Selective production of furfuryl alcohol from furfural by catalytic transfer hydrogenation over commercial aluminas

López-Asensio, Raquel; Cecilia, Juan Antonio; Jiménez-Gómez, Carmen P.; García‐Sancho, Cristina; Moreno‐Tost, Ramón; Maireles‐Torres, Pedro

doi:10.1016/j.apcata.2018.02.022

Cited by 97 publications

(67 citation statements)

References 65 publications

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“…They also proposed that surface −OH was critical for dehydrogenation and hydrogenation steps. Cecilia and co‐workers studied the influence of surface acidity/basicity of Al 2 O 3 on furfural conversion in the presence of 2‐PrOH . Their experimental results also confirmed that a slightly basic surface favored furfural conversion, but the presence of H 2 O molecules could inhibit surface basic sites and even cause irreversible deactivation of Al 2 O 3 .…”

Section: Case Study C: Furfural Conversionmentioning

confidence: 99%

Catalytic Transfer Hydrogenation of Biomass‐Derived Substrates to Value‐Added Chemicals on Dual‐Function Catalysts: Opportunities and Challenges

et al. 2018

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Aqueous‐phase hydrodeoxygenation (APH) of bioderived feedstocks into useful chemical building blocks is one the most important processes for biomass conversion. However, several technological challenges, such as elevated reaction temperature (220–280 °C), high H2 pressure (4–10 MPa), uncontrollable side reactions, and intensive capital investment, have resulted in a bottleneck for the further development of existing APH processes. Catalytic transfer hydrogenation (CTH) under much milder conditions with non‐fossil‐based H2 has attracted extensive interest as a result of several advantageous features, including high atom efficiency (≈100 %), low energy intensity, and green H2 obtained from renewable sources. Typically, CTH can be categorized as internal H2 transfer (sacrificing small amounts of feedstocks for H2 generation) and external H2 transfer from H2 donors (e.g., alcohols, formic acid). Although the last decade has witnessed a few successful applications of conventional APH technologies, CTH is still relatively new for biomass conversion. Very limited attempts have been made in both academia and industry. Understanding the fundamentals for precise control of catalyst structures is key for tunable dual functionality to combine simultaneous H2 generation and hydrogenation. Therefore, this Review focuses on the rational design of dual‐functionalized catalysts for synchronous H2 generation and hydrogenation of bio‐feedstocks into value‐added chemicals through CTH technologies. Most recent studies, published from 2015 to 2018, on the transformation of selected model compounds, including glycerol, xylitol, sorbitol, levulinic acid, hydroxymethylfurfural, furfural, cresol, phenol, and guaiacol, are critically reviewed herein. The relationship between the nanostructures of heterogeneous catalysts and the catalytic activity and selectivity for C−O, C−H, C−C, and O−H bond cleavage are discussed to provide insights into future designs for the atom‐economical conversion of biomass into fuels and chemicals.

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Section: Case Study C: Furfural Conversionmentioning

confidence: 99%

Catalytic Transfer Hydrogenation of Biomass‐Derived Substrates to Value‐Added Chemicals on Dual‐Function Catalysts: Opportunities and Challenges

et al. 2018

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“…Today a great interest is devoted to the valorisation of biomasses as alternative to traditional fossil resources to obtain energy, fuels and chemicals . Furfural ( 7 ) and 5‐(hydroxymethyl)furfural (HMF) ( 11 ) are so‐called platform molecules, obtained from biomass, which can be used for the synthesis of chemicals and fuels ,.…”

Section: Resultsmentioning

confidence: 99%

Alternative Recovery and Valorization of Metals from Exhausted Catalytic Converters in a New Smart Polymetallic Catalyst

et al. 2019

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A new metals‐polymeric composite, Metx‐EPS (I), was prepared to be used as catalyst in water or in two‐phase aqueous conditions. The metals source was an exhausted catalytic converter that was grinded and treated with an acidic solution at room temperature. After filtration, the solution was concentrated, neutralized and added to a broth of Klebsiella oxytoca DSM 29614 to produce (I) where metals are embedded in a peculiar polysaccharide structure (EPS). The composite was easily recovered from the fermentation broth and purified. The process protocol was verified many times and was shown to be reproducible satisfactorily. The % recovery of metals, originally present in the converter, was good as determined by atomic absorption. The morphology and the chemical state of main metals in (I) were investigated by X‐ray absorption spectroscopy methods (XANES and EXAFS). No metallic alloy seems to be evident. The catalytic activity and a possible synergic effect due to the presence of the different metals was valuated in the hydrogenation of some substrates, valuable precursors for the production of fine chemicals.

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“…Catalysts using transition metals, such as nickel (Ni), cobalt (Co) or copper (Cu), also have good activity for furfural hydrogenation, but are relatively inexpensive. Among them Cu‐based catalysts show good activity for hydrogenation of the aldehyde group in furfural but low activity for hydrogenation of the furan ring in furfural, which has been widely applied in the hydrogenation of furfural to furfuryl alcohol …”

Section: Introductionmentioning

confidence: 99%

“…6 For example, hydrogenation of the furan ring in furfural produces tetrahydro-furfural, an important intermediate for the production of tetrahydrofurfuryl alcohol, 7 whereas hydrogenation of the carbonyl group produces furfuryl alcohol. 8,9 Furfuryl alcohol is an important intermediate in the chemical and polymer industry. 10,11 The main uses of furfuryl alcohol are as feedstock for: (i) synthesis of lysine, vitamin C, lubricants and other fine chemicals; 12 (ii) production of corrosionresistant glass fibres and corrosion-resistant polymer concrete; 13 (iii) production of farm chemicals 14 ; (iv) production of thermostatic resins with high chemical resistance to acids, bases and certain solvents; 15,16 and (v) production of adhesives.…”

Section: Introductionmentioning

confidence: 99%

“…Among them Cu-based catalysts show good activity for hydrogenation of the aldehyde group in furfural but low activity for hydrogenation of the furan ring in furfural, which has been widely applied in the hydrogenation of furfural to furfuryl alcohol. 8,11 For the Cu-based catalysts, supports play important roles in the hydrogenation reactions. A catalyst support can be used to disperse active species if it has a high specific surface area.…”

Section: Introductionmentioning

confidence: 99%

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Clay as support for copper catalysts for the hydrogenation of furfural and phenolics

Tian

Shao

Zhang

et al. 2020

J of Chemical Tech & Biotech

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BACKGROUND Ordinary clay is an abundantly available and widely distributed material, the use of which as supporting material can minimize the cost in manufacturing catalysts. This study investigated the potential for the direct use of ordinary clay and treated clay as supports of copper (Cu)‐based catalysts for hydrogenation of furfural and some phenolic compounds. RESULTS The catalyst treated with alkali showed better activity at 100 °C whereas the activity of other catalysts was negligible, and when the temperature was raised, the activity of all the catalysts was obviously improved. In addition, the catalysts treated with sodium hydroxide (NaOH) showed fair activity for 5‐hydroxyl methyl furfural, vanillin and benzaldehyde, and the stability of the catalyst also was good: after four cycles of experiments, the yield of furfuryl alcohol could still reach >95%. CONCLUSIONS Activation of clay with NaOH effectively enhanced not only the surface area and porous structures, but also the alkalinity of the catalyst, suppressing side reactions such as acetalization between furfural and ethanol, and facilitated hydrogenation of furfural. Comparing with clay washed with sulfuric acid or calcined at various temperatures, the clay activated with NaOH showed superior hydrogenation of not only furfural, but also 5‐hydroxyl methyl furfural, vanillin and benzaldehyde, as a result of the presence of abundant mesopores and alkaline sites. The ordinary clay‐supported Cu catalyst also showed acceptable activity for hydrogenation reactions at a higher reaction temperature, which has particular importance for practical applications because the clay can be used directly as supporting material. © 2019 Society of Chemical Industry

show abstract

Selective production of furfuryl alcohol from furfural by catalytic transfer hydrogenation over commercial aluminas

Cited by 97 publications

References 65 publications

Catalytic Transfer Hydrogenation of Biomass‐Derived Substrates to Value‐Added Chemicals on Dual‐Function Catalysts: Opportunities and Challenges

Catalytic Transfer Hydrogenation of Biomass‐Derived Substrates to Value‐Added Chemicals on Dual‐Function Catalysts: Opportunities and Challenges

Alternative Recovery and Valorization of Metals from Exhausted Catalytic Converters in a New Smart Polymetallic Catalyst

Clay as support for copper catalysts for the hydrogenation of furfural and phenolics

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