Bridged Aromatic Oxo- and Thioethers with Intense Emission in Solution and the Solid State.

In this contribution, we report on a class of emitters based on bridged oxo- and/or thioethers revealing striking photoluminescence properties in fluid solution and in the solid state. In total, nine compounds were investigated concerning their photophysical properties, which were interpreted by quantum chemical calculations. To our delight, we discovered compounds possessing nearly identical photoluminescence quantum yields (ΦF ) in solution and in the solid state, which has been rarely reported so far. Besides these efforts, we shed light on the influence of polymorphism and solvent polarity on the emission properties. In addition, an in-depth X-ray diffractometric analysis was conducted to correlate molecular packing in the crystal with differences in the photophysical properties.

Luminescent Amphiphilic Aminoglycoside Probes to Study Transfection.

We report the characterization of amphiphilic aminoglycoside conjugates containing luminophores with aggregation-induced emission properties as transfection reagents. These inherently luminescent transfection vectors are capable of binding plasmid DNA through electrostatic interactions; this binding results in an emission "on" signal due to restriction of intramolecular motion of the luminophore core. The luminescent cationic amphiphiles effectively transferred plasmid DNA into mammalian cells (HeLa, HEK 293T), as proven by expression of a red fluorescent protein marker. The morphologies of the aggregates were investigated by microscopy as well as ζ-potential and dynamic light-scattering measurements. The transfection efficiencies using luminescent cationic amphiphiles were similar to that of the gold-standard transfection reagent Lipofectamine® 2000.

Lipofection with estrone-based luminophores featuring aggregation-induced emission properties.

In this communication we present the use of a novel class of luminophores with aggregation-induced emission (AIE) properties based on the steroid estrone. These molecules were equipped with cationic residues yielding amphiphiles suitable for lipofection. To this end, self-assembled luminescent structures were formed in aqueous media and mixed with a red-fluorescent protein expressing plasmid, yielding lipoplexes with increased emission intensity. These luminescent lipoplexes were able to efficiently transfect HeLa and HEK 293T cells and were able to be tracked due to the aggregation induced-emission properties.

A stimuli responsive two component supramolecular hydrogelator with aggregation-induced emission properties.

In this contribution we describe a novel hydrogelator based on four guadiniumcarbonylpyrrole units in combination with aggregation-induced emission active aromatic thioethers which undergo self-assembly into fibrills in aqueous media as visible in AFM and TEM measurements. These fibrills are weakly luminescent and unable to induce gelation. Upon addition of malonic acid a cross-linking of the single fibres was detected leading to the formation of a highly emissive stable hydrogel. This gel responds to several external stimuli such as heat, shaking as well as pH changes.

Alkylated Aromatic Thioethers with Aggregation-Induced Emission Properties-Assembly and Photophysics.

In this contribution, we present the synthesis and self-assembly of alkylated thioethers with interesting photophysical properties. To this end, the emission, absorption and excitation spectra in organic solvents and as aggregates in water were measured as well as the corresponding photoluminescence quantum yields and lifetimes. The aggregates in aqueous media were visualized and measured using transmission electron microscopy. Besides that, crystal structures of selected compounds allowed a detailed discussion of the structure-property relationship. Furthermore, the mesomorphic behavior was investigated using polarized optical microscopy (POM) as well as differential scanning calorimetry (DSC).

A dual pH-responsive supramolecular gelator with aggregation-induced emission properties.

Functionalising AIE-active aromatic thioethers with self-complementary zwitterionic binding sites leads to a dual pH-responsive supramolecular organogelator with aggregation-induced emission (AIE) properties. The self-assembled fibrillar gel network is highly fluorescent (λem = 490 nm), whereas the addition of both acid and base leads to the sol state with a loss of emission. More over, the gel was found to be thermo- and mechanoresponsive.

Phosphorescence Through Hindered Motion of Pure Organic Emitters.

This minireview deals with the phenomenon of room-temperature phosphorescence induced by aggregation or crystallisation. Recent achievements, as well as novel classes of these unique luminophores, are put in to focus. In this fashion, different compounds, which reveal delayed fluorescence or phosphorescence upon fixation in a crystal lattice or within aggregates are described. Furthermore, the photophysical properties, the origin of the long-lived triplet states, and the possible applications of these fascinating classes of molecules are also discussed. To conclude, a short overview about the state of art in the field of pure organic phosphors at room temperature is presented.

Aromatic Thioethers as Novel Luminophores with Aggregation-Induced Fluorescence and Phosphorescence.

Here we report on a novel system based on aromatic thioethers with unique luminescence properties. Fifteen different compounds were investigated in detail on their luminescence properties using UV/Vis absorption and steady-state and time-resolved luminescence spectroscopy. Excited state lifetimes as well as quantum yields were determined, and the toxicity towards HeLa cells was investigated. Besides X-ray analyses also quantum chemical calculations were performed to gain deeper insights in the unique behavior of this facile system. The studied compounds reveal remarkable fluorescence emission ranging from 437 to 588 nm as well as phosphorescence (up to 5 µs).