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SEPARATION AND PURIFICATION TECHNOLOGY · 2023 · IF 8.6

Investigation of sustainable reactive distillation process to produce malonic acid from dimethyl malonate

Qiuyan Ding,Zhengkun Hou,Xueli Geng,Guiyu Gao,Wenwei Dong,Hong Li,Yaohong Wang,Xibo Chen,Xin Gao

The new energy battery is currently a hot research topic, leading to an increase in the demand for malonic acid (MA) as a raw material. The objective of the present work is to find a potential reactive distillation (RD) process to solve the problem of low conversion and high energy consumption in hydrolytic system. In the meantime, the RD technology still faces the problem of how to distribute water in the RD column. Aiming at the problem, four different RD processes are proposed: RD combined water separation process (RDWS), RD combined with MA concentration process (RDMC), RD combined methanol separation process (RDMS), and single RD process (SRD). Beforehand, reaction kinetic of dimethyl malonate (DM) hydrolysis was investigated using the ion exchange resin catalysts, and the developed RD model was verified via pilot-scale RD experiments. Finally, the proposed RD process is analyzed from the aspects of economic and environmental and compared with the traditional reaction + distillation (R + D) process. Consequently, the proposed SRD process is a better economy-saving and environment-friendly technology, and has certain directive significance for the industrial production of MA.

CAS / MDL: 7664-38-2
研究领域: 化学工程 · 能源材料
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JOURNAL OF APPLIED POLYMER SCIENCE · 2025 · IF 2.8

The Sea-Island Structured EPDM/PP TPV With Shape Memory Performance In Situ Compatibilized by Magnesium Maleic and Maleic Anhydride

Mengmeng Xu,Chengzhong Zong

It is challengeable to obtain shape memory effect in the traditional thermoplastic vulcanizate (TPV) with sea-island microstructure. Herein, we successfully achieved shape memory behavior in the type of ethylene propylene diene monomer/polypropylene thermoplastic vulcanizate (EPDM/PP TPV) compatibilized by the graft products of magnesium maleic (MgMA) and maleic anhydride (MAH) on the interface of EPDM/PP. MgMA and MAH derived from the in situ neutralization reaction of maleic acid (MA) with magnesium oxide (MgO) and the dehydration reaction of MA respectively. In this paper, the mole ratio of MA and MgO on the performance of EPDM/PP TPV was studied. With the incorporation of MA and MgO, the mechanical property and shape memory performance were improved. The result of DMA, FTIR, and SEM verified the successful graft reaction of MgMA and MAH on the polymer chains. The compatibilized EPDM/PP TPV achieved the improved mechanical property of tensile strength (12.9 MPa) and elongation at break (583.5%), the increased R f of 96.2% and R r of 86.7% at the tailoring mole ratio of MA:MgO (1:1.5).

研究领域: 材料科学 · 高分子化学
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POLYMER · 2023 · IF 4.6

A type of shape memory material based on ethylene-propylene-diene rubber (EPDM)/ polypropylene (PP) thermoplastic vulcanizates compatibilized by magnesium maleate

Mengmeng Xu,Yingxia Zong,Chengzhong Zong

The effects of magnesium maleate (MgMA) and maleic anhydride (MAH) on the interfacial interaction and the shape memory properties of ethylene propylene diene monomer (EPDM) and polypropylene (PP) thermoplastic vulcanizate (TPV) with sea island structure prepared by dynamic vulcanization were investigated in this study. PP matrix could maintain the temporary shape of TPVs and the crosslinked EPDM phase supplied stress to drive the deformed shape recovery during the shape memory process. MgMA and MAH grafted on PP and EPDM chains verified by FTIR, DMA and SEM, which improved the interfacial compatibility of EPDM and PP and enhanced the efficiency of stress transfer in the shape memory process. The shape fixity ratio (R f ) and shape recovery ratio (R r ) of TPVs compatibilized by MgMA and MAH were almost above 80%. The shape memory property and the mechanical performance of TPVs were all improved compared to that of the sample without compatibilization .

研究领域: 材料科学 · 高分子化学
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POLYMER DEGRADATION AND STABILITY · 2020 · IF 4.032

A facile strategy improving poly(vinyl chloride) stability by introducing unsaturated maleic acid-sorbitol ester and zinc maleic acid-sorbitol ester complex

Jianyu Wu,Zilun Tang,Xiaochun Liu,Wenjing Lin,Minghui Feng,Xiaofeng Lin,Yuxin Gu,Yong Li,Guobin Yi

Herein, as two types of rational designed thermal stabilizers, the maleic acid-sorbitol ester (MS) and zinc maleic acid-sorbitol ester complex (Zn-MS) with unsaturated carbon double bonds were synthesized to improve the initial whiteness and long-term thermal stability for polyvinyl chloride (PVC). The successfully synthesized MS and Zn-MS had three functions of replacing the labile chlorine on the PVC chains, reducing the “zinc burning” and absorbing the hydrogen chloride (HCl) released by PVC. After introducing the MS and Zn-MS, the stability time of PVC could be extended to more than 140 min and 120 min at 180 °C, respectively. Additionally, both the MS and Zn-MS had showed lower-torque effect on rheology and less-implications for plate-out in PVC. The addition of MS and Zn-MS could promote the dispersion of composition in the PVC matrix and endow the PVC with better strength and toughness. Meanwhile, in contrast with ZnSt 2 or CaSt 2 , the transparency of PVC sheet stabilized by MS and Zn-MS also showed the higher transmittance, which severally reached to 57.2% and 72.1%.

研究领域: 材料科学 · 化学工程
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JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES · 2025 · IF 2.8

Simultaneous separation on a bisphenylureido β-cyclodextrin column and determination of eight antihistamine enantiomers in human plasma by HPLC

Jing Lin,Dan Li,Peiyuan Luo,Laisheng Li

A bis (3,5-dichlorophenylureido)-β-cyclodextrin stationary phase (CUCDP) was prepared and characterized. It had strong chiral separation abilities for antihistamines ( R s = 1.61–2.58) in isocratic elution, including chlorpheniramine maleate, bromopheniramine maleate, promethazine hydrochloride and trimeprazine tartrate. Based on CUCDP, a new HPLC method for simultaneous separation and determination of the above eight antihistamine enantiomers ( R s = 1.58–1.92) in human plasma by gradient elution was established. The optimized conditions were as follows: a simple sample pretreatment with acetonitrile (ACN) to precipitate protein, a gradient elution of 0.5 % triethylammonium acetate (TEAA, pH = 4.0)-ACN as the mobile phase at a flow rate of 0.5 mL/min, column temperature at 20 °C, a photo-diode array detector (PDA) at 260 nm, and the sampling volume of 10 μL. The good linear relationships for all enantiomers were observed in the concetration range of 0.25–10.0 μg/mL ( R 2  = 0.9986–0.9993). The average recoveries were 84.80 %–103.30 % with the RSDs of 1.24 %–2.26 % ( n  = 5). The limits of detection (LODs) and limits of quantification (LOQs) were 0.015–0.05 μg/mL and 0.05–0.15 μg/mL, respectively. At present, the reported cyclodextrin-based CSPs had not such separation ability for antihistamines by HPLC. However, the new CUCDP exhibited high chiral selectivity for antihistamines, which was mainly related to the introduction of bis phenylureido group into the rim of cyclodextrin, and the strengthening of hydrogen bonding, π–π stacking and inclusion between CUCDP and analytes. This method could save analysis time, reduce solvent consumption, and improve efficiency at low cost.

研究领域: 分析化学 · 药物分析 · 色谱学 · 手性分离 · 药理学
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Nuclear Engineering and Technology · 2017 · IF 1.144

Removal of cobalt ions from aqueous solution using chitosan grafted with maleic acid by gamma radiation

Shuting Zhuang,Yanan Yin,Jianlong Wang

Chitosan was modified by gamma radiation–induced grafting with maleic acid and then used for the removal of cobalt ions from aqueous solutions. Chitosan-g-maleic acid was characterized by Fourier Transform infrared spectroscopy (FT-IR). The effect of the dose (1–5 kGy) and monomer concentration (0.3–1.3%, m/v) on the grafting ratio was examined. The adsorption kinetics and isotherms were also investigated. The results showed that the optimal dose for grafting was 2 kGy. When monomer concentration was within the range of 0.3–1.3% (m/v), the grafting ratio increased almost linearly. For the adsorption of cobalt ions by chitosan-g-maleic acid beads, the pseudo second-order kinetic model (R 2  = 0.99) and Temkin isotherm model (R 2  = 0.96) were able to fit the experimental data reasonably well. The equilibrium adsorption capacity of cobalt ions increased from 2.00 mg/g to 2.78 mg/g after chitosan modification.

CAS / MDL: 7646-79-9 110-16-7
研究领域: 环境科学 · 材料科学
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COLLOID AND POLYMER SCIENCE · 2025 · IF 2.3

A new modification strategy for polyurethane: introduction and property analysis of maleic anhydride

Zhou Huibin,Wang Hairui,Zhang Hongyu,Chen Liheng,Han Qingzhen,Zong Chengzhong

Polyurethanes are widely used in many fields, and with the expansion of market demand, the improvement of their comprehensive performance through modification techniques has become a research priority. In this paper, modified polyurethane (MPU) was synthesized by reacting terminal hydroxyl polyurethane prepolymer (Pre-PU) with maleic anhydride (MA), and the effects of the introduction of MA as well as the different additions on the properties of MPU were investigated. The structure of MPU was determined using Fourier transform infrared spectroscopy, and the water contact angle and water absorption tests showed that the hydrophilicity of MPU was significantly enhanced, and from the solvent resistance test, it was known that MPU was easy to decompose in acetone, and from the results of the differential scanning calorimeter and the heat loss analyzer, it was known that modified polyurethanes were tunable in terms of their thermal properties by adjusting the amount of MA added. The results of the study offer the possibility of expanding the application areas of polyurethane and its application in special environments.

CAS / MDL: 77-58-7
研究领域: 材料科学 · 化学工程
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JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY · 2025 · IF 2.4

Highly selective oxidation of furfural to maleic acid with a Brønsted–Lewis dual-acid system

Yu Lin,Yuanzhuo Ji,Yizhe Zhang,Hualiang An,Qian Zhao,Xinqiang Zhao,Yanji Wang

BACKGROUND Maleic acid (MAc) is a high value-added oxygenic hydrocarbon derivative monomer. The synthesis of MAc from biomass-based furfural is a green process and has important academic research value. Herein, selective catalytic oxidation of renewable furfural to MAc was investigated. RESULTS The effect of using different heteropoly acids as catalyst and different organic acids/H 2 O as solvent was evaluated first, and the ‘phosphomolybdic acid + acetic acid/H 2 O’ composite system with good performance was screened out. Acetate anion acted as free radical acceptor in the reaction to stabilize furfural radical and inhibit the polymerization reaction. Under optimal reaction conditions, the conversion of furfural was 97.8%, and the MAc yield and selectivity were 58.3% and 59.6%, respectively. To further improve the selectivity of MAc, different kinds of Lewis acids were introduced to construct a Brønsted–Lewis dual-acid catalytic system. When Cu(OAc) 2 was as Lewis acid, the MAc selectivity was significantly improved to 72.5% with a furfural conversion of 72.3%. The catalytic mechanism of Brønsted–Lewis dual-acid system was finally clarified. CONCLUSION In this complex system, the synergy of Cu and Mo is responsible for the outstanding catalytic efficiency, where the Mo VI /Mo V redox can be facilitated by the redox of Cu II /Cu I with the assistance of O 2 ; acetate anion can interact with furfural radicals, thereby delaying the chain reaction of free radicals. This process makes the MAc generation reaction more dominant than the polymerization reaction, thus improving MAc selectivity. © 2025 Society of Chemical Industry (SCI).

研究领域: 化学工程 · 催化化学
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Stress Biology · 2023 ·Vol. 3 ·期 1 ·1-12 · IF 0

Maleic acid and malonic acid reduced the pathogenicity of Sclerotinia sclerotiorum by inhibiting mycelial growth, sclerotia formation and virulence factors

Fei Yu-chen,Cheng Qin,Zhang Huan,Han Chuang,Wang Xu,Li Yan-feng,Li Shi-qian,Zhao Xiao-hu

Sclerotinia sclerotiorum is a necrotrophic plant pathogenic fungus with broad distribution and host range. Bioactive compounds derived from plant extracts have been proven to be effective in controlling S. sclerotiorum . In this study, the mycelial growth of S. sclerotiorum  was effectively inhibited by maleic acid, malonic acid, and their combination at a concentration of 2 mg/mL, with respective inhibition rates of 32.5%, 9.98%, and 67.6%. The treatment of detached leaves with the two acids resulted in a decrease in lesion diameters. Interestingly, maleic acid and malonic acid decreased the number of sclerotia while simultaneously increasing their weight. The two acids also disrupted the cell structure of sclerotia, leading to sheet-like electron-thin regions. On a molecular level, maleic acid reduced oxalic acid secretion, upregulated the expression of Ss-Odc2 and downregulated CWDE10 , Ss-Bi1 and Ss-Ggt1 . Differently, malonic acid downregulated CWDE2 and Ss-Odc1 . These findings verified that maleic acid and malonic acid could effectively inhibit S. sclerotiorum , providing promising evidence for the development of an environmentally friendly biocontrol agent.

研究领域: 植物病理学 · 生物化学
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Environmental Science-Water Research & Technology · 2023 ·Vol. 9 ·期 9 ·2368-2377 · IF 5

Enhanced continuous desalination performance with iron-complexed malonate redox couples

Minxian Han,Lufan Tang,Yidong Xiao,Minzhang Li,Hedong Chen,Prayoon Songsiriritthigul,Than Zaw Oo,Mono Zaw,Nyein Wint Lwin,Su Htike Aung,R. Karthick,Fuming Chen

Redox mediators facilitate electrochemical deionization with higher energy conversion efficiency and open new opportunities for efficacious water desalination. Among the various redox-active species employed for electrochemical deionization, the typical anionic iron-based [Fe(CN)6]3−/4− redox couple is well-known for its high salt removal rate, compatibility at neutral pH, fast kinetics and low membrane permeability. However, [Fe(CN)6]3−/4− forms precipitates with the Mg2+, Ca2+ and Fe3+ ions present in seawater and poses safety issues due to the release of the highly toxic HCN(g) in an acidic environment. Herein, we propose the complexation of Fe(II/III) with the malonate ligand (i.e., [Fe(Mal)2]−/2− redox couple) to perform both redox flow desalination (RFD) and flow-electrode capacitive deionization (FCDI). In the FCDI architecture, carboxylated multi-walled carbon nanotubes (MWCNT-COOH) were mixed with the [Fe(Mal)2]−/2− redox couple, which served as the electrochemically active electrode. The average salt removal rate of the RFD and FCDI processes reached up to 4.43 and 4.84 μg cm−2 s−1 at an applied current density of 7 and 11 mA cm−2, respectively. Furthermore, the ferrous malonate redox couple was tested for the desalination of seawater (feed: 35 000 ppm NaCl), which showed a reasonable 0.7-fold decrease in salinity. Our work presents the desalination performance of the [Fe(Mal)2]−/2− redox couple in an effort to develop appropriate redox couples beyond the commonly utilized redox couples in electrochemical deionization technology.

研究领域: 环境科学 · 电化学 · 水处理
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Polymer Chemistry · 2020 ·Vol. 11 ·期 29 ·4787-4797 · IF 5.342

Solid-phase esterification between poly(vinyl alcohol) and malonic acid and its function in toughening hydrogels

Tianqi Liu,Xin Peng,Yuanyuan Chen,Jianan Zhang,Chen Jiao,Huiliang Wang

Esterification reactions between carboxylic acids and alcohols usually occur with the assistance of a catalyst at an elevated temperature. Solid-phase esterification reactions between hydroxyl-containing polymers and small carboxylic acids without using any catalyst under ambient conditions have rarely been reported. Here, we report the occurrence of esterification reaction between poly(vinyl alcohol) (PVA) and malonic acid (MA) through a simple drying method. PVA-MA hydrogels are firstly prepared by a freezing–thawing method, and then they are dried under ambient conditions. The dried hydrogels cannot be dissolved in hot water even in the presence of a strong hydrogen bond breaking agent. Structural characterization of the PVA-MA hydrogels reveals the formation of ester bonds between the hydroxyl groups in PVA and carboxyl groups in MA. The occurrence of the esterification reaction is further confirmed by using ethylene glycol as a model compound to react with MA under ambient conditions. The strong H-bonding and chemical ester bonds formed during the drying process increase the cross-linking density of the hydrogels, and hence their mechanical properties are largely enhanced. The PVA-MA hydrogels after the drying–reswelling treatment possess excellent mechanical properties, showing high tensile strengths and moduli up to 11.19 and 10.66 MPa, respectively. When the physical cross-links in the hydrogels are broken by heating in water, the hydrogels mainly cross-linked by ester bonding show excellent elasticity and resilience. Moreover, the formation of chemical ester bonding by drying also endows the PVA-MA hydrogels with good healing ability. The esterification in the solid phase by drying provides a new strategy to introduce chemical cross-links into polymeric materials and hence endows them with enhanced mechanical properties and functional properties.

研究领域: 材料科学 · 化学工程
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MACROMOLECULES · 2023 · IF 5.5

Supertough and Biodegradable Poly(Lactic Acid) Blends with “Hard–Soft” Core–Shell Unsaturated Poly(ether-ester) through Self-Vulcanization

Rong Yang,Chaoyi Cai,Xiaochen Han,Zhifan Chen,Guozhang Gu,Chengpeng Zhang,Guoxiang Zou,Jinchun Li

The development of a biodegradable material with super toughness while preserving its biodegradability poses a significant challenge. In this study, a series of biodegradable unsaturated multiblock poly(ether-ester) poly(butylene succinate-co-fumarate)-poly(ethylene glycol) (PBSFG) was synthesized and blended with polylactic acid (PLA). The impact of fumaric acid in PBSFG on the mechanical and degradation behavior of PLA/PBSFG blends was investigated. The results revealed that fumaric acid facilitated self-vulcanization of PBSFG, thereby leading to the formation of a “hard–soft” core–shell rubber phase within PLA. The core comprised the poly(butylene succinate-co-fumarate) (PBSF) segment, while the shell consisted of the PEG chain segment. The notched impact strength and elongation at break of PLA/PBSF20G blends showed significant improvements compared with pure PLA, with values of 76.1 kJ/m2 and 303.1%, respectively. These values are 24 and 101 times higher than those of pure PLA. Furthermore, enzymatic degradation experiments were conducted on the PLA/PBSFG blends, which demonstrated that the fumaric acid content significantly accelerated the degradation rate. The degradation rate of PLA/PBSF30G even surpassed that of pure PLA. Ultimately, this work successfully yielded fully degradable and supertough PLA blends.

研究领域: 材料科学 · 生物医学工程
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