Analytical and Bioanalytical Chemistry

, Volume 400, Issue 2, pp 361–367 | Cite as

Surface-enhanced fluorescence and surface-enhanced Raman scattering of push–pull molecules: sulfur-functionalized 4-amino-7-nitrobenzofurazan adsorbed on Ag and Au nanostructured substrates

  • Maurizio Muniz-MirandaEmail author
  • Tommaso Del Rosso
  • Emilia Giorgetti
  • Giancarlo Margheri
  • Giacomo Ghini
  • Stefano Cicchi
Original Paper


We investigated the chemisorption of self-assembled monolayers of sulfur-functionalized 4-amino-7-nitrobenzofurazan on gold and silver nanoisland films (NIFs) by means of surface-enhanced fluorescence (SEF) and surface-enhanced Raman scattering (SERS). The ligand is a push–pull molecule, where an intramolecular charge transfer occurs between an electron-donor and an electron-acceptor group, thus exhibiting nonlinear optical properties that are related to both SERS and SEF effects. The presence of different heteroatoms in the molecule ensures the possibility of chemical interaction with both silver and gold substrates. The SERS spectra suggest that furazan is bound to silver via lone pairs of the nitrogen atoms, whereas the ligand is linked to gold via a sulfur atom. Silver NIFs provide more efficient enhancement of both fluorescence and Raman scattering in comparison with gold NIFs. The present SEF and SERS investigation could provide useful information for foreseeing changes in the nonlinear responses of this push–pull molecule.


Surface-enhanced fluorescence on Ag and Au substrates


Surface-enhanced fluorescence Surface-enhanced Raman scattering Silver Gold Nanoparticle 



Funding from the Italian FIRB 2004 "Molecular compounds and hybrid nanostructured materials with resonant and non resonant optical properties for photonic devices" (contract no. RBNE033KMA) and from PRIN 2007 “Metal-organic plasmonic nanostructures for sensors” contract no 2007LN873M_002 is acknowledged.


  1. 1.
    Le Ru EC, Etchegoin PG (2009) Principles of surface-enhanced Raman spectroscopy and related plasmonic effects. Elsevier, AmsterdamGoogle Scholar
  2. 2.
    Fort E, Grésillon S (2008) J Phys D Appl Phys 41:013001CrossRefGoogle Scholar
  3. 3.
    Ray K, Badugu R, Lakowicz JR (2006) Langmuir 22:8374–8378CrossRefGoogle Scholar
  4. 4.
    Mori J, Kaino T (1988) Phys Lett A 127:259–262CrossRefGoogle Scholar
  5. 5.
    Wang C-K, Wang Y-H, Su Y, Luo Y (2003) J Chem Phys 119:4409–4412CrossRefGoogle Scholar
  6. 6.
    Shoute LCT, Woo HY, Vak D, Bazan GC, Kelley AM (2006) J Chem Phys 125:054506-1/10Google Scholar
  7. 7.
    Muniz-Miranda M, Neto N (2004) Colloids Surf A 249:79–84Google Scholar
  8. 8.
    Morawitz H, Philpott MR (1974) Phys Rev B 10:4863–4868CrossRefGoogle Scholar
  9. 9.
    Becker H, Burns SE, Friend RH (1997) Phys Rev B 56:1893–1905CrossRefGoogle Scholar
  10. 10.
    Lakowicz JR (2005) Anal Biochem 337:171–194CrossRefGoogle Scholar
  11. 11.
    Heberer H, Matschiner HJ (1986) J Prakt Chem 328:261–274CrossRefGoogle Scholar
  12. 12.
    Szafranski CA, Tanner W, Laibinis PE, Garrell RL (1998) Langmuir 14:3570–3579CrossRefGoogle Scholar
  13. 13.
    Carron KT, Hurley LG (1991) J Phys Chem 95:9979–9984CrossRefGoogle Scholar
  14. 14.
    Murty KVGK, Venkataramanan M, Pradeep T (1998) Langmuir 14:5446–5456CrossRefGoogle Scholar
  15. 15.
    Fleger Y, Mastai Y, Rosenbluh M, Dressler DH (2009) Surf Sci 603:788–793CrossRefGoogle Scholar
  16. 16.
    Muniz-Miranda M, Innocenti M, Foresti ML (2006) Surf Sci 600:2096–2102CrossRefGoogle Scholar
  17. 17.
    Pignataro B, De Bonis A, Compagnini G, Sassi P, Cataliotti RS (2000) J Chem Phys 113:5947–5953CrossRefGoogle Scholar
  18. 18.
    Compagnini G, Pelligra B, Pignataro B (1998) Mater Res Soc Symp Proc 501:109–114Google Scholar
  19. 19.
    Michaels AM, Jiang J, Brus L (2000) J Phys Chem B 104:11965–11971CrossRefGoogle Scholar
  20. 20.
    DelRosso T, Giorgetti E, Cicchi S, Muniz-Miranda M, Margheri G, Giusti A, Rindi A, Ghini G, Sottini S, Marcelli A, Foggi P (2009) J Lumin 129:1955–1959CrossRefGoogle Scholar
  21. 21.
    Dick LA, McFarland AD, Haynes CL, Van Duyne RP (2002) J Phys Chem B 106:853–860CrossRefGoogle Scholar
  22. 22.
    Litorja M, Haynes CL, Haes AJ, Jensen TR, Van Duyne RP (2001) J Phys Chem B 105:6907–6915CrossRefGoogle Scholar
  23. 23.
    Hultee JC, Van Duyne RP (1995) J Vac Sci Technol A 13:1553–1558CrossRefGoogle Scholar
  24. 24.
    Weimer WA, Dyer MJ (2001) Appl Phys Lett 79:3164–3316CrossRefGoogle Scholar
  25. 25.
    Ricard D, Roussignol P, Flytzanis C (1985) Opt Lett 10:511–513CrossRefGoogle Scholar
  26. 26.
    Hache F, Ricard D, Flytzanis C (1986) J Opt Soc Am B 3:1647–1655CrossRefGoogle Scholar
  27. 27.
    Hache F, Ricard D, Flytzanis C, Kreibig U (1988) Appl Phys A 47:347–357CrossRefGoogle Scholar
  28. 28.
    Bloemer MJ, Haus JW, Ashley PR (1990) J Opt Soc Am B 7:790–796CrossRefGoogle Scholar
  29. 29.
    Sato T, Ichikawa T, Ito T, Yonezawa Y, Kadono K, Sakagishi T, Miya M (1995) Chem Phys Lett 242:310–314CrossRefGoogle Scholar
  30. 30.
    Shalaev VM, Sarychev AK (1998) Phys Rev B 57:13265–13288CrossRefGoogle Scholar
  31. 31.
    Sarychev AK, Shalaev VM (2000) Phys Rep 335:275–371CrossRefGoogle Scholar
  32. 32.
    Haller KL, Bumm LA, Altkorn RI, Zeman EJ, Schatz GC, Van Duyne RP (1989) J Chem Phys 90:1237–1262CrossRefGoogle Scholar
  33. 33.
    Lucotti A, Del Zoppo M, Zerbi G (2005) J Raman Spectrosc 36:974–977CrossRefGoogle Scholar
  34. 34.
    Giorgetti E, Margheri G, Sottini S, Toci G, Muniz-Miranda M, Moroni L, Dellepiane G (2002) Phys Chem Chem Phys 4:2762–2767CrossRefGoogle Scholar
  35. 35.
    Giorgetti E, Margheri G, Sottini S, Muniz-Miranda M (2003) Synth Met 139:929–932CrossRefGoogle Scholar
  36. 36.
    Margheri G, Giorgetti E, Sottini S, Toci G (2003) J Opt Soc Am B 20:751–741CrossRefGoogle Scholar

Copyright information

© Springer-Verlag 2011

Authors and Affiliations

  • Maurizio Muniz-Miranda
    • 1
    Email author
  • Tommaso Del Rosso
    • 2
  • Emilia Giorgetti
    • 3
  • Giancarlo Margheri
    • 2
  • Giacomo Ghini
    • 4
  • Stefano Cicchi
    • 4
  1. 1.Dipartimento di Chimica “U. Schiff”Università di Firenze, INSTM and European Laboratory for Non-Linear Spectroscopy (LENS)Sesto FiorentinoItaly
  2. 2.Istituto Sistemi Complessi (CNR)Sesto FiorentinoItaly
  3. 3.Istituto Sistemi Complessi (CNR) and INSTMSesto FiorentinoItaly
  4. 4.Dipartimento di Chimica “U. Schiff”Università di Firenze, and INSTMSesto FiorentinoItaly

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