MRS Meetings and Events

 

EQ03.04.26 2022 MRS Spring Meeting

Mono-and bis(triazolo)triazine Emitters for Blue Thermally Activated Delayed Fluorescence Organic Light-Emitting Diodes

When and Where

May 9, 2022
5:00pm - 7:00pm

Hawai'i Convention Center, Level 1, Kamehameha Exhibit Hall 2 & 3

Presenter

Co-Author(s)

Celine Leonhardt1,Stefan Bräse1,Eli Zysman-Colman2

KIT1,University of St Andrews2

Abstract

Celine Leonhardt1,Stefan Bräse1,Eli Zysman-Colman2

KIT1,University of St Andrews2
Thermally activated delayed fluorescence (TADF) emitters are considered as being the most promising emitter materials for organic light-emitting diodes (OLEDs).<sup>[1]</sup> This work focuses on the design and synthesis, as well as the analytical, photophysical and optoelectronic characterization of blue emitting TADF materials. We chose the twisted intramolecular charge transfer transition approach for the design of our emitters. Electron-accepting and electron-donating groups are combined using N-heterocycles, inducing a charge transfer effect, which is crucial for TADF. To achieve a suitable HOMO-LUMO overlap and enhance the dihedral angle between donor and acceptor, bulky spacing units as an interconnection were used.<br/>In 2020, our group developed the novel, star-shaped tris(triazolo)triazine (TTT) acceptor core and decorated it with carbazole- and acridine derivatives, to behave as donating groups, such as 9,9-dimethyl-9,10-dihydroacridine and 3,6-ditert-butylcarbazole. A combinatoric synthetic route was established using three tetrazole-donor-groups reacting with cyanuric chloride and 2,6-lutidine.<br/>These emitters displayed blue emission and a delayed fluorescence with delayed lifetimes on the order of milliseconds. High photoluminescence quantum yields (PLQY) of 79% and 80% were observed in CzSi for the 9,9-dimethyl-9,10-dihydroacridine-TTT and 3,6-ditert-butylcarbazole-TTT materials, respectively. The solution-processed OLED devices performed with an EQE<sub>max </sub>of 11.0% and 5.8%, respectively.<sup>[2]</sup><br/>The monotriazolotriazine (MTT) and bistriazolotriazine (BTT) were developed as a follow up to the TTT family. Instead of using three tetrazole units, only one unit for MTT and two units for BTT were used. These new acceptors, unlike the TTT core, are not symmetrical star-shaped. Achieved were two novel acceptors in combination with commonly known donors. The effect on the TADF properties, such as the emission color and efficiency, using different donor types and donor counts was investigated. The same synthetic protocol was applied, using the triazine core linked with one and two tetrazole-donor-groups to obtain MTT and BTT, respectively.<br/>[1] G. Hong, X. Gan, C. Leonhardt, Dr. Z. Zhang, J. Seibert, Dr. J. M. Busch, S. Bräse, <i>Adv. Mater.</i> <b>2021</b>, <i>33</i>, 2005630.<br/>[2] F. Hundemer, E. Crovini, Y. Wada, H. Kaji, S. Bräse, E. Zysman-Colman, <i>Mater. Adv.</i> <b>2020</b>, <i>1</i>, 2862.

Keywords

chemical synthesis

Symposium Organizers

Natalie Stingelin, Georgia Institute of Technology
Oana Jurchescu, Wake Forest University
Emanuele Orgiu, Université du Québec/Institut National de la Recherche Scientifique
Yutaka Wakayama, NIMS

Symposium Support

Bronze
MilliporeSigma
The Japan Society of Applied Physics

Session Chairs

Maryam Alsufyani

In this Session

EQ03.04.01
The Signatures of Polarons and Bipolarons in the Raman Spectrum of Molecularly P-Doped poly(3-hexylthiophene-2,5-diyl)

EQ03.04.02
Improvement of Efficiency in Inverted Green and Blue Phosphorescent Organic Light-Emitting Diodes Using Red Dye-Doped Hole Transport Layers

EQ03.04.03
High-Efficiency Organic Light-Emitting Devices Involving Au(I) Complexes as Singlet Exciton Sensitizers

EQ03.04.04
Efficient Coupling of Heavy Atom Effects and Orbital Angular Momentum Towards Fast and Efficient Metal-Free Organic Phosphors

EQ03.04.05
Naphthalene Diimide-Based Conjugated Polymers as Promising Organocatalysts for Photocatalytic CO2 Reaction

EQ03.04.06
Design and Synthesis of Molecular Semiconductors Tailored to Couple with Vacuum Field

EQ03.04.07
Tuning Thermoelectric Properties in an Organic Electrochemical Transistor Through Side Chains Engineering of Conducting Polymers

EQ03.04.08
Study of the Bulk Polymorphism of Best Performing Molecular Semiconductors

EQ03.04.09
Solution-Processed N-Type Perylene Diimide Based Molecular Semiconductors for Air-Stable OFET Operations

EQ03.04.10
Study of Bulk and Thin-Film Polymorphism of NDI Derivatives—Annealing and Deposition Procedures to Access Elusive Polymorphs

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