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Synthesis of allyloxycarbonyloxymethyl-5-fluorouracil and copolymerizations with N-vinylpyrrolidinone.

Liu, Zuifang and Fullwood, Nigel J. and Rimmer, Steve (2000) Synthesis of allyloxycarbonyloxymethyl-5-fluorouracil and copolymerizations with N-vinylpyrrolidinone. Journal of Materials Chemistry, 10 (8). pp. 1771-1775. ISSN 0959-9428

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Abstract

Poly(N-vinylpyrrolidinone)(PNVP) bearing 5-fluorouracil (5-FU) moieties was synthesised via a three-step method. Firstly, 5-FU reacted with formaldehyde to form a mixture of mono- and disubstituted hydroxymethyl-5-FUs. The mixture was then treated with allyl chloroformate to afford allyloxycarbonyloxymethyl-5-FUs. This reaction showed site-specificity: the hydroxymethyl goup at the N-1 position readily reacted with chloroformate whereas the N-3 hydroxymethyl group partially decomposed into formaldehyde and the amide group. 1-Allyloxycarbonyloxymethyl-5-FU ( 4) and NVP were copolymerized in dioxane using azobisisobutyronitrile as an initiator. The monomer reactivity ratios, r 4= 0.32 and rNVP= 0.97, were evaluated by both linear and non-linear methods.

Item Type: Article
Journal or Publication Title: Journal of Materials Chemistry
Subjects: Q Science > QH Natural history > QH301 Biology
Departments: Faculty of Science and Technology > Physics
Faculty of Health and Medicine > Biomedical & Life Sciences
ID Code: 9097
Deposited By: Dr Nigel J Fullwood
Deposited On: 23 May 2008 13:38
Refereed?: Yes
Published?: Published
Last Modified: 26 Jul 2012 18:31
Identification Number:
URI: http://eprints.lancs.ac.uk/id/eprint/9097

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