Conversion of recalcitrant cellulose to alkyl levulinates and levulinic acid via oxidation pretreatment combined with alcoholysis over Al2(SO4)3

Zhou, Lipeng; Gao, Dongting; Yang, Jingru; Yang, Xiaomei; Su, Yunlai; Lu, Tianliang

doi:10.1007/s10570-019-02903-1

Cited by 30 publications

(20 citation statements)

References 45 publications

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“…A previous study of levulinic acid production from cellulose was executed at 180°C and 60 min and could obtain 72.5 mol% levulinic acid under an optimal condition in which the mass ratio of sulfolane, water and H 2 SO 4 was 90:10:1 (Wang et al 2017). The conversion of cellulose to levulinic acid was made by oxidation pretreatment combined with alcoholysis over Al 2 (-SO 4 ) 3 catalyst by Zhou et al (2020) reaching a LA yield of 66.8 mol% at 180°C for 3 h. In the present study, a high temperature of 190°C may have contributed to a decrease of the degree of cellulose crystallinity, leading to a higher rate of cellulose depolymerization, which, in consequence, led to higher yields. In addition, high temperatures decrease the effects of viscosity and increase the rate of mass transfer (Liu et al 2019), possibly benefiting the depolymerization rate.…”

Section: Catalytic Depolymerization Of Cellulose (Stage 3) and Kinetic Studymentioning

confidence: 99%

Kinetic insights into the lignocellulosic biomass-based levulinic acid production by a mechanistic model

et al. 2020

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In this work, a mechanistic model was developed to simulate the kinetics of the production of levulinic acid (LA) from sugarcane bagasse (SCB), rice husk (RH) and soybean straw (SS). The production of LA from those agro-industrial wastes followed the methodology of biorefining in three stages. Experimental data from the third stage (catalytic depolymerization of cellulose) obtained under a wide range of operating conditions were used to estimate the parameters of the model. An optimization procedure based on a genetic algorithm was used to determine the optimal parameter values. The prediction of the concentrations of glucose, 5-HMF and LA using the mechanistic model was particularly accurate, as demonstrated by R 2 and RMSE. Thereby, a satisfactory concordance was reached between the high yields of LA of 61.1 mol%, 67.7 mol% and 61.4 mol% calculated by the model, and the experimental yields of 60.5 ± 2.1 mol%, 65.2 ± 2.9 mol% and 61.5 ± 4.0 mol% (under optimum conditions of 190°C, 7.0% w/v of H 2 SO 4 , 75 min) for SCB, RH and SS, respectively. The biorefining of the agro-industrial wastes under optimum operating conditions allowed a satisfactory catalytic depolymerization of cellulose, regardless of the degree of crystallinity. The estimation of yields led to suggesting a strategy from the point of view of process synthesis and design, integrating SCB, RH and SS to supply their off-season and, thus, to ensure the supply of raw materials in the production of LA.

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Section: Catalytic Depolymerization Of Cellulose (Stage 3) and Kinetic Studymentioning

confidence: 99%

Kinetic insights into the lignocellulosic biomass-based levulinic acid production by a mechanistic model

et al. 2020

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“…However, LA and FOL are commercially synthesized from the hydrogenation of furfural (FAL) with a large H 2 consumption, and complicated separation and purification processes are always needed. To solve these drawbacks, some efforts have been paid for the direct synthesis of alkyl levulinates from sugars or cellulose; however, the conditions are very demanding, and the yield of alkyl levulinate is not ideal. − …”

Section: Introductionmentioning

confidence: 99%

Coupled Transfer Hydrogenation and Alcoholysis of Furfural To Yield Alkyl Levulinate over Multifunctional Zirconia-Zeolite-Supported Heteropoly Acid

et al. 2021

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Alkyl levulinate as one kind of fuel additive and versatile biomass-based platform molecule has attracted significant interests in the field of sustainable chemistry, which can be harvested straight from furfural (FAL), an important industrial chemical derived from agricultural residues. The development of a high-efficiency and low-cost catalytic system is highly desirable toward this challenging valorization process. In this contribution, bifunctional zirconia-zeolite-supported heteropoly acid catalysts with adjustable Lewis and Brønsted acid sites were successfully designed via an in situ synthetic method and attempted to couple transfer hydrogenation and alcoholysis for one-pot conversion of FAL to alkyl levulinate. The catalyst characterization and catalytic behavior were systematically combined for insight into the structure−function relationship and reaction mechanism. Selectivity toward alkyl levulinate was found to be strongly dependent upon the distribution of acid sites. As-prepared HPMo(20)/Zr-MCM-41 with a Si/Zr molar ratio of 60 and H 3 [P(Mo 3 O 10 ) 4 ] (HPMo) impregnation concentration of 20 g/L was uniquely effective using isopropanol as a hydrogen donor and reaction medium, leading to a high isopropyl levulinate yield of 79.6%. This monolithic catalyst exhibited good stability and could be reused at least 5 times without any substantial change in the product yield after plain thermal regeneration.

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“…The conversion of microcrystalline cellulose (MCC) into multi-functional molecules is intricate because of its high ordered crystalline structure and the low accessibility, which limit the interactions with chemicals and the consequent depolymerisation [ 50 , 51 ]. In our previous work, we proved the role of molten citric acid in the contemporary hydrolysis and esterification of MCC [ 44 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization and Mechanical Properties of Novel Bio-Based Polyurethane Foams Using Cellulose-Derived Polyol for Chain Extension and Cellulose Citrate as a Thickener Additive

et al. 2021

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A novel series of bio-based polyurethane composite foams was prepared, employing a cellulose-derived polyol for chain extension and cellulose-citrate as a thickener additive. The utilized polyol was obtained from the reduction reaction of cellulose-derived bio-oil through the use of sodium borohydride and iodine. Primarily, we produced both rigid and flexible polyurethane foams through chain extension of the prepolymers. Secondly, we investigated the role of cellulose citrate as a polyurethane additive to improve the mechanical properties of the realized composite materials. The products were characterized by FT-IR spectroscopy and their morphologies were analysed by SEM. Mechanical tests were evaluated to open new perspectives towards different applications.

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Conversion of recalcitrant cellulose to alkyl levulinates and levulinic acid via oxidation pretreatment combined with alcoholysis over Al2(SO4)3

Cited by 30 publications

References 45 publications

Kinetic insights into the lignocellulosic biomass-based levulinic acid production by a mechanistic model

Kinetic insights into the lignocellulosic biomass-based levulinic acid production by a mechanistic model

Coupled Transfer Hydrogenation and Alcoholysis of Furfural To Yield Alkyl Levulinate over Multifunctional Zirconia-Zeolite-Supported Heteropoly Acid

Synthesis, Characterization and Mechanical Properties of Novel Bio-Based Polyurethane Foams Using Cellulose-Derived Polyol for Chain Extension and Cellulose Citrate as a Thickener Additive

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