Ruthenium-modified MCM-41 mesoporous molecular sieve and Y zeolite catalysts for selective hydrogenation of cinnamaldehyde

Hájek, Jan; Kumar, Narendra; Mäki‐Arvela, Päivi; Salmi, Tapio; Murzin, Dmitry Yu.; Paseka, Ivo; Heikkilä, Teemu; Laine, E.; Laukkanen, P.; Väyrynen, J.

doi:10.1016/s0926-860x(03)00345-4

Cited by 86 publications

(33 citation statements)

References 21 publications

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“…Gallezot et al [7] indicated that there is little solvent effect on the cinnamaldehyde hydrogenation. However, a number of reports show either a considerably lower hydrogenation activity or even complete catalyst deactivation in non-polar solvents compared to alcohols [10,52]. Our results also confirm negligible catalyst activity when the solvent was switched to toluene.…”

Section: Hydrogenation Of Cal Over the Pt/sio2 Catalysts In Batch Andsupporting

confidence: 78%

“…Along with the hydrogenation products such as HCAL, HCOL (Scheme 1), substantial amounts of acetals (diisopropyl acetal of hydrocinnamaldehyde, HCAL-IPA and diisopropyl acetal of cinnamaldehyde, CAL-IPA) were obtained. The acetals are formed by a reversible acid-catalyzed reaction of CAL and HCAL with isopropanol [9,10,16,21]. It should be mentioned that the CAL-IPA concentration was …”

Section: Hydrogenation Of Cal Over the Pt/sio2 Catalysts In Batch Andmentioning

confidence: 99%

“…Further hydrogenation of either COL or HCAL leads to the formation of hydrocinnamyl alcohol (HCOL). Other reactions such as aromatic ring hydrogenation or hydrogenolysis are possible, but these generally require considerably harsher conditions and are usually negligible [9,10]. The C=C hydrogenation is thermodynamically Various factors such as the type of metal [12][13][14][15], particle size [16], additives [17][18][19][20] and supports [1,4,16,[21][22][23] were found to influence the activity and selectivity of the catalysts in CAL hydrogenation dramatically.…”

Section: Introductionmentioning

confidence: 99%

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Highly Selective Continuous Flow Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol in a Pt/SiO2 Coated Tube Reactor

et al. 2018

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A novel continuous flow process for selective hydrogenation of α, β-unsaturated aldehyde (cinnamaldehyde, CAL) to the unsaturated alcohol (cinnamyl alcohol, COL) has been reported in a tube reactor coated with a Pt/SiO 2 catalyst. A 90% selectivity towards the unsaturated alcohol was obtained at the aldehyde conversion of 98.8%. This is a six-fold improvement in the selectivity compared to a batch process where acetals were the main reaction products. The increased selectivity in the tube reactor was caused by the suppression of acid sites responsible for the acetal formation after a short period on stream in the continuous process. In a fixed bed reactor, it had a similar acetal suppression phenomenon but showed lower product selectivity of about 47-72% due to mass transfer limitations. A minor change in selectivity and conversion caused by product inhibition was observed during the 110 h on stream with a turnover number (TON) reaching 3000 and an alcohol production throughput of 0.36 kg g Pt −1 day −1 in the single tube reactor. The catalysts performance after eight reaction cycles was fully restored by calcination in air at 400 • C. The tube reactors provide an opportunity for process intensification by increasing the reaction rates by a factor of 2.5 at the reaction temperature of 150 • C compared to 90 • C with no detrimental effects on catalyst stability or product selectivity.

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Section: Hydrogenation Of Cal Over the Pt/sio2 Catalysts In Batch Andsupporting

confidence: 78%

Section: Hydrogenation Of Cal Over the Pt/sio2 Catalysts In Batch Andmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Highly Selective Continuous Flow Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol in a Pt/SiO2 Coated Tube Reactor

et al. 2018

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“…The solvent is important not only for preventing the formation of acetals, but also because it could affect the selectivity and the hydrogenation rates. Generally, the higher the polarity of the solvent, the higher is the hydrogenation rates, due to an increase of the H 2 solubility in the solvent [58][59][60]. Related to the product distribution, some authors have obtained a trend modifying the polarity of the solvent.…”

Section: Hydrogenation Selectivitymentioning

confidence: 99%

Catalysts Supported on Carbon Materials for the Selective Hydrogenation of Citral

et al. 2013

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The heterogeneously catalyzed selective-hydrogenation of citral is one of the more feasible ways for obtaining its appreciated unsaturated-alcohols, nerol and geraniol, which are present in over 250 essential oils. Thus, citral has very recently come to be produced petro-chemically in very large quantities, and so partial hydrogenation of citral has become a very economical route for the production of these compounds. However, the selective hydrogenation of citral is not easy, because citral is an α,β-unsaturated aldehyde which possesses three double bonds that can be hydrogenated: an isolated C=C bond and the conjugated C=O and C=C bonds. For this reason, in catalyst selection there are several important issues which affect the product selectivity, for example, the active metal and metal particle size which are factors related to the catalyst preparation method, catalyst precursor, or support surface area, as well as other factors such as porosity, the addition of a second catalytic metal, and, of course, the type of catalyst support. About this last one, carbon materials are very interesting supports for this type of hydrogenation reaction due to their unique chemical and textural properties. This review collects and analyzes the results obtained in the selective hydrogenation of citral catalyzed by carbon material supported metals

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“…Further, the selective catalytic hydrogenation of cinnamaldehyde to cinnamyl alcohol using Rumodified and Y zeolite catalysts have been reported 30 . An appropriate selection of bases and added salts can provide an efficient and straightforward route for the palladium-catalyzed synthesis of cinnamaldehydes from acrolein diethyl acetal and a variety of aryl iodides or bromides 19 .…”

Section: Synthesis and Formulationmentioning

confidence: 99%

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Ruthenium-modified MCM-41 mesoporous molecular sieve and Y zeolite catalysts for selective hydrogenation of cinnamaldehyde

Cited by 86 publications

References 21 publications

Highly Selective Continuous Flow Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol in a Pt/SiO2 Coated Tube Reactor

Highly Selective Continuous Flow Hydrogenation of Cinnamaldehyde to Cinnamyl Alcohol in a Pt/SiO2 Coated Tube Reactor

Catalysts Supported on Carbon Materials for the Selective Hydrogenation of Citral

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