Incorporation of a Stilbazole Derivative in the Hydrogen-Bonded Chain of L-Tartrate: Toward a One-Step Optimization of Molecular and Bulk Second-Order Nonlinearities

Chemistry of Materials

Volumn 10, Issue 4, 1998, Pages 1109-1114

  Lacroix, Pascal G ^a   Daran, Jean Claude ^a   Nakatani, Keitaro ^b  

^a CNRS   (France)

^b Ecole Normale Superieure de Cachan   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000308127     PISSN: 08974756     EISSN: None     Source Type: Journal    
DOI: 10.1021/cm970692z     Document Type: Article

References (45)

1. (a) Molecular nonlinear Optics; Zyss, J., Ed.; Academic: New York 1994.
2. (b) Organic Molecules for Nonlinear Optics and Photonics; Messier J., Kajzar F., Prasad, P. Eds.; Kluwer Academic Publishers: Dordrecht, 1991.
3. (c) Introduction to Nonlinear Optical Effects in Molecules and Polymers; Prasad, N. P., Williams, D. J., Eds.; Wiley: New York, 1991; pp 160-174.
4. For recent reviews, see: (a) Dalton, L. R.; Harper, A. W.; Ghosn, R.; Steier, W. H.; Ziari, M.; Fetterman, H.; Shi, Y.; Mustacich, R. V.; Jen, A. K. Y. Shea, K. J. Chem. Mater. 1995, 7, 1060. (b) Benning, R. G. J. Mater. Chem. 1995, 5, 365. (c) Optical nonlinearities in Chemistry; Burland, D. M., Ed.; Chem. Rev. 1994, 94, N°1. (d) Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 252, 103.
5. For recent reviews, see: (a) Dalton, L. R.; Harper, A. W.; Ghosn, R.; Steier, W. H.; Ziari, M.; Fetterman, H.; Shi, Y.; Mustacich, R. V.; Jen, A. K. Y. Shea, K. J. Chem. Mater. 1995, 7, 1060. (b) Benning, R. G. J. Mater. Chem. 1995, 5, 365. (c) Optical nonlinearities in Chemistry; Burland, D. M., Ed.; Chem. Rev. 1994, 94, N°1. (d) Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 252, 103.
6. For recent reviews, see: (a) Dalton, L. R.; Harper, A. W.; Ghosn, R.; Steier, W. H.; Ziari, M.; Fetterman, H.; Shi, Y.; Mustacich, R. V.; Jen, A. K. Y. Shea, K. J. Chem. Mater. 1995, 7, 1060. (b) Benning, R. G. J. Mater. Chem. 1995, 5, 365. (c) Optical nonlinearities in Chemistry; Burland, D. M., Ed.; Chem. Rev. 1994, 94, N°1. (d) Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 252, 103.
7. For recent reviews, see: (a) Dalton, L. R.; Harper, A. W.; Ghosn, R.; Steier, W. H.; Ziari, M.; Fetterman, H.; Shi, Y.; Mustacich, R. V.; Jen, A. K. Y. Shea, K. J. Chem. Mater. 1995, 7, 1060. (b) Benning, R. G. J. Mater. Chem. 1995, 5, 365. (c) Optical nonlinearities in Chemistry; Burland, D. M., Ed.; Chem. Rev. 1994, 94, N°1. (d) Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 252, 103.
8. For recent reviews, see: (a) Dalton, L. R.; Harper, A. W.; Ghosn, R.; Steier, W. H.; Ziari, M.; Fetterman, H.; Shi, Y.; Mustacich, R. V.; Jen, A. K. Y. Shea, K. J. Chem. Mater. 1995, 7, 1060. (b) Benning, R. G. J. Mater. Chem. 1995, 5, 365. (c) Optical nonlinearities in Chemistry; Burland, D. M., Ed.; Chem. Rev. 1994, 94, N°1. (d) Marder, S. R.; Beratan, D. N.; Cheng, L. T. Science 1991, 252, 103.
9. Williams D. J. Ang. Chem. Int. Ed. Engl. 1984, 23, 690.
10. Eaton, D. F. Science 1991, 253, 281.
11. Eich, M.; Bjorklund, G. C.; Yoon, D. Y. Polym. Adv. Technol. 1990, 1, 189.
12. Nonlinear Optical Effects in Organic polymers; Messier, J., Kazar, F., Prasad, P., Ulrich, D., Ed.; Kluwer Academic Publishers: Dordrecht, 1989.
13. Dalton, L. R.; Sapochak, L. S.; Chen, M.; Lu, L. P. in Molecular Electronics and Molecular Electronics devices; Sienicki, K., Ed.; CRC Press: Boca Raton, FL, 1992; p 125.
14. (a) Pecaut, J; Masse, R. Acta Crystallogr. 1993, B49, 277.
15. (b). Zyss, J.; Masse, R.; Bagiue-Beucher, M.; Levy, J. P. Adv. Mater. 1993, 5, 120.
16. (c) Kotler, Z.; Hierle, R; Josse, D.; Zyss, J.; Masse, R. J. Opt. Soc. Am. B. 1992, 9, 534.
17. (d). Masse, R.; Zyss, J. Mol. Eng. 1991, 1, 141.
18. (a) Aakeröy, C. B.; Bahra, G. S.; Hitchcock, P. B.; Patell, Y.; Seddon, K. R. J. Chem. Soc., Chem. Commun. 1993, 152.
19. (b) Aakeröy, C. B.; Hitchcock, P. B.; Seddon, K. R. J. Chem. Soc., Chem. Commun. 1992, 553.
20. (c) Aakeröy, C. B.; Hitchcock, P. B.; Moyle, B. D.; Seddon, K. R. J. Chem. Soc., Chem. Commun. 1989, 1856.
21. Etter, M. C.; Huang, K. S.; Chem. Mater. 1992, 4, 824.
22. Fuller, J.; Carlin, R. T.; Simpson, L. J.; Furtak, T. E. Chem. Mater. 1995, 7, 909.
23. (a) Renuka, K.; Guru Row: T. N.; Prasad, B. R.; Subramanian, C. K.; Bhattacharya, S. New J. Chem. 1995, 19, 83.
24. (b) Dastidar, P.; Guru Row, T. N.; Prasad, B. R.; Subramanian, C. K.; Bhattacharya, S. J. Chem. Soc., Perkin Trans. 2 1993, 2419.
25. Pan, F.; Wong, M. S.; Gramlich, V.; Bosshard, C.; Günter, P. J. Chem. Soc., Chem. Commun. 1996, 1557.
26. Kung, T. K. J. Chin. Chem. Soc. 1978, 25, 131.
27. Altomare, A.; Cascarano, G.; Giacovazzo, G.; Guagliardi, A.; Burla, M. C.; Polidori, G.; Camalli, M. SIR92 - a program for automatic solution of crystal structures by direct methods. J. Appl. Crystallogr. 1994, 27, 435.
28. Prince, E. Mathematical Techniques in Crystallography; Springer-Verlag: Berlin, 1982.
29. Watkin, D. J.; Prout, C. K.; Carruthers, J. R.; Betteridge, P. W. CRYSTALS Issue 10, Chemical Crystallography Laboratory, University of Oxford, Oxford, 1996.
30. Watkin, D. J.; Prout, C. K.; Pearce, L. J. CAMERON, Chemical Crystallography Laboratory, University of Oxford, Oxford, 1996.
31. Pople, J. A.; Beveridge, D. L. Approximate Molecular Orbital Theory; McGraw-Hill Book Company: New York, 1970.
32. (a) Kurtz, S. K.; Perry, T. T. J. Appl. Phys. 1968, 39, 3798.
33. (b) Dougherty, J. P.; Kurtz, S. K. J. Appl. Crystallogr. 1976, 9, 145.
34. (a) Marder, S. R.; Gorman, C. B.; Meyers, F.; Perry, J. W.; Bourhill, G.; Brédas, J. L.; Pierce, B. M. Science 1994, 265, 632.
35. (b) Meyers, F.; Marder, S. R.; Pierce, B. M.; Brédas, J. L. J. Am. Chem. Soc. 1994, 116, 10703.
36. (a) Oudar, J. L.; Chemla, J. J. Chem. Phys. 1977, 66, 2664.
37. (b) Oudar, J. L. J. Chem. Phys. 1977, 67, 446.
38. Zyss, J.; Oudar, J. L. Phys. Rev. A 1982, 26, 2028.
39. Meredith, G. In Nonlinear Optical Properties of Organic and Polymeric Materials; Williams, D. J., Ed.; ACS Symposium Series 233; Washington, DC, 1983, p 27.
40. (a) Pecaut, J; Masse, R. Acta Crystallogr. 1993, B49, 277.
41. (b) Masse, R.; Zyss, J. Mol. Eng. 1991, 7, 141.
42. (c) Kotler, Z.; Hierle, R; Josse, D.; Zyss, J.; Masse, R. J. Opt. Soc. Am. B. 1992, 9, 534.
43. (a) Marder, S. R.; Perry, J. W.; Schaefer, W. P. Science 1989, 245, 626.
44. (b) Marder, S. R.; Perry, J. W.; Tieman, B. G.; Marsh, R. E.; Schaefer, W. P. Chem. Mater. 1990, 2, 685.
45. Gotoh, T.; Mizuno, N.; Iwamoto, M.; Hashimoto, S.; Kawasaki, M.; Hashimoto, M.; Misono, M. Chem. Mater. 1992, 4, 502.