KADOTA, Joji; PAVLOVIC, Drazen; HIRANO, Hiroshi; OKADA, Akinori; AGARI, Yasuyuki; BIBAL, Brigitte; DEFFIEUX, Alain; PERUCH, Frédéric

doi:10.1039/c4ra01239a

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KADOTA, Joji
Osaka Municipal Tech Res Inst, Environm Technol Res Div
Laboratoire de Chimie des Polymères Organiques [LCPO]

PAVLOVIC, Drazen
Laboratoire de Chimie des Polymères Organiques [LCPO]

HIRANO, Hiroshi
Osaka Municipal Tech Res Inst, Environm Technol Res Div

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RSC Advances. 2014, vol. 4, n° 28, p. 14725-14732

Royal Society of Chemistry

Résumé en anglais

The acid-base catalytic system based on N,N-dimethyl-4-aminopyridine (DMAP) and a protic acid that has already been revealed to be efficient for the ring-opening polymerization (ROP) of L-lactide in solution at room temperature was tested for the same polymerization in bulk at 100 degrees C. As observed in solution, the presence of the DMAP center dot HX (X Cl, CH3SO3, CF3 SO3) salt enhanced yields. Linear and star-like polylactides with 3 and 4 branches were prepared. Polylactides were thus easily prepared reaching high molar masses (up to 75 000 g mol(-1) for linear PLLA and 140 000 g mol(-1) for star-like PLLA) with good control in less than 1 h. In all cases, the appearance of transesterification reactions was shown to occur only at very high yield. The ROP of lactones (epsilon-caprolactone and delta-valerolactone) was also investigated with the same catalytic systems in bulk conditions. In contrast to lactide polymerization, only the DMAP/DMAP center dot HOTf allowed lactone polymerization with a slower rate. However, the control over the molar masses remained very good. Block copolymers were also synthesized.< Réduire

Mots clés en anglais

ACIDS

CONTROLLED ROP

ORGANOCATALYSTS

RING-OPENING POLYMERIZATION

N-HETEROCYCLIC CARBENES

EPSILON-CAPROLACTONE

LIVING POLYMERIZATION

CYCLIC ESTERS

POLYESTER SYNTHESIS

BETA-BUTYROLACTONE

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Controlled bulk polymerization of L-lactide and lactones by dual activation with organo-catalytic systems

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