The Synthesis of Phenothiazine Derivatives with Mechanofluorochromism Property and the Fluorescence Detection for 2, 4, 6-trinitrophenol

SU Honglin; YANG Jinglian; GAO Min; WEN Yuyang; LIANG Qiuyi; GUO Hualei; ZHANG Minmin; OU Zhenjie; LIU Cong; XU Bingjia

doi:10.6054/j.jscnun.2020060

Journal of South China Normal University (Natural Science Edition) > 2020 > 52(4): 50-56. > DOI: 10.6054/j.jscnun.2020060

SU Honglin, YANG Jinglian, GAO Min, WEN Yuyang, LIANG Qiuyi, GUO Hualei, ZHANG Minmin, OU Zhenjie, LIU Cong, XU Bingjia. The Synthesis of Phenothiazine Derivatives with Mechanofluorochromism Property and the Fluorescence Detection for 2, 4, 6-trinitrophenol[J]. Journal of South China Normal University (Natural Science Edition), 2020, 52(4): 50-56. DOI: 10.6054/j.jscnun.2020060

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The Synthesis of Phenothiazine Derivatives with Mechanofluorochromism Property and the Fluorescence Detection for 2, 4, 6-trinitrophenol

School of Chemistry, South China Normal University, Guangzhou 510006, China

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Received Date: October 05, 2019
Available Online: March 21, 2021

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Abstract

Abstract

Two phenothiazine derivatives (SPA and SPN) with significant aggregation-induced emission (AIE) characteristics were designed and synthesized. Photoluminescence spectroscopy showed that these two compounds could specifically recognize TNP in aqueous media. The ﬁuorescence of SPA was quenched by 89.1% in the presence of TNP with a detection limit as low as 8.62×10^-7 mol/L and a high Stern-Volmer quenching constant (K_sv) of 3.18×10⁴ L/mol. The fluorescence of SPN was quenched by 90.4% after addition of TNP with a detection limit as low as 5.00×10^-7 mol/L and a high Stern-Volmer quenching constant of 4.43×10⁴ L/mol. It indicated that SPA and SPN were expected to work as ﬁuorescent probe to detection TNP with high sensitivity and selectivity. Moreover, SPA showed reversible mechanofluorochromic properties. It was observed that SPA emitted strong blue fluorescence under 365 nm UV light and the color changed light yellow after grinding. So it can promisingly be applied to the fields of visual pressure sensors or anti-counterfeiting materials.
- phenothiazine derivatives,
- aggregation-induced emission,
- fluorescence detection,
- 2, 4, 6-trinitrophenol,
- mechanofluorochromism

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The Synthesis of Phenothiazine Derivatives with Mechanofluorochromism Property and the Fluorescence Detection for 2, 4, 6-trinitrophenol

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