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335681

Sigma-Aldrich

Ethylene glycol dimethacrylate

98%, cross-linking reagent polymerization reactions, methacrylate, 90-110 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):

Polyethylene glycol, 1,2-Ethanediol dimethacrylate, Ethylene dimethacrylate

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About This Item

Linear Formula:
CH2=C(CH3)COOCH2CH2OCOC(CH3)=CH2
CAS Number:
97-90-5
Molecular Weight:
198.22
Beilstein:
1776663
EC Number:
202-617-2
MDL number:
MFCD00008590
UNSPSC Code:
12162002
PubChem Substance ID:
24860340
NACRES:
NA.23
Pricing and availability is not currently available.

Product Name

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

vapor density

>1 (vs air)

Quality Level

300

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
GHS07

Signal Word

Warning

Hazard Statements

H317,H335

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCW6121
MKCT6421
MKCP1251
MKCS2934
MKCW9687

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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.
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
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.
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
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
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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

      Helpful?

  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. Is the ethylene glycol dimethacrylate a toxic crosslinker for human?

    1 answer

    1. The toxicological information for product 335681 can be reviewed in the SDS.
      See the link below, section 13, to review this information:
      https://www.sigmaaldrich.com/sds/aldrich/335681

      There are articles available in the literature as well. See the link to the following publication for an example:
      https://pubmed.ncbi.nlm.nih.gov/29107684/

      Helpful?

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