Metallic composite and composition thereof

Patent metadata

Field	Value
Publication number	US-9536633-B2
Application number	US-201013263220-A
Country	US
Kind code	B2
Filing date	Apr 6, 2010
Priority date	Apr 10, 2009
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

A metallic composite in which a conjugated compound having a molecular weight of 200 or more is adsorbed to a metallic nanostructure having an aspect ratio of 1.5 or more, for example, a metallic composite in which a compound having a group represented by the formula (I) or a repeating unit represented by the formula (II) or both of them is adsorbed to a metallic nanostructure having an aspect ratio of 1.5 or more, is useful for electronic devices such as a light-emitting device, a solar cell and an organic transistor.

First claim

The invention claimed is:

1. A metallic composite in which a conjugated compound having a molecular weight of 200 or more is adsorbed to a metallic nanosheet, a metallic nanorod, or a metallic nanowire having an aspect ratio of 10 or more and a largest diameter of 2000 nm or more.

2. The metallic composite of claim 1 , wherein the conjugated compound is an aromatic compound and the metallic nanosheet, the metallic nanorod, or the metallic nanowire is a metallic nanosheet, a metallic nanorod, or a metallic nanowire of a metal of Group 11 of the Periodic Table, respectively.

3. The metallic composite of claim 1 , wherein the conjugated compound is an aromatic compound having a hetero atom-containing group and the metallic nanosheet, the metallic nanorod, or the metallic nanowire is a metallic nanosheet, a metallic nanorod, or a metallic nanowire of a metal of Group 11 of the Periodic Table, respectively.

4. The metallic composite of claim 3 , wherein the hetero atom-containing group is a monovalent group selected from Group 1, wherein the groups of the Group 1 are a mercapto group, a mercaptocarbonyl group, a mercaptothiocarbonyl group, an optionally substituted hydrocarbylthio group, an optionally substituted hydrocarbylthiocarbonyl group, an optionally substituted hydrocarbyldithio group, a hydroxy group, an optionally substituted hydrocarbyloxy group, a carboxyl group, an optionally substituted hydrocarbylcarbonyl group, a cyano group, an amino group, an (optionally substituted hydrocarbyl)amino group, an (optionally substituted dihydrocarbyl)amino group, a phosphino group, an (optionally substituted hydrocarbyl)phosphino group, an (optionally substituted dihydrocarbyl)phosphino group, a group represented by formula: —P(═O)(OH) 2 , a sulfo group, a heterocyclic group, a halogen atom, a formyl group, an optionally substituted hydrocarbyloxycarbonyl group, an optionally substituted hydrocarbylcarbonyloxy group, a nitro group, a group represented by formula: —OP(═O)(OH) 2 , a phosphono group, a carbamoyl group, an optionally substituted hydrocarbylcarbamoyl group, an (optionally substituted dihydrocarbyl)carbamoyl group, a group represented by formula: —C(═S)NR 2 , a group represented by formula: —B(OH) 2 , a group represented by formula: —BR 2 , a boric acid ester group, a group represented by formula: —Si(OR) 3 , an optionally substituted hydrocarbylsulfo group, an optionally substituted hydrocarbylsulfonyl group, a sulfino group, an optionally substituted hydrocarbylsulfino group, a group represented by formula: —NRC(═O)OR, a group represented by formula: —NRC(═O)SR, a group represented by formula: —NRC(═S)OR, a group represented by formula:
—NRC(═S)SR, a group represented by formula: —OC(═O)NR 2 , a group represented by formula: —SC(═O)NR 2 , a group represented by formula: —OC(═S)NR 2 , a group represented by formula: —SC(═S)NR 2 , a group represented by formula:
—NRC(═O)NR 2 , and a group represented by formula:
—NRC(═S)NR 2 , wherein R represents a hydrogen atom or an optionally substituted hydrocarbyl group.

5. The metallic composite of claim 3 , wherein the hetero atom-containing group is a monovalent group selected from Group 2, wherein the groups of the Group 2 are a hydrocarbyl group having two or more ether bonds, a hydrocarbyl group having two or more ester bonds, a hydrocarbyl group having two or more amido bonds, a group represented by formula: —SM, a group represented by formula: —C(═O)SM, a group represented by formula: —CS 2 M, a group represented by formula: —OM, a group represented by formula: —CO 2 M, a group represented by formula: —NM 2 , a group represented by formula: —NHM, a group represented by formula: —NRM, a group represented by formula: —PO 3 M, a group represented by formula: —OP(═O)(OM) 2 , a group represented by formula: —P(═O)(OM) 2 , a group represented by formula: —C(═O)NM 2 , a group represented by formula:
—C(═O)NHM, a group represented by formula: —C(═O)NRM, a group represented by formula: —C(═S)NHM, a group represented by formula: —C(═S)NRM, a group represented by formula: —C(═S)NM 2 , a group represented by formula: —B(OM) 2 , a group represented by formula: —BR 3 M, a group represented by formula: —B(OR) 3 M, a group represented by formula: —SO 3 M, a group represented by formula: —SO 2 M, a group represented by formula: —NRC(═O)OM, a group represented by formula:
—NRC(═O)SM, a group represented by formula: —NRC(═S)OM, a group represented by formula: —NRC(═S)SM, a group represented by formula: —OC(═O)NM 2 , a group represented by formula: —OC(═O)NRM, a group represented by formula:
—OC(═S)NM 2 , a group represented by formula: —OC(═S)NRM, a group represented by formula: —SC(═O)NM 2 , a group represented by formula: —SC(═O)NRM, a group represented by formula: —SC(═S)NM 2 , a group represented by formula:
—SC(═S)NRM, a group represented by formula: —NRC(═O)NM 2 , a group represented by formula: —NRC(═O)NRM, a group represented by formula: —NRC(═S)NM 2 , a group represented by formula: —NRC(═S)NRM, a group represented by formula:
—NR 3 M′, a group represented by formula: —PR 3 M′, a group represented by formula: —OR 2 M′, a group represented by formula: —SR 2 M′, a group represented by formula: —IRM′, and a heterocyclic group having a cationized nitrogen atom within the heterocycle, wherein R represents a hydrogen atom or an optionally substituted hydrocarbyl group, M represents a metal cation or an optionally substituted ammonium cation, and M′ represents an anion.

6. The metallic composite of claim 3 , wherein the conjugated compound comprises at least one type of group in the Group 1 and at least one type of group in the Group 2.

7. The metallic composite of claim 1 , wherein the conjugated compound comprises a group represented by the formula (I) below, or a repeating unit represented by the formula (II) below, or both of them:
—Ar 1 R 1 (X 1 ) m 1 ) n 1   (I)

wherein
Ar 1 is an (n 1 +1) valent aromatic group,
R 1 is a direct bond or an (m 1 +1) valent group,
X 1 is a hetero atom-containing group,
m 1 and n 1 , which are the same as or different from each other, are an integer of 1 or more, and
when R 1 , X 1 and m 1 are plurally present, they each may be the same as or different from each other;

wherein
Ar 2 is an (n 2 +2) valent aromatic group,
R 2 is a direct bond or an (m 2 +1) valent group,
X 2 is a hetero atom-containing group,
m 2 and n 2 , which are the same as or different from each other, are an integer of 1 or more, and
when R 2 , X 2 and m 2 are plurally present, they each may be the same as or different from each other.

8. The metallic composite of claim 7 , wherein the (n 1 +1) valent aromatic group represented by Ar 1 is a residue remaining after removing (n 1 +1) hydrogen atoms on an aromatic ring of aromatic compounds of the formulae below, the (n 2 +2) valent aromatic group represented by Ar 2 is a residue remaining after removing (n 2 +2) hydrogen atoms on an aromatic ring of aromatic compounds of the formulae below, and the aromatic groups are optionally substituted.

9. The metallic composite of claim 8 , wherein the conjugated compound comprises at least one type of group in the Group 1 and at least one type of group in the Group 2.

10. The metallic composite of claim 1 , wherein the conjugated compound is a macromolecular compound having a repeating unit represented by the following formulae:

Assignees

• Higashimura Hideyuki
• Iijima Takayuki
• Fujioka Masahiro
• Tanaka Kenta
• Sumitomo Chemical Co

Inventors

• Higashimura Hideyuki
• Iijima Takayuki
• Fujioka Masahiro
• Tanaka Kenta

Classifications

• H10P14/46

  using a liquid · CPC title

• H10D64/011

  of electrodes ohmically coupled to a semiconductor · CPC title

• B22F1/102

  Metallic powder coated with organic material · CPC title

• B22F1/00

  Metallic powder; Treatment of metallic powder, e.g. to facilitate working or to improve properties · CPC title

• B22F1/0547

  Nanofibres or nanotubes · CPC title