The Effect of Molecular Weight on the (Re)-Processability and Material Properties of Bio-Based, Thermoreversibly Cross-Linked Polyesters

Martijn Beljaars; Arjen J. Kamphuis; Hero J. Heeres; Antonius A. Broekhuis; Francesco Picchioni

doi:10.3390/app12147287

The Effect of Molecular Weight on the (Re)-Processability and Material Properties of Bio-Based, Thermoreversibly Cross-Linked Polyesters

Martijn Beljaars, Arjen J. Kamphuis, Hero J. Heeres, Antonius A. Broekhuis, Francesco Picchioni^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

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Abstract

A (partially) bio-based short-chain polyester is prepared through interfacial polycondensation of furan-functionalized diphenolic acid with terephthalic chloride. The furan groups along the backbone of the obtained polyester are able to form a covalent network (PE-fur/Bism) with various ratios of 1,1′-(methylenedi-4,1-phenylene)bismaleimide via the thermoreversible Diels–Alder (DA) reaction. Several techniques have been employed to characterize the polyester network, including ¹H-NMR, gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical thermal analysis (DMTA). The polyester base polymer displays a glass transition temperature of 115 °C, whereas the temperatures at which the retro-Diels–Alder (rDA) reaction takes place lie above 130 °C for the various polyester/bismaleimide networks. Excellent thermoreversibility and recyclability of the polyester resin have been shown through DSC and DMTA measurements.

Original language	English
Article number	7287
Number of pages	14
Journal	Applied Sciences (Switzerland)
Volume	12
Issue number	14
DOIs	https://doi.org/10.3390/app12147287
Publication status	Published - Jul-2022

Keywords

bio-based
bismaleimide
Diels–Alder
furan
polyester
polymers
recyclability
short-chain
thermoreversibility

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The Effect of Molecular Weight on the (Re)-Processability and Material Properties of Bio-Based, Thermoreversibly Cross-Linked PolyestersFinal publisher's version, 2.44 MBLicence: CC BY

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@article{4a2f84bf31fe45a7806a54580457a9a8,

title = "The Effect of Molecular Weight on the (Re)-Processability and Material Properties of Bio-Based, Thermoreversibly Cross-Linked Polyesters",

abstract = "A (partially) bio-based short-chain polyester is prepared through interfacial polycondensation of furan-functionalized diphenolic acid with terephthalic chloride. The furan groups along the backbone of the obtained polyester are able to form a covalent network (PE-fur/Bism) with various ratios of 1,1′-(methylenedi-4,1-phenylene)bismaleimide via the thermoreversible Diels–Alder (DA) reaction. Several techniques have been employed to characterize the polyester network, including 1H-NMR, gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical thermal analysis (DMTA). The polyester base polymer displays a glass transition temperature of 115 °C, whereas the temperatures at which the retro-Diels–Alder (rDA) reaction takes place lie above 130 °C for the various polyester/bismaleimide networks. Excellent thermoreversibility and recyclability of the polyester resin have been shown through DSC and DMTA measurements.",

keywords = "bio-based, bismaleimide, Diels–Alder, furan, polyester, polymers, recyclability, short-chain, thermoreversibility",

author = "Martijn Beljaars and Kamphuis, {Arjen J.} and Heeres, {Hero J.} and Broekhuis, {Antonius A.} and Francesco Picchioni",

note = "Funding Information: This research was funded by the Biobased Performance Material (BPM) research program, grant number BPM 052. Publisher Copyright: {\textcopyright} 2022 by the authors.",

year = "2022",

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volume = "12",

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AU - Broekhuis, Antonius A.

AU - Picchioni, Francesco

PY - 2022/7

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N2 - A (partially) bio-based short-chain polyester is prepared through interfacial polycondensation of furan-functionalized diphenolic acid with terephthalic chloride. The furan groups along the backbone of the obtained polyester are able to form a covalent network (PE-fur/Bism) with various ratios of 1,1′-(methylenedi-4,1-phenylene)bismaleimide via the thermoreversible Diels–Alder (DA) reaction. Several techniques have been employed to characterize the polyester network, including 1H-NMR, gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical thermal analysis (DMTA). The polyester base polymer displays a glass transition temperature of 115 °C, whereas the temperatures at which the retro-Diels–Alder (rDA) reaction takes place lie above 130 °C for the various polyester/bismaleimide networks. Excellent thermoreversibility and recyclability of the polyester resin have been shown through DSC and DMTA measurements.

AB - A (partially) bio-based short-chain polyester is prepared through interfacial polycondensation of furan-functionalized diphenolic acid with terephthalic chloride. The furan groups along the backbone of the obtained polyester are able to form a covalent network (PE-fur/Bism) with various ratios of 1,1′-(methylenedi-4,1-phenylene)bismaleimide via the thermoreversible Diels–Alder (DA) reaction. Several techniques have been employed to characterize the polyester network, including 1H-NMR, gel permeation chromatography (GPC), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), and dynamic mechanical thermal analysis (DMTA). The polyester base polymer displays a glass transition temperature of 115 °C, whereas the temperatures at which the retro-Diels–Alder (rDA) reaction takes place lie above 130 °C for the various polyester/bismaleimide networks. Excellent thermoreversibility and recyclability of the polyester resin have been shown through DSC and DMTA measurements.

KW - bio-based

KW - bismaleimide

KW - Diels–Alder

KW - furan

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KW - polymers

KW - recyclability

KW - short-chain

KW - thermoreversibility

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ER -

The Effect of Molecular Weight on the (Re)-Processability and Material Properties of Bio-Based, Thermoreversibly Cross-Linked Polyesters

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