{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T01:56:43Z","timestamp":1760147803578,"version":"build-2065373602"},"reference-count":21,"publisher":"MDPI AG","issue":"3","license":[{"start":{"date-parts":[[2023,3,2]],"date-time":"2023-03-02T00:00:00Z","timestamp":1677715200000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/4.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Symmetry"],"abstract":"<jats:p>Because of easy functionalization, low cost, and large-scale fabrication, pure organic fluorescent polymers are widely applied in light-emitting display, bio-fluorescence-enhanced imaging, explosive detection, and other fields. Among these applications, due to their unique optical rotation characteristics, chiral fluorescent polymer materials are part of fluorescent polymers which could be used in chiral molecular detection and separation, biological target detection, etc. In this work, we designed and synthesized the first chiral organic fluorescent polysulfate materials through sulfur fluoride exchange polymerization (new click chemistry) by asymmetric binaphthol molecular. The chiral fluorescent polysulfate were synthesized by R\/S [1,1\u2032-binaphthalene]-2,2\u2032-diol(Binol.), propane-2,2-diylbis(4,1-phenylene) bis(sulfurofluoridate) (FO2S\u2013BA\u2013SO2F) and 4,4\u2032-(propane-2,2-diyl)diphenol(BA.) through step-by-step polymerization reaction under alkali present. It was found that the local crystallization of pure bisphenol A polysulfate was broken by the asymmetric axial chiral BINOL molecule inserted in it and let the polymer into the amorphous state. Fluorescent chiral molecules are uniformly dispersed in the polymer; the 120 \u00b5m film prepared by the film scraper was transparent and had good luminescence characteristics under ultraviolet light. After fluorescence detection, the excitation wavelength is 450 nm, and the emission wavelength is 480 and 517 nm.<\/jats:p>","DOI":"10.3390\/sym15030629","type":"journal-article","created":{"date-parts":[[2023,3,3]],"date-time":"2023-03-03T02:27:25Z","timestamp":1677810445000},"page":"629","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Chiral Binaphthol Fluorescent Materials Based on a Novel Click Reaction"],"prefix":"10.3390","volume":"15","author":[{"given":"Fuchong","family":"Li","sequence":"first","affiliation":[{"name":"School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wei","family":"Liu","sequence":"additional","affiliation":[{"name":"Key Laboratory of Special Function Materials and Structure Design, Institute of National Nuclear Industry, Frontiers Science Center for Rare Isotope, School of Nuclear Science and Technology, Ministry of Education, Lanzhou University, Lanzhou 730000, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Li","family":"Tian","sequence":"additional","affiliation":[{"name":"School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Wei","family":"Cao","sequence":"additional","affiliation":[{"name":"Key Laboratory of Special Function Materials and Structure Design, Institute of National Nuclear Industry, Frontiers Science Center for Rare Isotope, School of Nuclear Science and Technology, Ministry of Education, Lanzhou University, Lanzhou 730000, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Xu","family":"Li","sequence":"additional","affiliation":[{"name":"The College of Chemistry and Chemical Engineering, The Northwest Normal University, Lanzhou 730070, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Junhong","family":"Guo","sequence":"additional","affiliation":[{"name":"School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Jinfeng","family":"Cui","sequence":"additional","affiliation":[{"name":"School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Baoping","family":"Yang","sequence":"additional","affiliation":[{"name":"School of Petrochemical Engineering, Lanzhou University of Technology, Lanzhou 730050, China"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2023,3,2]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"492","DOI":"10.1016\/j.tetasy.2016.05.002","article-title":"A chiral (S)-BINOL based fluorescent sensor for the recognition of Fe(III) and cascade discrimination of \u03b1-amino acids","volume":"27","author":"Munusamy","year":"2016","journal-title":"Tetrahedron Asymmetry"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1577","DOI":"10.1080\/00397911.2017.1336558","article-title":"Design, synthesis, and characterization of novel BINOL-based heterocyclic analogues as potential sensors","volume":"47","author":"Marathe","year":"2017","journal-title":"Synth. Commun."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"4927","DOI":"10.1016\/j.tetlet.2011.07.050","article-title":"A novel BINOL-based cyclophane via click chemistry: Synthesis and its applications for sensing silver ions","volume":"52","author":"Hou","year":"2011","journal-title":"Tetrahedron Lett."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"826","DOI":"10.1080\/15583724.2022.2033764","article-title":"Organic Polymer-Constructed Chiral Particles: Preparation and Chiral Applications","volume":"62","author":"Zhong","year":"2022","journal-title":"Polym. Rev."},{"key":"ref_5","doi-asserted-by":"crossref","first-page":"4918","DOI":"10.1021\/cr400568b","article-title":"Recent Advances in Development of Chiral Fluorescent and Colorimetric Sensors","volume":"114","author":"Zhang","year":"2014","journal-title":"Chem. Rev."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"118053","DOI":"10.1016\/j.jlumin.2021.118053","article-title":"Low Molecular Weight Fluorescent probes for the detection of organophosphates","volume":"235","author":"Rashid","year":"2021","journal-title":"J. Lumin."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"1094","DOI":"10.1021\/acs.chemrev.5b00317","article-title":"Efficient Separation of Enantiomers Using Stereoregular Chiral Polymers","volume":"116","author":"Shen","year":"2016","journal-title":"Chem. Rev."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"7835","DOI":"10.1021\/ma301553y","article-title":"In Situ Generated 1:1 Zn(II)-Containing Polymer Complex Sensor for Highly Enantioselective Recognition of N-Boc-Protected Alanine","volume":"45","author":"Hou","year":"2012","journal-title":"Macromolecules"},{"key":"ref_9","doi-asserted-by":"crossref","first-page":"602","DOI":"10.1021\/acs.macromol.9b02118","article-title":"Preparation and Chirality Investigation of Electrospun Nanofibers from Optically Active Helical Substituted Polyacetylenes","volume":"53","author":"Li","year":"2020","journal-title":"Macromolecules"},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"2004","DOI":"10.1002\/1521-3773(20010601)40:11<2004::AID-ANIE2004>3.0.CO;2-5","article-title":"Click Chemistry: Diverse Chemical Function from a Few Good Reactions","volume":"40","author":"Hartmuth","year":"2001","journal-title":"Angew. Chem. Int. Ed."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"1338","DOI":"10.1039\/B901978M","article-title":"Marrying click chemistry with polymerization: Expanding the scope of polymeric materials","volume":"39","author":"Patricia","year":"2010","journal-title":"Chem. Soc. Rev."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"15","DOI":"10.1002\/marc.200600625","article-title":"Click Chemistry in Polymer and Materials Science","volume":"28","author":"Binder","year":"2007","journal-title":"Macromol. Rapid Commun."},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"118404","DOI":"10.1016\/j.memsci.2020.118404","article-title":"A comprehensive study on phase inversion behavior of a novel polysulfate membrane for high-performance ultrafiltration applications","volume":"610","author":"Zhou","year":"2020","journal-title":"J. Membr. Sci."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"120739","DOI":"10.1016\/j.memsci.2022.120739","article-title":"Explorations of complex thermally induced phase separation (C-TIPS) method for manufacturing novel diphenyl ether polysulfate flat microporous membranes","volume":"659","author":"Wang","year":"2022","journal-title":"J. Membr. Sci."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Tan, X., and Rodrigue, D. (2019). A Review on Porous Polymeric Membrane Preparation. Part I: Production Techniques with Polysulfone and Poly (Vinylidene Fluoride). Polymers, 11.","DOI":"10.3390\/polym11071160"},{"key":"ref_16","doi-asserted-by":"crossref","unstructured":"Lee, W.S., Li, L., and Kim, B.M. (2021). SuFEx-Click Approach for the Synthesis of Soluble Polymer-Bound MacMillan Catalysts for the Asymmetric Diels\u2013Alder Reaction. Catalysts, 11.","DOI":"10.3390\/catal11091044"},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"4473","DOI":"10.1021\/acs.macromol.6b00101","article-title":"Selective and Orthogonal Post-Polymerization Modification using Sulfur(VI) Fluoride Exchange (SuFEx) and Copper-Catalyzed Azide-Alkyne Cycloaddition (CuAAC) Reactions","volume":"49","author":"Oakdale","year":"2016","journal-title":"Macromolecules"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"1282","DOI":"10.1002\/pola.29009","article-title":"The amplified circularly polarized luminescence emission response of chiral 1,1\u2032-binaphthol-based polymers via Zn(II)-coordination fluorescence enhancement","volume":"56","author":"Meng","year":"2018","journal-title":"J. Polym. Sci. Part A Polym. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"554","DOI":"10.1039\/C7QM00560A","article-title":"Amplification effect of circularly polarized luminescence induced from binaphthyl-based zinc(II) chiral coordination polymers","volume":"2","author":"Wang","year":"2018","journal-title":"Mater. Chem. Front."},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"607","DOI":"10.1016\/S0957-4166(02)00146-5","article-title":"Hybrid silarylene polysiloxanes incorporating chiral BINOL entities: A new class of polymer with main chain chirality","volume":"13","author":"Hesemann","year":"2002","journal-title":"Tetrahedron Asymmetry"},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"4512","DOI":"10.1039\/D1CC06872E","article-title":"A chiral binaphthyl-based coordination polymer as an enantioselective fluorescence sensor","volume":"58","author":"Shannon","year":"2022","journal-title":"Chem. Commun."}],"container-title":["Symmetry"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/2073-8994\/15\/3\/629\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,10]],"date-time":"2025-10-10T18:46:07Z","timestamp":1760121967000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/2073-8994\/15\/3\/629"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2023,3,2]]},"references-count":21,"journal-issue":{"issue":"3","published-online":{"date-parts":[[2023,3]]}},"alternative-id":["sym15030629"],"URL":"https:\/\/doi.org\/10.3390\/sym15030629","relation":{},"ISSN":["2073-8994"],"issn-type":[{"type":"electronic","value":"2073-8994"}],"subject":[],"published":{"date-parts":[[2023,3,2]]}}}