Urea-Comprising Single Core Diketopyrrolopyrrole Derivatives: Exploring the Synthesis, Self-Assembly and Charge Transport Properties.

Autor: Martinez G; University of Strasbourg, Institute Charles Sadron, CNRS, UPR22, 23 Rue du Loess, 67034, Strasbourg Cedex 2, France., Id-Boubrik I; University of Strasbourg, Institute Charles Sadron, CNRS, UPR22, 23 Rue du Loess, 67034, Strasbourg Cedex 2, France., Matsuda W; Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, 615-8510, Kyoto, Japan., Carmona-Vargas CC; University of Strasbourg, Institute Charles Sadron, CNRS, UPR22, 23 Rue du Loess, 67034, Strasbourg Cedex 2, France., Hong KI; University of Strasbourg, Institute Charles Sadron, CNRS, UPR22, 23 Rue du Loess, 67034, Strasbourg Cedex 2, France.; Instituto de Ciencia de Materiales de Madrid, Consejo Superior de Investigaciones Científicas CSIC, Sor Juana Inés de la Cruz 3, 28049, Madrid, Spain., Munuera C; Instituto de Ciencia de Materiales de Madrid, Consejo Superior de Investigaciones Científicas CSIC, Sor Juana Inés de la Cruz 3, 28049, Madrid, Spain., Seki S; Department of Molecular Engineering, Graduate School of Engineering, Kyoto University, Nishikyo-ku, 615-8510, Kyoto, Japan., Ruiz-Carretero A; University of Strasbourg, Institute Charles Sadron, CNRS, UPR22, 23 Rue du Loess, 67034, Strasbourg Cedex 2, France.; Instituto de Ciencia de Materiales de Madrid, Consejo Superior de Investigaciones Científicas CSIC, Sor Juana Inés de la Cruz 3, 28049, Madrid, Spain.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2024 May 02; Vol. 30 (25), pp. e202400392. Date of Electronic Publication: 2024 Mar 15.
DOI: 10.1002/chem.202400392
Abstrakt: Supramolecular electronics exploits the distinctive features stemming from noncovalent interactions, guiding the self-assembly of molecules to craft materials endowed with customized electronic functionalities. Hydrogen-bonded materials, characterized by their capacity to establish dynamic and stable networks, introduce an extra dimension to the development of supramolecular electronic systems. This study presents a comparative analysis of two remarkably small semiconductors utilizing diketopyrrolopyrrole functionalized with urea units as hydrogen-bonding motifs, strategically positioned at opposing ends of the conjugated core. We show how the subtle distinction in functionalization not only influences morphology and self-assembly dynamics via hydrogen-bonding and π-π stacking formation, but also holds significant consequences for ultimate charge transport properties. Our observations into the interplay of noncovalent interactions provide valuable insights and strategic pathways for the design of novel materials with enhanced electronic characteristics.
(© 2024 Wiley-VCH GmbH.)
Databáze: MEDLINE
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