Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)

Organic fluorophores have found broad application as emitters in luminescent solar concentrators (LSCs) for silicon photovoltaics. In particular, the preparation of organic conjugated systems with intense light-harvesting ability, emissions in the deep-red and NIR regions, and large Stokes shift val...

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Main Authors: Xheila Yzeiri, Massimo Calamante, Alessio Dessì, Daniele Franchi, Andrea Pucci, Francesco Ventura, Gianna Reginato, Lorenzo Zani, Alessandro Mordini
Format: Article
Language:English
Published: MDPI AG 2021-09-01
Series:Molecules
Subjects:
Online Access:https://www.mdpi.com/1420-3049/26/18/5428
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author Xheila Yzeiri
Massimo Calamante
Alessio Dessì
Daniele Franchi
Andrea Pucci
Francesco Ventura
Gianna Reginato
Lorenzo Zani
Alessandro Mordini
author_facet Xheila Yzeiri
Massimo Calamante
Alessio Dessì
Daniele Franchi
Andrea Pucci
Francesco Ventura
Gianna Reginato
Lorenzo Zani
Alessandro Mordini
author_sort Xheila Yzeiri
collection DOAJ
description Organic fluorophores have found broad application as emitters in luminescent solar concentrators (LSCs) for silicon photovoltaics. In particular, the preparation of organic conjugated systems with intense light-harvesting ability, emissions in the deep-red and NIR regions, and large Stokes shift values represent a very challenging undertaking. Here, we report a simple and easy way to prepare three symmetrical donor–acceptor–donor (DAD) organic-emitting materials based on a thienopyrazine core. The central core in the three dyes was modified with the introduction of aromatic substituents, aiming to affect their optical properties. The fluorophores were characterized by spectroscopic studies. In all cases, visible-NIR emissions with large Stokes shifts were found, highlighting these molecules as promising materials for the application in LSCs.
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spelling doaj.art-2600c7ec9f134f15afb04e2851d9bd952023-11-22T14:22:55ZengMDPI AGMolecules1420-30492021-09-012618542810.3390/molecules26185428Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)Xheila Yzeiri0Massimo Calamante1Alessio Dessì2Daniele Franchi3Andrea Pucci4Francesco Ventura5Gianna Reginato6Lorenzo Zani7Alessandro Mordini8Department of Chemistry “Ugo Schiff”, University of Florence, Via della Lastruccia 13, 50019 Sesto Fiorentino, ItalyDepartment of Chemistry “Ugo Schiff”, University of Florence, Via della Lastruccia 13, 50019 Sesto Fiorentino, ItalyCNR-Institute of Chemistry of Organometallic Compounds (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, ItalyCNR-Institute of Chemistry of Organometallic Compounds (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, ItalyDepartment of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyDepartment of Chemistry and Industrial Chemistry, University of Pisa, Via G. Moruzzi 13, 56124 Pisa, ItalyCNR-Institute of Chemistry of Organometallic Compounds (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, ItalyCNR-Institute of Chemistry of Organometallic Compounds (CNR-ICCOM), Via Madonna del Piano 10, 50019 Sesto Fiorentino, ItalyDepartment of Chemistry “Ugo Schiff”, University of Florence, Via della Lastruccia 13, 50019 Sesto Fiorentino, ItalyOrganic fluorophores have found broad application as emitters in luminescent solar concentrators (LSCs) for silicon photovoltaics. In particular, the preparation of organic conjugated systems with intense light-harvesting ability, emissions in the deep-red and NIR regions, and large Stokes shift values represent a very challenging undertaking. Here, we report a simple and easy way to prepare three symmetrical donor–acceptor–donor (DAD) organic-emitting materials based on a thienopyrazine core. The central core in the three dyes was modified with the introduction of aromatic substituents, aiming to affect their optical properties. The fluorophores were characterized by spectroscopic studies. In all cases, visible-NIR emissions with large Stokes shifts were found, highlighting these molecules as promising materials for the application in LSCs.https://www.mdpi.com/1420-3049/26/18/5428organic fluorophoresNIR emissionthienopyrazineluminescent solar concentrators
spellingShingle Xheila Yzeiri
Massimo Calamante
Alessio Dessì
Daniele Franchi
Andrea Pucci
Francesco Ventura
Gianna Reginato
Lorenzo Zani
Alessandro Mordini
Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
Molecules
organic fluorophores
NIR emission
thienopyrazine
luminescent solar concentrators
title Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
title_full Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
title_fullStr Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
title_full_unstemmed Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
title_short Synthesis and Spectroscopic Characterization of Thienopyrazine-Based Fluorophores for Application in Luminescent Solar Concentrators (LSCs)
title_sort synthesis and spectroscopic characterization of thienopyrazine based fluorophores for application in luminescent solar concentrators lscs
topic organic fluorophores
NIR emission
thienopyrazine
luminescent solar concentrators
url https://www.mdpi.com/1420-3049/26/18/5428
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