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Polymers 2018, 10(1), 23; https://doi.org/10.3390/polym10010023

Effects of Fluoro Substitution on the Electrochromic Performance of Alternating Benzotriazole and Benzothiadiazole-Based Donor–Acceptor Type Copolymers

1
Shandong Key Laboratory of Chemical Energy Storage and Novel Cell Technology, Liaocheng University, Liaocheng 252059, China
2
Dongchang College, Liaocheng University, Liaocheng 252059, China
*
Authors to whom correspondence should be addressed.
Received: 20 November 2017 / Revised: 17 December 2017 / Accepted: 22 December 2017 / Published: 25 December 2017
(This article belongs to the Special Issue Polymeric Materials for Optical Applications)
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Abstract

Two new donor–acceptor type electrochromic copolymers containing non-fluorinated and di-fluorinated benzothiadiazole analogues, namely P(TBT-TBTh) and P(TBT-F-TBTh), were synthesized successfully through chemical polymerization. Both polymers were measured by cyclic voltammetry, UV-vis spectroscopy, colorimetry and thermogravimetric analysis to study the influence of fluoro substitution on the electrochromic performance. The results demonstrated that the two polymer films displayed well-defined redox peaks in pairs during the p-type doping, and showed distinct color change from dark gray blue to light green for P(TBT-TBTh) with the band gap of 1.51 eV, and from gray blue to celandine green for P(TBT-F-TBTh) with the band gap of 1.58 eV. P(TBT-F-TBTh) presented lower highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) energy levels, and better stability than P(TBT-TBTh). It was found that the two fluorine atoms participated in not only inductive effects but also mesomeric effects in the P(TBT-F-TBTh) backbone. In addition, the polymers exhibited high optical contrasts, short response time, and favorable coloration efficiency, especially in the near infrared region. The characterization results indicated that the two reported polymers can be the potential choice as electrochromic materials. View Full-Text
Keywords: electrochromism; donor–acceptor type polymers; benzotriazole; benzothiadiazole; fluorination electrochromism; donor–acceptor type polymers; benzotriazole; benzothiadiazole; fluorination
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Zhang, Y.; Kong, L.; Ju, X.; Zhao, J. Effects of Fluoro Substitution on the Electrochromic Performance of Alternating Benzotriazole and Benzothiadiazole-Based Donor–Acceptor Type Copolymers. Polymers 2018, 10, 23.

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