# US 11,910,628 B2 · Luminescent film, organic electroluminescent element, organic material composition and method for producing organic electroluminescent element

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

- Number: US 11,910,628 B2
- Document ID: US11910628B2
- Status: Granted
- Kind: B2
- Application number: 17/653,563
- Filed: 2022-03-04
- Published: 2022-06-23
- Granted: 2024-02-20
- Earliest claimed: 2016-11-25
- Assignees: Merck Patent GmbH
- Applicants: Merck Patent GmbH
- Inventors: Kenichi Tabata; Yuta Nakamura; Taketo Namikawa; Satoru Inoue; Yasuo Miyata; Hiromoto II
- Web page: https://patentgrep.com/patent/US11910628B2

## CPC

- H10K 50/11: characterised by the electroluminescent [EL] layers
- C09K 11/06: containing organic luminescent materials
- H05B 33/10: Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
- H10K 71/16: using physical vapour deposition [PVD], e.g. vacuum deposition or sputtering
- H10K 85/342: {comprising iridium}
- H10K 85/346: {comprising platinum}
- H10K 85/40: Organosilicon compounds, e.g. TIPS pentacene
- H10K 85/623: {containing five rings, e.g. pentacene}
- H10K 85/624: {containing six or more rings}
- H10K 2101/10: Triplet emission
- H10K 2101/40: Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- 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

## Abstract

A luminescent film includes a host compound, a blue phosphorescent compound, and a blue fluorescent compound, in which an emission spectrum of the blue phosphorescent compound and an absorption spectrum of the blue fluorescent compound have portions overlapping with each other; shortest wavelength-side maximum emission wavelengths of the blue phosphorescent compound (abbreviated as “BPM” in the expression) and the blue fluorescent compound (abbreviated as “BFM” in the expression) satisfy the following expression (1): λBFM≥λBPM: expression (1) in which λBFM represents the shortest wavelength-side maximum emission wavelength of the blue fluorescent compound and λBPM represents the shortest wavelength-side maximum emission wavelength of the blue phosphorescent compound; and light emission derived from the blue fluorescent compound is detected.

## Claims

### Claim 1

An organic electroluminescent element, comprising:
a luminescent film and a layer adjacent to the luminescent film,
wherein the luminescent film comprises a material of the layer adjacent to the luminescent film,
the luminescent film comprises a host compound, a blue phosphorescent compound, and a blue fluorescent compound,
an emission spectrum of the blue phosphorescent compound and an absorption spectrum of the blue fluorescent compound have portions overlapping with each other;
shortest wavelength-side maximum emission wavelengths of the blue phosphorescent compound (abbreviated as “BPM” in the expression) and the blue fluorescent compound (abbreviated as “BFM” in the expression) satisfy the following expression (1):
λBFM≥λBPM expression (1)
wherein λBFM represents the shortest wavelength-side maximum emission wavelength of the blue fluorescent compound and λBPM represents the shortest wavelength-side maximum emission wavelength of the blue phosphorescent compound; and
light emission derived from the blue fluorescent compound is detected.

### Claim 2 (depends on 1)

The organic electroluminescent element according to claim 1, wherein CIE chromaticity coordinate y values of luminescent colors of the blue phosphorescent compound and the blue fluorescent compound satisfy the following expression (2):
yBPM≥yBFM expression (2)
wherein yBPM represents the CIE chromaticity coordinate y value of the luminescent color of the blue phosphorescent compound; and yBFM represents the CIE chromaticity coordinate y value of the luminescent color of the blue fluorescent compound.

### Claim 3 (depends on 1)

The organic electroluminescent element according to claim 1, wherein a ratio of energy transfer from the blue phosphorescent compound to the blue fluorescent compound satisfies the following expression (3):
PF/PD≥0.34 expression (3)
wherein PF represents a probability of Förster energy transfer from a triplet excited state of the blue phosphorescent compound to a singlet excited state of the blue fluorescent compound; and PD represents a probability of Dexter energy transfer from a triplet excited state of the blue phosphorescent compound to a triplet excited state of the blue fluorescent compound.

### Claim 4 (depends on 1)

The organic electroluminescent element according to claim 1, wherein the blue phosphorescent compound is represented by the following general formula (1):
wherein M represents Ir or Pt; A1, A2, B1, and B2 each independently represent a carbon atom or a nitrogen atom; ring Z1 represents a 6-membered aromatic hydrocarbon ring, a 5-membered or 6-membered aromatic heterocyclic ring, or an aromatic condensed ring containing at least one of the rings, formed together with A1 and A2; ring Z2 represents a 5-membered or 6-membered aromatic heterocyclic ring or an aromatic condensed ring containing at least one of the rings, formed together with B1 and B2; a carbon atom included in the ring Z1 or the ring Z2 is optionally a carbene carbon atom; one of a bond between A1 and M and a bond between B1 and M is a coordinate bond and the other is a covalent bond; the ring Z1 and the ring Z2, each independently, optionally have a substituent; the substituents of the ring Z1 and the ring Z2 are optionally bonded to form a condensed ring structure or a ligand represented by the ring Z1 and a ligand represented by the ring Z2 are optionally linked; L represents a monoanionic bidentate ligand coordinated to M and optionally has a substituent; m represents an integer of 0 to 2; n represents an integer of 1 to 3; if M is Ir, m+n is 3 and if M is Pt, m+n is 2; and if m or n is 2 or more, ligands represented by each ring Z1 and each ring Z2 or each L is the same or different and the ligands represented by each ring Z1 and each ring Z2 are optionally linked to each L.

### Claim 5 (depends on 1)

The organic electroluminescent element according to claim 1, further comprising an emitter layer between an anode and a cathode, wherein,
the emitter layer has the luminescent film.

### Claim 6 (depends on 5)

The organic electroluminescent element according to claim 5, further comprising a gas barrier layer having a water vapor transmittance, as measured by a protocol according to JIS K 7129-1992, in a range from 0.001 to 1 g/(m2·day) and an oxygen transmittance, as measured by a protocol according to JIS K 7126-1987, in a range from 0.001 to 1 mL/(m2·day·atm).

### Claim 7 (depends on 5)

The organic electroluminescent element according to claim 5, wherein the phosphorescent compound and the blue fluorescent compound satisfy at least one of the following expression (5) or expression (6):
HOMOBPM>HOMOBFM; and expression (5)
LUMOBPM<LUMOBFM, expression (6)
wherein HOMOBPM represents an energy level of highest occupied molecular orbital (HOMO) of the blue phosphorescent compound; HOMOBFM represents a HOMO energy level of the blue fluorescent compound;
LUMOBPM represents an energy level of lowest unoccupied molecular orbital (LUMO) of the blue phosphorescent compound; and LUMOBPM represents a LUMO energy level of the blue fluorescent compound.

### Claim 8 (depends on 1)

A method for producing the organic electroluminescent element according to claim 1.

### Claim 9 (depends on 8)

The method according to claim 8, wherein the luminescent film is produced by a dry process.

### Claim 10

The method according to item 8, wherein the luminescent film is produced by a wet process.

### Claim 11 (depends on 8)

The method according to claim 8, wherein the organic electroluminescent element comprises a gas barrier layer having a water vapor transmittance, as measured by a protocol according to JIS K 7129-1992, in a range from 0.001 to 1 g/(m2·day) and an oxygen transmittance, as measured by a protocol according to JIS K 7126-1987, in a range from 0.001 to 1 mL/(m2·day·atm).
