US2019259948A1PendingUtilityA1

Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic apparatus

Assignee: IDEMITSU KOSAN COPriority: Feb 28, 2014Filed: May 1, 2019Published: Aug 22, 2019
Est. expiryFeb 28, 2034(~7.6 yrs left)· nominal 20-yr term from priority
C09K 2211/1011C09K 2211/1088C09K 11/06C09K 2211/1092C09K 2211/1007C07D 333/76C07D 307/91H01L 51/5012H01L 51/0071H01L 51/0074H01L 51/006H01L 51/0061H01L 51/0073C07D 409/12H10K 85/624H10K 85/615C07C 211/61H10K 85/6576H10K 85/6574H10K 85/636H10K 85/633H10K 50/11H10K 50/15H10K 50/156H10K 85/6572H10K 85/657H10K 85/654
72
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Claims

Abstract

A compound represented by formula (1): wherein R 1 , R 2 , Ar 1 , and Ar 2 are as defined in the description, realizes an electroluminescence device which is capable of driving at a low voltage and has long lifetime and high efficiency.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A compound represented by formula (1): 
       
         
           
           
               
               
           
         
         wherein the group represented by formula (4): 
       
       
         
           
           
               
               
           
         
         is represented by formula (4a) or (4b): 
       
       
         
           
           
               
               
           
         
         
           each of R 1  and R 2  is an unsubstituted phenyl group; 
           Ar 1  represents a group represented by formula (2); 
           Ar 2  represents a group selected from a group represented by formula (3a) and a substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms selected from the group consisting of a phenyl group, a biphenylyl group, a terphenylyl group, a naphthyl group, a naphthylphenyl group, a 9,9-dimethylfluorene-2-yl group, a 9,9-diphenylfluorene-2-yl group, a 9,9-bis(p-methylphenyl)fluorene-2-yl group, a 7-phenyl-9,9-diphenylfluorene-2-yl group, and a p-(9,9-diphenylfluorene-2-yl)phenyl group: 
         
       
       
         
           
           
               
               
           
         
         in formula (2):
 X represents an oxygen atom or a sulfur atom; 
 L 1  represents an unsubstituted phenylene group; 
 y represents 0 or 1, and when y is 0, (L 1 ) 0  represents a single bond; 
 R 3  represents an unsubstituted phenyl group or an unsubstituted naphthyl group; and 
 m represents an integer of 0 to 4, when m is an integer of 2 to 4, two to four groups R 3  may be the same or different and are not bonded to each other, thereby failing to form a ring, and when m is 0, (R 3 ) 0  represents a hydrogen atom; 
 
         in formula (3a):
 R 5  and R 6  each independently represent a hydrogen atom, an unsubstituted methyl group, or an unsubstituted aryl group having 10 to 50 ring carbon atoms; 
 L 2  represents an unsubstituted phenylene group; 
 z represents 0 or 1, and when z is 0, (L 2 ) 0  represents a single bond; 
 R 4  represents an unsubstituted phenyl group or an unsubstituted naphthyl group; 
 n represents an integer of 0 to 4, when n is an integer of 2 to 4, two to four groups R 4  may be the same or different and are not bonded to each other, thereby failing to form a ring, and when n is 0, (R 4 ) 0  represents a hydrogen atom. 
 
       
     
     
         2 . The compound according to  claim 1 , wherein Ar 1  is represented by formula (2a) or (2b): 
       
         
           
           
               
               
           
         
         wherein L 1 , y, X, R 3 , and m are as defined in  claim 1 . 
       
     
     
         3 . The compound according to  claim 1 , wherein Ar 1  is represented by formula (2a′) or (2b′): 
       
         
           
           
               
               
           
         
         wherein L 1 , X, R 3 , and m are as defined in  claim 1 . 
       
     
     
         4 . The compound according to  claim 1 , wherein Ar 1  is represented by formula (2a″) or (2b″): 
       
         
           
           
               
               
           
         
         wherein L 1  and X are as defined in  claim 1 . 
       
     
     
         5 . The compound according to  claim 1 , wherein Ar 1  is represented by formula (2a″-1) or (2b″-1): 
       
         
           
           
               
               
           
         
         wherein X is as defined in  claim 1 . 
       
     
     
         6 . The compound according to  claim 1 , wherein Ar 1  is represented by any of the following groups: 
       
         
           
           
               
               
           
         
         wherein X is as defined in  claim 1 . 
       
     
     
         7 . The compound according to  claim 1 , wherein Ar 2  is represented by formula (3a′): 
       
         
           
           
               
               
           
         
         wherein R 4 , R 5 , R 6 , and n are as defined in  claim 1 . 
       
     
     
         8 . The compound according to  claim 1 , wherein Ar 2  is represented by formula (3a″): 
       
         
           
           
               
               
           
         
         wherein R 5  and R 6  are as defined in  claim 1 . 
       
     
     
         9 . The compound according to  claim 1 , wherein formula (1) is represented by formula (1a) or (1b): 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , Ar 1  and Ar 2  are as defined in formula (1). 
       
     
     
         10 . The compound according to  claim 1 , wherein formula (1) is represented by any of formulae (1a-1), (1a-2), (1b-1), and (1b-2): 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , L 1 , X, R 3 , Ar 2 , and m are as defined in formula (1). 
       
     
     
         11 . The compound according to  claim 1 , wherein formula (1) is represented by any of formulae (1a-1′), (1a-2′), (1b-1′), and (1b-2′): 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , L 1 , X, and Ar 2  are as defined in formula (1). 
       
     
     
         12 . The compound according to  claim 1 , wherein:
 Ar 1  is a group represented by formula (2a) or (2b):   
       
         
           
           
               
               
           
         
       
       wherein L 1 , y, X, R 3 , and m are as defined above; and
 Ar 2  is a group represented by formula (3a) or the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms: 
 
       
         
           
           
               
               
           
         
       
       wherein L 2 , z, R 4 , R 5 , R 6 , and n are as defined in  claim 1 . 
     
     
         13 . The compound according to  claim 1 , wherein:
 Ar 1  is a group represented by formula (2a′) or (2b′):   
       
         
           
           
               
               
           
         
       
       wherein L 1 , X, R 3 , and m are as defined above; and
 Ar 2  is a group represented by formula (3a′) or the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms: 
 
       
         
           
           
               
               
           
         
       
       wherein R 4 , R 5 , R 6 , and n are as defined in  claim 1 . 
     
     
         14 . The compound according to  claim 1 , wherein:
 Ar 1  is a group represented by formula (2a″) or (2b″):   
       
         
           
           
               
               
           
         
       
       wherein L 1  and X are as defined above; and
 Ar 2  is a group represented by formula (3a″) or the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms: 
 
       
         
           
           
               
               
           
         
       
       wherein R 5  and R 6  are as defined in  claim 1 . 
     
     
         15 . The compound according to  claim 1 , wherein:
 Ar 1  is a group represented by formula (2a″-1) or (2b″-1):   
       
         
           
           
               
               
           
         
       
       wherein X is as defined above; and
 Ar 2  is a group represented by formula (3a″) or the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms: 
 
       
         
           
           
               
               
           
         
       
       wherein R 5  and R 6  are as defined above. 
     
     
         16 . The compound according to  claim 1 , wherein:
 Ar 1  is a group represented by any of the following groups:   
       
         
           
           
               
               
           
         
       
       wherein X is as defined above; and
 Ar 2  is a group represented by formula (3a″) or the substituted or unsubstituted aryl group having 6 to 50 ring carbon atoms: 
 
       
         
           
           
               
               
           
         
       
       wherein R 5  and R 6  are as defined in  claim 1 . 
     
     
         17 . The compound according to  claim 1 , wherein formula (4a) is represented by any of 
       
         
           
           
               
               
           
         
       
     
     
         18 . The compound according to  claim 1 , wherein formula (4b) is represented by any of 
       
         
           
           
               
               
           
         
       
     
     
         19 . The compound according to  claim 1 , wherein the compound is any one of the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         20 . A material for organic electroluminescence devices which comprises the compound according to  claim 1 . 
     
     
         21 . An organic electroluminescence device which comprises an anode, a cathode, and at least one organic thin film layer between the anode and the cathode, wherein the at least one organic thin film layer comprises a light emitting layer and at least one layer of the at least one organic thin film layer comprises the compound according to  claim 1 . 
     
     
         22 . The organic electroluminescence device according to  claim 21 , wherein the organic electroluminescence device comprises an organic thin film layer between the anode and the light emitting layer and the organic thin film layer comprises the compound. 
     
     
         23 . An electronic equipment which comprises the organic electroluminescence device according to  claim 21 .

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