156028-40-9

Usage

Family

Brominated phenols

Common uses

a. Production of flame retardants
b. Building block in the synthesis of various organic compounds

Physical state

Colorless to light yellow liquid

Molecular weight

466.23 g/mol

Melting point

-5°C

Solubility

a. High in organic solvents
b. Low in water

Hazard classification

Classified as a hazardous chemical

Potential health risks

a. Skin irritation
b. Eye irritation

Safety precautions

Handle with caution and follow appropriate safety protocols.

Upstream product

• 111-83-1 1-bromo-octane 
• 14753-51-6 2,5-dibromohydroquinone 
• 67399-94-4 1,4-bis(octyloxy)benzene 
• 123-31-9 hydroquinone 
• 478706-06-8 9-octyl-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole 

Downstream Products

• 263772-53-8 2,2'-(2,5-bis(octyloxy)-1,4-phenylene)dithiophene 
• 173428-81-4 1,4-bis[(trimethylsilyl)-ethynyl]-2,5-bis-(octoxy)benzene 
• 474450-89-0 1,4-dimagnesiobromo-2,5-dioctylbenzene 
• 431898-09-8 2,5-bis(octyloxy)-4-bromo-benzaldehyde 
• 123440-34-6 2,5-bis(octyloxy)-1,4-benzenecarboxaldehyde 
• 885481-58-3 4-bromo-2,5-bis(octyloxy)benzoic acid methyl ester 
• 787554-85-2 4-bromo-2,5-bis-octyloxy-benzoic acid 
• 958667-68-0 C₄₈H₆₂O₆ 
• 457931-26-9 1,4-bis[4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl]-2,5-dioctyloxyphenylene 
• 406461-51-6 (2,5-bis(octyloxy)-1,4-phenylene)diboronic acid 
• 947257-45-6 2,5-bis(trimethyltin)-1,4-dioctyloxybenzene 
• 1264218-44-1 2,5-bis(3,4-dimethylcyclopenta-1,3-dienyl)-1,4-dioctyloxybenzene 
• 947257-53-6 2,5-bis(trichlorotin)-1,4-dioctyloxybenzene 
• 1191396-93-6 C₄₀H₄₆O₆ 

Relevant academic research and scientific papers

Detection of Ethylenediamine Using a Fluorescent Probe in Solution and in a PMMA Matrix

Fluorescent 3′,6′-bis(octyloxy)-p-Terphenyl-4,4′-dialdehyde 3 has been successfully synthesized via a Suzuki cross-coupling reaction of the corresponding dibromo compound with a boronic acid compound in the presence of palladium catalyst. The fluorescent

Synthesis of donor-acceptor-type conjugated polymer dots as organic photocatalysts for dye degradation and hydrogen evolution

Conjugated polymers (CPs) having various donor-acceptor units in the main chain were synthesized via Suzuki coupling reaction for an organic photocatalyst that can generate reactive oxygen species (ROS) for dye degradation and H2 evolution unde

A Molecular Replication Process Drives Supramolecular Polymerization

Supramolecular polymers are materials in which the connections between monomers in the polymer main chain are non-covalent bonds. This area has seen rapid expansion in the last two decades and has been exploited in several applications. However, suitable

Bipyridyl ligand and preparation method thereof, ruthenium supramolecular self-assembly body containing bipyridyl ligand and preparation method and application of ruthenium supramolecular self-assembly

The invention provides a novel bipyridyl bidentate ligand and a preparation method thereof. The structural formula of the novel bipyridyl bidentate ligand is shown in the specification. The inventionfurther provides a ruthenium supramolecular self-assembly body of the ligand and a preparation method of the ruthenium supramolecular self-assembly body. The preparation method comprises the followingsteps: putting a prepared ruthenium receptor and a bipyridyl ligand into a container, adding a mixed solvent of methanol and dichloromethane in equal proportion, stirring for a period of time at roomtemperature, spin-drying the solution to a certain volume after the reaction is finished, slowly adding diethyl ether, and separating out solid powder, namely the ruthenium supramolecular self-assembly body containing the bipyridyl ligand. The self-assembly body is a novel ruthenium-containing self-assembly compound, and has a good inhibition effect on cancer tumor cell lines A549 and HepG-2.

A high efficiency pure organic room temperature phosphorescence polymer PPV derivative for OLED

For the purpose of improving device efficiency and reducing cost, it is necessary to develop pure organic molecules with room temperature phosphorescence (RTP). A high efficiency pure organic RTP polymer, poly-p-phenylene vinylene (PPV) derivative (Br-PPV-CHO), was designed and synthesized, which possesses a blue emission at 496 nm, an emission lifetime of 14.1 μs, and a photoluminescence quantum yield of 12.2%, and the HOMO and LUMO of ?5.35 eV and ?2.75 eV, respectively, showing a great potential application in the emitting layer of OLED. A device fabricated with the PPV derivative as the emitting material layer shows a max luminance of 194 cd/m2 when the Br-PPV-CHO content was 0.5 wt %, demonstrating the best RTP performance. The good properties of Br-PPV-CHO come from the substituent groups of bromine and aromatic aldehyde, and the molecular structure design strategy in the PPV derivative supplies a useful guidance for the design and syntheses of organic RTP materials.

Dialkyl-substituted naphtho-dioxodibenzothiophene monomer and preparation method thereof and polymer containing dialkyl-substituted naphtho-dioxodibenzothiophene unit and application of polymer

The invention discloses a dialkyl-substituted naphtho-dioxodibenzothiophene monomer and a preparation method thereof and a polymer containing a dialkyl-substituted naphtho-dioxodibenzothiophene unit and the application of the polymer. A high-absorption electron unit -SO2- exists in the dialkyl-substituted naphtho-dioxodibenzothiophene monomer, and thus the electron affinity of a molecule can be improved. Through introducing of an unsymmetrical substituting condensed ring structure and an alkyl group, the electron affinity of the monomer can be lowered, and meanwhile, solubleness of the monomer in organic solvent is improved greatly. The dialkyl-substituted naphtho-dioxodibenzothiophene monomer obtains a homopolymer or a copolymer containing the dialkyl-substituted naphtho-dioxodibenzothiophene unit through Suzuki or Stille or Yamamoto polymerization reaction, and the obtained polymer has good solubleness in the organic solvent, is suitable for solution processing, and has wide application prospects in preparation of electroluminescent devices, organic solar cells and organic field effect transistors.

Self-Assembly of Concentric Hexagons and Hierarchical Self-Assembly of Supramolecular Metal-Organic Nanoribbons at the Solid/Liquid Interface

In an effort to exert more precise control over structural features of supramolecules, a series of giant concentric hexagons were assembled as discrete structures using tetratopic terpyridine (tpy) ligands. In preparation of tetratopic ligand, pyrylium and pyridinium salts chemistry significantly facilitated synthesis. The key compounds were obtained by condensation reactions of pyrylium salts with corresponding primary amine derivatives in good yields. These discrete metallo-supramolecular concentric hexagons were fully characterized by NMR, ESI-MS, TWIM-MS, and TEM, establishing their hexagon-in-hexagon architectures. The combination of different tetratopic ligands also assembled hybrid concentric hexagons with increasing diversity and complexity. Furthermore, these concentric hexagon supramolecules with precisely controlled shapes and sizes were utilized as building blocks to hierarchically self-assemble supramolecular metal-organic nanoribbons (SMON) at solid-liquid interfaces. Ambient STM imaging showed the formation of long 1D SMON rather than 2D assembly on the basal plane of highly oriented pyrolytic graphite (HOPG) surface after simple dropcasting of the solution of preassembled concentric hexagons onto a freshly cleaved surface of HOPG. This wet chemical method based on self-assembly may offer simple, economical, and scalable routes to deliver complex materials.

Diverse structures of metal-organic frameworks: Via a side chain adjustment: Interpenetration and gas adsorption

Three new coordination polymers have been synthesized based on three linear pyridine ligands with different side chains and one flexible V-shaped dicarboxylate co-ligand: {[Co(L1)0.5(sdb)]}n (1), {[Co(L2)0.5(sdb)]·1.5H2O}n (2) and {[Co(L3)0.5(sdb)]·2DMF}n (3) (L1 = E,E-2,5-dioctyloxy-1,4-bis-[2-pyridin-vinyl]-benzene; L2 = E,E-2,5-dibutoxy-1,4-bis-[2-pyridin-vinyl]-benzene; L3 = E,E-2,5-dimethoxy-1,4-bis-[2-pyridin-vinyl]-benzene; H2sdb = 4,4′-sulfonyldibenzoic acid). Complexes 1-3 are 4-connected sql nets with a point symbol of {44·62}. The interpenetration forms and porosity of frameworks have been well controlled by side chain prolongation. A larger steric hindrance for the pendant -OnOct and -OnBut groups leads to a larger repulsive force between the layers and effective construction of inclined polycatenations. A smaller steric hindrance for the pendant -Me group leads to the formation of a parallel stacked network. Therefore, compounds 1 and 2 feature 3D structures with inclined polycatenation (2D + 2D → 3D); compound 3 exhibits a non-interpenetrated 2D + 2D → 2D parallel stacked network. These complexes have been characterized by single crystal X-ray diffraction, infrared spectroscopy, thermogravimetry, elemental analysis, and powder X-ray diffraction measurements. In addition, the gas adsorption properties of the compounds have also been explored.

Enhancing Organic Phosphorescence by Manipulating Heavy-Atom Interaction

Achieving highly efficient phosphorescence in metal-free materials under ambient conditions remains a major challenge in organic optoelectronics. Herein, we report a concise approach to obtaining pure organic phosphorescence with high quantum efficiency of up to 21.9% and millisecond-scale lifetime by manipulating heavy-atom interaction based on a class of dibromobenzene derivatives in the solid state under ambient conditions. By comparing two pairs of the organic compounds designed, the one with two more bromine atoms on the alky terminals (PhBr2C6Br2/PhBr2C8Br2) showed higher luminescence efficiency than the other one (PhBr2C6/PhBr2C8). From the single-crystal analysis, it was proposed that the enhancement of phosphorescence resulted from increased intermolecular heavy-atom interaction in the organic crystals. Furthermore, a temperature sensor was demonstrated by using a model probe of this kind of organic phosphorescent crystals. This work not only provides a concise alternative to enhance phosphorescence in metal-free materials but also extends the scope of pure organic phosphorescent materials with high luminescent efficiency in a single component.

Supramolecular ruthenium-alkynyl multicomponent architectures: Engineering, photophysical properties, and responsiveness to nitroaromatics

A series of H-bonded supramolecular architectures were built from monofunctional M-Ci - C-R and bifunctional R-Ci - C-M-Ci - C-R trans-alkynylbis(1,2-bis(diphenylphosphino)ethane)ruthenium(II) complexes and π-conjugated modules containing 2,5-dialkoxy-p-p