Abstract
Poly L- and poly DL-propyleneglycine methyl esters have been synthesized by cationic polymerization of methyl 1-(2-methylaziridinyl)acetate in the presence of dimethylsulfate as initiator. The optically active monomer, which has an asymmetric center in the three membered ring gives, by polymerization, a stereoregular polymer. The stereoregularity of the optically active polymer has been determined by a 1 3C NMR study of the L- and DL-polyesters. It is shown that the aziridine ring opening preceeds mainly at the unsubstituted methylene carbon atom, retaining the configuration of the asymmetric carbon for at least 85% [1, 2].
The polyesters have then been transformed into their respective poly α-aminocarboxylic acids. These multidentate ligands poly-N propyleneglycine L- and DL- as well at poly-1-isopropyl-2-carboxylethylenimine and poly-N-ethylenealanine have then been examined as to their properties as metal complexating agents. The metal complexation stability constants of these polyampholytes are interpreted in the light of their structural differences, they show a four fold coordination with respect to the examined bivalent metal ions. Poly-N-propyleneglycine has also been incorporated in cross-linked resin structures and the complexation behavior towards Zn++, Cu++, Ca++ and Mg++ has been determined.
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Smets, G., Samyn, C. (1979). Synthesis, Ring Opening Study and Properties of Some New Polyampholytes from Substituted Aziridines. In: Selegny, E. (eds) Optically Active Polymers. Charged and Reactive Polymers, vol 5. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-9378-5_17
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DOI: https://doi.org/10.1007/978-94-009-9378-5_17
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