Butler’s cyclopolymerizaton protocol in the synthesis of diallylamine salts/sulfur dioxide alternate polymers containing amino acid residues

Butler’s cyclopolymerizaton protocol in the synthesis of diallylamine salts/sulfur dioxide... In solvent acetone, ethyl ester hydrochloride of N,N-diallylmethionine I having sulfide motifs underwent alternate cyclopolymerization with SO2 to give copolymer II (i.e. I-alt-SO2), while in DMSO (Me2S = O), it gave terpolymer III containing sulfide and sulfoxide motifs in a 1:1 ratio as a result of oxygen transfer from Me2SO. Remaining sulfide group in III upon oxidation with H2O2 afforded polymer sulfoxide IV and polymer sulfone V. Likewise; copolymerization of hydrochloride salt of N,N-diallylmethionine VI with SO2 in DMSO gave copolymer VII containing sulfide/sulfoxide motifs in a ≈ 1:1 ratio. VII was oxidized to polymer sulfoxide VIII. The chemical and physical properties of these polymers were determined by FT-IR, NMR, TGA and surface tension. The solution properties of these polymers were studied in detail. The critical micelle concentration of the polymers was determined to be ≈ 7 ppm. The presence of polymers III, IV, V, VII and VIII at a very low concentration of ≈ 6 ppm in 1 M HCl imparted superb inhibitions of mild steel corrosion of 89, 94, 87, 96, and 94%, respectively. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Journal of Polymer Research Springer Journals

Butler’s cyclopolymerizaton protocol in the synthesis of diallylamine salts/sulfur dioxide alternate polymers containing amino acid residues

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Publisher
Springer Netherlands
Copyright
Copyright © 2017 by Springer Science+Business Media B.V.
Subject
Chemistry; Polymer Sciences; Industrial Chemistry/Chemical Engineering; Characterization and Evaluation of Materials
ISSN
1022-9760
eISSN
1572-8935
D.O.I.
10.1007/s10965-017-1334-0
Publisher site
See Article on Publisher Site

Abstract

In solvent acetone, ethyl ester hydrochloride of N,N-diallylmethionine I having sulfide motifs underwent alternate cyclopolymerization with SO2 to give copolymer II (i.e. I-alt-SO2), while in DMSO (Me2S = O), it gave terpolymer III containing sulfide and sulfoxide motifs in a 1:1 ratio as a result of oxygen transfer from Me2SO. Remaining sulfide group in III upon oxidation with H2O2 afforded polymer sulfoxide IV and polymer sulfone V. Likewise; copolymerization of hydrochloride salt of N,N-diallylmethionine VI with SO2 in DMSO gave copolymer VII containing sulfide/sulfoxide motifs in a ≈ 1:1 ratio. VII was oxidized to polymer sulfoxide VIII. The chemical and physical properties of these polymers were determined by FT-IR, NMR, TGA and surface tension. The solution properties of these polymers were studied in detail. The critical micelle concentration of the polymers was determined to be ≈ 7 ppm. The presence of polymers III, IV, V, VII and VIII at a very low concentration of ≈ 6 ppm in 1 M HCl imparted superb inhibitions of mild steel corrosion of 89, 94, 87, 96, and 94%, respectively.

Journal

Journal of Polymer ResearchSpringer Journals

Published: Oct 14, 2017

References

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