Synthesis and electropolymerization of a new ion sensitive ethylenedioxy-substituted terthiophene monomer bearing a quinoxaline moiety

2012-07-15
Carbas, Buket Bezgin
Kivrak, Arif
Zora, Metin
Önal, Ahmet Muhtar
Show full item record
Creative Commons License
This work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.
170
views
0
downloads
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.
Quinoxaline, Chemical sensors, Ion sensitivity, Electrochromics, Fluorescent polymer, Electrochemical polymerization
https://hdl.handle.net/11511/44908
JOURNAL OF ELECTROANALYTICAL CHEMISTRY
Department of Chemistry, Article

Suggestions

Synthesis of a novel fluorescent and ion sensitive monomer bearing quinoxaline moieties and its electropolymerization
Carbas, Buket Bezgin; KIVRAK, Arif; Zora, Metin; Önal, Ahmet Muhtar (Elsevier BV, 2011-05-01)
A novel 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-dithiophen-2-yl)thiophen-3-yl)pyrrolo[1,2-a]quinoxaline (TT-Q). The corresponding polymer was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer exhibits a reversible redox behavior (Ep(1/2) = 1.05 V) accompanied with a reversible electrochromic behavior; yellowish orange ...
Synthesis and characterization of a polybenzoxazine from a difunctional amine and a trifunctional phenol
Kaya, Şafak; Tinçer, Teoman; Department of Polymer Science and Technology (2009)
Synthesis of a polymer with benzoxazine units in the main chain backbone by a trifunctional phenol, a difunctional amine, and paraformaldehyde was achieved. Thermal, mechanical and spectroscopic characterization and the viscosity properties of the synthesized polymer were studied. In the first step of this study, a fast and feasible method for the synthesis of the benzoxazine precursors was developed since some methods mentioned in the literature about the synthesis of the benzoxazine derivatives last long ...
Synthesis and Characterization of a New Conducting Polymer Based on 4-(2,5-di-2-thiophen-2-yl-pyrrol-1-yl)-phthalonitrile
Yavuz, Arzu; Bezgin, Buket; Önal, Ahmet Muhtar (Wiley, 2009-12-05)
A new conducting polymer was synthesized by electrochemical polymerization of 4-(2,5-di-2-thiophen-2-yl-pyrrol-1-yl)-2-phthalonitrile (SNS-PN). Electrochemical polymerization of SNS-PN was performed in acetonitrile/0.2M LiClO4 solvent/electrolyte couple. Characterizations of the resulting polymer P(SNS-PN) were carried out by cyclic voltammetry, UV-vis, and Fourier transform infrared (FTIR) spectroscopic techniques. Spectroelectrochemical studies revealed that P(SNS-PN) has an electronic band gap of 2.45 eV...
A novel conducting polymer based on terthienyl system bearing strong electron-withdrawing substituents and its electrochromic device application
Asil Alptekin, Demet; Algı, Fatih; Önal, Ahmet Muhtar (Elsevier BV, 2008-7)
A novel conducting polymer bearing strong electron-withdrawing substituents (EWS) directly attached to the 3,4-positions of the thiophene ring was synthesized by electrochemical polymerization of diethyl 2,5-di(thiophen-2-yl)thiophene-3,4-dicarboxylate (SSS-Diester). The polymer (PSSS-Diester) was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer has a reversible redox process and demonstrates a stable electrochromic behavior: reddish orange in the neutral state, brown in the i...
Synthesis and electropolymerization of the phthaocyanines with 4-(2,5-di-2-thiophen-2-yl-pyrrol-1-yl) substituents
Yavuz, Arzu; Bezgin, Buket; Aras, Leyla; Önal, Ahmet Muhtar (2010-02-15)
Novel tetrakis (4-(2,5-di-2-thiophen-2-yl-pyrrol-1-yl)) substituted metal-free (H2Pc-SNS) and zinc phthalocyanine (ZnPc-SNS) complexes were synthesized and characterized by elemental analysis, Fourier Transform Infrared (FTIR) and UV-vis spectroscopies. The solution redox properties of these complexes were also studied by using cyclic voltammetry (CV) and differential pulse voltammetry (DPV) in dichloromethane (DCM) solution containing 0.1 M tetrabutylammonium perchlorate (TBAP) on platinum electrode. Both ...
Citation Formats
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.
METU IIS - Integrated Information Service open@metu.edu.tr