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CAS: 15214-89-8
MF: C7H13NO4S
MW: 207.25
EINECS: 239-268-0
AMPS 2404 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 AMPS 2404 was filed for acrylic fiber manufacturing.
Today, there are over several thousands patents and publications involving use of AMPS 2404 in many areas including water treatment, oil field, construction chemicals, hydrogels for medical applications, personal care products, emulsion coatings, adhesives, and rheology modifiers.
AMPS 2404 is an important monomer, widely used in textile, oil drilling, water treatment, papermaking, dyeing, coating, cosmetics, electronics, etc. because of AMPS 2404's unique formula structure.
Containing sulfonic acid group and unsaturated radical, thus showing excellent properties in many aspects.
AMPS 2404 by Lubrizol is 2-Acrylamido-2-methylpropane sulfonic acid.
AMPS 2404 reduces dust emissions in the air, resulting in better worker safety and reduced plant maintenance.
AMPS 2404 eliminates clumping and does not allow agglomeration.
Used in manufacture of low molecular weight polymers.
AMPS 2404 is a kind of vinyl monomer that contains sulfonic acid gene.
With sound performance of heat stability, AMPS 2404's decomposition temperature can reach 210°C,and that of the homopolymer of its sodium salt can reach 329°C.
In the aqueous solution, AMPS 2404's hydrolytic speed is low,and AMPS 2404's sodium salt solution has sound performance of antihydrolysis under the term of high PH.
Under the term of acidity,the performance of anti-hydrolysis of AMPS 2404's multipolymer is far higher than polyacrylamide.
The monomer can be made into crystal as well as sodium salt solution.
AMPS 2404 has polymerizable vinyl and hydrophilic sulfonic acid groups in the molecule, and can be copolymerized with water-soluble monomers such as acrylonitrile and acrylamide, and water-insoluble monomers such as styrene and vinyl chloride.
The hydrophilic sulfonic acid group is introduced into the polymer to make the fiber, film, etc. have moisture absorption, water permeability and conductivity.
AMPS 2404 Chemical Properties
Melting point: 195 °C (dec.) (lit.)
Density: 1.45
Vapor pressure: <0.0000004 hPa (25 °C)
Refractive index: 1.6370 (estimate)
Fp: 160 °C
Storage temp.: Store below +30°C.
Solubility: >500g/l soluble
Form: solution
pka: 1.67±0.50(Predicted)
Color: White
Water Solubility: 1500 g/L (20 ºC)
Sensitive: Hygroscopic
BRN: 1946464
Stability: Light Sensitive
InChIKey: HNKOEEKIRDEWRG-UHFFFAOYSA-N
LogP: -3.7 at 20℃ and pH1-7
Surface tension: 70.5mN/m at 1g/L and 20℃
Dissociation constant: 2.4 at 20℃
CAS DataBase Reference: 15214-89-8(CAS DataBase Reference)
EPA Substance Registry System: 1-Propanesulfonic acid, 2-methyl-2-[(1-oxo-2-propenyl)amino]- (15214-89-8)
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 AMPS-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, AMPS 2404 is absorbing water readily and also imparts enhanced water absorption and transport characteristics to polymers.
Solubility: AMPS 2404 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 AMPS 2404 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 AMPS 2404 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.
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: AMPS 2404's sulfonic acid group gives the monomers ionic character over a wide range of pH.
Anionic charges from AMPS 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.
AMPS 2404 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 AMPS 2404 homopolymer are exploited as a very efficient lubricant characteristic for skin care.
Medical hydrogel: High water-absorbing and swelling capacity when AMPS 2404 is introduced to a hydrogel are keys to medical applications.
Hydrogel with AMPS 2404 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 AMPS 2404 are used as the absorbing hydrogel and the tackifier component of wound dressings.
Is used due to AMPS 2404's 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, AMPS 2404 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 AMPS 2404-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: increases in dissolved and nanoparticulate polymer formulations bioavailability of pesticides in aqueous-organic formulations.
Membranes: AMPS 2404 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 AMPS 2404 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 AMPS 2404 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 AMPS-containing polymers prevent calcium ions from being formed as lime on concrete surface and improve the appearance and durability of coating.
Uses
AMPS 2404 has good complexion, adsorption, biological activity, surface activity, hydrolysis stability and thermal stability.
AMPS 2404 can be used in oil chemical, water treatment, synthetic fiber, printing and dyeing, plastics, water absorbing coatings, paper, bio-medical, magnetic materials and cosmetics industries.
AMPS 2404 is an important monomer.
AMPS 2404's copolymers or homopolymers with different molecular weight can be widely used in textile, oil drilling, water treatment, papermaking, dying, coating, cosmetics, electronics, etc. because of AMPS 2404's unique formular structure—containing sulfonic acid group and unsaturated radical, thus showing excellent properties in many aspects.
Synonyms
15214-89-8
2-Acrylamido-2-methyl-1-propanesulfonic acid
2-Acrylamido-2-methylpropanesulfonic acid
2-Acrylamide-2-methylpropanesulfonic acid
27119-07-9
1-Propanesulfonic acid, 2-methyl-2-[(1-oxo-2-propenyl)amino]-
2-Acrylamido-2-methylpropanesulphonic acid
2-Acrylamido-2-methylpropanesulfonate
2-acrylamido-2-methylpropane-1-sulfonic acid
2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid
2-ACRYLAMIDO-2-METHYLPROPANE SULFONIC ACID
Polyacrylamidomethylpropane sulfonic acid
490HQE5KI5
2-methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid
1-Propanesulfonic acid, 2-acrylamido-2-methyl-
1-Propanesulfonic acid, 2-methyl-2-((1-oxo-2-propenyl)amino)-
DSSTox_CID_7770
DSSTox_RID_78560
DSSTox_GSID_27770
2-(acryloylamino)-2-methylpropane-1-sulfonic acid
1-Propanesulfonic acid, 2-methyl-2-((1-oxo-2-propen-1-yl)amino)-
CAS-15214-89-8
EINECS 239-268-0
UNII-490HQE5KI5
AtBS
acryloyldimethyltaurine
LUBRIZOL AMPS
Rheothik 80-11
TBAS-Q
2-Acrylamido-2-methyl-1-propane sulfonic acid
EC 239-268-0
2-Acrylamido-2-methylpropanesulfonic acid (AMPS)
SCHEMBL19490
tert-butylacrylamidosulfonic acid
CHEMBL1907040
DTXSID5027770
acrylamide tert-butylsulfonic acid
CHEBI:166476
acrylamidomethylpropanesulfonic acid
ZINC2020126
Tox21_201781
Tox21_303523
MFCD00007522
AKOS015898709
CS-W015266
2-acrylamido-2-methylpropylsulfonic acid
5165-97-9 (mono-hydrochloride salt)
NCGC00163969-01
NCGC00163969-02
NCGC00257492-01
NCGC00259330-01
2-acrylamido-2-methyl propanesulfonic acid
2-acrylamido-2-methyl propyl sulfonic acid
2-acrylamido-2-methyl-propane sulfonic acid
2-Acrylamido-2-methyl-1-propanesulfonicacid
2-Acryloylamido-2-methylpropanesulfonic acid
A0926
FT-0610988
2-ACRYLAMIDO-2-METHYLPROPIONESULFONATE
E76045
Q209301
2-ACRYLAMIDO-2,2-DIMETHYLETHANESULFONIC ACID
2-Acrylamido-2-methyl-1-propanesulfonic acid, 8CI
2-Acrylamido-2-methyl-1-propanesulfonic acid, 99%
2-methyl-2-(prop-2-enamido)propane-1-sulfonic acid
J-200043
2-(Acryloylamino)-2-methyl-1-propanesulfonic acid #
2-methyl-2-(prop-2-enoylamino)propane-1-sulonic acid
82989-71-7
