# US 2014/0151680 A1 · Polymer compound and organic transistor using same

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- Number: US 2014/0151680 A1
- Document ID: US20140151680A1
- Status: Published application
- Kind: A1
- Application number: 14/235,377
- Filed: 2012-07-26
- Published: 2014-06-05
- Earliest claimed: 2011-07-29
- Assignees: Sumitomo Chemical Company, Limited
- Inventors: Hiroki Terai; Shinya Ito; Tomoya Kashiki
- Web page: https://patentgrep.com/patent/US20140151680A1

## CPC

- H10K 85/113: {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene}
- C07D 495/04: Ortho-condensed systems
- C07D 513/04: Ortho-condensed systems
- C08G 61/123: {derived from five-membered heterocyclic compounds}
- C08G 61/126: {with a five-membered ring containing one sulfur atom in the ring}
- H10K 85/151: {Copolymers}
- C07D 519/00: Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C08G 2261/146: Side-chains containing halogens
- C08G 2261/3223: containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
- C08G 2261/3243: containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
- C08G 2261/344: containing heteroatoms
- C08G 2261/414: Stille reactions
- C08G 2261/51: Charge transport
- C08G 2261/92: TFT applications
- H10K 10/464: {Lateral top-gate IGFETs comprising only a single gate}
- H10K 10/466: {Lateral bottom-gate IGFETs comprising only a single gate}
- H10K 10/484: {characterised by the channel regions}
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS

## Abstract

A polymer compound comprising a structural unit represented by the formula: wherein E represents —O—, —S— or —Se—; R1 represents a hydrogen atom, an alkyl group, an alkoxy group, an alkylthio group, an aryl group, a heteroaryl group or a halogen atom; and R2 represents a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group or a halogen atom, or two R2s are linked to form a ring, and a structural unit which is different from the structural unit represented by the formula (1) and is represented by the formula: Ar1 (2) wherein Ar1 represents a divalent aromatic group, a group represented by —CR3═CR3— or a group represented by —C≡C—, wherein R3 represents a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group or a cyano group.

## Claims

### Claim 1

A polymer compound comprising a structural unit represented by the formula:
wherein each E independently represents —O—, —S— or —Se—; each R1 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an alkoxy group which optionally has a substituent, an alkylthio group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom; and each R2 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom, or two R2s are linked to form a ring and each of the other R2s independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom, and a structural unit which is different from the structural unit represented by the formula (1) and is represented by the formula:
Ar1 (2)
wherein Ar1 represents a divalent aromatic group, a group represented by —CR3═CR3— or a group represented by wherein each R3 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an aryl group, a heteroaryl group or a cyano group.

### Claim 2 (depends on 1)

The polymer compound according to claim 1, wherein E is —S—.

### Claim 3 (depends on 1)

The polymer compound according to claim 1, wherein R1 is a hydrogen atom.

### Claim 4 (depends on 1)

The polymer compound according to claim 1, wherein R2 is a hydrogen atom.

### Claim 5 (depends on 1)

The polymer compound according to claim 1, wherein the structural unit represented by the formula (2) is a structural unit represented by the formulae (3-1) to (3-8):
wherein each R4 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an alkoxy group which optionally has a substituent, an alkylthio group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom.

### Claim 6 (depends on 1)

The polymer compound according to claim 1, wherein the polymer compound is a conjugated polymer compound.

### Claim 7 (depends on 1)

An organic semiconductor material comprising the polymer compound according to claim 1.

### Claim 8 (depends on 7)

An organic semiconductor device comprising an organic layer including the organic semiconductor material according to claim 7.

### Claim 9 (depends on 7)

An organic transistor comprising a source electrode, a drain electrode, a gate electrode and an active layer, and including the organic semiconductor material according to claim 7 in the active layer.

### Claim 10

A method for producing a compound represented by the formula (8), wherein the method comprises a step of reacting a compound represented by the formula (7) with a metal hydride:
wherein each E independently represents —O—, —S— or —Se—; each R1 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an alkoxy group which optionally has a substituent, an alkylthio group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom; each R2 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom, or two R2s are linked to form a ring and each of the other R2s independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom; and each R6 independently represents a hydrogen atom, an alkyl group which optionally has a substituent, an alkoxy group which optionally has a substituent, an alkylthio group which optionally has a substituent, an aryl group, a heteroaryl group or a halogen atom;
wherein E, R1, R2 and R6 have the same meanings as those described above.