{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2025,10,12]],"date-time":"2025-10-12T02:25:24Z","timestamp":1760235924199,"version":"build-2065373602"},"reference-count":37,"publisher":"MDPI AG","issue":"10","license":[{"start":{"date-parts":[[2021,10,6]],"date-time":"2021-10-06T00:00:00Z","timestamp":1633478400000},"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>Dual-state emissive (DSE) luminophores, which can luminesce both in solution and in solid states, have recently attracted significant attention because of their broad applications. However, their development is difficult due to the difference in molecular design between solution- and solid-state luminophores. In this study, DSE luminophores based on unsymmetrical hexafluorocyclopentene-linked twisted \u03c0-conjugated structures carrying various substituents to tune the electron-density were designed and synthesized in a single-step reaction from heptafluorocyclopentene or perfluoro-1,2-diphenylcyclopentene derivatives. The twisted \u03c0-conjugated luminophores exhibited absorption in the UV region at approximately 330 nm, along with several signals in the high-energy region. Upon irradiating the luminophore solution (wavelength 330 nm), light-green to yellow photoluminescence (PL) was observed in the range of 422\u2013471 nm with high PL efficiency. Theoretical calculations revealed that excitation from ground to excited states altered the structural shape of the luminophores from twisted to planar, leading to red-shifted PL and high PL efficiency (\u03a6PL). The intense blue PL exhibited by the luminophores in the crystalline state was attributed to their twisted molecular structures that suppressed non-radiative deactivation via the effective blocking of \u03c0\/\u03c0 stacking interactions.<\/jats:p>","DOI":"10.3390\/sym13101885","type":"journal-article","created":{"date-parts":[[2021,10,11]],"date-time":"2021-10-11T01:59:47Z","timestamp":1633917587000},"page":"1885","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":5,"title":["Unsymmetrical Hexafluorocyclopentene-Linked Twisted \u03c0-Conjugated Molecules as Dual-State Emissive Luminophores"],"prefix":"10.3390","volume":"13","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-6379-0447","authenticated-orcid":false,"given":"Shigeyuki","family":"Yamada","sequence":"first","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Akito","family":"Nishizawa","sequence":"additional","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Kazuki","family":"Kobayashi","sequence":"additional","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Keigo","family":"Yoshida","sequence":"additional","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Masato","family":"Morita","sequence":"additional","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-9133-190X","authenticated-orcid":false,"given":"Tomohiro","family":"Agou","sequence":"additional","affiliation":[{"name":"Department of Quantum Beam Science, Graduate School of Science and Engineering, Ibaraki University, 4-12-1 Naka-Narusawa, Hitachi 316-8511, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Takaaki","family":"Hosoya","sequence":"additional","affiliation":[{"name":"Department of Quantum Beam Science, Graduate School of Science and Engineering, Ibaraki University, 4-12-1 Naka-Narusawa, Hitachi 316-8511, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-7066-3411","authenticated-orcid":false,"given":"Hiroki","family":"Fukumoto","sequence":"additional","affiliation":[{"name":"Department of Quantum Beam Science, Graduate School of Science and Engineering, Ibaraki University, 4-12-1 Naka-Narusawa, Hitachi 316-8511, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Tsutomu","family":"Konno","sequence":"additional","affiliation":[{"name":"Faculty of Molecular Chemistry and Engineering, Kyoto Institute of Technology, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"1968","published-online":{"date-parts":[[2021,10,6]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"13409","DOI":"10.1039\/D1RA00129A","article-title":"White light employing luminescent engineered large (mega) Stokes shift molecules: A review","volume":"11","author":"Chan","year":"2021","journal-title":"RSC Adv."},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"1021","DOI":"10.1039\/D1CB00049G","article-title":"Strategies to promote permeation and vectorization, and reduce cytotoxity of metal complex luminophores for bioimaging and intracellular sensing","volume":"2","author":"Holden","year":"2021","journal-title":"RSC Chem. 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