Polymerization products of p-Benzoquinone as bound antioxidants for styrene-butadiene rubber: Part I—Preparation of quinone polymers

Sabaa, Magdy W.; Madkour, Tarek M.; Yassin, Ahmady A.

doi:10.1016/0141-3910(88)90010-9

Cited by 22 publications

(23 citation statements)

References 10 publications

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“…8,1997 oxidized and oxidized products is reported. 5 The mild oxidation of the iodine solution is thus expected to increase the quinonoid/benzenoid ratio up to a certain degree.…”

Section: Methods and Meterialsmentioning

confidence: 99%

“…5 The cationically prepared materials were repeatedly washed with cold and hot water until free from catalyst, unreacted benzoquinone, hydroquinone, quinhydrone, and the low molecular weight fractions formed. The solid residue was then filtered, dried, and milled to form a deep brown powder.…”

Section: Methods and Meterialsmentioning

confidence: 99%

“…5 Reduction of these materials transforms the quinonoid nuclei into benzenoid ones with loss of conjugation, thus producing a colorless material. The unstable reduced material, polyhydroquinone (HQ), Figure 1 b, is easily reoxidized on exposure to air, reforming the original brown product.…”

mentioning

confidence: 99%

“…The capacity of these polymers in protecting the elastomeric networks and improving their mechanical properties thus depends a great deal on the quinonoid/benzenoid ratio results as a consequence of the polymerization process of pbenzoquinone. 5 Hydroquinone units (benzenoid nuclei) and benzoquinone units (quinonoid nuclei) comprising the polyquinone chains (AQ), Figure la, are well known for their effectiveness as inhibitors for the radical polymerization of various monomers 6 and so they are expected to participate in radical chain degradation.…”

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confidence: 99%

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Chemistry of Polymerization Products of p-Benzoquinone. 13C NMR and Molecular Dynamics Study

Madkour

1997

Polym J

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ABSTRACT:Proton and carbon-13 nuclear magnetic resonance as well as energy minimization and molecular dynamics calculations were all used to study chemical structures and single chain contributions of non-oxidized, completely oxidized and completely reduced polymerization products of p-benzoquinone. Polyquinones are shown using NMR techniques to have been transformed into polybenzoquinone upon oxidation. The negatively charged oxygen atoms of the polybenzoquinone are thus responsible for the increased torsion of the benzoquinone nuclei about connecting bonds. This should lead to lesser energetic dynamics with respect to the bending of its nuclei. Polyhydroquinone are completely stabilized by the presence of the hydrogen bonding not available to polybenzoquinone. Nuclei bending in this case is greatly influenced by the more restricted torsion behavior. Polyquinones, a mixture of both, shows inbetween behavior but more on the polyhydroquinone side which indicates the greater presence of the hydroquinone nuclei in an equimolar ratio compound.

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“…8,1997 oxidized and oxidized products is reported. 5 The mild oxidation of the iodine solution is thus expected to increase the quinonoid/benzenoid ratio up to a certain degree.…”

Section: Methods and Meterialsmentioning

confidence: 99%

Section: Methods and Meterialsmentioning

confidence: 99%

mentioning

confidence: 99%

mentioning

confidence: 99%

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Chemistry of Polymerization Products of p-Benzoquinone. 13C NMR and Molecular Dynamics Study

Madkour

1997

Polym J

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“…[5][6][7][8][9][10] Furthermore, many researchers have reported on polymeric antioxidants that have antimigration and long-term application advantages. [11][12][13][14] In almost all of these reports, polymeric antioxidants were synthesized by the introduction of low-molecular-weight antioxidants onto the polymer side chains, and they were used as antioxidants and light stabilizers for plastic products.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of copolymer beads with various phenolic derivatives attached via different linkages and their antioxidation activity

Ogata

Maeda

Kawasaki

et al. 2008

J of Applied Polymer Sci

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Macroporous copolymer beads with various phenolic derivatives introduced via three types of linkages-amide, methylene, and ether-were prepared from chloromethyl styrene/tetra(ethylene glycol) dimethacrylate copolymer beads. The antioxidation activity of these phenolic copolymer beads was investigated by the measurement of the inhibition activity against the hydroperoxidation of 1,4-dioxane. The phenolic copolymer beads with the dihydroxybenzene moiety exhibited the highest antioxidation activity, and the antioxidation activity of methylene-or ether-linked phenolic copolymer beads was higher than that of amide-linked copolymer beads. Thus, the antioxidation activity of the phenolic copolymer beads was affected by not only the kinds of phenolic moieties attached but also the type of linkage group. In addition, the swelling of the copolymer beads in an organic solvent was greatly affected by the linkage type of the phenolic copolymer beads.

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Photostabilization of Polymers

Rabek¹

1990

139

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Polymerization products of p-Benzoquinone as bound antioxidants for styrene-butadiene rubber: Part I—Preparation of quinone polymers

Cited by 22 publications

References 10 publications

Chemistry of Polymerization Products of p-Benzoquinone. 13C NMR and Molecular Dynamics Study

Chemistry of Polymerization Products of p-Benzoquinone. 13C NMR and Molecular Dynamics Study

Synthesis of copolymer beads with various phenolic derivatives attached via different linkages and their antioxidation activity

Photostabilization of Polymers

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