Remarkable responsive behaviors of iso-aminobenzopyranoxanthenes: protonation effect, photochromism and piezochromism. (March 2019)

• Record Type: Journal Article
• Authors: Li, Aisen; Chu, Ning; Huang, Lili; Han, Lu; Geng, Yijia; Xu, Shuping; Pan, Lingyun; Cui, Haining; Xu, Weiqing; Ma, Zhiyong
• Is Part Of: Dyes and pigments. Volume 162(2019)
• Page Start: 831
• Page End: 836
• Publication Date: 2019-03
• Subjects: Protonation effect -- Photochromism -- Piezochromism -- Tautomerizm -- Spirolactone ring; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2018.11.014
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: The iso -cis/trans-aminobenzopyranoxanthenes ( iso -cis/trans-ABPXs), as one of popular leuco dyes, were investigated in solution or crystal phase. The introduction of benzo-pentacyclic-ester group in iso -cis/trans-ABPXs leads to remarkable multi-stimuli responsive behaviors, including protonation effect, photochromism and piezochromism with notable color changes. The iso -cis/trans-ABPXs show different in the responsive sensitivity and the iso -cis-ABPX is highly sensitive to environmental stimuli relative to the trans-form, which can be explained by their different C-H⋯O interaction and/or C-O bond length. Interestingly, as the ultraviolet light irradiation time increasing, the iso -cis/trans-ABPXs solution gradually becomes transparent and orange precipitates are achieved, which is identified as iso -ABPXs ± . Multi-stimuli responsive behaviors on the iso -cis/trans-ABPXs provide a comprehensive insight into the chromogenic mechanisms of this type of materials, suggesting that they may be potential candidate materials for sensors and indicators. Graphical abstract: Highlights: The iso -cis/trans-ABPXs show remarkable color and spectral changes under different stimuli respectively. The iso -cis -ABPXs is more sensitive to the stimuli due to the differences in structures. The orange solid of iso -cis/trans-ABPXs ± can be produced from iso -cis/trans-ABPXs solution under the UV light irradiation.