The The Imine Bond Bridging Benzene Ring Compound Synthesis, Characterization And Photoresponse Performance Studies

The study of imine-bridged organics has been one hot spot of organic photo-responsive materials in recent years. In this dissertation, a series of works consisted of the synthesis, optoelectronic characteristics, and molecular growth controlled by electric field have been researched on the considerartion of the organic nonlinear optical function. The main cotents are summarized as follows:1. The investegated compounds were designed and synthesized in one step by the condensation reactions of salicylaldehyde derivatives and aminophenol in methanol solution. The as-synthesized compounds were characterized by FT-IR, FT-Raman and X-ray single diffraction techniques with theoretical calculations. The FT-IR and FT-Raman spectral bands were assigned to their molecular structures by a combined theoretical investigation and experimental method. The vibrational assignments show that the modes of C-H, C-C and C-N vibrations are interrupted slightly by their surroundings, and the inter- or intramolecular hydrogen bonding have great effect on their O-H vibrational modes, which present obvious spectral differences.2. The first-order hyperpolarizabilitis (β0) were calculated at B3LYP/6-31G(d) level, which reveals nonlinear optical (NLO) behaviors of the studied compounds. The results show that the values ofβ0 are influenced by their substituent group and hydrogen bonding, and N-(4-hydroxy-phenyl)-2-hydroxybenzaldehyde-imine presents the largest first-order hyperpolarizability among these studied compounds. All theβ0 values of the studied compounds are more than the one of urea, which indicates that the investigated compounds are good promising candidates of NLO materials.3. The UV-vis absorption spectroscopic experiments show that the studied compounds present good spectral absorption properties in ultraviolet region, and remain good transparent properties in visual region, which are in favour of the NLO materials of these compounds. The laser-induced cyclic voltammetric (CV) test shows that the compounds represent macroscopic photoelectric phenonmena, which demonstrates that the investigated compounds present electron-oriented transition characteristics.4. The microcosmic growth control experiments of macroscopic materials for the studied compounds are performed by direct current electric fields with a self-assembly DC equipment. The results show that the compounds represent preferential growth phenomena under proper electric fields, and the molecules can be packed directionally to gain objective macroscopic materials.In brief, the syntheses, structural charictrization and photoresponsive properties of imine-bridged benzene derivatives have been investigated by a combined experimental and theoretical method, which indicates the compounds are good promising candidates of photoresponsive materials.