US2016336518A1PendingUtilityA1

Organic light-emitting device

Assignee: LG CHEMICAL LTDPriority: Aug 20, 2014Filed: Jul 29, 2015Published: Nov 17, 2016
Est. expiryAug 20, 2034(~8.1 yrs left)· nominal 20-yr term from priority
C09K 2211/1029C09K 2211/1007C09K 11/02C09K 11/06C09K 11/025C09K 2211/185C09K 2211/1044C09K 2211/1092C09K 2211/1059H01L 51/5004H01L 51/0072H01L 51/0068H01L 51/006H01L 51/0061H01L 51/0067H10K 2101/40H10K 85/615H10K 85/6576H10K 50/15H10K 85/636H10K 85/655H10K 85/6572H10K 85/622H10K 85/654H10K 50/11H10K 2101/30H10K 2101/10H10K 85/631H10K 85/633
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Claims

Abstract

The present specification relates to an organic light emitting diode.

Claims

exact text as granted — not AI-modified
1 . An organic light emitting diode comprising:
 a cathode;   an anode;   a light emitting layer provided between the cathode and the anode; and   a hole transporting layer provided between the anode and the light emitting layer,   wherein the light emitting layer comprises a carbazole derivative represented by the following Chemical Formula 1,   the hole transporting layer comprises an amine derivative represented by the following Chemical Formula 2, and   a difference between a LUMO energy level of the carbazole derivative represented by Chemical Formula 1, which is comprised in the light emitting layer, and a LUMO energy level of the amine derivative represented by Chemical Formula 2, which is comprised in the hole transporting layer, is 0.5 eV or more:   
       
         
           
           
               
               
           
         
         in Chemical Formula 1, 
         L is a direct bond; or a substituted or unsubstituted arylene group, 
         X is a heterocyclic group which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of a heterocyclic group and an aryl group, 
         R3 and R4 combine with each other to form a substituted or unsubstituted aromatic ring, 
         a substituent of the formed aromatic ring; R1; R2; and R5 to R8 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, 
         at least one of a substituent of the formed aromatic ring; R1; R2; and R5 to R8 is -L1-A, 
         L1 is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted divalent heterocyclic group, and 
         A is a heterocyclic group comprising one or more of substituted or unsubstituted N and S atoms, 
       
       
         
           
           
               
               
           
         
         in Chemical Formula 2, 
         a is an integer of 1 to 3, 
         Ar1 and Ar2 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, and 
         R10 to R17 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a nitrile group; a nitro group; an imide group; an amide group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, or two or more adjacent substituents combine with each other to form a substituted or unsubstituted hydrocarbon ring; or a substituted or unsubstituted hetero ring. 
       
     
     
         2 . The organic light emitting diode of  claim 1 , wherein the light emitting layer comprises: a host comprising the carbazole derivative represented by Chemical Formula 1; and a dopant. 
     
     
         3 . The organic light emitting diode of  claim 1 , wherein the light emitting layer comprises: a host comprising a carbazole derivative represented by the following Chemical Formula 1-1; and a dopant: 
       
         
           
           
               
               
           
         
         in Chemical Formula 1-1, 
         L, X, R1, R2, and R5 to R8 are the same as those defined in Chemical Formula 1, 
         Q1 to Q4 are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, 
         at least one of R1, R2, R5 to R8, and Q1 to Q4 is -L1-A, and 
         L1 and A are the same as those defined in Chemical Formula 1. 
       
     
     
         4 . The organic light emitting diode of  claim 1 , wherein L1 is a direct bond; or a substituted or unsubstituted phenylene group, and
 A is a substituted or unsubstituted carbazole group; a substituted or unsubstituted thiophene group; or a substituted or unsubstituted dibenzothiophene group.   
     
     
         5 . The organic light emitting diode of  claim 1 , wherein L is a direct bond; or a substituted or unsubstituted phenylene group, and
 X is a triazine group which is unsubstituted or substituted with an aryl group; a pyrimidine group which is unsubstituted or substituted with an aryl group; or a quinazoline group which is unsubstituted or substituted with an aryl group.   
     
     
         6 . The organic light emitting diode of  claim 1 , wherein the carbazole derivative represented by Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-1-1 to 1-1-50: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         7 . The organic light emitting diode of  claim 1 , wherein the light emitting layer comprising the carbazole derivative represented by Chemical Formula 1 is provided to be in contact with the hole transporting layer. 
     
     
         8 . The organic light emitting diode of  claim 1 , wherein the organic light emitting diode emits red phosphorescence. 
     
     
         9 . The organic light emitting diode of  claim 1 , wherein the amine derivative represented by Chemical Formula 2 is represented by any one of the following Chemical Formulae 2-1 to 2-3: 
       
         
           
           
               
               
           
         
         in Chemical Formulae 2-1 to 2-3, a, Ar1, and Ar2 are the same as those defined in Chemical Formula 2, and 
         A1 to A16 are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a nitrile group; a nitro group; an imide group; an amide group; a hydroxy group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted alkylamine group; a substituted or unsubstituted aralkylamine group; a substituted or unsubstituted arylamine group; a substituted or unsubstituted heteroarylamine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group. 
       
     
     
         10 . The organic light emitting diode of  claim 1 , wherein Ar1 and Ar2 are the same as or different from each other, and are each independently a phenyl group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms; a biphenyl group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms; a terphenyl group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms; a triphenylene group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms; a dibenzothiophene group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms; or a dibenzofuran group, which is unsubstituted or substituted with one or two or more substituents selected from the group consisting of an alkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 carbon atoms, and a heterocyclic group having 2 to 30 carbon atoms. 
     
     
         11 . The organic light emitting diode of  claim 1 , wherein the amine derivative represented by Chemical Formula 2 is represented by any one of the following Chemical Formulae 2-1-1 to 2-1-19: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         12 . The organic light emitting diode of  claim 1 , wherein the amine derivative represented by Chemical Formula 2 is represented by any one of the following Chemical Formulae 2-2-1 to 2-2-10: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         13 . The organic light emitting diode of  claim 1 , wherein the amine derivative represented by Chemical Formula 2 is represented by any one of the following Chemical Formulae 2-3-1 to 2-3-10: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         14 . The organic light emitting diode of  claim 1 , further comprising:
 one or two or more selected from the group consisting of a hole injection layer, a hole transporting layer, an electron transporting layer, an electron injection layer, an electron adjusting layer, an electron blocking layer, and a hole blocking layer.

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