A series of four pairs of bismaleimide and bisfuran monomers were combined to make thermally reversible linear polymers. The monomers were prepared using diamines having different spacer chemistries, n-octyl, cyclohexyl, phenyl, and ethylenedioxy, such that a relatively constant spacer dimension among the four monomers was achieved. Heating of the bismaleimide/bisfuran couples resulted in low-viscosity, easily processable liquids. Subsequent cooling to room temperature resulted in the formation of hard films, with the rate of hardening varying significantly within the series of compounds. The rate and degree of polymerization were determined using H-1 NMR spectroscopy and were both found to be dependent on the chemistry of the spacer group, as was the film rheology, which was measured using nanoindentation. Adhesion of the polymers was quantified by measurement of their tensile adhesive strength, and this was also found to be spacer dependent. Polymerization reversibility was verified using H-1 NMR spectroscopy. (c) 2013 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2013, 51, 5056-5066