Acidic ionic liquids based on phosphonium chloride and metal chlorides-recyclable media and catalysts in the Diels-Alder reaction

• Autorzy: Ewa Janus
• Języki publikacji: EN

Abstrakty

EN

Acidic ionic liquids based on trihexyltetradecylphosphonium chloride-P6.6.6.14 Cl and six different metal chlorides (YCl3, YbCl3, MgCl2, ZnCl2, CuCl2, InCl3) were prepared. The molar fraction of metal chloride (XMClx) used for the formation of acidic ionic liquids with P6.6.6.14 Cl was changed in the range from 0.3 to 0.5. The high catalytic activity in the Diels-Alder reaction of cyclopentadiene and various αβ-unsaturated carbonyl compounds showed ionic liquids at XMClx≤0.4. In general, the highest product yields and endo:exo ratios were achieved in the acidic ionic liquids formed from MgCl2, YCl3 and YbCl3. Thermogravimetric analysis suggested that the prepared ionic liquids were thermally stable up to nearly 400°C. Additionally, they could be reused with only little loss of catalytic activity after the 4th recycle.

Słowa kluczowe

EN

acidic ionic liquids; Diels-Alder reaction; metal chlorides

• Czasopismo: Polish Journal of Chemical Technology
• Rocznik: 2010
• Tom: 12
• Numer: 2
• Strony: 33-37

Daty

wydano

2010-01-01

online

2010-07-09

Twórcy

autor

Ewa Janus

• Department of Organic Chemical Technology, West Pomeranian University of Technology, ul. Pulaskiego 10, 70-322 Szczecin, Poland

Bibliografia

• Abdul-Sada, A. A. K., Atkins, M. P., Ellis, B., Hodgson, P. K. G, Morgan, M. L. M. & Seddon, K. R. (1995). World Patent No. WO9521806 A1.
• Sherif, F. G., Shyu, L. J., Greco, C. C., Talma, A. G. & Lacroix, C. P. M. (1998). World Patent No. WO9803454 A1.
• Ciao, Y. & Malhotra, S. V. (2005). Friedel-Crafts alkylation reactions in pyridinium-based ionic liquids. J. Mol. Catal. A 230, 129-133. doi:10.1016/j.molcata.2004.12.015.[Crossref]
• Yin, D., Li, Ch., Tao, L., Yu, N., Hu, S. & Yin, D. (2006). Synthesis of diphenylmethane derivatives in Lewis acidic ionic liquids. J. Mol. Catal. A, 245, 260-265. doi:10.1016/ j.molcata.2005.10.010.[Crossref]
• Davey P. N., Newman C. P., Seddon K. R. & Earle M. J. (1999). World Patent No. WO9919288 A1.
• Abbott, A. P., Capper, G., Davies D. L., Rasheed R. K. & Tambyrajah, V. (2002). Quaternary ammonium zinc- or tincontaining ionic liquids: water insensitive, recyclable catalysts for Diels-Alder reactions. Green Chem. 4, 24-26. doi:10.1039/ b108431c.[Crossref]
• Tsunashima, K. & Sugiya, M. (2007). Physical and electrochemical properties of low-viscosity phosphonium ionic liquids as potential electrolytes. Electrochem. Commun. 9, 2353-2358. doi:10.1016/j.elecom.2007.07.003.[WoS][Crossref]
• Chowdhury, S., Mohan, R. S. & Scott, J. L. (2007). Reactivity of ionic liquids. Tetrahedron 63, 2363-2389. doi:10.1016/j.tet.2006.11.001.[Crossref]

Identyfikatory

DOI

10.2478/v10026-010-0015-0