Synthesis of a novel polymeric surfactant by reductive N-alkylation of chitosan with 3-O-dodecyl-d-glucose
2003; Elsevier BV; Volume: 45; Issue: 3 Linguagem: Inglês
10.1016/j.polymer.2003.11.034
ISSN1873-2291
AutoresJerasak Ngimhuang, Jun‐ichi Furukawa, Taku Satoh, Tetsuya Furuike, Nobuo Sakairi,
Tópico(s)Analytical Chemistry and Chromatography
ResumoA novel chitosan-based polymeric surfactant, DG-chitosan, was prepared via reductive N-alkylation of chitosan with 3-O-dodecyl-d-glucose in acetate buffer (pH 4.3, 0.1 M)-methanol in the presence of sodium cyanoborohydride (NaBH3CN). DG-chitosan was swelling in water, partly dissolvable in pyridine and DMF, and completely soluble in 0.1% aqueous acetic acid. 1H and 13C NMR spectroscopic analyses in 2% acetic acid-d4-methanol-d4 together with elemental analysis showed the degree of substitution was 27%. Formation of polymeric micelles was observed by use of pyrene as a fluorescent probe, and the critical aggregation concentration (CAC) of DG-chitosan was marked equal to 28.1 mg/L.
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