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Itaconic Acid, Acid Itaconic, Methylene Succinic Acid, Methylidene Butanedioic Acid, 97-65-4

Itaconic Acid, Acid Itaconic, Methylene Succinic Acid, Methylidene Butanedioic Acid, 97-65-4

Itaconic acid, also known as methylenesuccinic acid, is an organic compound with the formula C₅H₆O₄. It is a white crystalline solid that is soluble in water and several organic solvents. Itaconic acid is classified as a dicarboxylic acid due to its two carboxyl groups.

Physical and Chemical Properties:

  • Molecular Formula: C₅H₆O₄

  • Molecular Weight: 130.10 g/mol

  • Appearance: White crystalline solid

  • Density: 1.63 g/cm³

  • Melting Point: 162-164°C (decomposes)

  • Solubility: Soluble in water and ethanol

Uses:

  • Polymer Industry: Used in the production of synthetic resins and plastics.

  • Textile Industry: Used in the manufacture of textile fibers.

  • Pharmaceuticals: Used in the production of certain medications.

  • Agriculture: Used as a component in the production of herbicides and pesticides.

Other Names:

  • Methylenesuccinic acid

  • 2-Methylenesuccinic acid

  • 1-Propene-2,3-dicarboxylic acid

  • Methylidenebutanedioic acid

  •  

    The most commonly used alternative names for Itaconic Acid (CAS 97‑65‑4) are:

  • Methylenesuccinic acid

  • Methylidene succinic acid

  • 2‑Methylenesuccinic acid

  • Methylidenebutanedioic acid

  • 1‑Propene‑2,3‑dicarboxylic acid

  • Acid Itaconic

  • Methylenesuccinate

 

Polymerization (Acrylics, SBR, Latex)

  • Purpose: Provides water resistance, adhesion, flexibility, and chemical durability.

  • Usage ratio:

    • Acrylic copolymer formulations: 2–5 mol% as co‑monomer.

    • Latex binders: 1–3 wt% additive.

  • Sample recipe:

    • Butyl acrylate (60%) + Methyl methacrylate (35%) + Itaconic acid (5%).

    • Emulsion polymerization at pH 4.5–5.0 ensures stability.

🔹 Super Absorbent Polymers (SAP)

  • Purpose: Modifies crosslinking structure to increase water retention capacity.

  • Usage ratio:

    • SAP production: 0.5–2 mol% as crosslinking modifier.

  • Sample recipe:

    • Sodium polyacrylate backbone + 1% itaconic acid → gel water retention improves by 10–15%.

🔹 Paints and Coatings

  • Purpose: Enhances adhesion and alkali resistance on concrete, metal, and paper surfaces.

  • Usage ratio:

    • Coating resins: 2–4 wt% additive.

  • Sample recipe:

    • Styrene‑acrylic copolymer (95%) + Itaconic acid (5%).

    • Used in exterior paints to improve alkali resistance and reduce cracking.

🔹 Adhesives

  • Purpose: Improves tack and flexibility in pressure‑sensitive adhesives (PSA).

  • Usage ratio:

    • PSA formulations: 1–3 wt% additive.

  • Sample recipe:

    • Acrylic ester (97%) + Itaconic acid (3%).

    • Delivers VOC‑compliant, low‑migration adhesives.

🔹 Water Treatment & Metal Chemicals

  • Purpose: Corrosion inhibition and chelation.

  • Usage ratio:

    • Water systems: 50–200 ppm additive.

  • Sample recipe:

    • Phosphonate + Itaconic acid (100 ppm) → effective corrosion inhibition.

📌 Summary

  • Technical necessity: In polymers, SAP, coatings, and adhesives, itaconic acid is practically indispensable for performance.

  • Typical ratios: 1–5% in polymer systems, 0.5–2% in SAP, ppm levels in water treatment.

  • Formulations: Copolymer blends, SAP gels, exterior paints, PSA adhesives, and corrosion inhibitors all rely on itaconic acid for enhanced properties.

📊 Sectoral Suitability Table

Sector Typical Applications Key Specifications Critical Tests Compliance Notes
Textiles & Fiber Finishing Acrylic copolymers, latex binders, nonwoven finishes Assay ≥ 99%, moisture ≤ 0.5%, APHA color ≤ 50 HPLC‑UV purity, acid capacity titration, FTIR identity REACH registration, SDS, HPLC chromatograms for process residues
Adhesives & Dispersions Pressure‑sensitive adhesives, SBR/latex stabilization Assay ≥ 98–99%, metals ≤ 10 ppm, pH stability HPLC‑UV, IC for organic acids, GC‑FID (ester derivatives) VOC compliance, low migration declaration
Paints & Coatings Concrete, metal, paper coatings; exterior paints Assay ≥ 99%, ash ≤ 0.1%, solubility/particle check FTIR/NMR identity, TGA/Karl Fischer, HPLC impurities REACH compliance, alkali resistance data for construction
Water Treatment & Metal Chemicals Corrosion inhibition, chelation Assay ≥ 98%, chloride/sulfate trace limits ICP‑OES metals, ion chromatography for inorganics Environmental discharge compliance, biodegradability data
Super Absorbent Polymers (SAP) Crosslink modification for water retention Monomer purity ≥ 99%, inhibitor traces “ND” LC‑MS impurity scan, GC‑MS volatiles Migration testing for hygiene/food contact
Cosmetics pH regulator, co‑polymer additive Assay ≥ 99%, heavy metals ≤ 10 ppm ICP‑MS metals, HPLC purity, microbiology EU Cosmetics Regulation; IFRA compliance if applicable
Food Packaging (Indirect contact) Barrier coatings, resin additives Low residual monomer, total migration ≤ legal limits Specific/total migration tests, HPLC residual monomer EU 1935/2004, 10/2011 compliance required
Construction & Paper Adhesion, water resistance, surface modification Assay ≥ 98–99%, color/particle control FTIR/HPLC, viscosity & performance tests Technical standards compliance, SDS availability

🔑 Key Takeaways

  • Technical necessity: In polymers, SAP, coatings, and adhesives, itaconic acid is practically indispensable.

  • Typical ratios: 1–5% in polymer systems, 0.5–2% in SAP, ppm levels in water treatment.

  • Compliance: REACH, SDS, migration/VOC tests depending on sector.

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