Diallyldimethylammonium and trimethylvinylammonium ionic liquids-Synthesis and application to catalysis

Authors:

• Hieronim Maciejewski,
• Karol Szubert,
• Ryszard Michał Fiedorow,
• Rafał Giszter,
• Michał Niemczak,
• Juliusz Pernak,
• Witold Klimas

Abstract

New quaternary ammonium salts containing unsaturated substituents (allyl or vinyl) were synthesized. All of them were subjected to spectroscopic, elemental and thermogravimetric analyses. The above compounds are ionic liquids (T _m < 100 °C) and were applied to immobilization of three rhodium(I) complexes [Rh(PPh₃)₃Cl], [{Rh(μ-Cl)(cod)} ₂] and [{Rh(μ-OSiMe₃)(cod)}₂] as well as three platinum complexes at different oxidation states [Pt(PPh₃) ₄], K₂[PtCl₄] and K₂[PtCl ₆]. Homogeneous catalytic systems were obtained and employed in the biphasic process of hydrosilylation of octene and allyl glycidyl ether with 1,1,1,3,5,5,5-heptamethyltrisiloxane. Catalytic activities of all the systems were compared and the best one was selected. The latter made it possible to recycle 10 times the same catalyst sample without a decrease in its activity and to easy separate the catalyst from the post-reaction mixture by decantation. The developed system is one of the most effective catalytic systems for hydrosilylation known to date. © 2012 Elsevier B.V.