Synthesis of difuran derivatives by photolytic coupling for use as biorenewable monomers

ORGN 291

Christopher Comer, ccomer@engineering.uiowa.edu, Julie L. P. Jessop, julie-jessop@uiowa.edu, and Gary A. Aurand, gary-aurand@uiowa.edu. Department of Chemical and Biochemical Engineering, University of Iowa, Seamans Center 4125, Iowa City, IA 52242
Difuran derivatives were synthesized using 2-furfural, furan, furfuryl alcohol, and 2-(2-furyl)-1,3-dioxolane by photochemical coupling with 5-bromo-2-furfural in a flow-through system with an anionic exchange column. The reactions were performed with various UV light sources. The coupling of 5-bromo-2-furfural and furan produced the highest yields. [2,2'-Bifuran]-5-carboxaldehyde will be used to synthesize a methacrylated monomer which can be used to crosslink polymers by Diels-Alder reaction. The physical properties of these polymers will be analyzed.
 

Heterocycles and Aromatics
8:00 AM-11:40 AM, Tuesday, April 8, 2008 Morial Convention Center -- Rm. R06, Oral

Division of Organic Chemistry

The 235th ACS National Meeting, New Orleans, LA, April 6-10, 2008