# US 11,441,045 B2 · Ink composition for inkjet printing organic light-emitting diodes and method of manufacturing the same

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- Number: US 11,441,045 B2
- Document ID: US11441045B2
- Status: Granted
- Kind: B2
- Application number: 16/649,999
- Filed: 2019-12-27
- Published: 2021-06-17
- Granted: 2022-09-13
- Earliest claimed: 2019-12-16
- Assignees: Shenzhen China Star Optoelectronics Semiconductor Display Technology Co., Ltd.
- Applicants: Shenzhen China Star Optoelectronics Semiconductor Display Technology Co., Ltd.
- Inventors: Xianglong Li; Hong Meng
- Web page: https://patentgrep.com/patent/US11441045B2

## CPC

- C09D 11/38: characterised by non-macromolecular additives other than solvents, pigments or dyes
- C09D 11/322: Pigment inks
- C09D 11/36: based on non-aqueous solvents
- C09D 11/50: Sympathetic, colour changing or similar inks
- H10K 71/15: characterised by the solvent used
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/649: {Aromatic compounds comprising a hetero atom}
- H10K 85/6572: {comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole}
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 71/135: {using ink-jet printing}
- H10K 2101/10: Triplet emission
- 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)
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

An ink composition for inkjet printing organic light-emitting diodes and a method of manufacturing the same are disclosed. The ink composition includes 0.01-40% of bipolar light emission component, 10-99.9% of solvent, 0.01-5% of surface tension modifier, and 0.01-5% of viscosity modifier by weight. The method of manufacturing the ink composition includes steps of: dispersing the bipolar light emission component in the solvent firstly, and then adding the viscosity modifier and the surface tension modifier under stirring, so as to obtain the ink composition. By using the ink composition, specific hole and electron transport layers provided in the organic light-emitting diode manufactured by inkjet printing may be omitted, thereby simplifying the structure of the organic light-emitting diode. Moreover, the ink composition has suitable viscosity, surface tension, and volatility.

## Claims

### Claim 1

An ink composition for inkjet printing organic light-emitting diodes, comprising: 20% of bipolar light emission component, 70% of solvent, 2% of surface tension modifier, and 2% of viscosity modifier by weight,
wherein the bipolar light emission component is single-component light emission material selected from a group consisting of fluorescence material, phosphorescence material, thermally activated delayed fluorescence material, room temperature phosphorescence material, aggregation-induced delayed fluorescence material, free radical material, quantum dot material, excimer material, and exciplex material; or
the bipolar light emission component is multi-component light emission material and comprises light emission material and host material, wherein the light emission material is selected from a group consisting of fluorescent material, phosphorescence material, thermally activated delayed fluorescence material, room temperature phosphorescence material, aggregation-induced delayed fluorescence material, free radical material, quantum dot material, excimer material, and exciplex material, and the host material is selected from single-component bipolar host material or multi-component bipolar host material.

### Claim 2 (depends on 1)

The ink composition of claim 1, wherein the single-component bipolar host material is selected from a group consisting of CBP, 26DczPPy, and 35DczPPy, and the multi-component bipolar host material is selected from a group consisting of TCTA/26DczPPy, mCP/B3PyMPM, PVK/OXD-7, TCTA/B3PyMPM, m-MTDATA/OXD-7, and NPB/PO-T2T.

### Claim 3 (depends on 1)

The ink composition of claim 1, wherein the solvent includes one of alkane hydrocarbon compound, aromatic hydrocarbon compound, alcohol compound, and high boiling point solvent.

### Claim 4 (depends on 3)

The ink composition of claim 3, wherein the high boiling point solvent is selected from a group consisting of ether compound, ester compound, and aromatic compound.

### Claim 5 (depends on 1)

The ink composition of claim 1, wherein the surface tension modifier is selected from one or more of a group consisting of cosolvent and surfactant.

### Claim 6 (depends on 1)

The ink composition of claim 1, wherein the surface tension modifier is selected from one or more of a group consisting of imidazole and a derivative thereof, phenol, and hydroquinone.

### Claim 7 (depends on 1)

The ink composition of claim 1, wherein the viscosity modifier is selected from one or more of a group consisting of alcohol, ether, ester, phenol, and amine.

### Claim 8

An ink composition for inkjet printing organic light-emitting diodes, comprising: 0.01-40% of bipolar light emission component, 10-99.9% of solvent, 0.01-5% of surface tension modifier, and 0.01-5% of viscosity modifier by weight,
wherein the bipolar light emission component is single-component light emission material selected from a group consisting of fluorescence material, phosphorescence material, thermally activated delayed fluorescence material, room temperature phosphorescence material, aggregation-induced delayed fluorescence material, free radical material, quantum dot material, excimer material, and exciplex material; or
the bipolar light emission component is multi-component light emission material and comprises light emission material and host material, wherein the light emission material is selected from a group consisting of fluorescent material, phosphorescence material, thermally activated delayed fluorescence material, room temperature phosphorescence material, aggregation-induced delayed fluorescence material, free radical material, quantum dot material, excimer material, and exciplex material, and the host material is selected from single-component bipolar host material or multi-component bipolar host material.

### Claim 9 (depends on 8)

The ink composition of claim 8, wherein the single-component bipolar host material is selected from a group consisting of CBP, 26DczPPy, and 35DczPPy, and the multi-component bipolar host material is selected from a group consisting of TCTA/26DczPPy, mCP/B3PyMPM, PVK/OXD-7, TCTA/B3PyMPM, m-MTDATA/OXD-7, and NPB/PO-T2T.

### Claim 10 (depends on 8)

The ink composition of claim 8, wherein the solvent includes one of alkane hydrocarbon compound, aromatic hydrocarbon compound, alcohol compound, and high boiling point solvent.

### Claim 11 (depends on 10)

The ink composition of claim 10, wherein the high boiling point solvent is selected from a group consisting of ether compound, ester compound, and aromatic compound.

### Claim 12 (depends on 8)

The ink composition of claim 8, wherein the surface tension modifier is selected from one or more of a group consisting of cosolvent and surfactant.

### Claim 13 (depends on 8)

The ink composition of claim 8, wherein the surface tension modifier is selected from one or more of a group consisting of imidazole and a derivative thereof, phenol, and hydroquinone.

### Claim 14 (depends on 8)

The ink composition of claim 8, wherein the viscosity modifier is selected from one or more of a group consisting of alcohol, ether, ester, phenol, and amine.

### Claim 15 (depends on 8)

A method of manufacturing the ink composition for inkjet printing organic light-emitting diode according to any one of claim 8, comprising steps of:
dispersing the bipolar light emission component in the solvent to obtain a pre-formed composition; and
adding the viscosity modifier and the surface tension modifier into the pre-formed composition under stirring to obtain the ink composition.