676578-20-4

Usage

Chemical structure

A boronic acid derivative containing an anthracene moiety.

Appearance

A solid compound.

Fluorescence

Highly fluorescent due to the presence of the anthracene moiety.

Organic synthesis

Used as a building block for the synthesis of organic semiconductor materials, dyes, and other fluorescent compounds.

Optoelectronics

Utilized in the field of optoelectronics due to its fluorescence properties.

Materials science

Valuable for researchers working in materials science and photonics.

Solubility

Soluble in organic solvents such as dichloromethane, tetrahydrofuran, and dimethyl sulfoxide (DMSO).

Stability

Stable under normal laboratory conditions, but sensitive to moisture and air.

Reactivity

Reacts with various functional groups, such as alkenes and alkynes, in palladium-catalyzed cross-coupling reactions.

Safety

Handle with care, as it may be harmful if inhaled, ingested, or if it comes into contact with the skin.

Storage

Store in a dry, well-sealed container, protected from light and moisture.

Upstream product

• 7321-27-9 2-bromoanthracene 
• 73183-34-3 bis(pinacol)diborane 
• 76-09-5 2,3-dimethyl-2,3-butane diol 
• 120-12-7 anthracene 
• 17135-78-3 2-chloroanthracene 
• 13517-10-7 boron triiodide 
• 117-79-3 2-aminoanthraquinone 
• 572-83-8 2-bromoanthracene-9,10-dione 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Downstream Products

• 1250-59-5 Bianthryl-(2,2') 
• 1284216-15-4 1,2,3,4-tetrakis(4-methylphenyl)tetracene 
• 1284216-17-6 1,2,3,4-tetrakis(4-chlorophenyl)tetracene 
• 1284216-16-5 1,2,3,4-tetrakis(4-methoxyphenyl)tetracene 
• 1216998-69-4 1,2,3,4-tetraphenyltetracene 
• 120-12-7 anthracene 
• 1609279-64-2 C₃₆H₃₂BF₂IN₂ 
• 1609279-65-3 C₅₀H₄₁BF₂N₂ 
• 1301205-51-5 C₂₁H₁₃ClO 
• 1335241-32-1 C₆₉H₅₉N₃O₇ 
• 1335241-39-8 C₇₆H₅₈N₂O₄ 
• 1335241-33-2 C₆₂H₅₀N₂O₄ 

Relevant academic research and scientific papers

Thermally stable organic thin film transistors based on 2-(anthracen-2-yl)tetracene

Organic semiconductors with high mobility and high thermal stability are of great importance for practical application of organic electronics. To explore new semiconductors by taking advantage of the intrinsic properties of tetracene molecule, herein, we report the design and synthesis of a novel p-type tetracene derivatives, 2-(anthracen-2-yl)tetracene (TetAnt). Top contact organic thin-film transistors (OTFTs) based on TetAnt show a hole mobility of up to 0.79 cm2 V?1 s?1. In addition, a high mobility of ~0.4 cm2 V?1 s?1 is maintained even after thermal stressed to a high temperature of 290 °C, indicating the excellent thermal stability of TetAnt.

Compound, display panel and display device

The present invention belongs to the technical field of OLEDs, and provides an azapyrene compound having a structure represented by a chemical formula 1 (as shown in the specification), wherein X1-X4independently represent an N atom or C-Ra, 1-2 of X1-X4 are N atoms, X1 and X2 are not nitrogen atoms at the same time, and X3 and X4 are not nitrogen atoms at the same time; Ra is mainly selected from hydrogen, deuterium and Cl-C10 alkyl; Ar1 and Ar2 are each independently selected from a C6-C30 aryl group and a C3-C30 heteroaryl group; m and n are each independently selected from 0, 1, 2, 3, andm and n are not 0 at the same time; L1 and L2 are independently a single bond, a C6-C30 arylene group and a C3-C30 heteroarylene group; and p and q are each independently selected from 0, 1, 2. The compound has a high refractive index, can effectively improve the external quantum efficiency (EQE) of an organic light-emitting device when used as a CPL material, has a very small extinction coefficient in a blue light region (400-450 nm), hardly absorbs blue light, and is beneficial to improving the luminous efficiency. The invention further provides a display panel and a display device.

Iron-Catalyzed Borylation of Aryl Ethers via Cleavage of C-O Bonds

Herein, we report the iron-catalyzed borylation of aryl ethers and aryl amines via cleavage of C-O and C-N bonds. This protocol does not require the use of Grignard reagents and displays a broad substrate scope, which allows the late-stage borylation. It also provides facile access to multisubstituted arenes through C-H functionalization using 2-pyridyloxy as the directing group.

Multiple Electrophilic C-H Borylation of Arenes Using Boron Triiodide

Electrophilic C-H borylation of arenes using boron triiodide has been developed. This reaction proceeded smoothly in the absence of additives, and the diiodoboryl group was installed at the most sterically accessible carbon, where the HOMO is localized to a certain extent. Moreover, regioselective multiple borylation of polycyclic aromatic compounds was achieved by using excess boron triiodide. The borylated intermediates were transformed into a variety of arylboron compounds such as arylboronates, boronic acids, and trifluoroborates.

BORON DIIODIDE COMPOUND, AND BORONIC ACID, BORONIC ESTER AND THE LIKE OBTAINED THEREFROM, AND PRODUCTION METHOD OF THEM

PROBLEM TO BE SOLVED: To provide a method which enables simple production of a boronic acid, a boronic ester compound or the like suitable for production of various compounds. SOLUTION: The problem is solved by a boron diiodide compound represented by the following general formula (Y). (In the formula (Y), Ar is an n-valent heteroaryl ring, aryl ring having 10 or more carbon atoms, or substituted benzene ring, where at least one hydrogen atom in these rings may be substituted; n is an integer from 1 to 6; and at least one hydrogen atom in the compound represented by the formula (Y) may be substituted with deuterium.) COPYRIGHT: (C)2019,JPO&INPIT

Iron-Catalyzed Borylation of Aryl Chlorides in the Presence of Potassium t-Butoxide

A catalytic amount of an inorganic iron salt such as Fe(acac)3 catalyzes borylation of various aryl and heteroaryl chlorides with bis(pinacolato)diboron, where the presence of potassium t-butoxide is crucially important. The alkoxide is considered to produce in situ an electron-rich iron alkoxide complex as the active species. The reaction requires only an iron salt and potassium t-butoxide as promoters and is easily scalable. The arylboron compound prepared by this reaction can be further coupled in situ with an aryl halide under the Suzuki-Miyaura conditions.

ANTHRACENE DERIVATIVE AND ORGANIC EL ELEMENT

PROBLEM TO BE SOLVED: To provide an organic EL element excellent in driving voltage and durability. SOLUTION: There is provided an organic EL element produced by using anthracene derivative shown below which is self-organized as a material for at least one layer of a plurality of layers constituting an element. COPYRIGHT: (C)2016,JPOandINPIT

Mechanistic studies into amine-mediated electrophilic arene borylation and its application in MIDA boronate synthesis

Direct electrophilic borylation using Y2BCl (Y2 = Cl2 or o-catecholato) with equimolar AlCl3 and a tertiary amine has been applied to a wide range of arenes and heteroarenes. In situ functionalization of the ArBCl2 products is possible with TMS 2MIDA, to afford bench-stable and easily isolable MIDA-boronates in moderate to good yields. According to a combined experimental and computational study, the borylation of activated arenes at 20 C proceeds through an S EAr mechanism with borenium cations, [Y2B(amine)] +, the key electrophiles. For catecholato-borocations, two amine dependent reaction pathways were identified: (i) With [CatB(NEt 3)]+, an additional base is necessary to accomplish rapid borylation by deprotonation of the borylated arenium cation (σ complex), which otherwise would rather decompose to the starting materials than liberate the free amine to effect deprotonation. Apart from amines, the additional base may also be the arene itself when it is sufficiently basic (e.g., N-Me-indole). (ii) When the amine component of the borocation is less nucleophilic (e.g., 2,6-lutidine), no additional base is required due to more facile amine dissociation from the boron center in the borylated arenium cation intermediate. Borenium cations do not borylate poorly activated arenes (e.g., toluene) even at high temperatures; instead, the key electrophile in this case involves the product from interaction of AlCl3 with Y2BCl. When an extremely bulky amine is used, borylation again does not proceed via a borenium cation; instead, a number of mechanisms are feasible including via a boron electrophile generated by coordination of AlCl3 to Y2BCl, or by initial (heteroarene)AlCl3 adduct formation followed by deprotonation and transmetalation.

HETEROCYCLE-CONTAINING ASYMMETRIC AROMATIC COMPOUND, COMPOUND FOR ORGANIC THIN FILM TRANSISTOR, AND ORGANIC THIN FILM TRANSISTOR USING THE SAME

A compound represented by the following formula (I), provided that the compound in which all of R1 to R14 are hydrogen atoms is excluded.

NOVEL COMPOUND AND ORGANIC THIN FILM TRANSISTOR

Provided are a compound represented by the following general formula (1): A1-B1-X1-C1-D1 wherein A1 and D1 each represent an unsubstituted or substituted anthracene ring; B1 and C1 each represent an unsubstituted or substituted thiazole ring; and X1 represents a single bond or a divalent group, and an organic thin film transistor using the compound.