Digitální knihovnaUPCE
 

Proaromatic pyranylidene chalcogen analogues and cyclopenta[c]thiophen-4,6-dione as electron donors and acceptor in efficient charge-transfer chromophores

ČlánekOtevřený přístuppeer-reviewedpostprint
Náhled

Datum publikování

2016-07-06

Autoři

Solanke, Parmeshwar Bapurao
Achelle, Sylvain
Cabon, Nolwenn
Pytela, Oldřich
Barsella, Alberta
Caro, Bertrand
Robin-le Guen, Francoise
Podlesný, Jan
Klikar, Milan
Bureš, Filip

Vedoucí práce

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Vydavatel

Elsevier

Abstrakt

Fifteen new push-pull chromophores based on a proaromatic pyranylidene donor and its chalcogen analogues and various electron acceptor moieties were synthesized in a straightforward manner. These model molecules were designed and prepared to investigate the concept of proaromaticity as a tool to tune the fundamental properties of push-pull systems. All target chromophores with systematically varied structure were further investigated by electrochemistry, absorption spectra, and EFISH experiment in conjunction with DFT calculations. Employing structural variations such as chalcogen/acceptor replacement, extension of the π-system, and the position of substitution along the pyran ring, the HOMO-LUMO gap can be tuned within the range of 2.18 to 1.41 eV. A new and powerful electron withdrawing moiety, combining features of polarizable thiophene and successful indane-1,3-dione acceptor, cyclopenta[c]thiophen-4,6-dione (ThDione) has also been developed.

Rozsah stran

p. 129-138

ISSN

0143-7208

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Projekt

EC/H2020/638857/EU/Towards New Generation of Solid-State Photovoltaic Cell: Harvesting Nanotubular Titania and Hybrid Chromophores/CHROMTISOL

Zdrojový dokument

Dyes and Pigments. 2016, vol. 134

Vydavatelská verze

http://www.sciencedirect.com/science/article/pii/S014372081630314X

Přístup k e-verzi

Attribution-NonCommercial-NoDerivs 4.0.International
open access

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Klíčová slova

chalcogenopyranylidene, push-pull, non linear optics, charge transfer, polymethines

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Except where otherwised noted, this item's license is described as Attribution-NonCommercial-NoDerivs 4.0.International