Abstract
This research focuses on the preparation of biobased copolyamides containing biacetalized galactaric acid (GaIX), namely, 2,3:4,5-di-O-isopropylidene-galactaric acid (GaIXMe) and 2,3:4,5-di-O-methylene-galactaric acid (GaIXH), in bulk by melt polycondensation of salt monomers. In order to allow the incorporation of temperature-sensitive sugar-derived building blocks into copolyamides at temperatures below the degradation temperature of the monomers and below their melting temperatures, a clever selection of salt monomers is required, such that the sugar-derived salt monomer dissolves in the other salt monomers. The polymerization was investigated by temperature dependent FT-IR and optical microscopy. The structure of the obtained copolyamides was elucidated by NMR and matrix-assisted laser desorption ionization-time-of-flight (MALDI-TOF) techniques. The positive outcome of this modified polycondensation method depends on the solubility of sugar-derived polyamide salts in polyamide salts of comonomers and the difference between their melting temperatures, however does not depend on the melting temperature of the used sugar-derived monomer. A variety of comonomers was screened in order to establish the underlying mechanisms of the process.
Original language | English |
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Pages (from-to) | 13504-13517 |
Number of pages | 27 |
Journal | ACS Sustainable Chemistry & Engineering |
Volume | 6 |
Issue number | 10 |
DOIs | |
Publication status | Published - 1 Oct 2018 |
Keywords
- Biobased copolyamides
- Dissolution
- Melt polycondensation
- Salt polycondensation
- Solvent-free
- ACETALIZED GALACTARIC ACID
- L-TARTARIC ACID
- D-GLUCARIC ACID
- DIRECT POLYCONDENSATION
- AROMATIC COPOLYESTERS
- D-MANNITOL
- POLYMERS
- MONOMERS
- DERIVATIVES
- POLYESTERS