US2019229273A1PendingUtilityA1

Compound for organic electronic element, organic electronic element using the same, and electronic device thereof

Assignee: DUK SAN NEOLUX CO LTDPriority: Sep 17, 2015Filed: Mar 28, 2019Published: Jul 25, 2019
Est. expirySep 17, 2035(~9.1 yrs left)· nominal 20-yr term from priority
Y02E10/549C07D 307/77C07D 307/91H01L 51/5096H01L 51/0073H01L 51/006H01L 51/0061H10K 50/181H10K 85/636H10K 59/12H10K 85/6574H10K 85/626H10K 85/633H10K 85/631H10K 85/615H10K 85/324H10K 50/18
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Claims

Abstract

The present invention provides a novel compound for an EBL capable of improving the light emitting efficiency, stability and life span of a device, and an organic electric element and an electronic device using the same.

Claims

exact text as granted — not AI-modified
What is claimed is: 
     
         1 . A compound of Formula (1): 
       
         
           
           
               
               
           
         
         wherein: 
         n is an integer of 0 to 4, 
         m is an integer of 0 to 3, 
         R 1  and R 2  are each independently selected from the group consisting of: deuterium; halogen; a C 6 -C 60  aryl group; a fluorenyl group; a C 2 -C 60  heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring; a C 1 -C 50  alkyl group; a C 2 -C 20  alkenyl group; a C 2 -C 20  alkynyl group; a C 1 -C 30  alkoxy group; a C 6 -C 30  aryloxy group; and -L′-N(R a )(R b ) wherein L′ is selected from the group consisting of a single bond, a C 6 -C 60  arylene group, a fluorenylene group, a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring, and a C 2 -C 60  heterocyclic group, and R a  and R b  are each independently selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring, and a C 2 -C 60  heterocyclic group including at least one heteroatom of O, N, S, Si and P, 
         in the case where m and n are 2 or more, a plurality of R 1  or a plurality of R 2  may combine to each other to form a ring, and 
         Ar 1  and Ar 2  are each a C 12-20  aryl group unsubstituted or substituted with deuterium. 
       
     
     
         2 . The compound of  claim 1 , represented by Formula (2): 
       
         
           
           
               
               
           
         
         wherein:
 o and p are each an integer of 1 to 5, 
 R 3  and R 4  are each independently a C 6 -C 10  aryl group unsubstituted or substituted with deuterium, and 
 R 1 , R 2 , m and n are the same as defined in  claim 1 . 
 
       
     
     
         3 . The compound of  claim 1 , represented by one of Formula (3) to (5): 
       
         
           
           
               
               
           
         
         wherein R 1 , R 2 , m and n are the same as defined in  claim 1 . 
       
     
     
         4 . The compound of  claim 2 , represented by Formula (6): 
       
         
           
           
               
               
           
         
         wherein R 1  to R 4 , m and n are the same as defined in  claim 2 . 
       
     
     
         5 . The compound of  claim 2 , represented by Formula (7) or (8): 
       
         
           
           
               
               
           
         
         Wherein: 
         R 1  and R 2  are each independently selected from the group consisting of: halogen; a C 11 -C 60  aryl group; a C 2 -C 60  heterocyclic group including at least one heteroatom of O, N, S, Si or P; a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring; a C 16 -C 50  alkyl group; a C 2 -C 20  alkenyl group; a C 2 -C 20  alkynyl group; a C 1 -C 30  alkoxy group; a C 6 -C 30  aryloxy group; and -L′-N(R a )(R b ) wherein L′ is selected from the group consisting of a single bond, a C 6 -C 60  arylene group, a fluorenylene group, a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring, and a C 2 -C 60  heterocyclic group, and R a  and R b  are each independently selected from the group consisting of a C 6 -C 60  aryl group, a fluorenyl group, a fused ring group of a C 3 -C 60  aliphatic ring and a C 6 -C 60  aromatic ring, and a C 2 -C 60  heterocyclic group including at least one heteroatom of O, N, S, Si and P, 
         in the case where m and n are 2 or more, a plurality of R 1  or a plurality of R 2  may combine to each other to form a ring, and 
         R 3 , R 4  m and n are the same as defined in  claim 2 . 
       
     
     
         6 . The compound of  claim 1 , represented by one of the following compounds: 
       
         
           
           
               
               
           
         
         
           
           
               
               
           
         
         
           
           
               
               
           
         
       
     
     
         7 . An organic electric element comprising: a first electrode; a second electrode; and an organic layer positioned between the first electrode and the second electrode, the organic layer comprising an electron blocking layer (EBL) formed with the compound  claim 1 . 
     
     
         8 . The organic electric element of  claim 7 , wherein the organic layer further comprises a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, an electron injection layer, or a mixture thereof, and wherein the EBL is formed between the electron transport layer and the hole transport layer. 
     
     
         9 . The organic electric element of  claim 8 , wherein the organic layer further comprises a hole blocking layer, an emission-auxiliary layer, a buffer layer, or a mixture thereof formed between the electron transport layer and the hole transport layer. 
     
     
         10 . The organic electric element of  claim 7 , wherein the organic material layer is formed by one of a spin coating process, a nozzle printing process, an inkjet printing process, a slot coating process, a dip coating process, and a roll-to-roll process. 
     
     
         11 . The organic electric element of  claim 7 , further comprising a light efficiency enhancing layer formed on one side of the first electrode and/or one side of the second electrode. 
     
     
         12 . An electronic device comprising a display apparatus comprising the organic electric element according to  claim 7 ; and a driving part configured to drive the display apparatus. 
     
     
         13 . The electronic device of  claim 12 , wherein the organic electric element is an organic light emitting diode (OLED), an organic solar cell, an organic photo conductor, an organic transistor, or a device for monochromic or white illumination. 
     
     
         14 . An organic electric element comprising: a first electrode; a second electrode; an organic layer between the first electrode and the second electrode; and a light efficiency enhancing layer formed on one side of the first electrode and/or one side of the second electrode, the side being opposite to the organic layer, wherein light efficiency enhancing layer comprises the compound of  claim 1 .

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