Tetraphenylethene end-capped diketopyrrolopyrrole fluorogens with AIE and large two-photon absorption cross-sections features and application in bioimaging

Jiang, Tao; Li, Dongyu; Hang, Yandi; Gao, Yuting; Zhang, Hequn; Zhao, Xinyuan; Li, Xin; Li, Bo; Qian, Jun; Hua, Jianli

doi:10.1016/j.dyepig.2016.05.043

Cited by 33 publications

(17 citation statements)

References 46 publications

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“…The excellent emission of AIE molecules in the solid state is not only interesting in terms of its mechanism, but also advantageous for various applications. Tetraphenylethylene (TPE) is one of the representative AIE structures and a variety of TPE‐based AIE materials have been developed for chemosensing, bioimaging, optoelectronics, and stimuli‐responsive applications . For example, Wang and coworkers have developed the redox and pH dual‐responsive polymer micelles with TPE structure for cellular imaging and chemotherapy .…”

Section: Introductionmentioning

confidence: 99%

Luminescent core–shell nanoparticles with crosslinked aggregation‐induced emission core structures: Emission both in solution and solid states

Nakabayashi

Takata

Furukawa

et al. 2020

Journal of Polymer Science

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Luminescent core–shell nanoparticles (NPs) with crosslinked aggregation‐induced emission (AIE) core structures, which exhibited excellent emission independent of the dispersion state of the NPs, have been developed by a facile one‐pot method based on the self‐assembly of an amphiphilic block copolymer poly(PEGMA)‐b‐poly(DB3VT). Core–shell micelles with a poly(DB3VT) core were formed from poly(PEGMA)‐b‐poly(DB3VT) in tetrahydrofuran (THF)/H2O condition, and the crosslinked AIE‐based structure was selectively incorporated into the core by the Suzuki coupling reaction between poly(DB3VT) blocks and tetraphenylethylene (TPE)‐based coupling monomers at the same time. This method afforded a uniform NP with a crosslinked TPE‐based AIE core structure. The obtained NP exhibited excellent emission both in diluted solution and solid states. This result indicated that the formed TPE‐based AIE core structure was always aggregated regardless of NP dispersion owing to the crosslinking as we expected. The crosslinked TPE‐based AIE core structure, which was related to the emission property, was readily tuned by the selection and combination of coupling monomers in the Suzuki coupling reaction. By incorporating electron‐deficient units into the core, the emission color could be successfully tuned from yellow‐green to orange and red while maintaining the emission property independent of the state of the NP dispersion. These results demonstrated that NPs with the crosslinked AIE core structures are a promising luminescent material design motif to realize emission independent on molecular dispersion.

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Section: Introductionmentioning

confidence: 99%

Luminescent core–shell nanoparticles with crosslinked aggregation‐induced emission core structures: Emission both in solution and solid states

Nakabayashi

Takata

Furukawa

et al. 2020

Journal of Polymer Science

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“…Ftouni et al reported a series of DPP-based small molecules with δ being 750 GM, and successfully coupled these molecules to a synthetic Tat-derived peptide as a two-photon fluorescent tag for living cell microscopy with low power excitation (Ftouni et al, 2013 ). Later, Hua's group reported DPP oligomer with not only large δ (1,140 GM) and high fluorescence brightness after aggregation (39.02%), but also strong aggregation-induced emission properties (Jiang et al, 2016 ). These kinds of materials are promising in terms of bio-application, except for bio-imaging, and DPP materials with TPA properties used in heavy metal sensors, such as Hg + , as reported by Nie and co-authors (Nie et al, 2018 ).…”

Section: Applicationsmentioning

confidence: 99%

Diketopyrrolopyrrole (DPP)-Based Materials and Its Applications: A Review

Bao

Dai

et al. 2020

Front. Chem.

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Diketopyrrolopyrrole (DPP) and its derivatives have been widely studied in the past few years due to its intrinsic physical and chemical properties, such as strong electron-withdrawing, deep color, high charge carrier mobility, strong aggregation, good thermal-/photo-stability. In the 1970s, DPP was developed and used only in inks, paints, and plastics. Later, DPP containing materials were found to have potential other applications, typically in electronic devices, which attracted the attention of scientists. In this feature article, the synthesis pathway of DPP-based materials and their applications in organic field-effect transistors, photovoltaic devices, sensors, two photo-absorption materials, and others are reviewed, and possible future applications are discussed. The review outlines a theoretical scaffold for the development of conjugated DPP-based materials, which have multiple potential applications.

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“…Multi-photon excitation thus enables imaging from a few hundred microns to a millimeter below the surface of scattering, mammalian tissues. [9][10][11][12][13] To further increase the achievable imaging depth, three-photon fluorescence microscopy (3PM) has been explored and developed in the past. [14][15][16] 3PM uses NIR-II (900-1700 nm) excitation light, 17,18 which leads to reduced scattering and overall attenuation and thus to increased penetration depth in tissue.…”

Section: Introductionmentioning

confidence: 99%

AIE-nanoparticle assisted ultra-deep microscopy in thein vivomouse brain under 1300-nm excitation

Zhang

Streich

et al. 2020

Preprint

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Tetraphenylethene end-capped diketopyrrolopyrrole fluorogens with AIE and large two-photon absorption cross-sections features and application in bioimaging

Cited by 33 publications

References 46 publications

Luminescent core–shell nanoparticles with crosslinked aggregation‐induced emission core structures: Emission both in solution and solid states

Luminescent core–shell nanoparticles with crosslinked aggregation‐induced emission core structures: Emission both in solution and solid states

Diketopyrrolopyrrole (DPP)-Based Materials and Its Applications: A Review

AIE-nanoparticle assisted ultra-deep microscopy in thein vivomouse brain under 1300-nm excitation

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