Synthesis and Third-Order Nonlinear Optical Properties of Fluorinated Aromatic Chalcone Derivatives
Four novel chalcone derivatives were synthesized:1-(2,3-difluorophenyl)-3-(3-chloro thiophene-2-yl)-2-propene-1-ketone(0208#),1-(2,4-difluorophenyl)-3-(5-phenylthiophene-2-yl)-2-propene-1-ketone(0809#),1-(2,3-difluorophenyl)-3-(5-phenylthiophene-2-yl)-2-propene-1-ketone(0808#),1-(2,6-difluorophenyl)-3-(5-phenylthiophene-2-yl)-2-propene-1-ketone(0812#).The structures and properties of the compounds were characterized by 1 H NMR,13 C NMR,liquid chromatography-mass spectrometry,ultraviolet-visible spectrum(UV-Vis)absorption spectrum,fluorescence emission(EM)spectrum and Z-scanning technique.The energy and polarizability of the highest occupied molecular orbitals(HOMO)and the lowest unoccupied molecular orbital(LUMO)of the four compounds were obtained by density functional theory,and significant intramolecular charge transfer was found from orbital electron cloud images.The combination of large π-conjugation and charge transfer makes the four aryl chalcone derivatives exhibit good nonlinear optical properties.They can be used as useful candidates for nonlinear absorption(NLA)and have potential applications.
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