Understanding the Role of Chalcogens in Ether‐Based Luminophores with Aggregation‐Induced Fluorescence and Phosphorescence

Riebe, Steffen; Wölper, Christoph; Balszuweit, Jan; Hayduk, Matthias; Suburu, Matias Ezequiel Gutierrez; Strassert, Cristian A.; Doltsinis, Nikos L.; Voskuhl, Jens

doi:10.1002/cptc.202000002

Cited by 12 publications

(9 citation statements)

References 36 publications

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“…RTP materials containing chalcogen atoms have been developed and have shown excellent photophysical properties in recent years. 10,52,56–60 Several persulfurated aromatic compounds with bright green phosphorescence (phosphorescence quantum yield ( Φ P ) up to 100%) in crystal states were first reported by Ceroni et al 61,62 Later on, hexasulfurated, pentasulfurated and tetrasulfurated benzene-cored star-shaped molecules have been designed, synthesized and studied as highly efficient RTP materials. 52,63–67 However, most of them only exhibited rather short phosphorescence lifetime ( τ P < 1 ms).…”

Section: Introductionmentioning

confidence: 99%

Persistent room temperature phosphorescence films based on star-shaped organic emitters

Shu

Chen

et al. 2022

J. Mater. Chem. C

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Section: Introductionmentioning

confidence: 99%

Persistent room temperature phosphorescence films based on star-shaped organic emitters

Shu

Chen

et al. 2022

J. Mater. Chem. C

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“…Inspired by the long-lived photoluminescence observed in similar small-molecule emitters, , we more closely examined the photophysical properties of the PACs in order to elucidate the mechanism of emission. The photoluminescence of PACs 4a–c was found to be partially quenched under an ambient atmosphere relative to measurements taken in dilute Ar-sparged chloroform solutions.…”

Section: Resultsmentioning

confidence: 99%

Polymerization and Depolymerization of Photoluminescent Polyarylene Chalcogenides

et al. 2021

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Engineering thermoplastics feature high chemical, mechanical, and thermal robustness but often lack advanced functionalities as a result of the harsh conditions required for their synthesis and processing. Herein, we introduce a series of polyarylene chalcogenides (PACs), a classification which encompasses polyphenylene sulfides, polyphenylene oxides, and their derivatives, obtained via the room-temperature polymerization of difluorophthalonitrile and disilyl(thio)ether monomers in the presence of fluoride or amine initiators. The PACs contain thioarene-appended phthalonitriles as the key moiety in the polymer chain, which endows them with the additional properties of photoluminescence and dynamic nucleophilic aromatic substitution (SNAr) chemistry while maintaining the thermal robustness of the parent polymers. The materials display delayed fluorescence, and both the emission wavelength and lifetime were rationally tunable through chalcogen substitution. Dynamic SNAr chemistry was exploited in the demonstration of the selective chemical degradation of the PACs, even as highly crosslinked thermosets, at room temperature. The varied properties of this family of PACs make them interesting to a number of applied fields, including organic light-emitting diodes, chemical sensors, and dynamically responsive materials.

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“…43 ) or as dangling seleno-ethers. 44,45 Externally, vibrational quenching effects could be suppressed by matrix engineering, as summarized in Figure 5. Crystalline matrices were first employed in the initial systematic design of POP systems, 1,12 which provided effective screening against oxygen permeation, as well as a rigid environment against molecular motion (Figure 5a,b).…”

Section: Design Of Contemporary Pops and Pop Systemsmentioning

confidence: 99%

“…Compared with halogen atoms, chalcogens enabled a larger design window, which could be fused in the core of aromatic structures (i.e., benzoselenazole, benzoselenadiazole, selenophene, selenazine, ,, etc , …”

Section: Design Of Contemporary Pops and Pop Systemsmentioning

confidence: 99%

Metal-Free Organic Phosphors toward Fast and Efficient Room-Temperature Phosphorescence

Shao

J²

2022

Acc. Chem. Res.

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Conspectus Metal-free purely organic phosphors (POPs) are promising materials for display technologies, solid-state lighting, and sensors platforms because of their advantageous properties such as large design windows, easy processability, and economic material cost. Unlike inorganic semiconductors, creating the conditions for triplet excitons to produce light in organic materials is a demanding task because of the presence of electron spin configurations that undergo spin-forbidden transitions, which is usually facilitated by spin–orbit coupling (SOC). In the absence of heavy metals, however, the SOC efficiency in POPs remains low, and consequently, external nonradiative photophysical processes will also severely affect triplet excitons. Addressing these challenges requires the development of rational molecular design principles to accurately account for how all conceivable structural, electronic, chemical, compositional factors affect materials performance. This Account summarizes important molecular design and matrix engineering strategies to tackle the two key challenges for POPsboosting SOC efficiencies and suppressing nonradiative decays. We start by reviewing the fundamental understanding of internal and external factors affecting the emission efficiencies of POPs, including the theory behind SOC and the origin of nonradiative decays. Subsequently, we discuss the design of contemporary POP systems on the basis of research insights from our group and others, where SOC is mostly promoted by heavy atom effects and the El-Sayed rule. On one hand, nonmetal heavy atoms including Br, I, or Se provide the heavy atom effects to boost SOC. On the other hand, the El-Sayed rule addresses the necessity of orbital angular momentum change in SOC and the general utilization of carbonyl, heterocyclic rings, and other moieties with rich nonbonding electrons. Because of the slow-decaying nature of triplet excitons, engineering the matrices of POPs is critical to effectively suppress collisional quenching as the major nonradiative decay route, thus achieving POPs with decent room temperature quantum efficiency. For that purpose, crystalline or rigid amorphous matrices have been implemented along with specific intermolecular forces between POPs and their environment. Despite the great efforts made in the past decade, the intrinsic SOC efficiencies of POPs remain low, and their emission lifetimes are pinned in the millisecond to second regime. While this is beneficial for POPs with ultralong emission, designing high-SOC POPs with simultaneous fast decay and high quantum efficiencies is particularly advantageous for display systems. Following the design of contemporary POPs, we will discuss molecular design descriptors that could potentially break the current limit to boost internal SOC in purely organic materials. Our recently developed concept of “heavy atom oriented orbital angular momentum manipulation” will be discussed, accompanied by a rich and expanded library of fast and efficient POP molecules, which serves as a stepp...

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Understanding the Role of Chalcogens in Ether‐Based Luminophores with Aggregation‐Induced Fluorescence and Phosphorescence

Cited by 12 publications

References 36 publications

Persistent room temperature phosphorescence films based on star-shaped organic emitters

Persistent room temperature phosphorescence films based on star-shaped organic emitters

Polymerization and Depolymerization of Photoluminescent Polyarylene Chalcogenides

Metal-Free Organic Phosphors toward Fast and Efficient Room-Temperature Phosphorescence

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