resumo
The pursuit of novel sustainable materials is driving advancements in polymer science, with the consolidation of furfural and hydroxymethylfurfural derivatives as key renewable building blocks. 3,4-Di(furan-2-yl)cyclobutane-1,2-dicarboxylic acid (CBDA) is a highly promising rigid-structure biobased monomer that is readily synthesized from furfural. In this study, we expanded the scope of CBDA-based polymers by synthesizing this platform molecule and investigating its polymerization with a series of aliphatic diols of varying chain lengths. CBDA was successfully synthesized from furfural-derived 3-(2-furyl)acrylic acid through a green and efficient UV-mediated solid-state dimerization reaction. Subsequent polymerization was carried out in bulk via a two-step method. The success of the polymerization was confirmed through ATR-FTIR, 1H NMR, and 13C CP/MAS NMR spectroscopy. The resulting polymers presented average molecular weights () of up to 11 200 g mol-1. Thermogravimetric analysis (TGA) revealed good thermal stability, with a Td10% ranging from 263 to 284 degrees C and 50% weight retention observed up to 388 degrees C. Furthermore, DSC analysis indicated that the glass transition temperature of the polymers could be tailored, varying from 6 to 52 degrees C depending on the chain length of the utilized diol. These results underscore the potential of CBDA as a renewable rigid monomer for the development of sustainable biobased materials.
palavras-chave
ANTARCTICA LIPASE B; ENZYMATIC-SYNTHESIS; ACID; DERIVATIVES; 2,5-BIS(HYDROXYMETHYL)FURAN; SUBSTITUTION; DIMERIZATION; ENERGY
categoria
Polymer Science
autores
Grilo, LM; Faoro, S; Agostinho, B; Sousa, AF; Guigo, N; Loos, K; Maniar, D; Lacerda, TM
nossos autores
Andreia Fernandes de Sousa
Investigador Principal
Beatriz Agostinho
Estudante de doutoramentoagradecimentos
LMG acknowledges the financial support from the RUG and USP double-degree PhD program and from FAPESP (Process No. 2021/02903-4).