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Construction of divergent anthracene arrays within dendritic frameworks
Authors:Masaki Takahashi  Hironao Morimoto  Mitsuji Yamashita  Yoshihisa Sei
Institution:a Department of Materials Science and Chemical Engineering, Faculty of Engineering, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan
b Graduate School of Science and Engineering, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8561, Japan
c Research Institute of Electronics, Shizuoka University, 3-5-1 Johoku, Hamamatsu, Shizuoka 432-8011, Japan
d Faculty of Pharmaceutical Sciences at Kagawa Campus, Tokushima Bunri University, Shido, Sanuki, Kagawa 769-2193, Japan
Abstract:This publication presents simple methodologies for construction of divergent anthracene arrays either within structural interior or at peripheral positions of dendritic frameworks. The synthetic approaches employed multiple coupling reactions between two types of 10-functionalized 9-anthryl chlorides and two types of polyphenolic linkers, resulting in four types of dendritic architectures. Successful implementation of the syntheses was confirmed by a range of spectroscopies along with elemental analyses and size exclusion chromatography studies. The resulting dendritic molecules showed a range of solubilities in chloroform fairly affected by the dendritic backbone structures. Fluorescence spectroscopic experiments of the multichromophoric dendritic systems indicated pronounced energy delocalization functionalities via an energy migration within the branched molecular frameworks as expressed in reduced fluorescence quantum yields and complex emission decay profiles.
Keywords:Dendrimer  Anthracene  Fluorescence  Intramolecular energy migration  Time-resolved fluorescence decay measurement
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