135731 20260217205517.0 doi 10.1021/acs.chemmater.3c03241 sideral 138774 ART-2024-138774 eng Martínez-Bueno, Alejandro (orcid)0000-0003-1807-2072 Effect of Hydrogen Bonding and Chirality in Star-Shaped Molecules with Peripheral Triphenylamines: Liquid Crystal Semiconductors and Gels 2024 Access copy available to the general public Unrestricted Organic semiconductors with well-defined architectures pose a suitable alternative to amorphous silicon-based inorganic semiconductors. Encouraged by the development of organic semiconductors based on columnar liquid crystals, herein, we report on a family of C3-symmetric star-shaped mesogens based on triphenylamine (TPA), a functional unit with strong electron donor character. Highly stable columnar phases with high hole mobility values were obtained out of this nonplanar functional unit, and this was achieved by using flexible amide spacers to join the TPA units to a tris(triazolyl)triazine (T) star-shaped core, allowing the formation of intermolecular hydrogen bonds. The presence of hydrogen bonds results in a stabilization of the columnar architectures either in bulk or in the presence of solvents by reinforcing π-stacking and van der Waals interactions, as deduced by Fourier-transform infrared (FTIR) and X-ray diffraction (XRD) studies. Furthermore, the introduction of a stereogenic center in the flexible spacer prompts the formation of chiral aggregates in the liquid crystal state and in the organogel formed in 1-octanol, as demonstrated by circular dichroism spectroscopy. info:eu-repo/grantAgreement/ES/CSIC/PIE-202260E054 info:eu-repo/grantAgreement/ES/DGA/E47-23R info:eu-repo/grantAgreement/ES/MCIN/AEI/10.13039/501100011033 info:eu-repo/grantAgreement/ES/MICINN-FEDER/PID2021-122882NB-I00 info:eu-repo/grantAgreement/ES/MICINN/PID2021-126132NB-I00 info:eu-repo/semantics/openAccess by https://creativecommons.org/licenses/by/4.0/deed.es 7.0 2024 MATERIALS SCIENCE, MULTIDISCIPLINARY 102 / 461 = 0.221 2024 Q1 T1 CHEMISTRY, PHYSICAL 45 / 185 = 0.243 2024 Q1 T1 2.065 2024 Chemical Engineering (miscellaneous) 2024 Q1 Materials Chemistry 2024 Q1 Chemistry (miscellaneous) 2024 Q1 12.0 2024 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion Martín, Santiago Universidad de Zaragoza (orcid)0000-0001-9193-3874 Ortega, Josu Folcia, César L. Termine, Roberto Golemme, Attilio Giménez, Raquel (orcid)0000-0002-7854-6316 Sierra, Teresa (orcid)0000-0001-7091-077X 2012 755 Universidad de Zaragoza Dpto. Química Física Área Química Física 36, 9 (2024), 4343-4356 Chem. mater. Chemistry of materials 0897-4756 11084687 http://zaguan.unizar.es/record/135731/files/texto_completo.pdf Versión publicada 3308323 http://zaguan.unizar.es/record/135731/files/texto_completo.jpg?subformat=icon icon Versión publicada oai:zaguan.unizar.es:135731 articulos driver 2026-02-17-20:27:26 ARTICLE