Experimental and Theoretical Approaches for the Characterization of the Novel ((Ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(4,1-phenylene) Diacrylate Molecule

Authors : Uğur Soykan, Sedat Çetin, Gurcan Yildirim

Pages : 17-31

View : 19 | Download : 8

Publication Date : 2020-09-15

Article Type : Research

Abstract :This multidisciplinary study deals with not only the synthesis of the novel ((ethane-1,2-diylbis(azanediyl))bis(carbonyl))bis(4,1-phenylene) diacrylate (ABCEDA) molecule but also the experimental and theoretical (with DFT and HF methods) characterization of the title compound for the first time. The experimental results obtained from FT-IR and 1H-NMR verified that the title novel molecule was synthesized without any impurities and the reaction yield was about 68 wt%. DSC melting temperature and crystallization temperature belonging to the studied molecule were found to be 335 °C and 226 °C, respectively. As for molecular geometric properties, there was little deviation on the calculated bond angles and bond lengths of the compound. Both bond angles and bond lengths computed from DFT method were slightly greater than the results obtained from the HF method due to the fact that the electron correlation coefficients were taken into account in DFT method. The optical band gap energy of the compound was computed to be about 0.3904 a.u. (10.6233 eV), conforming that the molecule had low electronic donor ability. Moreover, MEP analysis showed that the molecule possessed the possible sites for the electrophilic and nucleophilic attacks. Furthermore, the negative ESP spread over mostly on the oxygen atom whereas the positive ESP was located on the rest of the molecule.
Keywords : ethane-1-2-diylbis(azanediyl))bis(carbonyl))bis(4-1-phenylene) diacrylate, , DFT and HF methods, HOMO-LUMO, MEP and ESP maps