Novozym 435-catalyzed synthesis of polyetheramides from amino-esters, or diesters and diamines built on ethylene- and diethylene- glycol moieties

Florent Poulhès (1) , Dominique Mouysset (1) , Gérard Gil (2) , Michèle P. Bertrand (1) , Stéphane Gastaldi (1)

1 ICR - Institut de Chimie Radicalaire
2 ISM2 - Institut des Sciences Moléculaires de Marseille

The optimization of CAL-B-promoted (Novozym 435) A/B and AA/BB type polymerizations leading to polyetheramides, from amino ethylesters or diethyl esters and diamines based on ethylene- or diethylene-glycol moieties, is disclosed herein. From these preliminary experiments it became obvious that it is of prime importance: to avoid the presence of water by carefully drying the enzyme prior to use; to eliminate ethanol from the reaction medium, by working under reduced pressure in order to drive the amidation reaction forward; to select an appropriate high boiling solvent, the best choice being diphenyl ether. Under such experimental conditions, polyetheramides were obtained in 70e80% yield with an average degree of polymerization (DPn) up to 17.

Domains: Chemical Sciences; Organic chemistry

Florent Poulhès, Dominique Mouysset, Gérard Gil, Michèle P. Bertrand, Stéphane Gastaldi. Novozym 435-catalyzed synthesis of polyetheramides from amino-esters, or diesters and diamines built on ethylene- and diethylene- glycol moieties. Polymer, 2012, 53 (6), pp.1172 - 1179. ⟨10.1016/j.polymer.2012.01.054⟩. ⟨hal-01412495⟩