IP Library › Granted Patent US 10,991,887
Granted Patent B2
US 10,991,887 · App. 15/764,400 · Granted Apr 27, 2021

Amine compound and organic light-emitting device comprising same

Inventors: Jae Seung Ha (Daejeon, KR); Sung Kil Hong (Daejeon, KR); Sang Duk Suh (Daejeon, KR)
H01L51/006C07C211/61C07D219/14C07D265/38C07D279/26C07D307/91C07D333/76C07D409/12C07D417/12C09K11/06H01L51/0059H01L51/0061C07C2603/18C07C2603/26C07C2603/42C07C2603/94C07C2603/97C09K2211/1007C09K2211/1011C09K2211/1014H01L51/001H01L51/0056H01L51/0058H01L51/0073H01L51/0074H01L51/5012H01L51/5056H01L51/5088H01L51/56H01L2251/558
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Quick Facts
Patent No.
US 10,991,887
App. No.
15/764,400
Granted
Apr 27, 2021
Kind
B2
Abstract

The present specification provides an amine compound and an organic light emitting device including the same.

Claims (36)

1. A compound of the following Chemical Formula 2:

in Chemical Formula 2,

Ar1 to Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group, or Ar1 and Ar2 are linked to each other by E1, or Ar3 and Ar4 are linked to each other by E2,

E1 and E2 are the same as or different from each other, and are each independently a direct bond, CRR′, NR, O, or S,

L1 and L2 are the same as or different from each other, and are each independently a direct bond, or a substituted or unsubstituted arylene or a substituted or unsubstituted heteroarylene, n and m are the same as or different from each other, and are each an integer of 0 to 3, and

R′ are the same as or different from each other, and are each independently hydrogen; deuterium; a halogen group; a nitrile group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted aryloxy group; a substituted or unsubstituted aralkyl group; a substituted or unsubstituted aralkenyl group; a substituted or unsubstituted alkylaryl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heterocyclic group, and p and q are the same as or different from each other, and are each an integer of 0 to 7,

wherein at least one of Ar1 to Ar4 is an unsubstituted phenyl, or at least one of Ar1 and Ar2, or Ar3 and Ar4 are bonded to each other through CRR′, NR, S, or O, and R and R′ are each independently a substituted or unsubstituted alkyl group.

2. The compound of claim 1 , wherein Ar1 to Ar4 are the same as or different from each other, and are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted quarterphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted spirobifluorenyl group, a substituted or unsubstituted dibenzothiophene group, a substituted or unsubstituted dibenzofuran group, or a substituted or unsubstituted carbazole group.

3. The compound of claim 1 , wherein Ar1 and Ar2 or Ar3 and Ar4 are bonded to each other through CRR′, NR, S, or O, and the definitions of R and R′ are the same as those described in Chemical Formula 1.

4. The compound of claim 1 , wherein Chemical Formula 4-2 is selected from the following structural formulae:

5. An organic light emitting device comprising:

a first electrode;

a second electrode provided to face the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode,

wherein the one or more organic material layers comprise the compound of claim 1 .

6. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a hole transport layer, and the hole transport layer comprises the compound.

7. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a hole injection layer, and the hole injection layer comprises the compound.

8. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a hole adjusting layer, and the hole adjusting layer comprises the compound.

9. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a layer which injects and transports holes simultaneously, and the layer which injects and transports holes simultaneously comprises the compound.

10. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a light emitting layer, and the light emitting layer comprises a compound represented by the following Chemical Formula A-1:

in Chemical Formula A-1,

w is an integer of 1 or more,

Ar5 is a substituted or unsubstituted monovalent or more benzofluorene group; a substituted or unsubstituted monovalent or more fluoranthene group; a substituted or unsubstituted monovalent or more pyrene group; or a substituted or unsubstituted monovalent or more chrysene group,

L3 is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group,

Ar6 and Ar7 are the same as or different from each other, and are each independently a substituted or unsubstituted aryl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted germanium group; a substituted or unsubstituted alkyl group; a substituted or unsubstituted arylalkyl group; or a substituted or unsubstituted heteroaryl group, or optionally combine with each other to form a substituted or unsubstituted ring, and

when w is 2 or more, two or more structures in the parenthesis are the same as or different from each other.

11. The organic light emitting device of claim 10 , wherein L3 is a direct bond, Ar5 is a divalent pyrene group, Ar6 and Ar7 are the same as or different from each other, and are each independently a phenyl group which is unsubstituted or substituted with a methyl group; a dibenzofuran group which is unsubstituted or substituted with a tert-butyl group, and w is 2.

12. The organic light emitting device of claim 5 , wherein the one or more organic material layers comprise a light emitting layer, and the light emitting layer comprises a compound represented by the following Chemical Formula A-2:

in Chemical Formula A-2,

Ar8 and Ar9 are the same as or different from each other, and are each independently a substituted or unsubstituted monocyclic aryl group; or a substituted or unsubstituted polycyclic aryl group, and

G1 to G8 are the same as or different from each other, and are each independently hydrogen; a substituted or unsubstituted monocyclic aryl group; or a substituted or unsubstituted polycyclic aryl group.

13. The organic light emitting device of claim 12 , wherein Ar8 is a 1-naphthyl group, and Ar9 is a 2-naphthyl group.

14. The organic light emitting device of claim 10 , wherein the one or more light emitting layers comprise a compound represented by the following Chemical Formula A-2:

in Chemical Formula A-2,

Ar8 and Ar9 are the same as or different from each other, and are each independently a substituted or unsubstituted monocyclic aryl group; or a substituted or unsubstituted polycyclic aryl group, and

G1 to G8 are the same as or different from each other, and are each independently hydrogen; a substituted or unsubstituted monocyclic aryl group; or a substituted or unsubstituted polycyclic aryl group.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 30, 2018
From: HA, JAE SEUNG; HONG, SUNG KIL; SUH, SANG DUK
To: LG CHEM, LTD.
Reel/Frame 045394/0890 →
Priority Claims (2)
KR 10-2015-0140440 · Oct 6, 2015 · national
KR 10-2016-0125684 · Sep 29, 2016 · national
Continuity (1)
Related Publication 20180277762A1 · Sep 27, 2018