The Synthesis and Biological Applications of Water-Soluble Perylene Diimides

被引:5
|
作者
Wu, Jinjun [1 ,2 ]
Yang, Zhen [1 ,2 ]
Jiao, Jiannsei [3 ,4 ]
Sun, Pengfei [1 ,2 ]
Fan, Quli [1 ,2 ]
Huang, Wei [1 ,2 ,3 ,4 ]
机构
[1] Nanjing Univ Posts & Telecommun, Key Lab Organ Elect & Informat Displays, Nanjing 210023, Jiangsu, Peoples R China
[2] Nanjing Univ Posts & Telecommun, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Inst Adv Mat, Nanjing 210023, Jiangsu, Peoples R China
[3] Nanjing Tech Univ, Key Lab Flexible Elect, Nanjing 211816, Jiangsu, Peoples R China
[4] Nanjing Tech Univ, Inst Adv Mat, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Nanjing 211816, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
PDIs; water-soluble; modify; biological application; TIME-DOMAIN RECONSTRUCTION; PHOTOACOUSTIC TOMOGRAPHY; HIGHLY FLUORESCENT; THERMOACOUSTIC TOMOGRAPHY; PHOTODYNAMIC THERAPY; OPTICAL-PROPERTIES; DNA INTERCALATOR; HIGH-STABILITY; BISIMIDE DYES; LASING ACTION;
D O I
10.7536/PC160717
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
引用
收藏
页码:216 / 230
页数:15
相关论文
共 99 条
  • [1] Cyanated perylene-3,4-dicarboximides and perylene-3,4:9,10-bis(dicarboximide):: Facile chromophoric oxidants for organic photonics and electronics
    Ahrens, MJ
    Fuller, MJ
    Wasielewski, MR
    [J]. CHEMISTRY OF MATERIALS, 2003, 15 (14) : 2684 - 2686
  • [2] High electron mobility in room-temperature discotic liquid-crystalline perylene diimides
    An, ZS
    Yu, JS
    Jones, SC
    Barlow, S
    Yoo, S
    Domercq, B
    Prins, P
    Siebbeles, LDA
    Kippelen, B
    Marder, SR
    [J]. ADVANCED MATERIALS, 2005, 17 (21) : 2580 - +
  • [3] High Population of Individualized SWCNTs through the Adsorption of Water-Soluble Perylenes
    Backes, Claudia
    Schmidt, Cordula D.
    Hauke, Frank
    Boettcher, Christoph
    Hirsch, Andreas
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2009, 131 (06) : 2172 - 2184
  • [4] Ortho-Functionalized Perylenediimides for Highly Fluorescent Water-Soluble Dyes
    Battagliarin, Glauco
    Davies, Melari
    Mackowiak, Stephan
    Li, Chen
    Muellen, Klaus
    [J]. CHEMPHYSCHEM, 2012, 13 (04) : 923 - 926
  • [5] Biedermann F., 2012, ANGEW CHEM, V124, P7859, DOI DOI 10.1002/ange.201202385
  • [6] Strongly Fluorescent, Switchable Perylene Bis(diimide) Host-Guest Complexes with Cucurbit[8]uril In Water
    Biedermann, Frank
    Elmalem, Einat
    Ghosh, Indrajit
    Nau, Werner M.
    Scherman, Oren A.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (31) : 7739 - 7743
  • [7] Synthesis and photodynamic therapy of mono-mannose modified perylene bisimide bridged permethyl-β-CDs
    Cao, Guo-Jing
    Rong, Rui-Xue
    Wang, Ya-Nan
    Xu, Qi
    Wang, Ke-Rang
    Li, Xiao-Liu
    [J]. DYES AND PIGMENTS, 2017, 136 : 569 - 576
  • [8] A light in multidrug resistance: Photodynamic treatment of multidrug-resistant tumors
    Capella, MAM
    Capella, LS
    [J]. JOURNAL OF BIOMEDICAL SCIENCE, 2003, 10 (04) : 361 - 366
  • [9] Casado A G, 2011, LANGMUIR, V27, P11508
  • [10] Design and development of fluorescent nanostructures for bioimaging
    Chen, Mengjun
    Yin, Meizhen
    [J]. PROGRESS IN POLYMER SCIENCE, 2014, 39 (02) : 365 - 395