具硫醚及硒醚鏈之可溶性有機薄膜電晶體噻吩小分子之開發;Development of Solution Processable Thioalkylated and Selenalkylated Thiophenes for Small Molecular Organic Thin Film Transistors

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题名:	具硫醚及硒醚鏈之可溶性有機薄膜電晶體噻吩小分子之開發;Development of Solution Processable Thioalkylated and Selenalkylated Thiophenes for Small Molecular Organic Thin Film Transistors
作者:	卓長輝;Cho, Chang-Hui
贡献者:	化學學系
关键词:	有機薄膜電晶體;Organic Thin Film Transistors
日期:	2018-08-21
上传时间:	2018-08-31 11:35:06 (UTC+8)
出版者:	國立中央大學
摘要:	本研究主要開發具硫醚鏈及硒醚鏈之有機薄膜電晶體噻吩材料，在硫醚鏈系列中開發出 n 型材料 TSBTQ 與 p 型材料 DDTTDSDTT 。在硒醚鏈系列中，開發出以 SeBT 為核心之多個 p 型小分子材料。本實驗室之前已開發具四硫醚鏈之 n 型分子 TSBTQ-6 與 TSBTQ-14，其硫醚鏈分別為 C6H13 與 C14H29，兩者元件電性分別已具 0.10 cm2V-1s-1 和 0.14 cm2V-1s-1。本研究繼續探討硫醚碳鏈之鏈長效應，開發出硫醚鏈為 C10H21 之 TSBTQ-10 (1)，藉由溶液製程 (shearing) 此新材料製成元件之電性可達 0.18 cm2V-1s-1，為此系列之最高效能小分子。另外本實驗室之前已開發具雙硫醚鏈 C10H21 之 p 型分子 DSDTT-10，元件電性可達 2.6 cm2V-1s-1。本研究繼續探討硫醚碳鏈之鏈長效應，開發出硫醚鏈為 C8H17 之 DSDTT-8 (2)，藉由溶液製程 (shearing) 此新材料製成元件之電性更高達 3.2 cm2V-1s-1，為此系列之最高效能小分子。從所獲得之 DSDTT-10 與 DSDTT-8 之單晶結構中我們發現引入硫原子於鏈中可幫助分子堆疊。且因硫醚鏈位於同側，使得 DSDTT 核心可倆倆併排成”雙筒堆疊”，有利載子之傳遞。本實驗室之前已開發具雙硫醚鏈 C14H29 之 p 型分子 SBT-14，元件電性可達 1.7 cm2V-1s-1。本研究以此核心為板模，以硒取代硫原子，開發出具硒醚鏈之 SeBT 新核心，為探討共軛與硒醚碳鏈之鏈長效應，開發出五個 p 型小分子材料。從所獲得之 DDTT-SeBT-10 與 DDTT-SeBT-14 之單晶結構中我們發現引入硒原子於鏈中可幫助分 ii 子堆疊，使得分子間以磚型堆疊，有利載子之傳遞。其中 DDTTSeBT- 14 具有優異之電性表現高達 4.0 cm2V-1s-1，為目前台灣本土所開發之可溶性 p 型有機薄膜電晶體小分子之溶液製程最高電性紀錄。;New small molecules based on TSBT, DSDTT, and SeBT cores have been synthesized for organic thin film transistors (OTFTs). For the first TSBT series, n-type TSBTQ-14 (TSBTQ with C14H29 chains) and TSBTQ-6 (TSBTQ with C6H13 chains) exhibited mobility of 0.14 cm2V-1s-1 and 0.10 cm2V-1s-1. To further complete the side chains effect study, TSBTQ-10 (1; TSBTQ with C10H21 chains) was synthesized and characterized. Via solution shearing, TSBT-10 exhibits the best mobility up to 0.18 cm2V-1s-1 in this series. For the second DSDTT series, DDTT-DSDTT-10 (DSDTT with C10H21 chains) exhibited high mobility 2.6 cm2V-1s-1. To further complete the side chains effect study, DDTT-DSDTT-8 (2; with C8H17 chains) was synthesized and characterized. Via solution shearing, DDTT-DSDTT-8 demonstrates the best mobility up to 3.2 cm2V-1s-1. Both molecular structures of DSDTTs were determined by single crystal X-ray diffraction and exhibits two parallel face-to-face columnar stacking’s with a very close interplanar core distance of 3.6 Å . For the third series, a couple new small molecules based on the selenylated bithiophene (SeBT) with different end-capped aromatic groups and alkyl chains were developed. DDTT-SeBT-14 (7; with C14H29 chains) exhibits the highest mobility of 4.00 cm2V-1s-1 via solution shearing. The molecular structures of DDTT-SeBT-14 and DDTT-SeBT-10 (6) were determined by single crystal X-ray diffraction and showed brick-type iv molecular stacking.
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