Chemistry Reference
In-Depth Information
7.11.3 Cycloaliphatic Epoxides
Many cycloaliphatic epoxies are products of oxidation of cyclic olefins with peracids, like peracetic.
These materials were commercialized over the years for use as active diluents, though later some
were withdrawn. One commercial group of resins is obtained from cyclopentadiene:
O
2
Cl
+
KOH
2HCl
2
O
O
O
O
OOH
bis(2,3-epoxycyclopentyl) ether
Another group of cycloaliphatic epoxy resins are prepared via Diels-Alder additions, followed by
a Tischenko reaction, and completed by epoxidation. A preparation, for instance, may start with
butadiene and acrolein:
O
2
+
Diels-Alder
Tischenko
2
2
O
O
O
O
O
OOH
O
O
O
Examples of some other cycloaliphatic epoxy resins are:
O
O
O
O
4
O
O
bis(3,4-epoxy-6-mehyl-cyclohexyl)adipate
O
O
vinyl cyclohexyl dioxide
O
O
O
O
O
O
