Organic light-emitting device

Abstract

There is provided a green-light-emitting device which has a high emission efficiency and a long continuous operational life, and which includes a pair of electrodes including an anode and a cathode; and a layer including an organic compound disposed between the pair of electrodes, wherein the layer includes a first compound represented by the general formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound.

1 .- 7 . (canceled) 
     
     
         8 . An apparatus comprising:
 an opaque substrate;   an organic light-emitting device; and   a color filter,   wherein the organic light-emitting device comprises:   a pair of electrodes including an anode and a cathode; and   a layer comprising an organic compound disposed between the pair of electrodes,   wherein the layer comprises a first compound represented by the general formula (I):   
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and 
         a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound, and 
         wherein each of the combinations of R 1  and R 9 , R 2  and R 10 , R 3  and R 11 , R 4  and R 12 , R 5  and R 13 , R 6  and R 14 , R 7  and R 15 , and R 8  and R 16  is a combination of the same substituents. 
       
     
     
         9 . The apparatus according to  claim 8 , wherein the second compound has a pyrene skeleton and a fluorene skeleton. 
     
     
         10 . The apparatus according to  claim 8 , wherein the second compound is represented by the general formula (II): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , and R 24  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a and b each independently represent an integer of 1 to 4, and when there are a plurality of any of R 23  and R 24 , they may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other. 
       
     
     
         11 . The apparatus according to  claim 8 , wherein the second compound is represented by the general formula (III): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , and R 25  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23  is present in plurality, R 23 's may be the same or different from each other; c represents an integer of 1 to 9, and when R 25  is present in plurality, R 25 's may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other. 
       
     
     
         12 . The apparatus according to  claim 8 , wherein the second compound is represented by the general formula (IV): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , R 26 , and R 27  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23  is present in plurality, R 23 's may be the same or different from each other; d represents an integer of 1 to 4, and when R 26  is present in plurality, R 26 's may be the same or different from each other; e represents an integer of 1 to 9, and when R 27  is present in plurality, R 27 's may be the same or different from each other; m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other; and n represents an integer of 1 to 5, and when n is 2 or more, the plurality of phenylene groups may be the same or different from each other. 
       
     
     
         13 . The apparatus according to  claim 8 , wherein the second compound is represented by the general formula (V): 
       
         
           
           
               
               
           
         
         wherein R 28  and R 29  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; f represents an integer of 1 to 7, and when R 28  is present in plurality, R 28 's may be the same or different from each other; g represents an integer of 1 to 9, and when R 29  is present in plurality, R 29 's may be the same or different from each other; and p represents an integer of 1 to 5, and when p is 2 or more, the plurality of naphthalenediyl groups may be the same or different from each other. 
       
     
     
         14 . The apparatus according to  claim 8 , wherein the first compound and the second compound consist of only carbon and hydrogen. 
     
     
         15 . An apparatus comprising:
 a transparent substrate;   an organic light-emitting device; and   a color filter,   wherein the organic light-emitting device comprises:   a pair of electrodes including an anode and a cathode; and   a layer comprising an organic compound disposed between the pair of electrodes,   wherein the layer comprises a first compound represented by the general formula (I):   
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and 
         a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound, and 
         wherein each of the combinations of R 1  and R 9 , R 2  and R 10 , R 3  and R 11 , R 4  and R 12 , R 5  and R 13 , R 6  and R 14 , R 7  and R 15 , and R 8  and R 16  is a combination of the same substituents. 
       
     
     
         16 . The apparatus according to  claim 15 , wherein the second compound has a pyrene skeleton and a fluorene skeleton. 
     
     
         17 . The apparatus according to  claim 15 , wherein the second compound is represented by the general formula (II): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , and R 24  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a and b each independently represent an integer of 1 to 4, and when there are a plurality of any of R 23  and R 24 , they may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other. 
       
     
     
         18 . The apparatus according to  claim 15 , wherein the second compound is represented by the general formula (III): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , and R 25  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23  is present in plurality, R 23 's may be the same or different from each other; c represents an integer of 1 to 9, and when R 25  is present in plurality, R 25 's may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other. 
       
     
     
         19 . The apparatus according to  claim 15 , wherein the second compound is represented by the general formula (IV): 
       
         
           
           
               
               
           
         
         wherein R 21 , R 22 , R 23 , R 26 , and R 27  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23  is present in plurality, R 23 's may be the same or different from each other; d represents an integer of 1 to 4, and when R 26  is present in plurality, R 26 's may be the same or different from each other; e represents an integer of 1 to 9, and when R 27  is present in plurality, R 27 's may be the same or different from each other; m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other; and n represents an integer of 1 to 5, and when n is 2 or more, the plurality of phenylene groups may be the same or different from each other. 
       
     
     
         20 . The apparatus according to  claim 15 , wherein the second compound is represented by the general formula (V): 
       
         
           
           
               
               
           
         
         wherein R 28  and R 29  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; f represents an integer of 1 to 7, and when R 28  is present in plurality, R 28 's may be the same or different from each other; g represents an integer of 1 to 9, and when R 29  is present in plurality, R 29 's may be the same or different from each other; and p represents an integer of 1 to 5, and when p is 2 or more, the plurality of naphthalenediyl groups may be the same or different from each other. 
       
     
     
         21 . The apparatus according to  claim 15 , wherein the first compound and the second compound consist of only carbon and hydrogen. 
     
     
         22 . The apparatus according to any one of  claims 15  to  21 , further comprising a TFT connected to the organic light-emitting device. 
     
     
         23 . The apparatus according to any one of  claims 15  to  21 , further comprising glass which covers the organic light-emitting device. 
     
     
         24 . An apparatus comprising:
 a transparent substrate;   an organic light-emitting device; and   glass which covers the organic light-emitting device,   wherein the organic light-emitting device comprises:   a pair of electrodes including an anode and a cathode; and   a layer comprising an organic compound disposed between the pair of electrodes,   wherein the layer comprises a first compound represented by the general formula (I):   
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16  each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and 
         a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound, and 
         wherein each of the combinations of R 1  and R 9 , R 2  and R 10 , R 3  and R 11 , R 4  and R 12 , R 5  and R 13 , R 6  and R 14 , R 7  and R 15 , and R 8  and R 16  is a combination of the same substituents.