Thienothiophene-Based Organic Porous Polymers Combining Different Linkers and Functional Groups: Design, Synthesis, Photophysical, and Charge Transport Properties

IF 2.7 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-07-14 DOI:10.1002/ajoc.202500339

Melis Unal, Recep Isci, Ilknur Demirtas, Erdal Ertas, Rajendra Prasad Paitandi, Wakana Matsuda, Shu Seki, Turan Ozturk

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Abstract

Organic covalent frameworks (COFs) are essential for various applications, including solar cells, capacitors, hydrogen production, cancer therapy, bacterial treatment, chemical sensors, and light-emitting diodes. This study presents the design and synthesis of novel conjugated triazine-type porous polymers (P1–P6) and their conjugated monomers (M1--M6), incorporating thienothiophene (TT) rings as π-bridges, along with cyanophenyl, phenyl, and heptyl as different functional groups, and triphenylamine (TPA), tetraphenylethylene (TPE), and carbazole (Cbz) as linkers. The polymers were synthesized via acid-catalyzed trimerization. Photo-injected charge carriers of the polymers and impact of molecular doping on the conductivities with iodine doping were analyzed. The highest photoconductivity, φ∑μ, reached 2.4 × 10⁻⁸ m² V⁻¹ s⁻¹ when doped with I₂ for the heptyl chain-substituted P6 (Cbz-linkage) among the analyzed porous polymers.

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结合不同连接剂和官能团的噻吩基有机多孔聚合物：设计、合成、光物理和电荷输运性质

有机共价框架（COFs）在各种应用中都是必不可少的，包括太阳能电池、电容器、制氢、癌症治疗、细菌治疗、化学传感器和发光二极管。以噻吩（TT）环为π桥，以三苯基、苯基和庚基为不同官能团，以三苯胺（TPA）、四苯基乙烯（TPE）和咔唑（Cbz）为连接剂，设计合成了新型共轭三嗪型多孔聚合物（P1-P6）及其共轭单体（M1- M6）。通过酸催化三聚反应合成了该聚合物。分析了聚合物的光注入载流子以及分子掺杂对聚合物电导率的影响。当掺杂I2时，所分析的多孔聚合物的庚基链取代P6 （cbz -键）的光电导率最高，φ∑μ达到2.4 × 10−8 m2 V−1 s−1。

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.