Glycidyl methacrylate
Dual Functional Groups: Contains both methacrylate and epoxy groups, providing versatile reactivity for diverse chemical modifications.
Excellent Copolymerization Capability: Readily copolymerizes with a wide range of compounds including phenols, acids, amines, and ketones, supporting broad synthetic utility.
Enhanced Performance Properties: Increases durability, mechanical strength, and adhesion in finished products.
Good Optical Clarity and Processability: Exhibits high transparency and is compatible with most common organic solvents, facilitating easy processing.
Glycidyl Methacrylate (GMA) is a transparent, colorless liquid with a distinct ester-like, fruity odor. Its molecule features a polymerizable methacrylate group at one end and a highly reactive epoxy group at the other, providing dual functionality for versatile chemical reactions. GMA is slightly miscible with water but readily soluble in most organic solvents. It exhibits low volatility, and its vapor is denser than air. This compound copolymerizes easily with various functional groups, including phenols, acids, amines, and ketones. The presence of the epoxy group significantly enhances key properties such as durability, mechanical strength, optical clarity, and adhesion in final products.
Parameters
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. |
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, |
Glycidyl methacrylate (GMA) is a versatile epoxy-functional monomer primarily used in the synthesis of epoxy resins.It enables the epoxy functionalization of polyolefins and other acrylate resins. Common applications of GMA include the production of polymer coatings, finishes, adhesives, plastics, and elastomers. Biocompatible hydrogels have also been developed through the use of glycidyl methacrylate dextran.Furthermore, studies have reported the use of GMA in combination with trimethylolpropane trimethacrylate for the in situ preparation of macroporous sorbent materials. Another significant application involves the grafting of GMA onto polypropylene to improve its surface characteristics and functionality.
