Organic electroluminescent element, light-emitting material therefor, light emitting device, display device, and illumination device

Abstract

An organic electroluminescent element including a luminescent compound represented by the following formula (in which R 1 to R 14 each independently represent a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and 8 to 13 groups out of R 1 to R 14 each represent a hydrogen atom or a deuterium atom.) in a light emitting layer has high durability and excellent chromaticity.

1 . An organic electroluminescent element comprising:
 a substrate;   a pair of electrodes including an anode and a cathode, disposed on the substrate; and   at least one organic layer including a light emitting layer, disposed between the electrodes,   wherein the light emitting layer contains a luminescent compound represented by the following general formula (1):   
       
         
           
           
               
               
           
         
         wherein R 1  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; wherein 8 to 13 groups out of R 1  to R 14  each represents a hydrogen atom or a deuterium atom. 
       
     
     
         2 . The organic electroluminescent element according to  claim 1 , wherein at least one of R 1  to R 14  in the general formula (1) is an electron donating substituent. 
     
     
         3 . The organic electroluminescent element according to  claim 1 , wherein at least one of R 1  to R 14  in the general formula (1) is an amino group. 
     
     
         4 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (2): 
       
         
           
           
               
               
           
         
         wherein R 2  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 15  and R 16  each independently represents an alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, and may be bonded to each other to form a ring or may be bonded to R 2  or R 14  to form a ring. 
       
     
     
         5 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (3); 
       
         
           
           
               
               
           
         
         wherein R 1  and R 4  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 31  to R 33  each independently represents an alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, and R 32  and R 33  may be bonded to each other to form a ring. 
       
     
     
         6 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (4): 
       
         
           
           
               
               
           
         
         wherein R 1 , R 4  to R 8  and R 11  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 31  to R 36  each independently represents an alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, R 32  and R 33  may be bonded to each other to form a ring, and R 35  and R 36  may be bonded to each other to form a ring. 
       
     
     
         7 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (5): 
       
         
           
           
               
               
           
         
         wherein R 2  to R 7  and R 9  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 17  to R 20  each independently represents alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, and R 17  and R 19  may be bonded to any of R 2 , R 14 , or R 18  and any of R 7 , R 9 , or R 20 , respectively, to form a ring. 
       
     
     
         8 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (6): 
       
         
           
           
               
               
           
         
         wherein R 2  to R 9  and R 11  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 21  to R 24  each independently represents alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, and R 21  and R 23  may be bonded to any of R 2 , R 14 , or R 22  and any of R 9 , R 11 , or R 24 , respectively, to form a ring. 
       
     
     
         9 . The organic electroluminescent element according to  claim 1 , wherein the luminescent compound represented by the general formula (1) is a luminescent compound represented by the following general formula (7): 
       
         
           
           
               
               
           
         
         wherein R 2  and R 4  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; R 25  to R 28  each independently represents an alkyl group, an aryl group, a heteroaryl group, or a hydrogen atom, and R 25  and R 27  may be bonded to any of R 2 , R 14 , or R 26  and any of R 2 , R 4 , or R 28 , respectively, to form a ring. 
       
     
     
         10 . The organic electroluminescent element according to  claim 1 , wherein the light emitting layer contains an anthracene-based host material. 
     
     
         11 . The organic electroluminescent element according to  claim 1 , wherein the light emitting layer is formed by a vacuum deposition process. 
     
     
         12 . The organic electroluminescent element according to  claim 1 , wherein the light emitting layer is formed by a wet process. 
     
     
         13 . A light emitting device using the organic electroluminescent element according to  claim 1 . 
     
     
         14 . A display device using the organic electroluminescent element according to. 
     
     
         15 . An illumination device using the organic electroluminescent element according to- claim 1 . 
     
     
         16 . A light emitting material for an organic electroluminescent element, represented by the following general formula (1): 
       
         
           
           
               
               
           
         
         wherein R 1  to R 14  each independently represents a hydrogen atom, a deuterium atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a cyano group, an amino group, an alkoxy group, an aryloxy group, a thio group, or a silyl group, and these may be bonded to each other to form a ring; wherein 8 to 13 groups out of R 1  to R 14  each represents a hydrogen atom or a deuterium atom.