Optimization of fructose dehydration to 5-hydroxymethylfurfural catalyzed by SO3H-bearing lignin-derived ordered mesoporous carbon

Wang, Shuai; Lyu, Li; Sima, Guobao; Cui, Ying; Li, Baoxia; Zhang, Xueqin; Gan, Linhuo

doi:10.1007/s11814-019-0281-3

Cited by 24 publications

(7 citation statements)

References 50 publications

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“…When AH samples (AH glu , AH suc , AH sta ) were used for the direct synthesis of OMCs, the resulting carbon materials AH glu @OMC, AH suc @ OMC, and AH sta @OMC (Figure 1d−f) all exhibited wellorganized ordered meso-structures similar to those obtained for AH fru @OMC and their appearances were similar to those reported in the literature for resol/F127 51 and biomass/ F127. 52 Small-angle X-ray scattering (SAXS) patterns of AH fru @ OMC showed three resolved scattering peaks that can be indexed as (1 0), (1 1), and (2 0) of the P6mm hexagonal symmetry 53 (Figure 2a). Similar scattering peaks of mesoporous carbons synthesized from other AH were observed, illustrating that cylindrical channels in the hexagonal arrangement were also established in AH glu @OMC, AH suc @OMC, and AH sta @OMC.…”

Section: ■ Results and Discussionmentioning

confidence: 99%

“…Small-angle X-ray scattering (SAXS) patterns of AH fru @OMC showed three resolved scattering peaks that can be indexed as (1 0), (1 1), and (2 0) of the P 6 mm hexagonal symmetry (Figure a). Similar scattering peaks of mesoporous carbons synthesized from other AH were observed, illustrating that cylindrical channels in the hexagonal arrangement were also established in AH glu @OMC, AH suc @OMC, and AH sta @OMC.…”

Section: Resultsmentioning

confidence: 99%

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Unwanted Humins─Promising Precursors for Ordered Mesoporous Carbons

Chen

Smith

et al. 2023

ACS Sustainable Chem. Eng.

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Humins, which are intractable carbon byproducts formed during thermochemical conversion of carbohydrates, are considered to be undesirable because of their adverse effects on product yields, catalyst activity, stability, and recycling. Herein, we show that the alcohol-soluble fraction of humins can be used to directly synthesize ordered mesoporous carbons (OMCs) by the classical solvent evaporation-induced self-assembly (EISA) method without the use of aldehydes or metal ion cross-linkers. The key mechanistic feature of the self-assembly of alcohol (ethanol)-soluble humins is that ulmic acid-containing humins act to cross-link micelles according to condensation reactions occurring in humins formation. The prepared OMCs show well-defined two-dimensional (2D) hexagonal mesoporous structures having uniform pore sizes (3.5 to 4.8 nm), high surface areas (∼600 m2 g–1), and pore volumes (∼0.4 cm3 g–1). Using dyes as model pollutants, selective adsorption of OMCs for macromolecular organic pollutants was confirmed, thus the resulting OMC materials appear to have many technological applications. The method proposed for humins conversion to ordered materials may serve as a simple and green way to utilize undesirable and commonly generated humins in carbohydrate conversions, which should improve the sustainability of carbohydrate transformation schemes and broaden the scope of biomass-based or natural humic acid precursors.

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Section: ■ Results and Discussionmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Unwanted Humins─Promising Precursors for Ordered Mesoporous Carbons

Chen

Smith

et al. 2023

ACS Sustainable Chem. Eng.

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“…The peak at 1631 cm −1 represents the physical absorption of the lower amount of water [ 28 ]. The peaks of 1089 cm −1 and 1384 cm −1 are likely hidden under the wide peak at 1000-1400 cm −1 that are related to O=S=O stretching vibration in –SO 3 H groups [ [82] , [83] ].…”

Section: Resultsmentioning

confidence: 99%

The synthesis and characterization of Fe2O3@SiO2–SO3H nanofibers as a novel magnetic core-shell catalyst for formamidine and formamide synthesis

Ziyadi

Baghali²,

Heydari

2021

Heliyon

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Over the past several decades, the fabrication of novel ceramic nanofibers applicable in different areas has been a frequent focus of scientists around the world. Aiming to introduce novel ceramic core-shell nanofibers as a magnetic solid acid catalyst, Fe 2 O 3 @SiO 2 –SO 3 H magnetic nanofibers were prepared in this study using a modification of Fe 2 O 3 @SiO 2 core-shell nanofibers with chlorosulfonic acid to increase the acidic properties of these ceramic nanofibers. The products were characterized by scanning electron microscope (SEM), transmission electron microscope (TEM), energy dispersive X-ray spectroscope (EDS), vibrating sample magnetometer (VSM), X-ray diffraction (XRD) and Fourier transform infrared spectroscopy (FT-IR). The prepared nanofibers were used as catalysts in formamide and formamidine synthesis. The treatment of aqueous formic acid using diverse amines with a catalytic amount of Fe 2 O 3 @SiO 2 –SO 3 H nanofibers as a reusable, magnetic and heterogeneous catalyst produced high yields of corresponding formamides at room temperature. Likewise, the reaction of diverse amines with triethyl orthoformate led to the synthesis of formamidine derivatives in excellent yields using this novel catalyst. The catalytic system was able to be recovered and reused at least five times without any catalytic activity loss. Thus, novel core-shell nanofibers can act as efficient solid acid catalysts in different organic reactions capable of being reused several times due to their easy separation by applying magnet.

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“…23,32,33 However, these two-step approaches often lead to the agglomeration of active metals in the reduction step so that new methods are needed. Phenolic compounds are commonly used as carbon precursors for the synthesis of OMCs; 34,35 however, formaldehyde is generally used as a cross-linker so that there is interest to identify alternatives to formaldehyde that would be safe and sustainable. 23,34 Herou et al proposed to replace phloroglucinol with lignin and to replace formaldehyde with glyoxal for OMC production for application to supercapacitors.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Phenolic compounds are commonly used as carbon precursors for the synthesis of OMCs; 34,35 however, formaldehyde is generally used as a cross-linker so that there is interest to identify alternatives to formaldehyde that would be safe and sustainable. 23,34 Herou et al proposed to replace phloroglucinol with lignin and to replace formaldehyde with glyoxal for OMC production for application to supercapacitors. 36 Considering that lignin has strong complexation with metal ions, 37 we hypothesized that lignin can be used as a carbon coprecursor and Ni 2+ can be used as a cross-linker to synthesize Ni-doped OMCs with the well-known soft template method in the solvent evaporation-induced self-assembly (EISA) process.…”

Section: ■ Introductionmentioning

confidence: 99%

Ferromagnetic Lignin-Derived Ordered Mesoporous Carbon for Catalytic Hydrogenation of Furfural to Furfuryl Alcohol

Wang

Qiu

Smith

et al. 2020

ACS Sustainable Chem. Eng.

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Ferromagnetic Ni-doped lignin-derived ordered mesoporous carbon (Ni@OMC) was synthesized in one pot by evaporation-induced self-assembly (EISA) for use as catalysts. Lignin was used to partially replace phloroglucinol (up to 80%) as the carbon precursor under conditions that allowed ordered mesoporous structures to be perfectly retained and Ni particles to be uniformly dispersed within the material. The as-synthesized Ni@OMC catalysts promoted hydrogenation of furfural, affording furfuryl alcohol (FAL) yields and selectivities as high as 91.0 and 98.6% at 180 °C for a 12 h reaction time in the presence of H 2 gas. The Ni@OMC catalyst could be simply separated through application of a magnetic field and was recyclable for at least five cycles. The stability of the Ni@OMC catalyst is attributed to space confinement effects of the carbon skeleton on the doped Ni particles through coordinated interactions between lignin and metal ions (Ni 2+ ). The proposed method allows the synthesis of metal-doped ordered porous carbons from lignin and is green and sustainable.

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Optimization of fructose dehydration to 5-hydroxymethylfurfural catalyzed by SO3H-bearing lignin-derived ordered mesoporous carbon

Cited by 24 publications

References 50 publications

Unwanted Humins─Promising Precursors for Ordered Mesoporous Carbons

Unwanted Humins─Promising Precursors for Ordered Mesoporous Carbons

The synthesis and characterization of Fe2O3@SiO2–SO3H nanofibers as a novel magnetic core-shell catalyst for formamidine and formamide synthesis

Ferromagnetic Lignin-Derived Ordered Mesoporous Carbon for Catalytic Hydrogenation of Furfural to Furfuryl Alcohol

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