Organic electroluminescent element material, organic electroluminescent element, display device and lighting device

Abstract

An organic electroluminescent element material represented by Formula (1), Formula (1): wherein Z is a heterocylcic ring comprising a substituent having a steric parameter value (Es) of −0.5 or less at the third atom of the ring counted from a nitrogen atom attached to Z, the nitrogen atom being counted as the first atom; and other symbols in Formula (1) are described in the specification.

1 . An organic electroluminescent element material represented by Formula (1), 
     
       
         
         
             
             
         
       
       wherein Z is a heterocyclic ring comprising a substituent having a steric parameter value (Es) of −0.5 or less at the third atom of the ring counted from a nitrogen atom attached to Z, the nitrogen atom being counted as the first atom; 
       each X and Y is independently a carbon atom or a nitrogen atom; 
       A is a group of atoms necessary to form a 5 or 6 membered hydrocarbon ring or heterocyclic ring with X—C; 
       B is —C(R 01 )═C(R 02 )—, —N═C(R 02 )—, —C(R 01 )═N—, or —N═N—, provided that each R 01  and R 02  is independently a hydrogen atom or a substituent; 
       X 1 -L1-X 2  is a bidentate ligand, provided that each X 1  and X 2  is independently a carbon atom, a nitrogen atom or an oxygen atom, and that L1 is a group of atoms necessary to form the bidentate ligand with X 1  and X 2 ; 
       m1 is an integer of 1 to 3, and m2 is an integer of 0 to 2, provided that a sum of m1 and m2 is 2 or 3; and 
       M 1  is a metal element selected from the group consisting of Groups 8 to 10 in the periodic table. 
     
   
   
       2 . An organic electroluminescent element material represented by Formula (1B), 
     
       
         
         
             
             
         
       
       wherein each X and Y is independently a carbon atom or a nitrogen atom; 
       A is a group of atoms necessary to form a 5 or 6 membered hydrocarbon ring or heterocyclic ring with X—C; 
       B is —C(R 01 )═C(R 02 )—, —N═C(R 02 )—, —C(R 01 )═N—, or —N═N—, provided that each R 01  and R 02  is independently a hydrogen atom or a substituent; 
       X 1 -L1-X 2  is a bidentate ligand, provided that each X 1  and X 2  is independently a carbon atom, a nitrogen atom or an oxygen atom, and that L1 is a group of atoms necessary to form the bidentate ligand with X 1  and X 2 ; 
       m1 is an integer of 1 to 3, and m2 is an integer of 0 to 2, provided that a sum of m1 and m2 is 2 or 3; and 
       M 1  is a metal element selected from the group consisting of Groups 8 to 10 in the periodic table; and 
       Zb is a group selected from the group consisting of: 
     
     
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       
         
         
             
             
         
       
       provided that (*) indicates a position which binds to a nitrogen atom. 
     
   
   
       3 . The organic electroluminescent element material of  claim 2 , wherein Zb in Formula (1B) has further a halogen atom. 
   
   
       4 . An organic electroluminescent element material comprising a polymer having a partial structure represented by Formula (1B) of  claim 2  in the molecule. 
   
   
       5 . An organic electroluminescent element material represented by Formula (2), 
     
       
         
         
             
             
         
       
       wherein R is a substituent having a steric parameter value (Es) of −0.5 or less,; 
       R 1  is a hydrogen atom or a substituent, and n1 is an integer of 1 to 4; 
       R 2  is a hydrogen atom or a substituent, and n2 is an integer of 1 or 2; 
       Z 1  is a group of atoms necessary to form a 5 or 6 membered hydrocarbon ring or heterocyclic ring with C—C; 
       Z 2  is a group of atoms necessary to form a hydrocarbon ring or a heterocyclic ring with C—C; 
       X 1 -L1-X 2  is a bidentate ligand, provided that each X 1  and X 2  is independently a carbon atom, a nitrogen atom or an oxygen atom, and that L1 is a group of atoms necessary to form the bidentate ligand with X 1  and X 2 ; 
       m1 is an integer of 1 to 3, and m2 is an integer of 0 to 2, provided that a sum of m1 and m2 is 2 or 3; and 
       M 1  is a metal element selected from the group consisting of Groups 8 to 10 in the periodic table. 
     
   
   
       6 . The organic electroluminescent element material of  claim 5 , wherein in Formula (2), n1 is 2 or more and a plurality of R 1 s forms a ring by binding together. 
   
   
       7 . The organic electroluminescent element material of  claim 5 , wherein R 1  in Formula (2) is an aromatic hydrocarbon having a substituent. 
   
   
       8 . The organic electroluminescent element material of  claim 5 , wherein R 1  in Formula (2) is an aromatic heterocylic group or a non aromatic heterocylic group. 
   
   
       9 . The organic electroluminescent element material of  claim 5 , wherein R 1  in Formula (2) is an alkoxy group or an aryloxy group. 
   
   
       10 . The organic electroluminescent element material of  claim 5 , wherein R 2  in Formula (2) is a substituent. 
   
   
       11 . The organic electroluminescent element material of  claim 5 , wherein Formula (2) is further represented by Formula (3), 
     
       
         
         
             
             
         
       
       wherein R is a substituent having a steric parameter value (Es) of −0.5 or less,; 
       R 1  is a hydrogen atom or a substituent, and n1 is an integer of 1 to 4; 
       each R 2  and R 3  is independently a hydrogen atom or a substituent, n2 is an integer of 1 or 2 and n3 is an integer of 1 to 4; 
       X 1 -L1-X 2  is a bidentate ligand, provided that each X 1  and X 2  is independently a carbon atom, a nitrogen atom or an oxygen atom, and that L1 is a group of atoms necessary to form the bidentate ligand with X 1  and X 2 ; 
       m1 is an integer of 1 to 3, and m2 is an integer of 0 to 2, provided that a sum of m1 and m2 is 2 or 3; and 
       M 1  is a metal element selected from the group consisting of Groups 8 to 10 in the periodic table. 
     
   
   
       12 . The organic electroluminescent element material of  claim 11 , wherein Formula (3) is further represented by Formula (4), 
     
       
         
         
             
             
         
       
       wherein R is a substituent having a steric parameter value (Es) of −0.5 or less,; 
       R 1  is a hydrogen atom or a substituent, and n1 is an integer of 1 to 4; 
       each R 2  and R 3  is independently a hydrogen atom or a substituent, n2 is an integer of 1 or 2 and n3 is an integer of 1 to 3; 
       X 1 -L1-X 2  is a bidentate ligand, provided that each X 1  and X 2  is independently a carbon atom, a nitrogen atom or an oxygen atom, and that L1 is a group of atoms necessary to form the bidentate ligand with X 1  and X 2 ; 
       m1 is an integer of 1 to 3, and m2 is an integer of 0 to 2, provided that a sum of m1 and m2 is 2 or 3; and 
       M 1  is a metal element selected from the group consisting of Groups 8 to 10 in the periodic table. 
     
   
   
       13 . The organic electroluminescent element material of  claim 12 , wherein R 3  in Formula (4) is a hydrogen atom. 
   
   
       14 . The organic electroluminescent element material of  claim 5 , wherein m2 in Formula (2) is 0. 
   
   
       15 . The organic electroluminescent element material of  claim 5 , wherein R in Formula (2) is electron donative. 
   
   
       16 . The organic electroluminescent element material of  claim 5  exhibiting a first emission wavelength of 400 to 500 nm. 
   
   
       17 . An organic electroluminescent element comprising the organic electroluminescent element material of  claim 1 . 
   
   
       18 . An organic electroluminescent element comprising the organic electroluminescent element material of  claim 2 . 
   
   
       19 . An organic electroluminescent element comprising the organic electroluminescent element material of  claim 5 . 
   
   
       20 . An organic electroluminescent element comprising an emission layer as a constituting layer of the element, wherein the emission layer comprises the organic electroluminescent element material of  claim 5 . 
   
   
       21 . The organic electroluminescent element of  claim 20 , wherein the emission layer further comprises:
 (i) a carboline derivative; or   (ii) a condensed ring compound having a structure derived from carboline, wherein at least one of carbon atoms of a hydrocarbon ring in a carboline ring is substituted with a nitrogen atom.   
   
   
       22 . The organic electroluminescent element of  claim 19 , comprising a positive hole inhibition layer as a constituting layer of the element, the positive hole layer containing:
 (i) a carboline derivative; or   (ii) a condensed ring compound having a structure derived from carboline, wherein at least one of carbon atoms of a hydrocarbon ring in a carboline ring is substituted with a nitrogen atom.   
   
   
       23 . A display device comprising the organic electroluminescent element of  claim 17 . 
   
   
       24 . A display device comprising the organic electroluminescent element of  claim 18 . 
   
   
       25 . A display device comprising the organic electroluminescent element of  claim 19 . 
   
   
       26 . A lighting device comprising the organic electroluminescent element of  claim 17 . 
   
   
       27 . A lighting device comprising the organic electroluminescent element of  claim 18 . 
   
   
       28 . A lighting device comprising the organic electroluminescent element of  claim 19 .