Vinylhydroquinone. V. Tri‐<i>n</i>‐butylborane‐initiated copolymerization of maleic anhydride and redox property of copolymers

Iwabuchi, Susumu; Watanabe, Yasaku; Nakahira, Takayuki; Kojima, Kuniharau

doi:10.1002/pol.1979.170170614

Cited by 6 publications

(4 citation statements)

References 8 publications

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“…Alternating copolymers of maleic anhydride with alkenes were obtained by free-radical copolymerization in solution in the presence of radical initiators [ 41 , 42 , 43 , 44 , 45 ]. However, copolymers which contain an excess of olefin have also been described in the literature [ 46 , 47 ], but as a general rule, alternating copolymers are formed, in particular, when an excess of anhydride was used.…”

Section: Resultsmentioning

confidence: 99%

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Synthesis, Characterization, and Antimicrobial Properties of Peptides Mimicking Copolymers of Maleic Anhydride and 4-Methyl-1-pentene

Szkudlarek

Heine

Keul

et al. 2018

IJMS

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Synthetic amphiphilic copolymers with strong antimicrobial properties mimicking natural antimicrobial peptides were obtained via synthesis of an alternating copolymer of maleic anhydride and 4-methyl-1-pentene. The obtained copolymer was modified by grafting with 3-(dimethylamino)-1-propylamine (DMAPA) and imidized in a one-pot synthesis. The obtained copolymer was modified further to yield polycationic copolymers by means of quaternization with methyl iodide and dodecyl iodide, as well as by being sequentially quaternized with both of them. The antimicrobial properties of obtained copolymers were tested against Escherichia coli, Pseudomonas aeruginosa, Staphylococcus epidermidis, and Staphylococcus aureus. Both tested quaternized copolymers were more active against the Gram-negative E. coli than against the Gram-positive S. aureus. The copolymer modified with both iodides was best when tested against E. coli and, comparing all three copolymers, also exhibited the best effect against S. aureus. Moreover, it shows (limited) selectivity to differentiate between mammalian cells and bacterial cell walls. Comparing the minimum inhibitory concentration (MIC) of Nisin against the Gram-positive bacteria on the molar basis instead on the weight basis, the difference between the effect of Nisin and the copolymer is significantly lower.

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Section: Resultsmentioning

confidence: 99%

“…Figure 1 a depicts a typical 1 H-NMR-spectrum of a P[MP-alt-MSA] copolymer. The range of overlapping signals between 1 and 4 ppm precludes the calculation of the polymer composition for the non-methanolyzed copolymers (MSA protons 3.25 ppm) as well as methanolyzed products (MSA protons 2.8 ppm) [ 47 ].…”

Section: Resultsmentioning

confidence: 99%

Synthesis, Characterization, and Antimicrobial Properties of Peptides Mimicking Copolymers of Maleic Anhydride and 4-Methyl-1-pentene

Szkudlarek

Heine

Keul

et al. 2018

IJMS

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“…That is why oxidation of polymers often used by the authors are based on potentiometric titration method, using as an example the polymer in 90% aqueous acetic acid with bromine in 90% aqueous acetic acid 53–56. The redox potential of specific redox polymers may be determined using others conditions, such as acetic acid with bromine and albumin in the same solvent53, 54 or acetic acid mixed with or without sulfuric acid‐potassium sulfate buffer and titrated with ceric ammonium acetate in 90% of acetic acid 18–20, 57…”

Section: Resultsmentioning

confidence: 99%

“…[53][54][55][56] The redox potential of specific redox polymers may be determined using others conditions, such as acetic acid with bromine and albumin in the same solvent 53,54 or acetic acid mixed with or without sulfuric acid-potassium sulfate buffer and titrated with ceric ammonium acetate in 90% of acetic acid. [18][19][20]57 The redox properties of ETP can be studied through the determination of their redox capacity too. This notion defines the oxidation and reduction power of an ETP measured in milliequivalents (meq) and is referred to a mass (grams of dry product) or a volume (milliliters of swollen resin of defined grain size).…”

Section: Redox Properties Of the Resinsmentioning

confidence: 99%

Reduction of dissolved oxygen in boiler water using new redox polymers

Waterlot

Couturier²

2010

J of Applied Polymer Sci

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New polymers were used as catalysts for the removal of dissolved oxygen in boiler water. These polymers, based upon hydroquinone-quinone redox system, were prepared by polymerization of methyl 4-(2,5-dimethoxybenzyl)cinnamate and copolymerization of this monomer with 4-(4 0 -vinylphenethyl)-1,10-phenanthroline. The resulting product was used to synthesize polymers containing transition metal ions. Nuclear magnetic resonance, infrared spectroscopy, and elemental analysis were achieved to characterize monomers and/or electron-transfer polymers. These polymers were used for the removal of oxygen from water. It was shown that the oxygen content was reduced to less than 0.1 mg L À1 in $ 70 s. Based on the obtained results, the redox capacity of two polymers were determined. It was established that the poly-4-(2,5-dihydroxybenzyl)cinnamic acid reached a redox capacity of 69.7 mg of O 2 per gram of polymer.

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Preparation of macroreticular redox resins with hydroquinone and catechol units as pendant groups and their properties

Iwabuchi¹,

Nakahira²,

Fukushima³

et al. 1981

J. Polym. Sci. Polym. Chem. Ed.

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SynopsisMacroreticular redox resins with hydroquinone and catechol units as pendant groups were prepared by the Friedel-Crafts reaction of macroreticular styrene/divinylbenzene copolymer with 25-and 3,4-dimethoxybenzyl chlorides, followed by removal of the methyl groups with hydrobromic acid. The redox capacity of the macroreticular resins was determined by oxidation of hydrazohenzene with resins in oxidized form. Resins with 1,4-benzoquinone units were capable of oxidizing hydrazobenzene, whereas those with 1,2-benzoquinone (catechol quinone) units exhibited no apparent oxidative ability; this seems to be due to a complex formation between azobenzene and the catechol units in the reduced resins. Adsorption of metallic ions onto catechol-containing resins showed a high selectivity for Hg2+ ion. The effects of pH, reaction time, and ion concentration on the adsorption were also studied.

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Vinylhydroquinone. V. Tri‐n‐butylborane‐initiated copolymerization of maleic anhydride and redox property of copolymers

Cited by 6 publications

References 8 publications

Synthesis, Characterization, and Antimicrobial Properties of Peptides Mimicking Copolymers of Maleic Anhydride and 4-Methyl-1-pentene

Synthesis, Characterization, and Antimicrobial Properties of Peptides Mimicking Copolymers of Maleic Anhydride and 4-Methyl-1-pentene

Reduction of dissolved oxygen in boiler water using new redox polymers

Preparation of macroreticular redox resins with hydroquinone and catechol units as pendant groups and their properties

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