IP Library Granted Patent US 11,739,110
Granted Patent B2
US 11,739,110 · App. 16/675,195 · Granted Aug 29, 2023

Organic electroluminescent material and device

Inventors: Feng-Wen Yen (Taipei, TW); Tsun-Yuan Huang (Chiayi, TW)
Assignee: LUMINESCENCE TECHNOLOGY CORP.
C07F15/0033C07C257/18C07D209/88C07D213/78C07D217/26H10K85/342H10K85/615H10K85/654H10K85/6572H10K50/81H10K50/82
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Quick Facts
Patent No.
US 11,739,110
App. No.
16/675,195
Granted
Aug 29, 2023
Kind
B2
Abstract

A compound having a first ligand of the following is described. Ring A represents a monocyclic aromatic group or a polycyclic aromatic group. Ring B represents a polycyclic aromatic group. Z is a carbon. Z and the right N are coordinated to a metal to form a five-membered chelate ring. R 1 and R 2 independently represent mono to a maximum possible number of substitutions, or no substitution.

Claims (30)

1. A compound comprising a first ligand of the following formula:

2. The compound of claim 1 , wherein the second ligand is a bidentate ligand of the following formula:

or a tautomer thereof;

wherein G 1 represents a hetero-monocyclic aromatic group or a hetero-polycyclic aromatic group having N as the heteroatom;

wherein G 2 represents a carbo-monocyclic aromatic group or a carbo polycyclic aromatic group;

wherein R 16 and R 17 independently represent mono to a maximum possible number of substitutions, or no substitution; and

wherein each of R 16 or R 17 substitutions are independently selected from the group consisting of halogen, alkyl, alkoxy, aralkyl, heteroaryl, and combinations thereof.

3. The compound of claim 2 , wherein the second ligand is a bidentate ligand having one of the following formulae:

wherein R 3 to R 15 independently represent mono, di, tri, tetra, penta, or hexa substitutions, or no substitution; and

wherein each of R 3 to R 15 substitutions are independently selected from the group consisting of halogen, alkyl, alkoxy, aralkyl, heteroaryl, and combinations thereof.

4. The compound of claim 3 , wherein each of R 3 to R 15 is independently selected from the group consisting of hydrogen, alkyl having 30 or fewer carbon atoms, alkoxy having 30 or fewer carbon atoms, aryl having 30 or fewer carbon atoms, aralkyl having 30 or fewer carbon atoms, heteroaryl having 30 or fewer carbon atoms, and combinations thereof.

5. The compound of claim 4 , wherein each of R 3 to R 15 substitutions are independently selected from the group consisting of a halogen, a methyl group, an isopropyl group, an isobutyl group, a cyclopentyl group, a hexyl group, a cyclohexyl group, a phenyl group, and combinations thereof.

6. The compound of claim 1 , wherein the compound is selected from the group consisting of:

7. An organic electroluminescence device comprising a cathode, an anode and one or more organic layers formed between the anode and the cathode, wherein at least one of the organic layers comprises the compound of claim 1 .

8. The organic electroluminescence device of claim 7 , wherein the compound is comprised as a phosphorescent dopant material.

9. The organic electroluminescence device of claim 7 , wherein the one of the organic layers comprising the compound is an emissive layer emitting green, yellow or red phosphorescence.

10. The organic electroluminescence device of claim 7 , wherein the organic electroluminescence device is a panel free of blue wavelengths.

11. The organic electroluminescence device of claim. 7 , wherein the organic electroluminescence device is a lighting panel.

12. The organic electroluminescence device of claim 7 , wherein the organic electroluminescence device is a backlight panel.

13. An organic electroluminescence device comprising a cathode, an anode and one or more organic layers formed between the anode and the cathode, wherein at least one of the organic layers comprises an compound comprising a first ligand of the following formula;

or a tautomer thereof;

wherein ring A represents a monocyclic aromatic group or a polycyclic aromatic group:

wherein ring B represents a polycyclic aromatic group;

wherein Z is a carbon.

wherein Z and the right N are coordinated to a metal to form a five-membered chelate ring;

wherein R 1 and R 2 independently resent mono to a maximum possible number of substitutions, or no substitution;

wherein R 1 and R 2 are each independently a hydrogen or a substituent selected from the group consisting of halide, alkyl, alkoxy, aralkyl, heteroaryl, deuterium, cycloalkyl, heteroalkyl, aryl, alkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkenyl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;

wherein two or more of adjacent R 1 or R 2 substituents are optionally joined or fused into a ring;

wherein the metal is optionally coordinated to a second ligand; and

wherein the organic electroluminescence device is an amber panel.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 6, 2023
From: LUMINESCENCE TECHNOLOGY CORP.
To: UDC IRELAND LIMITED
Reel/Frame 064819/0513 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2020
From: YEN, FENG-WEN; HUANG, TSUN-YUAN
To: LUMINESCENCE TECHNOLOGY CORP.
Reel/Frame 053650/0528 →
Continuity (1)
Related Publication 20210130383A1 · May 6, 2021