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Sigma-Aldrich

Glycidyl methacrylate

97%, contains 100 ppm monomethyl ether hydroquinone as inhibitor

Synonym(s):

2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester

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About This Item

Empirical Formula (Hill Notation):
C7H10O3
CAS Number:
106-91-2
Molecular Weight:
142.15
Beilstein:
2506
EC Number:
203-441-9
MDL number:
MFCD00005137
UNSPSC Code:
12162002
PubChem Substance ID:
24849103
NACRES:
NA.23

Quality Level

300

Assay

97%

form

liquid

contains

100 ppm monomethyl ether hydroquinone as inhibitor

impurities

0.02% epichlorohydrin

refractive index

n20/D 1.449 (lit.)

bp

189 °C (lit.)

density

1.042 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(=C)C(=O)OCC1CO1

InChI

1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3

InChI key

VOZRXNHHFUQHIL-UHFFFAOYSA-N

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General description

Glycidyl methacrylate (GMA) is a polyfunctional monomer. It acts as an adhesion promoting crosslinking co-monomer for acrylic and vinyl resins. It is also a reactive colorless diluent. GMA is soluble in ethanol, acetone, diethyl ether, benzene.

Application

Glycidyl methacrylate dextran (GMA) has been reported to be used as a biocompatible hydrogel. In situ polymerization of GMA with trimethylolpropane trimethacrylate to form macroporous sorbents has also been reported. GMA may also be grafted onto polypropylene.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Corr. 1C - Skin Sens. 1 - STOT RE 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

168.8 °F - closed cup

Flash Point(C)

76 °C - closed cup

Certificates of Analysis (COA)

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Styrene-assisted melt free radical grafting of glycidyl methacrylate onto polypropylene
Cartier H and Hu GH
Journal of Polymer Science Part A: Polymer Chemistry, 36(7), 1053-1063 (1998)
Molded? macroporous poly (glycidyl methacrylate-co-trimethylolpropane trimethacrylate) materials with fine controlled porous properties: preparation of monoliths using photoinitiated polymerization
Viklund C, et al
Chemistry of Materials, 9(2), 463-471 (1997)
Adam Blanazs et al.
Journal of the American Chemical Society, 133(41), 16581-16587 (2011-08-19)
Amphiphilic diblock copolymers composed of two covalently linked, chemically distinct chains can be considered to be biological mimics of cell membrane-forming lipid molecules, but with typically more than an order of magnitude increase in molecular weight. These macromolecular amphiphiles are
Synthesis, characterization, and polymerization of glycidyl methacrylate derivatized dextran.
van Dijk-Wolthuis WNE, et al.
Macromolecules, 28(18), 6317-6322 (1995)
Hye Sung Kim et al.
Biomaterials, 269, 120214-120214 (2020-08-02)
Cartilage defect is difficult to heal due to its avascular properties. Implantation of mesenchymal stem cell is one of the most promising approach for regenerating cartilage defects. Here we prepared polymeric nanofibrils decorated with cartilage-derived decellularized extracellular matrix (dECM) as
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