Synthesis of aliphatic polyamide bearing fluorinated groupsfrom e-caprolactam and modified cyclic lysine

Autor: Christine Jérôme, Deniz Tunc, Philippe Lecomte, Stéphane Carlotti, Philippe Desbois, Hassen Bouchekif, Bruno Ameduri
Přispěvatelé: Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 1 LCPO : Polymerization Catalyses & Engineering, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Centre d'Etude et de Recherche sur les Macromolécules (CERM), Université de Liège, Polymer Laboratory (BASF), BASF
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: European Polymer Journal
European Polymer Journal, Elsevier, 2015, 71, pp.575-584. ⟨10.1016/j.eurpolymj.2015.08.030⟩
ISSN: 0014-3057
1873-1945
DOI: 10.1016/j.eurpolymj.2015.08.030⟩
Popis: Aliphatic polyamide (PA) bearing fluorinated groups was synthesized in bulk with perfluorobutyryl-substituted α-amino-e-caprolactam and e-caprolactam by anionic ring-opening polymerization (AROP). The fluorinated monomer was obtained by condensation between cyclic lysine (i.e. α-amino-e-caprolactam) and perfluorobutyryl chloride. The effect of the fluorinated monomer fraction onto the AROP of e-caprolactam was monitored by the exothermicity of this polymerization versus time. The properties and characteristics of the resulting polymers were studied by with differential scanning calorimetry, thermogravimetry, magic angle spinning NMR, FT-IR, and contact angle measurements. Polyamides bearing fluorinated groups exhibited better thermal stability than polyamide 6 (PA6) as well as a higher hydrophobic surface character as evidenced by surface tension measurements. The glass transition temperature of polyamide 6 was 53 °C and rose to 58 °C for a PA bearing fluorinated moieties, while fluorinated monomer insertion induced a decrease of the melting points from 216 to 198 °C. These copolymers displayed a maximum degradation temperature of 390 °C as compared to the 310 °C for PA6, and their surface energies decreased from 49.4 mN cm−1 (PA6 value) to 44.1 mN cm−1.
Databáze: OpenAIRE