Synthesis, Dynamics of Solvatochromism and pH-sensory of Novel Push--pull Phenothiazine-quinoline Fluorophore Toward Turn-on Fluorescent and Colorimetric Test Strips 


Vol. 23,  No. 5, pp. 1182-1189, May  2022
10.1007/s12221-022-4735-6


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  Abstract

Novel donor-central--bridge-acceptor (E)-1-ethyl-2-((10-hexyl-10H-phenothiazin-3-yl)methylene)-2,4a-dihydroquinolin- 1-ium (PTZ-Q) fluorophore with remarkable solvatochromism, high fluorescence and pH-sensory properties was designed and synthesized in good yield. PTZ-Q sensor was fully characterized utilizing various spectroscopic techniques, including infrared (FTIR), 1H/13C nuclear magnetic resonance, and mass spectroscopic methods. UV-Vis absorption spectra of the prepared donor-acceptor PTZ-Q were explored in different solvents of varying polarities to show positive solvatochromism related to intramolecular charge transfer. Additionally, the fluorescence spectra of PTZ-Q displayed strongly solventdependent wavelength and band intensity. Stokes shifts were found to increase upon increasing the polarities of solvents up to 3984 cm-1 for the highest polar solvents. Linear energy-solvation correlation was employed to examine solvent-dependent Stokes shift. Quantum yields () of PTZ-Q were determined. The pH-dependent absorption and emission spectra in dimethylformamide were also explored. The UV-Vis absorption intensity was monitored at 522 nm, while the emission intensity was detected at 603 nm in DMF. The pH sensing mechanism was found to depend on proton abstraction to the PTZQ fluorophore to result in colorimetric and fluorescent spectral changes associated with a colorimetric shift from yellow to pink, red and purple. The synthesized PTZ-Q probe was utilized to fabricate colorimetric and fluorescent test strips with the ability to detect pH changes in aqueous media, which was verified with CIE Lab color coordinates.

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  Cite this article

[IEEE Style]

F. A. M. Al-Zahrani, "Synthesis, Dynamics of Solvatochromism and pH-sensory of Novel Push--pull Phenothiazine-quinoline Fluorophore Toward Turn-on Fluorescent and Colorimetric Test Strips," Fibers and Polymers, vol. 23, no. 5, pp. 1182-1189, 2022. DOI: 10.1007/s12221-022-4735-6.

[ACM Style]

Fatimah A. M. Al-Zahrani. 2022. Synthesis, Dynamics of Solvatochromism and pH-sensory of Novel Push--pull Phenothiazine-quinoline Fluorophore Toward Turn-on Fluorescent and Colorimetric Test Strips. Fibers and Polymers, 23, 5, (2022), 1182-1189. DOI: 10.1007/s12221-022-4735-6.

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