Studies on Telomerization (I) Telomerization of Vinyl Acetate with Chlorinated Hydrocarbons

Telomerization 에 關한 硏究 (I) Vinyl Acetate 와 Chlorinated Hydrocarbons 과의 Telomerization 에 關하여

The telomerization of vinyl acetate with carbon tetrachloride, chloroform and monochlorobenzene were investigated with respect to the synthesis of those telomers, properties and molecular weights of the formed telomers, and reaction mechanisms. Vinyl acetate reacted with carbon tetrachloride and chloroform to form telomers at 70-90$^{\circ}C$ and 60-70$^{\circ}C$, respectively and it formed polymer with monochlorobenzene. As a chain transfer agent, carbon tetrachloride was more effective than chloroform. In the telomerization of vinyl acetate and carbon tetrachloride: 1) The average molecular weight of the telomer decreased as the mole ratio of carbon tetrachloride to vinyl acetate increased. The optimum conditions for the highest yield of the telomer were as follows: Mole ratio of carbon tetrachloride to vinyl acetate : 2.5 Reaction time : 20 hours. 2) As the reaction proceeded, the refractive index and average molecular weight of the telomer increased rapidly in the first 10 hours but the increase was slow through the next 10 hours, so that, the average recurring number(n) of taxogen in the final product reached an almost definite value, i.e., 3. The telomer formed in the telomerization of vinyl acetate with carbon tetrachloride and chloroform turned to brown color in the air due to decomposition or polymerization. The suggested telomerization mechanism was supported by the hexachloroethane detected in the course of reaction.