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

Published online by Cambridge University Press:  01 February 2011

Ricardo Acosta Ortiz
Affiliation:
Centro de Investigación en Química Aplicada, Blvd. Enrique Reyna #140, C.P. 25253, Saltillo, Coahuila, México, email: racosta@ciqa.mx, Tel, 52 844 4 38 98 44
Antelmo Yasser Ruiz Martinez
Affiliation:
Centro de Investigación en Química Aplicada, Blvd. Enrique Reyna #140, C.P. 25253, Saltillo, Coahuila, México, email: racosta@ciqa.mx, Tel, 52 844 4 38 98 44
Aida E García Valdez
Affiliation:
Centro de Investigación en Química Aplicada, Blvd. Enrique Reyna #140, C.P. 25253, Saltillo, Coahuila, México, email: racosta@ciqa.mx, Tel, 52 844 4 38 98 44
María Lydia Berlanga Duarte
Affiliation:
Centro de Investigación en Química Aplicada, Blvd. Enrique Reyna #140, C.P. 25253, Saltillo, Coahuila, México, email: racosta@ciqa.mx, Tel, 52 844 4 38 98 44
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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 94% diallyl 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

Type
Research Article
Copyright
Copyright © Materials Research Society 2010

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References

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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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