Triethylene glycol dimethacrylate

Triethylene glycol dimethacrylate

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  • Category

    Acrylate series

  • Describe

    Triethylene glycol dimethacrylate (TEGDMA) is a common bifunctional methacrylate monomer, which is widely used in light-curing materials, dental resins, coatings, adhesives, 3D printing and other fields. It is a cross-linking monomer with balanced performance, low viscosity and high activity.

  • Cas No.

    109-16-0

  • Purity

    mixture

  • Synonym(s)

    TEGDMA

Physical and chemical properties

  • 1. Chemical Identity
    • Chemical Name: Triethylene glycol dimethacrylate
    • IUPAC Name: [2-(2-Methylprop-2-enoyloxy)ethoxy]ethyl 2-methylprop-2-enoate
    • Synonyms: TEGDMA, TIEGDMA, TEGMA
    • CAS Number: 109-16-0
    • EC Number: 203-652-6
    • Molecular Formula: C14​H22​O6​
    • Molecular Weight: 286.32 g/mol
  • 2. Physical Properties
    • Appearance: Clear, colorless liquid.
    • Odor: Mild, characteristic, ester-like.
    • Melting Point: -52 °C (-62 °F)
    • Boiling Point: >250 °C (>482 °F) at 1013 hPa
    • Density: 1.09 g/cm³ at 20 °C
    • Solubility:
    • In Water: 5 g/L at 20 °C (Slightly soluble)
    • In Organic Solvents: Soluble in many common organic solvents.
    • Vapor Pressure: <0.01 hPa at 20 °C
    • Viscosity: 10 - 15 mPa·s at 20 °C
  • 3. Chemical Properties and Stability
    • Stability: Stable under recommended storage conditions. Typically supplied with a polymerization inhibitor (e.g., MEHQ) to prevent spontaneous polymerization.
    • Incompatibilities: Incompatible with strong oxidizing agents, strong bases, strong acids, reducing agents, peroxides, and free-radical initiators.
    • Hazardous Polymerization: May occur if not properly inhibited or if exposed to high temperatures, direct sunlight, UV radiation, or contaminants. Polymerization is a highly exothermic reaction.
    • Hazardous Decomposition Products: Combustion may produce toxic fumes of carbon monoxide (CO) and carbon dioxide (CO2​).
  • 4. Other Key Data
    • Flash Point: >150 °C (>302 °F) - Closed cup
    • Refractive Index (n20/D): ~1.461
 

Application

1. Plastics and polymers: TEGDMA is an ideal comonomer and is commonly used in plastics, polyolefins, adhesives and sealants, especially in unsaturated polyesters and acrylic polymers to improve their hardness and mechanical properties.

2. Soft contact lenses, as a crosslinker for hydrogels, improves material elasticity and oxygen permeability.

3. Photosensitive polymers: Due to its low viscosity, easy handling and non-toxic and non-irritating properties, TEGDMA is a preferred active diluent in peroxide-cured formulations, especially suitable for UV-cured photosensitive polymer structures such as offset printing plates.

4. Wire and cable coatings: TEGDMA is also widely used in wire and cable coatings to provide the required physical and chemical properties.

5. Adhesives and sealants: Transparent encapsulation glue to protect chips, UV photoresists in semiconductor manufacturing, glue for fixing electronic components, automotive adhesives, aerospace adhesives, and electronic waterproof sealing materials.

6. Inks and photosensitive resins Fast-curing inks for the packaging industry, resins for stereolithography (SLA).

7. Medical materials Medical catheter coatings Coatings that improve the biocompatibility of the catheter surface, acrylic bone cement used in orthopedic surgery.

Safety Information

  • This information is a summary based on the Globally Harmonized System of Classification and Labelling of Chemicals (GHS).
    • 1. GHS Classification
      • Skin Irritation (Category 2)
      • Eye Irritation (Category 2A)
      • Skin Sensitization (Category 1)
      • Specific Target Organ Toxicity — Single Exposure (Category 3), Respiratory System
    • 2. GHS Label Elements
      • Pictogram:
        • Exclamation Mark (GHS07)
      • Signal Word: Warning
      • Hazard Statements (H-Statements):
        • H315: Causes skin irritation.
        • H317: May cause an allergic skin reaction.
        • H319: Causes serious eye irritation.
        • H335: May cause respiratory irritation.
      • Precautionary Statements (P-Statements):
      • Prevention:
        • P261: Avoid breathing dust/fume/gas/mist/vapors/spray.
        • P272: Contaminated work clothing should not be allowed out of the workplace.
        • P280: Wear protective gloves, eye protection, and face protection.
      • Response:
        • P302 + P352: IF ON SKIN: Wash with plenty of soap and water.
        • P305 + P351 + P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
        • P333 + P313: If skin irritation or rash occurs: Get medical advice/attention.
        • P337 + P313: If eye irritation persists: Get medical advice/attention.
        • P362 + P364: Take off contaminated clothing and wash it before reuse.
      • Storage:
        • P403 + P233: Store in a well-ventilated place. Keep container tightly closed.
      • Disposal:
        • P501: Dispose of contents/container to an approved hazardous waste disposal plant.
    • 3. Summary of Primary Hazards
      • Health Hazards: Causes irritation to the skin, eyes, and respiratory system. It is a well-known skin sensitizer, meaning that repeated or prolonged contact can lead to the development of an allergic skin reaction (contact dermatitis), which is a significant concern in dental and industrial applications.
      • Environmental Hazards: While not classified as hazardous to the aquatic environment under GHS, large spills should be prevented from entering waterways.
      • Reactivity Hazards: The product is a reactive monomer that can undergo hazardous polymerization if not properly stabilized and handled. It should be stored away from heat, light, and contaminants.

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