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Glycidyl methacrylate

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Glycidyl methacrylate
Names
IUPAC name oxiran-2-ylmethyl 2-methylprop-2-enoate
Other names glycidyl methacrylate, 2,3-epoxypropyl methacrylate, 2-((Methacryloxy)methyl)oxirane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.003.130 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3Key: VOZRXNHHFUQHIL-UHFFFAOYSA-N
  • InChI=1/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3Key: VOZRXNHHFUQHIL-UHFFFAOYAT
SMILES
  • CC(=C)C(=O)OCC1CO1
Properties
Chemical formula C7H10O3
Molar mass 142.1546 g/mol
Appearance colorless liquid
Density 1.07 g/cm
Boiling point 189.0 °C (372.2 °F; 462.1 K)
Solubility in water ca 50g/l
Hazards
Flash point 76.0 °C (168.8 °F; 349.1 K)
Autoignition
temperature 		389.0 °C (732.2 °F; 662.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol. Containing both an epoxide and an acrylate groups, the molecule is bifunctional. It is a common monomer used in the production of epoxy resins. While typical home epoxies contain diglycidyl ether of bisphenol A (DGEBA), glycidyl methacrylate is instead used to provide epoxy functionalization to polyolefins and other acrylate resins. Glycidyl methacrylate is produced by several companies worldwide, including Dow Chemical. It is used to prepare a range of composites.

See also

References

  1. ChemExper.com
  2. Dow Chemical Marketing Page, retrieved November 2015
  3. Teng, Chih-Chun; Ma, Chen-Chi M.; Lu, Chu-Hua; Yang, Shin-Yi; Lee, Shie-Heng; Hsiao, Min-Chien; Yen, Ming-Yu; Chiou, Kuo-Chan; Lee, Tzong-Ming (2011). "Thermal conductivity and structure of non-covalent functionalized graphene/Epoxy composites". Carbon. 49 (15): 5107–5116. doi:10.1016/j.carbon.2011.06.095.
  4. Wang, Dong-An; Varghese, Shyni; Sharma, Blanka; Strehin, Iossif; Fermanian, Sara; Gorham, Justin; Fairbrother, D. Howard; Cascio, Brett; Elisseeff, Jennifer H. (2007). "Multifunctional chondroitin sulphate for cartilage tissue–biomaterial integration". Nature Materials. 6 (5): 385–392. doi:10.1038/nmat1890. PMC 8128046. PMID 17435762.
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