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 13C NMR spectra of the insoluble polymer revealed the linear structure as proposed. © 2013 Society of Chemical Industry

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