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Year 2019, Volume: 5 Issue: 1, 58 - 70, 27.06.2019

İzzet Şener Güngör Canbulat Nesrin Şener Mahmut Gür

Abstract

References

  • [1] A. Whitaker, J. Soc. Dyers Colour, 1995, vol. 111, pp. 66–72.
  • [2] M.S. Yen, I.J. Wang, Dyes Pigm., “A facile syntheses and absorption characteristics of some monoazo dyes in bis-heterocyclic aromatic systems part I: syntheses of polysubstituted-5-(2-pyrido-5-yl and 5-pyrazolo-4-yl)azo-thiophene derivatives” 2004, vol. 62, pp. 173–180.
  • [3] M.S. Yen, I.J. Wang, Dyes Pigm., “A facile syntheses and absorption characteristics of some monoazo dyes in bis-heterocyclic aromatic systems: part II: syntheses of 4-(p-substituted) phenyl-2-(2-pyrido-5-yl and 5-pyrazolo-4-yl)azo-thiazole derivatives” 2004, vol. 63, pp. 1–9.
  • [4] N. Ertan, Dyes Pigm. “Synthesis of some hetarylazopyrazolone dyes and solvent effects on their absorption spectra” 2000, vol. 44, pp. 41–48.
  • [5] F. Karcı and N. Ertan, Dyes Pigm., “Hetarylazo disperse dyes derived from 3-methyl-1-(3′,5′-dipiperidino-s-triazinyl)-5-pyrazolone as coupling component” 2002, vol.55, pp. 99–108.
  • [6] A. T. Peters, “Chisowa E. Colour-constitution relationships in 2-acylamino-4-N, Ndiethylaminobenzenedisperse dyes” Dyes and Pigments, 1993, vol. 22(4), pp. 223-38.
  • [7] H. Hartmann, M. Schulze, R. Guenter, “Nucleophilic substitution in arylazo phenols e a simple route for preparing chloro-substituted azobenzenes” Dyes and Pigments, 1991, vol. 15(4), pp. 255-62.
  • [8] Kon et al. "Synthesis of p-tert-butylthiacalix [n] arenes (n= 4, 6, and 8) from a sulfur-bridged acyclic dimer of p-tert-butylphenol" Tetrahedron Letters, 2002, vol. 43.12 pp. 2231-2234.
  • [9] Sone et al. Abstract Book of Workshop on Calixarenes and Related Compounds, p. PS/B-36, 2–4 June 1993, Fukuoka, Japan.
  • [10] Sone et al. “Synthesis and properties of sulfur-bridged analogs of p-tert-Butylcalix[4]arene” Tetrahedron,1997, vol. 53, pp. 10689-10698.
  • [11] Iki, et al. “Selective oxidation of thiacalix[4]arenes to the sulfinyl- and sulfonylcalix[4]arenes and their coordination ability to metal ions” Tetrahedron Lett., 1998, vol. 39, pp. 7559-7562.
  • [12] Akdaş et al., “Thiacalixarenes: Synthesis and structural analysis of thiacalix[4]arene and of p-tert-butylthiacalix[4]arene” Tetrahedron Letters, 1998, vol: 39, pp. 2311-2314.
  • [13] Proto et al., “Ethylene polymerization promoted by dinuclear titanium p-tert-butylthiacalix[4]arene complexes” European Polymer Journal, 2009, vol.45, pp. 2138-2141.
  • [14] Ali et al., “Comparison study of evaporated thiacalix[4]arene thin films on gold substrates as copper ion sensing” Thin Solid Films , 2006, vol: 495 , pp. 368-371.
  • [15] Zaghbani et al., “Selective thiacalix[4]arene bearing three amide groups as ionophore of binary Pd(II) and Au(III) extraction by a supported liquid membrane system” Separation and Purification Technology, 2007, vol: 57, pp. 374-379.
  • [16] Zlatuskova et al., “Novel anion receptors based on thiacalix[4]arene derivatives” Tetrahedron Letters, 2004, vol. 60, pp. 11383-11390.
  • [17] Lhotak et al., “Diazo coupling: an alternative method for the upper rim amination of thiacalix[4]arenes” Tetrahedron Letters, 2002, vol. 43, pp. 3665-3668.
  • [18] Chakrabarti et al., “Synthesis and cation binding properties of new arylazo- and heteroarylazotetrathiacalix[4]arenes” Tetrahedron, 2006, vol: 62, pp. 1150-1157.
  • [19] Kumagai et al., “Facile synthesis of p-tert-butylthiacalix[4]arene by the reaction of p-tert-butylphenol with elemental sulfur in the presence of a base” Tetrahedron Letters, 1997, vol: 38, pp. 3971-3972.

Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums

Year 2019, Volume: 5 Issue: 1, 58 - 70, 27.06.2019

İzzet Şener Güngör Canbulat Nesrin Şener Mahmut Gür

Abstract

In this study, firstly a novel thiacalix[4]arene functionalized
from the phenolic oxygen side was synthesized. Then a series of dyes were
synthesized by linking the heterocyclic groups to the novel thiacalix[4]aren
through a diazo reaction. The azo dyes were characterized by UV-vis, FT-IR and 1H-NMR
spectroscopic techniques. Effect
of solvent and effect of acid-base upon the absorption spectra of the azo dyes
were investigated.

Keywords

Azo Dyes Azo Thiacalixarene

References

  • [1] A. Whitaker, J. Soc. Dyers Colour, 1995, vol. 111, pp. 66–72.
  • [2] M.S. Yen, I.J. Wang, Dyes Pigm., “A facile syntheses and absorption characteristics of some monoazo dyes in bis-heterocyclic aromatic systems part I: syntheses of polysubstituted-5-(2-pyrido-5-yl and 5-pyrazolo-4-yl)azo-thiophene derivatives” 2004, vol. 62, pp. 173–180.
  • [3] M.S. Yen, I.J. Wang, Dyes Pigm., “A facile syntheses and absorption characteristics of some monoazo dyes in bis-heterocyclic aromatic systems: part II: syntheses of 4-(p-substituted) phenyl-2-(2-pyrido-5-yl and 5-pyrazolo-4-yl)azo-thiazole derivatives” 2004, vol. 63, pp. 1–9.
  • [4] N. Ertan, Dyes Pigm. “Synthesis of some hetarylazopyrazolone dyes and solvent effects on their absorption spectra” 2000, vol. 44, pp. 41–48.
  • [5] F. Karcı and N. Ertan, Dyes Pigm., “Hetarylazo disperse dyes derived from 3-methyl-1-(3′,5′-dipiperidino-s-triazinyl)-5-pyrazolone as coupling component” 2002, vol.55, pp. 99–108.
  • [6] A. T. Peters, “Chisowa E. Colour-constitution relationships in 2-acylamino-4-N, Ndiethylaminobenzenedisperse dyes” Dyes and Pigments, 1993, vol. 22(4), pp. 223-38.
  • [7] H. Hartmann, M. Schulze, R. Guenter, “Nucleophilic substitution in arylazo phenols e a simple route for preparing chloro-substituted azobenzenes” Dyes and Pigments, 1991, vol. 15(4), pp. 255-62.
  • [8] Kon et al. "Synthesis of p-tert-butylthiacalix [n] arenes (n= 4, 6, and 8) from a sulfur-bridged acyclic dimer of p-tert-butylphenol" Tetrahedron Letters, 2002, vol. 43.12 pp. 2231-2234.
  • [9] Sone et al. Abstract Book of Workshop on Calixarenes and Related Compounds, p. PS/B-36, 2–4 June 1993, Fukuoka, Japan.
  • [10] Sone et al. “Synthesis and properties of sulfur-bridged analogs of p-tert-Butylcalix[4]arene” Tetrahedron,1997, vol. 53, pp. 10689-10698.
  • [11] Iki, et al. “Selective oxidation of thiacalix[4]arenes to the sulfinyl- and sulfonylcalix[4]arenes and their coordination ability to metal ions” Tetrahedron Lett., 1998, vol. 39, pp. 7559-7562.
  • [12] Akdaş et al., “Thiacalixarenes: Synthesis and structural analysis of thiacalix[4]arene and of p-tert-butylthiacalix[4]arene” Tetrahedron Letters, 1998, vol: 39, pp. 2311-2314.
  • [13] Proto et al., “Ethylene polymerization promoted by dinuclear titanium p-tert-butylthiacalix[4]arene complexes” European Polymer Journal, 2009, vol.45, pp. 2138-2141.
  • [14] Ali et al., “Comparison study of evaporated thiacalix[4]arene thin films on gold substrates as copper ion sensing” Thin Solid Films , 2006, vol: 495 , pp. 368-371.
  • [15] Zaghbani et al., “Selective thiacalix[4]arene bearing three amide groups as ionophore of binary Pd(II) and Au(III) extraction by a supported liquid membrane system” Separation and Purification Technology, 2007, vol: 57, pp. 374-379.
  • [16] Zlatuskova et al., “Novel anion receptors based on thiacalix[4]arene derivatives” Tetrahedron Letters, 2004, vol. 60, pp. 11383-11390.
  • [17] Lhotak et al., “Diazo coupling: an alternative method for the upper rim amination of thiacalix[4]arenes” Tetrahedron Letters, 2002, vol. 43, pp. 3665-3668.
  • [18] Chakrabarti et al., “Synthesis and cation binding properties of new arylazo- and heteroarylazotetrathiacalix[4]arenes” Tetrahedron, 2006, vol: 62, pp. 1150-1157.
  • [19] Kumagai et al., “Facile synthesis of p-tert-butylthiacalix[4]arene by the reaction of p-tert-butylphenol with elemental sulfur in the presence of a base” Tetrahedron Letters, 1997, vol: 38, pp. 3971-3972.
There are 19 citations in total.

Details

Primary Language English
Journal Section Research Articles
Authors

İzzet Şener

Güngör Canbulat This is me

Nesrin Şener

Mahmut Gür

Publication Date June 27, 2019
Submission Date May 17, 2019
Published in Issue Year 2019 Volume: 5 Issue: 1

Cite

APA Şener, İ., Canbulat, G., Şener, N., Gür, M. (2019). Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums. Kastamonu University Journal of Engineering and Sciences, 5(1), 58-70.
AMA Şener İ, Canbulat G, Şener N, Gür M. Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums. KUJES. June 2019;5(1):58-70.
Chicago Şener, İzzet, Güngör Canbulat, Nesrin Şener, and Mahmut Gür. “Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums”. Kastamonu University Journal of Engineering and Sciences 5, no. 1 (June 2019): 58-70.
EndNote Şener İ, Canbulat G, Şener N, Gür M (June 1, 2019) Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums. Kastamonu University Journal of Engineering and Sciences 5 1 58–70.
IEEE İ. Şener, G. Canbulat, N. Şener, and M. Gür, “Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums”, KUJES, vol. 5, no. 1, pp. 58–70, 2019.
ISNAD Şener, İzzet et al. “Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums”. Kastamonu University Journal of Engineering and Sciences 5/1 (June 2019), 58-70.
JAMA Şener İ, Canbulat G, Şener N, Gür M. Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums. KUJES. 2019;5:58–70.
MLA Şener, İzzet et al. “Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums”. Kastamonu University Journal of Engineering and Sciences, vol. 5, no. 1, 2019, pp. 58-70.
Vancouver Şener İ, Canbulat G, Şener N, Gür M. Synthesis of New Thiacalix[4]arene Based Azo Dyes and Analysis of Absorption Spectrums. KUJES. 2019;5(1):58-70.
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