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Merck

274135

Sigma-Aldrich

N,N-Dimethylacrylamide

99%, contains 500 ppm monomethyl ether hydroquinone as inhibitor

Sinónimos:

2-Propenamide

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About This Item

Fórmula lineal:
CH2=CHCON(CH3)2
Número de CAS:
Peso molecular:
99.13
Beilstein:
1742219
Número CE:
Número MDL:
Código UNSPSC:
12162002
ID de la sustancia en PubChem:
NACRES:
NA.23

Nivel de calidad

Ensayo

99%

Formulario

liquid

contiene

500 ppm monomethyl ether hydroquinone as inhibitor

índice de refracción

n20/D 1.473 (lit.)

bp

80-81 °C/20 mmHg (lit.)

densidad

0.962 g/mL at 25 °C (lit.)

cadena SMILES

CN(C)C(=O)C=C

InChI

1S/C5H9NO/c1-4-5(7)6(2)3/h4H,1H2,2-3H3

Clave InChI

YLGYACDQVQQZSW-UHFFFAOYSA-N

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Descripción general

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.

Aplicación

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.

Características y beneficios

  • 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.

Pictogramas

Skull and crossbonesCorrosion

Palabra de señalización

Danger

Frases de peligro

Clasificaciones de peligro

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Eye Dam. 1

Código de clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Clase de riesgo para el agua (WGK)

WGK 1

Punto de inflamabilidad (°F)

158.0 °F

Punto de inflamabilidad (°C)

70 °C

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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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
Mareike Wendorff et al.
Frontiers in immunology, 11, 1705-1705 (2020-09-10)
Human Leukocyte Antigen class II (HLA-II) molecules present peptides to T lymphocytes and play an important role in adaptive immune responses. Characterizing the binding specificity of single HLA-II molecules has profound impacts for understanding cellular immunity, identifying the cause of
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

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