Abstract
Erythrosine B dye has found applications as photosensitizers in photodynamic therapy, fluorescent probes in chemistry and biology. In this study, we have investigated the effect of nano-droplets, concentration and size on linear and nonlinear optical characteristics of Erythrosine B (EryB) by Z-Scan, UV–Vis spectroscopy and spectrofluorometer techniques. Two-photon absorption coefficient (β) of EryB was measured using the Z-Scan technique at two molar ratios of water to AOT surfactant (W = 3 and 8) for two types of Oil (n-decane and n-heptane) and different nano-droplet concentrations as well as nonlinear refractive index (n 2) of EryB in bulk water. Our results showed that two-photon absorption coefficient (β) was enhanced in nano-droplet as compared with bulk water. Moreover, the fluorescence peaks of EryB was enhanced by nano-droplets (microemulsion). The excited to ground state dipole moment ratio (μ e /μ g ) was calculated through quantum–mechanical second order perturbation theory for different nano-droplet concentrations. The results indicated that μ e /μ g of EryB in bulk water is higher than that of in water nano-droplets. It is demonstrated that for the equal concentration of EryB in the microemulsion, the peak of fluorescence intensity varied by changing the concentration of nano-droplets. Moreover, the fluorescence peak intensity enhanced when the continuous phase of microemulsion changed from n-decane to n-heptane.
Similar content being viewed by others
References
Amat-Guerri, F., Lopez-Gonzalez, M.M.C., Sastre, R.: Spectrophotometric determination of ionization and isomerization constants of Rose Bengal, Eosin Y and some derivatives. Dyes Pigment. 13(3), 219–232 (1990)
Atvars, T.D.Z.: Electronic absorption and fluorescence spectra of xanthene dyes in polymers. J. Photochem. Photobiol. A Chem 68, 41–50 (1992)
Bonnett, R., Gabriel, M.: Photobleaching of sensitisers used in photodynamic therapy. Tetrahedron 57(591), 9513–9547 (2001)
Breitzer, J.G., Dlott, D.D., Iwaki, L.K., Kirkpatrick, S.M., Rauchfuss, T.B.: Third-order nonlinear optical properties of sulfur-rich compounds. J. Phys. Chem. A 103(35), 6930–6937 (1999)
Brown, S.B., Brown, E.A., Walker, I.: The present and future role of photodynamic therapy in cancer treatment. Lancet Oncol. 5(8), 497–508 (2004)
Butcher, P.N.: Nonlinear Optical Phenomena. Ohio State Univ. Engineering Publication, Columbus (1965)
Caetano, W., Pellosi, S., Hioka, N., Guilherme, C.: Photodegradation in micellar aqueous solutions of erythrosin esters derivatives. Appl. Spectrosc. 69(7), 883–888 (2015). https://doi.org/10.1366/15-07865
Deepa, H.R., Thipperudrappa, J., Suresh Kumar, H.M.: Effect of solvents on the spectroscopic properties of LD-489 & LD-473: estimation of ground and excited state dipole moments by solvatochromic shift method. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 108, 288–294 (2013)
Fayed, T., El-Morsi, M., El-Nahass, M.: Molecular aggregation, solvato-and acidochromic properties of symmetrical ketocyanines. J. Chem. Sci. 125(4), 883–894 (2013)
Fini, G., Mirone, P., Patella, P.: Solvent effects on Raman band intensities. J. Mol. Spectrosc. 28, 144–160 (1968). https://doi.org/10.1016/0022-2852(68)90003-9
Gahlaut, R., Tewari, N., Bridhkoti, J.P., Joshi, N.K., Joshi, H.C., Pant, S.: Determination of ground and excited state dipole moments of some naphthols using solvatochromic shift method. J. Mol. Liq. 163(3), 141–146 (2011)
Gary-bobo, M., Youssef M., Cødric R., David B., Ilaria B., Maynadier, M., Vaillant, O., et al.: Mannose-functionalized mesoporous silica nanoparticles for efficient two-photon photodynamic therapy of solid tumors ** Zuschriften,” no. Scheme 1: 11627–11631 (2011). https://doi.org/10.1002/ange.201104765
Gerola, A.P., Semensato, J., Pellosi, D.S., Batistela, V.R., Rabello, B.R., Hioka, N., Caetano, W.: Chemical determination of singlet oxygen from photosensitizers illuminated with LED : new calculation methodology considering the influence of photobleaching”. J. Photochem. Photobiol. A Chem. 232, 14–21 (2012). https://doi.org/10.1016/j.jphotochem.2012.01.018
Geusic, J.E., Singh, S., Tipping, D.W., Rich, T.C.: Three-photon stepwise optical limiting in silicon. Phys. Rev. Lett. 19(19), 1126 (1967)
Ghazy, R., Azim, S.A., Shaheen, M., El-Mekawey, F.: Experimental studies on the determination of the dipole moments of some different laser dyes. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 60(1), 187–191 (2004)
Gratz, H., Penzkofer, A.: Saturable absorption dynamics in the triplet system and triplet excitation induced singlet fluorescence of some organic molecules. Chem. Phys. 263(2–3), 471–490 (2001). https://doi.org/10.1016/S0301-0104(00)00355-4
Guang, S., Yin, S., Xu, H., Zhu, W., Gao, Y., Song, Y.: Synthesis and properties of long conjugated organic optical limiting materials with different π-electron conjugation bridge structure. Dyes Pigment. 73(3), 285–291 (2007)
Guezguez, I., Ayadi, A., Ordon, K., Iliopoulos, K., Branzea, D.G., Migalska-Zalas, A., Makowska-Janusik, M., El-Ghayoury, A., Sahraoui, B.: Zinc induced a dramatic enhancement of the nonlinear optical properties of an azo-based iminopyridine ligand. J. Phys. Chem. C 118(14), 7545–7553 (2014)
Hales, J.M., Chi, S.-H., Chen, V.W., Perry, J.W.: Two-photon absorption: concepts, molecular materials and applications. In: Brédas, J.L., Marder, S.R. (eds.) The WSPC Reference on Organic Electronics: Organic Semiconductors: Fundamental Aspects of Materials and Applications, pp. 397–442. World Scientific, Singapore (2016)
Harryvan, D.H., Lubberhuizen, W.H., Faassen, Ev, Levine, Y.K., Kothe, G.: Characterization of the magneto-optical properties of eosin Y and erythrosin. Chem. Phys. Lett. 257(1–2), 190–196 (1996)
Hasegawa, M., Sugimura, T., Suzaki, Y., Shindo, Y., Kitahara, A., Hasegawa, M., Sugimura, T.: Microviscosity in water pool of aerosol-OT reversed micelle determined with viscosity-sensitive fluorescence probe, Auramine O, and fluorescence depolarization of xanthene dyes. J. Phys. Chem. 98(8), 2120–2124 (1994). https://doi.org/10.1021/j100059a024
Hopper, C.: Photodynamic therapy: a clinical reality in the treatment of cancer. Lancet Oncol. 1(4), 212–219 (2000)
Hou, M.J., Kim, M., Shah, D.O.: A light scattering study on the droplet size and interdroplet interaction in microemulsions of AOT-oil-water system. J. Colloid Interface Sci. 123(2), 398–412 (1988). https://doi.org/10.1016/0021-9797(88)90261-5
Iliopoulos, K., El-Ghayoury, A., El Ouazzani, H., Pranaitis, M., Belhadj, E., Ripaud, E., Mazari, M., Sallé, M., Gindre, D., Sahraoui, B.: Nonlinear absorption reversing between an electroactive ligand and its metal complexes. Opt. Express 20(23), 25311–25316 (2012)
Iliopoulos, K., Guezguez, I., Kerasidou, A.P., El-Ghayoury, A., Branzea, D., Nita, G., Avarvari, N., Belmabrouk, H., Couris, S., Sahraoui, B.: Effect of metal cation complexation on the nonlinear optical response of an electroactive bisiminopyridine ligand. Dyes Pigment. 101, 229–233 (2014)
Joshi, S., Pant, D.D.: Solvatochromic shift and estimation of dipole moment of quinine sulfate. J. Mol. Liq. 166, 49–52 (2012). https://doi.org/10.1016/j.molliq.2011.11.012
Kulyk, B., Kerasidou, A.P., Soumahoro, L., Moussallem, C., Gohier, F., Frère, P., Sahraoui, B.: Optimization and diagnostic of nonlinear optical features of π-conjugated benzodifuran-based derivatives. RSC Adv. 6(18), 14439–14447 (2016)
Mahdi, S., Soheil, S.: Linear and nonlinear optical properties of fluorescein sodium salt doped droplet. Opt. Quantum Electron. 49(1), 1–14 (2017). https://doi.org/10.1007/s11082-016-0881-7
Metcalf, D., Robinson, C., Devine, D., Wood, S.: Enhancement of erythrosine-mediated photodynamic therapy of streptococcus mutans biofilms by light fractionation. J. Antimicrob. Chemother. 58, 190–192 (2006a). https://doi.org/10.1093/jac/dkl205
Metcalf, D., Robinson, C., Devine, D., Wood, S.: Enhancement of erythrosine-mediated photodynamic therapy of streptococcus mutans biofilms by light fractionation. J. Antimicrob. Chemother. 58(1), 190–192 (2006b)
Mitchell, D John, W Ninham, Advanced Studies, Some General Results, Curvature Corrections, Monomer Free Energy, Ellipsoidal Micelles, et al.: Theory of Self-Assembly of Hydrocarbon Amphiphiles into Micelles and Bilayers, pp. 1525–1568 (1975)
Patil, N.R., Melavanki, R.M., Kapatkar, S.B., Ayachit, N.H., Saravanan, J.: Solvent effect on absorption and fluorescence spectra of three biologically active carboxamides (C1, C2 and C3). Estimation of ground and excited state dipole moment from solvatochromic method using solvent polarity parameters. J. Fluoresc. 21(3), 1213–1222 (2011)
Pellosi, D.S., Estevão, B.M., Semensato, J., Severino, D., Baptista, M.S., Politi, M.J., Hioka, N., Wilker, C.: Photophysical properties and interactions of xanthene dyes in aqueous micelles. J. Photochem. Photobiol. A Chem. 247, 8–15 (2012)
Pellosi, D.S., Estevão, B.M., Freitas, C.F., Tsubone, T.M., Caetano, W., Hioka, N.: Photophysical properties of erythrosin ester derivatives in ionic and non-ionic micelles. Dyes Pigment. 99(3), 705–712 (2013). https://doi.org/10.1016/j.dyepig.2013.06.026
Peyghami, S., SHarifi, S., Rakhshanizadeh, F., Alizadeh, K.: Nonlinear optical properties of rose bengal: effect of environment. J. Mol. Liq. 246, 157–165 (2017)
Porter, G., Suppan, P.: Primary photochemical processes in aromatic molecules. Part 12.—Excited states of benzophenone derivatives. Trans. Faraday Soc. 61, 1664–1673 (1965)
Pourtabrizi, M., Shahtahmassebi, N., Kompany, A., SHarifi, S.: Dipole moment of excited and ground state of auramine O doped nano-droplet. Opt. Quantum Electron. 49(9), 291 (2017)
Ralston, J.M., Chang, R.K.: Optical limiting in semiconductors. Appl. Phys. Lett. 15(6), 164–166 (1969)
Shavakandi, S.M., Alizadeh, K., Sharifi, S., Marti, O., Amirkhani, M.: Optical study of xanthene-type dyes in nano-confined liquid, pp. 155301–155310. IOP Publishing (2017)
Sheik-Bahae, M., Said, A.A., Van Stryland, E.W.: High-sensitivity, single-beam N 2 measurements. Opt. Lett. 14(17), 955–957 (1989)
Sheik-Bahae, M., Said, A.A., Wei, T.-H., Hagan, D.J., Van Stryland, E.W.: Sensitive measurement of optical nonlinearities using a single beam. IEEE J. Quantum Electron. 26(4), 760–769 (1990)
Shindo, Y.: Microviscosity in water pool of aerosol-OT reversed micelle determined with viscosity-sensitive fluorescenck probe, Auramine 0, and fluorescence depolarization of xanthene dyes. J. Phys. Chem. 98, 2120–2124 (1994)
Sıdır, Y.G., Sıdır, İ.: Solvent effect on the absorption and fluorescence spectra of 7-Acetoxy-6-(2, 3-Dibromopropyl)-4, 8-dimethylcoumarin: determination of ground and excited state dipole moments. Spectrochim. Acta Part A Mol. Biomol. Spectrosc. 102, 286–296 (2013)
Thippe Rudrappa, J.: Study on solvent effect and estimation of dipole moments of an organic fluorophore. Int. J. Sci. Technol. Res. 3(5), 107 (2014)
Tingey, J.M., Fulton, J.L., Smith, R.D.: Interdroplet attractive forces in AOT water-in-oil microemulsions formed in subcritical and supercritical solvents. J. Phys. Chem. 94(5), 1997–2004 (1990). https://doi.org/10.1021/j100368a051
Wainwright, M.: Photodynamic antimicrobial chemotherapy (PACT). J. Antimicrob. Chemother. 42(1), 13–28 (1998)
Wood, S., Metcalf, D., Devine, D., Robinson, C.: Erythrosine is a potential photosensitizer for the photodynamic therapy of oral plaque biofilms. J. Antimicrob. Chemother. 57, 680–684 (2006). https://doi.org/10.1093/jac/dkl021
Xu, F., Wang, Z., Gong, Q.: Synthesis, characterization, and optical properties of two-photon-absorbing octupolar molecule with an S-triazine core. Opt. Mater. 29(6), 723–727 (2007)
Yakop, N.A.H.S., Badran, H.A. (2014) Single-beam Z-scan measurement of the third-order optical nonlinearities of ethidium bromide. J. Eng. Res. Appl. 4(1): 727–731. https://doi.org/10.1016/j.saa.2006.12.031. Www.ijera.com.ISSN
Yoon, K.R., Sung, J.H., Kim, D., Lee, H.: Synthesis of new donor-fluorene-donor type organic dyes and their nonlinear absorption properties. Opt. Mater. 29(11), 1518–1522 (2007)
Acknowledgements
The authors would like to thank Ferdowsi university of mashhad for financial support this work.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Pourtabrizi, M., Shahtahmassebi, N., Kompany, A. et al. Enhancement of linear and non-linear optical properties of erythrosin b by nano-droplet. Opt Quant Electron 50, 13 (2018). https://doi.org/10.1007/s11082-017-1277-z
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s11082-017-1277-z