SYNTHESIS OF SOME NEW AZO DYES FROM 6, 8-DICHLORO-4-HYDROXYQUINOLIN-2(1H)-ONE: STRUCTURAL ELUCIDATION, SOLVATOCHROMISM AND SPECTROSCOPIC PROPERTIES

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MORADI RUFCHAHI E.

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Journal: JOURNAL OF COLOR SCIENCE AND TECHNOLOGY Year:2017 | Volume:11 | Issue:3 Page(s): 203-213

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Title

SYNTHESIS OF SOME NEW AZO DYES FROM 6, 8-DICHLORO-4-HYDROXYQUINOLIN-2(1H)-ONE: STRUCTURAL ELUCIDATION, SOLVATOCHROMISM AND SPECTROSCOPIC PROPERTIES

Author(s)

MORADI RUFCHAHI E. | Issue Writer Certificate

Keywords

HYDROXYL QUINOLONEQ1

AZO DYESQ2

SOLVATOCHROMISMQ2

POLYPHOSPHORIC ACIDQ1

Abstract

6, 8-dichloro-4-hydroxyquinolin-2 (1H)-one (2) was prepared by thermal cyclocondensation reaction of N, Nʹ-bis (2, 4-dichlorophenyl) malonamide (1) at 140-150oC in POLYPHOSPHORIC ACID in a satisfactory yield. This compound as an enol type coupling component was then coupled with diazonium salts of some aromatic amines to synthesis of AZO DYES (3)-(9). The structures of the compounds were elucidated using spectral methods FT-IR, 1H NMR and UV-vis. The effects of six organic solvents (acetic acid, ethanol, chloroform, acetonitrile, dimethyl formamide and dimethyl sulfoxide), pH and substituents of the diazotizing components on the maximum absorption wavelength of the colorants were discussed and evaluated.

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