Quinoidal naphtho[1,2- b:5,6-b′]dithiophenes for solution-processed n-channel organic field-effect transistors

Takamichi Mori; Naoyuki Yanai; Itaru Osaka; Kazuo Takimiya

doi:10.1021/ol5000567

Quinoidal naphtho[1,2- b:5,6-b′]dithiophenes for solution-processed n-channel organic field-effect transistors

Takamichi Mori, Naoyuki Yanai, Itaru Osaka, Kazuo Takimiya

Research output: Contribution to journal › Article › peer-review

35 Citations (Scopus)

Abstract

A series of new quinoidal naphthodithiophenes, 2,7-bis(α,α- dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b′]dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm² V^-1 s^-1, which is higher by more than 1 order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

Original language	English
Pages (from-to)	1334-1337
Number of pages	4
Journal	Organic letters
Volume	16
Issue number	5
DOIs	https://doi.org/10.1021/ol5000567
Publication status	Published - 2014 Mar 7
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

Access to Document

10.1021/ol5000567

Cite this

@article{216189cf2e5d44c691f3fa5060f4eb1e,

title = "Quinoidal naphtho[1,2- b:5,6-b′]dithiophenes for solution-processed n-channel organic field-effect transistors",

abstract = "A series of new quinoidal naphthodithiophenes, 2,7-bis(α,α- dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b′]dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm2 V-1 s-1, which is higher by more than 1 order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.",

author = "Takamichi Mori and Naoyuki Yanai and Itaru Osaka and Kazuo Takimiya",

year = "2014",

month = mar,

day = "7",

doi = "10.1021/ol5000567",

language = "English",

volume = "16",

pages = "1334--1337",

journal = "Organic Letters",

issn = "1523-7060",

publisher = "American Chemical Society",

number = "5",

}

TY - JOUR

T1 - Quinoidal naphtho[1,2- b:5,6-b′]dithiophenes for solution-processed n-channel organic field-effect transistors

AU - Mori, Takamichi

AU - Yanai, Naoyuki

AU - Osaka, Itaru

AU - Takimiya, Kazuo

PY - 2014/3/7

Y1 - 2014/3/7

N2 - A series of new quinoidal naphthodithiophenes, 2,7-bis(α,α- dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b′]dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm2 V-1 s-1, which is higher by more than 1 order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

AB - A series of new quinoidal naphthodithiophenes, 2,7-bis(α,α- dicyanomethylene)-2,7-dihydronaphtho[1,2-b:5,6-b′]dithiophenes, in which all the four fused aromatic rings are incorporated into the quinoidal system, were synthesized and evaluated as an n-channel organic semiconductor. Solution-processed field-effect transistors exhibited typical n-channel transistor characteristics with the mobility as high as 0.1 cm2 V-1 s-1, which is higher by more than 1 order of magnitude than those reported for isomeric quinoidal naphthodithiophenes having a naphthoquinoidal structure.

UR - http://www.scopus.com/inward/record.url?scp=84896785775&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84896785775&partnerID=8YFLogxK

U2 - 10.1021/ol5000567

DO - 10.1021/ol5000567

M3 - Article

AN - SCOPUS:84896785775

VL - 16

SP - 1334

EP - 1337

JO - Organic Letters

JF - Organic Letters

SN - 1523-7060

IS - 5

ER -

Quinoidal naphtho[1,2- b:5,6-b′]dithiophenes for solution-processed n-channel organic field-effect transistors

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this