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Synthesis and electropolymerization of a new ion sensitive ethylenedioxy-substituted terthiophene monomer bearing a quinoxaline moiety
Date
2012-07-15
Author
Carbas, Buket Bezgin
Kivrak, Arif
Zora, Metin
Önal, Ahmet Muhtar
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Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License
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A new terthienyl based fluorescent polymer bearing pendant quinoxaline moieties directly attached to the 3-positions of the central thiophene ring was synthesized by electrochemical polymerization of 4-(2,5-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiophen-3-yl)Pyrrolo[1,2-a]quinoxaline (EE-Q). The corresponding polymer, poly(4-(2,5-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)thiophen-3-yl)pyrrolo[1,2-a]quinoxaline) P(EE-Q), was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer exhibits a reversible redox behaviour (E-p(1/2) = 0.75 V) accompanied with a reversible electrochromic behavior; brownish red in the neutral state and green in the oxidized state. The band gap value for the polymer was found to be 1.75 eV. Moreover, the sensitivity of both the monomer and its polymer towards metal cations was investigated by monitoring the change in the fluorescence intensity. Among various common ions, both the monomer and its polymer were found to be selective towards Fe3+ ions by quenching the fluorescence efficiency with a Stern-Volmer constant (K-SV) of (1.9 x 10(3) M-1) and (5.0 x 10(2) M-1) for monomer and polymer solutions, respectively.
Subject Keywords
Quinoxaline
,
Chemical sensors
,
Ion sensitivity
,
Electrochromics
,
Fluorescent polymer
,
Electrochemical polymerization
URI
https://hdl.handle.net/11511/44908
Journal
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
DOI
https://doi.org/10.1016/j.jelechem.2012.05.005
Collections
Department of Chemistry, Article
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B. B. Carbas, A. Kivrak, M. Zora, and A. M. Önal, “Synthesis and electropolymerization of a new ion sensitive ethylenedioxy-substituted terthiophene monomer bearing a quinoxaline moiety,”
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
, pp. 9–14, 2012, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/44908.