Diketopyrrolopyrrole based molecular semiconductors with intrinsic conductivity

IF 4 3区材料科学 Q2 MATERIALS SCIENCE, MULTIDISCIPLINARY

Synthetic Metals Pub Date : 2024-06-09 DOI:10.1016/j.synthmet.2024.117678

Lewis M. Cowen , Megan M. Westwood , Pauline M.F. Kasongo-Ntumba , Irena Nevjestic , Peter A. Gilhooly-Finn , Sandrine Heutz , Oliver Fenwick , Bob C. Schroeder

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引用次数: 0

Abstract

Intrinsically conducting diketopyrrolopyrrole (DPP) compounds functionalised with pendant quaternary ammonium groups have been synthesised. The hydroxide forms were found to be the product of base hydrolysis of the DPP amide during synthesis, likely made possible by restricted resonance. This gave mixed chemical compositions of solutions and conductive films formed by drop-casting. Chemical decomposition of the hydrolysed compounds was also observed at temperatures above 85 °C. Conductivities of approximately 3 × 10⁻⁴ S m⁻¹ were observed in processed films of DPP ammonium hydroxides. It was also found that trifluoroacetic acid (TFA) DPP precursors gave clear electron paramagnetic resonance (EPR) signals indicative of doping and exhibited conductivities one order of magnitude larger than the hydroxides. This opens the possibility of using ammonium TFAs as moieties for doping organic semiconductors.

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具有内在导电性的基于二酮吡咯并吡咯的分子半导体

我们合成了具有本征传导性的二乙吡咯并吡咯（DPP）化合物，该化合物带有官能化的季铵盐基团。在合成过程中，发现氢氧化物形式是 DPP 氨基酸碱水解的产物，这可能是通过限制共振实现的。这使得溶液和通过滴铸形成的导电薄膜具有混合的化学成分。在 85 °C 以上的温度下，还观察到水解化合物的化学分解。在 DPP 铵氢氧化物的加工薄膜中观察到的导电率约为 3 × 10-4 S m-1。研究还发现，三氟乙酸 (TFA) DPP 前体可产生明显的电子顺磁共振 (EPR) 信号，表明存在掺杂现象，其电导率比氢氧化物大一个数量级。这为使用 TFA 铵作为掺杂有机半导体的分子提供了可能性。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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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.