Repozytorium publikacji - Politechnika Gdańska

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Repozytorium publikacji
Politechniki Gdańskiej

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Waterborne polyesters partially based on renewable resources

A new experimental approach for preparing biobased, water-soluble polyesters via titanium(IV) n-butoxide-catalyzed bulk polycondensation is presented. In the described method polymers were obtained from isosorbide, maleic anhydride and poly(ethylene glycol). The chemical structure of the synthesized polyesters was confirmed using 2D NMR spectroscopy and by titration methods. Careful analysis of 2D NMR spectra viz. Correlation Spectra (COSY), Heteronuclear Single Quantum Correlation Spectra (HSQC) and Heteronuclear Multiple-Bond Correlation Spectra (HMBC) allowed to accomplish the complete proton assignment of isosorbide, poly(ethylene glycol), and unsaturated acid residues in the polyesters. Moreover, by using NMR spectroscopy the transformation of maleic anhydride into fumaric acid ester and the absence of maleic acid ester units in the final polymer were proven. However, during polycondensation part of the unsaturated bonds has reacted in a Michael addition with isosorbide or poly(ethylene glycol). Gel permeation chromatography (GPC) measurements revealed that the unsaturated polyesters have Mn values in the range 3000-5000 g/mol. These polyesters, with a low content of carboxylic acid end groups, exhibited sufficient thermal resistance for practical applications, e.g. as free radical curable coatings.

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