Electrochemical polymerization of tetrahydrofuran

Heins, C. F.

doi:10.1002/pol.1969.110070812

Cited by 18 publications

(11 citation statements)

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“…At this stage, it could not be confirmed whether aldehyde groups in the polymer were formed through the reaction 11 or by some other reaction. (3) Meerwein reported that only liquid poly-THF was produced with perchloric acid 10 • However, the present study showed that when water Table IV. These results are similar to that of the electrolytic polymerization of THF described in this paper.…”

Section: Vs Q(tjv)contrasting

confidence: 49%

“…Although many reports on the electrolytic polymerization of vinyl monomers have been published, there have been few studies concerning ring-opening polymerization of cyclic monomers by the electrochemical process 1 • In respect of cyclic monomers, the electrolytic polymerization of tetrahydrofuran (THF) has been studied in our laborator/ and by Heins,3 but the mechanism of the polymerization has not yet been clarified. We wish to report, in this paper, some results of the electrolytic polymerization of THF and discuss the mechanism of the reaction in detail.…”

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confidence: 99%

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Electrolytic Polymerization of Tetrahydrofuran

Nakahama

Hino

Yamazaki

1971

Polym J

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ABSTRACT:The electrolytic polymerization of tetrahydrofuran (THF) was carried out in bulk by using tetrabutylammonium perchlorate as an electrolyte. Poly-THF was obtained from the anolyte. The yield of the polymer increased with the reaction time and leveled off at about 70%. The molecular weight of the polymer increased proportionally to the yield of the polymer as was observed in the living polymer system. About two moles of hydroxyl end group were determined per mole of the polymer. In the polarographic measurement, THF gives no oxidation wave. From the results obtained an initiation mechanism is proposed, involving the perchlorate radical and proton. The presence of radical species is indicated by the electrolytic copolymerization of methyl methacrylate and acrylonitrile.KEY WORDS Electrolytic Polymerization/Tetrahydrofuran/Initiation/ Perchlorate Radical(Polytetrahydrofuran/ Although many reports on the electrolytic polymerization of vinyl monomers have been published, there have been few studies concerning ring-opening polymerization of cyclic monomers by the electrochemical process 1 • In respect of cyclic monomers, the electrolytic polymerization of tetrahydrofuran (THF) has been studied in our laborator/ and by Heins, 3 but the mechanism of the polymerization has not yet been clarified. We wish to report, in this paper, some results of the electrolytic polymerization of THF and discuss the mechanism of the reaction in detail.

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Section: Vs Q(tjv)contrasting

confidence: 49%

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confidence: 99%

Electrolytic Polymerization of Tetrahydrofuran

Nakahama

Hino

Yamazaki

1971

Polym J

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“…The anodic polymerization of THF has also been observed in the presence of tetraethylammonium perchlorate as anolyte [14].…”

Section: Electroreductionsmentioning

confidence: 78%

Electroreduction of Organic Compounds, 37 [1]. Electroreduction of 1,4-Dichlorobicyclo[2.2.2]octane-2-carboxamides

Voß

Baum

Adiwidjaja

et al. 2010

Zeitschrift Für Naturforschung B

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Several 1,4-dichlorobicyclo[2.2.2]octanecarboxamides were prepared, which were expected to be suitable precursors for the electrochemical synthesis of [2.2.2]propellanes. Their potentiostatic electroreduction at extremely negative potentials in THF, however, did not lead to the expected [2.2.2]propellanes. Instead, protio-dechlorination to form the corresponding bicyclo[2.2.2]octanecarboxamides occurred, even under rigorous exclusion of moisture and oxygen. Ring-opened olefins were produced as by-products. Polytetrahydrofuran was formed when the supporting electrolyte tetrabutylammonium hexafluorophosphate was electrolyzed at −3.5 V in the absence of an organic chloro compound as depolarizer. The experimental results are interpreted in terms of semi-empirical MO calculations.

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“…However, after four cycles of catalysis, nongraphitic impurities are visible in the C 1s high-resolution XPS spectrum (Figure S11), and this is accompanied by a rise in the intensity of the oxygen and nitrogen 1s XPS signals as well (Table S8). These observations suggest that the surface is covered with an adsorbed passivating film, which may arise from adventitious adsorption and polymerization of the THF solvent …”

Section: Resultsmentioning

confidence: 95%

Reversing the Native Aerobic Oxidation Reactivity of Graphitic Carbon: Heterogeneous Metal-Free Alkene Hydrogenation

Murray

Surendranath

2017

ACS Catal.

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Commercially available carbon blacks serve as effective metal-free catalysts for the selective hydrogenation of carbon–carbon multiple bonds under aerobic conditions using hydrazine as the terminal reductant. The reaction, which proceeds through a putative diimide intermediate, displays high tolerance to a variety of functional groups, including those sensitive to nucleophilic displacement by hydrazine, aerobic oxidation, or hydrazine-mediated reduction. Hydrazine chemisorbs strongly to the carbon surface, attenuating its native oxidative reactivity and allowing for selective hydrogenation. The catalytic sequence established here effectively umpolungs the reactivity of carbon, thereby enabling the use of this low-cost material in selective reduction catalysis.

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Electrochemical polymerization of tetrahydrofuran

Cited by 18 publications

References 4 publications

Electrolytic Polymerization of Tetrahydrofuran

Electrolytic Polymerization of Tetrahydrofuran

Electroreduction of Organic Compounds, 37 [1]. Electroreduction of 1,4-Dichlorobicyclo[2.2.2]octane-2-carboxamides

Reversing the Native Aerobic Oxidation Reactivity of Graphitic Carbon: Heterogeneous Metal-Free Alkene Hydrogenation

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