Tailoring C-6-Substituted Coumarin Scaffolds for Novel Photophysical Properties and Stimuli-Responsive Chromism
Journal
Journal of Physical Chemistry B
Journal Volume
125
Journal Issue
41
Pages
11557-11565
Date Issued
2021
Author(s)
Abstract
A judicious strategy was utilized to envision the substantial regio-positional effects of substituents on the photophysical properties of the 2H-chromen-2-one-3-benzothiazole scaffold-based push-pull framework, named 6-X-CUMs. Among them, 6-NEt2-CUM reveals prominent excited-state intramolecular charge transfer with a large change of dipole moment (?μ ?18.23 D), hence displaying remarkable emission solvatochromism from the green (536 nm in cyclohexane) to far-red region (714 nm in dimethyl sulfoxide) and a high-temperature sensitivity (-0.23 nm °C-1). These, together with unique basicity and acido-/vaporchromism upon acidification elucidated by NMR and photospectroscopic studies, show stark contrast to the conventional 7-NEt2-CUM. The new series of these tailored 6-X-CUMs represents a new dimension in tailoring the photophysical properties for the development of a promising class of multistimuli-responsive materials. ? 2021 American Chemical Society.
Subjects
Charge transfer
Dimethyl sulfoxide
Excited states
2h chromen 2 ones
Benzothiazoles
Chromism
Excited-state intramolecular charge transfers
High temperature sensitivity
New dimensions
Photophysical properties
Push pull
Solvatochromisms
Stimuli-responsive
Scaffolds
coumarin derivative
solvent
Coumarins
Solvents
SDGs
Type
journal article