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4-Hydroxyphthalonitrile

    • Product Name 4-Hydroxyphthalonitrile
    • Alias 4-Hydroxy-1,2-benzenedicarbonitrile
    • Einecs 624-040-5
    • 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

    957480

    Chemical Name 4-Hydroxyphthalonitrile
    Molecular Formula C8H4N2O
    Molecular Weight 144.13 g/mol
    Cas Number 33908-28-2
    Appearance White to off-white powder
    Melting Point 221-225°C
    Boiling Point Decomposes before boiling
    Solubility In Water Slightly soluble
    Density 1.41 g/cm³
    Purity Typically >98%
    Smiles C1=CC(=C(C=C1N#C)O)C#N
    Storage Conditions Store at room temperature, tightly sealed, dry place
    Synonyms 4-Hydroxy-1,2-benzenedicarbonitrile
    Ec Number 608-491-8

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

    Packing & Storage
    Packing 4-Hydroxyphthalonitrile, 25g, is supplied in a sealed amber glass bottle with a tamper-evident cap and chemical hazard labeling.
    Shipping Shipping of 4-Hydroxyphthalonitrile requires packaging in tightly sealed containers, protected from moisture and light. The chemical should be transported according to local, national, and international regulations for hazardous materials. Proper labeling and documentation are essential to ensure safe handling during transit, and temperature control may be recommended to preserve product integrity.
    Storage 4-Hydroxyphthalonitrile should be stored in a tightly closed container, in a cool, dry, and well-ventilated area away from incompatible substances such as strong oxidizers and acids. Protect it from moisture and direct sunlight. Use appropriate personal protective equipment when handling, and clearly label all storage containers. For added safety, keep the substance in a designated chemical storage cabinet.
    Application of 4-Hydroxyphthalonitrile

    Applications of 4-Hydroxyphthalonitrile in Industrial Manufacturing

    4-Hydroxyphthalonitrile is a high-purity intermediate widely integrated into downstream production across specialty chemical sectors. Our consistent manufacturing standards, controlled impurity profiles, and support for scale-up batches promote stable quality and traceability. Below, we present verified industrial application fields, covering core compliance, precise formulation roles, process integration endpoints, and the variety of end goods delivered by our clients.

    1. High-Performance Phthalocyanine Pigments

    Major global pigment producers use 4-Hydroxyphthalonitrile as a pivotal building block for advanced copper or metal phthalocyanine complexes, driving chromatic and performance differentiation in coatings and plastics. In phthalocyanine synthesis, the presence of the hydroxy group allows targeted substitution, improving dispersibility and shade stability in industrial ink and paint matrices. The chemical enters post-cyclotetramerization processing, where careful stoichiometric ratio maintenance and impurity control prevent undesired side reactions, supporting both mass and specialty colorant lines. End formulations benefit from stronger color fastness and tailored rheology in end-use coatings.

    Industry compliance standards

    • ISO 18451-1 Pigments and Extenders requirements
    • OECD Environmental, Health, and Safety Guidelines for Dyes and Pigments
    • REACH Annex XVII substance restrictions
    • EN 71-3 migration limits for pigments in toy applications

    Typical usage ratio

    • 10–20 mol% of total phthalonitrile input, adjustable by shade target and downstream formulation viscosity

    Downstream process integration

    • Introduced during cyclotetramerization with copper or metal salts; hydroxy group substitution managed in pre-polymerization blending

    Final product types

    • Automotive coatings and masterbatch colorants
    • High-fastness printing inks for packaging
    • Specialty industrial paints for machinery
    • Plastisol color concentrates

    2. Liquid Crystal Intermediate Synthesis

    Downstream electronics manufacturers require 4-Hydroxyphthalonitrile as a controlled precursor in the production of liquid crystal monomers for advanced display panels. Its hydroxy and nitrile groups facilitate precise construction of aromatic core linkages, impacting electro-optical properties in twisted nematic and vertically aligned panel applications. Manufacturers employ this material in condensation and cyclization steps, where tight moisture and impurity controls are essential to yield high-purity intermediates for further fluorination or side chain introduction. Final liquid crystal blends rely on consistent upstream synthesis to meet extended reliability and image stability specs demanded by end users in display technologies.

    Industry compliance standards

    • IEC 61249-2-21: Requirements for display material specifications
    • RoHS 2011/65/EU – Restriction of hazardous substances in electronics
    • UL 94 flammability testing for organic intermediates in display substrates
    • ISO 9001:2015 Quality Management for electronics component manufacturing

    Typical usage ratio

    • Varies from 5–20 weight% of total aromatic starting material, adjusted per dielectric and viscosity parameters

    Downstream process integration

    • Condensation or nucleophilic substitution to form mesogenic cores; enters prior to side-chain modification or fluorination

    Final product types

    • Twisted nematic (TN) and in-plane switching (IPS) LCD mixtures
    • Thin-film transistor (TFT) liquid crystal modules
    • High-performance organic alignment layers for OLED

    3. Polyimide Resin Precursors for Advanced Composites

    Aerospace and electronics composite material suppliers utilize 4-Hydroxyphthalonitrile as a targeted intermediate for synthesizing high-temperature polyimide resins. The hydroxy group improves molecular integration into polymer backbones, increasing flexibility and heat-resistance. Producers equilibrate the input level to balance resin toughness with thermal and dielectric requirements. This raw material enters the process just before ring closure, with purity control critical to limiting gel formation or inhomogeneous curing. The resulting resins, formulated via iterative compounding and imidization, are selected for their stable electrical insulation and minimal outgassing under severe operational conditions.

    Industry compliance standards

    • NADCAP AC7122 for composite materials
    • ASTM D2584 for thermoset resin content assessment
    • IPC-4101E for polyimide base materials in PCBs
    • FAA FAR 25.853 toxicity and flammability requirements

    Typical usage ratio

    • 8–15 mol% of aromatic intermediates per batch; tailored according to thermal performance and viscosity

    Downstream process integration

    • Mixed with dianhydrides or diamines; subsequent thermal cyclization forms imide ring structures prior to curing or extrusion

    Final product types

    • High-strength aerospace composites and prepregs
    • Flexible polyimide circuits
    • High-performance adhesive films
    • Thermal insulation coatings for electronics

    4. Engineering Plastic Monomers (Polyarylenes)

    High-performance polymer manufacturers use 4-Hydroxyphthalonitrile as a custom monomeric reagent for producing specialty polyarylenes and related engineering plastics. Its bifunctional substituents offer controlled reactivity for step-growth polymerizations, influencing polymer glass transition temperature and resistance to solvents or thermal cycling. The chemical’s insertion is closely linked with strong acid or base-catalyzed condensation steps, monitored for side-product minimization using in-process HPLC. Output polyarylene resins require consistent upstream monomer quality to pass downstream molding and functional property tests before entering consumer electronics, filtration or automotive segments.

    Industry compliance standards

    • ISO 11357 for differential scanning calorimetry of plastics
    • EN ISO 1043 for polymer identification
    • UL 746C polymer material property compliance
    • RoHS and REACH SVHC declaration

    Typical usage ratio

    • Integrated at 2–12 mol% of monomer feeds, set by polymer chain flexibility and targeted end-use durability

    Downstream process integration

    • Condensation or co-polymerization input with bisphenol or bisphenol-A derivatives in melt or solution processes

    Final product types

    • High-temperature-resistant plastic housings
    • Microfiltration and membrane films
    • Electrical insulation parts in automotive connectors
    • High-wear specialty gears and structural parts

    5. Heterocyclic Pharmaceutical Intermediate Production

    Custom API synthesis companies employ 4-Hydroxyphthalonitrile as a core intermediate for constructing phthalimide and related nitrogen heterocycles, serving as essential scaffolds in active pharmaceutical ingredients. The reactivity of the hydroxy and nitrile pairs enables regioselective cyclizations, building the backbone of cardiovascular, antiviral, or anti-inflammatory actives. During downstream process development, precise quantitation and trace-metal analysis ensure low impurity payloads, minimizing risks in further GMP-compliant transformations. Integration at the pre-heterocycle stage anchors downstream yields and consistency for multi-step drug synthesis campaigns.

    Industry compliance standards

    • ICH Q7 GMP requirements for API production
    • USP General Chapters on process reagents and impurities
    • Good Laboratory Practices (GLP) for pharmaceutical development
    • EU Annex 21 on intermediates and starting material traceability

    Typical usage ratio

    • Ranges from 1–7 mol equivalents per batch, adjusted for target molecule scaffold and scale-up batch size

    Downstream process integration

    • Used in amidation, cyclocondensation, or nucleophilic substitution steps before crude API isolation and purification

    Final product types

    • Cardiovascular agent intermediates
    • Antiviral precursor molecules
    • Non-steroidal anti-inflammatory drug scaffolds
    • Custom small molecule libraries for research

    6. Specialty Polymer Crosslinkers for Electronics

    Suppliers of advanced resins and adhesives for the electronics sector use 4-Hydroxyphthalonitrile as a specialty crosslinking monomer, supporting resin systems that demand precise control over curing rates and dielectric constants. The hydroxy moiety promotes targeted network formation, increasing crosslink density while maintaining flexibility and adhesion properties critical in encapsulants and solder mask formulations. Companies introduce this monomer immediately prior to crosslinking, maintaining a strict profile of moisture and by-product content to reduce voids or defects in application. Downstream users value its effect on mechanical and electrical stability in high-reliability electronic components.

    Industry compliance standards

    • IPC-4101E: Polymeric laminate and prepreg materials
    • UL 746C: Standard for polymeric materials
    • IEC 61215: Safety for polymeric encapsulants
    • RoHS substance restriction

    Typical usage ratio

    • Functions at 0.5–5 wt% of total resin system; modification based on crosslink density and flexibility specs

    Downstream process integration

    • Added before thermal or UV curing in adhesive, encapsulation, or solder mask resin batch

    Final product types

    • Circuit board solder masks
    • Highly crosslinked adhesive tapes
    • IC and component encapsulants
    • Potting compounds for electronic modules
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    Certification & Compliance
    More Introduction

    Looking at 4-Hydroxyphthalonitrile: Our Take as the Chemical Producer

    What 4-Hydroxyphthalonitrile Brings to the Table

    Working in chemical manufacturing, you come across many key building blocks that drive high-value applications in the advanced materials sector. 4-Hydroxyphthalonitrile (often abbreviated as 4-HPOPN or simply HOPN) has carved out its own place across specialty segments—specifically in the synthesis of phthalocyanines, liquid crystals, pharmaceuticals, and specialty pigments. On our production floors, we follow the chemistry from the ground up, beginning with phthalonitrile itself, then introducing the hydroxyl function to provide versatility chemists depend on.

    Many of our clients bring us precise targets—high-performance pigments that reject harsh sunlight, active pharmaceutical ingredients demanding both purity and reproducibility, or advanced coatings that resist breakdown in difficult environments. 4-Hydroxyphthalonitrile, with its unique ortho-dinitrile and para-hydroxyl substitution pattern, delivers the kind of reactivity and functionalization options you simply don’t see from more routine dinitriles. It functions as a smart nucleus for further reactions, especially the construction of macrocyclic systems. Where phthalonitrile alone is limited, the hydroxy variant allows for functional group interchanges and a broader palette for designing end-use molecules.

    In our process room, we measure purity not only by HPLC and melting point; we chase away metallic and organic residues by lab-grade scrubbing, then double-check structure by NMR and FTIR. The final result: powder showing high batch consistency, free of trace water and colored by neither oxidation nor contamination. Most of our partners in pigment or liquid crystal industries specify narrow particle size and purity beyond the normal benchmark, since even minor side products can degrade electronic characteristics or disrupt optical uniformity. For that, our line produces 4-Hydroxyphthalonitrile in both research-grade (over 99 percent pure) and scaled-up industrial batches, holding to pharmaceutical or technical-chemical specifications as clients require.

    Why This Particular Molecule?

    Ask people in chemical research, and they’ll tell you: finding a starting material that lends itself to smart modifications saves both time and cost. One of 4-Hydroxyphthalonitrile’s main advantages lies in how the para-positioned hydroxy allows for etherification or esterification under mild conditions. In phthalocyanine synthesis, that specific orientation supports ring closure reactions yielding dyes and pigments that surpass most early-generation copper phthalocyanines in lightfastness and color clarity. When synthesizing liquid crystals, the hydroxy group turns out to be essential for fine-tuning dipole moment and polarity, which feed directly into thermal and phase behaviors manufacturers care about.

    Making 4-Hydroxyphthalonitrile takes more than adjusting pH and cooling rates. We rely on controlled substitution techniques and high-purity solvents, monitoring every step for ortho/para selectivity. You can grind away at synthesis, turning out a rough phthalonitrile variant, but tightly controlled temperature and the right hydrolysis-reaction monitoring bring the purity to where it needs to be for fine applications. For electronics and specialty coatings, only precise molecular design coupled with stringent production conditions produces reliable repeat batches.

    Markets push us forward: organic semiconductors, photovoltaic cells, and photoresist materials all lean on macrocycles or porous networks that stem from phthalonitrile cores. In every application, the hydroxy handle on the molecule makes post-synthetic modifications straightforward, opening the door to tailored properties. If you’re running a combinatorial screen, you find the reactivity window stays “just right,” enabling coupling or cross-linking without overreacting or degrading. We have customers aiming for rare-earth complexes and advanced photoactive layers—both start their custom design with 4-Hydroxyphthalonitrile as a backbone.

    What Makes It Distinct in Practical Terms

    You can pick other nitrile compounds or the unsubstituted phthalonitrile for some basic needs, but you quickly realize the limits if you chase advanced molecular architectures. The hydroxy group, placed at the 4-position, shifts the electron density and allows the kind of chemistry that the parent compound just can’t deliver. In pigment manufacture, it enables attachment of groups that alter solubility, dispersibility, and photostability. In electronics development, selective substitution lets designers adjust bandgap and dielectric properties. We’ve seen customers flip between unsubstituted, amino, and hydroxy-functionalized phthalonitriles, and the last consistently outperforms in demanding conditions.

    Our laboratory teams work hands-on with academia and industry partners: in one collaboration, a pigment line demanded a precursor that brought green-blue tones impossible by the standard unsubstituted type. The hydroxy provided an entry point for precise halogenation and ether-bridge formation, key for improved tone stability. We also support pharmaceutical teams where the hydroxy function acts as a protecting group or anchor for further side-chain introduction. Traditional phthalonitriles or their methyl/ester derivatives don't unlock these functionalization routes quite as cleanly.

    Production Challenges and Solutions

    Bringing fine organic molecules from lab to kilo-scale always involves a set of practical hurdles. The unique synthesis of 4-Hydroxyphthalonitrile introduces several. Typical risks include unselective hydrolysis or contamination with isomeric analogs. Our team minimizes those by employing selective reactive agents and continuous in-process analytics.

    We operate glass-lined reactors at variable scales, controlling exotherms and ensuring that hydrolysis (prior to final dehydration) only affects targeted aromatic positions. After reaction, our work doesn’t end with a simple filtration. We strip solvents under gentle vacuum, flush with nitrogen to reduce oxidation, and invest extra cycles in purification, securing the clear, free-flowing powder advanced users expect. Once, in a scale-up trial, an unexpected color change signaled early degradation—a pain point we traced to trace copper ions from old equipment. Switching to all high-nickel alloys and boosting post-synthesis scrubbing dropped contamination below 10 ppm, well beyond customer callouts.

    Reactors run round the clock for some bulk clients, and they monitor every delivery by checking our supplied batch chromatograms. In our own experience, trace impurities like residual acids or oxidized aromatics drag down performance especially in optoelectronic devices. By keeping incoming raw materials to higher-than-standard grades (often electronic or pharma-purities), we set a new line of defense against unwanted byproducts further downstream. Some manufacturers target only minimal specs, but we’ve learned that raising the bar on input grades avoids headaches at scale.

    Meeting Industry Needs: Beyond the Commodity Approach

    Many new requests arrive each quarter—different solvents demanded by one side, lower metal content by another, or a push toward water-free grades for electronics. We've adapted downstream handling and packaging so clients get what their end process needs, not a stock commodity. Instead of simple fiber drums with liners, we now offer inert-gas blanketing and double-foil containment, supporting periods of storage without degradation.

    Some pigment applications only draw a few kilograms per year, but others require tonnes at a time for long-running batches. Several times, clients fielded specific crystal modifications for better solubility in their unique processing solvents. Supporting them meant tweaking our crystallization step—slow solvent-antisolvent addition guiding growth and reducing dust levels. Our team learned not just to deliver a specification but to help with process integration—how the powder wets, disperses, or reacts in the customer’s final application matters as much as the molecule itself.

    One customer in thin-film electronics outlined a need for even finer particle size and zero dust content. We worked closely, swapped in low-shear crystal handling, and designed a custom sieving and dust-extraction pass. The result: reduced defects in film formation, leading to higher yield, fewer waste runs, and better long-term customer trust. Bringing a niche material such as this into commercial viability involves these practical give-and-takes, not simply producing and selling.

    Sustainability, Worker Safety, and Waste Management

    Manufacturing fine chemicals means addressing not just yield or price, but also the long view—environmental effect and plant safety. Managing phthalonitrile derivatives comes with hazards, including cyanide off-gassing and aromatic dust risks. To tackle these, we moved away from open-batch operations to closed, automated transfer; extraction fans, real-time air monitoring, and HEPA filtration all keep particulate and vapor emissions well below regulatory thresholds. During annual audits, staff engagement and continuous improvement reviews uncover potential upgrades in solvent recovery and abatement.

    Solid waste from washing and purification steps—once a weak point—now goes through solvent recycling and chemical neutralization. Our team regularly reviews process analytics to keep up with changes to local and international environmental standards. In one plant, a switch to solvent-free crystallization cut both water use and solvent residue, helping us meet targets and cool community concerns about groundwater.

    Providing safety data and supporting new users through the onboarding process forms a core part of how we work. Many clients have adopted onsite training and monitoring standards modeled on protocols we first developed. All plant staff join regular chemical safety training, and we’ve observed a steady reduction in workplace incidents. Day by day, higher automation and better local exhaust also boost confidence, both for operators running the reactors and for those working nearby.

    What Customers Want, What Producers Deliver

    Most of our repeat business stems from listening to evolving needs and adapting production along with them. Scientists writing project specs aren’t always chemical scale-up experts—they need support with how a fine powder dissolves, reacts, or stores. Together we troubleshoot their challenges: whether poor solubility in an odd solvent, moisture pickup in humid air, or sensitivity to heat. Some clients run pilot lines and want sample packets, others focus only on bulk price and availability; our experience shows that tailoring response to the user rather than the product itself builds better partnerships.

    We regularly run side-by-side comparisons: standard phthalonitrile, methylphthalonitrile, and our 4-hydroxy version. Outcomes nearly always point toward faster, more selective couplings and cleaner downstream reactions for the hydroxy-functionalized type. In pigment work, users cite brighter color and increased UV resistance. For electronic materials, better purity equals higher product yields and fewer wasted cycles. What sets the 4-hydroxy product apart is not only its chemistry, but the way our team refines production and addresses practical client needs with technical ingenuity.

    As regulations, markets, and performance standards shift, we keep one eye on what’s next—automated control, greener solvents, or new packaging formats that cut waste during transport and storage. Our research group investigates continuous-flow syntheses to shrink reaction times, reduce waste, and open new scalability options. Every improvement gets measured against both our own standards and client feedback, not abstract ideals.

    Supporting Innovation From Bench to Bulk

    4-Hydroxyphthalonitrile will remain a go-to option for scientists seeking a highly functionalized, scalable intermediate. The molecule doesn’t just serve a single application or industry; it provides a stepping stone to innovation in pigments, pharmaceuticals, optoelectronics, and specialty polymers. Our job as manufacturers doesn’t stop with reaction and purification—by helping clients move from gram-scale to pilot plant, integrating process improvements, and investing in QA/QC at every batch, we keep the bar high, supporting the demands of next-generation research and real-world production.

    Each new order, conversation, or R&D request brings insight, whether it’s a lab tech running a test batch or a multinational setting new purity quotas. Over years, we’ve seen how this versatile molecule enables competitive edges for a wide array of technologies. In our view, the mark of a good chemical isn’t just the structure, but the way it complements both technical ambition and practical production realities. We put this mindset into every cycle and every shipment, knowing each batch of 4-Hydroxyphthalonitrile could power the next big breakthrough.