Year 2019,
Volume: 5 Issue: 1, 58 - 70, 27.06.2019
İzzet Şener
,
Güngör Canbulat
Nesrin Şener
,
Mahmut Gür
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.
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.