Tetraphenylethene modified perylene bisimide: effect of the number of substituents on AIE performance
Abstract
Perylene bisimide derivatives substituted with one and two tetraphenylethene moieties at 1 and 1,7-postions show distinct optical properties. The former displays characteristic emission features of perylene bisimides in solution and red emission in the aggregate state, while the latter is nonemissive in solution but highly red-emissive in the aggregate state.
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PBIs have a quasi-unity fluorescence quantum yield in dilute solutions (DBuBrPBI, Φfl,sol = 95.2%), but they become faintly or even nonemissive in aggregated or solid states.
“PBIs have a quasi-unity fluorescence quantum yield in dilute solutions (N,N′-dibutyl-1-bromoperylene-3,4:9,10-tetracarboxylic acid bisimide (DBuBrPBI), Φfl,sol = 95.2%), but they become faintly or even nonemissive in aggregated or solid states.”
From The Pursuit of Shortwave Infrared-Emitting Nanoparticles with Bright Fluorescence through Molecular Design and Excited-State Engineering of Molecular Aggregates (2022) · cites this paper as [144]
A molecular rotor tetraphenylethenyl (TPE) is introduced to achieve ACQ-to-AIE transformation.
“A molecular rotor tetraphenylethenyl (TPE) is introduced to achieve ACQ-to-AIE transformation.”
From The Pursuit of Shortwave Infrared-Emitting Nanoparticles with Bright Fluorescence through Molecular Design and Excited-State Engineering of Molecular Aggregates (2022) · cites this paper as [144]
The new PBI substituted with TPE shows very dim fluorescence in a dilute solution (DBuDTPEPBI, Φfl,sol = 0.07%), whereas upon aggregation the fluorescence intensity is recovered to a large extent (DBuDTPEPBI, Φfl,aggr = 18.9%).
“The new PBI substituted with TPE shows very dim fluorescence in a dilute solution (N,N′-dibutyl-1,7-di(4-(1,2,2-triphenyl)vinyl)phenyl-perylene-3,4:9,10-tetracarboxylic acid bisimide (DBuDTPEPBI), Φfl,sol = 0.07%), whereas upon aggregation the fluorescence intensity is recovered to a large extent (DBuDTPEPBI, Φfl,aggr = 18.9%).144”
From The Pursuit of Shortwave Infrared-Emitting Nanoparticles with Bright Fluorescence through Molecular Design and Excited-State Engineering of Molecular Aggregates (2022) · cites this paper as [144]
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- Authors
- Zhao, Q., Zhang, X. A., Wei, Q., Wang, J., Shen, X. Y., Qin, A., Sun, J. Z., & Tang, B. Z.
- Affiliations
- Xi'an University of Science and Technology (CN)
- Zhejiang University (CN)
- Hong Kong University of Science and Technology (HK)
- Corresponding author
- Sun, Jing Zhi
- Tang, Ben Zhong
- Venue
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Published
- 2012
- Volume
- 48
- Issue
- 95
- Pages
- 11671
- ISSN
- 1359-7345 (ISSN-L)
- 1364-548X
- OpenAlex
- W2018187784
- Cited by
- 84
- References
- 27
- Citations by year
- 2026: 1 · 2025: 3 · 2024: 5 · 2023: 6 · 2022: 13 · 2021: 6 · 2020: 2 · 2019: 5 · 2018: 11 · 2017: 7 · 2016: 7 · 2015: 6 · 2014: 4 · 2013: 8
- FWCI
- 2.65
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Chemical Communications (publishedVersion)
- PubMed (publishedVersion)
- Rare & Special e-Zone (The Hong Kong University of Science and Technology) (submittedVersion)
- Topics
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
- Physical Sciences › Engineering › Electrical and Electronic Engineering › Organic Light-Emitting Diodes Research
- Keywords
- perylene diimide, tetraphenylethylene, aggregation-induced emission, red emission, aggregation state, optical properties
- MeSH terms
- Anthracenes, Ethylenes, Imides, Naphthalenes, Perylene, Spectrophotometry, Ultraviolet
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