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Thermal risk assessment for the epoxidation of linseed oil by classical Prisleschajew epoxidation and by direct epoxidation by H2O2 on alumina

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Abstract

Substitution of fossil feedstock by vegetable oils is growing due to environmental constraints and oil depletion. Among the different valorization routes for vegetable oils, epoxidation of their unsaturation is widely used. The epoxidation is an exothermic reaction which could lead to a thermal runaway. There are different routes for the vegetable oil epoxidation: Prileschajew by performic and peracetic acid, which are the most used. Another promising alternative is the direct epoxidation by hydrogen peroxide by alumina. The goal of this manuscript is to rank the thermal risk of these three epoxidation routes by determining the safety parameter time to maximum rate under adiabatic condition. The Advanced Reactive System Screening Tool was used to conduct these experiments. It was found that the direct epoxidation is safer than the two other routes.

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Abbreviations

\(\hat{C}_{{{\text{P}}_{\text{R}} }}\) :

Specific heat capacity (J kg−1 K−1)

E a :

Activation energy (J mol−1)

ΔH :

Reaction enthalpy (J mol−1)

m R :

Mass of reaction mixture (kg)

q el :

Electrical heating rate (°C min−1)

q r :

Heat flow rate due to chemical reactions (J s−1)

R :

Gas constant (J K−1 mol−1)

ΔTad :

Adiabatic temperature rise (°C)

T 1 :

Temperature of the reaction mixture (°C)

T Ref :

Reference temperature (°C)

\(T_{\text{i}}\) :

Experimental temperature

\(T_{\text{P}}\) :

Process temperature

V :

Volume (L)

β :

Background heating rate (°C min−1)

AA:

Acetic acid

ARSST:

Advanced Reactive System Screening Tool

CA:

Carboxylic acid

DB:

Double bond

FA:

Formic acid

HP:

Hydrogen peroxide

TMRad(TP):

Time to maximum rate under adiabatic conditions at TP (min)

W :

Water

aq:

Aqueous

Ep:

Epoxidation

ins:

Insert

R :

Reaction

org:

Organic

perh:

Perhydrolysis

T :

Total

0:

Initial

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Acknowledgements

This study has been done in the framework of Task 2: “Green process: second generation of biomass” of AMED project. The authors thank AMED project. The AMED project has been funded with the support from the European Union with the European Regional Development Fund (ERDF) and from the Regional Council of Normandie. The authors thank the Ministry of High Education, Science and Technology of Dominican Republic (MESCyT).

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Authors and Affiliations

  1. INSA Rouen, UNIROUEN, LSPC, EA4704, Normandie Univ, 76000, Rouen, France

    Wander Y. Pérez-Sena, Lionel Estel & Sébastien Leveneur

  2. Laboratory of Industrial Chemistry and Reaction Engineering, Johan Gadolin Process Chemistry Centre, Åbo Akademi University, Biskopsgatan 8, 20500, Turku, Finland

    Wander Y. Pérez-Sena, Tapio Salmi & Sébastien Leveneur

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  1. Wander Y. Pérez-Sena
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Correspondence to Sébastien Leveneur.

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Pérez-Sena, W.Y., Salmi, T., Estel, L. et al. Thermal risk assessment for the epoxidation of linseed oil by classical Prisleschajew epoxidation and by direct epoxidation by H2O2 on alumina. J Therm Anal Calorim 140, 673–684 (2020). https://doi.org/10.1007/s10973-019-08894-2

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