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热致可交联多苯乙烯基封端三苯胺和四苯乙烯衍生物的电致荧光变色切换

Electrofluorochromic Switching of Heat-Induced Cross-Linkable Multi-Styryl-Terminated Triphenylamine and Tetraphenylethylene Derivatives.

作者信息

Chin Kang Le Osmund, Ong Pin Jin, Zhu Qiang, Xu Jianwei, Chua Ming Hui

机构信息

Institute of Sustainability for Chemicals, Energy and Environment (ISCE2), Agency for Science, Technology and Research (A*STAR), 1 Pesek Road, Jurong Island, Singapore 627833, Singapore.

Institute of Materials Research and Engineering (IMRE), Agency for Science, Technology and Research (A*STAR), 2 Fusionopolis Way, Innovis, #08-03, Singapore 138634, Singapore.

出版信息

Molecules. 2024 May 16;29(10):2340. doi: 10.3390/molecules29102340.

Abstract

High-performance electrochromic (EC) and electrofluorochromic (EFC) materials have garnered considerable interest due to their diverse applications in smart windows, optoelectronics, optical displays, military camouflage, etc. While many different EC and EFC polymers have been reported, their preparation often requires multiple steps, and their polymer molecular weights are subjected to batch variation. In this work, we prepared two triphenylamine (TPA)-based and two tetraphenylethylene (TPE)-based derivatives functionalized with terminal styryl groups via direct Suzuki coupling with (4-vinylphenyl)boronic acid and vinylboronic acid pinacol ester. The two novel TPE derivatives exhibited green-yellow aggregation-induced emission (AIE). The EC and EFC properties of pre- and post-thermally treated derivatives spin-coated onto ITO-glass substrates were studied. While all four derivatives showed modest absorption changes with applied voltages up to +2.4 V, retaining a high degree of optical transparency, they exhibited obvious EFC properties with the quenching of blue to yellow fluorescence with I contrast ratios of up to 7.0. The findings therefore demonstrate an elegant approach to preparing optically transparent, heat-induced, cross-linkable styryl-functionalized EFC systems.

摘要

高性能电致变色(EC)和电致荧光变色(EFC)材料因其在智能窗户、光电子学、光学显示器、军事伪装等领域的多样应用而备受关注。虽然已经报道了许多不同的EC和EFC聚合物,但其制备通常需要多个步骤,且聚合物分子量存在批次差异。在这项工作中,我们通过与(4-乙烯基苯基)硼酸和乙烯基硼酸频哪醇酯直接进行铃木偶联反应,制备了两种基于三苯胺(TPA)和两种基于四苯乙烯(TPE)的末端苯乙烯基官能化衍生物。这两种新型TPE衍生物表现出绿黄色聚集诱导发光(AIE)特性。研究了旋涂在ITO玻璃基板上的热处理前后衍生物的EC和EFC性能。虽然所有四种衍生物在施加高达+2.4 V的电压时都表现出适度的吸收变化,保持了高度的光学透明度,但它们在蓝色到黄色荧光猝灭时表现出明显的EFC特性,对比度高达7.0。因此,这些发现展示了一种制备光学透明、热诱导、可交联的苯乙烯基官能化EFC体系的巧妙方法。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/dc13/11123742/f4a10fced11d/molecules-29-02340-sch001.jpg

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