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Luminescent sp2-Carbon-Linked 2D Conjugated Polymers with High Photostability
Chemistry of Materials ( IF 7.2 ) Pub Date : 2020-08-26 , DOI: 10.1021/acs.chemmater.0c02910 Shunqi Xu 1 , Yungui Li 2 , Bishnu P. Biswal 1 , Matthew A. Addicoat 3 , Silvia Paasch 4 , Paulius Imbrasas 2 , SangWook Park 1 , Huanhuan Shi 1 , Eike Brunner 4 , Marcus Richter 1 , Simone Lenk 2 , Sebastian Reineke 2 , Xinliang Feng 1
Chemistry of Materials ( IF 7.2 ) Pub Date : 2020-08-26 , DOI: 10.1021/acs.chemmater.0c02910 Shunqi Xu 1 , Yungui Li 2 , Bishnu P. Biswal 1 , Matthew A. Addicoat 3 , Silvia Paasch 4 , Paulius Imbrasas 2 , SangWook Park 1 , Huanhuan Shi 1 , Eike Brunner 4 , Marcus Richter 1 , Simone Lenk 2 , Sebastian Reineke 2 , Xinliang Feng 1
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Luminescent organic materials with high photostability are essential in optoelectronics, sensor, and photocatalysis applications. However, small organic molecules are generally sensitive to UV irradiation, giving rise to chemical decompositions. In this work, we demonstrate two novel CN-substituted two-dimensional sp2-carbon-linked conjugated polymers (2D CCPs) containing a chromophore triphenylene unit. The Knoevenagel polymerization between 2,3,6,7,10,11-hexakis(4-formylphenyl)triphenylene (HFPTP) and 1,4-phenylenediacetonitrile (PDAN) or 2,2′-(biphenyl-4,4′-diyl)diacetonitrile (BDAN), provides the crystalline 2D CCP-HFPTP-PDAN (2D CCP-1) and 2D CCP-HFPTP-BDAN (2D CCP-2) with dual pore structures, respectively. 2D CCP-1 and 2D CCP-2 exhibit the photoluminescence quantum yield (PLQY) up to 24.9 and 32.3%, which are the highest values among the reported 2D conjugated polymers and π-conjugated 2D covalent organic frameworks. Furthermore, compared with the well-known emissive small molecule tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN), both 2D CCPs show superior photostability under UV irradiation for 2 h, profiting from the twisted and rigid structures of the CN-substituted vinylene linkages. The present work will trigger the further explorations of novel organic emitters embedded in 2D CCPs with high PLQY and photostability, which can be useful for optoelectronic devices.
中文翻译：
具有高光稳定性的发光sp 2-碳键连接的2D共轭聚合物
具有高光稳定性的发光有机材料在光电，传感器和光催化应用中至关重要。然而，小的有机分子通常对紫外线辐射敏感，从而引起化学分解。在这项工作中，我们演示了两个新颖的CN取代的二维sp 2-含发色团三亚苯基单元的碳连接的共轭聚合物（2D CCP）。2,3,6,7,10,11-六（4-甲酰基苯基）三亚苯基（HFPTP）和1,4-苯二乙腈（PDAN）或2,2'-（联苯-4,4'-二基之间的Knoevenagel聚合二乙腈（BDAN）分别提供具有双孔结构的结晶2D CCP-HFPTP-PDAN（2D CCP-1）和2D CCP-HFPTP-BDAN（2D CCP-2）。2D CCP-1和2D CCP-2的光致发光量子产率（PLQY）高达24.9和32.3％，这是报道的2D共轭聚合物和π共轭2D共价有机骨架中的最高值。此外，与众所周知的发光小分子四（咔唑-9-基）-4,6-二氰基苯（4CzIPN）相比，两种2D CCP在紫外线照射2 h时均表现出优异的光稳定性，得益于CN取代的亚乙烯基键的扭曲和刚性结构。当前的工作将触发对具有高PLQY和光稳定性的2D CCP中嵌入的新型有机发射器的进一步探索，这对光电器件很有用。
更新日期：2020-09-22
中文翻译：
具有高光稳定性的发光sp 2-碳键连接的2D共轭聚合物
具有高光稳定性的发光有机材料在光电，传感器和光催化应用中至关重要。然而，小的有机分子通常对紫外线辐射敏感，从而引起化学分解。在这项工作中，我们演示了两个新颖的CN取代的二维sp 2-含发色团三亚苯基单元的碳连接的共轭聚合物（2D CCP）。2,3,6,7,10,11-六（4-甲酰基苯基）三亚苯基（HFPTP）和1,4-苯二乙腈（PDAN）或2,2'-（联苯-4,4'-二基之间的Knoevenagel聚合二乙腈（BDAN）分别提供具有双孔结构的结晶2D CCP-HFPTP-PDAN（2D CCP-1）和2D CCP-HFPTP-BDAN（2D CCP-2）。2D CCP-1和2D CCP-2的光致发光量子产率（PLQY）高达24.9和32.3％，这是报道的2D共轭聚合物和π共轭2D共价有机骨架中的最高值。此外，与众所周知的发光小分子四（咔唑-9-基）-4,6-二氰基苯（4CzIPN）相比，两种2D CCP在紫外线照射2 h时均表现出优异的光稳定性，得益于CN取代的亚乙烯基键的扭曲和刚性结构。当前的工作将触发对具有高PLQY和光稳定性的2D CCP中嵌入的新型有机发射器的进一步探索，这对光电器件很有用。
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