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

Author:

Martinez Gabriel1,Id‐boubrik Imrane1,Matsuda Wakana2,Carmona‐Vargas Christian C.1,Hong Kyeong‐Im13,Munuera Carmen3,Seki Shu2ORCID,Ruiz‐Carretero Amparo13

Affiliation:

1. University of Strasbourg Institute Charles Sadron CNRS UPR22 23 Rue du Loess 67034 Strasbourg Cedex 2 France

2. Department of Molecular Engineering Graduate School of Engineering Kyoto University Nishikyo-ku 615-8510 Kyoto Japan

3. Instituto de Ciencia de Materiales de Madrid Consejo Superior de Investigaciones Científicas CSIC Sor Juana Inés de la Cruz 3 28049 Madrid Spain

Abstract

AbstractSupramolecular 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.

Funder

Agence Nationale de la Recherche

Publisher

Wiley

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