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Synthèse de polyglutarimides à partir de PMMA, de la cyclohexylamine et de la méthylamine, 3 Etude du mécanisme d'imidification sur des modèles macromoléculaires
Author(s) -
Roussel Joël,
Legay Richard,
Boutevin Bernard
Publication year - 2000
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/1521-3935(20001201)201:18<2826::aid-macp2826>3.0.co;2-5
Subject(s) - amide , chemistry , polymer chemistry , reactivity (psychology) , steric effects , copolymer , stereochemistry , organic chemistry , polymer , medicine , alternative medicine , pathology
In order to check the mechanism of intramolecular cyclization to obtain glutarimide rings, we have prepared various homo and copolymers: homo N‐ methyl‐ and homo N‐ cyclohexylmethacrylamide and the corresponding copolymers with MMA and MAA. This first study showed that methacrylamides are less reactive than other methacrylic derivatives as shown by the r 1 and r 2 values of MMA and N‐ cyclohexylmethacrylamide. The cyclization at 250°C in xylene proves that in the case of N‐ cyclohexyl derivatives, the following reactivity is obtained: amide‐acid ≫ amide‐amide ≫ amide‐ester. On the contrary with N‐ methyl derivatives, the reactivity of each complex is higher although amide‐acid remains the more reactive. The steric hindrance may account for this phenomenon.