Patent ID: 8389752
Filing Date: 2013-03-05
Classification: C07D

Abstract:
1. A method for forming an alicyclic diepoxide comprising: charging a reaction vessel with a first amount of an appropriate dienophile and a second amount of an appropriate diene to form a reaction mixture, where the molar ratio of the first amount to the second amount is greater than 5:1 and less than or equal to 20:1; heating the reaction mixture to a reaction temperature from 200° C. to 270° C.; maintaining the reaction mixture at the reaction temperature for from 1 hour to 10 hours; allowing the reaction mixture to cool to room temperature and recovering a desired alicyclic diepoxide precursor; and epoxidizing the desired alicyclic diepoxide precursor, where said appropriate dienophile is selected from at least one of, 1,1′-bi(cyclohex-2-en-yl), 1,1′-bi(cyclohexene)-2,3′-diene, 1,2-epoxy-4-vinylcyclohexane, 4,-(3,4-epoxycyclohexyl)-1-cyclohexene, vinylcyclohexene, 1,2,3,4,4a,5,8, 8a-octahydronaphthalene, cyclooctadiene, dicyclopentadiene, 3,4-epoxy-1-butene, 5-ethylene oxide-2-norbornene, ethylene oxide functional tetracyclododecene represented by the following formula (V) vinyl functional tetracyclododecene represented by the following formula (IX) alpha, omega dienes represented by the following formula (X)  where n is from 1 to 1000, 5-vinyl terminated alkyl-2,3-oirane-norbornene represented by the following formula (XII)  where n is from 1 to 1000, 2,3-oxirane-norbornane/norbomene terminated alkyl represented by the following formula (XIII)  where n is from 1 to 1000, 5-(1,2-epoxy cyclohexane)-2-norbornene represented by the following formula (XVI), 5-(3-cyclohexanene)-2-norbornene represented by the following formula (XVIII), a tricyclopentadiene structural isomer represented by the following formula (IA),  and a tricyclopentadiene structural isomer represented by the following formula (IB)