Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties

Abstract We take advantage of a recent breakthrough in the synthesis of α,β-unfunctionalised 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) moieties, which we symmetrically conjugate with oligothienyls in an unexpectedly stable form, and produce a “metal-free” A-D-A (acceptor-donor-acceptor) ol...

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Autores principales: Andrea Zampetti, Alessandro Minotto, Benedetta Maria Squeo, Vasilis G. Gregoriou, Sybille Allard, Ullrich Scherf, Christos L. Chochos, Franco Cacialli
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Publicado: Nature Portfolio 2017
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spelling oai:doaj.org-article:adbdd5b2bad440cf83b5eecd6a30e08a2021-12-02T15:05:49ZHighly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties10.1038/s41598-017-01785-22045-2322https://doaj.org/article/adbdd5b2bad440cf83b5eecd6a30e08a2017-05-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-01785-2https://doaj.org/toc/2045-2322Abstract We take advantage of a recent breakthrough in the synthesis of α,β-unfunctionalised 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) moieties, which we symmetrically conjugate with oligothienyls in an unexpectedly stable form, and produce a “metal-free” A-D-A (acceptor-donor-acceptor) oligomer emitting in the near-infrared (NIR) thanks to delocalisation of the BODIPY low-lying lowest unoccupied molecular orbital (LUMO) over the oligothienyl moieties, as confirmed by density functional theory (DFT). We are able to retain a PL efficiency of 20% in the solid state (vs. 30% in dilute solutions) by incorporating such a dye in a wider gap polyfluorene matrix and demonstrate organic light-emitting diodes (OLEDs) emitting at 720 nm. We achieve external quantum efficiencies (EQEs) up to 1.1%, the highest value achieved so far by a “metal-free” NIR-OLED not intentionally benefitting from triplet-triplet annihilation. Our work demonstrates for the first time the promise of A-D-A type dyes for NIR OLEDs applications thereby paving the way for further optimisation.Andrea ZampettiAlessandro MinottoBenedetta Maria SqueoVasilis G. GregoriouSybille AllardUllrich ScherfChristos L. ChochosFranco CacialliNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-7 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Andrea Zampetti
Alessandro Minotto
Benedetta Maria Squeo
Vasilis G. Gregoriou
Sybille Allard
Ullrich Scherf
Christos L. Chochos
Franco Cacialli
Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
description Abstract We take advantage of a recent breakthrough in the synthesis of α,β-unfunctionalised 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) moieties, which we symmetrically conjugate with oligothienyls in an unexpectedly stable form, and produce a “metal-free” A-D-A (acceptor-donor-acceptor) oligomer emitting in the near-infrared (NIR) thanks to delocalisation of the BODIPY low-lying lowest unoccupied molecular orbital (LUMO) over the oligothienyl moieties, as confirmed by density functional theory (DFT). We are able to retain a PL efficiency of 20% in the solid state (vs. 30% in dilute solutions) by incorporating such a dye in a wider gap polyfluorene matrix and demonstrate organic light-emitting diodes (OLEDs) emitting at 720 nm. We achieve external quantum efficiencies (EQEs) up to 1.1%, the highest value achieved so far by a “metal-free” NIR-OLED not intentionally benefitting from triplet-triplet annihilation. Our work demonstrates for the first time the promise of A-D-A type dyes for NIR OLEDs applications thereby paving the way for further optimisation.
format article
author Andrea Zampetti
Alessandro Minotto
Benedetta Maria Squeo
Vasilis G. Gregoriou
Sybille Allard
Ullrich Scherf
Christos L. Chochos
Franco Cacialli
author_facet Andrea Zampetti
Alessandro Minotto
Benedetta Maria Squeo
Vasilis G. Gregoriou
Sybille Allard
Ullrich Scherf
Christos L. Chochos
Franco Cacialli
author_sort Andrea Zampetti
title Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
title_short Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
title_full Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
title_fullStr Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
title_full_unstemmed Highly Efficient Solid-State Near-infrared Organic Light-Emitting Diodes incorporating A-D-A Dyes based on α,β-unsubstituted “BODIPY” Moieties
title_sort highly efficient solid-state near-infrared organic light-emitting diodes incorporating a-d-a dyes based on α,β-unsubstituted “bodipy” moieties
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/adbdd5b2bad440cf83b5eecd6a30e08a
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