Thermally activated delayed fluorescence and high-contrast mechanochromism of anthrone-based donor-acceptor systems

Pagidi Sudhakar; Alexandra M. Z. Slawin; Eli Zysman-Colman

doi:10.3389/fchem.2023.1248267

Thermally activated delayed fluorescence and high-contrast mechanochromism of anthrone-based donor-acceptor systems

Pagidi Sudhakar, Alexandra M. Z. Slawin, Eli Zysman-Colman^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

Abstract

The development of materials that emit in the deep red to near-infrared region of the spectrum has attracted significant attention on account of their potential as optical sensing and imaging reagents in biology. We report herein the synthesis and optoelectronic characterization of four anthraquinone-based emitters T-tBuCz-AQ, T-MeOCz-AQ, C-tBuCz-AQ, and C-MeOCz-AQ, and two pyrazoloanthrone-based emitters tBuCz-PA and DMAC-PA. Depending on the donor, these compounds emit between 640-750 nm in the neat film, while the emission of the 10 wt% doped films in PMMA are blue-shifted to between 600-700 nm and have low photoluminescence quantum yields of between 2.6-6.6%. Of these compounds, T-tBuCz-AQ, T-MeOCz-AQ, and C-tBuCz-AQ exhibited thermally activated delayed fluorescence in 10 wt% doped films in PMMA, while the crystals of T-tBuCz-AQ also showed TADF. Compound tBuCz-PA showed highcontrast and reversible PL response upon mechanical grinding and hexane fuming.

Original language	English
Article number	1248267
Journal	Frontiers in Chemistry
Volume	11
DOIs	https://doi.org/10.3389/fchem.2023.1248267
Publication status	Published - 31 Aug 2023

Keywords

Thermally activated delayed fluorescence
Anthrone
Mechanochromism
Donor-acceptor
Red

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10.3389/fchem.2023.1248267Licence: CC BY

Sudhakar_2023_FC_Thermallyactivated_CCBY
Copyright © 2023 Sudhakar, Slawin and Zysman-Colman. This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
Final published version, 4.54 MBLicence: CC BY

TADF Emitters for OLEDs - Eli Zysman: TADF Emitters for OLEDs
Zysman-Colman, E. (PI)
EPSRC
1/03/17 → 31/03/21
Project: Standard

Thermally Activated Delayed Fluorescence and High-contrast Mechanochromism of Anthrone-Based Donor-Acceptor Systems (dataset)
Pagidi, S. (Creator), Slawin, A. M. Z. (Creator) & Zysman-Colman, E. (Creator), University of St Andrews, 13 Sept 2023
DOI: 10.17630/84d1a524-3e28-4c7d-9fd7-9e038ceffaf3
Dataset

File

Cite this

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title = "Thermally activated delayed fluorescence and high-contrast mechanochromism of anthrone-based donor-acceptor systems",

abstract = "The development of materials that emit in the deep red to near-infrared region of the spectrum has attracted significant attention on account of their potential as optical sensing and imaging reagents in biology. We report herein the synthesis and optoelectronic characterization of four anthraquinone-based emitters T-tBuCz-AQ, T-MeOCz-AQ, C-tBuCz-AQ, and C-MeOCz-AQ, and two pyrazoloanthrone-based emitters tBuCz-PA and DMAC-PA. Depending on the donor, these compounds emit between 640-750 nm in the neat film, while the emission of the 10 wt% doped films in PMMA are blue-shifted to between 600-700 nm and have low photoluminescence quantum yields of between 2.6-6.6%. Of these compounds, T-tBuCz-AQ, T-MeOCz-AQ, and C-tBuCz-AQ exhibited thermally activated delayed fluorescence in 10 wt% doped films in PMMA, while the crystals of T-tBuCz-AQ also showed TADF. Compound tBuCz-PA showed highcontrast and reversible PL response upon mechanical grinding and hexane fuming.",

keywords = "Thermally activated delayed fluorescence, Anthrone, Mechanochromism, Donor-acceptor, Red",

author = "Pagidi Sudhakar and Slawin, {Alexandra M. Z.} and Eli Zysman-Colman",

note = "Funding: This project was funded by the European Union{\textquoteright}s Horizon 2020 Research and Innovation Programme under the Marie Sk{\l}odowska-Curie grant agreement no. 891606 (TADFNIR). The authors thank the Engineering and Physical Sciences Research Council for funding (EP/P010482/1).",

year = "2023",

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day = "31",

doi = "10.3389/fchem.2023.1248267",

language = "English",

volume = "11",

journal = "Frontiers in Chemistry",

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T1 - Thermally activated delayed fluorescence and high-contrast mechanochromism of anthrone-based donor-acceptor systems

AU - Sudhakar, Pagidi

AU - Slawin, Alexandra M. Z.

AU - Zysman-Colman, Eli

N1 - Funding: This project was funded by the European Union’s Horizon 2020 Research and Innovation Programme under the Marie Skłodowska-Curie grant agreement no. 891606 (TADFNIR). The authors thank the Engineering and Physical Sciences Research Council for funding (EP/P010482/1).

PY - 2023/8/31

Y1 - 2023/8/31

N2 - The development of materials that emit in the deep red to near-infrared region of the spectrum has attracted significant attention on account of their potential as optical sensing and imaging reagents in biology. We report herein the synthesis and optoelectronic characterization of four anthraquinone-based emitters T-tBuCz-AQ, T-MeOCz-AQ, C-tBuCz-AQ, and C-MeOCz-AQ, and two pyrazoloanthrone-based emitters tBuCz-PA and DMAC-PA. Depending on the donor, these compounds emit between 640-750 nm in the neat film, while the emission of the 10 wt% doped films in PMMA are blue-shifted to between 600-700 nm and have low photoluminescence quantum yields of between 2.6-6.6%. Of these compounds, T-tBuCz-AQ, T-MeOCz-AQ, and C-tBuCz-AQ exhibited thermally activated delayed fluorescence in 10 wt% doped films in PMMA, while the crystals of T-tBuCz-AQ also showed TADF. Compound tBuCz-PA showed highcontrast and reversible PL response upon mechanical grinding and hexane fuming.

AB - The development of materials that emit in the deep red to near-infrared region of the spectrum has attracted significant attention on account of their potential as optical sensing and imaging reagents in biology. We report herein the synthesis and optoelectronic characterization of four anthraquinone-based emitters T-tBuCz-AQ, T-MeOCz-AQ, C-tBuCz-AQ, and C-MeOCz-AQ, and two pyrazoloanthrone-based emitters tBuCz-PA and DMAC-PA. Depending on the donor, these compounds emit between 640-750 nm in the neat film, while the emission of the 10 wt% doped films in PMMA are blue-shifted to between 600-700 nm and have low photoluminescence quantum yields of between 2.6-6.6%. Of these compounds, T-tBuCz-AQ, T-MeOCz-AQ, and C-tBuCz-AQ exhibited thermally activated delayed fluorescence in 10 wt% doped films in PMMA, while the crystals of T-tBuCz-AQ also showed TADF. Compound tBuCz-PA showed highcontrast and reversible PL response upon mechanical grinding and hexane fuming.

KW - Thermally activated delayed fluorescence

KW - Anthrone

KW - Mechanochromism

KW - Donor-acceptor

KW - Red

U2 - 10.3389/fchem.2023.1248267

DO - 10.3389/fchem.2023.1248267

M3 - Article

SN - 2296-2646

VL - 11

JO - Frontiers in Chemistry

JF - Frontiers in Chemistry

M1 - 1248267

ER -

Thermally activated delayed fluorescence and high-contrast mechanochromism of anthrone-based donor-acceptor systems

Abstract

Keywords

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Projects

TADF Emitters for OLEDs - Eli Zysman: TADF Emitters for OLEDs

Datasets

Thermally Activated Delayed Fluorescence and High-contrast Mechanochromism of Anthrone-Based Donor-Acceptor Systems (dataset)

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