Biobased Semi-Crystalline Polyesteramides from 2,5-Furandicarboxylic Acid and 5,5′-Isopropylidene Bis(2-furfurylamine): Synthesis toward Crystallinity and Chemical Stability

abstract

Polymers based on furans have received much attention in recent years due to their renewable origin and high-performance properties; nevertheless, the important class of polyesteramides still remains overlooked. Thus, here we introduced a new series of polyesteramides based on 2,5-furandicarboxylic acid (FDCA), 5,5 & PRIME;-isopropylidene bis(2-furfurylamine) (DAF), and 1,6-hexanediol (HD) (PEAFs), designed to be fully biobased, chemically stable under hydrolytic and/or oxidative conditions, and to simultaneously meet fine-tuned thermal and crystallinity properties. The ensuing PEAFs were readily synthesized through bulk polycondensation, reaching very promising green metric values in terms of atom economy (ca. 90%) and low process mass intensities (ca. 1.4). They showed to be semi-crystalline, displaying a glass transition and a melting temperature of up to 28 and 136 & DEG;C, respectively, thus opening new perspectives for the preparation of high-performance polymers suitable for high chemical stability demanding applications.

keywords

POLY(ESTER AMIDE)S; OXIDATIVE-DEGRADATION; COPOLYESTERS; POLYCONDENSATION; KINETICS; PROGRESS; DIAMINE

subject category

Chemistry; Science & Technology - Other Topics; Engineering

authors

Rihab, K; Bougarech, A; Zaidi, S; Althobaiti, IO; Abid, M; Silvestre, AJD; Sousa, AF; Abid, S

our authors

acknowledgements

The authors acknowledge the financial support of the Ministry of Higher Education and Scientific Research in Tunisia. This publication was supported by 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). This work was developed within the scope of the CICECO-Aveiro Institute of Materials (UIDB/50011/2020 & UIDP/50011/2020) & LA/P/0006/2020, financed by national funds through the FCT-Fundacao para a Ciencia e a Tecnologia/MEC (PIDDAC). This research was 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 A.F.S. (CEECIND/02322/2020). The authors would also like to thank Dr. T. Robert, K. Schiffmann and N. Nocker for the indentation measurements (Fraunhofer, WKI).

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