Novel π-Conjugated Polymer Based on an Extended Thienoquinoid,Chemistry of Materials

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Novel π-Conjugated Polymer Based on an Extended Thienoquinoid
Chemistry of Materials ( IF 7.2 ) Pub Date : 2018-01-11 00:00:00 , DOI: 10.1021/acs.chemmater.7b04592
Yunhao Cai ₁ , Xiaonan Xue ₁ , Guangchao Han ₂ , Zhaozhao Bi ₃ , Bingbing Fan ₁ , Tao Liu ₁ , Dongjun Xie ₄ , Lijun Huo ₁ , Wei Ma ₃ , Yuanping Yi ₂ , Chuluo Yang ₄ , Yanming Sun ₁

Affiliation

With a fused terthiophene, dithieno[3,4-b:2′,3′-d]thiophene (DTT) is used as a thienoquinoidal building block for conjugated polymers. However, due to its highly extended heteroarene structure, chemical synthesis of the functional DTT unit is a challenge. All known DTT-based polymer films were prepared by an electrochemical polymerization approach. In this study, we first synthesized the functional DTT monomer and DTT-based conjugated polymer, PDBT-DTT, via a typical Stille coupling reaction. With another fused thiophene ring, DTT shows increased aromatic (weaker quinoid) character compared to the thieno-[3,4-b]thiophene (TT) unit. Moreover, PDBT-DTT showed much higher photovoltaic performance as well as better thermal and photostability than its TT-based analogue (PDBT-TT). The results demonstrate that DTT is a potential quinoidal building block for constructing high-performance conjugated polymers.

中文翻译：

基于扩展的噻吩醌类化合物的新型π共轭聚合物

对于稠合的对噻吩，将二噻吩并[3,4-b：2'，3'-d]噻吩（DTT）用作共轭聚合物的噻吩喹啉结构单元。然而，由于其高度延伸的杂芳烃结构，功能性DTT单元的化学合成是一个挑战。通过电化学聚合方法制备所有已知的基于DTT的聚合物膜。在这项研究中，我们首先通过典型的Stille偶联反应合成了功能性DTT单体和基于DTT的共轭聚合物PDBT-DTT。与噻吩-[3,4-b]噻吩（TT）单元相比，DTT具有另一个稠合的噻吩环，显示出增加的芳香族（较弱的醌）特性。此外，与基于TT的类似物（PDBT-TT）相比，PDBT-DTT表现出更高的光伏性能以及更好的热稳定性和光稳定性。

更新日期：2018-01-11

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