Issue 15, 2021

Achieving high circularly polarized luminescence with push–pull helicenic systems: from rationalized design to top-emission CP-OLED applications

Abstract

While the development of chiral molecules displaying circularly polarized luminescence (CPL) has received considerable attention, the corresponding CPL intensity, glum, hardly exceeds 10−2 at the molecular level owing to the difficulty in optimizing the key parameters governing such a luminescence process. To address this challenge, we report here the synthesis and chiroptical properties of a new family of π-helical push–pull systems based on carbo[6]helicene, where the latter acts as either a chiral electron acceptor or a donor unit. This comprehensive experimental and theoretical investigation shows that the magnitude and relative orientation of the electric (μe) and magnetic (μm) dipole transition moments can be tuned efficiently with regard to the molecular chiroptical properties, which results in high glum values, i.e. up to 3–4 × 10−2. Our investigations revealed that the optimized mutual orientation of the electric and magnetic dipoles in the excited state is a crucial parameter to achieve intense helicene-mediated exciton coupling, which is a major contributor to the obtained strong CPL. Finally, top-emission CP-OLEDs were fabricated through vapor deposition, which afforded a promising gEl of around 8 × 10−3. These results bring about further molecular design guidelines to reach high CPL intensity and offer new insights into the development of innovative CP-OLED architectures.

Graphical abstract: Achieving high circularly polarized luminescence with push–pull helicenic systems: from rationalized design to top-emission CP-OLED applications

Supplementary files

Article information

Article type
Edge Article
Submitted
18 12月 2020
Accepted
18 2月 2021
First published
02 3月 2021
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2021,12, 5522-5533

Achieving high circularly polarized luminescence with push–pull helicenic systems: from rationalized design to top-emission CP-OLED applications

K. Dhbaibi, L. Abella, S. Meunier-Della-Gatta, T. Roisnel, N. Vanthuyne, B. Jamoussi, G. Pieters, B. Racine, E. Quesnel, J. Autschbach, J. Crassous and L. Favereau, Chem. Sci., 2021, 12, 5522 DOI: 10.1039/D0SC06895K

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