Preparation of oleyl alcohol from the hydrogenation of methyl oleate in the presence of cobalt–tin catalysts

Pouilloux, Yannick; Autin, F; Piccirilli, A.; Guímon, C.; Barrault, J.

doi:10.1016/s0926-860x(97)00344-x

Cited by 27 publications

(24 citation statements)

References 20 publications

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“…Electronic structure calculations reveal an almost neutral tin substructure with four-bonded tin atoms for CaRhSn 2 and CaIrSn 2 , while negatively charged tin centers are observed for CaPdSn 2 with its higher valence electron concentration. The higher s electron density at the tin nuclei is also reflected by the higher isomer shift in the 119 [226] have three-dimensional networks formed by the transition metal and tin atoms with T-Sn distances close to the sums of the covalent radii. These networks leave different channels that are filled by the alkaline earth metal atoms.…”

Section: Ternary Alkali and Alkaline Earth Metal Based Stannidesmentioning

confidence: 99%

“…It is worthwhile to note that the structure of Li 4.4 Sn has only recently been studied on the basis of neutron diffraction data [28]. The binary lithium stannides have also been characterized in detail through their 119 Sn Mössbauer data, thermodynamic behaviour, and electronic structure calculations [44 -48]. A common structural motif of the different structures of the lithium stannides are distorted, tungsten related cubes of lithium and tin atoms around each lithium atom [39].…”

Section: Stannides Of the Alkali And Alkaline Earth Metalsmentioning

confidence: 99%

“…The stannide phases formed via reduction in hydrogen flow. Co/Sn and Ru/Sn calatysts are used for the large scale production (more than one million tons per year) of fatty alcohols [119].…”

Section: Catalyses and Battery Materialsmentioning

confidence: 99%

“…Magnetization experiments on single crystals give detailed information on the alignment of the rare earth and manganese magnetic moments [171]. 119 Sn Mössbauer spectroscopy 119 Sn Mössbauer spectroscopy is a useful tool for the investigation of stannides. The isomer shift gives direct information on the s electron density at the tin nuclei [174 -176].…”

Section: Rare Earth Metal Based Stannidesmentioning

confidence: 99%

“…Within some series of rare earth compounds, the isomer shift can vary as a function of the electronegativity of the rare earth element. This behaviour has been studied in detail for the complete series of REAuSn stannides [152, 178 -180 119 Sn solid state NMR spectra [181].…”

Section: Rare Earth Metal Based Stannidesmentioning

confidence: 99%

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Stannides and Intermetallic Tin Compounds – Fundamentals and Applications

Pöttgen

2006

Zeitschrift Für Naturforschung B

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Tin, tin alloys and intermetallic tin compounds play a key role in many technologies and high-tech applications. Many of these intermetallics find application in daily life such as pewterware, bronzes, solders, fusible alloys, superconductors, capsules for wine bottles or tinplate packaging. Many of the applications are directly related to distinct stannides or intermetallic tin compounds. The crystal chemistry and chemical bonding of these materials as well as their applications are briefly reviewed.

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Section: Ternary Alkali and Alkaline Earth Metal Based Stannidesmentioning

confidence: 99%

Section: Stannides Of the Alkali And Alkaline Earth Metalsmentioning

confidence: 99%

“…The stannide phases formed via reduction in hydrogen flow. Co/Sn and Ru/Sn calatysts are used for the large scale production (more than one million tons per year) of fatty alcohols [119].…”

Section: Catalyses and Battery Materialsmentioning

confidence: 99%

Section: Rare Earth Metal Based Stannidesmentioning

confidence: 99%

Section: Rare Earth Metal Based Stannidesmentioning

confidence: 99%

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Stannides and Intermetallic Tin Compounds – Fundamentals and Applications

Pöttgen

2006

Zeitschrift Für Naturforschung B

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Selective synthesis of oleyl alcohol via catalytic and non‐catalytic liquid‐phase methyl oleate reduction

Orrego

Ferretti

Dı́ez

2023

J Americ Oil Chem Soc

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The upgrading of oleyl alcohol synthesis via methyl oleate reduction using NaBH 4 without H 2 supply was investigated. It was possible to synthesize selectively oleyl alcohol with high yields. Non-catalytic and catalytic experiments were developed trying to improve the low final oleyl alcohol yield previously obtained. The effect of reaction temperature, methyl oleate/NaBH 4 molar ratio and properties of different catalysts on final oleyl alcohol yield were analyzed. Thus, alumina-supported metal (M) catalysts (M = Fe, Ce, Mo) were synthesized by incipient wetness impregnation. The M/Al 2 O 3 catalysts were characterized in their chemical, textural, structural and acid-base properties using ICP, N 2 physisorption, XRD and temperature-programmed desorption (TPD) of NH 3 and CO 2 . During non-catalytic methyl oleate reduction, final methyl oleate conversion and oleyl alcohol yield of 94% were obtained using a methyl oleate/ NaBH 4 molar ratio of 0.11 at 333 K. Catalytic activity of M/Al 2 O 3 solids increases as acid site number and ionic potential of M cations increase. In addition, the reaction mechanism for fatty acid methyl ester reduction was investigated from a theoretical approach using Density Functional Theory method at B3LYP/6-31++G(d,p) computational level. Results obtained during theoretical calculations confirmed that the formation of reducing alcoxyborohydride species is energetically favored and allowed to understand the events at microscopic level involved in the reaction mechanism.

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Highly Efficient Hydrogenation of Methyl Propionate to Propanol over Hydrous Zirconia Supported Ruthenium

Fan

Zhou

et al. 2011

Chin. J. Chem.

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Hydrous zirconia supported ruthenium catalyst Ru/ZrO 2 •xH 2 O, prepared by co-precipitating ruthenium trichloride and zirconium oxychloride with ammonia, was able to catalyze efficiently methyl propionate to propanol under the mild conditions. In aqueous system, the propanol yield of ＞99% was achieved under the conditions of reaction temperature of 150 ℃ and hydrogen pressure of 5.0 MPa, while in non-aqueous system the maximum propanol yield was only 47.0%. FTIR spectra and hydrogenation results indicated that the high catalytic performance of Ru/ZrO 2 •xH 2 O in aqueous phase results from the cooperation effect between water as a solvent and hydroxyl groups on the surface of carrier.

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Preparation of oleyl alcohol from the hydrogenation of methyl oleate in the presence of cobalt–tin catalysts

Cited by 27 publications

References 20 publications

Stannides and Intermetallic Tin Compounds – Fundamentals and Applications

Stannides and Intermetallic Tin Compounds – Fundamentals and Applications

Selective synthesis of oleyl alcohol via catalytic and non‐catalytic liquid‐phase methyl oleate reduction

Highly Efficient Hydrogenation of Methyl Propionate to Propanol over Hydrous Zirconia Supported Ruthenium

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