CO2 + ionic liquid biphasic system for reaction/product separation in the synthesis of cyclic carbonates

The possibility of using supercritical CO2 (scCO2) technology as a second step for extracting propylene carbonate produced from the coupling reaction between propylene oxide and CO2, was investigated. The coupling reaction was performed under biphasic gas-liquid conditions, using a zinc(II) complex of arylhydrazones of β-diketones (Zn(II)-AHBD) as metal catalyst, combined with tetrabutylammonium bromide (TBABr). 1-Ethyl-3-methylimidazolium ethyl sulfate ([EMIM][EtSO4]) and methyltrioctylammonium chloride ([ALIQUAT][Cl]) were explored as reaction solvents, in order to efficiently solubilize the catalyst and retain the catalyst inside the reactor during the product extraction step. Results obtained were compared with other common used solvents as methyl ethyl ketone (MEK), ethyl lactate (EL), and polyethylene glycol 400 (PEG 400). [ALIQUAT][Cl] was selected as the most promising solvent and scCO2 extraction was effectively applied as a second step to isolate propylene carbonate from the catalyst system. Following this strategy, the catalyst system was reused three times, without loss of activity. © 2017

Authors
Paninho A.B.1 , Ventura A.L.R.1 , Branco L.C.1 , Pombeiro A.J.L.2 , Da Silva M.F.C.G. , Da Ponte M.N. , Mahmudov K.T. 2, 3, 4 , Nunes A.V.M.1
Journal
Journal of Supercritical Fluids
Publisher
Elsevier B.V.
Language
English
Pages
71-75
Status
Published
Link
External link
DOI
10.1016/j.supflu.2017.07.039
Volume
132
Year
2018
Organizations
  • 1 LAQV, REQUIMTE, Departamento de Química, Faculdade de Ciências e Tecnologia, Universidade Nova de Lisboa, Caparica, 2829-516, Portugal
  • 2 Centro de Química Estrutural, Instituto Superior Técnico, Universidade de Lisboa, Av. Rovisco Pais, Lisbon, 1049-001, Portugal
  • 3 Department of Chemistry, Baku State University, Z. Xalilov Str. 23, Baku, Az 1148, Azerbaijan
  • 4 Organic Chemistry Department, RUDN University, 6 Miklukho-Maklaya Str., Moscow, 117198, Russian Federation
Keywords
CO2 utilization; Cyclic carbonates; Epoxides; Ionic liquids; Propylene carbonate; Supercritical CO2 extraction
Date of creation
19.10.2018
Date of change
19.10.2018
Short link
https://repository.rudn.ru/en/records/article/record/6888/
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MODERN TRENDS OF ORGANIC CHEMISTRY IN RUSSIAN UNIVERSITIES

Article
Konovalov A.I., Antipin I.S., Burilov V.A., Madzhidov T.I., Kurbangalieva A.R., Nemtarev A.V., Solovieva S.E., Stoikov I.I., Mamedov V.A., Zakharova L.Y., Gavrilova E.L., Sinyashin O.G., Balova I.A., Vasilyev A.V., Zenkevich I.G., Krasavin M.Y., Kuznetsov M.A., Molchanov A.P., Novikov M.S., Nikolaev V.A., Rodina L.L., Khlebnikov A.F., Beletskaya I.P., Vatsadze S.Z., Gromov S.P., Zyk N.V., Lebedev A.T., Lemenovskii D.A., Petrosyan V.S., Nenaidenko V.G., Negrebetskii V.V., Baukov Y.I., Shmigol’ T.A., Korlyukov A.A., Tikhomirov A.S., Shchekotikhin A.E., Traven’ V.F., Voskresenskii L.G., Zubkov F.I., Golubchikov O.A., Semeikin A.S., Berezin D.B., Stuzhin P.A., Filimonov V.D., Krasnokutskaya E.A., Fedorov A.Y., Nyuchev A.V., Orlov V.Y., Begunov R.S., Rusakov A.I., Kolobov A.V., Kofanov E.R., Fedotova O.V., Egorova A.Y., Charushin V.N., Chupakhin O.N., Klimochkin Y.N., Osyanin V.A., Reznikov A.N., Fisyuk A.S., Sagitullina G.P., Aksenov A.V., Aksenov N.A., Grachev M.K., Maslennikova V.I., Koroteev M.P., Brel’ A.K., Lisina S.V., Medvedeva S.M., Shikhaliev K.S., Suboch G.A., Tovbis M.S., Mironovich L.M., Ivanov S.M., Kurbatov S.V., Kletskii M.E., Burov O.N., Kobrakov K.I., Kuznetsov D.N.
Russian Journal of Organic Chemistry. Vol. 54. 2018. P. 157-371