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Reductive Amination/Cyclization of Methyl Levulinate with Aspartic Acid: Towards Renewable Polyesters with a Pendant Lactam Unit
- Source :
- ChemSusChem, ChemSusChem, ChemPubSoc Europe/Wiley, 2019, 12 (14), pp.3370-3376. ⟨10.1002/cssc.201900745⟩, ChemSusChem, 2019, 12 (14), pp.3370-3376. ⟨10.1002/cssc.201900745⟩
- Publication Year :
- 2019
- Publisher :
- HAL CCSD, 2019.
-
Abstract
- International audience; Environmental regulation and fossil resources depletion boost the search for new polymeric materials produced from biomass. Here, we report the synthesis of a novel diester bearing a pendant lactam unit from methyl levulinate and aspartic acid. The palladiumcatalyzed reductive amination/cyclization sequence was carefully optimized to afford the diacid with high yield (>95 %). In a second step, the compound was esterified to give the corresponding diester. The latter monomer was copolymerized with α-ω linear diols yielding polyesters with molecular weights up to 20.5 kg.mol-1 .
- Subjects :
- General Chemical Engineering
02 engineering and technology
levulinic acid
Methyl levulinate
010402 general chemistry
7. Clean energy
01 natural sciences
Reductive amination
reductive amination
chemistry.chemical_compound
Aspartic acid
Levulinic acid
Environmental Chemistry
Organic chemistry
[CHIM]Chemical Sciences
General Materials Science
polymers
chemistry.chemical_classification
[CHIM.ORGA]Chemical Sciences/Organic chemistry
Polymer
[CHIM.CATA]Chemical Sciences/Catalysis
021001 nanoscience & nanotechnology
0104 chemical sciences
Polyester
General Energy
Monomer
[CHIM.POLY]Chemical Sciences/Polymers
chemistry
aspartic acid
Lactam
biobased polyesters
0210 nano-technology
Subjects
Details
- Language :
- English
- ISSN :
- 18645631 and 1864564X
- Database :
- OpenAIRE
- Journal :
- ChemSusChem, ChemSusChem, ChemPubSoc Europe/Wiley, 2019, 12 (14), pp.3370-3376. ⟨10.1002/cssc.201900745⟩, ChemSusChem, 2019, 12 (14), pp.3370-3376. ⟨10.1002/cssc.201900745⟩
- Accession number :
- edsair.doi.dedup.....19c189b0069dafe7ee551523442510b6
- Full Text :
- https://doi.org/10.1002/cssc.201900745⟩