Highly Efficient Electrochemiluminescence from Imidazole-Based Thermally Activated Delayed Fluorescence Emitters.

cyclic voltammetry electrochemiluminescence luminescence thermally activated delayed fluorescence

Journal

Chemistry (Weinheim an der Bergstrasse, Germany)
ISSN: 1521-3765
Titre abrégé: Chemistry
Pays: Germany
ID NLM: 9513783

Informations de publication

Date de publication:
02 Oct 2023
Historique:
received: 28 06 2023
medline: 14 7 2023
pubmed: 14 7 2023
entrez: 14 7 2023
Statut: ppublish

Résumé

A family of novel thermally activated delayed fluorescence (TADF) emitters has been synthesized by a straightforward and metal-free synthesis, and structurally characterized. In this work we kept the acceptor moiety, 4-(1H-imidazol-1-yl)benzonitrile, fixed and systemically tested different donors to correlate their photophysical and electrochemical properties with their performance in electrochemiluminescence using both benzoyl peroxide as co-reactant and co-reactant free (annihilation) conditions. Some compounds exceeded the efficiency of the standard [Ru(bpy)

Identifiants

pubmed: 37449461
doi: 10.1002/chem.202301912
doi:

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

e202301912

Subventions

Organisme : HORIZON EUROPE European Research Council
ID : 949087
Organisme : MIUR FARE Framework
ID : Prot. R20S3XECXT

Informations de copyright

© 2023 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH.

Références

H. Uoyama, K. Goushi, K. Shizu, H. Nomura, C. Adachi, Nature 2012, 492, 234.
M. Y. Wong, E. Zysman-Colman, Adv. Mater. 2017, 29,1605444.
M. A. Bryden, E. Zysman-Colman, Chem. Soc. Rev. 2021, 50, 7587.
F. Fang, L. Zhu, M. Li, Y. Song, M. Sun, D. Zhao, J. Zhang, Adv. Sci. 2021, 8, 2102970.
R. Ishimatsu, S. Matsunami, T. Kasahara, J. Mizuno, T. Edura, C. Adachi, K. Nakano, T. Imato, Angew. Chem. Int. Ed. 2014, 53, 6993.
P. Huang, X. Zou, Z. Xu, Y. Lan, L. Chen, B. Zhang, L. Niu, Molecules 2022, 27, 7457.
L. Chen, D. J. Hayne, E. H. Doeven, J. Agugiaro, D. J. D. Wilson, L. C. Henderson, T. U. Connell, Y. H. Nai, R. Alexander, S. Carrara, C. F. Hogan, P. S. Donnelly, P. S. Francis, Chem. Sci. 2019, 10, 8654.
A. Zanut, A. Fiorani, T. Saito, N. Ziebart, S. Rapino, S. Rebeccani, A. Barbon, T. Irie, H. Josel, F. Negri, M. Marcaccio, M. Windfuhr, K. Imai, G. Valenti, F. Paolucci, Nat. Commun. 2020, 11, 2688.
P. Nikolaou, E. Luigi, A. Zanut, S. Petralia, G. Valenti, F. Paolucci, L. Prodi, S. Conoci, Biosens. Bioelectron. 2022, 209, 114165.
Z. Wang, J. Pan, Q. Li, Y. Zhou, S. Yang, J. Xu, D. Hua, Adv. Funct. Mater. 2020, 30, 2000220.
J. Dong, Y. Lu, Y. Xu, F. Chen, J. Yang, Y. Chen, J. Feng, Nature 2021, 596, 244.
Y. Liu, H. Zhang, B. Li, J. Liu, D. Jiang, B. Liu, N. Sojic, J. Am. Chem. Soc. 2021, 143, 17910.
L. Yang, L. Dong, D. Hall, M. Hesari, Y. Olivier, E. Zysman-Colman, Z. Ding, SmartMat 2023, 4, e1149.
S. Kumar, P. Tourneur, J. R. Adsetts, M. Y. Wong, P. Rajamalli, D. Chen, R. Lazzaroni, P. Viville, D. B. Cordes, A. M. Z. Slawin, Y. Olivier, J. Cornil, Z. Ding, E. Zysman-Colman, J. Mater. Chem. 2022, 10, 4646.
X. Wei, M. Zhu, Z. Cheng, M. Lee, H. Yan, C. Lu, J. Xu, Angew. Chem. Int. Ed. 2019, 131, 3194.
Z. Zhao, B. Z. Tang, L. Niu, Chem. Sci. 2021, 12, 13283.
X. Wei, M. J. Zhu, H. Yan, C. Lu, J. J. Xu, Chem. Eur. J. 2019, 25, 12671.
S. Carrara, A. Aliprandi, C. F. Hogan, L. De Cola, J. Am. Chem. Soc. 2017, 139, 14605.
Y. Tao, K. Yuan, T. Chen, P. Xu, H. Li, R. Chen, C. Zheng, L. Zhang, W. Huang, Adv. Mater. 2014, 26, 7931.
S. Fujii, Y. Maki, H. Kimoto, J. Fluorine Chem. 1989, 43, 131.
E. Speckmeier, T. G. Fischer, K. Zeitler, J. Am. Chem. Soc. 2018, 140, 15353.
K. Karon, M. Lapkowski, J. Solid State Electrochem. 2015, 19, 2601.
J. F. Ambrose, R. F. Nelson, J. Electrochem. Soc. 1968, 115, 1159.
R. Ishimatsu, T. Edura, C. Adachi, K. Nakano, T. Imato, Chem. Eur. J. 2016, 22, 4889.
K. Izutsu, Electrochemistry in Nonaqueous Solutions, Second, Revised and Enlarged Edition, Wiley-VCH, Weinheim, 2009, p. 105.
J. Luo, S. Gong, T. Zhang, C. Zhong, G. Xie, Z. Lu, C. Yang, Dyes Pigm. 2017, 147, 350.
W. Miao, Chem. Rev. 2008, 108, 2506.
V. V Pavlishchuk, A. W. Addison, Inorg. Chim. Acta 2000, 298, 97.
M. M. Richter, Chem. Rev. 2004, 104, 3003.
J. R. Adsetts, K. Chu, M. Hesari, J. Ma, Z. Ding, Anal. Chem. 2021, 93, 11626.
K. Chu, J. R. Adsetts, Z. Whitworth, S. Kumar, E. Zysman-Colman, Z. Ding, Langmuir 2023, 39, 2829.
R. Kabe, C. Adachi, Nature 2017, 550, 384.
L. Yang, R. Zhang, B. Balónová, A. E. True, K. Chu, J. R. Adsetts, C. Zhang, X. Qin, E. Zysman-Colman, B. A. Blight, Z. Ding, J. Electroanal. Chem. 2022, 920, 116594.
G. Valenti, A. Fiorani, D. Motta, G. Bergamini, M. Gingras, P. Ceroni, F. Negri, F. Paolucci, Chem. Eur. J. 2015, 21, 2936.

Auteurs

Giulio Pavan (G)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.

Luca Morgan (L)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.

Nicola Demitri (N)

Elettra-Sincrotrone Trieste S.C.p.A, 34149, Basovizza, Trieste, Italy.

Chiara Alberoni (C)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.

Thomas Scattolin (T)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.

Alessandro Aliprandi (A)

Dipartimento di Scienze Chimiche, Università degli Studi di Padova, Via Marzolo 1, 35131, Padova, Italy.

Classifications MeSH