Surface modifier for metal electrode, surface-modified metal electrode, and method for producing surface-modified metal electrode

Patent metadata

Field	Value
Publication number	US-9947871-B2
Application number	US-201314647635-A
Country	US
Kind code	B2
Filing date	Nov 18, 2013
Priority date	Nov 28, 2012
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

A surface modifier for a metal electrode containing a reactive silyl compound represented by General Formula (1)

Rf—X-A-SiR 1 3-n (OR 2 ) n   (1)

wherein, Rf is an aryl group having 6 to 10 carbon atoms that may have an alkyl substituent having 1 to 5 carbon atoms or an alkyl group having 1 to 10 carbon atoms, wherein at least one hydrogen atom is replaced with a fluorine atom, X represents a divalent group selected from —O—, —NH—, —C(═O)O—, —C(═O)NH—, —OC(═O)NH—, and —NHC(═O)NH—, or a single bond, A represents a straight chain, branched chain or cyclic aliphatic divalent hydrocarbon group having 1 to 10 carbon atoms, an aromatic divalent hydrocarbon group having 6 to 10 carbon atoms, or a single bond, R 1 is a monovalent hydrocarbon group having 1 to 3 carbon atoms, R 2 represents a monovalent hydrocarbon group having 1 to 3 carbon atoms, an acetyl group, a propanoyl group, or a hydrogen atom, and n is an integer of 1 to 3, a metal electrode surface-modified with the surface modifier, and a method for producing a surface-modified metal electrode are provided.

First claim

The invention claimed is:

1. A surface modifier for a metal electrode comprising a reactive silyl compound represented by General Formula (1)
Rf—X-A-SiR 1 3-n (OR 2 ) n   (1)

wherein,
Rf is an aryl group having 6 to 10 carbon atoms that may have an alkyl substituent having 1 to 5 carbon atoms, wherein at least one hydrogen atom is replaced with a fluorine atom,
X represents a divalent group selected from —O—, —NH—, —C(═O)O—, —C(═O)NH—, —OC(═O)NH—, and —NHC(═O)NH—, or a single bond,
A represents a straight chain, branched chain or cyclic aliphatic divalent hydrocarbon group having 1 to 10 carbon atoms, an aromatic divalent hydrocarbon group having 6 to 10 carbon atoms,
R 1 is a monovalent hydrocarbon group having 1 to 3 carbon atoms,
R 2 represents a monovalent hydrocarbon group having 1 to 3 carbon atoms, an acetyl group, a propanoyl group, or a hydrogen atom, and
n is an integer of 1 to 3.

2. The surface modifier for a metal electrode according to claim 1 , wherein X is a single bond in General Formula (1).

3. The surface modifier for a metal electrode according to claim 1 , wherein the metal electrode is a metal having a work function before surface modification of 4.0 eV or more.

4. The surface modifier for a metal electrode according to claim 1 , wherein the metal electrode is selected from the group consisting of gold, silver, copper, iron, lead, zinc, nickel, platinum, aluminum, silver-indium alloys, and aluminum-zinc alloys.

5. A surface-modified metal electrode formed by coating a metal electrode with a surface modifier for a metal electrode comprising a reactive silyl compound represented by General Formula (1) according to claim 1 .

6. The surface-modified metal electrode according to claim 5 , wherein the metal electrode is a metal having a work function before surface modification of 4.0 eV or more.

7. The surface-modified metal electrode according to claim 6 , wherein the metal electrode is selected from the group consisting of gold, silver, copper, iron, lead, zinc, nickel, platinum, aluminum, silver-indium alloys, and aluminum-zinc alloys.

8. A method for producing a surface-modified metal electrode, comprising the steps of:
bringing a surface modifier for a metal electrode comprising a reactive silyl compound represented by General Formula (1) according to claim 1 into contact with a surface of the metal electrode, and
thereby obtaining a surface-modified metal electrode,
wherein the surface work function of the surface-modified metal electrode is greater by 0.20 eV or more than the surface work function of the metal electrode before the contact step.

9. The method for producing a surface-modified metal electrode according to claim 8 , wherein the contact step is performed by a gas phase contact method in which the surface of the metal electrode is exposed to an atmosphere in which the surface modifier is vaporized.

10. The method for producing a surface-modified metal electrode according to claim 8 , wherein the contact step is performed by a liquid phase method in which the metal electrode is immersed in the liquid surface modifier.

Assignees

• Shinetsu Chemical Co

Inventors

• Itoh Yusuke
• Kiyomori Ayumu

Classifications

• C09D183/08

  containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen · CPC title

• C08G77/80

  Siloxanes having aromatic substituents, e.g. phenyl side groups · CPC title

• C08G77/26

  nitrogen-containing groups · CPC title

• H01B1/08 Primary

  oxides · CPC title

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title