Fluorinated Tolane Dyads with Alkylene Linkage: Synthesis and Evaluation of Photophysical Characteristics
Fluorinated Tolane Dyads with Alkylene Linkage: Synthesis and Evaluation of Photophysical Characteristics
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DOI：
10.3390/cryst10080711
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发表时间：
2020-08
期刊：
影响因子：
2.7
通讯作者：
S. Yamada;Eiji Uto;T. Agou;T. Kubota;T. Konno
中科院分区：
文献类型：
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作者：
S. Yamada;Eiji Uto;T. Agou;T. Kubota;T. Konno
发光材料因其在生物成像和传感元件、发光显示器和照明设备中作为基材的广泛应用而受到广泛关注。在此，我们开发了含有氟化芳环的氟化甲苯烷和双甲苯烷衍生物，并展示了它们在结晶粉末状态下的强光致发光（PL）特性。我们关注的是随着分子聚集结构的变化而表现出不同 PL 行为的分子。我们合成了新型氟化二甲苯二元体，由基于氟化二甲苯的π共轭支架和柔性亚烷基键组成，以控制电子密度分布和分子聚集态。与亚烷基键连接的氟化甲苯二联体在稀溶液中显示蓝色 PL，但实现的 PL 效率较低。相比之下，tolane 二元体基底的结晶粉末表现出双重发射——相对强烈的蓝色到深蓝色 PL——源自单体和聚集体发射。随着亚烷基键合和对结晶粉末样品施加机械刺激，PL 行为发生显着变化。本研究中开发的氟化甲苯二元组可以作为适合光学应用的刺激响应光致发光材料。
Light-emitting materials have received considerable attention because of their broad applications as substrates in bio-imaging and sensing components, light-emitting displays, and lighting devices. Herein, we developed fluorinated tolane and bistolane derivatives containing fluorinated aromatic rings and demonstrated their intense photoluminescence (PL) characteristics in crystalline powder states. We focused on molecules showing varied PL behavior with a change in the molecular aggregated structures. We synthesized novel fluorinated tolane dyads consisting of fluorinated tolane-based π-conjugated scaffolds and flexible alkylene linkages to control both the electron-density distribution and molecular aggregated states. Fluorinated tolane dyads connected with an alkylene linkage showed blue PL in a dilute solution, but the PL efficiency achieved was low. In contrast, the crystalline powder of tolane dyad substrates exhibited dual emission—relatively intense blue to deep blue PL—originating from monomer and aggregate emission. The PL behavior changed significantly with the alkylene linkage and the application of a mechanical stimulus to the crystalline powder sample. The fluorinated tolane dyads developed in this study could serve as stimulus-responsive photoluminescent materials suitable for optical applications.