Organic light-emitting device, composition for organic layer of organic lightemitting device, and method for manufacturing organic light-emitting device

Abstract

The present specification relates to an organic light emitting device comprising a first electrode, a second electrode, and an organic material layer comprising one or more layers provided between the first electrode and the second electrode, wherein the one or more layers of the organic material layer comprise a heterocyclic compound represented by Chemical Formula 1 and a heterocyclic compound represented by Chemical Formula 2, a composition for the organic material layer of the organic light emitting device, and a method for manufacturing the organic light emitting device.

1 . An organic light emitting device comprising a first electrode, a second electrode, and an organic material layer comprising one or more layers provided between the first electrode and the second electrode, wherein the one or more layers of the organic material layer comprise a heterocyclic compound represented by the following Chemical Formula 1 and a heterocyclic compound represented by the following Chemical Formula 2: 
       
         
           
           
               
               
           
         
         In Chemical Formulas 1 and 2 above, 
         X is O; or S, 
         R1 to R8, and Rc and Rd are the same as or different from each other, and are each independently selected from the group including hydrogen; deuterium; a halogen; a cyano group; a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C2-C60 alkenyl group; a substituted or unsubstituted C2-C60 alkynyl group; a substituted or unsubstituted C1-C60 alkoxy group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted C2-C60 heterocycloalkyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C2-C60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and —NRR′, or two or more groups adjacent to each other are bonded to each other to form a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted heterocycle ring, 
         X1 to X3 are N; or CRe, and at least one of X1 to X3 is N, 
         L1 and L2 are the same as or different from each other and are each independently a direct bond; a substituted or unsubstituted C6-C60 arylene group; or a substituted or unsubstituted C2-C60 heteroarylene group, 
         Ar1 and Ar2 are the same as or different from each other and are each independently a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C6-C60 aryl group; or a substituted or unsubstituted C2-C60 heteroaryl group, 
         Ra and Rb are the same as or different from each other and are each independently —CN; —SiRR′R″; a substituted or unsubstituted C6-C60 aryl group; or a substituted or unsubstituted C2-C60 heteroaryl group, 
         R, R, R″, and Re are the same as or different from each other and are each independently hydrogen; deuterium; a substituted or unsubstituted C1-C60 alkyl group; or a substituted or unsubstituted C6-C60 aryl group, 
         n, p, and a are an integer of 0 to 4, 
         r and s are an integer of 0 to 7, 
         q is an integer of 1 to 5, and 
         when n, p, a, s, q, and r are 2 or more, the substituents in parentheses are the same as or different from each other. 
       
     
     
         2 . The organic light emitting device of  claim 1 , wherein Chemical Formula 1 above is represented by the following Chemical Formula 3 or 4: 
       
         
           
           
               
               
           
         
         In Chemical Formulas 3 and 4 above, 
         the definition of each substituent is the same as defined in Chemical Formula 1 above. 
       
     
     
         3 . The organic light emitting device of  claim 1 , wherein 
       
         
           
           
               
               
           
         
       
       of Chemical Formula 1 above is represented by any one of the following Chemical Formulas 1-1 to 1-3: 
       
         
           
           
               
               
           
         
         In Chemical Formulas 1-1 to 1-3 above, 
       
       
         
           
           
               
               
           
         
          means a position connected to Chemical Formula 1, and 
         the definition of each substituent is the same as defined in Chemical Formula 1 above. 
       
     
     
         4 . The organic light emitting device of  claim 1 , wherein Ar1 is represented by any one of the following Chemical Formulas 1-1-1 to 1-1-3: 
       
         
           
           
               
               
           
         
         In Chemical Formulas 1-1-1 to 1-1-3 above, 
       
       
         
           
           
               
               
           
         
          means a position connected to Chemical Formula 1. 
       
     
     
         5 . The organic light emitting device of  claim 1 , wherein Ar2 is represented by the following Chemical Formula 1-2-1 or 1-2-2: 
       
         
           
           
               
               
           
         
         In Chemical Formulas 1-2-1 and 1-2-2 above, 
         q is the same as the definition in Chemical Formula 1 above, 
       
       
         
           
           
               
               
           
         
          means a position connected to Chemical Formula 1, 
         X1 is O; or S, 
         R11 to R15 are the same as or different from each other, and are each independently selected from the group comprising hydrogen; deuterium; a halogen; a cyano group; a substituted or unsubstituted C1-C60 alkyl group; a substituted or unsubstituted C2-C60 alkenyl group; a substituted or unsubstituted C2-C60 alkynyl group; a substituted or unsubstituted C1-C60 alkoxy group; a substituted or unsubstituted C3-C60 cycloalkyl group; a substituted or unsubstituted C2-C60 heterocycloalkyl group; a substituted or unsubstituted C6-C60 aryl group; a substituted or unsubstituted C2-C60 heteroaryl group; —SiRR′R″; —P(═O)RR′; and —NRR′, or two or more groups adjacent to each other are bonded to each other to form a substituted or unsubstituted aromatic hydrocarbon ring or a substituted or unsubstituted heterocycle ring, 
         a1 is an integer of 0 to 3, and when it is 2 or more, the substituents in parentheses are the same as or different from each other, 
         the definitions of R, R′, and R″ are the same as those in Chemical Formula 1 above, and 
         Ar11 is a substituted or unsubstituted C6-C60 aryl group. 
       
     
     
         6 . The organic light emitting device of  claim 1 , wherein Chemical Formula 1 above is represented by any one of the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         7 . The organic light emitting device of  claim 1 , wherein Chemical Formula 2 above is represented by any one of the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         8 . The organic light emitting device of  claim 1 , wherein the organic material layer comprises at least one layer of a hole blocking layer, an electron injection layer, and an electron transport layer, and the at least one layer of the hole blocking layer, the electron injection layer, and the electron transport layer comprises a heterocyclic compound represented by Chemical Formula 1 above and a heterocyclic compound represented by Chemical Formula 2 above. 
     
     
         9 . The organic light emitting device of  claim 1 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises a heterocyclic compound represented by Chemical Formula 1 above and a heterocyclic compound represented by Chemical Formula 2 above. 
     
     
         10 . The organic light emitting device of  claim 1 , wherein the organic material layer comprises a light emitting layer, the light emitting layer comprises a host material, and the host material comprises a heterocyclic compound represented by Chemical Formula 1 above and a heterocyclic compound represented by Chemical Formula 2 above. 
     
     
         11 . The organic light emitting device of  claim 1 , further comprising one layer or two or more layers selected from the group comprising a light emitting layer, a hole injection layer, a hole transport layer, an electron injection layer, an electron transport layer, an electron blocking layer, and a hole blocking layer. 
     
     
         12 . A composition for the organic material layer of the organic light emitting device, comprising the heterocyclic compound represented by Chemical Formula 1 above and the heterocyclic compound represented by Chemical Formula 2 above according to  claim 1 . 
     
     
         13 . The composition for the organic material layer of the organic light emitting device of  claim 12 , wherein the weight ratio of the heterocyclic compound represented by Chemical Formula 1 above to the heterocyclic compound represented by Chemical Formula 2 above in the composition is 1:10 to 10:1 
     
     
         14 . A method for manufacturing an organic light emitting device, comprising the steps of:
 preparing a substrate;   forming a first electrode on the substrate;   forming an organic material layer comprising one or more layers on the first electrode; and   forming a second electrode on the organic material layer, wherein the step of forming the organic material layer comprises a step of forming an organic material layer comprising one or more layers using the composition for the organic material layer according to  claim 12 .   
     
     
         15 . The method of  claim 14 , wherein the step of forming the organic material layer is forming the organic material layer using a thermal vacuum deposition method by premixing the heterocyclic compound of Chemical Formula 1 above and the heterocyclic compound of Chemical Formula 2 above.