# US 10,319,928 B2 · Electrode material for organic semiconductor device

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- Number: US 10,319,928 B2
- Document ID: US10319928B2
- Status: Granted
- Kind: B2
- Application number: 15/673,756
- Filed: 2017-08-10
- Published: 2017-12-14
- Granted: 2019-06-11
- Earliest claimed: 2015-02-27
- Assignees: FUJIFILM Corporation
- Applicants: FUJIFILM Corporation
- Inventors: Kenichi Umeda; Keisuke Ushirogata
- Web page: https://patentgrep.com/patent/US10319928B2

## CPC

- H10K 10/84: Ohmic electrodes, e.g. source or drain electrodes
- C07D 487/22: in which the condensed system contains four or more hetero rings
- H10D 30/67: Thin-film transistors [TFT] {(Stacked nanowire, nanosheet or nanoribbon FETs H10D30/501)}
- H10D 64/23: Electrodes carrying the current to be rectified, amplified, oscillated or switched, e.g. sources, drains, anodes or cathodes
- H10K 85/311: {Phthalocyanine}
- H10P 14/46: using a liquid
- H10K 85/371: {Metal complexes comprising a group IB metal element, e.g. comprising copper, gold or silver}
- H10K 2102/00: Constructional details relating to the organic devices covered by this subclass
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- H10D: INORGANIC ELECTRIC SEMICONDUCTOR DEVICES
- H10P: GENERIC PROCESSES OR APPARATUS FOR THE MANUFACTURE OR TREATMENT OF DEVICES COVERED BY CLASS H10

## Abstract

An object of the present invention is to provide an electrode material for an organic semiconductor device which maintains excellent conductivity and of which contact properties with an organic semiconductor becomes favorable. The electrode material for an organic semiconductor device of the present invention contains inorganic nanoparticles and an organic π-conjugated ligand, in which the organic π-conjugated ligand is a ligand having at least one electron-withdrawing substituent.

## Claims

### Claim 1

An electrode material for an organic semiconductor device, comprising:
inorganic nanoparticles and an organic π-conjugated ligand,
wherein the organic π-conjugated ligand is a phthalocyanine derivative represented by Formula (1) below and has at least one electron-withdrawing substituent R,
wherein in Formula (1), M represents two hydrogen atoms or metal (cation) selected from the groups 1B, 2B, 2A, or 3A of the element periodic table; R represents a halogenated alkyl group, a halogenated alkylthio group, a halogenated aryl group, or a halogenated arylthio group and in a case where there are a plurality of R's, the plurality of R's may be the same as or different from each other; and z represents an integer of 0 to 4 and at least one z represents an integer of 1 to 4.

### Claim 2 (depends on 1)

The electrode material for an organic semiconductor device according to claim 1,
wherein the inorganic nanoparticles are metal nanoparticles.

### Claim 3 (depends on 2)

The electrode material for an organic semiconductor device according to claim 2,
wherein the metal nanoparticles contain at least one kind of metal selected from the group consisting of gold, silver, copper, platinum, palladium, nickel, ruthenium, indium, rhodium, tin, and zinc.

### Claim 4 (depends on 1)

The electrode material for an organic semiconductor device according to claim 1, which is used as an electrode material for an organic thin film transistor.

### Claim 5 (depends on 2)

The electrode material for an organic semiconductor device according to claim 2, which is used as an electrode material for an organic thin film transistor.

### Claim 6 (depends on 3)

The electrode material for an organic semiconductor device according to claim 3, which is used as an electrode material for an organic thin film transistor.

### Claim 7 (depends on 4)

The electrode material for an organic semiconductor device according to claim 4, which is used as an electrode material for either or both of a source electrode and a drain electrode.

### Claim 8 (depends on 5)

The electrode material for an organic semiconductor device according to claim 5, which is used as an electrode material for either or both of a source electrode and a drain electrode.

### Claim 9 (depends on 6)

The electrode material for an organic semiconductor device according to claim 6, which is used as an electrode material for either or both of a source electrode and a drain electrode.