The Aggregation Regularity Effect of Multiarylpyrroles on Their Near-Infrared Aggregation-Enhanced Emission Property.,Chemistry - A European Journal

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The Aggregation Regularity Effect of Multiarylpyrroles on Their Near-Infrared Aggregation-Enhanced Emission Property.
Chemistry - A European Journal ( IF 3.9 ) Pub Date : 2020-06-29 , DOI: 10.1002/chem.202002525
Jiamin Qu ₁ , Fei Ren ₁ , Jianbing Shi ₁ , Bin Tong ₁ , Zhengxu Cai ₁ , Yuping Dong ₁

Affiliation

Increasing the quantum yield of near‐infrared (NIR) emissive dyes is critical for biological applications because these fluorescent dyes generally show decreased emission efficiency under aqueous conditions. In this work, we designed and synthesized several multiarylpyrrole (MAP) derivatives, in which a furanylidene (FE) group at the 3‐position of the pyrrole forms donor‐π‐acceptor molecules, MAP‐FE, with a NIR emissive wavelength and aggregation‐enhanced emission (AEE) features. Different alkyl chains of MAP‐FEs linked to phenyl groups at the 2,5‐position of the pyrrole ring resulted in different emissive wavelengths and quantum yields in aggregated states, such as powders or single crystals. Powder XRD data and single crystal analysis elucidated that the different lengths of alkyl chains had a significant impact on the regularity of MAP‐FEs when they were forced to aggregate or precipitate, which affected the intermolecular interaction and the restriction degree of the rotating parts, which are essential components. Therefore, an increasing number of NIR dyes could be developed by this design strategy to produce efficient NIR dyes with AEE. Moreover, this method can provide general guidance for other related fields, such as organic solar cells and organic light‐emitting materials, because they are all applied in the aggregated state.

中文翻译：

多芳基吡咯的聚集规律性对其近红外聚集增强发射性质的影响。

对于生物应用而言，提高近红外（NIR）发光染料的量子产率至关重要，因为这些荧光染料通常在水性条件下显示出降低的发射效率。在这项工作中，我们设计并合成了几种多芳基吡咯（MAP）衍生物，其中吡咯的3位上的呋喃基（FE）基团形成供体-π-受体分子MAP-FE，具有NIR发射波长和聚集增强发射（AEE）功能。在吡咯环的2,5-位连接到苯基的MAP-FEs的不同烷基链导致不同的发射波长和聚集态的量子产率，例如粉末或单晶。粉末XRD数据和单晶分析表明，当烷基链被迫聚集或沉淀时，不同长度的烷基链对MAP-FEs的规则性有重大影响，这影响了分子间的相互作用和旋转部分的限制程度，是必不可少的组成部分。因此，通过这种设计策略可以开发出越来越多的NIR染料，以生产具有AEE的高效NIR染料。此外，该方法可以为其他相关领域提供一般指导，例如有机太阳能电池和有机发光材料，因为它们都以聚集状态应用。通过这种设计策略，可以开发出越来越多的NIR染料，以利用AEE生产高效的NIR染料。此外，该方法可以为其他相关领域提供一般指导，例如有机太阳能电池和有机发光材料，因为它们都以聚集状态应用。通过这种设计策略，可以开发出越来越多的NIR染料，以利用AEE生产高效的NIR染料。此外，该方法可以为其他相关领域提供一般指导，例如有机太阳能电池和有机发光材料，因为它们都以聚集状态应用。

更新日期：2020-06-29

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