Increasing the solubility range of polyesters by tuning their microstructure with comonomers

Marie Delgove, Juandré Luchies, Iris Wauters, Geert G.P. Deroover, Stefaan de Wildeman, Katrien Bernaerts

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

The solubility range of ω-pentadecalactone (ω-PDL) based polymers is increased by copolymerization with a smaller branched lactone, δ-undecalactone (δ-UDL). The copolyester microstructure was assessed by 13C NMR/MALDI-ToF MS and indicates a block-like or random-like structure depending on the feed ratio. DSC analysis reveals a considerable decrease in the crystallinity of the copolyesters which can be attributed to the lack of stereoselectivity of the alkyl substituent of δ-UDL hampering chain packing. Consequently, the ω-PDL-based copolyesters present a broader solubility range towards polar aprotic solvents as demonstrated by the Hansen solubility parameter analysis. Finally, the effect of the ring size and position of the substituents of the comonomer lactone on the solubility range of ω-PDL-based copolyesters was investigated by copolymerization with a β,δ-substituted-ε-caprolactone. This broadening of the solubility range of ω-PDL-based copolyesters should enable the use of this biobased macrolactone in applications such as additives in coatings.
Original languageEnglish
Pages (from-to)4696-4706
Number of pages11
JournalPolymer Chemistry
Volume8
Issue number32
DOIs
Publication statusPublished - 7 Jul 2017

Keywords

  • MALDI-TOF-MS
  • OMEGA-PENTADECALACTONE
  • CHEMICAL-COMPOSITION
  • EPSILON-DECALACTONE
  • COPOLYMERS
  • POLYMERIZATION
  • LACTONES

Cite this

@article{bd1162454d454a9bae5389b558e43aa8,
title = "Increasing the solubility range of polyesters by tuning their microstructure with comonomers",
abstract = "The solubility range of ω-pentadecalactone (ω-PDL) based polymers is increased by copolymerization with a smaller branched lactone, δ-undecalactone (δ-UDL). The copolyester microstructure was assessed by 13C NMR/MALDI-ToF MS and indicates a block-like or random-like structure depending on the feed ratio. DSC analysis reveals a considerable decrease in the crystallinity of the copolyesters which can be attributed to the lack of stereoselectivity of the alkyl substituent of δ-UDL hampering chain packing. Consequently, the ω-PDL-based copolyesters present a broader solubility range towards polar aprotic solvents as demonstrated by the Hansen solubility parameter analysis. Finally, the effect of the ring size and position of the substituents of the comonomer lactone on the solubility range of ω-PDL-based copolyesters was investigated by copolymerization with a β,δ-substituted-ε-caprolactone. This broadening of the solubility range of ω-PDL-based copolyesters should enable the use of this biobased macrolactone in applications such as additives in coatings.",
keywords = "MALDI-TOF-MS, OMEGA-PENTADECALACTONE, CHEMICAL-COMPOSITION, EPSILON-DECALACTONE, COPOLYMERS, POLYMERIZATION, LACTONES",
author = "Marie Delgove and Juandr{\'e} Luchies and Iris Wauters and Deroover, {Geert G.P.} and {de Wildeman}, Stefaan and Katrien Bernaerts",
year = "2017",
month = "7",
day = "7",
doi = "10.1039/C7PY00976C",
language = "English",
volume = "8",
pages = "4696--4706",
journal = "Polymer Chemistry",
issn = "1759-9954",
publisher = "Royal Society of Chemistry",
number = "32",

}

Increasing the solubility range of polyesters by tuning their microstructure with comonomers. / Delgove, Marie; Luchies, Juandré; Wauters, Iris; Deroover, Geert G.P.; de Wildeman, Stefaan; Bernaerts, Katrien.

In: Polymer Chemistry, Vol. 8, No. 32, 07.07.2017, p. 4696-4706.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Increasing the solubility range of polyesters by tuning their microstructure with comonomers

AU - Delgove, Marie

AU - Luchies, Juandré

AU - Wauters, Iris

AU - Deroover, Geert G.P.

AU - de Wildeman, Stefaan

AU - Bernaerts, Katrien

PY - 2017/7/7

Y1 - 2017/7/7

N2 - The solubility range of ω-pentadecalactone (ω-PDL) based polymers is increased by copolymerization with a smaller branched lactone, δ-undecalactone (δ-UDL). The copolyester microstructure was assessed by 13C NMR/MALDI-ToF MS and indicates a block-like or random-like structure depending on the feed ratio. DSC analysis reveals a considerable decrease in the crystallinity of the copolyesters which can be attributed to the lack of stereoselectivity of the alkyl substituent of δ-UDL hampering chain packing. Consequently, the ω-PDL-based copolyesters present a broader solubility range towards polar aprotic solvents as demonstrated by the Hansen solubility parameter analysis. Finally, the effect of the ring size and position of the substituents of the comonomer lactone on the solubility range of ω-PDL-based copolyesters was investigated by copolymerization with a β,δ-substituted-ε-caprolactone. This broadening of the solubility range of ω-PDL-based copolyesters should enable the use of this biobased macrolactone in applications such as additives in coatings.

AB - The solubility range of ω-pentadecalactone (ω-PDL) based polymers is increased by copolymerization with a smaller branched lactone, δ-undecalactone (δ-UDL). The copolyester microstructure was assessed by 13C NMR/MALDI-ToF MS and indicates a block-like or random-like structure depending on the feed ratio. DSC analysis reveals a considerable decrease in the crystallinity of the copolyesters which can be attributed to the lack of stereoselectivity of the alkyl substituent of δ-UDL hampering chain packing. Consequently, the ω-PDL-based copolyesters present a broader solubility range towards polar aprotic solvents as demonstrated by the Hansen solubility parameter analysis. Finally, the effect of the ring size and position of the substituents of the comonomer lactone on the solubility range of ω-PDL-based copolyesters was investigated by copolymerization with a β,δ-substituted-ε-caprolactone. This broadening of the solubility range of ω-PDL-based copolyesters should enable the use of this biobased macrolactone in applications such as additives in coatings.

KW - MALDI-TOF-MS

KW - OMEGA-PENTADECALACTONE

KW - CHEMICAL-COMPOSITION

KW - EPSILON-DECALACTONE

KW - COPOLYMERS

KW - POLYMERIZATION

KW - LACTONES

U2 - 10.1039/C7PY00976C

DO - 10.1039/C7PY00976C

M3 - Article

VL - 8

SP - 4696

EP - 4706

JO - Polymer Chemistry

JF - Polymer Chemistry

SN - 1759-9954

IS - 32

ER -