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Citation: LIN Qi, FU Hai-Yan, XUE Fang, YUAN Mao-Lin, CHEN Hua, LI Xian-Jun. Hydroformylation of Long-chain Olefins Catalyzed by Rhodium-Phosphine Complexes in New Ionic Liquids[J]. Acta Physico-Chimica Sinica, ;2006, 22(04): 465-469. doi: 10.3866/PKU.WHXB20060415 shu

Hydroformylation of Long-chain Olefins Catalyzed by Rhodium-Phosphine Complexes in New Ionic Liquids

1.
Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China; Department of Chemistry and Chemical Engineering, Minjiang University, Fuzhou 350108, P. R. China

Received Date: 15 November 2005
Available Online: 10 April 2006

Preparation and characterization of a series of halogen-free ionic liquids 1-alkyl-3-methyl-imidazolium p-tolusulfonate([Rmim][p-CH3C6H4SO3], R= n-butyl, n-octyl, n-dodecyl, n-cetyl) were reported. These halogen-free ionic liquids were applied as a reaction medium in the hydroformylation catalyzed by water-soluble rhodium complex HRh(CO)(TPPTS)3[TPPTS: P(m-C6H4SO3Na)3]. The results showed that the activity of the hydroformylation was related with the chain-length of R-group in ionic liquids [Rmim][p-CH3C6H4SO3] and decreased with the increase of chain-length of higher olefins. Compared with the halogen-containing anologues [Bmim]BF4 and [Bmim]PF6, the hydroformylation of higher olefins in ionic liquids [Rmim][p-CH3C6H4SO3] exhibited higher activity and selectivity for the aldehydes. Under moderate reaction conditions, the catalyst turnover frequency of 1-hexene hydroformylation as high as 2736 h-1 has been observed. Moreover, the products were conveniently separated from the catalyst by simple decantation and the rhodium-phosphine complexes immobilized in the ionic liquids could be reused several times without significant loss of activity and selectivity. The rhodium leaching into the organic product was lower than 0.1%.
- Ionic liquid;Hydroformylation;Water-soluble rhodium complexes;Synthesis
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