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Fused Triangulene Dimers: Facile Synthesis by Intramolecular Radical-Radical Coupling and Application for Near-Infrared Lasers |
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| Authors: | Tong Shen Diego Dijkstra Alex Farrando-Pérez Dr Pedro G Boj Dr José M Villalvilla Dr José A Quintana Dr Ya Zou Dr Xudong Hou Dr Haipeng Wei Dr Zhentao Li Prof Zhe Sun Prof María A Díaz-García Prof Jishan Wu |
| Institution: | 1. Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University Binhai New City, Fuzhou, 350507 China
Department of chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543 Singapore These authors contributed equally to this work.;2. Departamento Física Aplicada and Instituto Universitario de Materiales de Alicante, Universidad de Alicante, 03080 Alicante, Spain These authors contributed equally to this work.;3. Departamento Física Aplicada and Instituto Universitario de Materiales de Alicante, Universidad de Alicante, 03080 Alicante, Spain;4. Departamento Óptica, Farmacología y Anatomía, and Instituto Universitario de Materiales de Alicante, Universidad de Alicante, 03080 Alicante, Spain;5. Department of chemistry, National University of Singapore, 3 Science Drive 3, Singapore, 117543 Singapore;6. Institute of Molecular Plus, Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations, Tianjin University, Tianjin, 300072 China;7. Joint School of National University of Singapore and Tianjin University, International Campus of Tianjin University Binhai New City, Fuzhou, 350507 China |
| Abstract: | Large graphene-like molecules with four zigzag edges are ideal gain medium materials for organic near-infrared (NIR) lasers. However, synthesizing them becomes increasingly challenging as the molecular size increases. In this study, we introduce a new intramolecular radical-radical coupling approach and successfully synthesize two fused triangulene dimers ( 1 a / 1 b ) efficiently. X-ray crystallographic analysis of 1 a indicates that there is no intermolecular π-π stacking in the solid state. When the more soluble derivative 1 b is dispersed in polystyrene thin films, amplified spontaneous emission in the NIR region is observed. Using 1 b as the active gain material, we fabricate solution-processed distributed feedback lasers that exhibit a narrow emission linewidth at around 790 nm. The laser devices also exhibit low thresholds with high photostability. Our study provides a new synthetic strategy for extended nanographenes, which have diverse applications in electronics and photonics. |
| Keywords: | Amplified Spontaneous Emssion Nanographenes Near-Infrared Light Organic Lasers Triangulene |