Please wait a minute...
Chin J Mater Res  2012, Vol. 26 Issue (4): 408-413    DOI:
论文 Current Issue | Archive | Adv Search |
Preparation and Property of Oxidized Cellulose Acetate with C–6 Carboxyl Groups
WANG Kai, TANG Aimin
State Key Laboratory of Pulp and Paper Engineering, South China University of Technology, Guangzhou 510640
Cite this article: 

WANG Kai TANG Aimin. Preparation and Property of Oxidized Cellulose Acetate with C–6 Carboxyl Groups. Chin J Mater Res, 2012, 26(4): 408-413.

Download:  PDF(918KB) 
Export:  BibTeX | EndNote (RIS)      
Abstract  Oxidized cellulose acetate with a free carboxylic acid group content of 0.93mmol/g on C–6 position of the glucose and a total degree of substitution (DS) 2.72, was prepared by oxidizing the dissolving wood pulp with TEMPO/NaClO/NaClO2 and then reacted with a mixture of acetic acid and acetic anhydride with sulfuric acid as catalyst. The structure of the product was characterized with Fourier transfer infrared spectroscopy, X–ray diffraction analysis, proton and carbon–13 nuclear magnetic resonance. The thermal properties were tested by thermo–gravimetry analysis and differential scanning calorimetry. The results show the product has a good substitution uniformity with C–2, C–3 and C–6 position’s acetyl DS of 0.93, 0.98 and 0.81 respectively. The product can dissolve in dimethylsulfoxide, and has good thermoplastic with a melting point of 257 degree celsius. The acetyl access improves thermoplastic of the product.
Key words:  organic polymer material      oxidized cellulose acetate      TEMPO–mediated oxidation      acetylation     
Received:  30 May 2012     
ZTFLH: 

TB324

 
Fund: 

Supported by the State Key Development Program for Basic Research of China No.2010CB732206.

URL: 

https://www.cjmr.org/EN/     OR     https://www.cjmr.org/EN/Y2012/V26/I4/408

1 SUN Bin, WU Lishun, LIANG Borun, Development of Medical Absorbable Oxidized Cellulose and Its Oxidation Systems, Journal of China Textile University, 26(4), 110(2000)

(孙 宾, 武利顺, 梁伯润, 医用可吸收氧化纤维素及其氧化体系研究进展, 中国纺织大学学报,  26(4), 110(2000))

2 Arian E J, de Nooy, Arie C Bsemer, Herman van Bekkum, Highly selective nitroxyl radical–mediated oxidation of primary alcohol groups in water–soluble glueans, Carbohydrate

Research, 269, 89(1995)

3 Masayuki Hirota, Naoyuki Tamura, Tsuguyuki Saito, Akira Isogai, Oxidation of regenerated cellulose with NaClO2 catalyzed by TEMPO and NaClO under acid–meutral conditions, Carbohyydrate Polymers, 78, 330(2009)

4 Stefan Liebminger, Matthaus Siebenhofer, Georg Guebitz, Oxidation of glycerol by 2,2,6,6–tetramethylpiperidine–N–oxyl (TEMPO) in the presence of laccase, Bioresource Technology, 100, 4541(2009)

5 Choukri Tahiri, Michel R Vignon, TEMPO–oxidation of cellulose: Synthesis and characterization of polyglucuronans, Cellulose, 7(2), 177(2000)

6 T.MIYAMOTO, Y.SATO, T.SHIBATA, H.INAGAKI, 13C Nuclear Magnetic Resonance Studies of Cellulose Acetate, Journal of Polymer Science: Polymer Chemistry Edition, 22, 2363(1984)

7 Kenji Kamide, Keisuke Kowsaka, and Kunihiko Okajima, 13C NMR Study on the Distribution of Substituent Groups on Trihydric Alcohol Units in Cellulose Xanthate, Polymer J., 19(2), 231(1987)

8 V.KUMAR and D.YANG, Oxidized cellulose esters: Preparation and characterization of oxidized cellulose acetates– a new class of biodegradable polymers, Sci. Polymer., 13(3), 273(2002)

9 Silvia Gomez–Bujedo, Etienne Fleury, and Michel R.Vignon, Preparation of Cellulonic Acids and Partially Acetylated Cellouronic Acids by TEMPO/NaClO Oxidation of water–soluble Cellulose Acetate, Biomacromolecules, 5, 565(2004)

10 Kai Zhang, Steffen Fischer, Andreas Geissler, Erica Brendler, Analysis of carboxylate groups in oxidized never–dried cellulose II catalyzed by TEMPO and 4–acetamide–TEMPO. Carbohydrate Polymers, 87, 894(2012)

11 MEI Jie, OU Yifang, CHEN Jianan, The Relationship of Distribution of Degree of Substitution and Properties of Cellulose Acetate, Journal of Cellulose Science and Technology., 10(1), 12(2002)

(梅 洁, 欧义芳, 陈家楠, 醋酸纤维素取代基分布与性质的关系, 纤维素科学与技术,  10(1), 12(2002))

12 WANG Neng, DING Yong, Thermal behavior of nanocrystalline cellulose treated by acid or alkali, Acta Polymerica Sinica., 6, 925(2004)

(王 能, 丁恩勇, 酸碱处理后纳米微晶纤维素的热行为分析, 高分子学报,  6, 925 (2004))

13 XU Yunhui, LIN Hong, CHEN Yuyue, Aggregated structure of cotton fiber oxidized selectively with sodium periodate, Journal of Textile Research, 11(11), 1(2006)

(许云辉, 林红, 陈宇岳, 选择性氧化棉纤维的聚集态结构, 纺织学报,  11(11), 1(2006))

14 Peter Zugenmaier, Characteristics of cellulose Acetates, Macromol. Symp., 208, 81(2004)

15 HS Barud, AM de Ara´ujo J´unior, RMN de Assun¸c˜ao CS meireles, DA Cerqueira, GR Filho,Y messaddeq, SJL Ribeiro, Thermal characterization of cellulose acetate produced from homogeneous acetylation of bacterial cellulose, Thermochimica Acta, 471, 61 (2008)
[1] YE Jiaofeng, WANG Fei, ZUO Yang, ZHANG Junxiang, LUO Xiaoxiao, FENG Libang. Epoxy Resin-modified Thermo-reversible Polyurethane with High Strength, Toughness, and Self-healing Performance[J]. 材料研究学报, 2023, 37(4): 257-263.
[2] LI Hanlou, JIAO Xiaoguang, ZHU Huanhuan, ZHAO Xiaohuan, JIAO Qingze, FENG Caihong, ZHAO Yun. Synthesis of Branched Fluorine-containing Polyesters and their Properties[J]. 材料研究学报, 2023, 37(4): 315-320.
[3] MA Yizhou, ZHAO Qiuying, YANG Lu, QIU Jinhao. Preparation and Dielectric Energy Storage Properties of Thermoplastic Polyimide/Polyvinylidene Fluoride Composite Film[J]. 材料研究学报, 2023, 37(2): 89-94.
[4] SHEN Yanlong, LI Beigang. Preparation of Magnetic Amino Acid-Functionalized Aluminum Alginate Gel Polymer and its Super Adsorption on Azo Dyes[J]. 材料研究学报, 2022, 36(3): 220-230.
[5] LONG Qing, WANG Chuanyang. Thermal Degradation Behavior and Kinetics Analysis of PMMA with Different Carbon Black Contents[J]. 材料研究学报, 2022, 36(11): 837-844.
[6] JIANG Ping, WU Lihua, LV Taiyong, Pérez-Rigueiro José, WANG Anping. Repetitive Stretching Tensile Behavior and Properties of Spider Major Ampullate Gland Silk[J]. 材料研究学报, 2022, 36(10): 747-759.
[7] YAN Jun, YANG Jin, WANG Tao, XU Guilong, LI Zhaohui. Preparation and Properties of Aqueous Phenolic Resin Modified by Organosilicone Oil[J]. 材料研究学报, 2021, 35(9): 651-656.
[8] ZHANG Hao, LI Fan, CHANG Na, WANG Haitao, CHENG Bowen, WANG Panlei. Preparation of Carboxylic Acid Grafted Starch Adsorption Resin and Its Dye Removal Performance[J]. 材料研究学报, 2021, 35(6): 419-432.
[9] SUN Liying, QIAN Jianhua, ZHAO Yongfang. Preparation and Performance of AgNWs -TPU/PVDF Flexible Film Capacitance Sensors[J]. 材料研究学报, 2021, 35(6): 441-448.
[10] TANG Kaiyuan, HUANG Yang, HUANG Xiangzhou, GE Ying, LI Pinting, YUAN Fanshu, ZHANG Weiwei, SUN Dongping. Physicochemical Properties of Carbonized Bacterial Cellulose and Its Application in Methanol Electrocatalysis[J]. 材料研究学报, 2021, 35(4): 259-270.
[11] SU Chenwen, ZHANG Tingyue, GUO Liwei, LI Le, YANG Ping, LIU Yanqiu. Preparation of Thiol-ene Hydrogels for Extracellular Matrix Simulation[J]. 材料研究学报, 2021, 35(12): 903-910.
[12] ZHANG Xiangyang, ZHANG Qiyang, ZHENG Tao, TANG Tao, LIU Hao, LIU Guojin, ZHU Hailin, ZHU Haifeng. Fabrication of Composite Material Based on MOFs and its Adsorption Properties for Methylene Blue Dyes[J]. 材料研究学报, 2021, 35(11): 866-872.
[13] WAN Liying, XIAO Yang, ZHANG Lunliang. Preparation and Properties of PU-DA System Based on Thermoreversible Diels-Alder Dynamic Covalent Bond[J]. 材料研究学报, 2021, 35(10): 752-760.
[14] ZHANG Cuige, HU Liang, LU Zuxin, ZHOU Jiahui. Preparation and Emulsification Properties of Self-assembled Colloidal Particles Based on Alginic Acid[J]. 材料研究学报, 2021, 35(10): 761-768.
[15] HUANG Jian, LIN Chunxiang, CHEN Ruiying, XIONG Wanyong, WEN Xiaole, LUO Xin. Ionic Liquid-assisted Synthesis of Nanocellulose Adsorbent and Its Adsorption Properties[J]. 材料研究学报, 2020, 34(9): 674-682.
No Suggested Reading articles found!