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Progress in Chemistry 2017, Vol. 29 Issue (2/3): 216-230 DOI: 10.7536/PC160717 Previous Articles   Next Articles

• Review •

The Synthesis and Biological Applications of Water-Soluble Perylene Diimides

Jinjun Wu1, Zhen Yang1, Jianmei Jiao2, Pengfei Sun1*, Quli Fan1, Wei Huang1,2*   

  1. 1. Key Lab for Organic Electronics and Information Displays & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing University of Posts and Telecommunications, Nanjing 210023, China;
    2. Key Lab of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816, China
  • Received: Revised: Online: Published:
  • Supported by:
    The work was supported by the National Natural Science Foundation of China (No. 61378081, 21574064, 51503103), the Jiangsu Provincial Natural Science Foundation for Youth (No. BK20150843), and NUPTSF (No. NY215017, NY211003).
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Perylene diimide and its derivatives (PDIs) have been widely used as organic field-effect transistor (OFET), organic photovoltaic cell (OPV), dye laser and organic light emitting diode (OLED) in the field of optoelectronic materials due to their photo, thermal, chemical stability and high fluorescence quantum yields. However, because of their inherent structure, PDIs have poor water-solubility and easily form aggregates, which has limited their applications in biological fields. So, it's essential to synthesize water-soluble PDIs. This paper systematically presents the synthetic methods for obtaining water-soluble PDIs by introducing anionic substituent, cationic substituent or non-ionic substituent into the imide-position or bay-region of PDIs. Some of these substituents are water-soluble, and the others will achieve the water-solubility of PDIs through electrostatic repulsion or steric hindrance. In addition, several novel biological applications have been listed, such as chemotherapy,photodynamic therapy and fluorescence imaging.PDIs can also be used as a promising photo-acoustic contrast agents due to their good light absorption and photostability.

Contents
1 Introduction
2 Modification of PDIs
3 Modification of water-soluble PDIs
3.1 Anionic substituent
3.2 Cationic substituent
3.3 Non-ionic substituent
4 Biological application of water-soluble PDIs
4.1 Fluorescence probe
4.2 Contrast agent of photo-acoustic imaging
4.3 Chemotherapy
4.4 Photo-sensitizer of photodynamic therapy
5 Conclusion

Key words: PDIs, water-soluble, modify, biological application

CLC Number: 

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