The selective hydrogenation of furfural over supported palladium nanoparticle catalysts prepared by sol-immobilisation: effect of catalyst support and reaction conditions

Albilali, Reem; Douthwaite, Mark; He, Qian; Taylor, Stuart Hamilton

doi:10.1039/c7cy02110k

Cited by 44 publications

(36 citation statements)

References 58 publications

(57 reference statements)

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“…This result is in line with the study of Bhogeswararao and Srinivas, who noticed that THFA yield increased and FA yield decreased with Pd particle size decreased from 7.8 nm to 5.8 nm, and furfural conversion decreased at the same time [165]. It seems that the Pd particle size has a negative effect on catalysts activity (in terms of furfural conversion/mol Pd ) [91,165]. Figure 5 shows the catalytic results of Pd based catalysts with different supports.…”

Section: Pd Based Catalystssupporting

confidence: 87%

“…From a mechanistic point of view, these results could be possibly explained, since the most stable adsorption conformation of furfural was with the furan ring lying flat on the Pt (111) surface [162], favoring its hydrogenation. Indeed, catalytic systems that are based on Pd nanoparticles supported on different materials, such as carbon, bio-char, TiO 2 , and Al 2 O 3 , among others, would result in different yields of FA and THFA [87,91,[163][164][165][166]. Some of them exhibited excellent catalytic performance, for example, Pd supported on hydroxyapatite (HAP) and MIL-101(Cr)-NH 2 gave rise to 100% THFA yield [88,89].…”

Section: Pd Based Catalystsmentioning

confidence: 99%

“…This contribution will be mainly focused on catalytic processes while using different kinds of materials, such as non-noble metal , Ni [70][71][72][73][74][75][76][77][78][79][80] Co [73,[81][82][83], etc. ), and noble metal (Pd [32,33,(84)(85)(86)(87)(88)(89)(90)(91)(92)(93) Pt [49,55,92,(94)(95)(96)(97)(98)(99), Ru [84,100-105], etc.) based catalysts.…”

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confidence: 99%

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Recent Advances in Catalytic Hydrogenation of Furfural

et al. 2019

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Furfural has been considered as one of the most promising platform molecules directly derived from biomass. The hydrogenation of furfural is one of the most versatile reactions to upgrade furanic components to biofuels. For instance, it can lead to plenty of downstream products, such as (tetrahydro)furfuryl alcohol, 2-methyl(tetrahydro)furan, lactones, levulinates, cyclopentanone(l), or diols, etc. The aim of this review is to discuss recent advances in the catalytic hydrogenation of furfural towards (tetrahydro)furfuryl alcohol and 2-methyl(tetrahydro)furan in terms of different non-noble metal and noble metal catalytic systems. Reaction mechanisms that are related to the different catalytic materials and reaction conditions are properly discussed. Selective hydrogenation of furfural could be modified not only by varying the types of catalyst (nature of metal, support, and preparation method) and reaction conditions, but also by altering the reaction regime, namely from batch to continuous flow. In any case, furfural catalytic hydrogenation is an open research line, which represents an attractive option for biomass valorization towards valuable chemicals and fuels.FA is a very important monomer for the synthesis of furan resins, which are widely used in thermoset polymer matrix composites, cements, adhesives, coatings, and casting/foundry resins. This molecule is also used as a non-reactive diluent for epoxy resin, a modifier for phenolic and urea resins, an oil well, and a carbon binder. Furthermore, the salt of FA is used in the synthesis of lysine, vitamin C, lubricants, and plasticizers [22,23]. Moreover, it should be highlighted that FA is also an important intermediate for the production of further hydrogenation products (as shown in Scheme 1), such as 2-methylfuran (MF), a potential alternative fuel with better combustion performance and higher Research Octane Number (RON = 103) than that of gasoline (RON = 96.8) [24]. In other applications, MF is used in perfume intermediates, chloroquine lateral chains in medical intermediates, and as a raw material for the production of chrysanthemate pesticides [25].Moreover, tetrahydrofurfuryl alcohol (THFA) can be used as a green solvent in the pharmaceutical industry and, in addition, it constitutes an outstanding intermediate to produce dihydropyran [26], pyridine [27], tetrahydrofuran, and pentan-1,5-diol [28][29][30]. Particularly, the latest molecule is an important monomer in the plastics industry. Furthermore, 2-methyltetrahydrofuran (MTHF) is quite engaging for its possible applications in organometallic chemistry, as well as in organic reactions that are related to organocatalysis, biotransformations, and biomass processing [31]. Catalysts 2019, 9, 796 3 of 33 Catalysts 2018, 8, x FOR PEER REVIEW 3 of 36 Scheme 1. Illustrative representation of reaction pathways in furfural hydrogenation.Other downstream products of furfural hydrogenation, such as (tetrahydro)furan [32], tetrahydrofurfural [33], lactones [34][35][36][37], levulinates [38,39], cyclopentanone...

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Section: Pd Based Catalystssupporting

confidence: 87%

Section: Pd Based Catalystsmentioning

confidence: 99%

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Recent Advances in Catalytic Hydrogenation of Furfural

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“…The conversion of furfural to valuable chemicals was attracting more attention as the consuming in fossil resources [2][3][4][5][6][7]. The main products from furfural were cyclopentanone [8][9][10][11][12], furfuryl alcohol (FA) [13][14][15][16], tetrahydrofurfuryl alcohol (THFA) [17][18][19][20][21][22][23][24][25][26][27][28][29][30], 1,2-pentanediol [31][32][33][34][35], furan [36,37], and methyl furan [38]. The THFA was a typical product from furfural through the hydrogenation of C=C and C=O in furfural.…”

Section: Introductionmentioning

confidence: 99%

Facile Preparation of Pd/UiO-66-v for the Conversion of Furfuryl Alcohol to Tetrahydrofurfuryl Alcohol under Mild Conditions in Water

et al. 2019

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The hydrogenation of furan ring in the biomass-derived furans is of great importance for the conversion of biomass to valuable chemicals. Fabrication of high activity and selectivity catalyst for this hydrogenation under mild conditions was one of the focuses of this research. In this manuscript, UiO-66-v, in which vinyl bonded to the benzene ring, was first prepared. Then, the uniformly distributed vinyl was used as the reductant for the preparation of Pd/UiO-66-v. The catalyst was characterized by X-ray diffraction, thermogravimetric, N2 physical adsorption/desorption, X-ray photoelectron spectroscopy, scanning electron microscope, transmission electron microscopy, energy dispersive spectrometer elemental mappings, and inductively coupled plasma atomic emission spectroscopy to find the Pd/UiO-66-v had a narrow palladium nanoparticles size of 3–5 nm and maintained the structure and thermal stability of UiO-66-v. The Pd/UiO-66-v was used for the hydrogenation of furfuryl alcohol to tetrahydrofurfuryl alcohol in water. 99% conversion of furfuryl alcohol was obtained with 90% selectivity to tetrahydrofurfuryl alcohol after reacted at 0.5 MPa H2, 303 K for 12 h. The Pd/UiO-66-v was proved to be effective for the hydrogenation of furan ring in furans and could be used for at least five times.

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“…Hydrogenation of furfural performed using bimetallic PdFe and PdCu catalysts proved that the addition of a second metal to a Pd catalyst reduced the C-C cleavage and increased the selectivity to furfuryl alcohol [28,44]. Although PtPd bimetallic catalysts have been successfully employed in hydrogenation of various chemicals and are known to possess synergetic behavior [45][46][47][48][49], they have rarely been studied in both glucose and furfural hydrogenation reactions as per our knowledge [42,50]. For example, Albilali et al used a PtPd bimetallic catalyst in furfural hydrogenation to screen for suitable conditions that yield more tetrahydrofurfuryl alcohol, a total hydrogenation product of furfural [50].…”

Section: Introductionmentioning

confidence: 99%

Exploiting the Synergetic Behavior of PtPd Bimetallic Catalysts in the Selective Hydrogenation of Glucose and Furfural

et al. 2019

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Mono and bimetallic catalysts based on Pt and Pd were prepared by a co-precipitation method. They were tested in liquid phase hydrogenation reactions of glucose and furfural at low temperature and pressure. The bimetallic PtPd/TiO2 catalyst proved to be an efficient material in selectively hydrogenating glucose to sorbitol. Moreover, high furfural conversion was attained under relatively soft conditions, and the furfuryl alcohol selectivity was strongly affected by the chemical composition of the catalysts. Furfuryl alcohol (FA) was the major product in most cases, along with side products such as methylfuran (MF), furan, and traces of tetrahydrofuran (THF). These results showed that the PtPd bimetallic sample was more active relative to the monometallic counterparts. A correlation between the catalytic results and the physicochemical properties of the supported nanoparticles identified key factors responsible for the synergetic behavior of the PtPd system. The high activity and selectivity were due to the formation of ultra-small particles, alloy formation, and the Pt-rich surface composition of the bimetallic particles supported on the TiO2 nanowires.

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The selective hydrogenation of furfural over supported palladium nanoparticle catalysts prepared by sol-immobilisation: effect of catalyst support and reaction conditions

Abstract: Pd-TiO2 nanoparticles prepared by sol-immobilisation are very active for selective hydrogenation of furfural under mild conditions, and addition of Pt enhances performance to achieve a 95% yield of tetrahydrofurfuryl alcohol.

Cited by 44 publications

References 58 publications

Recent Advances in Catalytic Hydrogenation of Furfural

Recent Advances in Catalytic Hydrogenation of Furfural

Facile Preparation of Pd/UiO-66-v for the Conversion of Furfuryl Alcohol to Tetrahydrofurfuryl Alcohol under Mild Conditions in Water

Exploiting the Synergetic Behavior of PtPd Bimetallic Catalysts in the Selective Hydrogenation of Glucose and Furfural

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