Abstract

In the present study, three new biobased furanoate polyesters with potential use in food packaging applications, named poly(isosorbide furanoate) (PIsF), poly(methyl-propylene furanoate) (PMePF) and poly(1,4-cyclohexane-dimethylene 2,5-furanoate) (PCHDMF) were synthesized. As monomers for the preparation of the polyesters, 2,5-furandicarboxylic acid (FDCA) and diols with irregular or complicated structure were used, including isosorbide (IS), 2-methyl-1,3-propanediol (MPD) and 1,4-cyclohexane-dimethanol (CHDM). The polymerization process was carried out via melt polycondensation method. The structural characteristics and thermal behavior of the polymers were studied. The kinetic fragility of the amorphous phase of the polymers was evaluated. The thermal degradation was studied by means of thermogravimetry and a pyrolysis Py-GC/MS (Pyrolysis-Gas Chromatography/Mass Spectroscopy) system to estimate the degradation mechanism.

Highlights

  • The exploitation of fossil based resources and mainly of petroleum to produce petrochemical polymers has as a result the shrinkage of the above

  • poly(isosorbide furanoate) (PIsF) and poly(methyl-propylene furanoate) (PMePF) were synthesized by the melt polycondensation process, including the transesterification of dimethyl ester of furandicarboxylic acid (FDCA) (DMFD), and its reaction with isosorbide and

  • PIsF and PMePF were prepared by applying the two-stage melt polycondensation method

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Summary

Introduction

The exploitation of fossil based resources and mainly of petroleum to produce petrochemical polymers has as a result the shrinkage of the above. Besides PEF, poly(propylene furanoate) (PPF) as well as other furanoate polyesters are expected to get their share in the market of food packaging and fibers [7]. Both industry and researchers are showing increased interest in the utilization of furan-based monomers for the replacement of alipharomatic polyesters widely used. CHDM is polymerized with terephthalic acid to form a linear polyester, poly(1,4-cyclohexylenedimethylene terephthalate), with improved hydrolytic, chemical, electrical properties, as well as enhanced thermal properties [14]. Three new furanoate polyesters were synthesized from the reaction of dimethylester of furanoate dicarboxyl acid (DMFD) with MPD, CHDM and IS. The mechanism of thermal degradation during pyrolysis of the three polyesters was studied by Py/GC-MS

Materials
Polyester Synthesis
Polyester Characterization
Results
Thewere
Structural Characterization
Prediction of Dynamic Fragility through Isoconversional and Standard Methods
When therange full heating rangeincreased the valueswith increased withwhen
Xdependencies
Prediction of the Dynamic Fragility
Thermal
Heterolytic
Identified
Conclusions

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