Yapısında azo grubu içeren yeni vic-dioksim ve bazı geçiş metal komplekslerinin sentezi, yapılarının aydınlatılması ve pigment boyarmadde olarak kullanımlarının incelenmesi
Başlık çevirisi mevcut değil.
- Tez No: 29371
- Danışmanlar: DOÇ. DR. SELAHATTİN SERİN
- Tez Türü: Doktora
- Konular: Kimya, Chemistry
- Anahtar Kelimeler: Boyar maddeler, Geçiş metalleri, Ligandlar, Pigmentler, Vic-dioksimler, Dyestuffs, Transition metals, Ligands, Pigments, Vic-dioximes
- Yıl: 1993
- Dil: Türkçe
- Üniversite: Çukurova Üniversitesi
- Enstitü: Fen Bilimleri Enstitüsü
- Ana Bilim Dalı: Kimya Ana Bilim Dalı
- Bilim Dalı: Belirtilmemiş.
- Sayfa Sayısı: Belirtilmemiş.
Özet
79 elucidated by the following observations: the dissapearence of the 2H singlet peaks appearing at 10.80 ppm in 'H-HMR spectrum of the ligand with D^O; the appearence of the specific 0-H stretching peak at 3220 cm“”* in IR spectrum for oximes; as well as, other spectroscopic methods The absence of 0-H peaks corresponding to free oximes in the IR spectra of Hi^+- Cu^“1”complexes of the ligand, as well as, the presence of 0-H - 0 stretching vibrations at 1625, and 162? cm-* indicates intramolecular Hydrogen bonding. The fact that these compounds are vic-dioxime complexes having square-planer structure is supported by additional spectroscopic data The peak observed at 1630 c»“^ at IR spectrum of Fe^+ complex proves the presence of hydrogen bondings in the molecule. The peaks observed at 324Û, and 3400 cm--*- indicates the presence of OH group and HjO in the complex's structure. The vic-dioxime ligand Di-[N-(1, 1 '-asonaphthyl-4-amıno) glyoxime], [NANAGH2], formed fro» 4 -am i no- 1. 1 ' -azonaphthyl were examined Similar to the previous investigation, the vic-dioxime character of the ligand was elucidated by the following observations' dissapearence of the 2H singlet peak appearing at 10.98 ppm in 'H-NHR spectrum of the ligand with D2O; the appearence of the specific 0-H stretching peak at 3220 cm~^ in IR spectrum for oximes; as well as, other spectroscopic methods The 0-H - 0 stretching vibrations observed at 1640 cm-* in the IR spectra of Hi^+, Cu^+ and Fe^+ complexes show the presence of intramolecular H bonding. The peak observed in the 'H-NMR spectrum at 11.62 ppm indicates the presence intramolecular hydrogen bonding in the Ni”*“' complex's structure. The peaks observed at 3230 cm-^ and 3405 cm-”'*- in the IR spectrum indicates the presence of OH group and H2Û in the Fe^+ complex's structure The powder pigment properties of all the synthesised dyestuif, ligand, and complexes were checked thoroughly. It was observed that solvent dyestuff and ligands don't posess pigment dyestuff properties The low degradation points, and the insufficient solubilities of these complexes in water, inorganic80 solutions, and organic solvents, porhibits their use as pigment dyestuff On the other hand, high degredation points. good dust pigment fastness, and high yields of the complexes allow their use as pigment dyestuff. The very high molar absorbtion coefficients of these complexes in UV-visible spectrum show good color depth quality High color depth is a desired property for all dyestuff. As a conclusion, all the synthesised complexes in this work can be used as pigment dyestuff in textile and similar industries79 elucidated by the following observations: the dissapearence of the 2H singlet peaks appearing at 10.80 ppm in 'H-HMR spectrum of the ligand with D^O; the appearence of the specific 0-H stretching peak at 3220 cm“”* in IR spectrum for oximes; as well as, other spectroscopic methods The absence of 0-H peaks corresponding to free oximes in the IR spectra of Hi^+- Cu^“1”complexes of the ligand, as well as, the presence of 0-H - 0 stretching vibrations at 1625, and 162? cm-* indicates intramolecular Hydrogen bonding. The fact that these compounds are vic-dioxime complexes having square-planer structure is supported by additional spectroscopic data The peak observed at 1630 c»“^ at IR spectrum of Fe^+ complex proves the presence of hydrogen bondings in the molecule. The peaks observed at 324Û, and 3400 cm--*- indicates the presence of OH group and HjO in the complex's structure. The vic-dioxime ligand Di-[N-(1, 1 '-asonaphthyl-4-amıno) glyoxime], [NANAGH2], formed fro» 4 -am i no- 1. 1 ' -azonaphthyl were examined Similar to the previous investigation, the vic-dioxime character of the ligand was elucidated by the following observations' dissapearence of the 2H singlet peak appearing at 10.98 ppm in 'H-NHR spectrum of the ligand with D2O; the appearence of the specific 0-H stretching peak at 3220 cm~^ in IR spectrum for oximes; as well as, other spectroscopic methods The 0-H - 0 stretching vibrations observed at 1640 cm-* in the IR spectra of Hi^+, Cu^+ and Fe^+ complexes show the presence of intramolecular H bonding. The peak observed in the 'H-NMR spectrum at 11.62 ppm indicates the presence intramolecular hydrogen bonding in the Ni”*“' complex's structure. The peaks observed at 3230 cm-^ and 3405 cm-”'*- in the IR spectrum indicates the presence of OH group and H2Û in the Fe^+ complex's structure The powder pigment properties of all the synthesised dyestuif, ligand, and complexes were checked thoroughly. It was observed that solvent dyestuff and ligands don't posess pigment dyestuff properties The low degradation points, and the insufficient solubilities of these complexes in water, inorganic
Özet (Çeviri)
78 SLMvftRY in this study. nev vic-dioxi» ligands and their Hi2+, Cu2*. and Fe^+ complenes vere synthesised. Ligands vere produced by the reactıon of primary arilamınes containing azo (-H=N-) groups. and anti-dichloroglyoxitte. The structures of the synthesised lıgands and their compleKes »ere elucidated by various analytical techniques. The pigment dyestuff properties of ali the products were investigated and it vas found that the co»plexes can be used as pigment dyestuff. The prıaary arilamines containing azo groups. used in this study are coapounds lısted in Colour In.dex, and used as solvent dyestuff. Vic-diosime ligands were produced by adding anti- dichloroglyoKİme to 4-aminobenzene, 2',3-diaethyl-4-â«dno azobenzene. ör 4-a*i|JOTl, l'-azonaphthyl Tlıe Ni2+' Cu^+. and ¥&.*+ complexes of vic-dioKime Di-[N-(azabenzene-4-a«ino)glyoxitte], [DHABSH2Î forned f rom 4-aminoazobenzene were eHamıned. The vic-diojtime character of the ligand v&s elucidated by the follovıng observatıons. the dissapearence of the 2H singlet peaks appearing at 10.80 pp» in 'H-NMR spectrua of the ligand «ith D£Û the appearence of the specific 0-B stretching peak at 3220 ca~^ in ÎR spectrum f ör OKiaes: other spectroscopic aethods. as veli as, ele&ental analysis. The O-H-O stretching vibrations observed at 1630. 1640. and 1750 cm“1 in th© ÎR spectra of Nİ2+. Fe3+. and Cu2+ cx33uple3ies, respectively. shov the presence of intraaolecular H bonding. The coabined peaks observed at 3200. and 3400 cj»~l indıcates the presence of OH group and l^O in the coB.plex's structure. Tltese findings were supported further by results of elemental analysis and solubility tests. The vic-dioxitte ligand Bis[N-(2',3-dimethyl-4-amino azobenzene)glyoxiae], [DMABGH21. formed fro» 2'.3-dinethyl-4- amino azobenzene vere examined. Siailar to the previous in^estigation, the vic-dioxime character of the ligand was79 elucidated by the following observations: the dissapearence of the 2H singlet peaks appearing at 10.80 ppm in 'H-HMR spectrum of the ligand with D^O; the appearence of the specific 0-H stretching peak at 3220 cm”“* in IR spectrum for oximes; as well as, other spectroscopic methods The absence of 0-H peaks corresponding to free oximes in the IR spectra of Hi^+- Cu^”1“ complexes of the ligand, as well as, the presence of 0-H - 0 stretching vibrations at 1625, and 162? cm-* indicates intramolecular Hydrogen bonding. The fact that these compounds are vic-dioxime complexes having square-planer structure is supported by additional spectroscopic data The peak observed at 1630 c»”^ at IR spectrum of Fe^+ complex proves the presence of hydrogen bondings in the molecule. The peaks observed at 324Û, and 3400 cm--*- indicates the presence of OH group and HjO in the complex's structure. The vic-dioxime ligand Di-[N-(1, 1 '-asonaphthyl-4-amıno) glyoxime], [NANAGH2], formed fro» 4 -am i no- 1. 1 ' -azonaphthyl were examined Similar to the previous investigation, the vic-dioxime character of the ligand was elucidated by the following observations' dissapearence of the 2H singlet peak appearing at 10.98 ppm in 'H-NHR spectrum of the ligand with D2O; the appearence of the specific 0-H stretching peak at 3220 cm~^ in IR spectrum for oximes; as well as, other spectroscopic methods The 0-H - 0 stretching vibrations observed at 1640 cm-* in the IR spectra of Hi^+, Cu^+ and Fe^+ complexes show the presence of intramolecular H bonding. The peak observed in the 'H-NMR spectrum at 11.62 ppm indicates the presence intramolecular hydrogen bonding in the Ni“*”' complex's structure. The peaks observed at 3230 cm-^ and 3405 cm-"'*- in the IR spectrum indicates the presence of OH group and H2Û in the Fe^+ complex's structure The powder pigment properties of all the synthesised dyestuif, ligand, and complexes were checked thoroughly. It was observed that solvent dyestuff and ligands don't posess pigment dyestuff properties The low degradation points, and the insufficient solubilities of these complexes in water, inorganic80 solutions, and organic solvents, porhibits their use as pigment dyestuff On the other hand, high degredation points. good dust pigment fastness, and high yields of the complexes allow their use as pigment dyestuff. The very high molar absorbtion coefficients of these complexes in UV-visible spectrum show good color depth quality High color depth is a desired property for all dyestuff. As a conclusion, all the synthesised complexes in this work can be used as pigment dyestuff in textile and similar industries
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