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Glycidyl methacrylate information


Glycidyl methacrylate[1]
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
  • 106-91-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:132844 ☒N
ChemSpider
  • 7549 checkY
ECHA InfoCard 100.003.130 Edit this at Wikidata
PubChem CID
  • 7838
UNII
  • R8WN29J8VF ☒N
CompTox Dashboard (EPA)
  • DTXSID0025361 Edit this at Wikidata
InChI
  • InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3 checkY
    Key: VOZRXNHHFUQHIL-UHFFFAOYSA-N checkY
  • InChI=1/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3
    Key: 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/cm3
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 [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

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.[2] It is used to prepare a range of composites.[3][4]

  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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