Electron buffering material and organic electroluminescent device comprising the same

Abstract

The present invention relates to an electron buffering material and an organic electroluminescent device comprising the same in an electron buffer layer. It is possible to provide an organic electroluminescent device having excellent luminous efficiency and lifespan characteristics by using the electron buffering material according to the present invention.

1 . An electron buffering material comprising a compound comprising a nitrogen-containing heteroaryl selected from the compounds represented by the following formulae 1 to 3: 
       
         
           
           
               
               
           
         
         wherein 
         Cz represents the following structure: 
       
       
         
           
           
               
               
           
         
         A represents 
       
       
         
           
           
               
               
           
         
         B represents 
       
       
         
           
           
               
               
           
         
         C represents 
       
       
         
           
           
               
               
           
         
         R 1  to R 5  each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, or —SiR 6 R 7 R 8 ; or R 1  to R 5  each independently are linked to an adjacent substituent(s) to form a mono- or polycyclic, substituted or unsubstituted (C3-C30) alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one hetero atom selected from nitrogen, oxygen, and sulfur; 
         R 6  to R 8  each independently represent a substituted or unsubstituted (C1-C30)alkyl, or a substituted or unsubstituted (C6-C30)aryl; 
         L 1  represents a single bond, a substituted or unsubstituted (C6-C30)arylene, or a substituted or unsubstituted (5- to 30-membered)heteroarylene; 
         M represents a substituted or unsubstituted (C6-C30)aryl, or a substituted or unsubstituted (5- to 30-membered)heteroaryl; 
         Cz, L 1 , and M may be fused to an adjacent substituent(s) to form a ring; 
         X 1  to X 3  each independently represent —N(R 9 )— or —C(R 10 )(R 11 )—; 
         Y represents —O—, —S—, —C(R 12 )(R 13 )—, —Si(R 14 )(R 15 )—, or —N(R 16 )—; 
         R 9  to R 16  each independently represent hydrogen, deuterium, a halogen, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (5- to 30-membered)heteroaryl, a substituted or unsubstituted (5- to 7-membered)heterocycloalkyl, or a (5- to 7-membered)heterocycloalkyl fused with at least one substituted or unsubstituted aromatic ring, and R 9  to R 16  may be the same or different; and R 10  and R 11  may be linked to each other to form a mono- or polycyclic, substituted or unsubstituted (C3-C30) alicyclic or aromatic ring, whose carbon atom(s) may be replaced with at least one hetero atom selected from nitrogen, oxygen, and sulfur; 
         a, b, and d each independently represent an integer of 1 to 3; 
         c, e, and g each independently represent an integer of 1 to 4; 
         f represents 1 or 2; and 
         where a, b, c, d, e, f, or g is an integer of 2 or more, each of (Cz-L 1 ), each of (Cz), each of R 1 , each of R 2 , each of R 3 , each of R 4 , or each of R 5  may be the same or different. 
       
     
     
         2 . The electron buffering material according to  claim 1 , wherein the nitrogen-containing heteroaryl is triazine, pyrimidine, quinazoline, or quinoxaline. 
     
     
         3 . The electron buffering material according to  claim 1 , wherein the compound comprising a nitrogen-containing heteroaryl is selected from the group consisting of: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         4 . An organic electroluminescent device comprising a first electrode; a second electrode facing the first electrode; a light-emitting layer between the first electrode and the second electrode; and an electron transport zone and an electron buffer layer between the light-emitting layer and the second electrode,
 wherein the electron buffer layer comprises the compound comprising a nitrogen-containing heteroaryl according to  claim 1 .   
     
     
         5 . The organic electroluminescent device according to  claim 4 , wherein the electron buffer layer is disposed between the light-emitting layer and the electron transport zone. 
     
     
         6 . The organic electroluminescent device according to  claim 4 , wherein the light-emitting layer comprises an anthracene-derivative fluorescent host, and a pyrene-based fluorescent dopant. 
     
     
         7 . The organic electroluminescent device according to  claim 4 , wherein the LUMO (lowest unoccupied molecular orbital) energy level of the electron buffer layer (Ab) and the LUMO energy level of the host (Ah) have the following equational relationship:
     Ab≦Ah+ 0.5 eV   
     
     
         8 . The organic electroluminescent device according to  claim 4 , wherein a hole injection layer and a hole transport layer are comprised between the first electrode and the light-emitting layer. 
     
     
         9 . The organic electroluminescent device according to  claim 4 , wherein the electron transport zone comprises an electron injection layer, and the electron injection layer comprises a metal complex of lithium quinoline. 
     
     
         10 . The organic electroluminescent device according to  claim 4 , wherein the organic electroluminescent device emits blue light.