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Solvent Effects on the Two-Photon Absorption of Distyrylbenzene Chromophores
Abstract
A series of organic- and water-soluble distyrylbenzene-based two-photon absorption (TPA) fluorophores containing dialkylamino donor groups at the termini was designed, synthesized, and characterized. The central core was systematically substituted to modulate intramolecular charge transfer (ICT). These molecules allow an examination of solvent effects on the TPA cross section (delta) and on the TPA action cross section. In toluene, the delta values follow the order of ICT strength. The effect of solvent on delta is nonmonotonic: maximum delta was measured in an intermediate polarity solvent (THF) and was lowest in water. We failed to find a correlation between the observed solvent effect and previous theoretical predictions. Hydrogen bonding to the donor groups and aggregation of the optical units in water, which are not included in calculational analysis, may be responsible for the discrepancies between experimental results and theory.
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Finer features for functional microdevices
Kawata, S., Sun, H.-B., Tanaka, T., & Takada, K. (2001) · Nature · doi:10.1038/35089130 · Cited by 2,871
Cited by
Qin, A., Lam, J. W. Y., & Tang, B. Z. (2010) · Chemical Society Reviews · doi:10.1039/b909064a · Cited by 587
Charge Instability in Quadrupolar Chromophores: Symmetry Breaking and Solvatochromism
Terenziani, F., Painelli, A., Katan, C., Charlot, M., & Blanchard-Desce, M. (2006) · Journal of the American Chemical Society · doi:10.1021/ja064521j · Cited by 454
Ovsianikov, A., Mironov, V., Stampfl, J., & Liska, R. (2012) · Expert Review of Medical Devices · doi:10.1586/erd.12.48 · Cited by 160
Metadata
- Authors
- Woo, H. Y., Liu, B., Kohler, B., Korystov, D., Mikhailovsky, A., & Bazan, G. C.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2005-09-30
- Volume
- 127
- Issue
- 42
- Pages
- 14721-14729
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1982802198
- Cited by
- 317
- References
- 1
- FWCI
- 10.36
- Type
- journal article
- Language
- en
- Open access
- closed
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- Woo, H. Y., Liu, B., Kohler, B., Korystov, D., Mikhailovsky, A., & Bazan, G. C. (2005). Solvent Effects on the Two-Photon Absorption of Distyrylbenzene Chromophores. Journal of the American Chemical Society. https://doi.org/10.1021/ja052906g
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