IP Library Granted Patent US 9,520,567
Granted Patent B2
US 9,520,567 · App. 14/760,154 · Granted Dec 13, 2016

Luminescent material for organic optoelectric device and organic optoelectric device and display device

Inventors: Han-III Lee (Suwon-si, KR); Eun-Sun Yu (Suwon-si, KR); Dong-Min Kang (Suwon-si, KR); Eui-Su Kang (Suwon-si, KR); Yong-Tak Yang (Suwon-si, KR); Jae-Jin Oh (Suwon-si, KR); Dong-Kyu Ryu (Suwon-si, KR); Sang-Shin Lee (Suwon-si, KR); Yu-Na Jang (Suwon-si, KR); Soo-Young Jeong (Suwon-si, KR); Su-Jin Han (Suwon-si, KR); Jin-Seok Hong (Suwon-si, KR)
Assignee: CHEIL INDUSTRIES, INC.
H01L51/0054C07D213/06C07D213/16C07D213/22C07D239/26C07D251/24C07D401/04C07D401/14C09B57/00C09K11/06H01L51/0067C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1059C09K2211/185H01L51/0081H01L51/0085H01L51/5012H01L51/5016H01L2251/552Y02E10/549
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Quick Facts
Patent No.
US 9,520,567
App. No.
14/760,154
Granted
Dec 13, 2016
Kind
B2
Abstract

Disclosed are a luminescent material for an organic optoelectric device represented by Chemical Formula 1, an organic optoelectric device including the luminescent material for an organic optoelectric device, and a display device including the organic optoelectric device.

Claims (43)

1. A luminescent material for an organic optoelectric device, the luminescent material being represented by the Chemical Formula 1:

wherein, in Chemical Formula 1,

each Z is independently N or CR a ,

at least two Zs are N, at least two Zs in the Z-containing ring bonded to L or the triphenylene group being N,

R 1 to R 10 and R a are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof,

L is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted terphenylene group,

n1 to n3 are each independently 0 or 1, and

n1+n2+n3≧1.

2. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material is represented by Chemical Formula 1-I or Chemical Formula 1-II:

wherein, in Chemical Formula 1-I and 1-II,

each Z is independently N or CR a ,

at least two Zs are N, at least two Zs in the Z-containing ring bonded to L or the triphenylene group being N,

R 1 to R 10 and R a are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof,

L is a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted terphenylene group,

n1 to n3 are each independently 0 or 1, and

n1+n2+n3≧1.

3. The luminescent material for an organic optoelectric device of claim 1 , wherein L is a substituted or unsubstituted phenylene group having a kink structure, a substituted or unsubstituted biphenylene group having a kink structure, or a substituted or unsubstituted terphenylene group having a kink structure.

4. The luminescent material for an organic optoelectric device of claim 3 , wherein L is one of the following substituted or unsubstituted groups

wherein:

R 11 to R 38 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, a substituted or unsubstituted C1 to C30 alkoxy group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof, and

* represents a binding site to a neighboring atom.

5. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material includes at least two kink structures.

6. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material is represented by Chemical Formula 1a or 1b:

wherein, in Chemical Formula 1a and 1 b,

each Z is independently N or CR a ,

at least two Zs are N, at least two Zs in the Z-containing ring bonded to L or the triphenylene group being N, and

R 1 to R 10 and R a are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof.

7. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material is represented by one of Chemical Formulae 1c to 1t:

wherein, in Chemical Formulae 1c to 1 t,

each Z is independently N or CR a ,

at least two Zs are N, at least two Zs in the Z-containing ring bonded to L or the triphenylene group being N,

R 1 to R 10 and R a are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C12 aryl group, or a combination thereof,

R 11 to R 14 , R 17 to R 20 , R 23 to R 26 and R 36 to R 38 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C3 to C30 cycloalkyl group, a substituted or unsubstituted C3 to C30 heterocycloalkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted amine group, a substituted or unsubstituted C6 to C30 arylamine group, a substituted or unsubstituted C6 to C30 heteroarylamine group, a substituted or unsubstituted C1 to C30 alkoxy group, a halogen, a halogen-containing group, a cyano group, a hydroxyl group, an amino group, a nitro group, a carboxyl group, a ferrocenyl group, or a combination thereof.

8. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material includes one of the following compounds:

9. The luminescent material for an organic optoelectric device of claim 1 , wherein the luminescent material has a LUMO energy of −2.0 to −2.5 eV.

10. An organic optoelectric device, comprising:

an anode and a cathode facing each other, and

an emission layer positioned between the anode and the cathode, the emission layer including the luminescent material according to claim 1 .

11. The organic optoelectric device of claim 10 , wherein:

the luminescent material is a host of the emission layer, and

the emission layer further includes a dopant.

12. The organic optoelectric device of claim 10 , further comprising at least one auxiliary layer selected from a hole injection layer, a hole transport layer, an electron blocking layer, an electron transport layer, an electron injection layer, and a hole blocking layer.

13. A display device comprising the organic optoelectric device according to claim 10 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 9, 2015
From: LEE, HAN-ILL; YU, EUN-SUN; KANG, DONG-MIN; KANG, EUI-SU; YANG, YONG-TAK; OH, JAE-JIN; RYU, DONG-KYU; LEE, SANG-SHIN; JANG, YU-NA; JEONG, SOO-YOUNG; HAN, SU-JIN; HONG, JIN-SEOK
To: CHEIL INDUSTRIES INC.
Reel/Frame 036049/0399 →
Priority Claims (1)
KR 10-2013-0055939 · May 16, 2013 · national
Continuity (1)
Related Publication 20150340618A1 · Nov 26, 2015