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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2024 · IF 5.7

Solar-Light-Mediated Phototransformation of Herbicide Tribenuron-Methyl Initiated by Its Coexisting Nitrate Ion in Sunlit Agricultural Drainages

Fang Xu,Yukuai Zhang,Longfei Su,Zhenxing Guo,Qiang Cheng,Liqiang Xu,Feng Wang,Guoping Sheng

Understanding the environmental fate of chemical herbicides is crucial to sustainable agriculture. Due to their joint-use with nitrogen fertilizers, their residues often coexist with NO3– in agricultural drainages. In this study, tribenuron-methyl was used as a model to evaluate the role of NO3– in the phototransformation of chemical herbicides, which was characterized by a two-stage process. Initially, a slow hydrolysis occurs (kobs = 2.573 × 10–4 min–1), producing two hydrolysis products: methyl-2-(aminosulfonyl)-benzoate (MSB) and 2-methyl-4-methylamino-6-methoxy-1, 3, 5-triazine (MMT), which can be significantly accelerated by solar irradiation (kobs = 2.152 × 10–2 min–1). Subsequently, MSB undergoes a rapid NO3–-initiated photodegradation process (kobs = 2.251 × 10–2 min–1). MMT was identified as the refractory unit and undergoes a slow NO3–-initiated photodegradation process (kobs = 4.494 × 10–4 min–1). The underlying mechanisms were elucidated through electron paramagnetic resonance spectroscopy and reactive species quenching experiments. This study fills a knowledge gap on the interaction between NO3– and chemical herbicides, highlighting the pivotal role of NO3– in the phototransformation of chemical herbicides.

研究领域: 环境科学 · 农业科学
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MICROCHIMICA ACTA · 2018 ·Vol. 185 ·期 12 ·1-9 · IF 5.705

A magnetic knitting aromatic polymer as a new sorbent for use in solid-phase extraction of organics

Gao Tian,Wang Junmin,Hao Lin,Yang Xiumin,Wang Chun,Wu Qiuhua,Wang Zhi

Magnetic knitting aromatic polymers (Fe 3 O 4 /KAPs) are introduced here as a new kind of sorbents. KAPs are hyper-cross-linked-polymers that were prepared via a Friedl-Crafts reaction from triphenylphosphine and benzene as building blocks. The Fe 3 O 4 /KAP composite was obtained by coprecipitation of KAP with magnetite nanoparticles. The resulting Fe 3 O 4 /KAP is shown to be a viable magnetic sorbent for various organic materials such as the phenylurea herbicides (PUHs), including metoxuron, monuron, chlortoluron, monolinuron and buturon, and also for various phthalates, polycyclic aromatic hydrocarbons and chlorophenols. The Fe 3 O 4 /KAP was characterized by means of Brunauer-Emmett-Teller surface area measurements, Fourier-transform infrared spectroscopy, thermogravimetry, X-ray diffraction, scanning electron microscopy and transmission electron microscopy. Following desorption with acetonitrile, the analytes were quantified by using HPLC with UV detection. The effects of adsorbent dosage, extraction time, sample pH, ionic strength, desorption solvent and desorption time were optimized for the PUHs. Under optimal conditions, response is linear from 0.5–1.0 up to 50 ng·mL −1 for the five PUHs. Lower limits of detection range between 0.05 and 0.30 ng·mL −1 . Other figures of merit include (a) high enrichment factors (60–297), (b) good recoveries (91.8–106.5%), and (c) relative standard deviations of <8.4%. The method was successfully applied to analysis of the PUHs in real samples (bottled mixed juice, milk and soymilk). The results indicate that such Fe 3 O 4 /KAPs have a wide application scope as an adsorbent for use in magnetic solid phase extraction. A magnetic knitting aromatic polymer based nanocomposite (Fe 3 O 4 /KAP) was prepared by a one-pot method and explored as an absorbent for magnetic solid-phase extraction (MSPE) of phenylurea herbicides (PUHs) from bottled mixed juice, milk and soymilk samples before quantitation by HPLC with UV detection.

研究领域: 分析化学 · 环境科学
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JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY · 2018 · IF 3.412

Degradation of Phenylurea Herbicides by a Novel Bacterial Consortium Containing Synergistically Catabolic Species and Functionally Complementary Hydrolases

Long Zhang,Ping Hang,Qiang Hu,Xiao-Long Chen,Xi-Yi Zhou,Kai Chen,Jian-Dong Jiang

Phenylurea herbicides (PHs) are frequently detected as major water contaminants in areas where there is extensive use. In this study, Diaphorobacter sp. strain LR2014-1, which initially hydrolyzes linuron to 3,4-dichloroanaline, and Achromobacter sp. strain ANB-1, which further mineralizes the produced aniline derivatives, were isolated from a linuron-mineralizing consortium despite being present at low abundance in the community. The synergistic catabolism of linuron by the consortium containing these two strains resulted in more efficient catabolism of linuron and growth of both strains. Strain LR2014-1 harbors two evolutionary divergent hydrolases from the amidohydrolase superfamily Phh and the amidase superfamily TccA2, which functioned complementarily in the hydrolysis of various types of PHs, including linuron (N-methoxy-N-methyl-substituted), diuron, chlorotoluron, fluomethuron (N,N-dimethyl-substituted), and siduron. These findings show that a bacterial consortium can contain catabolically synergistic species for PH mineralization, and one strain could harbor functionally complementary hydrolases for a broadened substrate range.

研究领域: 环境科学 · 微生物学
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Separation Science Plus · 2018 ·Vol. 1 ·期 5 ·359-366 · IF 0

Phthalocyanine-containing polymer derived porous carbon as a solid-phase extraction adsorbent for the enrichment of phenylurea herbicides from water and vegetable samples

Yao Wang,Ruobai Xiao,Ershun Yang,Qiuhua Wu,Chun Wang,Zhi Wang

In this study, a porous carbon was prepared by the carbonization of a phthalocyanines-containing polymer. The carbon material was characterized by using scanning electron microscope, transmission electron microscope, X-ray diffraction and N 2 adsorption–desorption isotherms. The material was used as the solid phase extraction adsorbent for the enrichment of five phenylurea herbicides (monuron, monolinuron, isoproturon, chlortoluron, and buturon) from water and vegetable samples prior to high performance liquid chromatographic analysis. Under the optimized conditions, a good linearity for the analytes existed in the range of 0.1–80.0 ng/mL for water samples, 0.5–80.0 ng/g for white turnip samples, and 0.2–80.0 ng/g for cucumber samples, with determination coefficients of 0.9987–0.9998. The limits of detection for the five analytes at a signal to noise ratio of 3 were 0.01–0.02 ng/mL for water, 0.05–0.10 ng/g for white turnip and 0.03–0.05 ng/g for cucumber. The limits of quantification at the signal to noise ratio of 9 were 0.03–0.06 ng/mL for water, 0.15–0.3 ng/g for white turnip, and 0.1–0.15 ng/g for cucumber.

研究领域: 分析化学 · 环境科学
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JOURNAL OF HAZARDOUS MATERIALS · 2022 · IF 14.224

Photodegradation of phenylurea herbicides sensitized by norfloxacin and the influence of natural organic matter

Haiyan Wang,Teng Zhang,Yuefei Ji,Junhe Lu

The photochemical activity of fluoroquinolone antibiotics (FQs) has gained attention due to the discovery of their phototoxicity and photocarcinogenicity in clinics. This study reveals that norfloxacin (NOR) can sensitize the photodegradation of phenylurea (PU) herbicides. This is attributed to the formation of an excited triplet of norfloxacin ( 3 NOR*) by UV-A irradiation of its quinolone chromophore , which can further react with O 2 to form singlet oxygen ( 1 O 2 ). The second-order rate of 3 NOR* with PU ranges from 1.54 × 10 10 to 2.76 × 10 10 M −1 s −1 . The steady-state concentrations of 3 NOR* were calculated as (4.29–31.2)× 10 −16 M at 10 μM NOR under UV 365nm irradiation. Natural organic matter (NOM) inhibited the degradation of PU induced by 3 NOR*. In the presence of 10 mg L −1 NOM, the pseudo-first-order rate constants (k obs,NOM ) of the degradation of diuron (DIU), isoproturon (IPU), monuron (MOU), and chlorotoluron (CLU) decreased by 65%, 19%, 36%, and 62%, respectively. NOM mainly acts as a reductant which reacted with the radical intermediates of the PU generated by 3 NOR*oxidation, thus reversing the oxidation . The inhibitory effect increases with increasing NOM concentration. Results of this study underscore the role of NOR as a photosensitizer in accelerating the abatement of PU pesticides in sunlit surface waters. This study significantly advances the understandings of the behavior of NOR in aquatic environments.

CAS / MDL: 70458-96-7
研究领域: 环境科学 · 光化学
✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF CHROMATOGRAPHY A · 2020 · IF 4.049

Imidazolium ionic-liquid-modified phenolic resin for solid-phase extraction of thidiazuron and forchlorfenuron from cucumbers

Pengfei Li,Yanke Lu,Jiangxue Cao,Mengyuan Li,Chunliu Yang,Hongyuan Yan

An imidazolium ionic-liquid-modified phenolic resin (ILPR) was synthesized using 3-aminophenol as a functional monomer, glyoxylic acid as a green cross-linker, and polyethylene glycol 6000 as a porogen. The obtained ILPR showed better extraction of benzoylurea plant hormones thidiazuron and forchlorfenuron than the unmodified phenolic resin because the imidazolium IL provides more interaction modes with the analytes. ILPR, as a tailored adsorbent for solid-phase extraction, was coupled with high-performance liquid chromatography (ILPR‒SPE‒HPLC) for the simultaneous determination of thidiazuron and forchlorfenuron in cucumbers. Good linearity of the ILPR‒SPE‒HPLC method was obtained, ranging from 0.0100 to 5.00 μg g −1 with a correlation coefficient ( r ) ≥ 0.9999. The recoveries of spiked samples ranged from 91.4% to 100.7% with a relative standard deviation of ≤ 6.0%.

研究领域: 分析化学 · 食品科学
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ANALYTICA CHIMICA ACTA · 2022 · IF 6.911

One-pot fabrication of poly (ionic liquid)s functionalized magnetic adsorbent for efficient enrichment of phenylurea herbicides in environmental waters

Kaisheng Hong,Youfang Huang,Lingxin Zheng,Xinyi Zheng,Xiaojia Huang

Efficient capture is an essential procedure in the highly sensitive monitoring of phenylurea herbicides (PUHs) in various environmental waters. Herein, a new poly (ionic liquid)s functionalized magnetic adsorbent (PFMA) was conveniently fabricated by means of “one-pot” strategy. The preparation procedure was quite simple by mixing 1-allyl-3-methylimidazoliumbis[(trifluoromethy)sulfonyl]imide, ethylene glycol dimethacrylate , Fe 3+ , Fe 2+ , mixed solution of dimethyl sulfoxide/H 2 O and azobisisobutyronitrile in one pot, and the total reaction time was just 3.0 h which was far shorter than that needed in previous approaches. A series of characterized techniques were employed to observe and inspect the morphology, structure and magnetic properties of prepared PFMA. Results revealed that the adsorbent contained abundant functional groups and superior magnetic property. Combing with magnetic solid-phase extraction (MSPE) format, the resultant PFMA displayed high capture capability towards studied PUHs through multiple interactions, and the enrichment factors were in the range of 126–227. Under the selected extraction parameters, the introduced PFMA/MSPE was combined with HPLC equipped with diode array detector (HPLC/DAD) to measure investigated PUHs at trace levels in various environmental waters. Wide linear range (0.010–200 μg/L), low limit of detection (0.0025–0.015 μg/L) and good precision (RSDs<10%) were achieved. The reliability and practicality of established approach was demonstrated by quantifying trace studied PUHs in various waters. Satisfactory fortified recoveries (80.2–119%) and repeatability were achieved. The results well evidence that the prepared PFMA is a good alternative for capture PUHs, and the introduced approach has wide prospect in the analyzing trace levels of PUHs in water and other complex samples.

研究领域: 分析化学 · 环境科学
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JOURNAL OF CHROMATOGRAPHY A · 2018 · IF 3.716

Use of a hypercrosslinked triphenylamine polymer as an efficient adsorbent for the enrichment of phenylurea herbicides

Xinyu Liang,Juntao Wang,Qiuhua Wu,Chun Wang,Zhi Wang

A hypercrosslinked triphenylamine polymer (HCTPA) was prepared through a simple one-step Friedel-Crafts alkylation reaction. The HCTPA had an extended π-conjugated system, large specific surface area and high micropore volume. In order to evaluate its extraction performance, the HCTPA was used as the adsorbent for the solid-phase extraction of the phenylurea herbicides (monuron, chlortoluron, isoproturon, monolinuron and buturon) from watermelon, tomato and cucumber samples. The main parameters that could affect the extraction efficiency including the sample volume, sample solution pH, sample solution loading rate and desorption conditions were investigated and optimized. Under the optimized conditions, the HCTPA showed a good extraction performance for the target analytes. The linear range for the quantification of the analytes was in the range of 0.4–160.0 ng g −1 with the correlation coefficients of 0.9996–0.9999. The limits of detection (S/N = 3) of the analytes by the method ranged from 0.06 to 0.12 ng g −1 for watermelon and tomato, and 0.06–0.15 ng g −1 for cucumber samples. The recoveries of the analytes for the method were between 83.1% and 112.5% with the relative standard deviations below 5.5%. These results indicate that the HCTPA can be used for the enrichment of phenylurea herbicides from complex matrix samples like watermelon, tomato and cucumbers.

研究领域: 分析化学 · 环境科学
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Food Analytical Methods · 2013 ·Vol. 7 ·期 5 ·1097-1102 · IF 1.969

Graphene Reinforced Hollow Fiber Liquid Phase Microextraction for the Enrichment of some Phenylurea Residues in Milk Sample

Sun Meng,Tang Ranxiao,Wu Qiuhua,Wang Chun,Wang Zhi

Graphene, as a kind of novel and interesting carbon material, has gained much attention in recent years. In this paper, a new sample preparation technique, graphene reinforced hollow fiber liquid phase microextraction (G-HF-LPME), was developed and used to pre-concentrate some phenylurea herbicides (chlortoluron, isoproturon, diuron, monolinuron, and buturon) in milk sample prior to high-performance liquid chromatography–ultraviolet detection. Different parameters influencing the extraction efficiency of the G-HF-LPME were investigated and optimized. Under the optimized conditions, a good linearity was observed in the range between 10.0 and 400.0 μg L −1 with the correlation coefficients ranging from 0.9911 to 0.9987. The limit of detection ( S / N  = 3) of the method was lower than 2.0 μg L −1 . The developed method is simple, efficient, and has been successfully applied to the determination of the phenylureas in milk samples.

研究领域: 分析化学 · 食品科学
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JOURNAL OF CHROMATOGRAPHY A · 2017 · IF 3.981

Triphenylamine-based hypercrosslinked organic polymer as adsorbent for the extraction of phenylurea herbicides

Juanjuan Wu,Ruiyang Ma,Lin Hao,Chun Wang,Qiuhua Wu,Zhi Wang

A hypercrosslinked organic polymer material (named as PPTPA) was prepared by a simple one-step self-polycondensation of triphenylamine. A series of characterization experiments, including N 2 adsorption, scanning electron microscopy, X-ray diffraction, Fourier transform infrared spectra, and thermogravimetric analysis, were carried out to evaluate the morphology, structure and other intrinsic properties of the PPTPA. To investigate its adsorption performance, the PPTPA was used as the solid-phase extraction adsorbent for the extraction of phenylurea herbicides from water, milk and tomato juice samples followed by high-performance liquid chromatographic analysis. Under optimum conditions, good linearity for the analytes was observed in the range of 0.05–40.0   ng   mL −1 , 0.1-40.0   ng   mL −1 and 0.5–40.0   ng   mL −1 for water, milk and tomato juice samples, respectively. The established method also showed low limits of detection (S/N   =   3) in the range of 0.008–0.01   ng   mL −1 , 0.01–0.03   ng   mL −1 and 0.05–0.1   ng   mL −1 for water, milk and tomato juice samples, respectively. The possible adsorption mechanism of the PPTPA towards the analytes was investigated, and the results demonstrated that the hydrogen bonding was the main interaction force between the PPTPA and the analytes. It suggests that the PPTPA can serve as a promisingadsorbent for the efficient pre-enrichment of organic compounds with more hydrogen-bonding donor sites.

研究领域: 环境科学 · 分析化学
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JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES · 2021 · IF 3.205

In-syringe temperature-controlled liquid–liquid microextraction based on solidified floating ionic liquid for the simultaneous determination of triazine and phenylurea pesticide in vegetable protein drinks

Weili Xu,Jilong Li,Ji Feng,Zhibing Wang,Hanqi Zhang

A novel in-syringe temperature-controlled liquid–liquid microextraction based on solidified floating ionic liquid (in-syringe TC-LLME-SFIL) combined with high performance liquid chromatography was developed for the simultaneous determination of monuron, chlorotoluron, atrazine, monolinuron, propazine and prometryn in commercial vegetable protein drinks. The samples were deproteinized by trichloroacetic acid and further cleaned up by solid phase extraction column. The ionic liquid tributyldodecylphosphonium tetrafluoroborate ([P 4 4 4 12 ]BF 4 ) was used as extraction solvent and dispersed into the depurated sample solution to form fine droplets with the assistance of heating and vortex. With the help of an ice bath, the ionic liquid phase solidified and floated on the surface of aqueous phase. After separation from the aqueous phase, the solidified ionic liquids were dissolved with acetonitrile and the resulting solution was analyzed by high performance liquid chromatography. Some extraction parameters, including type and amount of adsorbent, type and amount of ionic liquids, amount of NaCl, melting temperature and time of ionic liquid, vortex time, pH of sample solution, ice bath temperature and time, were investigated and optimized by single-factor experiment, Plackett-Burman design and Box-Behnken design. The results showed that good linearities ( r  ≥ 0.9994) were obtained in the concentration range of 7.8–1000.0 μg/L. The limits of detection and quantification were in the range of 0.25–2.59 μg/L and 0.82–8.63 μg/L, respectively. The spiked recoveries were 81.26–118.42% with the relative standard deviation (RSD, n =  3) lower than 8.17%. The present method was successfully applied to the simultaneous determination of triazine and phenylurea herbicides in vegetable protein drinks.

研究领域: 分析化学 · 食品科学
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JOURNAL OF CHROMATOGRAPHY A · 2025 · IF 4

Preparation of boric acid functionalized hyper-crosslinked polymer for efficient extraction of phenylurea herbicides from lake water, green tea drink and tomato samples

Zichen Zhao,Ruiyang Ma,Juntao Wang,Qing Zhang,Miao Jing,Chun Wang,Qiuhua Wu,Zhi Wang

A boric acid functionalized hyper-crosslinked polymer (HCP), designated as NPCBA/TBM-HCP, was successfully synthesized via Friedel-Crafts reaction by copolymerizing N-phenylcarbazole-2-boronic acid (NPCBA) and 2,4,6-Tris(bromomethyl)mesitylene (TBM). The NPCBA/TBM-HCP showed a large surface area and a good adsorption property for phenylurea herbicides (PUHs). A method with NPCBA/TBM-HCP based solid phase extraction and high-performance liquid chromatographic detection was developed for the simultaneous analysis of PUHs in lake water, green tea drink and tomato samples. Under the optimized experimental conditions that the amount of the NPCBA/TBM-HCP was 30 mg, sample solution was 100 mL, sample loading rate was 4 mL min -1 , and eluent was 0.3 mL acetonitrile, the linear response for the PUHs was in the range of 0.06–80.0 ng mL -1 , 0.6–80.0 ng mL -1 and 0.9–200 ng g -1 for lake water, green tea drink and tomato samples, respectively, with a good linearity (the coefficients of determination ( r 2 ) ≥ 0.9916). The detection limits (S/N = 3) for lake water, green tea drink and tomato samples were 0.02–0.03 ng mL -1 , 0.2 ng mL -1 and 0.3–0.5 ng g -1 , respectively. The method recoveries for spiked samples were 80.0 %-119.1 % and RSDs were lower than 9.9 % for the determination. The method provides a new and feasible approach for the determination of phenylurea herbicide in real samples.

研究领域: 分析化学 · 环境科学 · 食品科学
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