Английская Википедия:Diglycidyl resorcinol ether

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Шаблон:Chembox Diglycidyl resorcinol ether, also called Resorcinol diglycidyl ether (RDGE) is a liquid aromatic organic chemical compound and chemically a glycidyl ether.[1][2]

The formula is C12H14O4[3] and the CAS Registry Number 101-90-6.[4] It is one of a number of glycidyl ethers available commercially that are used to reduce the viscosity of epoxy resins.[5] These are then further used in coatings, sealants, adhesives and elastomers.[6] It has the CAS Registry Number 101-90-6.[7] It has the IUPAC name 2-[[3-(oxiran-2-ylmethoxy)phenoxy]methyl]oxirane and is registered on TSCA (Toxic Substances Control Act of 1976) as Oxirane, 2,2'-[1,3-phenylenebis(oxymethylene)]bis-.[8] It is REACH registered and on EINECS.[9]

Synonyms

  • 1,3-Bis(2,3-epoxypropoxy)benzene
  • 1,3-Diglycidyloxybenzene
  • 2,2'-(1,3-Phenylenebis(oxymethylene))bisoxirane[10]
  • Araldite ERE 1359
  • Diglycidyl ether of resorcinol
  • m-Bis(2,3-epoxypropoxy)benzene[11]
  • meta-Bis(glycidyloxy)benzene
  • Oxirane, 2,2'-(1,3-phenylenebis(oxymethylene))bis-
  • RDGE
  • Resorcinol bis(2,3-epoxypropyl)ether
  • Resorcinol diglycidyl ether

Synthesis

Resorcinol and epichlorohydrin are reacted in the presence of a base and not a Lewis acid catalyst as normal with glycidyl ethers. A halohydrin is formed. This is followed by washing with sodium hydroxide in dehydrochlorination step. This forms Resorcinol diglycidyl ether.[12] The waste products are water and sodium chloride and excess caustic soda. One of the quality control tests would involve measuring the Epoxy value by determination of the epoxy equivalent weight.

Uses

The material has two oxirane groups and is thus used mainly in epoxy resins systems as a reactive diluent and modifier.[13][14][15] It has found use as an additive for bonding resin systems[16] and also as a modifier for phenolic resins[17] Despite the toxicity it generally gives excellent properties and so there are military applications.[18] The use of the diluent does effect mechanical properties and microstructure of epoxy resins. However, this diluent is one of the best for not reducing properties too much.[19][20]

Toxicology

It is classed as IARC group 2B by the International Agency for Research on Cancer. The toxicology has been studied for a long time and is fairly well understood.[21][22]

See also

References

Шаблон:Reflist

Further reading

External Websites

Шаблон:Glycidyl ethers

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  1. ↑ Шаблон:Cite web
  2. ↑ Шаблон:Cite web
  3. ↑ Шаблон:Cite web
  4. ↑ Шаблон:Cite web
  5. ↑ Шаблон:Cite web
  6. ↑ Howarth G.A "Synthesis of a legislation compliant corrosion protection coating system based on urethane, oxazolidine and waterborne epoxy technology" pages 23,24,39 Master of Science Thesis April 1997 Imperial College London
  7. ↑ Шаблон:Cite web
  8. ↑ Шаблон:Cite web
  9. ↑ Шаблон:Cite web
  10. ↑ Шаблон:Cite web
  11. ↑ Шаблон:Cite web
  12. ↑ Шаблон:Cite journal
  13. ↑ Шаблон:Cite journal
  14. ↑ Шаблон:Cite journal
  15. ↑ Шаблон:Cite web
  16. ↑ Шаблон:Cite patent
  17. ↑ Шаблон:Cite patent
  18. ↑ Шаблон:Cite journal
  19. ↑ Шаблон:Cite journal
  20. ↑ Шаблон:Cite journal
  21. ↑ Шаблон:Cite journal
  22. ↑ Шаблон:Citation
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