IP Library Granted Patent US 9,115,112
Granted Patent B2
US 9,115,112 · App. 13/378,781 · Granted Aug 25, 2015

Aminoanthracene derivative and an organic electroluminescent element employing the same

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Quick Facts
Patent No.
US 9,115,112
App. No.
13/378,781
Granted
Aug 25, 2015
Kind
B2
Abstract

Disclosed are a novel amino anthracene derivative and an organic electro-luminescence device using the same. More specifically, the disclosed amino anthracene derivative has a core (e.g., indenoanthracene core) of an anthracene moiety (with a high device characteristic) linked to a fluorene moiety (with a high fluorescence characteristic), in which in the core is substituted with at least one amine group represented by Formula 2 and the disclosed organic electro-luminescence device uses the amino anthracene derivative as a light emitting layer material so as to be enhanced in efficiency, operating voltage, and life span.

Claims (11)

1. A compound of Formula 1 below

X is CR 6 R 7 , or S(═O) 2 ,

R 1 to R 7 are the same or different, and each is independently selected from the group consisting of hydrogen, deuterium, an alkyl group of C 1 ˜C 40 , an alkenyl group of C 2 ˜C 40 , an alkynyl group of C 2 ˜C 40 , an aryl group of C 5 ˜C 40 , a heteroaryl group of C 5 ˜C 40 , an aryloxy group of C 5 ˜C 40 , an alkyloxy group of C 1 ˜C 40 , an arylalkyl group of C 6 ˜C 40 , a cycloalkyl group of C 3 ˜C 40 , a heterocycloalkyl group of C 3 ˜C 40 and a substituent of Formula 2 below; or a group binding with an adjacent group to form a fused aliphatic ring, a fused aromatic ring, a fused heteroaliphatic ring or a fused heteroaromatic ring;

wherein, one or three or four of R 1 to R 4 is a substituent of Formula 2 below,

Q 1 and Q 2 are the same or different, and each is independently selected from the group consisting of hydrogen, deuterium, an alkyl group of C 1 ˜C 40 , an alkenyl group of C 2 ˜C 40 , an alkynyl group of C 2 ˜C 40 , an aryl group of C 5 ˜C 40 , a heteroaryl group of C 5 ˜C 40 , an aryloxy group of C 5 ˜C 40 , an alkyloxy group of C 1 ˜C 40 , an arylalkyl group of C 6 ˜C 40 , a cycloalkyl group of C 3 ˜C 40 , and a heterocycloalkyl group of C 3 ˜C 40 ; or a group binding with an adjacent group to form a fused aliphatic ring, a fused aromatic ring, a fused heteroaliphatic ring or a fused heteroaromatic ring;

L is selected from the group consisting of a single bond, an alkylene group of C 1 ˜C 40 , an alkenylene group of C 2 ˜C 40 , an alkynylene group of C 2 ˜C 40 , an arylene group of C 5 ˜C 40 , a heteroarylene group of C 5 ˜C 40 , an aryloxy group of C 5 ˜C 40 , an alkyloxy group of C 1 ˜C 40 , an arylalkylene group of C 6 ˜C 40 , a cycloalkylene group of C 3 ˜C 40 , and a heterocycloalkylene group of C 3 ˜C 40 .

2. The compound as claimed in claim 1 , wherein R 1 to R 7 and, Q 1 and Q 2 , the alkyl group of C 1 ˜C 40 , the alkenyl group of C 2 ˜C 40 , the alkynyl group of C 2 ˜C 40 , the aryl group of C 5 ˜C 40 , the heteroaryl group of C 5 ˜C 40 , the aryloxy group of C 5 ˜C 40 , the alkyloxy group of C 1 ˜C 40 , the arylamino group of C 5 ˜C 40 , the diarylamino group of C 5 ˜C 40 , the arylalkyl group of C 6 ˜C 40 , the cycloalkyl group of C 3 ˜C 40 , and the heterocycloalkyl group of C 3 ˜C 40 are each independently unsubstituted or substituted by at least one substituent selected from the group consisting of deuterium, halogen, nitrile, nitro, an alkyl group of C 1 ˜C 40 , an alkenyl group of C 2 ˜C 40 , an alkoxy group of C 1 ˜C 40 , an amino group of C 1 ˜C 40 , a cycloalkyl group of C 3 ˜C 40 , a heterocycloalkyl group of C 3 ˜C 40 , an aryl group of C 6 ˜C 40 , and a heteroaryl group of C 5 ˜C 40 .

3. An organic electro-luminescence device comprising (i) an anode; (ii) a cathode; and (iii) one or more organic material layers intervened between the anode and the cathode,

wherein at least one layer of the organic material layers comprises the compound of Formula 1 as claimed in claim 1 .

4. The organic electro-luminescence device as claimed in claim 3 , wherein the organic material layer comprising the compound of Formula 1 is a light emitting layer.

5. The organic electro-luminescence device as claimed in claim 3 , wherein R 1 to R 7 and, Q 1 and Q 2 of the compound of Formula 1, the alkyl group of C 1 ˜C 40 , the alkenyl group of C 2 ˜C 40 , the alkynyl group of C 2 ˜C 40 , the aryl group of C 5 ˜C 40 , the heteroaryl group of C 5 ˜C 40 , the aryloxy group of C 5 ˜C 40 , the alkyloxy group of C 1 ˜C 40 , the arylamino group of C 5 ˜C 40 , the diarylamino group of C 5 ˜C 40 , the arylalkyl group of C 6 ˜C 40 , the cycloalkyl group of C 3 ˜C 40 , and the heterocycloalkyl group of C 3 ˜C 40 are each independently unsubstituted or substituted by at least one substituent selected from the group consisting of deuterium, halogen, nitrile, nitro, an alkyl group of C 1 ˜C 40 , an alkenyl group of C 2 ˜C 40 , an alkoxy group of C 1 ˜C 40 , an amino group of C 1 ˜C 40 , a cycloalkyl group of C 3 ˜C 40 , a heterocycloalkyl group of C 3 ˜C 40 , an aryl group of C 6 ˜C 40 , and a heteroaryl group of C 5 ˜C 40 .

Assignments (4)
CHANGE OF NAME Recorded Jan 4, 2021
From: DOOSAN SOLUS CO., LTD.
To: SOLUS ADVANCED MATERIALS CO., LTD.
Reel/Frame 054887/0911 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 18, 2020
From: DOOSAN CORPORATION
To: DOOSAN SOLUS CO., LTD.
Reel/Frame 052970/0277 →
CHANGE OF ADDRESS Recorded Jun 18, 2020
From: DOOSAN CORPORATION
To: DOOSAN CORPORATION
Reel/Frame 052971/0480 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 8, 2012
From: HONG, JIN-SEOK; KIM, KYOUNG-SOO; KIM, TAE-HYUNG
To: DOOSAN CORPORATION
Reel/Frame 027828/0843 →