3 research outputs found

    Porous Polymers Containing Metallocalix[4]arene for the Extraction of Tobacco-Specific Nitrosamines

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    We designed porous polymers with a tungsten-calix[4]arene imido complex as the nitrosamine receptor for the efficient extraction of tobacco-specific nitrosamines (TSNAs) from water. The interaction between the metallocalix[4]arene and the TSNA, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (nicotine-derived nitrosamine ketone, NNK) was investigated. We found that the incorporation of the nitrosamine receptor into porous polymers increased their selectivity toward NNK over nicotine. The polymer with an optimal ratio of calixarene-containing and porosity-inducing building blocks showed a high maximum adsorption capacity of up to 203 mg/g toward NNK under sonication, which was among the highest values reported. The adsorbed NNK could be removed from the polymer by soaking it in acetonitrile, enabling the adsorbent to be reused. A similar extraction efficiency to that under sonication could be achieved using the polymer-coated magnetic particles under stirring. We also proved that the material could efficiently extract TSNAs from real tobacco extract. This work not only provides an efficient material for the extraction of TSNAs but also offers a design strategy for efficient adsorbents

    Porous Polymers Containing Metallocalix[4]arene for the Extraction of Tobacco-Specific Nitrosamines

    No full text
    We designed porous polymers with a tungsten-calix[4]arene imido complex as the nitrosamine receptor for the efficient extraction of tobacco-specific nitrosamines (TSNAs) from water. The interaction between the metallocalix[4]arene and the TSNA, 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanone (nicotine-derived nitrosamine ketone, NNK) was investigated. We found that the incorporation of the nitrosamine receptor into porous polymers increased their selectivity toward NNK over nicotine. The polymer with an optimal ratio of calixarene-containing and porosity-inducing building blocks showed a high maximum adsorption capacity of up to 203 mg/g toward NNK under sonication, which was among the highest values reported. The adsorbed NNK could be removed from the polymer by soaking it in acetonitrile, enabling the adsorbent to be reused. A similar extraction efficiency to that under sonication could be achieved using the polymer-coated magnetic particles under stirring. We also proved that the material could efficiently extract TSNAs from real tobacco extract. This work not only provides an efficient material for the extraction of TSNAs but also offers a design strategy for efficient adsorbents

    Impacts of Stereoisomerism on Molecular Packing and Charge Transport of Imide-Fused Corannulene Derivatives

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    Two chiral tertiary carbon centers bearing one mesityl group at each center are introduced into the molecular backbone of imide-fused corannulene derivatives to produce four stereoisomers (i.e., (<i>S</i>, <i>S</i>), (<i>R</i>, <i>R</i>), (<i>R</i>, <i>S</i>), or (<i>S</i>, <i>R</i>) configurations on two chiral carbons) in one pot, which are separated into two portions through column chromatography over silica gel. Portion 1, containing a pair of enantiomers ((<i>S</i>, <i>S</i>) and (<i>R</i>, <i>R</i>)), adopts layered packing in the crystal. Portion 2, consisting of a pair of mesomers ((<i>R</i>, <i>S</i>) and (<i>S</i>, <i>R</i>)), exhibits columnar packing in their cocrystal. Theoretical calculations are performed on these two packing motifs, revealing that Portion 1 displays hole-dominated transport, whereas Portion 2 shows electron-dominated transport
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