Enhanced solvent-free selective oxidation of cyclohexene to 1,2-cyclohexanediol by polyaniline@halloysite nanotubes

作者: Tianzhu Zhou , Yue Zhao , Wenmei Han , Huazhong Xie , Cuiping Li

DOI: 10.1039/C7TA02605F

关键词:

摘要: One-dimensional polyaniline@halloysite (PANI@HA) nanotubes with enhanced selective oxidation activity of cyclohexene are fabricated by employing aniline (ANI) chemical polymerization on halloysite in situ. By facilely controlling the doping acid, acidity, and ANI/HA weight ratio during fabrication, PANI a controllable degree, redox state, content is grown nanotubes. The result shows that PANI@HA effective catalysts solvent-free reaction system H2O2 as oxidant, their catalytic relies fabrication. synthesized HCl acid to condition acidity at 1 M 2.04 (PANI@HA/1 M/2.04-HCl) demonstrates highest (98.17% conversion 99.50% selectivity 1,2-cyclohexanediol). matches well degree PANI@HA. In addition, optimal 20 mg catalyst, 2.5 mL H2O2, 70 °C, 24 h. Furthermore, PANI@HA/1 M/2.04-HCl exhibits superior dihydroxylation toward 2,3-dimethyl-2-butene cycling performance 99.11% 96.92% 1,2-cyclohexanediol after five cycles. CV indicates attributed reversible for decomposition H2O2.

参考文章(46)
Cuiping Li, Jie Wang, Hong Guo, Shujiang Ding, Low temperature synthesis of polyaniline-crystalline TiO2-halloysite composite nanotubes with enhanced visible light photocatalytic activity. joint international conference on information sciences. ,vol. 458, pp. 1- 13 ,(2015) , 10.1016/J.JCIS.2015.07.025
Christopher M. Plummer, Robert Gericke, Philip Kraft, Aaron Raynor, Jordan Froese, Tomáš Hudlický, Trevor J. Rook, Oliver A. H. Jones, Helmut M. Hügel, Synthesis of Saturated Benzodioxepinone Analogues: Insight into the Importance of the Aromatic Ring Binding Motif for Marine Odorants European Journal of Organic Chemistry. ,vol. 2015, pp. 486- 495 ,(2015) , 10.1002/EJOC.201403142
ET Kang, KG Neoh, KL Tan, POLYANILINE: A POLYMER WITH MANY INTERESTING INTRINSIC REDOX STATES Progress in Polymer Science. ,vol. 23, pp. 277- 324 ,(1998) , 10.1016/S0079-6700(97)00030-0
Kartick C Bhowmick, Navalkishore N Joshi, None, Syntheses and applications of C2-symmetric chiral diols Tetrahedron-asymmetry. ,vol. 17, pp. 1901- 1929 ,(2006) , 10.1016/J.TETASY.2006.06.023
Jin Liang, Bitao Dong, Shujiang Ding, Cuiping Li, Ben Q. Li, Jun Li, Guang Yang, Facile construction of ultrathin standing α-Ni(OH)2 nanosheets on halloysite nanotubes and their enhanced electrochemical capacitance Journal of Materials Chemistry. ,vol. 2, pp. 11299- 11304 ,(2014) , 10.1039/C4TA01045K
Duke Orata, Daniel A. Buttry, Determination of ion populations and solvent content as functions of redox state and pH in polyaniline Journal of the American Chemical Society. ,vol. 109, pp. 3574- 3581 ,(1987) , 10.1021/JA00246A013
Andreia A. Rosatella, Carlos A. M. Afonso, Luís C. Branco, Oxidation of Cyclohexene to trans-1,2-Cyclohexanediol Promoted by p-Toluenesulfonic Acid without Organic Solvents Journal of Chemical Education. ,vol. 88, pp. 1002- 1003 ,(2011) , 10.1021/ED1006772
S.E. Dapurkar, A. Sakthivel, P. Selvam, Mesoporous VMCM-41: highly efficient and remarkable catalyst for selective oxidation of cyclohexane to cyclohexanol Journal of Molecular Catalysis A: Chemical. ,vol. 223, pp. 241- 250 ,(2004) , 10.1016/J.MOLCATA.2003.10.067
S GOLCZAK, A KANCIURZEWSKA, M FAHLMAN, K LANGER, J LANGER, Comparative XPS surface study of polyaniline thin films Solid State Ionics. ,vol. 179, pp. 2234- 2239 ,(2008) , 10.1016/J.SSI.2008.08.004