# US 9,040,975 B2 · Organic electroluminescence element, illumination device, and display device

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- Number: US 9,040,975 B2
- Document ID: US9040975B2
- Status: Granted
- Kind: B2
- Application number: 14/119,533
- Filed: 2012-06-11
- Published: 2014-04-03
- Granted: 2015-05-26
- Earliest claimed: 2011-06-15
- Assignees: Konica Minolta, Inc.
- Applicants: Kunio Tani; Rie Katakura; Satoru Inoue
- Inventors: Kunio Tani; Rie Katakura; Satoru Inoue
- Web page: https://patentgrep.com/patent/US9040975B2

## CPC

- 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 50/125: specially adapted for multicolour light emission, e.g. for emitting white light
- H10K 85/141: {comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE}
- H10K 85/615: {Polycyclic condensed aromatic hydrocarbons, e.g. anthracene}
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C08G 2261/3223: containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
- C08G 2261/794: with polymeric dopants
- C08G 2261/95: Use in organic luminescent diodes
- C08L 65/00: Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08L7/00 - C08L57/00, C08L61/00 take precedence); Compositions of derivatives of such polymers
- 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 2211/1088: containing oxygen as the only heteroatom
- C09K 2211/1092: containing sulfur as the only heteroatom
- C09K 2211/1466: containing nitrogen as the only heteroatom
- C09K 2211/1475: containing nitrogen and oxygen as heteroatoms
- C09K 2211/1491: containing other combinations of heteroatoms
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- C09K 2211/186: of the light metals other than alkali metals and alkaline earth metals, i.e. Be, Al or Mg
- H10K 85/151: {Copolymers}
- H10K 85/324: {comprising aluminium, e.g. Alq3}
- H10K 85/341: {Transition metal complexes, e.g. Ru(II)polypyridine complexes (H10K85/331 takes precedence)}
- H10K 85/342: {comprising iridium}
- H10K 85/633: {comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 2101/10: Triplet emission
- H10K 2102/103: {comprising indium oxides, e.g. ITO}
- Y02B 20/00: Energy efficient lighting technologies, e.g. halogen lamps or gas discharge lamps
- 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
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- Y02B: CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO BUILDINGS, e.g. HOUSING, HOUSE APPLIANCES OR RELATED END-USER APPLICATIONS

## Abstract

The purpose of the present invention is to provide: an organic electroluminescence element having a plurality of light-emitting dopants of different light-emitting wavelengths and emitting white light, the white-light-emitting organic electroluminescence element having excellent longevity, low-voltage driving, and chromatic stability, and also having a few dark spots; as well as an illumination device and a display device that use the element. This organic electroluminescence element contains at least one light-emitting layer sandwiched between a positive electrode and a negative electrode, the organic electroluminescence element characterized in that the light-emitting layer contribution ratio, defined as the ratio ΔPL/ΔEL of the photoluminescence intensity decay rate to the electroluminescence intensity decay rate, is 0.3 to 1.0.

## Claims

### Claim 1

An organic electroluminescence element comprising at least one light-emitting layer provided between an anode and a cathode, wherein
a contribution ratio of the light-emitting layer is 0.3 or more and 1.0 or less, the contribution ratio (ΔPL/ΔEL) of the light-emitting layer being defined as a ratio of a decay rate of photoluminescence intensity (ΔPL) to a decay rate of electroluminescence intensity (ΔEL).

### Claim 2 (depends on 1)

The organic electroluminescence element of claim 1, wherein
the light-emitting layer comprises at least one phosphorescent compound.

### Claim 3 (depends on 2)

The organic electroluminescence element of claim 2, wherein
a hole-transporting layer is provided between the anode and the light-emitting layer and adjacent to the light-emitting layer, and
an ionization potential of the at least one phosphorescent compound ranges from −0.3 to 0.2 eV relative to an ionization potential of at least one hole-transporting material contained in the hole-transporting layer.

### Claim 4 (depends on 3)

The organic electroluminescence element of claim 3, wherein
a hole-injecting layer is provided between the anode and the hole-transporting layer, and
an ionization potential of at least one hole-injecting material contained in the hole-injecting layer ranges from −0.2 to 0.3 eV relative to a work function of the anode and ranges from −0.3 to 0.2 eV relative to the ionization potential of the at least one hole-transporting material contained in the hole-transporting layer.

### Claim 5 (depends on 3)

The organic electroluminescence element of claim 3, wherein
the hole-transporting layer comprises at least one organic metal complex.

### Claim 6 (depends on 5)

The organic electroluminescence element of claim 5, wherein
the organic metal complex is represented by a general formula (1);
wherein R1 represents a substituent; Z represents a group of non-metal atoms necessary for forming a five to seven-membered ring; n1 represents an integer from 0 to 5; B1 to B5 each represent a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom and at least one of B1 to B5 represents a nitrogen atom, wherein a monocyclic nitrogen-containing aromatic hetero ring consists of these five atoms; M1 represents a metal of Group 8 to 10 of the periodic table; X1 and X2 each represent a carbon atom, a nitrogen atom or an oxygen atom; L1 represents a group of atoms forming a bidentate ligand together with X1 and X2; m1 represents an integer from 1 to 3; m2 represents an integer from 0 to 2; and m1+m2 equals to 2 or 3.

### Claim 7 (depends on 5)

The organic electroluminescence element of claim 5, wherein
the phosphorescent compound in the light-emitting layer adjacent to the hole-transporting layer and the at least one organic metal complex in the hole-transporting layer are the same.

### Claim 8 (depends on 2)

The organic electroluminescence element of claim 2, wherein
at least one of the phosphorescent compound(s) has a maximum emission wavelength of 480 nm or less.

### Claim 9 (depends on 2)

The organic electroluminescence element of claim 2, wherein
the phosphorescent compound in the light-emitting layer is represented by the general formula (1).

### Claim 10 (depends on 2)

The organic electroluminescence element of claim 2, wherein
the light-emitting layer comprising the at least one phosphorescent compound comprises a compound represented by a general formula (2);
wherein X20 represents 0 or S; X21 to X28 each represent C(R20) or N; R20 represents a hydrogen atom or a substituent; and at least one R20 is represented by a following general formula (b1);
[Chemical Formula 3]
Ar20-(L20)n23-* General formula (b1)
wherein L20 represents a divalent liking group derived from an aromatic hydrocarbon ring or an aromatic hetero ring; n23 represents an integer from 0 to 3; in the case where n23 is 2 or more, L20s may be the some or different from each other; * represents a linking site to a scaffold of the general formula (2); and Ar20 represents a group represented by a following general formula (b2);
wherein X29 represents N(R21), O or S; E21 to E28 each represent C(R22) or N; R21 and R22 each represent a hydrogen atom, a substituent or a linking site to L70; and * represents a linking site to L20.

### Claim 11 (depends on 10)

The organic electroluminescence element of claim 10, wherein
a layer comprising the compound represented by the general formula (2) is formed by a wet method.

### Claim 12 (depends on 1)

The organic electroluminescence element of claim 1, wherein
a UV degradation resistance ratio of the at least one light-emitting layer as a single film is 0.6 or more.

### Claim 13 (depends on 1)

The organic electroluminescence element of claim 1, wherein
the organic electroluminescence element emits white light.

### Claim 14 (depends on 1)

An illumination device comprising the organic electroluminescence element of claim 1.

### Claim 15 (depends on 1)

A display, device comprising the organic electroluminescence element of claim 1.