Applied Catalysis A: General, Vol.464, 322-331, 2013
Synthesis of silyliminophenolate zirconium compounds and their catalytic activity over lactide/epoxide
Silyliminophenolate precursors (1-4) were prepared by reactions between 3-aminopropyldiethoxymethysilane (3-APS) and salicylaldehyde, 3-methoxysalicylaldehyde, 4-hydroxysalicylaldehyde, and 5-bromosalicylaldehyde in 1:1 mole ratio in ethanol at room temperature, respectively. Then these precursors were used in the preparation of the following compounds. The Zr-compounds (SPIMP)(2)Zr-2((OPr)-Pr-n)(2)O, (MeO-SPIMP)(2)Zr-2((OPr)-Pr-n)(2)O, (HO-SPIMP)(2)Zr-2((OPr)-Pr-n)(2)O, and (Br-SPIMP)(2)Zr-2((OPr)-Pr-n)(2)O were prepared by reaction of zirconium (IV) propoxide with silyliminophenolate (SPIMPH), silyliminomethoxyphenolate (MeO-SPIMPH), silyliminohydroxyphenolate (HO-SPIMPH), and silyliminobromophenolate (Br-SPIMPH) in n-propanol, respectively. All these compounds (1-8) were characterized by H-1, C-13 NMR, FTIR, mass spectroscopies, elemental, and thermogravimetric analyses. In order to see their (5-8) catalytic activity over lactides and epoxides these compounds were tested in polymerization of L-lactide (LLA) and 3-glycidyloxypropyltrimethoxysilane (GPTS) and were effective. Poly-LLA, poly-GPTS, and copolymer of LLA/GPTS were characterized by H-1, C-13 NMR, DSC, TGA, MS and gel permeation chromatography (GPC). (C) 2013 Elsevier B.V. All rights reserved.