Study on TEMPO-mediated Oxidation of Bacterial Cellulose
1 School of Information & Engineering, Wenzhou Medical University, Wenzhou 325035, China
2 Biomedical Engineering Research Center, Shenzhen Institute of Peking University, Shenzhen 518057, China
3 School of Life Science, Anhui University, Hefei 230601, China
4 School of Laboratory Medicine & Life Science, Wenzhou Medical University, Wenzhou 325035, China
Abstract:Bacterial cellulose (BC) is a kind of biomedical scaffold with nano network, and its biodegradation can be improved through selective catalytic oxidation. The TEMPO-mediated oxidation of BC was investigated when the amount of NaClO, TEMPO and the reaction time changed. The experimental results reveal that, in the range of test conditions, the initial reaction rate is inversely proportional to the amount of NaClO; the pH of system is one of the main factors which influence this stage reaction rate, and the maximum reaction rate appears in pH=10.50~11.00; while the amount of TEMPO has no obvious effect on it. For the whole reaction process, both the reaction rate and waterinsoluble fractions' carboxylic content are proportional to the amount of NaClO, and they have a good linear relationship when the dosage of 0.6 mol/L NaClO is during 1~8 mL; both of them are also proportional to the amount of TEMPO. The waterinsoluble fractions' carboxylic content gradually decreases at first and then remains stable at 0.70~0.75 mol/kg with increasing oxidation time. In conclusion, the rule of the TEMPO-mediated oxidation of BC has significant differences in different stages, and the main cause could be its unique nanostructure and properties.
廖世波1 奚廷斐1,2,4*赖琛2*廖世玉3 黄涛4 王甩艳4 . TEMPO-NaBr-NaClO 体系对细菌纤维素的氧化过程研究[J]. 中国生物医学工程学报, 2013, 32(6): 699-707.
LIAO Shi Bo1 XI Ting Fei1,2,4*LAI Chen2*LIAO Shi Yu3HUANG Tao4 WANG Shuai Yan4. Study on TEMPO-mediated Oxidation of Bacterial Cellulose. journal1, 2013, 32(6): 699-707.
[1]Czaja WK, Young DJ, Kawecki M, et al. The future prospects of microbial cellulose in biomedical applications[J]. Biomacromolecules, 2007, 8(1): 1-12.[2]Schenfelder U, Abel M, Wiegand C, et al. Influence of selected wound dressing on PMN elastase in chronic wound fluid and their antioxidative potential in vitro[J]. Biomaterials, 2005, 26: 6664-6673.
[3]Kakisis JD, Liapis CD, Breuer C, et al. Artificial blood vessel: the Holy Grail of peripheral vascular surgery[J]. Journal of Vascular Surgery, 2005, 41(2):349-354.
[4]李建,万怡灶,黄远,等. 仿生矿化法制备可降解羟基磷灰石/氧化细菌纤维素复合材料[J]. 复合材料学报, 2008, 25(6): 7-11.
[5]Li Jian, Wan Yizao, Li Lianfeng, et al. Preparation and characterization of 2, 3-dialdehyde bacterial cellulose for potential biodegradable tissue engineering scaffolds[J]. Materials Science and Engineering: C, 2009, 29(5): 1635-1642.
[6]Peng Shuai, Zheng Yudong, Wu Jian, et al. Preparation and characterization of degradable oxidized bacterial cellulose reacted with nitrogen dioxide[J]. Polymer bulletin, 2012, 68(2): 415-423.
[7]Calvini P, Conio G, Princi E, et al. Viscometric determination of dialdehyde content in periodate oxycellulose Part II. Topochemistry of oxidation[J]. Cellulose, 2006, 13(5): 571-579.
[8]Isogai A, Saito T, Fukuzumi H. TEMPOoxidized cellulose nanofibers[J]. Nanoscale, 2011, 3(1): 71-85.
[9]Saito T, Hirota M, Tamura N, et al. Individualization of nanosized plant cellulose fibrils by direct surface carboxylation using TEMPO catalyst under neutral conditions[J]. Biomacromolecules, 2009, 10(7): 1992-1996.
[10]Cao Xinwang, Ding Bin, Yu Jianyong, et al. In situ growth of silver nanoparticles on TEMPOoxidized jute fibers by microwave heating[J]. Carbohydrate Polymers, 2013, 92(1): 571-576.
[11]Rodionova G, Saito T, Lenes M, et al. TEMPOmediated oxidation of Norway spruce and eucalyptus pulps: preparation and characterization of nanofibers and nanofiber dispersions[J]. Journal of Polymers and the Environment, 2013, 21(1): 207-214.
[12]Sun Bin, Gu Chunju, Ma Jinhong, et al. Kinetic study on TEMPOmediated selective oxidation of regenerated cellulose [J]. Cellulose, 2005, 12(1): 59-66.
[13]Isogai A, Kato Y. Preparation of polyuronic acid from cellulose by TEMPOmediated oxidation [J]. Cellulose, 1998, 5(3): 153-164.
[14]Nge TT, Sugiyama J. Surface functional group dependent apatite formation on bacterial cellulose microfibrils network in a simulated body fluid [J]. Journal of Biomedical Materials Research Part A, 2007, 81(1): 124-134.
[15]Ifuku S, Tsuji M, Morimoto M, et al. Synthesis of silver nanoparticles templated by TEMPOmediated oxidized bacterial cellulose nanofibers[J]. Biomacromolecules, 2009, 10(9): 2714-2717.
[16]Nge TT, Nogi M, Yano H, et al. Microstructure and mechanical properties of bacterial cellulose/chitosan porous scaffold[J]. Cellulose, 2010, 17(2): 349-363.
[17]Okita Y, Saito T, Isogai A. Entire surface oxidation of various cellulose microfibrils by TEMPOmediated oxidation[J]. Biomacromolecules, 2010, 11(6): 1696-1700.
[18]Luo Honglin, Xiong Guangyao, Hu Da, et al. Characterization of TEMPOoxidized bacterial cellulose scaffolds for tissue engineering applications[J]. Materials Chemistry and Physics, 2013, 143(1): 373-379.
[19]Lai Chen, Sheng Liyuan, Liao Shibo, et al. Surface characterization of TEMPOoxidized bacterial cellulose[J]. Surface and Interface Analysis, 2013, 45(11-12): 1673-1679.
[20]Mao Lianshan, Ma Pu, Law K, et al. Studies on kinetics and reuse of spent liquor in the TEMPOmediated selective oxidation of mechanical pulp [J]. Ind Eng Chem Res, 2010, 49: 113-116.
[21]Chang PS, Robyt JF. Oxidation of primary alcohol groups of naturally occurring polysaccharides with 2,2,6,6-tetramethyl-1-piperidine oxoammonium ion[J]. Journal of Carbohydrate Chemistry, 1996, 15(7): 819-830.
[22]Saito T, Isogai A. TEMPOmediated oxidation of native cellulose. The effect of oxidation conditions on chemical and crystal structures of the waterinsoluble fractions[J]. Biomacromolecules, 2004, 5(5): 1983-1989.
[23]Tahiri C, Vignon MR. TEMPOoxidation of cellulose: Synthesis and characterization of polyglucuronans[J]. Cellulose, 2000, 7(2): 177-188.
[24]Shibata I, Isogai A. Depolymerization of cellouronic acid during TEMPOmediated oxidation[J]. Cellulose, 2003, 10(2): 151-158.
[25]牟莉. 微波辅助下木质纤维素降解与溶解过程的研究[D]. 长春: 东北师范大学, 2012.
[26]Saito T, Yanagisawa M, Isogai A. TEMPOmediated oxidation of native cellulose: SECMALLS analysis of watersoluble and insoluble fractions in the oxidized products[J]. Cellulose, 2005, 12(3): 305-315.
[27]Czaja W, Romanovicz D, Malcolm BR. Structural investigations of microbial cellulose produced in stationary and agitated culture [J]. Cellulose, 2004, 11(3-4): 403-411.