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Poly(butylene 2,4-furanoate), an Added Member to the Class of Smart Furan-Based Polyesters for Sustainable Packaging: Structural Isomerism as a Key to Tune the Final Properties
- Source :
- ACS Sustainable Chemistry and Engineering, 9(35), 11937-11949, ACS Sustainable Chemistry and Engineering 9 (2021) 35, ACS Sustainable Chemistry & Engineering, ACS sustainable chemistry & engineering 9 (2021): 11937–11949. doi:10.1021/acssuschemeng.1c04104, info:cnr-pdr/source/autori:Bianchi E.; Soccio M.; Siracusa V.; Gazzano M.; Thiyagarajan S.; Lotti N./titolo:Poly(butylene 2,4-furanoate), an Added Member to the Class of Smart Furan-Based Polyesters for Sustainable Packaging: Structural Isomerism as a Key to Tune the Final Properties/doi:10.1021%2Facssuschemeng.1c04104/rivista:ACS sustainable chemistry & engineering/anno:2021/pagina_da:11937/pagina_a:11949/intervallo_pagine:11937–11949/volume:9
- Publication Year :
- 2021
- Publisher :
- American Chemical Society (ACS), 2021.
-
Abstract
- High-molecular-weight poly(butylene 2,4-furanoate) (2,4-PBF), an isomer of well-known poly(butylene 2,5-furanoate) (2,5-PBF), was synthesized through an eco-friendly solvent-free polycondensation process and processed in the form of an amorphous film by compression molding. Molecular characterization was carried out by NMR spectroscopy and GPC analysis, confirming the chemical structure and high polymerization degree. Thermal analyses evidenced a reduction of both glass-to-rubber transition and melting temperatures, as well as a detriment of crystallization capability, for 2,4-PBF with respect to 2,5-PBF. Nevertheless, it was possible to induce crystal phase formation by annealing treatment. Wide-angle X-ray scattering revealed that the crystal lattices developed in the two isomers are distinct from each other. The different isomerism affects also the thermal stability, being 2,4-PBF more thermally inert than 2,5-PBF. Functional properties, such as wettability, mechanical response, and gas barrier capability, were tested on both amorphous and semicrystalline 2,4-PBF films and compared with those of 2,5-PBF. Reduced hydrophilicity was determined for 2,4-isomer, in line with its lower average dipole moment, suggesting better chemical resistance to hydrolysis. Stress–strain tests have evidenced the higher flexibility and toughness of 2,4-PBF with respect to those of 2,5-PBF and the possibility of improving its mechanical resistance by annealing. Finally, the different isomerism deeply affects the gas barrier performance, being the O2- and CO2-transmission rates of 2,4-PBF 50 and 110 times lower, respectively, than those of 2,5-PBF. The gas barrier properties turned out to be outstanding under a dry atmosphere as well as in humid conditions, suggesting the presence of interchain hydrogen bonds. The gas blocking capability decreases after annealing because of the presence of disclination associated with the formation of crystals.<br />Poly(butylene 2,4-furanoate) was obtained from 2,4-isomer of biobased furandicarboxylic acid, and isomerism further improved the key properties for sustainable packaging applications.
- Subjects :
- Materials science
diffractometric analysi
Annealing (metallurgy)
General Chemical Engineering
structural isomerism
Compression molding
2,5-furandicarboxylic acid
mechanical properties
gas barrier properties
PBF
law.invention
4-furandicarboxylic acid
Crystallinity
sustainable packaging
2,4-furandicarboxylic acid
law
BBP Sustainable Chemistry & Technology
Structural isomer
mechanical propertie
Environmental Chemistry
Thermal stability
Crystallization
Renewable Energy, Sustainability and the Environment
diffractometric analysis
thermal properties
General Chemistry
Amorphous solid
Polyester
gas barrier propertie
5-furandicarboxylic acid
Chemical engineering
Research Article
Subjects
Details
- ISSN :
- 21680485
- Volume :
- 9
- Database :
- OpenAIRE
- Journal :
- ACS Sustainable Chemistry & Engineering
- Accession number :
- edsair.doi.dedup.....856f33285e0305ab58c0d2ce43214804