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Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants

Denisov, E. T. / Denisova, T. G.

Abstract The dissociation energies of O-H bonds (D O-H) of 48 phenol sulfides and N-H bonds (D N-H) of five amino sulfides were determined from experimental data. The dissociation energies of the bonds were estimated by the method of crossing parabolas from the kinetic data (the rate constants of reactions of peroxyl radicals with these antioxidants). The O-H, S-H, and N-H bond dissociation energies were determined for three hybrid antioxidants (two hydroxythiophenols and one aminophenol): D O-H = 335.9 kJ mol−1 and D S-H = 340.8 kJ mol−1 for 2-hydroxy-3,5-bis-(1′-phenylethyl)thiophenol, D O-H = 337.7 kJ mol−1 and D S-H = 344.2 kJ mol−1 for 3,5-bis-(1′-phenylethyl)-4-hydroxythiophenol, and D O-H = 338.6 kJ mol−1 and D N-H = 366.2 kJ mol−1 for 1-(N-phenylamino)-2-thiol-3-thio-(3′,5′-bis-di-tert-butyl-4′-hydroxyphenyl)-propane.

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Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants

Denisov, E. T. / Denisova, T. G.

Abstract The dissociation energies of O-H bonds (D O-H) of 48 phenol sulfides and N-H bonds (D N-H) of five amino sulfides were determined from experimental data. The dissociation energies of the bonds were estimated by the method of crossing parabolas from the kinetic data (the rate constants of reactions of peroxyl radicals with these antioxidants). The O-H, S-H, and N-H bond dissociation energies were determined for three hybrid antioxidants (two hydroxythiophenols and one aminophenol): D O-H = 335.9 kJ mol−1 and D S-H = 340.8 kJ mol−1 for 2-hydroxy-3,5-bis-(1′-phenylethyl)thiophenol, D O-H = 337.7 kJ mol−1 and D S-H = 344.2 kJ mol−1 for 3,5-bis-(1′-phenylethyl)-4-hydroxythiophenol, and D O-H = 338.6 kJ mol−1 and D N-H = 366.2 kJ mol−1 for 1-(N-phenylamino)-2-thiol-3-thio-(3′,5′-bis-di-tert-butyl-4′-hydroxyphenyl)-propane.

Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants

Denisov, E. T. / Denisova, T. G.

Abstract The dissociation energies of O-H bonds (D O-H) of 48 phenol sulfides and N-H bonds (D N-H) of five amino sulfides were determined from experimental data. The dissociation energies of the bonds were estimated by the method of crossing parabolas from the kinetic data (the rate constants of reactions of peroxyl radicals with these antioxidants). The O-H, S-H, and N-H bond dissociation energies were determined for three hybrid antioxidants (two hydroxythiophenols and one aminophenol): D O-H = 335.9 kJ mol−1 and D S-H = 340.8 kJ mol−1 for 2-hydroxy-3,5-bis-(1′-phenylethyl)thiophenol, D O-H = 337.7 kJ mol−1 and D S-H = 344.2 kJ mol−1 for 3,5-bis-(1′-phenylethyl)-4-hydroxythiophenol, and D O-H = 338.6 kJ mol−1 and D N-H = 366.2 kJ mol−1 for 1-(N-phenylamino)-2-thiol-3-thio-(3′,5′-bis-di-tert-butyl-4′-hydroxyphenyl)-propane.

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Title:

Dissociation energies of O-H, N-H, and S-H bonds in sulfur-containing antioxidants

Contributors:

Denisov, E. T. (author) / Denisova, T. G. (author)

Published in:

Petroleum Chemistry ; 54 ; 142-153

Publication date:

2014-03-01

Size:

12 pages

ISSN:

1555-6239 , 0965-5441

DOI:

https://doi.org/10.1134/S0965544114010034

Type of media:

Article (Journal)

Type of material:

Electronic Resource

Language:

English

Keywords:

Dissociation Energy , Petroleum Chemistry , Peroxyl Radical , Bond Dissociation Energy , Aminophenol Chemistry , Industrial Chemistry/Chemical Engineering

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