54842-92-1

Upstream product

• 523-27-3 9,10-Dibromoanthracene 
• 2156-04-9 4-Vinylphenylboronic acid 

Downstream Products

• 1041774-04-2 9,10-bis(4-(2-(3-chloropropylthio)ethyl)phenyl)anthracene 
• 1016987-16-8 C₅₂H₄₄N₂S₄ 
• 1606988-72-0 9,10-bis(4-((E)-2-(trimethylsilyl)vinyl)phenyl)anthracene 

Relevant academic research and scientific papers

Unusual: Cis and trans architecture of dihydrofunctional double-decker shaped silsesquioxane and synthesis of its ethyl bridged π-conjugated arene derivatives

Double-decker silsesquioxanes have gained a high reputation in many branches of chemistry and process development. In particular, catalytic processes that convert double-decker silsesquioxanes into important functional classes of fine chemicals are a central topic of contemporary organosilicon chemistry. Although the 9,19-di(hydro)octaphenyl double-decker silsesquioxane (DDSQ-2SiH) is known, we report its cis and trans structure and X-ray structure for the first time. The combination of DDSQ-2SiH in a known hydrosilylation reaction protocol with precise reaction time control (FT-IR in situ apparatus) allowed us to selectively assemble a series of previously unreported molecular double-decker silsesquioxanes with ethyl bridged π-conjugated arenes. These compounds were used as a molecular model to obtain their respective macromolecular hybrid analogues. The obtained compounds were characterized spectroscopically and their thermal parameters were also verified.

Functional macromolecules from single-walled carbon nanotubes: Synthesis and photophysical properties of short single-walled carbon nanotubes functionalised with 9,10-diphenylanthracene

9,10-Diphenylanthracene (DPA), a well-studied organic chromophore (Φfl = 0.98) that exhibits electroluminescence, has been covalently bound through 2-(ethylthio)ethylamido linkers to the carboxylic acid groups of short, soluble single-walled carbon nanotubes (sSWNTs) of 1 μm average length, and the resulting DPA-function-alised sSWNT (DPA- sSWNT) macromolecular adducts (4.6 wt % DPA con- tent) characterised by solution 1H NMR, Raman and IR spectroscopy and thermogravimetric analysis. Comparison of the quenching of DPA fluorescence (steady-state and time-resolved) and of the transient optical spectra of sSWNTs and DPA-sSWNTs show that the covalent linkage boosts the interaction between the DPA and the sSWNT units. DPA-sSWNTs exhibit emission in the near-IR region from 1100-1400 nm with an enhanced quantum yield (Φ = 5.7 × 10-3) compared with sSWNTs (Φ = 3.9 Φ10-3).

Synthesis and properties of chromophore-functionalized monovinylsilsesquioxane derivatives

A facile and efficient Pd-based Suzuki-Miyaura coupling reaction leading to mixed chromophores with styryl fragments, enabling their further application, is presented. We also disclose their use in the formation of monofunctionalized silsesquioxanes with a chromophore group covalently bound to a T8 core that have been prepared via a cross-metathesis reaction. These new materials were studied in terms of their photophysical and also thermal properties.

Improvement of brightness, color purity, and operational stability of electrochemiluminescence devices with diphenylanthracene derivatives

We synthesized a highly soluble ionophilic 9,10-diphenylanthracene (I-DPA) by incorporating imidazolium groups into a DPA core. With the prepared I-DPA as an electrochemiluminescence (ECL) luminophore, the resulting ECL device emitted blue light. In comparison with unmodified DPA, a well-known representative ECL blue emitter, the ECL device including I-DPA emitted brighter and purer blue light with improved operational stability. Due to excellent compatibility of the I-DPA with polyvinylacetate (gelator), we could successfully prepare homogeneous ECL gels, and fabricated flexible blue-emitting ECL devices on a plastic substrate.

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.

A highly stereoselective synthesis of new styryl-π-conjugate organosilicon compounds

This work describes very precise and controlled catalytic transformations as useful tools for the synthesis of new trans-π-conjugated molecular and macromolecular organosilicon compounds. Several distyryl-arenes were obtained efficiently via silylative coupling in high yields and with excellent selectivity for new E,E-bis(silyl)arenes.

Synthesis of new styrylarenes via Suzuki-Miyaura coupling catalysed by highly active, well-defined palladium catalysts

An efficient synthetic route for well-defined palladium(0) complexes [Pd(η2-dba)(PPh3)2] (2), [Pd(η2-dba)(PCy3)2] (3) and their crystallographic structures is reported. This is the first crystallographic characterization of palladium complexes coordinated with one dibenzylideneacetone and two phosphines. A highly effective, fully controlled method for selective synthesis of mono- (5-9) and distyrylarenes (10-15) via Suzuki-Miyaura coupling is described. ? The Royal Society of Chemistry 2013.

Imidazolium ionic liquids in OLEDs: synthesis and improved electroluminescence of an 'ionophilic' diphenylanthracene

A 9,10-diarylanthracene having two ionophilic imidazolium tags on peripheral positions has been synthesized through a radical chain addition of 1,2-dimethyl-3-(3-mercaptopropyl)imidazolium to 9,10-distyrylanthracene. OLED cells prepared with this derivative exhibits 13.6-fold efficiency enhancement as compared to that prepared with 9,10-diphenylanthracene at the same concentration. Based on electrical conductivity measurements, this efficiency enhancement has been attributed to the blocking of spurious current flow due to ion relocation near the electrodes. The advantage of covalent attachment compared to physical mixtures of 9,10-diphenylanthracene and 1,2-dimethyl-3-(3-mercaptopropyl)imidazolium ionic liquid derives from the experimental difficulty of having an active layer with the target anthracene-to-ionic liquid ratio due to the remarkable differences in viscosity of the two components of the mixture.