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Face-on oriented thermolabile Boc-isoindigo/thiophenes small molecules: From synthesis to OFET performance
Dyes and Pigments ( IF 4.1 ) Pub Date : 2019-08-16 , DOI: 10.1016/j.dyepig.2019.107784
Mohamed Shaker , Byoungwook Park , Seongyu Lee , Kwanghee Lee

A new series of protected isoindigo (ID) based solution processable donor-acceptor type of small molecules was synthesized. Tert-butoxycarbonyl (t-Boc) substituted isoindigo is used as the acceptor unit and oligothiophene derivatives as the donor units. Thermal decarboxylation of small molecules films at 200 °C eliminated the t-Boc side groups. The cleavage of the protecting group formed a variety of N–H …. .O=C hydrogen bonding across the lactam structures of the isoindigo. The molecular orientation during the thermal decarboxylation of ID-Boc to ID-H was examined using X-ray diffraction and atomic force microscopy. The H-bonding formation and its impact on the optical, thermal, electrochemical and ambipolar behavior were investigated.



中文翻译:

面向面的不耐热Boc-异靛蓝/噻吩小分子:从合成到OFET性能

合成了一系列新的受保护的基于靛蓝(ID)的溶液可处理的供体-受体类型的小分子。叔丁氧羰基(t-Boc)取代的异靛蓝用作受体单元,寡噻吩衍生物用作供体单元。小分子薄膜在200°C下的热脱羧作用消除了t-Boc侧基。保护基团的裂解形成各种NH…。O = C跨异靛青的内酰胺结构的氢键。使用X射线衍射和原子力显微镜检查了ID-Boc热脱羧为ID-H期间的分子取向。研究了氢键的形成及其对光学,热,电化学和双极性行为的影响。

更新日期:2019-08-16
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