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4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine

    • Product Name 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine
    • Alias Br-Ph-terpy
    • Einecs 709-608-3
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    149477

    Chemical Name 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine
    Molecular Formula C23H15BrN3
    Molecular Weight 412.29 g/mol
    Cas Number 148916-80-1
    Appearance Light yellow to off-white powder
    Melting Point 207-210 °C
    Solubility Slightly soluble in polar organic solvents like DMSO and DMF
    Purity Typically >98%
    Boiling Point Decomposes before boiling
    Storage Conditions Store at room temperature, away from light and moisture
    Smiles C1=CC=C(C=C1)C2=NC=CC(=C2)C3=NC=CC(=C3)C4=CC=C(Br)C=C4
    Inchi InChI=1S/C23H15BrN3/c24-19-7-5-17(6-8-19)23-22(18-9-13-26-15-18)21-16-25-12-10-20(21)14-11-27-23/h5-16H

    As an accredited 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

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    Application of 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine

    Applications of 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine in Industrial Manufacturing

    As an original manufacturer, we supply 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine for multiple industrial sectors where its unique structure and chemical reactivity underpin formulation advances. Our direct engagement with downstream users supports controlled usage across specialized fields. Below, we detail major sub-industries, outlining specific compliance frameworks, recommended blending ratios, process integration nodes, and end-use product forms.

    1. OLED Display Materials

    Electronics manufacturers utilize this compound as a ligand component in high-purity iridium and platinum complexes for organic light-emitting diode (OLED) emitters and transport layers. Strict contaminant controls govern its use, as trace metals or halogenated byproducts impact device homogeneity and yield. Material purity and batch traceability are mandatory requirements for display panel integration.

    Industry compliance standards

    • IEC 62341 - International standard for OLED displays
    • RoHS Directive 2011/65/EU for hazardous substance restriction
    • REACH Registration for chemical management in the EU
    • ISO 9001:2015 Quality Management System for traceability

    Typical usage ratio

    • Used as 1–5 mol% in metal complex synthesis; loading concentration further adjusted according to required emission wavelength and quantum efficiency

    Downstream process integration

    • Employed in the ligand exchange reaction during iridium or platinum complexation for use in OLED device spin-coating or evaporation stages

    Final product types

    • AMOLED smartphone panels
    • Ultra-HD television screens
    • Wearable display modules
    • Flexible and transparent display substrates

    2. Photocatalyst and Coordination Polymer Synthesis

    Producers of photoreactive coatings and advanced catalysts incorporate the material as a multifunctional ligand for assembling metal-organic frameworks (MOFs) and photoredox catalysts. Its terpyridine core provides spatial and electronic control for constructing rigid polynuclear architectures. Controlled usage ensures reproducible crystal growth and consistent catalytic properties.

    Industry compliance standards

    • ISO 17034 Reference Material Production for catalyst precursors
    • ISO 14001 Environmental Management for emissions and waste profile
    • REACH compliance for supply transparency

    Typical usage ratio

    • 5–10 mol% relative to metal ion content in MOF synthesis; precise ratio set by metal-to-ligand stoichiometry and targeted catalytic functionality

    Downstream process integration

    • Combines with transition metal salts under solvothermal conditions to initiate self-assembly of crystalline frameworks or in-situ ligand exchange for photoredox catalyst fabrication

    Final product types

    • Visible-light-driven photocatalysts
    • Gas separation membranes
    • Industrial photopolymerization initiators
    • Self-cleaning or antimicrobial surface coatings

    3. Coordination Chemistry R&D and Specialty Inks

    Research-driven companies in the analytical and specialty ink sector depend on this material to create custom chelating agents and fluorescent markers. Its tripodal coordination enhances labeling selectivity for rare earth ions in high-sensitivity assay kits or anti-counterfeit ink development. Rigorous documentation supports downstream use in regulated laboratory and security printing environments.

    Industry compliance standards

    • ISO/IEC 17025 Testing Laboratory Competence
    • EN 71-3 Safety requirements for migration of certain elements (inks used in toys)
    • GHS Safety Data Sheet requirements and CLP Regulation (EC) No 1272/2008

    Typical usage ratio

    • 0.2–2 wt% in specialty ink matrix; ratio optimized by target emission intensity and chelation efficiency in detection format

    Downstream process integration

    • Dissolved directly into inkjet or security ink formulations during pigment grinding or batch mixing; in R&D, added as a ligand for metal complexation in analytical reagent kits

    Final product types

    • Anti-counterfeiting security inks
    • Fluorescent coding labels
    • Chemiluminescence assay reagents
    • Metal ion sensor kits

    4. Organometallic Complex Intermediates for Fine Chemical and API Synthesis

    Producers of fine chemicals and pharmaceutical intermediates apply the compound as a halogen-substituted terpyridine precursor for constructing complex organometallic reagents—crucial in C–C bond coupling, cross-coupling catalyst design, and multidentate ligand systems for late-stage API derivatization. Full traceability and minimal impurity profiles are mandatory for supporting subsequent cGMP pharmaceutical routes.

    Industry compliance standards

    • ICH Q7 – Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • 21 CFR Part 210/211 for cGMP processing
    • USP–NF monograph reliance for secondary intermediates (if utilized in regulated pharmaceutical synthesis)

    Typical usage ratio

    • 0.5–3 mol% in catalytic reactions for C–H or C–C activation; scaled based on required catalyst turnover numbers and batch size

    Downstream process integration

    • Introduced during initial ligand synthesis by Suzuki or Stille cross-coupling; later integrated as an ancillary ligand in late-stage pharmaceutical intermediate construction

    Final product types

    • Palladium and ruthenium-based fine chemical catalysts
    • Specialty organic intermediates for API synthons
    • Regioselective olefination catalysts
    • Complex chiral ligands for stereoselective synthesis

    5. Advanced Material Science for Sensor Devices

    Sensor technology manufacturers exploit the compound's selective metal-binding potential for developing chemosensors and detection device films. Its electronic properties facilitate integration into optical and electrochemical signal transduction layers, where controlled ligand densities guarantee consistent sensor calibration and reproducibility. Certification for sensor use in food and environmental monitoring drives selection criteria.

    Industry compliance standards

    • ISO 13485 Quality management for medical devices (sensor component production)
    • ISO 22000 Food Safety Management (sensors for food analysis)
    • RoHS compliance for restricted substance elimination

    Typical usage ratio

    • 0.1–1 wt% in sensor film formulations; precision depends on required response range and detection threshold for analyte

    Downstream process integration

    • Dispersed directly into polymer matrix or immobilized onto substrate surfaces during sensor film casting or inkjet printing steps

    Final product types

    • Disposable heavy metal test strips
    • Optical chemical sensors
    • Electrochemical biosensor chips
    • Food contaminant and pesticide detectors
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    Certification & Compliance
    More Introduction

    Introducing 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine: Building Blocks for Tomorrow’s Discoveries

    Stepping into the world of modern chemistry means getting familiar with a growing collection of unique compounds that drive research forward. Among these, 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine has caught the eye of many in laboratory and industrial settings. Prized for its robust structure and adaptable nature, this molecule stands as more than just another chemical: it represents a new level of control for specialists shaping materials and devices that touch lives everywhere.

    The Molecular Backbone

    Anyone who works around coordination chemistry will recognize the value of terpyridine ligands. Dive deeper, and this particular one—functionalized by a bromophenyl group at the 4' position—offers unique reactivity not easily found in its unsubstituted or differently-modified cousins. Its core structure, a sequence of three pyridine rings linked at the 2 and 6 positions, brings reliable chelating power when binding metals. The extra 4-bromophenyl group opens doors for even more diverse transformations, leading to tailored complexes for electronic, catalytic, or sensing applications.

    This is not a mere tweak. The bromine tag isn’t just decorative—its presence shapes the molecule’s electronic landscape and serves as a reactive handle for classic cross-coupling reactions. Chemists lean into this feature in Suzuki, Heck, or Stille reactions, where further functionalization expands the material’s utility. Suddenly, a single terpyridine scaffold becomes a platform for endless customization, ready for work in multiple arenas.

    Digging Into Uses: A Bridge Between Lab and Application

    The journey from powder to practical solution happens every day in laboratories using 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine. The most exciting stories come from fields exploring metal-organic frameworks, OLED displays, and sensors that demand stability and precision. By coordinating with transition metals like ruthenium, iron, or platinum, this ligand supports the development of light-emitting materials or high-efficiency catalysts. These aren’t remote academic pursuits—these materials lay the foundation for stronger batteries, brighter screens, and chemical tools that benefit medicine and manufacturing.

    One academic group, for example, harnessed this compound to prepare ruthenium complexes that mimic natural light-harvesting systems. These systems, inspired by photosynthesis, push forward the design of more efficient solar cells and artificial photosynthetic devices. In my own work, I’ve watched how modifying the periphery of a ligand—adding a bromophenyl group just like in this molecule—radically changes a catalyst’s performance, sometimes opening the door to selectivity shifts or stability that wouldn’t emerge otherwise.

    How It Stands Apart

    Stacking this molecule up against plain terpyridine or its other derivatives reveals clear differences that chemists value. The introduction of the 4-bromophenyl group goes beyond just helping with functionalization; it also tweaks the electronic communication within the ligand. This shifts the absorption and emission properties of resulting metal complexes, a crucial detail for anyone designing photophysical devices. Say you’re crafting a new luminescent probe or OLED emitter: this single structural change could mean a shift in color, lifetime, or efficiency.

    Not every terpyridine derivative plays nicely in post-synthetic modification. The presence of the bromine atom is deliberate—it’s a known gateway to cross-coupling chemistry. Classic, time-tested methods like Suzuki or Sonogashira coupling favor aryl bromides, ensuring that functional groups can be introduced without elaborate protecting group strategies. This saves chemists steps, time, and resources, supporting greener, more streamlined synthesis. For companies focused on high-throughput library preparation or researchers pressed for time, this translates to practical gains—faster iterations, lower costs, and fewer bottlenecks.

    I’ve seen the value of modularity firsthand, especially in materials chemistry. Working with terpyridine scaffolds that lack easily-modifiable handles meant tedious detours, including several extra purification and protection steps just to add what could have been there from the get-go. By building that flexibility into the structure via the 4-bromophenyl group, the synthetic process gains a welcomed shortcut, and that time saved often means hitting research goals faster.

    Quality, Purity, and Handling

    Anyone handling aromatic ligands like this knows product purity and batch consistency aren’t negotiable. Trace metal impurities mess with catalysis, and even slight contamination can undermine photophysical measurements. Manufacturers attentive to these needs strive for high-purity batches—usually above 98%—and offer material characterized rigorously by NMR, mass spectrometry, and melting point analysis. This isn’t just bureaucracy. A single impure batch can sink weeks of work or complicate scaling up from milligram to kilogram.

    Lab experience with such compounds drives home the importance of solid handling protocols. Unlike some uncapped tripod ligands, 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine offers reliable shelf stability under ordinary dry conditions. Standard amber bottles and a cool, dry spot in the chemical cabinet work fine. In my lab days, repeated cycles between bench and glove box didn’t faze this compound. Still, given the value per gram and the sensitivity of downstream chemistry, most researchers minimize unnecessary exposure to moisture or light just to keep surprises at bay.

    Putting It Into Motion: Real-World Impact

    Poring over the recent research, you don’t have to search hard to see applications spreading fast. In organic photovoltaics, derivatives of this ligand form charge-separation layers that catch light and move electrons with impressive efficiency. Electrochemical sensors built from its metal complexes distinguish between subtle differences in chemical environments—picking out one ion from another in biological fluids, or monitoring pollution in water supplies. The same kinds of complexes show up in light-emitting devices and advanced imaging agents.

    Having worked on molecular electronics, I’ve seen how one ligand tweak alters charge mobility or durability in thin films. In collaborations with physicists, we found out that swapping in a 4-bromophenyl group sharpened device lifetimes under operational stress, and the modified absorption bands meant we could fine-tune wavelength response with just a single molecular swap.

    This ease of diversification also makes the compound a favorite in academic screening campaigns. Students harness fast cross-coupling chemistry to prepare small libraries for high-throughput tests. Laboratories working on drug discovery plug modified terpyridine scaffolds into metallodrugs, mapping unmet territory in antimicrobial activity or enzyme inhibition. These are small steps, but each success leans heavily on the versatility built into that starting ligand.

    Beyond the Beaker: Environmental and Economic Dimensions

    Chasing scalability means facing questions about cost, waste, and sustainability. Research budgets grow tighter, and regulations around chemical handling set a high bar. Compounds like 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine, made with straightforward, atom-efficient syntheses, help reduce both expense and chemical footprints. The brominated phenyl piece, accessible from industrial precursors, doesn’t demand rare or hazardous reagents. As demand for sustainable electronics and greener chemistry rises, adopting ligands like this into standard workflows can actually pay off.

    Waste management matters whether scale sits at milligrams or multi-kilogram levels. The clean, byproduct-light synthesis paths available for this molecule match modern efforts to shrink downstream remediation and improve worker safety. Having spent plenty of time around faculty balancing environmental health and lab productivity, I see compounds built on accessible, benign starting materials gaining traction. Nobody wants safety liabilities or excess waste, and the less-fussy the ligand, the better for every stakeholder.

    Comparing to the Crowd: What Sets It Apart?

    The terpyridine field is crowded—classic tpy, derivatives with methyl, methoxy, pyridyl or other substituted aryl groups. Yet few match the combination of solid stability, reliable electronic modification, and ease of diversification that the 4-bromophenyl version brings. Whether someone needs blue-shifted absorption for photonics or more persistent binding for catalysis, switching to this ligand often reveals effects that basic substitutions can’t provide.

    It’s a subtle but vital point: methyl or methoxy groups tend to push electronics in predictable, incremental ways. Bromine, with its heavier atomic weight and electron-withdrawing tendency, produces more dramatic shifts. The aryl bridge itself delivers planarity and π-conjugation, translating molecular choices into macroscopic device differences. Sitting in seminars or reading new literature, I spot the distinction: research teams facing a stubborn synthesis or unreliable sensor response end up at the bromophenyl solution more often than not.

    Building Toward Solutions

    Where research faces hurdles—tough coupling chemistry, unreliable catalyst turnover, mediocre device longevity—paying attention to the starting ligand is key. The solution isn’t sprinkling in more additives or complicated post-synthesis modifications. Investing upfront in a platform like 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine gives research more room to maneuver, letting users solve problems with modular design rather than patchwork fixes.

    The same features that empower syntheses in academia drive commercial production lines. Pharmaceutical companies, pushing timelines for new molecular candidates, save weeks by plugging into robust cross-coupling reactions. Electronics outfits, focused on reliability, find that carefully-chosen ligands prolong component operation under stress, saving on warranty claims and repairs. Even startups playing the long game in green catalysis or water treatment turn to ligands like this for their ability to support high-performing, earth-friendly catalysts.

    Supporting Evidence and Where To Go Next

    Look into the latest wave of peer-reviewed articles in journals such as Inorganic Chemistry, Dalton Transactions, and Journal of Materials Chemistry C—4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine and its complexes come up in catalytic cycles for hydrogen generation, advanced optical displays, and even biomedical imaging agents. Researchers cite fewer side reactions during functionalization, offer improved yields for metal complex formation, and consistently mention the greater design flexibility available over simple terpyridines.

    Some of the challenges still linger. Cross-coupling chemistry, while versatile, leans on precious metal catalysts and solvent-intensive procedures. Many research groups are pushing into greener coupling technology—using nickel in place of palladium, running reactions in water or biobased solvents, even harnessing electrochemical approaches for stepwise elaboration. Here, too, the robust, versatile bromophenyl terpyridine backbone fits well, standing up to broader reaction conditions and tolerating more experimental setups.

    Across multiple collaborations, I’ve found that readiness to explore alternatives often starts with the building blocks at hand. In shared projects with materials scientists, having access to a ligand with versatile functionalization power meant that pivoting from failed approaches rarely meant starting over from scratch. By shifting one substituent, or tacking on a new group through the exposed bromine, entire project directions emerged—without replacing established synthetic routes or revalidating processes.

    Moving Forward: Realizing Possibilities

    Chemistry moves quickly, but practical demands don’t always line up with theoretical ingenuity. Sustainable processes, cost-control pressures, and the need for safer, more reliable materials keep pushing innovators forward. Using molecules like 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine means that advances in the lab stick around, moving fluidly from discovery to application. By meeting both creative and operational criteria—chemical reliability, modularity, and adaptability—this compound finds purpose at every scale.

    For anyone weighing the next steps in advanced materials research or complex molecular engineering, the story of this ligand serves as a guide. Invest in molecules that do more than fill a gap. Look for those that turn ideas into action, bridge the distance between test tube and technology, and provide resilient solutions for the challenges ahead. The future of smart, sustainable, and efficient materials owes a great deal to choices made at the molecular level, and 4'-(4-Bromophenyl)-2,2':6',2''-Terpyridine stands out as a solid foundation for building that future.