强迫扭曲的1,7-双二二胺在固态中平坦化:一个原子有多大的区别
Konstantis F Konidaris1, Marco Zambra1, Francesco Giannici2
1Dipartimento di Scienza e Alta Tecnologia and To.Sca.Lab, University of Insubria, via Valleggio 11, 22100, Como, Italy.
Angewandte Chemie (International ed. in English)
|September 24, 2023
概括
研究人员通过使用特定的N-替代剂将扭曲的二二烯二胺 (PDI) 分子平成平面结构. 这一策略可以控制分子构造,从而提高有机电子设备的性能.
科学领域:
- 有机电子学有机电子学
- 材料科学是一种材料科学.
- 超分子化学 超分子化学
背景情况:
- 二胺 (PDI) 是有机电子中的关键的n型半导体.
- 分子构造显著影响PDI固态特性和电子性能.
- 由于固有的分子扭曲,实现平面PDI核心是具有挑战性的.
研究的目的:
- 开发一种策略,以平整固态中扭曲的1,7-二甲二胺 (PDI ((H2Br2)) 芯.
- 调查N替代剂对PDI形状和固态包装的影响.
- 通过控制平面性来实现具有改进电子性能的PDI的设计.
主要方法:
- 合成了四种新型的1,7-二甲二胺衍生物,含有不同的N替代物.
- 用X射线粉末衍射分析固态结构.
- 密度函数理论 (DFT) 计算用于研究形状偏好和能量障碍.
主要成果:
- 具有低立体化学阻碍的N替代物 (CH2 / NH间隔器) 的1,7-二二二烯二化物在固体状态下很容易平坦.
- 扭曲和平坦的亚特罗皮索默之间相互转换的能量屏障很低 (26.5kJ/mol).
- 取得的平面化导致中心对称的分子,并促进π-π堆叠.
结论:
- 灵活的N替代物可以有效地克服旋转障碍,诱导PDI核心的平面性.
- 这种方法为各种有机半导体中扭曲的多芳香核的平整提供了一个总体策略.
- 控制的分子平面性是优化晶体包装和电子相互作用以提高设备性能的关键.
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