Third order nonlinear optical properties of selected fluorinated chalcone derivatives

摘要

Two new chalcone derivatives with trifluoromethoxy (TFMO) and trifluoromethyl (TFM) have been successfully synthesized via Claisen-Schmidt condensation method with molecular formula of C16H10F4O2 and C16H10F4O, respectively. The crystals were characterized using IR, NMR (H-1 and C-13) and UV-Vis methods to elucidate the physical properties of the compounds. Single crystal X-ray diffraction investigation reveals that both compounds exhibit intermolecular C-H center dot center dot center dot pi interactions and short F center dot center dot center dot F contacts. These are further supported by Hirshfeld surface analysis with C center dot center dot center dot H/H center dot center dot center dot C and F center dot center dot center dot F interactions percentage of 25.9/17.7% in TFMO and 32.8/15.5% in TFM, respectively. The calculated geometrical parameters and vibrational assignments at DFT/6-311++G(d,p) level shows a good agreement with the experimental results. UV-Vis analysis shows band gap of 3.54 and 3.64 eV for TFMO and TFM, respectively. Good value of chi(3) measured from z-scan technique in the order of 10(-7) esu under continuous wave excitation shows that the system of TFMO and TFM as potential NLO materials.