Fully Biobased Aliphatic Anionic Oligoesters: Synthesis and Properties

Abstract

Biobased aliphatic sulfonated oligoesters with 10 to 30% of sulfonated units were synthesized by melt polycondensation of biobased monomers such as diethyl succinate, z-octadec-9-enedioic acid, dimer fatty acid, sodium (sulfonated dimethyl succinate), and various diols like 1,4-butane diol and isosorbide. Structural characterization of the resulting oligoesters was determined by 1H NMR spectroscopy and MALDI-TOF MS technique. Showing a regular structure, the nature of the different expected species present in the macromolecular structure allowed the detection of etherification and cyclisation side reactions. The study of the thermal properties indicates that the resulting oligoesters are amorphous or semicrystalline that essentially depend on the nature of monomers. Films of oligoesters treated in acidic, basic, and natural media at 37°C indicate that the remaining weight depends essentially on the composition of oligoesters. Finally, sulfonated oligoester was used to prepare a biobased poly(ester-urethane) thermoset, a material having tunable properties.

A new type of unsaturated polyester resin with epoxy functionalized nano‐silica and dimer fatty acid: Preparation and property

“…It is a very useful chemical intermediate because of its wide range of raw materials, chemical reactivity, good performance stability, and structural characteristics. DFA and its derivatives can be used to prepare polyamide resins, paint, lubricants, fuel additives, corrosion inhibitor, and other essential fine chemical products 31,32 . During UPR synthesis, introducing flexible macromolecular segments with reactive end groups, especially vegetable oils containing double bonds (such as DFA), can significantly improve the initial performance and impact resistance of UPR.…”

“…DFA and its derivatives can be used to prepare polyamide resins, paint, lubricants, fuel additives, corrosion inhibitor, and other essential fine chemical products. 31,32 During UPR synthesis, introducing flexible macromolecular segments with reactive end groups, especially vegetable oils containing double bonds (such as DFA), can significantly improve the initial performance and impact resistance of UPR. Costa et al 33 reported the development of a new UPR based on soybean oil and coconut oil.…”

Preparation, characterization and degradation study of novel sulfonated furanic poly(ester-amide)s

“…1 H-NMR spectroscopy and MALDI-TOF MS of the resulting oligoesters highlighting a regular structure. The thermal properties indicate that the ensuing oligoesters are amorphous or semicrystalline that essentially depend on the nature of monomers [21]. On the other hand, polymers with ester and amide groups in their skeleton new opportunities for incorporating biodegradable and adequate performance properties in a single material.…”