Two poly (2,5-thienythiazolothiazole)s: Observation of spontaneous ordering in thin films

被引：47

作者：

Naraso ^{[1
]}

Wudl, Fred ^{[1
]}

机构：

[1] Univ Calif Santa Barbara, Dept Chem & Biochem, Ctr Polymers & Organ Solids, Dept Mat, Santa Barbara, CA 93106 USA

来源：

MACROMOLECULES | 2008年 / 41卷 / 09期

关键词：

D O I：

10.1021/ma071857k

中图分类号：

O63 [高分子化学（高聚物）];

学科分类号：

070305 ; 080501 ; 081704 ;

摘要：

The synthesis and properties of two new polymers based on thiazolothiazole are described. The polymers dissolve in common organic solvents such as chloroform and chlorobenzene. Their molecular weights are in the kDa range with polydispersities on the order of 1.1-1.3 as determined by GPC. The X-ray crystal structure of one monomer was determined. Interplanar pi-pi interaction and short S center dot center dot center dot N contacts (3.20 angstrom) were observed in the crystal. The monomers and polymers strongly fluoresce in Solution. Their quantum yields range from 23 to 55% relative to 9,10-diphenylanthracene and rhodamine B. Contrary to expected polymer behavior, the polymers are unusual in that they self-assemble upon drop-casting. The thin films of polymers exhibited sharp reflection peaks in the low-angle region in XRD measurement, indicating a highly ordered assembly.

引用

页码：3169 / 3174

页数：6

共 10 条

[1] Non-equilibrium effects on electronic transport in organic field effect transistors [J].

Andersson, Lars Mattias ;

Inganaes, Olle .

ORGANIC ELECTRONICS, 2007, 8 (04) :423-430

[2] n-Type organic field-effect transistors with very high electron mobility based on thiazole oligomers with trifluoromethylphenyl groups [J].

Ando, S ;

Murakami, R ;

Nishida, J ;

Tada, H ;

Inoue, Y ;

Tokito, S ;

Yamashita, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (43) :14996-14997

[3] High performance n-type organic field-effect transistors based on π-electronic systems with trifluoromethylphenyl groups [J].

Ando, S ;

Nishida, JI ;

Tada, H ;

Inoue, Y ;

Tokito, S ;

Yamashita, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (15) :5336-5337

[4] Synthesis of chromophores with extremely high electro-optic activity. 1. Thiophene-bridge-based chromophores [J].

He, MQ ;

Leslie, TM ;

Sinicropi, JA .

CHEMISTRY OF MATERIALS, 2002, 14 (11) :4662-4668

[5] THIAZOLOTHIAZOLES .2. PARENT HETEROCYCLE AND ITS CARBOXYLIC AND AMINO DERIVATIVES [J].

JOHNSON, JR ;

ROTENBER.DH ;

KETCHAM, R .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1970, 92 (13) :4046-&

[6] Liquid-crystalline semiconducting polymers with high charge-carrier mobility [J].

Mcculloch, I ;

Heeney, M ;

Bailey, C ;

Genevicius, K ;

Macdonald, I ;

Shkunov, M ;

Sparrowe, D ;

Tierney, S ;

Wagner, R ;

Zhang, WM ;

Chabinyc, ML ;

Kline, RJ ;

Mcgehee, MD ;

Toney, MF .

NATURE MATERIALS, 2006, 5 (04) :328-333

[7] Novel thiophene-thiazolothiazole copolymers for organic field-effect transistors [J].

Osaka, Itaru ;

Sauve, Genevieve ;

Zhang, Rui ;

Kowalewski, Tomasz ;

McCullough, Richard D. .

ADVANCED MATERIALS, 2007, 19 (23) :4160-+

[8] Low-temperature, solution-processed, high-mobility polymer semiconductors for thin-film transistors [J].

Pan, Hualong ;

Li, Yuning ;

Wu, Yiliang ;

Liu, Ping ;

Ong, Beng S. ;

Zhu, Shiping ;

Xu, Gu .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (14) :4112-+

[9] Synthesis and electroluminescent properties of copolymers based on fluorene and 2,5-di(2-hexyloxyphenyl)thiazolothiazole [J].

Peng, Q ;

Peng, JB ;

Kang, ET ;

Neoh, KG ;

Cao, Y .

MACROMOLECULES, 2005, 38 (17) :7292-7298

[10] New coplanar (ABA)n-type donor-acceptor π-conjugated copolymers constituted of alkylthiophene (unit A) and pyridazine (unit B):: Synthesis using hexamethylditin, self-organized solid structure, and optical and electrochemical properties of the copolymers [J].

Yasuda, T ;

Sakai, Y ;

Aramaki, S ;

Yamamoto, T .

CHEMISTRY OF MATERIALS, 2005, 17 (24) :6060-6068

← 1 →