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Send EmailGlycidyl Methacrylate, Glycidol Methacrylate, GMA, 106-91-2
CAS Number: 106-91-2
EC Number (EINECS): 203-441-9
Molecular Formula: C₇H₁₀O₃
Molecular Weight: 142.15 g/mol
Chemical Class: Methacrylate ester (functional monomer)
| Parameter | Description |
|---|---|
| Chemical Name (IUPAC) | Oxiran-2-ylmethyl 2-methylprop-2-enoate |
| Other Names | GMA, Glycidyl Methacrylate, 2,3-Epoxypropyl methacrylate, Glycidol methacrylate, Methacrylic Acid Glycidyl Ester |
| CAS Number | 106-91-2 |
| EC Number (EINECS) | 203-441-9 |
| Molecular Formula | C₇H₁₀O₃ |
| Molecular Weight | 142.15 g/mol |
| Chemical Class | Methacrylate ester (functional monomer) |
| Structure | CH₂=C(CH₃)-COO-CH₂-(C₂H₃O) |
| Appearance | Clear, colorless liquid |
| Physical State | Liquid |
| Odor | Fruity |
| Functional Groups | Methacrylate (C=C), epoxy (oxirane) |
| Purity | ≥ 98.5% |
| Inhibitor | 100 ± 10 ppm MEHQ |
| Property | Value / Range |
|---|---|
| Molecular Formula | C₇H₁₀O₃ |
| Molecular Weight | 142.15 g/mol |
| Appearance | Clear, colorless liquid |
| Odor | Fruity |
| Density (20°C) | 1.073–1.083 g/cm³ |
| Boiling Point | ~189°C |
| Freezing Point | -41.5°C |
| Flash Point | ~76°C |
| Viscosity (25°C) | ~2.14 mPa·s |
| Vapor Pressure (75°C) | 1,333 Pa (10 mmHg) |
| Purity | ≥ 98.5% |
| Acid Content | ≤ 0.5% |
| Water Content | ≤ 0.1% |
| Color (APHA) | ≤ 30 |
| Inhibitor | 100 ± 10 ppm MEHQ |
| Property | Description |
|---|---|
| Chemical Class | Methacrylate ester (functional monomer) |
| Functional Groups | Methacrylate (C=C), epoxy (oxirane) |
| Reactivity | Very high; dual functionality with methacrylate and epoxy groups |
| Polymerization | Free-radical polymerization (methacrylate group) |
| Epoxy Reactions | Crosslinking, curing, functionalization via epoxy group |
| Copolymerization | Copolymerizes with acrylates, methacrylates, styrene, vinyl acetate |
| Thermal Decomposition | > 200°C releases CO, CO₂, and irritant vapors |
| Hydrolysis | Hydrolyzes in acidic/basic media to methacrylic acid and glycidol |
| Oxidation | May form peroxides in air |
| Reaction Type | Description |
|---|---|
| Radical Polymerization | Forms poly(glycidyl methacrylate) |
| Copolymerization | With acrylates, methacrylates, styrene, vinyl acetate |
| Epoxide Ring Opening | Reacts with acids, alcohols, amines |
| Crosslinking | Forms crosslinked networks via epoxy group |
| Functionalization | Further functionalization via epoxy group |
| Property | Description |
|---|---|
| Dual Functionality | Versatile reactivity with methacrylate and epoxy groups |
| Adhesion | Provides excellent adhesion between different materials |
| Crosslinking | Enables crosslinking in polymer systems |
| Versatility | Suitable for a wide range of applications |
| Reactivity | High polymerization and epoxy reactivity |
| Heat Resistance | Good thermal stability |
| Application | Function | Suitability |
|---|---|---|
| Industrial Protective Coatings | Co-monomer, crosslinker | High |
| Varnishes and Paints | Quality enhancer, crosslinker | High |
| Powder Coatings | Crosslinker | High |
| UV Curable Coatings | Reactive monomer | High |
| Application | Function | Suitability |
|---|---|---|
| Adhesives | Adhesion promoter, crosslinker | High |
| Structural Adhesives | Crosslinker | High |
| Application | Function | Suitability |
|---|---|---|
| Thermoplastic Modification | Functional monomer | High |
| Ion Exchange Resins | Functional monomer | High |
| Synthetic Fibers | Performance enhancer | High |
| Natural Rubber | Quality enhancer | High |
| Application | Function | Suitability |
|---|---|---|
| Textile Finishes | Crosslinker | High |
| Latex | Industrial protective coatings | High |
| Application | Function | Suitability |
|---|---|---|
| Radio Engineering | Electrical resistance, coatings | High |
| Microelectronics | Electrical applications | High |
| Electrical Resistance | Modification | High |
| Application | Function | Suitability |
|---|---|---|
| Biotechnology | Biocompatible polymers | High |
| Medical Applications | Medical devices, biomaterials | High |
| Dental Materials | Composite resins | High |
| Application | Function | Suitability |
|---|---|---|
| Automotive Coatings | Crosslinker | High |
| Automotive Adhesives | Adhesion promoter | High |
| Application | Function | Suitability |
|---|---|---|
| Graphic Arts | Printing materials | High |
| Industry | Suitability | Explanation |
|---|---|---|
| Coatings | High | Industrial coatings, varnishes, paints |
| Adhesives | High | Structural adhesives |
| Polymer Modification | High | Thermoplastics, ion exchange resins |
| Textiles | High | Textile finishes, latex |
| Electronics | High | Microelectronics, radio engineering |
| Biotechnology / Medical | High | Biocompatible polymers, dental materials |
| Automotive | High | Coatings, adhesives |
| Graphic Arts | High | Printing materials |
| Cosmetics | Not suitable | Not used in cosmetics |
| Food | Not suitable | Not used as food additive |
| Type | Name / Description |
|---|---|
| IUPAC Name | Oxiran-2-ylmethyl 2-methylprop-2-enoate |
| Commercial Names | GMA, Glycidyl Methacrylate, SY-Monomer G, Blemmer G, Light Ester G |
| Synonyms | 2,3-Epoxypropyl methacrylate, Methacrylic Acid Glycidyl Ester, Glycidol methacrylate |
| CAS Number | 106-91-2 |
| EC Number | 203-441-9 |
| HS Code | 29161400 |
| Parameter | Value / Description |
|---|---|
| GHS Classification | Warning |
| Signal Word | Warning |
| Hazard Statements | H315 (Causes skin irritation), H317 (May cause allergic skin reaction), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation), H341 (Suspected of causing genetic defects) |
| Precautionary Statements | P201 (Obtain special instructions before use), P261 (Avoid breathing dust/fume/gas/mist/vapors/spray), P280 (Wear protective gloves/protective clothing/eye protection/face protection), P302+P352 (IF ON SKIN: Wash with plenty of water), P305+P351+P338 (IF IN EYES: Rinse cautiously with water) |
| Oral LD50 (Rat) | ~1,000-2,000 mg/kg |
| Dermal LD50 (Rabbit) | > 2,000 mg/kg |
| Skin Irritation | Irritant |
| Eye Irritation | Irritant |
| Skin Sensitization | Positive (allergic contact dermatitis) |
| Mutagenicity | Suspected (H341) |
| Carcinogenicity | Not classified |
| Target Organs | Skin, eyes, respiratory system |
| Parameter | Information |
|---|---|
| Storage Conditions | Cool, dry, well-ventilated area |
| Temperature | 15–25°C (store under inert atmosphere) |
| Container | Tightly closed, dark, stainless steel or HDPE containers |
| Special Requirements | Must contain inhibitor (MEHQ); avoid extreme temperatures |
| Sunlight Protection | Protect from direct sunlight |
| Moisture Sensitivity | Sensitive to moisture (epoxy ring) |
| Shelf Life | 12 months (under recommended conditions) |
| Packaging | 25 kg bag, 200 kg drum, 1000 kg IBC |
| Parameter | Information |
|---|---|
| UN Number | Not regulated (not classified as dangerous goods) |
| Hazard Class | Not applicable |
| Packing Group | Not applicable |
| Proper Shipping Name | Glycidyl Methacrylate |
| ADR/RID | Not regulated |
| IMDG Code | Not regulated |
| IATA (Air) | Not regulated |
| Marine Pollutant | No |
| Parameter | Information |
|---|---|
| Fire Hazard | Combustible liquid (flash point ~76°C) |
| Extinguishing Media | Water fog, foam, CO₂, dry chemical |
| Special Hazards | When heated, releases CO, CO₂, and irritant vapors |
| Decomposition Products | CO, CO₂, epoxy and methacrylate vapors |
| Protective Equipment | Self-contained breathing apparatus (SCBA), full protective clothing |
| Explosion Risk | Vapor/air mixtures may be explosive at high temperatures |
| Parameter | Information |
|---|---|
| Personal Protection | Gloves, safety goggles, face shield, protective clothing |
| Ventilation | Increase ventilation; evacuate area |
| Cleanup Methods | Absorb with inert absorbent material; collect in sealed containers |
| Environmental Precautions | Prevent entry into drains and water bodies |
| Waste Disposal | According to local regulations; incineration (hazardous waste) |
| Exposure Route | Action |
|---|---|
| Inhalation | Move to fresh air. Administer oxygen if breathing difficulty. Seek medical attention. |
| Skin Contact | Remove contaminated clothing. Wash with soap and plenty of water for at least 15 minutes. Seek medical attention. |
| Eye Contact | Rinse with plenty of water for at least 15 minutes. Seek immediate medical attention. |
| Ingestion | Do NOT induce vomiting. Drink plenty of water. Seek immediate medical attention. |
| Region / Authority | Status |
|---|---|
| EU REACH | Registered |
| Turkey KKDİK | Registration required |
| USA TSCA | Listed |
| EINECS | 203-441-9 |
| WGK (Germany) | 1 (slight hazard to water) |
| RoHS | Compliant |
| California Prop 65 | Not listed |
| Parameter | Value |
|---|---|
| Product | Glycidyl Methacrylate (GMA) |
| CAS | 106-91-2 |
| Appearance | Clear, colorless liquid |
| Density | ~1.078 g/cm³ |
| Boiling Point | ~189°C |
| Flash Point | ~76°C |
| Key Industries | Coatings, adhesives, polymer modification, electronics |
Dual Functional Monomer: GMA is a dual-functional monomer containing both a polymerizable methacrylate group and an epoxy group for further reactions. This unique combination makes it highly versatile and reactive.
Adhesion Promoter: GMA is an essential component in adhesives and coatings due to its ability to enhance adhesion between different materials.
Epoxy Reactivity: The epoxy group enables crosslinking and functionalization reactions. This allows the formation of crosslinked networks in polymer systems.
Polymerization Risk: Readily polymerizes; always contains inhibitor (MEHQ). Keep away from heat and light.
Skin Sensitizer: GMA may cause allergic skin reactions (H317). Appropriate PPE required.
Mutagenicity Suspect: GMA is suspected of causing genetic defects (H341). Handle with caution.
Moisture Sensitivity: The epoxy ring is sensitive to moisture. Store in dry conditions.
Storage: Store in cool, dark, well-ventilated areas. Shelf life is 12 months.
Versatile Applications: Used in coatings, adhesives, textiles, electronics, biotechnology, automotive, and graphic arts.
Regulatory Status: Registered under REACH. Not classified as dangerous goods but requires careful handling due to mutagenicity suspicion.
IMPORTANT DISCLAIMER: This Technical Data Sheet (TDS) is for informational purposes only and is based on available technical data. The user is solely responsible for determining the product's suitability for their specific application and for complying with all applicable local, national, and international regulations. GMA readily polymerizes, is a known skin sensitizer, and is suspected of causing genetic defects! For complete safety, storage, handling, transportation, disposal, and regulatory compliance information, always refer to the official Safety Data Sheet (SDS/MSDS) provided by the manufacturer/supplier. Users are responsible for testing the product in their own processes and applications. All local, national, and international regulations must be followed when working with GMA.