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Glycidyl methacrylate
[CAS# 106-91-2]

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Complete supplier list of Glycidyl methacrylate
Identification
Classification Chemical reagent >> Organic reagent >> Polycyclic compound
Name Glycidyl methacrylate
Synonyms 2,3-Epoxypropyl methacrylate; Methacrylic acid 2,3-epoxypropyl ester
Molecular Structure CAS # 106-91-2, Glycidyl methacrylate, 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester
Molecular Formula C7H10O3
Molecular Weight 142.15
CAS Registry Number 106-91-2
EC Number 203-441-9
SMILES CC(=C)C(=O)OCC1CO1
Properties
Density 1.042
Boiling point 189 ºC
Refractive index 1.449-1.451
Flash point 76 ºC
Water solubility 0.5-1.0 g/100 mL at 20 ºC
Safety Data
Hazard Symbols symbol symbol symbol symbol   GHS05;GHS06;GHS07;GHS08 Danger    Details
Hazard Statements H302+H332-H302-H311-H312-H314-H315-H317-H318-H319-H332-H335-H341-H350-H360-H370-H372    Details
Precautionary Statements P203-P260-P261-P262-P264-P264+P265-P270-P271-P272-P280-P301+P317-P301+P330+P331-P302+P352-P302+P361+P354-P304+P340-P305+P351+P338-P305+P354+P338-P308+P316-P316-P317-P318-P319-P321-P330-P332+P317-P333+P317-P337+P317-P361+P364-P362+P364-P363-P403+P233-P405-P501    Details
Hazard Classification
up    Details
HazardClassCategory CodeHazard Statement
Acute toxicityAcute Tox.4H302
Skin sensitizationSkin Sens.1H317
Acute toxicityAcute Tox.3H311
Acute toxicityAcute Tox.4H332
Eye irritationEye Irrit.2H319
Skin irritationSkin Irrit.2H315
Germ cell mutagenicityMuta.2H341
CarcinogenicityCarc.1BH350
Reproductive toxicityRepr.1BH360
Serious eye damageEye Dam.1H318
Skin corrosionSkin Corr.1CH314
Specific target organ toxicity - single exposureSTOT SE3H335
Specific target organ toxicity - repeated exposureSTOT RE1H372
Acute toxicityAcute Tox.4H312
Specific target organ toxicity - single exposureSTOT SE1H370
Skin sensitizationSkin Sens.1AH317
Reproductive toxicityRepr.1AH360F
Reproductive toxicityRepr.1BH360F
Acute toxicityAcute Tox.3H301
Skin corrosionSkin Corr.1H314
Chronic hazardous to the aquatic environmentAquatic Chronic3H412
Reproductive toxicityRepr.1BH360Df
Reproductive toxicityRepr.1AH360
Reproductive toxicityRepr.1BH360F
Transport Information UN 2810
SDS Available
up Discovory and Applicatios
Glycidyl methacrylate (GMA) is a versatile chemical compound with the molecular formula C₇H₁₀O₃, characterized by the presence of both an epoxide group and a methacrylate group. This dual functionality makes GMA a valuable monomer in various polymerization reactions, leading to its widespread use in the production of specialty polymers, coatings, adhesives, and composites.

The discovery of glycidyl methacrylate can be traced back to the mid-20th century when researchers were exploring new monomers for use in polymer chemistry. The compound was identified as particularly promising due to its reactive epoxide group, which allows it to undergo copolymerization with a wide range of other monomers, and its methacrylate group, which provides a site for radical polymerization. This unique combination of properties has made GMA an important building block in the synthesis of functional polymers.

One of the primary applications of glycidyl methacrylate is in the production of epoxy resins. When GMA is copolymerized with other monomers, it forms polymers with reactive epoxide groups that can be further cross-linked using curing agents. These epoxy-based polymers are widely used in the coatings industry, particularly for protective coatings on metals and other surfaces. The high reactivity of the epoxide groups in GMA-based polymers allows for strong adhesion to substrates and excellent resistance to chemicals and environmental factors.

Glycidyl methacrylate is also used in the production of acrylic resins, which are employed in a variety of applications, including adhesives, sealants, and composites. The presence of the methacrylate group in GMA enables its copolymerization with other acrylic monomers, resulting in resins with enhanced mechanical properties and durability. These acrylic resins are often used in the automotive and aerospace industries, where they provide lightweight, high-performance materials for coatings, structural components, and adhesives.

In addition to its use in coatings and adhesives, glycidyl methacrylate is utilized in the synthesis of ion exchange resins, which are important in water treatment and purification processes. The reactive epoxide group in GMA allows for the introduction of functional groups that can selectively bind to ions, making these resins effective in removing contaminants from water. This application highlights the versatility of GMA in creating polymers with specific and tailored functionalities.

Furthermore, GMA is employed in the development of biomedical materials, particularly in the fabrication of hydrogels and drug delivery systems. The ability of GMA to undergo copolymerization with hydrophilic monomers allows for the creation of hydrogels with controlled swelling properties and biocompatibility. These materials are used in wound dressings, tissue engineering, and as carriers for controlled drug release.

The handling of glycidyl methacrylate requires careful attention to safety, as the compound is known to be a skin sensitizer and can cause irritation upon contact. Proper protective equipment and handling procedures are essential when working with GMA to minimize exposure and potential health risks.

Overall, the discovery and application of glycidyl methacrylate have had a significant impact on the field of polymer chemistry, enabling the development of a wide range of high-performance materials with applications across numerous industries.
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