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Ring-Opening Polymerization of Substituted 3,4-Dihydro-2H-pyrans. Syntheses of Alternating Vinyl Copolymers of Dimethyl Dicyanofumarate and Electron-Rich Olefins

  • Lee, Ju-Yeon (Department of Chemistry, Inje College) ;
  • Cho, I-Whan (Department of Chemistry, Korea Advanced Institute of Science and Technology)
  • Published : 1986.10.20

Abstract

Substituted 3,4-dihydro-2H-pyrans ($1_{a-e}$) were prepared by (4 + 2) cycloaddition reaction of dimethyl dicyanofumarate with the corresponding electron-rich olefins. The compounds $1_{a-e}$ were ring-open polymerized by cationic initiators to obtain polymers of 1:1 alternating sequence. Polymerizations were carried out with boron trifluoride etherate in methylene chloride at $-78^{\circ}C$. All the polymers obtained were soluble in common solvents and were reprecipitated by pouring its chloroform solution into diethyl ether. All the compounds $1_{a-e}$ were not as reactive as the corresponding pyrans derived from ${\alpha}$ -cyanoacrylate.

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References

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