From Polyethylene to Polyester: Influence of Ester Groups on the Physical Properties

Pepels, Mark P. F.; Hansen, Michael Ryan; Goossens, Han; Duchateau, Rob

doi:10.1021/ma401403x

Cited by 113Polymer crystallization and propertiesbiodegradable polymer synthesis and propertiesSynthetic Organic Chemistry Methods

From Polyethylene to Polyester: Influence of Ester Groups on the Physical Properties

Pepels, Mark P. F., Hansen, Michael Ryan, Goossens, Han, Duchateau, Rob·2013·Macromolecules

DOI 10.1021/ma401403x

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Abstract

Aliphatic long-chain polyesters (ALCPEs) were synthesized using the ring-opening metathesis copolymerization of ambrettolide and cis -cyclooctene followed by exhaustive hydrogenation, yielding saturated ALCPEs with methylene-to-ester ratios (M/E) varying from 15 to 223 and ∞ (polyethylene), of which the ester groups were pseudo randomly distributed over the backbone of the polymer. The melting temperature of these ALCPEs showed an inverse proportional trend with respect to the amount of ester groups in the polymer structure, ranging from 132.1 °C (M/E = ∞) to 91.5 °C (M/E = 15), of which the former is comparable to the melting temperature of high-density polyethylene. The crystallinity and the orthorhombic unit cell of the polymers did not significantly change with increasing M/E. Solid-state NMR was used to show the uniform partitioning of the ester groups over the crystalline and amorphous phase. Even though the lamellar thickness showed a decrease with increasing amount of ester groups, this did only partly explain the decrease in melting temperature. The main factor determining the decrease in melting temperature is the inclusion of ester groups in the crystal lattice, which causes the crystal lattice to be less stable.

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Ester functionality does not drastically impact the unit cell identity relative to PE but leads to decreased lamellar thickness, destabilization of the crystal lattice, and lowering of the melting transition temperature (Tm).
“The ester functionality does not drastically impact the unit cell identity relative to PE but does lead to decreased lamellar thickness, destabilization of the crystal lattice, and lowering of the melting transition temperature ( T m)”
From Chemically recyclable polyolefin-like multiblock polymers (2023) · cites this paper as [20]
The crystallites were smaller in size than LLDPE or HDPE samples due to the presence of the ester group.
“polarized light optical microscopy revealed the crystallites were smaller in size than LLDPE or HDPE samples due to the presence of the ester group”
From Chemically recyclable polyolefin-like multiblock polymers (2023) · cites this paper as [20]

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Authors: Pepels, M. P. F., Hansen, M. R., Goossens, H., & Duchateau, R.
Affiliations: Eindhoven University of Technology (NL)
Max Planck Society (DE)
Corresponding author: Duchateau, Rob
ORCID: Hansen, Michael Ryan
Goossens, Han
Duchateau, Rob
Venue: Macromolecules
Publisher: American Chemical Society (ACS)
Published: 2013-09-25
Volume: 46
Issue: 19
Pages: 7668-7677
ISSN: 0024-9297 (ISSN-L)
1520-5835
DOI: 10.1021/ma401403x
OpenAlex: W2032158199
Cited by: 113
References: 61
Citations by year: 2026: 13 · 2025: 21 · 2024: 14 · 2023: 6 · 2022: 6 · 2021: 5 · 2020: 5 · 2019: 3 · 2018: 6 · 2017: 4 · 2016: 7 · 2015: 9 · 2014: 11 · 2013: 3
FWCI: 7.22
Type: journal article
Language: en
Open access: closed
Locations: Macromolecules (publishedVersion)
TU/e Research Portal (submittedVersion)
Max Planck Digital Library (submittedVersion)
Scopus (Elsevier) (submittedVersion)
MPG.PuRe (Max Planck Society) (submittedVersion)
University of Groningen research database (University of Groningen / Centre for Information Technology) (submittedVersion)
Funders: Saudi Basic Industries Corporation
Topics: Physical Sciences › Materials Science › Polymers and Plastics › Polymer crystallization and properties
Physical Sciences › Materials Science › Biomaterials › biodegradable polymer synthesis and properties
Physical Sciences › Chemistry › Organic Chemistry › Synthetic Organic Chemistry Methods
Keywords: polyethylene, ester groups, cis-cyclooctene, hydrogenation, melting point, crystallinity, lamellar thickness, crystal lattice stability, solid-state NMR, physical properties

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From Polyethylene to Polyester: Influence of Ester Groups on the Physical Properties

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