Display options
Cite
Liao Y, Eichinger BE, Firestone KA, et al. Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores. J Am Chem Soc. 2005;127(8):2758-66doi: 10.1021/ja0449123.
Liao, Y., Eichinger, B. E., Firestone, K. A., Haller, M., Luo, J., Kaminsky, W., Benedict, J. B., Reid, P. J., Jen, A. K., Dalton, L. R., & Robinson, B. H. (2005). Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores. Journal of the American Chemical Society, 127(8), 2758-66. https://doi.org/10.1021/ja0449123
Liao, Yi, et al. "Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores." Journal of the American Chemical Society vol. 127,8 (2005): 2758-66. doi: https://doi.org/10.1021/ja0449123
Liao Y, Eichinger BE, Firestone KA, Haller M, Luo J, Kaminsky W, Benedict JB, Reid PJ, Jen AK, Dalton LR, Robinson BH. Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores. J Am Chem Soc. 2005 Mar 02;127(8):2758-66. doi: 10.1021/ja0449123. PMID: 15725034.
Copy Download .nbib Format: NLM
Share it on

J Am Chem Soc. 2005 Mar 02;127(8):2758-66. doi: 10.1021/ja0449123.

Systematic study of the structure-property relationship of a series of ferrocenyl nonlinear optical chromophores.

Journal of the American Chemical Society

Yi Liao, Bruce E Eichinger, Kimberly A Firestone, Marnie Haller, Jingdong Luo, Werner Kaminsky, Jason B Benedict, Philip J Reid, Alex K-Y Jen, Larry R Dalton, Bruce H Robinson

Affiliations

  1. Department of Materials Science and Engineering University of Washington, Seattle, Washington 98195-2120, USA.

PMID: 15725034 DOI: 10.1021/ja0449123

Abstract

A series of novel nonlinear optical (NLO) chromophores 1-4 incorporating the ferrocenyl (Fc) group as an electron donor and 2-dicyanomethylene-3-cyano-4-methyl-2,5-dihydrofuran (TCF) derivatives as electron acceptors are presented. The use of a constant Fc donor and varied acceptors and bridges makes it possible to systematically determine the contribution of the conjugated bridge and the acceptor strength to chromophore nonlinear optical activity. The X-ray crystal structures of all four chromophores allow for the systematic investigation of the structure-property relationship for this class of molecules. For example, the crystal structures reveal that both cyclopentadienyl groups in the ferrocenyl donor contribute to the electron donating ability. The first-order hyperpolarizabilities beta of these chromophores, measured by hyper-Rayleigh scattering (HRS) relative to p-nitroaniline are reported. These beta values are compared to those calculated by density functional theory (DFT). The excellent agreement between the theoretical and experimental beta values demonstrates that a linear relation exists between the hyperpolarizability and the bond length alternation. An electrooptic coefficient, r(33), of approximately 25 pm/V at 1300 nm, for compound 4, incorporated into a polymer matrix, is competitive with organic chromophores. Moreover, this r(33) is more than 30 times larger than the previously reported value for an organometallic chromophore in a poled polymer matrix. This work not only underscores the potential for Fc donor moieties, which have been underutilized, but also demonstrates that experimental characterization and theoretical simulations are now congruent, viable methods for assessing potential performance of NLO materials.

Publication Types