Quadruple addition of phenyl groups to a diphenylpyridylmethane skeleton was achieved. The derived (3,5-difluoro-4-pyridyl)bis(2,6-dichloro-3,4-diphenylphenyl)methyl radical (Ph4-F2PyBTM) displayed superior luminescence properties to the previously reported organic diphenylpyridylmethyl radicals in various organic solutions at room temperature, and it reached 33% photoluminescence quantum efficiency in PMMA film. With the introduction of methoxy groups, quadruple adduct (MeOPh)4-F2PyBTM and triple adduct (MeOPh)3-F2PyBTM were isolated. The excited state of these radicals showed an intramolecular charge transfer character and efficient fluorescence only in nonpolar solvents. The radicals retained not only persistency at the ground state but also durability under photoirradiation, with a 6 to 14 fold improved photostability with respect to the original PyBTM.

Mattiello, S., Hattori, Y., Kitajima, R., Matsuoka, R., Kusamoto, T., Uchida, K., et al. (2022). Enhancement of fluorescence and photostability of luminescent radicals by quadruple addition of phenyl groups. JOURNAL OF MATERIALS CHEMISTRY. C, 10(40), 15028-15034 [10.1039/d2tc03132a].

Enhancement of fluorescence and photostability of luminescent radicals by quadruple addition of phenyl groups

Mattiello S.
;
Beverina L.
2022

Abstract

Quadruple addition of phenyl groups to a diphenylpyridylmethane skeleton was achieved. The derived (3,5-difluoro-4-pyridyl)bis(2,6-dichloro-3,4-diphenylphenyl)methyl radical (Ph4-F2PyBTM) displayed superior luminescence properties to the previously reported organic diphenylpyridylmethyl radicals in various organic solutions at room temperature, and it reached 33% photoluminescence quantum efficiency in PMMA film. With the introduction of methoxy groups, quadruple adduct (MeOPh)4-F2PyBTM and triple adduct (MeOPh)3-F2PyBTM were isolated. The excited state of these radicals showed an intramolecular charge transfer character and efficient fluorescence only in nonpolar solvents. The radicals retained not only persistency at the ground state but also durability under photoirradiation, with a 6 to 14 fold improved photostability with respect to the original PyBTM.
Articolo in rivista - Articolo scientifico
luminescent radicals
English
15-set-2022
2022
10
40
15028
15034
none
Mattiello, S., Hattori, Y., Kitajima, R., Matsuoka, R., Kusamoto, T., Uchida, K., et al. (2022). Enhancement of fluorescence and photostability of luminescent radicals by quadruple addition of phenyl groups. JOURNAL OF MATERIALS CHEMISTRY. C, 10(40), 15028-15034 [10.1039/d2tc03132a].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10281/410306
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