Synthesis, characterization and crystal structures of new organic compounds containing cyanoacrylic acid

0451269 - FZÚ 2016 RIV NL eng J - Journal Article
Khalaji, A.D. - Mogheiseh, M. - Eigner, Václav - Dušek, Michal - Chow, T.J. - Maddahi, E.
Synthesis, characterization and crystal structures of new organic compounds containing cyanoacrylic acid.
Journal of Molecular Structure. Roč. 1098, Oct (2015), s. 318-323. ISSN 0022-2860. E-ISSN 1872-8014
R&D Projects: GA ČR(CZ) GA14-03276S
Institutional support: RVO:68378271
Keywords : organic compounds * cyanoacrylic acid * single-crystal structure analysis * dye-sensitized solar cells * density functional theory
Subject RIV: BM - Solid Matter Physics ; Magnetism
Impact factor: 1.780, year: 2015

New organic compounds, cin-aa (1) and mecin-aa (2), containing cyanoacrylic acid as an acceptor were synthesized by the reaction of cinnamaldehyde or a-methylcinnamaldehyde with cyanoaceticacid in acetonitrile. The compounds 1 and 2 were characterized by elemental analyses (CHN), FT-IR, UVeVis and 1H NMR spectroscopy, and their monoclinic centrosymmetric structures were determined by single crystal X-ray diffraction. In addition, they were tested for their potential use as photosensitizers in dyesensitized solar cells (DSSC). Overall conversion efficiencies of 1 and 2 were determined as 0.04 and 0.09, respectively, under full sunlight irradiation. To get further insight into the molecular structure of 1 and 2, their geometry and energies of HOMO and LUMO were optimized by density functional theory calculation at the B3LYP/6-31G(d) level with Gaussian 03.
Permanent Link: http://hdl.handle.net/11104/0252443