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Volumn 76, Issue 2, 2008, Pages 455-462

Solvent and temperature effects on the electronic transitions of 3-H-indolo-2-dimethinehemicyanine dyes

Author keywords

Binary solvent mixtures; Hemicyanine dyes; Kamlet Taft equation; Solvatochromism; Solvent polarity scale; Thermosolvatochromism

Indexed keywords

ABSORPTION; ANILINE; BINARY MIXTURES; COMPOSITION EFFECTS; CONDENSATION; HYDROGEN BONDS; REGRESSION ANALYSIS; SOLVENTS; THERMAL EFFECTS;

EID: 34548527276     PISSN: 01437208     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.dyepig.2006.10.001     Document Type: Article
Times cited : (16)

References (30)
  • 1
    • 0003828130 scopus 로고
    • Elvers B., Hawkins S., Schulz G., Elvers B., Hawkins S., and Schulz G. (Eds), Wiley-VCH Verlag GmbH and Co. KGaA
    • Raue R. In: Elvers B., Hawkins S., Schulz G., Elvers B., Hawkins S., and Schulz G. (Eds). Ullmann's encyclopedia of industrial chemistry vol. A16 (1990), Wiley-VCH Verlag GmbH and Co. KGaA 487-534
    • (1990) Ullmann's encyclopedia of industrial chemistry , vol.A16 , pp. 487-534
    • Raue, R.1
  • 2
    • 0002347662 scopus 로고
    • Solvatochromism, linear solvation energy relationships, and chromatography
    • Carr P.W. Solvatochromism, linear solvation energy relationships, and chromatography. Microchem J 48 (1993) 4-28
    • (1993) Microchem J , vol.48 , pp. 4-28
    • Carr, P.W.1
  • 3
    • 0022329370 scopus 로고
    • Study of retention processes in reversed-phase high-performance liquid chromatography by the use of the solvatochromic comparison method
    • Sadek P.C., Carr P.W., Doherty R.M., Kamlet M.J., Taft R.W., and Abraham M.H. Study of retention processes in reversed-phase high-performance liquid chromatography by the use of the solvatochromic comparison method. Anal Chem 57 14 (1985) 2971-2978
    • (1985) Anal Chem , vol.57 , Issue.14 , pp. 2971-2978
    • Sadek, P.C.1    Carr, P.W.2    Doherty, R.M.3    Kamlet, M.J.4    Taft, R.W.5    Abraham, M.H.6
  • 4
    • 0141649373 scopus 로고    scopus 로고
    • Solvatochromic azamethine dyes for probing the polarity of gold-cluster-functionalized silica particles
    • Spange S., Kunzmann D., Sens R., Roth I., Seifert A., and Thiel W.R. Solvatochromic azamethine dyes for probing the polarity of gold-cluster-functionalized silica particles. Chem Eur J 9 (2003) 4161-4167
    • (2003) Chem Eur J , vol.9 , pp. 4161-4167
    • Spange, S.1    Kunzmann, D.2    Sens, R.3    Roth, I.4    Seifert, A.5    Thiel, W.R.6
  • 5
    • 0037351855 scopus 로고    scopus 로고
    • A solvatochromic dye for probing significantly the dipolarity/polarizability of HBD (hydrogen bond donating) environments
    • Spange S., Sens R., Zimmermann Y., Seifert A., Roth I., Anders S., et al. A solvatochromic dye for probing significantly the dipolarity/polarizability of HBD (hydrogen bond donating) environments. New J Chem 27 (2003) 520-524
    • (2003) New J Chem , vol.27 , pp. 520-524
    • Spange, S.1    Sens, R.2    Zimmermann, Y.3    Seifert, A.4    Roth, I.5    Anders, S.6
  • 6
    • 19744376923 scopus 로고    scopus 로고
    • Polarity of ionic liquids determined empirically by means of solvatochromic pyridinium N-phenolate betaine dyes
    • Reichardt C. Polarity of ionic liquids determined empirically by means of solvatochromic pyridinium N-phenolate betaine dyes. Green Chem 7 (2005) 339-351
    • (2005) Green Chem , vol.7 , pp. 339-351
    • Reichardt, C.1
  • 7
    • 33646267935 scopus 로고    scopus 로고
    • Determination of ionic liquids solvent properties using an unusual probe: the electron donor-acceptor complex between 4,4′-bis(dimethylamino)-benzophenone and tetracyanoethene
    • Chiappe C., and Pieraccini D. Determination of ionic liquids solvent properties using an unusual probe: the electron donor-acceptor complex between 4,4′-bis(dimethylamino)-benzophenone and tetracyanoethene. J Phys Chem 110 (2006) 4937-4941
    • (2006) J Phys Chem , vol.110 , pp. 4937-4941
    • Chiappe, C.1    Pieraccini, D.2
  • 8
    • 7644244313 scopus 로고    scopus 로고
    • Pyridinium N-phenolate betaine dyes as empirical indicators of solvent polarity: some new findings
    • Reichardt C. Pyridinium N-phenolate betaine dyes as empirical indicators of solvent polarity: some new findings. Pure Appl Chem 76 10 (2004) 1903-1919
    • (2004) Pure Appl Chem , vol.76 , Issue.10 , pp. 1903-1919
    • Reichardt, C.1
  • 9
    • 33645142784 scopus 로고    scopus 로고
    • Using hydrogen bonding-specific interactions to detect water in aprotic solvents at concentrations below 50 ppm
    • Pinhero C., Lima J.C., and Parola A.J. Using hydrogen bonding-specific interactions to detect water in aprotic solvents at concentrations below 50 ppm. Sens Actuators B Chem 114 (2006) 978-983
    • (2006) Sens Actuators B Chem , vol.114 , pp. 978-983
    • Pinhero, C.1    Lima, J.C.2    Parola, A.J.3
  • 10
    • 5844252510 scopus 로고
    • Solvatochromic dyes as solvent polarity indicators
    • Reichardt C. Solvatochromic dyes as solvent polarity indicators. Chem Rev 94 8 (1994) 2319-2358
    • (1994) Chem Rev , vol.94 , Issue.8 , pp. 2319-2358
    • Reichardt, C.1
  • 11
    • 0039726458 scopus 로고
    • The solvatochromic comparison method. 6. The π* scale of solvent polarities
    • Kamlet M.J., Abboud J.M., and Taft R.W. The solvatochromic comparison method. 6. The π* scale of solvent polarities. J Am Chem Soc 99 18 (1977) 6027-6038
    • (1977) J Am Chem Soc , vol.99 , Issue.18 , pp. 6027-6038
    • Kamlet, M.J.1    Abboud, J.M.2    Taft, R.W.3
  • 12
    • 84983085435 scopus 로고
    • An examination of linear solvation energy relationships
    • Kamlet M.J., Abboud J.M., and Taft R.W. An examination of linear solvation energy relationships. Prog Phys Org Chem 13 (1981) 485-630
    • (1981) Prog Phys Org Chem , vol.13 , pp. 485-630
    • Kamlet, M.J.1    Abboud, J.M.2    Taft, R.W.3
  • 13
    • 0041573625 scopus 로고
    • Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, π*, α, and β, and some methods for simplifying the generalized solvatochromic equation
    • Kamlet M.J., Abboud J.L.M., Abraham M.H., and Taft R.W. Linear solvation energy relationships. 23. A comprehensive collection of the solvatochromic parameters, π*, α, and β, and some methods for simplifying the generalized solvatochromic equation. J Org Chem 48 17 (1983) 2877-2887
    • (1983) J Org Chem , vol.48 , Issue.17 , pp. 2877-2887
    • Kamlet, M.J.1    Abboud, J.L.M.2    Abraham, M.H.3    Taft, R.W.4
  • 15
    • 0004423796 scopus 로고
    • Solvatochromism of stilbazolium merocyanine-type dyes containing a benzoquinolizinium ring
    • Arai S., Hida M., and Yamagishi T. Solvatochromism of stilbazolium merocyanine-type dyes containing a benzoquinolizinium ring. Dyes Pigments 29 4 (1995) 263-273
    • (1995) Dyes Pigments , vol.29 , Issue.4 , pp. 263-273
    • Arai, S.1    Hida, M.2    Yamagishi, T.3
  • 16
    • 17444414969 scopus 로고    scopus 로고
    • Thermo-solvatochromism of zwitterionic probes in aqueous aliphatic alcohols and in aqueous 2-alkoxyethanols: relevance to the enthalpies of activation of chemical reactions
    • Tada E.B., Silva P.L., Tavares C., and El Seoud O.A. Thermo-solvatochromism of zwitterionic probes in aqueous aliphatic alcohols and in aqueous 2-alkoxyethanols: relevance to the enthalpies of activation of chemical reactions. J Phys Org Chem 18 (2005) 398-407
    • (2005) J Phys Org Chem , vol.18 , pp. 398-407
    • Tada, E.B.1    Silva, P.L.2    Tavares, C.3    El Seoud, O.A.4
  • 17
    • 27144524905 scopus 로고    scopus 로고
    • . A novel, convenient, quinoline-based merocyanine dye: probing solvation in pure and mixed solvents and in the interfacial region of an anionic micelle
    • Martins C.T., Lima M.S., and El Seoud O.A. . A novel, convenient, quinoline-based merocyanine dye: probing solvation in pure and mixed solvents and in the interfacial region of an anionic micelle. J Phys Org Chem 18 (2005) 1072-1085
    • (2005) J Phys Org Chem , vol.18 , pp. 1072-1085
    • Martins, C.T.1    Lima, M.S.2    El Seoud, O.A.3
  • 18
    • 0038617072 scopus 로고
    • α, β-unsaturated β-anilinocarbonyl compounds as model substances for the chromophore of C-curarine-III (C-fluorocurarine)
    • Fritz H. α, β-unsaturated β-anilinocarbonyl compounds as model substances for the chromophore of C-curarine-III (C-fluorocurarine). Chem Ber 92 (1959) 1809-1817
    • (1959) Chem Ber , vol.92 , pp. 1809-1817
    • Fritz, H.1
  • 19
    • 0347449909 scopus 로고    scopus 로고
    • 1H NMR study of condensation products of 1-(2-pyrimidinyl)-3-methylpyrazolin-5-ones with heterocyclic aldehydes
    • 1H NMR study of condensation products of 1-(2-pyrimidinyl)-3-methylpyrazolin-5-ones with heterocyclic aldehydes. Studia Univ Babes-Bolyai Chem 41 1 (1996) 9-12
    • (1996) Studia Univ Babes-Bolyai Chem , vol.41 , Issue.1 , pp. 9-12
    • Panea, I.1    Cristea, I.2
  • 20
    • 33846631983 scopus 로고    scopus 로고
    • Synthesis and characterisation of 3-H-indolo-2-dimethinehemicyanine dyes obtained by the condensation of (1,3,3-trimethylindolin-2-ylidene)acetaldehyde with anilines in acetic acid
    • Gáspár C.-L., Panea I., and Baldea I. Synthesis and characterisation of 3-H-indolo-2-dimethinehemicyanine dyes obtained by the condensation of (1,3,3-trimethylindolin-2-ylidene)acetaldehyde with anilines in acetic acid. Dyes Pigments 74 2 (2007) 306-312
    • (2007) Dyes Pigments , vol.74 , Issue.2 , pp. 306-312
    • Gáspár, C.-L.1    Panea, I.2    Baldea, I.3
  • 21
    • 0001574226 scopus 로고    scopus 로고
    • UV/vis spectroscopic evaluation of 4-nitropyridine N-oxide as a solvatochromic indicator for the hydrogen-bond donor ability of solvents
    • Lagalante A.F., Jacobson R.J., and Bruno T.J. UV/vis spectroscopic evaluation of 4-nitropyridine N-oxide as a solvatochromic indicator for the hydrogen-bond donor ability of solvents. J Org Chem 61 (1996) 6404-6406
    • (1996) J Org Chem , vol.61 , pp. 6404-6406
    • Lagalante, A.F.1    Jacobson, R.J.2    Bruno, T.J.3
  • 22
    • 30344469927 scopus 로고    scopus 로고
    • Substituent and solvent effects on the UV/vis absorption spectra of 5-(3- and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones
    • Mijin D.Z., Uscumlic G.S., Perisic-Janjic N.U., and Valentic N.V. Substituent and solvent effects on the UV/vis absorption spectra of 5-(3- and 4-substituted arylazo)-4,6-dimethyl-3-cyano-2-pyridones. Chem Phys Lett 418 (2006) 223-229
    • (2006) Chem Phys Lett , vol.418 , pp. 223-229
    • Mijin, D.Z.1    Uscumlic, G.S.2    Perisic-Janjic, N.U.3    Valentic, N.V.4
  • 23
    • 7444270887 scopus 로고    scopus 로고
    • Solvent effects on the electronic transitions of highly dipolar dyes: a comparison of three approaches
    • Moog R.S., Kim D.D., Oberle J.J., and Ostrowski S.G. Solvent effects on the electronic transitions of highly dipolar dyes: a comparison of three approaches. J Phys Chem 108 (2004) 9294-9301
    • (2004) J Phys Chem , vol.108 , pp. 9294-9301
    • Moog, R.S.1    Kim, D.D.2    Oberle, J.J.3    Ostrowski, S.G.4
  • 24
    • 0001147333 scopus 로고
    • On the relative contributions of nonspecific and specific interactions to the unusual solvatochromism of a typical merocyanine dye
    • Jacques P. On the relative contributions of nonspecific and specific interactions to the unusual solvatochromism of a typical merocyanine dye. J Phys Chem 90 (1986) 5535-5539
    • (1986) J Phys Chem , vol.90 , pp. 5535-5539
    • Jacques, P.1
  • 25
    • 18144449973 scopus 로고    scopus 로고
    • Synthesis and investigation of solvent effects on the ultraviolet absorption spectra of 1,3-bis-substituted-5,5-dimethylhydantoins
    • Uscumlic G.S., Kshad A.A., and Mijin D.Z. Synthesis and investigation of solvent effects on the ultraviolet absorption spectra of 1,3-bis-substituted-5,5-dimethylhydantoins. J Serb Chem Soc 68 10 (2003) 699-706
    • (2003) J Serb Chem Soc , vol.68 , Issue.10 , pp. 699-706
    • Uscumlic, G.S.1    Kshad, A.A.2    Mijin, D.Z.3
  • 26
    • 1642578927 scopus 로고    scopus 로고
    • Probing solute and solvent interactions within binary ionic liquid mixtures
    • Fletcher K.A., Baker S.N., Baker G.A., and Pandey S. Probing solute and solvent interactions within binary ionic liquid mixtures. New J Chem 27 (2003) 1706-1712
    • (2003) New J Chem , vol.27 , pp. 1706-1712
    • Fletcher, K.A.1    Baker, S.N.2    Baker, G.A.3    Pandey, S.4
  • 27
    • 0346938509 scopus 로고    scopus 로고
    • Thermo-solvatochromism of zwitterionic probes in aqueous alcohols: effects of the properties of the probe and the alcohol
    • Tada E.B., Silva P.L., and El Seoud O.A. Thermo-solvatochromism of zwitterionic probes in aqueous alcohols: effects of the properties of the probe and the alcohol. Phys Chem Chem Phys 5 (2003) 5378-5385
    • (2003) Phys Chem Chem Phys , vol.5 , pp. 5378-5385
    • Tada, E.B.1    Silva, P.L.2    El Seoud, O.A.3
  • 28
    • 0035970924 scopus 로고    scopus 로고
    • A Rayleigh light scattering study on mixing states of 2-propanol-water binary mixtures widely used as mobile phase in separation
    • Wu Y.G., Tabata M., and Takamuku T. A Rayleigh light scattering study on mixing states of 2-propanol-water binary mixtures widely used as mobile phase in separation. Talanta 54 (2001) 69-77
    • (2001) Talanta , vol.54 , pp. 69-77
    • Wu, Y.G.1    Tabata, M.2    Takamuku, T.3
  • 29
    • 0348115931 scopus 로고    scopus 로고
    • Preferential solvation of solvatochromic benzothiazolinic merocyanines in mixed binary solvents
    • Fayed T., and Etaiw S.E.H. Preferential solvation of solvatochromic benzothiazolinic merocyanines in mixed binary solvents. Spectrochimica Acta Part A 54 (1998) 1909-1918
    • (1998) Spectrochimica Acta Part A , vol.54 , pp. 1909-1918
    • Fayed, T.1    Etaiw, S.E.H.2
  • 30
    • 0141989626 scopus 로고    scopus 로고
    • Thermo-solvatochromism of betaine dyes in aqueous alcohols: explicit consideration of the water-alcohol complex
    • Tada E.B., Silva P.L., and El Seoud O.A. Thermo-solvatochromism of betaine dyes in aqueous alcohols: explicit consideration of the water-alcohol complex. J Phys Org Chem 16 (2003) 691-699
    • (2003) J Phys Org Chem , vol.16 , pp. 691-699
    • Tada, E.B.1    Silva, P.L.2    El Seoud, O.A.3


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