scholarly journals Manufacture of Platform Chemicals from Pine Wood Polysaccharides in Media Containing Acidic Ionic Liquids

Polymers ◽  
2020 ◽  
Vol 12 (6) ◽  
pp. 1215 ◽  
Author(s):  
Mar López ◽  
Carlos Vila ◽  
Valentín Santos ◽  
Juan Carlos Parajó
Keyword(s):  
Organic Acids ◽  
Levulinic Acid ◽  
Reaction Times ◽  
Similar Reaction ◽  
Hydrogen Sulfate ◽  
Platform Chemicals ◽  
Acidic Ionic Liquids ◽  
Wood Polysaccharides ◽  
Reaction Media ◽  
Single Reaction

Pinus pinaster wood samples were subjected to chemical processing for manufacturing furans and organic acids from the polysaccharide fractions (cellulose and hemicellulose). The operation was performed in a single reaction stage at 180 or 190 °C, using a microwave reactor. The reaction media contained wood, water, methyl isobutyl ketone, and an acidic ionic liquid, which acted as a catalyst. In media catalyzed with 1-butyl-3-methylimidazolium hydrogen sulfate, up to 60.5% pentosan conversion into furfural was achieved, but the conversions of cellulose and (galacto) glucomannan in levulinic acid were low. Improved results were achieved when AILs bearing a sulfonated alkyl chain were employed as catalysts. In media containing 1-(3-sulfopropyl)-3-methylimidazolium hydrogen sulfate as a catalyst, near quantitative conversion of pentosans into furfural was achieved at a short reaction time (7.5 min), together with 32.8% conversion of hexosans into levulinic acid. Longer reaction times improved the production of organic acids, but resulted in some furfural consumption. A similar reaction pattern was observed in experiments using 1-(3-sulfobutyl)-3-methylimidazolium hydrogen sulfate as a catalyst.

Hydrothermal conversion of glucose to levulinic acid using multifunctional ionic liquids: effects of metal ion co-catalysts on the product yield

2018 ◽  
Vol 42 (1) ◽  
pp. 228-236 ◽  
Author(s):  
Komal Kumar ◽  
Firdaus Parveen ◽  
Tanmoy Patra ◽  
Sreedevi Upadhyayula
Keyword(s):  
Ionic Liquids ◽  
Catalytic System ◽  
Metal Ion ◽  
Levulinic Acid ◽  
Product Yield ◽  
Metal Salts ◽  
Hydrothermal Conversion ◽  
Co Catalysts ◽  
Platform Chemicals ◽  
Acidic Ionic Liquids

An efficient catalytic system comprising Bronsted acidic ionic liquids and Lewis acidic metal salts for hydrothermal glucose conversion to platform chemicals.

scholarly journals Acid Hydrolysis of Lignocellulosic Biomass: Sugars and Furfurals Formation

Catalysts ◽  
2020 ◽  
Vol 10 (4) ◽  
pp. 437 ◽  
Author(s):  
Katarzyna Świątek ◽  
Stephanie Gaag ◽  
Andreas Klier ◽  
Andrea Kruse ◽  
Jörg Sauer ◽  
...  
Keyword(s):  
Organic Acids ◽  
Lignocellulosic Biomass ◽  
Levulinic Acid ◽  
Structural Changes ◽  
Acid Catalyst ◽  
Platform Chemicals ◽  
Continuous Plant ◽  
Biomass Sugars ◽  
Hydrolysis Conditions ◽  
Hydrolysis Of

Hydrolysis of lignocellulosic biomass is a crucial step for the production of sugars and biobased platform chemicals. Pretreatment experiments in a semi-continuous plant with diluted sulphuric acid as catalyst were carried out to measure the time-dependent formation of sugars (glucose, xylose, mannose), furfurals, and organic acids (acetic, formic, and levulinic acid) at different hydrolysis temperatures (180, 200, 220 °C) of one representative of each basic type of lignocellulose: hardwood, softwood, and grass. The addition of the acid catalyst is followed by a sharp increase in the sugar concentration. Xylose and mannose were mainly formed in the initial stages of the process, while glucose was released slowly. Increasing the reaction temperature had a positive effect on the formation of furfurals and organic acids, especially on hydroxymehtylfurfural (HMF) and levulinic acid, regardless of biomass type. In addition, large amounts of formic acid were released during the hydrolysis of miscanthus grass. Structural changes in the solid residue show a complete hydrolysis of hemicellulose at 180 °C and of cellulose at 200 °C after around 120 min reaction time. The results obtained in this study can be used for the optimisation of the hydrolysis conditions and reactor design to maximise the yields of desired products, which might be sugars or furfurals.

scholarly journals Performance of 1-(3-Sulfopropyl)-3-Methylimidazolium Hydrogen Sulfate as a Catalyst for Hardwood Upgrading into Bio-Based Platform Chemicals

Catalysts ◽  
2020 ◽  
Vol 10 (8) ◽  
pp. 937
Author(s):  
Mar López ◽  
Sandra Rivas ◽  
Carlos Vila ◽  
Valentín Santos ◽  
Juan Carlos Parajó
Keyword(s):  
Levulinic Acid ◽  
Solid Phase ◽  
Aqueous Media ◽  
Hydrogen Sulfate ◽  
Hydrothermal Processing ◽  
Isobutyl Ketone ◽  
One Pot ◽  
Operational Conditions ◽  
Platform Chemicals ◽  
The One

The acidic ionic liquid 1-(3-sulfopropyl)-3-methylimidazolium hydrogen sulfate ([C3SO3Hmim]HSO4) was employed as a catalyst for manufacturing polysaccharide-derived products (soluble hemicellulose-derived saccharides, furans, and/or organic acids) from Eucalyptus globulus wood. Operation was performed in aqueous media supplemented with [C3SO3Hmim]HSO4 and methyl isobutyl ketone, following two different processing schemes: one-pot reaction or the solubilization of hemicelluloses by hydrothermal processing followed by the separate manufacture of the target compounds from both hemicellulose-derived saccharides and cellulose. Depending on the operational conditions, the one-pot reaction could be directed to the formation of furfural (at molar conversions up to 92.6%), levulinic acid (at molar conversions up to 45.8%), or mixtures of furfural and levulinic acid (at molar conversions up to 81.3% and 44.8%, respectively). In comparison, after hydrothermal processing, the liquid phase (containing hemicellulose-derived saccharides) yielded furfural at molar conversions near 78%, whereas levulinic acid was produced from the cellulose-enriched, solid phase at molar conversions up to 49.5%.

N,N,N′,N′-Tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate and pyridinium-N-sulfonic acid hydrogen sulfate as highly effective dual-functional catalysts for the preparation of N,N′-alkylidene bisamides

2019 ◽  
Vol 74 (9) ◽  
pp. 641-647 ◽  
Author(s):  
Zahra Kordrostami ◽  
Abdolkarim Zare ◽  
Mostafa Karami
Keyword(s):  
Ionic Liquids ◽  
Sulfonic Acid ◽  
Reaction Times ◽  
Solvent Free ◽  
Disulfonic Acid ◽  
Hydrogen Sulfate ◽  
Reaction Conditions ◽  
Dual Functional ◽  
Solvent Free Conditions ◽  
Acidic Ionic Liquids

AbstractIn this research, Brønsted-acidic ionic liquids N,N,N′,N′-tetramethylethylene-diaminium-N,N′-disulfonic acid trifluoroacetate ([TMEDSA][TFA]2) and pyridinium-N-sulfonic acid hydrogen sulfate ([Py-SO3H][HSO4]) have been introduced as dual-functional catalysts for the green, simple and effective preparation of N,N′-alkylidene bisamides by the reaction of primary amides (2 eq.) with arylaldehydes (1 eq.) under solvent-free conditions. The reaction results and conditions of the catalysts have been compared with the previously reported ones. [TMEDSA][TFA]2 and [Py-SO3H][HSO4] were superior to the previously reported catalysts in terms of two or more of these factors: reaction times (10–45 min), yields (86–98%), temperature and the reaction conditions. Additionally, a plausible and attractive mechanism based on dual functionality of the catalysts has been proposed.

scholarly journals Mini-Review on the Synthesis of Furfural and Levulinic Acid from Lignocellulosic Biomass

Processes ◽  
2021 ◽  
Vol 9 (7) ◽  
pp. 1234
Author(s):  
Zhiwei Jiang ◽  
Di Hu ◽  
Zhiyue Zhao ◽  
Zixiao Yi ◽  
Zuo Chen ◽  
...  
Keyword(s):  
Reaction Mechanism ◽  
Lignocellulosic Biomass ◽  
Catalytic System ◽  
Levulinic Acid ◽  
Value Added ◽  
Environmental Issues ◽  
Alternative Route ◽  
Catalytic Systems ◽  
Renewable Biomass ◽  
Platform Chemicals

Efficient conversion of renewable biomass into value-added chemicals and biofuels is regarded as an alternative route to reduce our high dependence on fossil resources and the associated environmental issues. In this context, biomass-based furfural and levulinic acid (LA) platform chemicals are frequently utilized to synthesize various valuable chemicals and biofuels. In this review, the reaction mechanism and catalytic system developed for the generation of furfural and levulinic acid are summarized and compared. Special efforts are focused on the different catalytic systems for the synthesis of furfural and levulinic acid. The corresponding challenges and outlooks are also observed.

A structure–activity relationship study using DFT analysis of Bronsted–Lewis acidic ionic liquids and synergistic effect of dual acidity in one-pot conversion of glucose to value-added chemicals

2018 ◽  
Vol 42 (2) ◽  
pp. 1423-1430 ◽  
Author(s):  
Firdaus Parveen ◽  
Tanmoy Patra ◽  
Sreedevi Upadhyayula
Keyword(s):  
Ionic Liquids ◽  
Synergistic Effect ◽  
Formic Acid ◽  
Levulinic Acid ◽  
Value Added ◽  
One Pot ◽  
Structure Activity ◽  
Acidic Ionic Liquids ◽  
Commercially Important ◽  
Relationship Study

The catalytic conversion of biomass-derived carbohydrates to value-added chemicals, such as 5-hydroxymethylfurfural, levulinic acid, and formic acid, is a commercially important reaction and requires the use of both Lewis and Bronsted acids.

Critical factors for levulinic acid production from starch-rich food waste: solvent effects, reaction pressure, and phase separation

2021 ◽  
Author(s):  
Shanta Dutta ◽  
Iris K. M. Yu ◽  
Jiajun Fan ◽  
James H. Clark ◽  
Daniel C. W. Tsang
Keyword(s):  
Sustainable Development ◽  
Phase Separation ◽  
Food Waste ◽  
Circular Economy ◽  
Levulinic Acid ◽  
Sustainable Development Goals ◽  
Critical Factors ◽  
Reaction Pressure ◽  
Platform Chemicals ◽  
Development Goals

This study provides new and critical insights into sustainable catalytic conversion of food (bread) waste to platform chemicals for achieving sustainable development goals and fostering a circular economy.

Synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives promoted by two bis-imidazolium-based ionic liquids

2021 ◽  
Vol 08 ◽  
Author(s):  
Maryam Shirzad ◽  
Mitra Nasiri ◽  
Nader Daneshvar ◽  
Farhad Shirini ◽  
Hassan Tajik
Keyword(s):  
Ionic Liquid ◽  
Ionic Liquids ◽  
Knoevenagel Condensation ◽  
Reaction Rates ◽  
Xanthene Derivatives ◽  
Acidic Ionic Liquids ◽  
Dicationic Ionic Liquids ◽  
Acidic Nature ◽  
Work Up ◽  
Reaction Media

Aim and objective: In this work, we have prepared two bis-dicationic ionic liquids with the same cationic core (Bis-imidazole) and different counter-anions using sulfuric acid and perchloric acids. After that, the efficiency and ability of these compounds as catalysts were investigated and compared in the promotion of Knoevenagel condensation and synthesis of benzo[b]pyran derivatives to see the effect of the anionic counter-part in the reaction. Material and method: In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (2.0 mmol) and the desired amount of the mentioned acidic ionic liquids was heated at 90°C in the absence of solvent (Reaction A) or In a 25 mL round-bottomed flask, a mixture of aldehyde (1.0 mmol), 1,3-cyclodicarbonyl (1.0 mmol), malononitrile, (1.1 mmol) and optimized amounts of the ionic liquid in water (3.0 mL) was heated at 80°C (Reaction B) for the appropriated time. After the completion of the reactions which were monitored by TLC (n-hexane: EtOAc; 3:1), 10 mL of water was added and the mixture was stirred for 2 minutes. Then, the products were separated by filtration and were washed several times with water. After drying, the pure products were obtained while there was no need to further. Results: Comparison of the obtained results from both of the ionic liquids revealed that [H2-Bisim][HSO4]2 because of its more acidic structure had a more catalytic activity for the preparation of 1,8-dioxo-octahydro-xanthene derivatives but [H2-Bisim][ClO4]2 was relatively more efficient for the synthesis of tetrahydrobenzo[b]pyran derivatives since the stronger acidic nature of [H2-Bisim][HSO4]2 may prevent the simple activation of malononitrile in the reaction media. Conclusion: In this study, we have introduced efficient methods for the synthesis of 1,8-dioxo-octahydro-xanthene and tetrahydrobenzo[b]pyran derivatives in the presence of catalytic amounts of [H2-Bisim][ClO4]2 and [H2-Bisim][HSO4]2 These methods have several advantages such as ease of preparation and handling of the catalysts, high reaction rates, excellent yields, eco-friendly procedures and simple work-up.

Ionic Liquid 4-(3-Methyl-1-imidazolio)-1-butanesulfonic Acid Hydrogen Sulfate-catalyzed Synthesis of Phthalazinetrione Derivatives

2012 ◽  
Vol 67 (7) ◽  
pp. 717-724
Author(s):  
Shihua Song ◽  
Xiang Deng ◽  
Zhi Guan ◽  
Yanhong He
Keyword(s):  
Ionic Liquid ◽  
Polyethylene Glycol ◽  
Condensation Reaction ◽  
Reaction Times ◽  
Solvent System ◽  
Environmentally Benign ◽  
Hydrogen Sulfate ◽  
One Pot ◽  
Simple Method ◽  
Peg 600

A simple method for the synthesis of phthalazinetrione derivatives by a one-pot three-component condensation reaction of phthalhydrazide, 1,3-dicarbonyl compounds and aldehydes catalyzed by the ionic liquid 4-(3-methyl-1-imidazolio)-1-butanesulfonic acid hydrogen sulfate ([BSO3HmIm]HSO4) is reported. Good to excellent yields were obtained in short reaction times in the solvent PEG 600 (polyethylene glycol 600) at 120 °C. The strategy proved to be efficient and environmentally benign. The catalyst/solvent system could easily be recovered and reused for at least 5 times without noticeable loss of activity

Renewable platform chemicals: Thermochemical study of levulinic acid esters

2018 ◽  
Vol 659 ◽  
pp. 213-221 ◽  
Author(s):  
Vladimir N. Emel’yanenko ◽  
Emrah Altuntepe ◽  
Christoph Held ◽  
Andrey A. Pimerzin ◽  
Sergey P. Verevkin
Keyword(s):  
Levulinic Acid ◽  
Thermochemical Study ◽  
Platform Chemicals ◽  
Acid Esters
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