Abstract
Abstract A study of the copolymerization of butadiene with cinnamaldehyde, cinnamic acid, methyl cinnamate, ethyl cinnamate, and trans-cinnamonitrile showed that all these monomers yield rubbery copolymers with butadiene and certain of these have been evaluated and compared to current synthetic rubbers of the GR-S type. In general, these monomers to the extent of 10 to 90 parts of butadiene yield copolymers roughly equivalent to the standard GR-S which contains approximately 25 parts of styrene. The cinnamic acid-butadiene copolymer has excellent tensile strength. The trans-cinnamonitrile copolymer shows no improvement in oil resistance over GR-S. These cinnamic acid derivatives all enter the growing butadiene copolymer chain somewhat more slowly than does butadiene, so that the copolymers contain a lower percentage of the comonomer than does the charging stock used. Some experiments were conducted on the copolymerization of these cinnamic acid derivatives with other monomers than butadiene, the copolymerization of the furan analogs of the cinnamic acid derivatives, and the copolymerization of α-cyano-β-phenylacrylic acid derivatives.
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