Highly fluorescent emitters based on triphenylamine‐π‐triazine (D‐π‐A) system: effect of extended conjugation on singlet‐triplet energy gap

Shiv Kumar; Pachaiyappan Rajamalli; David B. Cordes; Alexandra M. Z. Slawin; Eli Zysman-Colman

doi:10.1002/ajoc.202000165

Highly fluorescent emitters based on triphenylamine‐π‐triazine (D‐π‐A) system: effect of extended conjugation on singlet‐triplet energy gap

Shiv Kumar, Pachaiyappan Rajamalli, David B. Cordes, Alexandra M. Z. Slawin, Eli Zysman-Colman

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

Abstract

Three D‐π‐A type linearly‐extended emitters, based on diphenylamine (DPA ) as the donor and 2,4,6‐triphenyl‐1,3,5‐triazine (TRZ ) as the acceptor, were synthesized and their optoelectronic properties characterized. The introduction of an additional phenyl or phenylethynyl π‐spacer results in an enhancement of the molar extinction coefficient and a systematic bathochromic shift of the charge‐transfer transition in the absorption spectra. A mirrored bathochromic shift in the photoluminescence spectra is also observed with increasing conjugation of the bridge moiety. All three compounds show high photoluminescence quantum yields and moderate singlet‐triplet excited state energy gaps, ΔE _ST, of 0.26‐0.37 eV were observed in 10 wt% doped films in mCP as the host matrix.

Original language	English
Pages (from-to)	1277-1285
Number of pages	10
Journal	Asian Journal of Organic Chemistry
Volume	9
Issue number	9
Early online date	27 May 2020
DOIs	https://doi.org/10.1002/ajoc.202000165
Publication status	Published - 16 Sept 2020

Keywords

Donor-acceptor
Charge transfer
Fluorescence
Thermally activated delayed fluorescence
Triazine

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10.1002/ajoc.202000165Licence: CC BY

Kumar_2020_AJOC_conjugation_CC
Copyright © 2020 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the Creative Commons Attribution License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
Final published version, 4.77 MBLicence: CC BY

THF-OLED: H2020 MSCA Fellowship 2016 THF-OLED
Zysman-Colman, E. (PI)
European Commission
1/05/17 → 31/10/19
Project: Fellowship

Highly fluorescent emitters based on triphenylamine-π-triazine (Dπ-A) system: effect of extended conjugation on singlet-triplet energy gap (dataset)
Kumar, S. (Creator), Rajamalli, P. (Creator), Cordes, D. B. (Creator), Slawin, A. M. Z. (Creator) & Zysman-Colman, E. (Creator), University of St Andrews, 2020
DOI: 10.17630/1e5be2cf-e463-4d0c-972d-a963c7c404f4
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title = "Highly fluorescent emitters based on triphenylamine‐π‐triazine (D‐π‐A) system: effect of extended conjugation on singlet‐triplet energy gap",

abstract = "Three D‐π‐A type linearly‐extended emitters, based on diphenylamine (DPA ) as the donor and 2,4,6‐triphenyl‐1,3,5‐triazine (TRZ ) as the acceptor, were synthesized and their optoelectronic properties characterized. The introduction of an additional phenyl or phenylethynyl π‐spacer results in an enhancement of the molar extinction coefficient and a systematic bathochromic shift of the charge‐transfer transition in the absorption spectra. A mirrored bathochromic shift in the photoluminescence spectra is also observed with increasing conjugation of the bridge moiety. All three compounds show high photoluminescence quantum yields and moderate singlet‐triplet excited state energy gaps, ΔE ST, of 0.26‐0.37 eV were observed in 10 wt% doped films in mCP as the host matrix.",

keywords = "Donor-acceptor, Charge transfer, Fluorescence, Thermally activated delayed fluorescence, Triazine",

author = "Shiv Kumar and Pachaiyappan Rajamalli and Cordes, {David B.} and Slawin, {Alexandra M. Z.} and Eli Zysman-Colman",

note = "SK acknowledges the financial support from European Union's Horizon 2020 research and innovation programme under Marie Sk{\l}odowska Curie Individual Fellowship (MCIF; Agreement No. 748430‐THF‐OLED).",

year = "2020",

month = sep,

day = "16",

doi = "10.1002/ajoc.202000165",

language = "English",

volume = "9",

pages = "1277--1285",

journal = "Asian Journal of Organic Chemistry",

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publisher = "Wiley-VCH, Weinheim",

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T1 - Highly fluorescent emitters based on triphenylamine‐π‐triazine (D‐π‐A) system

T2 - effect of extended conjugation on singlet‐triplet energy gap

AU - Kumar, Shiv

AU - Rajamalli, Pachaiyappan

AU - Cordes, David B.

AU - Slawin, Alexandra M. Z.

AU - Zysman-Colman, Eli

N1 - SK acknowledges the financial support from European Union's Horizon 2020 research and innovation programme under Marie Skłodowska Curie Individual Fellowship (MCIF; Agreement No. 748430‐THF‐OLED).

PY - 2020/9/16

Y1 - 2020/9/16

N2 - Three D‐π‐A type linearly‐extended emitters, based on diphenylamine (DPA ) as the donor and 2,4,6‐triphenyl‐1,3,5‐triazine (TRZ ) as the acceptor, were synthesized and their optoelectronic properties characterized. The introduction of an additional phenyl or phenylethynyl π‐spacer results in an enhancement of the molar extinction coefficient and a systematic bathochromic shift of the charge‐transfer transition in the absorption spectra. A mirrored bathochromic shift in the photoluminescence spectra is also observed with increasing conjugation of the bridge moiety. All three compounds show high photoluminescence quantum yields and moderate singlet‐triplet excited state energy gaps, ΔE ST, of 0.26‐0.37 eV were observed in 10 wt% doped films in mCP as the host matrix.

AB - Three D‐π‐A type linearly‐extended emitters, based on diphenylamine (DPA ) as the donor and 2,4,6‐triphenyl‐1,3,5‐triazine (TRZ ) as the acceptor, were synthesized and their optoelectronic properties characterized. The introduction of an additional phenyl or phenylethynyl π‐spacer results in an enhancement of the molar extinction coefficient and a systematic bathochromic shift of the charge‐transfer transition in the absorption spectra. A mirrored bathochromic shift in the photoluminescence spectra is also observed with increasing conjugation of the bridge moiety. All three compounds show high photoluminescence quantum yields and moderate singlet‐triplet excited state energy gaps, ΔE ST, of 0.26‐0.37 eV were observed in 10 wt% doped films in mCP as the host matrix.

KW - Donor-acceptor

KW - Charge transfer

KW - Fluorescence

KW - Thermally activated delayed fluorescence

KW - Triazine

U2 - 10.1002/ajoc.202000165

DO - 10.1002/ajoc.202000165

M3 - Article

SN - 2193-5807

VL - 9

SP - 1277

EP - 1285

JO - Asian Journal of Organic Chemistry

JF - Asian Journal of Organic Chemistry

IS - 9

ER -

Highly fluorescent emitters based on triphenylamine‐π‐triazine (D‐π‐A) system: effect of extended conjugation on singlet‐triplet energy gap

Abstract

Keywords

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Projects

THF-OLED: H2020 MSCA Fellowship 2016 THF-OLED

Datasets

Highly fluorescent emitters based on triphenylamine-π-triazine (Dπ-A) system: effect of extended conjugation on singlet-triplet energy gap (dataset)

Cite this