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.

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

TOFFOLI, DANIELE;
2013

Abstract

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.
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11368/2870448
 Attenzione

Attenzione! I dati visualizzati non sono stati sottoposti a validazione da parte dell'ateneo

Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 5
  • ???jsp.display-item.citation.isi??? 5
social impact