Enhanced Levulinic Acid Production from Cellulose by Combined Brønsted Hydrothermal Carbon and Lewis Acid Catalysts

Boonyakarn, Tat; Wataniyakul, Piyaporn; Boonnoun, Panatpong; Quitain, Armando T.; Kida, Tetsuya; Sasaki, Masahiro; Laosiripojana, Navadol; Jongsomjit, Bunjerd; Shotipruk, Artiwan

doi:10.1021/acs.iecr.8b05332

Cited by 37 publications

(16 citation statements)

References 41 publications

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“…The direct dehydration pathway of glucose without passing through fructose is indeed a characteristic of the Bronsted acidcatalyzed conversion route. Isomerization of glucose to fructose cannot be catalyzed by Bronsted acid but requires Lewis acid or Bronsted base [7]. Unfortunately, Lewis acid increases the formation of by-products.…”

Section: Kinetic Modelmentioning

confidence: 99%

“…Cellulose, a natural polymer, is a core component of raw materials synthesis in the chemical industry [4]. In general, cellulose undergoes hydrolysis to produce glucose, the smallest and most abundant sugar unit [7].…”

Section: Introductionmentioning

confidence: 99%

“…The fructose route will happen when Lewis acid is used as a catalyst. Unfortunately, Lewis acid also catalyzes more by-products, including humin [7]. Another study by Mukherjee and Raghavan [10] explained that initially, the C6 sugar catalyzed by bronsted acid is dehydrated to form an intermediate called HMF by losing three water molecules.…”

Section: Introductionmentioning

confidence: 99%

“…(2020) [4] more clearly explained that glucose is directly dehydrated to HMF (without going through fructose) when the type of catalyst used is bronsted acid. Boonyakarn et al [7] said that dehydration to HMF directly from glucose is more difficult than from fructose. It is intended to find out in more detail the reason that dehydration of glucose to HMF is difficult.…”

Section: Introductionmentioning

confidence: 99%

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Reaction Kinetics of Levulinic Acid Synthesis from Glucose Using Bronsted Acid Catalyst

Toif

Hidayat

Rochmadi

et al. 2021

Preprint

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Glucose is the primary derivative of lignocellulosic biomass, which is abundantly available. Glucose has excellent potential to be converted into valuable compounds such as ethanol, sorbitol, gluconic acid, and levulinic acid (LA). Levulinic acid is a very promising green platform chemical. It is composed of two functional groups, ketone and carboxylate groups which can act as highly reactive electrophiles for nucleophilic attack so it has extensive applications, including fuel additives, raw materials for the pharmaceutical industry, and cosmetics. The reaction kinetics of LA synthesis from glucose using hydrochloric acid catalyst (bronsted acid) were studied in a wide range of operating conditions, i.e., temperature of 140-180 oC, catalyst concentration of 0.5-1.5 M, and initial glucose concentration of 0.1-0.5 M. The highest LA yield is 48.34 %wt at 0.1 M initial glucose concentration, 1 M HCl, and temperature of 180 oC. The experimental results show that the bronsted acid catalyst's reaction pathway consists of glucose decomposition to levoglucosan (LG), conversion of LG to 5-hydroxymethylfurfural (HMF), and rehydration of HMF to LA. The experimental data yields a good fitting by assuming a first-order reaction model.

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Section: Kinetic Modelmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Reaction Kinetics of Levulinic Acid Synthesis from Glucose Using Bronsted Acid Catalyst

Toif

Hidayat

Rochmadi

et al. 2021

Preprint

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“…Таким чином, авторам роботи [4] вдалося отримати желатиноподібні гелі значно вищої антиоксидантної активності, ніж у вихідних речовинах. У роботі [5] оксид графену використовували як зручний каталізатор у процесі деполімеризації целюлози в глюкозу, а у роботі [6] в процесі отримання вуглецевих трубок із карбоксиметилцелюлози. Особливий інтерес представляють каталізатори на основі біметалевих сплавів у процесах риформінгу газу, прямого синтезу етанолу із синтез газу, крос-сполучення [7,8].…”

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Synthesis and Spectral Characteristics of Perspective Nanosized Carbon Quantum Dots for Adsorption and Catalytic Processes

et al. 2020

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Processes of interaction between carbon quantum dots (CQDs) and solutions of rhodium, ruthenium and palladium chlorides in the surface layer have been investigated by electron and IR spectroscopy. When rhodium chloride is added to a solution of CQDS, a bathochromic shift of the β- and p-absorption bands (ABs) at 48725 and 41711 cm-1 as well as hypsochromic shift of the α-AB at 28935 cm-1 indicate that rhodium adsorption occurs on the surface of CQDs. The bathochromic shift of the absorption bands at 22400 сm1 together with the hypsochromic shift of ABs corresponding to d-d electron transitions in the metal ions indicates the formation of rhodium with CQDs. When ruthenium and palladium chlorides are added to an aqueous solution of CQDs, the intensive of ABs characterizing the complex anions [RuCl6]3-, [RuCl6]2- or [PdCl4]2- are absent in the UV-Vis spectra. This indicates the passage of adsorption processes of metals on the surface of CQDs. The present of ABs (at 27055 and 25125 сm-1) indicate the trivalent state of ruthenium ion; the p-ABs bathochromic shift as well as α-ABs hypsochromic shift indicates the probable complex formation of CQDs with Ru3+ ions. The change in the position of the absorption bands of d-d electron transitions (at 25448 сm1) together with the bathochromic shift of p-ABs and hypsochromic shift of α-ABs indicates a change in coordination environment in the palladium ion with the possible formation of Pd → N bond. The IR-spectra data of CQDs showed the presence of a number of characteristic ABs for functionalized CQDs: ν(N–H) at 3260 сm1, (C=O) at 1830, 1840 and 1850 сm1, –С=O(NH) at 1770 сm1, ν(C=N) at 1680 and δ(N–H) at 1640 сm1, which confirms the coordination of metals on the surface of CQDs.

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Aqueous Isomerization of Glucose to Fructose Catalyzed by Guanidinium Ionic Liquids

Chen

Huang

et al. 2022

ChemistrySelect

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The isomerization of glucose to fructose is the rate determining step in many techniques for chemo‐catalytic conversion of cellulosic biomass to highly value‐added biochemicals. However, current techniques are generally challenging by poor process efficiency, low fructose yield and selectivity, etc. Therefore, the exploitations of novel catalytic systems for the efficient isomerization of glucose are important and highly desired. Herein, a series of biodegradable guanidinium ionic liquids were synthesized and employed in the selective isomerization of glucose to fructose. The results demonstrated that the performance of the isomerization of glucose was significantly influenced by the basic strength of the ionic liquids and the reaction conditions involving catalyst dosage, reaction temperature, time, and solvent. At the optimized conditions of 80 °C for 30 min, an impressive fructose yield of 34.1 % could be obtained in the presence of tetra methyl guanidinium proline ([TMG]Pro). Furthermore, the kinetic behavior of the process was further studied, and the apparent activation energy was 57±2 KJ/mol, which is lower than most current base‐catalyzed glucose isomerization systems. Moreover, the results of isotope labeling experiments showed that this aqueous isomerization of glucose was proceeded via a deprotonation mechanism. Therefore, this work provides a new insight on the selective isomerization of glucose.

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Enhanced Levulinic Acid Production from Cellulose by Combined Brønsted Hydrothermal Carbon and Lewis Acid Catalysts

Cited by 37 publications

References 41 publications

Reaction Kinetics of Levulinic Acid Synthesis from Glucose Using Bronsted Acid Catalyst

Reaction Kinetics of Levulinic Acid Synthesis from Glucose Using Bronsted Acid Catalyst

Synthesis and Spectral Characteristics of Perspective Nanosized Carbon Quantum Dots for Adsorption and Catalytic Processes

Aqueous Isomerization of Glucose to Fructose Catalyzed by Guanidinium Ionic Liquids

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