82632-80-2

Usage

Uses

Used in Plastic Products:
2,3,6,7,10,11-HEXABROMOTRIPHENYLENE is used as a flame retardant in plastic products to reduce their flammability and enhance safety standards. Its high stability makes it an effective additive in various applications, such as in the manufacturing of electronic casings and other plastic components that require fire-resistant properties.
Used in Textile Industry:
In the textile industry, 2,3,6,7,10,11-HEXABROMOTRIPHENYLENE is used as a flame retardant for fabrics to improve their fire safety characteristics. This is particularly important for materials used in upholstery, curtains, and other textiles that may be exposed to heat sources or open flames.
Used in Electronics:
2,3,6,7,10,11-HEXABROMOTRIPHENYLENE is utilized as a flame retardant in the electronics industry to decrease the risk of fire in electronic devices and components. Its incorporation into materials used in the construction of electronic devices helps to minimize the potential for fire hazards, thereby increasing the safety and reliability of these products.
Despite its widespread use, there is growing concern over the environmental and health impacts of 2,3,6,7,10,11-HEXABROMOTRIPHENYLENE due to its persistence and potential toxicity. As a result, some countries have implemented restrictions on its use, and the search for safer and more environmentally friendly alternatives is ongoing.

InChI:InChI=1/C18H6Br6/c19-13-1-7-8(2-14(13)20)10-4-17(23)18(24)6-12(10)11-5-16(22)15(21)3-9(7)11/h1-6H

Upstream product

• 84-15-1 o-terphenyl 
• 217-59-4 triphenylene 
• 7726-95-6 bromine 

Downstream Products

• 1232531-54-2 2,3,6,7,10,11-hexakis{[4-(5-dodecylthiophen-2-yl)phenyl]ethynyl}triphenylene 
• 2377615-30-8 2,3,6,7,10,11-hexakis (4-formylphenyl)triphenylene 
• 1448428-21-4 2,3,6,7,10,11-hexakis(mesitylamino)triphenlene 
• 1403239-35-9 2,3,6,7,10,11-hexakis(4-trifluoromethylphenyl)triphenylene 
• 836671-27-3 2,3,6,7,10,11-hexaphenyltriphenylene 
• 1374854-57-5 C₅₄H₄₂N₆ 

Relevant academic research and scientific papers

Isomerically Pure Star-Shaped Triphenylene–Perylene Hybrids Involving Highly Extended π-Conjugation

The synthesis and characterization of a new type of a highly conjugated heterocyclic π-chromophore, consisting of a central triphenylene core fused with three perylene monoimide units (star-shaped molecules), is described. By judicious bay functionalizati

Competitive Metal Coordination of Hexaaminotriphenylene on Cu(111) by Intrinsic Copper Versus Extrinsic Nickel Adatoms

The interplay between the self-assembly and surface chemistry of 2,3,6,7,10,11-hexaaminotriphenylene (HATP) on Cu(111) was complementarily studied by high-resolution scanning tunneling microscopy (STM) and X-ray photoelectron spectroscopy (XPS) under ultra-high vacuum conditions. To shed light on the competitive metal coordination, comparative experiments were carried out on pristine and nickel-covered Cu(111). Directly after room-temperature deposition of HATP onto pristine Cu(111), self-assembled aggregates were observed by STM, and XPS results indicated still protonated amino groups. Annealing up to 200 °C activated the progressive single deprotonation of all amino groups as indicated by chemical shifts of both the N 1s and C 1s core levels in the XP spectra. This enabled the formation of topologically diverse π–d conjugated coordination networks with intrinsic copper adatoms. The basic motif of these networks was a metal–organic trimer, in which three HATP molecules were coordinated by Cu3 clusters, as corroborated by the accompanying density functional theory (DFT) simulations. Additional deposition of more reactive nickel atoms resulted in both chemical and structural changes with deprotonation and formation of bis(diimino)–Ni bonded networks already at room temperature. Even though fused hexagonal metal-coordinated pores were observed, extended honeycomb networks remained elusive, as tentatively explained by the restricted reversibility of these metal–organic bonds.

Dissociative Electron Attachment to 2,3,6,7,10,11-Hexabromotriphenylene

2,3,6,7,10,11-Hexabromotriphenylene (HBTP) and 2,3,6,7,10-pentabromotriphenylene (PBTP) were investigated by means of dissociative electron attachment spectroscopy (DEAS). The dominant decay channel of the transient molecular negative ions consists of elimination of Br- with resonances in the low electron energy region. Formation of long-lived parent anions with autodetachment lifetime τa = 310 μs is observed at thermal electron energies. The adiabatic electron affinities, EAa = 1.12 ± 0.1 eV in HBTP and 1.09 ± 0.1 eV in PBTP, evaluated using a simple Arrhenius approach are in good agreement with those predicted by DFT (XYG3/Def2-TZVPP//PBE0/Def2-TZVPP) calculations.

A semiconducting gyroidal metal-sulfur framework for chemiresistive sensing

The gyroid is an iconic structure that conjures up an intriguing 3D congener of the famous electronic systems of graphene and related 2D materials. Unlike the more accessible 2D graphitic systems, gyroidal metal-organic frameworks with demonstrated conductive properties remain unknown. We here report a semiconducting gyroidal net (denoted as HTT-Pb) that derives its rich electronic properties from the large organic π-electron system of a triphenylene core, highly polarizable Pb-dithiolene links, and robust Pb-oxo connections. In contrast to the generally encountered difficulty in crystallizing metal-thiolate networks, single crystals of HTT-Pb amenable to X-ray studies can be reliably obtained by regular solvothermal synthesis. The electronic conductivity of the framework solid is highly responsive to the water content in air, demonstrating potential use in chemiresistive sensing of humidity.

Two-dimensional extended π-conjugated triphenylene-core covalent organic polymer

Carbon-rich two-dimensional (2D) materials show significant potential in energy storage and conversion applications. A conjugated 2D covalent organic polymer (COP) with embedded triphenylene (TP) units was synthesized by Glaser-Hay cross-coupling and validated by Raman, IR, XPS and NMR spectroscopy. TP-COP exhibited a uniform pore size of 5.4 ? and laminar structure with an interlayer spacing of 3.8 ?, which could be mechanically exfoliated to yield few-layered nanosheets. Interfacial polymerization produced the continuous TP-COP films from quasi-monolayer to multilayer. As the anode materials of lithium batteries, TP-COP delivered large reversible capacity up to 1624 mA h g?1, high charge rate, and good recycling ability. These properties are likely due to the presence of lithium ions in both the interspace of the expanded sp2 moieties and the in-plane nanopores of TP-COP.

GROUND STATE Pi-ELECTRON TRIPLET MOLECULES OF POTENTIAL USE IN THE SYNTHESIS OF ORGANIC FERROMAGNETS

2,3,6,7,10,11-Tris(N,N'-diethylethylenediamino)triphenylene (HET) has been synthesized by a route involving hexabromination of triphenylene, reaction with ethylenediamine, hexa-acetylation, and reduction with diborane.Cyclic voltammetry shows that HET can be reversibly oxidized to a mono-cation HET+, a dication HET2+, a trication HET3+, and a tetracation HET4+.Beyond that the oxidation is irreversible.The dication HET2+ is a ground-state triplet species.This fact, and the low oxidation potential required to produce it, make it of interest in testing a proposed mechanism for preparing organic ferromagnetic materials.

POROUS SCAFFOLDS FOR ELECTROCHEMICALLY-CONTROLLED REVERSIBLE CAPTURE AND RELEASE OF ALKENES

In some embodiments, the present disclosure pertains to a method for capturing alkenes that includes: associating the alkenes with metal-organic frameworks, where the metal-organic frameworks includes one or more metals and one or more ligands coordinated

Porous Scaffolds for Electrochemically Controlled Reversible Capture and Release of Ethylene

This Communication describes the use of porous coordination polymers (PCP) with integrated metal bis(dithiolene) units to achieve electrochemically controlled capture and release of ethylene in the solid state. Applying positive potential (+2.0 V) to thes

Self-Organized Frameworks on Textiles (SOFT): Conductive Fabrics for Simultaneous Sensing, Capture, and Filtration of Gases

Wearable electronics have the potential to advance personalized health care, alleviate disability, enhance communication, and improve homeland security. Development of multifunctional electronic textiles (e-textiles) with the capacity to interact with the local environment is a promising strategy for achieving electronic transduction of physical and chemical information. This paper describes a simple and rapid approach for fabricating multifunctional e-textiles by integrating conductive two-dimensional (2D) metal-organic frameworks (MOFs) into fabrics through direct solution-phase self-assembly from simple molecular building blocks. These e-textiles display reliable conductivity, enhanced porosity, flexibility, and stability to washing. The functional utility of these integrated systems is demonstrated in the context of chemiresistive gas sensing, uptake, and filtration. The self-organized frameworks on textiles (SOFT)-devices detect and differentiate important gaseous analytes (NO, H2S, and H2O) at ppm levels and maintain their chemiresistive function in the presence of humidity (5000 ppm, 18% RH). With sub-ppm theoretical limits of detection (LOD for NO = 0.16 ppm and for H2S = 0.23 ppm), these constitute the best textile-supported H2S and NO detectors reported and the best MOF-based chemiresistive sensors for these analytes. In addition to sensing, these devices are capable of capturing and filtering analytes.

Trialkylsilylethynyl-substituted triphenylenes and hexabenzocoronenes: Highly soluble liquid crystalline materials and their hole transport abilities

Four triphenylene (TP) and four hexa-peri-hexabenzocoronene (HBC) derivatives with trialkylsilylethynyl groups were prepared and characterized by differential scanning calorimetry, polarizing optical microscopy, and X-ray diffraction measurements. All compounds were highly soluble in less-polar organic solvents and exhibited a columnar phase, Colh or Colr for the TPs, and Colh for the HBCs. The hole transport ability in the HBCs' columnar phase, 0.4-1.5×10-3 cm2 V-1 s-1 at 40-180°C, and its temperature dependence were determined by the time-of-flight method using a solution technique.