Efficient allylic oxidation of cyclohexene catalyzed by Ti-MCM-41 using H2O2 as oxidant

被引:2
|
作者
Wu, Huiying [1 ]
Lin, Huanhao [1 ]
Jin, Yucheng [1 ]
Liu, Dongxu [1 ]
Yu, Yunkai [1 ]
Liu, Yueming [1 ,2 ]
机构
[1] East China Normal Univ, Sch Chem & Mol Engn, State Key Lab Petr Mol & Proc Engn, Shanghai Key Lab Green Chem & Chem Proc, Shanghai 200062, Peoples R China
[2] Inst Ecochongming, Shanghai 202162, Peoples R China
基金
中国国家自然科学基金;
关键词
Cyclohexene; 2-Cyclohexen-1-ol; 2-Cyclohexen-1-one; Ti-MCM-41; Radical mechanism; MESOPOROUS MOLECULAR-SIEVES; HYDROGEN-PEROXIDE; SELECTIVE OXIDATION; TITANIUM; EPOXIDATION; SOLVENT; CARBON; TITANOSILICATE; MCM-41;
D O I
10.1016/j.micromeso.2024.113263
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
2-cyclohexen-1-ol and 2-cyclohexen-1-one are very important chemical raw materials, and it is a challenge to develop an environmental and efficient synthesis route with titanium-containing catalyst to obtain high yield of allylic oxidation product. Herein, we present an intensive study on the allylic oxidation of cyclohexene over titanosilicates/H2O2 system. Ti-MCM-41 is found as an efficient catalyst. The reaction parameters, including cyclohexene/H2O2 molar ratios, solvent, catalyst amount, titanium content, reaction temperature and reaction time, were studied in detail. And a high cyclohexene conversion ( 20.2 %) and total selectivity of 2-cyclohexen1-one and 2-cyclohexen-1-ol ( 90.0 %) was achieved under optimized reaction conditions. Further the allylic oxidation of cyclohexene proceeds a radical mechanism as demonstrated by the addition of radical scavenger BHT. This will make it possible for the highly selective green generation of enols and ketenes.
引用
收藏
页数:8
相关论文
共 50 条
  • [1] Ti-MCM-41 as catalyst for α-pinene oxidation -: Study of the effect of Ti content and H2O2 addition on activity and selectivity
    Casuscelli, Sandra G.
    Eimer, Griselda A.
    Canepa, Analia
    Heredia, Angelica C.
    Poncio, Carlos E.
    Crivello, Monica E.
    Perez, Celso E.
    Aguilar, Alfredo
    Herrero, Eduardo R.
    CATALYSIS TODAY, 2008, 133 : 678 - 683
  • [2] A Study on Selective Catalytic Oxidation Desulfurization of Thiophene in Imitation Gasoline with Ti-MCM-41/H2O2•HCOOH
    Xu, Y. -R.
    Shen, B. -X.
    Xu, X. -L.
    Zhang, X. -F.
    Zhao, J. -G.
    ENERGY SOURCES PART A-RECOVERY UTILIZATION AND ENVIRONMENTAL EFFECTS, 2012, 34 (1-4) : 253 - 260
  • [3] Synthesis and characterization of Ti-MCM-41 and vapor-phase epoxidation of propylene using H2 and O2 over Au/Ti-MCM-41
    Uphade, BS
    Yamada, Y
    Akita, T
    Nakamura, T
    Haruta, M
    APPLIED CATALYSIS A-GENERAL, 2001, 215 (1-2) : 137 - 148
  • [4] Ti-MCM-41 catalysts prepared by post-synthesis methods Limonene epoxidation with H2O2
    Marino, Damian
    Gallegos, Norma G.
    Bengoa, Jose F.
    Alvarez, Ana M.
    Cagnoli, Maria V.
    Casuscelli, Sandra G.
    Herrero, Eduardo R.
    Marchetti, Sergio G.
    CATALYSIS TODAY, 2008, 133 : 632 - 638
  • [5] An Effective Heterogeneous Ozone-Based Advanced Oxidation Process in Acidic Solution - Ti-MCM-41/H2O2/O3
    Peng, Ruofan
    Shen, Tongdong
    Tong, Shaoping
    Ma, Chunan
    OZONE-SCIENCE & ENGINEERING, 2016, 38 (03) : 194 - 202
  • [6] Ti-MCM-41 silylation:: Development of a simple methodology for its estimation -: Silylation effect on the activity and selectivity in the limonene oxidation with H2O2
    Cagnoli, MV
    Casuscelli, SG
    Alvarez, AM
    Bengoa, JF
    Gallegos, NG
    Crivello, ME
    Herrero, ER
    Marchetti, SG
    CATALYSIS TODAY, 2005, 107-08 : 397 - 403
  • [7] Silylation of Ti-MCM-41 by trimethylsilyl-imidazole and its effect on the olefin epoxidation with aqueous H2O2
    Bu, J
    Rhee, HK
    CATALYSIS LETTERS, 2000, 66 (04) : 245 - 249
  • [8] H2O2 based α-pinene oxidation over Ti-MCM-41. A kinetic study
    Canepa, Analia L.
    Herrero, Eduardo R.
    Crivello, Monica E.
    Eimer, Griselda A.
    Casuscelli, Sandra G.
    JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2011, 347 (1-2) : 1 - 7
  • [9] Ti-containing MCM-41 catalysts for liquid phase oxidation of cyclohexene with aqueous H2O2 and tert-butyl hydroperoxide
    L.Y. Chen
    G.K. Chuah
    S. Jaenicke
    Catalysis Letters, 1998, 50 : 107 - 114
  • [10] Ti-containing MCM-41 catalysts for liquid phase oxidation of cyclohexene with aqueous H2O2 and tert-butyl hydroperoxide
    Chen, LY
    Chuah, GK
    Jaenicke, S
    CATALYSIS LETTERS, 1998, 50 (1-2) : 107 - 114