Schiff base polymers derived from 2,5‐diformylfuran

Abstract

Abstract Polymerization of 2,5‐diformylfuran with two primary amines was carried out in acetonitrile and ethanol at room temperature. The reaction was characterized using a combination of mass spectroscopy and NMR spectroscopy, which revealed the clean formation of the imine – CH N− functional group. Although some cyclic products were detected from mass spectroscopy, the ring size was limited to products that have the − CH N− group only in anti ‐geometry. The furan Schiff bases exhibit good thermal stability. While mass spectra evidenced oligomers of different lengths, cross‐polarization magic angle spinning 13 C NMR spectra of the insoluble polymer revealed the linear structure as proposed. © 2013 Society of Chemical Industry