8.00609

2,3-Epoxypropyl methacrylate

Technipur^®, for synthesis

• Synonym(s): Glycidyl methacrylate, 2-((Methacryloxy)methyl)oxirane, 2,3-Epoxypropyl methacrylate, Methacrylic acid 2,3-epoxypropyl ester
• Empirical Formula (Hill Notation): C₇H₁₀O₃
• CAS Number: 106-91-2
• Molecular Weight: 142.15
• Beilstein/REAXYS Number: 2506
• MDL number: MFCD00005137
• UNSPSC Code: 12162002
• NACRES: NA.21

Properties

• grade: for synthesis
• Quality Level: 200
• vapor pressure: 4.2 hPa ( 25 °C)
• refractive index: n20/D 1.449 (lit.)
• bp: 189 °C (lit.)
• mp: <-60 °C
• density: 1.042 g/mL at 25 °C (lit.); 1.07 g/cm³ at 25 °C
• SMILES string: CC(=C)C(=O)OCC1CO1
• InChI: 1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
• InChI key: VOZRXNHHFUQHIL-UHFFFAOYSA-N

Description

General description

2,3-Epoxypropyl methacrylate is a methacrylic acid/glycidol ester. It is used as a monomer to produce polymers based on glycidyl methacrylate (GMA). It is also a dual functionality (epoxy and methacrylate) monomer, thus offering the opportunity for chemical modification of the parent polymer for various applications.

Application

2,3-Epoxypropyl methacrylate can be used as a monomer unit in polymer industries to produce poly (glycidyl methacrylate)(PGMA) for various uses in electronic and biomedical applications. The presence of epoxide group in PGMA allows it to be modified by a variety of functionalities such as amine-epoxy, thiol-epoxy, azide-epoxy, and acid-epoxy via nucleophilic ring-opening reactions. This overall flexibility in the functionalization of PGMA is because of the controlled polymerization of 2,3-epoxypropyl methacrylate monomer via free radical polymerization. Thus, PGMA is one of the most adaptable reactive scaffolds in polymer chemistry due to the long shelf life of the resulting polymers.

It is also used to prepare poly(n-butyl methacrylate-co-glycidyl methacrylate) copolymers, which find applications in adhesives, surface coatings, and electrical devices in various polymeric industries. The presence of epoxy groups and flexible butyl groups in epoxy resin-modified copolymers increases its mechanical properties, impact strength, and fracture elongation.

Legal Information

Technipur is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS05,GHS06,GHS08
• signalword: Danger
• hcodes: H302 - H311 - H314 - H317 - H335 - H341 - H350 - H360F - H372
• pcodes: P202 - P280 - P301 + P312 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Carc. 1B - Eye Dam. 1 - Muta. 2 - Repr. 1B - Skin Corr. 1C - Skin Sens. 1 - STOT RE 1 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: 168.8 °F - closed cup
• flash_point_c: 76 °C - closed cup