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NEW JOURNAL OF CHEMISTRY · 2020 ·Vol. 44 ·期 14 ·5324-5332 · IF 3.288

Zeolitic imidazolate framework-8 coated Fe3O4@SiO2 composites for magnetic solid-phase extraction of bisphenols

Jinfei Liu,Huijiao Qiu,Fei Zhang,Yan Li

In this study, a new magnetic composite material zeolitic imidazolate framework-8 coated Fe3O4@SiO2 (Fe3O4@SiO2/ZIF-8) was prepared by in situ growth of ZIF-8 on the surface of Fe3O4@SiO2 microspheres at room temperature. In addition, it had a large surface area, high superparamagnetism and great adsorption capacity. As is well known, MOFs have extraordinary adsorption capacity. As one of the classic MOFs, ZIF-8 has open metal sites, hydrophobic properties, and especially excellent water stability. Fe3O4 is generally used for the synthesis of different magnetic materials, which can make the preconcentrated material easy to separate from the extraction medium. All these features make the composite material Fe3O4@SiO2/ZIF-8 suitable to be developed as an adsorbent for preconcentration of bisphenols (BPs) including bisphenol F, bisphenol A, bisphenol B and bisphenol AP. Most of all, applying Fe3O4@SiO2/ZIF-8 to magnetic solid-phase extraction (MSPE) coupled with high performance liquid chromatography (HPLC) for detection of BPs can greatly improve the sensitivity of the method, and the process is simple and convenient. Under the optimal conditions, four BPs were detected with large linear ranges (0.05–200 μg L−1), low limits of detection (LODs) (10–15 ng L−1), relative standard deviations (RSDs) ranging from 2.0 to 4.5% and enrichment factors (EFs) ranging from 110 to 186. Additionally, the proposed method was applied to detect BPs in water and plastic packagings of food and drinks generally used in daily life.

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NEW JOURNAL OF CHEMISTRY · 2020 ·Vol. 44 ·期 4 ·1485-1492 · IF 3.288

Metal organic framework/chitosan foams functionalized with polyethylene oxide as a sorbent for enrichment and analysis of bisphenols in beverages and water

Shuo Li,Huizhong Si,Jianshu Li,Mengtian Jia,Xiaohong Hou

In this study, a metal organic framework/chitosan/polyethylene oxide foam (MOFs/CS/PEO foam) was successfully designed and fabricated, in which polyethylene oxide (PEO) acted as a porogen to increase the adsorption capacity of the MIL-53(Al)/CS foam. The inherent characters, e.g. strength and stability, of the modified foam were also significantly improved. As MIL-53(Al) exhibits the highest adsorption capacity in both computations and experiments among the candidates such as MIL-53(Al), MIL-53(Fe), MIL-101(Cr), MIL-101(Fe), UiO-66(Zr), and MIL-100(Fe), the MIL-53(Al)/CS/PEO foam was chosen as a sorbent to develop a vortex assisted solid phase extraction method for the first time. The efficient method was then successfully applied for the extraction of a trace amount of five bisphenols (bisphenol A, bisphenol B, bisphenol C, bisphenol AF and bisphenol F) in beverages and water with plastic containers, followed by high-performance liquid chromatography-fluorescence detection. A satisfactory result of methodology validation was obtained. Under the optimum conditions, the linear ranges were 0.1–20 μg L−1 with the correlation coefficient (r2) ranging from 0.9943 to 0.9977. The method detection limits were in the range of 0.019–0.065 μg L−1. And the recoveries ranged from 72.68 to 104.6% with relative standard deviations smaller than 9.1%. The proposed hybridization foam was durable and environmentally friendly, since it still maintained adsorption ability after being recycled ten times. The novel method proposed in this work could provide technical support in the fields of environmental protection and food safety.

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MICROCHIMICA ACTA · 2020 ·Vol. 187 ·期 7 ·1-11 · IF 6.232

High-throughput screening of bisphenols using magnetic covalent organic frameworks as a SELDI-TOF-MS probe

Sun Qianqian,Gao Chaohong,Ma Wende,He Yanting,Wu Jie,Luo Kailong,Ouyang Dan,Lin Zian,Cai Zongwei

Core-shell structured magnetic covalent organic framework (Fe 3 O 4 @COF) nanospheres were rapidly synthesized at room temperature using the monodisperse Fe 3 O 4 nanoparticles (NPs) as magnetic core and benzene-1,3,5-tricarbaldehyde (BTA) and 3,3′-dihydroxybenzidine (DHBD) as two building blocks (denoted as Fe 3 O 4 @BTA-DHBD), respectively. They can serve as a mass spectrometry probe for rapid and high-throughput screening of bisphenols (BPs) from pharmaceuticals and personal care products (PPCPs) by surface-enhanced laser desorption/ionization time-of-flight mass spectrometry (SELDI-TOF-MS). The Fe 3 O 4 @BTA-DHBD nanospheres showed some superior features involving average pore size distribution (2.82 nm), high magnetization values (42.5 emu g −1 ), high specific surface area (82.96 m 2  g −1 ), and good chemical/thermal stability. It was used as both ideal adsorbent for enrichment of BPs and new substrate to assist ionization in SELDI-TOF-MS. The method exhibited good linearity in the range 0.05–4000 ng mL −1 with correlation coefficients ( r ) higher than 0.9920. Low limits of detection (LODs) (500 pg mL −1 for bisphenol A (BPA), 2 pg mL −1 for bisphenol B (BPB), 28 pg mL −1 for bisphenol C (BPC), 60 pg mL −1 for bisphenol F (BPF), 33 pg mL −1 for bisphenol AF (BPAF), 200 pg mL −1 for bisphenol BP (BPBP), 10 pg mL −1 for bisphenol S (BPS), 90 pg mL −1 for tetrabromobisphenol A (BPA(Br) 4 ), and 380 pg mL −1 for tetrabromobisphenol S (BPS(Br) 4 )) and good recoveries (80.6–115%) of BPs in PPCPs were achieved. The relative standard deviations (RSDs) of spot-to-spot ( n  = 10) and sample-to-sample ( n  = 5) were in the ranges 5–11% and 5–12%, respectively. The dual-function platform was successfully applied to the quantitative determination of BPs in PPCPs. It not only expanded the scope of the application of COFs but also provided an alternative strategy for the determination of hazardous compounds in PPCPs. Schematic representation of the synthesis of core-shell structured magnetic covalent organic framework nanospheres (Fe 3 O 4 @COFs) and its application in the analysis of bisphenols by using Fe 3 O 4 @BTA-DHBD nanospheres as a MS probe based on surface-enhanced laser desorption/ionization time-of-flight mass spectrometry.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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TALANTA · 2020 · IF 5.339

Towards online specific recognition and sensitive analysis of bisphenol A by using AuNPs@aptamer hybrid-silica affinity monolithic column with LC-MS

Weiwei Ma,Shuangfeng Wan,Chenchen Lin,Xucong Lin,Zenghong Xie

Highly specific sample pretreatment for the sensitive detection of trace bisphenol A (BPA) in compliacted samples is critical. Herein, a new protocol towards online specific recognition and sensitive detection of BPA was proposed by using [email protected] affinity monolith coupled with LC-MS. Optimization of polymerization conditions and characterization such as the morphology, energy spectrum, mechanical stability, aptamer coverage density and specific performance of the affinity monolith were studied. Nano-gold particles (AuNPs) densely distributed on the rigid hybrid-silica substrates, and an unusually high aptamer coverage density reached 3388 pmol/μL, which was favorable to fulfill the effective identification of BPA with high selectivity and inhibit the interference of analogs including BPB and BPC. A highly sensitive recognition of BPA was obtained with the limit of detection (LOD) as low as 0.02 ng/mL. Applied to dairy milk products and serum samples, trace BPA could be sensitive detected by this strategy, while the poor response was achieved by using traditional non-specific SPE column for sample pretreatment. Satisfactory recoveries of fortified BPA were measured as 97.45 ± 2.24%–98.03 ± 4.36% (n = 3) in powdered infant formulas, 96.64 ± 3.37% ~ 99.42 ± 3.22% (n = 3) in bottled milk, 94.69 ± 2.15% ~ 100.96 ± 1.94% (n = 3) in boxed milk, and 93.71 ± 1.53% ~ 96.73 ± 2.56% (n = 3) in children serum samples, respectively. This protocol lights a new access to online specific identification of trace BPA from complex matrix with good detection sensitivity by using aptamer-affinity monolithic column.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF SURFACTANTS AND DETERGENTS · 2023 · IF 1.6

Effective adsorption of bisphenol A from water using cationic surfactant-modified natural kaolin minerals

Hefei Wang,Dong Wang,Wei Ren,Tian Tian

The utilization of natural clay minerals for the adsorption of endocrine-disrupting chemicals (EDCs) presents a cost-effective and environmentally friendly approach. However, the hydrophilic nature of clay minerals' surface limits their efficacy in removing these hydrophobic pollutants. To overcome these limitations, this study employed two cationic surfactants, cetylpyridinium chloride (CPC) and cetyltrimethylammonium chloride (CTAC), to modify kaolin minerals to enhance their capacity to adsorb a specific type of EDCs, bisphenol A (BPA), and its analogs. The experimental results validated that the surfactant-modified kaolin exhibited remarkable efficiency in removing BPA from water. The equilibrium adsorption capacities of CPC-K and CTAC-K for BPA were determined to be 11.4 mg/g (pH = 2.0–8.0) and 13.4 mg/g (pH = 2.0–6.5), respectively. Kinetic analysis revealed that the BPA adsorption followed a pseudo-second-order kinetic process, while isotherm analysis suggested that the BPA adsorption was better described by the Freundlich model ( R 2 = 0.993–0.998). The surfactant-modified kaolin demonstrated a retention of over 70% of its initial adsorption capacity after five cycles of desorption and regeneration, further confirming its potential for recycling. Additionally, these modified adsorbents exhibited excellent compatibility in removing bisphenol analogs. These findings provide valuable insights into the practical application of surfactant-modified clay minerals for the elimination of hydrophobic organic pollutants from water. Graphical Adsorption of bisphenol A onto cetylpyridinium chloride (CPC) and cetyltrimethylammonium chloride (CTAC) modified-kaolin minerals

CAS / MDL: 77-40-7 112-02-7
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JOURNAL OF COLLOID AND INTERFACE SCIENCE · 2023 · IF 9.9

An all-in-one portable colorimetric detection platform for sensitive detection of bisphenol A based on target-mediated CeO2@ZIF-8/Apt biocomposites

Min Jia,Fupei Xu,Fei Zhai,Xiaoying Yu,Meixia Du

BPA aptamers functionalized cerium oxide nanoparticles encapsulated in zeolitic imidazolate framework-8 (CeO 2 @ZIF-8/Apt) were developed to fabricate an all-in-one portable platform for on-site quantitative detection of BPA. By combining biocomposites with a 3,3′,5,5′-tetramethylbenzidine (TMB)-based sodium alginate (SA) hydrogel and smartphone-based RGB analysis, highly sensitive and convenient monitoring of BPA was achieved. CeO 2 @ZIF-8 composites were constructed using a novel surfactant-modified concentration-controlled synthesis strategy. After being functionalized with BPA aptamers, CeO 2 @ZIF-8/Apt biocomposites were used as target-response colorimetric probes for target recognition and signal transduction. The oxidase-like activity of CeO 2 @ZIF-8 was effectively sealed by BPA aptamers and controllably released in a concentration-dependent manner through aptamer-BPA reactions. Utilizing SA hydrogels containing TMB in the caps, a one-step sample addition and one-pot detection can be conveniently achieved and reliably quantified by smartphone-based RGB analysis in an instrument-free way. The detection range of this portable detection platform is 50 pg/mL to 500 ng/mL with limit of detection calculated as 34.88 pg/mL, comparable to that of conventional detection in the solution system (4.57 pg/mL). The recoveries in tap water, apple juice, and milk ranged from 91.02 % and 106.75 %. This work contributes new insights into the design of all-in-one detection platforms for contaminants monitoring in resource-constrained regions.

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JOURNAL OF HAZARDOUS MATERIALS · 2023 · IF 13.6

Comprehensive analysis of bisphenol analogues in complex water using a group-targeting aptamer engineered by base mutation

Siqi Wu,Siyao Liu,Zhiming Wang,Yinguang Chen,Guohua Zhao

Bisphenol analogues (BPs) are typical environmental hormones with endocrine-disrupting effects and reproductive toxicity requiring analysis and monitoring in complex aquatic environments. However, the presence of various co-existing contaminants makes the accurate determination of total BPs difficult. To address this challenge, there is a strong need to obtain a group-targeting binder to specifically detect a class of BPs. In this work, for the first time we have identified the group-targeting BPs-aptamer with similar affinities for multiple structurally and qualitatively similar BPs. Base mutations were introduced into an aptamer specific to bisphenol A (BPA) and utilized molecular docking calculations to identify a group-targeting aptamer capable of binding BPs, including BPA, bisphenol B (BPB), bisphenol E (BPE) and bisphenol F (BPF) with binding constants in the range of 2.0 × 10 6 ∼ 2.7 × 10 6 / M. In addition, an electrochemical aptamer-based sensor (aptasensor) was constructed for highly sensitive and comprehensive analysis of a class of BPs. This aptasensor demonstrated remarkable anti-interference performance against co-existing contaminants at concentrations up to 100-fold and achieved an impressive detection limit of 6.7 pM. This innovative approach of engineering a group-targeting BPs-aptamer is important for the comprehensive analysis of BPs, providing insights into identification and monitoring a class of pollutants.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF CHROMATOGRAPHY A · 2023 · IF 4.1

Synthesis of amine-functionalized magnetic porous organic polymers for effective extraction of phenolic endocrine disrupting chemicals

Yuting Zhang,Lin Hao,Jie Li,Weihua Liu,Zhi Wang,Qiuhua Wu,Chun Wang

Amine-functionalized porous organic polymers (EDA-POP-PC and EDA-POP-BT) were prepared by post-modification of POP-PC and POP-BT with ethylenediamine (EDA) for the first time. The POP-PC and POP-BT were obtained through Friedel-Crafts acylation reaction of potassium tetraphenylborate with p -phthaloyl chloride (PC) and 1,3,5-benzenetricarbonyl trichloride (BT), respectively. The EDA-POPs exhibited superior adsorption capacity for phenolic endocrine disrupting chemicals (EDCs). After magnetically functionalization, the obtained M-EDA-POP-PC was employed as a magnetic adsorbent for enrichment of phenolic EDCs from real samples prior to high performance liquid chromatography-ultraviolet detection. The current strategy showed low detection limits (S/ N  = 3) of 0.02–0.07, 0.04–0.08 and 0.04–0.10 ng mL −1 for river water, white peach juice and lychee juice, respectively. The method recoveries were 81.7%–115% with relative standard deviations below 8.6%. The proposed strategy showed good practicality for sensitive determination of phenolic EDCs in real samples.

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CHEMICAL ENGINEERING SCIENCE · 2023 · IF 4.7

A novel magnetic porous organic cage adsorbent for high-efficient removal of endocrine disrupting chemicals from environmental water

Qiuhui Xu,Wenxiang Zhang,Quan Chi,Yuhang Yang,Xi Tan,Jikai Liu,Huaming Xiao,Xian Wang

Endocrine disrupting chemicals (EDCs) are pervasive emerging pollutants found in environmental water, stemming from their widespread use in personal consumer products. This study presents a novel magnetic Porous organic cage (POC) material, Fe 3 O 4 -COOH@CC3R-OH, which has been proven to be highly effective in eco-friendly eliminating EDCs. Featuring a tetrahedral morphology with core–shell structure, the new magnetic adsorbent boasts a substantial Brunauer-Emmett-Teller surface area of 94.02 m 2 /g and a particle pore size of 1.14 nm. Rigorous optimization of adsorption conditions for eight specific EDCs was conducted, complemented by insightful molecular docking simulations shedding light on the adsorption mechanisms. Furthermore, the developed Fe 3 O 4 -COOH@CC3R-OH magnetic solid phase extraction-assisted high performance liquid chromatography-tandem mass spectrometry (MSPE-HPLC-MS/MS) method exhibits good sensitivity and precision in the quantitative detection of EDCs in environmental water samples. This integrated approach provides a robust platform for both efficient removal and accurate detection of EDCs, advancing water quality control and safeguarding human health.

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TALANTA · 2023 · IF 6.1

Chromatographic separation performance of silica microspheres surface-modified with triazine-containing imine-linked covalent organic frameworks

Haoyu Long,Yanhao Jiang,Yanjuan Liu,Yuefei Zhang,Wei Chen,Sheng Tang

In this work, 2,4,6-tris(4-aminophenyl)-1,3,5-triazine (TAPT) and 1,3,5-tris(4-formylphenyl)benzene (TFPB) were used as monomers to construct a triazine-containing imine-linked covalent organic framework (COF), which was then bonded onto the surface of aldehydized silica (SiO 2 –CHO), and finally a COF@silica composite material (TAPT-TFPB COF@SiO 2 ) was successfully prepared. The chromatographic separation performance of SiO 2 –CHO, TAPT-TFPB COF@SiO 2 and TAPT-TFPB COF@SiO 2 /SiO 2 –CHO (80/20, mass ratio) was evaluated and compared. It was found that separation efficiency was obviously enhanced by adding an appropriate amount of SiO 2 –CHO into TAPT-TFPB COF@SiO 2 . The obtained TAPT-TFPB COF@SiO 2 /SiO 2 –CHO showed more favorable separation ability than SiO 2 –CHO and TAPT-TFPB COF@SiO 2 . Various aromatic compounds including alkylbenzenes , polycyclic aromatic hydrocarbons , environmental endocrine disruptors , foodborne stimulants and phenyl ketones were effectively separated on the TAPT-TFPB COF@SiO 2 /SiO 2 –CHO column in reversed phase chromatography mode. The silica microspheres surface-modified with triazine-containing imine-linked COFs proved to be a new type of promising chromatographic packing materials.

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SENSORS AND ACTUATORS B-CHEMICAL · 2023 · IF 8.4

Simple design of upconversion nanoparticles-based aptasensor integrated microfluidic chip for ultra-sensitive detection of bisphenol A in aquatic products

Jizhong Wu,Wenya Wei,Muhammad Zareef,Shuhua Li,Qin Ouyang,Quansheng Chen

Bisphenol A (BPA) is an endocrine disrupting chemical having estrogenic properties that can enter the body through leaking from food containers or the food chain. An upconversion nanoparticle-based aptasensor integrated with microfluidic chip was simply designed to achieve the determination of BPA in foodstuff. Core-shell structured upconversion nanoparticles with 6.41-fold luminescence enhancement were used as fluorescence donors and gold nanoparticles as fluorescence acceptors to construct fluorescence resonance energy transfer (FRET) system. The BPA aptamer serves as a link between the building of the FRET system and the BPA-specific recognition component. The fishbone-structured microfluidic chip only needs 0.5 μL sample solution and 4 min to determine the presence of BPA. The proposed method has good linearity for BPA in the range of 0.02–100 ng/mL with calibration curve of y  = 0.0918 x  + 0.6477 and limit of detection of 0.014 ng/mL. It is tremendously competitive to perform on-chip analysis that enables microsampling and rapid determination.

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ANALYTICA CHIMICA ACTA · 2023 · IF 6.2

A molecularly imprinted polymer monolithic column with dual template and bifunctional monomers for selective extraction and simultaneous determination of eight phenolics from polycarbonate cups

Yang Liu,Xueping Dang,Huaixia Chen

A molecularly imprinted polymer (MIP) monolithic column was prepared in situ in a pipette tip using phenol and bisphenol A as dual templates, 4-vinyl pyridine and β -cyclodextrin as bifunctional monomers . It was used for the selective and simultaneous solid phase extraction of eight phenolics, including phenol, m-cresol, p-tert-butylphenol, bisphenol A, bisphenol B, bisphenol E, bisphenol Z, and bisphenol AP. The MIP monolithic column was characterized by scanning electron microscopy, Fourier transform infrared spectroscopy , thermogravimetric analysis and nitrogen adsorption experiment. The results of selective adsorption experiments showed that the MIP monolithic column can selective recognize the phenolics and have excellent adsorption property. The imprinting factor for bisphenol A can be as high as 4.31, and the maximum adsorption capacity for bisphenol Z can reach 201.66 mg g −1 . Under the optimal extraction conditions, a selective and simultaneous extraction and determination method for eight phenolics was established based on the MIP monolithic column and high-performance liquid chromatography with ultraviolet detection. The linear ranges (LRs) of the eight phenolics were 0.5–200 μg L −1 , the limits of quantification (LOQs) and detection (LODs) were 0.5–2.0 μg L −1 and 0.15–0.67 μg L −1 . The method was applied to detect the migration quantity of the eight phenolics from polycarbonate cups and had satisfactory recovery. The method has the advantages of simple synthesis, short extraction time, as well as good repeatability and reproducibility, which provides a sensitive and reliable strategy for extracting and detecting phenolics from food contact material.

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