- Supplementary Content
- 10.26434/chemrxiv.10001697/v1
A Symmetric and Rigid Tetrahydropentalene Derivative as an Ideal Acceptor for Efficient Triplet-Triplet Annihilation-Assisted Photon Upconversion
- Jan 29, 2026
- ChemRxiv
- Tomoki Nagaoka + 3 more +3
The triplet–triplet annihilation (TTA)-assisted photon upconversion (PUC) properties of a solution system comprised of the newly developed acceptor di(p-anisyl)tetrahydropentalene TP-An, containing a rigidly constrained planar diene subunit were elucidated. Due to its symmetric and rigid molecular structure, TP-An undergoes rapid fluorescence emission and slow nonradiative processes, respectively, which give rise to its unity fluorescence quantum yield and its short singlet excited state lifetime of 1.13 ns in degassed toluene. Its rigid structure gives TP-An a long triplet excited state lifetime of 654 ms, which is required for efficient TTA-PUC. Moreover, the experimentally determined singlet (ES, 3.22 eV) and triplet (ET, 1.62–1.79 eV) excited state energy levels of TP-An meet the requirements for exergonic TTA (ES < 2ET). Analysis of the TTA-PUC behavior reveals that a toluene solution of TP-An and platinum octaethylporphyrin as a donor displays a record low threshold excitation intensity of 10 mW cm–2 and a high PUC quantum yield up to ca. 23%. Results of this study provide critical information about the design of acceptor molecules that are components of highly efficient green-to-purple TTA-PUC systems.
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