Liquid-phase oxidation kinetics of sec-butylbenzene

被引：0
|
作者：
Dong J. [1 ]
Zhang S. [1 ]
Sun W. [1 ]
Xu Z. [1 ]
Zhao L. [1 ]
机构：
[1] State Key Laboratory of Chemical Engineering, East China University of Science and Technology, Shanghai
来源：
Huagong Xuebao/CIESC Journal | 2018年 / 69卷 / 11期
关键词：
Kinetic models; Liquid-phase oxidation; Sec-butylbenzene; Sec-butylbenzene hydroperoxide;
D O I：
10.11949/j.issn.0438-1157.20180215
中图分类号：
学科分类号：
摘要：
Preparation of sec-butylbenzene peroxide (SBBHP) by liquid-phase oxidation of sec-butylbenzene (SBB) in absence of catalyst is a key step in production of phenol and methyl ethyl ketone. Based on free radical chain reaction mechanism of hydrocarbon oxidation, SBB oxidation kinetic model was established under oxygen-enriched and oxygen-limited conditions, including reactant SBB, main product SBBHP, and side products acetophenone (ACP) and 2-phenyl butanol (PBO). Rate constants and activation energies of corresponding elementary steps were obtainedby fitting experimental data at various conditions of 388-403 K. The results showed that, due to steric hindrance effect, activation energy of main reaction of SBB to SBBHP was larger than that of isopropyl benzene (IPB) to IPB hydroperoxide (IPBHP). Continuous process experiments further verified reliability of the kinetic model. These results may be useful for design and optimization of SBB liquid-phase oxidation to SBBHP, and helpful to understand oxidation mechanism of aromatic hydrocarbons. © All Right Reserved.
引用
收藏
页码：4737 / 4745
页数：8
相关论文
共 31 条
  • [1] Suresh A.K., Sharmaman M., Sridhar T., Engineering aspects of industrial liquid-phase air oxidation of hydrocarbons, Industrial & Engineering Chemistry Research, 39, 11, pp. 3958-3997, (2000)
  • [2] Emanuel N.M., Zaikov G.E., Oxidation of Organic Compounds: Medium Effects in Radical Reactions, (1984)
  • [3] Andrigo P., Caimi A., Doro P.C., Et al., Phenol-acetone process: cumene oxidation kinetics and industrial plant simulation, Chemical Engineering Science, 47, 9-11, pp. 2511-2516, (1992)
  • [4] Bhattacharya A., Kinetic modeling of liquid phase autoxidation of cumene, Chemical Engineering Journal, 137, 2, pp. 308-319, (2008)
  • [5] Krongauz V.V., O'Connell J.F., Ling M.T.K., Kinetics of catalyst-free thermal and photo-oxidation of cumene, Journal of Thermal Analysis & Calorimetry, 116, 3, pp. 1285-1299, (2014)
  • [6] Reichardt C., Welton T., Solvents and Solvent Effects in Organic Chemistry, (2011)
  • [7] Sun W., Pan Y., Zhao L., Et al., Simplified free-radical reaction kinetics for p-xylene oxidation to terephthalic acid, Chemical Engineering & Technology, 31, 10, pp. 1402-1409, (2010)
  • [8] Shang J., Sun W., Zhao L., Et al., Modeling of CO<sub>2</sub>-assisted liquid phase oxidation of para-xylene catalyzed by transition metals/bromide, Chemical Engineering Science, 127, pp. 52-59, (2015)
  • [9] Sun W., Ling Z., Simulation of secondary oxidation of p-xylene in liquid phase, Industrial & Engineering Chemistry Research, 50, 5, pp. 2548-2553, (2010)
  • [10] Sun W., Sun J., Xu Z., Et al., Experimental study and modeling of homogenous catalytic oxidation of m-xylene to isophthalic acid, Industrial & Engineering Chemistry Research, 54, 13, pp. 3293-3298, (2015)
1234