Highly fluorescent triazolopyridine–thiophene D–A–D oligomers for efficient pH sensing both in solution and in the solid state

Abstract

Triazolopyridine–thiophene fluorophores exhibit high fluorescence quantum yields both in solution (80–89%) and in the solid state (13–26%). Because of an excellent and reversible pH induced fluorescence quenching/recovery, sensing devices such as fluorescent papers and complex inkjet-printed patterns are successfully fabricated for the detection of volatile acids both in solution and in a vapor atmosphere.

Successive Detection of Zinc Ion and Citrate Using a Schiff Base Chemosensor for Enhanced Prostate Cancer Diagnosis in Biosystems

“…TAG is a well-known building block in designing star-shaped C3-symmetric-based Schiff base . The thiophene unit is incorporated with TAG due to its versatile charge transfer ability, extensive photophysical properties, and mainly electron-rich center. , The lone pairs on the chemosensor molecule endow TAT with coordinating ability to metal ions. In fact, this Schiff base probe TAT is an “OFF” fluorophore until it coordinates with a zinc ion, whose process ignites “ON” the fluorescence.…”

Dual-State Emission (DSE) in Organic Fluorophores: Design and Applications

“…109 Recently, Jian et al synthesized a series of novel triazolopyridine-based conjugated fluorophores 16a−16j (Scheme 5), which displayed powerful light-emitting properties with good fluorescence quantum yields in solution (Φ F = 80%− 89%) and the solid state (Φ F = 13%−26%). 110 Similarly, Iyer and collaborators reported the phenyl-thiophene-benzothiadiazole derivative 17 (Scheme 5) displaying emission in the red wavelength region due the predominant formation of J-type aggregates caused by the rigidity and planarization of the structure. 111 The addition of a phenyl ring in compounds 18a and 18b increased the QYs, in both solutions and the solid state (Figure 10).…”

“…Several DSE molecules with electron-withdrawing and electron-donating groups being part of a π-conjugated system have been reported . Recently, Jian et al synthesized a series of novel triazolopyridine-based conjugated fluorophores 16a – 16j (Scheme ), which displayed powerful light-emitting properties with good fluorescence quantum yields in solution (Φ F = 80%–89%) and the solid state (Φ F = 13%–26%) . Similarly, Iyer and collaborators reported the phenyl-thiophene-benzothiadiazole derivative 17 (Scheme ) displaying emission in the red wavelength region due the predominant formation of J -type aggregates caused by the rigidity and planarization of the structure .…”

Two Pyridine‐Based Fluorescent Probes for Sensing pH

“…As one kind of important probes, pyridine derivatives are used widely as a lot of sensors including pH probes. [28][29][30][31][32][33][34][35][36][37][38][39][40][41][42][43][44][45] The nitrogen atom within the pyridine ring has been widely used because of the combinable nature between the lone pair electron of nitrogen and proton. In addition, some groups reported a lot of compounds that bridged pyridine and aryl groups through acrylonitrile and respectively studied their properties such as kinetics, spectroscopy, pH sensing, lightemitting diodes, etc.…”

“…As one kind of important probes, pyridine derivatives are used widely as a lot of sensors including pH probes [28–45] . The nitrogen atom within the pyridine ring has been widely used because of the combinable nature between the lone pair electron of nitrogen and proton.…”