Preparation of Vanillin Derivatives Based on Schiff Base Reaction

Abstract

This study introduced the aldehyde monomer derived from vanillin (4,4-[(1,4-phenylenedimethylene) dioxy] -bis (3-methoxybenzaldehyde), BA), followed by reaction with tris (2-aminoethyl) amine (TA) and diamine (DA) to prepare a series of polyimine films (BADT-X). By adjusting the ratio of TA and DA, BADT-X with different degrees of cross-linking can be obtained, thereby the performance of the film could be tuned. The physical results show that with the increase of TA content, the mechanical performance of BADT-X has been improved from 31.20 to 45.95MPa, furthernore, the degradation temperature (Td5%) increased from 166.66 to 272.80 °C, and the char yield of all BADT-x was more than 45% at 600 °C. Meanwhile, the quick reshape properties of this polyimine film can be accomplished without any external catalyst in 5 mins at elevated temperature.