Fused Triangulene Dimers: Facile Synthesis by Intramolecular Radical‐Radical Coupling and Application for Near‐Infrared Lasers

Author:

Shen Tong12,Dijkstra Diego3,Farrando‐Pérez Alex3,Boj Pedro G.4,Villalvilla José M.3,Quintana José A.4,Zou Ya2,Hou Xudong2,Wei Haipeng2,Li Zhentao2,Sun Zhe5,Díaz‐García María A.3,Wu Jishan12ORCID

Affiliation:

1. Joint School of National University of Singapore and Tianjin University International Campus of Tianjin University Binhai New City Fuzhou 350507 China

2. Department of chemistry National University of Singapore 3 Science Drive 3 Singapore 117543 Singapore

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. Institute of Molecular Plus, Department of Chemistry and Haihe Laboratory of Sustainable Chemical Transformations Tianjin University Tianjin 300072 China

Abstract

AbstractLarge 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.

Funder

National Research Foundation Singapore

Agency for Science, Technology and Research

Ministerio de Ciencia e Innovación

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Medicine

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