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Synthesis of a novel biopolymer by means of Thiol-Ene Photopolymerization using diallyl sucrose and dithiotreitol as comonomers

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Abstract

A novel biopolymer derived from diallyl sucrose (A2S) and dithiotreitol (DTT) was prepared by means of Thiol-Ene Photopolymerization. A2S was prepared by alkylating the sucrose with allyl bromide, using water as solvent. After purification by column chromatography, a fraction (F2A2S) with 94diallyl sucrose (A2S), 4 of triallyl sucrose (A3S) and 2 of monoallyl sucrose (A1S) was obtained. This fraction was subsequently photopolymerized with Dithiothreitol (DTT) which is a difunctional thiol. Kinetics of photopolymerization were determined by means of Real-Time Infrared spectroscopy. It was found that the photocurable formulation with DTT and F2A2S, polymerized rapidly in the presence and absence of a photoinitiator, at low intensities of UV light. After bulk polymerization, a flexible material with high elastic modulus and a Tg of 30 °C was obtained. Besides, the polymer displayed moderate water absorbance properties as a result of the presence of multiple hydroxyl groups. This property was pH dependent with maximum absorbance at pH=14. The polymer degraded rapidly under acidic conditions

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Correspondence to Ricardo Acosta Ortiz.

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Ortiz, R.A., Martinez, A.Y.R., Valdez, A.E.G. et al. Synthesis of a novel biopolymer by means of Thiol-Ene Photopolymerization using diallyl sucrose and dithiotreitol as comonomers. MRS Online Proceedings Library 1277, 3 (2010). https://doi.org/10.1557/PROC-1277-S6-10

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  • DOI: https://doi.org/10.1557/PROC-1277-S6-10

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