Synthesis, experimental and computational spectroscopic investigations of third-order nonlinear optical material (E)-N′-(benzo[d][1,3]dioxol-5-ylmethylene)benzohydrazide

An organic nonlinear optical material (E)-N'-(benzo[d][1,3]dioxol-5-ylmethylene) benzohydrazide (BDMB) has been successfully synthesized and characterized using spectroscopic techniques. Vibrational analysis has been carried out with the help of potential energy distributions to identify the functional groups. The C-13 and H-1-NMR chemical shift values are in good agreement with the theoretical results. Intramolecular stabilization by donor-acceptor interactions could be witnessed through natural bond orbital analysis. The one-electron excitation from the conduction band to the valence band was expressed by pi-pi* transition at 324nm. The energy gap (3.96 eV) is calculated from the optical spectrum which explains the charge transfer mechanism of BDMB. The hyperpolarizability of the BDMB molecule is 30.8538 x 10(-30) esu, which is 82 times greater than that of urea (beta(0) = 0.3728 x 10(-30) esu). The third-order nonlinear absorption coefficient (13) and nonlinear refractive index (n(2)) are calculated to be 6.24 x 10(-5) cm W-1 and 1.19 x 10(-9) cm(2) W-1, respectively. Based on these points, BDMB can be projected with nonlinear properties for realizing new applications.