[en] The copolymerization of ε-caprolactam with ethyl 4-(butylamino)benzoate was shown to occur in the presence of sodium salts and an acyllactam as activator in a one-step bulk reaction. The mechanism is based on the deprotonation of the two monomers yielding activated species able to attack an acyllactam or an ester group at the polymer chain ends. Novel copolyamides with different percentages of aromatic/aliphatic units were synthesized in a one-step bulk copolymerization within a few minutes at 140 °C and characterized by NMR spectroscopy, size exclusion chromatography, and thermal analysis (DSC). This methodology, combining simultaneous anionic ring-opening and condensation reactions, affords a new synthetic pathway to introduce an aromatic unit in an aliphatic polyamide backbone, and more specifically a polyamide 6 containing about 20 mol % of N-alkyl aromatic amides was prepared.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM) CESAM - Complex and Entangled Systems from Atoms to Materials - ULiège
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Bakkali-Hassani, Camille; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, France
Tunc, Deniz ; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, France > University of Liège (ULg), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Roos, Kevin; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, France
Planes, Mikaël; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, France
Lecomte, Philippe ; University of Liège - ULiège > Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Carlotti, Stéphane; University of Bordeaux, Laboratoire de Chimie des Polymères Organiques, France
Language :
English
Title :
Simultaneous anionic ring-opening and condensation reactions for the synthesis of aliphatic–N-alkyl aromatic copolyamides
Publication date :
10 January 2017
Journal title :
Macromolecules
ISSN :
0024-9297
eISSN :
1520-5835
Publisher :
American Chemical Society, Washington, United States - District of Columbia
Volume :
50
Issue :
1
Pages :
175-181
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
The International Doctoral School IDS-Funmat F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE]
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