Catalytic insights into the production of biomass-derived side products methyl levulinate, furfural and humins

Filiciotto, Layla; Balu, Alina M.; Waal, Jan C. van der; Luque, Rafael

doi:10.1016/j.cattod.2017.03.008

Cited by 144 publications

(101 citation statements)

References 131 publications

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“…Similar results were also observed in the coupling of para-substituted phenylacetylene (1a) with HMF (2b), cyclohexylamine (3a), and CO 2 . [63] According to the reported references, the furan ring-opening reactions, [51] furan ring polymerization, [53,54] and polymeric humin formations [55,56] occurred constantly in the furfural-and HMF-involved reactions. Synthesis of various 1,3-oxazolidin-2-one through CuI-promoted fourcomponent coupling reaction between alkyne, amine, CO 2 , and biomassbased aldehyde.…”

Section: Resultsmentioning

confidence: 99%

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes

Chen

Guo

et al. 2018

Eur J Org Chem

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Both carbon dioxide‐ (CO2) and biomass‐based molecules have recently been regarded as renewable, abundant, environmentally benign, and attractive carbon feedstocks for organic synthesis. Therefore, a mild and efficient method for the synthesis of 1,3‐oxazolidin‐2‐ones was developed through a “green” four‐component coupling reaction by using CO2, biomass‐based aldehydes such as furfural and 5‐hydroxymethylfurfural (HMF), terminal aromatic alkynes, and primary aliphatic amines with copper iodide as a catalyst. 24 Furyl‐substituted 1,3‐oxazolidin‐2‐ones were obtained in 29–84 % yield from the four‐component coupling reaction. Moreover, the coupling reaction was applicable to the syntheses of furyl‐containing bisoxazolidinone and polyoxazolidinone under mild conditions.

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Section: Resultsmentioning

confidence: 99%

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes

Chen

Guo

et al. 2018

Eur J Org Chem

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“…Besides CO 2 , biomass residues represent the only carbon‐containing, abundant and renewable source of energy . Particularly, lignocellulosic biomass is mainly composed of lignin (15–30 %), cellulose (35–50 %) and hemicellulose (20–35 %) .…”

Section: Catalysismentioning

confidence: 99%

Environmental Catalysis: Present and Future

et al. 2018

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Environmental catalysis plays a crucial role in sustainable development by the design of novel catalytic materials and technologies. Several environmental issues are addressed by catalytic processes such as decomposition of pollutants for air, water and soil remediation, hydrogen production, CO2 reduction and biomass valorization, just to name a few. This contribution aims to provide a general overview of the main concepts and current advances in the environmental catalysis field. Special attention has been paid to photocatalysis and electrocatalysis, as sub‐areas of catalysis with tremendous potential in sustainable applications, in particular with regard to the promotion of sustainable energies. In this contribution, the partnership between Catalysis and Green Chemistry is presented, in a comprehensive way, as an open research line which is imperative and decisive for a more sustainable future.

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“…[121] It was suggested that xylose undergoes aB rønsted acid-catalyzed conversion to various (anhydro) intermediates and other decomposition products, [122] followed by dehydration to furfural. [125,126] The formation of significant amountso fu nidentified byproducts, such as solid humins or polymers, is responsible for the differenceu suallyo bservedb etween the amount of xylose consumed and products detectedi ns olution. [123,124] The selectivity of the process is limited by an umber of side-reactions, including condensation of xylose and furfural with intermediates, decompositions, oligomerizations, and resinifications.…”

Section: Chemical Compositionmentioning

confidence: 99%

Low‐Temperature Continuous‐Flow Dehydration of Xylose Over Water‐Tolerant Niobia–Titania Heterogeneous Catalysts

et al. 2018

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The sustainable conversion of vegetable biomass-derived feeds to useful chemicals requires innovative routes meeting environmental and economical criteria. The approach herein pursued is the synthesis of water-tolerant, unconventional solid acid monolithic catalysts based on a mixed niobia-titania skeleton building up a hierarchical open-cell network of meso- and macropores, and tailored for use under continuous-flow conditions. The materials were characterized by spectroscopic, microscopy, and diffraction techniques, showing a reproducible isotropic structure and an increasing Lewis/Brønsted acid sites ratio with increasing Nb content. The catalytic dehydration reaction of xylose to furfural was investigated as a representative application. The efficiency of the catalyst was found to be dramatically affected by the niobia content in the titania lattice. The presence of as low as 2 wt % niobium resulted in the highest furfural yield at 140 °C under continuous-flow conditions, by using H O/γ-valerolactone as a safe monophasic solvent system. The interception of a transient 2,5-anhydroxylose species suggested the dehydration process occurs via a cyclic intermediates mechanism. The catalytic activity and the formation of the anhydro intermediate were related to the Lewis acid sites (LAS)/Brønsted acid sites (BAS) ratio and indicated a significant contribution of xylose-xylulose isomerization. No significant catalyst deactivation was observed over 4 days usage.

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Catalytic insights into the production of biomass-derived side products methyl levulinate, furfural and humins

Cited by 144 publications

References 131 publications

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes

Environmental Catalysis: Present and Future

Low‐Temperature Continuous‐Flow Dehydration of Xylose Over Water‐Tolerant Niobia–Titania Heterogeneous Catalysts

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Catalytic insights into the production of biomass-derived side products methyl levulinate, furfural and humins

Cited by 144 publications

References 131 publications

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO2 and Biomass‐Based Aldehydes

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO2 and Biomass‐Based Aldehydes

Environmental Catalysis: Present and Future

Low‐Temperature Continuous‐Flow Dehydration of Xylose Over Water‐Tolerant Niobia–Titania Heterogeneous Catalysts

Contact Info

Product

Resources

About

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes

Copper(I)‐Catalyzed Four‐Component Coupling Using Renewable Building Blocks of CO₂ and Biomass‐Based Aldehydes