Furan-2,5-dicarboxylic acid polyesters from

Considering these differences, it is the purpose of this work to synthesize representative polyesters and polyamides which incorporate derivatives of the four isomeric furan dicarboxylic acids, and to determine if these polymers bear any relationship in properties to similar polymers derived from benzene. Similarity in basic position and distance between carboxyl groups may permit examination and ordering of poljnners containing the isomeric benzene diacids. Some comparisons are shown below. 

Most of these furan polycondensates are more sensitive to thermal and oxidative degradation than their benzene counterparts. Particularly affected are the polyesters obtained from 2,5 -fci sfhydroxymethyl) furan indicating that one of the vulnerable groups must be the -Fu—CH2—0-, and not the -Fu—CO—O-, since polycondensates obtained from 2,5-dicarboxylic acid are more stable, as expected from the... 

Furan-2,5-dicarboxylic add also has tremendous industrial potential, because it could replace oil-derived diadds such as adipic or terephthalic acid as monomers for polyesters and polyamides [98, 99]. This diadd can be synthesized by Pt-catalyzed oxidation with 02 of 5-hydroxymethylfurfural the latter is obtained by acid-catalyzed dehydration of D-frudose or frudosans (inulin) the latter, however, are too expensive as starting materials, and yields from glucose-based waste raw materials are no higher than 40%. Therefore, the potential attractive option of furan-2,5-dicarboxylic acid will develop only after an effident generation of 5-hydroxymethylfurfural from forestry waste materials has been developed. The same compound is also the starting material for the synthesis of other interesting chemicals obtained by oxidative processes, such as 5-hydroxymethylfuroic add, 5-formylfuran-2-carboxylic add and the 1,6-dialdehyde. 

Bis(hydroxymethyl) furan and 5-hydroxymethyl furfural (available from C6 sugars) have been oxidized to furan-2,5-dicarboxylic acid (44)- Linear polyesters, polyurethanes, and polyamides containing these monomers have been described in the literature (45-43) and have been made via condensation polymerization techniques including bulk, solution, and interfacial mixing procedures. Gandini (5,34) reviewed the poly condensation reactions up to 1986 and... 

Another class of interesting isohexide polyesters contains furan-2,5-dicarboxylic acid (2,5-FDA or FDCA, Figure 9.5) as the aromatic diacid component. Since FDCA can be obtained from carbohydrates via various routes, this opens up possibilities for fully bio-based semiaromatic polyesters. 

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