POLY 485 |
| Low yields of 5,5'-diformyl-2,2' difuran were achieved with photochemical coupling of 5-bromo-2-furfural and 2-furfural in the presence of an anionic exchange resin. The reaction described was modified to synthesize difuran derivatives using 2-furfural, furan, and 2-(2-furyl)-1,3-dioxolane by photochemical coupling in a through-flow system with an anionic exchange column. The effects of reactant UV absorbance on product yields under varying acidic conditions were studied. Reactions were monitored with UV-vis spectroscopy, GC-MS, and NMR spectroscopy. 5,5'-diformyl-2,2'-bifuran was synthesized in high yields, but the other two derivatives were not. Furfural and 5-bromo-2-furfural were shown to compete for UV light needed for photolysis; thus, reactions with furfural present did not result in high yields, even in the presence of excess anionic exchange resin necessary to prevent degradation of reactants and products in these syntheses. |
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Polymers from Renewable Resources
6:00 PM-8:00 PM, Tuesday, August 21, 2007 BCEC -- Exhibit Hall - B2, Poster
Sci-Mix
Division of Polymer Chemistry |