N-doped cycloparaphenylenes: Tuning electronic properties for applications in thermally activated delayed fluorescence

Christina Graham; Mónica Moral; Luca Muccioli; Yoann Olivier; Ángel J. Pérez-Jiménez; Juan Carlos Sancho-García

doi:10.1002/qua.25562

N-doped cycloparaphenylenes: Tuning electronic properties for applications in thermally activated delayed fluorescence

Christina Graham, Mónica Moral, Luca Muccioli, Yoann Olivier, Ángel J. Pérez-Jiménez, Juan Carlos Sancho-García

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

Abstract

We theoretically characterize a series of substituted cycloparaphenylene nanohoops to study the effect of incorporating an electron-withdrawing group into their cyclic structure. We systematically vary the nature, position, and number of nitrogen-containing acceptor groups in both neutral (pyridine) and charged forms (pyridinium and methylpyridinium) to provide insights into how this functionalization affects the structural, electronic, and optical properties of these systems. We focus also on the singlet-triplet energy difference, with low values found, which might pave the way to further applications in the field of devices for light-emitting applications providing a potential class of TADF-based emitters.

Original language	English
Article number	e25562
Journal	International Journal of Quantum Chemistry
Volume	118
Issue number	12
DOIs	https://doi.org/10.1002/qua.25562
Publication status	Published - 15 Jun 2018
Externally published	Yes

Keywords

density functional theory
donor–acceptor cycloparaphenylenes
optoelectronic properties
TD-DFT
thermally activated delayed fluorescence

Access to Document

10.1002/qua.25562

Cite this

@article{83c3ba267f3c47a280a1b89efa00b099,

title = "N-doped cycloparaphenylenes: Tuning electronic properties for applications in thermally activated delayed fluorescence",

abstract = "We theoretically characterize a series of substituted cycloparaphenylene nanohoops to study the effect of incorporating an electron-withdrawing group into their cyclic structure. We systematically vary the nature, position, and number of nitrogen-containing acceptor groups in both neutral (pyridine) and charged forms (pyridinium and methylpyridinium) to provide insights into how this functionalization affects the structural, electronic, and optical properties of these systems. We focus also on the singlet-triplet energy difference, with low values found, which might pave the way to further applications in the field of devices for light-emitting applications providing a potential class of TADF-based emitters.",

keywords = "density functional theory, donor–acceptor cycloparaphenylenes, optoelectronic properties, TD-DFT, thermally activated delayed fluorescence",

author = "Christina Graham and M{\'o}nica Moral and Luca Muccioli and Yoann Olivier and P{\'e}rez-Jim{\'e}nez, {{\'A}ngel J.} and Sancho-Garc{\'i}a, {Juan Carlos}",

note = "Funding Information: We acknowledge the “Ministerio de Econom{\'i}a y Competitividad” of Spain and the “European Regional Development Fund” through project CTQ2014–55073-P, the E2TP-CYTEMA-SANTANDER program, the French national grant ANR-10-LABX-0042-AMADEus managed by the National Research Agency under the initiative of excellence IdEx Bordeaux programme (reference ANR-10-IDEX-0003-02), the Programme d'Excellence de la R{\'e}gion Wallonne (OPTI2MAT project), and the European Unions Horizon 2020 research and innovation program under Grant Agreement No. 646176 (EXTMOS project). Computational resources in Mons have been provided by the Consortium des {\'E}quipements de Calcul Intensif (C{\'E}CI), funded by the Fonds de la Recherche Scientifique de Belgique (F.R.S.-FNRS) under Grant no. 2.5020.11. Publisher Copyright: {\textcopyright} 2017 Wiley Periodicals, Inc. Copyright: Copyright 2018 Elsevier B.V., All rights reserved.",

year = "2018",

month = jun,

day = "15",

doi = "10.1002/qua.25562",

language = "English",

volume = "118",

journal = "International Journal of Quantum Chemistry",

issn = "0020-7608",

publisher = "John Wiley and Sons Inc.",

number = "12",

}

TY - JOUR

T1 - N-doped cycloparaphenylenes

T2 - Tuning electronic properties for applications in thermally activated delayed fluorescence

AU - Graham, Christina

AU - Moral, Mónica

AU - Muccioli, Luca

AU - Olivier, Yoann

AU - Pérez-Jiménez, Ángel J.

AU - Sancho-García, Juan Carlos

N1 - Funding Information: We acknowledge the “Ministerio de Economía y Competitividad” of Spain and the “European Regional Development Fund” through project CTQ2014–55073-P, the E2TP-CYTEMA-SANTANDER program, the French national grant ANR-10-LABX-0042-AMADEus managed by the National Research Agency under the initiative of excellence IdEx Bordeaux programme (reference ANR-10-IDEX-0003-02), the Programme d'Excellence de la Région Wallonne (OPTI2MAT project), and the European Unions Horizon 2020 research and innovation program under Grant Agreement No. 646176 (EXTMOS project). Computational resources in Mons have been provided by the Consortium des Équipements de Calcul Intensif (CÉCI), funded by the Fonds de la Recherche Scientifique de Belgique (F.R.S.-FNRS) under Grant no. 2.5020.11. Publisher Copyright: © 2017 Wiley Periodicals, Inc. Copyright: Copyright 2018 Elsevier B.V., All rights reserved.

PY - 2018/6/15

Y1 - 2018/6/15

N2 - We theoretically characterize a series of substituted cycloparaphenylene nanohoops to study the effect of incorporating an electron-withdrawing group into their cyclic structure. We systematically vary the nature, position, and number of nitrogen-containing acceptor groups in both neutral (pyridine) and charged forms (pyridinium and methylpyridinium) to provide insights into how this functionalization affects the structural, electronic, and optical properties of these systems. We focus also on the singlet-triplet energy difference, with low values found, which might pave the way to further applications in the field of devices for light-emitting applications providing a potential class of TADF-based emitters.

AB - We theoretically characterize a series of substituted cycloparaphenylene nanohoops to study the effect of incorporating an electron-withdrawing group into their cyclic structure. We systematically vary the nature, position, and number of nitrogen-containing acceptor groups in both neutral (pyridine) and charged forms (pyridinium and methylpyridinium) to provide insights into how this functionalization affects the structural, electronic, and optical properties of these systems. We focus also on the singlet-triplet energy difference, with low values found, which might pave the way to further applications in the field of devices for light-emitting applications providing a potential class of TADF-based emitters.

KW - density functional theory

KW - donor–acceptor cycloparaphenylenes

KW - optoelectronic properties

KW - TD-DFT

KW - thermally activated delayed fluorescence

UR - http://www.scopus.com/inward/record.url?scp=85046361380&partnerID=8YFLogxK

U2 - 10.1002/qua.25562

DO - 10.1002/qua.25562

M3 - Article

AN - SCOPUS:85046361380

SN - 0020-7608

VL - 118

JO - International Journal of Quantum Chemistry

JF - International Journal of Quantum Chemistry

IS - 12

M1 - e25562

ER -

N-doped cycloparaphenylenes: Tuning electronic properties for applications in thermally activated delayed fluorescence

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this