Material for organic photoelectric device including electron transporting unit and hole transporting unit, and organic photoelectric device including the same

Abstract

A material for an organic photoelectric device, the material including a compound including a pyridine ( ) moiety, the compound being a bipolar organic compound including both a hole transporting unit and an electron transporting unit, the compound being represented by the following Formula 1:

1 . A material for an organic photoelectric device, the material comprising:
 a compound including a pyridine (   
       
         
           
           
               
               
           
         
       
       ) moiety, the compound being a bipolar organic compound including both a hole transporting unit and an electron transporting unit, the compound being represented by the following Formula 1: 
       
         
           
           
               
               
           
         
         wherein, in Formula 1: 
         the pyridine moiety is an electron transporting unit, 
         the HTU and HTU′ independently function as a hole transporting unit, and 
         the HTU and HTU′ are the same or different. 
       
     
     
         2 . The material as claimed in  claim 1 , wherein the compound represented by Formula 1 is further represented by the following Formula 2: 
       
         
           
           
               
               
           
         
         wherein, in Formula 2: 
         X and Y are independently selected from the group consisting of nitrogen (N), sulfur (S), and oxygen (O), 
         Ar 1  and Ar 2  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 alkylene, a substituted or unsubstituted C2 to C30 heteroaryl, and a substituted or unsubstituted C2 to C30 heteroarylene, 
         R 1  to R 4  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C2 to C30 heteroarylene, a substituted or unsubstituted C1 to C30 alkyl, and a substituted or unsubstituted C1 to C30 alkylene, or R 1  and R 2  form a cyclic ring or R 3  and R 4  form a cyclic ring, 
         when X is sulfur or oxygen, R 2  is a unshared electron pair, and when Y is sulfur or oxygen, R 4  is a unshared electron pair, and 
         m and n are independently integers ranging from 0 to 3, m+n is more than or equal to 1, and o and p are integers ranging from 0 to 2. 
       
     
     
         3 . The material as claimed in  claim 1 , wherein the compound represented by Formula 1 is further represented by the following Formula 6: 
       
         
           
           
               
               
           
         
         wherein, in Formula 6: 
         the pyridine moiety is an electron transporting unit, 
         the HTU is a hole transporting unit, 
         Ar 11  to Ar 15  are independently selected from the group of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 alkylene, a substituted or unsubstituted C2 to C30 heteroaryl, and a substituted or unsubstituted C2 to C30 heteroarylene, 
         at least two of Ar 11 , Ar 12 , and Ar 13  form a cyclic ring or at least two of Ar 11 , Ar 14 , and Ar 15  form a cyclic ring, and 
         o is an integer ranging from 0 to 2, and r is an integer ranging from 0 to 1. 
       
     
     
         4 . The material as claimed in  claim 2 , wherein at least one of the groups XR 1 R 2  and YR 3 R 4  in Formula 2 is represented by the following Formula 6a: 
       
         
           
           
               
               
           
         
         wherein, in Formula 6a:
 Ar 16  and Ar 17  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl and a substituted or unsubstituted C2 to C30 heteroaryl. 
 
       
     
     
         5 . The material as claimed in  claim 2 , wherein at least one of the groups XR 1 R 2  and YR 3 R 4  in Formula 2 is represented by the following Formula 6b: 
       
         
           
           
               
               
           
         
         wherein, in Formula 6b:
 R 9  and R 10  are independently substituents selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C2 to C20 alkoxy, and SiR 15 R 16 R 17  (where R 15  to R 17  are independently selected from the group consisting of a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C3 to C30 cycloalkyl, a nitrile, a cyano, a nitro, a carbonyl, and an amide), and 
 s 1  and s 2  are independently integers ranging from 0 to 4. 
 
       
     
     
         6 . The material as claimed in  claim 2 , wherein at least one of the groups XR 1 R 2  and YR 3 R 4  in Formula 2 is represented by the following Formula 6c: 
       
         
           
           
               
               
           
         
         wherein, in Formula 6c:
 R 11  and R 12  are independently substituents selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C2 to C20 alkoxy, and SiR 15 R 16 R 17  (where R 15  to R 17  are independently selected from the group consisting of a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C3 to C30 cycloalkyl, a nitrile, a cyano, a nitro, a carbonyl, and an amide), and 
 s 3  and s 4  are independently integers ranging from 0 to 4. 
 
       
     
     
         7 . The material as claimed in  claim 2 , wherein at least one of the groups XR 1 R 2  and YR 3 R 4  in Formula 2 is represented by the following Formula 6d: 
       
         
           
           
               
               
           
         
         wherein, in Formula 6d:
 R 13  and R 14  are independently substituents selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C2 to C20 alkoxy, and SiR 15 R 16 R 17  (where R 15  to R 17  are independently selected from the group consisting of a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 aryl, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C3 to C30 cycloalkyl, a nitrile, a cyano, a nitro, a carbonyl, and an amide), and 
 s 5  and s 6  are independently integers ranging from 0 to 4. 
 
       
     
     
         8 . The material as claimed in  claim 2 , wherein the compound represented by Formula 2 is selected from the group consisting of the following Compounds (1) to (41), and combinations thereof: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         9 . The material as claimed in  claim 1 , wherein the compound represented by Formula 1 is further represented by the following Formula 3: 
       
         
           
           
               
               
           
         
         wherein, in Formula 3: 
         Ar 3  and Ar 4  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 alkylene, a substituted or unsubstituted C2 to C30 heteroaryl, and a substituted or unsubstituted C2 to C30 heteroarylene, 
         R 5  to R 8  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C2 to C30 heteroaryl, a substituted or unsubstituted C2 to C30 heteroarylene, a substituted or unsubstituted C1 to C30 alkyl, and a substituted or unsubstituted C1 to C30 alkylene, or R 5  and R 6  form a cyclic ring or R 7  and R 8  form a cyclic ring, and 
         m and n are independently integers ranging from 0 to 3, and m+n is more than or equal to 1. 
       
     
     
         10 . The material as claimed in  claim 1 , wherein the compound represented by Formula 1 is further represented by the following Formula 4: 
       
         
           
           
               
               
           
         
         wherein, in Formula 4: 
         Ar 5  to Ar 10  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 alkylene, a substituted or unsubstituted C2 to C30 heteroaryl, and a substituted or unsubstituted C2 to C30 heteroarylene, or Ar 5  and Ar 6  form a cyclic ring, Ar 7  and Ar 8  form a cyclic ring, or Ar 9  and Ar 10  form a cyclic ring, and 
         q is an integer ranging from 0 to 2. 
       
     
     
         11 . The material as claimed in  claim 1 , wherein the compound represented by Formula 1 is further represented by the following Formula 5: 
       
         
           
           
               
               
           
         
         wherein, in Formula 5: 
         Ar 11  to Ar 15  are independently selected from the group consisting of a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C6 to C30 arylene, a substituted or unsubstituted C1 to C30 alkyl, a substituted or unsubstituted C1 to C30 alkylene, a substituted or unsubstituted C2 to C30 heteroaryl, and a substituted or unsubstituted C2 to C30 heteroarylene, or Ar 12  and Ar 13  form a cyclic ring, or Ar 14  and Ar 15  form a cyclic ring, and 
         r is an integer ranging from 0 to 2. 
       
     
     
         12 . The material as claimed in  claim 11 , wherein the compound represented by Formula 5 is selected from the group consisting of the following Compounds (42) to (52), and combinations thereof: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         13 . The material as claimed in  claim 1 , further comprising a dopant, wherein:
 the compound represented by Formula 1 is a host, and
 the dopant is a phosphorescent dopant selected from the group consisting of red, green, blue, and white phosphorescent dopants, and combinations thereof. 
   
     
     
         14 . The material as claimed in  claim 1 , further comprising a dopant, wherein:
 the compound represented by Formula 1 is a host, and   the dopant is a fluorescent dopant selected from the group consisting of red, green, blue, and white phosphorescent dopants, and combinations thereof.   
     
     
         15 . An organic photoelectric device, comprising
 an anode;   a cathode; and   an organic thin layer disposed between the anode and cathode,   wherein the organic thin layer comprises the material as claimed in  claim 1 .   
     
     
         16 . The organic photoelectric device of  claim 15 , wherein the organic thin layer comprises:
 an emission layer; and   at least one layer selected from the group consisting of a hole transport layer (HTL), a hole injection layer (HIL), an electron transport layer (ETL), an electron injection layer (EIL), and combinations thereof.