Kung Yu-Ruei, Cao Sin-Yun, Hsiao Sheng-Huei
Department of Chemical Engineering and Biotechnology, Tatung University, Taipei 10452, Taiwan.
Department of Chemical Engineering and Biotechnology, National Taipei University of Technology, Taipei 10608, Taiwan.
Polymers (Basel). 2020 Nov 24;12(12):2777. doi: 10.3390/polym12122777.
A new electroactive monomer with two 2,5-di(2-thienyl)pyrrole (SNS) units and one diphenylpyrenylamine (DPPA) subunit, namely ,-bis(4-(2,5-di(2-thienyl)-1-pyrrol-1-yl)-phenyl)-1-aminopyrene (DPPA-2SNS), was synthesized from 1,4-di-(2-thienyl)butane-1,4-dione with ,-di(4-aminophenyl)-1-aminopyrene through the Paal-Knorr condensation reaction. Visible and near-infrared (NIR) electrochromic polymer films could be facilely generated on the ITO-glass surface by the electrochemical polymerization of DPPA-2SNS in an electrolyte solution. The electro-synthesized polymer films exhibit multi-staged redox processes and multi-colored anodic electrochromic behavior. A multi-colored electrochromism, with yellowish orange, greyish blue, and purplish black colors, was observed in the polymer film by applying a positive potential. The polymer films exhibit reasonable coloration efficiency, fast response time, and good cycling stability, especially when switched between neutral and the first oxidation states. For comparison, -(1-pyrenyl)-2,5-di(2-thienyl)pyrrole (Py-SNS) was also prepared and characterized with electrochemical and electro-optical properties.
一种新型电活性单体，含有两个2,5-二（2-噻吩基）吡咯（SNS）单元和一个二苯基芘胺（DPPA）亚基，即α,ω-双（4-（2,5-二（2-噻吩基）-1-吡咯-1-基）-苯基）-1-氨基芘（DPPA-2SNS），由1,4-二（2-噻吩基）丁烷-1,4-二酮与α,ω-二（4-氨基苯基）-1-氨基芘通过帕尔-克诺尔缩合反应合成。通过在电解质溶液中对DPPA-2SNS进行电化学聚合，可在ITO玻璃表面轻松生成可见和近红外（NIR）电致变色聚合物薄膜。电合成的聚合物薄膜表现出多步氧化还原过程和多色阳极电致变色行为。通过施加正电位，在聚合物薄膜中观察到了多色电致变色现象，呈现出橙黄色、灰蓝色和紫黑色。该聚合物薄膜具有合理的着色效率、快速响应时间和良好的循环稳定性，特别是在中性和第一氧化态之间切换时。作为对比，还制备了α-（1-芘基）-2,5-二（2-噻吩基）吡咯（Py-SNS），并对其电化学和电光性质进行了表征。
