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

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...

Full description

Saved in:
Bibliographic Details
Published in:Angewandte Chemie International Edition 2023-07, Vol.62 (27), p.e202304197-n/a
Main Authors: Shen, Tong, Dijkstra, Diego, Farrando‐Pérez, Alex, Boj, Pedro G., Villalvilla, José M., Quintana, José A., Zou, Ya, Hou, Xudong, Wei, Haipeng, Li, Zhentao, Sun, Zhe, Díaz‐García, María A., Wu, Jishan
Format: Article
Language:English
Subjects:
Amplified Spontaneous Emssion
Coupling (molecular)
Crystallography
Dimers
Distributed feedback lasers
Emissions
Graphene
Infrared lasers
Lasers
Nanographenes
Near infrared radiation
Near-Infrared Light
Organic Lasers
Polystyrene
Polystyrene resins
Spontaneous emission
Thin films
Triangulene
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary: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. Fused triangulene dimers were synthesized by an intramolecular radical‐radical coupling approach. The obtained material, dispersed in polystyrene films, showed amplified spontaneous emission in the near‐infrared region. Solution‐processed distributed feedback lasers were also successfully fabricated.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202304197