Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 10, Issue 34, Pages 6973-6979Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ob26016f
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Funding
- National Basic Research Program of China [2012CB933803]
- National Natural Science Foundation of China [20874038]
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A new and easy-to-prepare gelator based on cyano-substituted amide (BPNIA) was designed and synthesized. BPNIA could form thermoreversible gel in DMSO-H2O (v/v, 9 : 1) and ultrasound-stimulated gel in DMSO. FT-IR, UV-vis and XRD spectra indicated that the gelator molecules self-assemble into a fibrous network resulting from the cooperation of intermolecular hydrogen bonding, pi-pi stacking and cyano interactions. BPNIA can act as a highly selective colorimetric sensor for fluoride in DMSO, overcoming the interference of H2PO4-, AcO- and other halide anions. The deprotonation of the NH groups is responsible for the dramatic color change from colorless to yellow. Interestingly, the organogel of BPNIA could allow a two channel fluoride response by proton controlled reversible sol-gel transition and color changes.
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