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      • Record: found
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      One-Pot Click Access to a Cyclodextrin Dimer-Based Novel Aggregation Induced Emission Sensor and Monomer-Based Chiral Stationary Phase

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          Abstract

          A ‘two birds, one stone’ strategy was developed via a one-pot click reaction to simultaneously prepare a novel cyclodextrin (CD) dimer based aggregation induced emission (AIE) sensor (AIE-DCD) and a monomer based chiral stationary phase (CSP-MCD) for chiral high performance liquid chromatography (CHPLC). AIE-DCD was found to afford satisfactory AIE response for specific detection of Zn 2+ with a detection limit of 50 nM. CSP-MCD exhibits excellent enantioseparation ability toward dansyl amino acids, where the resolution of dansyl amino leucine reaches 5.43.

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          Click synthesis, aggregation-induced emission, E/Z isomerization, self-organization, and multiple chromisms of pure stereoisomers of a tetraphenylethene-cored luminogen.

          Rongrong Hu, Jing Sun, Anjun Qin … (2012)
          It has been difficult to decipher the mechanistic issue whether E/Z isomerization is involved in the aggregation-induced emission (AIE) process of a tetraphenylethene (TPE) derivative, due to the difficulty in the synthesis of its pure E and Z conformers. In this work, pure stereoisomers of a TPE derivative named 1,2-bis{4-[1-(6-phenoxyhexyl)-4-(1,2,3-triazol)yl]phenyl}-1,2-diphenylethene (BPHTATPE) are successfully synthesized. Both isomers show remarkable AIE effect (α(AIE) ≥ 322) and high fluorescence quantum yield in the solid state (Φ(F) 100%). The conformers readily undergo E/Z isomerization upon exposure to a powerful UV light and treatment at a high temperature (>200 °C). Such conformational change, however, is not observed under normal fluorescence spectrum measurement conditions, excluding the involvement of the E/Z isomerization in the AIE process of the TPE-based luminogen. The molecules of (E)-BPHTATPE self-organize into ordered one-dimensional nanostructures such as microfibers and nanorods that show obvious optical waveguide effect. BPHTATPE shows rich chromic effects, including mechano-, piezo-, thermo-, vapo-, and chronochromisms. Its emission peak is bathochromically shifted by simple grinding and pressurization and the spectral change is reversed by fuming with a polar solvent, heating at a high temperature, or storing at room temperature for some time. The multiple chromic processes are all associated with changes in the modes of molecular packing.
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            Industrial Applications of Cyclodextrins.

            Thomas Hedges (1998)
            Article 0 comments Cited 104 times – based on 0 reviews     Review now
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              A novel "turn-on" fluorescent chemosensor for the selective detection of Al3+ based on aggregation-induced emission.

              Bin Tong, Jianbing Shi, Long Chen … (2012)
              A water-soluble, 'turn-on' fluorescent chemosensor based on aggregation-induced emission (AIE) has been developed. It exhibits rapid response, excellent selectivity, and sensitivity to Al(3+).
              Article 0 comments Cited 58 times – based on 0 reviews     Review now
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                Author and article information

                Contributors
                Jong Seung Kim: Role: Academic Editor
                Min Hee Lee: Role: Academic Editor
                Journal
                Journal ID (nlm-ta): Sensors (Basel)
                Journal ID (iso-abbrev): Sensors (Basel)
                Journal ID (publisher-id): sensors
                Title: Sensors (Basel, Switzerland)
                Publisher: MDPI
                ISSN (Electronic): 1424-8220
                Publication date (Electronic): 24 November 2016
                Publication date Collection: December 2016
                Volume: 16
                Issue: 12
                Electronic Location Identifier: 1985
                Affiliations
                [1 ]Tianjin Key Laboratory of Molecular Optoelectronic Science, Department of Chemistry, School of Science, Tianjin University, Tianjin 300072, China; lixiaolitju@ 123456163.com (X.L.); zhaoruisummer@ 123456163.com (R.Z.); tangxiaoying@ 123456tju.edu.cn (X.T.); yyshi@ 123456tju.edu.cn (Y.S.)
                [2 ]Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300072, China; tianqing@ 123456tju.edu.cn
                Author notes
                [* ]Correspondence: wangyongtju@ 123456tju.edu.cn ; Tel.: +86-22-2740-3475
                Article
                Publisher ID: sensors-16-01985
                DOI: 10.3390/s16121985
                PMC ID: 5190966
                PubMed ID: 27886123
                SO-VID: 75036d1a-ddba-479e-8720-1b0820d96329
                Copyright © © 2016 by the authors; licensee MDPI, Basel, Switzerland.
                License:

                This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC-BY) license ( http://creativecommons.org/licenses/by/4.0/).

                History
                Date received : 06 October 2016
                Date accepted : 14 November 2016
                Categories
                Subject: Article

                ScienceOpen disciplines: Biomedical engineering
                Keywords: click,cyclodextrin,aggregation induced emission,chiral stationary phase
                Data availability:
                ScienceOpen disciplines: Biomedical engineering
                Keywords: click, cyclodextrin, aggregation induced emission, chiral stationary phase

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