The synthesis of stable blue TADF emitters and the corresponding matrix materials is one of the biggest challenges in the development of novel OLED materials. We present six bipolar host materials based on triazine as an acceptor and two types of donors, namely, carbazole, and acridine. Using a tool box approach, the chemical structure of the materials is changed in a systematic way. Both the carbazole and acridine donor are connected to the triazine acceptor via a para- or a meta-linked phenyl ring or are linked directly to each other. The photophysics of the materials has been investigated in detail by absorption-, fluorescence-, and phosphorescence spectroscopy in solution. In addition, a number of DFT calculations have been made which result in a deeper understanding of the photophysics. The presence of a phenyl bridge between donor and acceptor cores leads to a considerable decrease of the triplet energy due to extension of the overlap electron and hole orbitals over the triazine-phenyl core of the molecule. This decrease is more pronounced for the para-phenylene than for the meta-phenylene linker. Only direct connection of the donor group to the triazine core provides a high energy of the triplet state of 2.97 eV for the carbazole derivative and 3.07 eV for the acridine . This is a major requirement for the use of the materials as a host for blue TADF emitters.
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http://dx.doi.org/10.3389/fchem.2020.00657 | DOI Listing |
Angew Chem Int Ed Engl
January 2025
University of Science and Technology of China, Chemistry and Material Science, No.96, JinZhai Road Baohe District, 230026, Hefei, CHINA.
Multi-resonance thermally activated delayed fluorescence (MR-TADF) materials have great potential for applications in ultrahigh-definition (UHD) organic light-emitting diode (OLED) displays, that benefit from their narrowband emission characteristic. However, key challenges such as aggregation-caused quenching (ACQ) effect and slow triplet-to-singlet spin-flip process, especially for blue MR-TADF materials, continue to impede their development due to planar skeletons and relatively large ΔESTs. Here, an effective strategy that incorporates multiple carbazole donors into the parent MR moieties is proposed, synergistically engineering their excited states and steric hindrances to enhance both the spin-flip process and quenching resistance.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, State Key Laboratory of Polymer Physics and Chemistry, No.159 Renmin Street, 130022, Changchun, CHINA.
The multiple resonance thermally activated delayed fluorescence (MR-TADF) device has drawn great attention due to their outstanding efficiency and color purity. However, the efficiency of solution-processed MR-TADF devices is still far behind their vacuum-deposited counterparts, due to the uncontrollable horizontal emitting dipole orientation for emitters during solution process, resulting in low light out-coupling efficiency. Here, we proposed a new strategy namely electrostatic interaction between a dendritic host with high positive electrostatic potential (ESP) and dendritic emitter with multiple negative ESP sites, which could induce high horizontal dipole ratio (ΘII) up to 83.
View Article and Find Full Text PDFChemistry
January 2025
Nanjing University of Posts and Telecommunications, Institute of Advanced Materials (IAM), 9 Wenyuan Road, Nanjing 210023, China., Nanjing, CHINA.
Circularly polarized organic light-emitting diodes (CP-OLEDs) have significant promise for naked-eye 3D displays. However, most devices are fabricated using vacuum deposition technology, and development of efficient solution-processed CP-OLEDs, particularly those exhibiting low efficiency roll-off, remains a formidable challenge. This research successfully designed and synthesized two pairs of thermally activated delayed fluorescence (TADF) enantiomers through isomer engineering, namely (R/S)-N-5-TPA and (R/S)-N-4-TPA, which features fifth and fourth substitution sites of phthalimide (acceptor) by tri-phenylamine (donor), respectively.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2025
State Key Laboratory of Coordination Chemistry, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, 210023, Nanjing, P. R. China.
Ultra-narrowband and highly modifiable multiple resonance thermally activated delayed fluorescence (MR-TADF) materials are crucial for realizing high-performance wide-color-gamut display applications. Despite progress, most MR-TADF emitters remain confined to blue and green wavelengths, with difficulties extending into longer wavelengths without significant spectral broadening, which compromises color purity in full-color organic light-emitting diode (OLED) displays. In this work, we present a novel tetraazacyclophane-based architecture embedding dual boron atoms to remarkedly enhance intramolecular charge transfer through the strategic positioning of boron and nitrogen atoms.
View Article and Find Full Text PDFChemistry
December 2024
Department of Molecular and Macromolecular Chemistry, Graduate School of Engineering, Nagoya University, Furo-cho, Chikusa-ku, Nagoya, 464-8603, Japan.
The scalable synthesis of figure-eight π-systems is challenging for the conventional bottom-up approach. We have recently reported that the oxidative inner-bond cleavage of commercially available dibenzo[g,p]chrysene efficiently furnishes a figure-eight π-acceptor, cyclobisbiphenylenecarbonyl (CBBC), in large quantity. Furthermore, its donor-acceptor-type derivative with four N-carbazolyl substituents at the meta-positions of the carbonyl groups exhibited thermally activated delayed fluorescence (TADF) and circularly polarized luminescence (CPL) with a high |g| value of 1.
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