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Novel Sulfur-Containing Polyurethanes using 5-(Chloromethyl)Furfural as a Renewable Building Block

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Autor(es):
Mora Vargas, Jorge Andres ; Ribeiro da Silva, Jessica ; Lancarovici Alves, Ana Clara ; Gomez Higuita, German Dario ; Carvalho, Antonio Jose Felix ; Burtoloso, Antonio C. B.
Número total de Autores: 6
Tipo de documento: Artigo Científico
Fonte: CHEMSUSCHEM; v. N/A, p. 10-pg., 2025-08-07.
Resumo

The development of novel polymeric materials with unique properties and applications across various industries, driven by biomass-based molecular platforms, has experienced remarkable growth. Among these, 5-(chloromethyl)furfural (CMF) has emerged as a promising precursor to produce biomass-derived monomers and innovative chemical products. Herein, an efficient method is presented for synthesizing novel biomass-derived diols, achieved in very good yields by reacting CMF with various dithiols, followed by reduction of the resulting dialdehydes. Subsequently, 12 new polyurethanes are synthesized via polyaddition of these diols with commercially available diisocyanates, using an organic base as a catalyst. The resulting polymers exhibit molecular weights ranging from 1.7 to 57.7 kDa, glass transition temperatures between 22 and 120 degrees C, and degradation temperatures (Td5%) exceeding 170 degrees C. Additionally, a nearly fully biomass-derived polymer is synthesized through the reaction of furandiazylazide (FDAz) with one of the obtained diols, via Curtius rearrangement. Recognizing the importance of developing innovative polymers alongside efficient chemical degradation and recycling methods, a synthesized polyurethane is also subjected to chemical degradation studies. (AU)

Processo FAPESP: 21/06549-0 - Preparação de isocianatos e polióis de importância industrial a partir de CO2 e plataformas moleculares obtidas a partir da biomassa e seu uso na síntese de poliuretanos
Beneficiário:Jorge Andrés Mora Vargas
Modalidade de apoio: Bolsas no Brasil - Doutorado
Processo FAPESP: 20/15230-5 - Centro de Pesquisa e Inovação de Gases de Efeito Estufa - RCG2I
Beneficiário:Julio Romano Meneghini
Modalidade de apoio: Auxílio à Pesquisa - Programa Centros de Pesquisa Aplicada
Processo FAPESP: 23/08708-4 - Síntese de novos polióis a partir de plataformas oriundas de biomassa
Beneficiário:Jéssica Ribeiro da Silva
Modalidade de apoio: Bolsas no Brasil - Iniciação Científica
Processo FAPESP: 20/07147-0 - Alfa-heterofuncionalização enantioseletiva de compostos carbonílicos empregando ilídeos sulfoxônios
Beneficiário:Antonio Carlos Bender Burtoloso
Modalidade de apoio: Auxílio à Pesquisa - Regular