
       
     
     
         2 . A compound according to  claim 1  wherein R in at least one occurrence is a moiety containing a double bond, a triple bond, a precursor capable of in situ formation of a double bond, or a heterocyclic, addition polymerizable group. 
     
     
         3 . A compound according to  claim 1  wherein R in a least one occurrence is selected from the group consisting of benzocyclobutanyl groups and substituted C 6-12  arylene groups containing one or more substituents selected from the group consisting of benzocyclobutane, azide, oxirane, di(hydrocarbyl)amino, cyanate ester, hydroxy, glycidyl ether, C 1-4  alkylacrylate, C 1-4  alkylmethacrylate, alkenyl, alkenyloxy, alkynyl, maleimide, nadimide, tri(C 1-4 )-alkylsiloxy, tri(C 1-4 )alkylsilyl, and halogenated derivatives thereof. 
     
     
         4 . A compound according to  claim 1  wherein R in at least one occurrence is benzo-3,4-cyclobutan-1-yl or p-vinylbenzyl. 
     
     
         5 . A cross-linkable composition comprising oligomers or polymers having empirical formula Ia: 
       
         
           
           
               
               
           
         
         where R, independently each occurrence, is an inert substituent, a monovalent crosslink forming group, X, or a polyvalent crosslink forming group, X′, with the proviso that in at least one repeat unit per molecule, at least one R is X or X′; 
         Z is a divalent remnant of a comonomer or a monovalent chain terminating group; and 
         x is a number from 1 to 10,000 and z is a number from 0 to 10,000 signifying the average number of repeat units in the composition. 
       
     
     
         6 . A composition according to  claim 5  wherein Z in each occurrence is halo, cyano, triflate, azide, —B(OR 1 ) 2 , or 
       
         
           
           
               
               
           
         
         wherein R 1 , independently in each occurrence, is hydrogen or a C 1-10  alkyl group, and 
         R 2 , independently each occurrence, is a C 2-10  alkylene group.