In the last few years, imidazo[1,5-a]pyridine derivatives have attracted growing attention due to their unique optical behaviours. Herein, a series of trifluoromethylated substituted imidazo[1,5-a]pyridine derivatives were synthesized and their optical properties investigated. Depending on the position of the trifluoromethylated substituents on the imidazo[1,5-a]pyridine nucleus, we were able to tune the quantum yields (Φ) both in acetonitrile solution (from 13% to 39%) and in the polymeric matrix (10%–58%) with a remarkable large Stokes shift. The investigated fluorophores were dispersed in a transparent polyurethane resin, providing a possible luminescent low-cost material for down-shifting conversion. An analysis based on the chemical structures and spectroscopic data, both in solution and polymeric medium, is reported to address the best strategies to optimize the photophysical properties and prevent aggregation. Finally, optimized polyurethane-based films prepared with compounds 2 and 3 were tested as a luminescent coating on a commercial photodiode, enabling their technological application.

Fluorescent trifluoromethylated imidazo[1,5-a]pyridines and their application in luminescent down-shifting conversion

Volpi G.
First
;
Galliano S.;Buscaino R.;Viscardi G.;Barolo C.
Last
2022-01-01

Abstract

In the last few years, imidazo[1,5-a]pyridine derivatives have attracted growing attention due to their unique optical behaviours. Herein, a series of trifluoromethylated substituted imidazo[1,5-a]pyridine derivatives were synthesized and their optical properties investigated. Depending on the position of the trifluoromethylated substituents on the imidazo[1,5-a]pyridine nucleus, we were able to tune the quantum yields (Φ) both in acetonitrile solution (from 13% to 39%) and in the polymeric matrix (10%–58%) with a remarkable large Stokes shift. The investigated fluorophores were dispersed in a transparent polyurethane resin, providing a possible luminescent low-cost material for down-shifting conversion. An analysis based on the chemical structures and spectroscopic data, both in solution and polymeric medium, is reported to address the best strategies to optimize the photophysical properties and prevent aggregation. Finally, optimized polyurethane-based films prepared with compounds 2 and 3 were tested as a luminescent coating on a commercial photodiode, enabling their technological application.
2022
242
118529
1
7
https://doi.org/10.1016/j.jlumin.2021.118529
https://www.sciencedirect.com/science/article/pii/S0022231321006451
Down-shifting; imidazo[1,5-a]pyridine; Large Stokes shift; Luminescence; Solar cell; Solar conversion
Volpi G.; Galliano S.; Buscaino R.; Viscardi G.; Barolo C.
File in questo prodotto:
File Dimensione Formato  
Fluorescent trifluoromethylated imidazo[1,5-a]pyridines and their application in luminescent down-shifting conversion.pdf

Accesso aperto con embargo fino al 03/02/2025

Descrizione: Articolo principale
Tipo di file: PDF EDITORIALE
Dimensione 2.29 MB
Formato Adobe PDF
2.29 MB Adobe PDF   Visualizza/Apri   Richiedi una copia
Manuscript.docx

Accesso aperto

Descrizione: Articolo principale
Tipo di file: PREPRINT (PRIMA BOZZA)
Dimensione 626.4 kB
Formato Microsoft Word XML
626.4 kB Microsoft Word XML Visualizza/Apri

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2318/1838311
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 8
  • ???jsp.display-item.citation.isi??? 8
social impact