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2,2'-Bipyridine-4,4'-Dicarboxylic Acid

    • Product Name 2,2'-Bipyridine-4,4'-Dicarboxylic Acid
    • Alias 4,4'-Bipyridine dicarboxylic acid
    • Einecs 220-912-1
    • 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

    820235

    Chemical Name 2,2'-Bipyridine-4,4'-Dicarboxylic Acid
    Cas Number 519-73-3
    Molecular Formula C12H8N2O4
    Molecular Weight 244.20 g/mol
    Appearance White to off-white powder
    Melting Point Over 300 °C (decomposes)
    Solubility In Water Slightly soluble
    Purity Typically ≥98%
    Synonyms 4,4'-Dicarboxy-2,2'-bipyridine
    Canonical Smiles C1=CC(=NC=C1C2=NC=CC(=C2)C(=O)O)C(=O)O
    Inchi InChI=1S/C12H8N2O4/c15-11(16)7-1-3-9(13-5-7)10-4-2-8(14-6-10)12(17)18/h1-6H,(H,15,16)(H,17,18)
    Storage Conditions Store at room temperature, protect from light and moisture

    As an accredited 2,2'-Bipyridine-4,4'-Dicarboxylic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing Sealed amber glass bottle containing 5 grams of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid, with tamper-evident cap and clear labeling.
    Shipping 2,2'-Bipyridine-4,4'-Dicarboxylic Acid is shipped in tightly sealed containers under dry, cool conditions to prevent moisture absorption and degradation. Appropriate labeling and documentation are provided for safe handling. It is classified as a non-hazardous material, allowing standard ground or air shipping in compliance with local and international regulations.
    Storage 2,2'-Bipyridine-4,4'-dicarboxylic acid should be stored in a tightly sealed container, away from moisture, direct sunlight, and incompatible substances such as strong oxidizers. Store at room temperature in a cool, dry, and well-ventilated area. Use personal protective equipment when handling, and avoid exposure to dust. Properly label the container to ensure safety and prevent accidental misuse.
    Application of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid

    Applications of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid in Industrial Manufacturing

    2,2'-Bipyridine-4,4'-Dicarboxylic acid serves as a specialty ligand and intermediate in advanced chemical synthesis. Its unique electronic structure and solubility profile enable precise functionality in specific industrial applications. Below, we detail concrete downstream uses supported by industry practice, including regulatory and technical considerations for each scenario.

    1. Dye-Sensitized Solar Cell (DSSC) Electrolyte and Sensitizer Production

    This compound acts as a chelating ligand for ruthenium complexes used in high-efficiency DSSC dyes. Manufacturers employ it for assembling stable coordination spheres critical for light absorption and electron transfer. Processes integrate rigorous purification and analytical controls to meet device stability demands in large-scale photovoltaic module fabrication, where material purity and precise stoichiometry directly impact final cell performance.

    Industry compliance standards

    • IEC 61646: Thin-film terrestrial photovoltaic modules design qualification and type approval
    • RoHS Directive (EU 2011/65)
    • REACH regulations (EC 1907/2006) for chemical safety
    • ISO 9001:2015 Quality Management Systems in electronics manufacturing

    Typical usage ratio

    • 0.05 – 0.2 molar equivalents per mole of transition metal ion, optimized based on dye formulation and required photophysical properties

    Downstream process integration

    • Ligand complexation during synthesis of ruthenium dye by mixing under controlled temperature and inert gas atmosphere
    • Purification via column chromatography or recrystallization prior to dye solution preparation
    • Direct blending in dye formulations for subsequent application onto photoanodes
    • Material introduced at initial coordination chemistry step, influencing device-scale reproducibility

    Final product types

    • Dye-sensitized solar cell modules
    • Laboratory DSSC prototypes for R&D
    • Ruthenium-based sensitizer concentrates
    • Photovoltaic dye kits

    2. Homogeneous Catalysis in Fine Chemical Synthesis

    As a bidentate ligand, this raw material supports complexation with transition metals (e.g., platinum, ruthenium, iridium) for catalytic systems. Chemical manufacturers use it in homogeneous catalysis for oxidation, hydrogenation, and C-H activation reactions. Selection of purity grade and precise dosage controls reaction selectivity and yield, particularly in the pharmaceutical and agrochemical sectors where downstream batch reproducibility is critical.

    Industry compliance standards

    • Good Manufacturing Practice (GMP) for Active Pharmaceutical Ingredients (ICH Q7)
    • ISO 14001: Environmental management requirements
    • EU Regulation (EC) No 1272/2008 on classification, labelling and packaging of substances
    • Internal batch traceability under ISO 9001:2015

    Typical usage ratio

    • 0.02 – 0.1 molar equivalents per mole of metal precursor, adjusted according to substrate and target turnover number

    Downstream process integration

    • Added at the ligand complexation stage with metal salt under controlled pH and solvent conditions
    • Mixture introduced into reactor before substrate addition
    • Recovery via solvent extraction or crystallization post-reaction for possible reuse
    • Used as a key input in catalyst library development protocols

    Final product types

    • Pharmaceutical intermediates
    • Crop protection chemical intermediates
    • High-purity specialty catalysts
    • Process development reference compounds

    3. Coordination Polymer and Metal-Organic Framework (MOF) Synthesis

    This acid is a major linker in the assembly of carboxylate-based MOFs and coordination polymers. Experienced MOF producers rely on its symmetrical structure for constructing porous frameworks suited for gas storage, separation, and catalysis applications. The precise molar ratio and solvent system selection define network dimensionality, requiring careful scale-up protocols and continuous purity monitoring to meet mechanical and chemical stability specifications of the end products.

    Industry compliance standards

    • ASTM D5319: Standard Test Methods for Evaluation of Chemical and Physical Properties of Porous Materials
    • ISO/TC 229: Nanotechnologies—Standardization for industrial nanomaterials
    • Product-specific analytical method validation per ISO/IEC 17025
    • REACH Annex VII-X: Testing substance properties for chemical registration

    Typical usage ratio

    • 1.0 molar equivalent per metal ion source, with adjustments for framework topology and pore characteristics

    Downstream process integration

    • Mixed with metal salt in hydrothermal or solvothermal reactors
    • Gradient temperature synthesis to promote uniform crystal growth
    • Integration into materials engineering lines for pellet or monolith formation
    • Purification of resulting MOF via solvent washing and activation under vacuum

    Final product types

    • Hydrogen and CO2 storage media
    • Catalytic supports for chemical reactors
    • Selective gas adsorbents
    • Functionalized MOF powders for environmental remediation systems

    4. Analytical Reagent Formulation for Metal Detection

    The compound features as a selective chelating agent in analytical chemistry kits for trace detection of transition metals (e.g., Fe, Cu, Ru) in water, soil, and industrial process samples. QC laboratories standardize its coordination reactions for spectrophotometric and potentiometric assays, relying on precise reagent composition and trace impurity specification. Manufacturers maintain strict documentation trails and batch consistency for regulatory audits involving environmental or product safety analysis.

    Industry compliance standards

    • ISO 17025: General requirements for the competence of testing and calibration laboratories
    • EPA SW-846 Test Methods for Evaluating Solid Waste
    • ASTM D1068: Standard Test Methods for Iron in Water
    • USP <643> Total Organic Carbon Testing for laboratory reagents

    Typical usage ratio

    • 10 – 100 μM concentration in analytical reagent solutions, varied based on detection method sensitivity and matrix interference

    Downstream process integration

    • Dissolved as stock solution for assay kit blending
    • Included in sample pretreatment or buffer solutions to enable rapid complexation with analyte metals
    • Calibration standards and blank controls prepared with known ligand concentration
    • Batch-level QC with every production run before shipment to laboratory suppliers

    Final product types

    • Trace metal analysis kits for laboratories
    • Premixed spectrophotometric reagents
    • Environmental analysis standards
    • CRM (Certified Reference Material) solutions for QA/QC systems
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    More Introduction

    2,2'-Bipyridine-4,4'-Dicarboxylic Acid: In-Depth Introduction from the Manufacturer’s Perspective

    Understanding the Value of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid in Today’s Chemical Research

    Among the various ligands we craft in our facility, 2,2'-Bipyridine-4,4'-Dicarboxylic Acid stands out for its performance and versatility. Years of rigorous synthesis and daily interaction with raw materials give us a clear appreciation for this compound’s properties and contributions to scientific projects. Our team has witnessed the surge in demand across coordination chemistry, especially as researchers continue to explore new applications in catalysis, dye-sensitized solar cells, and functional material development.

    Our production batches yield an off-white solid that strikes a fine balance between high purity and manageable processing. Typical synthesis routes involve advanced cross-coupling and oxidation steps, where precise temperature control and solvent selection play crucial roles. Our analytical chemists push every lot through HPLC and NMR analysis, routinely reporting purity values above 98%. Impurities—often mono-carboxylated bipyridines or solvent residues—get flagged and rejected. This approach means our clients do not need to troubleshoot unknown byproducts in downstream work.

    The practical uses of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid reach beyond lab shelves. Among the most prominent, the formation of robust coordination complexes with transition metals defines its modern relevance. Our own in-house studies show impressive affinity with ruthenium and iron ions, resulting in complexes ideal for light-harvesting or electrocatalytic work. Where earlier generations of bipyridines offered little in the way of tunable functional groups, the introduction of carboxylic acids at the 4 and 4' positions unlocks a toolbox for users. These groups increase solubility in polar solvents and support further derivatization such as esterification or amide coupling. Synthetic chemists employing our compound commonly construct extended frameworks—MOFs and functionalized polymers—driven by these acid moieties.

    In DSCs (dye-sensitized solar cells), this ligand shines when coordinated to metal centers, thanks to its ability to act as an anchoring group on semiconductor surfaces. We have collaborated with research teams in both academia and industry who confirm the improvements in device stability and light capture when using these dicarboxylic acids. Some projects, frustrated by regular 2,2'-bipyridine’s lack of robust surface binding, turned to our product specifically for this enhanced performance. The choice of a dicarboxylated ligand allows chemists to design more stable and efficient sensitizers without introducing convoluted synthetic steps.

    In contrast, products such as unsubstituted 2,2'-bipyridine or its 4,4'-dimethyl analogues deliver good chelation but lack the additional functional handles required for surface attachment or further transformation. We have synthesized all these variations in our facility, running side-by-side comparisons for routine quality control, and the performance gap in practical applications remains obvious. When researchers call with issues around solubility or poor interfacial properties, we discuss our direct experience with the carboxylated variant and its superior results, drawn from real production outcomes and feedback loops with returning customers.

    Walking Through the Manufacturing Process: What Makes Our Product Reliable

    We take pride in our full control over the manufacturing workflow, operating in strictly regulated clean areas and prioritizing batch consistency above all. Feedback from leading laboratories reveals the largest risk lies in batch-to-batch variability and trace contamination. Our senior process engineers run a cross-verification scheme using both instrumental and manual analytical checks. Every day, our operators subject intermediate products to visual color checks, crystallinity evaluation, and residue smell tests. Such tactile QC steps, passed from one generation of chemists to the next, detect deviations that slip past machines alone.

    Throughout the process, we use only high-grade starting bipyridines. Early synthetic approaches depended on older oxidizing agents and left behind stubborn impurities. We have switched to green oxidants and developed extraction sequences that consistently yield a cleaner product. Customer data sheets often show a drop in baseline impurity profiles as a direct result of these investments. This matters most for users in photochemical and medical research, where low-level side-products can alter the results of an otherwise successful trial.

    Our technical staff emphasizes precise drying conditions. Each batch gets dried under vacuum at temperatures below 65°C, critical for removing water and residual solvents without degrading the carboxyl functionality. Visual water content checks run in tandem with Karl Fischer titration, giving us confidence in the stability and usability of the material right out of the packaging. We continue to refine this workflow, investing in better environmental controls and operator training as new challenges arise.

    Years ago, physical packaging stood as a weak link in this sector. Weak seals and poor moisture barriers cost customers valuable time as they re-dried material. Drawing from customer complaints and our own environmental aging studies, we upgraded to multilayer foil pouches and desiccant packing. Customers from Asia to North America now receive product that matches our outgoing specs for months, even in humid climates. This direct engagement with logistical realities shaped our infrastructure investment far more than industry guidelines or academic theory.

    Integrating User Experience and Technical Innovation

    Developing this product involved consistent feedback from users in universities, start-ups, and multinational labs. Our earliest partners gave detailed insight into the bottlenecks of complicated purification schemes and time-consuming recrystallizations. That input pushed us to refine not only the chemical process but also the presentation of the product—granule size, lot labeling, and safety data clarity. Today, our production lines deliver lots ranging from tens of grams to commercial-scale multi-kilo drums, all with the same focus on cleanliness and clear traceability.

    Technically, 2,2'-Bipyridine-4,4'-Dicarboxylic Acid’s molecular structure offers a planar bipyridine core, which optimizes stacking and coordination geometry in metal complexes. The two carboxylic acids at para positions alter electronic properties and hydrogen-bonding potential, providing differentiators compared to classic bipyridines. Research customers have shared NMR and single-crystal X-ray data indicating sharper, more predictable resonance signals than with asymmetrical derivatives. This consistency streamlines method development and brings confidence to scale-up work for functional materials.

    Industrial users, especially in catalyst development, often require reliable scale and clear impurity profiles. Side reactions during metal-ligand coordination can lead to inactive or unstable complexes when starting ligands harbor trace mono-carboxylated or oxidized impurities. We track and minimize these through regular process audits, and customers have remarked that switching to our product led to higher yields and reproducible runs in multi-step syntheses.

    Some see the price premium over simpler bipyridines as a hurdle. Yet cost analyses factor in not only raw material prices but also the reduction in time spent resolving side issues caused by lower quality. In many cases, researchers save more through cleaner reactions and improved downstream outcomes than they would with a marginally cheaper, less reliable alternative. As budgets tighten, these tangible benefits become a deciding factor.

    Down-to-Earth Discussion: Limitations and Solutions

    No product proves perfect in all workflows. Sensitive projects involving extreme pH environments have triggered rare reports of ligand decomposition or salt formation at the carboxylic acids. We address this by providing extensive technical support, drawing on our own troubleshooting logs and collaborative problem-solving with several clients. Sometimes, we recommend adjustment of solvent systems or post-coordination protection strategies; other times, alternate batch preparations circumvent specific impurities tied to degradation.

    Purity sometimes creates trade-offs with ease of re-dissolution. Highly crystalline material remains harder to dissolve in some organic solvents favored in processing. Experience teaches us to identify lots best suited to a given protocol, and we encourage direct discussions with users to tailor choice of granulation size or pre-conditioning treatments. Such engagement beats rigid spec sheets.

    Another area of concern emerges from storage and shelf life. Carboxylic acids can absorb atmospheric moisture, leading to subtle changes in melting points or solubility parameters. To mitigate this, we double-seal all shipments at the point of manufacture and advise storage at ambient, dry conditions. Customer experience has proved that these precautions maintain product viability well beyond standard shelf-life claims. Our transparency policy outlines these findings up front, giving researchers the tools to plan long projects without unwelcome surprises.

    Waste management occupies a growing share of end user attention. We re-engineered parts of our process to minimize hazardous by-products and simplified the neutralization steps. For partners with strict disposal protocols, our documentation links each step to actual waste streams and provides practical tips based on our shop-floor experience. This level of openness makes a real difference in regulatory audits and supports a growing sustainability agenda.

    Comparing with Other Ligands: Practical Differences Shaped by Experience

    On the producer side, we routinely manufacture related ligands such as 2,2'-bipyridine, 4,4'-dimethoxy-2,2'-bipyridine, and 6,6'-dicarboxy-2,2'-bipyridine. Our hands-on trials and customer collaborations have revealed nuanced but critical performance differences. Plain 2,2'-bipyridine lacks the anchoring power for robust surface attachment, a shortfall in solar device work and certain polymer applications. Methoxy-substituted analogues introduce electronic tuning but fall short in further modification potential. Only the 4,4'-dicarboxylic version offers both multi-modal reactivity and ease of downstream functionalization, all without sacrificing core chelation strength.

    Users seeking to construct extended frameworks face problems with sterically hindered or unfavorably substituted bipyridines. We help them evaluate the best position for carboxylation, sharing cross-lab exchange data drawn from global partners. This unbiased comparison leads to more reliable catalyst design and improved assembly of supramolecular architectures. In our own hands, the 4,4'-dicarboxylic product supports scalable, repeatable outcomes, avoiding recurrent pitfalls observed with less symmetrical alternatives.

    Our process data confirm that purification and isolation steps run more smoothly with the 4,4'-dicarboxylic compound. Its solubility in water and basic aqueous systems means less reliance on harsh organic solvents, reducing operator exposure and post-processing burdens. This perspective, grounded in daily production realities, underpins why our technical staff recommends this ligand series for emerging photochemical and catalytic projects.

    Looking Ahead: Supporting Scientific Progress with Reliable Chemistries

    We view our role as more than just supplier. Participating in early-stage research planning and offering hard-won process experience lets us serve as an active partner in scientific discovery. The implementation of 2,2'-Bipyridine-4,4'-Dicarboxylic Acid in industrial and academic labs marks a step forward in efficient research, lower risk, and fresh innovation in coordination chemistry.

    Our commitment to transparent quality control, tailored technical support, and direct communication stands behind the conversations we have daily with users across the globe. We trust in data, accumulated both inside our facility and from partners, and lean on decades of shared industry experience to address challenges as they emerge. The story of this product and its ongoing development is shaped by genuine engagement with real-world problems and practical solutions, driven by a spirit of partnership rather than mere transaction.

    Chemical manufacturing draws much of its wisdom from on-the-ground trials, and the knowledge earned there supplies the context missing from simple product lists and generic claims. As the needs of the scientific community evolve, our team stays focused on building compounds that advance research without shortcutting on stability or safety. 2,2'-Bipyridine-4,4'-Dicarboxylic Acid’s journey from raw material to finished product illustrates how a hands-on, detail-driven approach can meet technical demands and solve live research headaches. We remain open to feedback, eager to improve, and deeply invested in the success of the projects powered by our chemistry.