Marie‐Thérèse El Kfoury, Olga V. Chub, Daria Camilla Boffito and Gregory Scott Patience
Article (2024)
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Open Access to the full text of this document Published Version Terms of Use: Creative Commons Attribution Download (1MB) |
Abstract
Organic peroxides are explosive compounds that are applied as disinfectants, bleaching agents, and as initiators for polymer synthesis because of their high reactivity. Traditional homogeneous processes with H₂SO₄ catalyst produce salts, either in the neturalization step after reaction or due to the foramtion of tert-butyl hydrogen sulphate, that must be disposed of, which introduces cost and represents an environmental burden. Here, we devised a flow chemistry approach to oxidize tert-butyl alcohol (TBA) to tert-butyl hydroperoxide (TBHP) over various heterogeneous catalysts. Under acidic conditions, TBHP is the main product and di-tert-butyl peroxide (DTBP) and peroxy-ketal are by-products. The most active catalyst was Amberlyst-15, while yield of Nafion, activated carbon, and heteropoly acids (HPA) on carbon and silica matrices was less than 1% at 70°C. In in the range of 30 to 50°C, a first order kinetic expression characterizes the tert-butyl alcohol conversion well ($ {R}^2=0.99 $). The reaction rate is slow and the rate constant, $ {k}_{40^{\circ}\mathrm{C}} $, was 0.003 min⁻¹. Above 50°C, by-products reacted further to acetone, methane, ethane, and other compounds.
Uncontrolled Keywords
heterogeneous catalysis; hydrogen peroxide; kinetics; tert-butyl alcohol; tert-butylhydroperoxide
Subjects: | 1800 Chemical engineering > 1800 Chemical engineering |
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Department: | Department of Chemical Engineering |
Funders: | Mitacs, Arkema |
Grant number: | IT18514, DB/CDT 04 5959 |
PolyPublie URL: | https://publications.polymtl.ca/56708/ |
Journal Title: | Canadian Journal of Chemical Engineering (vol. 102, no. 4) |
Publisher: | Wiley-Blackwell |
DOI: | 10.1002/cjce.25136 |
Official URL: | https://doi.org/10.1002/cjce.25136 |
Date Deposited: | 29 Nov 2023 10:02 |
Last Modified: | 30 Sep 2024 00:04 |
Cite in APA 7: | El Kfoury, M.‐T., Chub, O. V., Boffito, D. C., & Patience, G. S. (2024). tert-butanol and hydrogen peroxide react over Amberlyst-15 to form tert-butyl hydroperoxide. Canadian Journal of Chemical Engineering, 102(4), 1583-1591. https://doi.org/10.1002/cjce.25136 |
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