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2-(Multimethoxy)phenyl-4-methylene-1,3-dioxolane: Ⅱ. Preparation and Cationic Polymerization of 2-(x,y,z- Trimethoxyphenyl)-4-methylene-1,3-dioxolane Derivatives

  • Published : 1999.10.20

Abstract

2-(2,4,5-Trimethoxyphenyl)-4-methylene-1,3-dioxolane (1b), 2-(2,4,6-trimethoxyphenyl)-4-methylene-1,3-di-oxolane (2b), and 2-(3,4,5-trimethoxyphenyl)-4-methylene-1,3-dioxolane (3b) were prepared and polymerized with boron trifluoride. Boron trifluoride catalyzed reaction proceeded via mainly ring-opening polymerization and cyclization reaction to yield poly(keto ether) and 3(2H)-dihydrofuranone. The yields of polymer and cyclized product exhibited a dependency on the position of the methoxy substituents in the benzene ring of 2-phenyl-4-methylene-1,3-dioxolane derivatives. Electrophilic attack of methylene or oxygen atom on 4-meth-ylene-1,3-dioxolane ring were suggested for the polymerization and cyclization.

Keywords

References

  1. J. Polym. Sci., Polym. Lett. v.25 Pan, C. Y.;Wu, Z.;Bailey, W. J.
  2. J. Polym. Sci. Part C, Polym. Lett. v.27 Endo, T.;Hiraguri, Y.
  3. Makromol. Chem. Rapid Commun. v.10 Gong, M. S.;Cho, I.;Chang, S.-I.
  4. Polymer(Korea) v.14 Yoon, D. H.;Park, Y. C.;Kim, C. B.;Yang, J. K.;Gong, M. S.
  5. Makromol. Chem. Rapid Commun. v.12 Gong, M. S.;Cho, I.;Kim, B. G.;Kim, C. B.;Park, Y. C.
  6. J. Am. Chem. Soc. v.109 Endo, T.;Hiraguri, Y.
  7. J. Polym. Sci. Part A, Polym. Chem. v.28 Endo, T.;Hiraguri, Y.
  8. J. Polym. Sci. Part A, Polym. Chem. v.30 Endo, T.;Hiraguri, Y.
  9. Macromolecules v.28 Sugiyama, J.;Ueda, M.;Endo, T.
  10. Macromolecules v.27 Sugiyama, J.;Yokozawa, T.;Endo, T.
  11. J. Am. Chem. Soc. v.115 Sugiyama, J.;Yokozawa, T.;Endo, T.
  12. J. Polym. Sci., Polym. Chem. Ed. v.20 Fukuda, H.;Hirita, M.;Nakashima, Y.
  13. J. Polym. Sci., Part A: Polym. Chem. v.31 Park, J. K.;Yokozawa, T.;Endo, T.
  14. Macromolecules v.28 Sugiyama, J.;Ueda, M.;Endo, T.
  15. Chem. Phys. v.197 Park, J. K.;Kihara, N.;Endo, T.
  16. J. Polym. Sci., Part A: Polym. Chem. v.31 Park, J.;Yokozawa, T.;Endo, T.
  17. J. Polym. Sci., Part A: Polym. Chem. v.32 Park, J.;Kihara, N.;Kobayashi, M.;Endo, T.
  18. Angew. Chem. v.64 Orth, H.
  19. J. Polym. Sci., Part A: Polym. Chem. v.32 Park, J. K.;Choi, W.;Kihara, N.;Kobayashi, M.;Endo, T.
  20. Bull. Korean Chem. Soc. v.16 Lee, S. J.;Park, J. K.;Gong, M. S.
  21. Bull. Korean Chem. Soc. v.18 Choi, J. Y.;Gong, M. S.
  22. Bull. Korean Chem. Soc. v.20 Kim, J. T.;Gong, M. S.
  23. Polymer(Korea) v.18 Gong, M. S.;Kim, T. M.;Park, J. K.
  24. Makromol. Chem. Rapid Commun. v.15 Gong, M. S.;Kim, T. M.;Kim, Y.
  25. Physical Organic Chemistry Isaacs, N. S.