One-Pot Synthesis of 5-Hydroxymethylfurfural by Cellulose Hydrolysis over Highly Active Bimodal Micro/Mesoporous H-ZSM-5 Catalyst

Nandiwale, Kakasaheb Y.; Galande, Nitish D.; Thakur, Pratika; Sawant, Sanjay D.; Zambre, Vishal P.; Bokade, Vijay V.

doi:10.1021/sc500270z

Cited by 111 publications

(75 citation statements)

References 24 publications

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“…This suggests that there is a balance to be struck between successful dissolution of cellulose and sufficiency of material to make the process effective. As has been noted previously [68,69], the presence of moisture is necessary (see also Supplementary Materials), though a high water content displays no benefit and slows the formation of HMF (Table 2). More work is needed to probe this aspect further.…”

Section: Discussionsupporting

confidence: 58%

Direct Catalytic Conversion of Cellulose to 5-Hydroxymethylfurfural Using Ionic Liquids

et al. 2016

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Abstract:Cellulose is the single largest component of lignocellulosic biomass and is an attractive feedstock for a wide variety of renewable platform chemicals and biofuels, providing an alternative to petrochemicals and petrofuels. This potential is currently limited by the existing methods of transforming this poorly soluble polymer into useful chemical building blocks, such as 5-hydroxymethylfurfural (HMF). Ionic liquids have been used successfully to separate cellulose from the other components of lignocellulosic biomass and so the use of the same medium for the challenging transformation of cellulose into HMF would be highly attractive for the development of the biorefinery concept. In this report, ionic liquids based on 1-butyl-3-methylimidazolium cations [C 4 C 1 im] + with Lewis basic (X = Cl − ) and Brønsted acidic (X = HSO 4 − ) anions were used to investigate the direct catalytic transformation of cellulose to HMF. Variables probed included the composition of the ionic liquid medium, the metal catalyst, and the reaction conditions (temperature, substrate concentration). Lowering the cellulose loading and optimising the temperature achieved a 58% HMF yield after only one hour at 150 • C using a 7 mol % loading of the CrCl 3 catalyst. This compares favourably with current literature procedures requiring much longer reactions times or approaches that are difficult to scale such as microwave irradiation.

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Section: Discussionsupporting

confidence: 58%

Direct Catalytic Conversion of Cellulose to 5-Hydroxymethylfurfural Using Ionic Liquids

et al. 2016

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“…Alumina (Al2O3) could not provide enough surface area, which led to the similar poor catalysis efficiency (Onda et al 2008). Molecular sieves (SBA-15 and HZSM-15) can catalyze the corncob degradation to hydrolysates partly because of their larger surface area and better surface acidity (Nandiwale et al 2014). Amberlyst-15 is an ion exchange resin with a large surface area, and it contains a large amount of -SO3H groups (Suganuma et al 2008).…”

Section: Comparison Of Catalytic Activities Of Various Acid Catalystsmentioning

confidence: 99%

Hydrolysis of Corncob Using a Modified Carbon-based Solid Acid Catalyst

Xu¹,

Li²,

Zhang³

et al. 2016

BioResources

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Lignocellulosic biomass is a very important renewable resource that can be used to produce biofuels and various platform chemicals. The conversion of biomass to reducing sugars is an important intermediate step that can impact the economic benefits of the process. Modified carbon-based solid acid is a novel catalyst used in the hydrolysis process of lignocellulosic materials. The catalyst material was prepared through the incomplete carbonization and subsequent sulfonation of a mixture of glucose and p-toluenesulfonic acid, followed by oxidation using 30% H2O2 to promote the acidity. The hydrolysis efficiency of the solid acid catalyst thus prepared was considerably increased. The effects of the carbonization temperature, time, and the glucose/p-toluene-sulfonic acid ratio on catalytic efficiency were investigated in this study. Under the appropriate preparation conditions, the catalyst could hydrolyze corncob to produce 78% xylose. The activity of the catalyst slightly declined after five cycles of application.

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“…36 The authors achieved HMF yields in range of 3 to 11% at 190 °C, which was lower than the HMF yields obtained in this work in both catalytic systems. Nandiwale et al 37 studied microcrystalline cellulose dehydration using bimodal-HZ-5 as catalyst at 190 °C for 4 h and achieved 46% HMF yields. However, the catalyst amount used in this work was extremely high, reaching 200% in relation to the amount of carbohydrate used for conversion.…”

Section: Resultsmentioning

confidence: 99%

Production of Furan Compounds from Sugarcane Bagasse Using a Catalytic System Containing ZnCl2/HCl or AlCl3/HCl in a Biphasic System

Gomes¹,

Rampon²,

Ramos³

2018

J. Braz. Chem. Soc.

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In this work, two catalytic systems combining Lewis and Brønsted acids (ZnCl 2 /HCl and AlCl 3 /HCl) were applied in a tetrahydrofuran (THF)/NaCl aq biphasic system to produce furan compounds from plant polysaccharides. The following cellulosic matrices were applied for this purpose: α-cellulose, microcrystalline cellulose and both native and steam-exploded sugarcane bagasse. The AlCl 3 /HCl catalytic system afforded the best yields for α-cellulose conversion to furan compounds (hydrolysis followed by dehydration). The highest yields of 5-(hydroxymethyl)-furfural (HMF) and furfural were 44.0 and 92.2% for AlCl 3 /HCl and 36.5 and 81.4% for ZnCl 2 /HCl, respectively. Cellulosic materials with lower crystallinity indexes afforded the best performance in hydrolysis followed by dehydration, giving relatively high yields of HMF and furfural. The HMF yields were similar for both native and steam-exploded sugarcane bagasse and the presence of lignin had a negative effect on HMF production. The highest furfural yield from native sugarcane bagasse was 60.6% with AlCl 3 /HCl catalytic system. Keywords: acid-catalyzed dehydration, furans, cellulose, sugarcane bagasse, crystallinity IntroductionThe integral use of renewable feedstocks for fuels and chemicals is the key for the development of sustainable biorefineries. The International Energy Agency (IEA) defines biorefinery as the sustainable processing of biomass into a spectrum of products to be marketed as food, chemicals and supplies. In another definition, the American National Renewable Energy Laboratory (NREL) describes biorefinery as a facility that integrates equipment and processes for biomass conversion into fuels, energy and chemicals for industry. 1,2Sugarcane bagasse is an important agro-industrial byproduct for biorefining because large amounts are readily available at low cost in sugarcane-processing industrial facilities such as autonomous distilleries and sugar mills. Sugarcane bagasse is majorly composed of glucans (mostly cellulose), hemicelluloses (mostly xylans) and lignin and these macromolecular components are involved in a strong chemical association that reduces its accessibility to chemical conversion. 4 Different forms of pretreatment can break this strong association and increase the chemical accessibility of cane bagasse polysaccharides. One of the most interesting pretreatment technique is steam explosion, which combines chemical and physical processes to deconstruct the plant cell wall associative structure. 5,6 For this, the biomass is treated with saturated steam at temperatures between 170-230 °C for 2 to 30 min in the absence or presence of an exogenous catalyst. 7 The main feature of steam explosion is the total or partial acid hydrolysis of hemicelluloses to produce mono and oligosaccharides, which are intermediate chemicals for a variety of value-added products. In addition, changes in the lignin structure occur primarily due to the acid hydrolysis of aril-ether linkages, while both xylan and glucan degree of polymerization is decreas...

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One-Pot Synthesis of 5-Hydroxymethylfurfural by Cellulose Hydrolysis over Highly Active Bimodal Micro/Mesoporous H-ZSM-5 Catalyst

Cited by 111 publications

References 24 publications

Direct Catalytic Conversion of Cellulose to 5-Hydroxymethylfurfural Using Ionic Liquids

Direct Catalytic Conversion of Cellulose to 5-Hydroxymethylfurfural Using Ionic Liquids

Hydrolysis of Corncob Using a Modified Carbon-based Solid Acid Catalyst

Production of Furan Compounds from Sugarcane Bagasse Using a Catalytic System Containing ZnCl2/HCl or AlCl3/HCl in a Biphasic System

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