Synthesis and application of oligo(vinylamine)

Madl, Alexander; Spange, Stefan

doi:10.1002/1521-3900(200010)161:1<149::aid-masy149>3.0.co;2-p

Cited by 10 publications

(17 citation statements)

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“…1 H NMR results are in agreement with previously reported 1 H NMR characterization of PVAm obtained by basic hydrolysis of PNVF. 51 For better clarification of structural changes occurring during the hydrolysis, 13 C NMR measurements were also carried out for PNVF and its hydrolysis products. 13 C NMR spectrum of PNVF (Figure 4(a)) showed characteristic chemical shifts where the chemical shift at around 165 ppm were attributed to the amide carbon atom of PNVF.…”

Section: Characterization Of Hydrolysis Productsmentioning

confidence: 99%

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Sütekin

Demirci

Kurt

et al. 2021

J of Applied Polymer Sci

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Synthesis of poly(N-vinylformamide) (PNVF) and its subsequent hydrolysis to convert it to poly(vinyl amine) (PVAm) were performed. Kinetics of acidic and basic hydrolysis of poly(N-vinylformamide) (PNVF), and products of hydrolysis were investigated by using Fourier transform infrared, size exclusion chromatography, 1 H NMR, and 13 C NMR spectroscopies, and thermogravimetric analysis. It was observed that amide groups did not completely transform into amine groups by acidic hydrolysis of PNVF while the conversion of amides into amine groups via basic hydrolysis of PNVF was complete in 12 h, as confirmed by spectroscopic measurements. Results of extensive characterization revealed significant structural and conformational differences between acidic and basic hydrolysis products. Fluorescence spectroscopy was used for the first time to follow the conversion of amide groups into amine groups. The fluorescence intensity of PVAm obtained from basic hydrolysis of PVNF showed significant increase with amide/amine conversion. Finally, PVAm obtained from acidic hydrolysis of PNVF demonstrated potent antimicrobial activity, 10-20 times more, against common pathogens for example, C. albicans as fungal strain and E. coli, S. aureus, B. subtilis, and P. aeruginosa as bacterial strains as compared to PVAm obtained from basic hydrolysis.

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Section: Characterization Of Hydrolysis Productsmentioning

confidence: 99%

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Sütekin

Demirci

Kurt

et al. 2021

J of Applied Polymer Sci

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“…The ion-exchange capacities depend on the degree of conversion of -NH-CHO groups into -NH 2 groups in accordance with Scheme A. It is difficult, however, to determine this conversion directly from N-content in the precursor and in the derived PVAm because both resins are strongly hydrophilic [6]. More relevant appear to be the ratio of C/N in the polymer before and after hydrolysis.…”

Section: Resultsmentioning

confidence: 83%

Crosslinking copolymerization of N-vinylformamide in inverse suspension

Witek

2008

Polimery

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Crosslinking copolymerization of N-vinylformamide (NVF) and divinylbenzene (DVB) has been carried out in reverse suspension in presence of water which serves as porosity generating feature (porogene). The continuous phase was provided by silicone oil or paraffin oil. In silicone oil the copolymer resulted in form of regular spheres what was not the case when paraffin oil was used. After base hydrolysis anion-exchangers were obtained having primary amine groups attached to the backbone. Exchange capacity, degree of swelling, water content in air conditioned resin and the specific surface were determined.

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“…Two weakly intense signals at δ = 164 ppm (4′) and 150 ppm (5′) result from the remaining formamide groups of PVFA and carbonyl groups of formic acid, respectively. The latter is formed as a by‐product in the acid hydrolysis 38. Less rigorous hydrolysis conditions (shorter reaction times, lower temperature, and low acid concentrations) compared to those conditions mentioned in the experimental part give rise to incomplete hydrolysis products of PVFA as proved by solid state 13 C{ 1 H} CP MAS NMR spectroscopy.…”

Section: Resultsmentioning

confidence: 98%

“…Poly(vinylformamide‐ co ‐vinylamine) copolymers (PVFA‐ co ‐PVAm) with well defined molecular masses and a controlled amount of PVAm segments can be synthesized from PVFA by base or acid catalyzed hydrolysis reaction 32,33. High‐molecular‐mass products of PVFA can be synthesized by a radical polymerization of VFA, whereas oligomeric products can be obtained by a cationically induced polymerization reaction of VFA 38. Accordingly, the molecular mass of the resulting PVAm can be controlled over a wide range of M n = 800 g · mol −1 to 1 000 000 g · mol −1 32,33…”

Section: Introductionmentioning

confidence: 99%

Radical Grafting Polymerization of Vinylformamide with Functionalized Silica Particles

Meyer

Spange

Hesse

et al. 2003

Macro Chemistry & Physics

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Two different radical polymerization techniques have been applied to covalently graft vinylformamide (VFA) onto silica particles. Grafting by the polymerization of VFA using an immobilized azo initiator on silica has been found less effective, because monomer conversion is limited in non‐aqueous solvents and grafting yields are low in water. Radical copolymerization of VFA with vinyltriethoxysilane (VTS)‐functionalized silica particles is suitable to produce poly(vinylformamide) (PVFA) silica hybrid particles in respectable yield. The VFA/VTS‐silica ratio determines the degree of grafting. The PVFA‐VTS‐co‐grafted silica particles can be acidically hydrolyzed into poly(vinylamine)‐grafted silica particles. Molecular structures of the surface groups and grafted polymer chains have been confirmed by means of solid state 13C{1H} cross‐polarization magic‐angle spinning (CP MAS) NMR spectroscopy. Zeta potential measurements show the altering of the former silica particles surface charges arising from the introduction of basic groups on the surface.

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Synthesis and application of oligo(vinylamine)

Cited by 10 publications

References 0 publications

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Tunable fluorescent and antimicrobial properties of poly(vinyl amine) affected by the acidic or basic hydrolysis of poly(N‐vinylformamide)

Crosslinking copolymerization of N-vinylformamide in inverse suspension

Radical Grafting Polymerization of Vinylformamide with Functionalized Silica Particles

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