Single-Step Methylation of Chitosan Using Dimethyl Carbonate as a Green Methylating Agent

被引：15

作者：

Hemming, Ellen B. ^{[1
,2
]}

Masters, Anthony F. ^{[1
]}

Perosa, Alvise ^{[2
]}

Selva, Maurizio ^{[2
]}

Maschmeyer, Thomas ^{[1
]}

机构：

[1] Univ Sydney, Sch Chem, Lab Adv Catalysis Sustainabil, Sydney, NSW 2006, Australia

[2] Univ Ca Foscari Venezia, Dept Mol Sci & Nanosyst, Via Torino 155, I-30172 Venice, Italy

来源：

MOLECULES | 2019年 / 24卷 / 21期

关键词：

trimethyl chitosan; green methylating agents; dimethyl carbonate; N-methylation; ionic liquids; N-TRIMETHYL CHITOSAN; QUATERNARY AMMONIUM-SALTS; IONIC LIQUIDS; N; CHITIN; SOLVENTS; QUATERNIZATION; OPPORTUNITIES; VALORIZATION; DERIVATIVES;

D O I：

10.3390/molecules24213986

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

N,N,N-Trimethyl chitosan (TMC) is one chitosan derivative that, because of its improved solubility, has been studied for industrial and pharmaceutic applications. Conventional methods for the synthesis of TMC involve the use of highly toxic and harmful reagents, such as methyl iodide and dimethyl sulfate (DMS). Although the methylation of dimethylated chitosan to TMC by dimethyl carbonate (DMC, a green and benign methylating agent) was reported recently, it involved a formaldehyde-based procedure. In this paper we report the single-step synthesis of TMC from chitosan using DMC in an ionic liquid. The TMC synthesised was characterised by H-1 NMR spectroscopy and a functionally meaningful degree of quaternisation of 9% was demonstrated after a 12-h reaction time.

引用

页数：9

共 38 条

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