New aromatic benzazole polymers. I. Benzobisthiazole and benzobisoxazole polymers with main-chain triarylamino units

Journal of Polymer Science, Part A: Polymer Chemistry

Volumn 35, Issue 10, 1997, Pages 1909-1924

  Tan, Loon Seng ^a   Srinivasan, K R ^b,d   Bai, Shih Jung ^c,e  

^a AIR FORCE RESEARCH LABORATORY   (United States)

^b Curtiss Wright Controls Inc   (United States)

^c UNIVERSITY OF DAYTON RESEARCH INSTITUTE   (United States)

^d Lexmark International Inc   (United States)

^e NATIONAL SUN YAT SEN UNIVERSITY   (Taiwan)

Author keywords

Conducting polymers; Iodine doping; Poly(benzobisoxazole); Poly(benzobisthiazole); Triphenylamine derivatives

Indexed keywords

BIREFRINGENCE; CONDUCTIVE FILMS; DOPING (ADDITIVES); ELECTRIC CONDUCTIVITY; IODINE; MOLECULAR WEIGHT; MONOMERS; SYNTHESIS (CHEMICAL);

HOMOPOLYMER; OPALESCENCE; POLYBENZOBISOXAZOLE; POLYBENZOBISTHIAZOLE; POLYPHOSPHORIC ACID; TRIPHENYLAMINE DERIVATIVES;

AROMATIC POLYMERS;

EID: 0031188139     PISSN: 0887624X     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1099-0518(19970730)35:10<1909::AID-POLA5>3.0.CO;2-I     Document Type: Article

References (36)

1. W. W. Adams, R. K. Eby, and D. E. McLemore, Mater. Res. Soc. Symp. Proc., 134 (1989).
2. J. A. Osaheni and S. A. Jenekhe, Chem. Mater., 7, 672 (1995), and references therein.
3. For nonlinear optical properties of PBZT, see (a) C. Y.-C Lee, J. Swiatkiewiecz, P. N. Prasad, R. Mehata, and S. J. Bai, Polymer, 32, 1195 (1991); (b) M. Dotrong, R. Mehta, G. A. Balchin, R. C. Tomlinson, M. Sinsky, C. Y.-C Lee, and R. C. Evers, J. Polym. Sci., Part A: Polym. Chem., 31, 723 (1993).
4. For nonlinear optical properties of PBZT, see (a) C. Y.-C Lee, J. Swiatkiewiecz, P. N. Prasad, R. Mehata, and S. J. Bai, Polymer, 32, 1195 (1991); (b) M. Dotrong, R. Mehta, G. A. Balchin, R. C. Tomlinson, M. Sinsky, C. Y.-C Lee, and R. C. Evers, J. Polym. Sci., Part A: Polym. Chem., 31, 723 (1993).
5. For electroluminescence and photoluminescence studies of PBZT and closely related benzobisazole systems, see (a) J. A. Osaheni and S. A. Jenekhe, Macromolecules, 26, 4726 (1993); (b) S. A. Jenekhe and J. A. Osaheni, Chem. Mater., 6, 1906 (1994); (c) J. B. Ferguson, R. J. Spry, A. K. Agrawal, J. W. Lee, S. M. Hegde, S. J. Bai, and C. S. Wang, Bull. Am. Phys. Soc., 39, 99 (1994); (d) J. A. Osaheni and S. A. Jenekhe, J. Am. Chem. Soc., 117, 7389 (1995).
6. For electroluminescence and photoluminescence studies of PBZT and closely related benzobisazole systems, see (a) J. A. Osaheni and S. A. Jenekhe, Macromolecules, 26, 4726 (1993); (b) S. A. Jenekhe and J. A. Osaheni, Chem. Mater., 6, 1906 (1994); (c) J. B. Ferguson, R. J. Spry, A. K. Agrawal, J. W. Lee, S. M. Hegde, S. J. Bai, and C. S. Wang, Bull. Am. Phys. Soc., 39, 99 (1994); (d) J. A. Osaheni and S. A. Jenekhe, J. Am. Chem. Soc., 117, 7389 (1995).
7. For electroluminescence and photoluminescence studies of PBZT and closely related benzobisazole systems, see (a) J. A. Osaheni and S. A. Jenekhe, Macromolecules, 26, 4726 (1993); (b) S. A. Jenekhe and J. A. Osaheni, Chem. Mater., 6, 1906 (1994); (c) J. B. Ferguson, R. J. Spry, A. K. Agrawal, J. W. Lee, S. M. Hegde, S. J. Bai, and C. S. Wang, Bull. Am. Phys. Soc., 39, 99 (1994); (d) J. A. Osaheni and S. A. Jenekhe, J. Am. Chem. Soc., 117, 7389 (1995).
8. For electroluminescence and photoluminescence studies of PBZT and closely related benzobisazole systems, see (a) J. A. Osaheni and S. A. Jenekhe, Macromolecules, 26, 4726 (1993); (b) S. A. Jenekhe and J. A. Osaheni, Chem. Mater., 6, 1906 (1994); (c) J. B. Ferguson, R. J. Spry, A. K. Agrawal, J. W. Lee, S. M. Hegde, S. J. Bai, and C. S. Wang, Bull. Am. Phys. Soc., 39, 99 (1994); (d) J. A. Osaheni and S. A. Jenekhe, J. Am. Chem. Soc., 117, 7389 (1995).
9. C. S. Wang, J. L. Burkett, C. Y.-C Lee, and F. E. Arnold, J. Polym. Sci., Polym. Phys. Ed., 31, 1799 (1993).
10. P. A. DePra, J. G. Gaudiello, and T. J. Marks, Macromolecules, 21, 2295 (1988).
11. J. A. Osaheni and S. A. Jenekhe, J. Am. Chem. Soc., 117, 7389 (1995).
12. (a) J. L. Hedrick, Polym. Bull., 24, 371 (1990);
13. (b) J. L. Hedrick, Macromolecules, 24, 6361 (1991).
14. G. Wegner, in Electronic Properties of Polymers and Related Compounds, H. Kuymay, M. Mehrig, and S. Roth, Eds., Springer Verlag, Heidelberg, 1985, p. 63.
15. (a) J. Mort, S. Grammatica, D. J. Sandman, and A. Troup, J. Electr. Mater., 9, 411 (1980);
16. (b) Y. Ohmori, M. Uchida, C. A. Fuji, and K. Yoshino, Jpn. J. Appl. Phys., Part 2, Lett., 32, L1663 (1993).
17. (a) J. A. Osaheni and S. A. Jenekhe, Science,265, 765 (1994); J. A. Osaheni, S. A. Jenekhe, and J. Perlstein, Appl. Phys. Lett., 64, 3112 (1994);
18. (a) J. A. Osaheni and S. A. Jenekhe, Science,265, 765 (1994); J. A. Osaheni, S. A. Jenekhe, and J. Perlstein, Appl. Phys. Lett., 64, 3112 (1994);
19. (c) J. A. Osaheni, S. A. Jenekhe, and J. Perlstein, J. Phys. Chem., 98, 12727 (1994);
20. (d) J. A. Osaheni and S. A. Jenekhe, Macromolecules, 27, 739 (1994).
21. M. Ishikawa, M. Kawai, and Y. Ohsawa, Synth. Metals, 40, 231 (1991).
22. Y. Oishi, H. Takado, M. Yoneyama, M. Kakimoto, and Y. Imaiu, J. Polym. Sci., Polym. Chem. Ed., 28, 1763 (1990).
23. C. G. Levy, R. L. Lichter, and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance Spectroscopy, Wiley-Interscience, New York, 1980, p. 160.
24. C. M. Orlando, Jr., J. G. Wirth, and D. R. Heath, J. Org. Chem., 35, 3147 (1970).
25. S. N. Sawhney and D. W. Boykin, J. Org. Chem.,44, 1136 (1979).
26. J. F. Wolfe, P. D. Sybert, and J. R. Sybert, U.S. Pat. 4,533,693 (August 1985) to SRI International.
27. (a) J. P. Chen and F. E. Arnold, Polym. Prep., 32(2), 209 (1991);
28. (b) T. D. Dang, L.-S. Tan, and F. E. Arnold, Am. Chem. Soc. Polym. Mater. Sci. Eng. Proc., 62, 86 (1990); L.-S. Tan, F. E. Arnold, T. D. Dang, H. H. Chuah, and K. H. Wei, Polymer, 35, 3091 (1994).
29. (b) T. D. Dang, L.-S. Tan, and F. E. Arnold, Am. Chem. Soc. Polym. Mater. Sci. Eng. Proc., 62, 86 (1990); L.-S. Tan, F. E. Arnold, T. D. Dang, H. H. Chuah, and K. H. Wei, Polymer, 35, 3091 (1994).
30. See, for example, L. R. Denny, I. J. Goldfarb, and E. J. Soloski, Mater. Res. Soc. Symp. Proc., 134, 395 (1989).
31. E. G. Jones and D. L. Pedrick, Mater. Res. Soc. Symp. Proc., 134, 407 (1989).
32. R. E. Barker and D. Y. Chen, Annual Report, 50th Conf. Electr. Insul. Dielectr. Phenom., 1981, p. 351.
33. A. Birdarian and P. K. Kadaba, J. Mater. Sci. Lett., 7, 922 (1988).
34. J. Campbell, P. Hangal, and P. K. Kadaba, Indian J. Phys., 65A, 57 (1991).
35. K. R. Srinivasan, L.-S. Tan, S. J. Bai, and R. J. Spry, Polym. Prepr., 35(1) 501 (1995).
36. -4 S/cm upon doping with iodine vapor.