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Synthesis of monodispers macromolecular diisocyanate

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Summary

The synthesis of a monodisperse macromolecular (\(\overline {Mn} \)=850) diisocyanate was done in three steps with an averall yield of 80%. The first one consist of the addition of the dithiol HS-(CH2)2O(CH2)2SH to undecylenic acid, the diacid obtained[(HO-CO-(CH2)10-S-(CH2)2]-O is then transformed to the acid dichloride by the action of thionyl chloride (SOCl2), finally the acid dichloride is transformed to diisocyanate[OCN-(CH2)12-S-(CH2)2]2-O by CURTIUS reaction.

We not that the product is cristalline and its purity and that of the intermediates were determined by 1H NMR.

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Authors and Affiliations

  1. Laboratoire de Chimie Apliquée, URA CNRSD11930, Ecole Nationale Supérieure de Chimide de Montpellier, 8, rue Ecole Normale, F-34053, Montpellier Cedex 1, France

    Bernard Boutevin, Messaoud Chaib & Jean-Jacques Robin

Authors
  1. Bernard Boutevin
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  2. Messaoud Chaib
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  3. Jean-Jacques Robin
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Boutevin, B., Chaib, M. & Robin, JJ. Synthesis of monodispers macromolecular diisocyanate. Polymer Bulletin 26, 177–179 (1991). https://doi.org/10.1007/BF00297523

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