Glycidyl methacrylate

Glycidyl methacrylate Basic information
Product Name:Glycidyl methacrylate
Synonyms:Glycidyl Methacrylate, stabilized, 97% 100GR;Glycidyl Methacrylate, stabilized, 97% 500GR;2-Methyl-2-oxiranyl-2-propenoic acid Methyl ester;Glycidyl Methacrylate OR Methacrylic acid 2,3-epoxypropyl ester;blemmergma;CP 105;cp105;Glycidol methacrylate
CAS:106-91-2
MF:C7H10O3
MW:142.15
EINECS:203-441-9
Product Categories:Oxiranes;Simple 3-Membered Ring Compounds;Acrylic Monomers;Building Blocks;Chemical Synthesis;Epoxides;Materials Science;Methacrylate;Monomers;Organic Building Blocks;Oxygen Compounds;Polymer Science;GM;GMA;bc0001
Mol File:106-91-2.mol
Glycidyl methacrylate Structure
Glycidyl methacrylate Chemical Properties
Melting point -52°C
Boiling point 189 °C(lit.)
density 1.075 g/mL at 20 °C
vapor pressure 4.2hPa at 25℃
refractive index n20/D 1.449(lit.)
Fp 169 °F
storage temp. 2-8°C
solubility Chloroform (Slightly), Methanol (Slightly)
form Liquid
color Clear
Water Solubility 0.5-1.0 g/100 mL at 20 ºC
BRN 2506
Stability:Unstable. Light sensitive. May be stabilized with around 100ppm MEHQ. Refrigerate.
InChIKeyVOZRXNHHFUQHIL-UHFFFAOYSA-N
LogP0.96 at 25℃
CAS DataBase Reference106-91-2(CAS DataBase Reference)
IARC2A (Vol. 125) In prep.
NIST Chemistry Reference2-Propenoic acid, 2-methyl-, oxiranylmethyl ester(106-91-2)
EPA Substance Registry SystemGlycidyl methacrylate (106-91-2)
Safety Information
Hazard Codes Xn,T,T+
Risk Statements 20/21/22-36/38-43-60-45-68-39/26-34
Safety Statements 26-28-28A-45-36/37-53-36/37/39
RIDADR UN 2810 6.1/PG 3
WGK Germany 2
RTECS OZ4375000
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29161490
Hazardous Substances Data106-91-2(Hazardous Substances Data)
Toxicitydog,LCLo,inhalation,1400mg/m3/6H (1400mg/m3),LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0530684,
MSDS Information
ProviderLanguage
2,3-Epoxypropyl methacrylate English
SigmaAldrich English
ACROS English
ALFA English
Glycidyl methacrylate Usage And Synthesis
Chemical PropertiesGlycidyl methacrylate (GMA) is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)
Glycidyl methacrylate
Glycidyl methacrylate 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.

UsesGlycidyl methacrylate (GMA) is a common monomer used in the creation of epoxy resins. It is used to provide epoxy functionalization to polyolefins and other acrylate resins.
Glycidyl methacrylate is used in the production of polymer coatings and finishes, adhesives, plastics and elastomers.
Glycidyl methacrylate dextran 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.

UsesGlycidyl methacrylate is commonly used as a monomer for the preparation of epoxy resins. It is also used to provide epoxy functionalization to polyolefins and other acrylate resins. Further, it is also useful as an epoxy resin additive for paint coating formulations and adhesive applications.
UsesGlycidyl 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.
DefinitionChEBI: Glycidyl methacrylate is an enoate ester obtained by formal condensation of the carboxy group of methacrylic acid with the hydroxy group of glycidol. It is an enoate ester and an epoxide. It is functionally related to a methacrylic acid and a glycidol.
PreparationGlycidyl methacrylate is produced from methacrylic acid and glycidol. Glycidol contain both epoxide and alcohol functional groups.It is an enoate ester and an epoxide. It derives from a methacrylic acid and a glycidol.
ReactionsGlycidyl methacrylate (GMA) is a kind of functional monomer. Its active vinyl and epoxy groups could be grafted with polyolefin and reacted with the polar groups such as amine, hydroxyl and carboxyl group, respectively. It can also undergo polymerization to form poly (glycidyl methacrylate).
Synthesis Reference(s)Tetrahedron, 48, p. 5099, 1992 DOI: 10.1016/S0040-4020(01)90120-6
Synthesis, p. 1019, 1986 DOI: 10.1055/s-1986-31856
General DescriptionColorless liquid with a fruity odor. Floats on water.
Air & Water ReactionsFlammable. Slightly water soluble.
Reactivity ProfileEpoxides, such as Glycidyl methacrylate, are highly reactive. They polymerize in the presence of catalysts or when heated. These polymerization reactions can be violent. Compounds in this group react with acids, bases, and oxidizing and reducing agents. They react, possibly violently with water in the presence of acid and other catalysts.
Health HazardThe liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis.
Fire HazardSpecial Hazards of Combustion Products: Irritating vapors are generated when heated
Flammability and ExplosibilityFlammable
Parthenolide ALLYLOXY PROPANOL 1-PROPOXY-2-PROPANOL POLY(1-NAPHTHYLMETHACRYLATE-CO-GLYCIDYL METHACRYLATE) POLY(1-GLYCEROL METHACRYLATE) 2-Propenoic acid, 2-methyl-, methyl ester, polymer with oxiranylmethyl 2-methyl-2-propenoate 3-Ethoxy-1-propanol N-PROPYL GLYCIDYL ETHER Glycidyl methacrylate acrylic resins POLYMETHACRYLATE ETHYL GLYCIDYL ETHER 2-Propenoic acid, 2-methyl-, methyl ester, polymer with ethenylbenzene and oxiranylmethyl 2-methyl-2-propenoate BUTYL OLEATE 2-Methoxyethyl acrylate (2-Propenyloxy)propanol ALLYL N-PROPYL ETHER POLY(2,2,3,3,4,4,4-HEPTAFLUOROBUTYL METHACRYLATE-CO-GLYCIDYL METHACRYLATE) 2-HYDROXYETHYL ACETATE

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