Catalytic isomerisation of α-pinene oxide to campholenic aldehyde using silica-supported zinc triflate catalysts

Vićević, Marija; Boodhoo, Kamelia; Scott, Keith

doi:10.1016/j.cej.2006.11.014

Cited by 22 publications

(17 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Isomerization of -pinene oxide has been intensively studied in the recent years over several homogeneous and heterogeneous catalysts [1][2][3][4][5][6][7][8][9]. The two main valuable products are campholenic aldehyde and trans-carveol finding applications in perfumes and flavors [10].…”

Section: Introductionmentioning

confidence: 99%

“…According to our knowledge there is only one study on kinetic analysis and thermodynamic evaluation of -pinene oxide isomerization [9]. In that work [9] kinetic modelling was done for experimental data in the temperature range of 298-358 K over Zn-triflate supported on three different supports K60, K100 and hexagonal mesoporous silica HMS 24 .…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Isomerization of α-Pinene Oxide: Solvent Effects, Kinetics and Thermodynamics

et al. 2018

View full text Add to dashboard Cite

Kinetics and thermodynamics of-pinene oxide isomerization was investigated both theoretically and experimentally in different solvents in the temperature range of 50-140 °C using different zeolites, iron modified zeolites, Fe-H-MCM-41 and micro-mesoporous ZSM-5 derived catalysts. The aim was to elucidate the effect of solvent basicity and polarity on the product distribution in this reaction giving as the main value-added products campholenic aldehyde and trans-carveol, which are used as fragrances and perfumes. A generic kinetic first order model was developed composed of both parallel and consecutive routes. A thermodynamic analysis showed that product selectivity is determined by kinetic control and not by thermodynamics. Formation of campholenic aldehyde was favored in non-polar solvents, whereas basic solvents promoted formation of trans-carveol independent on temperature.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Isomerization of α-Pinene Oxide: Solvent Effects, Kinetics and Thermodynamics

et al. 2018

View full text Add to dashboard Cite

show abstract

“…The surface shear on the spinning disc increased with the increase of radial 14 distance and reached the maximum value on the disc edge. The surface shear was calculated 15 with the following equation [30]:…”

mentioning

confidence: 99%

The spinning cloth disc reactor for immobilized enzymes: A new process intensification technology for enzymatic reactions

Feng

Patterson

Balaban

et al. 2013

Chemical Engineering Journal

View full text Add to dashboard Cite

3The Spinning Cloth Disc Reactor (SCDR) is an innovative enzyme reaction intensification 4 technology. Based on spinning disc technology, the SCDR uses centrifugal forces to allow an 5 even spread of a thin film across a spinning horizontal disc which holds a cloth with 6 immobilized enzyme. This geometry promotes accelerated reactions due to high mass transfer 7 rates and rapid mixing. Here, the SCDR has been benchmarked against a conventional Batch 8 Stirred Tank Reactor (BSTR) using tributyrin emulsion hydrolysis as a model reaction and 9 lipase immobilized on woolen cloth as the biocatalyst. Reaction intensification has been 10 shown to occur: the conversion in the SCDR was significantly higher than that in a 11 conventional BSTR under comparable conditions. Spinning speed and flow rate control 12 reaction rate and conversion: conversion increased nearly 7% on average as the flow rate rose 13 from 2 to 5 mL s -1 and the highest conversion (72.1%) occurred at 400 rpm. A Ping Pong Bi 14 Bi kinetic model fitted reaction progress data well. The immobilized lipase showed excellent 15 stability to repeat reactions in the SCDR: 80% of the original activity was retained after 15 16 consecutive runs. The robustness of the SCDR to industrially relevant feeds was also 17 demonstrated through successful hydrolysis of different vegetable oils at reaction rates 5 18 times higher than other reactors in the literature. Overall, the above results indicate that the 19 SCDR is an innovative, superior and robust technology for enhancing enzyme reactions, 20 taking enzyme reactors beyond the current state-of-the-art. This concept can readily be 21 extended to other enzyme-catalyzed reactions, where enhanced mass transfer and enzyme 22 stability is needed. 23 Keywords: spinning cloth disc reactor; lipase immobilization; woolen cloth support; oil 24 hydrolysis; enzyme reaction intensification.25 2 1. Introduction 2 Enzymatic hydrolysis of triglycerides into acids by lipase is an environmentally sustainable 3 alternative to chemical hydrolysis and can be used in many important industrial applications 4 (such as in the fat and oleochemical industry, the dairy industry and wastewater treatment), 5 due to the potential energy savings and alleviation of thermal deactivation of unsaturated 6 fatty acids through lowering the reaction temperature [1, 2]. One significant characteristic of 7 lipase in this reaction is its activation at the oil-water interface; therefore such hydrolysis 8 reactions catalyzed by lipase are more effective in oil/water emulsions [3]. In practical 9 applications, immobilized lipase is more favorable due to the prominent advantages over its 10 free form: enhanced stability, ease of enzyme recovery and reuse, simplified product 11 separation. Thus, immobilized enzyme reactors have been widely studied for industrial 12 processes [4] . Batch stirred tank reactors (BSTR) are the most commonly used reactors for 13 enzymatic processes, however this type of reactor suffer from a series of disadvantages, 14 including the ...

show abstract

“…8c) may be related with heterogeneous reactions in which the adsorptions are not the limiting steps in the reaction [51].The apparent activation energy calculated with the Arrhenius equation from Fig. 8d data was 40.08 kJ/mol, with a linear coefficient determination R 2 of 90 %, an appropriated value for reaction-limiting step in heterogeneous processes [51]. Several kinetic expressions were proposed with the assumption of a reaction-limiting step and using the steady-state approximation for intermediates Table 4.…”

Section: 5determination Of the Kinetic Rate Law And Reaction Mechamentioning

confidence: 98%

“…The linear increment of initial α-pinene reaction rate with iron concentration (Fig. 8c) may be related with heterogeneous reactions in which the adsorptions are not the limiting steps in the reaction [51].The apparent activation energy calculated with the Arrhenius equation from Fig. 8d data was 40.08 kJ/mol, with a linear coefficient determination R 2 of 90 %, an appropriated value for reaction-limiting step in heterogeneous processes [51].…”

Section: 5determination Of the Kinetic Rate Law And Reaction Mechamentioning

confidence: 99%