Feasible synthesis of bifurfural from renewable furfural derived 5-bromofurfural for polymerization

Monomers and Macromolecular Materials from Renewable Resources: State of the Art and Perspectives

“…It is important to emphasize that the range of possibilities is not limited to the structures presented in Figure 6 , and efficient routes for novel derivatives are constantly being reported. This is the case of furandiacylazide, from which the corresponding furanic diisocyanate can be obtained with yields up to 99% [ 126 ], and bisfurfural, that may serve as a platform for original monomers and polymers [ 127 ].…”

Nickel‐Electrocatalyzed Synthesis of Bifuran‐Based Monomers

“…[30] However, in comparison to FDCA synthesis, the synthesis of bifuran monomers is less established. A typical strategy involves using Pd-catalysis in either BrÀ Br homocoupling, [30][31][32][33][34] Mizoroki-Heck, [28,35] or direct CÀ Hfunctionalization. [36,37] Other approaches include oxidative homocoupling of Grignard reagents [38] and nickel-catalyzed homocoupling of ethyl 5-bromofuroate.…”

“…[36,37] Other approaches include oxidative homocoupling of Grignard reagents [38] and nickel-catalyzed homocoupling of ethyl 5-bromofuroate. [36] Some common hindrances in these protocols are the use of expensive palladium catalysts, [28,[30][31][32][33][34][35][36][37] poisonous CO, [34,39] or metal powders [33,36] as reductants.…”

Photo-responsive liquid crystalline polymer from a renewable furfural derivative of dimethyl 2,5-furandicarboxylate via catalytic carbonylative esterification

“…13 Since 2011, we have developed some synthetic routes for bifunctionalized monomers from the furfural platform, including catalytic oxidation to maleic acid, 14,15 brominative carbonylation to FDCA, [16][17][18][19] oxidative carbonylation to HMF derivatives, 20 and reductive coupling to 2,2-bifuryl-5,5-dicarboxylic acid and dialdehyde. [14][15][16][17][18][19][20][21][22][23][24] In recent years, a lot of furan-based polymers including polyesters, poly(Schiff-base) 25 and poly(ethylene furanoate) 26,27 have been developed through the similar p-conjugated structures between furan and benzene rings, as well as the more environmentally friendly carbon sources 21,28 and recycling rates 24 of furans. Moreover, compared to poly(ethylene terephthalate) (PET), poly(ethylene furanoate) shows a higher Young's modulus and glass transition temperature.…”

“…13 Since 2011, we have developed some synthetic routes for bi-functionalized monomers from the furfural platform, including catalytic oxidation to maleic acid, 14,15 brominative carbonylation to FDCA, 16–19 oxidative carbonylation to HMF derivatives, 20 and reductive coupling to 2,2-bifuryl-5,5-dicarboxylic acid and dialdehyde. 14–24…”