Document Detail


A versatile method for functionalization and grafting of 2-hydroxyethyl cellulose (HEC) via Click chemistry.
MedLine Citation:
PMID:  22840013     Owner:  NLM     Status:  In-Data-Review    
Abstract/OtherAbstract:
This article describes a versatile method for the modification of 2-hydroxyethyl cellulose (HEC) involving azide-alkyne cycloaddition reaction to impart neutral (ester) and ionic (carboxylic acid and 1(ry) amine) functionalities. The synthetic approach involved, first the introduction of the azide functionality to HEC and then followed by its cycloaddition reaction with several alkyne terminated compounds: namely ethyl propiolate, 5-hexynoic acid and propargyl amine. Sequential Click reactions were also demonstrated to be feasible by the successful synthesis of polydimethylsiloxane (PDMS) grafted HEC containing neutral (ester) and ionic (carboxylic acid and 1(ry) amine) functionalities. The Click chemistry was then further utilized similarly to graft poly(lactic acid) (PLA) and poly(ethylene glycol) (PEG) segments to HEC to access its hydrophobic and hydrophilic analogs, respectively. AFM analysis revealed that while HEC itself formed uniform oval features, the PLA grafted HEC exhibited a brushlike architecture. The formation of these brushlike structures suggested that the HEC backbone exhibits an extended conformation with the side chains stretched out. The resulting polymeric materials were characterized by solution and solid state (13)C NMR and FTIR spectroscopy.
Authors:
Ahmed M Eissa; Ezat Khosravi; A Levent Cimecioglu
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Publication Detail:
Type:  Journal Article     Date:  2012-06-18
Journal Detail:
Title:  Carbohydrate polymers     Volume:  90     ISSN:  1879-1344     ISO Abbreviation:  Carbohydr Polym     Publication Date:  2012 Oct 
Date Detail:
Created Date:  2012-07-30     Completed Date:  -     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  8307156     Medline TA:  Carbohydr Polym     Country:  England    
Other Details:
Languages:  eng     Pagination:  859-69     Citation Subset:  IM    
Copyright Information:
Copyright © 2012 Elsevier Ltd. All rights reserved.
Affiliation:
Department of Chemistry, Durham University, Durham DH1 3LE, United Kingdom; Polymer Department, Chemical Industries Research Division, National Research Centre (NRC), El-Bohoos Street, Dokki, Cairo, Egypt.
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