Long-Alkyl Chain Functionalized Imidazo[1,5-a]pyridine Derivatives as Blue Emissive Dyes

Author:

Colombo Gioele1ORCID,Cinco Anita12,Ardizzoia G. Attilio1,Brenna Stefano1ORCID

Affiliation:

1. Dipartimento di Scienza e Alta Tecnologia, Università degli Studi dell’Insubria and CIRCC, Via Valleggio 9, 22100 Como, Italy

2. Scuola di Dottorato PhD-SDC, Scuola Universitaria Superiore IUSS Pavia, Palazzo del Broletto, Piazza Vittoria 15, 27100 Pavia, Italy

Abstract

A series of boron difluoride compounds with 2-(imidazo[1,5-a]pyridin-3-yl)phenols bearing alkylic chains at the 1-position has been synthesized and characterized both with 1H and 13C NMR and infrared spectroscopy. This series of compounds displayed blue emission in solution and in thin polymeric films, with interesting features like large Stokes shifts and good fluorescence quantum yields. Time-Dependent Density Functional Theory (TD-DFT) calculations allowed for the identification of the main electronic transitions as intra ligand transitions (1ILT), as corroborated by the Natural Transition Orbitals (NTOs) shapes.

Funder

Ministero dell’Università e della Ricerca

University of Insubria

Fondazione Banca del Monte di Lombardia

Publisher

MDPI AG

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