In-depth study of the synthesis of polyamides in the melt using biacetal derivatives of galactaric acid

Research output: Contribution to journalArticleAcademicpeer-review

Abstract

In recent years, the incorporation of sugar-derived, cyclic moieties into polymer structures is gaining the interest of researchers and industry. Factors like the general availability of carbohydrate sources and the unique properties of polymers therefrom contribute to their popularity, but on the other hand the presence of additional functional groups e.g. cyclic acetal, might lead to side reactions. The aim of this study is to investigate the different processes occurring during polymerization of 2,3:4,5-di-O-isopropylidene-galactarate (GalXMe) and 2,3:4,5-di-O-methylene-galactarate derivatives (GalXH). The substrates and the polymers obtained by means of the melt polycondensation of ester functionalized monomers and polyamide salts are analyzed by combined TGA, GPC, NMR, LC-MS and Maldi-ToF techniques. Furthermore, melt polymerization of polyamide salts was followed by TGA-MS, which allowed identifying degradation products produced during the polymerization.
Original languageEnglish
Pages (from-to)114-125
Number of pages12
JournalPolymer Degradation and Stability
Volume151
DOIs
Publication statusPublished - May 2018

Keywords

  • AROMATIC COPOLYESTERS
  • Acetal
  • CONDENSATION KINETICS
  • D-MANNITOL
  • Degradation
  • Galactaric acid
  • HYDROLYTIC DEGRADATION
  • L-TARTARIC ACID
  • LINEAR POLYURETHANES
  • Mucic acid
  • POLY(BUTYLENE TEREPHTHALATE)
  • POLYESTERS
  • Polyamide
  • Polycondensation
  • SOLID-STATE MODIFICATION
  • SUGAR-BASED MONOMERS

Cite this

@article{8483bf10a0054950bbe6c76f119b3293,
title = "In-depth study of the synthesis of polyamides in the melt using biacetal derivatives of galactaric acid",
abstract = "In recent years, the incorporation of sugar-derived, cyclic moieties into polymer structures is gaining the interest of researchers and industry. Factors like the general availability of carbohydrate sources and the unique properties of polymers therefrom contribute to their popularity, but on the other hand the presence of additional functional groups e.g. cyclic acetal, might lead to side reactions. The aim of this study is to investigate the different processes occurring during polymerization of 2,3:4,5-di-O-isopropylidene-galactarate (GalXMe) and 2,3:4,5-di-O-methylene-galactarate derivatives (GalXH). The substrates and the polymers obtained by means of the melt polycondensation of ester functionalized monomers and polyamide salts are analyzed by combined TGA, GPC, NMR, LC-MS and Maldi-ToF techniques. Furthermore, melt polymerization of polyamide salts was followed by TGA-MS, which allowed identifying degradation products produced during the polymerization.",
keywords = "AROMATIC COPOLYESTERS, Acetal, CONDENSATION KINETICS, D-MANNITOL, Degradation, Galactaric acid, HYDROLYTIC DEGRADATION, L-TARTARIC ACID, LINEAR POLYURETHANES, Mucic acid, POLY(BUTYLENE TEREPHTHALATE), POLYESTERS, Polyamide, Polycondensation, SOLID-STATE MODIFICATION, SUGAR-BASED MONOMERS",
author = "Ola Wr{\'o}blewska and {de Wildeman}, Stefaan and Katrien Bernaerts",
year = "2018",
month = "5",
doi = "10.1016/j.polymdegradstab.2018.03.009",
language = "English",
volume = "151",
pages = "114--125",
journal = "Polymer Degradation and Stability",
issn = "0141-3910",
publisher = "Elsevier Limited",

}

TY - JOUR

T1 - In-depth study of the synthesis of polyamides in the melt using biacetal derivatives of galactaric acid

AU - Wróblewska, Ola

AU - de Wildeman, Stefaan

AU - Bernaerts, Katrien

PY - 2018/5

Y1 - 2018/5

N2 - In recent years, the incorporation of sugar-derived, cyclic moieties into polymer structures is gaining the interest of researchers and industry. Factors like the general availability of carbohydrate sources and the unique properties of polymers therefrom contribute to their popularity, but on the other hand the presence of additional functional groups e.g. cyclic acetal, might lead to side reactions. The aim of this study is to investigate the different processes occurring during polymerization of 2,3:4,5-di-O-isopropylidene-galactarate (GalXMe) and 2,3:4,5-di-O-methylene-galactarate derivatives (GalXH). The substrates and the polymers obtained by means of the melt polycondensation of ester functionalized monomers and polyamide salts are analyzed by combined TGA, GPC, NMR, LC-MS and Maldi-ToF techniques. Furthermore, melt polymerization of polyamide salts was followed by TGA-MS, which allowed identifying degradation products produced during the polymerization.

AB - In recent years, the incorporation of sugar-derived, cyclic moieties into polymer structures is gaining the interest of researchers and industry. Factors like the general availability of carbohydrate sources and the unique properties of polymers therefrom contribute to their popularity, but on the other hand the presence of additional functional groups e.g. cyclic acetal, might lead to side reactions. The aim of this study is to investigate the different processes occurring during polymerization of 2,3:4,5-di-O-isopropylidene-galactarate (GalXMe) and 2,3:4,5-di-O-methylene-galactarate derivatives (GalXH). The substrates and the polymers obtained by means of the melt polycondensation of ester functionalized monomers and polyamide salts are analyzed by combined TGA, GPC, NMR, LC-MS and Maldi-ToF techniques. Furthermore, melt polymerization of polyamide salts was followed by TGA-MS, which allowed identifying degradation products produced during the polymerization.

KW - AROMATIC COPOLYESTERS

KW - Acetal

KW - CONDENSATION KINETICS

KW - D-MANNITOL

KW - Degradation

KW - Galactaric acid

KW - HYDROLYTIC DEGRADATION

KW - L-TARTARIC ACID

KW - LINEAR POLYURETHANES

KW - Mucic acid

KW - POLY(BUTYLENE TEREPHTHALATE)

KW - POLYESTERS

KW - Polyamide

KW - Polycondensation

KW - SOLID-STATE MODIFICATION

KW - SUGAR-BASED MONOMERS

U2 - 10.1016/j.polymdegradstab.2018.03.009

DO - 10.1016/j.polymdegradstab.2018.03.009

M3 - Article

VL - 151

SP - 114

EP - 125

JO - Polymer Degradation and Stability

JF - Polymer Degradation and Stability

SN - 0141-3910

ER -