Modulating room temperature phosphorescence through intermolecular halogen bonding

Jiang, Dongyan; Du, Chunya; Yan, Zhenyu; Ge, Shuyuan; Feng, Zijun; Wan, Liang; Lü, Ping

doi:10.1039/d2tc05237g

Cited by 4 publications

(1 citation statement)

References 57 publications

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“…The significant separation of HOMO and LUMO electron densities and the reduction in the band gap indicate the presence of intramolecular charge transfer, which is supported by the redshift observed in the solid‐state emission spectra (Figure S16, Supporting Information). [ 32 ] Moreover, as shown in Figure 3a–d, time‐dependent DFT (TD‐DFT) calculations (details in Supporting Information) revealed an increase and subsequent decrease in the oscillator strength ( f BPA = 0.3493; f BPA‐Cl = 0.4477; f BPA‐Br = 0.4558 and f BPA‐I = 0.4519), as Figure S17 (Supporting Information) listed, consistent with the emission efficiency trend evaluated by experimental PLQY. Furthermore, the gradual increase in the spin‐orbit coupling constant (SOC BPA = 0.000 cm −1 ; SOC BPA‐Cl = 0.560 cm −1 ; SOC BPA‐Br = 0.590 cm −1 and SOC BPA‐I = 0.635 cm −1 ), indicating the presence of heavy atom effects induced by halogen atoms.…”

Section: Resultsmentioning

confidence: 99%

Halogen‐bonding boosting the high performance X‐ray imaging of organic scintillators

Chen,

Lin,

Zhu

et al. 2023

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Organic scintillators with efficient X‐ray excited luminescence are essential for medical diagnostics and security screening. However, achieving excellent organic scintillation materials is challenging due to low X‐ray absorption coefficients and inferior radioluminescence (RL) intensity. Herein, supramolecular interactions are incorporated, particularly halogen bonding, into organic scintillators to enhance their radioluminescence properties. By introducing heavy atoms (X = Cl, Br, I) into 9,10‐bis(4‐pyridyl)anthracene (BPA), the formation of halogen bonding (BPA‐X) enhances their X‐ray absorption coefficient and restricts the molecular vibration and rotation, which boosts their RL intensity. The RL intensity of BPA‐Cl and BPA‐Br fluorochromes increased by over 2 and 6.3 times compared to BPA, respectively. Especially, BPA‐Br exhibits an ultrafast decay time of 8.25 ns and low detection limits of 25.95 ± 2.49 nGy s−1. The flexible film constructed with BPA‐Br exhibited excellent X‐ray imaging capabilities. Furthermore, this approach is also applicable to organic phosphors. The formation of halogen bonding in bromophenyl‐methylpyridinium iodide (PYI) led to a fourfold increase in RL intensity compared to bromophenyl‐methyl‐pyridinium (PY). It suggests that halogen bonding serves as a promising and effective molecular design strategy for the development of high‐performance organic scintillator materials, presenting new opportunities for their applications in radiology and security screening.

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Section: Resultsmentioning

confidence: 99%

Halogen‐bonding boosting the high performance X‐ray imaging of organic scintillators

Chen,

Lin,

Zhu

et al. 2023

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Halogen Impact on the Supramolecular Organization of Chiral Phthalimide Emitters Displaying Room Temperature Phosphorescence

Demangeat,

Remond,

Roisnel

et al. 2024

Chemistry A European J

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Room temperature phosphorescence from organic materials has attracted an increasing attention in the recent years due to their potential application in various advancing technologies, notably in bioimaging and displays. In this context, heavy atoms such as halogen ones revealed useful tools to enhance the spin‐orbit coupling (SOC) of molecular organic phosphors. However, the effect of halogen at the supramolecular level remains less understood, especially in the field of molecular crystals where additional factors can impact the phosphorescence emission. Here, we investigate external effect of halogens on the phosphorescence of chiral phthalimides molecular crystals. The results show that changing the nature of the halogen atom onto the phthalimide core leads to an evolution of the photophysical properties of the materials which does not necessarily follow the classical trend imposed by the expected internal heavy atom effect. Beyond this aspect, we showed that the halogen atom has a profound impact on the packing between the chromophores at the supramolecular level which is of paramount importance towards the optical properties (PLQY and lifetimes) of the different phosphors examined.

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Facile Preparation of Full‐Color Tunable Room Temperature Phosphorescence Cellulose via Click Chemistry

Gao,

Shi,

Chen

et al. 2023

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Sustainable long‐lived room temperature phosphorescence (RTP) materials with color‐tunable afterglows are attractive but rarely reported. Here, cellulose is reconstructed by directed redox to afford ample active hydroxyl groups and water‐solubility; arylboronic acids with various π conjugations can be facilely anchored to reconstructed cellulose via click chemistry within 1 min in pure water, resulting in full‐color tunable RTP cellulose. The rigid environment provided by the B─O covalent bonds and hydrogen bonds can stabilize the triplet excitons, thus the target cellulose displays outstanding RTP performances with the lifetime of 2.67 s, phosphorescence quantum yield of 9.37%, and absolute afterglow luminance of 348 mcd m−2. Furthermore, due to the formation of various emissive species, the smart RTP cellulose shows excitation‐ and time‐dependent afterglows. Taking advantages of sustainability, ultralong lifetime, and full‐color tunable afterglows, et al, the environmentally friendly RTP cellulose is successfully used for nontoxic afterglow inks, delay lighting, and afterglow display.

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Modulating room temperature phosphorescence through intermolecular halogen bonding

Abstract: Purely organic room temperature phosphorescence (RTP) luminogens have drawn much attention owing to the potential application in anti-counterfeiting, biological imaging and various sensors, etc. In this work, a series of...

Cited by 4 publications

References 57 publications

Halogen‐bonding boosting the high performance X‐ray imaging of organic scintillators

Halogen‐bonding boosting the high performance X‐ray imaging of organic scintillators

Halogen Impact on the Supramolecular Organization of Chiral Phthalimide Emitters Displaying Room Temperature Phosphorescence

Facile Preparation of Full‐Color Tunable Room Temperature Phosphorescence Cellulose via Click Chemistry

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