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JOURNAL OF MOLECULAR LIQUIDS · 2022 · IF 6.633

A combination of citric acid-dopamine-epichlorohydrin polymer and linear carboxymethyl β-cyclodextrin-epichlorohydrin polymer as an eco-friendly scale inhibitor in artificial seawater

Li Hu,Xuze Hu,Zechun Tan,Lan Guo,Jiawen Wu,Jilin Wei,Junsheng Qi,Changjun Zou

Currently, reducing the formation of calcium scale is an important challenge for seawater utilization in the cooling water system of offshore oil and gas platforms. The combination of linear carboxymethyl β-cyclodextrin-epichlorohydrin polymer (L-CM-β-CD-EP) and citric acid-dopamine-epichlorohydrin polymer (CA-DA-EP) as an eco-friendly scale inhibitor was studied by the static experiments. We observed that L-CM-β-CD-EP/CA-DA-EP displayed excellent scale inhibition efficiency of 94.6 % and 92.5 % against CaCO 3 and CaSO 4 , respectively, at the 19.2 mg/L inhibitor (Ca 2+  =  C O 3 2 -  = 2400 mg/L, Ca 2+  =  S O 4 2 -  = 800 mg/L). XRD and SEM images of scale crystal exhibited that CaCO 3 and CaSO 4 crystals were deformed and transformed by L-CM-β-CD-EP/CA-DA-EP, which was attributed to multiple inhibition effects, including lattice distortion, chelation, and host–guest synergistic effects. More importantly, the host–guest synergistic effects of L-CM-β-CD-EP and CA-DA-EP can significantly improve the scale inhibition performance of L-CM-β-CD-EP/CA-DA-EP. Besides, the TOC results analysis showed that L-CM-β-CD-EP/CA-DA-EP possessed excellent biodegradability, low bioaccumulation, and ecotoxicity.

研究领域: 材料科学 · 环境科学
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Chemical Engineering and Processing-Process Intensification · 2024 · IF 3.8

Process intensification of heterogeneous dehydrochlorination of β-chlorohydrins by using n-propanol as co-extractant

Zifei Yan,Grace Dai Zhen Lee,Jian Deng,Guangsheng Luo

The synthesis of terminal epoxides, which are vital components in pharmaceuticals and resins, often involves dehydrochlorination of β-chlorohydrins. Although intrinsic kinetics indicate that the dehydrochlorination reaction in the presence of sodium hydroxide could be very rapid, the practical implementation could always be hindered by long reaction time and low conversion rate. Extended contact between the product and the alkaline solution can lead to hydrolysis of the epoxy group, thus necessitating the process intensification to realize higher production efficiency and selectivity. Here, by characterizing thermodynamic equilibrium data and in-situ recording of the reaction that proceeded in a constant interphase reactor, the heterogeneous dehydrochlorination is demonstrated to occur primarily in the organic phase, and the overall reaction rate depends on the equilibrium concentration of sodium alkoxides. This finding, which is fundamentally different from the traditional view that chlorohydrin is first dissolved in the aqueous phase and then reacts with NaOH, leads us to use inert alcohols to assist in the extraction of NaOH. Based on this method, the reaction time can be reduced over 80 % both in batch and continuous reactors. Besides, the method is demonstrated to be effective in the dehydrochlorination of five different long-chain β-chlorohydrins.

研究领域: 化学工程 · 有机合成
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ACS Applied Materials & Interfaces · 2014 · IF 5.9

Fabrication of a High-Stability Cross-Linked Quaternized Poly(epichlorolydrin)/PTFE Composite Membrane via a Facile Route

Jian Hu,Dongliang Wan,Wenguang Zhu,Langhuan Huang,Shaozao Tan,Xiang Cai,Xiuju Zhang

A novel cross-linked quaternized composite anion-exchange membrane based on poly(epichlorohydrin) (PECH) was prepared by a facile route. First, PECH was cross-linked with 2-methylimidazole and combined with a poly(tetrafluoroethylene) (PTFE) membrane to form cross-linked PECH/PTFE (CPECH/PTFE). Then, CPECH/PTFE was quaternized by 1-methylimidazole to obtain cross-linked quaternized PECH/PTFE (CQPECH/PTFE). 1H NMR and Fourier transform infrared spectroscopic data indicated that CQPECH was successfully synthesized, and the CQPECH/PTFE membrane had a dense and homogeneous structure demonstrated by the field-emission scanning electron microscopy. The results showed that the use of 2-methylimidazole as the cross-link agent could avoid the solubility of the composite membrane in water and dimethyl sulfoxide. With an increase of 2-methylimidazole, the solubility of the PECH ionomer was decreased. M-3, one of the CQPECH/PTFE membranes, showed good thermal properties (stable below 250 °C under an N2 atmosphere), excellent mechanical strength (a tensile strength of 67.3 MPa), moderate water uptake of 45.3%, and very low swelling degree of 9.01% at 30 °C. Besides, M-3 showed a hydroxide conductivity of up to 27 mS/cm and good long-term stability in a 1 M KOH solution at 60 °C for 15 days. In addition, a single H2/O2 fuel-cell test using M-3 at 50 °C indicated a peak power density of 23 mW/cm2. These results suggested that the CQPECH/PTFE membrane had a good perspective for application in an alkaline fuel cell.

研究领域: 材料科学 · 能源工程
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POLYMER BULLETIN · 2016 ·Vol. 74 ·期 3 ·625-639 · IF 1.371

Using diethylamine as crosslinking agent for getting polyepichlorohydrin-based composite membrane with high tensile strength and good chemical stability

Zhang Jinglin,Liu Huidi,Liu Hongxi,Hu Jian,Tan Shaozao,Wu Ting

Abstract A composite anion exchange membrane of crosslinked quaternized polyepichlorohydrin/polytetrafluoroethylene (CQPECH/PTFE) had been prepared via a green and facile method, where diethylamine, 1-methylimidazole and PTFE, respectively, served as crosslinking agent, quaternization reagent and supporting material. The structure and morphology of CQPECH/PTFE membrane were investigated. Water uptake, swelling ratio, ionic exchange capacity, hydroxide conductivity, chemical stability, and thermal and mechanical properties were measured to evaluate its performance in a direct methanol alkaline fuel cell. The results indicated that CQPECH had penetrated into the pores of PTFE membrane, showing a dense and uniform structure without any pore and phase separation. Besides, CQPECH/PTFE membrane exhibited high ionic conductivity, considerable ionic exchange capacity, moderate water uptake and low swelling ratio. More importantly, the obtained composite membrane displayed high tensile strength and good chemical and thermal stability, suggesting the great potential application of CQPECH/PTFE membrane as anion exchange membrane. Graphical abstract Crosslinked quaternized polyepichlorohydrin/polytetrafluoroethylene composite anion exchange membrane had been prepared via a green and facile method, where diethylamine served as crosslinking agent. With a dense and uniform structure without any pore and phase separation, the obtained composite membrane exhibited high tensile strength and good chemical stability.

研究领域: 材料科学 · 化学工程
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POLYMER · 2025 · IF 4.5

Scalable manufacturing of cellulose microfibril cryogel without organic solvent by adding tiny dosage of polyamide-epichlorohydrin

Wentao Wang,Rui Zhang,Jing Bai,Jing Peng,Wu Mang

Large-scale applications of versatile cellulose cryogels have received much concern but remains challenging due to their complicated post-treatment and brittleness nature. A organic solvent-free and mechanical-assisted strategy was proposed here to effectively exfoliate cellulose microfibrils. The flexible, ultralight, elastic, and multi-scale cellulose hybrid cryogels were manufactured by adding tiny dosage of polyamide-epichlorohydrin (PAE), which was employed here as flexible and crosslinked skeleton. Undergoing freeze drying and vacuum heating, a series of CMFs/PAEx cryogels were successfully acquired with superior mechanical and thermal insulation performances. CMFs/PAE0.5 cryogel achieved 2.5 folds stress at 80% compressive strain and 2.4 folds elastic recovery with respect to CMFs/PAE0. The hydrophobic modification of the CMFs/PAEx cryogels were readily accessible by dip-coating of palm wax and endowed these cryogels with good water repellency (contact angle of ∼128 o ). Overall, the proposed strategy open up novel perspectives for the design of cellulose cryogels and beyond.

研究领域: 材料科学 · 生物材料工程
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ChemPlusChem · 2025 · IF 2.8

High-Molecular-Weight Biodegradable CO2/Propylene Oxide/Epichlorohydrin Terpolymers with Outstanding Gas Barrier Performance Synthesized Using an Organoboron Catalyst

Yufei Liang,Tingting Zhao,Shuanjin Wang,Dongmei Han,Sheng Huang,Wei Liu,Hui Guo,Min Xiao,Yuezhong Meng

As the sole commercial polycarbonate derived from CO2, poly(propylene carbonate) (PPC) is still hindered by poor thermal stability and a low glass transition temperature. Hererin, we first report the terpolymerization of CO2, propylene oxide (PO) and epichlorohydrin (ECH) to synthesize PPC-ECH terpolymers via one-pot and metal-free method using multi-nuclear organoboron catalysts. The PPC-ECH terpolymers with well-rounded properties can be easily synthesized by adjusting reaction conditions, monomer ratios, catalyst types and loading. The molecular weight of the PPC-ECH terpolymer can reach up to 59.4 kg/mol, which is the highest known. Notably, the synthesized PPC-ECH exhibits outstanding barrier performance with oxygen permeability as low as 1.31 cm3·mm/(m2·day) and water vapor permeability as low as 0.016 g·mm/(m2·day), significantly lower than those of pure PPC or other common packaging materials. Importantly, the introduction of a small amount of ECH not only preserves the biodegradability of polycarbonate but also markedly enhances its mechanical properties, glass transition temperature, thermal stability and flame retardancy, offering promising prospects for application in packaging materials.

CAS / MDL: 106-95-6 75-05-8
研究领域: 材料科学 · 化学工程 · 环境科学
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Materials · 2017 ·Vol. 10 ·期 4 ·343 · IF 2.654

Chitosan and β-Cyclodextrin-epichlorohydrin Polymer Composite Film as a Plant Healthcare Material for Carbendazim-Controlled Release to Protect Rape against Sclerotinia sclerotiorum (Lib.) de Bary

Delong Wang,Mingchen Jia,Lanying Wang,Shuang Song,Juntao Feng,Xing Zhang

The influence of β-cyclodextrin-epichlorohydrin (β-CD-EP) polymers on the improvement of the solubility and antifungal activity of carbendazim has been investigated. Meanwhile, the potential of the chitosan and β-CD-EP composite film used as a plant healthcare material for carbendazim-controlled release to protect rape againstSclerotinia sclerotiorum(Lib.) de Bary has been evaluated. β-CD-EP-1 and 2 (β-CD content, 750 mg/g and 440 mg/g, respectively) were found to significantly improve the solubility of the guest molecule carbendazim (17.9 and 18.5 times, respectively) and the 1:1 stoichiometry of the host-guest was confirmed by the Job’s plot. A slight synergism was observed for the β-CD-EP/carbendazim complex againstS. sclerotiorum(Lib.) de Bary, indicating an enhancement to the bioavailability of carbendazim. The in vitro release studies revealed that β-CD-EP polymers could efficiently modulate carbendazim release behaviors, such as the release retard and rate. The in vivo efficacy experiments demonstrated that the β-CD-EP/carbendazim and chitosan composite film could significantly prolong the effective duration of carbendazim at a concentration of 100 μg/mL compared with spraying carbendazim at 500 μg/mL. Thereby, a highly useful and strategic concept in plant disease control by a plant healthcare material—the chitosan and polymeric β-CD-EP composite film—is provided, which could also serve as a concept for related plant diseases.Keywords:β-cyclodextrin-epichlorohydrin;chitosan film;antifungal activity;controlled release;Sclerotinia sclerotiorum(Lib.) de Bary

CAS / MDL: 10605-21-7
研究领域: 植物病理学 · 农药科学
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GREEN CHEMISTRY · 2025 · IF 9.2

Electrocatalytic dechlorination of polyvinylidene chloride for tandem dual radical-driven synthesis of β-chloroalcohols

Junfei Zhang,Yun Zou,Shengyang Tao

Polyvinylidene chloride (PVDC) is widely employed in packaging and construction materials due to its high chemical stability and excellent barrier performance. However, its persistent nature results in significant environmental accumulation, posing ecological risks. Conventional treatment methods often generate highly toxic byproducts, leading to the waste of chlorine resources. To address these challenges, this study introduces a novel electrochemical approach for the resource recovery of PVDC. Using PVDC as a chlorine source and di(2-ethylhexyl)phthalate (DEHP) as an electron mediator, we achieved the coupling of electrochemical dechlorination of PVDC with the synthesis of β-chloroalcohols. The halogenated alcohol derivatives were obtained in yields up to 76%, with good substrate versatility encompassing styrene derivatives bearing various functional groups as well as certain cyclic olefins. Moreover, the methodology was successfully applied to commercially available PVDC products, affording the target compounds in approximately 50% yield. This work offers a novel strategy for the sustainable recycling and valorization of plastic waste.

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XENOBIOTICA · 2023 · IF 1.8

Investigation on the in vitro metabolism of bicyclol using liver microsomes, hepatocytes and human recombinant cytochrome P450 enzymes

Fengping Chen,Haizhu Zou,Ping Zhang,Yuqi Yan

In vitro metabolism of bicyclol was studied using liver microsomes, hepatocytes and human recombinant cytochrome P450 enzymes. Liquid chromatography-benchtop orbitrap mass spectrometry technique was utilised to identify the metabolites.A total of 19 metabolites, including 5 new metabolites (M2, M3, M4, M5 and M16) were tentatively identified. Among these metabolites, M6&M8 (demethylenation), M9&M10 (demethylation) and M19 (glucuronidation) were the major metabolites.In glutathione (GSH)-supplemented liver microsomes, 5 new GSH conjugates were found and tentatively identified. The formation was assumed to be through demethylenation of methylenedioxyphenyl to form catechol derivatives, which further underwent oxidation to form ortho-quinone intermediates, reacting with GSH to form stable adducts.CYP3A4 and 2C19 were demonstrated to be the major enzymes responsible for the bioactivation of bicyclol.This study provided valuable information on the metabolic fate of bicyclol in liver microsomes and hepatocytes, and the bioactivation pathways were reported for the first time, which would be helpful for us to understand the potential drug-drug interactions and the possible side effect of this drug.

CAS / MDL: 118159-48-1
研究领域: 药理学 · 毒理学 · 肝脏病学
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AQUACULTURE · 2025 · IF 3.9

Chlorchinaldol: A promising antiviral agent against iridoviruses in fish

Jia-Cheng Qin,Xiao-Ping Tan,Ying-Jie Jin,Guang-Shuo Wang,Shen-Ye Qu,Peng-Fei Li,Gao-Xue Wang,Fei Ling

Fish iridoviruses, including the largemouth bass virus (LMBV) and Singapore grouper iridovirus (SGIV), pose severe threats to aquaculture industries, resulting in substantial economic losses. However, no effective treatments are currently available for these viruses, underscoring the critical need to develop high-efficacy therapeutic strategies. This study identified chlorchinaldol as a compound exhibiting significant anti-LMBV activity both in vitro and in vivo in largemouth bass ( Micropterus salmoides ). Results revealed that chlorchinaldol inhibited LMBV replication in Epithelioma papulosum cyprinid (EPC) cells with a half-maximal inhibitory concentration (IC 50 ) of 9.40 μM, while concurrently reducing viral titers and cytopathic effects (CPE). Mechanistic investigations demonstrated that chlorchinaldol does not directly disrupt LMBV virion integrity but interferes with viral adsorption to host cells and suppresses late-stage viral protein synthesis. Furthermore, chlorchinaldol exhibited both prophylactic and therapeutic efficacy, significantly mitigating LMBV-induced cellular damage. In in vivo experiments, chlorchinaldol administration reduced viral loads in infected organs, ameliorated histopathological damage, upregulated immune-related gene expression, and markedly enhanced survival rates in LMBV-infected largemouth bass. Notably, chlorchinaldol also demonstrated potent anti-SGIV activity in EPC cells, with an IC 50 of 10.01 μM and suppression of viral titers and CPE. These findings collectively establish chlorchinaldol, a quinoline derivative, as a broad-spectrum antiviral agent with substantial potential for aquaculture applications.

CAS / MDL: 72-80-0
研究领域: 病毒学 · 水产养殖 · 药理学
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GREEN CHEMISTRY · 2025 · IF 9.2

Process intensification of heterogeneous dehydrochlorination of β-chlorohydrin using phase transfer catalysts

Grace Dai Zhen Lee,Zifei Yan,Jing Song,Jian Deng,Guangsheng Luo

Terminal epoxides are important monomers and modifiers that are widely used in the polymer and coating industries. Apart from direct oxidation of alkenes to produce ethylene oxide or propylene oxide, many terminal epoxides are still synthesized through the chlorohydrin method. Due to the limited mass transfer performance and complex thermodynamics and kinetics in this heterogeneous reaction system, the dehydrochlorination reaction still suffers from low reaction efficiency, large amounts of solid precipitation waste, and highly excessive use of alkali. Herein, the dehydrochlorination process of 3-chloro-2-hydroxypropyl neodecanoate (CHPDA), selected as a typical β-chlorohydrin with extremely poor solubility in water, was intensified using phase transfer catalysts (PTCs). The structure–function relationship of PTCs was elucidated and it was demonstrated that tetrabutylammonium chloride (TBACl) is one of the most effective catalysts for heterogeneous dehydrochlorination. Due to the significant promotion of mass transfer by applying a catalytic amount of TBACl, the reaction time was shortened from several hours to just 3 min, and the usage of the reactant sodium hydroxide can be reduced from multiple equivalents to nearly stoichiometric with β-chlorohydrin, while the selectivities of the side products, neodecanoic acid (NDA) and diester, were only 0.4 and 1 mol%, respectively. Compared to existing works, this study could be very helpful for the development of continuous and green synthesis technology for epoxides.

研究领域: 化学工程 · 催化化学 · 绿色化学
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MICROCHEMICAL JOURNAL · 2020 · IF 3.594

The polystyrene-divinylbenzene stationary phase modified with poly (Amine-Epichlorohydrin) for ion chromatography

Zhongping Huang,Chun Zhuge,Qiulian Zhu,Huijun Liu,Yuanbin She,Yan Zhu

A novel anion exchange stationary phase was synthesized based on polystyrene-divinylbenzene beads and poly (amine-epichlorohydrin) cationic polyelectrolyte. Epichlorohydrin and methylamine as monomers were used to prepare quaternized cationic polyelectrolyte and hyperbranched layers with a denser charged density and high hydrophilcity. Scanning electron microscopy (SEM), Brunauer–Emmett–Teller (BET), Fourier transform infrared spectra (FTIR) and elemental analysis were utilized to characterize the particle surface and chemical composition of modified microspheres. The chromatographic evaluation was investigated by separating the analytes containing of common anions (fluoride, chloride, nitrate, phosphate and sulfate) and polarizable anions (iodide, thiocyanate and thiosulfate). High column efficiency was obtained with the plate number per meter up to 20,607 N/m for chloride. Fast separation of five common anions and three polarizable anions was accomplished within 11 min. Finally, the contents of thiosulfate in water reducing agent samples were determined with the homemade column. The linearity of the method was satisfactory over a concentration range of 5–120 mg/L with a correlation coefficient of 0.9972. The relative standard deviations were all less than 1.50% for retention time, peak height and peak area. The recoveries over the range of 93.67–116.15% were obtained by analyzing real spiked samples. The result suggested that the prepared stationary phase exhibited effective separation, desirable reliability and considerable stability for application in common anions and polarizable anions analysis.

研究领域: 分析化学 · 材料科学
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