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RENEWABLE ENERGY · 2021 · IF 8.001

Direct production of biodiesel via simultaneous esterification and transesterification of renewable oils using calcined blast furnace dust

Yi-Tong Wang,Wen-Jie Cong,Ya-Nan Zeng,Yu-Qing Zhang,Jing-Long Liang,Jun-Guo Li,Li-Qun Jiang,Zhen Fang

Direct production of biodiesel by both esterification and transesterification of renewable oils with acid value (AV) of 9.6–28.9 mg KOH/g using calcined blast furnace dust is studied. Blast furnace dust calcined at 600–700 °C obviously promotes efficient biodiesel production because of the crystal form transformation from lead sulfate particles in dust into active lead oxide, lead sulfide, and lead particles. It is found for the first time that lead oxide, lead sulfide and lead particles can resist saponification from fatty acids to catalyze raw renewable oils to biodiesel with catalytic activity order as follows: lead oxide > lead > lead sulfide > lead sulfate. Biodiesel production process is optimized according to an orthogonal design with biodiesel yield of 92 wt% obtained at AV of 9.6 mg KOH/g (82 wt% after 5 cycles). Biodiesel yield of 84 wt% is achieved at AV of 28.9 mg KOH/g with acidity of 0.18 mmol/g. Calcined blast furnace dust presents potential applications in the production of biodiesel from renewable oils with high AVs.

研究领域: 化学工程 · 可再生能源 · 催化材料
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INDUSTRIAL CROPS AND PRODUCTS · 2023 · IF 5.9

Biodiesel production from microalgal biomass by Lewis acidic deep eutectic solvent catalysed direct transesterification

Md Asraful Alam,Liya Deng,Ange Douglas Potchamyou Ngatcha,Aymard Didier Tamafo Fouegue,Jingcheng Wu,Shen Zhang,Anqi Zhao,Wenlong Xiong,Jingliang Xu

Traditional two steps biodiesel production process generally involves corrosive sulfuric acid in the transesterification step, which is not environmentally benign. In this work, a novel procedure was presented for the direct production of biodiesel using Lewis acid deep eutectic solvent (LADES) to avoid using sulfuric acid. Synergy between the Lewis site of the LADES catalyst and the Brønsted site from biomass pretreated by Brønsted acidic deep eutectic (BADES) has resulted in the development of a bifunctional medium considered to be appropriate for high biodiesel formation and increase the FAMEs weight. The mechanism of biodiesel formation was anticipated through the experimental and computational studies of Lewis and/or Brönsted acid sites in the reaction process. The potential interference factors of the extraction process such as time of reaction, temperature, LADES catalyst concentration in methanol, and solvent volume were further optimized experimentally, followed by the Box–Behnken method. The highest amount (39.86 mg/g) of fatty acid methyl esters (FAMEs) was obtained from Chlorella pyrenoidosa biomass at 120 °C for 90 min, 5 mL solvent volume, and 5% concentration of LADES (ChCl-CrCl 3 .6 H 2 O) catalyst in methanol. The predominant FAMEs were C16:0 (9.47 mg/g), C18:2 (12.42 mg/g), and C18:3 (8.68 mg/g), and obtained biodiesel qualities meet international standards. The recyclability of LADES was tested, and satisfactory results of FAME weight were observed up to three cycles, and the FTIR peaks of LADES catalyst after four cycles of reusing have shown the structure of DES remain stable. Despite the existence of sustainable, efficient, and less toxic ways for microalgae transesterification, further investigation is required to assess the scalability of these methods for large-scale use.

研究领域: 生物技术 · 能源科学 · 环境科学
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JOURNAL OF HAZARDOUS MATERIALS · 2025 · IF 11.3

The strategy of transesterification and degradation improved the resistance of Microbacterium sp. S1037 to antiseptic parabens

Yidong Zhou,Zhijian Ke,Jiazhuo Zhang,Wenbin Chang,Yarong Cui,Yimiao Chen,Yirui Huang,Chunli Xia,Wenjia Zhong,Zifa Deng,Dayong Jin

Microorganisms are constantly evolving to resist the toxicity of artificial antibiotics and preservatives released into the environment. Parabens, a group of alkyl and aryl esters of p -hydroxybenzoate, are a class of widely used antimicrobial preservatives, particularly effective against Gram-positive bacteria and fungi. Previous studies have reported the degradation of parabens by numerous Gram-negative strains and activated sludge, with degradation processes often involving transesterification. However, the physiological significance of transesterification has received little attention. Here, a Gram-positive bacterium, Microbacterium sp. S1037 was isolated and characterized for its ability to degrade eight parabens and completely mineralize them through p -hydroxybenzoate and protocatechuate ( β -ketoadipate pathway). Moreover, strain S1037 also possesses the ability of paraben-transesterification. Alcohols compete with water molecules for the active center of enzymes, accelerating the transesterification of parabens and inhibiting hydrolysis. Considering that the fate of the transesterification product is still hydrolysis, we speculated and proved that such a “superfluous” mechanism is a detoxification strategy, and could be used in the bioremediation of parabens in wastewater. Microbial transesterification of parabens has been reported worldwide, and we speculated that it might be a common detoxification choice in the evolution of microorganisms worldwide.

研究领域: 微生物学 · 环境科学 · 生物化学
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ACS Sustainable Chemistry & Engineering · 2019 · IF 6.97

Carbon Nanoparticle-Stabilized Pickering Emulsion as a Sustainable and High-Performance Interfacial Catalysis Platform for Enzymatic Esterification/Transesterification

Zhe Dong,Zengshe Liu,Jie Shi,Hu Tang,Xia Xiang,Fenghong Huang,Mingming Zheng

A sustainable and efficient reaction system for enzymatic oil modification is imperative for the food industry. Given the interfacial activation effect of lipase, the sufficient oil–water interface is vital for excellent catalytic activity of lipase. In the present study, a Pickering emulsion reaction system was prepared through directly using reactants as the oil phase and stabilized by mesoporous carbon spheres (MCS) after immobilization of lipase AYS (Candida rugosa, lipase@MCS). Lipase@MCS worked as both the emulsifier and catalyst. Each droplet in the Pickering emulsion was regarded as a microreactor with the reactants in the oil phase, and the removal of the product H2O “pushed” the reaction forward. Taking advantage of the adequate oil–water interface for “lid” opening of lipase and rapid mass transfer in MCS, the Pickering emulsion exhibited excellent enzymatic activity toward phytosterol esterification and transesterification, achieving 95.0% conversion after 1.5 h and catalytic efficiency (CE) of 6.8 mmol g–1 h–1 under nonequilibrium conditions. It is the best performance reported currently with the shortest reaction time, minimal amount of catalyst, and the highest CE (19-fold higher than free lipase one-phase reaction system). Immobilization of lipase on the MCS not only endowed the lipase with exceptional recyclability but also afforded a shield to protect the enzyme from deactivation in a harsh environment, as evidenced by the thermotolerance and recycling test results. This paper paves the way to advancing progress in enzyme-immobilized Pickering emulsion as a sustainable and high-efficiency platform for biocatalysis application.

CAS / MDL: 3326-32-7
研究领域: 生物化学 · 食品科学 · 材料科学
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Waste and Biomass Valorization · 2016 ·Vol. 8 ·期 1 ·95-102 · IF 0.915

Effect of Water Content on Product Distribution of Base-Catalyzed Transesterification

Zhang Peng,Chang Zhidong,Wang Dongyu,Blamo Benjamin John,Li Wenjun

Biodiesel is an environmentally friendly fuel which can be economically produced by the use of waste culinary oil as raw material and NaOH as catalyst. However, the moisture in waste culinary oil or solid NaOH can affect the distribution of final products. In this paper, the water content of solid NaOH and waste culinary oil were determined to be 4.7 and 1.0 % respectively. A simulated transesterification system of methyl butyrate and n-butanol was catalyzed by anhydrous NaOH which was sintered at 800 °C for 2 h. The moistures in reaction system were imitated by contrived addition of water. Experimental results show that when the water content is 0.25 %, the yield of transesterification achieves the highest, simultaneously, saponification remains at the minimum level. The soybean oil and methanol were investigated as exemplary biodiesel system. The results show that when the water content is 1 %, the yield of biodiesel reaches 98.81 %, which is the highest.

CAS / MDL: 623-42-7
研究领域: 化学工程 · 可再生能源
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EUROPEAN JOURNAL OF INORGANIC CHEMISTRY · 2018 ·Vol. 2018 ·期 41 ·4579-4585 · IF 2.507

Exploration of Intrinsic Lipase-Like Activity of Zirconium-Based Metal-Organic Frameworks

Xiao Liu,Wei Qi,Yuefei Wang,Rongxin Su,Zhimin He

Graphical We demonstrated that UiO-66 and its derivatives possess efficiently intrinsic lipase-like activity, catalyzing ester hydrolysis, transesterification and even the esterification reaction. It's –NH 2 functionalized analogue UiO-66(NH 2 ) exhibited the highest catalytic activity due to the synergistic catalytic effect. To overcome the disadvantages of natural enzymes, artificial enzyme mimics attracted increasing attention of researchers. Metal-organic frameworks (MOFs) are expected as one of the most appropriate candidates for artificial enzyme mimics. In this work, we demonstrate that the zirconium-based MOF material UiO-66 and its analogues possess intrinsic lipase-like activity and can efficiently catalyze ester hydrolysis, transesterification and esterification reactions. Furthermore, the UiO-66(NH 2 ) exhibits much higher catalytic activity than that of UiO-66, which can be attributed to the synergy effect between the zirconium cluster centres and the amino moieties during the catalytic cycle.

研究领域: 生物化学 · 材料科学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2017 · IF 3.671

Enhanced catalytic stability of lipase immobilized on oxidized and disulfide-rich eggshell membrane for esters hydrolysis and transesterification

Chenyu Jiang,Chuanchuan Cheng,Mei Hao,Hongbin Wang,Ziying Wang,Cai Shen,Ling-Zhi Cheong

Eggshell membrane (ESM) is an industrial waste that is available in abundance from food industry. Present study investigated the physicochemical properties of oxidized ESM and compared the efficiency of ESM and oxidized ESM as carrier for Burkholderia cepacia lipase (BCL) used in esters hydrolysis and transesterification . Following oxidation treatment, FTIR analysis and Ellman’s assay showed amino acid cysteine in ESM was oxidized to form disulfide bond-containing cystine . In addition, AFM analysis showed ESM which exhibited a highly porous filamentous structure appeared to be coalesce following oxidation treatment. Oxidized ESM also showed reduced porosity (38.67%) in comparison to native ESM (51.65%). BCL were successfully immobilized on oxidized ESM through carrier activation method (enzyme loading of 5.01   mg protein/g oxidized ESM). These immobilized lipase demonstrated significantly (P   <   0.05) enhanced catalytic stability with close to 100% of initial hydrolysis (12.03   ±   0.29   mmol/min/g) activity; and more than 85% of its initial transesterification (7.83   ±   0.05) activity for at least 10 consecutive runs. Enhanced catalytic stability of BCL immobilized on oxidized ESM might be due to stabilization of the protein structure in oxidized ESM by disulfide bonds which helped formation of a stable bonding with BCL.

研究领域: 生物化学 · 酶工程 · 材料科学
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FUEL · 2025 · IF 7.5

Adjustable Brønsted type ionic liquid catalyst based on porous cellulose microspheres for green and efficient catalytic system in transesterification

Tao Wang,Xiqing Wang,Tianshu Liu,Yujie Fu

Realizing high catalytic efficiency and stability always be the core guiding principle and continuous optimization in industrial production. Fatty Acid Methyl Esters (FAMEs) are a key component of biodiesel, serving as a renewable, environmentally friendly alternative to conventional petroleum-based diesel fuel. In this study, a series of novel Brønsted acidic cellulose-based ionic liquids (PCM-ILs) were successfully prepared using cellulose as the raw material through chemical grafting and ionic bonding. These PCM-ILs were first applied to catalyze the transesterification of Pistacia chinensis Bunge seed oil for FAMEs production. PCM-ILs can be tailored by varying anions. Under optimal conditions—methanol/oil ratio (10:1), catalyst (10 wt%), temperature (80 °C), and time (6 h)—the FAME yield reached 98.6 %. In addition, the conversion yield remained above 85 % after the prepared catalyst be recycled for six times. Thus, the development of this straightforward and economically viable cellulose-based assembly opens up innovative avenues for the design of high-performance biocatalysts suitable for industrial applications.

研究领域: 化学工程 · 可再生资源技术 · 绿色化学
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JOURNAL OF NANOPARTICLE RESEARCH · 2017 ·Vol. 19 ·期 8 ·1-11 · IF 2.02

Facile fabrication of a stable and recyclable lipase@amine-functionalized ZIF-8 nanoparticles for esters hydrolysis and transesterification

Cheong Ling-Zhi,Wei Yayu,Wang Hongbin,Wang Zhiying,Su Xiurong,Shen Cai

Zeolitic imidazolate frameworks (ZIF) represent one of the metal organic frameworks (MOF) with high potential for enzyme immobilization due to their exceptional chemical and thermal stability, negligible cytotoxicity, and easy synthesis under mild biocompatible conditions. Amine-functionalized ZIF-8 (An-ZIF-8) are capable of forming multipoint attachment via hydrogen bonding with lipase which will immobilize and further enhance stabilization of lipase. In addition, increased hydrophilicity of An-ZIF-8 will increase partitioning of An-ZIF-8 immobilized lipase at the aqueous/organic interface which enable lipase to expose its active site and retain its catalytic activity at its highest. Present study reports the use of ZIF-8 and An-ZIF-8 nanoparticles as carrier for Burkholderia cepacia lipase (BCL), compares the ester hydrolysis and transesterification activities of immobilized lipase with those of free lipase, and evaluates the reusability and recovery rate of the immobilized lipase. An-ZIF-8 nanoparticles (average 130.42 ± 0.55 nm) were facilely synthesized via mixing ZIF-8 nanoparticles with ammonia hydroxide solution. Despite having similar characteristics of high crystallinity and forming cuboid-like particles, An-ZIF-8 demonstrated significantly ( P  < 0.05) lower Brunauer-Emmett-Teller (BET) surface area and higher thermal stability than ZIF-8. BCL were successfully immobilized on ZIF-8 (BCL@ZIF-8) and An-ZIF-8 (BCL@An-ZIF-8) nanoparticles with an average lipase loading rate of ~ 8 mg/g MOF. The immobilized BCL demonstrated no significant differences in terms of esters hydrolysis and transesterification activities with those of free BCL. BCL@An-ZIF-8 demonstrated superior catalytic stability in comparison to BCL@ZIF-8 with retainment of more than 80% of its initial hydrolysis and transesterification activity for at least 10 repeated runs. In addition, more than 80% of the BCL@An-ZIF-8 can be easily recovered during each cycle of the reusability test through simple centrifugation.

研究领域: 生物化学 · 材料科学 · 酶工程
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Polymer Chemistry · 2020 ·Vol. 11 ·期 34 ·5512-5525 · IF 5.342

Balancing the transesterification reactivity of isosorbide with diphenyl carbonate: preferential activation of exo-OH

Ming Zhang,Yifei Tu,Zibo Zhou,Guozhang Wu

The exo-hydroxyl group (exo-OH) on isosorbide (ISB) has long been asserted as a highly reactive moiety compared with the endo-hydroxyl group (endo-OH). In this study, calculations based on density functional theory and experiments without adding catalysts reveal that endo-OH has strong nucleophilic ability, and in the case of transesterification with diphenyl carbonate, the nucleophilic attack surmounts steric hindrance in rendering endo-OH more reactive than exo-OH. The kinetics of transesterification with different catalysts is investigated to determine the catalytic reactivity and molecular structure evolution. The results show that preferential activation of exo-OH moieties can be achieved either by reducing the coordination ability of catalytic cations (lg β1) or by enhancing the alkalinity of catalytic anions. Despite the low reactivity of exo-OH on ISB monomers, terminal exo-OH on carbonate oligomers exhibits higher reactivity than terminal endo-OH, justifying the experimental fact that ISB-based polycarbonates (ISB-PCs) are mostly terminated by endo-OH. Balancing the reactivity between endo-OH and exo-OH can be promoted by increasing the reaction temperature, thus accelerating transesterification to a high equilibrium constant. These findings help to clarify the mechanism of ISB transesterification and provide new strategies for the synthesis of high-molecular-weight ISB-PCs.

研究领域: 化学 · 材料科学
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ACS Sustainable Chemistry & Engineering · 2020 · IF 7.632

Effect of H-Bonding on Brønsted Acid Ionic Liquids Catalyzed In Situ Transesterification of Wet Algae

Tian Ma,Zhensheng Shen,Huan Li,An Li,Qian Feng,Yingqiang Sun,Shuguang Deng

Brønsted acid ionic liquids (BAILs) are effective to biodiesel production of in situ transesterification of wet algae due to their dual role as both solvents of cellulose and catalysts of transesterification. The cellulose solubilities of BAILs are depending on H-bonding of BAILs-cellulose in varied solvent conditions, which subsequently affect the biodiesel productions. For this reason, the effects of H-bonding between BAILs including [Bmim][H2PO4], [Bmim]2[HPO4], [Bmim][HSO4], and cellulose under different methanol and water conditions on cellulose extractions are experimentally and theoretically investigated. The cellulose extractions in BAILs are decreasing as [Bmim][H2PO4] > [Bmim]2[HPO4] > [Bmim][HSO4], contrary to the variation of their thermal stabilities and crystallinities caused by varied H-bonding of BAILs-cellulose. Increasing methanol is positive to cellulose extractions in [Bmim][HSO4], while negative to those in [Bmim][H2PO4] and [Bmim]2[HPO4], due to the solvent effect of methanol confirmed by cyclic voltammetry (CV) measurements. The effect of water on H-bonding of BAILs-cellobiose is contrary to the effect of methanol. It is confirmed via the bonding interaction of BAILs-cellobiose through the density functional theory (DFT) computational method. However, the biodiesel yields are varied differently due to the competition of H-bonding of BAILs-cellobiose and deprotonation of BAILs under different methanol and water conditions. This study might pave the way to neutralize the negative effect of water on in situ transesterification via enhancing the cellulose extractions of BAILs.

CAS / MDL: 1731-88-0
研究领域: 生物化学 · 能源科学
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JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY · 2018 ·Vol. 95 ·期 1 ·79-88 · IF 1.601

Biolubricant Production of 2-Ethylhexyl Palmitate by Transesterification Over Unsupported Potassium Carbonate

Ting Zheng,Zhenyu Wu,Qinglong Xie,Meizhen Lu,Fan Xia,Guangquan Wang,Yong Nie,Jianbing Ji

Owing to the decrease of global oil price, development of downstream value-added products is important to biodiesel industry. In this study, we used palmitic acid methyl ester (PAME) as a starting material to produce 2-ethylhexyl palmitate (2-EHP), an environmentally friendly biolubricant product, which was derived from the transesterification of fatty acid methyl esters and long chain fatty alcohols. Conventional synthetic routes of 2-EHP have disadvantages, including high catalyst price, low conversion efficiency, and pollution issues. To solve these problems, in situ transesterification of PAME with 2-ethylhexanol (2-EH) was conducted over unsupported potassium carbonate as heterogeneous catalyst. The optimal reaction temperature, 2-EH to PAME molar ratio, and catalyst to PAME mass ratio were 180 °C, 3:1, and 3.0 wt%, respectively. The PAME conversion reached up to 100% within 1 hour under the optimal conditions. In addition, a kinetic model describing the experimental data over a temperature range of 160–180 °C was developed. The dependence of kinetic rate constant ( k ) on temperature was evaluated, and the activation energy ( E a ) for the transesterification of PAME with 2-EH was calculated to be 57.04 kJ mol −1 .

研究领域: 化学工程 · 环境科学
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