Eugenol as renewable comonomer compared to 4-penten-1-ol in ethylene copolymerization using a palladium aryl sulfonate catalyst

Eugenol as renewable comonomer compared to 4-penten-1-ol in ethylene copolymerization using a palladium aryl sulfonate catalyst

A series of binary copolymerizations of ethylene with two comonomers, eugenol and 4-penten-1-ol, were conducted with a single-component palladium aryl phosphine sulfonate catalyst in toluene solution. Eugenol showed a much a higher tolerance by the catalyst than 4-penten-1-ol. Peak assignments for 1...

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Bibliographic Details
Published in:Polymer (Guilford) Vol. 114; pp. 319 - 328
Main Authors: Parisi, L.R., Scheibel, D.M., Lin, S., Bennett, E.M., Lodge, J.M., Miri, M.J.
Format: Journal Article
Language:English
Published: Kidlington Elsevier Ltd 07-04-2017
Elsevier BV
Subjects:
Aromatic compounds
Bacteria
Catalysts
Copolymerization
Copolymers
Ethylene
Ethylene copolymer
Eugenol
Group dynamics
Molecular weight
NMR
Nuclear magnetic resonance
Palladium
Phosphine
Polymerization
Polymers
Renewable polymer
Studies
Temperature
Toluene
Renewable polymer
Ethylene copolymer
Eugenol
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Summary:A series of binary copolymerizations of ethylene with two comonomers, eugenol and 4-penten-1-ol, were conducted with a single-component palladium aryl phosphine sulfonate catalyst in toluene solution. Eugenol showed a much a higher tolerance by the catalyst than 4-penten-1-ol. Peak assignments for 1H NMR and 13C NMR spectra of both types of copolymers were established. Eugenol was incorporated into the copolymer at a higher rate compared to 4-penten-1-ol. Both comonomers were mainly inserted into the polymer chains rather than added as end groups. An end group analysis was performed, based on which some conclusions about the polymerization mechanisms were made. The molecular weight properties of the polymers were measured by GPC. The effects of each comonomer on the polymer crystallinity and melting temperature were determined. Antibacterial efficiency tests showed that copolymers containing more than 3.1 % eugenol resulted in a reduction of bacteria exceeding 90 %. [Display omitted] •Eugenol as a renewable compound was used as comonomer in ethylene polymerization and compared to 4-penten-1-ol.•Eugenol resulted in significantly higher polymerization activities.•The molecular weights of the ethylene/eugenol copolymers were higher than those of the ethylene/4-penten-1-ol copolymers.•Eugenol was more highly incorporated than 4-penten-1-ol as indicated by the reactivity ratios.•The ethylene/eugenol copolymers showed antibacterial activity in contrast to the ethylene/4-penten-1-ol copolymers.
ISSN:0032-3861
1873-2291
DOI:10.1016/j.polymer.2017.03.009