Synthesis, Properties, and OFET Characteristics of 5,5′-Di(2-azulenyl)-2,2′-bithiophene (DAzBT) and 2,5-Di(2-azulenyl)-thieno[3,2-b]thiophene (DAzTT)

被引：70

作者：

Yamaguchi, Yuji ^{[1
]}

Maruya, Yukihiro ^{[1
]}

Katagiri, Hiroshi ^{[1
]}

Nakayama, Ken-ichi ^{[1
]}

Ohba, Yoshihiro ^{[1
]}

机构：

[1] Yamagata Univ, Grad Sch Sci & Engn, Yonezawa, Yamagata 9928510, Japan

来源：

ORGANIC LETTERS | 2012年 / 14卷 / 09期

关键词：

FIELD-EFFECT TRANSISTORS; NEAR-IR ABSORPTION; ORGANIC SEMICONDUCTORS; AZULENE; DERIVATIVES; OLIGOMERS; BLUE;

D O I：

10.1021/ol3007327

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two azulene-based pi-conjugated systems, 5,5'-di(2-azulenyl)-2,2'-bithiophene and 2,5-di(2-azulenyl)-thieno[3,2-b]thiophene, were constructed via Suzuki-Miyaura cross-coupling reactions. The crystal structures of both revealed an edge-to-face orientation in a well-defined herringbone packing. The molecules stood nearly perpendicular to the substrate in the film form, with features of an organic field-effect transistor at hole mobilities of up to 5.0 x 10(-2) cm(2) V-1 s(-1).

引用

页码：2316 / 2319

页数：4

共 31 条

[1] Stimuli-Responsive Azulene-Based Conjugated Oligomers with Polyaniline-like Properties [J].

Amir, Elizabeth ;

Amir, Roey J. ;

Campos, Luis M. ;

Hawker, Craig J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (26) :10046-10049

[2] Materials and Applications for Large Area Electronics: Solution-Based Approaches [J].

Arias, Ana Claudia ;

MacKenzie, J. Devin ;

McCulloch, Iain ;

Rivnay, Jonathan ;

Salleo, Alberto .

CHEMICAL REVIEWS, 2010, 110 (01) :3-24

[3]

Cornil J, 2001, ADV MATER, V13, P1053, DOI 10.1002/1521-4095(200107)13:14<1053::AID-ADMA1053>3.0.CO

[4]

2-7

[5] Highly soluble [1]benzothieno[3,2-b]benzothiophene (BTBT) derivatives for high-performance, solution-processed organic field-effect transistors [J].

Ebata, Hideaki ;

Izawa, Takafumi ;

Miyazaki, Eigo ;

Takimiya, Kazuo ;

Ikeda, Masaaki ;

Kuwabara, Hirokazu ;

Yui, Tatsuto .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (51) :15732-+

[6] Structure-activity relationship for aryl and heteroaryl boronic acid inhibitors of hormone-sensitive lipase [J].

Ebdrup, S ;

Jacobsen, P ;

Farrington, AD ;

Vedso, P .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (06) :2305-2312

[7] Semiconductors for organic transistors [J].

Facchetti, Antonio .

MATERIALS TODAY, 2007, 10 (03) :28-37

[8] The path to ubiquitous and low-cost organic electronic appliances on plastic [J].

Forrest, SR .

NATURE, 2004, 428 (6986) :911-918

[9]

Frisch M, 2015, Gaussian 09, revision a 02

[10] Synthesis of thiophene-pyrrole mixed oligomers end-capped with hexyl group for field-effect transistors [J].

Fujii, Mika ;

Nishinaga, Tohru ;

Iyoda, Masahiko .

TETRAHEDRON LETTERS, 2009, 50 (05) :555-558

← 1 2 3 4 →