水溶性苝酰亚胺类材料的合成及其生物应用  

The Synthesis and Biological Applications of Water-Soluble Perylene Diimides

作　　者：吴锦钧 杨震[1] 焦剑梅[2] 孙鹏飞[1] 范曲立[1] 黄维[1,2] 

机构地区：[1]南京邮电大学有机电子与信息显示国家重点实验室培育基地信息材料与纳米技术研究院江苏先进生物与化学制造协同创新中心,南京210023 [2]南京工业大学江苏省柔性电子重点实验室先进材料研究院江苏先进生物与化学制造协同创新中心,南京211816

出　　处：《化学进展》2017年第2期216-230,共15页Progress in Chemistry

基　　金：国家自然科学基金项目(No.61378081;21574064;51503103);江苏省自然科学基金青年基金项目(No.BK20150843);南京邮电大学引进人才科研启动基金项目(No.NY215017);南京邮电大学科研基金项目(No.NY211003)资助~~

摘　　要：3,4,9,10-苝四甲酰二亚胺及其衍生物(PDIs)因其光、热、化学稳定性好,荧光量子效率高的优点,已经在有机场效应晶体管(OFET)、有机太阳能电池(OPV)、染料激光和有机电致发光器件(OLED)等方面使用,但其自身结构容易π-π堆积,导致水溶性差,限制了其在生物领域的进一步运用。因此,对PDIs进行修饰,获得可以用于生物体的水溶性PDIs显得尤为重要。本文综述了对PDIs进行水溶性修饰的各种方法:使用阴离子取代基、阳离子取代基和非离子取代基等在PDIs酰亚胺的氮原子位置或者湾位置进行修饰,利用取代基的水溶性、静电排斥作用或者空间位阻效应来实现PDIs的水溶性。同时,进一步阐述了水溶性PDIs在新型荧光探针、光声成像、化学治疗和光动态治疗等方面的应用。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-posifion 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 photoacoustic contrast agents due to their good light absorption and photostability.

关 键 词：3 4 9 10-苝四甲酰二甲胺 水溶性 修饰 生物应用 

分 类 号：O625.159[理学—有机化学] TP212[理学—化学]