High-performance two-photon absorption luminophores: large action cross sections, free from fluorescence quenching and tunable emission of efficient non-doped organic light-emitting diodes

Xu, Bingjia; He, Jiajun; Liu, Yang; Xu, Bin; Zhu, Qiangzhong; Xie, Mingyuan; Zheng, Zebo; Chi, Zhenguo; Tian, Wenjing; Jin, Can; Zhao, Fuli; Zhang, Yi; Xu, Jiarui

doi:10.1039/c3tc32052a

Cited by 27 publications

(19 citation statements)

References 81 publications

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“…3, the PL intensity changed a lot. When f w increased to 50 %, nearly no fluorescence of Nph-An can be observed, which may be attributed to the dipole-dipole interaction between the fluorescent molecule in its excited state and the surrounding solvent molecules [23]. As f w is further increased and higher than 50 %, the emission intensity is enhanced.…”

Section: Resultsmentioning

confidence: 96%

A fluorescent probe for TNP detection in aqueous solution based on joint properties of intramolecular charge transfer and aggregation-induced enhanced emission

et al. 2016

Sensors and Actuators B: Chemical

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A donor-acceptor (D-A) fluorescent molecule, Nph-An composed of anthracene and 1, 8-Naphthalimide units, was designed and synthesized. It presented typical intramolecular charge transfer (ICT) emission from 1, 8-Nphthalimide units to anthracene units, and this emission was enhanced obviously in aqueous solution, which was attributed to aggregation-induced enhanced emission (AIEE). Further, Nph-An was used as a fluorescent probe to detect 2, 4, 6-trinitrophenol (TNP) in aqueous solution. The proton transfer from TNP to Nph-An could efficiently block the ICT emission of Nph-An, and cause the fluorescence remarkably to be quenched. The calculated limit detection is 4.7×10-7 M.

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Section: Resultsmentioning

confidence: 96%

A fluorescent probe for TNP detection in aqueous solution based on joint properties of intramolecular charge transfer and aggregation-induced enhanced emission

et al. 2016

Sensors and Actuators B: Chemical

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“…SPOTPE was synthesized according to the references [ 35 , 36 ] ( Scheme S1 ). Bromotriphenylethylene (4.00 g, 11.93 mmol), 4-hydroxyphenylboronic acid (1.97 g, 14.28 mmol), potassium carbonate aqueous solution (2 mol/L, 7.0 mL), tetrabutyl ammonium bromide (150 mg), and Pd(PPh 3 ) 4 (25 mg) were dissolved into 50 mL degassed tetrahydrofuran in a three-necked flask equipped with a magnetic stirrer under nitrogen atmosphere.…”

Section: Methodsmentioning

confidence: 99%

Self-Assembly Fluorescent Cationic Cellulose Nanocomplex via Electrostatic Interaction for the Detection of Fe3+ Ions

Wang

Zhou

2019

Nanomaterials

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In this work, an aggregation-induced emission (AIE) sensor for the detection of Fe3+ ions was fabricated through the electrostatic interaction between 1,1,2-triphenyl-2-[4-(3-sulfonatopropoxyl)-phenyl]-ethene sodium salt (SPOTPE) and quaternized cellulose (QC). The structure and properties of the SPOTPE/QC nanocomplex were studied by using 1H NMR, spectrofluorophotometer, transmission electron microscopy (TEM), and dynamic laser light scattering (DLS). An aqueous solution of SPOTPE and QC resulted in a remarkably enhanced cyan fluorescence in comparison to that of the SPOTPE solution. Strong through-space electrostatic interaction between SPOTPE and QC is the main cause for the fluorescence emerging. The fluorescence of the SPOTPE/QC solutions show good stability over a wide pH range of 5.0–10.0. When introducing Fe3+ ions into the SPOTPE/QC solution, the fluorescence quenched within 5 s. SPOTPE/QC solutions exhibited high selectivity and sensitivity for the detection of Fe3+ ions with ignored interferences from other ions, and the detection limit was determined to be 2.92 × 10−6 M. The quenching mechanism was confirmed to be the consequence of the binding interactions between Fe3+ ions and SPOTPE/QC complex.

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“…9 Although many reports have used TPE derivatives in the field of bioimaging and biosensing, 5 examples of TPE derivatives specifically optimized in view of application in 2PFM are surprisingly scarce. [10][11][12] Indeed, 2PFM presents significant advantages over classical confocal fluorescence: first, quadratic dependence of the 2PA phenomenon versus light intensity provides a strong control over the excitation volume (restricted to the focal point of the incident laser source), and thus an improved resolution and facilitated reconstruction of a 3D image; second, the use of NIR light source leads to improved penetration of light within the tissue and reduced autoluminescence. 13,14 2PFM relies on the two-photon absorption (2PA) 15 and thus requires the use of specifically engineered luminescent probes.…”

Section: Introductionmentioning

confidence: 99%

Two-Photon Absorbing AIEgens: Influence of Stereoconfiguration on Their Crystallinity and Spectroscopic Properties and Applications in Bioimaging

Rouillon

Blahut

Jean

et al. 2020

ACS Appl. Mater. Interfaces

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This paper aims at designing chromophores with high aggregation induced emission (AIE) properties for twophoton fluorescence microscopy (2PFM), which is one of the best suited types of microscopy for the imaging of living organism or thick biological tissues. Tetraphenylethylene (TPE) derivatives are common building blocks in the design chromophores with efficient AIE properties. Therefore, in this study, extended TPE AIEgens specifically optimized for twophoton absorption (2PA) are synthetized and the resulting (E/Z) isomers are separated using chromatography on chiral supports. Comparative characterization of the AIE properties is performed on the pure (Z) and (E) isomers and the mixture, allowing us, in combination with powder X-ray diffraction and solid-state NMR to document a profound impact of crystallinity on solid state fluorescence properties. In particular, we show that stereopure AIEgens form aggregates of superior crystallinity, which in turn exhibit a higher fluorescence quantum yield compared to diastereoisomers mixtures. Preparation of stereopure organic nanoparticles affords very bright fluorescent contrast agents, which interest for cellular and intravital two-photon microscopy is illustrated on human breast cancer cell line and on zebrafish embryos. Consequently, they can be used directly, without any additive (surfactant), for cell and in vivo imaging by means of one-and two-photon fluorescence microscopy. We hope that the molecular engineering and formulation principle introduced in this work will constitute valuable guidelines for future developments of stereo-controlled nanoparticles of TPE derivatives for multiphoton imaging applications. ASSOCIATED CONTENT Supporting Information. Materials and Methods, detailed experimental synthetic procedures for all new compounds, NMR characterizations and HPLC traces of all stereopure compounds, detailed spectroscopy for 2,3-Diphenyl-2-butene (DBP), 1,2-bis-(4-biphenyl)-1,2-diphenylethylene (2BPE) and stilbene (S) derivatives, TD-DFT results.

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High-performance two-photon absorption luminophores: large action cross sections, free from fluorescence quenching and tunable emission of efficient non-doped organic light-emitting diodes

Cited by 27 publications

References 81 publications

A fluorescent probe for TNP detection in aqueous solution based on joint properties of intramolecular charge transfer and aggregation-induced enhanced emission

A fluorescent probe for TNP detection in aqueous solution based on joint properties of intramolecular charge transfer and aggregation-induced enhanced emission

Self-Assembly Fluorescent Cationic Cellulose Nanocomplex via Electrostatic Interaction for the Detection of Fe3+ Ions

Two-Photon Absorbing AIEgens: Influence of Stereoconfiguration on Their Crystallinity and Spectroscopic Properties and Applications in Bioimaging

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