Kinetics of Liquid-Phase Hydrogenation of Furfuraldehyde to Furfuryl Alcohol over a Pt/C Catalyst

and, Prakash D. Vaidya; Mahajani, Vijaykumar V.

doi:10.1021/ie030055k

Cited by 120 publications

(101 citation statements)

References 5 publications

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“…FOL is also a very important intermediate in the chemical industry since it is widely used in the production of synthetic fibers, thermostatic resins, fine chemicals, etc. [32][33][34][35][36]. It is mainly produced by hydrogenation of FAL (V) either in gas or liquid phase.…”

Section: Scheme 1 Hydrogenation Of 2-cyclohexen-1-one (I)mentioning

confidence: 99%

Aqueous-phase hydrogenation and hydroformylation reactions catalyzed by a new water-soluble [rhodium]–thioligand complex

Paganelli

Piccolo²,

Pontini

et al. 2015

Catalysis Today

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a b s t r a c tRh(DHTANa) is a new water-soluble catalyst easily obtained by mixing in water the catalytic precursor [Rh(COD)Cl] 2 and the dihydrothioctic acid sodium salt (DHTANa). This catalyst showed to be very active in the hydrogenation of unsaturated substrates as 2-cyclohexen-1-one, the biomass-derived furfural and acetophenone. In this last case the catalytic system obtained by using as water-soluble ligand (R)-(DHTANa) afforded (R)-1-phenylethanol with very modest enantioselectivity. Rh(DHTANa) was active also in the aqueous biphase hydroformylation of styrene producing exclusively the two corresponding aldehydes with 80-86% selectivity toward the branched aldehyde 2-phenylpropanal. This new catalytic system was easily recycled in both hydrogenation and hydroformylation processes and no leaching phenomenon was observed.

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Section: Scheme 1 Hydrogenation Of 2-cyclohexen-1-one (I)mentioning

confidence: 99%

Aqueous-phase hydrogenation and hydroformylation reactions catalyzed by a new water-soluble [rhodium]–thioligand complex

Paganelli

Piccolo²,

Pontini

et al. 2015

Catalysis Today

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“…Sometimes another metal or promoter is added to improve the catalytic performance of the systems. 3,7 In this regard, systems based on Ni or Co, modified with Cu, Fe, Ce Vol. 21, No.…”

Section: Introductionmentioning

confidence: 99%

Transition metal-based bimetallic catalysts for the chemoselective hydrogenation of furfuraldehyde

Vetere

Merlo

Ruggera

et al. 2010

J. Braz. Chem. Soc.

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Neste trabalho foi estudada a hidrogenação quimiosseletiva em fase líquida do furfural, empregando-se catalisadores baseados em Pt, Rh e Ni. Sistemas bimetálicos, contendo diferentes quantidades de estanho, foram obtidos por meio de reações de superfície controlada entre um catalisador monometálico e Sn(C 4 H 9 ) 4 . Quando foram utilizados catalisadores monometálicos, os resultados obtidos sugerem uma relação entre as propriedades do metal e da atividade e seletividade. Todos os sistemas permitiram a obtenção do álcool furfurílico com alta seletividade (99, 97 e 76% com catalisadores de Pt, Rh e Ni, respectivamente). A adição de estanho tem efeitos diferentes sobre os três sistemas, tanto em termos de conversão quanto na seletividade. Um resultado interessante foi obtido para os catalisadores baseados em Ni, para os quais a adição de estanho levou a um aumento significativo da seletividade do álcool furfurílico e, dependendo da razão Sn/Ni, também há um aumento na atividade catalítica do sistema.In this work, the liquid-phase chemoselective hydrogenation of furfural was studied, employing Pt, Rh and Ni-based catalysts. Bimetallic systems, containing different amounts of tin, were obtained by means of controlled surface reactions between a monometallic catalyst and Sn(C 4 H 9 ) 4 . The results obtained when monometallic catalysts were employed suggest a relationship between metal properties and the activity and selectivity obtained. All systems allowed obtaining furfuryl alcohol with high selectivity (99, 97 and 76% were achieved with Pt, Rh and Ni catalysts, respectively). The addition of tin has different effects on the three systems, both in terms of conversion and selectivity. An interesting result was obtained for the Ni-based catalysts, for which the addition of tin led to a significant increase in furfuryl alcohol selectivity and, depending on the Sn/Ni ratio, also to an increase in the catalytic activity of the system. Keywords: furfural, furfuryl alcohol, hydrogenation, bimetallic catalysts, PtSn IntroductionThe hydrogenation of furfural is an important reaction in the chemical industry as it is the main way of obtaining furfuryl alcohol.1 This product is widely used in the production of resins, as an intermediate in the manufacture of lysine, vitamin C and lubricants, and to obtain tetrahydrofurfuryl alcohol, among other applications. [2][3][4] Due to the large variety of products that can be obtained from the hydrogenation of furfural, this reaction represents a great challenge from the point of view of its chemoselectivity. As shown in Figure 1, in addition to the products coming from the hydrogenation of the C=O bond and/or the furan ring, there are numerous compounds derived from side reactions (hydrogenolysis of the C=O bond, decarbonylation, hydrogenation and ring opening, condensation reactions, etc.). 3,5 In chemoselective hydrogenation reactions using heterogeneous catalysts, the choice of the active metal is a key factor, since its influence on the resulting activity and/or selectivity is wel...

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“…As for the industrial processes, they are generally conducted at high temperatures and pressures at which operations both in liquid and gas phase were reported. In terms of catalyst, the most popular for the reduction of furfural at industrial levels are Ni and Cu/Cr-based catalysts, although these catalysts exhibit a moderate activity towards FA [12,13]. At bench level, numerous reports have been made on the hydrogenation of furfural in liquid-phase using noble metal-based catalysts, such as palladium [14], platinum [9,13,15,16], iridium and ruthenium [17], rhodium [18], and zirconium oxide [19].…”

Section: Introductionmentioning

confidence: 99%

“…In terms of catalyst, the most popular for the reduction of furfural at industrial levels are Ni and Cu/Cr-based catalysts, although these catalysts exhibit a moderate activity towards FA [12,13]. At bench level, numerous reports have been made on the hydrogenation of furfural in liquid-phase using noble metal-based catalysts, such as palladium [14], platinum [9,13,15,16], iridium and ruthenium [17], rhodium [18], and zirconium oxide [19]. Reactions were performed either with or without a solvent (using different solvent types) sometimes even using a second metal (or a promoter) to improve the activity and/or the selectivity [13,20,21].…”

Section: Introductionmentioning

confidence: 99%

“…At bench level, numerous reports have been made on the hydrogenation of furfural in liquid-phase using noble metal-based catalysts, such as palladium [14], platinum [9,13,15,16], iridium and ruthenium [17], rhodium [18], and zirconium oxide [19]. Reactions were performed either with or without a solvent (using different solvent types) sometimes even using a second metal (or a promoter) to improve the activity and/or the selectivity [13,20,21]. Amongst the non-noble metals that have been reported to selectively hydrogenate α,β-unsaturated aldehydes, iron [22] and nickel [13] were the most commonly cited.…”

Section: Introductionmentioning

confidence: 99%

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Reduction of Furfural to Furfuryl Alcohol in Liquid Phase over a Biochar-Supported Platinum Catalyst

et al. 2017

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Abstract:In this work, the liquid phase hydrogenation of furfural has been studied using a biochar-supported platinum catalyst in a batch reactor. Reactions were performed between 170 • C and 320 • C, using 3 wt % and 5 wt % of Pt supported on a maple-based biochar under hydrogen pressure varying from 500 psi to 1500 psi for reaction times between 1 h and 6 h in various solvents. Under all reactive conditions, furfural conversion was significant, whilst under specific conditions furfuryl alcohol (FA) was obtained in most cases as the main product showing a selectivity around 80%. Other products as methylfuran (MF), furan, and trace of tetrahydrofuran (THF) were detected. Results showed that the most efficient reaction conditions involved a 3% Pt load on biochar and operations for 2 h at 210 • C and 1500 psi using toluene as solvent. When used repetitively, the catalyst showed deactivation although only a slight variation in selectivity toward FA at the optimal experimental conditions was observed.

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Kinetics of Liquid-Phase Hydrogenation of Furfuraldehyde to Furfuryl Alcohol over a Pt/C Catalyst

Cited by 120 publications

References 5 publications

Aqueous-phase hydrogenation and hydroformylation reactions catalyzed by a new water-soluble [rhodium]–thioligand complex

Aqueous-phase hydrogenation and hydroformylation reactions catalyzed by a new water-soluble [rhodium]–thioligand complex

Transition metal-based bimetallic catalysts for the chemoselective hydrogenation of furfuraldehyde

Reduction of Furfural to Furfuryl Alcohol in Liquid Phase over a Biochar-Supported Platinum Catalyst

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