Synchronous conversion of lignocellulosic polysaccharides to levulinic acid with synergic bifunctional catalysts in a biphasic cosolvent system

Feng, Junfeng; Tong, Le; Xu, Yangyang; Jiang, Jianchun; Hse, Chung‐Yun; Zhong‐zhi, Yang; Pan, Hui

doi:10.1016/j.indcrop.2019.112084

Cited by 32 publications

(25 citation statements)

References 40 publications

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“…In this experiment, HCl (a Bronsted acid) was being used. According to the HPLC analysis, the fructose reaction pathway was not detected, in contrast to the reports by Jiang et al [36] and Feng et al [21]. If fructose formation is promoted as an intermediate of glucose dehydration, it should have been detectable, consid-ering the sufficient and suitable ability to analyze the fructose.…”

Section: Kinetic Modelcontrasting

confidence: 57%

“…The Bronsted acid catalysts are known to provide sufficient protons for reactant of hydrolysis process to LA. The study reporting the LA synthesis from cellulose and xylan shows that using Bronsted acid as the catalyst will give an effective catalytic activity to obtain the high yield of LA [21]. Another study regarding mineral acids, powerful Bronsted acids, also showed an excellent ability to convert cellulose to LA [22].…”

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

Bull. Chem. React. Eng. Catal.

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Glucose is one of the primary derivative products from 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 an exceptionally promising green platform chemical. It comprises two functional groups, ketone and carboxylate, acting as highly reactive electrophiles for a nucleophilic attack. Therefore, it has extensive applications, including fuel additives, raw materials for the pharmaceutical industry, and cosmetics. This study reports the reaction kinetics of LA synthesis from glucose catalyzed by hydrochloric acid (HCl), a Bronsted acid, that was carried out under a wide range of operating conditions; i.e. the temperature of 140–180 °C, catalyst concentration of 0.5–1.5 M, and initial glucose concentration of 0.1–0.5 M. The highest LA yield of 48.34 % was able to be obtained from an initial glucose concentration of 0.1 M and by using 1 M HCl at 180 °C. The experimental results show that the Bronsted acid-catalyzed 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. Copyright © 2021 by Authors, Published by BCREC Group. This is an open access article under the CC BY-SA License (https://creativecommons.org/licenses/by-sa/4.0).

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Section: Kinetic Modelcontrasting

confidence: 57%

Section: Introductionmentioning

confidence: 99%

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

Toif

Hidayat

Rochmadi

et al. 2021

Bull. Chem. React. Eng. Catal.

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“…5 Due to their excellent catalytic activity, mineral acids have been customarily adopted as industrial catalysts for the decomposition of cellulose or hexose into LA. 6,7 For instance, Cao et al 8 and Alipour et al 9 presented that 30−60 mol % of LA yield can be observed using H 2 SO 4 or HCl as catalysts. However, the reaction also causes a series of undesirable side reactions.…”

Section: ■ Introductionmentioning

confidence: 99%

Facile Directional Conversion of Cellulose and Bamboo Meal Wastes over Low-Cost Sulfate and Polar Aprotic Solvent

Liu

Wei

Wang

et al. 2020

ACS Sustainable Chem. Eng.

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Directional depolymerization is a critical step for the integrated utilization of waste lignocellulosic biomass resources to produce value-added biofuels and biochemicals. Herein, we demonstrate an efficient and environmentally benign liquefied process for converting cellulose and waste lignocellulosic residues into levulinic acid (LA) in a polar aprotic solvent using a low-cost sulfate as catalyst. Due to the synergistic effect between the γ-valerolactone (GVL) and an active acid center derived from sulfate, more than 77 mol % and 61 mol % of biochemicals were obtained from cellulose and bamboo meal wastes in GVL/H2O (m/m = 9:1) solvent at 200 °C for 2 h, respectively. A combination of 27Al NMR spectroscopy and electrospray quadrupole time-of-flight tandem mass spectrometry (ESI-Q-TOF-MS/MS) revealed that the [Al(OH)2(aq)]+ species significantly contributed to cellulose depolymerization under cationic polarization of polar aprotic solvents. Besides, the existence of an appropriate amount of water was believed to be responsible for promoting the destruction of cellulose and the restraint of humin formation. Notably, all solvents and byproducts could be efficiently retrieved during this process, which shed light on its considerable industrial application prospects and facilitated the high value-added utilization of waste biomass resources.

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“…Hydrochloric acid, a Bronsted acid, was used in this experiment. From the analysis using HPLC, there was no fructose as one of the reaction pathways, as was found by Jiang et al [36] and Feng et al [21]. If fructose is an intermediate of glucose dehydration, fructose should be detectable because the ability to analyze fructose is sufficient and suitable.…”

Section: Kinetic Modelmentioning

confidence: 88%

“…Bronsted acid catalyst can provide sufficient protons for reactant hydrolysis to LA, as in the study conducted by Feng et al (2020) [21]. The study on the LA synthesis from cellulose and xylan shows that using Bronsted acid as the catalyst will give effective catalytic activity to obtain a high LA yield.…”

Section: Introductionmentioning

confidence: 92%

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

Toif

Hidayat

Rochmadi

et al. 2021

Preprint

View full text Add to dashboard Cite

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.

show abstract

Synchronous conversion of lignocellulosic polysaccharides to levulinic acid with synergic bifunctional catalysts in a biphasic cosolvent system

Cited by 32 publications

References 40 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

Facile Directional Conversion of Cellulose and Bamboo Meal Wastes over Low-Cost Sulfate and Polar Aprotic Solvent

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

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