Fast Crystallization and Melting Behavior of a Long-Spaced Aliphatic Furandicarboxylate Biobased Polyester, Poly(dodecylene 2,5-furanoate)

Abstract

Poly(dodecylene 2,5-furanoate) (PDoF) is a novel alipharomatic polyester which was prepared by combining a long chain glycol as the monomer (1,12-dodecamethylene glycol) and 2,5-furan dicarboxylic acid (FDCA), which can be derived from biomass. A variation of the well-known two-step polycondensation method was applied for the preparation of PDoF. The glass transition temperature of this polyester, which was recorded by using fast scanning calorimetry (FSC) is observed at −5 °C. The melting temperature is about 111 °C while the equilibrium melting temperature was extrapolated through Hoffman−Week plots to 127.3 ± 0.2 °C. New insights in the complex melting behavior were obtained by employing conventional and temperature modulated calorimetry. The crystallization kinetics in isothermal and nonisothermal modes were investigated by means of Avrami and Lauritzen−Hoffman models and model-free kinetics. The thermal stability of PDoF was reduced in comparison with previously studied furanoates, as a result of the flexible macromolecular chains of the material, while the nucleation density was high and the spherulitic size was small.

Advances in polymer precursors and bio‐based polymers synthesized from 5‐hydroxymethylfurfural

“…Poly(propylene‐2,5‐furandicarboxylate) (PPF) as the replacement of poly(propylene‐2,5‐terephthalate) (PPT) has also been investigated in terms of thermal behavior, solid state structure and barrier properties . Besides these, varieties of other monomers, such as longer aliphatic linear diols, aromatic diols, and renewable aliphatic acids, have been used to prepare (co)polyesters …”

Copolyesters developed from bio‐based 2,5‐furandicarboxylic acid: Synthesis, sequence distribution, mechanical, and barrier properties of poly(propylene‐co‐1,4‐cyclohexanedimethylene 2,5‐furandicarboxylate)s

“…It has been recognized that FDCA is a promising bio‐based substitute to TPA in polymer sciences . Up to now, a large quantity of polymeric materials including polyesters, polyamides, polyurethanes, and epoxy resins have been synthesized from FDCA. Most of the studies have been focused on the FDCA‐based polyesters.…”

“…Most of the studies have been focused on the FDCA‐based polyesters. Taking different diols, a large quantity of polyesters, such as poly(octylene 2,5‐furandicarboxylate) (POF), poly (ethylene 2,5‐furandicarboxylate) (PEF), poly(propylene 2,5‐furandicarboxylate) (PPF), poly(butylene 2,5‐furandicarboxylate) (PBF), poly(decylene‐2,5‐furanote) (PDeF), and poly(hexamethylene 2,5‐furandicarboxylate) (PHF) have been synthesized. Among them, PEF, PPF, and PBF demonstrate excellent barrier properties, good thermal stability, and mechanical properties .…”

Fully bio‐based polyesters derived from 2,5‐furandicarboxylic acid (2,5‐FDCA) and dodecanedioic acid (DDCA): From semicrystalline thermoplastic to amorphous elastomer

“…To be in line with the green and sustainable development, the reduced utilization or replacement of TPA has become more and more urgent. Up to now, a large quantity of polymeric materials including polyesters, polyamides, polyurethanes, and epoxy resins, have been synthesized from 2,5‐FDCA rather than TPA. Among them, the FDCA‐based polyesters might be most popular stars.…”

“…Among them, the FDCA‐based polyesters might be most popular stars. Using different diols, the furan‐based polyesters like poly(octylene 2,5‐furandicarboxylate), poly(ethylene 2,5‐furandicarboxylate) (PEF), poly(propylene 2,5‐furandicarboxylate) (PPF), poly(butylene 2,5‐furandicarboxylate) (PBF), and poly(decylene‐2,5‐furanote), poly(hexamethylene 2,5‐furandicarboxylate), and have been widely investigated. Based on the literature results, the FDCA‐based polyesters, especially PEF, PPF, and PBF, demonstrated excellent barrier properties, good thermal, and mechanical properties as well as the bio‐resourced feedstock (about 70% lower CO 2 emission) and they have been regarded as the most attractive substitutes for their petroleum‐based counterparts like poly(ethylene terephthalate), poly(propylene terephthalate), and poly(butylene terephthalate).…”