Development of thiophene-fused phthalocyanines with high crystallinity and application to organic thin-film devices

为了提高基于酞菁的有机场效应晶体管（ofet）和有机光伏器件（OPVs）的器件性能，我研究了芳香五元融合环杂环的新型卟啉类化合物及其π扩展化合物的性能，并将其应用于有机薄膜器件。在这个项目中，我设计了噻吩-熔融卟啉嗪（Tc）、苯并噻吩-熔融卟啉嗪（BTc）和噻二唑-熔融卟啉嗪（TzPz）作为新型pc。基于烷基化Tc和BTc的器件显示出p通道特性，迁移率为~0.3 cm2， Tc为V^<-1>s^<-1>， BTc为~10^<-2>cm^V^<-1>s^<-1>。然而，烷基化的基于tzpz的器件没有表现出场效应响应。烷基化Tc/ c60双层OPV的效率为1.2%。而其他基于pc的opv则没有表现出光伏响应。这些结果表明，简单的分子π扩展修饰不能提高器件的性能。

In order to improve device performance of organic field-effect transistors (OFETs) and organic photovoltaics (OPVs) based on phthalocyanines (Pcs), I have investigated properties of new porphyrazines with aromatic5-membered fused-ring heterocycle and its π-extended compound, and applied to organic thin-film devices. In this project, I have designed thiophene-fused porphyrazine (Tc), benzothiophene-fused porphyrazine (BTc), and thiadiazole-fused porphrazine (TzPz) as new Pcs. Alkylated Tc- and BTc-based devices showed p-channel characteristics with mobility of ～0.3 cm2 V^<-1>s^<-1> for Tc and ～10^<-2>cm^V^<-1>s^<-1>for BTc. However, alkylated TzPz-based devices showed no field-effect response. Alkylated Tc/C60bilayer OPV showed the efficiency of 1.2%. Whereas other Pcs-based OPVs showed no photovoltaics response. These results indicate that simple modification of molecule by π-extension leads to no improvement of device performance.