A versatile method for functionalization and grafting of 2-hydroxyethyl cellulose (HEC) via Click chemistry.
Carbohydr Polym
; 90(2): 859-69, 2012 Oct 01.
Article
em En
| MEDLINE
| ID: mdl-22840013
ABSTRACT
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.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Polímeros
/
Celulose
/
Química Click
Idioma:
En
Revista:
Carbohydr Polym
Ano de publicação:
2012
Tipo de documento:
Article
País de afiliação:
Reino Unido