Design and synthesis of 9, 9‐dioctyl‐9H‐fluorene based electrochromic polymers. Issue 3 (22nd October 2015)

• Record Type: Journal Article
• Authors: Jiang, Qinglin; Zhen, Shijie; Mo, Daize; Lin, Kaiwen; Ming, Shouli; Wang, Zhipeng; Liu, Congcong; Xu, Jingkun; Yao, Yuanyuan; Duan, Xuemin; Zhu, Danhua; Shi, Hui
• Is Part Of: Journal of polymer science. Volume 54:Issue 3(2016)
• Page Start: 325
• Page End: 334
• Publication Date: 2015-10-22
• Subjects: conducting polymers -- copolymerization -- electrochemical polymerization -- electrochemistry -- electrochromics -- P(EDOT‐F‐EDOT) -- spectroelectrochemistry; 547
• DOI: 10.1002/pola.27935
• Languages: English
• ISSNs: 0887-624X

Abstract

ABSTRACT: Two novel heterocycle‐fluorene‐heterocycle monomers, 2, 2′‐(9, 9‐dioctyl‐9H‐fluorene‐2, 7‐diyl)dithiophene (Th‐F‐Th) and 5, 5′‐(9, 9‐dioctyl‐9H‐fluorene‐2, 7‐diyl)bis(2, 3‐dihydrothieno[3, 4‐b][1, 4]dioxine) (EDOT‐F‐EDOT), were synthesized via Stille coupling reaction and electropolymerized to form corresponding polymers P(Th‐F‐Th) and P(EDOT‐F‐EDOT). Furthermore, the optoelectronic properties of the obtained monomers and polymers were explored using cyclic voltammetry (CV), UV–vis, and emission spectra and in situ spectroelectrochemical techniques. The band gap values of monomers calculated by DFT were 3.75 eV for EDOT‐F‐EDOT and 4.03 eV for Th‐F‐Th, while that of P(EDOT‐F‐EDOT) and P(Th‐F‐Th) were brought down to 1.70 and 2.10 eV, respectively. Both polymers exhibited excellent redox activity and electrochromic performance. P(EDOT‐F‐EDOT) exhibited a maximum optical contrast of 25.8% at 500 nm in visible region with a response time of 1.2 s. In addition, the coloration efficiency of P(EDOT‐F‐EDOT) was calculated to be 220 cm 2 C −1 . © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem.2016, 54, 325–334 Abstract : The synthesis and electropolymerization performances of several Th/EDOT end‐capped fluorene monomers were comprehensively reported. The electrochemical and optoelectronic performances of corresponding polymers were systematically evaluated. P(EDOT‐F‐EDOT) revealed good electrochemical behavior and favorable electrochromic performance, such as fast response time (0.6 s) and high coloration efficiency (CE; 220 cm 2 /C).