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Molecules 2008, 13(4), 762-770; doi:10.3390/molecules13040762

Novel Unsaturated Sucrose Ethers and Their Application as Monomers

REQUIMTE, Departamento de Química - FCT, Universidade Nova de Lisboa, Quinta da Torre, 2829-516 Caparica, Portugal
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Received: 5 March 2008 / Revised: 26 March 2008 / Accepted: 26 March 2008 / Published: 28 March 2008
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Abstract

Novel unsaturated ethers were synthesised in good yields starting from sucrose,using a two-step mild and efficient procedure based on the Gassman method, whichconsists in forming a vinyl group by the elimination of ethanol from mixed acetals withtrimethylsilyl trifluoromethanesulfonate in the presence of alkyl amines. Mixed acetals arereadily obtained from the corresponding alcohols and ethyl vinyl ether, using an acidiccatalyst. Conventional etherification involving a primary halide was also examined. Themonomers thus obtained were successfully polymerised by a free radical mechanism,yielding unbranched linear and soluble polymers with pending sucrose moieties, and someof their physical properties were determined. View Full-Text
Keywords: Sustainable chemistry; vinyl sucrose ether monomers; biodegradable copolymers; natural products copolymers; free radical copolymerisation Sustainable chemistry; vinyl sucrose ether monomers; biodegradable copolymers; natural products copolymers; free radical copolymerisation
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Crucho, C.C.; Petrova, K.T.; Pinto, R.C.; Barros, M.T. Novel Unsaturated Sucrose Ethers and Their Application as Monomers. Molecules 2008, 13, 762-770.

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