The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers
The aim of the present research was to prepare new acid dyes based on naphthalimides. In this respect a series of monoazo acid dyes have been obtained using 4-amino-N-methyl (alternatively N-butyl)-1,8-naphthalimide, aniline and p-nitroaniline as diazo components. 2-Naphthol-6-sulfonic acid (Schaeff...
Main Authors: | , , , |
---|---|
Format: | Article |
Language: | English |
Published: |
Elsevier
2017-05-01
|
Series: | Arabian Journal of Chemistry |
Subjects: | |
Online Access: | http://www.sciencedirect.com/science/article/pii/S1878535213004553 |
id |
doaj-44b387a7959746288f398023cf399ab5 |
---|---|
record_format |
Article |
spelling |
doaj-44b387a7959746288f398023cf399ab52020-11-24T22:32:31ZengElsevierArabian Journal of Chemistry1878-53522017-05-0110S2S3284S329110.1016/j.arabjc.2013.12.027The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymersMozhgan Hosseinnezhad0Alireza Khosravi1Kamaladin Gharanjig2Siamak Moradian3Faculty of Polymer and Color Engineering, Amirkabir University of Technology, P.O. Box 15875-4413, Tehran, IranFaculty of Polymer and Color Engineering, Amirkabir University of Technology, P.O. Box 15875-4413, Tehran, IranDepartment of Organic Colorants, Institute for Color Science and Technology, P.O. Box 16656118481, Tehran, IranFaculty of Polymer and Color Engineering, Amirkabir University of Technology, P.O. Box 15875-4413, Tehran, IranThe aim of the present research was to prepare new acid dyes based on naphthalimides. In this respect a series of monoazo acid dyes have been obtained using 4-amino-N-methyl (alternatively N-butyl)-1,8-naphthalimide, aniline and p-nitroaniline as diazo components. 2-Naphthol-6-sulfonic acid (Schaeffer’s acid) and 1-naphthol-8-amino-3,6-disulfonic acid (H-acid) were used as coupling components. The spectrophotometric properties of the synthesized dyes were investigated in various solvents and compared with analogues azobenzene dyes. It is found, when acid dyes are applied in various solvents and different pH, additional bathochromically shifted bands of different intensity appear in the electronic spectra. This effect is caused by the occurrence of the equilibrium of azo and hydrazone forms in the dyes. The synthesized acid dyes were applied on wool fabrics in order to consider their dyeing properties, fastnesses and the obtainable color gamut. The synthesized dyes represented that they have the ability of dyeing wool and polyamide fabrics and give red to violet hues with good wash, medium light, and good milling and perspiration fastnesses.http://www.sciencedirect.com/science/article/pii/S1878535213004553Monoazo acid dyesWool fabricsPolyamide fabricsDyeing4-AminonaphthalimideColor fastnesses |
collection |
DOAJ |
language |
English |
format |
Article |
sources |
DOAJ |
author |
Mozhgan Hosseinnezhad Alireza Khosravi Kamaladin Gharanjig Siamak Moradian |
spellingShingle |
Mozhgan Hosseinnezhad Alireza Khosravi Kamaladin Gharanjig Siamak Moradian The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers Arabian Journal of Chemistry Monoazo acid dyes Wool fabrics Polyamide fabrics Dyeing 4-Aminonaphthalimide Color fastnesses |
author_facet |
Mozhgan Hosseinnezhad Alireza Khosravi Kamaladin Gharanjig Siamak Moradian |
author_sort |
Mozhgan Hosseinnezhad |
title |
The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
title_short |
The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
title_full |
The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
title_fullStr |
The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
title_full_unstemmed |
The comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
title_sort |
comparison of spectra and dyeing properties of new azonaphthalimide with analogues azobenzene dyes on natural and synthetic polymers |
publisher |
Elsevier |
series |
Arabian Journal of Chemistry |
issn |
1878-5352 |
publishDate |
2017-05-01 |
description |
The aim of the present research was to prepare new acid dyes based on naphthalimides. In this respect a series of monoazo acid dyes have been obtained using 4-amino-N-methyl (alternatively N-butyl)-1,8-naphthalimide, aniline and p-nitroaniline as diazo components. 2-Naphthol-6-sulfonic acid (Schaeffer’s acid) and 1-naphthol-8-amino-3,6-disulfonic acid (H-acid) were used as coupling components. The spectrophotometric properties of the synthesized dyes were investigated in various solvents and compared with analogues azobenzene dyes. It is found, when acid dyes are applied in various solvents and different pH, additional bathochromically shifted bands of different intensity appear in the electronic spectra. This effect is caused by the occurrence of the equilibrium of azo and hydrazone forms in the dyes. The synthesized acid dyes were applied on wool fabrics in order to consider their dyeing properties, fastnesses and the obtainable color gamut. The synthesized dyes represented that they have the ability of dyeing wool and polyamide fabrics and give red to violet hues with good wash, medium light, and good milling and perspiration fastnesses. |
topic |
Monoazo acid dyes Wool fabrics Polyamide fabrics Dyeing 4-Aminonaphthalimide Color fastnesses |
url |
http://www.sciencedirect.com/science/article/pii/S1878535213004553 |
work_keys_str_mv |
AT mozhganhosseinnezhad thecomparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT alirezakhosravi thecomparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT kamaladingharanjig thecomparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT siamakmoradian thecomparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT mozhganhosseinnezhad comparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT alirezakhosravi comparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT kamaladingharanjig comparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers AT siamakmoradian comparisonofspectraanddyeingpropertiesofnewazonaphthalimidewithanaloguesazobenzenedyesonnaturalandsyntheticpolymers |
_version_ |
1725733538372780032 |