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Achieving dual-responsive fluorescence switching towards mechanical force and volatile acid vapor based on D-A type diphenylamine functionalized quinoxaline derivatives

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Abstract New D-A type diphenylamine modified quinoxaline derivatives DPA-DPQ and 2DPA-DPQ have been synthesized by the classical nucleophilic substitution reaction. Two compounds exhibit obvious solvatochromism in different polarities of the… Click to show full abstract

Abstract New D-A type diphenylamine modified quinoxaline derivatives DPA-DPQ and 2DPA-DPQ have been synthesized by the classical nucleophilic substitution reaction. Two compounds exhibit obvious solvatochromism in different polarities of the solvents. Spectral change and theoretical calculation indicate the presence of D-A structures. Two fluorophores also show interesting dual-stimuli responsive properties. The emission wavelengths and intensities of DPA-DPQ and 2DPA-DPQ can be switched in response to not only external force but also the protonation effect with rapid response times. The dual-response performances endow these molecules with practical applications in stress and acid/base fluorescence sensing.

Keywords: fluorescence; type diphenylamine; achieving dual; force; quinoxaline derivatives

Journal Title: Dyes and Pigments
Year Published: 2021

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