Electrodeposition and Electronic Properties of Multipurpose Hybrid Films with Cyclic TrimidazoleCores connected by Oligothiophene Linkers

Electrodeposition and electronic properties of multipurpose hybrid films with cyclic trimidazole cores connected by oligothiophene linkers Davide Buizzaa,*, Daniele Malpicci a,b, Silvia Rosa Araneoa, Alessandra Fornib, Elena Lucentib, Daniele Marinottob, Daniele Mavera,b, Elena Cariati a,b, Patrizia Romana Mussinia a Dip. di Chimica, Università degli Studi di Milano, Via Golgi 19, 20133 Milano; b Ist. di Scienze e Tecnologie Chimiche “Giulio Natta”, CNR, Via Golgi 19, 20133 Milano *[email protected] Triimidazotriazines, as single molecules and/or ligands, have recently attracted considerable interest, with numerous application proposals as molecular tools across many fields, ranging from supramolecular chemistry to photoluminescence and biological activity [1,2,3]. Electrochemistry not only provides a valuable insight into their structure-property relationships [1,2,3], but can also enable to transfer single-molecule properties to solid molecular surfaces and materials. The electrodeposition and characterization of oligomeric films from triimidazotriazine monomers activated with two or three bithiophene terminals will be presented. The resulting materials are electrochemically and spectroscopically/spectroelectrochemically active, stable upon potential cycling, electrochromic and exhibit charge trapping features. They are quite attractive for their regular alternation of triimidazotriazine platforms and tetrathiophene strands. The pair of starting monomers considered represents an interesting topological model case, since the disubstituted derivative can only oligomerize in linear structures, while the trisubstituted one could also form network architectures, as hypothesized in the scheme below. [1] M. Magni, E. Lucenti, A. Previtali, P.R. Mussini, E. Cariati, Electrochim. Acta 2019, 317, 272. [2] D. Malpicci, S.R.Araneo, S. Arnaboldi, E. Cariati, A. Forni, S. Grecchi, E. Lucenti, D. Marinotto, D. Maver, P.R. Mussini, Electrochem. Acta 2023,469, 143117. [3] A. Forni, D. Malpicci, D. Maver, E. Lucenti, E. Cariati, J. Mater. Chem. C 2025, 13, 3721.