Synthesis of MCC-g-PGMA by AGET ATRP in ionic liquids

doi:10.11949/j.issn.0438-1157.20141846

CIESC Journal ›› 2015, Vol. 66 ›› Issue (S1): 365-369.DOI: 10.11949/j.issn.0438-1157.20141846

Previous Articles Next Articles

Synthesis of MCC-g-PGMA by AGET ATRP in ionic liquids

YUAN Miao, TANG Erjun, DU Kaidi, LIU Hong, ZHOU Jian, LIU Shaojie, ZHAO Dishun

School of Chemical and Pharmaceutical Engineering, Hebei University of Science and Technology, Hebei Research Center of Pharmaceutical and Chemical Engineering, Shijiazhuang 050018, Hebei, China

Received:2014-12-15 Revised:2014-12-24 Online:2015-06-30 Published:2015-06-30
Supported by:
supported by the National Natural Science Foundation of China (21304030) and the Natural Science Foundation of Hebei Province (B2013208183).

离子液体中采用AGET ATRP法制备MCC-g-PGMA

袁淼, 唐二军, 杜凯迪, 刘洪, 周剑, 刘少杰, 赵地顺

河北科技大学化学与制药工程学院, 河北省药物化工工程技术中心, 河北石家庄 050018

通讯作者: 唐二军
基金资助:
国家自然科学基金项目(21304030);河北省自然科学基金项目(B2013208183)。

Abstract

Abstract:

The MCC-g-PGMA was synthesized by AGET ATRP in ionic liquid [AMIM]Cl. Vitamin C was used as the reducing agent and CuBr₂/ethanediamine was the catalytic system. The experiment proved that microcrystalline cellulose can well dissolve in [AMIM]Cl. Optimum mole ratio of GMA/ethanediamine/ CuBr₂/VC were attained at 100:4:1:1. The temperature and reaction time were 25℃ and 4 h. The grafting efficiency was as high as 54.56% and the distribution of molecular weight of MCC-g-PGMA was 1.48. FT-IR proved that the MCC-g-PGMA graft copolymer was successfully synthesized by AGET ATRP in [AMIM]Cl. SEM showed the surface of MCC was changed and became coarse after PGMA grafted to MCC. It has a perfect application potential in the field of drug carrier.

Key words: ionic liquid, methyl methacrylate, AGET ATRP, microcrystalline cellulose, molecular synthesis, polymers

摘要：

在氯化1-烯丙基-3-甲基咪唑([AMIM]Cl)离子液体中, 采用AGET ATRP技术, 以VC为还原剂、CuBr₂/乙二胺为催化体系, 成功制备了微晶纤维素接枝聚甲基丙烯酸缩水甘油酯(MCC-g-PGMA)分子。研究表明:[AMIM]Cl对微晶纤维素有较好的溶解性, 最佳反应条件为GMA/乙二胺/CuBr₂/VC摩尔比为100:4:1:1, 反应温度25℃, 反应时间4 h, 接枝效率可达54.56%, 分子量分布较窄为1.48。通过FT-IR、TEM和SEM测试表明:成功合成了MCC-g-PGMA接枝共聚物分子, PGMA接枝微晶纤维素后表面形态变得粗糙, 接枝共聚物在丙酮溶液中可自组装成150～200 nm的球形结构, 在药物载体领域具有良好的应用潜能。

关键词: 离子液体, 甲基丙烯酸缩水甘油酯, AGET ATRP, 微晶纤维素, 分子合成, 聚合物

CLC Number:

TQ032.4

YUAN Miao, TANG Erjun, DU Kaidi, LIU Hong, ZHOU Jian, LIU Shaojie, ZHAO Dishun. Synthesis of MCC-g-PGMA by AGET ATRP in ionic liquids[J]. CIESC Journal, 2015, 66(S1): 365-369.

袁淼, 唐二军, 杜凯迪, 刘洪, 周剑, 刘少杰, 赵地顺. 离子液体中采用AGET ATRP法制备MCC-g-PGMA[J]. 化工学报, 2015, 66(S1): 365-369.

References 17

[1]	Wang Jinxia (王金霞), Liu Wenxia (刘温霞). Progress on graft polymerization of cellulose [J]. Paper and Paper Making(纸和造纸), 2011, 30(8): 31-37.
[2]	Zhang Zhifeng (张智峰). Research progress in cellulose modification [J]. Chemical Industry and Engineering Progress (化工进展), 2010, 29(8): 1493-1501.
[3]	Yuan Ye (袁晔), Fan Ziqian (范子千), Shen Qing (沈青). Recent development in nanocellulose research and application I [J]. Polymer Buletin (高分子通报), 2010, 2:75-79.
[4]	Liu Huiru (刘会茹), Liu Mengshuai (刘猛帅), Zhang Xingchen (张星辰), Zhao Dishun (赵地顺). The development in cellulose solvent systems [J]. Materials Review A (材料导报A), 2011, 25(4): 135-139.
[5]	Zhao Dishun (赵地顺), Liu Mengshuai (刘猛帅), Li He (李贺), Fu Linlin (付林林), Zhang Juan (张娟), Ren Peibing (任培兵). The development of cellulose in ionic liquids [J]. Materials Review A (材料导报A), 2011, 25(6): 84-96.
[6]	Guo Y Z, Liu Q L, Chen H, Wang X H, Shen Z G, Shu X C, Sun R C. Direct grafting modification of pulp in ionic liquids and self-assembly behavior of the graft copolymers [J]. Cellulose, 2013, 20: 873-884.
[7]	Richard P S, Scott K S, John D H, Rogers R D. Dissolution of cellulose with ionic liquids [J]. J. Am. Chem. Soc., 2002, 124: 4974-4985.
[8]	Ye Jun (叶君), Zhao Xingfei (赵星飞), Xiong Jian (熊犍). Application of ionic liquids in cellulose study [J]. Chemical Industry and Engineering Progress(化工进展), 2007, 19(4): 478-484.
[9]	Zhao Dishun(赵地顺), Fu Linlin (付林林), Zhang Juan (张娟), Li He (李贺), Liu Mengshuai (刘猛帅), Fu Jiangtao (付江涛), Wang Wei (王薇). Study on the dissolution of cellulose in N-allylpyridinum chloride ionic liqulid and co-solvent composites [J]. Journal of Polymer (高分子学报), 2012, 9: 937-942.
[10]	Yang Yang (杨扬), Kang Yan (康燕), Cai Zhinan (蔡志楠), Sui Xiaofeng (隋晓锋), Yuan Jinying (袁金颖). Progress on graft polymerization of cellulose [J]. Journal of Cellulose Science and Technology(纤维素科学与技术), 2009, 17(3): 52-58.
[11]	Lnnberga H, Fogelstrma L, Berglund L, et al. Surface grafting of microfibrillated cellulose with poly(e-caprolactone)-synthesis and characterization [J]. European Polymer Journal, 2008, 44(9): 2991-2997.
[12]	Dahou W, Ghemati D, Oudia A, et al. Preparation and biological characterization of cellulose graft copolymers [J]. Biochemical Engineering Journal, 2010, (48): 187-194.
[13]	Ostmark E, Harrisson S, Malmstrom E E. Comb polymers prepared by ATRP from hydroxypropyl cellulose [J]. Biomacromolecules, 2007, 8(4): 1138-1148.
[14]	Tang E J, Tian B Y, Zhao D S, et al. Effect of different ligands on the controlled polymerization of monodisperse polystyrene nanospheres by ATRP [J]. Express Polym. Lett., 2012, 6: 837.
[15]	Zampano G, Bertoldo M, Bronco S. Poly(ethyl acrylate) surface-initiated ATRP grafting from wood pulp cellulose fibers [J]. Carbohyd. Polym., 2009, 75: 22-31.
[16]	Wang D Q, Tan J J, Kang H L, Ma L, Jin X, Liu R G, Huang Y. Synthesis, self-assembly and drug release behaviors of pH-responsive copolymers ethyl cellulose-graft-PDEAEMA through ATRP [J]. Carbohyd. Polym., 2011, 84: 195-202.
[17]	Jakubowski W, Matyjaszewski K. Activator generated by electron transfer for atom transfer radical polymerization [J]. Macromolecules, 2005, 38: 4139-4146.

Synthesis of MCC-g-PGMA by AGET ATRP in ionic liquids

离子液体中采用AGET ATRP法制备MCC-g-PGMA

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References 17

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Qi WANG, Bin ZHANG, Xiaoxin ZHANG, Hujian WU, Haitao ZHAN, Tao WANG. Synthesis of isoxepac and 2-ethylanthraquinone catalyzed by chloroaluminate-triethylamine ionic liquid/P₂O₅ [J]. CIESC Journal, 2023, 74(S1): 245-249.
[2]	Ruimin CHE, Wenqiu ZHENG, Xiaoyu WANG, Xin LI, Feng XU. Research progress on homogeneous processing of cellulose in ionic liquids [J]. CIESC Journal, 2023, 74(9): 3615-3627.
[3]	Meisi CHEN, Weida CHEN, Xinyao LI, Shangyu LI, Youting WU, Feng ZHANG, Zhibing ZHANG. Advances in silicon-based ionic liquid microparticle enhanced gas capture and conversion [J]. CIESC Journal, 2023, 74(9): 3628-3639.
[4]	Yepin CHENG, Daqing HU, Yisha XU, Huayan LIU, Hanfeng LU, Guokai CUI. Application of ionic liquid-based deep eutectic solvents for CO₂ conversion [J]. CIESC Journal, 2023, 74(9): 3640-3653.
[5]	Lizhi WANG, Qiancheng HANG, Yeling ZHENG, Yan DING, Jiaji CHEN, Qing YE, Jinlong LI. Separation of methyl propionate + methanol azeotrope using ionic liquid entrainers [J]. CIESC Journal, 2023, 74(9): 3731-3741.
[6]	Jie CHEN, Yongsheng LIN, Kai XIAO, Chen YANG, Ting QIU. Study on catalytic synthesis of sec-butanol by tunable choline-based basic ionic liquids [J]. CIESC Journal, 2023, 74(9): 3716-3730.
[7]	Zehao MI, Er HUA. DFT and COSMO-RS theoretical analysis of SO₂ absorption by polyamines type ionic liquids [J]. CIESC Journal, 2023, 74(9): 3681-3696.
[8]	Junfeng LU, Huaiyu SUN, Yanlei WANG, Hongyan HE. Molecular understanding of interfacial polarization and its effect on ionic liquid hydrogen bonds [J]. CIESC Journal, 2023, 74(9): 3665-3680.
[9]	Jiali ZHENG, Zhihui LI, Xinqiang ZHAO, Yanji WANG. Kinetics of ionic liquid catalyzed synthesis of 2-cyanofuran [J]. CIESC Journal, 2023, 74(9): 3708-3715.
[10]	Minghao SONG, Fei ZHAO, Shuqing LIU, Guoxuan LI, Sheng YANG, Zhigang LEI. Multi-scale simulation and study of volatile phenols removal from simulated oil by ionic liquids [J]. CIESC Journal, 2023, 74(9): 3654-3664.
[11]	Shaoqi YANG, Shuheng ZHAO, Lungang CHEN, Chenguang WANG, Jianjun HU, Qing ZHOU, Longlong MA. Hydrodeoxygenation of lignin-derived compounds to alkanes in Raney Ni-protic ionic liquid system [J]. CIESC Journal, 2023, 74(9): 3697-3707.
[12]	Jie LIU, Lisheng WU, Jinjin LI, Zhenghong LUO, Yinning ZHOU. Preparation and properties of polyether-based vinylogous urethane reversible crosslinked polymers [J]. CIESC Journal, 2023, 74(7): 3051-3057.
[13]	Yuanliang ZHANG, Xinqi LUAN, Weige SU, Changhao LI, Zhongxing ZHAO, Liqin ZHOU, Jianmin CHEN, Yan HUANG, Zhenxia ZHAO. Study on selective extraction of nicotine by ionic liquids composite extractant and DFT calculation [J]. CIESC Journal, 2023, 74(7): 2947-2956.
[14]	Bin LI, Zhenghu XU, Shuang JIANG, Tianyong ZHANG. Clean and efficient synthesis of accelerator CBS by hydrogen peroxide catalytic oxidation method [J]. CIESC Journal, 2023, 74(7): 2919-2925.
[15]	Zhen LONG, Jinhang WANG, Junjie REN, Yong HE, Xuebing ZHOU, Deqing LIANG. Experimental study on inhibition effect of natural gas hydrate formation by mixing ionic liquid with PVCap [J]. CIESC Journal, 2023, 74(6): 2639-2646.