(C9H4O5.C6H10O4.C5H12O2)x

CAS Number 28407-73-0
Molecular Formula (C₉H₄O5.C₆H₁₀O₄.C₅H₁₂O₂)x
Molecular Weight - g/mol
Purity ≥99.0%
Appearance White solid

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Product Description

Hexanedioic acid, polymer with 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid and 2,2-dimethyl-1,3-propanediol, also known as adipic acid, trimellitic anhydride, and neopentyl glycol polyester resin, is a thermosetting polyester resin formed through a condensation reaction between adipic acid, trimellitic anhydride, and neopentyl glycol. This resin is an aromatic-aliphatic copolymer that combines the flexibility of adipic acid with the rigidity and thermal stability provided by trimellitic anhydride, while neopentyl glycol enhances its hydrolytic stability. It is widely used in high-performance coatings, adhesives, and engineering plastics due to its excellent durability, chemical resistance, and weatherability. The resin is also known by various synonyms such as Adipic acid/Neopentyl Glycol/Trimellitic Anhydride Copolymer and is recognized for its safety in cosmetic applications, particularly in nail polishes and other personal care products, where it helps create durable and flexible coatings.

Synonyms

  • Adipic acid with trimellitic anhydride and neopentylglycol polymer
  • Adipic acid, trimellitic anhydride, neopentyl glycol polyester resin
  • Adipic acid, trimellitic anhydride, neopentyl glycol polymer
  • Adipic acid, trimellitic anhydride, neopentylglycol polymer
  • DTXSID701012831
  • Neopentyl glycol, adipic acid, trimellitic anhydride polyester
  • Neopentyl glycol, trimellitic anhydride, adipic acid resin
  • Neopentylglycol, adipic acid, trimellitic anhydride polymer
  • RefChem:786575
  • Trimellitic anhydride, neopentyl glycol, adipic acid polymer
  • Adipic Acid/Neopentyl Glycol/Trimellitic Anhydride Copolymer (INCI name for cosmetics)
  • 1,3-Benzenedicarboxylic acid, polymer with 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid, 2,2-dimethyl-1,3-propanediol and hexanedioic acid
  • Hexanedioic acid, polymer with 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid, 2,2-dimethyl-1,3-propanediol, 1,3-isobenzofurandione and 1,2-propanediol (extended variant)
  • Polyester Resin product
  • Adipic acid/neopentyl glycol/trimelllitic anhydride
  • Adipic/TMA/NPG polyester resin (common abbreviation, where TMA is trimellitic anhydride and NPG is neopentyl glycol)
  • Fatty acids, coco, hydrogenated, polymers with adipic acid, neopentyl glycol, trimellitic anhydride and trimethylolethane (related copolymer variant)

Identifiers

  • CAS Registry Number: 28407-73-0
  • Deprecated CAS: 247906-35-0
  • European Community (EC) Number: 608-203-1; 682-575-3
  • DSSTox Substance ID: DTXSID701012831
  • PubChem Reference Collection SID: 505782304

Synthesis Methods

  • Formed via polycondensation reaction (condensation polymerization) between the carboxylic acid groups of adipic acid and trimellitic anhydride and the alcohol groups of neopentyl glycol.
  • Releases water (H₂O) as a byproduct, forming ester linkages (-COO-).
  • Results in a high-functionality polyester that can be crosslinked into a thermoset film upon heating (curing), where the third functional group of trimellitic anhydride reacts with other chains to create a rigid, three-dimensional network.

Uses/Applications

  • High-Performance Coatings: Used as a film-forming agent for industrial and consumer coatings requiring durability, chemical resistance, and weatherability; includes coil coatings (for pre-painted metal sheets in buildings and appliances), can coatings (interior/exterior of food/beverage cans), automotive topcoats (especially clear coats for high gloss), and powder coatings (applied as powder and cured by heat).
  • Cosmetics/Personal Care: Film-forming agent in nail polishes, nail strengtheners (e.g., OPI Nail Envy Nail Strengthener - Magenta Pink), and other products for creating durable, flexible coatings; evaluated as safe for use in nail formulations by safety panels.
  • Other Applications: Adhesives, engineering plastics, and high-performance materials where thermal stability and chemical resistance are needed.

Properties/Characteristics

  • Type: Thermosetting polyester resin (a type of alkyd resin); aromatic-aliphatic copolymer with balanced flexibility (from adipic acid) and rigidity (from trimellitic anhydride).
  • Durability: Excellent resistance to scratching, chemicals, solvents, and hydrolysis (water); high hardness and rigidity due to crosslinks.
  • Weatherability/Stability: Good UV resistance, thermal stability, and resistance to yellowing/degradation; enhanced by neopentyl glycol's sterically hindered structure.
  • Adhesion: Strong adhesion to metals and other substrates.
  • Other Physical Properties: Forms durable, flexible coatings; thermosetting (cannot be re-melted once cured); provides toughness, impact resistance, gloss, and clarity.
  • Hazard Properties: Generally not classified under GHS (Globally Harmonized System) for most criteria (97.4% of reports indicate no hazards); reported as not meeting GHS hazard criteria by 37 of 38 companies. However, in mixtures (e.g., nail products), it may contribute to skin sensitization (allergic skin reaction).

Components/Monomers

Hexanedioic acid, polymer with 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid and 2,2-dimethyl-1,3-propanediol is a synthetic copolymer (polyester resin) formed from the following monomers:

  • Hexanedioic acid (common name: Adipic Acid; formula: C6H10O4 or HOOC-(CH₂)₄-COOH) – Provides linear, flexible segments for toughness and impact resistance.
  • 1,3-dihydro-1,3-dioxo-5-isobenzofurancarboxylic acid (common name: Trimellitic Anhydride or TMA; formula: C9H4O5) – A tri-functional molecule that creates branching points and crosslinks for rigidity, hardness, heat resistance, and chemical resistance (typically reacts in anhydride form).
  • 2,2-dimethyl-1,3-propanediol (common name: Neopentyl Glycol or NPG; formula: C5H12O2 or HO-CH₂-C(CH₃)₂-CH₂-OH) – A symmetrical, branched diol that enhances hydrolytic stability (water resistance), UV resistance, weatherability, flexibility, and clarity by preventing close chain packing.

Hazards/Safety Information

  • GHS Classification: Not classified (aggregated from 38 reports; only 2.6% provided GHS information, with no hazards in most cases). One notification indicates potential hazards, but details vary by impurities/additives.
  • Primary Hazards: In pure form, low hazard profile; does not meet GHS criteria for most reports. In mixtures (e.g., nail products), may cause allergic skin reaction, serious eye irritation, or drowsiness/dizziness (as part of flammable liquid mixtures).
  • First Aid: After skin contact, wash with water and soap; after eye contact, rinse with water; after inhalation, supply fresh air; after swallowing, consult a doctor if symptoms persist.
  • Fire-Fighting: Use CO2, powder, or water spray; protect against electrostatic charges.
  • Accidental Release: Ensure ventilation; absorb with liquid-binding material; avoid sewers/groundwater.
  • Handling/Storage: Store in cool, well-ventilated, tightly closed containers; avoid ignition sources; use non-sparking tools.
  • Exposure Controls: Use protective gloves (impermeable material), eye protection, and respiratory filters in high-exposure scenarios; wash hands after handling.
  • Other: EPA TSCA Commercial Activity Status: ACTIVE; exempt from certain reporting under Chemical Data Reporting Rule.

Regulatory Information

  • Australian Inventory of Industrial Chemicals (AICIS): Listed; IMAP assessments available for human health (Tier I) and environment (Tier I).
  • EPA TSCA (US): Listed; regulatory flag XU (exempt from reporting under Chemical Data Reporting Rule, 40 CFR 711).
  • New Zealand EPA Inventory: Does not have individual approval but may be used as a component in group-standard products; not approved for standalone use.
  • European Chemicals Agency (ECHA): Aggregated notifications show low hazard; C&L Inventory details available.
  • Other: For cosmetics, safe for nail use per relevant panels; no PBT/vPvB assessment indicated.

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