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Synthetic strategy for thienothiophene-benzotriazole-based polymers with high backbone planarity and solubility for field-effect transistor applications
Journal of Industrial and Engineering Chemistry ( IF 5.9 ) Pub Date : 2020-06-01 , DOI: 10.1016/j.jiec.2020.02.022
Yohan Jo , Jong Gyu Oh , Cheulhwan Kim , Tae Kyu An , Jaeyoung Jang , Jihoon Lee

Abstract We report on a synthetic strategy for a series of thienothiophene-benzotriazole-based polymers—octyl-PTTBTz-F, Si-PTTBTz, and Si-PTTBTz-F—wherein conformational locks are introduced to induce intra- and intermolecular interactions (F···S, F···H–C, and C–F··· π F) for high backbone planarity and siloxane-terminated side chains are introduced to increase solubility. The three polymers were utilized as active layers in organic field-effect transistors, and the effects of thermal annealing on the polymer crystallinity and device performances were studied. Although the fluorine-atom-substituted octyl-PTTBTz-F showed a moderate hole mobility of up to 4.2 × 10−3 cm2 V−1 s−1 with enhanced molecular orientation because of conformational locks, it had poor solubility in common organic solvents. The Si-PTTBTz polymer with the siloxane-terminated side chains showed good solubility but inferior device performance with a hole mobility of up to 2.2 × 10−4 cm2 V−1 s−1. The rationally designed Si-PTTBTz-F polymer, which contains both fluorine atoms in the backbone and siloxane-terminated groups in the side chains, showed an excellent hole mobility of up to 0.11 cm2 V−1 s−1 and good solubility in common organic solvents.

中文翻译:

用于场效应晶体管应用的具有高骨架平面度和溶解度的噻吩并噻吩-苯并三唑基聚合物的合成策略

摘要 我们报告了一系列基于噻吩并噻吩-苯并三唑的聚合物的合成策略——辛基-PTTBTz-F、Si-PTTBTz 和 Si-PTTBTz-F——其中引入构象锁以诱导分子内和分子间相互作用(F· ··S、F···H-C 和C-F···π F) 用于高骨架平面度和硅氧烷封端的侧链以增加溶解度。将这三种聚合物用作有机场效应晶体管的活性层,研究了热退火对聚合物结晶度和器件性能的影响。尽管氟原子取代的辛基-PTTBTz-F 显示出高达 4.2 × 10-3 cm2 V-1 s-1 的中等空穴迁移率,并且由于构象锁定而增强了分子取向,但它在常见有机溶剂中的溶解性较差。具有硅氧烷封端侧链的 Si-PTTBTz 聚合物显示出良好的溶解性,但器件性能较差,空穴迁移率高达 2.2 × 10-4 cm2 V-1 s-1。合理设计的 Si-PTTBTz-F 聚合物,其主链中含有氟原子,侧链中含有硅氧烷封端基团,显示出高达 0.11 cm2 V-1 s-1 的优异空穴迁移率和良好的溶解性溶剂。
更新日期:2020-06-01
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