274135

N,N-Dimethylacrylamide

99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor

• Synonym(s): 2-Propenamide
• Linear Formula: CH₂=CHCON(CH₃)₂
• CAS Number: 2680-03-7
• Molecular Weight: 99.13
• Beilstein: 1742219
• EC Number: 220-237-5
• MDL number: MFCD00008626
• UNSPSC Code: 12162002
• PubChem Substance ID: 24856566
• NACRES: NA.23

Properties

• Assay: 99%
• form: liquid
• contains: 500 ppm monomethyl ether hydroquinone as inhibitor
• refractive index: n20/D 1.473 (lit.)
• bp: 80-81 °C/20 mmHg (lit.)
• density: 0.962 g/mL at 25 °C (lit.)
• SMILES string: CN(C)C(=O)C=C
• InChI: 1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3
• InChI key: YLGYACDQVQQZSW-UHFFFAOYSA-N

Description

General description

N,N-Dimethylacrylamide (DMAA) is a non-ionic monomer with high reactivity and low initiation temperature. It is commonly used as a monomer in the production of polymers and copolymers for various applications such as hydrogels, polymeric flocculants, biomedical and drug delivery applications, polymer coatings, smart coatings, adhesives, sensors, self-healing materials, and water treatment agents. The unique structure of DMMA can form a three-dimensional network with other hydrogels and enhance their water retention capacity. It is also used as a crosslinking agent in polymerization reactions.

Application

N, N-Dimethylacrylamide(DMAA) can be used in the following applications:

• Synthesis of poly(N,N-dimethylacrylamide) (PDMAA) nanoparticles which are used in biomedical and drug delivery applications.
• Use as a co-monomer in the synthesis of thermoresponsive polymers used in smart coatings, adhesives, and sensors.
• As a reactive diluent in the manufacture of UV-cured coatings and inks.
• Use as a co-monomer with polyethylene glycol dimethacrylate (PEGDMA) and a chitosan derivative to develop an injectable hydrogel that can be used as a bone tissue engineering matrix.
• A series of DMMA-based hydrogels for the removal of heavy metals and organic dyes from polluted water. These hydrogels are highly efficient in removing cationic dyes due to electrostatic interaction and hydrogen bonding in the DMMA backbone.
• Non-toxic luminescent carbon dot/poly(DMMA) nanocomposite via surface-initiated reversible addition-fragmentation chain transfer polymerization.
• Polymer coating for quartz crystal microbalance(QCM) sensor. The poly(DMMA) gel acts as a sensing material to adsorb Au(III) ions from HCl aqueous solution and it is inactive to most other metal ions and organic compounds.

Features and Benefits

• It is an appropriate precursor for copolymerization due to its low initiation temperature and high reactivity.
• Its unique structure forms a 3D network and improves the water retention capacity of hydrogels.
• It is highly soluble in water.
• It can easily bind to colloidal particles to enhance the bridging effect which plays a key role in flocculation.

Safety Information

• Pictograms: GHS06,GHS05
• Signal Word: Danger
• Hazard Statements: H301 + H311,H318
• Precautionary Statements: P264 - P270 - P280 - P301 + P310 - P302 + P352 + P312 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 1
• Flash Point(F): 158.0 °F
• Flash Point(C): 70 °C
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves