Charge-transfer-based materials with intramolecular donor–acceptor structures are attractive for technological applications. Herein, a series of donor−σ–acceptor dyes has been prepared in a modular approach. The design of these intramolecular charge-transfer dyes is based on the concept of spiroconjugation, which leads to unique materials with special optical properties. The optical transitions are based on intramolecular charge transfer, as shown by solvatochromic measurements and density functional theory (DFT) calculations. Crystallographic, computational, electrochemical, and optical studies were performed to clarify the effect of different perpendicular π-moieties on the optoelectronic properties. Our molecular tuning allowed for the synthesis of molecules exhibiting strong visible-range absorption. The compounds are not fluorescent due to structural changes in the excited state, as revealed by DFT calculations. Finally, our study describes enantiomerically pure spiroconjugated absorber molecules using 1,1′-binaphthyl-2,2′-diol (BINOL) units on the donor part.

中文翻译：

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螺共轭施主-σ-受体电荷转移染料：π子系统对光电性能的影响

具有分子内供体-受体结构的基于电荷转移的材料对于技术应用很有吸引力。在这里，已经以模块化的方式制备了一系列供体-σ-受体染料。这些分子内电荷转移染料的设计基于螺共轭的概念，这导致了具有特殊光学特性的独特材料。光学跃迁基于分子内电荷转移，如溶剂变色测量和密度泛函理论（DFT）计算所示。进行了晶体学，计算，电化学和光学研究，以阐明不同垂直π部分对光电性能的影响。我们的分子调节可以合成具有较强可见光吸收的分子。如DFT计算所示，由于激发态的结构变化，这些化合物不发荧光。最后，我们的研究描述了在供体部分使用1,1'-萘基-2,2'-二醇（BINOL）单元的对映体纯螺共轭吸收分子。