OSA's Digital Library

Optical Materials Express

Optical Materials Express

  • Editor: David J. Hagan
  • Vol. 1, Iss. 1 — May. 1, 2011
  • pp: 17–26

Supramolecular chirality at the air/water interface [Invited]

Emmanuel Benichou, Arnaud Derouet, Isabelle Russier-Antoine, Christian Jonin, Noëlle Lascoux, Minghua Liu, and Pierre-François Brevet  »View Author Affiliations


Optical Materials Express, Vol. 1, Issue 1, pp. 17-26 (2011)
http://dx.doi.org/10.1364/OME.1.000017


View Full Text Article

Enhanced HTML    Acrobat PDF (2009 KB)





Browse Journals / Lookup Meetings

Browse by Journal and Year


   


Lookup Conference Papers

Close Browse Journals / Lookup Meetings

Article Tools

Share
Citations

Abstract

Second Harmonic Generation (SHG) was used to study the non-linear optical properties of a two-dimensional film formed by the achiral amphiphilic compound 5-(octadecyloxy)-2-(2-thiazolylazo) phenol (TARC18) at the air-water interface. The S-polarized SHG intensity was measured as a function of the incident fundamental wave polarization angle during the monolayer compression. The method was applied to follow the emergence of chirality during the film compression and at constant surface pressure. The formation of molecular aggregates revealing supramolecular chirality was then demonstrated. It was shown furthermore that the origin of chirality was dominated by the magnetic contributions.

© 2011 OSA

OCIS Codes
(190.2620) Nonlinear optics : Harmonic generation and mixing
(190.4710) Nonlinear optics : Optical nonlinearities in organic materials
(240.4350) Optics at surfaces : Nonlinear optics at surfaces

ToC Category:
Chiral Optical Materials

History
Original Manuscript: February 15, 2011
Revised Manuscript: March 18, 2011
Manuscript Accepted: March 21, 2011
Published: April 22, 2011

Virtual Issues
Chiral Optical Materials (2011) Optical Materials Express

Citation
Emmanuel Benichou, Arnaud Derouet, Isabelle Russier-Antoine, Christian Jonin, Noëlle Lascoux, Minghua Liu, and Pierre-François Brevet, "Supramolecular chirality at the air/water interface [Invited]," Opt. Mater. Express 1, 17-26 (2011)
http://www.opticsinfobase.org/ome/abstract.cfm?URI=ome-1-1-17


Sort:  Author  |  Year  |  Journal  |  Reset  

References

  1. Y. Xu, Y. Rao, D. Zheng, Y. Guo, M. Liu, and H. Wang, “Inhomogeneous and spontaneous formation of chirality in the Langmuir monolayer of achiral molecules at the air/water interface probed by in situ surface second harmonic generation linear dichroism,” J. Phys. Chem. C 113(10), 4088–4098 (2009). [CrossRef]
  2. X. Huang, C. Li, S. Jiang, X. Wang, B. Zhang, and M. Liu, “Self-assembled spiral nanoarchitecture and supramolecular chirality in Langmuir-Blodgett films of an achiral amphiphilic barbituric acid,” J. Am. Chem. Soc. 126(5), 1322–1323 (2004). [CrossRef] [PubMed]
  3. R. Raval, “Chiral expression from molecular assemblies at metal surfaces: insights from surface science techniques,” Chem. Soc. Rev. 38(3), 707–721 (2009). [CrossRef] [PubMed]
  4. J. A. W. Elemans, I. De Cat, H. Xu, and S. De Feyter, “Two-dimensional chirality at liquid-solid interfaces,” Chem. Soc. Rev. 38(3), 722–736 (2009). [CrossRef] [PubMed]
  5. G. Martin-Gassin, E. Benichou, G. Bachelier, I. Russier-Antoine, C. Jonin, and P. F. Brevet, “Compression induced chirality in dense molecular films at the air-water interface probed by second harmonic generation,” J. Phys. Chem. C 112(33), 12958–12965 (2008). [CrossRef]
  6. E. Benichou, G. Gassin-Martin, A. Derouet, I. Russier-Antoine, G. Bachelier, C. Jonin, N. Lascoux, M. Liu, and P.-F. Brevet, “Chirality in molecular films at the air-water interface,” Proc. SPIE 7935, 79350V, 79350V-8 (2011). [CrossRef]
  7. M. Liu, A. Kira, and H. Nakahara, “Complex formation between monolayers of a novel amphiphilic thiazolylazo dye and transition metal ions at the air/water interface,” Langmuir 13(4), 779–783 (1997). [CrossRef]
  8. P. Guo, L. Zhang, and M. Liu, “A supramolecular chiroptical switch exclusively from an achiral amphiphile,” Adv. Mater. (Deerfield Beach Fla.) 18(2), 177–180 (2006). [CrossRef]
  9. S. De Feyter, A. Gesquière, K. Wurst, D. B. Amabilino, J. Veciana, and F. C. De Schryver, “Homo- and heterochiral supramolecular tapes from achiral, enantiiopure, and racemic promesogenic formamides: expression of molecular chirality in two and three dimensions,” Angew. Chem. Int. Ed. 40(17), 3217–3220 (2001). [CrossRef]
  10. L. C. Giancarlo and G. W. Flynn, “Raising flags: applications of chemical marker groups to study self-assembly, chirality, and orientation of interfacial films by scanning tunneling microscopy,” Acc. Chem. Res. 33(7), 491–501 (2000). [CrossRef] [PubMed]
  11. J. Zhang, A. Gesquière, M. Sieffert, M. Klapper, K. Müllen, F. C. De Schryver, and S. De Feyter, “Losing the expression of molecular chirality in self-assembled physisorbed monolayers,” Nano Lett. 5(7), 1395–1398 (2005). [CrossRef] [PubMed]
  12. F. Leveiller, D. Jacquemain, M. Lahav, L. Leiserowitz, M. Deutsch, K. Kjaer, and J. Als-Nielsen, “Crystallinity of the double layer of cadmium arachidate films at the water surface,” Science 252(5012), 1532–1536 (1991). [CrossRef] [PubMed]
  13. R. Viswanathan, J. A. Zasadzinski, and D. K. Schwartz, “Spontaneous chiral-symmetry breaking by achiral molecules in a Langmuir-Blodgett-film,” Nature 368(6470), 440–443 (1994). [CrossRef]
  14. Y. R. Shen, The Principles of Nonlinear Optics (Wiley, 1984).
  15. Y. R. Shen, “Surface second harmonic generation: a new technique for surface studies,” Annu. Rev. Mater. Sci. 16(1), 69–86 (1986). [CrossRef]
  16. K. B. Eisenthal, “Liquid interfaces probed by second-harmonic and sum-frequency spectroscopy,” Chem. Rev. 96(4), 1343–1360 (1996). [CrossRef] [PubMed]
  17. T. F. Heinz, Modern Problems in Condensed Matter Science (North Holland, 1991).
  18. R. M. Corn and D. A. Higgins, “Optical second harmonic generation as a probe of surface chemistry,” Chem. Rev. 94(1), 107–125 (1994). [CrossRef]
  19. P. F. Brevet, Liquid Interfaces in Chemical, Biological and Pharmaceutical Applications (Marcel Dekker, 2001).
  20. G. Matar, J. Duboisset, E. Benichou, G. Bachelier, I. Russier-Antoine, C. Jonin, D. Ficheux, P.-F. Brevet, and F. Besson, “Second harmonic generation: a new approach for analyzing the interfacial properties of a short tryptophan-rich peptide,” Chem. Phys. Lett. 500(1-3), 161–166 (2010). [CrossRef]
  21. J. D. Byers, H. I. Yee, and J. M. Hicks, “A second harmonic generation analog of optical rotatory dispersion for the study of chiral monolayers,” J. Chem. Phys. 101(7), 6233–6241 (1994). [CrossRef]
  22. M. Kauranen, T. Verbiest, J. J. Maki, and A. Persoons, “Second harmonic generation from chiral surfaces,” J. Chem. Phys. 101(9), 8193–8199 (1994). [CrossRef]
  23. T. Petralli-Mallow, T. M. Wong, J. D. Byers, H. I. Yee, and J. M. Hicks, “Circular dichroism spectroscopy at interfaces: a surface second harmonic generation study,” J. Phys. Chem. 97(7), 1383–1388 (1993). [CrossRef]
  24. J. M. Hicks, T. Petralli-Mallow, and J. D. Byers, “Consequences of chirality in second-order non-linear spectroscopy at surfaces,” Faraday Discuss. 99(99), 341–357 (1994). [CrossRef] [PubMed]
  25. A. M. Pena, T. Boulesteix, T. Dartigalongue, and M. C. Schanne-Klein, “Chiroptical effects in the second harmonic signal of collagens I and IV,” J. Am. Chem. Soc. 127(29), 10314–10322 (2005). [CrossRef] [PubMed]
  26. M. C. Schanne-Klein, F. Hache, A. Roy, C. Flytzanis, and C. Payrastre, “Off resonance second order optical activity of isotropic layers of chiral molecules: Observation of electric and magnetic contributions,” J. Chem. Phys. 108(22), 9436–9443 (1998). [CrossRef]
  27. J. J. Maki, T. Verbiest, M. Kauranen, S. V. Elshocht, and A. Persoons, “Comparison of linearly and circularly polarized probes of second-order optical activity of chiral surfaces,” J. Chem. Phys. 105(2), 767–772 (1996). [CrossRef]
  28. T. Verbiest, M. Kauranen, J. J. Maki, M. N. Teerenstra, A. J. Schouten, R. J. M. Nolte, and A. Persoons, “Linearly polarized probes of surface chirality,” J. Chem. Phys. 103(18), 8296–8298 (1995). [CrossRef]
  29. P. F. Brevet, “Phenomenological three-layer model for surface second-harmonic generation at the interface between two centrosymmetric media,” J. Chem. Soc., Faraday Trans. 92(22), 4547–4554 (1996). [CrossRef]
  30. V. Mizrahi and J. E. Sipe, “Phenomenological treatment of surface second-harmonic generation,” J. Opt. Soc. Am. B 5(3), 660–667 (1988). [CrossRef]
  31. S. Sioncke, T. Verbiest, and A. Persoons, “Second-order nonlinear optical properties of chiral materials,” Mater. Sci. Eng. Rep. 42(5-6), 115–155 (2003). [CrossRef]

Cited By

Alert me when this paper is cited

OSA is able to provide readers links to articles that cite this paper by participating in CrossRef's Cited-By Linking service. CrossRef includes content from more than 3000 publishers and societies. In addition to listing OSA journal articles that cite this paper, citing articles from other participating publishers will also be listed.


« Previous Article  |  Next Article »

OSA is a member of CrossRef.

CrossCheck Deposited