1981-38-0

Usage

Uses

Used in Organic Synthesis:
2-Phenylanthracene is used as a precursor in the synthesis of other organic compounds, particularly for the production of fluorescent dyes and materials utilized in organic light-emitting diodes (OLEDs). Its chemical structure and properties facilitate the creation of these specialized materials.
Used in Optoelectronic Applications:
In the optoelectronic industry, 2-Phenylanthracene is employed for its photoluminescent properties, which are harnessed in devices that require the conversion of light into electrical energy or vice versa, taking advantage of its blue emission under UV excitation.
Used in Photocatalysis:
2-Phenylanthracene serves as a potent photocatalyst, promoting a wide array of organic reactions. Its ability to facilitate chemical transformations under light exposure makes it a valuable tool in various chemical processes, particularly in the development of new synthetic pathways and methodologies.
Safety Note:
It is important to acknowledge that 2-Phenylanthracene is considered potentially hazardous due to its carcinogenic and mutagenic properties. Therefore, it must be handled with appropriate safety measures in a controlled laboratory environment to mitigate any health risks associated with its use.

Upstream product

• 85296-08-8 biphenyl-4-yl-(2-methylphenyl)methanone 
• 1714-13-2 2-phenyl-anthrone 
• 120-12-7 anthracene 
• 71-43-2 benzene 
• 58109-40-3 diphenyliodonium hexafluorophosphate 
• 57835-99-1 triphenylsulphonium hexafluorophosphate 
• 21859-59-6 2-Cyclohexyl-anthracen 
• 17135-78-3 2-chloroanthracene 
• 98-80-6 phenylboronic acid 
• 7321-27-9 2-bromoanthracene 
• 10566-32-2 2-iodo-anthraquinone 
• 6485-97-8 2-Phenyl-anthrachinon 
• 117-79-3 2-aminoanthraquinone 
• 77308-54-4 2-([1,1'-biphenyl]-4-ylmethyl)benzoic acid 

Downstream Products

• 953842-90-5 9,10-di(biphenyl-4-yl)-2-phenylanthracene 
• 1714-21-2 2,10-Diphenyl-anthracen 
• 1714-06-3 2,9-diphenylanthracene 

Relevant academic research and scientific papers

The effect of electron-withdrawing substituents in asymmetric anthracene derivative semiconductors

Three anthracene derivatives, referred to as 2-phenyl anthracene (Ph-Ant), 2-thiazole anthracene (TZ-Ant), and 2-pentafluorophenyl anthracene (F5Ph-Ant), were designed and synthesized to reveal the effects of the electron-withdrawing substituents on the molecular packing structure and photoelectric properties of the anthracene core. As the electron-withdrawing abilities of the substituents increased, the molecular structures of the three semiconductors showed a progressive deterioration in intermolecular interactions and molecular accumulation, and the photoelectric properties became worse. Interestingly, the energy levels of the three semiconductors showed gradually decreasing changes with an enhancement of the electron-withdrawing abilities of the substituents, indicating a possible strategy for fabricating n-type anthracene derivative semiconductor materials.

Exciton Transport in Molecular Semiconductor Crystals for Spin-Optoelectronics Paradigm

Organic semiconductors with long-range exciton diffusion length are highly desirable for optoelectronics but currently remain rare. Here, the estimated diffusion length of singlet excitons (LD) in 2,6-diphenyl anthracene (DPA) crystals grown by solvent evaporation was shown to be up to approximately 124 nm. These crystals showed a previously unseen parallelogram morphology with layer-by-layer edge-on molecular stacking, isotropic optical waveguiding, radiation rate and non-radiation rate constants of 0.15 and 0.26 ns?1 respectively, as well as good field-effect transistor hole mobility and theoretically computed strong electronic couplings as high as 109 meV. Photoresponse experiments revealed that the photoconductivity of DPA crystals is surprisingly not related to the radiative pathway but associated with rapid exciton diffusion to the crystal surface for charge separation and carrier bimolecular recombination. Taken together, DPA was shown to be a promising semiconducting material for a new organic optoelectronics paradigm.

A General Method for Growing Two-Dimensional Crystals of Organic Semiconductors by “Solution Epitaxy”

Two-dimensional (2D) crystals of organic semiconductors (2DCOS) have attracted attention for large-area and low-cost flexible optoelectronics. However, growing large 2DCOS in controllable ways and transferring them onto technologically important substrates, remain key challenges. Herein we report a facile, general, and effective method to grow 2DCOS up to centimeter size which can be transferred to any substrate efficiently. The method named “solution epitaxy” involves two steps. The first is to self-assemble micrometer-sized 2DCOS on water surface. The second is epitaxial growth of them into millimeter or centimeter sized 2DCOS with thickness of several molecular layers. The general applicability of this method for the growth of 2DCOS is demonstrated by nine organic semiconductors with different molecular structures. Organic field-effect transistors (OFETs) based on the 2DCOS demonstrated high performance, confirming the high quality of the 2DCOS.

COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING THE SAME

The present specification provides a compound represented by chemical formula 1 and an organic light emitting device including the same. The compound described in the present specification can be used as a material for an organic material layer of the organic light emitting device. In the case of manufacturing the organic light emitting device including the compound according to an exemplary embodiment of the present invention, the organic light emitting device having excellent luminous efficiency, low driving voltage, high efficiency, and long lifespan can be obtained.

MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenesviacyclodimerization of styrene oxides

The MeOTf/KI-catalyzed synthesis of 2-arylnaphthalene derivatives from aryl ethylene oxides in alcohol under ambient conditions is described. The present protocol has a higher atom efficiency and wider substrate applicability with excellent yields. The reaction proceeded using the aryl ethylene oxides to give 2-arylnaphthalenes either in homo-coupling or in cross-coupling. The reaction could also be carried out at the gram scale in minutes.

Transition metal complex, polymer, mixture, composition and organic electronic device (by machine translation)

The transition metal complex, polymer, mixture, composition and the organic electronic device, have the advantages of better light emitting performance, long service life (1) stability, convenience for achieving efficient, high-brightness,high-stability, device, and better material . option, for full-color display and lighting application OLED. (by machine translation)

Asymmetric organic semiconductors for high performance single crystalline field-effect transistors with low activation energy

Three anthracene derivatives with asymmetric structures, namely 2-phvA, 2-pheA and 2-phA, were synthesised and characterized. Single crystal OFETs of the three compounds were fabricated. 2-pheA and 2-phA showed a mobility of 0.79 cm2 V-1 s-1 and 0.66 cm2 V-1 s-1, while 2-phvA exhibited a high mobility of 10 cm2 V-1 s-1, which was one of the highest mobilities for asymmetric anthracene derivatives. Band-like charge transport with low activation energy was observed in 2-phvA single crystal FET devices at low temperature. These results demonstrated that asymmetry can serve as an alternative strategy to design high-performance organic semiconductors.

Organic luminous compound and preparation method thereof, and organic electroluminescent device

The invention provides an organic luminous compound with a structure as shown in a formula (I) which is described in the specification. According to the invention, a benzimidazole compound is introduced into the mother nucleus of anthracene, and the positions and amount of linking groups are changed so as to improve the electron mobility of the luminous compound; and when used as an electron transport layer material for an organic electroluminescent device, the luminous compound has substantially improved luminous efficiency and life compared with other electron transport layer materials. Theorganic luminous compound uses easily available raw materials and is short in synthesis route, simple in process, low in cost and suitable for industrial production.

Chromium- and Cobalt-Catalyzed, Regiocontrolled Hydrogenation of Polycyclic Aromatic Hydrocarbons: A Combined Experimental and Theoretical Study

Polycyclic aromatic hydrocarbons are difficult substrates for hydrogenation because of the thermodynamic stability caused by aromaticity. We report here the first chromium- and cobalt-catalyzed, regiocontrolled hydrogenation of polycyclic aromatic hydrocarbons at ambient temperature. These reactions were promoted by low-cost chromium or cobalt salts combined with diimino/carbene ligand and methylmagnesium bromide and are characterized by high regioselectivity and expanded substrate scope that includes tetracene, tetraphene, pentacene, and perylene, which have rarely been reduced. The approach provides a cost-effective catalytic protocol for hydrogenation, is scalable, and can be utilized in the synthesis of tetrabromo- and carboxyl-substituted motifs through functionalization of the hydrogenation product. The systematic theoretical mechanistic modelings suggest that low-valent Cr and Co monohydride species, most likely from zerovalent transition metals, are capable of mediating these hydrogenations of fused PAHs.

Suzuki–Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis

Ideal organic syntheses involve the rapid construction of C?C bonds, with minimal use of functional group interconversions. The Suzuki–Miyaura cross-coupling (SMC) is a powerful way to form biaryl linkages, but the relatively similar reactivity of electrophilic partners makes iterative syntheses involving more than two sequential coupling events difficult to achieve without additional manipulations. Here we introduce (hetero)aryl sulfones as electrophilic coupling partners for the SMC reaction, which display an intermediate reactivity between those of typical aryl (pseudo)halides and nitroarenes. The new complementary reactivity allows for rapid sequential cross-coupling of arenes bearing chloride, sulfone and nitro leaving groups, affording non-symmetric ter- and quateraryls in only 2 or 3 steps, respectively. The SMC reactivity of (hetero)aryl sulfones is demonstrated in over 30 examples. Mechanistic experiments and DFT calculations are consistent with oxidative addition into the sulfone C?S bond as the turnover-limiting step. The further development of electrophilic cross-coupling partners with complementary reactivity may open new possibilities for divergent iterative synthesis starting from small pools of polyfunctionalized arenes.