New Soluble and Intrinsically Photosensitive Polyimide: Synthesis and Properties of Poly(amide-co-imide) Containing p-Phenylenediacryloyl Moiety

  • Lee, Myong-Hoon (Department of Polymer Science and Technology, Chonbuk National University) ;
  • Cheong, Yun-Sang (Department of Polymer Science and Technology, Chonbuk National University) ;
  • Gong, Myoung-Seon (Department of Chemistry, Dankook University)
  • Published : 2001.12.01

Abstract

A new soluble photosensitive poly(amide-co-imide) containing p-phenylenediacryloyl moiety was synthesized and its photoreactivity was characterized. The copolymer was synthesized fromp-phenylenediacryloyl chloride, 4,4-(hexafluoroisopropylidene)diphthalic anhydride and two equivalents of bis(4-aminophenyl) ether in NMP with a subsequent chemical imidization of the resulting poly[amide$\xi$ο-(amic acid)] by acetic anhydride and pyridine. The structure and thermal properties of the polymer were characterized by spectroscopic methods and thermal analyses. The polymer was stable up to 350$\^{C}$, showed good solubility in polar aprotic solvents, and became insoluble after UV irradiation due to the[2+2] cycloaddition of phenylenediacryloyl moiety. Photoreactivity of the polymer was investigated in solution or as a film with respect to the various exposure conditions by UV/Vis spectroscopy. The photosensitivity was noticeably increased with the irradiation temperature, especially in the presense of photosensitizer. The reason for the increased sensitivity was speculated based on the flexibilization of main chain at elevated temperature. Exposure characteristic curves were obtained from the gel fraction experiments after UV irradiation. The sensitivity and contrast at 160$\^{C}$ were measured to be 293 mJ/㎠ and 1.64, respectively.

Keywords

References

  1. Polyimides and Other High-Temperature Polymers M.J.M. Abadie(Eds.);B. Sillion(Eds.)
  2. Mater. Res. Soc. Proc. v.167 H. Hiramoto
  3. J. Electrchem. Soc. v.132 A. Endo;T. Yoda
  4. Thin Solid Films v.83 A. M. Wilson
  5. IEEE Trans. on Components, Hydrides, and Manufacturing Technology v.15 A. Schlitz
  6. Proceedings of 43rd ECTC D. Darrow;S. Vilmer-Bagen
  7. Siemens Forsch. Entwickl. Ber. v.5 R. Rubner
  8. Siemens Forsch Entwickl. Ber. v.5 R. Rubner;B.Bater;G. Bald
  9. Photogr. Sci. Eng. v.23 R. Rubner;H. Ahne;E. Ruhn;C. Koloddieg
  10. J. Mocromol. Sci. Chem. v.A21 N. Yoda;H. Hiramoto
  11. Polyimides:Synthesis, Characterization, and Applications v.2 E. Kataoka;F.Shoji;I. Takemoto;I. Obara;M. Kojima;H. Yokono;T. Isogai;K.L. Mittal(Ed.)
  12. Mat. Res. Soc. Symp. v.169 H. Hiramoto
  13. Polym. Adv. Technol. v.4 H. Ahne;R. Leuschner;R. Rubner
  14. Proc. 2nd Int. Conf. Polyimides J. Pfeifer;O. Rohde
  15. Proc. 2nd Int. Conf. Polyimides,Ellenville T. Nakano
  16. J. Polym. Sci. Part A, Polym. Chem. v.27 H.-R. Lee;Y.-D. Lee
  17. Macromolecules v.14 P.L. Egerton;J. Trigg;E.M. Hyde;A. Reiser
  18. J. Polym. Sci. Part A, Polym. Chem. v.31 L. Chienhui;C. Techou;H. Kehying
  19. J. Polym. Sci. Part A, Polym. Chem. v.31 H. Kehying;L. Chenhui;C. Tehchou;C. Tsuyao
  20. Macromolecules v.21 H. Tanaka;K. Sasai;T. Sato;O. Tadatoshi
  21. Helv. Chem. Acta. v.24 P. Ruggli;W. Theiheimer
  22. J. Ploym. Sci., Part A, Polym. Chem. v.27 F. Navarro;J. L. Serrano
  23. J. Polym. Sci. Part A, Polym. Chem. Ed. v.23 K. Iwata;T. Hagiwara;H. Matsuzawa
  24. J. Polym. Sci., Part A, Polym. Chem, v.34 K. Spiliopoulos;J. Mikroyanndis
  25. J. Polym. Sci. Part A, Polym. Chem. v.31 L. Chenhui;C. Tehchou;C. Tsuyao
  26. J. Polym. Sci. Part A, Polym. Chem. v.30 T. Nishikubo;T. Iizawa;Y. Shiozaki