Composition for encapsulating organic light emitting element and organic light emitting element display device manufactured therefrom

Abstract

Provided are a composition for encapsulating an organic light emitting element and an organic light emitting element display device manufactured therefrom, the composition comprising: (A) a non-silicone-based photocurable multifunctional monomer; (B) a silicone-based photocurable multifunctional monomer; (C) a non-silicone-based photocurable monofunctional monomer; (D) a silicone-based photocurable monofunctional monomer; and (E) an initiator, wherein the silicone-based photocurable multifunctional monomer (B) is represented by chemical formula 1.

What is claimed is: 
     
         1 . A composition for encapsulation of an organic light emitting device, the composition comprising:
 a non-silicone photocurable polyfunctional monomer;   a silicone photocurable polyfunctional monomer;   a non-silicone photocurable monofunctional monomer;   a silicone- photocurable monofunctional monomer; and   an initiator,   wherein:   the silicone photocurable polyfunctional monomer is represented by Formula 1:   
       
         
           
           
               
               
           
         
         in Formula 1, 
         R 1  and R 2  are each independently a single bond, a substituted or unsubstituted C 1  to C 20  alkylene group, *—N(R′)—(R″)—*, in which* is a binding site for an element, R′ is hydrogen or a substituted or unsubstituted C 1  to C 30  alkyl group, and R″ is a substituted or unsubstituted C 1  to C 20  alkylene group, a substituted or unsubstituted C 6  to C 30  arylene group, a substituted or unsubstituted C 7  to C 30  arylalkylene group, or *—(R′)—O—**, in which * is a binding site for O in Formula 1, ** is a binding site for Si in Formula 1, and R′ is a substituted or unsubstituted C 1  to C 30  alkylene group, 
         X 1 , X 2 , X 3 , X 4 , X 5 , and X 6  are each independently hydrogen, a hydroxyl group, a halogen, a cyano group, a substituted or unsubstituted C 1  to C 30  alkyl group, a substituted or unsubstituted C 1  to C 30  heterocycloalkyl group, a substituted or unsubstituted C 3  to C 30  cycloalkyl group, a substituted or unsubstituted C 1  to C 30  alkoxy group, *—N(R′)(R″), in which * is a binding site for an element, and R′ and R″ are each independently hydrogen or a substituted or unsubstituted C 1  to C 30  alkyl group, a substituted or unsubstituted C 1  to C 30  alkylsulfide group, a substituted or unsubstituted C 6  to C 30  aryl group, a substituted or unsubstituted C 2  to C 30  heteroaryl group, or a substituted or unsubstituted C 7  to C 30  arylalkyl group, at least one of X 1 , X 2 , X 3 , X 4 , X 5  and X 6  being a substituted or unsubstituted C 6  to C 30  aryl group or a substituted or unsubstituted C 2  to C 30  heteroaryl group, 
         R 3  and R 4  are each independently hydrogen or a methyl group, and 
         n is an integer from 0 to 30 or has an average value of 0 to 30, 
         the silicone photocurable monofunctional monomer is represented by Formula 11: 
       
       
         
           
           
               
               
           
         
         in Formula 11, 
         R 3  is hydrogen or a methyl group; 
         n is an integer of 1 or more; 
         Y 1 , Y 2 , and Y 3  are each independently a substituted or unsubstituted C 1  to C 30  alkyl group, a substituted or unsubstituted C 1  to C 30  alkoxy group, a substituted or unsubstituted C 6  to C 20  aryloxy group, a substituted or unsubstituted C 1  to C 30  dialkylamine group, a substituted or unsubstituted C 1  to C 30  alkylsulfide group, a substituted or unsubstituted C 6  to C 30  aryl group, a substituted or unsubstituted C 7  to C 30  arylalkyl group, or a functional group represented by Formula 12: 
       
       
         
           
           
               
               
           
         
         in Formula 12, 
         * is a binding site for Si in Formula 11; 
         m is an integer of 1 or more; 
         Z 1 , Z 2  and Z 3  are identical to or different from one another and are each independently a substituted or unsubstituted C 1  to C 30  alkyl group, a substituted or unsubstituted C 1  to C 30  alkoxy group, a substituted or unsubstituted C 6  to C 20  aryloxy group, a substituted or unsubstituted C 1  to C 30  dialkylamine group, a substituted or unsubstituted C 1  to C 30  alkylsulfide group, a substituted or unsubstituted C 6  to C 30  aryl group, or a substituted or unsubstituted C 7  to C 30  arylalkyl group; and 
         when Y 1 , Y 2  or Y 3  is Formula 12 and m is 2 or more, functional groups represented by Formula 12 and contained in the silicone photocurable monofunctional monomer are identical to or different from one another. 
       
     
     
         2 . The composition according to  claim 1 , wherein, in Formula 1:
 R 1  and R 2  are each independently a single bond, a substituted or unsubstituted C 1  to C 20  alkylene group, or *—(R′)—O—**, in which * is a binding site for O in Formula 1, ** is a binding site for Si in Formula 1, and R′ is a substituted or unsubstituted C 1  to C 30  alkylene group; and   X 1 , X 2 , X 3 , X 4 , X 5  and X 6  are each independently hydrogen, a substituted or unsubstituted C 1  to C 30  alkyl group, unsubstituted C 3  to C 30  cycloalkyl group, a substituted or unsubstituted C 1  to C 30  alkoxy group, a substituted or unsubstituted C 6  to C 30  aryl group, a substituted or unsubstituted C 2  to C 30  heteroaryl group, or a substituted or unsubstituted C 7  to C 30  arylalkyl group, at least one of X 1 , X 2 , X 3 , X 4 , X 5 , and X 6  being a substituted or unsubstituted C 6  to C 30  aryl group.   
     
     
         3 . The composition according to  claim 1 , wherein the silicone photocurable polyfunctional monomer is represented by one of Formulae 3 to 9: 
       
         
           
           
               
               
           
         
       
     
     
         4 . The composition according to  claim 1 , wherein:
 the non-silicone photocurable polyfunctional monomer is represented by Formula 2:   
       
         
           
           
               
               
           
         
         in Formula 2, 
         R 3  and R 4  are each independently hydrogen or a methyl group, and 
         R 5  is a substituted or unsubstituted C 1  to C 30  alkylene group. 
       
     
     
         5 . The composition according to  claim 1 , wherein the non-silicone photocurable monofunctional monomer includes an aromatic mono(meth)acrylate. 
     
     
         6 . The composition according to  claim 1 , wherein the silicone photocurable monofunctional monomer includes a compound represented by Formulae 13: 
       
         
           
           
               
               
           
         
       
     
     
         7 . The composition according to  claim 1 , wherein the composition includes:
 about 10 wt % to about 50 wt % of the non-silicone photocurable polyfunctional monomer;   about 20 wt % to about 70 wt % of the silicone photocurable polyfunctional monomer;   about 5 wt % to about 50 wt % of the non-silicone photocurable monofunctional monomer;   about 1 wt % to about 50 wt % of the silicone photocurable monofunctional monomer; and   about 1 wt % to about 10 wt % of the initiator, all wt % being based on a total weight of the non-silicone photocurable polyfunctional monomer, the silicone photocurable polyfunctional monomer, the non-silicone photocurable monofunctional monomer, the silicone photocurable monofunctional monomer, and the initiator.   
     
     
         8 . The composition according to  claim 1 , further comprising: a heat stabilizer. 
     
     
         9 . The composition according to  claim 8 , wherein the heat stabilizer is present in an amount of about 0.01 ppm to about 2,000 ppm, based on a total weight of the non-silicone photocurable polyfunctional monomer, the silicone photocurable polyfunctional monomer, the non-silicone photocurable monofunctional monomer, the silicone photocurable monofunctional monomer, and the initiator. 
     
     
         10 . An organic light emitting display, comprising:
 an organic light emitting device; and   a barrier stack on the organic light emitting device, the barrier stack including an inorganic barrier layer and an organic barrier layer,   wherein the organic barrier layer is formed of the composition for encapsulation of an organic light emitting device according to  claim 1 .   
     
     
         11 . The organic light emitting display according to  claim 10 , wherein the organic barrier layer has a modulus of about 6.5 GPa or less.