Donor-acceptor-substituted heteroquinoid chromophores as novel nonlinear optics

Synthetic Metals

Volumn 84, Issue 1-3, 1997, Pages 395-396

  Inoue, S ^a   Mikami, S ^a   Aso, Y ^a   Otsubo, T ^a   Wada, T ^b   Sasabe, H ^b  

^a HIROSHIMA UNIVERSITY   (Japan)

^b INST OF PHYS AND CHEMICAL RESEARCH   (Japan)

Author keywords

Heterocycle synthesis; Non linear optical methods; UV Vis NIR absorption; X ray diffraction

Indexed keywords

ABSORPTION SPECTROSCOPY; CROSSLINKING; INFRARED SPECTROSCOPY; MOLECULAR STRUCTURE; NONLINEAR OPTICS; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY; X RAY CRYSTALLOGRAPHY;

HETEROCYCLE SYNTHESIS; HETEROQUINOID CHROMOPHORES; NEAR INFRARED ABSORPTION SPECTROSCOPY; ZWITTERIONIC STRUCTURE;

ORGANIC CONDUCTORS;

EID: 0030672931     PISSN: 03796779     EISSN: None     Source Type: Journal    
DOI: 10.1016/s0379-6779(97)80799-0     Document Type: Article

References (22)

1. R. Gompper and H. -U. Wagner, Angew. Chem., Int. Ed. Engl., 27 (1988) 1437.
2. T. Kaino and S. Tomaru, Adv. Mater., 5 (1993) 172; W. Nie, Adv. Mater., 5 (1993) 520; S. R. Marder and J. W. Perry, Adv. Mater., 5 (1993) 804.
3. T. Kaino and S. Tomaru, Adv. Mater., 5 (1993) 172; W. Nie, Adv. Mater., 5 (1993) 520; S. R. Marder and J. W. Perry, Adv. Mater., 5 (1993) 804.
4. T. Kaino and S. Tomaru, Adv. Mater., 5 (1993) 172; W. Nie, Adv. Mater., 5 (1993) 520; S. R. Marder and J. W. Perry, Adv. Mater., 5 (1993) 804.
5. J. Fabian, H. Nakazumi, and M. Matsuoka, Chem. Rev., 92 (1992) 1197.
6. K. Takahashi, J. Synth. Org. Chem., Jpn., 44 (1986) 806.
7. S. J. Lalama, K. D. Singer, A. F. Garito, and K. N. Desai, Appl. Phys. Lett., 39 (1981) 940; S. R. Marder, D. N. Beratam, and L. -T. Cheng, Science, 252 (1991) 103; H. Higuchi, T. Nakayama, K. Shimizu, H. Koyama, J. Ojima, T. Wada, and H. Sasabe, Bull. Chem. Soc. Jpn., 68 (1995) 2363.
8. S. J. Lalama, K. D. Singer, A. F. Garito, and K. N. Desai, Appl. Phys. Lett., 39 (1981) 940; S. R. Marder, D. N. Beratam, and L. -T. Cheng, Science, 252 (1991) 103; H. Higuchi, T. Nakayama, K. Shimizu, H. Koyama, J. Ojima, T. Wada, and H. Sasabe, Bull. Chem. Soc. Jpn., 68 (1995) 2363.
9. S. J. Lalama, K. D. Singer, A. F. Garito, and K. N. Desai, Appl. Phys. Lett., 39 (1981) 940; S. R. Marder, D. N. Beratam, and L. -T. Cheng, Science, 252 (1991) 103; H. Higuchi, T. Nakayama, K. Shimizu, H. Koyama, J. Ojima, T. Wada, and H. Sasabe, Bull. Chem. Soc. Jpn., 68 (1995) 2363.
10. Y. Kubo, M. Kuwana, K. Okamoto, and K. Yoshida, J. Chem. Soc., Chem. Commun., (1989) 855.
11. K. Takahashi, T. Nihira, and K. Tomitani, J. Chem. Soc., Chem. Commun., (1993) 1617.
12. M. L. Kaplan, R. C. Haddon, F. B. Bramwell, F. Wudl, J. H. Marshall, D. O. Cowan, and S. Gronowitz, J. Phys. Chem., 84 (1980) 427.
13. K. Yui, Y. Aso, T. Otsubo, and F. Ogura, Bull. Chem. Soc. Jpn., 62 (1989) 1539.
14. R. Gompper, H. -U. Wagner, and E. Kutter, Chem. Ber., 101 (1968) 4123.
15. Compounds 8, 10, and 11 were prepared by substitution reactions of the corresponding iodo-or bromo-heteroarenes with sodium dicyanomethanide; M. Uno, K. Seto, and S. Takahashi, J. Chem. Soc., Chem. Commun., (1984) 932. The authors thank Prof. K. Takahashi for useful information on their syntheses; K. Takahashi and S. Tarutani, J. Chem. Soc., Chem. Commun., (1994) 519; K. Takahashi and S. Tarutani, Adv. Mater., 7 (1995) 639; K. Takahashi and S. Tarutani, Synth. Met., 70 (1995) 1165.
16. Compounds 8, 10, and 11 were prepared by substitution reactions of the corresponding iodo-or bromo-heteroarenes with sodium dicyanomethanide; M. Uno, K. Seto, and S. Takahashi, J. Chem. Soc., Chem. Commun., (1984) 932. The authors thank Prof. K. Takahashi for useful information on their syntheses; K. Takahashi and S. Tarutani, J. Chem. Soc., Chem. Commun., (1994) 519; K. Takahashi and S. Tarutani, Adv. Mater., 7 (1995) 639; K. Takahashi and S. Tarutani, Synth. Met., 70 (1995) 1165.
17. Compounds 8, 10, and 11 were prepared by substitution reactions of the corresponding iodo-or bromo-heteroarenes with sodium dicyanomethanide; M. Uno, K. Seto, and S. Takahashi, J. Chem. Soc., Chem. Commun., (1984) 932. The authors thank Prof. K. Takahashi for useful information on their syntheses; K. Takahashi and S. Tarutani, J. Chem. Soc., Chem. Commun., (1994) 519; K. Takahashi and S. Tarutani, Adv. Mater., 7 (1995) 639; K. Takahashi and S. Tarutani, Synth. Met., 70 (1995) 1165.
18. Compounds 8, 10, and 11 were prepared by substitution reactions of the corresponding iodo-or bromo-heteroarenes with sodium dicyanomethanide; M. Uno, K. Seto, and S. Takahashi, J. Chem. Soc., Chem. Commun., (1984) 932. The authors thank Prof. K. Takahashi for useful information on their syntheses; K. Takahashi and S. Tarutani, J. Chem. Soc., Chem. Commun., (1994) 519; K. Takahashi and S. Tarutani, Adv. Mater., 7 (1995) 639; K. Takahashi and S. Tarutani, Synth. Met., 70 (1995) 1165.
19. All new compounds gave satisfactory elemental analyses.
20. M. Kamlet, J. L. Abboud, M. H. Abraham, and R. W. Taft, J. Org. Chem., 48 (1983) 2877.
21. o|)). The final R factor was 5.48%.
22. B. Aurivillius, Acta. Chem. Scand., 26 (1972) 3612.