Polyamides based on a partially bio-based spirodiamine

Ola Wróblewska, Sophie Lingier, Jurrie Noordijk, Filip Du Prez, Stefaan de Wildeman, Katrien Bernaerts

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

In this study novel, fully and partially bio-based polyamides containing spiroacetal moieties in the backbone derived from bio-glycerol and bio-ethanol were prepared and characterized. The renewable diamine employed to obtain a series of polyamides was synthesized by means of thiolene click chemistry and therefore contains flexible thioether as well as rigid spiroacetal moieties. Two different chemical pathways for the polymerization were investigated and evaluated. The polymerization of polyamide salts proved to be the most promising method and therefore salt polymerization was applied in the synthesis of polyamides with aliphatic and aromatic di-carboxylic acids. Subsequently, the structure of the polymers was confirmed by Maldi-ToF analysis and additionally thermal and mechanical properties were investigated revealing T-g's between 24 and 80 degrees C and ductile materials with moduli between 1.0 and 1.5 GPa. Both semicrystalline and amorphous polyamides were thermally stable and therefore suitable for thermal processing. In the end, degradation studies were performed on the acetal containing polyamides which showed that the polymers were stable at pH 3 and higher.

Original languageEnglish
Pages (from-to)221-231
Number of pages11
JournalEuropean Polymer Journal
Volume96
DOIs
Publication statusPublished - Nov 2017

Keywords

  • Spiroacetal
  • Polyamides
  • Polycondensation
  • Maldi-ToF
  • Hydrolysis
  • AROMATIC POLYAMIDES
  • POLYMERS
  • POLYURETHANES
  • SPIROACETAL
  • PENTAERYTHRITOL

Cite this

Wróblewska, Ola ; Lingier, Sophie ; Noordijk, Jurrie ; Du Prez, Filip ; de Wildeman, Stefaan ; Bernaerts, Katrien. / Polyamides based on a partially bio-based spirodiamine. In: European Polymer Journal. 2017 ; Vol. 96. pp. 221-231.
@article{a752bfd100744bbead712e45cb141bf1,
title = "Polyamides based on a partially bio-based spirodiamine",
abstract = "In this study novel, fully and partially bio-based polyamides containing spiroacetal moieties in the backbone derived from bio-glycerol and bio-ethanol were prepared and characterized. The renewable diamine employed to obtain a series of polyamides was synthesized by means of thiolene click chemistry and therefore contains flexible thioether as well as rigid spiroacetal moieties. Two different chemical pathways for the polymerization were investigated and evaluated. The polymerization of polyamide salts proved to be the most promising method and therefore salt polymerization was applied in the synthesis of polyamides with aliphatic and aromatic di-carboxylic acids. Subsequently, the structure of the polymers was confirmed by Maldi-ToF analysis and additionally thermal and mechanical properties were investigated revealing T-g's between 24 and 80 degrees C and ductile materials with moduli between 1.0 and 1.5 GPa. Both semicrystalline and amorphous polyamides were thermally stable and therefore suitable for thermal processing. In the end, degradation studies were performed on the acetal containing polyamides which showed that the polymers were stable at pH 3 and higher.",
keywords = "Spiroacetal, Polyamides, Polycondensation, Maldi-ToF, Hydrolysis, AROMATIC POLYAMIDES, POLYMERS, POLYURETHANES, SPIROACETAL, PENTAERYTHRITOL",
author = "Ola Wr{\'o}blewska and Sophie Lingier and Jurrie Noordijk and {Du Prez}, Filip and {de Wildeman}, Stefaan and Katrien Bernaerts",
year = "2017",
month = "11",
doi = "10.1016/j.eurpolymj.2017.08.056",
language = "English",
volume = "96",
pages = "221--231",
journal = "European Polymer Journal",
issn = "0014-3057",
publisher = "Elsevier Science",

}

Polyamides based on a partially bio-based spirodiamine. / Wróblewska, Ola; Lingier, Sophie; Noordijk, Jurrie ; Du Prez, Filip; de Wildeman, Stefaan; Bernaerts, Katrien.

In: European Polymer Journal, Vol. 96, 11.2017, p. 221-231.

Research output: Contribution to journalArticleAcademicpeer-review

TY - JOUR

T1 - Polyamides based on a partially bio-based spirodiamine

AU - Wróblewska, Ola

AU - Lingier, Sophie

AU - Noordijk, Jurrie

AU - Du Prez, Filip

AU - de Wildeman, Stefaan

AU - Bernaerts, Katrien

PY - 2017/11

Y1 - 2017/11

N2 - In this study novel, fully and partially bio-based polyamides containing spiroacetal moieties in the backbone derived from bio-glycerol and bio-ethanol were prepared and characterized. The renewable diamine employed to obtain a series of polyamides was synthesized by means of thiolene click chemistry and therefore contains flexible thioether as well as rigid spiroacetal moieties. Two different chemical pathways for the polymerization were investigated and evaluated. The polymerization of polyamide salts proved to be the most promising method and therefore salt polymerization was applied in the synthesis of polyamides with aliphatic and aromatic di-carboxylic acids. Subsequently, the structure of the polymers was confirmed by Maldi-ToF analysis and additionally thermal and mechanical properties were investigated revealing T-g's between 24 and 80 degrees C and ductile materials with moduli between 1.0 and 1.5 GPa. Both semicrystalline and amorphous polyamides were thermally stable and therefore suitable for thermal processing. In the end, degradation studies were performed on the acetal containing polyamides which showed that the polymers were stable at pH 3 and higher.

AB - In this study novel, fully and partially bio-based polyamides containing spiroacetal moieties in the backbone derived from bio-glycerol and bio-ethanol were prepared and characterized. The renewable diamine employed to obtain a series of polyamides was synthesized by means of thiolene click chemistry and therefore contains flexible thioether as well as rigid spiroacetal moieties. Two different chemical pathways for the polymerization were investigated and evaluated. The polymerization of polyamide salts proved to be the most promising method and therefore salt polymerization was applied in the synthesis of polyamides with aliphatic and aromatic di-carboxylic acids. Subsequently, the structure of the polymers was confirmed by Maldi-ToF analysis and additionally thermal and mechanical properties were investigated revealing T-g's between 24 and 80 degrees C and ductile materials with moduli between 1.0 and 1.5 GPa. Both semicrystalline and amorphous polyamides were thermally stable and therefore suitable for thermal processing. In the end, degradation studies were performed on the acetal containing polyamides which showed that the polymers were stable at pH 3 and higher.

KW - Spiroacetal

KW - Polyamides

KW - Polycondensation

KW - Maldi-ToF

KW - Hydrolysis

KW - AROMATIC POLYAMIDES

KW - POLYMERS

KW - POLYURETHANES

KW - SPIROACETAL

KW - PENTAERYTHRITOL

U2 - 10.1016/j.eurpolymj.2017.08.056

DO - 10.1016/j.eurpolymj.2017.08.056

M3 - Article

VL - 96

SP - 221

EP - 231

JO - European Polymer Journal

JF - European Polymer Journal

SN - 0014-3057

ER -