Catalytic Conversions in Aqueous Media. Part 2. A Novel and Highly Efficient Biphasic Hydrogenation of Renewable Methyl Esters of Linseed and Sunflower Oils to High Quality Biodiesel Employing Rh/TPPTS Complexes

An unusual high catalytic activity (TOF = 117,000 h−1) and high catalyst productivity (TON = 9,700) have been achieved in the first example of partial hydrogenation of renewable polyunsaturated crude methyl esters of linseed and sunflower oils catalyzed by water soluble Rh/TPPTS complexes [TPPTS = P(C6H4-m-SO3Na)3] in aqueous/organic two-phase systems to afford monounsaturated fatty esters which is biodiesel first generation of improved oxidative stability, energy and environmental performance at a low pour point. This exceptionally high catalytic activity contrast with the general perception that industrially applied water soluble Rh/TPPTS catalysts normally exhibit very low rates in the conversions of higher molecular weight starting materials in aqueous/organic two-phase systems.

[1]  T. Foglia,et al.  Fuel properties and nitrogen oxide emission levels of biodiesel produced from animal fats , 2005 .

[2]  K. Shaine Tyson,et al.  DOE analysis of fuels and coproducts from lipids , 2005 .

[3]  Roland Meyer-Pittroff,et al.  The effect of fatty acid composition on biodiesel oxidative stability , 2004 .

[4]  A. Demirbas,et al.  Biodiesel fuels from vegetable oils via catalytic and non-catalytic supercritical alcohol transesterifications and other methods: a survey , 2003 .

[5]  J. Marchetti,et al.  Possible methods for biodiesel production , 2007 .

[6]  B. Fell,et al.  Hydroformylierung homologer ω-Alkencarbonsäureester mit wasserlöslichen Rhodiumcarbonyl/tert. Phosphan-Komplexkatalysatorsystemen , 1995 .

[7]  A. Mortreux,et al.  An unusual enhancement of catalytic activity in biphasic catalysis: The rhodium catalyzed hydroformylation of acrylic esters , 1998 .

[8]  Michael J. Haas,et al.  Evaluation of partially hydrogenated methyl esters of soybean oil as biodiesel , 2007 .

[9]  André L. Boehman,et al.  Biodiesel production and processing , 2005 .

[10]  G. Knothe.  Analyzing biodiesel: standards and other methods , 2006 .

[11]  Ram Prasad,et al.  TRIGLYCERIDES-BASED DIESEL FUELS , 2000 .

[12]  R. Sheldon,et al.  Catalytic conversions in water. An environmentally benign concept for heterogenization of homogeneous catalysis , 1997 .

[13]  M. Pitsikalis,et al.  Catalytic conversions in aqueous media: a novel and efficient hydrogenation of polybutadiene-1,4-block-poly(ethylene oxide) catalyzed by Rh/TPPTS complexes in mixed micellar nanoreactors , 2005 .

[14]  H. Patin,et al.  Rhodium(I) production during the oxidation by water of a hydrosoluble phosphine , 1987 .

[15]  M. Graboski,et al.  Impact of biodiesel source material and chemical structure on emissions of criteria pollutants from a heavy-duty engine. , 2001, Environmental science & technology.

[16]  A. Corma,et al.  Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. , 2006, Chemical reviews.

[17]  G. Knothe.  Dependence of biodiesel fuel properties on the structure of fatty acid alkyl esters , 2005 .

[18]  Robert L. McCormick,et al.  Evaluation of formulation strategies to eliminate the biodiesel NOx effect , 2005 .

[19]  J. V. Gerpen,et al.  Biodiesel processing and production , 2005 .