Abstract
Silica xerogels and monoliths, containing ethyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate (K4) or Sm3 + ions and K4 are prepared by sol-gel technique. NMR investigations, UV/Vis, IR- and luminescence spectral properties of K4 in solution and in monoliths are presented. The IR-spectroscopic properties of the prepared sol-gel materials are examined by applying the reduced-difference procedure to non-polarized IR-spectra. The results show that the sol-gel medium did not interact with K4 as well as in the presence of Sm3+ ions the K4 form a [Sm(L)2(H2O)4] × (NO3)3 complex in the matrix.
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References
Levy, D.: Photochromic sol-gel materials. Chem. Mater. 9, 2666–2670 (1997).
Higginbotham, C., Pike, Ch.F., Rice, J.K.: Spectroscopy in sol-gel matrices. J. Chem. Educ. 75(4), 461–464 (1998).
Mauritz, K.A.: http://www.psrc.usm.edu/mauritz/solgel.html. Cited 3 March 2005 (2005).
Krihak, M., Murtagh, M.T., Shahriari, M.R.: A spectroscopic study of the effects of various solvents and sol-gel hosts on the chemical and photochemical properties of Thionin and Nile Blue A. J. Sol-gel Sci. Technol. 10, 153–163 (1997).
Shou, H., Ye, J., Yu, Q.: Luminescence properties of benzoic acid-terbium complexes. J. Lumin. 42, 29 (1988).
Curry, R.J., Gillin, W.P.: 1.54 μm electroluminescence from Erbium (III) tris(8-hydroxyquinoline) (ErQ)-based organic light-emitting diodes. Appl. Phys. Lett. 75(10), 1380–1382 (1999).
Steemers, F.J., Verboom, W., Reinhoudt, D.N., van der Tal, E.B., Verhoeven, J.W.: New sensitizer-modified Calix[4]arenas enabling near-UV exitation of complexed luminescent lanthanide ions. J. Am. Chem. Soc. 117, 9408–9414 (1995).
Roh, S.-G., Baek, N.S., Hong, K.-S., Oh, J.B., Kim, H.K.: Synthesis and photophysical properties of luminescent Erbium (III) complexes based on Coumarin derivatives for advanced photonics applications. Mol. Cryst. Liq. Cryst. 425, 167–172 (2004).
Kostova, I.P., Manolov, I.I., Radulova, M.K.: Stability of the complexes of some lanthanides with Coumarin derivatives. I. Cerium(III)-4-methyl-7hydroxycoumarin. Acta Pharm. 54, 37–47 (2004).
Kostova, I.P., Manolov, I.I., Radulova, M.K.: Stability of the complexes of some lanthanides with Coumarin derivatives. II. Neodymium(III)-acenocoumarol. Acta Pharm. 54, 119–131 (2004).
Dann, O., Illing, G.: Über Den Verlauf Der Pechmann-Reaktion. Liebigs Ann. Chem. 605, 158–167 (1957).
Körner, P.: 3-Alkyl- and 3-Aryl-(7-oxo-7H-furo3,2-g]chromen-5-yl)alkanoic acids as inhibitors of leukotriene B4 biosynthesis. Arch. Pharm. Pharm. Med. Chem. 336, 273–284 (2003).
Bredol, M., Gutzov, S.: Effect of germanium codoping on the luminescence of Terbium doped silica xerogels. Opt. Mater. 20, 233–239 (2002).
Gutzov, S., Bredol, M.: Preparation and optical properties of silica xerogels doped with rare earth ions. C. R. Acad. Bulg. Sci. 56, 37–42 (2002).
Bredol, M., Gutzov, S., Jüstel, Th.: Preparation and optical properties of holmium doped silica xerogels. J. Non-Cryst. Solids 321, 1105–1107 (2003).
Gutzov, S., Bredol, M.: J. Mat. Sci. Lett. 41 (2006), doi: 10.1007/s10853-005-2184-4.
Myers J.L., Well A.D.: Research Design and Statistical Analysis. Harper Collins, New York, pp. 14–155 (1991).
Spiegel M.R.: Theory and Problems of Probability and Statistics. McGraw-Hill, New York, pp. 116–117 (1992).
Park, J.W., Ferracane, J.L.: Measuring the residual stress in dental composites using a ring slitting method. Dent. Mater. 21(9), 882–889 (2005).
Ivanova, B.B., Tsalev, D.L., Arnaudov, M.G.: Validation of reducing-difference procedure for the interpretation of non-polarized infrared spectra of n-component solid mixtures. Talanta 69, 822–828 (2006).
Arnaudov, M.G., Dimitriev, Y.: Study on the structural transition in binary tellurite glasses by means of reduced infrared spectra. Phys. Chem. Glasses 42, 99–102 (2001).
Gillette, P.C., Koenig, J.L.: Objective criteria for absorbance subtraction. Appl. Spectrosc. 38, 334–337 (1984).
Friese, M.A., Banerjee, S.: Lignin determination by FT-IR. Appl. Spectrosc. 46, 246–248 (1992).
Banerjee, S., Li, K.: Interpreting multicomponent infrared spectra by derivative minimization. Appl. Spectrosc. 45, 1047–1049 (1991).
DALTON (2005) A molecular electronic structure program, Release 2.0. http://www.kjemi.uio.no/software/dalton/dalton.html. Cited 5 Mar 2005.
Zhurko, G.A., Zhurko, D.A.: ChemCraft: Tool for treatment of chemical data, Lite version build 08 (freeware) (2005).
Becke, A.D.: Density-functional thermochemistry. III. The role of exact exchange. J. Chem. Phys. 98, 5648–5652 (1993).
Lee, C., Yang, W., Parr, R.G.: Development of the colle-salvetti correlation-energy formula into a functional of the electron density. Phys. Rev. B. 37, 785–789 (1988).
Peng, C., Ayala, Y., Schlegel, H.B., Frisch, M.J.: Using redundant internal coordinates to optimize equilibrium geometries and transition states. J. Comp. Chem. 17(1), 49–56 (1996).
Scott, A.P., Radom, L.J.: Harmonic vibrational frequencies: an evaluation of hartree-fock, Møller-Plesset, quadratic configuration interaction, density functional theory, and semiempirical scale factors. J. Phys. Chem. 100, 16502–16513 (1996).
Hehre W.J., Radom L., Schleyer, P.v.R., Pople J.A.: Ab Initio MO, Theory. Wiley, New York, pp. 9–45 (1986).
Foresman, J.B., Head-Gordon, M., Pople, J.A., Frish, M.J.: Toward a systematic molecular orbital theory for excited states. J. Phys. Chem. 96, 135–146 (1992).
Kodaira, C.A., Brito, H.E., Teotonia, E.S., Felinto, M., Malta, O.L., Brito, G.: Photoluminescence behavior of the Sm3+ and Tb3+ ions doped into the Gd2(WO4)3 matrix prepared by the Pechini and Ceramic methods. J. Braz. Chem. Soc. 15(6), 890–896 (2004).
Shionoya, Sh., Yen, W.M.: Phosphor Handbook. CRC Press, Boca Raton, p. 184 (1999).
Alonso, M.-T., Brunet, E., Juanes, O., Rodrìguez-Ubis, J.-C.: Synthesis and photochemical properties of new Coumarin-derived ionophores and their alkaline-earth and Lanthanide complexes. J. Photochem. Photobiol. A: Chem. 147, 113–125 (2002).
Brankova, T., Bekiari, V., Lianos, P.: Photoluminescence from sol-gel organic/inorganic hybrid gels obtained through carboxylic acid solvolysis. Chem. Mater. 15, 1855–1859 (2003).
Kang, J.-G., Kang, H.-J., Jung, J.-S., Yun, S.S., Kim, Ch.-H.: Crystal structures and luminescence properties of [Ln(NTA)2·H2O]3− complexes (Ln = Sm3+, Eu3+, Gd3+, Tb3+, Ho3+, and NTA = Nitrilotriacetate). Bull. Korean Chem. Soc. 25(6), 852–858 (2004).
Varsanyi, G.: Vibrational Spectra of Benzene Derivatives. Academy Press, Budapest, pp. 1–413 (1969).
Chung, D.Y., Lee, E.H., Kimura, T.: Laser-induced luminescence study of Samarium(III) Thiodiglycolate complexes. Bull. Korean Chem. Soc. 24(9), 1396–1398 (2003).
Zhang, J.-J., Ren, N., Wang, Y.-X., Xu, S.-L., Wang, R.-F., Wang, S.-P.: Synthesis, crystal structure and thermal decomposition mechanism of a samarium o-Chlorobenzoate complex with 1,10-Phenanthroline. J. Braz. Chem. Soc. 17(7), 1355–1359 (2006).
Ferenc, W., Walków-Dziewulskaj, A.: Complexes of light lanthanides with 2,4-dimethoxybenzoic acid. Serb. Chem. Soc. 65(1), 27–35 (2000).
Wang, R., Liu, H., Carducci, M.D., Jin, T., Zheng, Ch., Zheng, Z.: Lanthanide coordination with r-amino acids under near physiological pH conditions: Polymetallic complexes containing the cubane-Like [Ln4(μ3-OH)4]8+. Cluster Core Inorg. Chem. 40, 2743–2750 (2001).
Acknowledgments
G.A. and I.P. thank the Ministry of Education for the Project “Leading University Research Centre for Nanoscience and Knowledge based Materials”. S.G. was supported by a Project BYX 08/05. B.K. thanks Alexander von Humboldt Foundation for supporting scientific research.
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Ahmed, G., Koleva, B., Gutzov, S. et al. Experimental and theoretical spectral properties of ethyl 2-(7-hydroxy-2-oxo-2H-chromen-4-yl)acetate doped sol-gel materials: new materials with potential optical application. J Incl Phenom Macrocycl Chem 59, 167–176 (2007). https://doi.org/10.1007/s10847-007-9309-0
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DOI: https://doi.org/10.1007/s10847-007-9309-0