Synthesis and characterization of N-(1-naphthyl)-4-alkoxyphenylmethanimine Schiff bases

Five novel Schiff bases were synthesized via the Williamson reaction and Schiff base condensation:p-hydroxybenzaldehyde and alkyl halide CnH2n+1X(n=2,4,8,14,16)were used as reagents to give the intermediates,p-hydroxybenzaldehyde,which was then subjected to condensation with α-naphthylamine to form the N-(1-naphthyl)-4-alkoxyphenylmethanimine Schiff bases.The optimal reaction conditions were investigated by orthogonal experiments.The structures of the intermediates and Schiff bases were determined by 1HNMR and FT-IR spectra.The phase behaviors were characterized by DSC.