Synthesis of poly(p-phenylene)-based photoresponsive conjugated polymers having azobenzene units in the main chain

Macromolecules

Volumn 33, Issue 15, 2000, Pages 5347-5352

  Izumi, Atsushi ^a   Teraguchi, Masahiro ^a   Nomura, Ryoji ^a   Masuda, Toshio ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMOPHORES; FLUORESCENCE; ISOMERIZATION; MOLECULAR STRUCTURE; MOLECULAR WEIGHT; NITROGEN COMPOUNDS; OPTICAL MATERIALS; PHOTOCHEMICAL REACTIONS; SOLUBILITY; SYNTHESIS (CHEMICAL); THERMODYNAMIC STABILITY; ULTRAVIOLET RADIATION;

AZOBENZENE; PHOTOISOMERIZATION; PHOTORESPONSE; POLYPHENYLENE;

AROMATIC POLYMERS;

EID: 0034228856     PISSN: 00249297     EISSN: None     Source Type: Journal    
DOI: 10.1021/ma0004559     Document Type: Article

References (48)

1. Zollinger, H. Azo and Diazo Chemistry; Interscience: New York, 1961.
2. Zimmerman, G.; Chow, L.; Paik, U. J. Am. Chem. Soc. 1958, 80, 3528.
3. Delang, J. J.; Robertson, J. M.; Woodward, I. Proc. R. Soc. London, Sect. A 1939, 171, 398.
4. (a) Kumar, G. S.; Neckers, D. C. Chem. Rev. 1989, 89, 1915.
5. (b) Irie, M. In Advances in Polymer Science; Springer: Berlin, 1990; Vol. 94.
6. (c) Natansohn, A., Ed. Macromol. Symp. (Azobenzene-Containing Materials); Wiley-VCH: Weinheim, 1999; Vol. 139.
7. (a) Natansohn, A.; Rochon, P.; Gosselin, J.; Xie, S. Macromolecules 1992, 25, 2268.
8. (b) Kim, D. Y.; Li, L.; Jiang, X. L.; Shivshankar, V.; Kumar, J.; Tripathy, S. K. Macromolecules 1995, 28, 8835.
9. (c) Tokuhisa, H.; Yokoyama, M.; Kimura, K. J. Mater. Chem. 1998, 8, 889.
10. (d) Wu, Y.; Demachi, Y.; Tsutsumi, O.; Kanazawa, A.; Shino, T.; Ikeda, T. Macromolecules 1998, 31, 1104.
11. Teraguchi, M.; Masuda, T. Macromolecules 2000, 33, 240.
12. (a) Blair, H. S.; Pogue, H. I.; Riordan, J. E. Polymer 1980, 21, 1195.
13. (b) Irie, M.; Hirano, K.; Hishimoto, S.; Hayashi, K. Macromolecules 1981, 14, 262.
14. (c) Kumar, G. S.; Depra, P.; Zhang, K.; Neckers, D. C. Macromolecules 1984, 17, 2463.
15. (d) Toutianoush, A.; Tieke, B. Macromol. Rapid Commun. 1998, 19, 591.
16. (e) Beattie, M. S.; Jackson, C.; Jaycox, G. D. Polymer 1998, 39, 2597.
17. (a) Yamamoto, T.; Kim, S. B.; Maruyama, T. Chem. Lett. 1996, 413.
18. (b) Wright, M. E.; Porsch, M. J. Polym. Prepr. 1998, 39, 278.
19. (c) Izumi, A.; Teraguchi, M.; Nomura, R.; Masuda, T. J. Polym. Sci., Polym. Chem. 2000, 38, 1057.
20. (d) Izumi, A.; Nomura, R.; Masuda, T. Chem. Lett., in press.
21. (a) Skotheim, T. A., Ed. Handbook of Conducting Polymers; Marcel Dekker: New York, 1986; Vois. 1 and 2.
22. (b) Bredas, J. L.; Silbey, R. Conjugated Polymers: the Novel Science and Technology of Highly Conducting and Nonlinear Optically Active Materials; Kluwer Academic: Boston, 1991.
23. (c) Kiess, H. G., Ed. Conjugated Conducting Polymers; Springer-Verlag: New York, 1992.
24. (a) Heitz, W.; Brügging, W.; Freund, L.; Gailberger, M.; Greiner, A.; Jung, H.; Kampschulte, U.; Nieber, N.; Osan, F.; Schmidt, H.-W.; Wicker, M. Macromol. Chem. 1988, 119, 189.
25. (b) Greiner, A.; Heitz, W. Makromol. Chem. Rapid Commun. 1988, 9, 581.
26. (c) Brenda, M.; Greiner, A.; Heitz, W. Makromol. Chem. 1990, 191, 1083.
27. (d) Suzuki, M.; Sho, K.; Lim, J.-C.; Saegusa, T. Polym. Bull. 1989, 21, 415.
28. (e) Suzuki, M.; Lim, J.-C.; Saegusa, T. Macromolecules 1989, 23, 1574.
29. (f) Lim, J.-C.; Suzuki, M.; Saegusa, T. Polym. Bull. 1993, 31, 651.
30. (g) Hilberer, A.; Brouwer, H.-J.; van der Scheer, B.-J.; Wildeman, J.; Hadziioannou, G. Macromolecules 1995, 28, 4525.
31. Meijere, A. de; Meyer, F. E. Angew. Chem., Int. Ed. Engl. 1994, 33, 2379.
32. (a) Kovacic, P.; Jones, M. B. Chem. Rev. 1987, 87, 357.
33. (b) Yamamoto, T. Prog. Polym. Sci. 1992, 17, 1153.
34. (c) Schlüter, A.-D.; Wegner, G. Acta Polym. 1993, 44, 59.
35. (d) Tour, J. M. Adv. Mater. 1994, 6, 190.
36. (a) Norio, M.; Suzuki, A. Chem. Rev. 1995, 95, 2457.
37. (b) Suzuki, A. J. Organomet. Chem. 1999, 576, 147.
38. (a) Kowitz, C.; Wegner, G. Tetrahedron 1997, 53, 15553.
39. (b) Miyaura, N.; Yanagi, T.; Suzuki, A. Synth. Commun. 1981, 11, 513.
40. (c) Thompson, W. J.; Jones, J. H.; Lyle, P. A.; Thies, J. E. J. Org. Chem. 1988, 53, 2052.
41. (d) Marsitzky, D.; Brand, T.; Geerts, Y.; Klapper, M.; Müllen, K. Macromol. Rapid Commun. 1998, 19, 389.
42. (e) Goodson, F. E.; Wallow, T. I.; Novae, B. M. J. Am. Chem. Soc. 1997, 119, 12441.
43. (f) Goodson, F. E.; Wallow, T. I.; Novac, B. M. Macromolecules 1998, 31, 2047.
44. The thermally induced cis-to-trans isomerization of 3b did not take place under similar conditions to those for the SEC measurement.
45. (a) Rehahn, M.; Schlüter, A.-D.; Wegner, G. Makromol. Chem. 1990, 1991.
46. (b) Baraket, M. A.; Abdel-Wahab, M. F.; El-Sadr, M. M. J. Chem. Soc. 1956, 4685.
47. (c) Hayashi, T.; Konishi, M.; Kumada, M. Tetrahedron Lett. 1979, 21, 1879.
48. (d) Francke, V.; Mangel, T.; Müllen, K. Macromolecules 1998, 31, 2447.