Effects of anionic surfactant SDS on the photophysical properties of two fluorescent molecular sensors

Journal of Photochemistry and Photobiology A: Chemistry

Volumn 200, Issue 2-3, 2008, Pages 402-409

  Qian, Junhong ^a   Xu, Yufang ^a   Qian, Xuhong ^a   Wang, Jiaobing ^a   Zhang, Shenyi ^a  

^a EAST CHINA UNIVERSITY OF SCIENCE AND TECHNOLOGY   (China)

Author keywords

Fluorescent sensor; Micelle; Premicelle; SDS

Indexed keywords

EID: 56249120635     PISSN: 10106030     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jphotochem.2008.09.002     Document Type: Article

References (37)

1. He H., Mortellaro M.A., Leiner M.J.P., Young S.T., Fraatz R.J., and Tusa J.K. A fluorescent chemosensor for sodium based on photoinduced electron transfer. Anal. Chem. 75 (2003) 549-555
2. Uchiyama S., Matsumura Y., de Silva A.P., and Iwai K. Modulation of the sensitive temperature range of fluorescent molecular thermometers based on thermoresponsive polymers. Anal. Chem. 76 (2004) 1793-1798
3. 2+ based on self-assembling fluorescence enhancement. Org. Lett. 8 (2006) 915-918
4. O'Connor N.A., Sakata S.T., Zhu H., and Shea K.J. Chemically modified dansyl probes: s fluorescent diagnostic for ion and proton detection in solution and in polymers. Org. Lett. 8 (2006) 1581-1584
5. van den Berg O., Jager W.F., and Picken S.J. 7-Dialkylamino-1-alkylquinolinium salts: highly versatile and stable fluorescent probes. J. Org. Chem. 71 (2006) 2666-2676
6. Yoshihara T., Druzhinin S.I., and Zachariasse K.A. Fast intramolecular charge transfer with a planar rigidized electron donor/acceptor molecule. J. Am. Chem. Soc. 126 (2004) 8535-8539
7. Seo J., Kim S., and Park S.Y. Strong solvatochromic fluorescence from the intramolecular charge-transfer state created by excited-state intramolecular proton transfer. J. Am. Chem. Soc. 126 (2004) 11154-11155
8. Xu Z., Qian X., and Cui J. Colorimetric and ratiometric fluorescent chemosensor with a large red-shift in emission: Cu(II)-only sensing by deprotonation of secondary amines as receptor conjugated to naphthalimide fluorophore. Org. Lett. 7 (2005) 3029-3032
9. Liu B., and Tian H. A ratiometric fluorescent chemosensor for fluoride ions based on a proton transfer signaling mechanism. J. Mater. Chem. 15 (2005) 2681-2686
10. 2+ ions with an ICT fluorescent sensor molecule: remarkable emission spectra shift and unique selectivity. J. Org. Chem. 71 (2006) 4308-4311
11. Callan J.F., de Silva A.P., Ferguson J., Huxley A.J.M., and O'Brien A.M. Fluorescent photoionic devices with two receptors and two switching mechanisms: applications to pH sensors and implications for metal ion detection. Tetrahedron 60 (2004) 11125-11131
12. Thiagarajan V., Ramamurthy P., Thirumalai D., and Ramakrishnan V.T. A novel colorimetric and fluorescent chemosensor for anions involving PET and ICT pathways. Org. Lett. 7 (2005) 657-660
13. Coskun A., Deniz E., and Akkaya E.U. Effective PET and ICT switching of boradiazaindacene emission: a unimolecular, emission-mode, molecular half-subtractor with reconfigurable logic gates. Org. Lett. 7 (2005) 5187-5189
14. de Silva A.P., Gunaratne H.Q.N., Lynch P.L.M., Patty A.J., and Spence G.L. Luminescence and charge transfer. part 3. the use of chromophores with ICT (internal charge transfer) excited states in the construction of fluorescent PET (photoinduced electron transfer) pH sensors and related absorption pH sSensors with aminoalkyl side chains. J. Chem. Soc. Perkin Trans. 2 (1993) 1611-1616
15. a
16. Sato H., Kawasaki M., and Kasatani K. Fluorescence and energy transfer of dye-detergent system in the premicellar region. J. Photochem. 17 (1981) 243-248
17. Deumié M., and Baraka M.E. Self-aggregation of R110 and R123 rhodamines with surfactants and phospholipid vesicles of negative charge: a qualitative fluorescence study. J. Photochem. Photobiol. A 74 (1993) 255-266
18. Bilski P., Holt R.N., and Chignell C.F. Premicellar aggregates of rose bengal with cationic and zwitterionic surfactants. J. Photochem. Photobiol. A 110 (1997) 67-74
19. Mishra A., Behera R.K., Mishra B.J., and Behera G.B. Dye-surfactant interaction: chain folding during solubilization of styryl pyridinium dyes in sodium dodecyl sulfate aggregates. J. Photochem. Photobiol. A 121 (1999) 63-73
20. Pereira R.V., and Gehlen M.H. Fluorescence of acridinic dyes in anionic surfactant solution. Spectrochim. Acta A 61 (2005) 2926-2932
21. Chakrabarty A., Mallick A., Haldar B., Purkayastha P., Das P., and Chattopadhyay N. Surfactant chainlength dependent modulation of prototropic transformation of a biological photosensitizer: norharmane in anionic micelles. Langmuir 23 (2007) 4842-4848
22. Khamis M., Bulos B., Jumean F., Manassra A., and Dakiky M. Azo dyes interactions with surfactants. Determination of the critical micelle concentration from acid-base equilibrium. Dyes Pigments 66 (2005) 179
23. Mchedlov-Petrossyan N.O., Vodolazkaya N.A., Bezkrovnaya O.N., Yakubovskaya A.G., Tolmachev A.V., and Grigorovich A.V. Fluorescent dye N,N′-dioctadecylrhodamine as a new interfacial acid-base indicator. Spectrochim. Acta A 69 (2008) 1125-1129
24. S)], subscript S and R represent the sample and reference, respectively; φ{symbol}, F and A are the fluorescence quantum yield, the integral of emission band and absorbance at excited wavelength, respectively.
25. οC in the literature is in the range of 7.2-8.1 mM. (a) A. Yamagishi, Transient electric dichroism studies on interaction of a cationic dye with sodium dodecylsulfate, J. Colloid Interface Sci. 81 (1981) 511-518.
26. -6 M.
27. Karmakar R., and Samanta A. Phase-transfer catalyst-induced changes in the absorption and fluorescence behavior of some electron donor-acceptor molecules. J. Am. Chem. Soc. 123 (2001) 3809-3817
28. Saha S., and Samanta A. Influence of the structure of the amino group and polarity of the medium on the photophysical behavior of 4-amino-1,8-naphthalimide derivatives. J. Phys. Chem. A 106 (2002) 4763-4771
29. a of carbonyl oxygen is smaller than 2.0.
30. Krishnamoorthy G., and Dogra S.K. Spectral characteristics of the various prototropic species of 2-(4'-N,N-dimethylaminophenyl)pyrido[3,4-d]imidazole. J. Org. Chem. 64 (1999) 6566-6574
31. Krishnamoorthy G., and Dogra S.K. Twisted intramolecular charge transfer of 2-(4'-N,N-dimethylaminophenyl)pyrido[3,4-d]imidazole in cyclodextrins: effect of pH. J. Phys. Chem. A 104 (2000) 2542-2551
32. Zhao G., and Zhu B. Principles of Surfactant Action. first ed. (2003), Light Industry Press of China, Beijing
33. Atik S.S., and Singer L.A. Spectroscopic studies on small aggregates of amphipathic molecules in aqueous solution. J. Am. Chem. Soc. 101 (1979) 6759-6761
34. Oliverira M.E.C.D.R., Pereira L.C., Thomas E.W., Bisby R.H., and Cundall R.B. Photochemistry of pyrenylmethyltriphenyl-phosphonium salts and related compounds. J. Photochem. 31 (1985) 373-379
35. Bertolotti S.G., Zimmerman O.E., Cosa J.J., and Previtali C.M. Excimer emission of pyrene derivatives induced by ionic detergents below the critical micelle concentration. J. Lumin. 55 (1993) 105-113
36. Oliverira M.E.C.D.R., Ferreira J.A., and Nascimento S.M. Oligomerization of cationic pyrene derivatives in the presence of sodium dodecyl sulfate: a route to nanoaggregate formation. J. Chem. Soc. Faraday Trans. 91 (1995) 3913-3917
37. Ghosh S.K., Pal A., Kundu S., Mandal M., Nath S., and Pal T. Emission behavior of 1-methylaminopyrene in aqueous solution of anionic surfactants. Langmuir 20 (2004) 5209-5213