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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2020 · IF 4.192

Enantioselective Catabolism of the Two Enantiomers of the Phenoxyalkanoic Acid Herbicide Dichlorprop by Sphingopyxis sp. DBS4

Long Zhang,Ping Hang,Xi-Yi Zhou,Wen-Jing Qiao,Jian-Dong Jiang

Dichlorprop [(RS)-2-(2,4-dichlorophenoxy)propanoic acid; DCPP], an important phenoxyalkanoic acid herbicide (PAAH), is extensively used in the form of racemic mixtures (Rac-DCPP), and the environmental fates of both DCPP enantiomers [(R)-DCPP and (S)-DCPP] mediated by microorganisms are of great concern. In this study, a bacterial strain Sphingopyxis sp. DBS4 was isolated from contaminated soil and was capable of utilizing both (R)-DCPP and (S)-DCPP as the sole carbon source for growth. Strain DBS4 preferentially catabolized (S)-DCPP as compared to (R)-DCPP. The optimal conditions for Rac-DCPP degradation by strain DBS4 were 30 °C and pH 7.0. In addition to Rac-DCPP, other PAAHs such as (RS)-2-(4-chloro-2-methylphenoxy)propanoic acid, 2,4-dichlorophenoxyacetic acid, 4-chloro-2-methylphenoxyacetic acid, and 2,4-dichlorophenoxyacetic acid butyl ester could also be catabolized by strain DBS4. Bioremediation of Rac-DCPP-contaminated soil by inoculation of strain DBS4 exhibited an effective removal of both (R)-DCPP and (S)-DCPP from the soil. Due to its broad substrate spectrum, strain DBS4 showed great potential in the bioremediation of PAAH-contaminated sites.

研究领域: 环境微生物学 · 生物修复 · 化学生态学 · 环境科学
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CHINESE JOURNAL OF CHEMICAL PHYSICS · 2010 ·Vol. 23 ·期 3 ·317 · IF 0.489

Vapor-Liquid Equilibrium Data of Carbon Dioxide+Methyl Propionate and Carbon Dioxide+Propyl Propionate Systems

Wei Xu,Chuan-xin Xie,Hong-ling Li,Yi-ling Tian

High-pressure vapor-liquid equilibrium data for the binary systems of methyl propionate+carbon dioxide and propyl propionate+carbon dioxide were measured at pressure from 1.00 MPa to 12.00 MPa and temperature in the range from 313 K to 373 K. Experimental results were correlated with the Peng–Robinson equation of state with the two-parameter van der Waals mixing rule. At the same time, the Henry's coefficient, partial molar enthalpy change and partial molar entropy change of CO2 during dissolution at different temperature were also calculated.

研究领域: 化学工程 · 热力学
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Biomass Conversion and Biorefinery · 2021 ·Vol. 13 ·期 4 ·2933-2946 · IF 4.987

Enhanced production of levulinic acid/ester from furfural residue via pretreatment and two-stage alcoholysis

Zhao Sibo,Wang Zihua,Chang Chun,Li Pan,Xu Guizhuan,Pang Shusheng

A two-stage alcoholysis was developed for improved conversion of furfural residue (FR) into levulinic acid (LA) and methyl levulinate (ML). Mixed acids including 0.01 M of H 2 SO 4 and Al 2 (SO 4 ) 3 and methanol/water (50/50 v/v%) were identified as the suitable catalyst and reaction medium. The optimum alcoholysis conditions were 198 °C and 1.5 h for the 1st stage and then 163 °C and 1.3 h for the 2nd stage, and the maximum total yield of LA and ML can reach 25.64%. The reaction kinetics and possible conversion pathways for ML and LA production were proposed. On the basis, HCOOH/H 2 O 2 pretreatment was screened for the pretreatment of FR, which increased the cellulose content of FR from 40.01 to 71.91%. The maximum total yield of LA and ML from pretreated FR was 44.96% under the optimum conditions of 195 °C and 1.9 h for the 1st stage and then 166 °C and 1.1 h for the 2nd stage, which was 16.09% higher than that of isothermal alcoholysis. The reusability tests showed that the Al 2 (SO 4 ) 3 was stable and can be reused at least 5 times. This study developed a new method for high-value utilization of FR and cleaner production of LA and ML.

研究领域: 化学工程 · 可再生能源
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JOURNAL OF CHEMICAL THERMODYNAMICS · 2012 · IF 2.422

Isothermal (vapour + liquid) equilibria for the binary systems of (carbon monoxide + methyl propionate) and (carbon monoxide + ethyl propionate)

Jianguo Zhou,Rongjiao Zhu,Pingfang Yuan,Liqian Cao,Yiling Tian

Isothermal (vapour   +   liquid) equilibrium data for the binary systems of (CO   +   methyl propionate) and (CO   +   ethyl propionate) were measured at temperatures of (293.15, 313.15, 333.15, 353.15, and 373.15)   K and at elevated pressures up to 10.00   MPa. The measurements were carried out in a cylindrical autoclave with a moveable piston and an observation window. The experimental results were correlated using the Peng–Robinson (PR) equation of state and Peng–Robinson–Stryjek–Vera (PRSV) equation of state with the two-parameter van der Waals II or Panagiotopoulos–Reid mixing rule. The comparisons of the calculation results with experimental values indicate that the PRSV equation of state with van der Waals II mixing rule produced the better correlated results.

CAS / MDL: 105-37-3 554-12-1
研究领域: 化学工程 · 热力学
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INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH · 2023 · IF 4.2

Synergistic Production of Pyruvic Acid and Propionic Acid over Defect-Rich MoS2

Yiyun Wang,Xinli Li,Zhi Chen,Kai Ma,Congming Tang

This work reported the coupling reaction of lactic acid (LA) to produce pyruvic acid (PyA) and propionic acid (PA) simultaneously over defect-rich MoS2 nanosheets. The process intensification linked to dehydrogenation of LA and hydrodeoxygenation of LA brings about the advantage that is not supplied additionally with oxygen and hydrogen, achieving a green and safe route. The defected structure is characterized by high-resolution transmission electron microscopy (HRTEM) and positron annihilation lifetime spectroscopy (PALS), which promotes the catalytic performance for the coupling reaction of LA. To fully understand the importance of the defected structure, the catalytic performance of defect-free MoS2 is also evaluated. It is found that the PyA/PA ratio is less than 1 and acetaldehyde selectivity is relatively high, suggesting that the produced hydrogen from the dehydrogenation of LA is insufficient for hydrodeoxygenation of LA over defect-free MoS2, and the difference of hydrogen comes from the side reactions of decarbonylation and decarboxylation of LA. Unlike the defect-free MoS2, the dehydrogenation of LA over the defect-rich MoS2 can provide sufficient hydrogen for hydrodeoxygenation of LA, so that the side reactions are drastically weakened. The widened interplanar spacing can fully expose the defect and the LA reactant molecule is more accessible to defective sites, which can endow a better catalytic activity. Surface hydrophilicity can improve adsorption and transfer, and better activity is observed over the defect-rich MoS2 and widened defect-rich MoS2. At 300 °C and a LA LHSV of 2.6 h–1 under an inert atmosphere, the catalyst offers a satisfactory total selectivity to pyruvic acid and propionic acid of about 85%, and the molar ratio of pyruvic acid/propionic acid is 1.1.

研究领域: 化学工程 · 催化科学
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INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES · 2024 · IF 7.7

Comparison of lactic and propionic acid hydrolysis for production of xylo-oligosaccharides and ethanol from polysaccharides in Toona sinensis branch

Jiayi Lin,Peiyao Wen,Wenjun Ying,Juan Yu,Junhua Zhang

Xylan-type hemicellulose hydrolysis by an organic acid solution for the production of xylo-oligosaccharides (XOS) is efficient and eco-friendly, but the effects of different organic acids on XOS production from Toona sinensis branch (TB) biomass is limited. In this work, under the conditions of 170 °C for 60 min, 33.1 % and 38.7 % XOS yields were obtained from polysaccharides present in TB by 2 % lactic acid (LA) and 6 % propionic acid (PA), respectively. Then 77 % of the lignin was removed by hydrogen peroxide−acetic acid pretreatment system, and 39.5 % and 44.7 % XOS yield were obtained from polysaccharides in delignification TB by 2 % LA and 6 % PA, respectively. It was found that PA hydrolysis, especially from delignified TB, resulted in higher XOS yield and purity compared to LA hydrolysis. Moreover, the content of byproducts (xylose, hydroxymethyl-furfural and furfural) in PA hydrolysate was lower. Following the hydrolysis process, the simultaneous saccharification and fermentation of the TB solid residue achieved an ethanol yield of 71.5 %. This work proposed an integrated process to preferentially convert the TB hemicellulose into valuable XOS and then convert the cellulose into ethanol. This process had the advantages of eliminating the need for isolation and purification of xylan, and the potential to obtain multiple products from the same raw material.

研究领域: 生物化学 · 可再生能源
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JOURNAL OF CHEMICAL AND ENGINEERING DATA · 2009 · IF 2.063

Vapor−Liquid Equilibrium Data of (Carbon Dioxide + Methyl Propionate) and (Carbon Dioxide + Propyl Propionate) at Pressures from (1.00 to 12.00) MPa and Temperatures from (313.0 to 373.0) K†

Li Hongling,Zhu Rongjiao,Xu Wei,Xu Hongfei,Dong Zeliang,Tian Yiling

High-pressure vapor−liquid equilibrium data for (methyl propionate + carbon dioxide) and (propyl propionate (PP) + carbon dioxide) were measured at pressures from (1.00 to 12.00) MPa and temperatures in the range from (313.0 to 373.0) K. Experimental results were correlated with the Peng−Robinson equation of state with the two-parameter van der Waals mixing rule. At the same time, the Henry’s coefficient and partial molar enthalpy change and partial molar entropy change of CO2 during dissolution at different temperature were also calculated.

CAS / MDL: 554-12-1 106-36-5
研究领域: 化学工程 · 热力学
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JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE · 2021 ·Vol. 102 ·期 7 ·2826-2834 · IF 3.639

One-pot conversion of wheat straw into biobased chemicals in methanol/water medium using cheap mixed acid catalyst

Sibo Zhao,Xuezheng Huang,Zhenli Yan,Chun Chang,Guizhuan Xu,Chaojun Du,Youzhou Jiao,Zhiyong Chen

BACKGROUND Environmental concerns and the diminishing availability of unrenewable resources have spurred research into the use of agricultural waste as a feedstock for industrial applications. Efficient conversion of wheat straw into biobased chemicals is an important way to realize the potential value of renewable agricultural biomass. This study investigated one-pot conversion of wheat straw into two notable platform chemicals, levulinic acid (LA) and methyl levulinate (ML). RESULTS A mixed acid catalyst system, including 1% H 2 SO 4 and 0.015 mol L –1 Al 2 (SO 4 ) 3 , was an efficient catalyst for the conversion of wheat straw due to the combination of Brønsted acid and Lewis acid. A ratio of wheat straw to methanol of 5 g/50 mL was identified as the preferred solid/liquid ratio, and a methanol/H 2 O medium with 25% water content aided the simultaneous production of LA and ML from wheat straw. Under optimum conditions, the maximum total yield of LA and ML reached 23.01% at 220 °C and 3 h. The kinetics of biobased chemical formation and the reaction pathways in methanol/water were investigated. CONCLUSION The presence of water in the methanol/H 2 O medium affected the distribution of products and promoted hydrolysis reactions. The methanol/H 2 O medium not only inhibited the side reactions but also promoted the degradation of wheat straw and increased the total yield of LA and ML. This study provides a feasible method for the conversion of wheat straw to prepare biobased chemicals. © 2021 Society of Chemical Industry.

研究领域: 生物化学 · 可再生资源工程
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CHEMICAL ENGINEERING SCIENCE · 2023 · IF 4.7

Copper-based catalysts synthesized during hydrogenation

Kai Sun,Yuewen Shao,Cong Ming,Mengjiao Fan,Huailin Fan,Lijun Zhang,Shu Zhang,Yi Wang,Guozhu Chen,Xun Hu

Impregnation is a traditional method for preparing heterogeneous catalysts, which typically includes impregnation, calcination and reduction steps. In this study, catalyst preparation was combined with its use in catalytic hydrogenation for avoiding ex-situ catalyst-synthesis. Specifically, Cu/MgO were prepared by simply mixing CuSO 4 , MgO and the reactant to be hydrogenated such as levulinic acid (LA) or ethyl levulinate (EL) in ethanol with hydrogen. Heating of the mixture to 160 °C could obtain both synthesized Cu/MgO and hydrogenation product of gamma-valerolactone (GVL) (highest yield: 99.9%). The formation of Cu/MgO catalyst proceeded via the steps of fixing Cu 2+ by reacting with the basic sites of MgO to form Cu(OH) 2 . The metastable Cu(OH) 2 decomposed to form CuO that was reduced to Cu for catalyzing conversion of LA/EL to GVL. Such a method is very simple and applicable to prepare varied types of Cu-based catalyst by changing copper salts and supports of varied alkalinity.

研究领域: 催化 · 化学工程 · 可再生能源
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ACS Catalysis · 2022 · IF 13.7

Photo–Thermo-Dual Catalysis of Levulinic Acid and Levulinate Ester to γ-Valerolactone

Anon Bunrit,Teera Butburee,Meijiang Liu,Zhipeng Huang,Keerati Meeporn,Chaiyasit Phawa,Jian Zhang,Sanchai Kuboon,Huifang Liu,Kajornsak Faungnawakij,Feng Wang

Herein, we developed photo–thermo-dual catalytic strategies for the production of γ-valerolactone (GVL) from levulinic acid (LA) and its ester using platinum-loaded TiO2 as a dual-functional catalyst. Both catalytic systems were evaluated under mild reaction conditions. In the photocatalysis system, a base plays crucial roles in the conversion of LA and EL to GVL. The control experiments reveal that plausible mechanistic pathways of both systems proceed via the hydrogenation of the ketone group of LA to the corresponding alcohol as a major intermediate followed by a subsequent cyclization step to GVL. This dual-functional catalyst provides alternative strategies for the conversion of LA and its ester into GVL, which could pave the way for biomass utilization in a more effective and practical manner.

研究领域: 催化 · 生物质转化 · 化学工程 · 可持续化学
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CHINESE JOURNAL OF CHEMICAL ENGINEERING · 2020 · IF 2.627

An efficient route towards R-2-phenoxypropionic acid synthesis for biotransformative production of R-2-(4-hydroxyphenoxy)propionic acid

Haiyan Zhou,Yizuo Li,Rui Jiang,Xianlin Wang,Yuanshan Wang,Yaping Xue,Yuguo Zheng

R -2-(4-hydroxyphenoxy)propionic acid ( R -HPPA) is a key intermediate for the synthesis of classic herbicides with high selectivity against grassy weed. The main route for R -HPPA biosynthesis is to hydroxylate the substrate R -2-phenoxypropionic acid ( R -PPA) at C-4 position with microbes. In order to provide sufficient R -PPA for the industrial production of R -HPPA, an effective R -PPA synthesis method was established and optimized in this work. The synthesis process mainly consisted of two steps: (1) synthesis of S -2-chloropropionic acid from L-alanine via diazotization and chlorination reactions; and (2) synthesis of R -PPA from S -2-chloropropionic acid and phenol via etherification reaction. The optimal reaction conditions were as follows: HCl: NaNO 2 : KI: L-Ala = 2.0: 1.2: 0.7: 1.0 (in molar), 125 °C reflux for 1.5 h, with KI as catalyst, and KI: S -2-chloropropionic acid: phenol = 0.075: 1.2: 1.0 (in molar). Under these conditions, an improved molar conversion rate (74.9%, calculated in phenol) was achieved. After extraction using anionic exchange resin Amberlite IRA-400 (CI), R -PPA product with a purity of 95.08% was obtained. The purified R -PPA was identified and evaluated in the application of the biotransformative production of R -HPPA. The results indicated that the synthesized R -PPA supported the R -HPPA biosynthesis with a comparable yield as that of the standard R -PPA. The R -PPA synthesis method provided herein exhibited the advantages of low price and easy availability of raw materials, less toxicity of reagents, simple manipulations, and low equipment/instrument requirements.

CAS / MDL: 75-05-8
研究领域: 生物化学 · 有机化学 · 工业微生物学
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Surfaces and Interfaces · 2025 · IF 6.3

Value-added conversion of lignin based on inorganic−organic dual-ligand-regulated CdSe@CdS nanorods

Qiyi Gan,Huakang Yang,Zining Zhang,Jun Liu,Yudong Guo,Dongxiang Luo,Xiao Liu

In lignin valorization systems, CdSe@CdS nanorods exhibit exceptional photocatalytic performance, where precise control over the rates of oxidation and reduction reactions is crucial. This study introduces a ligand modulation strategy that involves the incorporation of mercaptopropionic acid (MPA) and hexafluorophosphate (PF₆⁻) onto the surface of the nanorods to achieve a balanced redox reaction profile. The inorganic PF₆⁻ ligand primarily promotes reduction reactions, whereas MPA enhances hole transfer. By optimizing the distribution ratio of these ligands, the study achieved a significant enhancement in photocatalytic efficiency, resulting in a 94 % conversion rate for 2-phenoxy-1-phenylethanol (PP-ol) and yields of 67 % and 66 % for phenol and acetophenone, respectively. The distinct roles of MPA and PF₆⁻ can be attributed to their respective spatial site resistances, electrostatic interactions, and surface passivation characteristics. MPA, with its larger spatial resistance, stabilizes and extends hole lifetimes, thereby enhancing hole transfer efficiency. In contrast, PF₆⁻ exhibits lower spatial resistance and stronger electrostatic effects, which facilitate accelerated electron transfer. Furthermore, the ligands optimize the transport pathways for both electrons and holes on the nanorod surface through passivation. This ligand design strategy provides valuable insights for the development of efficient nanorod photocatalysts aimed at biomass valorization.

研究领域: 化学工程 · 材料科学 · 生物质转化
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