Aromatic amine derivative and organic electroluminescence device

Abstract

An aromatic amine derivative having a specific structure. An organic electroluminescence device which is composed of one or more organic thin film layers sandwiched between a cathode and an anode, wherein at least one of the organic thin film layers, especially a hole transporting layer, contains the aromatic amine derivative. The aromatic amine derivative has at least one substituted or unsubstituted dibenzofuran skeleton and at least one substituted or unsubstituted terphenylene skeleton. Because the molecules in the aromatic amine derivative hardly crystallize, organic electroluminescence devices improving their production yield and having prolonged lifetime are provided.

1 . An aromatic amine derivative represented by the following general formula (1): 
     
       
         
         
             
             
         
       
       wherein at least one group among Ar 1  to Ar 3  is represented by the following general formula (2): 
     
     
       
         
         
             
             
         
       
       wherein R 1  and R 2  each independently represents a substituted or unsubstituted aryl group having the number of carbon atoms of 6 to 50 forming the aromatic ring, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms respectively; “a” represents an integer of 0 to 4, “b” represents an integer of 0 to 3, and “c” represents an integer of 1 to 3; plural R 1 ′s or R 2 ′s together may be bonded to each other to form a saturated or unsaturated, five- or six-membered ring structure which may be substituted; Ar 4  represents a substituted or unsubstituted arylene group having the number of carbon atoms of 6 to 50 forming the aromatic ring, or a substituted or unsubstituted fluonylene group; at least one group among Ar 1  to Ar 3  is represented by the following general formula (3): 
     
     
       
         
         
             
             
         
       
       wherein R 3  to R 5  are each independently selected from the same groups as the above R 1 ; “e” and “f” each independently represents an integer of 0 to 4, “g” represents an integer of 0 to 5; plural R 3 ′s, R 4 ′s or R 5 ′s together may be bonded to each other to form a saturated or unsaturated, five- or six-membered ring structure which may be substituted; one of Ar 1  to Ar 3  in the general formula (1), which is represented by neither the general formula (2) nor the general formula (3) is a substituted or unsubstituted aryl group having the number of carbon atoms of 6 to 50 forming the aromatic ring with the proviso that it does not include the structure of the general formula (3). 
     
   
   
       2 . The aromatic amine derivative according to  claim 1 , wherein Ar 4  is represented by any one of the following general formula (4) or (5): 
     
       
         
         
             
             
         
       
       wherein R 6 ′s each independently represents a substituted or unsubstituted aryl group having the number of carbon atoms of 6 to 50 forming the aromatic ring, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms respectively, “d1” represents an integer of 0 to 4, “d2” represents an integer of 0 to 3; and plural R 6 ′s on the same benzene rings or R 6 ′s on 2 neighboring benzene rings together may be bonded to each other to form a saturated or unsaturated, five- or six-membered ring structure which may be substituted. 
     
   
   
       3 . The aromatic amine derivative according to  claim 1 , wherein Ar 4  is represented by the following general formula (6): 
     
       
         
         
             
             
         
       
       wherein R 7 ′s each independently represents a substituted or unsubstituted aryl group having the number of carbon atoms of 6 to 50 forming the aromatic ring, or a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms respectively, and “d3” represents an integer of 0 to 4. 
     
   
   
       4 . The aromatic amine derivative according to  claim 1 , wherein the above general formula (3) is represented by any one of the following general formula (7), (8) or (9): 
     
       
         
         
             
             
         
       
       wherein R 3  to R 5  and “e” to “g” are the same as those in the above general formula (3). 
     
   
   
       5 . The aromatic amine derivative according to  claim 1 , wherein one group among the above Ar 1  to Ar 3  is represented by the above general formula (2); and two groups among the above Ar 1  to Ar 3  are represented by the above general formula (3). 
   
   
       6 . The aromatic amine derivative according to  claim 1 , wherein two groups among the above Ar 1  to Ar 3  are represented by the above general formula (2); and one group among the above Ar 1  to Ar 3 is represented by the above general formula (3). 
   
   
       7 . The aromatic amine derivative according to  claim 1 , wherein one group among the above Ar 1  to Ar 3  is represented by the above general formula (2); at the same time, Ar 4  in the above general formula (2) is represented by the above general formula (4), (5) or (6), and two groups among the above Ar 1  to Ar 3  are each represented by any one of the above general formula (7) or (8) respectively. 
   
   
       8 . The aromatic amine derivative according to  claim 1 , wherein two groups among the above Ar 1  to Ar 3  are represented by the above general formula (2); at the same time, Ar 4  in the above general formula (2) is represented by the above general formula (4), (5) or (6), and one group among the above Ar 1  to Ar 3  is represented by the above general formula (7) or (8). 
   
   
       9 . The aromatic amine derivative according to  claim 1 , wherein the above general formula (2) has a structure represented by the following general formula (10): 
     
       
         
         
             
             
         
       
       wherein R 1 , R 2 , Ar 4 , “a”, “b” and “c” are the same as the above definition. 
     
   
   
       10 . The aromatic amine derivative according to  claim 1 , wherein one group among the above Ar 1  to Ar 3  is represented by the above general formula (2); and two groups among the above Ar 1  to Ar 3  are each represented by any one of the above general formula (7) or (8) respectively. 
   
   
       11 . The aromatic amine derivative according to  claim 1 , wherein two groups among the above Ar 1  to Ar 3  are represented by the above general formula (2); and one group among the above Ar 1  to Ar 3  is represented by the above general formula (7) or (8). 
   
   
       12 . The aromatic amine derivative according to  claim 1 , wherein the aromatic amine derivative is used as a material for organic electroluminescence devices. 
   
   
       13 . The aromatic amine derivative according to  claim 12 , wherein the aromatic amine derivative is used as a hole injecting material or a hole transporting material. 
   
   
       14 . An organic electroluminescence device which comprises one or more organic thin film layers including at least one light emitting layer sandwiched between a cathode and an anode, wherein at least one of the organic thin film layers comprises the aromatic amine derivative according to  claim 1  singly or as the mixture component thereof. 
   
   
       15 . The organic electroluminescence device according to  claim 14 , wherein the organic thin film layer comprises a hole injecting layer or a hole transporting layer; and the hole injecting layer or the hole transporting layer comprises the aromatic amine derivative according to  claim 1 . 
   
   
       16 . The organic electroluminescence device according to  claim 14 , further comprising at least one of styrylamine and an arylamine in the light emitting layer. 
   
   
       17 . The organic electroluminescence device according to  claim 14 , which emits blue light.