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)

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

• Language:English Provider:2,3-Epoxypropyl methacrylate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Glycidyl methacrylate Usage And Synthesis

Description

Glycidyl Methacrylate (GMA) is a clear, colorless liquid with a potent ester and fruity odor. It comprises a polymerizable methacrylate functional group on one end and a reactive epoxy group on the other. It is slightly miscible with water, soluble in most organic solvents, and has relatively low volatility. Its vapor is heavier than air. It copolymerizes readily with various functional groups, such as phenols, ketones, acids, and amines. The added epoxy group imparts durability, mechanical strength, optical transparency, and adhesiveness.

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 (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(106-91-2)Related Product Information

• Tris(trimethylsilyl)phosphate
• BUTYL OLEATE
• Methyl acrylate
• Poly(methyl methacrylate)
• Dimethyl succinate
• Methacrylic acid
• Methyl methacrylate
• 2-Hydroxyethyl methacrylate
• Ethyl methacrylate
• POLY(1-GLYCEROL METHACRYLATE)
• POLYMETHACRYLATE
• Glycidyl acrylate
• Butyl methacrylate
• Methacrylamide
• 2-HYDROXYPROPYL ACRYLATE
• 2-Hydroxyethyl acrylate
• 3-Ethoxy-1-propanol
• Thiazolyl Blue