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 two hours, 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.
Identifer | oai:union.ndltd.org:DRESDEN/oai:qucosa:de:qucosa:73362 |
Date | 28 September 2021 |
Creators | Xu, Shunqi, Li, Yungui, Biswal, Bishnu P., Addicoat, Matthew A., Paasch, Silvia, Imbrasas, Paulius, Park, SangWook, Shi, Huanhuan, Brunner, Eike, Richter, Marcus, Lenk, Simone, Reineke, Sebastian, Feng, Xinliang |
Publisher | American Chemical Society |
Source Sets | Hochschulschriftenserver (HSSS) der SLUB Dresden |
Language | English |
Detected Language | English |
Type | info:eu-repo/semantics/acceptedVersion, doc-type:article, info:eu-repo/semantics/article, doc-type:Text |
Rights | info:eu-repo/semantics/openAccess |
Relation | 10.1021/acs.chemmater.0c02910, info:eu-repo/grantAgreement/Europäische Union/H2020-MSCA-ITN/881603//Graphene Flagship (GrapheneCore3), info:eu-repo/grantAgreement/European Commission/H2020/819698//Development of Thiophene Based Conjugated Polymers in Two Dimensions/T2DCP, info:eu-repo/grantAgreement/Deutsche Forschungsgemeinschaft/Koordinationsnetzwerke als Bausteine für Funktionssysteme/434440165//Building Blocks for Functional Systems/COORNET |
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