2-Acrylamido-2-methylpropane-1-sulfonic Acid, Acrylamido-tertiary Butyl Sulfonic Acid, ATBS, AMPS, TBAS-Q, 15214-89-8
2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID (AMPS)
CAS Number: 15214-89-8
EC Number (EINECS): 239-268-0
Molecular Formula: C₇H₁₃NO₄S
Molecular Weight: 207.25 g/mol
Chemical Class: Sulfonic acid monomer (acrylamide derivative)
SECTION 1: PRODUCT IDENTIFICATION AND CHEMICAL IDENTITY
| Parameter |
Description |
| Chemical Name (IUPAC) |
2-Acrylamido-2-methylpropane-1-sulfonic acid |
| Other Names |
AMPS, 2-Acrylamido-2-methyl-1-propanesulfonic acid, ATBS, Acrylamido-tertiary butyl sulfonic acid, 2-(Acryloylamino)-2-methylpropanesulfonic acid, 2-Acrylamido-2-methylpropanesulfonate, Lubrizol AMPS, TBAS-Q |
| CAS Number |
15214-89-8 |
| EC Number (EINECS) |
239-268-0 |
| Molecular Formula |
C₇H₁₃NO₄S |
| Molecular Weight |
207.25 g/mol |
| Chemical Class |
Sulfonic acid monomer (acrylamide derivative) |
| Structure |
CH₂=CH-C(=O)-NH-C(CH₃)₂-CH₂-SO₃H |
| Appearance |
White crystalline powder |
| Physical State |
Solid |
| Purity |
≥ 98.0% |
SECTION 2: PHYSICAL AND CHEMICAL PROPERTIES
| Property |
Value / Range |
| Molecular Formula |
C₇H₁₃NO₄S |
| Molecular Weight |
207.25 g/mol |
| Appearance |
White crystalline powder |
| Physical State |
Solid |
| Density |
~1.45 g/cm³ |
| Melting / Freezing Point |
~195°C (decomposes) |
| Flash Point |
~160°C |
| Solubility in Water |
Soluble (aqueous solution is acidic) |
| Solubility in Dimethylformamide (DMF) |
Soluble |
| Solubility in Methanol |
Partially soluble |
| Solubility in Acetone |
Insoluble |
| pH (Aqueous solution) |
Acidic |
| pKa |
~1.5-2.0 (strong acid) |
| Purity |
≥ 98.0% |
SECTION 3: SOLUBILITY PROFILE
| Solvent |
Solubility |
Condition |
| Water |
Soluble |
Aqueous solution is acidic |
| Dimethylformamide (DMF) |
Soluble |
- |
| Methanol |
Partially soluble |
- |
| Acetone |
Insoluble |
- |
| Ethanol |
Limited |
- |
Critical Note: AMPS is a strong acid (pKa ~1.5-2.0) with inherent hydrolytic properties. Its aqueous solution is acidic. It is soluble in water and DMF, partially soluble in methanol, and insoluble in acetone.
SECTION 4: CHEMICAL PROPERTIES AND REACTIONS
| Property |
Description |
| Chemical Class |
Sulfonic acid monomer (acrylamide derivative) |
| Functional Groups |
Acrylamide (C=C), sulfonic acid (-SO₃H), amide |
| Reactivity |
High; readily polymerizes |
| Polymerization |
Free-radical polymerization (solution, emulsion, suspension) |
| Copolymerization |
Copolymerizes with acrylonitrile, acrylic acid, acrylate esters, acrylamide, and other vinyl monomers |
| Ionic Character |
Strong acid (sulfonic acid group) |
| Hydrolytic Stability |
Inherent hydrolytic stability |
| Thermal Stability |
Good thermal stability |
| Hydrophilicity |
High (due to sulfonic acid group) |
| Thermal Decomposition |
> 200°C releases sulfur oxides, nitrogen oxides, CO, CO₂ |
4.1. Key Reactions
| Reaction Type |
Description |
| Radical Polymerization |
Forms homopolymers and copolymers |
| Copolymerization |
With acrylonitrile, acrylic acid, acrylates, acrylamide |
| Salt Formation |
Forms salts with bases (sulfonates) |
| Neutralization |
Reacts with bases to form water-soluble salts |
SECTION 5: FUNCTIONAL PROPERTIES
| Property |
Description |
| Thermal Stability |
Provides excellent thermal stability |
| Hydrophilicity |
High hydrophilicity due to sulfonic acid group |
| Polarity |
High polarity |
| Reactivity |
High reactivity for polymerization |
| Hydrolytic Stability |
Inherent hydrolytic stability |
| Copolymerization |
Easily copolymerizes with other monomers |
| Ionic Conductivity |
Provides ionic conductivity in aqueous solutions |
| Dispersing Ability |
Excellent dispersing properties |
SECTION 6: MAJOR APPLICATIONS AND END-USES
6.1. Oil Recovery (Most Important Application)
| Application |
Function |
Suitability |
| Enhanced Oil Recovery (EOR) |
Mobility control, thickening agent |
High |
| Drilling Fluids |
Viscosifier, fluid loss control |
High |
| Fracturing Fluids |
Friction reducer, viscosifier |
High |
| Oilfield Chemicals |
Scale inhibitor, corrosion inhibitor |
High |
6.2. Water Treatment
| Application |
Function |
Suitability |
| Boiler Water Treatment |
Scale inhibitor, sludge conditioner |
High |
| Cooling Water Treatment |
Scale inhibitor, dispersant |
High |
| Wastewater Treatment |
Flocculant, coagulant aid |
High |
| Reverse Osmosis |
Antiscalant |
High |
6.3. Textiles
| Application |
Function |
Suitability |
| Acrylic Fibers |
Co-monomer for improved dyeability |
High |
| Textile Printing |
Thickener, dispersant |
High |
| Fiber Treatment |
Anti-static agent, soil release |
High |
6.4. Adhesives and Latex
| Application |
Function |
Suitability |
| Pressure-Sensitive Adhesives |
Thickener, stabilizer |
High |
| Latex Systems |
Stabilizer, thickener |
High |
| Emulsion Polymers |
Co-monomer, stabilizer |
High |
6.5. Personal Care
| Application |
Function |
Suitability |
| Shampoos and Conditioners |
Thickener, conditioner |
High |
| Skin Care Products |
Thickener, stabilizer |
High |
| Cosmetics |
Rheology modifier |
High |
6.6. Coatings and Emulsions
| Application |
Function |
Suitability |
| Emulsion Coatings |
Stabilizer, thickener |
High |
| Water-Based Coatings |
Rheology modifier |
High |
| Paints |
Dispersant, stabilizer |
High |
6.7. Construction
| Application |
Function |
Suitability |
| Superplasticizers |
Concrete admixtures |
High |
| Cement Additives |
Dispersant, water reducer |
High |
| Grouts |
Thickener, stabilizer |
High |
6.8. Medical Applications
| Application |
Function |
Suitability |
| Drug Delivery Systems |
Hydrogel components |
High |
| Contact Lenses |
Hydrophilic monomer |
High |
| Medical Adhesives |
Biocompatible components |
High |
6.9. Paper Industry
| Application |
Function |
Suitability |
| Paper Coating |
Dispersant, binder |
High |
| Pulp Processing |
Retention aid |
High |
SECTION 7: INDUSTRY SUITABILITY MATRIX
| Industry |
Suitability |
Explanation |
| Oil Recovery |
High |
Enhanced oil recovery, drilling fluids |
| Water Treatment |
High |
Scale inhibitors, flocculants |
| Textiles |
High |
Acrylic fibers, textile printing |
| Adhesives |
High |
Pressure-sensitive adhesives, latex |
| Personal Care |
High |
Shampoos, skin care products |
| Coatings |
High |
Emulsion coatings, paints |
| Construction |
High |
Superplasticizers, cement additives |
| Medical |
High |
Drug delivery, contact lenses |
| Paper |
High |
Paper coating, pulp processing |
| Cosmetics |
Not suitable |
Not used in cosmetics |
SECTION 8: OTHER NAMES AND IDENTIFIERS
| Type |
Name / Description |
| IUPAC Name |
2-Acrylamido-2-methylpropane-1-sulfonic acid |
| Commercial Names |
AMPS, ATBS, Lubrizol AMPS, TBAS-Q |
| Synonyms |
2-Acrylamido-2-methyl-1-propanesulfonic acid, 2-Acrylamido-2-methylpropanesulfonate, 2-(Acryloylamino)-2-methylpropanesulfonic acid, Acrylamido-tertiary butyl sulfonic acid |
| CAS Number |
15214-89-8 |
| EC Number |
239-268-0 |
| HS Code |
29342000 |
SECTION 9: TOXICOLOGY AND HEALTH EFFECTS
| Parameter |
Value / Description |
| GHS Classification |
Warning |
| Hazard Statements |
H315 (Causes skin irritation), H319 (Causes serious eye irritation), H335 (May cause respiratory irritation) |
| Precautionary Statements |
P261 (Avoid breathing dust), 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) |
~5,000 mg/kg |
| Dermal LD50 (Rabbit) |
> 2,000 mg/kg |
| Skin Irritation |
Irritant |
| Eye Irritation |
Irritant |
| Skin Sensitization |
Not sensitizing |
| Mutagenicity |
Negative |
| Carcinogenicity |
Not classified |
| Target Organs |
Skin, eyes, respiratory system |
SECTION 10: SAFETY AND STORAGE
| Parameter |
Information |
| Storage Conditions |
Cool, dry, well-ventilated area |
| Temperature |
Room temperature (15-30°C) |
| Container |
Tightly closed, original packaging |
| Materials to Avoid |
Strong oxidizers, strong bases, moisture |
| Shelf Life |
24 months (under recommended conditions) |
| Packaging |
25 kg bags, 500 kg big bags |
SECTION 11: 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-Acrylamido-2-methylpropane sulfonic acid |
| ADR/RID |
Not regulated |
| IMDG Code |
Not regulated |
| IATA (Air) |
Not regulated |
| Marine Pollutant |
No |
SECTION 12: FIRE-FIGHTING MEASURES
| Parameter |
Information |
| Fire Hazard |
Combustible solid |
| Extinguishing Media |
Water fog, CO₂, dry chemical, foam |
| Special Hazards |
When heated, releases sulfur oxides (SOₓ), nitrogen oxides (NOₓ), CO, CO₂ |
| Decomposition Products |
Sulfur oxides, nitrogen oxides, CO, CO₂ |
| Protective Equipment |
Self-contained breathing apparatus (SCBA), full protective clothing |
SECTION 13: ACCIDENTAL RELEASE AND CLEANUP
| Parameter |
Information |
| Personal Protection |
Gloves, safety goggles, dust mask |
| Ventilation |
Increase ventilation |
| Cleanup Methods |
Sweep while preventing dust formation; collect in sealed containers |
| Environmental Precautions |
Prevent entry into drains |
| Waste Disposal |
According to local regulations |
SECTION 14: FIRST AID MEASURES
| Exposure Route |
Action |
| Inhalation |
Move to fresh air. Seek medical attention if symptoms persist. |
| Skin Contact |
Remove contaminated clothing. Wash with soap and plenty of water. |
| Eye Contact |
Rinse with plenty of water for at least 15 minutes. Seek medical attention if irritation persists. |
| Ingestion |
Do NOT induce vomiting. Drink plenty of water. Seek medical attention. |
SECTION 15: REGULATORY INFORMATION
| Region / Authority |
Status |
| EU REACH |
Registered |
| Turkey KKDİK |
Registration required |
| USA TSCA |
Listed |
| EINECS |
239-268-0 |
| WGK (Germany) |
1 (slight hazard to water) |
| RoHS |
Compliant |
| California Prop 65 |
Not listed |
SECTION 16: SUMMARY AND CRITICAL WARNINGS
Product Summary
| Parameter |
Value |
| Product |
2-Acrylamido-2-methylpropane sulfonic acid (AMPS) |
| CAS |
15214-89-8 |
| Appearance |
White crystalline powder |
| Molecular Weight |
207.25 g/mol |
| Purity |
≥ 98.0% |
| Key Industries |
Oil recovery, water treatment, textiles, adhesives |
CRITICAL WARNINGS
-
Strong Acid Monomer: AMPS is a strong acid (pKa ~1.5-2.0) containing a sulfonic acid group. Its aqueous solutions are acidic and require careful handling.
-
Versatile Monomer: AMPS has inherent hydrolytic stability, thermal stability, hydrophilicity, and high reactivity, making it a versatile monomer for numerous applications.
-
High Polymerizability: AMPS readily polymerizes and copolymerizes with acrylonitrile, acrylic acid, acrylate esters, acrylamide, and other vinyl monomers.
-
Oil Recovery Application: AMPS's primary application at its highest purity level is in the enhanced oil recovery (EOR) industry as a mobility control agent and viscosifier.
-
Hydrophilic Properties: The sulfonic acid group provides high hydrophilicity and polarity, making AMPS suitable for water-based systems.
-
pH Sensitivity: Aqueous solutions are acidic. Handle with appropriate PPE.
-
Polymerization Risk: Readily polymerizes; contains inhibitor to prevent premature polymerization. Keep away from heat and light.
-
Storage: Store in cool, dry, well-ventilated areas. Keep away from strong oxidizers and bases.
-
Solubility: Soluble in water and DMF; partially soluble in methanol; insoluble in acetone.
-
Regulatory Status: Registered under REACH. Not classified as dangerous goods for transport.
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. AMPS is a strong acid monomer that readily polymerizes! 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 AMPS.
