Electroactive materials

Abstract

There is disclosed a compound having Formula I In Formula I: Ar 1 is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, or deuterated analogs thereof; Ar 2 and Ar 3 are the same or different and are hydrocarbon aryl, heteroaryl, substituted derivatives thereof, or deuterated analogs thereof, with the proviso that Ar 2 and Ar 3 are not the same as Ar 1 ; and a is 0 or 1. In addition, Ar 1 , Ar 2 , and Ar 3 have no additional amino substituents.

What is claimed is: 
     
         1 . A compound having Formula I 
       
         
           
           
               
               
           
         
       
       wherein:
 Ar 1  is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof; 
 Ar 2  and Ar 3  are the same or different and are selected from the group consisting of hydrocarbon aryl, heteroaryl, substituted derivatives thereof, and deuterated analogs thereof, with the proviso that Ar 2  and Ar 3  are not the same as Ar 1 ; and 
 a is 0 or 1; 
 with the proviso that Ar 1 , Ar 2 , and Ar 3  have no additional amino substituents. 
 
     
     
         2 . The compound of  claim 1  having Formula II 
       
         
           
           
               
               
           
         
       
       wherein:
 Ar 1  is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, dibenzofuran, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof; 
 Ar 2  and Ar 3  are the same or different and are selected from the group consisting of hydrocarbon aryl, heteroaryl, substituted derivatives thereof, and deuterated analogs thereof, with the proviso that Ar 2  and Ar 3  are not the same as Ar 1 ; and 
 with the proviso that Ar 1 , Ar 2 , and Ar 3  have no additional amino substituents. 
 
     
     
         3 . The compound of  claim 1 , wherein Ar 1  is selected from the group consisting of triphenylsilyl, triphenylgermyl, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof. 
     
     
         4 . The compound of  claim 2 , wherein Ar 1  is selected from the group consisting of triphenylsilyl, triphenylgermyl, dibenzothiophene, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof. 
     
     
         5 . The compound of  claim 3 , wherein Ar 2  is a hydrocarbon aryl group or deuterated hydrocarbon aryl group having 6-30 ring carbon atoms. 
     
     
         6 . The compound of  claim 5 , wherein Ar 2  has one or more substituents selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, heteroaryl, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated heteroaryl, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, and deuterated siloxy. 
     
     
         7 . The compound of  claim 3 , wherein Ar 2  has Formula h 
       
         
           
           
               
               
           
         
       
       where:
 R 2  is the same or different at each occurrence and is selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, and deuterated siloxy, where adjacent R 2  groups can be joined together to form an fused aromatic ring or a deuterated fused aromatic ring; 
 p is the same or different at each occurrence and is an integer from 0-4; 
 q is an integer from 0-5; 
 r is an integer from 1 to 5; and 
 * indicates the point of attachment. 
 
     
     
         8 . The compound of  claim 3 , wherein Ar 2 ≠ Ar 3 . 
     
     
         9 . An organic electronic device comprising an anode, a hole transport layer, a photoactive layer and a cathode, wherein the hole transport layer comprises a compound according to  claim 1 . 
     
     
         10 . An organic electronic device comprising an anode, a hole transport layer, a photoactive layer and a cathode, wherein the photoactive layer comprises a compound according to  claim 3 . 
     
     
         11 . The device of  claim 9 , wherein the photoactive layer comprises a compound according to  claim 1 . 
     
     
         12 . The device of  claim 11 , wherein the hole transport layer is directly adjacent to and in contact with the photoactive layer. 
     
     
         13 . An organic electronic device comprising an anode, a first hole transport layer, a second hole transport layer, a photoactive layer, and a cathode, wherein the second hole transport layer comprises a compound according to  claim 1 . 
     
     
         14 . The device of  claim 13 , wherein the second hole transport layer is directly adjacent to and in contact with the photoactive layer. 
     
     
         15 . The device of  claim 13 , wherein the first hole transport layer comprises a material selected from the group consisting of a triarylamine compound, a triarylamine polymer, and deuterated analogs thereof. 
     
     
         16 . The device of  claim 13 , wherein Ar 1  is selected from the group consisting of phenanthrene, triphenylene, triphenylsilyl, triphenylgermyl, polyarylphenyl, substituted derivatives thereof, and deuterated analogs thereof. 
     
     
         17 . A compound selected from the group consisting of