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Sigma-Aldrich

(3-Acrylamidopropyl)trimethylammonium chloride solution

75 wt. % in H2O

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Synonym(s):
(Acrylamidopropyl)trimethylammonium chloride, Acryloylaminopropyltrimethylammonium chloride, Trimethyl(3-acrylamidopropyl)ammonium chloride
Linear Formula:
H2C=CHCONH(CH2)3N(CH3)3Cl
CAS Number:
Molecular Weight:
206.71
MDL number:
PubChem Substance ID:
NACRES:
NA.23

contains

3,000 ppm monomethyl ether hydroquinone as stabilizer

Quality Level

concentration

75 wt. % in H2O

refractive index

n20/D 1.4848

density

1.11 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

[Cl-].C[N+](C)(C)CCCNC(=O)C=C

InChI

1S/C9H18N2O.ClH/c1-5-9(12)10-7-6-8-11(2,3)4;/h5H,1,6-8H2,2-4H3;1H

InChI key

OEIXGLMQZVLOQX-UHFFFAOYSA-N

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This Item
348279549797348287
Acryloyl chloride 97.0%, contains <210 ppm MEHQ as stabilizer

Sigma-Aldrich

549797

Acryloyl chloride

concentration

75 wt. % in H2O

concentration

65 wt. % in H2O

concentration

-

concentration

60 wt. % in H2O

refractive index

n20/D 1.4848

refractive index

-

refractive index

n20/D 1.435 (lit.)

refractive index

n20/D 1.4541

density

1.11 g/mL at 25 °C

density

-

density

1.114 g/mL at 25 °C (lit.)

density

1.154 g/mL at 25 °C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

storage temp.

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

(3-Acrylamidopropyl)trimethylammonium chloride(APTAC) is a quaternary ammonium cationic monomer with high water solubility. It undergoes rapid cationic polymerization due to the presence of a permanent positive charge. It is utilized in the field of stimuli-responsive coatings, biosensors, drug delivery systems, medical devices, contact lenses, dental composites, wound healing, ion-exchange membranes for water treatment, and polymer 3Dscaffolds for tissue engineering.

Application

(3-Acrylamidopropyl)trimethylammonium chloride solution can be used:



  • As a cationic monomer to synthesize polyampholyte hydrogels (PAHs). These hydrogels show pH-responsive and ionic strength-responsive behavior and are suitable for application in smart coatings and biosensors.
  • As a monomer to prepare poly(APTAC) ion exchange membranes with high surface porosity, for the removal of Cu(II), Cr(VI), and As(V) ions from water.
  • As a precursor to fabricate cartilage mimetic polymer scaffolds that can be used in cartilage regeneration and replacement.

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Synthesis of cationic poly ((3-acrylamidopropyl) trimethylammonium chloride) by SARA ATRP in ecofriendly solvent mixtures
Mendoncca P, et al.
Polym. Chem., 5(19), 5829-5836 (2014)
Novel biodegradable flocculanting agents based on pullulan
Ghimici L, et al.
Journal of Hazardous Materials, 181(1-3), 351-358 (2010)
Sarah Jurjevec et al.
Journal of colloid and interface science, 575, 480-488 (2020-05-16)
Macroporous polyampholyte hydrogels, simultaneously bearing both the anionic and cationic groups, demonstrate immense promise over the one-sign charged polyelectrolytes, owing to a unique phenomenon known as the ˝anti-polyelectrolyte˝ effect. Thus, they are extremely promising materials, since they remain solvated and
Bio-based hydrogels with ion exchange properties applied to remove Cu (II), Cr (VI), and As (V) ions from water
Julio Sanchez, et al.
Frontiers in Bioengineering and Biotechnology, 9, 656472-656472 (2021)
Studies on graft copolymerization of 3-acrylamidopropyl trimethylammonium chloride on pullulan
Constantin M, et al.
Carbohydrate Polymers, 84(3), 926-932 (2011)

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