Low Amplified Spontaneous Emission Threshold from Solution Processable Excited‐State Intramolecular Proton Transfer Chromophores

Author:

Rahane Vijay P.1234ORCID,Shukla Atul45ORCID,Roseli Ras Baizureen3ORCID,Ireland Alexander R.3ORCID,Gale Innes34ORCID,Krenske Elizabeth H.3ORCID,Moore Evan G.3ORCID,Namdas Ebinazar B.45ORCID,Jain Nidhi2ORCID,Lo Shih‐Chun34ORCID

Affiliation:

1. The University of Queensland‐Indian Institute of Technology Delhi Academy of Research New Delhi 110016 India

2. Department of Chemistry Indian Institute of Technology Delhi Hauz Khas New Delhi 110016 India

3. School of Chemistry and Molecular Biosciences The University of Queensland Brisbane QLD 4072 Australia

4. Centre for Organic Photonics & Electronics The University of Queensland Brisbane QLD 4072 Australia

5. School of Mathematics and Physics The University of Queensland Brisbane QLD 4072 Australia

Abstract

AbstractChromophores undergoing excited‐state intramolecular proton transfer (ESIPT) feature a distinct four‐level photocycle and significant Stokes shift, which make them ideal for achieving population inversion upon photoexcitation, a fundamental prerequisite for lasing, by mitigating the concerns of self‐absorption owing to spectral overlap. This study focuses on functionalizing the hydroxyphenyl‐benzothiazole (HBT) ESIPT laser dye through the introduction of fluorene and phenyl‐carbazole moieties at the para‐position to the hydroxyl group, to demonstrate amplified spontaneous emission (ASE) activities. The synthesized HBT derivatives not only exhibit high thermal and photostability, but also high photoluminescence quantum yields, exceeding 40%, which is noteworthy for ESIPT materials emitting in the yellow–orange to red color ranges. Computational analyses show that these new HBT materials possess substantially lower ESIPT energy barriers, compared to their parent HBT, facilitating their efficient ESIPT processes. Moreover, these derivatives demonstrate a high radiative rate of 1.47 × 108 s−1. Thin films of a fluorene‐substituted HBT (HBTpFl) show a low solid‐state amplified spontaneous emission threshold value of 3.8 µJ cm−2 at 582 nm, representing the lowest reported solid‐state ASE threshold for laser dyes in the orange emission region (575–600 nm) to date.

Funder

Australian Research Council

Publisher

Wiley

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