Hydrogen-Bonding-Mediated Solid-State Self-Assembled Isoepindolidiones (isoEpi) Crystal for Organic Field-Effect Transistor
Hydrogen-Bonding-Mediated Solid-State Self-Assembled Isoepindolidiones (isoEpi) Crystal for Organic Field-Effect Transistor
复制标题
DOI：
10.1021/acs.jpcc.7b11992
复制
发表时间：
2018-03-22
影响因子：
3.7
通讯作者：
Zhu, Yu
中科院分区：
文献类型：
--
作者：
Zhang, Haichang;Liu, Kewei;Zhu, Yu
合成并表征了新型颜料异表吲哚二酮（isoEpi）和二叔丁基喹啉并[8，7-h]喹啉-1，7-二基双碳酸酯（isoEpi-Boc）。光谱表征表明，热退火可使可溶性isoEpi-Boc中的叔丁氧羰基（t-Boc）单元脱除，形成不溶性的具有氢键的isoEpi。在退火过程中观察到固态isoEpi-Boc晶体向isoEpi晶体的转变，并且分子堆积显著改变。随着氢键的出现，isoEpi分子沿晶体生长轴方向排列成具有沿着排列的π堆积的墙中砖结构，导致电荷迁移率沿晶体生长方向沿着显著增强（空穴迁移率从3.4 × 10（-4）到0.32 cm（2）/（V.s），电子迁移率从不可检测到5.6 × 10（-3）cm（2）/（V.s））。结果表明，isoEpi是一种很有前途的有机场效应晶体管（OFET）生色团。通过氢键的形成驱动晶体到晶体的转变是调节用于OFET器件的有机电致变色材料中的电荷传输性质的独特方法。
Novel pigments isoepindolidiones (isoEpi) and di-tert-butyl quinolino[8,7-h]quinoline-1,7-diyl bis(carbonate) (isoEpi-Boc) were synthesized and characterized. The spectroscopic characterizations indicated that the tert-butyloxycarbonyl (t-Boc) units could be removed from soluble isoEpi-Boc by thermal annealing, forming insoluble isoEpi with hydrogen bonding. A solid-state isoEpi-Boc crystal to isoEpi crystal transition was observed during the annealing process and the molecular packing was significantly changed. With the emergence of hydrogen bonds, the isoEpi molecules were arranged into a brick-in-wall structure with pi-stacking along the crystal growth axis, leading to a significant enhancement of charge mobility along the crystal growth direction (the hole mobility from 3.4 x 10(-4) to 0.32 cm(2)/(V.s), and the electron mobility from nondetectable to 5.6 x 10(-3) cm(2)/(V.s)). The results indicate that isoEpi is a promising chromophore for organic field-effect transistor (OFET). The crystal-to-crystal transition driven by the formation of hydrogen bonds is a unique method for modulating the charge transport properties in organic semiconductive materials for OFET devices.