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Design of Organic Molecules with Large Two-Photon Absorption Cross Sections
Abstract
A strategy for the design of molecules with large two-photon absorption cross sections, δ, was developed, on the basis of the concept that symmetric charge transfer, from the ends of a conjugated system to the middle, or vice versa, upon excitation is correlated to enhanced values of δ. Synthesized bis(styryl)benzene derivatives with donor-π-donor, donor-acceptor-donor, and acceptor-donor-acceptor structural motifs exhibit exceptionally large values of δ, up to about 400 times that of trans- stilbene. Quantum chemical calculations performed on these molecules indicate that substantial symmetric charge redistribution occurs upon excitation and provide δ values in good agreement with experimental values. The combination of large δ and high fluorescence quantum yield or triplet yield exhibited by molecules developed here offers potential for unprecedented brightness in two-photon fluorescent imaging or enhanced photosensitivity in two-photon sensitization, respectively.
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Citations
Cites
Three-dimensional optical data storage in refractive media by two-photon point excitation
Strickler, J. H., & Webb, W. W. (1991) · Optics Letters · doi:10.1364/ol.16.001780 · Cited by 627
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Aggregation-Induced Emission: Together We Shine, United We Soar!
Mei, J., Leung, N. L. C., Kwok, R. T. K., Lam, J. W. Y., & Tang, B. Z. (2015) · Chemical Reviews · doi:10.1021/acs.chemrev.5b00263 · Cited by 8,270
Luminescent metal–organic frameworks
Allendorf, M. D., Bauer, C. A., Bhakta, R. K., & Houk, R. J. T. (2009) · Chemical Society Reviews · doi:10.1039/b802352m · Cited by 4,960
Principles of two-photon excitation microscopy and its applications to neuroscience
Svoboda, K., & Yasuda, R. (2006) · Neuron · doi:10.1016/j.neuron.2006.05.019 · Cited by 1,027
Ovsianikov, A., Mironov, V., Stampfl, J., & Liska, R. (2012) · Expert Review of Medical Devices · doi:10.1586/erd.12.48 · Cited by 160
Liu, S., Chen, R., Zhang, J., Li, Y., He, M., Fan, X., Zhang, H., Lu, X., Kwok, R. T. K., Lin, H., et al. (2020) · ACS Nano · doi:10.1021/acsnano.0c07527 · Cited by 129
Metadata
- Authors
- 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., Subramaniam, G., Webb, W. W., Wu, X.-L., & Xu, C.
- Venue
- Science
- Published
- 1998-09-11
- Volume
- 281
- Issue
- 5383
- Pages
- 1653-1656
- ISSN
- 0036-8075 (ISSN-L)
- 1095-9203
- OpenAlex
- W2105184358
- Cited by
- 2,245
- References
- 1
- FWCI
- 49.22
- Type
- journal article
- Language
- en
- Open access
- closed
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- 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., Subramaniam, G., Webb, W. W., Wu, X.-L., & Xu, C. (1998). Design of Organic Molecules with Large Two-Photon Absorption Cross Sections. Science. https://doi.org/10.1126/science.281.5383.1653
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