Phosphorescent Emitters

Abstract

Heteroleptic compounds containing phenylpyridine and phenylbenzimidazole are provided. The compounds may be used in organic light emitting devices, particularly as emissive dopants in the emissive layer of such devices.

1 . A heteroleptic iridium compound Ir(L1) n (L2) 3-n  having the formula: 
       
         
           
           
               
               
           
         
         wherein n=1 or 2; 
         wherein 
       
       
         
           
           
               
               
           
         
       
       is L1;
 wherein 
 
       
         
           
           
               
               
           
         
       
       is L2;
 wherein R 2 , R 3 , R 4 , and R 5  may represent mono, di, tri, or tetra substitutions; and 
 wherein R 2 , R 3 , R 4 , and R 5  are each independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; and 
 wherein R 1  is alkyl. 
 
     
     
         2 . The compound of  claim 1 , wherein n=1. 
     
     
         3 . The compound of  claim 1 , wherein the compound has the formula: 
       
         
           
           
               
               
           
         
         wherein R 4  is hydrogen or methyl. 
       
     
     
         4 . (canceled) 
     
     
         5 . (canceled) 
     
     
         6 . The compound of  claim 1 , wherein each of R 2 , R 3 , and R 5  are hydrogen. 
     
     
         7 . The compound of  claim 1 , wherein L1 is selected from the group consisting of: 
       
         
           
           
               
               
           
         
       
     
     
         8 . The compound of  claim 1 , wherein L2 is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         9 . The compound of  claim 7 , wherein L2 is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         10 . (canceled) 
     
     
         11 . The compound of  claim 1 , wherein L2 is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         12 . The compound of  claim 7 , wherein L2 is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         13 . The compound of  claim 1 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         14 . (canceled) 
     
     
         15 . (canceled) 
     
     
         16 . The compound of  claim 1 , wherein the compound has a narrower full width half maximum than either 
       
         
           
           
               
               
           
         
       
     
     
         17 . The compound of  claim 1 , wherein the compound has a lower sublimation temperature than either 
       
         
           
           
               
               
           
         
       
     
     
         18 . The compound of  claim 1 , wherein the compound is a green emissive dopant. 
     
     
         19 . An organic light emitting device comprising:
 an anode;   a cathode; and   an organic layer, disposed between the anode and the cathode, the organic layer further comprising a heteroleptic iridium compound Ir(L1) n (L2) 3-n  compound having the formula:   
       
         
           
           
               
               
           
         
         wherein n=1 or 2; 
         wherein 
       
       
         
           
           
               
               
           
         
       
       is L1;
 wherein 
 
       
         
           
           
               
               
           
         
       
       is L2;
 wherein R 2 , R 3 , R 4 , and R 5  may represent mono, di, tri, or tetra substitutions; and 
 wherein R 2 , R 3 , R 4 , and R 5  are each independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl; and 
 wherein R 1  is alkyl. 
 
     
     
         20 . The device of  claim 19 , wherein the organic layer is an emissive layer and the compound having the formula 
       
         
           
           
               
               
           
         
       
       is an emissive compound. 
     
     
         21 . (canceled) 
     
     
         22 . The device of  claim 19 , wherein the compound is: 
       
         
           
           
               
               
           
         
       
     
     
         23 . (canceled) 
     
     
         24 . (canceled) 
     
     
         25 . The device of  claim 19 , wherein the emissive layer further comprises a host. 
     
     
         26 . The device of  claim 25 , wherein the host has the formula: 
       
         
           
           
               
               
           
         
         wherein R 1  and R 2  represent, independently, mono, di, tri or tetra substitutions selected from alkyl, alkoxy, amino, alkenyl, alkynyl, arylkyl, aryl and heteroaryl, or no substitution; and 
         wherein at least one of R 1  and R 2  includes a triphenylene group. 
       
     
     
         27 . The device of  claim 25 , wherein the host has the formula: 
       
         
           
           
               
               
           
         
         wherein each of R 1 , R 2 , and R 3  is independently a hydrogen, a non-fused aryl group, or a non-fused heteroaryl group having one or more meta-substituents, wherein at least one of R 1 , R 2 , and R 3  is not hydrogen; and 
         wherein each meta-substituent is a non-fused aryl or heteroaryl group optionally substituted with further substituents selected from the group consisting of non-fused aryl groups, non-fused heteroaryl groups, and alkyl groups. 
       
     
     
         28 . A consumer product comprising a device, the device further comprising:
 an anode;   a cathode; and   an organic layer, disposed between the anode and the cathode, the organic layer further comprising a heteroleptic iridium compound Ir(L1) n (L2) 3-n  compound having the formula:   
       
         
           
           
               
               
           
         
         wherein n=1 or 2; 
         wherein 
       
       
         
           
           
               
               
           
         
       
       is L1;
 wherein 
 
       
         
           
           
               
               
           
         
       
       is L2;
 wherein R 2 , R 3 , R 4 , and R 5  may represent mono, di, tri, or tetra substitutions; and 
 wherein R 2 , R 3 , R 4 , and R 5  are each independently selected from the group consisting of hydrogen, alkyl, heteroalkyl, aryl, substituted aryl, heteroaryl, and substituted heteroaryl, and 
 wherein R 1  is alkyl.