Reaction #409783

Reaction equation

p-benzoquinone

divinylbenzene

BF3.OEt2

furfural

divinylbenzene

→

divinylbenzene

Yield 20.0%

p-mentha-1,8-diene

Yield 10.0%

Conditions

Workup

1. 1
   Otherthe Norway fish oil produced very hard
2. 2
   Otherto produce dark-colored polymeric materials (entries 7-10)

Procedure

Many other additives were examined in the BF3.OEt2-catalyzed polymerization reactions of the Norway fish oil (Table 16). The copolymerization of furfural, divinylbenzene, and the Norway fish oil produced very hard, dark-colored thermosets in excellent overall mass recoveries (entries 2-4). Interestingly, p-benzoquinone and divinylbenzene polymerized with the Norway fish oil violently at room temperature to produce dark-colored polymeric materials (entries 7-10). The most interesting material was produced when 20% divinylbenzene and 10% p-mentha-1,8-diene were polymerized with the Norway fish oil using 5 weight percent BF3.OEt2 (entry 11). This reaction produced a very hard, shiny, dark-brown thermoset after being heated at 60° C. for one day and then 110° C. for 2 days. Furan and divinylbenzene were copolymerized with the Norway fish oil to produce very firm, dark-colored thermosets that were resistant to applied pressure (entries 13, 14).

Source