Alkylene Oxides and Their Polymers by F.E. Bailey

By F.E. Bailey

A finished remedy of a big kinfolk of polymers worthwhile in quite a lot of purposes in such fields as automobile, pharmaceutical, beauty, metal-working, mining, commercial coating, cloth, development, and residential furniture. Summarizes the chemistry and mechanisms; presents easy prepa

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Reinhold Publishing Company, ACS Monograph Series, New York, 1952. Y. Okamoto, Polymer Preprints 25:264 (1984); S. Yu, Polymer Preprints 25:117 (1984). K. Wheeler, T. Ruess, and S. Takahashi, "Epichlorohydrin, Marketing Research Report," in Chemical Economics Handbook, SRI International, Menlo Park, 1987. Page 27 3— Early History of the Poly(Alkylene Oxide)s The history of the poly(alkylene oxide)s predates modern structural organic chemistry. The first references, however, presage both structural organic and polymer chemistry.

Polymerization proceeds by alternate formation of the oxonium salt of epichlorohydrin, followed by alkylation of the terminal hydroxyl of a growing polymer chain to produce polyepichlorohydrin having the structure which is polyepichlorohydrin with a central moiety derived from the glycol initiator. Cationic, photoinitiated polymerization of epichlorohydrin with dicyclopentadienyl-iron complexes has been accomplished with TiCl4, AlCl3, SnCl4, and FeCl3 counterions in the complex (30). With SbCl3 as the counterion, no polymerization occurred.

Monomer reacts only with active sites on the polymer chain. There is no reaction-chain termination other than total depletion of monomer. During this time, a number of applications for the polyethylene glycols, which are still in use, were developed, including use in pharmaceuticals and cosmetics; plastics, rubber-processing aids, and mold-release agents; textile lubricants and dye dispersants; metal working, polishing, and electroplating; and as a binder for synthetic detergents. One of the earliest attempts to polymerize propylene oxide was reported by Levene and Walti (12) in 1927.

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