Bisphenol A diglycidyl ether

Bisphenol A diglycidyl ether
Chemical structure of bisphenol A diglycidyl ether
Names
Preferred IUPAC name
5,5-Dimethyl-3,7-dioxa-1,9(2)-bis(oxirana)-4,6(2,4)-dibenzenanonaphane
Other names
Diglycidyl ether of bisphenol A; 2,2-Bis(4-glycidyloxyphenyl)propane; Epoxide A
Identifiers
3D model (JSmol)
Abbreviations BADGE; DGEBA
ChemSpider
ECHA InfoCard 100.015.294 Edit this at Wikidata
EC Number
  • 216-823-5
KEGG
MeSH C019273
UNII
  • InChI=1S/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3 ☒N
    Key: LCFVJGUPQDGYKZ-UHFFFAOYSA-N ☒N
  • InChI=1/C21H24O4/c1-21(2,15-3-7-17(8-4-15)22-11-19-13-24-19)16-5-9-18(10-6-16)23-12-20-14-25-20/h3-10,19-20H,11-14H2,1-2H3
    Key: LCFVJGUPQDGYKZ-UHFFFAOYAQ
  • CC(C)(C1=CC=C(C=C1)OCC2CO2)C3=CC=C(C=C3)OCC4CO4
Properties
C21H24O4
Molar mass 340.419 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Bisphenol A diglycidyl ether (commonly abbreviated BADGE or DGEBA) is an organic compound and is a liquid epoxy resin.[1][2][3][4][5] The compound is a colorless viscous liquid (commercial samples can appear pale straw-coloured).[6][7] It is a key component of many epoxy resin formulations. Addition of further Bisphenol A and a catalyst and heat can produce Bisphenol A glycidyl ether epoxy resins of higher molecular weight that are solid.[8]

Structure of bisphenol-A diglycidyl ether epoxy resin: n denotes the number of polymerized subunits and is typically in the range from 0 to 25
  1. ^ Ellis, Bryan (1993). Chemistry and Technology of Epoxy Resins. Dordrecht: Springer Netherlands. ISBN 978-94-011-2932-9. OCLC 851368739.
  2. ^ "Bisphenol A Liquid Epoxy Resins | Business & Products". DIC Corporation. Retrieved 2023-01-11.
  3. ^ "Epoxy: A Complete Guide". Copps Industries. Archived from the original on 2023-01-11. Retrieved 2023-01-11.
  4. ^ PubChem. "Bisphenol A diglycidyl ether". pubchem.ncbi.nlm.nih.gov. Retrieved 2023-01-11.
  5. ^ "2,2-Bis(4-glycidyloxyphenyl)propane 1675-54-3 | TCI AMERICA". www.tcichemicals.com. Retrieved 2023-01-11.
  6. ^ Hofer, Arnold; Schneider, Hildegard, and Siegenthaler, Nikolaus (1996) "Epoxy resin mixtures containing advancement catalysts", U.S. patent 5,521,261.
  7. ^ Pham, Ha Q.; Marks, Maurice J. (2012). "Epoxy Resins". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_547.pub2. ISBN 978-3527306732.
  8. ^ Ashcroft, W. R. (1993), Ellis, Bryan (ed.), "Curing agents for epoxy resins", Chemistry and Technology of Epoxy Resins, Dordrecht: Springer Netherlands, pp. 37–71, doi:10.1007/978-94-011-2932-9_2, ISBN 978-94-010-5302-0, retrieved 2023-01-11