Synthesis and Characterization of an Amphiphilic Nanoparticles Based on Chitosan Oligosaccharide-Grafted-Polycaprolactone

Abstract:

The amphiphilic chitosan oligosaccharides graft copolymer (PHCSO-g-PCL) was synthesized via ring-opening polymerization (ROP) of ε-caprolactone (ε-CL) through an amino group protection route using phthaloyl chitosan oligosaccharide (PHCSO) as intermediate. The graft reaction was carried out in Pyridine at 120 °C with a chitosan oligosaccharide (CSO) initiator and a tin 2-ethylhexanoate (Sn (Oct)₂) catalyst. The amphiphilic PHCSO-g-PCL nanoparticles were prepared through the self-assembled in DMF organic solvents. PHCSO-PCL copolymer was characterized by Fourier transform infrared spectroscopy (FTIR) and scanning electron microscopy (SEM). The physicochemical properties of the hydrophobized PHCSO-g-PCL nanoparticles were investigated by using dynamic light scattering (DLS). The results of DLS showed that the hydrodynamic diameters and particle size distribution with various concentrations of PHCSO-g-PCL nanoparticles were from 69.82 nm to 195.9 nm with a narrow polydispersity factor of 0.212 to 0.172.

• Periodical: Applied Mechanics and Materials (Volumes 513-517)
• Pages: 86-90
• DOI: https://doi.org/10.4028/www.scientific.net/AMM.513-517.86
• Online since: February 2014
• Authors: Feng Hong Li*, Wen Jing Zhang, San Xi Li, Yan Ming Chen, Xin Rui Zhang
• Keywords: Amphiphilic Nanoparticle, Chitosan Oligosaccharide, Graft Polymerization

References

[1] Meihua Xin, Mingchun Li, Xiaolin Zhang, Jun Wang. N, N-dialkyl-3, 6-O-sulfopropyl chitosan: synthesis, characterization and self-assembly behaviors [J]. Functional Materials, 2012 20 (43) 2790-2794.

[2] Zheng Wang, Chunling Tu. Synthesis of amphiphilic chitosan derivatives and their self-aggregation phenomenon [J]. Chemical Journal of Chinese Universities, 2008 29 (2) 419-424.

[3] Xiuli Wang, Yanli Zhai, Daolu Tang, Guiying Liu and Yuzhong Wang. Self-assembly, drug-delivery behavior, and cytotoxicity evaluation of amphiphilic chitosan-graft-poly (1, 4-dioxan-2-one) copolymers [J]. J. Polym. Res., 2012 19 (9) 9946-9954.

DOI: 10.1007/s10965-012-9946-x

[4] Youju Huang, Liangbing Li, Yue'e Fang. Self-assembled particles of N-phthaloyl chitosan-g-polycaprolactone molecular bottle brushes as carriers for controlled release of indometacin [J]. Journal of Materials Science: Materials in Medicine, 2010 21 (2) 557-565.

DOI: 10.1007/s10856-009-3880-4

[5] Ya Liu, Xiaojie Cheng, Qifeng Dang, Fangkui Ma, Xiguang Chen, Hyun Jin Park, Bum Keun Kim. Preparation and evaluation of oleoyl-carboxymethyl-chitosan (OCMCS) nanoparticles as oral protein carriers [J]. Journal of Materials Science: Materials in Medicine, 2012 23 (2) 375-384.

DOI: 10.1007/s10856-011-4470-9

[6] Su Young Chae, Sohee Son, Minhyung Lee, Mi-Kyeong Jang, Jae-Woon Nah. Deoxycholic acid conjugated chitosan oligosaccharide nanoparticles for efficient gene carrier [J]. J. Control Release, 2005 109 330-344.

DOI: 10.1016/j.jconrel.2005.09.040

[7] Yongzhong Du, Ling Wang, Hong Yuan, Xiaohong Wei, and Fuqiang Hu. Preparation and characteristics of linoleic acid-grafted chitosan oligosaccharide micelles as a carrier for doxorubicin [J]. Colloids and Surfaces B: Biointerfaces, 2009 69 (2) 257-263.

DOI: 10.1016/j.colsurfb.2008.11.030

[8] Xiaohong Wei, Yangping Niu, Yangyan Xu, Yongzhong Du, Fuqiang Hu, Hong Yuan. Salicylic acid-grafted chitosan oligosaccharide nanoparticle for paclitaxel delivery [J]. J. Bioact. Compat. Polym., 2010 25 (3) 319-335.

DOI: 10.1177/0883911510363548

[9] Yongzhong Du, Ping Lu, Jianping Zhou, Hong Yuan, and Fuqiang Hu. Stearic acid grafted chitosan oligosaccharide micelle as a promising vector for gene delivery system: factors affecting the complexation [J]. Int. J. Pharm., 2010 391 (1-2) 260-266.

DOI: 10.1016/j.ijpharm.2010.02.017

[10] Jing Zhang, Xiguang Chen, Lu Huang, Jingtian Han and Xiaofan Zhang. Self-assembled polymeric nanoparticles based on oleic acid-grafted chitosan oligosaccharide: biocompatibility, protein adsorption and cellular uptake [J]. Journal of Materials Science: Materials in Medicine, 2012 23 (7) 1775-1783.

DOI: 10.1007/s10856-012-4651-1

[11] Vishnukant Mourya, Nazma Inamdar, Yogesh M Choudhari. Synthesis, characterization and applications [J]. Polymer Science, Ser. A, 2011 53 (7) 583- 612.

DOI: 10.1134/s0965545x11070066

[12] Kongrong Duan' Honglin Chen' Jin Huang' Jianhui Yu, Shiyuan Liu, Daxin Wang and Yaping Li. One-step synthesis of amino-reserved chitosan-graft-polycaprolactone as a promising substance of biomaterial [J]. Carbohydrate Polymers' 2010 80 (2) 499-504.

DOI: 10.1016/j.carbpol.2009.12.013