Selective catalytic dehydration of furfuryl alcohol to 2, 2′-difurfuryl ether using a polyoxometalate catalyst

Yang, Shaoxiang; Hao, Yanfeng; Wang, Jialin; Wang, Hao; Zheng, Yimeng; Tian, Hongyu; Liu, Yongguo; Sun, Baoguo

doi:10.1038/s41598-017-13472-3

Cited by 14 publications

(11 citation statements)

References 32 publications

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“…However, alkylfurfuryl ethers are also considered as interesting products, since they can be used as diesel additive due to their high cetane number [ 64 , 65 ]. In addition, DFE possesses potential in the food industry, because it is used as a flavoring ingredient to provide a coffee-like or nutty taste to food and beverages [ 66 ].…”

Section: Catalytic Resultsmentioning

confidence: 99%

Influence of Structure-modifying Agents in the Synthesis of Zr-doped SBA-15 Silica and Their Use as Catalysts in the Furfural Hydrogenation to Obtain High Value-added Products through the Meerwein-Ponndorf-Verley Reduction

López-Asensio

Jiménez-Gómez

García‐Sancho

et al. 2019

IJMS

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Zr-doped mesoporous silicas with different textural parameters have been synthesized in the presence of structure-modifying agents, and then characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), N2 adsorption-desorption at −196 °C, NH3 thermoprogrammed desorption (NH3–TPD), CO2 thermoprogrammed desorption (CO2–TPD), and X-ray photoelectron spectroscopy (XPS). These porous materials were evaluated in the furfural hydrogenation through the Meerwein-Ponndorf-Verley (MPV) reaction. The catalytic results indicate that the catalyst synthesized under hydrothermal conditions and adding a pore expander agent is more active and selective to furfuryl alcohol. However, the Zr-doped porous silica catalysts that were synthesized at room temperature, which possess narrow pore sizes, tend to form i-propyl furfuryl and difurfuryl ethers, coming from etherification between furfuryl alcohol (FOL) and isopropanol molecules (used as H-donor) by a SN2 mechanism.

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Section: Catalytic Resultsmentioning

confidence: 99%

Influence of Structure-modifying Agents in the Synthesis of Zr-doped SBA-15 Silica and Their Use as Catalysts in the Furfural Hydrogenation to Obtain High Value-added Products through the Meerwein-Ponndorf-Verley Reduction

López-Asensio

Jiménez-Gómez

García‐Sancho

et al. 2019

IJMS

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“…Difurfuryl ether is a furan that contributes a coffee-like, nutty, earthy, mushroom odor [ 30 ]; it was previously reported, using SPME/GC-MS, in roasted coffee [ 14 ]. Quantification was based on δ H 7.57, yielding concentrations of 0.156 µg/mg.…”

Section: Resultsmentioning

confidence: 99%

Metabolite Profiling of Premium Civet Luwak Bio-Transformed Coffee Compared with Conventional Coffee Types, as Analyzed Using Chemometric Tools

et al. 2023

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Luwak (civet) coffee is one of the most precious and exotic coffee commodities in the world. It has garnered an increasing reputation as the rarest and most expensive coffee, with an annual production. Many targeted analytical techniques have been reported for the discrimination of specialty coffee commodities, such as Luwak coffee, from other ordinary coffee. This study presents the first comparative metabolomics approach for Luwak coffee analysis compared to other coffee products, targeting secondary and aroma metabolites using nuclear magnetic resonance (NMR), gas chromatography (GC), or liquid chromatography (LC) coupled with mass spectrometry (MS). Chemometric modeling of these datasets showed significant classification among all samples and aided in identifying potential novel markers for Luwak coffee from other coffee samples. Markers have indicated that C. arabica was the source of Luwak coffee, with several new markers being identified, including kahweol, chlorogenic acid lactones, and elaidic acid. Aroma profiling using solid-phase micro-extraction (SPME) coupled with GC/MS revealed higher levels of guaiacol derivatives, pyrazines, and furans in roasted Luwak coffee compared with roasted C. arabica. Quantification of the major metabolites was attempted using NMR for Luwak coffee to enable future standardization. Lower levels of alkaloids (caffeine 2.85 µg/mg, trigonelline 0.14 µg/mg, and xanthine 0.03 µg/mg) were detected, compared with C. arabica. Other metabolites that were quantified in civet coffee included kahweol and difurfuryl ether at 1.37 and 0.15 µg/mg, respectively.

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“…As with all catalysis, the first step in using HPAs for selective catalytic dehydration of butane-1,4-diol to THF was to choose an appropriate HPA catalyst. The metals of the HPA catalysts were the selected focus because they are the active sites in the acid-catalysed reactions [18,19]. Accordingly, a series of ).…”

Section: Resultsmentioning

confidence: 99%

“…Both types of acidic sites can work as active sites in acid catalysis. HPA catalysts can improve many classical acid catalysis reactions, such as cracking, condensation, isomerization, Friedel-Crafts and amination reactions [18][19][20][21]. Therefore, there has been considerable interest in the use of HPAs as catalysts.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of cyclic ethers by cyclodehydration of 1, n -diols using heteropoly acids as catalysts

Sun¹,

Huang²,

Li³

et al. 2018

R. Soc. open sci.

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Heteropoly acids were used as catalysts for cyclodehydration of various 1,n-diols. Cyclodehydration of butane-1,4-diol, pentane-1,5-diol and hexane-1,6-diol catalysed by H3PW12O40 gave tetrahydrofuran, tetrahydropyran and oxepane, respectively. Cyclodehydration of diethylene glycol, triethylene glycol, diethylene glycol monomethyl ether and polyethylene glycol 200 catalysed by H3PW12O40 gave 1,4-dioxane. In particular, cyclodehydration of hexane-1,6-diol gave an excellent yield of oxepane (80%). The selectivity exhibited by the H3PW12O40 catalyst was even better than that exhibited by other reported catalyst systems for similar cyclodehydration reactions.

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Selective catalytic dehydration of furfuryl alcohol to 2, 2′-difurfuryl ether using a polyoxometalate catalyst

Cited by 14 publications

References 32 publications

Influence of Structure-modifying Agents in the Synthesis of Zr-doped SBA-15 Silica and Their Use as Catalysts in the Furfural Hydrogenation to Obtain High Value-added Products through the Meerwein-Ponndorf-Verley Reduction

Influence of Structure-modifying Agents in the Synthesis of Zr-doped SBA-15 Silica and Their Use as Catalysts in the Furfural Hydrogenation to Obtain High Value-added Products through the Meerwein-Ponndorf-Verley Reduction

Metabolite Profiling of Premium Civet Luwak Bio-Transformed Coffee Compared with Conventional Coffee Types, as Analyzed Using Chemometric Tools

Synthesis of cyclic ethers by cyclodehydration of 1, n -diols using heteropoly acids as catalysts

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