# US 9,039,936 B2 · Thiophene derivative, method for producing same, and polymer of thiophene derivative

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- Number: US 9,039,936 B2
- Document ID: US9039936B2
- Status: Granted
- Kind: B2
- Application number: 13/386,492
- Filed: 2010-07-23
- Published: 2012-05-17
- Granted: 2015-05-26
- Earliest claimed: 2009-07-24
- Assignees: Tokyo Institute of Technology; Kuraray Co., Ltd.
- Applicants: Taisuke Kamada; Toshio Fuchigami; Shinsuke Inagi
- Inventors: Taisuke Kamada; Toshio Fuchigami; Shinsuke Inagi
- Web page: https://patentgrep.com/patent/US9039936B2

## CPC

- C07D 333/32: Oxygen atoms
- C07D 495/04: Ortho-condensed systems
- C08G 61/126: {with a five-membered ring containing one sulfur atom in the ring}
- H01B 1/127: {comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes}
- C08G 2261/145: Side-chains containing sulfur
- C08G 2261/3223: containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
- C08G 2261/514: Electron transport
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- H01B: CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES (selection for magnetic properties H01F1/00; waveguides H01P {; printed circuits H05K})

## Abstract

A novel polymer which has high solubility and good processability and is suitable as an electrically conductive material, and a novel compound which is a starting material of the polymer. The novel compound to be used as a starting material is a thiophene derivative represented by formula (I) shown below, In the formula (I), A is S; and B is R2 (R2 is an alkylene group having a carbon number of 2 to 3 and optionally having a substituent), provided that A and B are intramolecularly cyclized to form, together with the thiophene group, a bicyclic heterocyclic structure. The novel polymer that is produced by polymerizing the thiophene derivative is suitable as an electrically conductive material.

## Claims

### Claim 1

A thiophene derivative having the chemical structure of formula A or B:

### Claim 2 (depends on 1)

A method for producing the thiophene derivative of claim 1, comprising a step of subjecting a thiophene derivative represented by chemical formula (III) shown below to an intramolecular cyclization reaction:
where:
R1 is an alkyl group having a carbon number of 1 to 10 and optionally having a substituent; and
R2 is an alkyl group having a carbon on number of 2 to 3.

### Claim 3

A polymer having a constitutional unit of a bicyclic hetero ring skeleton represented by chemical formula A or B:
wherein n is an integer of 2 or more.

### Claim 4 (depends on 3)

A composition comprising the polymer of claim 3 and a dopant.