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Sigma-Aldrich

(3-Acrylamidopropyl)trimethylammonium chloride solution

75 wt. % in H2O

Synonyme(s) :

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

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About This Item

Formule linéaire :
H2C=CHCONH(CH2)3N(CH3)3Cl
Numéro CAS:
Poids moléculaire :
206.71
Numéro MDL:
Code UNSPSC :
12162002
ID de substance PubChem :
Nomenclature NACRES :
NA.23
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Contient

3,000 ppm monomethyl ether hydroquinone as stabilizer

Niveau de qualité

Concentration

75 wt. % in H2O

Indice de réfraction

n20/D 1.4848

Densité

1.11 g/mL at 25 °C

Température de stockage

2-8°C

Chaîne SMILES 

[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

Clé InChI

OEIXGLMQZVLOQX-UHFFFAOYSA-N

Description générale

(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.[1]
  • As a precursor to fabricate cartilage mimetic polymer scaffolds that can be used in cartilage regeneration and replacement.[2]

Mentions de danger

Conseils de prudence

Classification des risques

Aquatic Chronic 3

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


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Consulter la Bibliothèque de documents

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
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.
Emerging polymeric material strategies for cartilage repair
Connor J Demott and Melissa A Grunlan
Journal of materials chemistry. B, 10, 9578-9589 (2022)

Questions

  1. Why is this sold as a 50% wt soln in water? Is it stable as a solid?

    1 answer
    1. The compound (3-Acrylamidopropyl)trimethylammonium chloride is generally sold in solution, i.e. in a liquid form vs a dry form, to facilitate the addition of a stabilizer against premature polymerization. For this product, it is 3,000 ppm monomethyl ether hydroquinone that is used as a stabilizer.

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