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2-ACRYLAMIDO-2-METHYL-1-PROPANESULFONIC ACID

Molecular Formula: C7H13NO4S
Formula Weight: 207.25
CAS Number: 15214-89-8
MDL number: MFCD00007522
PubChem Substance ID: 24857066
EC Number: 239-268-0
Linear Formula: H2C=CHCONHC(CH3)2CH2SO3H


APPLICATIONS


Acrylic fiber: A number of enhanced performance characteristics are imparted to acrylic, modified-acrylic, polypropylene and polyvinylidene fluoride fibers: dye receptivity, moisture absorbency, and static resistance.

Coating and adhesive: Its sulfonic acid group gives the monomers ionic character over a wide range of pH. 
Anionic charges from 2-Acrylamido-2-methyl-1-propane sulfonic acid fixed on polymer particles enhance the chemical and shear stabilities of polymer emulsion and also reduce the amount of surfactants leaching out of paint film.
2-Acrylamido-2-methyl-1-propane sulfonic acid improves the thermal and mechanical properties of adhesives, and increases the adhesive strength of pressure-sensitive adhesive formulations.

Detergents: Enhances the washing performance of surfactants by binding multivalent cations and reducing dirt attachment.

Personal care: Strong polar and hydrophilic properties introduced to a high molecular weight 2-Acrylamido-2-methyl-1-propane sulfonic acid homopolymer are exploited as a very efficient lubricant characteristic for skin care.

Medical hydrogel: High water-absorbing and swelling capacity when 2-Acrylamido-2-methyl-1-propane sulfonic acid is introduced to a hydrogel are keys to medical applications. 
Hydrogel with 2-Acrylamido-2-methyl-1-propane sulfonic acid showed uniform conductivity, low electrical impedance, cohesive strength, appropriate skin adhesion, and biocompatible and capable of repeated use and have been used to electrocardiograph (ECG) electrodes, defibrillation electrode, electrosurgical grounding pads, and iontophoretic drug delivery electrodes.
In addition, polymers derived from 2-Acrylamido-2-methyl-1-propane sulfonic acid are used as the absorbing hydrogel and the tackifier component of wound dressings.
2-Acrylamido-2-methyl-1-propane sulfonic acid Is used due to its high water absorption and retention capability as a monomer in superabsorbents e. g. for baby diapers.

Oil field applications: Polymers in oil field applications have to stand hostile environments and require thermal and hydrolytic stability and the resistance to hard water containing metal ions. 
For example, in drilling operations where conditions of high salinity, high temperature and high pressure are present, 2-Acrylamido-2-methyl-1-propane sulfonic acid copolymers can inhibit fluid loss and be used in oil field environments as scale inhibitors, friction reducers and water-control polymers, and in polymer flooding applications.

Water treatment applications: The cation stability of the 2-Acrylamido-2-methyl-1-propane sulfonic acid-containing polymers are very useful for water treatment processes. 
Such polymers with low molecular weights cannot only inhibit calcium, magnesium, and silica scale in cooling towers and boilers, but also help corrosion control by dispersing iron oxide. 
When high molecular weight polymers are used, they can be used to precipitate solids in the treatment of industrial effluent stream.

Crop protection:2-Acrylamido-2-methyl-1-propane sulfonic acid increases in dissolved and nanoparticulate polymer formulations bioavailability of pesticides in aqueous-organic formulations.

Membranes: 2-Acrylamido-2-methyl-1-propane sulfonic acid increases water flow, retention and fouling resistance of asymmetric ultrafiltration and microfiltration membranes and is being studied as an anionic component in polymer fuel cell membranes.

Construction applications: Superplasticizers with 2-Acrylamido-2-methyl-1-propane sulfonic acid are used to reduce water in concrete formulations. 
Benefits of these additives include improved strength, improved workability, improved durability of cement mixtures. 
Redispersible polymer powder, when 2-Acrylamido-2-methyl-1-propane sulfonic acid is introduced, in cement mixtures control air pore content and prevent agglomeration of powders during the spray-drying process from the powder manufacturing and storage. 
Coating formulations with 2-Acrylamido-2-methyl-1-propane sulfonic acid-containing polymers prevent calcium ions from being formed as lime on concrete surface and improve the appearance and durability of coating.

Water treatment: The 2-Acrylamido-2-methyl-1-propane sulfonic acid monomer homopolymer with the acrylamide acrylic acid monomer homopolymer, they could besludge dehydrating agent in the sewage purification process and preservative of the iron,zinc,aluminum,cooper,alloy in the closed water circulation system, they also could be used ascleaning and scale inhibitor of heatercoolingtowerair cleanerg-cleaner.

Oilfield chemistry: 2-Acrylamido-2-methyl-1-propane sulfonic acid is rapid development in the application of the oil field chemistry. 
The scope including oil well cement admixtures drilling fluid additive acidizing fluid well completion fluid,work over fluid,fracture fluid.

Synthetic fiber: The 2-Acrylamido-2-methyl-1-propane sulfonic acid is the important monomer which could change the combination property of some synthetic fiber, in particular, the orion and the modacrylic fiber with chloride, the dosage is the 1-4 of the fiber, it could improve the white contentdyeing property ntistaticventilation property and flame resistance.

The sizes of the textile: The copolymer of the acrylami-2-methylpropane sulfonic acid, ethyl acetate and acrylic acid, it is the ideal size of the cotton and the polyester blend fabric, it has the characteristic of easy to use and east to use the water to remove.

Paper making: The copolymer of the acrylamide2methylpropane sulfonic acid with other watersoluble monomer, this is the indispensable chemical in all kinds of papermaking factory, it could be used as the drainage aid and on gel, it could increase the strength of the paper, it also could be used as the pigment dispersing agent of color coating.

2-Acrylamido-2-methyl-1-propane sulfonic acid monomer has a wide variety of uses including textiles, flocculants, dispersants, scale control agents as well as well-additives.
2-Acrylamido-2-methyl-1-propane sulfonic acid also has uses in water treatment agents (majorly as a scale preventing agent), paper and pulp industry, paint and coatings, good additives, acrylic fibre dyeing aids.

2-Acrylamido-2-methyl-1-propane sulfonic acid has an excellent synthesis, surface activity, absorptivity, biological activity, hydraulic as well as thermal stability.
The use of 2-Acrylamido-2-methyl-1-propane sulfonic acid monomers is diversified in areas including oil fields, construction chemicals, hydrogens for chemicals, adhesives and rheology modifiers, emulsion coatings and personal care products.
2-Acrylamido-2-methyl-1-propane sulfonic acid is suitable for use in co-polymerization and in addition reactions. It is popularly used in water treatment, latex adhesives and acrylic fibres.


DESCRIPTION

2-Acrylamido-2-methyl-1-propane sulfonic acid (AMPS) was a Trademark name. 
2-Acrylamido-2-methyl-1-propane sulfonic acid is a reactive, hydrophilic, sulfonic acid acrylic monomer used to alter the chemical properties of wide variety of anionic polymers. 
In the 1970s, the earliest patents using this monomer were filed for acrylic fiber manufacturing. 

Today, there are over several thousands patents and publications involving use of 2-Acrylamido-2-methyl-1-propane sulfonic acid in many areas including water treatment, oil field, construction chemicals, hydrogels for medical applications, personal care products, emulsion coatings, adhesives, and rheology modifiers.
2-Acrylamido-2-methylpropanesulfonic acid for synthesis. 
CAS 15214-89-8, chemical formula CH₃C(CH₂=CHCONH)(CH₃)CH₂SO₃H.

2-Acrylamido-2-methyl Propanesulfonic Acid, also known as 2-Acrylamido-2-methylpropane sulfonic acid, is a sulfonic acid acrylic monomer used to change the chemical properties of anionic polymers. 
Ungraded products are indicative of a grade suitable for general industrial use or research purposes and typically are not suitable for human consumption or therapeutic use.

2-Acrylamido-2-methyl-1-propane sulfonic acid (AMPS) is an fda approved for use in polymer components of food-contact paper and board adhesive. 
Poly(2-acrylamido-2-methyl-1-propanesulfonic acid)(PAMPS)] has been found to inhibit the cytopathicity of HIV-1 and HIV-2 in MT-4 cells at concentrations that are not toxic to the host cells. 

2-Acrylamido-2-methyl-1-propane sulfonic acid also inhibited syncytium formation in co-cultures of MOLT-4 cells with HIV-1- or HIV-2-infected HUT-78 cells. 
2-Acrylamido-2-methyl-1-propane sulfonic acid inhibited binding of anti-gp120 mAb to HIV-1 gp120 and blocked adsorption of HIV-1 virions to MT-4 cells.


PROPERTIES

-Hydrolytic and thermal stability: The geminal dimethyl group and the sulfomethyl group combine to sterically hinder the amide functionality and provide both hydrolytic and thermal stabilities to 2-Acrylamido-2-methyl-1-propane sulfonic acid-containing polymers.

-Polarity and hydrophilicity: The sulfonate group gives the monomer a high degree of hydrophilicity and anionic character at wide range of pH. 
In addition, 2-Acrylamido-2-methyl-1-propane sulfonic acid is absorbing water readily and also imparts enhanced water absorption and transport characteristics to polymers.

-Solubility: 2-Acrylamido-2-methyl-1-propane sulfonic acid is very soluble in water and dimethylformamide (DMF) and also shows limited solubility in most polar organic solvents.

-Inhibition of divalent cation precipitation: Sulfonic acid in 2-Acrylamido-2-methyl-1-propane sulfonic acid is a very strong ionic group and ionizes completely in aqueous solutions. 
In applications where the precipitation of mineral salts is undesirable, the incorporation of a polymer containing even a small quantity of 2-Acrylamido-2-methyl-1-propane sulfonic acid can significantly inhibit the precipitation of divalent cations. 
The result is a significant reduction in the precipitation of a wide variety of mineral salts, including calcium, magnesium, iron, aluminum, zinc, barium and chromium.

-Determining viscosity-average molecular weight (Mark-Houwink constants).

-Reactivity ratio: 2-Acrylamido-2-methyl-1-propane sulfonic acid reacts well with a variety of vinyl monomers. 


PRODUCTION

2-Acrylamido-2-methyl-1-propane sulfonic acid is made by the Ritter reaction of acrylonitrile and isobutylene in the presence of sulfuric acid and water.
The recent patent literature describes batch and continuous processes that produce 2-Acrylamido-2-methyl-1-propane sulfonic acid in high purity (to 99.7%) and improved yield (up to 89%, based on isobutene) with the addition of liquid isobutene to an acrylonitrile / sulfuric acid / phosphoric acid mixture at 40°C.


SYNONYMS

15214-89-8
2-Acrylamido-2-methyl-1-propanesulfonic acid
2-Acrylamido-2-methylpropanesulfonic acid
2-Acrylamide-2-methylpropanesulfonic acid
1-Propanesulfonic acid, 2-methyl-2-[(1-oxo-2-propenyl)amino]-
2-Acrylamido-2-methylpropanesulphonic acid
27119-07-9
2-acrylamido-2-methylpropane-1-sulfonic acid
2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid
UNII-490HQE5KI5
2-Acrylamido-2-methylpropanesulfonate
2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID
Polyacrylamidomethylpropane sulfonic acid
490HQE5KI5
2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid
2-(acryloylamino)-2-methylpropane-1-sulfonic acid
1-Propanesulfonic acid, 2-methyl-2-((1-oxo-2-propenyl)amino)-
CAS-15214-89-8
EINECS 239-268-0
Rheothik 80-11
2-Acrylamido-2-methyl-1-propane sulfonic acid
EC 239-268-0
1-Propanesulfonic acid, 2-acrylamido-2-methyl-
2-Acrylamido-2-methylpropanesulfonic acid (AMPS)

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