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Photoreduction of safranine by substituted anilinomethanesulphonates
Affiliation:1. Key Laboratory of Advanced Catalysis of Gansu Province, College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou, Gansu 730000, China;2. Key Laboratory of Science and Technology on Wear and Protection of Materials, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou, Gansu 730000, China;3. Center of Materials Science and Optoelectronics Engineering, University of Chinese Academy of Sciences, Beijing 100049, China;1. Center for Molecular Systems and Organic Devices (CMSOD), Key Laboratory for Organic Electronics and Information Displays & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications (NUPT), 9 Wenyuan Road, Nanjing 210023, PR China;2. Shaanxi Institute of Flexible Electronics (SIFE), Northwestern Polytechnical University (NPU), 127 West Youyi Road, Xi''an 710072, Shaanxi, PR China;3. Madrid Institute for Advanced Studies in Nanoscience, IMDEA Nanociencia, Calle Faraday 9, Ciudad Universitaria de Cantoblanco, 28049, Spain;1. Department of Bionanotechnology, Hanyang University, Ansan, 155-88, Republic of Korea;2. Department of Human Genetics, Guru Nanak Dev University, Amritsar-143005, Punjab, India;3. Department of Chemistry, University of Wisconsin−Madison, Madison, Wisconsin 53706, United States;4. Department of Chemistry, UGC Center for Advanced Studies, Guru Nanak Dev University, Amritsar-143005, Punjab, India;1. Center for Molecular Systems and Organic Devices (CMSOD), Key Laboratory for Organic Electronics and Information Displays & Institute of Advanced Materials (IAM), Jiangsu National Synergetic Innovation Center for Advanced Materials (SICAM), Nanjing University of Posts & Telecommunications (NUPT), 9 Wenyuan Road, Nanjing, 210023, PR China;2. Shaanxi Institute of Flexible Electronics (SIFE), Northwestern Polytechnical University (NPU), 127 West Youyi Road, Xi''an, 710072, Shaanxi, PR China;3. Madrid Institute for Advanced Studies in Nanoscience, IMDEA Nanociencia, Calle Faraday 9, Ciudad Universitaria de Cantoblanco, 28049, Spain
Abstract:The reactions between the triplet state of safranine and various anilines and substituted anilinomethanesulphonates (RAMS) have been studied by monitoring the formation of the semireduced form of the dye using flash photolysis. The reaction with RAMS at low concentrations and anilines corresponds to the formation of an encounter complex which allows electron transfer or deactivation. The Hammett reaction constant for poor electron-donating substituents is −2.7. At high RAMS concentrations, the semi-reduced dye yield decreases for increasing quencher concentrations. This effect is ascribed to the formation of a ground state ion-pair complex (K ≈ 140) with an unfavourable configuration for electron transfer. When excited, this complex is rapidly deactivated by static quenching.
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