# US 2019/0355918 A1 · Organic Electroluminescent Devices and Metal Complex Compounds

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- Number: US 2019/0355918 A1
- Document ID: US20190355918A1
- Status: Published application
- Kind: A1
- Application number: 16/527,363
- Filed: 2019-07-31
- Published: 2019-11-21
- Earliest claimed: 2003-06-02
- Assignees: UDC Ireland Limited
- Applicants: Udc Ireland Limited
- Inventors: Kazumi Nii; Kousuke Watanabe; Tatsuya Igarashi; Seiji Ichijima; Toshihiro Ise
- Web page: https://patentgrep.com/patent/US20190355918A1

## CPC

- C07F 15/0093: {without a metal-carbon linkage}
- C07C 251/24: having carbon atoms of imino groups bound to carbon atoms of six-membered aromatic rings
- C07D 213/22: containing two or more pyridine rings directly linked together, e.g. bipyridyl
- C07D 213/53: Nitrogen atoms
- C07F 15/0033: {Iridium compounds}
- C07F 15/0086: {Platinum compounds}
- C09K 11/06: containing organic luminescent materials
- H05B 33/14: characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 85/342: {comprising iridium}
- H10K 85/346: {comprising platinum}
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/1037: with sulfur
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- C09K 2211/1059: containing three nitrogen atoms as heteroatoms
- C09K 2211/1092: containing sulfur as the only heteroatom
- C09K 2211/182: of the rare earth metals, i.e. Sc, Y or lanthanide
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- H10K 2101/10: Triplet emission
- Y10S 428/917: Electroluminescent
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

An organic electroluminescent device, which has a pair of electrodes and at least one organic layer including a luminescent layer between the pair of electrodes, wherein at least one layer between the pair of electrodes comprises at least one metal complex having a tridentate- or higher polydentate-chain structure ligand.

## Claims

### Claim at position 1

-12. (canceled)

### Claim 13

A compound represented by formula (9):
wherein MA1 represents a metal ion;
QA1 and QA2 each represent an atomic group necessary to form a nitrogen-containing heterocycle;
RA1, RA2, RA3, and RA4 each represent a hydrogen atom, or a substituent;
RA1 and RA2, and RA3 and RA4, respectively, may bond to each other to form a ring;
YA2 and YA3 each represent a linking group or a single bond;
YA1 represents a linking group, a single bond or double bond for linking two bidentate ligands in parentheses together;
LA5 represents a ligand to coordinate to MA1; and
nA1 represents an integer of 0 to 4.

### Claim 14 (depends on 13)

The compound of claim 13, wherein YA2 and YA3 each independently represent a single bond, a carbonyl-linking group, an alkylene linking group, or an alkenylene group.

### Claim 15 (depends on 13)

The compound of claim 13, wherein YA1 represents a single bond, a carbonyl-linking group, an alkylene linking group, or an alkenylene group.

### Claim 16 (depends on 13)

The compound of claim 13, wherein at least one ring formed with QA1 or QA2 is a pyridine ring, a pyrazine ring, a pyrimidine ring, a triazine ring, an oxazole ring, a pyrrole ring, or a condensed ring thereof.

### Claim 17 (depends on 13)

The compound of claim 13, wherein RA1, RA2, RA3, and RA4 each represent an alkyl group, an aryl group, or a group that forms a condensed ring by forming a bond between RA1 and RA2 or by forming a bond between RA3 and RA4.

### Claim 18 (depends on 17)

The compound of claim 17, wherein the condensed ring formed by RA1 and RA2 or RA3 and RA4 is a benzene ring or a pyridine ring.

### Claim 19

An organic electroluminescent device, comprising:
a pair of electrodes and at least one organic layer including a luminescent layer between the pair of electrodes,
wherein at least one layer between the pair of electrodes comprises at least one metal complex having a tridentate- or higher polydentate-chain structure ligand, and
wherein the metal complex is a compound represented by formula (9):
wherein MA1 represents a metal ion;
QA1 and QAA2 each represent an atomic group necessary to form a nitrogen-containing heterocycle;
RA1, RA2, RA3, and RA4 each represent a hydrogen atom, or a substituent;
RA1 and RA2, and RA3 and RA4, respectively, may bond to each other to form a ring;
YA2 and YA3 each represent a linking group or a single bond;
YA1 represents a linking group, a single bond or double bond for linking two bidentate ligands in parentheses together;
LA5 represents a ligand to coordinate to MA1; and
nA1 represents an integer of 0 to 4.

### Claim 20 (depends on 19)

The organic electroluminescent device of claim 19, wherein in the complex represented by formula (9), YA2 and YA3 each independently represent a single bond, a carbonyl-linking group, an alkylene linking group, or an alkenylene group.

### Claim 21 (depends on 19)

The organic electroluminescent device of claim 19, wherein in the complex represented by formula (9), YA1 represents a single bond, a carbonyl-linking group, an alkylene linking group, or an alkenylene group.

### Claim 22 (depends on 19)

The organic electroluminescent device of claim 19, wherein in the complex represented by formula (9), at least one ring formed with QA1 and QA2 is a pyridine ring, a pyrazine ring, a pyrimidine ring, a triazine ring, an oxazole ring, a pyrrole ring, or a condensed ring thereof.

### Claim 23 (depends on 19)

The organic electroluminescent device of claim 19, wherein in the complex represented by formula (9), RA1, RA2, RA3, and RA4 each represent an alkyl group, an aryl group, or a group that forms a condensed ring by forming a bond between RA1 and RA2 or by forming a bond between RA3 and RA4.

### Claim 24 (depends on 23)

The organic electroluminescent device of claim 23, wherein in the complex represented by formula (9), the condensed ring formed by RA1 and RA2 or RA3 and RA4 is a benzene ring or a pyridine ring.

### Claim 25 (depends on 19)

The organic electroluminescent device of claim 19, wherein the organic layer comprises at least one luminescent layer and a hole transporting layer, and the organic layer further comprises at least one layer selected from the group consisting of an exciton-blocking layer, a hole injection layer, a hole-blocking layer and an electron-transporting layer.

### Claim 26 (depends on 19)

The organic electroluminescent device of claim 19, wherein the organic layer comprises at least one luminescent layer, and a host material of the luminescent layer is selected from the group consisting of an amine compound, a metal chelate oxynoid compound in which the metal is aluminum, zinc or a transition metal, a polyarylene compound, a condensed aromatic carbocyclic compound, and a non-complex aromatic heterocyclic compound.

### Claim 27 (depends on 19)

The organic electroluminescent device of claim 19, wherein the organic layer comprises at least one electron-transporting layer in which an electron-transporting material is selected from the group consisting of a metal chelate oxynoid compound, a polyarylene compound, a condensed aromatic carbocyclic compound, and a non-complex aromatic heterocyclic compound.

### Claim 28 (depends on 19)

The organic electroluminescent device of claim 19, wherein the organic layer comprises at least one luminescent layer, and a host material of the luminescent layer is composed of at least two compounds.