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Merck

440159

3-(Trimethoxysilyl)propyl methacrylate

98%

Synonym(s):

Silane A174, [3-(Methacryloyloxy)propyl]trimethoxysilane

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About This Item

Linear Formula:
H2C=C(CH3)CO2(CH2)3Si(OCH3)3
CAS Number:
2530-85-0
Molecular Weight:
248.35
UNSPSC Code:
12162002
NACRES:
NA.23
PubChem Substance ID:
24867572
EC Number:
219-785-8
Beilstein/REAXYS Number:
1952435
MDL number:
MFCD00008593

Key Documents

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InChI key

XDLMVUHYZWKMMD-UHFFFAOYSA-N

InChI

1S/C10H20O5Si/c1-9(2)10(11)15-7-6-8-16(12-3,13-4)14-5/h1,6-8H2,2-5H3

SMILES string

CO[Si](CCCOC(=O)C(C)=C)(OC)OC

assay

98%

form

liquid

impurities

1% methyl alcohol from hydrolysis

refractive index

n20/D 1.431 (lit.)

bp

190 °C (lit.)

density

1.045 g/mL at 25 °C (lit.)

Quality Level

200

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General description

3-(Trimethoxysilyl)propyl methacrylate (TMSPMA) is widely used as a monomer and as a coupling agent in polymerization reactions. It copolymerized with other monomers, such as styrene or acrylates, to produce polymer films with improved mechanical properties and adhesion to various substrates. It also improves the stability of the polymer to UV radiation. Additionally, TMSPMA is also used as a crosslinking agent in polymer gels, as it reacts with other functional groups, such as hydroxyl or carboxyl groups, to form stable covalent bonds that improve the mechanical properties of the polymer. Furthermore, TMSPMA has also been used in various fields which include, lithium-ion batteries, engineering applications dental restorative materials, and various other biomedical applications.

Application

The Progress in Development of Dental Restorative Materials
3-(Trimethoxysilyl)propyl methacrylate (TMSPMA) can be used as:
  • A linker molecule to synthesize a scaffold based on a TMSPMA-polyhedral oligomeric silsesquioxane (POSS) hybrid for potential tissue engineering applications.
  • A coupling agent in the preparation of visible-light-curable urethane-modified epoxy acrylate/SiO2 composites to improve the adhesion between the filler, SiO2 nanoparticles, and the resin matrix. These composites are further applicable as dental restorative materials.
  • A monomer to synthesize a polymer electrolyte material for use in lithium-ion batteries.
  • A silane coupling agent for the modification of TiO2 nanoparticles. TMPSM-modified nano-TiO2 shows excellent stability in water which makes it suitable for polymer nanocomposite processing.
  • A monomer in the synthesis of reactive block copolymers via atom transfer radical polymerization. These block copolymers can be used to construct a variety of hybrid nanomaterials.
TMSPM functionalized Ag-Ce nanocomposites can be used for selective detection of Hg(ll) by the calorimetric method. The significant color change and formation of aggregates of TMPSM functionalized composites in the presence of Hg(ll) ions make the probe unique for calorimetric estimation.

Storage Class

10 - Combustible liquids

wgk

WGK 1

flash_point_f

197.6 °F - closed cup

flash_point_c

92 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Group 4: Flammable liquids + Type 3 petroleums + Hazardous rank III + Water insoluble liquid

fsl

440159-BULK: + 440159-100ML: + 440159-VAR: + 440159-500ML:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
MKDB4070
MKCW0519
MKCZ9773
MKCZ4751
MKCZ4151

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Juyeol Bae et al.
Nature communications, 10(1), 3209-3209 (2019-07-22)
Liquid foam consists of liquid film networks. The films can be thinned to the nanoscale via evaporation and have potential in bottom-up material structuring applications. However, their use has been limited due to their dynamic fluidity, complex topological changes, and
José Luís Dores-Sousa et al.
Analytica chimica acta, 1124, 176-183 (2020-06-15)
This study targets the synthesis of high external-porosity poly(styrene-co-divinylbenzene) monolithic support structures with macropore and globule sizes in the sub-micron range, aiming at the realization of high-speed and high-resolution gradient separations of intact proteins and peptides. The thermodynamic and kinetic
Guangwei Lu et al.
ACS omega, 5(30), 19255-19267 (2020-08-11)
In this study, organically modified montmorillonite (OMMT) was prepared by modifying MMT with a cationic surfactant cetyltrimethylammonium bromide (CTAB). The obtained OMMT of different loading contents (1, 2, 4, 6, and 8 wt %) was melt-blended with poly(acrylonitrile-co-butadiene-co-styrene) (ABS) to
Hassan Y Hijazi et al.
Journal of chromatography. A, 1617, 460824-460824 (2020-01-26)
A tailor-made porous molecularly imprinted polymer (MIP) thin-film was prepared by in situ photo-radical polymerization on a glass slide and used as a microextraction adsorbent. Detection was carried out using gas chromatography-mass spectrometry (GC-MS) to afford a method suitable for
Jiangdong Dai et al.
Journal of hazardous materials, 205-206, 179-188 (2012-01-21)
In the work, we reported an effective method for the preparation of molecularly imprinted nanoparticles with superparamagnetic susceptibility through atom transfer radical emulsion polymerization (ATREP), and then as-prepared magnetic molecularly imprinted nanoparticles (MMINs) were evaluated as adsorbents for selective recognition
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