IP Library Granted Patent US 12666868
Granted Patent B2
US 12666868 · App. 18/305,772 · Granted Jun 23, 2026

Method for manufacturing organic EL device

Inventors: Yasuhiro Niikura (Tokyo, JP); Sachiko Kawakami (Atsugi, JP); Naoaki Hashimoto (Sagamihara, JP); Yui Yoshiyasu (Atsugi, JP)
Assignee: Semiconductor Energy Laboratory Co., Ltd.
H10K85/6572H05B33/10H10K50/13H10K50/16H10K59/805H10K71/231
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12666868
App. No.
18/305,772
Granted
Jun 23, 2026
Kind
B2
Abstract

An increase in voltage of a light-emitting device manufactured through a step of forming an aluminum oxide film in contact with an organic compound layer is inhibited. An organic compound film is formed over a first electrode. An organic mask film containing an organic compound which has low solubility to water or a chemical solution including water as a solvent is formed over the organic compound film. An inorganic mask layer is formed over the organic mask film. Shapes of the organic mask film and the organic compound film are processed with the use of the inorganic mask layer, whereby an organic mask layer and an organic compound layer are formed. At least parts of the inorganic mask layer and the organic mask layer are removed with the use of water or a liquid including water as a solvent.

Claims (92)

1 . A method for manufacturing an organic EL device, comprising the steps of:

forming an organic compound film over a first electrode;

forming an organic mask film comprising an organic compound over the organic compound film;

forming an inorganic mask layer over the organic mask film;

forming an organic mask layer and an organic compound layer by processing shapes of the organic mask film and the organic compound film with the use of the inorganic mask layer; and

removing at least parts of the inorganic mask layer and the organic mask layer with the use of water or a liquid comprising water as a solvent,

wherein the organic compound is represented by General Formula (G1):

wherein X represents a group represented by General Formula (X1-1),

wherein Y represents a group represented by General Formula (Y1-1),

wherein each of R 1 and R 2 independently represents hydrogen,

wherein h represents an integer of 1 to 6, and

wherein Ar represents a substituted or unsubstituted aryl group having 6 to 75 carbon atoms in a ring or a substituted or unsubstituted heteroaryl group having 1 to 75 carbon atoms in a ring:

wherein each of R 3 to R 6 independently represents hydrogen,

wherein m represents an integer of 0 to 4,

wherein n represents an integer of 1 to 5, and

wherein in the case where m or n is 2 or more, R 3 s are the same or different from each other, and the same applies to R 4 , R 5 , and R 6 .

2 . The method for manufacturing an organic EL device according to claim 1 ,

wherein the organic compound is represented by any one of General Formulae (G1-1) to (G1-9):

wherein each of R 11 to R 120 independently represents hydrogen,

wherein h represents an integer of 1 to 6, and

wherein Ar represents a substituted or unsubstituted aryl group having 6 to 75 carbon atoms in a ring or a substituted or unsubstituted heteroaryl group having 1 to 75 carbon atoms in a ring.

3 . The method for manufacturing an organic EL device, according to claim 1 ,

wherein the inorganic mask layer is formed by an ALD method.

4 . The method for manufacturing an organic EL device, according to claim 1 ,

wherein the organic mask layer is formed by a vacuum evaporation method.

5 . The method for manufacturing an organic EL device, according to claim 1 ,

wherein the organic compound layer has a stacked-layer structure, and

wherein the organic compound layer comprises a hole-injection layer, a hole-transport layer, a light-emitting layer, and an electron-transport layer in this order from the first electrode side.

6 . A method for manufacturing an organic EL device, comprising the steps of:

forming an organic compound film over a first electrode;

forming an organic mask film comprising an organic compound over the organic compound film;

forming an inorganic mask layer over the organic mask film;

forming an organic mask layer and an organic compound layer by processing shapes of the organic mask film and the organic compound film with the use of the inorganic mask layer; and

removing at least parts of the inorganic mask layer and the organic mask layer with the use of water or a liquid comprising water as a solvent,

wherein the organic compound is represented by General Formula (G2):

wherein Ar represents a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms in a ring,

wherein each of R 7 and R 8 independently represents any of hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, and a substituted or unsubstituted heteroaryl group having 2 to 13 carbon atoms,

wherein n represents an integer of 1 to 6, and

wherein L is a group represented by General Formula (L1-1):

wherein each of R 9 and R 10 independently represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms,

wherein k represents an integer of 1 to 5, and

wherein in the case where k is 2 or more, R 9 s are the same or different from each other, and the same applies to R 10 .

7 . The method for manufacturing an organic EL device according to claim 6 ,

wherein the organic compound is represented by any one of General Formulae (G2-1) to (G2-3):

wherein Ar represents a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms in a ring,

wherein each of R 71 to R 94 independently represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and

wherein n represents an integer of 1 to 6.

8 . The method for manufacturing an organic EL device, according to claim 6 ,

wherein the inorganic mask layer is formed by an ALD method.

9 . The method for manufacturing an organic EL device, according to claim 6 ,

wherein the organic mask layer is formed by a vacuum evaporation method.

10 . The method for manufacturing an organic EL device, according to claim 6 ,

wherein the organic compound layer has a stacked-layer structure, and

wherein the organic compound layer comprises a hole-injection layer, a hole-transport layer, a light-emitting layer, and an electron-transport layer in this order from the first electrode side.

11 . A method for manufacturing an organic EL device, comprising the steps of:

forming an organic compound film over a first electrode;

forming an organic mask film comprising an organic compound over the organic compound film;

forming an inorganic mask film over the organic mask film;

forming a hard mask film over the inorganic mask film;

forming a hard mask layer and an inorganic mask layer by processing shapes of the hard mask film and the inorganic mask film by a lithography method;

forming an organic mask layer and an organic compound layer by processing shapes of the organic mask film and the organic compound film with the use of the hard mask layer and the inorganic mask layer;

removing the hard mask layer and at least part of the inorganic mask layer;

exposing the organic compound layer by removing at least parts of the organic mask layer and the inorganic mask layer with the use of water or a liquid comprising water as a solvent; and

forming a second electrode over the organic compound layer,

wherein the organic compound is represented by General Formula (G1):

wherein X represents a group represented by General Formula (X1-1),

wherein Y represents a group represented by General Formula (Y1-1),

wherein each of R 1 and R 2 independently represents hydrogen,

wherein h represents an integer of 1 to 6, and

wherein Ar represents a substituted or unsubstituted heteroaryl group having 1 to 75 carbon atoms in a ring or a substituted or unsubstituted aryl group having 6 to 75 carbon atoms in a ring:

wherein each of R 3 to R 6 independently represents hydrogen,

wherein m represents an integer of 0 to 4,

wherein n represents an integer of 1 to 5, and

wherein in the case where m or n is 2 or more, R 3 s are the same or different from each other, and the same applies to R 4 , R 5 , and R 6 .

12 . The method for manufacturing an organic EL device according to claim 11 ,

wherein the organic compound is represented by General Formula (G2):

wherein Ar represents a substituted or unsubstituted aryl group having 6 to 30 carbon atoms in a ring or a substituted or unsubstituted heteroaryl group having 2 to 30 carbon atoms in a ring,

wherein each of R 7 and R 8 independently represents hydrogen, a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, a substituted or unsubstituted amino group, a substituted or unsubstituted aryl group having 6 to 13 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 13 carbon atoms,

wherein n represents an integer of 1 to 6, and

wherein L represents a group represented by General Formula (L1-1):

wherein each of R 9 and R 10 independently represents hydrogen or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms,

wherein k represents an integer of 1 to 5, and

wherein in the case where k is 2 or more, R 9 s are the same or different from each other, and the same applies to R 10 .

13 . The method for manufacturing an organic EL device, according to claim 11 ,

wherein the hard mask layer is formed by a sputtering method.

14 . The method for manufacturing an organic EL device, according to claim 11 ,

wherein the inorganic mask layer is formed by an ALD method.

15 . The method for manufacturing an organic EL device, according to claim 11 ,

wherein the organic mask layer is formed by a vacuum evaporation method.

16 . The method for manufacturing an organic EL device, according to claim 11 ,

wherein the organic compound layer has a stacked-layer structure, and

wherein the organic compound layer comprises a hole-injection layer, a hole-transport layer, a light-emitting layer, and an electron-transport layer in this order from the first electrode side.