# US 2014/0152637 A1 · Transition metal complex and organic light-emitting element using same, color-converting light-emitting element, light-converting light-emitting element, organic laser diode light-emitting element, dye laser, display device, illumination device, and electronic equipment

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 2014/0152637 A1
- Document ID: US20140152637A1
- Status: Published application
- Kind: A1
- Application number: 14/117,972
- Filed: 2012-05-15
- Published: 2014-06-05
- Earliest claimed: 2011-05-19
- Assignees: Sharp Kabushiki Kaisha
- Inventors: Yoshimasa Fujita; Masahito Ohe; Tetsuji Itoh
- Web page: https://patentgrep.com/patent/US20140152637A1

## CPC

- H05B 44/00: Circuit arrangements for operating electroluminescent light sources (for operating light emitting diodes H05B45/00)
- C07F 15/002: {Osmium compounds}
- C07F 15/0033: {Iridium compounds}
- C07F 15/0086: {Platinum compounds}
- C09K 11/06: containing organic luminescent materials
- G09G 3/3208: organic, e.g. using organic light-emitting diodes [OLED]
- H01S 3/022: {of liquid lasers}
- H01S 5/36: comprising organic 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 85/342: {comprising iridium}
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/1044: containing two nitrogen atoms as heteroatoms
- C09K 2211/1059: containing three nitrogen atoms as heteroatoms
- C09K 2211/1074: containing more than three nitrogen atoms as heteroatoms
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- H10K 85/1135: {Polyethylene dioxythiophene [PEDOT]; Derivatives thereof}
- H10K 85/346: {comprising platinum}
- H10K 85/348: {comprising osmium}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 2102/103: {comprising indium oxides, e.g. ITO}
- H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- G09G: ARRANGEMENTS OR CIRCUITS FOR CONTROL OF INDICATING DEVICES USING STATIC MEANS TO PRESENT VARIABLE INFORMATION (arrangements for transferring data between digital computers and displays G06F3/14; static indicating arrangements comprising an association of a number of separate sources or light control cells G09F9/00; static indicating arrangements comprising integral associations of a number of light sources H01J, H01K, H10H, H05B33/12; scanning, transmission or reproduction of documents or the like, e.g. facsimile transmission, details thereof H04N1/00)
- H01S: DEVICES USING THE PROCESS OF LIGHT AMPLIFICATION BY STIMULATED EMISSION OF RADIATION [LASER] TO AMPLIFY OR GENERATE LIGHT; DEVICES USING STIMULATED EMISSION OF ELECTROMAGNETIC RADIATION IN WAVE RANGES OTHER THAN OPTICAL
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

Disclosed is a transition metal complex represented by the following formula (1): (wherein M represents a transition metal element; K represents an uncharged monodentate or bidentate ligand; L represents a monodentate or bidentate monoanionic or dianionic ligand; m and o represent an integer from 0 to 5; n represents an integer from 1 to 3; p represents an integer from 0 to 4; W— represents a counterion; and Y1 to Y4, R1, and R2 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, an aralkyl group, a heteroaryl group, an alkenyl group, an alkynyl group, or an alkoxy group).

## Claims

### Claim 1

A dicarbene transition metal complex represented by the following formula (1):
(wherein M represents a transition metal element selected from the group consisting of Group 8 to Group 12 transition metal elements in the periodic table, where the transition metal element represented by M is in any oxidation state; K represents an uncharged monodentate or bidentate ligand; L represents a monodentate or bidentate monoanionic or dianionic ligand; m represents an integer from 0 to 5; o represents an integer from 0 to 5; n represents an integer from 1 to 3; p represents the number of charges in the complex which is represented by an integer from 0 to 4; W— represents a monoanionic counterion; m, o, n, and p are dependent on the oxidation state and coordination number of the transition metal element represented by M or on the charge on ligands and the charge on the entire complex; Y1, Y2, Y3, and Y4 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, an aralkyl group, an alkenyl group, an alkynyl group, or an alkoxy group, where each group is optionally substituted or unsubstituted; regarding Y1 and Y2, Y2 and Y3, and Y3 and Y4, independently of one another, parts thereof are optionally bonded and integrated to form a saturated or unsaturated ring structure having at least two atoms between nitrogen atoms, where one or more atoms of the ring structure are optionally substituted with an alkyl group or an aryl group (a substituent thereof is optionally further substituted or unsubstituted) and the ring structure optionally forms one or more further ring structures; and R1 and R2 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, an aralkyl group, a heteroaryl group, an alkenyl group, an alkynyl group, or an alkoxy group, where each group is optionally substituted or unsubstituted).

### Claim 2 (depends on 1)

The transition metal complex according to claim 1, represented by any one of the following formulae (2) to (5):
(wherein R1 to R6 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, an aralkyl group, an alkenyl group, an alkynyl group, or an alkoxy group, where each group is optionally substituted or unsubstituted; regarding R1 and R3, R3 and R4, R5 and R6, and R6 and R2, independently of one another, parts thereof are optionally bonded and integrated to form a saturated or unsaturated ring structure, where one or more atoms of the ring structure are optionally substituted with an alkyl group or an aryl group (a substituent thereof is optionally further substituted or unsubstituted) and the ring structure optionally forms one or more further ring structures; and M, m, n, o, p, W—, L, and K have the same definitions as those of the formula (1)).

### Claim 3 (depends on 1)

The transition metal complex according to claim 1, represented by the following formula (6) or (7):
(wherein R1, R2, M, m, n, o, p, W—, L, and K have the same definitions as those of the formula (1); R11 to R28 each independently represent a hydrogen atom, an alkyl group, a cycloalkyl group, a heterocycloalkyl group, an aryl group, a heteroaryl group, an aralkyl group, an alkenyl group, an alkynyl group, or an alkoxy group, where each group is optionally substituted or unsubstituted; regarding R1 and R11 to R14, and R2 and R15 to R18, R19 to R23, and R24 to R28, independently of one another, parts of adjacent two thereof are optionally bonded and integrated to form a saturated or unsaturated ring structure, where one or more atoms of the ring structure are optionally substituted with an alkyl group or an aryl group (a substituent thereof is optionally further substituted or unsubstituted) and the ring structure optionally forms one or more further ring structures).

### Claim 4

(canceled)

### Claim 5 (depends on 3)

The transition metal complex according to claim 3,
wherein R1, R2, and R11 to R18 in the formula (6) or R19 to R28 in the formula (7) each independently represent a hydrogen atom, a methyl group, or a phenyl group.

### Claim at position 6

6-8. (canceled)

### Claim 9 (depends on 1)

The transition metal complex according to claim 1,
wherein the L represents a ligand having a structure represented by any one of the following formula (12) to (16):

### Claim 10 (depends on 3)

The transition metal complex according to any one of claim 3,
wherein the K represents a phosphine, a phosphonate, and a derivative thereof; an arsenate and a derivative thereof; a phosphite; CO; a pyridine; or a nitrile.

### Claim 11 (depends on 1)

An organic light-emitting element comprising:
at least one organic layer that includes a light-emitting layer; and
a pair of electrodes between which the organic layer is interposed,
wherein at least a part of the organic layer contains the transition metal complex according to claim 1.

### Claim 12 (depends on 11)

The organic light-emitting element according to claim 11,
wherein the transition metal complex is used as a luminescent material.

### Claim 13 (depends on 11)

The organic light-emitting element according to claim 11,
wherein the transition metal complex is used as a host material.

### Claim 14 (depends on 11)

The organic light-emitting element according to claim 11,
wherein the transition metal complex is used as an exciton blocking material.

### Claim 15 (depends on 11)

A color-converting light-emitting element comprising:
the organic light-emitting element according to claim 11; and
a phosphor layer that is disposed on a light-emitting side of the organic light-emitting element, absorbs light emitted from the organic light-emitting element, and emits light having a different color from that of the absorbed light.

### Claim 16 (depends on 1)

A color-converting light-emitting element comprising:
a light-emitting element; and
a phosphor layer that is disposed on a light-emitting side of the light-emitting element, absorbs light emitted from the light-emitting element, and emits light having a different color from that of the absorbed light,
wherein the phosphor layer contains the transition metal complex according to claim 1.

### Claim 17 (depends on 1)

A light-converting light-emitting element comprising:
at least one organic layer that includes a light-emitting layer;
a layer for multiplying a current; and
a pair of electrodes between which the organic layer and the layer for multiplying a current are interposed,
wherein the light-emitting layer contains the transition metal complex according to claim 1.

### Claim 18 (depends on 1)

An organic laser diode light-emitting element comprising:
a continuous-wave excitation light source; and
a resonator structure that is irradiated with light emitted from the continuous-wave excitation light source,
wherein the resonator structure includes at least one organic layer that includes a laser-active layer, and a pair of electrodes between which the organic layer is interposed, and
the laser-active layer includes a host material doped with the transition metal complex according to claim 1.

### Claim 19 (depends on 1)

A dye laser comprising:
a laser medium that contains the transition metal complex according to claim 1; and
an excitation light source with which laser oscillation is achieved by stimulated emission of phosphorescent light from the transition metal complex contained in the laser medium.

### Claim 20 (depends on 11)

A display device comprising:
an image signal output portion that outputs an image signal;
a driver that applies a current or a voltage based on the signal output from the image signal output portion; and
a light-emitting portion that emits light based on the current or the voltage applied from the driver,
wherein the light-emitting portion is the organic light-emitting element according to claim 11.

### Claim at position 19

21-22. (canceled)

### Claim 23 (depends on 20)

The display device according to claim 20,
wherein an anode and a cathode of the light-emitting portion are arranged in a matrix shape.

### Claim 24

(canceled)

### Claim 25 (depends on 23)

The display device according to claim 23,
wherein the light-emitting portion is driven by a thin film transistor.

### Claim 26

(canceled)

### Claim 27 (depends on 11)

An illumination device comprising:
a driver that applies a current or a voltage; and
a light-emitting portion that emits light based on the current or the voltage applied from the driver,
wherein the light-emitting portion is the organic light-emitting element according to claim 11.

### Claim at position 25

28-29. (canceled)

### Claim 30 (depends on 20)

Electronic equipment comprising the display device according to claim 20.

### Claim at position 27

31-32. (canceled)