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Triptycene-Based Molecular Rods for Langmuir-Blodgett Monolayers
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SYSNO ASEP 0556491 Document Type J - Journal Article R&D Document Type Journal Article Subsidiary J Článek ve WOS Title Triptycene-Based Molecular Rods for Langmuir-Blodgett Monolayers Author(s) Kaletová, Eva (UOCHB-X) RID
Santos Hurtado, Carina (UOCHB-X) ORCID
Císařová, I. (CZ)
Teat, S. J. (US)
Kaleta, Jiří (UOCHB-X) RID, ORCIDArticle number e202200023 Source Title ChemPlusChem. - : Wiley - ISSN 2192-6506
Roč. 87, č. 4 (2022)Number of pages 12 s. Language eng - English Country DE - Germany Keywords Langmuir-Blogdett monolayers ; molecular devices ; molecular rods ; self-assembly ; triptycene OECD category Organic chemistry R&D Projects GA20-13745S GA ČR - Czech Science Foundation (CSF) Research Infrastructure e-INFRA CZ - 90140 - CESNET, zájmové sdružení právnických osob Method of publishing Limited access Institutional support UOCHB-X - RVO:61388963 UT WOS 000759353800001 EID SCOPUS 85125084992 DOI 10.1002/cplu.202200023 Annotation Herein we introduce fully modular synthesis leading to three representative examples of rigid molecular rods that are intended to form sturdy monolayers on various surfaces. These molecules contain two triptycene units that are designed to interlock into a compact “double-decker“ structure. Two of the three final products provided suitable crystals for X-ray diffraction (analyzed on synchrotron), allowing deeper insight into packing in the 3-D crystal lattice. The acidity of all three compounds were determined by capillary electrophoresis, and the pK(a) values ranged between 2.06-2.53. All three rigid rods easily formed Langmuir-Blodgett monolayers (LBMs) on the water-air interfaces, with the area per molecule equal to 55-59 angstrom(2)/molecule, suggesting tight intermolecular packing. The thickness of all three films reached similar to 19 angstrom after transfer to a gold (111) surface, meaning that individual molecules are tilted maximally 38 degrees from the axis perpendicular to the surface. The structure of one of these films on a gold (111) surface was visualized by AFM. These geometrically unique molecules represent promising platforms with a wide scope of applicability in the supramolecular architecture. Workplace Institute of Organic Chemistry and Biochemistry Contact asep@uochb.cas.cz ; Kateřina Šperková, Tel.: 232 002 584 ; Jana Procházková, Tel.: 220 183 418 Year of Publishing 2023 Electronic address https://doi.org/10.1002/cplu.202200023
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