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Issue 4, 2017
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Multipodal arrangement of push–pull chromophores: a fundamental parameter affecting their electronic and optical properties

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Abstract

A series of model push–pull molecules with linear, quadrupolar, and tripodal arrangements, a varyingly substituted amino donor, two acceptors, and a partially extended π-system has been prepared. Two peripheral electron acceptors, namely N,N′-dibutylbarbituric acid and dicyanovinyl, were employed. The fundamental properties of 24 push–pull chromophores were investigated by differential scanning calorimetry, electrochemistry, one-photon absorption spectroscopy, photoinduced piezooptics, and were supported by DFT calculations. Thorough structure–property relationships were elucidated, while a significant influence of the structural arrangement/branching on the electronic and optical properties has been revealed. The fundamental optoelectronic properties of push–pull molecules are affected by their arrangement (linear/quadrupolar/tripodal), the peripheral acceptor attached, extension and planarization of the π-system, and also by the type of auxiliary N-substituent.

Graphical abstract: Multipodal arrangement of push–pull chromophores: a fundamental parameter affecting their electronic and optical properties

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Supplementary files

Article information


Submitted
22 Sep 2016
Accepted
12 Dec 2016
First published
13 Dec 2016

New J. Chem., 2017,41, 1459-1472
Article type
Paper

Multipodal arrangement of push–pull chromophores: a fundamental parameter affecting their electronic and optical properties

M. Klikar, I. V. Kityk, D. Kulwas, T. Mikysek, O. Pytela and F. Bureš, New J. Chem., 2017, 41, 1459
DOI: 10.1039/C6NJ02994A

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