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A porous thienyl cyclodextrin polymer synthesized in a homogeneous ionic liquid catalytic system for the rapid removal of pharmaceuticals and personal care products (PPCPs)
Green Chemistry ( IF 9.3 ) Pub Date : 2021-11-19 , DOI: 10.1039/d1gc03141d Yizhou Tu 1 , Huimin Wang 1 , Pingping Yang 1 , Guizhou Xu 1 , Xuejiao Hu 1 , Aimin Li 1, 2 , Xianchuan Xie 1, 3, 4
Green Chemistry ( IF 9.3 ) Pub Date : 2021-11-19 , DOI: 10.1039/d1gc03141d Yizhou Tu 1 , Huimin Wang 1 , Pingping Yang 1 , Guizhou Xu 1 , Xuejiao Hu 1 , Aimin Li 1, 2 , Xianchuan Xie 1, 3, 4
Affiliation
Pharmaceuticals and personal care products (PPCPs) are widely distributed in aquatic environments due to their large consumption and low biodegradability, causing ecological risks. In this study, a porous thienyl cyclodextrin polymer (Th-CDP) with a specific surface area of 730 m2 g−1 was synthesized in an ionic liquid system for the first time to remove PPCPs. The green and recyclable 1-ethyl-3-methylimidazolium chloride/ferric chloride ([EMIm]Cl/FeCl3) ionic liquid was synthesized as a solvent and catalyst, superior to traditional toxic organic solvents and heterogeneous catalysts. In Th-CDP synthesis, thienyl cyclodextrin (ThCD) was synthesized, followed by polymerization with the three-dimensional cross-linking agent trimethyl orthoformate (Tmof) in [EMIm]Cl/FeCl3via the Friedel–Crafts alkylation reaction. Th-CDP shows excellent adsorption towards the studied PPCPs (diclofenac, ibuprofen, carbamazepine, and sulfamethoxazole) due to the rich pore structure. In particular, Th-CDP achieved 90% removal of hydrophobic diclofenac and ibuprofen in 5 min, and the rate constants were 16.7 and 10.5 times higher than those of activated carbon, respectively. The adsorption capacity of Th-CDP is related to the molecular weight and pKa of the compound, and is about twice that of activated carbon. Th-CDP has more pronounced adsorption advantages over activated carbon for acidic compounds due to its positive charge under neutral conditions. In addition, multiple mechanisms, including hydrophobic interaction caused by thiophene and cyclodextrin, electrostatic interaction, and heteroatom interaction (24.8% S content), enable Th-CDP to efficiently remove PPCPs. Moreover, Th-CDP has great application potential due to its excellent regenerability, anti-interference ability, and green synthesis process.
中文翻译:
在均相离子液体催化系统中合成的多孔噻吩基环糊精聚合物,用于快速去除药物和个人护理产品 (PPCP)
药品和个人护理产品(PPCPs)由于消耗量大、生物降解性低而广泛分布在水环境中,造成生态风险。在这项研究中,首次在离子液体系统中合成了比表面积为 730 m 2 g -1的多孔噻吩基环糊精聚合物 (Th-CDP)以去除 PPCP。绿色可回收的 1-乙基-3-甲基咪唑氯化物/氯化铁 ([EMIm]Cl/FeCl 3) 离子液体被合成为溶剂和催化剂,优于传统的有毒有机溶剂和多相催化剂。的TH-CDP合成,噻吩基环糊精(ThCD)合成,接着用在三维交联剂原甲酸三甲酯(TMOF)聚合[EMIM] CL /的FeCl 3经由上述Friedel-Crafts烷基化反应。由于富孔结构,Th-CDP 对所研究的 PPCP(双氯芬酸、布洛芬、卡马西平和磺胺甲恶唑)表现出极好的吸附。特别是,Th-CDP 在 5 分钟内实现了 90% 的疏水性双氯芬酸和布洛芬去除率,速率常数分别比活性炭高 16.7 和 10.5 倍。Th-CDP的吸附能力与分子量和p K有关a的化合物,大约是活性炭的两倍。由于在中性条件下带正电荷,Th-CDP 对酸性化合物具有比活性炭更明显的吸附优势。此外,包括噻吩和环糊精引起的疏水相互作用、静电相互作用和杂原子相互作用(24.8% S 含量)在内的多种机制使 Th-CDP 能够有效去除 PPCP。此外,Th-CDP由于其优异的可再生性、抗干扰能力和绿色合成工艺而具有巨大的应用潜力。
更新日期:2021-12-15
中文翻译:
在均相离子液体催化系统中合成的多孔噻吩基环糊精聚合物,用于快速去除药物和个人护理产品 (PPCP)
药品和个人护理产品(PPCPs)由于消耗量大、生物降解性低而广泛分布在水环境中,造成生态风险。在这项研究中,首次在离子液体系统中合成了比表面积为 730 m 2 g -1的多孔噻吩基环糊精聚合物 (Th-CDP)以去除 PPCP。绿色可回收的 1-乙基-3-甲基咪唑氯化物/氯化铁 ([EMIm]Cl/FeCl 3) 离子液体被合成为溶剂和催化剂,优于传统的有毒有机溶剂和多相催化剂。的TH-CDP合成,噻吩基环糊精(ThCD)合成,接着用在三维交联剂原甲酸三甲酯(TMOF)聚合[EMIM] CL /的FeCl 3经由上述Friedel-Crafts烷基化反应。由于富孔结构,Th-CDP 对所研究的 PPCP(双氯芬酸、布洛芬、卡马西平和磺胺甲恶唑)表现出极好的吸附。特别是,Th-CDP 在 5 分钟内实现了 90% 的疏水性双氯芬酸和布洛芬去除率,速率常数分别比活性炭高 16.7 和 10.5 倍。Th-CDP的吸附能力与分子量和p K有关a的化合物,大约是活性炭的两倍。由于在中性条件下带正电荷,Th-CDP 对酸性化合物具有比活性炭更明显的吸附优势。此外,包括噻吩和环糊精引起的疏水相互作用、静电相互作用和杂原子相互作用(24.8% S 含量)在内的多种机制使 Th-CDP 能够有效去除 PPCP。此外,Th-CDP由于其优异的可再生性、抗干扰能力和绿色合成工艺而具有巨大的应用潜力。