Preparation of Long-Chain Fatty Acyl-Grafted Chitosan in an Ionic Liquid and Their Self-Assembled Micelles in Water

Abstract

Controllable synthesis of self-associating lauroyl-grafted chitosan with high molecular weight was realized in ionic liquid reacting media. The obtained lauroyl chitosan with different grafting degrees was characterized by FT-IR and ¹H-NMR spectra. The chitosan derivatives were able to self-assemble into spherical polymeric micelles in water. The onset of micellization or critical micelle concentration (CMC) was estimated by fluorescence spectroscopy. The hydrodynamic diameters of various lauroyl chitosan micelles, determined by dynamic light scattering, were in the range of 122–295 nm. The morphology of the micelles was observed by scanning electron microscopy. The self-assembly behavior and the size of the assembled micelles of lauroyl chitosan were affected by the grafting degree of lauroyl groups. Generally, higher grafting degree resulted in lower CMC and smaller micelle size. These lauroyl chitosan nano-micelles may have potential applications in biological and medical fields.

Keywords:

• amphiphilic
• chitosan
• lauroyl chloride
• micelles
• self-assembly

Acknowledgments

This work was supported by the grants from National Science Foundation of China (No. 51103046); Ministry of Science and Technology, 973 project (Nos. 2010CB732204; 2010CB732201), and Science and Technology Planning Project of Guangdong Province, China (No. 2011B050400015).