Hr. Kricheldorf et Do. Damrau, POLYLACTONES, 33 - POLYMERIZATION OF L-LACTIDE CATALYZED BY ZINC AMINO-ACID SALTS, Macromolecular chemistry and physics, 199(8), 1998, pp. 1747-1752
The usefulness of the zinc salts of five different amino acids or amin
o acid derivatives as polymerization catalyst of L-lactide was studied
and compared. The five amino acid (derivatives) were: N-acetylglycine
, N-tosylglycine, L-proline, L-pyroglutamic acid and N-acetyl-4-aminob
enzoic acid. All polymerizations were conducted in bulk. Due to the lo
w reactivity of all Zn catalysts a reaction temperature of 150 degrees
C was needed to obtain yields around 90%. While the basic Zn prolinat
e caused partial racemization, the neutral Zn salts yielded poly(L-lac
tides) with 97-100% optical purity. Regardless of catalyst and reactio
n conditions only moderate molecular weights were obtained.