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Application of a new amphiphilic phosphine in the aqueous biphasic catalytic hydroformylation of long chain olefins
- Source :
-
Journal of Molecular Catalysis A: Chemistry . Sep2008, Vol. 292 Issue 1/2, p21-27. 7p. - Publication Year :
- 2008
-
Abstract
- Abstract: The preparation of a new surface-active sulfonated phosphine and its catalytic performance in aqueous biphasic hydroformylation of long chain olefins were reported. The amphiphilic phosphine: sodium salt of sulfonated n-C12H25O C6H4P(C6H4-p-CH3O)2 (DMOPPS) was prepared by sulfonation of the hydrophobic phosphine DMOPP in concentrated H2SO4 under N2 atmosphere at 30°C for about 5h. The rhodium complex, RhCl(CO)(TPPTS)2 [TPPTS=P(C6H4-m-SO3Na)3], was used as the catalyst precursor. The catalytic active species with the DMOPPS as ligand was in situ formed by adding DMOPPS to the RhCl(CO)(TPPTS)2 catalyst precursor. The surface-activity and micelle-forming property of this new amphiphilic phosphine were confirmed by using cryogenic transmission electron microscope (Cryo-TEM). Under the same conditions, the biphasic hydroformylation of 1-decene using DMOPPS as ligand was compared with that using traditional TPPTS as ligand. The catalysis system using DMOPPS was also compared with the previous Rh-TPPTS-surfactant [C12H25N(CH3)3I (DTAI)] system. Some reaction parameters such as stirring rates, alkyl chain length of olefins, the molar ratio of phosphine/rhodium, and the catalyst recycle were also studied in detail. The results showed that the ligand DMOPPS exhibited a micelle-forming property that could significantly enhance the hydroformylation reaction rate of long chain olefin. Moreover, the surface-active phosphine may also stabilize the aqueous/oil phase boundary, which could enhance the biphasic catalytic reaction rates. [Copyright &y& Elsevier]
- Subjects :
- *PHOSPHINE
*ALKENES
*SODIUM salts
*MICELLES
Subjects
Details
- Language :
- English
- ISSN :
- 13811169
- Volume :
- 292
- Issue :
- 1/2
- Database :
- Academic Search Index
- Journal :
- Journal of Molecular Catalysis A: Chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 34443512
- Full Text :
- https://doi.org/10.1016/j.molcata.2008.06.005