Poly(vinylamine hydrochloride). Synthesis and utilization for the preparation of water-soluble polymeric dyes

Abstract

have reported chemical shifts and coupling constants for cis and trans dihydrodiol diacetates at K-regions of several polycyclic hydrocarbons. The basis of the assignments given were not provided, and, in some instances, are divergent with the concepts presented here.(38) P. M. DansetteAbstract: A simple and practical route to poly(viny1amine hydrochloride) has been developed. Ethylidene bisacetamide was prepared by condensing (sulfuric acid catalyst) acetaldehyde with 2 equiv of acetamide. After neutralization of the acid with calcium carbonate, the intermediate was directly pyrolyzed (175-195 "C) in the presence of a surface catalyst (Celite) to Nvinylacetamide. Polymerization of the unpurified product, followed by acid hydrolysis of the resulting poly(N-vinylacetamide), afforded poly(viny1amine hydrochloride) in an overall yield of greater than 80% from acetaldehyde. A series of watersoluble, polymeric azo dyes was prepared from poly(viny1amine hydrochloride) by a sequence of reactions which consisted of (1 ) a Schotten-Baumann reaction of the polymer with p-acetamidobenzenesulfonyl chloride in aqueous tetrahydrofuran; (2) hydrolysis of the p-acetamido function in hydrochloric acid to afford a polymeric sulfanilamide; (3) diazotization: (4) reaction of the resulting diazonium salt with sulfonated coupling agents. Some of the physical properties of these polymeric dyes are briefly discussed.

Hofmann reaction of polyacrylamide: Relationship between reaction condition and degree of polymerization of polyvinylamine

“…The resulting solutions were dipped into a low-temperature bath cooled to about -lo%, and 65 ml of 11M NaOH (Nos. [1][2][3][4][5][6][7][8] or 10 ml of 11M NaOH (Nos. 9-16), which had been placed in the Same bath, was added to the above solutions as soon as possible, keeping the temperature below 0°C with vigorous stirring.…”

Study on the acidic hydrolysis process of poly(N‐vinylformamide/acrylonitrile) fiber

“…8 PNVF hydrolysis under stoichiometric acid conditions is 60-70% under typical conditions of 808C/6 h, but hydrolysis slows down because of charge repulsion effects when pushed to high conversion. [9][10][11] Base hydrolysis suffers no such limitation and full hydrolysis is observed with near stoichiometric levels of hydroxide at 808C/6 h. 12 Although not a problem in many applications, one issue with the two hydrolysis approach is the removal of hydrolysis byproducts. Except that, the latter is usually a more efficient approach for taking PNVF to PVAm.…”

Synthesis of poly(acrylamide-co-methyl methacrylate-co-vinyl amine-co-acrylic acid) hydrogels by Hoffman degradation and their interactions with acetaminophen

“…10 Rather, it has been synthesized indirectly by various polymer reactions. 22,23 Among them, Hofmann degradation of polyacrylamide is one of the simplest methods; it uses a readily available monomer and can result in a high amine content. 24 The Hofmann degradation reaction mechanism is shown in Scheme 2.…”