Synthesis of bio-based cyclic carbonate from vegetable oil methyl ester by CO2 fixation with acid-base pair MOFs

[Display omitted] •An enzymatic route for the epoxidation of vegetable oil methyl ester was established.•An acid-base pair MOFs (UiO-66-NH2) was prepared for CO2 fixation with epoxides.•The epoxide conversion reached 94.4 % with CO2 using UiO-66-NH2.•The applicability of vegetable oil for epoxidatio...

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Veröffentlicht in:Industrial crops and products 2020-03, Vol.145, p.112155, Article 112155
Hauptverfasser: Cai, Tingting, Liu, Jianxing, Cao, Hui, Cui, Caixia
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Sprache:eng
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Zusammenfassung:[Display omitted] •An enzymatic route for the epoxidation of vegetable oil methyl ester was established.•An acid-base pair MOFs (UiO-66-NH2) was prepared for CO2 fixation with epoxides.•The epoxide conversion reached 94.4 % with CO2 using UiO-66-NH2.•The applicability of vegetable oil for epoxidation and CO2 fixation were tested. Bio-based five-membered cyclic carbonates were synthesized from renewable O-acetyl methyl ricinoleate that from crops and CO2 via two steps and the products after each reaction step were characterized by fourier transform infrared spectroscopy. For the acid-catalyzed process, O-acetyl methyl ricinoleate epoxidation of unsaturated double bonds was accomplished using lipase as a sustainable replacement. The effect of different experimental conditions, including the solvent, initiator types, initiator ratios, enzyme amount, reaction temperature, and reaction time, on epoxide conversion was analyzed. O-acetyl methyl ricinoleate conversion reached 95 % under the optimized reaction conditions and the resulting epoxide was subsequently reacted with CO2 using the acid-base pair UiO-66-NH2 to produce cyclic carbonate. CO2 adsorption and fixation occurred simultaneously due to the use of bifunctional UiO-66-NH2 and epoxide conversion reached 94.4 % with CO2 using UiO-66-NH2. The substrates applicability was tested after each step and it was found that more than 92 % of the fatty acid methyl esters were converted into their corresponding epoxides and more than 90 % epoxide conversion occurred, with the exception of epoxy methyl linolenate (85.4 %) due to the presence of multiple double bonds in methyl linolenate. These results demonstrate this reaction scheme can be efficiently adopted for vegetable oil methyl esters.
ISSN:0926-6690
1872-633X
DOI:10.1016/j.indcrop.2020.112155