Synthesis and Characterization of Task Specific Ionic Liquid N-(Trimethoxysilyl)propyl-N-methyl-2-pyrrolidone Chlorides with Surface Activities

Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (07): 1076-1080. Previous Articles Next Articles

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具有表面活性的功能化离子液体N-(三甲氧硅丙基)-N-甲基-2-吡咯烷酮盐酸盐的合成与表征

张娇霞^1,2，郑亚萍*^,1，兰岚¹，于培盈¹，石伟¹，李江洪¹，檀雨默¹

(¹西北工业大学理学院应用化学系西安 710129)
(²江苏科技大学材料科学与工程学院镇江 212003)

收稿日期:2010-04-22 修回日期:2011-01-27 发布日期:2011-03-08
通讯作者: 张娇霞 E-mail:myzjx@yahoo.cn

Synthesis and Characterization of Task Specific Ionic Liquid N-(Trimethoxysilyl)propyl-N-methyl-2-pyrrolidone Chlorides with Surface Activities

Zhang Jiaoxia^1,2 Zheng Yaping*^,1 Lan Lan¹ Yu Peiying¹ Shi Wei¹ Li Jiang-hong¹ Tan Yumo¹

(¹ Department of Applied Chemistry, School of Natural and Applied Science, Northwestern Polytechnical University, Xi′an710129)
(²School of Materials Science and En-gineering, Jiangsu University of Science and Technology, Zhenjiang 212003)

Received:2010-04-22 Revised:2011-01-27 Published:2011-03-08
Contact: Jiaoxia Zhang E-mail:myzjx@yahoo.cn

A novel task specific ionic liquid with surface activities based on heterocylic pyrrolidone as cation and chloride ion as anion was synthesized using N-methyl-2-pyrrolidone and 3-(trimethoxysilyl) propyl chloride as material through S_N2 nucleophilic substitution reaction. The chemical structure was characterized by elemental analysis, Fourier-transformed infrared spectroscopy (FT-IR) and nuclear magnetic resonance (NMR) analysis. At the same time, the surface-activity and conductivity of task specific ionic liquids were studied. The results showed that the structure of synthesized product is consistent with the theoretical structure of task specific ionic liquids, which has a wide liquid temperature range and low surface tension. The conductivity gradually increased with temperature increasing.

Key words: task specific ionic liquid, N-methyl-2-pyrrolidone, surface tension, conductivity

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ZHANG Jiao-Xia, ZHENG Ya-Ping, LAN Lan, YU Pei-Ying, SHI Wei, LI Jiang-Hong, TAN Yu-Mo. Synthesis and Characterization of Task Specific Ionic Liquid N-(Trimethoxysilyl)propyl-N-methyl-2-pyrrolidone Chlorides with Surface Activities[J]. Chin. J. Org. Chem., 2011, 31(07): 1076-1080.

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References

1 Singh, R.; Sharma, M.; Mamgain, R.; Rawat, D. J. Braz. Chem. Soc. 2008, 19, 357.

2 Deng, Y.Q. Ionic liquids- properties, preparation and applications. Beijing: Chinese Petrochemical Press, 2006.

(邓友全. 离子液体-性质、制备与应用. 北京: 中国石化出版社, 2006.)

3 Pang, Y. Chem Industry and Engineering Progress, , 2008, 27(9), 1363.

(庞艳玲. 化工进展, 2008, 27(9), 1363.)

4 Antonietti, M.; Kuang, D. B.; Smarsly, B.; Zhou, Y. Angew. Chem. Int. Ed. 2004, 43, 4989.

5 Chen, S.P.; Wang, S. W.; Wang, S.J.; Dai, W.D.; Feng, L. Fine Chemical Intermediate, 2004, 34(5), 10.

(陈双平, 王寿武, 汪守建, 戴卫东, 冯莉. 精细化工中间体, 2004, 34(5), 10.)

6 Gao, Y.; Zhao, X.; Dong, B.; Zheng, L.; Li, N.; Zhang, S. J. Phys. Chem. B, 2006, 110(17), 8576.

7 Wang, Q.; Liang,H. Z.; Bao, W. L. Chinese Journal of Applied Chemistry, 2007, 24(2), 117.

(王强, 梁洪泽, 包伟良. 应用化学, 2007, 24(2), 117.)

8 Bergin, S. D.; Nicolos,i V.; Streich, P. V.; Giordani, S.; Sun, Z.; Windle, A. H.; Ryan, P.; Niraj, N. P. P.; Wang, Z. T. T.; Carpenter, L.; Blau, W. J.; Boland, J. J.; Hamilton, J. P.; Coleman, J. N. Adv. Mater. 2008, 20, 1876.

9 MacFarlane, D. R.; Meakin, P.; Sun, J.; Amini, N.; Forsyth, M. J. Phys. Chem. B, 1999, 103(20), 4164.

10 MacFarlane, D. R.; Sun, J.; Golding, J.; Meakin, P.; Forsyth, M. Electrochim Acta 2000, 45(8-9), 1271.

11 Forsyth, S.; Golding, J.; MacFarlane, D. R.; Forsyth, M. Electrochim Acta, 2001, 46(10-11), 1753.

12 MacFarlane, D. R.; Golding, J.; Forsyth, S.; Forsyth, M.; Deacon, G. B. Chem. Commun. 2001, 1430.

13 Zsombor, M.; Krisztina, S. N.; László, B.; Sinem, G. Chem. Phys. Lett. 2004, 400(4), 296.

14 Bowers, J.; Butts, C. P.; Martin, P. J.; Vergara-Gutierrez, M, C.; Heenan, R. K. Langmuir, 2004, 20(6), 2191.

15 Huang, B. H.; Wang, Y.F.; Du, Z.Y.; Zhang, K.; Fang Y.X.; Zhou, B.L.; Li, Z.J. Journal of Instrumental Analysis, 2007, 26(4), 478.

(黄宝华, 汪艳飞, 杜志云, 张焜, 方岩雄, 周蓓蕾, 黎子进. 分析测试学报, 2007, 26(4), 478.)

16 Zhang, H.B.; Zhou, X.H.; Dong, J.F.; Zhang, G.Y.; Wang, C.X. SCIENCE IN CHINA Ser. B Chemistry, 2006, 36 (5), 3671.

(张海波, 周晓海, 董金凤, 张高勇, 汪存信. 中国科学 B 辑化学, 2006, 36 (5), 3671.)

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具有表面活性的功能化离子液体N-(三甲氧硅丙基)-N-甲基-2-吡咯烷酮盐酸盐的合成与表征

Synthesis and Characterization of Task Specific Ionic Liquid N-(Trimethoxysilyl)propyl-N-methyl-2-pyrrolidone Chlorides with Surface Activities

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