Further investigation of intramolecular H-bonding in benzimidazole and EDOT containing monomer

Date

2013-03-15

Author

Nurioglu, Ayda Goycek
Akpinar, Hava
Kanik, Fulya Ekiz
Toffoli, Daniele
Toppare, Levent Kamil

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Density functional theory (OFT) calculations of the relative stabilities and harmonic vibrational spectra of four different conformers of 4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)-2-phenyl-1H-benzo[d] imidazole (BlmBEd) are presented and compared with experimental IR data. BlmBEd, containing phenyl substituted benzimidazole as the acceptor and 3,4-ethylenedioxythiophene (EDOT) as the donor unit, was electrochemically polymerized in different pH media earlier. Electronic states of nitrogen in benzimidazole unit of synthesized polymeric films were analyzed via X-ray photoelectron spectroscopy. Both DFT and XPS results suggest the presence of an intramolecular H-bond between the amine of the imidazole and the oxygen of the EDOT molecules. Additionally, the quantity of the H-bond can be controlled via treatment of an acid (trifloroacetic acid) and a base (sodium hydroxide) as we stated in our previous study.

Subject Keywords

Analytical Chemistry, Electrochemistry, General Chemical Engineering

URI

https://hdl.handle.net/11511/35451

Journal

JOURNAL OF ELECTROANALYTICAL CHEMISTRY

DOI

https://doi.org/10.1016/j.jelechem.2013.01.004

Collections

Department of Chemistry, Article

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Citation Formats

A. G. Nurioglu, H. Akpinar, F. E. Kanik, D. Toffoli, and L. K. Toppare, “Further investigation of intramolecular H-bonding in benzimidazole and EDOT containing monomer,” JOURNAL OF ELECTROANALYTICAL CHEMISTRY, pp. 23–27, 2013, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/35451.