(Invited) Nanostructuration and Application of Supramolecular Materials through 1D, 2D and 3D-Hydrogen Bond-Directed Self-Assembly

Meeting abstracts(2023)

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摘要
Self-assembly is a useful tool in Chemistry for the development of organized supramolecular systems stabilized by non-covalent interactions. [1] The rational design of organic molecules that suitably integrate different interacting sites into their structure becomes an attractive approach to control the molecular arrangement by exploiting the driving force of those non-covalent interactions. [2] With this objective in mind, we have synthesized a series of π-conjugated molecules that incorporate the 7-azaindole unit as building block to induce the supramolecular self-assembly in the solid state through reciprocal hydrogen bonding. [3] The judicious alteration of the molecular geometry has demonstrated the adequacy of this self-assembly strategy to achieve the control on the directionality of N-H···N hydrogen bond interactions. Consequently, 1D, 2D and 3D-supramolecular systems have been obtained with interesting structural properties. [4] In this communication we present our recent advances in this approach towards supramolecular materials, particularly focusing on their application as organic semiconductors in devices such as Organic Field Effect Transistors and perovskite solar cells. [5] The performance of these novel molecules as hole transporting materials has revealed a remarkable robustness despite their non-covalent nature. Accordingly, these results offer a proof of concept about the potential utility of supramolecular self-assembly in the development of novel nanostructured materials. References [1] S. I. Stupp, L. C. Palmer, Chem. Mater. 2014 , 26 , 507-518. [2] a) K. S. Mali, N. Pearce, S. De Feyter, N. R. Champness, Chem. Soc. Rev. 2017 , 46 , 2520-2542; b) R.-B. Lin, Y. He, P. Li, H. Wang, W. Zhou, B. Chen, Chem. Soc. Rev. 2019 , 48 , 1362-1389. [3] P. Gómez, J. Cerdá, M. Más-Montoya, S. Georgakopoulos, I. da Silva, A. García, E. Ortí, J. Aragó, D. Curiel, J. Mater. Chem. C 2021 , 9 , 10819-10829. [4] L. M. Rodríguez, P. Gómez, M. Más-Montoya, J. Abad, A. Tárraga, J. I. Cerdá, J. Méndez, D. Curiel, Angew. Chem. Int. Ed. 2021 , 60 , 1782-1788. [5] a) P. Gómez, J. Wang, M. Más-Montoya, D. Bautista, C. H. L. Weijtens, D. Curiel, R. A. J. Janssen, Solar RRL 2021 , 5 , 2100454; b) P. Gómez, S. Georgakopoulos, M. Más-Montoya, J. Cerdá, J. Pérez, E. Ortí, J. Aragó, D. Curiel, ACS Appl. Mater. Interfaces 2021 , 13 , 8620-8630. Acknowledgements Ministry of Science, Innovation and Universities (Project RTI2018-101092-B-I00). Fundación Séneca - Agencia de Ciencia y Tecnología de la Región de Murcia (Project 20959/PI/18). Programa Estatal de Fomento de la Investigación Científica y Técnica de Excelencia (RED2018-102815-T). Figure 1
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supramolecular materials,nanostructuration,d-hydrogen,bond-directed,self-assembly
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