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

Ali, Shaikh; Goni, Lipiar; Mazumder, Mohammad
October 2017
Journal of Polymer Research;Oct2017, Vol. 24 Issue 11, p1
Academic Journal
In solvent acetone, ethyl ester hydrochloride of N,N-diallylmethionine I having sulfide motifs underwent alternate cyclopolymerization with SO to give copolymer II (i.e. I- alt-SO), while in DMSO (MeS = O), it gave terpolymer III containing sulfide and sulfoxide motifs in a 1:1 ratio as a result of oxygen transfer from MeSO. Remaining sulfide group in III upon oxidation with HO afforded polymer sulfoxide IV and polymer sulfone V. Likewise; copolymerization of hydrochloride salt of N,N-diallylmethionine VI with SO 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.


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