Triplet-Triplet Annihilation-Based Photon Upconversion with a Macrocyclic Parallel Dimer

Catherine H Mulyadi; Masanori Uji; Bhavesh Parmar; Kana Orihashi; Nobuhiro Yanai

doi:10.1021/prechem.4c00050

Triplet-Triplet Annihilation-Based Photon Upconversion with a Macrocyclic Parallel Dimer

Precis Chem. 2024 Sep 18;2(10):539-544. doi: 10.1021/prechem.4c00050. eCollection 2024 Oct 28.

Authors

Catherine H Mulyadi¹, Masanori Uji¹, Bhavesh Parmar^{1

2}, Kana Orihashi¹, Nobuhiro Yanai^{1

2

3}

Affiliations

¹ Department of Applied Chemistry, Graduate School of Engineering, Kyushu University, 744 Motooka, Nishi-ku, Fukuoka 819-0395, Japan.
² Department of Chemistry, Graduate School of Science, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
³ CREST, JST, Honcho 4-1-8, Kawaguchi, Saitama 332-0012, Japan.

Abstract

The integration of multiple chromophore units into a single molecule is expected to improve the performance of photon upconversion based on triplet-triplet annihilation (TTA-UC) that can convert low energy photons to higher energy photons at low excitation intensity. In this study, a macrocyclic parallel dimer of 9,10-diphenylanthracene (DPA) with a precisely parallel orientation, named MPD-2, is synthesized, and its TTA-UC properties are investigated. MPD-2 shows a green-to-blue TTA-UC emission in the presence of a triplet sensitizer, platinum octaethylporphyrin (PtOEP). Compared to monomeric DPA, MPD-2 results in an enhancement of the spin statistical factor of TTA and a decrease in the excitation light intensity due to the intramolecular TTA process. The obtained structure-property relationship provides important information for the further improvement of TTA-UC properties.