Glycidyl methacrylate

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  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:132844  N
ChemSpider	7549  Y
ECHA InfoCard	100.003.130
PubChem CID	7837
UNII	R8WN29J8VF  N
CompTox Dashboard (EPA)	DTXSID0025361
InChI InChI=1S/C7H10O3/c1-5(2)7(8)10-4-6-3-9-6/h6H,1,3-4H2,2H3 Y Key: VOZRXNHHFUQHIL-UHFFFAOYSA-N Y 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  YN ?) Infobox references

Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol. Containing both an epoxide and an acrylate group, 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]}

See also

• Acrylate polymer
• Acrylate
• Methacrylate

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.