# US 11,993,728 B2 · Composition for electronic devices, ink for electronic devices, and method for producing electronic device

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- Number: US 11,993,728 B2
- Document ID: US11993728B2
- Status: Granted
- Kind: B2
- Application number: 16/955,627
- Filed: 2019-02-14
- Published: 2021-01-14
- Granted: 2024-05-28
- Earliest claimed: 2018-02-23
- Assignees: Konica Minolta, Inc.
- Applicants: Konica Minolta, Inc.
- Inventors: Akihiro Kimura; Miyuki Okaniwa; Hiroto Ito
- Web page: https://patentgrep.com/patent/US11993728B2

## CPC

- H10K 71/15: characterised by the solvent used
- C09D 7/20: Diluents or solvents
- C09D 11/36: based on non-aqueous solvents
- C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes
- H05B 33/10: Apparatus or processes specially adapted to the manufacture of electroluminescent light sources
- 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 85/655: {comprising only sulfur as heteroatom}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/658: {Organoboranes}
- C09K 11/06: containing organic luminescent materials
- H10K 50/16: Electron transporting layers
- H10K 50/165: comprising dopants
- H10K 71/135: {using ink-jet printing}
- H10K 85/322: {comprising boron}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C09D: COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR (cosmetics A61K; processes for applying liquids or other fluent materials to surfaces, in general, B05D; staining wood B27K5/02; glazes or vitreous enamels C03C; natural resins, French polish, drying-oils, driers, turpentine, per se, C09F; polishing compositions other than French polish, ski waxes C09G; adhesives or use of materials as adhesives C09J; materials for sealing or packing joints or covers C09K3/10; materials for stopping leaks C09K3/12; processes for the electrolytic or electrophoretic production of coatings C25D)
- H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE

## Abstract

The present invention addresses the problem of providing: a composition for electronic devices in which when a film is formed therefrom, the amount of residual solvents including fluorine-containing solvents within the film is reduced, the effects of residual solvents on a device are minimized, and it is thus possible to achieve high element performance; an ink for electronic devices that is suitable for wet processes and that makes it possible to achieve high liquid stability and element performance as a result of containing the composition for electronic devices; and a method for producing an electronic device. This composition for electronic devices contains a component A and a component B and is characterized in that the component A is a fluorine-containing solvent and the component B is a compound having a structure represented by general formula (1).

## Claims

### Claim 1

A composition for an electronic device consisting of a component A, a component B, and optionally a component C which is a solvent or a solute, wherein the component A is a fluorine-containing solvent, and the component B is a compound having a structure represented by the following Formula (1),
wherein X1 to X9 each independently represent —CWm or a nitrogen atom, m of —CWm represents 1 to 9, and the substituents —CW1 to —CW9 correspond to X1 to X9, respectively; W1 to W9 each independently represent a hydrogen atom or a substituent; when L1 and L2 are not linked to each other, L1 and L2 each independently represent a hydrogen atom or a substituent Wm1, m of Wm1 represents 1 or 2, the substituents W11 and W21 correspond to L1 and L2, respectively; L1 and L2 may be linked to each other, in which case L1 and L2 are linked to each other via any one atom of oxygen, sulfur, carbon and nitrogen to form a 6-membered ring; in the case of a carbon atom, it represents CS1S2; in the case of a nitrogen atom, it represents NR1; L3 and L4 each independently represent an oxygen atom, a sulfur atom, —CSn1Sn2, or —NRn3, n represents 3 or 4, —CS31S32 or —NR33 corresponds to L3, and —CS41S42 or —NR43 corresponds to L4; and S1, S2, S31, S32, S41, S42, R1, R33, R43, W11 and W12 each independently represent a substituent, and
in a case where the component C is present in the composition, a Hansen solubility parameter distance (Ra2) between the component A and the component B is longer than a Hansen solubility parameter distance (Ra1) between all solvents in the composition for an electronic device and all solutes in the composition for an electronic device.

### Claim 2 (depends on 1)

The composition for electronic devices described in claim 1, wherein Ra1 is 10 or less.

### Claim 3 (depends on 1)

The composition for an electronic device described in claim 1, wherein the component C contains an atom having an unshared electron pair.

### Claim 4 (depends on 3)

The composition for an electronic device described in claim 3, wherein the atom having an unshared electron pair of the component C is a nitrogen atom having an unshared electron pair that does not participate in aromaticity.

### Claim 5 (depends on 1)

The composition for an electronic device described in claim 1, wherein the component C is an alcohol.

### Claim 6 (depends on 1)

The composition for an electronic device described in claim 1, wherein any one of X1 to X9, Wm, R1, R33 and R43 of a compound having the structure represented by Formula (1) has one or more fluorine-containing solvent solubilizing groups, and the fluorine-containing solvent solubilizing group is a substituent having a fluorine atom or a nitrogen atom.

### Claim 7 (depends on 1)

The composition for an electronic device described in claim 1, being used as a composition for forming an electron transport layer or an electron injection layer of an organic electroluminescent element.

### Claim 8 (depends on 1)

An ink for an electronic device, wherein the ink contains the composition for an electronic device described in claim 1.

### Claim 9 (depends on 8)

The ink for an electronic device described in claim 8, wherein the ink for the electronic device is an inkjet printing ink.

### Claim 10 (depends on 9)

A method of manufacturing an electronic device, wherein the ink for an electronic device described in claim 9 is discharged from an inkjet head to form a thin film for an electronic device.