Luminescent device material, luminescent device using the same, and amine compound

Abstract

A styrylamine compound comprising a structure represented by the following formula (XI): wherein Z 2 , R 21 , R 22 , R 26 , R 27 and n are as defined in the specification.

1 . A styrylamine compound comprising a structure represented by the following formula (XI):  
       
         
           
           
               
               
           
         
       
       wherein R 21  and R 22 , which are the same or different, each represent an aryl group or a heterocyclic group; R 21  and R 22  may combine with each other to form a ring; R 27  represents a substituent group; n represents an integer of 0 to 4, provided that when n is 2, 3 or 4, the R 27  groups are the same or different; R 26  represents a hydrogen atom, an alkyl group, an alkenyl group, an acyl group, a sulfonyl group, an alkoxycarbonyl group, a carbonamido group or a cyano group; Z 2  represents a 1,3-indanedione nucleus having one or more substituent groups which combine with each other to complete a condensed ring or which are each an alkyl, aryl, heterocyclic, alkenyl or silyl group, a furanone nucleus, an oxyindole nucleus, an imidazolidone nucleus, a dioxobenzothiophene-3-one nucleus, a coumaranone nucleus, a 1-indanone nucleus substituted at the 3-position by an alkyl, aryl or heterocyclic group, a benzofuran-3-one nucleus, a 2-thio-2,4-thiazolidinedione nucleus, a 2-thio-2,4-oxazolidinedione nucleus, a 2-thio-2,5-thiazolidinedione nucleus, a 2,4-thiazolidinedione nucleus, 2,4-imidazolidinedione nucleus, 2-thio-2,4-imidazolidinedione nucleus, or a 2-imidazoline-5-one nucleus; and 
 at least one of the oxygen atom and sulfur atom of the carbonyl or thiocarbonyl group attached to the cyclic skeleton constituting Z 2  may be substituted with N—R 2a  or CR 2b R 2c , wherein R 2a , R 2b  and R 2c  each represent a hydrogen atom or a substituent group.  
 
     
     
         2 . The compound of  claim 1 , wherein R 21  and R 22  represent an aryl group.  
     
     
         3 . The compound of  claim 1 , wherein R 21  and R 22  each represents a heterocyclic group.  
     
     
         4 . The compound of  claim 1 , wherein R 21  represents an aryl group and R 22  represents a heterocyclic group.  
     
     
         5 . The compound of  claim 2 , wherein the aryl group is selected from the group consisting of monocyclic and bicyclic aryl groups containing 6 to 30 carbon atoms.  
     
     
         6 . The compound of  claim 2 , wherein the aryl group is selected from the group consisting of phenyl and naphthyl group containing 6 to 20 carbon atoms.  
     
     
         7 . The compound of  claim 3 , wherein R 21  and R 22  are each selected from the group consisting of 3- to 10-membered, saturated or unsaturated heterocyclic groups containing at least one nitrogen, oxygen or sulfur atom.  
     
     
         8 . The compound of  claim 7 , wherein R 21  and R 22  are each selected from the group consisting of 5- and 6-membered aromatic heterocyclic groups.  
     
     
         9 . The compound of  claim 3 , wherein R 21  and R 22  are each selected from the group consisting of pyrrolidine, piperidine, piperazine, morpholine, thiophene, furan, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyridazine, triazole, triazine, indole, indazole, purine, thiazoline, thiazole, thiadiazole, oxazoline, oxazole, oxadiazole, quinoline, isoquinoline, phthalazine, naphthylizine, quinoxaline, quinazoline, cinnoline, pteridine, acridine, phenanthroline, phenazine, tetrazole, benzimidazole, benzoxazole, benzothiazole, benzotriazole and tetraazaindene.  
     
     
         10 . The compound of  claim 9 , wherein R 21  and R 22  are each selected from the group consisting of thiophene, pyridine and quinoline.  
     
     
         11 . The compound of  claim 4 , wherein R 21  is selected from the group consisting of phenyl and naphthyl groups containing 6 to 20 carbon atoms and R 22  is selected from the group consisting of pyrrolidine, piperidine, piperazine, morpholine, thiophene, furan, pyrrole, imidazole, pyrazole, pyridine, pyrazine, pyridazine, triazole, triazine, indole, indazole, purine, thiazoline, thiazole, thiadiazole, oxazoline, oxazole, oxadiazole, quinoline, isoquinoline, phthalazine, naphthylizine, quinoxaline, quinazoline, cinnoline, pteridine, acridine, phenanthroline, phenazine, tetrazole, benzimidazole, benzoxazole, benzothiazole, benzotriazole and tetraazaindene.  
     
     
         12 . The compound of  claim 1 , wherein R 21  and R 22  may combine with each other to form a ring; R 27  represents a substituent group; n represents an integer of 0 to 4, provided that when n is 2, 3 or 4, the R 27  groups are the same or different.  
     
     
         13 . The compound of  claim 1 , wherein R 26  represents a hydrogen atom, an alkyl group or an alkenyl group.  
     
     
         14 . The compound of  claim 13 , wherein R 26  represents a hydrogen atom.  
     
     
         15 . The compound of  claim 1 , wherein R 26  represents an acyl group, a sulfonyl group, an alkoxycarbonyl group, a carbonamido group or a cyano group.  
     
     
         16 . The compound of  claim 1 , wherein Z 2  represents a 1,3-indanedione nucleus having one or more substituent groups which combine with each other to complete a condensed ring or which are each an alkyl, aryl, heterocyclic, alkenyl or silyl group, a furanone nucleus, an oxyindole nucleus, an imidazolidone nucleus, a dioxobenzothiophene 3-one nucleus, a coumaranone nucleus, a 1-indanone nucleus substituted at the 3-position by an alkyl, aryl or heterocyclic group, a benzofuran 3-one nucleus, a 2-thio-2,4-thiazolidinedione nucleus, a 2-thio-2,4-oxazolidinedione nucleus, a 2-thio-2,5-thiazolidinedione nucleus, a 2,4-thiazolidinedione nucleus, a 2,4-imidazolidinedione nucleus, a 2-thio-2,4-imidazolidinedione nucleus or a 2-imidazoline-5-one nucleus.  
     
     
         17 . The compound of  claim 16 , wherein Z 2  represents a 1,3-indanedione nucleus having one or more substituent groups, a 5 dioxobenzothiophene-3-one nucleus, a 1-indanone nucleus substituted at the 3-position, a benzofuran 3-one nucleus or a 2-thio-2,4-thiazolidinedione nucleus.  
     
     
         18 . The compound of  claim 1 , wherein n is 0.