Clean Preparation Process of Chitosan Oligomers in Gly Series Ionic Liquids Homogeneous System

详细信息    查看全文

• 作者：Lu Li (1)
  Bing Yuan (2)
  Shi-Wei Liu (1)
  Shi-Tao Yu (1) yushitaoqust@126.com
  Cong-Xia Xie (2)
  Fu-Sheng Liu (1)
  Li-Juan Shan (1)
• 关键词：Oxidative degradation – ; Chitosan oligomers – ; Ionic liquids – ; Reusable performance
• 刊名：Journal of Polymers and the Environment
• 出版年：2012
• 出版时间：June 2012
• 年：2012
• 卷：20
• 期：2
• 页码：388-394
• 全文大小：381.6 KB
• 参考文献：1. Freier T, Kazazian K, Shoichet M (2005) Controlling cell adhesion and degradation of chitosan films by N-acetylation. Biomaterials 26:5872–5878
  2. Ottoy MH, Varum KM, Smidsord O (1996) Compositional heterogeneity of heterogeneously deacetylated chitosans. Carbohydr Polym 29:17–24
  3. Laudenslager MJ, Schiffman JD, Schauer CL (2008) Carboxymethyl chitosan as a matrix material for platinum, gold, and silver nanoparticles. Biomacromolecules 9:2682–2685
  4. Ikeda I, Sugano M, Yoshida K, Eiji Y, Iwamoto Y, Hatano K (1993) Effects of chitosan hydrolyzates on lipid absorption and on serum and liver lipid concentration in rats. J Agric Food Chem 41:431–435
  5. Chibu H, Shibayama H, Arima S (2002) Effects of chitosan application on the shoot growth of rice and soybean. Jpn J Crop Sci 71:206–211
  6. Ohta K, Morishita S, Suda K, Kobayashi N, Hosoki T (2004) Effects of chitosan soil mixture treatment in the seedling stage on the growth and flowering of several ornamental plants. J Jpn Soc Hortic Sci 73:66–68
  7. Park R, Kyu-Jong J, You-Young J, Yu-Lan J, Kil-Yong K, Jae-Hans YK (2002) Variation of antifungal activities of kitosans on plant pathogens. J Microbiol Biotechnol 12:84–88
  8. Wang SM, Huang QZ, Wang QS (2005) Study on the synergetic degradation of chitosan with ultraviolet light and hydrogen peroxide. Carbohydr Res 340:1143–1147
  9. Xing RE, Liu S, Yu HH, Guo ZY, Wang PB, Li ZE, Li PC (2005) Salt-assisted acid hydrolysis of chitosan to oligomers under microwave irradiation. Carbohydr Res 340:2150–2153
  10. Huang QZ, Zhuo LH, Guo YC (2008) Heterogeneous degradation of chitosan with H2O2 catalysed by phosphotungstate. Carbohydr Polym 72:500–505
  11. Wu Y, Yao P, Wei Y (2009) Influence of ultraviolet-irradiated oxygen on depolymerization of chitosan. Polym Degrad Stab 94:851–858
  12. Kurita K, Ikeda H, Yoshida Y, Shimojoh M, Harata M (2002) Chemoselective protection of the amino groups of chitosan by controlled phthaloylation: facile preparation of a precursor useful for chemical modifications. Biomacromolecules 3:1–4
  13. Brennecke JF, Maginn EJ (2001) Ionic liquids: innovative fluids for chemical processing. AIChE J 47:2384–2389
  14. Weingartner H (2008) Understandingionic liquids at the molecular level: facts, problems, and controversies. Angewandte Chemie Int Ed Engl 47:654–670
  15. Lu X, Hu J, Yao X, Wang Z, Li J (2006) Direct electron transfer of horseradish peroxidase and its biosensor based on chitosan and room temperature ionic liquid. Electrochem Commun 8:874–878
  16. Xie HB, Zhang SB, Li SH (2006) Chitin and chitosan dissolved in ionic liquids as reversible sorbents of CO2. Green Chem 8:630–633
  17. Zhang ZH, Li CZ, Wang Q, Zhao ZK (2009) Efficient hydrolysis of chitosan in ionic liquids. Carbohydr Polym 78:685–689
  18. Laus G, Bentivoglio G, Schottenberger H, Kahlenberg V, Kopacka H, R枚er T, Sixta H (2005) Ionic liquids: current developments, potential and drawbacks for industrial applications. Lenzinger Berichte 84:71–85
  19. Xie Y, Zhou N, Cao J (2008) Effect of chitosans and their derivatives on antiproliferation in humanhepatocellular carcinoma cell lines SMCC7721. J Clin Rehab Tissue Eng Res 12:4579–4582
  20. Imoto T, Yagishita K (1971) A simple activity measurement of lysozyme. Agric Biol Chem 35:1154–1156
  21. He MJ, Chen WX, Dong XX (2002) Polymer physics. Fudan University Press, Shanghai, China, pp 114–119
  22. Cuissinat C, Navard P, Heinze T (2008) Swelling and dissolution of cellulose, part V: cellulose derivatives fibres in aqueous systems and ionic liquids. Cellulose 15:75–80
  23. Swatloski RP, Spear SK, Holbrey JD, Rogers RD (2002) Dissolution of cellulose with ionic liquids. J Am Chem Soc 124:4974–4975
  24. Zhang H, Wu J, Zhang J, He JS (2005) 1-Allyl-3-methylimidazolium chloride room temperature ionic liquid: a new and powerful nonderivatizing solvent for cellulose. Macromolecules 38:8272–8277
  25. Jiang TD (2006) Chitosan. Chemical Industry Press, Beijing, China
  26. Minke R, Blackwell J (1978) The structure of α-chitin. J Mol Biol 120:167–181
  27. Cho Y, Jang J, Park C, Ko S (2000) Preparation and solubility in acid and water of partially deacetylated chitins. Biomacromolecules 1(4):609–614
  28. Damon SE, Rudall KM (1950) Infra-red and X-ray studies of chitin. Discuss Faraday Soc 9:251–260
  29. Focher B, Naggi A, Torri G, Cosani A, Terbojevich M (1992) Structural differences between chitin polymorphs and their precipitates from solutions-evidence from CP-MAS (13)-NMR, FT-IR and FT-Raman spectroscopy. Carbohydr Polym 17:97–102
• 作者单位：1. College of Chemical Engineering, Qingdao University of Science and Technology, 53 Zhengzhou Road, Qingdao, 266042 People鈥檚 Republic of China2. Key Laboratory of Eco-Chemical Engineering, Ministry of Education, College of Chemistry and Molecular Engineering, Qingdao University of Science and Technology, 53 Zhengzhou Road, Qingdao, 266042 People鈥檚 Republic of China
• 刊物类别：Chemistry and Materials Science
• 刊物主题：Chemistry
  Polymer Sciences
  
• 出版者：Springer Netherlands
• ISSN：1572-8900

文摘

Chitosan oligomers because of its water solubility has some special physiological functions, such as binding lipid, affecting the mitogenic response, restraining the growth of tumors, and was widely used in cosmetics and health. H₂O₂/Gly (Glycine) series ionic liquids system, a new solvable-catalytic system, was an efficient clean process for preparation of chitosan oligomers. The effects of the anions of Gly series ionic liquids on the solubility and degradation for chitosan were investigated, and the results showed that [Gly]Cl aqueous solution was of good solubility and assistant degradation for chitosan. In additional, the mechanism for oxidative degradation of chitosan in ionic liquids (ILs) was studied. The effect on the property of chitosan oligomers catalyzed by H₂O₂, in two different kinds of solvents (HAc and [Gly]Cl) were compared. It was found that the performance of moisture absorption and retention of chitosan oligomers using ionic liquid aqueous solution as solvent was better than that using HAc aqueous solution as solvent, and even superior to that of hyaluronic acid. Furthermore, [Gly]Cl could be easily separated from the product and reused with only slight loss. It could provide an efficient and environmental friendly method for the preparation of chitosan oligomers in H₂O₂/ILs system.