Molecular Packing and Solid-State Photophysical Properties of 1,3,6,8-Tetraalkylpyrenes.
alkyls
crystal engineering
fluorescence
pyrenes
solid-state structures
Journal
Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783
Informations de publication
Date de publication:
22 Nov 2019
22 Nov 2019
Historique:
received:
16
07
2019
pubmed:
15
8
2019
medline:
15
8
2019
entrez:
15
8
2019
Statut:
ppublish
Résumé
The relationship between the photophysical properties and molecular orientation of 1,3,6,8-tetraalkylpyrenes in the solid state is described herein. The introduction of alkyl groups with different chain structures (in terms of length and branching) did not affect the photophysical properties in solution, but significantly shifted the emission wavelengths and fluorescence quantum yields in the solid state for some samples. Pyrenes bearing ethyl, isobutyl, or neopentyl groups at the 1-, 3-, 6-, and 8-positions showed similar emission profiles in both the solution and solid states. In contrast, pyrenes bearing other alkyl groups exhibited an excimer emission in the solid state, similar to that of the parent pyrene. On studying the photophysical properties in the solid state with respect to the obtained crystal structures, the observed solid-state photophysical properties were found to depend on the relative position of the pyrene chromophores. The solid-state photophysical properties can be controlled by the alkyl groups, which provide changing crystal packing. Among the pyrenes tested, 1,3,6,8-tetraethylpyrene showed the highest fluorescence quantum yield of 0.88 in the solid state.
Identifiants
pubmed: 31410873
doi: 10.1002/chem.201903224
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
14817-14825Subventions
Organisme : Japan Society for the Promotion of Science
ID : JP16H06039
Organisme : Japan Society for the Promotion of Science
ID : JP25248025
Organisme : Japan Society for the Promotion of Science
ID : JP16H01150
Organisme : Japan Society for the Promotion of Science
ID : JP18H04410
Organisme : Japan Society for the Promotion of Science
ID : JP17H05155
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
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