Electrochemical polymerization of 3-aminopyridine and some characteristics

Koketsu, Jugo; Kato, Katsushige; Ando, Fumiaki; Fujimura, Y.

doi:10.1016/0379-6779(93)91182-2

Cited by 8 publications

(13 citation statements)

References 12 publications

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“…However, the reaction time was increased from 40 to 80 hours, Scheme 1 . The dark brown powder obtained as product was similar to that reported by both electrochemical [ 9 ] and chemical [ 16 ] synthesis of PAPy.…”

Section: Resultssupporting

confidence: 84%

“…Lower mass oligomers formed due to the reduced reactivity of the monomer 2 showed good solubility in EDTA aqueous solution used in the washing procedure (entries 12, 13 and 14). Likewise, electrochemically prepared PAPy with low molecular weight ( M n = 897) presented partial solubility in methanol and water [ 9 ].…”

Section: Resultsmentioning

confidence: 99%

“…In the few reports concerning the synthesis of PAPy, the electrochemical route [ 6 , 7 , 8 , 9 ] is most used and, frequently, 2-aminopyridine is employed as monomer. Due to the lack of reactivity of the aminopyridine in the oxidative chemical polymerization [ 10 ], this method for polymer synthesis has been abandoned.…”

Section: Introductionmentioning

confidence: 99%

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Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction

et al. 2012

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Polyaminopyridines (PAPy) were chemically prepared from amino-bromopyridines by a CuI/l-proline-catalyzed C-N polycondensation reaction. The formation of the polymer was confirmed by GPC, XRD, XRF, FTIR, UV-vis (λmax = 400 nm), 1H and 13C NMR. The number-average molecular weights (Mn) were estimated by end-group analysis using X-ray fluorescence (up to 6000 Da). TGA analysis of PAPy with higher Mn showed greater thermal stability up to 170 oC. Viscosity measurements of polymer in formic acid at 30 oC indicated a polyelectrolyte nature of PAPy solutions. Furthermore, the amorphicity of the material was observed by X-ray diffraction analysis.

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Section: Resultssupporting

confidence: 84%

Section: Resultsmentioning

confidence: 99%

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Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction

et al. 2012

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“…We found only a few reports about the electrochemical polymerization of pyridylamine. [3][4][5] Very few studies on the chemical polymerization of pyridylamine have been reported. 6 Particularly, no report concerning the copolymerization of pyridylamine with aniline (AN) has been found hitherto.…”

Section: Introductionmentioning

confidence: 99%

“…Polypyridylamine appears soluble in methanol and water and shows especially good solubility in N,NЈ-dimethyl formamide and dimethylsulfoxide (DMSO). 4 …”

Section: Introductionmentioning

confidence: 99%

Oxidative copolymerization of 2-pyridylamine and aniline

Huang

et al. 2000

J. Polym. Sci. A Polym. Chem.

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Regioregulated Syntheses of Poly(aminopyridine)s by Pd‐catalyzed Amination Reaction

Kuwabara

Mori

Teratani

et al. 2009

Macromol. Rapid Commun.

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Regioregulated poly(aminopyridine)s were synthesized by a Pd-catalyzed CN coupling reaction. The polymerization using Pd(0) and a bulky monodentate phosphine ligand distinctively produced the para-linked and meta-linked poly(aminopyridine)s, without the need for a protection process. The regioregularity of the polymer was confirmed by (1) H NMR spectroscopy. Model reactions were studied to evaluate the possibility of crosslinkage in the polymer. A large difference in reactivity was observed between 5-amino-2-bromopyridine and 2-amino-5-bromopyridine, which should have afforded same product. Density functional theory (DFT) calculations indicated that electron densities of the Br-bound carbon atom and the pyridine-nitrogen atom determine the reactivity of the monomers.

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Electrochemical polymerization of 3-aminopyridine and some characteristics

Cited by 8 publications

References 12 publications

Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction

Preparation of Polyaminopyridines Using a CuI/l-Proline-Catalyzed C-N Polycoupling Reaction

Oxidative copolymerization of 2-pyridylamine and aniline

Regioregulated Syntheses of Poly(aminopyridine)s by Pd‐catalyzed Amination Reaction

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