咪唑型离子液体对4–甲氧基甲苯的电氧化性能研究

doi:10.13208/j.electrochem.131029

电化学（中英文） ›› 2014, Vol. 20 ›› Issue (5): 465-469. doi: 10.13208/j.electrochem.131029

咪唑型离子液体对4–甲氧基甲苯的电氧化性能研究

陈琼，朱英红，朱颖，李艳芳，马淳安^*

浙江工业大学化学工程学院，绿色化学合成技术国家重点实验室培育基地，浙江杭州 310032

收稿日期:2013-10-29 修回日期:2013-12-16 出版日期:2014-10-28 发布日期:2013-12-21
通讯作者: 马淳安 E-mail:science@zjut.edu.cn
基金资助:
国家自然科学基金项目（No. 21076192）、国家973计划项目（No. 2012CB722604）及浙江省重点创新团队项目（No. 2009R50002）资助

Effect of Imidazole Ionic Liquids on the Electro-Oxidation of p-Methoxy Toluene

CHEN Qiong, ZHU Ying-hong, ZHU Ying, LI Yan-fang, MA Chun-an^*

State Key Laboratory Breeding Base of Green Chemistry Synthesis Technology, College of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, China

Received:2013-10-29 Revised:2013-12-16 Published:2014-10-28 Online:2013-12-21

摘要/Abstract

摘要：

通过紫外光谱研究了EMIMBF₄、BMIMBF₄、BMIMHSO₄和BMIMAc四种咪唑型离子液体(ILs)与4–甲氧基甲苯（p-MT）之间的相互作用，采用循环伏安法（CV）和计时电流法（CP）研究了p-MT在四种离子液体中的电化学氧化行为，探讨了咪唑型离子液体对反应的影响. 实验结果表明，在离子液体水溶液中p-MT的紫外光谱出现明显的红移，其溶剂分子和反应底物p-MT之间相互作用，这有利于p-MT产生相对稳定的激发态. p-MT在离子液体水溶液中的电氧化受扩散控制，且p-MT在EMIMBF₄水溶液中的扩散系数和电解产物的产率和选择性最佳.

关键词: 离子液体, 4-甲氧基甲苯, 紫外光谱, 电氧化

Abstract:

The interactions between four Imidazole ionic liquids (EMIMBF₄, BMIMBF₄, BMIMHSO₄, BMIMAc) and p-methoxy toluene were investigated by ultraviolet spectroscopy. The red shifts of absorption peak were obviously observed, and the fine structures of the spectroscopy were disappeared on the long wave district. p-MT producing stable excited state was benefit from the interaction with solvent molecules. The electro-oxidation behavious of p-MT were studied in the four ILs on platinum electrode by cyclic voltammetry (CV) and chronoamperometry (CP), and the diffusion coefficients (D) and activation energies (ED) were calculated. The results indicated that the electro-oxidation process of p-MT was irreversible and controlled by diffusion. The diffusion coefficient of p-MT and the selectivity of electrolytic product were maximum in EMIMBF4 compared to other ionic liquids.

Key words: ionic liquids, p-methoxy toluene, ultraviolet spectroscopy, electro-oxidation

中图分类号:

O646

陈琼，朱英红，朱颖，李艳芳，马淳安*. 咪唑型离子液体对4–甲氧基甲苯的电氧化性能研究[J]. 电化学（中英文）, 2014, 20(5): 465-469.

CHEN Qiong, ZHU Ying-hong, ZHU Ying, LI Yan-fang, MA Chun-an*. Effect of Imidazole Ionic Liquids on the Electro-Oxidation of p-Methoxy Toluene[J]. Journal of Electrochemistry, 2014, 20(5): 465-469.

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链接本文: https://electrochem.xmu.edu.cn/CN/10.13208/j.electrochem.131029

https://electrochem.xmu.edu.cn/CN/Y2014/V20/I5/465

参考文献

[1] Chen Q, Xu A, Li Z, et al. Influence of anionic structure on the dissolution of chitosan in 1-butyl-3-methylimidaz-olium-based ionic liquids[J]. Green Chemistry, 2011, 13(12): 3446-3452.
[2] Lai J Q, Li Z, Lü Y H, et al. Specific ion effects of ionic liquids on enzyme activity and stability[J]. Green Chemistry, 2011, 13 (7): 1860-1868.
[3] Singh P P, Ambika, Chauhan S M S. Chemoselective epoxidation of electron rich and electron deficient olefins catalyzed by meso-tetraarylporphyrin iron(III) chlorides in imidazolium ionic liquids[J]. New Journal of Chemistry, 2012, 36(3): 650-655.
[4] Fan J L(樊俊丽), Ye W L(叶伟林), Wang R(王荣), et al. Electrochemical reduction of nitrobenzene in different ionic liquids[J]. Journal of Electrochemistry(电化学), 2009, 15(3): 260-263.
[5] Yang J Z(杨家振), Jin Y(金一), Pan W(潘伟). Study on electrochemistry of FeCl3 in room temperature ionic liquid: BPBF4[J]. Acta Chemica Sinica(化学学报), 2004, 62(20): 2035-2039.
[6] Shi J H(石家华), Yang C H(杨春和), Gao Q Y(高青雨), et al. Studies on electrochemical synthesis of polythiophene in an ionic liquid[J]. Chinese Journal of Chemical Physics(化学物理学报), 2004, 17(4): 503-507.
[7] Zane D, Raffaele A, Curulli A, et al. Electrosynthesis of poly(o-phenylenediamine) in a room temperature ionic liquid[J]. Electrochemistry Communications, 2007, 9(8): 2037-2040.
[8] Rogers E I, Lawrence N S, Compton R G. The electrochemical oxidation of ruthenocene in various room temperature ionic liquids[J]. Journal of Electroanalytical Chemistry, 2011, 657 (1/2): 144-149.
[9] Fabiańska A, Ossowski T, Stepnowski P, et al. Electrochemical oxidation of imidazolium-based ionic liquids: The influence of anions[J]. Chemical Engineering Journal, 2012, 198: 338-345.
[10] Sun N, Hou Y, Wu W, et al. Electro-oxidation of benzyl alcohol to benzaldehyde in supercritical CO2 with ionic liquid[J]. Electrochemistry Communications, 2013, 28: 34-36.
[11] Gunasekaran S, Seshadri S, Muthu S, et al. Vibrational spectroscopy investigation using ab initio and density functional theory on p-anisaldehyde[J]. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 2008, 70(3): 550-556.
[12] Saha R, Ghosh A, Saha B. Kinetics of micellar catalysis on oxidation of p-anisaldehyde to p-anisic acid in aqueous medium at room temperature[J]. Chemical Engineering Science, 2013, 99: 23-27.
[13] Kus N, Sharma A, Reva I, et al. Thermal and photoinduced control of relative populations of 4-methoxybenzaldehyde (p-anisaldehyde) conformers[J]. The Journal of Physical Chemistry A, 2010, 114(29): 7716-7724.
[14] Tang X J(唐新军), Hong L Z(洪礼章), Xu J B(徐建兵), et al. Synthesis of anisaldehyde by indirect electrochemical oxidation of anethole[J]. Chemical World(化学世界), 2007, 10: 621-624.
[15] Hu R S(胡瑞省), Li J F(李健飞), Zhang Y J(张元静), et al. Studies on mechanism of aromatic aldehyde by indirect electrooxidation[J]. Shijiazhuang Teachers College(石家庄师范专科学校学报), 2004, 6: 18-21.
[16] Devadoss V, Basha C A, Jayaraman K. Indirect El-ectrochemical oxidation of p-methoxy-toluene top-methoxy-benzaldehyde using ceric methanesulp-honate: A scale-up study[J]. Industrial & Engi-neering Chemistry Research, 2008, 47(14): 4607-4616.
[17] Tzedakis T, Savall A. Electrochemical regeneration of Ce(IV) for oxidation of p-methoxytoluene[J]. Journal of Applied Electrochemistry, 1997, 27(5): 589-597.
[18] Wu L L(吴玲玲), Zhu Y H(朱英红), Li S S(李珊珊), et al. Study on the direct elctro-oxidaton of anisaldehyde[J]. Journal of Electrochemistry (电化学), 2011, 17(2): 227-230.
[19] Fang Y Z(方玉珠), Jiang F T(姜芳婷), Lu Y(路勇). Electr-ocatalytic performance of self-supporting CNTs/SMF-Ni hybrid elctrodes for the aerobic oxidation of p-MT to p-MBA[J]. Acta Physico-Chimica Sinica(物理化学学报), 2010, 26(6): 1468-1472.
[20] Falgayrac G, Savall A. Anodic oxidation of p-methoxytoluene in acetic acid on graphite[J]. Journal of Applied Electrochemistry, 1998, 28(10): 1137-1140.
[21] Zhu Y H(朱英红), Zeng H Y(曾红燕), Li S S(李姗姗), et al. Electrochemical oxidation of p-methoxy toluene in BMIMBF4 ionic liquid[J]. Acta Physico-Chimica Sinica(物理化学学报), 2012, 28(2): 421-426.
[22] Zhang S J(张锁江). Ionic Liquids - from basic research to industrial application(离子液体-从基础研究到工业应用)[M]. Beijing: Science Press(科学出版社), 2006: 111.
[23] Li R X(李汝雄). Green solvent - synthesis and application of ionic liquid(绿色溶剂-离子液体的合成与应用)[M]. Beijing: Chemical Industry Press(化学工业出版社), 2004: 56-92.
[24] Doherty A P, Brooks C A. Electrosynthesis in room-temperature ionic liquids: Benzaldehyde reduction[J]. Electrochimica Acta, 2004, 49(22/23): 3821-3826.

咪唑型离子液体对4–甲氧基甲苯的电氧化性能研究

Effect of Imidazole Ionic Liquids on the Electro-Oxidation of p-Methoxy Toluene

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