Thieno[3,2-b]thiophene flanked para-azaquinodimethane π-extended aromatic-quinoidal polymers

IF 4 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY Synthetic Metals Pub Date : 2024-09-10 DOI:10.1016/j.synthmet.2024.117751

Bharath Dyaga , Witold Waliszewski , Zhitian Ling , Sasikumar Mayarambakam , Olivier Boyron , Wojciech Pisula , Bruno Schmaltz

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Abstract

A series of thieno[3,2-b]thiophene (TT) flanked para-azaquinodimethane (p-AQM) based quinoidal conjugated polymers PAQM2TT-T, PAQM2TT-BT and PAQM3TT were designed in a strategy to extend the aromatic-quinoidal π-system. The three polymers were synthesized by Stille polycondensation, and their opto-electronic properties and device performance in field-effect transistors have been explored. From absorption spectroscopy, the polymers show low bandgaps (1.54–1.57 eV) and high HOMO energy levels. They exhibit typical p-type behavior according to the results of the characterization of the field-effect transistors with average charge carrier mobilities of 0.08 cm² V⁻¹ s⁻¹ for PAQM2TT-T, 0.12 cm² V⁻¹ s⁻¹ for PAQM2TT-BT and 0.05 cm² V⁻¹ s⁻¹ for PAM3TT. This report presents an alternative π-extended quinoidal-donor strategy to control the molecular design and properties of new p-AQM-based conjugated polymers.

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噻吩并[3,2-b]噻吩侧面对位氮杂喹啉二甲烷π-扩展芳香醌聚合物

为了扩展芳香-醌π系统，我们设计了一系列噻吩并[3,2-b]噻吩（TT）侧对位氮杂喹啉二甲烷（p-AQM）基醌类共轭聚合物 PAQM2TT-T、PAQM2TT-BT 和 PAQM3TT。通过 Stille 缩聚法合成了这三种聚合物，并对它们在场效应晶体管中的光电特性和器件性能进行了研究。从吸收光谱来看，这些聚合物显示出低带隙（1.54-1.57 eV）和高 HOMO 能级。根据场效应晶体管的表征结果，它们表现出典型的 p 型行为，PAQM2TT-T 的平均电荷载流子迁移率为 0.08 cm2 V-1 s-1，PAQM2TT-BT 为 0.12 cm2 V-1 s-1，PAM3TT 为 0.05 cm2 V-1 s-1。本报告介绍了一种替代性的 π 扩展醌-载体策略，用于控制基于 p-AQM 的新型共轭聚合物的分子设计和特性。

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来源期刊

Synthetic Metals 工程技术-材料科学：综合

CiteScore

8.30

自引率

4.50%

发文量

189

审稿时长

33 days

期刊介绍： This journal is an international medium for the rapid publication of original research papers, short communications and subject reviews dealing with research on and applications of electronic polymers and electronic molecular materials including novel carbon architectures. These functional materials have the properties of metals, semiconductors or magnets and are distinguishable from elemental and alloy/binary metals, semiconductors and magnets.