Synthesis of novel chiral l-leucine grafted PEDOT derivatives with excellent electrochromic performances

Dufen Hu, Baoyang Lu, Xuemin Duan*, Jingkun Xu, Long Zhang, Kaixin Zhang, Shimin Zhang, Shijie Zhen

*Corresponding author for this work

Research output: Contribution to journalArticle

27 Citations (Scopus)

Abstract

Two amino acid-functionalized poly(3,4-ethylenedioxythiophene) (PEDOT) derivatives, poly(N-(tert-butoxycarbonyl)-l-leucyl(3,4-ethylenedioxythiophene- 2′-yl)methylamide) (PEDOT-Boc-Leu) and poly(l-leucyl(3,4- ethylenedioxythiophene-2′-yl)methylamide) (PEDOT-Leu) were synthesized electrochemically via potentiostatic polymerization of corresponding monomers N-(tert-butoxycarbonyl)l-leucyl(3,4-ethylenedioxythiophene-2′-yl) methylamide (EDOT-Boc-Leu) and l-leucyl(3,4-ethylenedioxythiophene-2′-yl) methylamide (EDOT-Leu), which were synthesized by grafting Boc-l-leucine and l-leucine into a 3,4-ethylenedioxythiophene (EDOT) side chain. The electrochemical behaviors, structural characterization, circular dichroism, spectroscopic properties, surface morphology, electrochromic properties and thermal stabilities of PEDOT-Boc-Leu and PEDOT-Leu films were systematically investigated. These l-leucine grafted PEDOT derivatives displayed excellent reversible redox activities, rough and compact surface, and good thermal stability. The circular dichroism spectra suggested the chirality of these polymers. Importantly, the introduction of the l-leucine group enhanced the electrochromic properties of PEDOT and resulted in high contrast ratios (ΔT% = 49% at 600 nm for PEDOT-Boc-Leu) and high coloration efficiencies (431 cm2 C-1 at 960 nm for PEDOT-Leu). Satisfactory results implied that the obtained polymer films can probably be further developed in various applications, such as electrochromic devices, optical displays and chiral recognition.

Original languageEnglish
Pages (from-to)35597-35608
Number of pages12
JournalRSC Advances
Volume4
Issue number67
DOIs
Publication statusPublished - 2014
Externally publishedYes

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  • Cite this

    Hu, D., Lu, B., Duan, X., Xu, J., Zhang, L., Zhang, K., ... Zhen, S. (2014). Synthesis of novel chiral l-leucine grafted PEDOT derivatives with excellent electrochromic performances. RSC Advances, 4(67), 35597-35608. https://doi.org/10.1039/c4ra05075d