Tetraphenylethene 9,10-Diphenylanthracene Derivatives - Synthesis and Photophysical Properties

Can Gao; Jia Yi Seow; Bolong Zhang; Christopher R Hall; Andrew J Tilley; Jonathan M White; Trevor A Smith; Wallace W H Wong

doi:10.1002/cplu.201900100

Tetraphenylethene 9,10-Diphenylanthracene Derivatives - Synthesis and Photophysical Properties

Chempluschem. 2019 Jun;84(6):746-753. doi: 10.1002/cplu.201900100. Epub 2019 Apr 11.

Authors

Can Gao¹, Jia Yi Seow¹, Bolong Zhang¹, Christopher R Hall¹, Andrew J Tilley¹, Jonathan M White², Trevor A Smith¹, Wallace W H Wong¹

Affiliations

¹ School of Chemistry ARC Centre of Excellence in Exciton Science, The University of Melbourne, Parkville, Victoria, 3010, Australia.
² School of Chemistry Bio21 Institute, The University of Melbourne, Parkville, Victoria, 3010, Australia.

PMID: 31944010
DOI: 10.1002/cplu.201900100

Abstract

A series of tetraphenylethene 9,10-diphenylanthracene (TPE-DPA) derivatives have been synthesized, and their photophysical properties studied. Photoluminescence measurements in PMMA, neat films and nanoparticle dispersions reveal that different aggregation states are formed, which leads to different photophysical behavior. The triplet excited state properties were studied using Pt(II) octaethylporphyrin (PtOEP) as triplet sensitizer. Upconverted emission from the DPA moiety is observed in nanoparticle dispersions of each derivative. A higher upconverted emission intensity is observed in aerated (compared to deaerated) solutions of the derivatives following irradiation, which is attributed to oxidation of the TPE moiety. These results provide valuable insight for the design of AIE luminogens for triplet-triplet annihilation upconversion (TTA-UC).

Keywords: aggregation induced emission; anthracene; photoluminescence; photon upconversion; tetraphenylethene.

Abstract

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