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calix[4]arene
JOURNAL OF APPLIED POLYMER SCIENCE · 2025 · IF 2.8

Preparation of Sulfonate-Functionalized Cross-Linked Polysulfone-Benzoxazine/Calix[4]Arene Copolymer for Specific Adsorption of Methylene Blue

Yukun Hu,Min Wang,Longyu Tian,Guangming Liao,Zaijun Lu

The novel cross-linked copolymer (BPSU-C4A-SPS) was synthesized by the copolymerization of benzoxazine-functionalized polysulfone (BPSU), calix[4]arene (C4A), and sodium 4-hydroxybenzenesulfonate (SPS). The material exhibited high thermal stability with a glass transition temperature ( T g ) of 285°C and a 5% weight loss temperature ( T d5 ) of 347°C, and enhanced hydrophilicity with a water contact angle of 76.5°. Moreover, adsorption studies on MB demonstrated that BPSU-C4A-SPS possesses a higher adsorption capacity than the benzoxazine-functionalized polysulfone homopolymer (BPSU-a) and the benzoxazine-functionalized polysulfone-calix[4]arene copolymer (BPSU-C4A). Adsorption followed the Freundlich isotherm and pseudo-second-order kinetics best describes the adsorption process of BPSU-C4A-SPS to MB, indicating multilayer chemisorption driven by electrostatic interactions and π-π stacking. This work provides a scalable strategy for designing stable adsorbents with synergistic effects, suitable for industrial wastewater treatment.

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BIOSENSORS & BIOELECTRONICS · 2015 · IF 6.409

Visual determination of aliphatic diamines based on host–guest recognition of calix[4]arene derivatives capped gold nanoparticles

Yangyang Chen,Jiangjiang Zhang,Yanmin Gao,Jaebeom Lee,Hongxia Chen,Yongmei Yin

Since amine compounds have been widespread pollutants in nature and they are extensively used in pharmaceutical industeries and dye manufacturing, it is highly desirable to develop simple, effective and naked-eye available analytical methods for such aliphatic diamines determination. Calixarenes as macrocycles have drawn intensive interests for fields such as biomedicine , supramolecular chemistry and smart materials. Here, instead of the normal complicated modification strategy, a facile and efficient method for one-pot synthesis of calix[4]arene crown ether (CCE4) capped gold nanoparticles (AuNPs) is proposed. The as-prepared CCE4–AuNPs are not only high water dispersity and stability even after storage for 3 months, but also capable of host–guest recognition of diamines in aqueous systems. Size-selective encapsulation of amine group between CCE4 and diamines carry out the aggregation of CCE4–AuNPs. The determination of diamines such as hexamethylenediamine or spermine can be realized by the UV–vis absorbance change and visual color difference.

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Inorganic Chemistry Frontiers · 2021 ·Vol. 8 ·期 22 ·4903-4913 · IF 6.569

Hexylresorcinol calix[4]arene-assisted synthesis of ZnO–Au micro–nano materials with enhanced photodegradation performance to degrade harmful organic compounds

Yufeng Yao,Jiayi Yuan,Ming Shen,Bin Du

In this study, hexylresorcinol calix[4]arene-ZnO-Au (HRCA-ZnO-Au) micro–nano materials are synthesized by a simple atmospheric reflux. AuCl4− ions are in situ reduced to Au by the phenolic hydroxyl groups of amphiphilic HRCA and deposited on the primarily formed ZnO sheets, which prevents Zn2+ ions in the solution from depositing at this position. Finally, the flake sample is obtained. HRCA and chloroauric acid effectively shape the morphology of ZnO from micron-sized flowers to nanometer sheets, and they significantly increase the specific surface area of the sample. Low temperature calcination of the HRCA-ZnO-Au composite micro–nano materials partially removes calixarene molecules and exposes the surface of ZnO–Au. Thus, the photocatalytic activity of ZnO–Au is significantly improved due to the synergistic effect between ZnO and Au.

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JOURNAL OF CHROMATOGRAPHY A · 2024 · IF 3.8

β-Cyclodextrin/calix[4]arene hybrid porous organic polymer membrane for synergistic extraction of fluorescent whitening agents migrating from food contact materials

Jiana Lin,Xiaoyan Ouyang,Yuling Hu,Gongke Li,Qisheng Zhong

Acurate and sensitive determination of hazards from food contact materials is important to monitor food safety. It is necessary to excavate efficient adsorbent for simultaneous recognition and adsorption of food hazards of trace level for sample preparation. In this work, β-cyclodextrin and calix[4]arene were employed as hybrid functional monomers to prepare macrocyclic porous organic polymer (β-CD-CX4 POP). It was proved that the supramolecular cavities of β-CD-CX4 POP could form inclusion complexes with fluorescent whitening agents (FWAs) through host-guest recognition, which greatly improved the adsorption performance. The hydrophobic cavities of β-cyclodextrin and calix[4]arene of β-CD-CX4 POP exhibited synergistic effect for simultaneous recognition of FWAs. The high-throughput enrichment of FWAs was realized by β-CD-CX4 POP membranes coupled with a multiple-channel syringe pump. Based on membrane-based solid-phase extraction combined with UHPLC-MS/MS, a sensitive analytical method was established to determine six FWAs. The LODs was in range of 3-50 ng/L with the linear range of 0.02-100 μg/L. The developed method was used to quantify FWAs in bread wrapper and bread, and the spiked recoveries ranged from 78.1%-119% with RSD of 2.3%-9.7%. This work indicated that β-CD-CX4 POP was promising for the simultaneous recognition and adsorption of FWAs migrating from food contact materials.

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ANALYTICA CHIMICA ACTA · 2017 · IF 4.95

Design of a calix[4]arene-functionalized metal-organic framework probe for highly sensitive and selective monitor of hippuric acid for indexing toluene exposure

Yaran Du,Xiqian Li,Haijiao Zheng,Xueju Lv,Qiong Jia

In the present work, a novel metal-organic framework (MOF) fluorescent probe was prepared by post-synthetic modification of MIL-53-NH 2 (Al) with carboxylatocalix[4]arene (CC[4]A). The introduced CC[4]A could not only enhance the fluorescence performance and the recognition ability of the probe, but also sustain the high stability under UV light and moisture conditions. A method based on the as-synthesized CC[4]A@MIL-53-NH 2 (Al) probe was established for sensing hippuric acid . The detection limit was determined to be as low as 3.7 μg mL −1 . Over the concentration range of 0.005–3 mg mL −1 , the calibration curve was obtained with a satisfactory linearity ( R 2  = 0.993). The method was successfully used for rapid and highly selective direct monitor of hippuric acid in human urine. The sensor had great potential to be used as a simple diagnostic tool for hippuric acid in human urine which is regarded as a biological index of toluene exposure.

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JOURNAL OF RADIOANALYTICAL AND NUCLEAR CHEMISTRY · 2020 ·Vol. 327 ·期 1 ·175-188 · IF 1.137

A novel magnetic functionalized m-carboxyphenyl azo calix[4]arene symmetric sulfide derivative: synthesis and application as a selective adsorbent for removal of U (VI)

Luo Jiaqi,Xu Yuli,Zhu Qiqi,Zhang Kang,Chen Fang,Yu Xiuwu,Huang Zhao,Xiao Fangzhu,Peng Guowen

A novel adsorbent magnetic functionalized m-carboxyphenyl azo calix[4]arene symmetrical sulfide derivative (Fe 3 O 4 /M-CCSSD) was fabricated by a series of simple reactions and characterized by FT-IR and SEM. The effects on U (VI) adsorption process were investigated at several conditions. The calculated data disclose that the adsorption process of U (VI) by Fe 3 O 4 /M-CCSSD is an endothermic spontaneous process, which well fits with the pseudo-second-order kinetic and Freundlich isotherm model. In the most favorable conditions, accounting for approximately 89% of U (VI) was removed. In addition, Fe 3 O 4 /M-CCSSD showed high selectivity for U (VI) and exceptional reusability.

CAS / MDL: 98-54-4
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FOOD CHEMISTRY · 2024 · IF 8.5

Host-guest mediated recognition and rapid extraction of Fusarium mycotoxins in cereals by nickel ferrite magnetic calix[4]arene-derived covalent organic framework fabricated in room-temperature

Jiana Lin,Gongke Li,Yuling Hu,Qisheng Zhong

Fusarium mycotoxins are toxic secondary fungal metabolites and widely distributed in cereals. Herein, a nickel ferrite magnetic calix[4]arene-derived covalent organic framework (NiFe 2 O 4 @CX4-COF) was meticulously designed and synthesized using a room-temperature method for the enrichment of mycotoxins. The CX4-COF exhibited a porous crystalline network with an eclipsed AA-stacking configuration. The ingenious integration of NiFe 2 O 4 , supramolecular calix[4]arene and COF contributed to host-guest mediated recognition, size-selectivity and high adsorption capacity, rapidly reaching adsorption equilibrium within only 3 min. Simulation calculations revealed that the host-guest interaction, size effect and abundant binding sites facilitated synergistically recognize and capture mycotoxins. NiFe 2 O 4 @CX4-COF has successfully applied for simultaneous extraction and analysis of mycotoxins in cereals, achieving negligible matrix effects (−14% to 13%), high sensitivity (LODs of 0.003–0.014 μg/L) and satisfactory recoveries (74.4%–116%). This work provides a prospective platform for constructing tailored macrocycle-based COFs under mild conditions for precise recognition and accurate analysis of trace hazardous substances in food.

✓ 已验证 产品关联 DOI PubMed 高影响因子
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JOURNAL OF HAZARDOUS MATERIALS · 2023 · IF 13.6

Calix[4]arene-based covalent organic frameworks with host-guest recognition for selective adsorption of six per- and polyfluoroalkyl substances in food followed by UHPLC-MS/MS detection

Zenghui Xie,Yuling Hu,Jiana Lin,Gongke Li,Qisheng Zhong

Long-term ingestion or exposure to food contaminated with per- and polyfluoroalkyl substances (PFASs) may cause potential harm to human health. Due to the low contents of PFASs in complex food matrices, it is of great significance to develop adsorbents with excellent properties to enrich PFASs before analysis. Herein, calix[4]arene (CX4) was used as building block to prepare ordered crystalline covalent organic frameworks (COFs). The perfect combination of the host-guest recognition ability of CX4 and the porosity of COFs makes the CX4-COFs selective and high adsorption capacity for linear molecular PFASs (261–1055 mg/g). The adsorption behavior and mechanism were verified by isotherm adsorption experiments and simulation calculations. The CX4-COFs were then used as adsorbents for membrane solid-phase extraction (M-SPE), combined with ultra-high performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) to determine PFASs in food. The method has low detection limits (0.11–0.28 ng/kg) and good precision (1.3%−9.8%), and has been successfully applied to the simultaneous enrichment and determination of six PFASs in fish, shrimp and shellfish. Satisfactory recoveries (79.9%−118%) were obtained. This study provides a new strategy for preparing CX4-COFs containing macrocyclic molecules with different morphologies and expands the application of COFs as attractive enrichment media for sample pretreatment .

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