title: Synthesis, vibrational spectral and nonlinear optical studies of N-(4-hydroxy-phenyl)-2-hydroxybenzaldehyde-imine: a combined experimental and theoretical investigation.
abstract: The study of imine-bridged organics has been the one hot spot of photo-responsive material sciences in recent years. Herein we make a study of the synthesis, characteristics and potential application of N-(4-hydroxy-phenyl)-2-hydroxy-benzaldehyde-imine (HPHBI), C13H11NO2. The studied compound was synthesized in one step by the condensation reaction of salicylaldehyde and 4-aminophenol in methanol solution, and characterized by single crystal X-ray diffraction, FT-IR and FT-Raman techniques with theoretical calculations at B3LYP/6-31G(d) level. The molecule adopts trans configuration about central CN bond with intramolecular hydrogen bonding, and the adjacent molecules form wave-shaped structure linked by strong intermolecular hydrogen bonding mechanism along b axis. The vibrational spectra have been precisely assigned with the aid of theoretical frequencies. Furthermore, the thermodynamic properties have been obtained by the theoretical vibrational analysis for HPHBI. The total linear polarizability and first-order hyperpolarizabilities calculated on the studied compound respectively present 25.378 Å3 and 1.655×10(-29) cm5/esu, which indicates the compound has relatively good nonlinear optical property.
authors.affiliation: Key Laboratory for Soft Chemistry and Functional Materials of Education Ministry, Nanjing University of Science & Technology, Nanjing 210094, PR China.
authors.forename: Yufeng
authors.initials: Y
authors.lastname: Wang
authors.forename: Zongxue
authors.initials: Z
authors.lastname: Yu
authors.forename: Yuxi
authors.initials: Y
authors.lastname: Sun
authors.forename: Yishi
authors.initials: Y
authors.lastname: Wang
authors.forename: Lude
authors.initials: L
authors.lastname: Lu
mesh_terms: D001547:Benzaldehydes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D007097:Imines / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008962:Models, Theoretical; D015394:Molecular Structure; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D014732:Vibration; D014961:X-Ray Diffraction
chemical_list: D001547:Benzaldehydes; D007097:Imines; C568101:N-(4-hydroxy-phenyl)-2-hydroxybenzaldehyde-imine