"Click" chemistry is an effective and commonly used technique in polymer chemistry for the synthesis and modification of polymers. In this study, the bulk polymerization of multifunctional alkynes and azides was achieved by the copper(I)-catalyzed alkyne–azide 1,3-dipolar cycloaddition. The influence of different catalyst systems on the polymerization kinetics of the "click" reaction were evaluated by differential scanning calorimetry. Surprisingly, Cu(I)-acetate showed the most efficient catalytic behavior among the applied Cu(I) salts. The achievable molar masses using the CuAAC strongly depend on the solvents and the solubility of the polymers. By using different polar solvents the attainable molar masses were analyzed by size-exclusion chromatography. The mechanical properties of the resulting polymer networks were investigated by depth sensing indentation. Thereby the polymerizations of the alkyne tripropargylamine with the azides 1,3-bis(azidomethyl) benzene and 1,4-bis(azidomethyl)benzene, respectively, resulted in hard materials with good mechanical properties. Furthermore, the combination of the alkynes tripropargylamine and di(prop-2-yn-1-yl) isophorone dicarbamate and polymerization with 1,2-bis(2-azidoethoxy)-ethane resulted in high indentation moduli.

Efficient Cu(I) acetate-catalyzed cycloaddition of multifunctional alkynes and azides under solvent-free conditions

249th National Meeting (2015)

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