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Journal of biomaterials science. Polymer edition

Synthesis of trimethoxy- or triethoxysilane-endcapped polylactones via a bismuth(III)hexanoate-catalyzed one-pot-procedure.


PMID 16909941

Abstract

It was shown that bismuth(III)hexanoate (Bi(OHex)3) efficiently and selectively catalyzes the addition of tetra(ethylene glycol) (TEG) onto the isocyanate group of 3-isocyanatopropyl triethoxysilane, IPTES. delta-Valerolactone (deltaVL), epsilon-caprolactone (epsilonCL) and D,L-lactide were polymerized by initiation with TEG/Bi(OHex)3. The resulting telechelic polyesters were in situ functionalized with IPTES or with 3-isocyanatopropyl trimethoxysilane, IPTMS. Using pentaerythritol as co-initiator of Bi(OHex)3 and epsilonCL as monomer, star-shaped polylactones having triethylsilyl end-groups were synthesized in a one-pot-procedure. All functionalized polyesters were characterized by 1H-NMR and 13C-NMR spectroscopy and by MALDI-TOF mass spectrometry. Bi(OHex)3 is a remarkable initiator and catalyst, because of its extraordinary low toxicity.