Please use this identifier to cite or link to this item: https://hdl.handle.net/11499/1722
Title: Pirazol türevi yeni disazo boyarmaddelerin sentezi ve absorpsiyon spektrumlarının incelenmesi
Other Titles: Synthesis of new disazo dyes derived from pyrazole and investigation of their absorbtion spectra
Authors: Şener, Nesrin
Advisors: Fikret Karcı
Keywords: Pirazol
Pirazolon
Heterosiklik Disazo Boyarmaddeleri
Solvatokromizm
Pyrazole
Pyrazolone
Heterocyclic Disazo Dyes
Solvatochromism
Publisher: Pamukkale Üniversitesi Fen Bilimleri Enstitüsü
Abstract: Bu çalışmada ilk olarak bir seri karbosiklik amin diazolanıp malonnitrille reaksiyona sokularak, fenilazomalonnitril (1) bileşikleri sentezlendi. Sentezlenen (1) bileşikleri hidrazinhidratla etanol içerisinde geri soğutucu altında ısıtılarak 3,5-diamino-4-arilazo-1H-pirazol (2) türevleri elde edildi. Diğer yandan sentezlenen (1) bileşikleri fenilhidrazin ile etanol içerisinde geri soğutucu altında ısıtılarak edilerek 3,5-diamino-4-arilazo-1-fenilpirazol (3) türevleri elde edildi. Sentezlenen (2) bileşikleri, 3,5-diamino-4-arilazo-1H-pirazol türevleri diazolanarak ve etilasetoasetat ile kenetlenerek 4-arilazo-3-amino-1H-pirazol-5-ilazo etilasetoasetat (4) bileşikleri elde edildi. Diğer yandan, sentezlenen (3) bileşikleri, 3,5-diamino-4-arilazo-1-fenil-pirazol türevleri diazolanarak ve etilasetoasetat ile kenetlenerek 4-arilazo-3-amino-1-fenilpirazol-5-ilazo etilasetoasetat (7) bileşikleri elde edildi. Son olarak, elde edilen (4) bileşikleri, hidrazinmonohidrat ve fenilhidrazinle ile reaksiyona sokularak bir seri 4-(4'-arilazo-3'-amino-1H-pirazol-5'-ilazo)-3-metil-5-pirazolon (5) ve 4-(4'-arilazo-3'-amino-1-fenilpirazol-5'-ilazo)-1-fenil-3-metil-5-pirazolon (6) türevleri sentezlendi. Elde edilen (7) bileşikleri, hidrazinmonohidrat ve fenilhidrazin ile reaksiyona sokularak bir seri 4-(4'-arilazo-3'-amino-1-fenilpirazol-5'-ilazo)-3-metil-5-pirazolon (8) ve 4-(4'-arilazo-3'-amino-1-fenilpirazol-5'-ilazo)-1-fenil-3-metil-5-pirazolon (9) türevleri sentezlendi. Sentezlenen bileşiklerin yapıları aydınlatılarak, absorpsiyon spektrumları üzerine çözücü, asit-baz ve sübstitüent etkileri incelendi.
In the first step of this study, aniline and aniline derivatives were diazotised and coupled with malononitrile, later these compounds were reacted with hydrazine mono hydrate and phenyl hydrazine to give corresponding 3,5-diamino-4-arylazo-1H-pyrazole (2) and 3,5-diamino-4-arylazo-1-phenylpyrazole (3) compounds. The second step; 2 and 3 compounds were diazotised again and were coupled with ethylacetoacetate to give corresponding 4-arylazo-3-amino-1H-pyrazole-5-ylazo (4) and 4-arylazo-3-amino-1-phenyl-pyrazole-5- ylazo)etilasetoasetat (7). Later, they were reacted with hydrazine mono hydrate and phenyl hydrazine to give corresponding 4-(4'-arylazo-3'-amino-1H-pyrazole-5'-ylazo)-3-methyl-5-pyrazolone (5), 4-(4'-arylazo-3'-amino-1-phenyl-pyrazole-5'- ylazo)-1-phenyl-3-methyl-5-pyrazolone (6), 4-(4'-arylazo-3'-amino-1-phenylpyrazole-5'-ylazo)-3-methyl-5-pyrazolone (8) and 4-(4'-arylazo-3'-amino-1-phenylpyrazole-5'-ylazo)-1-phenyl-3-methyl-5-pyrazolone (9). The synthesized disazo dyes were characterized by spectral methods. Visible region absorptions of synthesized compounds were examined in terms of various solvent, acid-base and substituent effects. The synthesized disazo dyes were characterized by elemental analysis and spectral methods. The effect of varying solvent upon the absorption ability of dyes substituted with electron-withdrawing and electron-donating groups was examined in detail.
Description: Bu tez çalışması Pamukkale Üniversitesi Bilimsel Araştırma Projeleri koordinatörlüğü tarafından 2013FBE012 nolu proje ile desteklenmiştir.
URI: https://hdl.handle.net/11499/1722
Appears in Collections:Tez Koleksiyonu

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