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Aminostyrylquinoxalines derived organic materials with remarkable solvatochromic and mechanofluorochromic properties

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Abstract Four multi-responsive fluorophores ( DMQA 1 , DMQA 2 , DMQB 1 , DMQB 2 ) based on 2,3-dimethylquinoxaline were successfully designed and synthesized. It was found that all… Click to show full abstract

Abstract Four multi-responsive fluorophores ( DMQA 1 , DMQA 2 , DMQB 1 , DMQB 2 ) based on 2,3-dimethylquinoxaline were successfully designed and synthesized. It was found that all these fluorophores presented remarkable red-shifted solvatochromic behavior with increasing solvent polarity, in which, DMQA 2 displayed 117 nm red-shift from cyclohexane to DCM. Interestingly, these four compounds all exhibited high contrast mechanofluorochromism and DMQA 2 received the largest MFC spectral shift (Δλ MFC  = 84 nm). Moreover, Power wide-angle X-ray diffraction (PXRD) and Differential scanning calorimetry (DSC) were carried out to clarify the crystalline-amorphous transformation upon grinding. In this work, the quinoxaline template was introduced to develop high-performance MFC materials.

Keywords: materials remarkable; organic materials; derived organic; aminostyrylquinoxalines derived; solvatochromic mechanofluorochromic; remarkable solvatochromic

Journal Title: Dyes and Pigments
Year Published: 2019

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