Acetylene Polymers and Their Derivatives. II. A New Synthetic Rubber: Chloroprene and Its Polymers
Abstract Chloro-2-butadiene-1,3 (chloroprene) is described and its structure established through reactions leading to its conversion into butane-α, β,γ,δ-tetracarboxylic acid, and into β-chloroanthraquinone. Within ten days under ordinary conditions in a closed vessel containing a little air, chloroprene spontaneously changes into a transparent, resilient, strong, non-plastic, elastic mass resembling vulcanized rubber. This product is called μ-polychloroprene. By interrupting the polymerization before it has proceeded to completion one obtains a soft, plastic product (α-polymer) that resembles unvulcanized rubber. Under the action of heat the α-polymer rapidly changes to the μ-polymer. Other polymers of chloroprene described are volatile (β-) polymer, granular (ω-) polymer, and balata-like polymer. The structures of the polymers are discussed as well as the effect of conditions on the formation of each type. Unlike any previously described synthetic rubbers, μ-polychloroprene resembles natural rubber in the fact that when it is stretched its x-ray diffraction pattern shows a point diagram. The transformation of chloroprene into μ-polychloroprene occurs very rapidly in aqueous emulsion. The resulting product constitutes a synthetic (vulcanized) latex. It has a much smaller particle size than natural latex and it penetrates porous materials more readily. Chloroprene can also be polymerized in the pores of porous or bibulous materials. The materials thus become intimately impregnated with synthetic rubber. Compared with natural rubber the new synthetic rubber is more dense, more resistant to absorption or penetration by water, less strongly swelled by petroleum hydrocarbons and less permeable to many gases. It is much more resistant to attack by oxygen, ozone, hydrogen chloride, hydrogen fluoride and many other chemicals.