Organic light emitting compound and organic light emitting diode including the same

Abstract

Also disclosed is an organic light emitting diode including the organic light emitting compound. Particularly, the organic light emitting diode employs the organic light emitting compound as a material for electron injection and transport. The organic light emitting diode can be driven at a low voltage and has improved life characteristics compared to conventional organic light emitting diodes. Due to these advantages, the organic light emitting diode is useful in a variety of industrial applications, including displays and lighting systems.

What is claimed is: 
     
         1 . An organic light emitting compound represented by Formula I:
   HAr 1 -(L) n -HAr 2   (I)
   wherein L represents a linker and is a single bond or is selected from substituted or unsubstituted C 1 -C 30  alkylene groups, substituted or unsubstituted C 2 -C 30  alkenylene groups, substituted or unsubstituted C 2 -C 30  alkynylene groups, substituted or unsubstituted C 3 -C 30  cycloalkylene groups, substituted or unsubstituted C 2 -C 30  heterocycloalkylene groups, substituted or unsubstituted C 6 -C 30  arylene groups, and substituted or unsubstituted C 2 -C 30  heteroarylene groups, n is an integer from 1 to 3, provided that when n is equal to or greater than 2, the plurality of L groups are identical to or different from each other;   wherein HAr 1  is a substituted or unsubstituted C 6 -C 30  aryl group or a substituted or unsubstituted C 2 -C 30  heteroaryl group; and   wherein HAr 2  is selected from the following structures A to E:   
       
         
           
           
               
               
           
         
         where X 1  is CR 11  or N, X 2  is CR 12  or N, X 3  is CR 13  or N, X 4  is CR 14  or N, X 5  is CR 15  or N, X 6  is CR 16  or N, X 7  is CR 17  or N, X 8  is CR 18  or N, X 9  is CR 19  or N, and X 10  is CR 20  or N, with the proviso that at least two of X 1  to X 4  are selected from CR 11  to CR 14 , at least three of X 5  to X 10  are selected from CR 15  to CR 20 , and one of X 1  to X 10  is a carbon atom linked to L, 
         where R 1  and R 2  are identical to or different from each other and are each independently selected from a hydrogen atom, a deuterium atom, substituted or unsubstituted C 1 -C 30  alkyl groups, substituted or unsubstituted C 2 -C 30  alkenyl groups, substituted or unsubstituted C 2 -C 30  alkynyl groups, substituted or unsubstituted C 1 -C 30  alkoxy groups, substituted or unsubstituted C 1 -C 30  alkylthioxy groups, substituted or unsubstituted C 1 -C 30  alkylamine groups, substituted or unsubstituted C 1 -C 24  alkylsilyl groups, an amino group, a thiol group, a cyano group, a hydroxyl group, a nitro group, and halogen groups, and 
         where R 11  to R 20  are identical to or different from each other and are each independently selected from a hydrogen atom, a deuterium atom, substituted or unsubstituted C 1 -C 30  alkyl groups, substituted or unsubstituted C 2 -C 30  alkenyl groups, substituted or unsubstituted C 2 -C 30  alkynyl groups, substituted or unsubstituted C 3 -C 30  cycloalkyl groups, substituted or unsubstituted C 2 -C 30  heterocycloalkyl groups, substituted or unsubstituted C 5 -C 30  cycloalkenyl groups, substituted or unsubstituted C 1 -C 30  alkoxy groups, substituted or unsubstituted C 6 -C 30  aryloxy groups, substituted or unsubstituted C 1 -C 30  alkylthioxy groups, substituted or unsubstituted C 6 -C 30  arylthioxy groups, substituted or unsubstituted C 1 -C 30  alkylamine groups, substituted or unsubstituted C 6 -C 30  arylamine groups, substituted or unsubstituted C 6 -C 50  aryl groups, substituted or unsubstituted C 2 -C 50  heteroaryl groups containing O, N or S as a heteroatom, substituted or unsubstituted C 1 -C 24  alkylsilyl groups, substituted or unsubstituted C 6 -C 24  arylsilyl groups, an amino group, a thiol group, a cyano group, a hydroxyl group, a nitro group, and halogen groups. 
       
     
     
         2 . The organic light emitting compound according to  claim 1 , wherein the “substituted” in the definition of “substituted or unsubstituted” indicates substitution with at least one substituent selected from the group consisting of deuterium, a cyano group, halogen groups, a hydroxyl group, a nitro group, C 1 -C 24  alkyl groups, C 1 -C 24  halogenated alkyl groups, C 2 -C 24  alkenyl groups, C 2 -C 24  alkynyl groups, C 1 -C 24  heteroalkyl groups, C 6 -C 24  aryl groups, C 7 -C 24  arylalkyl groups, C 2 -C 24  heteroaryl groups, C 2 -C 24  heteroarylalkyl groups, C 1 -C 24  alkoxy groups, C 1 -C 24  alkylamino groups, C 1 -C 24  arylamino groups, C 1 -C 24  heteroarylamino groups, C 1 -C 24  alkylsilyl groups, C 6 -C 24  arylsilyl groups, and C 6 -C 24  aryloxy groups. 
     
     
         3 . The organic light emitting compound according to  claim 1 , wherein HAr 1  is selected from the following structures E1 to E33: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         wherein Z 1  to Z 8  are identical to or different from each other and each independently have the same meanings as R 1 , R 2 , and R 11  to R 20 , and each of Z 1  to Z 8  and substituents thereof optionally forms an aliphatic, aromatic, heteroaliphatic or heteroaromatic fused ring with the adjacent group. 
       
     
     
         4 . An organic light emitting diode comprising a first electrode, a second electrode opposite to the first electrode, and an organic layer interposed between the first and second electrodes wherein the organic layer comprises the compound represented by Formula I according to  claim 1 . 
     
     
         5 . The organic light emitting diode according to  claim 5 , wherein the organic layer comprises one or more layers selected from a light emitting layer, an electron transport layer, a hole transport layer, an electron injecting layer, a hole injecting layer, a hole blocking layer, and an electron blocking layer. 
     
     
         6 . The organic light emitting diode according to  claim 6 , wherein the electron transport layer or the electron injecting layer comprises the compound represented by Formula I.