Visible light-triggered acceptor-acceptor type dithienylethene with aggregation-induced emission for NIR photochromism in aqueous media

Du, Hong; Han, Jingfang; Cao, Xiaohan; Wang, Sixin; Song, Qingxin; Ou, Ya‐Ping; Guo, Hui; Li, Ziyong

doi:10.1016/j.jlumin.2023.119967

Cited by 5 publications

(3 citation statements)

References 64 publications

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“…Li and coworkers 50 reported the successful preparation of a DTE derivative (CNSDTE) with two cyanostilbene moieties at both ends (Figure 16). Upon alternating irradiation with visible light (> 402 nm) Pu and coworkers 53 discovered pyrimido-benzothiazoles (PBTs) as unique propeller-shaped novel AIEgen with full-color tenability, excellent solid-state fluorescence quantum yields, and high crystallizability (Figure 19).…”

Section: Dte-based Photochromic Aiegens Incorporating Double and Mult...mentioning

confidence: 99%

“…Li and coworkers 50 reported the successful preparation of a DTE derivative (CNSDTE) with two cyanostilbene moieties at both ends (Figure 16). Upon alternating irradiation with visible light (> 402 nm) and NIR light (680–690 nm), the isomerization reactions between the open and closed isomers proceeded smoothly, resulting in a noticeable color change from pale yellow to green.…”

Section: Construction Of Dte‐based Photochromic Aiegensmentioning

confidence: 99%

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Recent progress on the construction and application of dithienylethene‐based photochromic AIEgens

Wang,

Liu,

Wang

et al. 2023

Luminescence

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Photochromic fluorescent materials have rapidly developed as a new class of intelligent materials, offering a unique combination of traditional photochromic and organic fluorescent materials. These materials possess remarkable photoresponsiveness that can be observed by the naked eye and exhibit fluorescence color change. Consequently, they have found widespread applications in various domains, including molecular switches, logic encryption, medical diagnosis and treatment, and biosensors. Among the multitude of photochromic systems, those based on dithienylethenes (DTEs) have garnered significant attention due to their exceptional photochromic efficiency, commendable reversible photoresponse and fatigue resistance, as well as excellent photostability and thermal stability. Nevertheless, these photochromic fluorescent materials continue to grapple with the issue of aggregation‐caused quenching (ACQ), a common problem faced by traditional fluorescent materials. Therefore, the integration of DTE systems with aggregation‐induced emission (AIE) systems presents a promising solution to tackle this predicament, enabling an improved quantum yield for photochromic fluorescent materials in their aggregated state and broadening their range of applications. This review comprehensively summarizes and evaluates the construction strategies and application prospects of DTE‐based photochromic AIE luminogens (AIEgens) in recent years, while also providing an outlook on their future development.

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Section: Dte-based Photochromic Aiegens Incorporating Double and Mult...mentioning

confidence: 99%

“…Li and coworkers 50 reported the successful preparation of a DTE derivative (CNSDTE) with two cyanostilbene moieties at both ends (Figure 16). Upon alternating irradiation with visible light (> 402 nm) and NIR light (680–690 nm), the isomerization reactions between the open and closed isomers proceeded smoothly, resulting in a noticeable color change from pale yellow to green.…”

Section: Construction Of Dte‐based Photochromic Aiegensmentioning

confidence: 99%

Recent progress on the construction and application of dithienylethene‐based photochromic AIEgens

Wang,

Liu,

Wang

et al. 2023

Luminescence

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“…There are many commonly used photochromic species, such as viologen, spiropyran, diarylethene, azobenzene, and polyoxometalates. − Among them, polyoxometalates consisting of early transition metals (W, Mo, and V) bridged by oxygen, are a kind of inorganic nanosized anion clusters that possess stable reversible photochromic behavior . The photochromic process of the polyoxometalates is ascribed to the reduction of early transition metal ions by capturing the electrons, generating colored mixed-valence state species (heteropolyblue or heteropolybrown) .…”

Section: Introductionmentioning

confidence: 99%

Lanthanide-Polyoxometalate-Based Film with Reversible Photochromism and Luminescent Switching Properties for Erasable Inkless Security Printing

Peng,

Li,

Hua

et al. 2024

ACS Appl. Mater. Interfaces

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Security printing is of the utmost importance in the information era. However, the excessive use of inks and paper still faces many economic and environmental issues. Thus, developing erasable inkless security printing materials is a remarkable strategy to save resources, protect the environment, and improve information security. To this endeavor, a photoresponsive lanthanide-polyoxometalate-doped gelatin film with high transparency was developed through the solution casting method. Attenuated total reflection Fourier-transform infrared spectroscopy confirmed the electrostatic and hydrogen bond interactions between gelatin and lanthanide-polyoxometalate. Absorption spectra, luminescent spectra, and digital images indicated that the film displayed reversible photochromism behavior and was accompanied by luminescent switching property upon exposure to UV irradiation and oxygen (in the dark) alternately, which allowed its potential application as a reprintable medium for inkless security printing. The printed information can be erased upon exposure to oxygen in the dark, and the film can be reused for printing again. The film exhibited excellent erasability, reprintability, renewability, and low toxicity. In addition, multiple encryption strategies were designed to improve information security. This work offers an attractive alternative strategy for constructing a reprintable film for inkless security printing in terms of simplifying the preparation process, saving resources, and protecting the environment.

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Towards Optical Information Recording: A Robust Visible‐Light‐Driven Molecular Photoswitch with the Ring‐Closure Reaction Yield Exceeding 96.3 %

Hong,

Liu,

Qin

et al. 2024

Angewandte Chemie

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Diarylethene molecular photoswitches hold great fascination as optical information materials due to their unique bistability and exceptional reversible photoswitching properties. Conventional diarylethenes, however, rely on UV light for ring‐closure reactions, typically with modest yields. For practical application, diarylethenes driven by visible lights are preferred but achieving high ring‐closure reaction yield remains a significant challenge. Herein, we synthesized a novel all‐visible‐light‐driven photoswitch, TPAP‐DTE, by facilely endcapping the dithienylethene (DTE) core with triphenylamine phenyl (TPAP) groups. Owing to the electron‐donating conjugation effect of TPAP, the open‐form TPAP‐DTE responds strongly to short‐wavelength visible lights with considerable photocyclization quantum yields and molar absorption coefficient. Upon 405 nm visible‐light irradiation, TPAP‐DTE achieves a ring‐closure reaction yield exceeding 96.3% (confirmed by both nuclear magnetic resonance spectroscopy and high‐performance liquid chromatography). Its ring‐opening reaction yield is 100% upon irradiation with long‐wavelength visible light. TPAP‐DTE could be regarded as a bidirectional ‘quasi’‐quantitative conversion molecular switch. Furthermore, TPAP‐DTE exhibits robust fatigue resistance over 100 full photoswitching cycles and great anti‐aging property under 85℃ and 85% humidity for at least 1000 h. Consequently, its rewritable QR‐code, multilevel data storage, and anti‐counterfeiting/encryption applications are successfully demonstrated exclusively using visible lights, positioning TPAP‐DTE as a highly promising medium for information recording.

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Visible light-triggered acceptor-acceptor type dithienylethene with aggregation-induced emission for NIR photochromism in aqueous media

Cited by 5 publications

References 64 publications

Recent progress on the construction and application of dithienylethene‐based photochromic AIEgens

Recent progress on the construction and application of dithienylethene‐based photochromic AIEgens

Lanthanide-Polyoxometalate-Based Film with Reversible Photochromism and Luminescent Switching Properties for Erasable Inkless Security Printing

Towards Optical Information Recording: A Robust Visible‐Light‐Driven Molecular Photoswitch with the Ring‐Closure Reaction Yield Exceeding 96.3 %

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