A stable chemiluminophore,adamantylideneadamantane 1,2-dioxetane: from fundamental properties to utilities in mechanochemistry and soft crystal science |
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| Institution: | 1. Division of Applied Chemistry and Frontier Chemistry Center (FCC), Faculty of Engineering, Hokkaido University, Sapporo, Hokkaido, 060-8628, Japan;2. Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Sapporo, Hokkaido, 060-8628, Japan;1. Department of Chemistry “Giacomo Ciamician”, Alma Mater Studiorum–University of Bologna, Via Selmi 2, 40126, Bologna, Italy;2. Department of Medical and Surgical Sciences, Alma Mater Studiorum–University of Bologna, Via Massarenti 9, 40138, Bologna, Italy;1. Institute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Kita-21, Nishi-10, Sapporo, Hokkaido 001-0021, Japan;2. Faculty of Engineering, Hokkaido University, Kita-13, Nishi-8, Sapporo, Hokkaido 060-8628, Japan;1. College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, No. 2318, Yuhangtang Road, Hangzhou, 311121, PR China;2. School of Pharmacy, Hangzhou Normal University, Hangzhou, Zhejiang, 311121, PR China;1. Department of Aerospace Engineering, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA;2. Department of Materials Science and Engineering, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA;3. Department of Chemistry, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA;4. Beckman Institute for Advanced Science and Technology, University of Illinois at Urbana-Champaign, Urbana, IL 61801, USA;1. Laboratory of Theoretical and Computational Nanoscience, CAS Center for Excellence in Nanoscience, National Center for Nanoscience and Technology, Chinese Academy of Sciences, No.11 ZhongGuanCun BeiYiTiao, Beijing 100190, China;2. Element Strategy Initiative for Catalysts and Batteries, Kyoto University, Goryo-Ohara 1-30, Nishikyo-ku, Kyoto 615-8245, Japan |
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| Abstract: | Chemiluminescence (CL) is a luminescence phenomenon originated by a “chemical reaction.” CL provides a basis for real-time imaging technology in materials science. In fact, a CL reaction is easily triggered in general and makes it possible to track its progress in a target material by highly sensitive photon detection. Recently, real-time CL imagings became breakthrough techniques for analyzing the molecular mechanisms of failures of polymeric materials and of reactions and phase transitions in soft crystals. In the CL imaging techniques, adamantylideneadamantane 1,2-dioxetane (Adox) has been adopted as a stable core structure of chemiluminophores. That is, Adox is an essential seed compound to design a chemiluminophore with a desired molecular function. To support developments of real-time CL imaging techniques, we review the chemistry of Adox as a representative stable chemiluminophore including scientific history and utilities of Adox and its derivatives. |
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| Keywords: | 1 2-Dioxetane Chemiluminescence Photochemistry Mechanochemistry Soft crystal |
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