Hydrogen-Bond-Assisted Excited-State Deactivation at Liquid/Water Interfaces
Open accessAbstract
The excited-state dynamics of eosin B (EB) at dodecane/water and decanol/water interfaces has been investigated with polarization-dependent and time-resolved surface second harmonic generation. The results of the polarization-dependent measurements vary substantially with (1) the EB concentration, (2) the age of the sample, and (3) the nature of the organic phase. All of these effects are ascribed to the formation of EB aggregates at the interface. Aggregation also manifests itself in the time-resolved measurements as a substantial shortening of the excited-state lifetime of EB. However, independently of the dye concentration used, the excited-state lifetime of EB at both dodecane/water and decanol/water interfaces is much longer than in bulk water, where the excited-state population undergoes hydrogen-bond-assisted non-radiative deactivation in a few picoseconds. These results indicate that hydrogen bonding between EB and water molecules at liquid/water interfaces is either much less efficient than in bulk water or does not enhance non-radiative deactivation. This strong increase of the excited-state lifetime of EB at liquid/water interfaces opens promising avenues of applying this molecule as a fluorescent interfacial probe.
Integrity signals
Registry
Cites
Statistics
Claims the paper makes
Claims other papers make about this one
Each is checked against this paper’s own text: does it say what the citing paper says it does?
A hydrogen-bond-assisted excited-state nonradiative deactivation pathway often predominates in dyes with an intramolecular charge transfer character.
“A hydrogen-bond-assisted excited-state nonradiative deactivation pathway often predominates in dyes with an ICT character.77−79”
Cites
Water as an active constituent in cell biology
Ball, P. (2008) · Chemical Reviews · doi:10.1021/cr068037a · Cited by 2,177 · see citing works
Liquid Interfaces Probed by Second-Harmonic and Sum-Frequency Spectroscopy
Eisenthal, K. B. (1996) · Chemical Reviews · doi:10.1021/cr9502211 · Cited by 1,175 · see citing works
Water at Hydrophobic Surfaces: Weak Hydrogen Bonding and Strong Orientation Effects
Scatena, L. F., Brown, M. G., & Richmond, G. L. (2001) · Science · doi:10.1126/science.1059514 · Cited by 1,140 · see citing works
Richmond, G. L. (2002) · Chemical Reviews · doi:10.1021/cr0006876 · Cited by 1,108 · see citing works
Principles of protein–protein recognition
Chothia, C., & Janin, J. (1975) · Nature · doi:10.1038/256705a0 · Cited by 1,014 · see citing works
Aggregation phenomena in xanthene dyes
Valdes‐Aguilera, O., & Neckers, D. C. (1989) · Accounts of Chemical Research · doi:10.1021/ar00161a002 · Cited by 495 · see citing works
Liquid Interfaces In Chemical, Biological And Pharmaceutical Applications
Volkov, A. G. (2001) · CRC Press eBooks · doi:10.1201/9780203908754 · Cited by 307 · see citing works
Inoue, H., Hida, M., Nakashima, N., & Yoshihara, K. (1982) · The Journal of Physical Chemistry · doi:10.1021/j100213a024 · Cited by 208 · see citing works
Proton transfer and hydrogen bonding in the internal conversion of S1 anthraquinones
Flom, S. R., & Barbara, P. F. (1985) · The Journal of Physical Chemistry · doi:10.1021/j100267a017 · Cited by 204 · see citing works
Integration or Segregation: How Do Molecules Behave at Oil/Water Interfaces?
Moore, F. G., & Richmond, G. L. (2008) · Accounts of Chemical Research · doi:10.1021/ar7002732 · Cited by 203 · see citing works
Confirmation of enhanced anion concentration at the liquid water surface
Petersen, P. B., & Saykally, R. J. (2004) · Chemical Physics Letters · doi:10.1016/j.cplett.2004.08.049 · Cited by 185 · see citing works
Fluorescence quenching of rhodamine 6G in methanol at high concentration
Penzkofer, A., & Lu, Y. (1986) · Chemical Physics · doi:10.1016/0301-0104(86)80041-6 · Cited by 177 · see citing works
Cser, A., Sebök‐Nagy, K., & Biczók, L. (2002) · Chemical Physics Letters · doi:10.1016/s0009-2614(02)00784-4 · Cited by 171 · see citing works
Environmental effects on the aggregation of some xanthene dyes used in lasers
De, S., Das, S., & Girigoswami, A. (2005) · Spectrochimica Acta Part A Molecular and Biomolecular Spectroscopy · doi:10.1016/j.saa.2004.06.054 · Cited by 160 · see citing works
Petersen, P. B., & Saykally, R. J. (2006) · The Journal of Physical Chemistry B · doi:10.1021/jp0601825 · Cited by 147 · see citing works
Hydrophobic hydration, hydrophobic forces and protein folding
Wiggins, P. M. (1997) · Physica A Statistical Mechanics and its Applications · doi:10.1016/s0378-4371(96)00431-1 · Cited by 135 · see citing works
Orientation, Hydrogen Bonding, and Penetration of Water at the Organic/Water Interface
Scatena, L. F., & Richmond, G. L. (2001) · The Journal of Physical Chemistry B · doi:10.1021/jp0132174 · Cited by 119 · see citing works
Hydrogen bond strengths from solvent-dependent lifetimes of Rose Bengal dye
Cramer, L. E., & Spears, K. G. (1978) · Journal of the American Chemical Society · doi:10.1021/ja00469a039 · Cited by 114 · see citing works
Klonis, N., Clayton, A. H. A., Voss, E. W., et al. (1998) · Photochemistry and Photobiology · doi:10.1111/j.1751-1097.1998.tb09085.x · Cited by 108 · see citing works
Yatsuhashi, T., & Inoue, H. (1997) · The Journal of Physical Chemistry A · doi:10.1021/jp970581n · Cited by 97 · see citing works
The Real Reason Why Oil and Water Don't Mix
Silverstein, T. P. (1998) · Journal of Chemical Education · doi:10.1021/ed075p116 · Cited by 96 · see citing works
Static and Dynamic Electronic Spectroscopy at Liquid Interfaces
Benjamin, I. (2006) · Chemical Reviews · doi:10.1021/cr040362f · Cited by 93 · see citing works
Role of Hydration Water in Protein Unfolding
Robinson, G. W., & Cho, C. H. (1999) · Biophysical Journal · doi:10.1016/s0006-3495(99)77162-6 · Cited by 89 · see citing works
Anisotropic Orientational Motion of Molecular Adsorbates at the Air−Water Interface
Zimdars, D. A., Dadap, J. I., Eisenthal, K. B., et al. (1999) · The Journal of Physical Chemistry B · doi:10.1021/jp984468o · Cited by 82 · see citing works
Surface second harmonic generation
Frey, J. G. (1997) · Journal of Electroanalytical Chemistry · doi:10.1016/s0022-0728(97)00245-3 · Cited by 75 · see citing works
Ultrafast dynamics and structure at aqueous interfaces by second harmonic generation
Shi, X., Borguet, E., Tarnovsky, A. N., et al. (1996) · Chemical Physics · doi:10.1016/0301-0104(95)00373-8 · Cited by 75 · see citing works
Fita, P., Fedoseeva, M., & Vauthey, E. (2011) · The Journal of Physical Chemistry A · doi:10.1021/jp110849x · Cited by 73 · see citing works
Self-citationOnorato, R. M., Otten, D. E., & Saykally, R. J. (2009) · Proceedings of the National Academy of Sciences · doi:10.1073/pnas.0904800106 · Cited by 69 · see citing works
McFearin, C. L., Beaman, D. K., Moore, F. G., et al. (2008) · The Journal of Physical Chemistry C · doi:10.1021/jp808212m · Cited by 67 · see citing works
Rotational relaxation at the air/water interface by time-resolved second harmonic generation
Castro, A., Sitzmann, E. V., Zhang, D., et al. (1991) · The Journal of Physical Chemistry · doi:10.1021/j100171a003 · Cited by 64 · see citing works
Watarai, H., Teramae, N., & Sawada, T. (2005) · Nanostructure science and technology · doi:10.1007/0-387-27541-x · Cited by 63 · see citing works
Sekiguchi, K., Yamaguchi, S., & Tahara, T. (2008) · The Journal of Chemical Physics · doi:10.1063/1.2841023 · Cited by 56 · see citing works
Ultrafast Excited-State Electron Transfer at an Organic Liquid/Aqueous Interface
McArthur, E. A., & Eisenthal, K. B. (2006) · Journal of the American Chemical Society · doi:10.1021/ja056518q · Cited by 55 · see citing works
Fürstenberg, A., & Vauthey, E. (2005) · Photochemical & Photobiological Sciences · doi:10.1039/b418188c · Cited by 55 · see citing works
Self-citationEffect of Organic Surfactant on Femtosecond Solvation Dynamics at the Air-Water Interface
Benderskii, A. V., & Eisenthal, K. B. (2000) · The Journal of Physical Chemistry B · doi:10.1021/jp0025429 · Cited by 52 · see citing works
Surface Second Harmonic Generation
Brevet, P. (1997) · Infoscience (Ecole Polytechnique Fédérale de Lausanne) · Cited by 52 · see citing works
Second Harmonic Generation from Oxazine Dyes at the Air/Water Interface
Steinhurst, D. A., & Owrutsky, J. C. (2001) · The Journal of Physical Chemistry B · doi:10.1021/jp003893q · Cited by 48 · see citing works
Vauthey, E. (1993) · Chemical Physics Letters · doi:10.1016/0009-2614(93)90138-q · Cited by 46 · see citing works
Self-citationFita, P., Punzi, A., & Vauthey, E. (2009) · The Journal of Physical Chemistry C · doi:10.1021/jp906676x · Cited by 44 · see citing works
Self-citationTamburello-Luca, A. A., Hébert, P., Antoine, R., Brevet, P., & Girault, H. H. (1997) · Langmuir · doi:10.1021/la9621271 · Cited by 43 · see citing works
Antoine, R., Tamburello-Luca, A. A., Hébert, P., et al. (1998) · Chemical Physics Letters · doi:10.1016/s0009-2614(98)00239-5 · Cited by 42 · see citing works
Shang, X., Benderskii, A. V., & Eisenthal, K. B. (2001) · The Journal of Physical Chemistry B · doi:10.1021/jp0105746 · Cited by 42 · see citing works
Meech, S. R., & Yoshihara, K. (1990) · The Journal of Physical Chemistry · doi:10.1021/j100375a029 · Cited by 37 · see citing works
Different Molecules Experience Different Polarities at the Air/Water Interface
Sen, S., Yamaguchi, S., & Tahara, T. (2009) · Angewandte Chemie International Edition · doi:10.1002/anie.200901094 · Cited by 37 · see citing works
Fedoseeva, M., Fita, P., Punzi, A., et al. (2010) · The Journal of Physical Chemistry C · doi:10.1021/jp104334g · Cited by 36 · see citing works
Self-citationBrevet, P. (1996) · Journal of the Chemical Society Faraday Transactions · doi:10.1039/ft9969204547 · Cited by 30 · see citing works
Punzi, A., Martin-Gassin, G., Grilj, J., et al. (2009) · The Journal of Physical Chemistry C · doi:10.1021/jp9018662 · Cited by 29 · see citing works
Sherin, P. S., Grilj, J., Kopylova, L. V., et al. (2010) · The Journal of Physical Chemistry B · doi:10.1021/jp104485k · Cited by 28 · see citing works
Studies of water/alcohol and air/alcohol interfaces by second harmonic generation
Antoine, R., Bianchi, F., Brevet, P., et al. (1997) · Journal of the Chemical Society Faraday Transactions · doi:10.1039/a703711b · Cited by 25 · see citing works
Transient Second Harmonic Generation from Oxazine Dyes at the Air/Water Interface
Steinhurst, D. A., Baronavski, A. P., & Owrutsky, J. C. (2002) · The Journal of Physical Chemistry B · doi:10.1021/jp013360x · Cited by 22 · see citing works
Siler, A. R., Brindza, M. R., & Walker, R. A. (2009) · Analytical and Bioanalytical Chemistry · doi:10.1007/s00216-009-2957-8 · Cited by 13 · see citing works
Exploring liquid–liquid interfaces with transient evanescent grating techniques
Brodard, P., & Vauthey, E. (2003) · Review of Scientific Instruments · doi:10.1063/1.1517736 · Cited by 13 · see citing works
Self-citationCompression of the dye monolayer at the air/water interface studied by second harmonic generation
Tsukanova, V., Slyadneva, O. N., Inoue, T., et al. (1999) · Chemical Physics · doi:10.1016/s0301-0104(99)00257-8 · Cited by 12 · see citing works
Song, J., & Kim, M. W. (2010) · The Journal of Physical Chemistry B · doi:10.1021/jp9104882 · Cited by 11 · see citing works
Orientational Phase Transitions in Merocyanine Monolayers on Acidic Aqueous Subphases
Lin, S., & Meech, S. R. (2000) · Langmuir · doi:10.1021/la990932k · Cited by 7 · see citing works
Flagged first, then by citations
Cited by
Sorted by citations
Universal quenching of common fluorescent probes by water and alcohols
Maillard, J., Klehs, K., Rumble, C., Vauthey, E., Heilemann, M., & Fürstenberg, A. (2021) · Chemical Science · doi:10.1039/d0sc05431c · Cited by 306 · see citing works
Self-citationDereka, B., & Vauthey, E. (2017) · Chemical Science · doi:10.1039/c7sc00437k · Cited by 82 · see citing works
Self-citationPiwoński, H., Nozue, S., & Habuchi, S. (2022) · ACS Nanoscience Au · doi:10.1021/acsnanoscienceau.1c00038 · Cited by 39 · see citing works
- Authors
- Fita, P., Fedoseeva, M., & Vauthey, E.
- Affiliations
- University of Geneva (CH)
- Corresponding author
- Vauthey, Eric
- Venue
- Langmuir
- Publisher
- American Chemical Society (ACS)
- Published
- 2011-03-15
- Volume
- 27
- Issue
- 8
- Pages
- 4645-4652
- ISSN
- 0743-7463 (ISSN-L)
- 1520-5827
- OpenAlex
- W2008818815
- Cited by
- 28
- References
- 55
- Citations by year
- 2025: 3 · 2022: 3 · 2021: 1 · 2020: 1 · 2018: 3 · 2017: 3 · 2016: 1 · 2015: 2 · 2014: 4 · 2013: 3 · 2012: 4
- FWCI
- 2.34
- Type
- journal article
- Language
- en
- Open access
- Licence
- other-oa
- Locations
- Langmuir (publishedVersion)
- PubMed (publishedVersion)
- Archive ouverte UNIGE (University of Geneva) (publishedVersion, other-oa)
- Archive ouverte UNIGE (University of Geneva) (submittedVersion, cc-by)
- Funders
- Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung (115942, 200020)
- Fundacja na rzecz Nauki Polskiej
- Université de Genève
- Topics
- Physical Sciences › Chemistry › Physical and Theoretical Chemistry › Photochemistry and Electron Transfer Studies
- Physical Sciences › Physics and Astronomy › Atomic and Molecular Physics, and Optics › Spectroscopy and Quantum Chemical Studies
- Physical Sciences › Materials Science › Materials Chemistry › Luminescence and Fluorescent Materials
- Keywords
- eosin B, excited-state dynamics, hydrogen bonding, non-radiative deactivation, excited state lifetime, dye aggregation, dodecane/water interface, surface second harmonic generation
About these checks
Registry, retraction, Cites and statistics results are computed, not judged, with one exception: a printed reference that no index lists is read once by a model before it counts as a citation error. Claims are extracted by a model and kept only when their quote appears verbatim in the text; each cited source is then checked, with a model’s help, for whether it says what the claim relies on. Those verdicts can be wrong — read the claim’s quote and the cited source before relying on one.
Statistics and arithmetic are recomputed, not judged.
Confidence bands are shown only for fields calibrated on our annotated test set. None is calibrated yet, so no band is shown.
What counts as a claim ›How we measure confidence ›How we check this ›
Are you an author, or do you see a problem with this page? Request a review