Organic optoelectronic device and display device using the same

Abstract

Disclosed are an organic optoelectronic device includes an anode and a cathode facing each other, and an organic layer disposed between the anode and the cathode. The organic layer includes one of a hole injection layer, a hole transport layer, a light emitting layer, and an electron transport layer. The light emitting layer includes a first host represented by Chemical Formula 1, a second host represented by Chemical Formula 2, and a phosphorescent dopant represented by Chemical Formula 3. A display device including the same.

1 . An organic optoelectronic device comprising:
 an anode and a cathode facing each other; and   an organic layer disposed between the anode and the cathode,   wherein the organic layer comprises one of a hole injection layer, a hole transport layer, a light emitting layer, and an electron transport layer, and   the light emitting layer includes a first host represented by Chemical Formula 1, a second host represented by Chemical Formula 2, and a phosphorescent dopant represented by Chemical Formula 3:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1, 
         X 1  is O or S, 
         Z 1  to Z 3  are independently N or CR a , 
         at least two of Z 1  to Z 3  are N, 
         L 1  and L 2  are independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         A is a substituted or unsubstituted carbazolyl group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and 
         R a  and R 2  to R 4  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group; 
         wherein, in Chemical Formula 2, 
         Y 1  and Y 2  are independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, 
         L 3  and L 4  are independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         R b  and R 5  to R 8  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and 
         m is an integer ranging from 0 to 2; 
         wherein, in Chemical Formula 3, 
         Z 4  to Z 1  are independently N, C or CR c , 
         the ring C is bound to the ring B through a C—C bond, 
         iridium is bound to the ring B through a Ir—C bond, and 
         X 2  is O or S, 
         R c  and R 14  to R 19  are independently hydrogen, deuterium, a halogen, germanium group, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C1 to C10 alkylsilyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and 
         n is an integer ranging from 1 to 3. 
       
     
     
         2 . The organic optoelectronic device of  claim 1 , wherein the first host is represented by Chemical Formula 1-3 or Chemical Formula 1-4: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-3 and Chemical Formula 1-4, 
         X 1  is O or S, 
         Z 1  to Z 3  are independently N or CR a , 
         at least two of Z 1  to Z 3  are N, 
         L 1  and L 2  are independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         A is a substituted or unsubstituted carbazolyl group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and 
         R a  and R 2  to R 4  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group. 
       
     
     
         3 . The organic optoelectronic device of  claim 1 , wherein the first host is represented by one of Chemical Formula 1-3a, Chemical Formula 1-4a, and Chemical Formula 1-4b: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-3a, Chemical Formula 1-4a, and Chemical Formula 1-4b, 
         X 1  is O or S, 
         Z 1  to Z 3  are independently N or CR a , 
         at least two of Z 1  to Z 3  are N, 
         L 1  is a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         A is a substituted or unsubstituted carbazolyl group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and 
         R a , R 2  to R 4  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group. 
       
     
     
         4 . The organic optoelectronic device of  claim 3 , wherein the first host is represented by one of Chemical Formula 1-3a-I, Chemical Formula 1-3a-II, Chemical Formula 1-3a-III, Chemical Formula 1-4a-I, Chemical Formula 1-4b-I, and Chemical Formula 1-4b-II: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-3a-I, Chemical Formula 1-3a-II, Chemical Formula 1-3a-III, Chemical Formula 1-4a-I, Chemical Formula 1-4b-I, and Chemical Formula 1-4b-II, 
         X 1  is or S, 
         Z 1  to Z 3  are independently N or CR a , 
         at least two of Z 1  to Z 3  are N, 
         L 1  is a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and 
         R a , R 2  to R 4  and R 9  to R 13  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group. 
       
     
     
         5 . The organic optoelectronic device of  claim 1 , wherein Z 1  to Z 3  of Chemical Formula 1 are N. 
     
     
         6 . The organic optoelectronic device of  claim 1 , wherein R 1  of Chemical Formula 1 is selected from substituents of Group I: 
       
         
           
           
               
               
           
         
         wherein, in Group I, * is a linking point. 
       
     
     
         7 . The organic optoelectronic device of  claim 1 , wherein Chemical Formula 2 is one of structures of Group II, and
 *-L 3 -Y 1  and *-L 4 -Y 2  one of substituents of Group III:   
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in Group II and Group III, * is a linking point. 
       
     
     
         8 . The organic optoelectronic device of  claim 7 , wherein Chemical Formula 2 is represented by Chemical Formula c-8 or Chemical Formula c-17 of Group II, and
 *-L 3 -Y 1  and *-L 4 -Y 2  are selected from Group III.   
     
     
         9 . The organic optoelectronic device of  claim 7 , wherein Chemical Formula 2 is represented by Chemical Formula c-8 or Chemical Formula c-17 of Group II, and
 *-L 3 -Y 1  and *-L 4 -Y 2  are B-1, B-2, B-3, B-11, B-16, and B-17 of Group III.   
     
     
         10 . The organic optoelectronic device of  claim 1 , wherein Chemical Formula 3 is represented by one of Chemical Formula 3-1 to Chemical Formula 3-6: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein, in Chemical Formula 3-1 to Chemical Formula 3-6, 
         X 2  is O or S, 
         R c1 , R c2 , R c3 , and R 14  to R 19  are independently hydrogen, deuterium, a halogen, germanium group, a cyano group, a substituted or unsubstituted silyl group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C20 cycloalkyl group, a substituted or unsubstituted C1 to C10 alkylsilyl group, a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group, and 
         n is an integer ranging from 1 to 3. 
       
     
     
         11 . The organic optoelectronic device of  claim 1 , wherein the first host is represented by Chemical Formula 1-3,
 the second host is represented by Chemical Formula 2A:   
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-3 and Chemical Formula 2A, 
         X 1  is O or S, 
         Z 1  to Z 3  are independently N or CR a , 
         at least two of Z 1  to Z 3  are N, 
         A is a substituted or unsubstituted carbazolyl group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, 
         L 1  to L 4  are independently a single bond, or a substituted or unsubstituted C6 to C20 arylene group, 
         R a  and R 2  to R 8  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group, and 
         Y 1  and Y 2  are independently a substituted or unsubstituted C6 to C20 aryl group, or a substituted or unsubstituted C2 to C30 heterocyclic group. 
       
     
     
         12 . The organic optoelectronic device of  claim 11 , wherein the first host is represented by Chemical Formula 1-3a: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 1-3a, 
         X 1  is O or S, 
         Z 1  to Z 3  are independently N, 
         L 1  is a single bond, or a meta-phenylene group, 
         A is a substituted or unsubstituted carbazolyl group, 
         R 1  is a substituted or unsubstituted C6 to C20 aryl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothiophenyl group, and 
         R 2  to R 4  are independently hydrogen, deuterium, a cyano group, a substituted or unsubstituted C1 to C10 alkyl group, or a substituted or unsubstituted C6 to C20 aryl group. 
       
     
     
         13 . The organic optoelectronic device of  claim 11 , wherein Chemical Formula 3 is represented by Chemical Formula 3-1: 
       
         
           
           
               
               
           
         
         wherein, in Chemical Formula 3-1, 
         X 2  is O or S, 
         R c1 , R c2 , R c3 , and R 14  to R 19  are independently hydrogen, deuterium, a halogen, a substituted or unsubstituted silyl group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C1 to C10 alkylsilyl group, or a substituted or unsubstituted C6 to C20 aryl group, 
         n is an integer ranging from 1 to 3, and 
         “substituted” refers to replacement of at least one hydrogen of a substituent or a compound by deuterium, a halogen, a C1 to C4 alkyl group, or a C6 to C12 aryl group. 
       
     
     
         14 . A display device comprising the organic optoelectronic device of  claim 1 .