Selective catalytic hydrogenation of acetylenes

Dobson, N. A.; Eglinton, G.; Krishnamurti, M.; Raphael, Richard A.; Willis, Rr

doi:10.1016/0040-4020(61)80050-1

Cited by 50 publications

(22 citation statements)

References 14 publications

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“…This work on 1,3-pentadiene hydrogenation over a Pd/Al 2 O 3 catalyst clearly identifies the terminal double bond to react first and is consistent with the early work of Dobson et al, 28 who identified hydrogenation to occur on multifunctional molecules in clear cut stages, with hydrogenation over a Pd/C catalyst occurring first at the terminal double bond then at the internal double bond. This work on 1,3-pentadiene hydrogenation over a Pd/Al 2 O 3 catalyst clearly identifies the terminal double bond to react first and is consistent with the early work of Dobson et al, 28 who identified hydrogenation to occur on multifunctional molecules in clear cut stages, with hydrogenation over a Pd/C catalyst occurring first at the terminal double bond then at the internal double bond.…”

Section: Mechanistic Implicationssupporting

confidence: 88%

The hydrogenation of 1,3-pentadiene over an alumina-supported palladium catalyst: an FTIR study

Lundie

Lear

Sutherland

et al. 2004

Phys. Chem. Chem. Phys.

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The hydrogenation of a mixture of cis-and trans-1,3-pentadiene over a 1% Pd/Al 2 O 3 catalyst at 303 K has been studied using infrared spectroscopy to monitor the changes in the composition of the gas phase over the catalyst as a function of time. The reaction is seen to occur as a consecutive process, with the terminal double bond hydrogenated in advance of the internal double bond. Vibrational assignments have been confirmed through ancillary calculations for a number of C 5 molecules. The reaction profile is consistent with the catalyst presenting two distinct reaction sites: hydrogenation of the terminal double bond occurs at Site a, whilst Site b is responsible for hydrogenation of the internal double bond. Trans-pent-2-ene is identified as the only reaction intermediate. From comparative studies of the hydrogenation of pentenes over the catalyst, the absence of any cis-pent-2-ene in the reaction mixture is tentatively attributed to cis-1,3-pentadiene isomerising at Site a to form trans-1,3pentadiene. The effect of toluene-d 8 to act as a chemical modifier was also investigated and shown to selectively poison Site b, Site a being unperturbed.

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Section: Mechanistic Implicationssupporting

confidence: 88%

The hydrogenation of 1,3-pentadiene over an alumina-supported palladium catalyst: an FTIR study

Lundie

Lear

Sutherland

et al. 2004

Phys. Chem. Chem. Phys.

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“…Alkenes are very important products of the fine chemistry, petrochemistry, and polymer industries, among others. 1,2 Alkenes are produced by non-selective thermal processes (steam cracking) or catalytic cracking of naphtha fractions and are separated into cuts containing predominantly molecules of a specified number of carbon atoms. However, each cut contains multiple unsaturated impurities (alkynes and dienes), so the goal is to purify the alkene stream using solvents (which are not environmentally friendly) or by selective hydrogenation reaction using a catalyst (which is a green-chemistry process).…”

Section: Introductionmentioning

confidence: 99%

Role of the support and chloride during the purification of 1‐pentene in alkyne/alkene streams over Pd catalysts

Cordoba

Betti

Bovier

et al. 2021

J of Chemical Tech & Biotech

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BACKGROUND: Pd nanoparticles over different supports were evaluated during the alkyne selective hydrogenation of medium chain (C 7 and C 5 ) and the 1-pentene purification at mild operational conditions (150 kPa and 303 K). The role of support and chloride was investigated; γ-Al 2 O 3 , γ-Al 2 O 3 modified with Mg, CaCO 3 and activated carbon were used as supports, and PdCl 2 as precursor salt. The classical Lindlar catalyst was used as reference.RESULTS: Surface acidity of supports, active sites dispersion and surface species (MgO, Pd x Cl y O z and/or functional groups) can favor or disfavor the desorption of 1-alkene during the purification of 1-pentene stream. The smallest particle sizes (3.8-10.0 nm) favor the dissociative adsorption of hydrogen over Pd°active sites, promoting good catalytic behavior. The best synthesized catalysts are Pd/Al-Mg and Pd/Ca, and their high selectivity (≥90%) is favored by the presence of superficial acidic Lewis sites. On the contrary, lower selectivity (74-80%) is assessed on catalysts with Brönsted acidic sites (Pd/Al and Pd/RX3) that favored the undesired overhydrogenation or isomerization reactions. CONCLUSION:The geometric and electronic properties of the support have a major influence on the activity and selectivity of the catalysts. Low loaded Pd catalysts supported on Al 2 O 3 -Mg and CaCO 3 (Pd/Al-Mg, Pd/Ca) can be used for the purification of medium or large terminal alkenes at mild reaction conditions as an alternative to the toxic Lindlar commercial catalyst.

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“…Olefins are very important products for the industries of fine chemicals, petrochemicals and polymers 1,2 . Industrial synthesis of alkenes can be carried out by several synthesis routes.…”

Section: Introductionmentioning

confidence: 99%

Olefin Purification and Selective Hydrogenation of Alkynes with Low Loaded Pd Nanoparticle Catalysts

Cordoba

Coloma

Quiroga

et al. 2019

Ind. Eng. Chem. Res.

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Selective catalytic hydrogenation of acetylenes

Cited by 50 publications

References 14 publications

The hydrogenation of 1,3-pentadiene over an alumina-supported palladium catalyst: an FTIR study

The hydrogenation of 1,3-pentadiene over an alumina-supported palladium catalyst: an FTIR study

Role of the support and chloride during the purification of 1‐pentene in alkyne/alkene streams over Pd catalysts

Olefin Purification and Selective Hydrogenation of Alkynes with Low Loaded Pd Nanoparticle Catalysts

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