IP Library Granted Patent US 11,094,889
Granted Patent B2
US 11,094,889 · App. 15/777,811 · Granted Aug 17, 2021

Heterocyclic compound and organic light emitting element comprising same

Inventors: Dong Uk Heo (Daejeon, KR); Dong Hoon Lee (Daejeon, KR); Jungoh Huh (Daejeon, KR); Boonjae Jang (Daejeon, KR); Yongbum Cha (Daejeon, KR); Minyoung Kang (Daejeon, KR); Miyeon Han (Daejeon, KR); Min Woo Jung (Daejeon, KR)
H01L51/0067C07D251/24C07D307/91C07D311/78C07D311/96C07D333/76C07D405/10C07D405/14C07D413/10C07D417/10C07D471/04H01L51/00H01L51/0072H01L51/0073H01L51/50H01L51/5004H05B33/14H01L51/001H01L51/5012H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5096H01L51/56H01L2251/552H01L2251/558
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Quick Facts
Patent No.
US 11,094,889
App. No.
15/777,811
Granted
Aug 17, 2021
Kind
B2
Abstract

The present specification relates to a hetero-cyclic compound and an organic light emitting device comprising the same.

Claims (26)

1. A hetero-cyclic compound represented by the following Chemical Formula 1:

wherein, in Chemical Formula 1,

R1 is deuterium; a nitrile group; a nitro group; a hydroxyl group; a carbonyl group; an ester group; an imide group; an amide 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 alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted arylphosphine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group;

L1 is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group;

Ar1 is a structure represented by the following Chemical Formula 3;

m is an integer of 1 to 4;

n is an integer of 0 to 3;

1≤n+m≤4;

and when m and n are each 2 or greater, each of L1-Ar1, and R1 is the same as or different from each other, respectively,

wherein, in Chemical Formula 3,

X1 is N or CR11, X2 is N or CR12 and X3 is N or CR13; at least one of X1 to X3 is N; and

any one of G2 to G4 and R11 to R13 is a site bonding to L1 of Chemical Formula 1, and the rest are the same as or different from each other and each independently hydrogen; deuterium; a nitrile group; a nitro group; a hydroxyl group; a carbonyl group; an ester group; an imide group; an amide 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 alkylthioxy group; a substituted or unsubstituted arylthioxy group; a substituted or unsubstituted alkylsulfoxy group; a substituted or unsubstituted arylsulfoxy group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted silyl group; a substituted or unsubstituted boron group; a substituted or unsubstituted amine group; a substituted or unsubstituted arylphosphine group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group,

with the proviso that when R1, L1 and/or Ar1 contain a carbazolyl group, the carbazolyl group is not substituted with a nitrile group.

2. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is represented by any one of the following Chemical Formulae 1-1 to 1-4:

wherein, in Chemical Formulae 1-1 to 1-4,

definitions of L1, Ar1, R1 and n are the same as in Chemical Formula 1.

3. The hetero-cyclic compound of claim 1 , wherein Chemical Formula 1 is selected as any one of the following compounds:

4. An organic light emitting device comprising:

a first electrode;

a second electrode provided opposite to 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 hetero-cyclic compound of claim 1 .

5. The organic light emitting device of claim 4 , wherein the one or more organic material layers comprise an electron injection layer, an electron transfer layer or a layer carrying out electron injection and electron transfer at the same time, and the electron injection layer, the electron transfer layer or the layer carrying out electron injection and electron transfer at the same time comprises the hetero-cyclic compound.

6. The organic light emitting device of claim 4 , wherein the one or more organic material layers comprise a hole blocking layer, and the hole blocking layer comprises the hetero-cyclic compound.

7. The organic light emitting device of claim 4 , wherein the one or more organic material layers comprise an electron control layer, and the electron control layer comprises the hetero-cyclic compound.

8. The hetero-cyclic compound of claim 1 , wherein in Chemical Formula 3, at least two of X1 to X3 are N.

9. The hetero-cyclic compound of claim 1 , wherein in Chemical Formula 3, n is 0, and m is 1.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2018
From: HEO, DONG UK; LEE, DONG HOON; HUH, JUNGOH; JANG, BOONJAE; CHA, YONGBUM; KANG, MINYOUNG; HAN, MIYEON; JUNG, MIN WOO
To: LG CHEM, LTD.
Reel/Frame 045873/0937 →
Priority Claims (1)
KR 10-2016-0021358 · Feb 23, 2016 · national
Continuity (1)
Related Publication 20180337341A1 · Nov 22, 2018