Highly efficient room-temperature phosphorescent materials with a heavy-atom effect of bromine

Xia, Youfu; Du, Yiqun; Xiang, Qian; Humphrey, Mark G.

doi:10.1039/d0nj05713d

New J. Chem.

2021

DOI: 10.1039/d0nj05713d

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Highly efficient room-temperature phosphorescent materials with a heavy-atom effect of bromine

Youfu Xia

Yiqun Du

Qian Xiang

et al.

Abstract: Room-temperature phosphorescent (RTP) materials with long luminescence lifetimes have stimulated considerable interest. However, pure organic molecules with persistent room-temperature phosphorescence are still rarely reported. In this work, we study two...

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Cited by 4 publications

References 35 publications

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Unique Organic Crystal Skeleton Based on N‐Phenyl‐Carbazole Derivatives with Adjustable Room Temperature Phosphorescence and Highly Stable Inclusion Ability to Dichloromethane

Liu,

Jiang

2024

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Monosubstituted 9‐(2‐bromophenyl)‐carbazole (1Br1CZ) and disubstituted 9,9′‐(2,4‐dibromo‐1,3‐phenylene) bis(9H‐carbazole) (2Br2CZ) are synthesized by introducing bromine into ortho‐phenyl position of 9‐phenyl‐carbazole (PhCZ). The decomposition temperature with 5% mass loss and melting point of 2Br2CZ crystal are 360 and 230 °C. The highest occupied molecular orbital energy level of PhCZ is the highest, and that of 2Br2CZ is the lowest. The crystals of PhCZ, 1Br1CZ, and 2Br2CZ are monoclinic, orthorhombic, and triclinic system, which exhibit room temperature phosphorescence with lifetimes of 171.81, 37.15, and 28.77 ms, and their corresponding phosphorescence quantum yields are 0.83%, 0.16%, and 4.58%. It theoretically reveals that six triplet energy levels (T1‐T6) exist under S1 in 2Br2CZ crystal, and the spin orbit coupling constants between S1 and Tn in 2Br2CZ are also greater than those in PhCZ and 1Br1CZ, which promotes the intersystem crossing. Meanwhile, through crystal structure and Hirshfeld surface analysis, the torsion angles between the carbazole unit of 2Br2CZ and the central phenyl group reached 85.28°. The 2Br2CZ crystal exhibits the richest intermolecular interactions. A cavity of 4.498 Å is formed within the crystal skeleton of 2Br2CZ, which can precisely fixe dichloromethane with a record‐high desorption temperature over 145 °C.

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Unique Organic Crystal Skeleton Based on N‐Phenyl‐Carbazole Derivatives with Adjustable Room Temperature Phosphorescence and Highly Stable Inclusion Ability to Dichloromethane

Liu,

Jiang

2024

Small

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Construction of a room-temperature phosphorescence system by cucurbit[8]uril-based supramolecular assembly

Chen

Yang

Shuai

et al. 2022

J Incl Phenom Macrocycl Chem

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Bromine substituent position of tetraphenylethylene-based luminogens effect on enhanced AIE and reversible mechanofluorochromic properties by halogen bonding

Huang,

Zhao,

Zhang

et al. 2024

Dyes and Pigments

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Highly efficient room-temperature phosphorescent materials with a heavy-atom effect of bromine

Abstract: Room-temperature phosphorescent (RTP) materials with long luminescence lifetimes have stimulated considerable interest. However, pure organic molecules with persistent room-temperature phosphorescence are still rarely reported. In this work, we study two...

Cited by 4 publications

References 35 publications

Unique Organic Crystal Skeleton Based on N‐Phenyl‐Carbazole Derivatives with Adjustable Room Temperature Phosphorescence and Highly Stable Inclusion Ability to Dichloromethane

Unique Organic Crystal Skeleton Based on N‐Phenyl‐Carbazole Derivatives with Adjustable Room Temperature Phosphorescence and Highly Stable Inclusion Ability to Dichloromethane

Construction of a room-temperature phosphorescence system by cucurbit[8]uril-based supramolecular assembly

Bromine substituent position of tetraphenylethylene-based luminogens effect on enhanced AIE and reversible mechanofluorochromic properties by halogen bonding

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