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苯氧乙酸
NEW JOURNAL OF CHEMISTRY · 2017 ·Vol. 41 ·期 22 ·13319-13326 · IF 3.269

Facile synthesis, crystal structure and bioactivity evaluation of two novel barium complexes based on 2,4,6-trichlorophenoxyacetic acid and o-ferrocenylcarbonyl benzoic acid

Xiuling Xu,Fan Hu,Qi Shuai

Two novel Ba(II) complexes [Ba(TCPA)2(H2O)4] 1 and [Ba(H2O)8]·2(o-FcCOC6H4COO)·6H2O 2 [HTCPA = 2,4,6-trichlorophenoxyacetic acid and o-HOOCC6H4-COFc = o-ferrocenylcarbonyl benzoic acid] have been synthesized by a facile microwave method. The solid-state structures were well established by means of X-ray crystallography as well as routine analysis of the infrared spectrum (FTIR), elemental analysis, field emission scanning electron microscopy (FESEM) and thermogravimetric analysis (TG). Different polyhedra of tricapped triangular prisms for 1 and dodecahedra for 2 were present. It is worth noting that the central Ba(II) ion in 1 is nine-coordinated by two carboxylate oxygen atoms from TCPA ligands and seven oxygen atoms from coordinated water molecules. By contrast, the eight-coordinated Ba(II) in 2 forms barium-water clusters assembled by O–H⋯O hydrogen-bonds contributed by coordinated water molecules. The uncoordinated o-OOCC6H4-COFc ligands in 2 play a key role in the process of charge balance. FESEM images exhibited different surface appearances between the ligand and barium complexes, that is: flower-like HTCPA, branch-like o-HOOCC6H4-COFc, block-like complex 1 and corner-truncated cubes for complex 2. The allelopathic activity of the complexes and their corresponding ligands was evaluated against two herbaceous plants of barnyard grass and turnip (Raphanus sativus). All the tested compounds showed certain activity with good RI values. An antifungal bioassay was also carried out in vitro on three strains of Botrytis cinerea Pers., Glomerella cingulata Schr and Cytospora sp. Complex 1 and HTCPA can work against all three tested fungi, whereas o-HOOCC6H4-COFc and 2 only worked for Botrytis cinerea Pers. The complex presented in this paper has potential applications in weed control, and this work provides an experimental basis for future studies on Ba-based pesticides.

研究领域: 无机化学 · 金属配合物化学 · 农业化学 · 晶体工程 · 植物生理学 · 农药学 · 生物活性评估
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ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH · 2016 ·Vol. 23 ·期 10 ·10050-10057 · IF 2.76

Hydrothermal electrocatalytic oxidation for the treatment of herbicides wastewater

Xiao Hanshuang,Lv Baoying,Gao Junxia,Zhao Guohua

A hydrothermal electrocatalytic oxidation (HTECO) method is adopted to treat the biorefractory and toxic 2,4-dichlorophenoxyacetic acid (2,4-D) herbicides wastewater on nano-Pt/Ti electrode in the existence of H 2 O 2 . Comparisons for the removal of 2,4-D and total organic carbon (TOC) have been carried out between HTECO with individual electrochemical oxidation (EO) and hydrothermal catalytic oxidation (HTCO), showing that high mineralization efficiency was obtained in HTECO process. The possible factors resulting in the high removal efficiency in HTECO process have been studied by investigating the properties of the electrode and solution in hydrothermal condition, the amount of active radicals, the decay kinetic, and evolution of main intermediates of 2,4-D. Thus, an enhanced mechanism for HTECO method for the treatment of herbicides wastewater has been obtained.

研究领域: 环境工程 · 电化学工程 · 水污染控制 · 高级氧化技术 · 环境催化 · 污染物降解动力学
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CHEMISTRY & BIODIVERSITY · 2026 ·Vol. 23 ·期 1 ·e02728 · IF 2.5

Synthesis and Herbicidal Evaluation of Novel Ammonium Phenoxyacetates Based on Camphene-Derived Primary Amine

Ziqiang Zhao,Yanqun Huang,Hongyun Lan,Daozhan Huang,Rimei Chen,Libing Xu,Zhenfang Li,Zhiqing Ning,Yu Feng

To increase solubility, amines, including dimethylamine (DMA) and isopropylamine, are included in commercial formulations of phenoxyacetic acid herbicides, such as 2,4-dichlorophenoxyacetic acid (2,4-D) and 2-methyl-4-chlorophenoxyacetic acid (MCPA), but amine volatilization during production and use poses challenges for the social environment and living organisms. To mitigate the problem by replacing currently applied volatilized amines and developing high-efficacy and environment-friendly herbicides, three camphene-derived ammonium phenoxyacetates and one glyphosate were synthesized and characterized. The preliminary herbicidal activity tests showed that several compounds displayed higher herbicidal performance against Lolium multiflorum Lam. and Brassica campestris than their corresponding herbicide-amine salts. Compared to DMA salts of 2,4-D and MCPA, compounds 5b – 5c containing one or two chlorine atoms presented similar or higher herbicidal activity against B. campestris even at a lower concentration (0.0006 mmol/L). Besides, compound 5b with the half maximal inhibitory concentration (IC 50 ) value of 0.000281 mmol/L against B. campestris shoot growth showed 611.7% higher herbicidal activity than that of DMA salt of 2,4-D, whereas compound 5c with an IC 50 value of 0.026 mmol/L against L. multiflorum Lam. shoot growth presented 38.5% higher herbicidal activity than DMA salt of MCPA. This study indicated that compounds 5b – 5c could be promising herbicidal candidates. Graphical To mitigate amine-induced problems and find high-efficacy herbicidal alternatives with low toxicity, four water-soluble camphene-derived ammonium salts were synthesized using camphene-derived primary amine and different commercial herbicides. Most compounds displayed superior herbicidal activity against Lolium multiflorum Lam . and Brassica campestris than their herbicide-amine salts. Particularly, compound 5b with an IC 50 value of 0.000281 mmol/L against Brassica campestris shoot growth showed over 7-fold higher herbicidal activity than 2,4-D dimethylamine salt, indicating its potential for practical application in sustainable agriculture.

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RSC Advances · 2025 ·Vol. 15 ·期 45 ·38251-38259 · IF 4.6

Novel phenoxyacetic herbicides synthesized from longifolene-derived primary amine for sustainable weed management

Yanqun Huang,Pingping Lu,Hongyun Lan,Daozhan Huang,Yu Feng,Fengguo Ya,Ziqi Gao,Jiaxin Wen,Ziqiang Zhao

Because of low water solubility, herbicides containing a phenoxy acid group, such as 2,4-dichlorophenoxyacetic acid (2,4-D) and 2-methyl-4-chlorophenoxyacetic acid (MCPA), are applied with an amine, like dimethylamine (DMA) and isopropylamine (IPA), to form ammonium salts. However, the use of amine poses substantial health and environmental risks during manufacturing and utilization. The development of non-toxic high-performance herbicidal formulations using natural compounds is therefore highly desired but remains limited. In this work, three longifolene-derived ammonium phenoxyacetates and one glyphosate were synthesized and characterized. Their herbicidal activities were evaluated against Lolium multiflorum Lam. and Brassica campestris. The results showed that almost all target compounds exhibited higher herbicidal activity than DMA or IPA formulations prepared by their corresponding commercial herbicides. Particularly, compounds 6b and 6c containing the Cl atom tended to be the most active candidates, especially with notable half maximal inhibitory concentrations (IC50) values of around 0.0002 mmol L−1 against the root and shoot growth of Brassica campestris, which both showed complete inhibition for Lolium multiflorum Lam. root growth and Brassica campestris shoot growth at concentrations of 0.039 and 0.156 mmol L−1, respectively. In addition, compound 6c showed a good broad-spectrum herbicidal effect on the root growth of 6 different weeds, especially on rice, with an IC50 of 0.000085 mmol L−1. It is suggested that compounds 6b and 6c could be considered as promising botanical herbicides for sustainable weed management.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF MATERIALS SCIENCE · 2020 ·Vol. 55 ·期 16 ·6848-6860 · IF 3.553

Preparation of molecularly imprinted polymers for sensing of 2,4-dichlorophenoxyacetic acid residues in environmental water and mixed juice

Wu Xuewen,Jiao Tiantian,Xu Changli,Li Wei,Xiong Yan

In this paper, we reported a rapid and simple approach to synthesize molecularly imprinted polymers (MIPs) materials for sensing of 2,4-dichlorophenoxyacetic acid (2,4-D) residues in environmental water and mixed juice. Initially, MIPs materials were prepared via visible light-initiated reversible addition-fragmentation chain transfer (RAFT) emulsion polymerization at ambient temperature using 2,4-D and its analogs as template molecules, in which 4-vinyl pyridine (4-VP), ethylene glycol dimethacrylate (EGDMA), (2,4,6-trimethylbenzoyl) diphenylphosphine oxide (TPO), 2-(((dodecylthio)carbonothioyl)thio)-2-methylpropanoic acid (DDMAT) were functional monomer, cross-linker, visible light initiator and RAFT agent, respectively. Then, the morphologies of the MIPs materials were characterized by FT-IR, SEM and DLS. The results showed that the MIPs materials were well-distributed spherical particles with sizes ranging from 1 to 2 μm. Furthermore, a four-channel MIPs sensor array included four polymer microspheres with a fluorescent dye displacement procedure was developed to distinguish the templates and their chemical analogs at the ppm concentration level. With the support of principal component analysis and hierarchical cluster analysis, the four-channel MIPs sensor array proves to be a simple and effective method to recognize and distinguish the templates and nontemplates in aqueous solution with 100% accuracy. Finally, the four-channel MIPs sensor array was also found to have satisfactory accuracy in monitoring 2,4-D contaminated environmental water and mixed juice.

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FOOD CHEMISTRY · 2020 · IF 6.306

Magnetic dummy-template molecularly imprinted polymers based on multi-walled carbon nanotubes for simultaneous selective extraction and analysis of phenoxy carboxylic acid herbicides in cereals

Xucan Yuan,Yunxia Yuan,Xun Gao,Zhili Xiong,Longshan Zhao

A novel of magnetic dummy-template molecularly imprinted polymers (mag-MWCNTs-DMIPs) were prepared by surface molecular imprinting technique. The structure of polymers were characterized and the binding properties were assessed by adsorption experiments. The synthetic mag-MWCNTs-DMIPs exhibit satisfying adsorption capacity, excellent selectivity and fast adsorption rate toward phenoxy carboxylic acid (PCA) herbicides. Afterwards, a reliable analytical method for selective separation and determination of trace PCA herbicides in cereals was established by using magnetic solid-phase extraction (mag-MWCNTs-DMIPs as magnetic adsorbent) and UPLC-MS/MS detection. A series of requisite factors were optimized in detail to achieve expected extraction performance. Under the optimum MSPE parameters, the mean spiked recoveries for analytes in different cereals ranged from 86.7% to 95.2% with intra- and inter-day precision not greater than 8.5% and 10.6%, respectively. At last, the developed method was successfully utilized for determination the four PCA herbicides in actual cereals.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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FOOD CHEMISTRY · 2018 · IF 4.946

Cationic gemini surfactant-resorcinol-aldehyde resin and its application in the extraction of endocrine disrupting compounds from food contacting materials

Shijuan Zhang,Ting Xu,Qian Liu,Jiammin Liu,Fengli Lu,Mingbo Yue,Yanxin Li,Zhiwei Sun,Jinmao You

A new cationic gemini surfactant-resorcinol/formaldehyde resin was designed and synthesized. Cationic gemini surfactant was introduced into the resorcinol/formaldehyde resin for the first time and led to the retention of negatively charged endocrine disrupting compounds (EDCs) through electrostatic interactions, hydrogen bonding and π-π interactions. The synthesized material showed good performance in the dispersive micro-solid phase extraction (D-μ-SPE) of EDCs such as alkylphenol and phenoxy acid herbicides from food packaging migrants. Extraction parameters such as pH, adsorbent dose, extraction time and salting out effect were optimized. The limits of detections were in the range of 0.5–0.8 ng/mL, and the recoveries were in the range of 90–100%. The developed method was applied to the analysis of EDCs from food contacting materials migrants with pentachlorophenol, 2,4-dichlorophenoxyacetic acid and bisphenol A detected in the concentration range of 0.2–1.2 mg/kg. It also showed great potential in the D-μ-SPE of other compounds with negative charge or high hydrophobicity.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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Catalysis Science & Technology · 2019 ·Vol. 9 ·期 18 ·5130-5141 · IF 5.726

Enhanced electrocatalytic dechlorination of 2,4-dichlorophenoxyacetic acid on in situ prepared Pd-anchored Ni(OH)2 bifunctional electrodes: synergistic effect between H* formation on Ni(OH)2 and dechlorination steps on Pd

Shuang Song,Qiuxiang Liu,Jinhui Fang,Weiting Yu

The reductive dechlorination of chlorinated organic compounds (COCs) is very important to reduce the toxicity of waste effluents produced from pharmaceutical, electronics, dyestuff, pesticide, paper, and plastics industries. Electrochemical dechlorination as a green technology under mild reaction conditions is widely used in the reductive dechlorination of COCs using Pd as the electrode. Currently, the challenges of this method are the need to use large Pd loadings and the low dechlorination efficiency. Efforts were made in this work to reduce the loading of Pd and improve the efficiency using 2,4-dichlorophenoxyacetic acid (2,4-D) as a probe molecule for COCs in dechlorination. In this study, Pd-anchored Ni(OH)2/Ni-foam bifunctional electrodes were prepared in situ and for the first time applied in the reductive dechlorination of COCs. The results indicate that the dechlorination efficiency of 2,4-D can be enhanced on Pd-anchored Ni(OH)2/Ni-foam bifunctional electrodes even at a low Pd loading (<2 mg cm−2). A synergistic effect is found for 2,4-D dechlorination: H* formation on Ni(OH)2 and dechlorination steps on Pd. The enhanced dechlorination efficiency might be related to the shortened transport route between Ni(OH)2 and Pd active centers for H*.

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