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首页> 外文期刊>Chemistry: A European journal >From model compounds to extended pi-conjugated systems: Synthesis and properties of dithieno[3,2-b : 2 ',3 '-d]phospholes
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From model compounds to extended pi-conjugated systems: Synthesis and properties of dithieno[3,2-b : 2 ',3 '-d]phospholes

机译：从模型化合物到扩展的π共轭体系：双硫杂诺[3,2-b：2'，3'-d]磷脂的合成与性能

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摘要

To explore their suitability for applications in molecular optoelectronics and as sensory materials, novel dithieno[3,2:2'3'-d]phospholes have been synthesized and their reactivity and properties investigated. An efficient two-step synthesis allowed for a modular assembly of differently functionalized compounds. The dithieno[3,2-b:2',3'-d]phosphole system exhibits extraordinary optoelectronic properties with respect to wavelength, intensity, and tunability. Owing to the nucleophilic nature of the central phosphorus atom, its significant electronic influence on the conjugated pi system can be altered selectively by chemically facile modifications such as oxidation or complexation with Lewis acids or transition metals. All the dithienophosphole species presented show very strong blue photoluminescence with excellent quantum yield efficiencies supporting their potential utility as blue-light emitting components in organic light emitting diodes (OLEDs). Furthermore, depending on the electronic nature of the phosphorus center, the materials exhibit distinctive optoelectronic properties suggesting that the dithieno[3,2-b:2',3'-d]phosphole system may be useful as sensory material. The oretical calculations, including time-dependent DFT methods, revealed the excellent predictability of the structures and optoelectronic properties of the functionalized dithienophospholes allowing the design of future dithieno[3,2-b:2',3'-d]phosphole-based materials to be "stream-lined". By using tin-functionalized dithienophosphole monomers. a strategy, which involves Stille coupling, towards extended pi-conjugated materials with significantly redshifted optoelectronic properties is also presented.
机译：为了探索它们在分子光电学中的应用以及作为传感材料的适用性，已经合成了新颖的双硫杂[3,2：2'3'-d]磷脂并对其反应性和性能进行了研究。有效的两步合成可实现不同功能化合物的模块组装。双噻吩并[3,2-b：2'，3'-d]磷脂系统在波长，强度和可调性方面显示出非凡的光电性能。由于中心磷原子的亲核性质，可以通过化学上容易的修饰，例如氧化或与路易斯酸或过渡金属的络合，选择性地改变其对共轭pi系统的重要电子影响。提出的所有二硫代磷腈物种均显示出非常强的蓝色光致发光，具有出色的量子产率效率，支持了它们作为有机发光二极管（OLED）中的蓝色发光组件的潜在效用。此外，取决于磷中心的电子性质，该材料表现出独特的光电性质，这表明双噻吩并[3,2-b：2'，3'-d]磷脂系统可用作感官材料。矿石计算，包括与时间有关的DFT方法，揭示了功能化二噻吩并膦的结构和光电性能的优异可预测性，从而可以设计未来的基于二噻吩并[3,2-b：2'，3'-d]磷脂的材料被“流线型”。通过使用锡官能化的二硫代磷烯单体。还提出了一种策略，该方法涉及将Stille耦合应用于具有显着红移光电特性的扩展π共轭材料。

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