Palladium-catalyzed Direct Arylation Approach to Synthesize Naphthalene Bisimide-based Low-band-gap Polymers

被引：36

作者：

Nakabayashi, Kazuhiro ^{[1
]}

Mori, Hideharu ^{[1
]}

机构：

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

来源：

CHEMISTRY LETTERS | 2013年 / 42卷 / 07期

关键词：

PI-CONJUGATED POLYMERS; HIGH-PERFORMANCE; SOLAR-CELLS; TRANSISTORS; POLY(3-HEXYLTHIOPHENE); POLYCONDENSATION; POLYMERIZATION; COPOLYMERS;

D O I：

10.1246/cl.130201

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A naphthalene bisimide (NBI)-based donor-acceptor (D-A) alternating low-band-gap polymer, which is an electron-transporting material, was successfully synthesized by palladium-catalyzed direct arylation. The obtained polymer had a relatively high molecular weight (M-n = 10000, M-w/M-n = 1.63), and H-1 NMR analysis demonstrated that there were no structural defects.

引用

页码：717 / 718

页数：2

共 19 条

[1] Synthesis of 5-Alkyl[3,4-c]thienopyrrole-4,6-dione-Based Polymers by Direct Heteroarylation [J].

Berrouard, Philippe ;

Najari, Ahmed ;

Pron, Agnieszka ;

Gendron, David ;

Morin, Pierre-Olivier ;

Pouliot, Jean-Remi ;

Veilleux, Justine ;

Leclerc, Mario .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (09) :2068-2071

[2] Processable Low-Bandgap Polymers for Photovoltaic Applications [J].

Boudreault, Pierre-Luc T. ;

Najari, Ahmed ;

Leclerc, Mario .

CHEMISTRY OF MATERIALS, 2011, 23 (03) :456-469

[3] Pd-Catalysed Direct Arylation Polymerisation for Synthesis of Low-Bandgap Conjugated Polymers and Photovoltaic Performance [J].

Chang, Shu-Wei ;

Waters, Huw ;

Kettle, Jeff ;

Kuo, Zi-Rui ;

Li, Chun-Han ;

Yu, Chin-Yang ;

Horie, Masaki .

MACROMOLECULAR RAPID COMMUNICATIONS, 2012, 33 (22) :1927-1932

[4] Synthesis and Characterization of Thiophene-Containing Naphthalene Diimide n-Type Copolymers for OFET Applications [J].

Durban, Matthew M. ;

Kazarinoff, Peter D. ;

Luscombe, Christine K. .

MACROMOLECULES, 2010, 43 (15) :6348-6352

[5]

Gtines S., 2007, Chemical Reviews, V107, P1324

[6] Thieno[3,4-c]pyrrole-4,6-dione-Based Polymer Semiconductors: Toward High-Performance, Air-Stable Organic Thin-Film Transistors [J].

Guo, Xugang ;

Ponce Ortiz, Rocio ;

Zheng, Yan ;

Kim, Myung-Gil ;

Zhang, Shiming ;

Hu, Yan ;

Lu, Gang ;

Facchetti, Antonio ;

Marks, Tobin J. .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (34) :13685-13697

[7] High-Mobility Ambipolar Transistors and High-Gain Inverters from a Donor-Acceptor Copolymer Semiconductor [J].

Kim, Felix Sunjoo ;

Guo, Xugang ;

Watson, Mark D. ;

Jenekhe, Samson A. .

ADVANCED MATERIALS, 2010, 22 (04) :478-+

[8] Synthesis of Poly(4,4-dialkyl-cyclopenta[2,1-b:3,4-b′]dithiophene-alt-2,1,3-benzothiadiazole) (PCPDTBT) in a Direct Arylation Scheme [J].

Kowalski, Sebastian ;

Allard, Sybille ;

Scherf, Ullrich .

ACS MACRO LETTERS, 2012, 1 (04) :465-468

[9] Single step reductive polymerization of functional 3,4-propylenedioxythiophenes via direct C-H arylation catalyzed by palladium acetate [J].

Kumar, Anshu ;

Kumar, Anil .

POLYMER CHEMISTRY, 2010, 1 (03) :286-288

[10] Overview of the Mechanistic Work on the Concerted Metallation-Deprotonation Pathway [J].

Lapointe, David ;

Fagnou, Keith .

CHEMISTRY LETTERS, 2010, 39 (11) :1119-1126

← 1 2 →