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Home  >  Journal list  >  Polymer Journal  >  Vol.3  No.6 (1972)  >  pp.704-711

Polymer Journal
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Polymerization of Sulfur-Containing Aldehydes. II. Polymerization with Organoaluminum Compounds

Noboru Yamamoto1) and Iwao Yamashita1)
1) Government Industrial Research Institute, Osaka

ABSTRACT:  Polymerization of five higher aldehydes having a thioether bond represented by the formula, RSCHR′CH2CHO, wherein R, CH3, C2H5, C6H5, and R′, H, CH3H were carried out at −78°C with the use of several organoaluminum catalysts. In the polymerization with AlEt2 resinous polymers with polyacetal structures were produced, accompanied with a small proportion of ester. Poly(β-methylthiobutyraldehyde) and poly (β-ethylthiobutyraldehyde) were completely soluble in tetrahydrofuran, while poly(β-methylthiopropaldehyde) and poly(β-phenylthiobutyraldehyde) were almost insoluble in the usual organic solvents. These novel polyaldehydes were superior in thermal stability to polyacetaldehyde and other higher aldehyde polymers. Modified orgonoaluminum catalysts prepared by the reaction of AlEt3 with various organic compounds gave results similar to those obtained in the polymerization with AlEt3 itself. On the other hand, polymerization with AlEt3–crotonic acid catalyst system gave the cyclic trimer as main products.

Aldehyde Polymerization/ Sulfur-Containing Aldehyde/ Poly(sulfur-containing aldehyde)/ Triethyl Aluminum/ Organoaluminum Catalyst/ Tischchenko Reaction

Published online: March 30, 2006
© Copyright, 2006 by The Society of Polymer Science, Japan



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