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Charge Instability in Quadrupolar Chromophores: Symmetry Breaking and Solvatochromism
Open accessAbstract
We present a joint theoretical and experimental work aimed to understand the spectroscopic behavior of multipolar dyes of interest for nonlinear optics (NLO) applications. In particular, we focus on the occurrence of broken-symmetry states in quadrupolar organic dyes and their spectroscopic consequences. To gain a unified description, we have developed a model based on a few-state description of the charge-transfer processes characterizing the low-energy physics of these systems. The model takes into account the coupling between electrons and slow degrees of freedom, namely, molecular vibrations and polar solvation coordinates. We predict the occurrence of symmetry breaking in either the ground or first excited state. In this respect, quadrupolar chromophores are classified in three different classes, with distinctively different spectroscopic behavior. Cases of true and false symmetry breaking are discriminated and discussed by making resort to nonadiabatic calculations. The theoretical model is applied to three representative quadrupolar chromophores: their qualitatively different solvatochromic properties are connected to the presence or absence of broken-symmetry states and related to two-photon absorption (TPA) cross-sections. The proposed approach provides useful guidelines for the synthesis of dyes for TPA application and represents a general and unifying reference frame to understand energy-transfer processes in multipolar molecular systems, offering important clues to understand basic properties of materials of interest for NLO and energy-harvesting applications.
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Cites
Solvatochromic Dyes as Solvent Polarity Indicators
Reichardt, C. (1994) · Chemical Reviews · doi:10.1021/cr00032a005 · Cited by 5,527
Electric Moments of Molecules in Liquids
Onsager, L. (1936) · Journal of the American Chemical Society · doi:10.1021/ja01299a050 · Cited by 5,329
Measurement of photoluminescence quantum yields. Review
Crosby, G. A., & Demas, J. N. (1971) · The Journal of Physical Chemistry · doi:10.1021/j100678a001 · Cited by 4,870
Relationship between Absorption Intensity and Fluorescence Lifetime of Molecules
Strickler, S. J., & Berg, R. A. (1962) · The Journal of Chemical Physics · doi:10.1063/1.1733166 · Cited by 2,481
Molecular Compounds and their Spectra. II
Mulliken, R. S. (1952) · Journal of the American Chemical Society · doi:10.1021/ja01123a067 · Cited by 2,412
Design of Organic Molecules with Large Two-Photon Absorption Cross Sections
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., et al. (1998) · Science · doi:10.1126/science.281.5383.1653 · Cited by 2,245
Xu, C., & Webb, W. W. (1996) · Journal of the Optical Society of America B · doi:10.1364/josab.13.000481 · Cited by 2,198
Sutherland, R. L. (2003) · CRC Press eBooks · doi:10.1201/9780203912539 · Cited by 1,823
Third-Order Nonlinear Optical Response in Organic Materials: Theoretical and Experimental Aspects
Bredas, J. L., Adant, C., Tackx, P., Persoons, A., & Pierce, B. M. (1994) · Chemical Reviews · doi:10.1021/cr00025a008 · Cited by 1,356
The Elements of Nonlinear Optics
Butcher, P. N., & Cotter, D. (1990) · Cambridge University Press eBooks · doi:10.1017/cbo9781139167994 · Cited by 1,297
Rumi, M., Ehrlich, J. E., Heikal, A. A., Perry, J. W., Barlow, S., Hu, Z., McCord-Maughon, D., Parker, T. C., Röckel, H., Thayumanavan, S., et al. (2000) · Journal of the American Chemical Society · doi:10.1021/ja994497s · Cited by 858
Advances Infrared and Raman Spectroscopy
A.J.B (1984) · Journal of Molecular Structure · doi:10.1016/0022-2860(84)85198-4 · Cited by 477
Two-photon absorption and optical-limiting properties of novel organic compounds
He, G. S., Reinhardt, B. A., Bhatt, J. C., Dillard, A. G., Xu, G. C., & Prasad, P. N. (1995) · Optics Letters · doi:10.1364/ol.20.000435 · Cited by 459
Electrochromism and Solvatochromism
Liptay, W. (1969) · Angewandte Chemie International Edition in English · doi:10.1002/anie.196901771 · Cited by 413
Katan, C., Terenziani, F., Mongin, O., Werts, M. H. V., Porrès, L., Pons, T., Mertz, J., Tretiak, S., & Blanchard-Desce, M. (2005) · The Journal of Physical Chemistry A · doi:10.1021/jp044193e · Cited by 367
Self-citationSolvent Effects on the Two-Photon Absorption of Distyrylbenzene Chromophores
Woo, H. Y., Liu, B., Kohler, B., Korystov, D., Mikhailovsky, A., & Bazan, G. C. (2005) · Journal of the American Chemical Society · doi:10.1021/ja052906g · Cited by 317
Mongin, O., Porrès, L., Moreaux, L., Mertz, J., & Blanchard-Desce, M. (2002) · Organic Letters · doi:10.1021/ol017150e · Cited by 270
Self-citationPrinciples of nonlinear optical spectroscopy
Letokhov, V. S. (1998) · Physics-Uspekhi · doi:10.1070/pu1998v041n05abeh000400 · Cited by 237
Ventelon, L., Charier, S., Moreaux, L. C., Mertz, J. C., & Blanchard-Desce, M. H. (2001) · Angewandte Chemie International Edition · doi:10.1002/1521-3773(20010601)40:11<2098::aid-anie2098>3.0.co;2-0 · Cited by 216
Self-citationBeyond the Cyanine Limit: Peierls Distortion and Symmetry Collapse in a Polymethine Dye
Tolbert, L. M., & Zhao, X. (1997) · Journal of the American Chemical Society · doi:10.1021/ja9626953 · Cited by 185
Varnavski, O. P., Ostrowski, J. C., Sukhomlinova, L., Twieg, R. J., Bazan, G. C., & Goodson, T. (2002) · Journal of the American Chemical Society · doi:10.1021/ja011038u · Cited by 182
Barzoukas, M., & Blanchard-Desce, M. (2000) · The Journal of Chemical Physics · doi:10.1063/1.1288367 · Cited by 181
Self-citationLe Droumaguet, C., Mongin, O., Werts, M. H. V., & Blanchard-Desce, M. (2005) · Chemical Communications · doi:10.1039/b502585k · Cited by 179
Self-citationGoodson, T. G. (2005) · Accounts of Chemical Research · doi:10.1021/ar020247w · Cited by 176
Stahl, R., Lambert, C., Kaiser, C., Wortmann, R., & Jakober, R. (2006) · Chemistry – A European Journal · doi:10.1002/chem.200500948 · Cited by 174
Novel Two-Photon Absorbing Dendritic Structures
Adronov, A., Fréchet, J. M. J., He, G. S., Kim, K.-S., Chung, S.-J., Swiatkiewicz, J., & Prasad, P. N. (2000) · Chemistry of Materials · doi:10.1021/cm000586o · Cited by 173
New quadrupolar fluorophores with high two-photon excited fluorescence
Ventelon, L., Blanchard-Desce, M., Moreaux, L., & Mertz, J. (1999) · Chemical Communications · doi:10.1039/a906182g · Cited by 160
Self-citationBoldrini, B., Cavalli, E., Painelli, A., & Terenziani, F. (2002) · The Journal of Physical Chemistry A · doi:10.1021/jp020031b · Cited by 146
Self-citationAbbotto, A., Beverina, L., Bozio, R., Facchetti, A. F., Ferrante, C., Pagani, G. A., Pedron, D., & Signorini, R. (2003) · Chemical Communications · doi:10.1039/b305995b · Cited by 125
Ultrafast Dynamics in Multibranched Structures with Enhanced Two-Photon Absorption
Wang, Y., He, G. S., Prasad, P. N., & Goodson, T. G., III (2005) · Journal of the American Chemical Society · doi:10.1021/ja051099i · Cited by 123
Synthesis and two-photon absorption of triphenylbenzene-cored dendritic chromophores
Mongin, O., Brunel, J., Porrès, L., & Blanchard-Desce, M. H. (2003) · Tetrahedron Letters · doi:10.1016/s0040-4039(03)00455-6 · Cited by 107
Self-citationMeta-Conjugation and Excited-State Coupling in Phenylacetylene Dendrimers
Gaab, K. M., Thompson, A. L., Xu, J., Martı́nez, T. J., & Bardeen, C. J. (2003) · Journal of the American Chemical Society · doi:10.1021/ja029489h · Cited by 97
Two-photon states in squaraine monomers and oligomers
Scherer, D., Dörfler, R., Feldner, A., Vogtmann, T., Schwoerer, M., Lawrentz, U., Grahn, W., & Lambert, C. (2002) · Chemical Physics · doi:10.1016/s0301-0104(02)00384-1 · Cited by 96
Optical Spectra of Push−Pull Chromophores in Solution: A Simple Model
Painelli, A., & Terenziani, F. (2000) · The Journal of Physical Chemistry A · doi:10.1021/jp0016075 · Cited by 90
Self-citationStudy on squarylium cyanine dyes for photoelectric conversion
Zhao, W., Hou, Y., Wang, X. S., Zhang, B. W., Cao, Y., Yang, R., Wang, W. B., & Xiao, X. R. (1999) · Solar Energy Materials and Solar Cells · doi:10.1016/s0927-0248(98)00201-3 · Cited by 83
A non-perturbative approach to solvatochromic shifts of push–pull chromophores
Painelli, A., & Terenziani, F. (1999) · Chemical Physics Letters · doi:10.1016/s0009-2614(99)00960-4 · Cited by 77
Self-citationVerbouwe, W., Viaene, L., der Auweraer, M. V., Schryver, F. C. D., Masuhara, H., Pansu, R. B., & Faure, J. (1997) · The Journal of Physical Chemistry A · doi:10.1021/jp970666o · Cited by 53
Optimization of quadrupolar chromophores for molecular two-photon absorption
Ventelon, L., Moreaux, L. C., Mertz, J. C., & Blanchard-Desce, M. H. (2002) · Synthetic Metals · doi:10.1016/s0379-6779(01)00588-4 · Cited by 53
Self-citation
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Hestand, N. J., & Spano, F. C. (2018) · Chemical Reviews · doi:10.1021/acs.chemrev.7b00581 · Cited by 1,904
Ovsianikov, A., Mironov, V., Stampfl, J., & Liska, R. (2012) · Expert Review of Medical Devices · doi:10.1586/erd.12.48 · Cited by 160
Dereka, B., & Vauthey, E. (2017) · Chemical Science · doi:10.1039/c7sc00437k · Cited by 82
Bardi, B., Dall’Agnese, C., Moineau-Chane Ching, K. I., Painelli, A., & Terenziani, F. (2017) · The Journal of Physical Chemistry C · doi:10.1021/acs.jpcc.7b04647 · Cited by 30
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Metadata
- Authors
- Terenziani, F., Painelli, A., Katan, C., Charlot, M., & Blanchard-Desce, M.
- Venue
- Journal of the American Chemical Society
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-11-14
- Volume
- 128
- Issue
- 49
- Pages
- 15742-15755
- ISSN
- 0002-7863 (ISSN-L)
- 1520-5126
- OpenAlex
- W1995997812
- Cited by
- 454
- References
- 38
- FWCI
- 8.15
- Type
- journal article
- Language
- en
- Open access
- green
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