Small isomeric push-pull chromophores based on thienothiophenes with tunable optical (non)linearities

Fourteen new D-π-A push-pull chromophores based on two isomeric thienothiophene donors and seven acceptors of various electronic natures have been designed and conveniently synthesized. In contrast to known thienothiophene push-pull molecules, the prepared small chromophores proved to be organic mat...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-04, Vol.17 (14), p.3623-3634
Main Authors: Podlesný, Jan, Pytela, Old ich, Klikar, Milan, Jelínková, Veronika, Kityk, Iwan V, Ozga, Katarzyna, Jedryka, Jaroslaw, Rudysh, Myron, Bureš, Filip
Format: Article
Language:English
Subjects:
Absorption spectra
Chemical synthesis
Chromophores
Donors (electronic)
Electrochemistry
Isomers
Molecular orbitals
NMR
Nonlinear optics
Nuclear magnetic resonance
Optical measurement
Optical properties
Organic materials
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Summary:Fourteen new D-π-A push-pull chromophores based on two isomeric thienothiophene donors and seven acceptors of various electronic natures have been designed and conveniently synthesized. In contrast to known thienothiophene push-pull molecules, the prepared small chromophores proved to be organic materials with easily tunable thermal, electrochemical and (non)linear optical properties. It has also been shown that small structural variation may result in significantly improved/varied fundamental properties. Very detailed structure-property relationships were elucidated within the systematically developed series of push-pull molecules, which may serve as a useful guide in designing new D-π-A molecules based on fused thiophene scaffolds. Fused thiophene push-pull molecules with tunable optoelectronic properties.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob00487d