Aggregation Behavior and Electron‐Transfer Reaction of Dendritic Perylene Bisimide, Accompanied by the Formation of Highly Stable Anionic Radical Species

  • Zhengmin Cheng
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China
  • Feifei Xing
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China
  • Yue‐ling Bai
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China
  • Yongmei Zhao
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China
  • Shourong Zhu
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China
  • Mingxing Li
    Innovative Drug Center Department of Chemistry College of Science Shanghai University Shanghai 200444 China

書誌事項

公開日
2017-08-09
権利情報
  • http://onlinelibrary.wiley.com/termsAndConditions#vor
DOI
  • 10.1002/ajoc.201700334
公開者
Wiley

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説明

<jats:title>Abstract</jats:title><jats:p>A polyethylene‐glycol‐functionalized perylene bisimide (PEPBI) was synthesized. Its concentration‐, solvent‐ and temperature‐dependent visible spectra were measured and its aggregation states were analyzed. PEPBI exists as an aggregate dimer in aqueous solution or predominantly as a monomer in organic solvents. The anionic surfactant sodium dodecylbenzenesulfonate (SDBS) can disperse PEPBI as a monomer in aqueous solution. The fluorescence of these solutions depends on the concentration of PEPBI and SDBS. The reduction of aggregated PEPBI with Na<jats:sub>2</jats:sub>S is slow and the monoanion radical as well as dianion species are the main forms of monomer. PEPBI exists predominantly as monomers in DMF and reacts with Na<jats:sub>2</jats:sub>S much faster. Interestingly, the anionic radical species exist in H‐aggregate form at low PEPBI concentrations and J‐aggregation occurs at high concentration. The dianion species is EPR‐silent and its color highly depends on its concentration in DMF.</jats:p>

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