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      Rational design of aggregation-induced emission sensor based on Rhodamine B for turn-on sensing of trivalent metal cations, reversible data protection, and bioimaging

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          Abstract

          A novel AIE-active molecule ( TPEThRB) composed of a tetraphenylethene unit as a AIE factor, Rhodamine spirolactam as a receptor, and thiophene ring as a conjugated electron-rich linker was obtained.

          Abstract

          A novel AIE-active molecule ( TPEThRB) composed of a tetraphenylethene unit, Rhodamine spirolactam, as a receptor, and thiophene ring as a conjugated electron-rich linker was obtained. It can be utilized to effectively detect trivalent metal cations and H + ions, accompanied with visible color change and turn-on fluorescence enhancement. The four species can be further recognized individually through UV-Vis analysis. Moreover, compared to the conventional manner of metal ion chelation-induced ring-opening form of Rhodamine B derivative, the interaction of TPEThRB with trivalent cations is ascribed to the synergy of proton-induced open-cycle and the subsequent coordination interaction due to the steric effect and acidic hydrolysis of trivalent metal cations. In addition, in view of its acidochromism property with reversible color and fluorescence changes, AIE-active TPEThRB may be a prominent smart material for data protection by employing trifluoroacetic acid vapor as the chromogenic reagent and diethylamine vapor as the eraser. Owing to the AIE characteristics and the remarkable photophysical response characteristics towards trivalent metal ions in vitro, TPEThRB is suitable for fluorescence ratio imaging of trivalent metal cations in living cells.

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          Most cited references89

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          Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole

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            Fluorescent chemosensors based on spiroring-opening of xanthenes and related derivatives.

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              Synthesis and applications of Rhodamine derivatives as fluorescent probes.

              Rhodamine dyes are widely used as fluorescent probes owing to their high absorption coefficient and broad fluorescence in the visible region of electromagnetic spectrum, high fluorescence quantum yield and photostability. A great interest in the development of new synthetic procedures for preparation of Rhodamine derivatives has arisen in recent years because for most applications the probe must be covalently linked to another (bio)molecule or surface. In this critical review the strategies for modification of Rhodamine dyes and a discussion on the variety of applications of these new derivatives as fluorescent probes are given (108 references).
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                Author and article information

                Contributors
                Journal
                MCFAC5
                Materials Chemistry Frontiers
                Mater. Chem. Front.
                Royal Society of Chemistry (RSC)
                2052-1537
                2019
                2019
                : 3
                : 1
                : 151-160
                Affiliations
                [1 ]Key Laboratory of Cluster Science of Ministry of Education
                [2 ]Beijing Key Laboratory of Photoelectronic/Electrophotonic Conversion Materials
                [3 ]School of Chemistry and Chemical Engineering
                [4 ]Beijing Institute of Technology
                [5 ]Beijing
                Article
                10.1039/C8QM00424B
                d5f80bb8-76e8-45ce-ae76-64c1f82c10f7
                © 2019

                http://rsc.li/journals-terms-of-use

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