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

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Języki publikacji
EN
Abstrakty
EN
Acidic ionic liquids based on trihexyltetradecylphosphonium chloride . P 6.6.6.14 Cl and six different metal chlorides (YCl 3 , YbCl 3 , MgCl 2 , ZnCl 2 , CuCl 2 , InCl 3 ) were prepared. The molar fraction of metal chloride (X MClx ) used for the formation of acidic ionic liquids with P 6.6.6.14 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 �ż,s-unsaturated carbonyl compounds showed ionic liquids at X MClx.0.4. In general, the highest product yields and endo:exo ratios were achieved in the acidic ionic liquids formed from MgCl 2 , YCl 3 and YbCl 3 . 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.
Rocznik
Strony
33--37
Opis fizyczny
Bibliogr. 8 poz., rys., tab.
Twórcy
autor
  • West Pomeranian University of Technology, Department of Organic Chemical Technology, ul. Pulaskiego 10, 70-322 Szczecin, Poland, e-mail: ejanus@zut.edu.pl
Bibliografia
  • 1. 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.
  • 2. Sherif, F. G., Shyu, L.J., Greco, C. C., Talma, A. G. & Lacroix, C. P. M. (1998). World Patent No. WO9803454 A1.
  • 3. 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.
  • 4. 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.
  • 5. Davey P. N., Newman C. P., Seddon K. R. & Earle M. J. (1999). World Patent No. WO9919288 A1.
  • 6. 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.
  • 7. 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.
  • 8. 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.
Typ dokumentu
Bibliografia
Identyfikator YADDA
bwmeta1.element.baztech-article-BPS3-0016-0007
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