Increasing the quantum yield of near-infrared (NIR) emissive dyes is criticalf or biological applications because thesef luorescent dyes generally show decreased emission efficiency under aqueous conditions. In this work, we designed and synthesized several multiarylpyrrole (MAP) derivatives, in which af uranylidene (FE) group at the 3-position of the pyrrole forms donor-p-acceptor molecules, MAP-FE, with aN IR emissive wavelength and aggregation-enhanced emission (AEE) features. Different alkyl chains of MAP-FEs linked to phenylg roups at the 2,5-position of the pyrrole ring resulted in different emissive wavelengths and quantum yields in aggregated states, such as powders or single crystals. Powder XRD dataa nd single crystal analysis elucidated thatt he different lengths of alkyl chains had a significant impact on the regularity of MAP-FEs when they were forced to aggregate or precipitate, which affected the intermolecular interaction and the restriction degree of the rotatingp arts, which are essential components.T herefore, an increasing number of NIR dyes could be developed by this designs trategy to produce efficient NIR dyes with AEE. Moreover, this method can provide general guidance for other relatedf ields, such as organic solarc ells and organic light-emitting materials, because they are all applied in the aggregated state.
Developing efficient photosensitizers (PSs) that can generate Type I reactive oxygen species (ROS) under illumination, is considered an effective way to improve photodynamic therapy (PDT) outcomes due to the hypoxic...
The cell membrane protects the cell stability and balance and participates in various physiological activities as an exchange channel. Therefore, the real-time monitoring of cell membrane biological dynamics can help us understand the physiological state of the current cell. Herein, a type of amphiphilic near infrared (NIR) aggregation-induced emission (AIE) molecules was designed and synthesized. Multiarylpyrroles (MAPs) with a dodecyl chain at the 1-position of the pyrrole ring, charged pyridinium sulfonate at the 2,5-position of the pyrrole ring and free rotating aryls at the 3-position of the pyrrole ring can target cell membranes. One of the MAPs, MAP22, had a maximum emission wavelength in the aggregation state of up to 721 nm with a large Stokes shift (2 80 nm). In addition, MAP22 nanoparticles can produce reactive oxygen species (ROS) with a quantum yield of 224%. Therefore, these AIE MAPs are promising candidates for theranostic nanoagents, including NIR fluorescence imaging to target cell membranes and ablate cancer cells by producing ROS.
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