Fibers and Polymers

The Korean Fiber Society (한국섬유공학회)
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Synthesis and Cyclization of Aromatic Polyhydroxyamides Containing Trifluoromethyl Groups

  • Baik, Doo-Hyun (Department of Textile Engineering, Chungnam National University) ;
  • Kim, Hae-Young (Department of Textile Engineering, Chungnam National University) ;
  • Simon W. Kantor (Department of Ploymer Science and Engineering, University of Massachusetts ant Amherst)
  • Published : 2002.09.01
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Abstract

Polyhydroxyamides derivatized with trifluorormethyl ether and trifluoromethyl ester groups were investigated as possible candidates for a new flame retardant polymer. Model compounds for these derivatized polyhydroxyamides were synthesized and their cyclization chemistry was investigated. The model compound study revealed that trifluorornethyl ester group containing model compounds can cyclize on heating, while trifluoromethyl ether group containing model compounds cannot. The non-fluorinated ether and ether derivatives behaved similarly. The trifluoromethyl ester derivatized polyhydroxyamides were synthesized according to the procedures for the model compounds. TGA characterization revealed that the fluorinated polymers have nearly same thermal stability as the underivatized PHA after cyclization.

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References

  1. C. Gao and S. W. Kantor, Spring SPE Meeting in India-napolis (1996)
  2. T. Kubota and R. Nakanishi, J. Polym. Sci. B, 2, 655 (1964) https://doi.org/10.1002/pol.1964.110020619
  3. N. Ogata and T. Ikari, J. Polym. Sci., Polym. Chem., 11, 1939 (1973)
  4. G. Hoefle and W. Steglich, Synthesis, 619 (1972) https://doi.org/10.1055/s-1972-21955
  5. W. Steglich and G. Hoefle, Angwe. Chem., 8, 1001 (1969) https://doi.org/10.1002/ange.19690812313
  6. T. R. Forbus Jr., J. C. Martin, J. Org. Chem., 44, 313 (1979) https://doi.org/10.1021/jo01316a041
  7. T. R. Forbus Jr., S. L. Taylor, and J. C. Martin, J. Org. Chem., 52, 4156 (1987) https://doi.org/10.1021/jo00228a002
  8. J. M. Tedder, Chem. Rev., 55, 787 (1955) https://doi.org/10.1021/cr50005a001
  9. M. Hudlicky, "Chemistry of Organic Fluorine Com-pounds", pp.325-335, Ellis Horwood, Chichester, U. K., 1976
  10. R. W. Lang in "Chemistry of Organic Fluorine Com-pounds II", (M. Hudlicky and A. E. Pavlath Eds.), ACS Monograph 187, pp.525-544, American Chemical Society, 1995