Synthesis and Characterization of glycomonomer 3-O-acryloyl-1,2:5,6-di-O-izopropylidene…
April 7, 2010
| Abstract Title: | Synthesis and Characterization of glycomonomer 3-O-acryloyl-1,2:5,6-di-O-izopropylidene-α-glucofuranose |
| Authors: | Ioana Ramona Sălăgean , G. Bandur , L.M. Rusnac |
| Affiliation: | Faculty of Industrial Chemistry and Environmental Engineering, Politechnic University Timisoara, Romania |
| Abstract text: | Glycopolymers can be defined, in a general sense, as synthetic polymers possessing a non-carbohydrate back-bone carrying moieties as pendant or terminal groups or containing carbohydrates into the main hydrocarbon polymeric chain. These glycopolymers are of great interest, not only as simplified models of biodegradable polymers bearing oligosaccharides but also in biological, biochemical and biomedical uses. This is mostly due to the expectation that polymers displaying complex functionalities similar to those found in natural glycoconjugates might be able to mimic or even exceed their performance in specific applications. The use of sugar-based materials in the biomedical science resulted in a great interest to produce synthetic glycopolymers. Synthetic carbohydrate polymers are being increasingly investigated as biodegradable, biocompatible and biorenewable materials for use as water absorbents, chromatographic supports and medical devices. The aim of this work is to achieve a monomer with double bond in the molecule, monosaccharide ester, by reaction of diaceton glucose derivative with acryloyl chloride, starting from 1,2:5,6-di-O-izopropylidene-α-glucofuranose-(DAG), to obtain 3-O-acryloyl-1,2:5,6-di-O-izopropylidene-α-glucofuranose-(ADAG). The introduction of double bonds in the structure of esters allows the subsequent copolymerization with other unsaturated monomers. The solvent chosen for the synthesis of glycomonomers is methylene chloride, because it provides good solubility for acetals and acryloyl chloride. To ensure the maintenance of ketals cycles, the reactions were performed in basic medium, using as capture agent for hydrochloric acid (HCl), triethylamine (TEA). The product structure was confirmed by nuclear magnetic resonance spectroscopy, infrared spectroscopy and mass spectrometry. |
| Keywords: | glycopolymers, carbohydrate, biodegradable polymers, glucose |
| Presentation type: | Poster |
| Correspondence: | no. 18 Hebe St., Timisoara, Romania |
| Email: | salageanioana@yahoo.com |
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