<p>Two novel phenyl or biphenyl-based organogelators <b>G1</b> and <b>G2</b> were designed and synthesized. Owing to the non-coplanar geometry of the two benzene rings in biphenyl group, gelling performance of <b>G1</b> was dramatically better than that of <b>G2</b>. Hydrogen bonding, π–π stacking and van der Waals interactions were emerged as the dominant intermolecular forces governing the self-assembly-driven gelation of <b>G1</b>. <b>G1</b>-DMSO gel could act as a multi-stimuli-responsive sensor for detecting Cu<sup>2+</sup> and present selective gel–sol transformation and colorimetric changes. Furthermore, the selective ion-recognition properties of <b>G1</b>-DMSO gel for Cu<sup>2+</sup> were investigated by UV–Vis spectra and ESI-MS. It was found that the detection limit for Cu<sup>2+</sup> was 9.1445 × 10<sup>−6</sup> M and the binding stoichiometric ratio of <b>G1</b> to Cu<sup>2+</sup> was 1:1.</p> Graphical Abstract <p></p>

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Gelling performance of phenyl/biphenyl-based organogelators and multi-stimuli-responsive properties for detecting Cu2+

  • Tao Zhang,
  • Yifeng Zhou,
  • Jihu Shan,
  • Jiaqi Hou,
  • Chong Gu,
  • Bing Wu

摘要

Two novel phenyl or biphenyl-based organogelators G1 and G2 were designed and synthesized. Owing to the non-coplanar geometry of the two benzene rings in biphenyl group, gelling performance of G1 was dramatically better than that of G2. Hydrogen bonding, π–π stacking and van der Waals interactions were emerged as the dominant intermolecular forces governing the self-assembly-driven gelation of G1. G1-DMSO gel could act as a multi-stimuli-responsive sensor for detecting Cu2+ and present selective gel–sol transformation and colorimetric changes. Furthermore, the selective ion-recognition properties of G1-DMSO gel for Cu2+ were investigated by UV–Vis spectra and ESI-MS. It was found that the detection limit for Cu2+ was 9.1445 × 10−6 M and the binding stoichiometric ratio of G1 to Cu2+ was 1:1.

Graphical Abstract