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Glycidyl methacrylate

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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
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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.)
Flash point:
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.
InChIKey
VOZRXNHHFUQHIL-UHFFFAOYSA-N
LogP
0.96 at 25℃
CAS DataBase Reference
106-91-2(CAS DataBase Reference)
IARC
2A (Vol. 125) In prep.
NIST Chemistry Reference
2-Propenoic acid, 2-methyl-, oxiranylmethyl ester(106-91-2)
EPA Substance Registry System
Glycidyl methacrylate (106-91-2)
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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 Data
106-91-2(Hazardous Substances Data)
Toxicity
dog,LCLo,inhalation,1400mg/m3/6H (1400mg/m3),LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES,National Technical Information Service. Vol. OTS0530684,

MSDS

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Glycidyl methacrylate Usage And Synthesis

Chemical Properties

Glycidyl methacrylate (GMA) is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)

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.

Uses

Glycidyl 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.

Uses

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.

Uses

Glycidyl 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.

Preparation

Glycidyl 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.

Definition

ChEBI: 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.

Reactions

Glycidyl 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 Description

Colorless liquid with a fruity odor. Floats on water.

Air & Water Reactions

Flammable. Slightly water soluble.

Reactivity Profile

Epoxides, 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 Hazard

The liquid irritates eyes about as much as soap. Prolonged contact with skin produces irritation and dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Irritating vapors are generated when heated

Flammability and Explosibility

Flammable

Glycidyl methacrylate Preparation Products And Raw materials

Raw materials

Preparation Products

Glycidyl methacrylateSupplier

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