An efficient acetylation of dextran using in situ activated acetic anhydride with iodine

A facile, efficient, cost-effective and solvent-free acetylation method has been developed for the acetylation of dextran. Dextran acetates were successfully synthesized using different molar ratios of acetic anhydride in the presence of iodine as a catalyst without the use of any solvent. The react...

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Main Authors: MUHAMMAD A. HUSSAIN, DURE SHAHWAR, MUHAMMAD N. TAHIR, MUHAMMAD SHER, MUHAMMAD N. HASSAN, ZAKIA AFZAL
Format: Article
Language:English
Published: Serbian Chemical Society 2010-02-01
Series:Journal of the Serbian Chemical Society
Subjects:
Online Access:http://www.shd.org.rs/JSCS/Vol75/No2/02_4392_3949.pdf
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author MUHAMMAD A. HUSSAIN
DURE SHAHWAR
MUHAMMAD N. TAHIR
MUHAMMAD SHER
MUHAMMAD N. HASSAN
ZAKIA AFZAL
author_facet MUHAMMAD A. HUSSAIN
DURE SHAHWAR
MUHAMMAD N. TAHIR
MUHAMMAD SHER
MUHAMMAD N. HASSAN
ZAKIA AFZAL
author_sort MUHAMMAD A. HUSSAIN
collection DOAJ
description A facile, efficient, cost-effective and solvent-free acetylation method has been developed for the acetylation of dextran. Dextran acetates were successfully synthesized using different molar ratios of acetic anhydride in the presence of iodine as a catalyst without the use of any solvent. The reactions were realized at 50 °C for 3 h under stirring and nitrogen. This efficient method yielded highly pure and organosoluble dextran esters. The reaction appears highly effective for obtaining higher degrees of substitution (DS) with great efficiency. Under solvent-free conditions, dextran triacetates were efficiently synthesized. It was also observed that the molar ratio can easily control the DS of pendant groups onto the polymer backbone. Hence, a range of products with varying DS were successfully designed, purified and characterized. Covalent attachment of the pendant groups onto the polymer backbone was verified by spectroscopic techniques. Thermogravimetric analysis indicated that the obtained dextran esters were thermally as stable as dextran. The DS of the pendant groups onto the polymer backbone was calculated using standard acid base titration after saponification. Furthermore, all products were thoroughly characterized by thermal analysis (TG and DTG), and FTIR and 1H-NMR spectroscopic analysis.
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spelling doaj.art-6eef1ba8fa0b443dbae5fd693ef49a7d2022-12-22T02:11:55ZengSerbian Chemical SocietyJournal of the Serbian Chemical Society0352-51392010-02-01752165173An efficient acetylation of dextran using in situ activated acetic anhydride with iodineMUHAMMAD A. HUSSAINDURE SHAHWARMUHAMMAD N. TAHIRMUHAMMAD SHERMUHAMMAD N. HASSANZAKIA AFZALA facile, efficient, cost-effective and solvent-free acetylation method has been developed for the acetylation of dextran. Dextran acetates were successfully synthesized using different molar ratios of acetic anhydride in the presence of iodine as a catalyst without the use of any solvent. The reactions were realized at 50 °C for 3 h under stirring and nitrogen. This efficient method yielded highly pure and organosoluble dextran esters. The reaction appears highly effective for obtaining higher degrees of substitution (DS) with great efficiency. Under solvent-free conditions, dextran triacetates were efficiently synthesized. It was also observed that the molar ratio can easily control the DS of pendant groups onto the polymer backbone. Hence, a range of products with varying DS were successfully designed, purified and characterized. Covalent attachment of the pendant groups onto the polymer backbone was verified by spectroscopic techniques. Thermogravimetric analysis indicated that the obtained dextran esters were thermally as stable as dextran. The DS of the pendant groups onto the polymer backbone was calculated using standard acid base titration after saponification. Furthermore, all products were thoroughly characterized by thermal analysis (TG and DTG), and FTIR and 1H-NMR spectroscopic analysis.http://www.shd.org.rs/JSCS/Vol75/No2/02_4392_3949.pdfacetic anhydrideacetylationdextraniodinepolysaccharide
spellingShingle MUHAMMAD A. HUSSAIN
DURE SHAHWAR
MUHAMMAD N. TAHIR
MUHAMMAD SHER
MUHAMMAD N. HASSAN
ZAKIA AFZAL
An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
Journal of the Serbian Chemical Society
acetic anhydride
acetylation
dextran
iodine
polysaccharide
title An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
title_full An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
title_fullStr An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
title_full_unstemmed An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
title_short An efficient acetylation of dextran using in situ activated acetic anhydride with iodine
title_sort efficient acetylation of dextran using in situ activated acetic anhydride with iodine
topic acetic anhydride
acetylation
dextran
iodine
polysaccharide
url http://www.shd.org.rs/JSCS/Vol75/No2/02_4392_3949.pdf
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