SYNTHESIS OF QUATERNARY AMMONIUM CHITOSAN IN IONIC LIQUID
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Title SYNTHESIS OF QUATERNARY AMMONIUM CHITOSAN IN IONIC LIQUID
Creator Maneerat Wangsiripaisarn
Contributor Varawut Tangpasuthadol
Publisher Chulalongkorn University
Publication Year 2558
Keyword Chitosan, Polymers, Antibacterial agents, ไคโตแซน, โพลิเมอร์, สารต้านแบคทีเรีย
Abstract In this study, 1-butyl-3-methylimidazolium chloride (BMIMCl) was used as a solvent for synthesis of positive-charged chitosan derivatives, N,N,N-trimethylammonium chitosan chloride (TMC), N-[(2-hydroxyl-3-trimethylammonium) propyl]chitosan chloride (HTCC), N-butyl-N-[(2-hydroxyl-3-trimethylammonium) propyl]chitosan chloride (NB-HTCC) and N-octyl-N-[(2-hydroxyl-3-trimethylammonium) propyl]chitosan chloride (NO-HTCC). The degree of quaternization (DQ) of the charge derivatives were calculated from NMR analysis. It was found that chitosan dissolved completely in BMIMCl after 16 h of heating at 90°C. The optimized reaction condition of TMC synthesis gave a maximum DQ of 40%, which was lower than the original method of using NMP as reaction media (75%DQ). It was possible that water from aqueous NaOH/NaI caused the chitosan polymer to precipitate in the reaction mixture, retarding the reaction. For HTCC compounds, the DQ of HTCC, NB-HTCC, and NO-HTCC were 87±4, 90±2 and 95±1 respectively. The synthesis of HTCC by using re-purified solvent (BMIMCl) was evaluated. For the most efficiency, it is recommended that BMIMCl should be re-used only once in the production of HTCC from chitosan. The antibacterial activity test for HTCC derivatives was carried out. HTCC, NB-HTCC and NO-HTCC had higher antibacterial activity against S.aureus (gram positive bacteria) than the original chitosan. This indicates that the positive charge on chitosan effectively improved the antibacterial activity of the polymer.
URL Website cuir.car.chula.ac.th
Chulalongkorn University

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