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448281

Sigma-Aldrich

(3-Acrylamidopropyl)trimethylammonium chloride solution

75 wt. % in H2O

Synonym(s):

(Acrylamidopropyl)trimethylammonium chloride, Acryloylaminopropyltrimethylammonium chloride, Trimethyl(3-acrylamidopropyl)ammonium chloride

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About This Item

Linear Formula:
H2C=CHCONH(CH2)3N(CH3)3Cl
CAS Number:
45021-77-0
Molecular Weight:
206.71
MDL number:
MFCD00274249
UNSPSC Code:
12162002
PubChem Substance ID:
24868399
NACRES:
NA.23

contains

3,000 ppm monomethyl ether hydroquinone as stabilizer

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

Related Categories

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

H412

Precautionary Statements

P273 - P501

Hazard Classifications

Aquatic Chronic 3

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Dorota Lachowicz et al.
Pharmaceutics, 11(12) (2019-11-27)
A cationic derivative of pullulan was obtained by grafting reaction and used together with dextran sulfate to form polysaccharide-based nanohydrogel cross-linked via electrostatic interactions between polyions. Due to the polycation-polyanion interactions nanohydrogel particles were formed instantly and spontaneously in water.
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
Emerging polymeric material strategies for cartilage repair
Connor J Demott and Melissa A Grunlan
Journal of materials chemistry. B, 10, 9578-9589 (2022)
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