Quantitative conversion of poly(acrylamide) into poly(vinylamine) by a modified Hofmann degradation

Bıçak, Niyazi; Saraç, A. Sezai̊; Koza, Güneş; Atay, Tülay; Şekal, Filiz

doi:10.1016/0923-1137(93)90060-s

Cited by 6 publications

(3 citation statements)

References 6 publications

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“…However, the monomer is not available because it readily is tautomerized to acetaldehyde imine. Other research groups have developed a preparation of poly(VAm) by hydrazinolysis of poly( N ‐vinylphthalimide),19 hydrolysis of poly‐ (vinyl‐tert‐butyrcarbamate),20 and modified Hofmann degradation of poly(acrylamide) 21, 22. These are not monomeric procedures, however, and structural variability is limited.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and functionalities of poly(N-vinylalkylamide). XII. Synthesis and thermosensitive property of poly(vinylamine) copolymer prepared from poly(N-vinylformamide-co-N-vinylisobutyramide)

Yamamoto

Serizawa

Muraoka

et al. 2000

J. Polym. Sci. A Polym. Chem.

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The differences in the polymerization abilities of N‐vinylformamide (NVF) and N‐vinylisobutyramide (NVIBA) and the synthesis of their copolymers were studied. The polymerization abilities were fairly good and quite similar to those of N‐vinyl‐ acetamide (NVA), a monomer in the same class as N‐vinylalkylamides. Since the monomer reactivity ratios were r1 = 1.08 and r2 = 0.92 (M1 = NVF, M2 = NVIBA), respectively, it is clear that the comonomers definitely were converted to random copolymers. The resulting copolymers poly(NVF‐co‐NVIBA) exhibited the cloud points sharply. The light transmittance profiles were the same as those for poly(NVIBA) although they increased from 39 °C for poly(NVIBA), with an increase in the corresponding hydrophilic NVF component. Our final objective was to produce a cloud point controlled polymer material with primary amino groups. To achieve this, we examined the hydrolysis of poly(NVF), poly(NVA), poly(NVIBA), and poly(NVF‐co‐NVIBA) to obtain poly(vinylamine) [poly(VAm)]. The hydrolytic cleavage of poly(NVF) and poly(NVA) was promoted by an increase in temperature. However, poly(NVIBA) was not cleaved appreciably. The hydrolysis of poly(NVF‐co‐NVIBA) was done under controlled conditions, and amino groups selectively were introduced to only one of two components of the copolymer. The cloud point of the hydrolyzed copolymer shifted to a higher temperature than that of the copolymer. © 2000 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 38: 3674–3681, 2000

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Section: Introductionmentioning

confidence: 99%

Synthesis and functionalities of poly(N-vinylalkylamide). XII. Synthesis and thermosensitive property of poly(vinylamine) copolymer prepared from poly(N-vinylformamide-co-N-vinylisobutyramide)

Yamamoto

Serizawa

Muraoka

et al. 2000

J. Polym. Sci. A Polym. Chem.

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“…Poly(vinylamine) (PVAm) is one of the possible polymers in this regard; however, it is difficult to use in the preparation of the surface‐grafted PVAm. Certain studies have examined the preparation of PVAm, such as the hydrazinolysis of poly( N ‐vinylphthalimide),2 the Schmidt reaction of poly(acrylic acid),3 and the Hofmann degradation4–7 of poly(acrylamide) 7. These methods were not suitable for obtaining surface‐grafted PVAm.…”

Section: Introductionmentioning

confidence: 99%

Surface grafting of poly(vinylamine) onto poly(ethylene) film by corona discharge-induced grafting

Seto

Muraoka

Akagi

et al. 1999

J. Appl. Polym. Sci.

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Poly(vinylamine) (PVAm) was grafted on a poly(ethylene) (PE) film surface via the surface graft polymerization of N-vinylformamide (NVF) and N-vinylacetamide (NVA) and the subsequent hydrolysis of those grafted polymers. The surface was characterized by X-ray photoelectron spectroscopy (XPS), contact angle, moisture absorption, and the leakage of electrostatic charge from the films. PNVF and PNVA were introduced onto the surface of the PE film successfully, in spite of the fact that the initiator for polymerization was a peroxide group. The grafted amounts of PNVF and PNVA were dependent on the grafting time. A PVAm-grafted surface was obtained via the hydrolysis of the grafted PNVF. The grafted-PNVA was not hydrolyzed under mild hydrolysis. The obtained PVAm-grafted surface appeared to be useful for various applications, such as protein immobilization or chemical modification.

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“…The product was transferred into the 50-mL 5% NaOH solution and stirred for 2 h to acrylamide in ethylene glycol. 9 There are many articles dealing with metal complexes of poly-obtain HCl-free resin. After filtration, the whiteyellow product was washed, with excess water vinylpyridines, 10 polyvinylamine, 11 and polyethyleneimine.…”

Section: Introductionmentioning

confidence: 99%

Removal of transition metal cations and their counteranions by crosslinked epoxy?polymer

Bıçak¹,

Atay²,

Koza³

1998

J. Appl. Polym. Sci.

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Reaction of epichlorohydrin with ethylenediamine is very exothermic, and severe explosions occur, even when a few milliliters of the reagents are interacted without solvent. A controlled reaction has been achieved safely by suspension polycondensation of epichlorohydrin with ethylenediamine. 1,2-Diaminoethane units in the resulting crosslinked polymer provide high chelating ability for transition metal ions, such as Cu(II), Ni(II), Co(II), Cd(II), Fe(III), and Cr(III). Having all-amine ligating groups, the polymer represents unique properties and can sorb not only metal cations but also their counteranions, such as chloride, sulphate, nitrate, and acetate. The crosslinked polymer is stable hydrolytically and regenerable by acid without losing its activity. It can be recycled and offers a means of simultaneous removal of cations and anions from aqueous solutions.

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Quantitative conversion of poly(acrylamide) into poly(vinylamine) by a modified Hofmann degradation

Cited by 6 publications

References 6 publications

Synthesis and functionalities of poly(N-vinylalkylamide). XII. Synthesis and thermosensitive property of poly(vinylamine) copolymer prepared from poly(N-vinylformamide-co-N-vinylisobutyramide)

Synthesis and functionalities of poly(N-vinylalkylamide). XII. Synthesis and thermosensitive property of poly(vinylamine) copolymer prepared from poly(N-vinylformamide-co-N-vinylisobutyramide)

Surface grafting of poly(vinylamine) onto poly(ethylene) film by corona discharge-induced grafting

Removal of transition metal cations and their counteranions by crosslinked epoxy?polymer

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