Highly Flexible Poly(1,12-dodecylene 5,5' -isopropylidene-bis(ethyl 2-furoate)): A Promising Biobased Polyester Derived from a Renewable Cost-Effective Bisfuranic Precursor and a Long-Chain Aliphatic Spacer

resumo

The continuous search for novel biobased polymers with high-performance properties has highlighted the role of monofuranic-based polyesters as some of the most promising for future plastic industry but has neglected the huge potential for the polymers' innovation, relatively low cost, and synthesis easiness of 5,5'-isopropylidene bis-(ethyl 2-furoate) (DEbF), obtained from the platform chemical, worldwide-produced furfural. In this vein, poly(1,12-dodecylene 5,5'-isopropylidene-bis(ethyl 2-furoate)) (PDDbF) was introduced, for the first time, as a biobased bisfuranic long-chain aliphatic polyester with an extreme flexibility function, competing with fossil-based polyethylene. This new polyester in-depth characterization confirmed its expected structure (FTIR, 1H, and 13C NMR) and relevant thermal features (DSC, TGA, and DMTA), notably, an essentially amorphous character with a glass transition temperature of -6 degrees C and main maximum decomposition temperature of 340 degrees C. Furthermore, PDDbF displayed an elongation at break as high as 732%, around five times higher than that of the 2,5-furandicarboxylic acid counterpart, stressing the unique features of the bisfuranic class of polymers compared to monofuranic ones. The enhanced ductility combined with the relevant thermal properties makes PDDbF a highly promising material for flexible packaging.

palavras-chave

BEARING FURAN MOIETIES; 2,5-FURANDICARBOXYLIC ACID; THERMOTROPIC POLYESTERS; DECOMPOSITION MECHANISM; DIOLS; COPOLYESTERS; TRANSPORT; SORPTION; CRYSTALLIZATION; DEGRADATION

categoria

Biochemistry & Molecular Biology; Chemistry

autores

Zaidi, S; Bougarech, A; Abid, M; Abid, S; Silvestre, AJD; Sousa, AF

Grupos

G4 - Materiais Renováveis e Economia Circular

Projectos

European network of FURan based chemicals and materials FOR a Sustainable development (FUR4Sustain)

CICECO - Aveiro Institute of Materials (UIDB/50011/2020)

CICECO - Aveiro Institute of Materials (UIDP/50011/2020)

Associated Laboratory CICECO-Aveiro Institute of Materials (LA/P/0006/2020)

agradecimentos

This work is based upon work from the COST Action FUR4Sustain-European network of FURan based chemicals and materials FOR a Sustainable development, CA18220, supported by COST (European Cooperation in Science and Technology), and also developed within the scope of the ERASMUS + ICM project (Ref. 2017-1-PTO1-KA107-035493) between the University of Sfax and the University of Aveiro. This work was developed within the scope of the project CICECO-Aveiro Institute of Materials, UIDB/50011/2020, UIDP/50011/2020 & LA/P/0006/2020, financed by national funds through the FCT/MCTES (PIDDAC). This research is also sponsored by FEDER funds through the program COMPETE-Programa Operacional Factores de Competitividade-and by national funds through the FCT under the project UID/EMS/00285/2020. The FCT is also acknowledged for the research contract under Scientific Employment Stimulus to AFS (CEECIND/02322/2020). The authors would also like to acknowledge the financial support of the Ministry of Higher Education and Scientific Research in Tunisia.