Selective dehydrolinalool hydrogenation with poly(ethylene oxide)-block-poly-2-vinylpyridine micelles filled with Pd nanoparticles

Semagina, Natalia; Bykov, A. V.; Sulman, Esther M.; Matveeva, Valentina G.; Sidorov, Stanislav N.; Dubrovina, L.V.; Valetsky, Pyotr M.; Kiselyova, Olga I.; Khokhlov, Alexei R.; Stein, Barry D.; Bronstein, Lyudmila M.

doi:10.1016/s1381-1169(03)00541-7

Cited by 68 publications

(43 citation statements)

References 58 publications

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“…Although there is contradictory data on the effect of nanoparticle size, Semagina et al used unsupported Pd particles prepared by reverse microemulsion method and observed that the activity of 1-hexyne selective hydrogenation increased by more than 15 times with a particle size increase from 11 to 14 nm. This effect is ascribed to the necessity of large ensemble of Pd surface atoms to form a hydrogenation active centre, i.e., there are more active centres on the larger nanoparticles [58]. Similar results were reported in other works [61,62].…”

Section: Liquid Phase Hydrogenationsupporting

confidence: 86%

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The Reduction of Alkynes Over Pd-Based Catalyst Materials - A Pathway to Chemical Synthesis

Ao¹,

Sk²

2017

J Chem Eng Process Technol

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Many reactions, including selective hydrogenation of alkynes, take place on solid surfaces. These reactions are vital in many areas of industry including the manufacture of polymers and fine chemicals such as vitamins, fragrances, and drugs. The choice of a catalyst is a trade-off between activity, selectivity and costs. Palladium-based heterogeneous catalysts are traditionally used for these processes as they provide the activation of hydrogen at room temperatures and offers reasonable selectivity, but these catalysts have a number of practical drawbacks. This review discusses recent research work in the selective hydrogenation of alkynes on palladium-based catalysts, emphasises the mechanism and catalytic materials and important applications including alkyne removal from gasphase alkene precursors for polymer synthesis and liquid phase selective hydrogenation for the synthesis of fine chemicals. Langmuir-Hinshelwood reaction kinetic models, reaction intermediates, formation of carbonaceous layer, the nature of active sites and the effects of reversible and irreversible adsorbates over Pd surface are discussed as well as the factors affecting catalyst activity and selectivity and how these can be optimised in synthetic protocols for these reactions.

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Section: Liquid Phase Hydrogenationsupporting

confidence: 86%

“…Under optimized solution pH and solvent composition, (isopropanol/water mixture), selectivity as high as 99.4% at 100% conversion with TOF=5.7 1/s was achieved. Semagina et al [58] also deposited monodispersed Pd nanoparticles (ca 8 nm) on a filamentous butyne-2-ol or 3-methyl-1-pentyn-3-ol).…”

Section: Liquid Phase Hydrogenationmentioning

confidence: 99%

The Reduction of Alkynes Over Pd-Based Catalyst Materials - A Pathway to Chemical Synthesis

Ao¹,

Sk²

2017

J Chem Eng Process Technol

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“…Synthesis of Pd nanoparticles stabilized in the core of PEO-b-P2VP micelles was performed in aqueous medium as described in [25]. First, 0.2240 g of PEO-b-P2VP was dissolved in 40 ml of water and stirred for 24 h. Then, the solution was charged with 0.0750 g of K 2 PdCl 4 and stirred for 48 h. To ensure the absence of the salt outside of the micelle cores, reaction solution was ultrafiltrated.…”

Section: Catalyst Preparationmentioning

confidence: 99%

“…This medium allows avoiding mass transfer limitations inside the PEO-P2VP-Pd micelle [25]. B3 concentrations were 0.1, 0.25 and 0.5 kmol/m 3 ; catalyst amount in a typical hydrogenation experiment was equal to 4.2 Â 10 À3 kg Pd /m 3 in the reaction mixture (0.7 mL of the unsupported catalyst, or 1 g of the heterogeneous catalyst).…”

Section: Catalytic Experimentsmentioning

confidence: 99%

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Palladium nanoparticles stabilized in block-copolymer micelles for highly selective 2-butyne-1,4-diol partial hydrogenation

Semagina

Joannet

Parra

et al. 2005

Applied Catalysis A: General

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Pd nanoparticles (2 nm) stabilized in the micelle core of poly(ethylene oxide)-block-poly-2-vinylpyridine were studied in 2-butyne-1,4-diol partial hydrogenation. Both unsupported micelles (0.6 kg Pd /m 3 ) and supported ones on g-Al 2 O 3 (0.042 wt.% Pd) showed nearly 100% selectivity to 2-butene-1,4-diol up to 94% conversion. The only side product observed was 2-butane-1,4-diol. The catalysis was ascribed to Pd nanoparticles' surface modified by pyridine units of micelles and alkali reaction medium (pH of 13.4). TOFs over the unsupported and supported catalysts were found to be 0.56 and 0.91 s À1 (at 323 K, 0.6 MPa H 2 pressure, solvent 2-propanol/water = 7:3), respectively. Reaction kinetics fit the Langmuir-Hinshelwood model assuming weak hydrogen adsorption. The experiments on the catalyst reuse showed that Pd nanoparticles remain inside the micelle core, but the micelles slightly desorbed (less then 5%) during the catalytic run. #

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Pd Nanoparticles

Kanie¹,

Wong²,

Pleixats³

et al. 2008

Encyclopedia of Reagents for Organic Synthesis

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Selective dehydrolinalool hydrogenation with poly(ethylene oxide)-block-poly-2-vinylpyridine micelles filled with Pd nanoparticles

Cited by 68 publications

References 58 publications

The Reduction of Alkynes Over Pd-Based Catalyst Materials - A Pathway to Chemical Synthesis

The Reduction of Alkynes Over Pd-Based Catalyst Materials - A Pathway to Chemical Synthesis

Palladium nanoparticles stabilized in block-copolymer micelles for highly selective 2-butyne-1,4-diol partial hydrogenation

Pd Nanoparticles

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