Synthesis of a nickel bis(dithiolene) complex with strong near-infrared two-photon absorption

Molecular Crystals and Liquid Crystals

Volumn 485, Issue , 2008, Pages 915-927

  Cho, Jian Yang ^a,b   Fu, Jie ^c   Padilha, Lazaro A ^c   Barlow, Stephen ^a,b   Van Stryland, Eric W ^c   Hagan, David J ^c   Bishop, Maximilienne ^b   Marder, Seth R ^a,b  

^a GEORGIA INSTITUTE OF TECHNOLOGY   (United States)

^b University of Arizona   (United States)

^c UNIVERSITY OF CENTRAL FLORIDA   (United States)

Author keywords

Dithiolene; Nickel; Two photon absorption; Z scan

Indexed keywords

CHEMICAL REACTIONS; CHLORINE COMPOUNDS; INFRARED DEVICES; KETONES; NICKEL; PHOTONS; STYRENE; TWO PHOTON PROCESSES;

DITHIOLENE; HECK COUPLING; NEAR INFRARED; PHENYLETHYNYL; PHOSPHORUS PENTASULFIDE; SONOGASHIRA COUPLING; TWO PHOTON ABSORPTION; Z-SCAN;

NICKEL COMPOUNDS;

EID: 47549103312     PISSN: 15421406     EISSN: 15635287     Source Type: Journal    
DOI: 10.1080/15421400801924979     Document Type: Article

References (50)

1. Moses, E. I. & Wu, F. Y. (1980), Opt. Lett., 5, 64.
2. Maloney, C., Byrne, H., Dennis, W. M., Blau, W., & Kelly, J. M. (1988). Chem. Phys., 121, 21.
3. Winter, C. S., Hill, C. A. S., & Underhill, A. E. (1991). Appl. Phys. Lett., 58, 107.
4. Winter, C. S., Oliver, S. N., Manning, R. J., Rush, J. D., Hill, C. A. S., & Underhill, A. E. (1992). J. Mater. Chem., 2, 443.
5. Kuebler, S. M. & Denning, R. G. (1996). Chem. Phys. Lett., 250, 120.
6. (3)) are only due to 2 PA, a cross-section of ca. 5000 GM at 1.06 μm (a wavelength at which there is also significant 1 PA) can be deduced for the material in the film.
7. Mizrahi, V., DeLong, K. W., Stegeman, G. I., Saifi, M. A., & Andrejco, M. J. (1989), Opt. Lett, 14, 1140.
8. Lin, T.-Z., Chung, S.-J., Kim, K.-S., Wang, X., He, G. S., Swiatkiewicz, J., Pudavar, H. E., & Prasad, P. N. (2003). Adv. Polym. Sci., 161, 157.
9. Albota, M., Beljonne, D., Brédas, J. L., Ehrlich, J. E., Fu, J.-Y., Heikal, A. A., Hess, S. E., Kogej, T., Levin, M. D., Marder, S. R., McCord-Maughon, D., Perry, J, W., Röckel, H., Rumi, M., Subramanian, G., Webb, W. W., Wu, X.-L., & Xu, C. (1998). Science, 281, 1653.
10. Rumi, M., Ehrlich, J. E., Heikal, A. A., Perry, J. W., Barlow, S., Hu, Z., McCordMaughon, D., Parker, T. C., Röckel, H., Thayumanavan, S., Marder, S. R., Beljonne, D., & Brédas, J. L. (2000). J. Am. Chem. Soc., 122, 9500.
11. Pond, S. J. K., Rumi, M., Levin, M. D., Parker, T. C., Beljonne, D., Day, M. W., Bredas, J. L., Marder, S. R., & Perry, J. W. (2002). J. Phys. Chem. A., 106, 11470.
12. Yoo, J., Yang, S. K., Jeong, M.-Y., Ahn, H. C., Jeon, S.-J., & Cho, B. R. (2003). Org. Lett, 5, 645.
13. Strehmel, B., Sarker, A. M., & Detert, H. (2003). Chem. Phys. Chem., 4, 249.
14. Chung, S.-J., Rumi, M., Alain, V., Barlow, S., Perry, J. W., & Marder, S. R. (2005). J. Am. Chem. Soc., 127, 10844.
15. Chung, S.-J., Zheng, S., Odani, T., Beverina, L., Fu, J., Padilha, L. A., Biesso, A., Hales, J. M., Zhan, X., Schmidt, K., Ye, A., Zojer, E., Barlow, S., Hagan, D. J., Van Stryland, E. W., Yi, Y., Shuai, Z., Pagani, G. A. Brédas, J. L., Perry, J. W., & Marder, S. R. (2006). J. Am. Chem. Soc., 128, 14444.
16. Ventelon, L., Blanchard-Desce, M., Moreaux, L., & Mertz, J. (1999). Chem. Commun., 2055.
17. Abbotto, A., Beverina, L., Bozio, R., Facchetti, A., Ferrante, C., Pagani, G. A., Pedron, D., & Signorini, R. (2002). Org. Lett., 4, 1495.
18. Oliveira, S. L., Corrêa, D, S., Misoguti, L., Constantino, C. J. L., Aroca, R. F., Zilio, S. C., & Mendonça, C. R. (2005). Adv. Mater., 17, 1890.
19. Zheng, S., Leclercq, A., Fu, J., Beverina, L., Padilha, L. A., Zojer, E., Schmidt, K., Barlow, S., Luo, J., Jiang, S.-H., Jen, A. K.-Y., Yi, Y., Shuai, Z., Van Stryland, E. W., Hagan, D. J., Brédas, J. L., & Marder, S. R. (2007). Chem. Mater., 19, 432.
20. Belfield, K. D., Hagan, D. J., Van Stryland, E. W., Schaefer, K. J., & Negres, R. A. (1999). Org. Lett., 1, 1575.
21. Wang, X., Wang, D., Zhou, G. Y., Yu, W., Zhou, Y., Fang, Q., & Jiang, M. (2001). J. Mater. Chem., 11, 1600.
22. Antonov, L., Kamada, K., Ohta, K., & Kamounah, F. S. (2003). Phys. Chem. Chem. Phys., 5, 1193.
23. Beverina, L., Fu, J., Leclercq, A., Zojer, E., Pacher, P., Barlow, S., Van Stryland, E. W., Hagan, D. J., Brédas, J. L., & Marder, S. R. (2005). J. Am. Chem. Soc., 127, 7282.
24. Cho, B. R., Son, K. H., Lee, S. H., Song, Y.-S., Lee, Y.-K., Jeon, S.-J., Choi, J. H., Lee, H., & Cho, M. (2001). J. Am. Chem. Soc, 123, 10039.
25. Lee, W.-H., Lee, H., Kim, J.-A., Choi, J.-H., Cho, M., Jeon, S.-J., & Cho, B. R. (2001). J. Am. Chem. Soc., 123, 10658.
26. Beljonne, D., Wenseleers, W., Zojer, E., Shuai, Z., Vogel, H., Pond, S. J. K., Perry, J. W., Marder, S. R., & Brédas, J. L. (2002). Adv. Funct. Mater., 12, 631.
27. Cassoux, P. & Valade, L. (1996). Molecular inorganic superconductors. In: Inorganic Materials, 2nd Edition, Bruce, D. W. & O'Hare, D. (Eds.), Wiley: Chichester.
28. Pearson, C., Gibson, J. E., Moore, A. J., Bryce, M. R., & Petty, M. C. (1993). Electronics Lett., 29, 1377.
29. Tagushi, T., Wada, H., Kambayashi, T., Noda, B., Goto, M., Mori, T., Ishikawa, K., & Takezoe, H. (2006). Chem. Phys. Lett., 421, 395.
30. Anthopoulos, T. D., Setayesh, S., Smits, E., Colle, M., Cantatore, E., de Boer, B., Blom, P. W. M., & de Leeuw, D. M. (2006). Adv. Mater., 18, 1900.
31. Cho, J.-Y., Domercq, B., Yu, J., Zhang, X., Jones, S. C., An, Z., Bishop, M., Barlow, S., Marder, S. R., & Kippelen, B. J. Mater. Chem., in press.
32. Kurotobi, K., Kim, K. S., Noh, S. B., Kim, D., & Osuka, A. (2006). Angew. Chem. Int. Ed., 45, 3944.
33. Drobizhev, M., Stepanenko, Y., Rebane, A., Wilson, C. J., Screen, T. E. O., & Anderson, H. L. (2006). J. Am. Chem. Soc., 128, 12432.
34. Spangler, C. W. (1999). J. Mater. Chem., 9, 2013.
35. Tay, S., Thomas, J., Eralp, M., Li, G., Kippelen, B., Marder, S. R., Meredith, G., Schülzgen, A., & Peyghambarian, N. (2004). Appl. Phys. Lett., 85, 4561.
36. Tay, S., Thomas, J., Eralp, M., Li, G., Norwood, R. A., Schülzgen, A., Yamamoto, M., Barlow, S., Walker, G. A., Marder, S. R., & Peyghambarian, N. (2005). Appl. Phys. Lett., 87, 171105.
37. Schrauzer, G. & Mayweg, V. P. (1965). J. Am. Chem. Soc., 87, 1483.
38. Ohta, K., Hasebe, H., Ema, H., Fujimoto, T., & Yamamoto, I. (1989). J. Chem. Soc., Chem. Commun., 1610.
39. Ohta, K, Inagaki-Oka, Y., Hasebe, H., & Yamamoto, I. (2000). Polyhedron, 19, 267.
40. Cho, J.-Y., Barlow, S., Marder, S. R., Fu, J., Padilha, L. A., Van Stryland, E. W., Hagan, D. J., & Bishop, M. (2007), Opt. Lett, 32, 671.
41. Kosteyn, F., Zerban, G., & Meier, H. (1992). Chem. Ber., 125, 893.
42. Gehringer, L., Guillon, D., & Donnio, B. (2003). Macromolecules, 36, 5593.
43. Gehringer, L., Bourgogne, C., Guillon, D., & Donnio, B. (2004). J. Am. Chem. Soc., 126, 3856.
44. Le Bigot, Y., Delmas, M., & Gaset, A. (1982). 12, 107.
45. Pelter, A., Ward, R. S., & Little, G. M. (1990). J. Chem. Soc Perkin. Trans., 1, 2775.
46. Yin, L. & Liebscher, J. (2007). Chem. Rev., 107, 133.
47. Mueller-Westerhoff, U. T., Vance, B., & Yoon, D. I. (1991). Tetrahedron, 47, 909.
48. Sheik-bahae, M., Said, A. A., & Van Stryland, E. W. (1989). Opt. Lett, 14, 955.
49. Sheik-bahae, M., Said, A. A., Wei, T.-H., Hagan, D. J., & Van Stryland, E. W. (1990). IEEE J. Quantum. Electron., 26, 760.
50. For another example where extension of a π system affects transition dipole moment terms more strongly than energy terms, and consequently where the former terms dominate the evolution of NLO properties, see: Hu, Z.-Y., Fort, A., Barzoukas, M., Jen, A. K.-Y., Barlow, S., & Marder, S. R., (2004) J. Phys. Chem. B, 108, 8626.