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Sigma-Aldrich

(Vinylbenzyl)trimethylammonium chloride

99%

Synonym(s):

(ar-Vinylbenzyl)trimethylammonium chloride

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About This Item

Linear Formula:
H2C=CHC6H4CH2N(CH3)3Cl
CAS Number:
26616-35-3
Molecular Weight:
211.73
Beilstein:
3730835
EC Number:
247-850-0
MDL number:
MFCD00080690
UNSPSC Code:
12162002
PubChem Substance ID:
24869493
NACRES:
NA.23

Assay

99%

mp

240 °C (dec.) (lit.)

SMILES string

[Cl-].C[N+](C)(C)Cc1ccc(C=C)cc1

InChI

1S/C12H18N.ClH/c1-5-11-6-8-12(9-7-11)10-13(2,3)4;/h5-9H,1,10H2,2-4H3;1H/q+1;/p-1

InChI key

TVXNKQRAZONMHJ-UHFFFAOYSA-M

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General description

(Vinylbenzyl)trimethylammonium chloride is a quaternary ammonium salt commonly used as a monomer in polymerization reactions to produce unique polymers. Its vinylbenzyl group allows for easy radical polymerization and copolymerization, enabling incorporation into different polymer backbones like polyacrylates, polyvinyl acetates, and styrene-based polymers. These resulting polymers possess excellent cationic properties, making them suitable for applications such as water treatment, papermaking, textiles, coatings, flocculants, coagulants, dispersants, binders, adhesives, and modifiers.

Application

(Vinylbenzyl)trimethylammonium chloride (VBTA) can be used as a monomer:
  • To synthesize the poly(AMA-DVB-VBTA) monolith columns, which are used for solid-phase microextraction in analytical chemistry.
  • To prepare an anion exchange membrane for a lignin oxidizing electrolyzer. VBTA provides the anion exchange functionality to the copolymer membrane, which allows for the selective transport of anions across the membrane
It is also used to synthesize poly(VBTMAC) (homopolymer) and block copolymers for biomedical applications. For example, it can be used as a monomer to prepare:
  • Poly[oligo(ethylene glycol) methacrylate]-b-based nanostructures for encapsulating magnetic nanoparticles and DNA.
  • Nano-sized polyelectrolyte complexes.
  • Homo and block copolymers of poly(VBTMAC) for non-viral DNA delivery systems.

Other Notes

Contains a mixture of 3-vinyl isomers and 4-vinyl isomers

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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Poly(vinyl benzyl trimethylammonium chloride) Homo and Block Copolymers Complexation with DNA
Emi Haladjova, et al.
The Journal of Physical Chemistry B, 120, 2586-2595 (2016)
Poly[oligo(ethylene glycol) methacrylate]-b-poly[(vinyl benzyl trimethylammonium chloride)] Based Multifunctional Hybrid Nanostructures Encapsulating Magnetic Nanoparticles and DNA
Angeliki Chroni, et al.
Polymers, 12 (2020)
Chen Zheng et al.
Polymers, 12(3) (2020-04-03)
By using different conductivity of polyaniline as filler, a kind of poly(ionic liquid)/polyaniline composite particles was synthesized to investigate the influence of dielectric polarization rate difference between filler and matrix on the electrorheological response and flow stability of composite-based electrorheological
Nunzio Cennamo et al.
Sensors (Basel, Switzerland), 18(6) (2018-06-08)
A novel Molecularly Imprinted Polymer (MIP) able to bind perfluorinated compounds, combined with a surface plasmon resonance (SPR) optical fiber platform, is presented. The new MIP receptor has been deposited on a D-shaped plastic optical fiber (POF) covered with a
Jeffrey M Ting et al.
Molecules (Basel, Switzerland), 25(11) (2020-06-04)
A series of model polyelectrolyte complex micelles (PCMs) was prepared to investigate the consequences of neutral and zwitterionic chemistries and distinct charged cores on the size and stability of nanocarriers. Using aqueous reversible addition-fragmentation chain transfer (RAFT) polymerization, we synthesized

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