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Synthesis and characterization of an amphiphilic chitosan bearing octyl and methoxy polyethylene
Author(s) -
Guanghua Liu,
Jian Gan,
Aimin Chen,
Qian Liu,
Xusheng Zhao
Publication year - 2010
Publication title -
natural science
Language(s) - English
Resource type - Journals
eISSN - 2150-4105
pISSN - 2150-4091
DOI - 10.4236/ns.2010.27087
Subject(s) - chitosan , phthalic anhydride , amphiphile , polyethylene glycol , polymer chemistry , chemical structure , chemical modification , ethylene glycol , chemistry , fourier transform infrared spectroscopy , proton nmr , organic chemistry , grafting , copolymer , materials science , nuclear chemistry , polymer , chemical engineering , catalysis , engineering
An amphiphilic N-octyl-O-methoxy poly (ethylene glycol) chitosan was successfully prepared by grafting successively octyl groups onto amino groups at chitosan’s C-2 position as hydrophobic moieties and methoxy polyethylene glycol (MPEG) groups onto hydroxyl groups at C-6, C-3 as hy-drophilic ones. A certain amount of -NH2 was retained in the structure of chitosan derivatives through protection by phthalic anhydride. The chemical structures and degree of N-and O-substitution of chitosan derivatives were characterized by FTIR, 1H NMR, GPC and elemental analysis, respectively. The amphiphilic property for convenient self-assembly and the preserved -NH2 groups for progressive chemical cross-linking make the resultant Nocyl-O-MPEG chitosan soluble in water and potentially applicable in preparing stable chitosan hollow microspheres, a demanding drug-carrier in medical and pharmaceutical sciences

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