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Haloaldehydep polymers

28. Synthesis and polymerization of fluorochlorobromoacetaldehyde

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Summary

Fluorochlorobromoacetaldehyde was synthesized in five steps and in 15% overall yield starting from trifluorochloroethylene. Treatment with sodium methoxide gave 1,2-difluoro-2-chloro-1-methoxyethylene which was brominated and the bromination product hydrolyzed with concentrated sulfuric acid to give methyl fluorochlorobromoacetate. Lithium aluminum hydride reduction and hydrolysis of the reaction product gave fluorochlorobromoacetaldehyde hydrate which was dehydrated to the aldehyde. Polymer grade fluorochlorobromoacetaldehyde was polymerized with sulfuric acid to polyfluorochlorobromoacetaldehyde which was characterized.

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References

  1. O. Vogl, U.S. Patent 3,454,527 (1969).

  2. O. Vogl, H. C. Miller, and W. H. Sharkey, Macromolecules 5, 658 (1972).

    Google Scholar 

  3. O. Vogl, Encyclopedia of Polymer Sci. and Eng. 1, 623 (1985).

    Google Scholar 

  4. K. Hatada, L. S. Corley, Sh. S. Vezirov, and O. Vogl, Vysokomol. Soedin. l19(9), 1987 (1977).

    Google Scholar 

  5. P. Kubisa, K. Neeld, J. Starr, and O. Vogl, Polymer 21, 1433 (1980).

    Google Scholar 

  6. D. W. Lipp and O. Vogl, Polymer 18, 1051 (1977).

    Google Scholar 

  7. P. Kubisa and O. Vogl, Polymer 21, 525 (1980).

    Google Scholar 

  8. L. S. Corley, P. Kubisa, B. Yamada, and O. Vogl, Polymer Preprints, ACS Division of Polymer Chemistry 21(1), 205 (1960).

    Google Scholar 

  9. L. S. Corley and O. Vogl, Polymer Bulletin 3, 211 (1980).

    Google Scholar 

  10. J. A. Young and P. Tarrant, J. Amer. Chem. Soc. 71, 2432 (1949).

    Google Scholar 

  11. R. Meier and F. Bohler, Chem. Ber. 90, 2342 (1957).

    Google Scholar 

  12. R. W. Campbell and O. Vogl, Monatsh. Chem. 110, 453 (1979).

    Google Scholar 

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Authors and Affiliations

  1. Polytechnic Institute of New York, 11201, Brooklyn, NY, USA

    Thomas R. Doyle & Otto Vogl

Authors
  1. Thomas R. Doyle
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  2. Otto Vogl
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Additional information

Part 27: O. Vogl, The Chemist, September 1985, p. 16.

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Doyle, T.R., Vogl, O. Haloaldehydep polymers. Polymer Bulletin 14, 535–540 (1985). https://doi.org/10.1007/BF00271612

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  • DOI: https://doi.org/10.1007/BF00271612

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