Abstract
Carbon blacks having tert-butyl peroxyester groups (1, 2, and 3) were prepared by the reaction of acyl chloride
groups on carbon black with tert-butyl hydroperoxide. The introduction of acyl chloride groups onto carbon black was achieved by three methods: (1) reaction of a carboxyl group with thionyl chloride, (2) reaction of a phenolic hydroxyl group with adipoyl chloride, and (3) reaction of thionyl chloride with a carboxyl group introduced by the treatment of aromatic ring of carbon black with 4,4′-azobis(4-cyanovaleric acid). Carbon black 1 has no ability to initiate the graft polymerization of methyl methacrylate (MMA) because phenyl radical formed on the carbon black by decomposition of the peroxyester groups inhibited the polymerization. On the contrary, carbon blacks 2 and 3 were able to initiate the graft polymerization of MMA at 70–90°C and PMMA was effectively grafted onto the surface based on the propagation of the polymer from the alkyl radicals formed on the surface. The percentage of grafting of PMMA at 70°C by use of 3 as initiator increased to about 80% with progress of polymerization. Furthermore, the graft polymerization of several vinyl monomers initiated by 3 was investigated.
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Tsubokawa, N., Fujiki, K. & Sone, Y. Radical Grafting from Carbon Black. Graft Polymerization of Vinyl Monomers Initiated by Peroxyester Groups Introduced onto Carbon Black Surface. Polym J 20, 213–220 (1988). https://doi.org/10.1295/polymj.20.213
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DOI: https://doi.org/10.1295/polymj.20.213
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