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18.7.1.1.4 Method 4: Condensation of Alkyl Halides with Cyanates and Diols

DOI: 10.1055/sos-SD-018-00805

Moratti, S. C.; Charalambides, Y. C.Science of Synthesis, (200518658.

This method allows a limited range of saturated or unsaturated polyurethanes to be prepared without using diamines.[‌35‌] The starting materials are 1,4-dichlorobut-2-ene, a diol, and an alkali metal cyanate. Heating 1,4-dichlorobut-2-ene (32) with sodium cyanate and butane-1,4-diol affords the polymer 33 in a good yield (Scheme 13).[‌35‌] The resulting unsaturated polymer can be readily hydrogenated to give a saturated product. The molecular weights of the polymers produced in this way are not very high, so the method has not been taken up to any extent.

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