Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule

The electrochemical and spectroelectrochemical properties of the discotic mesogen 2,3,6,7,10,11-pentyloxytriphenylene (H5T) were studied with the use of cyclic voltammetry combined with UV-Vis and electron paramagnetic resonance (EPR) spectroscopy in solution. The UV-Vis absorption spectroscopy of H...

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Main Author: Piotr Ślęczkowski
Format: Article
Language:English
Published: MDPI AG 2023-04-01
Series:International Journal of Molecular Sciences
Subjects:
Online Access:https://www.mdpi.com/1422-0067/24/8/6924
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author Piotr Ślęczkowski
author_facet Piotr Ślęczkowski
author_sort Piotr Ślęczkowski
collection DOAJ
description The electrochemical and spectroelectrochemical properties of the discotic mesogen 2,3,6,7,10,11-pentyloxytriphenylene (H5T) were studied with the use of cyclic voltammetry combined with UV-Vis and electron paramagnetic resonance (EPR) spectroscopy in solution. The UV-Vis absorption spectroscopy of H5T in dichloromethane showed its monomeric state in a concentration range up to 10<sup>−3</sup> mol dm<sup>−3</sup>. The reversible process of the electrochemical formation of the radical cation was evidenced within the experimentally accessible potential window. The in situ UV-Vis spectroelectrochemical measurements further enabled identification of the product of the redox process and evaluation of the effect of aggregation in the concentration range of 5 × 10<sup>−3</sup> mol dm<sup>−3</sup>. The results are discussed in the frame of solvent effects on the self-assembly propensity of solute molecules, in a wide range of concentrations. In particular, the crucial role of the solvent polarity is indicated, which contributes to the understanding of solution effects and pre-programming of supramolecular organic materials, in particular anisotropic disc-shaped hexa-substituted triphenylenes.
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spelling doaj.art-6aa815dc4b244d1c9d20cf5d4f576a9f2023-11-17T19:32:31ZengMDPI AGInternational Journal of Molecular Sciences1661-65961422-00672023-04-01248692410.3390/ijms24086924Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic MoleculePiotr Ślęczkowski0International Centre for Research on Innovative Biobased Materials (ICRI-BioM)—International Research Agenda, Lodz University of Technology, Zeromskiego 116, 90-924 Lodz, PolandThe electrochemical and spectroelectrochemical properties of the discotic mesogen 2,3,6,7,10,11-pentyloxytriphenylene (H5T) were studied with the use of cyclic voltammetry combined with UV-Vis and electron paramagnetic resonance (EPR) spectroscopy in solution. The UV-Vis absorption spectroscopy of H5T in dichloromethane showed its monomeric state in a concentration range up to 10<sup>−3</sup> mol dm<sup>−3</sup>. The reversible process of the electrochemical formation of the radical cation was evidenced within the experimentally accessible potential window. The in situ UV-Vis spectroelectrochemical measurements further enabled identification of the product of the redox process and evaluation of the effect of aggregation in the concentration range of 5 × 10<sup>−3</sup> mol dm<sup>−3</sup>. The results are discussed in the frame of solvent effects on the self-assembly propensity of solute molecules, in a wide range of concentrations. In particular, the crucial role of the solvent polarity is indicated, which contributes to the understanding of solution effects and pre-programming of supramolecular organic materials, in particular anisotropic disc-shaped hexa-substituted triphenylenes.https://www.mdpi.com/1422-0067/24/8/6924discotic liquid crystalhexaalkoxytriphenylenesUV-Vis absorption spectroscopycyclic voltammetryEPR spectroelectrochemistrymolecular aggregation
spellingShingle Piotr Ślęczkowski
Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
International Journal of Molecular Sciences
discotic liquid crystal
hexaalkoxytriphenylenes
UV-Vis absorption spectroscopy
cyclic voltammetry
EPR spectroelectrochemistry
molecular aggregation
title Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
title_full Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
title_fullStr Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
title_full_unstemmed Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
title_short Spectroscopic and Spectroelectrochemical Studies of Hexapentyloxytriphenylene—A Model Discotic Molecule
title_sort spectroscopic and spectroelectrochemical studies of hexapentyloxytriphenylene a model discotic molecule
topic discotic liquid crystal
hexaalkoxytriphenylenes
UV-Vis absorption spectroscopy
cyclic voltammetry
EPR spectroelectrochemistry
molecular aggregation
url https://www.mdpi.com/1422-0067/24/8/6924
work_keys_str_mv AT piotrsleczkowski spectroscopicandspectroelectrochemicalstudiesofhexapentyloxytriphenyleneamodeldiscoticmolecule