Electronic properties and ultraviolet absorption and fluorescence spectra of 2,6-pyridinediamine |
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| Affiliation: | 2. Exponent Inc., Menlo Park, CA, United States;3. Texas A&M University, College Station, TX, United States;1. Center for Advanced Materials Research, Advanced Institute of Natural Sciences, Beijing Normal University at Zhuhai, Zhuhai, 519085, China;2. Department of Chemistry, Hong Kong Branch of Chinese National Engineering Research Center for Tissue Restoration and Reconstruction and Institute for Advanced Study, The Hong Kong University of Science & Technology, Hong Kong, China;3. Department of Laboratory Medicine, Nanfang Hospital, Southern Medical University, Guangzhou 510515, China;4. HKUST-Shenzhen Research Institute, No. 9 Yuexing 1st RD, South Area Hi-Tech Park, Nanshan, Shenzhen 518057, China;5. Shenzhen Institute of Aggregate Science and Technology, School of Science and Engineering, The Chinese University of Hong Kong, Shenzhen, 2001 Longxiang Boulevard, Longgang District, Shenzhen, 518172, China;6. Center for Aggregation-Induced Emission, SCUT-HKUST Joint Research Institutes, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Guangzhou 510640, China |
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| Abstract: | The u.v. absorption and fluorescence spectra of 2,6-pyridinediamine and its carboxylate salts were measured in various solvents [isooctane (2,2,4-trimethylpentane), methylcyclohexane and isopentane mixed solvent, ethanol and isooctane mixed solvent, and pH adjusted solvent] at room temperature and 77 K. These spectral data were interpreted by the molecular orbital method. From these results it was found that the formation of 6-amino-2(1H)-pyridinimine through the 2,6-pyridinediamine hydrogen bonded complex with ethanol occurs only in the π,π* excited singlet state in the ethanol and isooctane mixed solvent. On the other hand, the fluorescence spectrum of 2,6-pyridinediamine in the pH > 13 controlled solution was assigned to the monoanion species, that is, the 6-amino-2-pyridylamide ion which was formed in the first π,π* excited singlet state. |
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