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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
Pricing and availability is not currently available.

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

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT4386
WXBF4568V
MKCT5640
WXBF0694V
MKCT6717

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Emerging polymeric material strategies for cartilage repair
Connor J Demott and Melissa A Grunlan
Journal of materials chemistry. B, 10, 9578-9589 (2022)
Suresh Kumar Raman Pillai et al.
Macromolecular rapid communications, 41(21), e2000175-e2000175 (2020-08-18)
Contact lenses are medical devices commonly used to correct refractive errors and to maintain ocular health. Microorganisms such as bacteria that grow on the lens surface cause irritation to the eyes and can even cause loss of vision. In this
Junyi Li et al.
Journal of environmental sciences (China), 91, 177-188 (2020-03-17)
Excessive nitrate (NO3-) is among the most problematic surface water and groundwater pollutants. In this study, a type of magnetic cationic hydrogel (MCH) is employed for NO3- adsorption and well characterized herein. Its adsorption capacity is considerably pH-dependent and achieves
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
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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Questions

1–3 of 3 Questions  

  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

  3. 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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