Novel organic compound and oranic light-emitting diode comprising same background of the invention

Abstract

Disclosed are an organic compound represented by any one of Chemical Formulas A to E and an organic light-emitting diode including the same. Chemical Formulas A to E are as described in the specification.

What is claimed is: 
     
         1 . An organic compound represented by any one of the following Chemical Formulas A to E: 
       
         
           
           
               
               
           
         
         wherein, 
         X1 is CR11 or N, 
         X2 is CR12 or N, 
         X3 is CR13 or N, 
         X4 is CR14 or N, 
         X5 is CR15 or N, 
         X6 is CR16 or N, 
         X7 is CR17 or N, 
         X8 is CR18 or N, 
         X9 is CR19 or N, and 
         X10 is CR20 or N, wherein at least two of X1 to X4 are selected from among CR11 to CR14 and at least three of X5 to X10 are selected from among CR15 to CR20, with a proviso that one of X1 to X10 is a carbon atom connected to A1 
       
       
         
           
           
               
               
           
         
         the substituents R1, R2, and R11 to R20, which may be the same or different, are each independently selected from among a hydrogen, a deuterium, a substituted or unsubstituted alkyl of 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl of 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl of 2 to 30 carbon atoms, a substituted or unsubstituted cycloalkyl of 3 to 30 carbon atoms, a substituted or unsubstituted heterocycloalkyl of 2 to 30 carbon atoms, a substituted or unsubstituted cycloalkenyl of 5 to 30 carbon atoms, a substituted or unsubstituted alkoxy of 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy of 6 to 30 carbon atoms, a substituted or unsubstituted alkylthioxy of 1 to 30 carbon atoms, a substituted or unsubstituted arylthioxy of 6 to 30 carbon atoms, a substituted or unsubstituted alkylamine of 1 to 30 carbon atoms, a substituted or unsubstituted arylamine of 6 to 30 carbon atoms, a substituted or unsubstituted aryl of 6 to 50 carbon atoms, a substituted or unsubstituted heteroaryl of 2 to 50 carbon atoms bearing O, N, or S as a heteroatom, an alkylsilyl of 1 to 24 carbon atoms, an arylsilyl of 6 to 24 carbon atoms, a substituted or unsubstituted germanium, a substituted or unsubstituted boron, a substituted or unsubstituted aluminum, a carbonyl, a phosphoryl, an amino, a thiol, a cyano, a hydroxy, a nitro, a halogen, a selenium, a tellurium, an amide, an ether, and an ester, 
         L1 denotes a linker and is any one selected from among a single bond, a substituted or unsubstituted alkylene of 1 to 60 carbon atoms, a substituted or unsubstituted cycloalkylene of 3 to 60 carbon atoms, a substituted or unsubstitutedarylene of 6 to 60 carbon atoms, and a substituted or unsubstituted heteroarylene of 2 to 60 carbon atoms, 
         n is an integer of 0 to 3, with a proviso that when n is 2 or greater, the corresponding L1 linkers may be the same or different, and 
         Ar1 and Ar2, which may be the same or different, are each independently any one selected from among a substituted or unsubstituted aryl of 6 to 40 carbon atoms and a substituted or unsubstituted heteroaryl of 2 to 30 carbon atoms, with a proviso that Ar1 may be connected to L1 to form a fused ring and Ar2 may be connected to L1 to form a fused ring in A1, 
         wherein the term ‘substituted’ in the expression ‘substituted or unsubstituted’ means having at least one substituent selected from the group consisting of a deuterium, a cyano, a halogen, a hydroxy, a nitro, an alkyl of 1 to 24 carbon atoms, a halogenated alkyl of 1 to 24 carbon atoms, an alkenyl of 1 to 24 carbon atoms, an alkynyl of 2 to 24 carbon atoms, a heteroalkyl of 1 to 24 carbon atoms, an aryl of 6 to 24 carbon atoms, an arylalkyl of 6 to 24 carbon atoms, a heteroaryl of 2 to 24 carbon atoms or a heteroarylalkyl of 2 to 24 carbon atoms, an alkoxy of 1 to 24 carbon atoms, an alkylamino of 1 to 24 carbon atoms, an arylamino of 1 to 24 carbon atoms, a hetero arylamino of 1 to 24 carbon atoms, an alkylsilyl of 1 to 24 carbon atoms, an arylsilyl of 1 to 24 carbon atoms, and an aryloxy of 1 to 24 carbon atoms. 
       
     
     
         2 . The organic compound as set forth in  claim 1 , wherein Ar1 and Ar2 in Chemical Formulas A to E may be the same or different and are each independently a substituted or unsubstituted aryl of 6 to 30 carbon atoms. 
     
     
         3 . The organic compound as set forth in  claim 1 , wherein R11 to R20 on the carbon atoms which are not directly connected to A1 in Chemical Formulas A to E are each a hydrogen atom or a deuterium atom. 
     
     
         4 . The organic compound as set forth in  claim 1 , wherein the linker L1 in Chemical Formulas A to E is a single bond or any one selected from among the following Structural Formulas 1 to 9: 
       
         
           
           
               
               
           
         
         wherein carbon atoms in the aromatic ring moieties are bonded to a hydrogen atom or a deuterium atom. 
       
     
     
         5 . The organic compound as set forth in  claim 1 , wherein n in Chemical Formulas A to E is an integer of 1 or 2, with a proviso that when n is 2, the corresponding L1 linkers may be the same or different. 
     
     
         6 . The organic compound as set forth in  claim 1 , wherein only one or none of X1 to X10 are a nitrogen atom. 
     
     
         7 . The organic compound as set forth in  claim 1 , wherein the organic compound represented by any one of Chemical Formulas A to E is selected from among the compounds represented by the following Compounds 1 to 328: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         8 . The organic compound of  claim 1 , wherein the organic compound represented by any one of Chemical Formulas A to E has A1 bonded to position 1 of the dibenzofuran moiety thereof in such a manner that A1 is bonded to the carbon atom of X6 in Chemical Formula A, X7 in Chemical Formula B, X9 in Chemical Formula C, X10 in Chemical Formula D, and X5 in Chemical Formula E. 
     
     
         9 . An organic light-emitting diode, including:
 a first electrode;   a second electrode facing the first electrode; and   an organic layer interposed the first electrode and the second electrode,   wherein the organic layer contains the organic compound of  claim 1 .   
     
     
         10 . The organic light-emitting diode as set forth in  claim 9 , wherein the organic layer includes at least one of a hole injection layer, a hole transport layer, a functional layer capable of both hole injection and hole transport, a light-emitting layer, an electron transport layer, and an electron injection layer. 
     
     
         11 . The organic light-emitting diode as set forth in  claim 9 , wherein the organic compound is used for a hole transport layer. 
     
     
         12 . The organic light-emitting diode as set forth in  claim 10 , wherein at least one selected from among the layers is deposited using a deposition process or a solution process. 
     
     
         13 . The organic light-emitting diode as set forth in  claim 9 , wherein the organic light-emitting diode is used for a device selected from among a flat display device, a flexible display device, a monochrome or grayscale flat illumination device, and a monochrome or grayscale flexible illumination device.