Metal complex compound and organic electroluminescent device using same

Abstract

A metal complex compound having a special structure containing metals such as iridium. An organic electroluminescence device which comprises at least one organic thin film layer sandwiched between a pair of electrode consisting of an anode and a cathode, wherein the organic thin film layer comprises the above metal complex compound, which emits light by applying an electric voltage between the pair of electrode. An organic EL device employing the novel metal complex compound emits various phosphorous lights including blue light having an enhanced current efficiency and prolonged lifetime.

1 - 8 . (canceled) 
     
     
         9 . An organic electroluminescence device which comprises at least one organic thin film layer sandwiched between a pair of electrode consisting of an anode and a cathode, wherein:
 the organic thin film layer comprises a light emitting layer and the light emitting layer comprises a host material and a metal complex compound;   the host material is at least one material selected from the group consisting of a material having a carbazole skeleton, a material having diarylamine skeleton, a material having a pyridine skeleton, a material having a pyrazine skeleton, a material having a triazine skeleton, and a material having an arylsilane skeleton; and   the metal complex compound has a partial structure represented by formula (I):   
       
         
           
           
               
               
           
         
         wherein R 1  to R 3  and R 5  each independently represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 20 carbon atoms, a substituted or unsubstituted acyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aromatic group having 1 to 30 carbon atoms; 
         R 4  represents a cyano group, a nitro group, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 20 carbon atoms, a substituted or unsubstituted acyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aromatic group having 1 to 30 carbon atoms; 
         R 1  and R 2  bond to each other to form a ring structure selected from the group consisting of benzene, pyridine, naphthalene, benzothiazole, quinoline, thiazole, furan, benzofuran and 9,9-dimethylfluorene; 
         a pair of one R 3  and R 4  and a pair of R 4  and one R 5  may bond to each other to form a ring structure; 
         p and q each independently represents an integer of 0 to 3; p+q being 2 or 3; when p is an integer of 2 or greater, the plurality of R 3  may bond to each other to form a ring structure; 
         when q is an integer of 2 or greater, the plurality of R 5  may bond to each other to form a ring structure, 
         with the provisos that when p is 0 and q is 2, the plurality of R 5  do not bond to each other to form a ring structure and when p is 0, q is 2, and R 1  and R 2  bond to each other to form a ring structure, the ring structure is not substituted with phenyl; and 
         M represents a metal atom selected from the group consisting of iridium (Ir) atom, rhodium (Rh) atom, or platinum (Pt) atom. 
       
     
     
         10 . The organic electroluminescence device according to  claim 9 , wherein the partial structure is represented by any one of formulae (i) to (iii) and (v) to (vii): 
       
         
           
           
               
               
           
         
       
     
     
         11 . The organic electroluminescence device according to  claim 9 , wherein the partial structure is represented by any one of formulae (i′) to (iii′) and (v′) to (vii′): 
       
         
           
           
               
               
           
         
       
     
     
         12 . The organic electroluminescence device according to  claim 9 , wherein the metal complex compound is represented by any one of formulae 1 to 3, 5 to 7, 1′ to 3′ and 5′ to 7′: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein T 5  to T 9  each independently represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 20 carbon atoms, a substituted or unsubstituted acyl group having 1 to 20 carbon atoms or a substituted or unsubstituted aromatic group having 1 to 30 carbon atoms with the proviso that T 5  and T 6  are not hydrogen atom when they bond to a nitrogen atom; 
         among substituents T 5  through T 9  which are on the same ring or condensed ring structure, a pair of T 5  and T 6 , a pair of T 6  and T 7 , a pair of T 7  and T 8  and a pair of T 8  and T 9  may bond to each other to form a ring structure; 
         M represents a metal atom selected from the group consisting of iridium (Ir) atom, rhodium (Rh) atom, and platinum (Pt) atom; 
         L 1  and L 2  each independently represents any one structure represented by the following structures: 
       
       
         
           
           
               
               
           
         
         n represents an integer of 0 to 2, and m represents an integer of 0 or 1; and 
         G represents any one structure represented by the following structures: 
       
       
         
           
           
               
               
           
         
         wherein a dotted line “ ” represents a covalent bond with the above M; and 
         T 1  to T 4  in Ph each independently represents a hydrogen atom, a cyano group, a nitro group, a halogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted alkoxyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkylsilyl group having 1 to 20 carbon atoms, or a substituted or unsubstituted acyl group having 1 to 20 carbon atoms. 
       
     
     
         13 . The organic electroluminescence device according to  claim 9 , wherein the light emitting layer is formed by coating process.