Low-Cost Synthesis and Physical Characterization of Thieno[3,4-c]pyrrole-4,6-dione-Based Polymers

被引：84

作者：

Berrouard, Philippe ^{[1
]}

Dufresne, Stephane ^{[1
]}

Pron, Agnieszka ^{[1
]}

Veilleux, Justine ^{[1
]}

Leclerc, Mario ^{[1
]}

机构：

[1] Univ Laval, Dept Chem, Canada Res Chair Electroact & Photoact Polymers, Quebec City, PQ G1V 0A6, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 18期

基金：

加拿大自然科学与工程研究理事会;

关键词：

OPEN-CIRCUIT VOLTAGE; SOLAR-CELLS; DIRECT ARYLATION; EFFICIENT;

D O I：

10.1021/jo301512e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The improved synthesis of thieno[3,4-c]pyrrole-4,6-dione (TPD) monomers, including Gewald thiophene ring formation, a Sandmeyer-type reaction, and neat condensation with an amine, is presented. This protocol enables faster, cheaper, and more efficient preparation of TPD units in comparison to traditional methods. Furthermore, a series of TPD homo- and pseudohomopolymers bearing various alkyl chains was synthesized via a direct heteroarylation polymerization (DHAP) procedure. UV-visible absorption and powder X-ray diffraction measurements revealed the relationship between the ratio of branched to linear alkyl chains and the optoelectronic properties of the polymers as well as their packing in the solid state.

引用

页码：8167 / 8173

页数：7

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