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Sigma-Aldrich

Ethylene glycol dimethacrylate

98%, contains 90-110 ppm monomethyl ether hydroquinone as inhibitor

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Synonym(s):
1,2-Ethanediol dimethacrylate, Ethylene dimethacrylate
Linear Formula:
CH2=C(CH3)COOCH2CH2OCOC(CH3)=CH2
CAS Number:
Molecular Weight:
198.22
Beilstein:
1776663
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

vapor density

>1 (vs air)

Quality Level

vapor pressure

<0.1 mmHg ( 21.1 °C)

Assay

98%

form

liquid

contains

90-110 ppm monomethyl ether hydroquinone as inhibitor

reaction suitability

reagent type: cross-linking reagent
reaction type: Polymerization Reactions

refractive index

n20/D 1.454 (lit.)

bp

98-100 °C/5 mmHg (lit.)

density

1.051 g/mL at 25 °C (lit.)

Ω-end

methacrylate

α-end

methacrylate

polymer architecture

shape: linear
functionality: homobifunctional

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCCOC(=O)C(C)=C

InChI

1S/C10H14O4/c1-7(2)9(11)13-5-6-14-10(12)8(3)4/h1,3,5-6H2,2,4H3

InChI key

STVZJERGLQHEKB-UHFFFAOYSA-N

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General description

Ethylene glycol dimethylacrylate (EGDMA) is a diester formed by condensation of two equivalents of methacrylic acid and one equivalent of ethylene glycol.

Application

Ethylene glycol dimethacrylate can be used as a cross-linker in thepreparation of:

  • A terpolymer system, poly(acrylonitrile-co-Ethyleneglycol dimethacrylate-co-vinylbenzyl chloride), which is applicable as a sorbentin pharmaceuticals adsorption.
  • PVA (polyvinyl alcohol) based hydrogel by free-radicalcopolymerization. These PVA polymer networks can be used as drug deliverysystems.
It can also be used asa monomer in the preparation of swellable and non-swellable poly(ethyleneglycol dimethacrylate/acrylic acid) copolymer microspheres through suspensionpolymerization.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 1

Flash Point(F)

219.2 °F - Pensky-Martens closed cup

Flash Point(C)

104 °C - Pensky-Martens closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Xinglin Lu et al.
Proceedings of the National Academy of Sciences of the United States of America, 114(46), E9793-E9801 (2017-10-29)
The cytotoxicity of 2D graphene-based nanomaterials (GBNs) is highly important for engineered applications and environmental health. However, the isotropic orientation of GBNs, most notably graphene oxide (GO), in previous experimental studies obscured the interpretation of cytotoxic contributions of nanosheet edges.
Mariane Gonçalves Santos et al.
Talanta, 163, 8-16 (2016-11-26)
The use of a new class of hybrid materials, called restricted access molecularly imprinted polymers (RAMIPs) seems to present a good strategy for the sample preparation of complex matrices, since these materials combine good protein elimination capacity with high degree
Zhen Wang et al.
Electrophoresis, 33(21), 3151-3158 (2012-09-06)
A microfluidic device that performs "in space" sample fractionation, collection, and preconcentration for proteomics is described. Effluents from a 2.75 mm long fractionation channel, focused via sheath flow, were sequentially delivered into an array of 36-collection channels containing monolithic polymer
Andreia F R Pimenta et al.
PloS one, 11(12), e0167728-e0167728 (2016-12-10)
The study of ocular drug delivery systems has been one of the most covered topics in drug delivery research. One potential drug carrier solution is the use of materials that are already commercially available in ophthalmic lenses for the correction
Robert H Utama et al.
Chemical communications (Cambridge, England), 48(90), 11103-11105 (2012-10-09)
Hollow polymeric nanoparticles with a hydrophilic liquid core have been synthesized in a one-pot approach via a novel inverse miniemulsion periphery RAFT polymerization process. Successful encapsulation and release of a model protein is reported as a potential application.

Articles

The manufacture of monomers for use in ophthalmic applications is driven by the need for higher purity, improved reliability of manufacturing supply, but ultimately by the need for the increased comfort, convenience, and safety of contact lens wearers. Daily wear contact lenses have the potential to fill this need for many customers; however, their widespread use is constrained by higher costs compared to weekly- or monthly-based lenses. New approaches that improve cost structure and result in higher quality raw materials are needed to help make contact lenses more affordable and accelerate growth of the contact lens market.

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