Issue 2, 2018

Use of silylmethoxy groups as inducers of efficient room temperature phosphorescence from precious-metal-free organic luminophores

Abstract

We designed and characterized 1,4-diaroyl-2,5-bis(silylmethoxy)benzenes as precious-metal-free organic luminophores that efficiently phosphoresce at room temperature. The benzene derivatives in crystals emit green phosphorescence with quantum yields up to 0.45 under ambient conditions. The luminescence quantum yield increases with increasing number of intermolecular interactions in the crystal, such as hydrogen bonding and CH–π interactions. The luminescence lifetimes are inversely proportional to temperature over the −80 to 80 °C range, demonstrating the potential of the benzene derivatives as materials for temperature sensing. Poly(methyl methacrylate) films doped with these luminophores also exhibit intense green phosphorescence at room temperature under vacuum, while they emit very faint blue fluorescence under ambient conditions. Electron spin resonance spectroscopy of a UV-excited diphenylmethylsilyl-derivative in toluene at 77 K reveals a triplet diradical species, whose electronic distribution is similar to that of naphthalene, indicating that the triplet diradical is distributed over almost ten atoms.

Graphical abstract: Use of silylmethoxy groups as inducers of efficient room temperature phosphorescence from precious-metal-free organic luminophores

Supplementary files

Article information

Article type
Research Article
Submitted
14 Nov. 2017
Accepted
13 Dec. 2017
First published
14 Dec. 2017

Mater. Chem. Front., 2018,2, 347-354

Use of silylmethoxy groups as inducers of efficient room temperature phosphorescence from precious-metal-free organic luminophores

M. Shimizu, T. Kinoshita, R. Shigitani, Y. Miyake and K. Tajima, Mater. Chem. Front., 2018, 2, 347 DOI: 10.1039/C7QM00524E

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