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Hydroxypropyl Acrylate, 2-Hydroxypropyl Acrylate, Propylene Glycol Monoacrylate, 2-HPA, 25584-83-2

Hydroxypropyl Acrylate, 2-Hydroxypropyl Acrylate, Propylene Glycol Monoacrylate, 2-HPA, 25584-83-2

2-HYDROXYPROPYL ACRYLATE (2-HPA) 

CAS Number: 25584-83-2
EC Number (EINECS): 247-118-0
Molecular Formula: C₆H₁₀O₃
Molecular Weight: 130.14 g/mol
Chemical Class: Acrylate ester (functional monomer)

SECTION 1: PRODUCT IDENTIFICATION AND CHEMICAL IDENTITY

Parameter Description
Chemical Name (IUPAC) 2-Hydroxypropyl prop-2-enoate
Other Names 2-HPA, Hydroxypropyl Acrylate, Propylene glycol monoacrylate, 2-Hydroxypropyl acrylate
CAS Number 25584-83-2
EC Number (EINECS) 247-118-0
Molecular Formula C₆H₁₀O₃
Molecular Weight 130.14 g/mol
Chemical Class Acrylate ester (functional monomer)
Structure CH₂=CH-COO-CH₂-CH(OH)-CH₃
Appearance Clear, colorless liquid
Physical State Liquid
Odor Ester-like
Functional Groups Acrylate (C=C), hydroxyl (-OH)
Purity ≥ 96.5%
Inhibitor 250 ± 50 ppm MEHQ

SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES

Property Value / Range
Molecular Formula C₆H₁₀O₃
Molecular Weight 130.14 g/mol
Appearance Clear, colorless liquid
Odor Ester-like
Density (25°C) ~1.044 g/cm³
Boiling Point ~77°C (under reduced pressure)
Freezing Point -23.4°C
Flash Point ~99°C
Viscosity (20°C) ~9.1 mPa·s
Vapor Pressure (20°C) 1.18 hPa
Purity ≥ 96.5%
Acid Content ≤ 0.5 mg KOH/g
Water Content ≤ 0.5%
Color (APHA) ≤ 100
Inhibitor 250 ± 50 ppm MEHQ
Solubility in Water Soluble
Solubility in Organic Solvents Soluble

SECTION 3: CHEMICAL PROPERTIES AND REACTIONS

Property Description
Chemical Class Acrylate ester (functional monomer)
Functional Groups Acrylate (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, vinyl acetate, styrene, butadiene
Hydroxyl Reactivity Enables further functionalization via esterification, etherification, isocyanate reactions
Thermal Decomposition > 200°C releases CO, CO₂, and irritant vapors
Hydrolysis Hydrolyzes in acidic/basic media to acrylic acid and propylene glycol
Oxidation May form peroxides in air

3.1. Key Reactions

Reaction Type Description
Radical Polymerization Forms homopolymers and copolymers
Copolymerization With acrylates, methacrylates, styrene, vinyl acetate, butadiene
Hydroxyl Reactions Esterification, etherification, isocyanate reaction
Hydrolysis Acrylic acid + Propylene glycol

SECTION 4: FUNCTIONAL PROPERTIES

Property Description
Chemical Resistance Provides good chemical resistance
Crosslinking Enables crosslinking via hydroxyl group
Scratch Resistance Provides good scratch resistance
Adhesion Good adhesion properties
Low VOC Low volatile organic compound content
Rheology Modification Used as rheology modifier
Weather Resistance Good weather resistance
Hydrophilicity Hydrophilic character due to hydroxyl group

SECTION 5: MAJOR APPLICATIONS AND END-USES

5.1. Coatings (Most Important Application)

Application Function Suitability
Automotive Coatings Co-monomer, crosslinker High
Industrial Coatings Co-monomer, crosslinker High
UV Curable Coatings Reactive diluent, co-monomer High
Architectural Coatings Co-monomer High
Wood Coatings Co-monomer High

5.2. Adhesives

Application Function Suitability
Adhesives Co-monomer, adhesion promoter High
Pressure-Sensitive Adhesives Co-monomer High
Structural Adhesives Co-monomer High

5.3. Polymer Modification

Application Function Suitability
Polymer Modification Functional monomer High
Plastics Co-monomer High

5.4. UV Curable Systems

Application Function Suitability
UV Curable Coatings Reactive diluent High
UV Curable Inks Reactive diluent High

SECTION 6: INDUSTRY SUITABILITY MATRIX

Industry Suitability Explanation
Coatings High Automotive, industrial, UV coatings
Adhesives High Pressure-sensitive, structural adhesives
Polymers High Modification, plastics
UV Curing High UV coatings, inks
Textiles High Textile processing
Cosmetics Not suitable Not used in cosmetics
Food Not suitable Not used as food additive

SECTION 7: OTHER NAMES AND IDENTIFIERS

Type Name / Description
IUPAC Name 2-Hydroxypropyl prop-2-enoate
Commercial Names 2-HPA, Hydroxypropyl Acrylate, Bisomer HPA, Kayarad HPA, Light Ester HOP-A
Synonyms Propylene glycol monoacrylate, beta-Hydroxypropyl acrylate, Acrylic acid 2-hydroxypropyl ester
CAS Number 25584-83-2
EC Number 247-118-0
HS Code 29161200

SECTION 8: TOXICOLOGY AND HEALTH EFFECTS

Parameter Value / Description
GHS Classification Warning
Hazard Statements H302 (Harmful if swallowed), 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

SECTION 9: SAFETY AND STORAGE

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

SECTION 10: TRANSPORT INFORMATION

Parameter Information
UN Number Not regulated (not classified as dangerous goods)
Hazard Class Not applicable
Packing Group Not applicable
Proper Shipping Name 2-Hydroxypropyl Acrylate
ADR/RID Not regulated
IMDG Code Not regulated
IATA (Air) Not regulated
Marine Pollutant No

SECTION 11: FIRE-FIGHTING MEASURES

Parameter Information
Fire Hazard Combustible liquid (flash point ~99°C)
Extinguishing Media Water fog, foam, CO₂, dry chemical
Special Hazards When heated, releases CO, CO₂, and irritant vapors
Decomposition Products CO, CO₂, acrylate vapors
Protective Equipment Self-contained breathing apparatus (SCBA), full protective clothing
Explosion Risk Vapor/air mixtures may be explosive at high temperatures

SECTION 12: ACCIDENTAL RELEASE AND CLEANUP

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)

SECTION 13: FIRST AID MEASURES

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.

SECTION 14: REGULATORY INFORMATION

Region / Authority Status
EU REACH Registered
Turkey KKDİK Registration required
USA TSCA Listed
EINECS 247-118-0
WGK (Germany) 1 (slight hazard to water)
RoHS Compliant
California Prop 65 Not listed

SECTION 15: SUMMARY AND CRITICAL WARNINGS

Product Summary

Parameter Value
Product 2-Hydroxypropyl Acrylate (2-HPA)
CAS 25584-83-2
Appearance Clear, colorless liquid
Density ~1.044 g/cm³
Boiling Point ~77°C
Flash Point ~99°C
Key Industries Coatings, adhesives, UV curing

CRITICAL WARNINGS

  1. Functional Monomer: 2-HPA is a monofunctional acrylic monomer containing both acrylate and hydroxyl groups. This dual functionality enables polymerization and further functionalization.

  2. Hydroxyl Reactivity: The hydroxyl group enables further chemical reactions such as esterification, etherification, and isocyanate reactions. This enables crosslinking and polymer modification.

  3. Versatile Copolymerization: Copolymerizes with (meth)acrylic acid and salts, amides, esters, acrylonitrile, vinyl acetate, styrene, butadiene, and unsaturated polyesters.

  4. Polymerization Risk: Readily polymerizes; always contains inhibitor (MEHQ). Keep away from heat and light.

  5. Skin Sensitizer: 2-HPA may cause allergic skin reactions (H317). Appropriate PPE required.

  6. Low Volatility: Low VOC content makes it suitable for environmentally friendly formulations.

  7. Storage: Store in cool, dark, well-ventilated areas under inert atmosphere. Shelf life is 12 months.

  8. Moisture Sensitivity: Protect from moisture.

  9. Versatile Applications: Used in automotive coatings, industrial coatings, adhesives, plastics, and UV curable systems.

  10. 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-HPA 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-HPA.

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