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Crotonic Anhydride

    • Product Name Crotonic Anhydride
    • Alias 2-Butenoic anhydride
    • Einecs 207-932-5
    • 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
    VTB
    Specifications

    HS Code

    150167

    Cas Number 623-67-4
    Molecular Formula C8H6O3
    Molar Mass 150.13 g/mol
    Appearance Colorless to pale yellow liquid
    Boiling Point 204 °C
    Melting Point -32 °C
    Density 1.087 g/cm³
    Refractive Index 1.449
    Solubility In Water Reacts with water
    Flash Point 86 °C

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

    Packing & Storage
    Packing Crotonic Anhydride, 100g, is packaged in a sealed amber glass bottle with a secure cap, labeled for chemical laboratory use.
    Shipping Crotonic Anhydride should be shipped in tightly sealed containers made of compatible materials, protected from moisture and physical damage. Transport under cool, dry, and well-ventilated conditions, following all relevant regulations for corrosive and flammable substances. Proper labeling and documentation are required to ensure safe and compliant handling during shipping.
    Storage Crotonic anhydride should be stored in a tightly sealed container, in a cool, dry, and well-ventilated area away from moisture and incompatible substances such as strong bases, acids, and oxidizers. Store it away from direct sunlight and sources of ignition. Use corrosion-resistant packaging and clearly label the container. Handle only with appropriate chemical-resistant gloves and proper personal protective equipment.
    Application of Crotonic Anhydride

    Applications of Crotonic Anhydride in Industrial Manufacturing

    Crotonic Anhydride is utilized in specialized industrial segments where fine molecular modification and advanced synthesis are required. As an original manufacturer, our focus is on high-quality supply to process industries with defined technical demands. Below we detail verified downstream uses, handling guidelines, ratios, process points, and finished product types.

    1. Polymer Modification for Specialty Adhesives

    Crotonic Anhydride serves as a reactive intermediate in the functionalization of acrylic copolymers, enhancing adhesion and resistance characteristics in pressure-sensitive adhesives. Manufacturers add controlled quantities during co-polymerization to introduce crotonate ester functionality, improving the final PSA's thermal and chemical resilience for automotive, electronics, and industrial labeling applications.

    Industry compliance standards

    • ISO 9001:2015 (Quality Management for production processes)
    • REACH Regulation (EC) No 1907/2006 Annex XVII - chemicals handling
    • RoHS Directive 2011/65/EU (for electronics adhesives)
    • ASTM D1002 (Lap Shear Adhesive Bond Strength Testing)

    Typical usage ratio

    • 0.5% to 4% by weight relative to monomer feed; adjustment depends on molecular weight target and required crosslink density.

    Downstream process integration

    • Dosed into the monomer phase during emulsion or solution polymerization.
    • Monitored by in-line FTIR measurement for complete incorporation.
    • Residual anhydride content neutralized during post-reaction work-up.
    • Blended into base adhesive before bulk packaging.

    Final product types

    • Industrial pressure-sensitive adhesives (PSA) rolls
    • Automotive trim tapes and mounting foams
    • Printed circuit board assembly adhesives
    • Release-liner adhesives for labels and films

    2. Monomer for Polymer Additives in Paints and Coatings

    Downstream formulators use crotonic-based monomers as chain-modifying agents in styrene-acrylic or vinyl acetate copolymers, specifically to impart hardness, UV stability, and improved pigment dispersion to architectural and industrial coatings. Our production ensures tight batch homogeneity to guarantee reliable dispersion and reproducible crosslinking in end-user paint manufacture.

    Industry compliance standards

    • EN 71-3 (Migration of certain elements for paints on toys)
    • ISO 16000-9:2006 (VOC content in paints and coatings)
    • ASTM D3359 (Adhesion Testing by Tape Method)
    • Directive 2004/42/EC (Paint VOC Limits)

    Typical usage ratio

    • 1% to 3% crotonic anhydride as a comonomer; ratio varies with polymer chain rigidity and gloss requirements.

    Downstream process integration

    • Injected during batch or semi-continuous copolymerization with major monomers (acrylic, styrene, VAc).
    • Monitored for hydrolysis and anhydride consumption pre-filtration.
    • Coating resin dispersion tested for pigment compatibility post-reaction.
    • Product quality checked for VOC and hazardous byproduct levels.

    Final product types

    • Exterior alkyd-acrylic wall paints
    • UV-resistant industrial coatings
    • Waterborne pigment dispersions
    • High-durability varnishes

    3. Synthesis Intermediate for Pharmaceutical Active Compounds

    Crotonic Anhydride enables key acylation steps in the synthesis of specific pharmaceutical APIs, including intermediates for antivirals, anti-inflammatory drugs, and specialty APIs requiring crotonyl functional groups. Direct supply in GMP-compliant packaging ensures consistent purity, traceability, and compatibility with pharma production lines, supporting strict impurity profiles and validated yields.

    Industry compliance standards

    • ICH Q7 (GMP for Active Pharmaceutical Ingredients)
    • USP-NF standards for chemical purity
    • European Pharmacopoeia (Ph. Eur.) Monographs
    • 21 CFR Part 211 (cGMP for Finished Pharmaceuticals)

    Typical usage ratio

    • Stoichiometric or slight molar excess versus the target pharma substrate, typically 1.0 to 1.15 molar equivalents per batch depending on side-reaction minimization.

    Downstream process integration

    • Introduced into acylation reaction schemes in multi-step syntheses.
    • Purged and monitored for residual anhydride by HPLC or GC-MS.
    • Post-reaction neutralization and washing to ensure low residuals.
    • Filtered and recovered for further derivatization or API isolation.

    Final product types

    • Crotonyl-functionalized API intermediates
    • Small molecule APIs for antiviral and anti-inflammatory applications
    • Generic pharmaceutical synthesis intermediates
    • Specialty fine chemicals for CRO manufacturing

    4. Modifier in Industrial Resin and Plasticizer Manufacturing

    Resin producers leverage crotonic anhydride to modify alkyd, polyester, or polyketone resins, adjusting flexibility or introducing pendant vinyl functions critical for downstream crosslinking. In plasticizer production, crotonic-based esters deliver targeted performance in temperature and plasticity control for specialty PVC and rubber applications.

    Industry compliance standards

    • ISO 14001 (Environmental Management for chemical plants)
    • BS EN 71-9 (Safety for resin-bound products intended for toy use)
    • ASTM D1248 (Testing in Polyethylene Resins)
    • REACH SVHC assessment for reactive compounds

    Typical usage ratio

    • 0.8% to 2.5% by weight in resin reaction mass; plasticizer esters produced at a 0.95:1 to 1.2:1 molar ratio with alcohol feedstock, allowing for viscosity adjustments and gel timing.

    Downstream process integration

    • Added during controlled esterification of base resin or plasticizer precursor.
    • Process temperatures maintained at 80-110°C to maximize anhydride reactivity and limit side chain scission.
    • Viscosity and vinyl content analyzed in-process for quality release.
    • Intermediate formulation sampled for gel point and plasticity endpoints.

    Final product types

    • Low-VOC solvent-based resin systems
    • Specialty plasticizers for flexible PVC, TPO, or NBR goods
    • Alkyd resins for industrial coatings
    • Modified polyketones for high-impact plastics

    5. Chain Transfer Agent in Controlled Radical Polymerizations

    Manufacturers developing precision copolymers for medical devices and advanced materials select crotonic anhydride as a chain-transfer agent. The structure introduces controlled terminal functionalities, supporting post-polymerization modifications or site-selective crosslinking in medical-grade or electronic encapsulation grade polymers.

    Industry compliance standards

    • ISO 13485:2016 (Medical Device Quality Management)
    • USP Class VI (Biocompatibility Test for Polymer Raw Materials)
    • IEC 60243 (Electrical Insulation Materials – Testing for Polymers in Electronics)
    • RoHS 3 Directive (2015/863/EU) material safety

    Typical usage ratio

    • 0.3% to 1.5% by total monomer mass; precise level depends on desired polymer end-group functionality and molecular weight distribution.

    Downstream process integration

    • Fed at initial stage of controlled radical polymerization (RAFT, ATRP, or NMP processes).
    • Adjusted based on real-time monitoring of molecular weight (SEC, GPC analysis).
    • Used in semi-batch or continuous processes for fine-tuning chain termination.
    • Resulting copolymer further processed for purification and functionalization.

    Final product types

    • Medical-grade copolymers for diagnostic devices
    • Encapsulation polymers for electronic devices
    • Functional hydrogels for biomedical use
    • Designed block-copolymers for smart packaging
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    Certification & Compliance
    More Introduction

    Crotonic Anhydride: Direct Insights from the Manufacturer

    Crotonic anhydride stands out in organic synthesis, coatings, and advanced material development. In our daily production, we have seen a steady rise in requests for this specialty acid anhydride from both familiar chemical innovators and new, agile research groups. Often a niche compound, crotonic anhydride proves its worth through a combination of reactivity, manageable volatility, and a unique set of application drivers that push it well beyond generic anhydride products.

    Chemical Profile and Model Offered

    We manufacture high-purity crotonic anhydride using proprietary processes that keep impurities under strict control. A key to its performance is tight manufacturing tolerance, so our material typically exceeds 98% purity. Moisture and other anhydride-reactive contaminants are monitored at every stage. Industrial chemists recognize minute hydrolysis can lower yields or spark unwanted byproducts, so rigorous dry-packing protocols and in-line moisture scrubbing shape every batch we turn out. The product is clear to pale yellow, with a sharp, acrid odor typical of anhydrides. Every lot is COA-backed for acid value, melting point, purity, and residuals. Bulk delivery runs in hundreds of kilograms, and labs rely on smaller drums that we pack under inert atmosphere for reliable storage. Some customers request specific crystal morphology or particle size for specialized downstream work, and our process lines accommodate those needs without sacrificing base quality.

    Practical Experience: Handling, Storage, and Transport

    Years of large-scale synthesis put us in a position to talk honestly about crotonic anhydride’s real-world behaviors. It remains less volatile than acetyl anhydride, which can help with process safety, but its moderate reactivity means ventilation still demands respect on hot summer days or in recirculating-air facilities. Crotonic anhydride does not tolerate free water and reacts immediately with alcohols, so every transfer in the plant uses dry nitrogen protection. We design our facilities for closed-system handling. Long-term clients come to us not just for bulk supply, but for advice on tank linings, seal compatibility, and best practices on vent scrubbing. Stainless steel or glass-lined tanks have proven durable. Any leaks can irritate mucous membranes instantly, so we always stress the need for shielded PPE for both our teams and our customers’ technical staff. These are lessons taught by experience, especially during high-throughput synthesis or large-batch polymer modification campaigns.

    How Crotonic Anhydride Makes a Difference

    Unlike acetic or maleic anhydrides, crotonic anhydride relies on its unsaturated backbone. This structural feature creates specific reactivity for modifications in both small-molecule synthesis and functional resin production. Chemists exploit the double bond for Michael additions, Diels-Alder cycloadditions, and a range of controlled hydrolysis reactions that less-functional anhydrides cannot match. We’ve collaborated directly with major R&D teams to tailor crotonic-based intermediates for UV-cured coatings, leveraging both the acid anhydride function and the carbon-carbon double bond to create custom polymers. Our facility tunes melt point and crystallinity for maximal processability in high-throughput resin kettles.

    Crotonic anhydride serves as a differentiator in applications where backbone unsaturation drives performance. Hot-melt adhesives and specialty acrylic resins often demand the tailored functionality this compound provides. The chemical’s reactivity towards nucleophiles allows for fine-tuning of final polymer tack and flexibility—attributes that acetic anhydride or phthalic anhydride cannot easily offer. The molecule’s unsaturation also serves as a gateway to downstream cross-linking, creating a huge diversity of curing mechanisms and finished properties. While some anhydrides only fill a basic acylating role, crotonic anhydride unlocks dual-use as both a reactive intermediate and as an enabler of secondary functionalization. This dual mode gives researchers broader tools for solving complex formulation puzzles.

    The Gap between Theory and Practice

    Typical textbook discussions often miss crotonic anhydride’s production and logistics challenges. Sourcing high-purity raw crotonic acid remains a hurdle, driving fluctuations in global supply. As a manufacturer, we keep stockpiles of precursor material, and we maintain supplier relationships based on reliability and responsiveness, not simply on price. During pandemic-induced shipping disruptions, these relationships protected our customers’ project timelines, with stable delivery even as spot prices for some other acid anhydrides spiked. Our daily plant log captures learning-by-doing—the odd infeed pump failure, the occasional granulation variance—so our spec remains grounded in continuous improvement. The need for safe venting and handling, along with the slight but persistent odor, has shaped our packaging line redesigns and investment in worker health monitoring. Overlooking these day-to-day realities can hobble otherwise promising chemical innovation. Clients profit from solutions that have already been forged and field-tested under scaled-up plant conditions.

    Recycling also enters the conversation. Unlike mass-market commodity anhydrides, recovery and reuse of crotonic anhydride’s byproducts or off-cuts demand sophisticated purification steps. Balance between environmental responsibility and practical economics pushes our team to refine both process integration and solvent recovery, often coordinating with downstream users to fit their own zero-liquid-discharge goals. This circular approach has led to reduced waste handling costs and regulatory headaches for our larger industrial partners.

    Comparison with Alternative Anhydrides

    The crowd of acid anhydrides used on the market includes acetic, maleic, succinic, and phthalic. Most lack the combination of functional handles that crotonic provides. Acetic anhydride works for bulk acetylation but cannot impart the tunable crosslinking or molecular reactivity profile needed for high-end polymer or specialty coating R&D. Maleic anhydride presents some similarity—both feature a reactive C=C bond. Unlike crotonic, maleic is more prone to rapid hydrolysis and less selective in certain coupling reactions, sometimes resulting in branched or poorly controlled polymer structures. Succinic and phthalic anhydrides focus on rigidity and offer limited branching, which makes them suitable for base-grade polyester and alkyd preparation but less ideal where end-use variability is crucial.

    Crotonic anhydride finds its slot where resin chemists want the blend of unsaturation with a compact, non-aromatic backbone. Batch after batch, our lab and pilot lines test for side-reactions that might compete with mainline synthesis. By swapping out standard anhydrides with crotonic in specific resin paths, product teams have pushed down color body formation and expanded solvent compatibility. These differences do matter: our customers in adhesives, for example, have eliminated expensive secondary modifiers after shifting base anhydride to crotonic, making room for leaner, faster production flows. In medical-grade intermediates, the higher specificity and lower extraneous reactivity reduces both waste and cost downstream.

    End-Use Stories: What Sets Applications Apart

    Crotonic anhydride has found a home in specialty UV-cure systems—particularly where polymer crosslinking speed or post-cure property balance marks the difference between winning and losing a contract. For one electronics coating customer, we worked side by side with their chemists to replace a blend of maleic and acetic anhydrides, shaving off several hours from total cure time and minimizing yellowing even at the thinnest film builds. In adhesives, one major manufacturer realized higher initial tack strength and improved cold-flex properties without reverting to expensive plasticizers. Neither outcome would have been possible with substitute anhydrides, since backbone unsaturation and chain length make crucial differences in the final chemical and physical properties of the end products.

    Other downstream uses focus on custom pharmaceutical intermediates. The fine chemical teams we work with take advantage of rapid acylation and double-bond chemistry for targeted API frameworks. Unlike high-tonnage commodity chemicals, these projects prize reliability and traceability just as much as up-front cost. Delivering crotonic anhydride that meets both critical assay parameters and timeline constraints has been central to long-standing partnerships.

    Environmental, Health, and Regulatory Observations

    Managing hazardous material compliance and hazardous waste has grown more complex. Our production philosophy holds to two primary rules—worker safety comes first, and regulatory compliance gives us our license to operate. Crotonic anhydride must be handled with ventilation and proactive monitoring, so we invest in local exhaust upgrades, continuous personal exposure meters, and scheduled air quality audits inside the plant. Our EHS team coordinates directly with local regulators and large-site customers to streamline storage licensing, and facility upgrades have always prioritized containment, spill protection, and vapor scrubber capacity.

    As regulatory controls on VOCs and process emissions get tighter, many customers need help with application design that minimizes environmental footprint. For example, customers aiming to comply with new European air quality statutes have moved to closed-kettle application and automated loading. We share detailed process knowledge to support best-in-class audits and to collaborate on new handling designs. Wastewater treatment from crotonic streams differs from acetic or phthalic-derived byproducts, meaning that coordination with treatment plants or third-party environmental contractors becomes essential. In our facility and in several large customer plants, in-plant acid recovery and minimal-loss transfer have helped decrease both discharge volume and regulatory scrutiny.

    Continuous Improvement and Customer Partnerships

    Staying ahead in specialty anhydrides requires more than meeting current demand. Our R&D specialists constantly hunt for process tweaks—whether optimizing reactor residence time, adjusting seed crystallizer flow, or boosting inline sensor calibration. Real-world performance feedback loops shape every revision to our process controls and equipment selection. Some of our best advances have come from sharp-eyed customers who surface odd reactivity or storage quirks. Those hands-on discoveries help us fix root causes or build out new product variants tailored to critical applications. Open channels with our largest users turn troubleshooting into new features, whether in modified crystal form, higher purity grades, or advanced safety packaging. Overhauls to drum liners, for example, came directly from collaborative workshops on long-haul shipping loss and stability.

    Working night and day in manufacturing means we appreciate the value of reliability and technical trust. With crotonic anhydride, every improvement in handling, yield, and customization matters—small changes in upstream processing or packaging ripple through to plant yields and application outcomes across the chemical supply chain. Customers depend on our institutional memory, whether reactivating an old product code after years on hold, or ramping up output as downstream sales take off. Crotonic anhydride is not a commodity, and treating it as such can cost opportunities. Production runs require specialized operator expertise and constant process monitoring. This deep knowledge comes only with sustained, hands-on manufacturing and partnered field support.

    Looking Forward: Opportunities and New Challenges

    We expect demand for crotonic anhydride to climb along with global growth in high-performance polymers, adhesives, and active pharmaceutical intermediates. Material scientists and resin chemists continue to extend its reach each year. As new application sectors emerge, handling requirements and product characteristics evolve to match. Customers increasingly want specialty delivery formats—pre-dosed capsules, solvent-wet flakes, or synergized custom blends, all of which demand manufacturing agility.

    Global supply chain risk cannot be ignored. Sourcing specialty anhydrides like crotonic depends on upstream reliability, so we maintain cross-region supplier relationships and strategic raw acid stocking. Strengthening local partnerships downstream reduces wait times and shipping risks, especially as more customers seek regional backup suppliers or express delivery. Our customers’ needs have guided us to invest in smarter manufacturing: tighter in-line analysis, digital twin production modeling, and new pilot plant capacity to prototype scale-ups without process disruption.

    As more industrial users come under pressure for greener chemistry and closed-loop manufacturing, we work with application teams to drive down solvent footprints, improve anhydride recoveries, and lower waste. Product stewardship is not just a regulatory checkbox—it lowers costs and ensures uninterrupted downstream operations. Experience has shown that assumptions about easy substitution can break projects if the fine details of crotonic anhydride’s properties or behaviors get ignored.

    Staying hands-on in every step—from process chemistry and equipment upgrades to drum labeling and documentation—remains central to manufacturing chemicals that build modern technologies. Crotonic anhydride’s place in specialty chemistry continues to grow, not only on the back of molecular features, but because of the practical value we deliver from years of listening and solving in partnership with users at every stage of the chemical value chain.