Hydrodeoxygenation of aldehydes catalyzed by supported palladium catalysts

Procházková, Dana; Zámostný, Petr; Bejblová, Martina; Červený, Libor; Čejka, Jiřı́

doi:10.1016/j.apcata.2007.08.009

Cited by 85 publications

(49 citation statements)

References 14 publications

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“…The most unstable intermediate is the opencycle "D", whose selectivity never reached values higher than 3%, although a maximum is clearly observed. Previous results confirmed that Pd is very selective for hydrogenation aliphatic unsaturated aldehydes [30], but Pt is much more active in deoxygenation reactions [29].Consequently, the selectivity of n-octane obtained with Pt/alumina (9.4%) was higher than forPd/alumina (6.1%). The carbon balance closures obtained were, in all the cases, higher than 95 %, discarding the presence of other side reactions such asdecarbonylationsor the formation of heavy adsorbed by-products.…”

Section: Catalytic Activitysupporting

confidence: 60%

“…Group VI-VIII metals have been previously tested in hydrogenations at low-medium temperatures showing high catalytic activity, but also a high capacity of adsorption and activity for side reactions [25]. Pd and Rh are considered good catalysts for hydrogenation of aliphatic insaturations [26,27] whereas Ru and Pt show high activity in deoxygenation steps [28,29]. Alumina was chosen as support because of its acidity, which can favor some steps of the HDO reaction, but it considered mild enough for not promoting coke formation reactions.…”

Section: Introductionmentioning

confidence: 99%

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Hydrodeoxygenation of acetone–furfural condensation adducts over alumina-supported noble metal catalysts

Faba

Dı́az

Ordóñez

2014

Applied Catalysis B: Environmental

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The hydrodeoxygenation (HDO) of aldol condensation adducts is of key interest in the preparation of biofuels from biomass by catalytic routes. In this work, furfuryldeneacetoneis taken as model of biomass-derived condensation adduct with furanic rings, unsaturations and carbonyl functionalities. Four noble metal catalysts (alumina-supported Ru, Rh, Pd and Pt) were tested. Obtained results show thatRh and Ru catalysts are only active for the hydrogenation of aliphatic double bonds; whereas Pd, and specially Pt catalysts, are active for the total HDO of the adduct, yielding n-octane, with selectivities higher than 30 % at 493 K after 24 h on stream (total conversion and carbon balance closure higher than 90 %). Based on these results, a mechanism (considering serial, parallel and equilibrium steps) and the corresponding kinetic model have been proposed for explaining the different selectivity trends observed for these metals.

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Section: Catalytic Activitysupporting

confidence: 60%

Section: Introductionmentioning

confidence: 99%

Hydrodeoxygenation of acetone–furfural condensation adducts over alumina-supported noble metal catalysts

Faba

Dı́az

Ordóñez

2014

Applied Catalysis B: Environmental

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“…Transformation of carbonyl group to methyl group theoretically proceeds via three ways: i) hydrogenationdehydration mechanism, ii) hydrogenation-hydrogenolytic mechanism and iii) direct hydrogenolysis of C=O bond. 33 In our case, there is no hydrogen atom at the adjacent position of hydroxy in vanillin alcohol, meaning the dehydration of vanillin alcohol would not happen, so transformation of vanillin to 2-methoxy-4-methylphenol may undergo via ii) hydrogenation-hydrogenolytic mechanism and/or iii) direct hydrogenolysis of C=O bond. Figure 3 shows evolution of reactant and products concentration with reaction time in the experiment performed with vanillin over Pd@CN 0.132 at 90 o C under 1 bar of hydrogen in water.…”

Section: Supporting Information Placeholdermentioning

confidence: 93%

Synthesis of Palladium Nanoparticles Supported on Mesoporous N-Doped Carbon and Their Catalytic Ability for Biofuel Upgrade

et al. 2012

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We report a catalyst made of Pd nanoparticles (NPs) supported on mesoporous N-doped carbon, Pd@CN(0132), which was shown to be highly active in promoting biomass refining. The use of a task-specific ionic liquid (3-methyl-1-butylpyridine dicyanamide) as a precursor and silica NPs as a hard template afforded a high-nitrogen-content (12 wt %) mesoporous carbon material that showed high activity in stabilizing Pd NPs. The resulting Pd@CN(0.132) catalyst showed very high catalytic activity in hydrodeoxygenation of vanillin (a typical model compound of lignin) at low H(2) pressure under mild conditions in aqueous media. Excellent catalytic results (100% conversion of vanillin and 100% selectivity for 2-methoxy-4-methylphenol) were achieved, and no loss of catalytic activity was observed after six recycles.

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“…Os suportes, superfície sobre a qual é distribuída a fase metálica, também influenciam o desempenho de um sistema catalítico, de acordo com a sua composição. A utilização de zeólitas como suporte se destaca devido a suas propriedades intrínsecas (acidez, elevada área superficial, estabilidade térmica, capacidade de troca iônica, entre outras) desejáveis em catálise [5].…”

Section: Introductionunclassified

Catalisadores à base de Ni e Cu suportados sobre Hbeta - Avaliação na hidrodesoxigenação do benzaldeído

et al. 2018

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RESUMOForam estudados catalisadores a base de níquel (Ni) e cobre (Cu) suportados em Hbeta cuja atividade e seletividade foram avaliadas na reação de Hidrodesoxigenação (HDO) do benzaldeído. Para isso, sintetizaram-se catalisadores com 10,0 % de NiO (em massa) e adicionaram-se diferentes teores de CuO: 2,5 %, 5,0 %, 7,5 % e 10,0 % (em massa). Para efeito de comparação, foram sintetizados, também, os monometálicos NiO 10,0 % e CuO 10,0 % (em massa). A reação foi realizada em reator batelada com agitação magnética a 220 °C. Os catalisadores foram caracterizados pelas técnicas de difratometria de raios X (DRX), fisissorção de N 2 , redução com hidrogênio à temperatura programada (RTP-H 2 ), espectroscopia por reflectância difusa nas regiões do ultravioleta e do visível (ERD UV-Vis ) e análise termogravimétrica (TG/DTG). Pelos resultados de avaliação catalítica observou-se que o benzaldeído foi convertido em álcool benzílico, tolueno e benzeno. O catalisador Ni10Cu7,5/Hbeta apresentou conversão de 84,7 %, com seletividade para tolueno em torno de 91,0 %, apresentando maior seletividade a produtos desoxigenados que o catalisador com maior teor metálico (Ni10Cu10/Hbeta), fato que, possivelmente, possa estar associado à maior quantidade de sítios ácidos no catalisador. Os catalisadores bimetálicos apresentaram-se mais ativos que os monometálicos Ni e Cu. Dessa forma, a adição do Cu pode contribuir para a melhor performance dos catalisadores de Ni/Hbeta na reação de HDO.Palavras-chave: hidrodesoxigenação, benzaldeído, bio-óleo, catalisadores não sulfetados. ABSTRACTThe activity and selectivity evaluation of nickel (Ni) and copper (Cu) catalysts supported over Hbeta in the hydrodeoxygenation (HDO) reaction of benzaldehyde were studied. For this purpose, monometallic (10 wt.% of NiO or CuO) and bimetallic catalysts with 10 wt.% of NiO with different CuO (2.5 %, 5 %, 7.5 % and 10 % by wt.) were synthesized. The reaction was carried out in batch reactor with magnetic stirring at 220 °C. The catalysts were characterized by X-ray diffraction (XRD), N 2 physisorption, hydrogen temperature programmed (TPR-H 2 ), diffuse reflectance spectroscopy in ultraviolet and visible regions (DRS UV-Vis ), thermogravimetric analysis (TG / DTG). Results of the catalytic evaluation showed that the benzaldehyde was converted to benzyl alcohol, toluene and benzene. Ni10Cu7.5/Hbeta catalyst presented a conversion of 84.73 %, with selectivity to toluene around 91 %, presenting higher selectivity to deoxygenated products than Ni10Cu10/Hbeta, which can be related to the higher acidic sites present in the catalyst. The bimetallic catalysts were more active than the monometallic Ni and Cu. Thus the addition of Cu can contribute to a better performance of the Ni/Hbeta catalysts in the HDO reaction.

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Hydrodeoxygenation of aldehydes catalyzed by supported palladium catalysts

Cited by 85 publications

References 14 publications

Hydrodeoxygenation of acetone–furfural condensation adducts over alumina-supported noble metal catalysts

Hydrodeoxygenation of acetone–furfural condensation adducts over alumina-supported noble metal catalysts

Synthesis of Palladium Nanoparticles Supported on Mesoporous N-Doped Carbon and Their Catalytic Ability for Biofuel Upgrade

Catalisadores à base de Ni e Cu suportados sobre Hbeta - Avaliação na hidrodesoxigenação do benzaldeído

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