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Send EmailHydroxypropyl Methacrylate, 2-Hydroxypropyl Methacrylate, Propylene Glycol Monomethacrylate, HPMA, 2-HPMA, 27813-02-1
CAS Number: 27813-02-1
EC Number (EINECS): 248-666-3
Molecular Formula: C₇H₁₂O₃
Molecular Weight: 144.17 g/mol
Chemical Class: Methacrylate ester (functional monomer)
| Parameter | Description |
|---|---|
| Chemical Name (IUPAC) | 2-Hydroxypropyl 2-methylprop-2-enoate |
| Other Names | 2-HPMA, Hydroxypropyl Methacrylate, HPMA, Propylene glycol monomethacrylate, 2-Hydroxypropyl methacrylate |
| CAS Number | 27813-02-1 |
| EC Number (EINECS) | 248-666-3 |
| Molecular Formula | C₇H₁₂O₃ |
| Molecular Weight | 144.17 g/mol |
| Chemical Class | Methacrylate ester (functional monomer) |
| Structure | CH₂=C(CH₃)-COO-CH₂-CH(OH)-CH₃ |
| Appearance | Clear, colorless liquid |
| Physical State | Liquid |
| Odor | Mild acrylic |
| Functional Groups | Methacrylate (C=C), hydroxyl (-OH) |
| Purity | ≥ 97.0% |
| Inhibitor | 200 ± 20 ppm MEHQ |
| Property | Value / Range |
|---|---|
| Molecular Formula | C₇H₁₂O₃ |
| Molecular Weight | 144.17 g/mol |
| Appearance | Clear, colorless liquid |
| Odor | Mild acrylic |
| Density (20°C) | ~1.029 g/cm³ |
| Boiling Point | ~87°C (under reduced pressure) |
| Freezing Point | -58°C |
| Flash Point | ~104°C |
| Viscosity (20°C) | ~8.9 mPa·s |
| Vapor Pressure (20°C) | 0.05 mmHg |
| Purity | ≥ 97.0% |
| Acid Content | ≤ 0.2% |
| Water Content | ≤ 0.15% |
| Color (APHA) | ≤ 30 |
| Inhibitor | 200 ± 20 ppm MEHQ |
| Solubility in Water | Slightly soluble |
| Solubility in Organic Solvents | Soluble in most organic solvents |
| Property | Description |
|---|---|
| Chemical Class | Methacrylate ester (functional monomer) |
| Functional Groups | Methacrylate (C=C), hydroxyl (-OH) |
| Reactivity | High; readily polymerizes |
| Polymerization | Free-radical polymerization (bulk, solution, emulsion) |
| Copolymerization | Copolymerizes with (meth)acrylic acid and salts, amides, esters, acrylonitrile, maleic esters, vinyl acetate, vinyl chloride, styrene, butadiene |
| Hydroxyl Reactivity | Enables further functionalization via esterification, etherification, isocyanate reactions |
| Hydrophobicity | Cyclic hydrophobic group provides hydrophobic character |
| Thermal Decomposition | > 200°C releases CO, CO₂, and irritant vapors |
| Hydrolysis | Hydrolyzes in acidic/basic media to methacrylic acid and propylene glycol |
| Oxidation | May form peroxides in air |
| Reaction Type | Description |
|---|---|
| Radical Polymerization | Forms homopolymers and copolymers |
| Copolymerization | With acrylates, methacrylates, styrene, vinyl acetate, butadiene |
| Hydroxyl Reactions | Esterification, etherification, isocyanate reaction |
| Hydrolysis | Methacrylic acid + Propylene glycol |
| Property | Description |
|---|---|
| Chemical Resistance | Provides good chemical resistance |
| Hydrolytic Stability | Good hydrolytic stability |
| Hydrophobicity | Hydrophobic character due to cyclic group |
| Flexibility | Provides flexibility in polymers |
| Adhesion | Good adhesion properties |
| Impact Resistance | Provides good impact resistance |
| Weather Resistance | Good weather resistance |
| Hydroxyl Functionality | Enables crosslinking and further modification |
| Application | Function | Suitability |
|---|---|---|
| Automotive Coatings | Co-monomer, crosslinker | High |
| Architectural Coatings | Co-monomer, crosslinker | High |
| Industrial Coatings | Co-monomer, crosslinker | High |
| Maintenance Coatings | Co-monomer, crosslinker | High |
| Acrylic Resins | Co-monomer | High |
| Application | Function | Suitability |
|---|---|---|
| Adhesives | Co-monomer, adhesion promoter | High |
| Sealants | Co-monomer, crosslinker | High |
| Vacuum Impregnation Adhesives | Hydrophobic hydroxyl monomer | High |
| Chemical Anchors | Co-monomer for vinyl ester formulations | High |
| Application | Function | Suitability |
|---|---|---|
| Textile Finishes | Co-monomer | High |
| Textile Coatings | Co-monomer | High |
| Application | Function | Suitability |
|---|---|---|
| Acrylic Sheets | Co-monomer | High |
| Unsaturated Polyesters | Co-monomer | High |
| Vinyl Ester Formulations | Co-monomer | High |
| Acrylic Rollers | Co-monomer for automotive components | High |
| Application | Function | Suitability |
|---|---|---|
| Photoresists | Photosensitive material | High |
| Hygiene Products | Polymer components | High |
| Oil Production Additives | Additives for petroleum production and transport | High |
| Modifications | Polymer modification | High |
| Casting Aluminum Components | Vacuum impregnation adhesives | High |
| Industry | Suitability | Explanation |
|---|---|---|
| Coatings | High | Automotive, architectural, industrial coatings |
| Adhesives | High | Sealants, chemical anchors, vacuum impregnation |
| Textiles | High | Textile finishes and coatings |
| Plastics | High | Acrylic sheets, unsaturated polyesters |
| Automotive | High | Acrylic rollers, coatings |
| Electronics | High | Photoresists |
| Oil & Gas | High | Production and transport additives |
| Cosmetics | Not suitable | Not used in cosmetics |
| Food | Not suitable | Not used as food additive |
| Type | Name / Description |
|---|---|
| IUPAC Name | 2-Hydroxypropyl 2-methylprop-2-enoate |
| Commercial Names | 2-HPMA, HPMA, Hydroxypropyl Methacrylate, Blemmer P, Photomer 2317 |
| Synonyms | Propylene glycol monomethacrylate, beta-Hydroxypropyl methacrylate, Methacrylic acid 2-hydroxypropyl ester |
| CAS Number | 27813-02-1 |
| EC Number | 248-666-3 |
| HS Code | 29161400 |
| Parameter | Value / Description |
|---|---|
| GHS Classification | Warning |
| Hazard Statements | H315 (Causes skin irritation), H317 (May cause allergic skin reaction), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation) |
| Precautionary Statements | 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) | > 2,000 mg/kg |
| Dermal LD50 (Rabbit) | > 2,000 mg/kg |
| Skin Irritation | Irritant |
| Eye Irritation | Irritant |
| Skin Sensitization | Positive (allergic contact dermatitis) |
| Mutagenicity | Negative |
| 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 | Protect from moisture |
| Shelf Life | 12 months (under recommended conditions) |
| Packaging | 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 | 2-Hydroxypropyl Methacrylate |
| ADR/RID | Not regulated |
| IMDG Code | Not regulated |
| IATA (Air) | Not regulated |
| Marine Pollutant | No |
| Parameter | Information |
|---|---|
| Fire Hazard | Combustible liquid (flash point ~104°C) |
| Extinguishing Media | Water fog, foam, CO₂, dry chemical |
| Special Hazards | When heated, releases CO, CO₂, and irritant vapors |
| Decomposition Products | CO, CO₂, 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 medical attention. |
| Ingestion | Do NOT induce vomiting. Drink plenty of water. Seek medical attention. |
| Region / Authority | Status |
|---|---|
| EU REACH | Registered |
| Turkey KKDİK | Registration required |
| USA TSCA | Listed |
| EINECS | 248-666-3 |
| WGK (Germany) | 1 (slight hazard to water) |
| RoHS | Compliant |
| California Prop 65 | Not listed |
| Parameter | Value |
|---|---|
| Product | 2-Hydroxypropyl Methacrylate (2-HPMA) |
| CAS | 27813-02-1 |
| Appearance | Clear, colorless liquid |
| Density | ~1.029 g/cm³ |
| Boiling Point | ~87°C |
| Flash Point | ~104°C |
| Key Industries | Coatings, adhesives, textiles, plastics, automotive |
Functional Monomer: 2-HPMA is a functional hydrophobic-hydroxyl monomer containing both methacrylate and hydroxyl groups. The cyclic hydrophobic group provides unique properties.
Hydrophobic-Hydroxyl Balance: The combination of hydrophobic character and hydroxyl functionality enables versatile applications requiring both properties.
Hydroxyl Reactivity: The hydroxyl group enables further chemical reactions such as esterification, etherification, and isocyanate reactions. This enables crosslinking and polymer modification.
Versatile Copolymerization: Copolymerizes with (meth)acrylic acid and salts, amides, esters, acrylonitrile, maleic esters, vinyl acetate, vinyl chloride, styrene, butadiene, and other monomers.
Polymerization Risk: Readily polymerizes; always contains inhibitor (MEHQ). Keep away from heat and light.
Skin Sensitizer: 2-HPMA may cause allergic skin reactions (H317). Appropriate PPE required.
Chemical Resistance: Provides good chemical resistance and hydrolytic stability.
Storage: Store in cool, dark, well-ventilated areas under inert atmosphere. Shelf life is 12 months.
Versatile Applications: Used in automotive coatings, architectural coatings, industrial coatings, textiles, adhesives, plastics, photoresists, and oil production additives.
Regulatory Status: Registered under REACH. Not classified as dangerous goods.
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. 2-HPMA readily polymerizes and is a known skin sensitizer! 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 2-HPMA.