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Syntheses of Alternating Head-to-Head Copolymers of Vinyl Ketones and Vinyl Ethers, and Their Properties. Ring-Opening Polymerization of 2,3,6-Trisubstituted-3,4-dihydro-2H-pyrans

  • Lee, Ju-Yeon (Department of Chemistry, Inje College) ;
  • Cho, I-Whan (Department of Chemistry, Korea Advanced Institute of Science and Technology)
  • 발행 : 1987.04.20

초록

2-Methoxy-6-methyl-3,4-dihydro-2H-pyran ($1_a$), 2-ethoxy-3,6-dimethyl-3,4-dihydro-2H-pyran ($1_b$), and 2-ethoxy-3-methyl-6-ethyl-3,4-dihydro-2H-pyran ($1_c$) were prepared by (4 + 2) cycloaddition reaction from the corresponding vinyl ketones and alkyl vinyl ethers. Compounds $1_{a-c}$ were ring-open polymerized by cationic catalyst to obtain alternating head-to-head (H-H) copolymers. For comparison, copolymer of head-to-tail (H-T) was also prepared by free radical copolymerization of the mixture of the corresponding monomers. The H-H copolymer exhibited some differences in its $^1H$ NMR and IR spectra. However, significant differences were showed between the H-H and H-T copolymers in the $^{13}C$ NMR spectra. Also noteworthy was that$T_g$ value of H-H copolymer was higher than that of the corresponding H-T structure. Decomposition temperature of the H-H copolymer was lower than that of the H-T copolymer. All the H-H and H-T copolymers were soluble in common solvents.

키워드

참고문헌

  1. J. Polym. Sci., Polym. Lett. Ed. v.21 I. Cho;J.-Y. Lee
  2. Macromolecules v.16 I. Cho;J.-Y. Lee
  3. Macromolecules v.16 I. Cho;J.-Y. Lee
  4. Bull. Korea Chem. Soc. v.7 J.-Y. Lee;I. Cho
  5. Bull. Korean Chem. Soc. v.7 J.-Y. Lee;I. Cho
  6. J. Polym. Sci., Polym. Chem. Ed. J.-Y. Lee;I. Cho
  7. Org. Syn. v.IV R. I. Longley, Jr.;W. S. Emerson;A. J. Blardinelli
  8. J. Am. Chem. Sco. v.72 R. I. Longley, Jr.;W. S. Emerson
  9. Carbon-13 Nuclear Magnetic Resonance for Organic Chemists G. C. Levy;G. L. Nelson
  10. J. Am. Chem. Soc. v.79 W. H. Watanabe;L. E. Conlon

피인용 문헌

  1. Synthesis and characterization of N-acryloylcarbazole/methyl methacrylate copolymers vol.100, pp.4, 1987, https://doi.org/10.1002/app.22774