Anthracene derivatives and organic electroluminescent device using same
View Patent ↗Provided are a novel anthracene derivative and an organic light-emitting device using the same, and more particularly, an anthracene derivative having a core (e.g., an indenoanthracene core) where an anthracene moiety with excellent device characteristics is fused with a fluorene moiety or the like with excellent fluorescent properties, wherein an aryl group is introduced at the core, and an organic light-emitting device using the anthracene derivative, which is enhanced in efficiency, operating voltage, lifetime, etc.
1. A compound represented by Formula 1 below:
wherein X is selected from the group consisting of CR 6 R 7 , NR 6 , O, S, S(═O), S(═O) 2 and SiR 6 R 7 ;
R 1 through R 7 are the same or different and each independently selected from the group consisting of hydrogen (H), deuterium (D), 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 arylamino group of C 5 ˜C 40 , a diarylamino group of C 5 ˜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;
in R 1 through R 7 , 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 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 ; and
two or more of R 1 through R 4 are each independently an aryl group of C 5 ˜C 40 .
2. The compound of claim 1 , wherein two or more of R 1 through R 4 are each independently an aryl group of C 5 ˜C 40 selected from the group consisting of chemical structures represented in Formula 2 below:
wherein
k, l, m and n are each independently an integer ranging from 1 to 5;
Q 1 s are the same or different, Q 2 s are the same or different, Q 3 s are the same or different, and Q 4 s are the same or different;
Q 1 through Q 4 are the same or different and each independently selected from the group consisting of hydrogen, 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 ; 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.
3. The compound of claim 2 , wherein among R 1 through R 4 , R 1 and R 2 ; or R 3 and R 4 ; or R 1 , R 2 and R 3 ; or R 1 , R 2 and R 4 ; or R 1 , R 2 , R 3 and R 4 are each independently an aryl group of C 5 ˜C 40 selected from the group consisting of the chemical structures represented in Formula 2.
4. The compound of claim 1 , wherein R 1 and R 2 are different.
5. The compound of claim 1 , wherein among the substituents to be introduced in R 1 through R 7 at 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 , the alkyl group of C 1 ˜C 40 , the alkenyl group of C 2 ˜C 40 , the alkoxy group of C 1 ˜C 40 , the amino group of C 1 ˜C 40 , the cycloalkyl group of C 3 ˜C 40 , the heterocycloalkyl group of C 3 ˜C 40 , the aryl group of C 6 ˜C 40 and the heteroaryl group of C 5 ˜C 40 are each independently substituted by at least one 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 ; or bind with an adjacent group to form a fused aliphatic ring, a fused aromatic ring, a fused heteroaliphatic ring, a fused heteroaromatic ring, or a spiro bond.
6. An organic light-emitting device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic material layers interposed between the anode and the cathode,
wherein at least one of the organic material layers is an organic material layer comprising the compound of Formula 1 of claim 1 .
7. The organic light-emitting device of claim 6 , wherein the organic material layer comprising the compound of Formula 1 is a light-emitting layer.
8. An organic light-emitting device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic material layers interposed between the anode and the cathode,
wherein at least one of the organic material layers is an organic material layer comprising the compound of claim 2 .
9. An organic light-emitting device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic material layers interposed between the anode and the cathode,
wherein at least one of the organic material layers is an organic material layer comprising the compound of claim 3 .
10. An organic light-emitting device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic material layers interposed between the anode and the cathode,
wherein at least one of the organic material layers is an organic material layer comprising the compound of claim 4 .
11. An organic light-emitting device comprising (i) an anode, (ii) a cathode, and (iii) one or more organic material layers interposed between the anode and the cathode,
wherein at least one of the organic material layers is an organic material layer comprising the compound of claim 5 .