Development and semicommercial implementation of an environmentally benign, hydrogen peroxide mediated oxidation of aliphatic alcohols

被引:13
作者
Dudas, J [1 ]
Parkinson, CJ [1 ]
Cukan, V [1 ]
Chokwe, TB [1 ]
机构
[1] CSIR, BioChemtek, ZA-1645 Modderfontein, South Africa
关键词
D O I
10.1021/op050082h
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A process for the oxidation of an aliphatic alcohol (primary alcohol in C12-C15 region, substrate selected on the basis of a customer requirement) was developed and scaled up from laboratory (100 mL and 1 L scale) to bench (CR26 reactor) and to semicommercial scale (1000 litre) for toll manufacturing purposes. This oxidation was performed using hydrogen peroxide and a transition metal catalyst under phase transfer conditions. Although hydrogen peroxide mediated oxidation is a potentially hazardous process, the process was successfully scaled up using additional experimental data (from laboratory and bench scale), simple mathematical modelling, and simulation of the hydrodynamics of the multiphase system. The product acid from a C13 primary alcohol could be obtained at alcohol conversions exceeding 95% in selectivities approaching 100%.
引用
收藏
页码:976 / 981
页数:6
相关论文
共 10 条
[1]   SELECTIVE OXIDATION OF ALCOHOLS BY A H2O2-RUCL3 SYSTEM UNDER PHASE-TRANSFER CONDITIONS [J].
BARAK, G ;
DAKKA, J ;
SASSON, Y .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (15) :3553-3555
[2]   METAL CATALYSIS IN OXIDATION BY PEROXIDES .25. MOLYBDENUM-CATALYZED AND TUNGSTEN-CATALYZED OXIDATIONS OF ALCOHOLS BY DILUTED HYDROGEN-PEROXIDE UNDER PHASE-TRANSFER CONDITIONS [J].
BORTOLINI, O ;
CONTE, V ;
DIFURIA, F ;
MODENA, G .
JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (14) :2661-2663
[3]   OXIDATION OF ALCOHOLS BY MOLYBDENUM AND TUNGSTEN PEROXO COMPLEXES [J].
JACOBSON, SE ;
MUCCIGROSSO, DA ;
MARES, F .
JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (06) :921-924
[4]   Thermally safe operation of liquid-liquid semibatch reactors. Part I: Single kinetically controlled reactions with arbitrary reaction order [J].
Maestri, F ;
Rota, R .
CHEMICAL ENGINEERING SCIENCE, 2005, 60 (12) :3309-3322
[5]   Organic solvent- and halide-free oxidation of alcohols with aqueous hydrogen peroxide [J].
Sato, K ;
Aoki, M ;
Takagi, J ;
Noyori, R .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (50) :12386-12387
[6]  
SHENG MN, Patent No. 3997578
[7]   THERMALLY SAFE OPERATION OF A SEMIBATCH REACTOR FOR LIQUID LIQUID REACTIONS - SLOW REACTIONS [J].
STEENSMA, M ;
WESTERTERP, KR .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 1990, 29 (07) :1259-1270
[8]  
Steensma M., 1991, CHEM ENG TECHNOL, V14, P367
[9]  
*VIS LTD, VIS 2000 MIX SIM CHE
[10]   No more runaways in fine chemical reactors [J].
Westerterp, KR ;
Molga, EJ .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2004, 43 (16) :4585-4594