69272-50-0

Basic information

• Product Name: 3,6-dibroMo-1,2-BenzenediaMine
• Synonyms: 3,6-dibroMo-1,2-BenzenediaMine;1,2-BenzenediaMine, 3,6-dibroMo-;3,6-DibroMobenzene-1,2-diaMine;3,6-Dibromo-1,2-diaminobenzene;3,6-Dibromo-1,2-phenylenediamine
• CAS NO: 69272-50-0
• Molecular Formula: C₆H₆Br₂N₂
• Molecular Weight: 265.93324
• EINECS: -0
• Mol File: 69272-50-0.mol
• Article Data: 131

Chemical Properties

• Melting Point: 92-94℃
• Boiling Point: 320.9±37.0 °C(Predicted)
• Appearance: /
• Density: 2.104±0.06 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 1.33±0.10(Predicted)
• CAS DataBase Reference: 3,6-dibroMo-1,2-BenzenediaMine(CAS DataBase Reference)
• NIST Chemistry Reference: 3,6-dibroMo-1,2-BenzenediaMine(69272-50-0)
• EPA Substance Registry System: 3,6-dibroMo-1,2-BenzenediaMine(69272-50-0)

Safety Data

• Hazardous Substances Data: 69272-50-0(Hazardous Substances Data)

Usage

General Description

3,6-dibromo-1,2-benzenediamine is a chemical compound with the molecular formula C6H6Br2N2. It is a type of diamine, meaning it contains two amine groups (NH2) and two bromine atoms. 3,6-dibroMo-1,2-BenzenediaMine is used primarily as a building block in the synthesis of various pharmaceuticals, dyes, and other organic compounds. It is also used as a precursor for the preparation of polymers and biologically active molecules. Due to its chemical structure and reactivity, 3,6-dibromo-1,2-benzenediamine is a versatile compound that is utilized in a wide range of industrial and research applications.

Upstream product

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Downstream Products

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Relevant articles and documents

NEW EDOT CONTAINING POLYMERS: EFFECT of RING SIZE on the BENZIMIDAZOLE ACCEPTOR

In this study, three different benzimidazole (BIm) based acceptor groups bearing cyclohexane, cycloheptane and cyclooctane rings at 2-C position of benzimidazole were synthesized and coupled with ethylenedioxythiophene (EDOT) donor units via Stille cross-

Multichromic benzimidazole-containing polymers: Comparison of donor and acceptor unit effects

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Benzotriazole-based donor-acceptor type low band gap polymers with a siloxane-terminated side-chain for electrochromic applications

A series of donor–acceptor (D-A) type polymers (P1-P4) bearing a benzotriazole group with a siloxane terminated side-chain and a long alkyl chain were synthesized via Stille coupling, and the electrochromic (EC) properties were characterized by various analytical techniques. The incorporation of hybrid siloxane-solubilizing groups in P1 and P2 influenced the intermolecular interactions among the adjacent polymer chains and increased the solubility of the resulting polymers in common organic solvents. The EC behavior of the polymers revealed a color transition from red to blue upon oxidation and reduction. In particular, P1, containing a short siloxane-terminated side-chain, showed superior optical performances, with transmittance change of 42.7%, the change in optical density of 0.767, and coloration efficiency of up to 327?cm2/C, and exhibited superior operational stability, with little transmittance changes after 100 potential steps. Overall, these properties highlight the potential applications of current polymers in displays and smart windows.

Strongly luminescent and liquid-crystalline π-conjugated 2-methyl[1,2,3]benzotriazoles with a linear donor-acceptor-donor structure

Symmetrical 2-methyl[1,2,3]benzotriazole (BZT) derivatives with elongated peripheral units connected via acetylenic triple bonds present calamitic thermotropic mesomorphism with nematic and smectic phases. They show intense photoluminescence with near-unity quantum yields in solution. The peripheral groups significantly influence the excited-state lifetime. Fluorescence quenching is observed in the presence of C60, testifying of charge transfer to the fullerene acceptor. The varying sterical demand of the different substituents considerably influences the efficiency of the charge transfer induced fluorescence quenching. HOMO, LUMO and band gap energies ranged from ?5.15 to ?5.97 eV (ionization potential), ?2.47 to ?2.96 eV (electron affinity) and 2.68 to 3.08 eV (optical band gap).

Efficient blue-to-transmissive electrochromic transitions of alkylated quinoxaline-thiophene based donor-acceptor type conjugated polymers

Two electrochromic copolymers, P1 and P2, were synthesized from Stille coupling reactions of dibrominated phenazine having branched and linear alkyl side-chains, respectively, with distannyl thiophene. The prepared donor–acceptor type electrochromic polym

Selective detection of sulfide in human lung cancer cells with a blue-fluorescent “ON-OFF-ON” benzimidazole-based chemosensor ensemble

A completely water-soluble, high quantum yield blue-fluorescent benzimidazole derivative (AQ), containing a rigid benzimidazole-thiophene structure, was synthesized. Among 21 metal ions, the fluorescence ofAQwas selectively turned off by Cu2+to

Design and synthesis of polymers for chiral photonics

Chiral photonics deals with enantioselective polarization control of linear and nonlinear optical functions and holds a great promise for a wide range of applications including optical signal processing, biosensing, and chiral bioimaging. Development of c

Poly(2,3-dihexylthieno[3,4- b ]pyrazine- alt -2,3-dihexylquinoxaline): Processible, Low-Bandgap, Ambipolar-Acceptor Frameworks via Direct Arylation Polymerization

The synthesis of a new dialkyl-functionalized quinoxaline acceptor, 5,8-dibromo-2,3-dihexylquinoxaline, is reported, along with its cross-coupling with 2,3-dihexylthieno[3,4- b ]pyrazine via direct arylation polymerization. The resulting ambipolar-accepto

Electropolymerization of D-A type EDOT-based monomers consisting of camphor substituted quinoxaline unit for electrochromism with enhanced performance

In this study, three novel donor-acceptor type monomers based on EDOT (3,4-ethoxylene dioxy thiophene) and quinoxaline derivates were designed and synthesized through Stille coupling reaction, and further polymerized by electrochemical polymerization for electrochromic application. Specially, a quinoxaline-based acceptor with bulky and rigid camphor group was introduced into the polyEDOT backbone, which was demonstrated to be effective for the improvement of electrochromic performance. The corresponding redox active polymers PCQ-EDOT and PCQ-DEDOT performed transparent oxidation states and robust switching stability. Polymer PCQ-EDOT showed superior electrochromic performances with high optical contrast (over 50%) at 647 nm, short switching time (around 0.5 s) and high coloration efficiency (427 cm2 C?1) under a low applied potential of 0.7 V.

NON-FULLERENE ACCEPTOR COMPOUND CONTAINING BENZOSELENADIAZOLE AND ORGANIC OPTOELECTRONIC DEVICE INCLUDING THE SAME

The present invention relates to a non-fullerene acceptor compound containing benzoselenadiazole, and organic optoelectronic devices comprising the same.

Luminescent solar concentrators with outstanding optical properties by employment of D-A-D quinoxaline fluorophores

Luminescent solar concentrators (LSCs) are devices designed to efficiently collect both direct and diffuse solar radiation and concentrate it on photovoltaic cells to foster their use in building-integrated photovoltaics (BIPV). The optimization of LSC performances involves the adjustment of both the fluorophore and the guest polymer matrix. On this account, we investigated a series of high quantum yield, donor-acceptor-donor (D-A-D) photostable fluorophores (DQ1-5), presenting a central quinoxalinic acceptor core, not previously employed in LSCs, and triarylamines or phenothiazine as donor groups. The molecules were also decorated with alkyl chains on the central core and/or the donor groups, to explore their compatibility with the poly(methyl methacrylate) (PMMA) and poly(cyclohexyl methacrylate) (PCMA) matrices utilized in this study. The PMMA and PCMA films (25 μm thick), containing 0.2-2.2 wt% of DQ1-5, absorbed in the 370-550 nm range and presented emission maxima at 550-600 nm, with fluorescence quantum yields higher than 40% even at the highest doping contents. Notably, the DQ1/PMMA thin-films showed enhanced phase compatibility and excellent quantum yields, i.e., >95%. Accordingly, they were designed to obtain 25 cm2 area LSCs with remarkable internal (ηint) and external (ηext) photon efficiencies of 42.9% and 6.2%, respectively, higher than those observed from state-of-the-art devices based on the Lumogen Red 305 (LR305) as the reference fluorophore. Overall, these were the best results ever achieved in our laboratory for thin-film LSCs built with organic fluorescent emitters.