Triphenylamine-Containing Benzoic Acids: Synthesis, Liquid Crystalline and Redox Properties

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2023 Apr 13

PMID 37049649

Authors

Beatriz Feringan

Alejandro Martinez-Bueno

Teresa Sierra

Raquel Gimenez

Affiliations

Soon will be listed here.

Abstract

The synthesis, characterization and liquid crystalline and electrochemical properties of novel triarylamines, in which the triphenylamine platform is non-symmetrically modified with a 4-(6-oxyhexyloxy)benzoic acid group, are reported. Compounds show columnar liquid crystalline behavior, as confirmed through the use of polarized optical microscopy, differential scanning calorimetry and X-ray diffraction. Electrochemical properties were measured using cyclic voltammperometry, obtaining low oxidation potentials and HOMO values that were optimum for consideration as organic semiconductors in hole transport layers. In addition, the photoredox activity of one of these derivatives in dichloromethane was studied under light irradiation. A photooxidation/assembly process under white light irradiation occurs without the assistance of hydrogen bonding amide functional groups.

Citing Articles

Effect of Hydrogen Bonding and Chirality in Star-Shaped Molecules with Peripheral Triphenylamines: Liquid Crystal Semiconductors and Gels.

Martinez-Bueno A, Martin S, Ortega J, Folcia C, Termine R, Golemme A Chem Mater. 2024; 36(9):4343-4356.

PMID: 38770010 PMC: 11104488. DOI: 10.1021/acs.chemmater.3c03241.

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