274135
N,N-Dimethylacrylamide
99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor
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All Photos(3)
Synonym(s):
2-Propenamide
Linear Formula:
CH2=CHCON(CH3)2
CAS Number:
Molecular Weight:
99.13
Beilstein:
1742219
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
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Quality Level
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
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1
WGK
WGK 1
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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Graft copolymerization of N, N-Dimethylacrylamide to cellulose in homogeneous media using atom transfer radical polymerization for hemocompatibility
Yan L and Wei T
Journal of Biomedical Science and Engineering, 10(1), 37-37 (2008)
Syed Ragib Safi et al.
Scientific reports, 9(1), 11909-11909 (2019-08-17)
Arsenic contamination of groundwater is a serious concern worldwide. The research gaps in removing arsenic are selectivity, regeneration and effective removal rate at neutral pH levels. In this study, we discussed the reasons of the high arsenic adsorption from groundwater
Koki Sano et al.
Nature communications, 7, 12559-12559 (2016-08-31)
Fluids that contain ordered nanostructures with periodic distances in the visible-wavelength range, anomalously exhibit structural colours that can be rapidly modulated by external stimuli. Indeed, some fish can dynamically change colour by modulating the periodic distance of crystalline guanine sheets
WenBo Du et al.
Carbohydrate polymers, 223, 115084-115084 (2019-08-21)
In this work, a novel strategy for the construction of injectable self-healing nanocomposite (NC) hydrogels dominated by reversible boronic ester bonds was demonstrated. Specifically, NC hydrogels were constructed by the solution-mixing of N,N-dimethylacrylamide-stat-3-acrylamidophenylboronicacid statistical copolymers (PDMA-stat-PAPBA) and poly(glycerolmonomethacrylate) (PGMA) chains
S Q Liu et al.
Molecular bioSystems, 1(2), 158-165 (2006-08-02)
Thermally sensitive micelles self-assembled from poly(N-isopropylacrylamide-co- N,N-dimethylacrylamide)-b-poly(d,l-lactide-co-glycolide)[P(NIPAAm-co-DMAAm)-b-PLGA] are fabricated and used as a carrier for the controlled delivery of paclitaxel. Paclitaxel is efficiently loaded into the micelles by a membrane dialysis method. The lower critical solution temperature (LCST) of the
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