192872-06-3

Upstream product

• 602-55-1 9-phenylanthracene 
• 23674-20-6 9-bromo-10-phenylanthracene 
• 113790-79-7 9-( p-methoxyphenyl)-10-phenylanthracene 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 523-27-3 9,10-Dibromoanthracene 
• 1564-64-3 9-Bromoanthracene 
• 98-80-6 phenylboronic acid 
• 14047-29-1 4-carboxyphenylboronic acid 

Downstream Products

• 1277104-05-8 9-(4-(4-(2,5-diiodo-4-methoxyphenoxy)butoxy)phenyl)-10-phenylanthracene 
• 192872-07-4 9-(4-((6-bromohexyl)oxy)phenyl)-10-phenylanthracene 
• 1579277-47-6 C₃₀H₂₂O₂ 

Relevant academic research and scientific papers

Synthesis, enantioseparation and photophysical properties of planar-chiral pillar[5]arene derivatives bearing fluorophore fragments

Planar chiral pillar[5]arene derivatives (P5A-DPA and P5A-Py) bearing bulky fluorophores were obtained in high yield by click reaction. The photophysical properties of both compounds were investigated in detail. P5A-DPA with two 9,10-diphenylanthracene (DPA) pigments grafted on the pillar[5]arene showed a high fluorescence quantum yield of 89.5%. This is comparable to the monomer DPA-6, while P5A-Py with two perylene (Py) pigments grafted on the pillar[5]arene showed a significantly reduced quantum yield of 46.4% vs 78.2% for the monomer Py-6. The oxygen-through-annulus rotation of the phenolic units was inhibited for both compounds due to the bulky chromophore introduced, and the resolution of the enantiomers was achieved due to the bulky size of the fluorophores. The absolute configuration of the enantiomers was determined by circular dichroism (CD) spectra. The solvent-induced aggregation behavior was investigated with the enantiopure P5A-DPA and P5A-Py. It was found that the CD signals were enhanced by aggregation. P5A-DPA showed aggregation-induced emission enhancement, while P5A-Py showed aggregation-induced emission quenching, accompanied by excimer emission when aggregating in water and THF mixed solution.

Switching of the triplet-triplet-annihilation upconversion with photoresponsive triplet energy acceptor: Photocontrollable singlet/triplet energy transfer and electron transfer

A photoswitchable fluorescent triad based on two 9,10-diphenylanthracene (DPA) and one dithienylethene (DTE) moiety is prepared for photoswitching of triplet-triplet annihilation upconversion. The DPA and DTE moieties in the triad were connected via Click reaction. The DPA unit in the triad was used as the triplet energy acceptor and upconverted fluorescence emitter. The fluorescence of the triad is switched ON with the DTE moiety in open form [DTE-(o)] (upconversion quantum yield UC = 1.2%). Upon UV irradiation, photocyclization of the DTE-(o) moiety produces the closed form [DTE-(c)], as a result the fluorescence of DPA moiety was switched off (UC is negligible). Three different mechanisms are responsible for the upconverted fluorescence photoswitching effect (i.e., the photoactivated fluorescence resonance energy transfer, the intramolecular electron transfer, as well as the photoactivated intermolecular triplet energy transfer between the photosensitizer and DTE-(c) moiety). Previously, the photoswitching of TTA upconversion was accomplished with only one mechanism (i.e., the triplet state quenching of the photosensitizer by DTE-(c) via either the intermolecular or intramolecular energy transfer). The photophysical processes involved in the photochromism and photoswitching of TTA upconversion were studied with steady-state UV-vis absorption and fluorescence emission spectroscopies, nanosecond transient absorption spectroscopy, electrochemical characterization, and DFT/TDDFT calculations.

Tunable Stokes shift and circularly polarized luminescence by supramolecular gel

A new optical material based on the self-assembly of a low-molecular organogelator-linked anthracene derivative for the control of the fluorescence wavelength and polarization was developed. When the anthracene derivative was formed through self-assembly, the fluorescence wavelength was shifted by 100 nm (426 to 526 nm) and emitted circularly polarized luminescence. The control of the fluorescence wavelength and polarization was accomplished through the excimer formation of anthracene fluorophores, which can be tuned by the cooling process, temperature and solvent of the solution. Also, the fluorescence control in the solid state and the white-light emission in the gel state were accomplished by mixing the polymer matrix, and the addition of red-emitting dye, respectively. This material has possible potential for various applications such as a spectral conversion film, white light-emitting diodes and circularly polarized displays.

Controlled release of singlet oxygen using diphenylanthracene functionalized polymer nanoparticles

Functionalized polymer nanoparticles react and store molecular oxygen for several weeks in the form of endoperoxides. On-demand controlled release of singlet oxygen by the particles is achieved by thermolysis. The Royal Society of Chemistry 2014.

Photothermal release of singlet oxygen from gold nanoparticles

Anthracene endoperoxide ligands anchored to the surfaces of gold nanoparticles undergo bond breaking and release singlet oxygen when the nanoparticles convert 532 nm laser light to heat localized near their surfaces.

Acene-linked conjugated polymers with ratiometric fluorescent response to 1O2

This communication describes new conjugated polymers that bear diarylanthracene or diaryltetracene pendants and respond to singlet oxygen by interrupting energy transfer resulting in blue-shifted fluorescence.