Synthesis, spectral properties and application of novel monoazo disperse dyes derived from N-ester-1,8-naphthalimide to polyester

Gharanjig, Kamaladin; Arami, Mokhtar; Bahrami, S. Hajir; Movassagh, Barahman; Mahmoodi, Niyaz Mohammad; Rouhani, Shohre

doi:10.1016/j.dyepig.2007.01.024

Cited by 76 publications

(47 citation statements)

References 13 publications

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“…The naphthalimide derivatives show exceptionally excellent thermal stability and their dyeings have good fastness properties. 15,16,23,24 These dyes tended to undergo association in the crystalline state which was confirmed by their IR spectra and high melting points. 23 This propensity for association provides dyes with good thermal stability as reflected in the sublimation fastness of the dyes.…”

Section: Investigation Of the Dyeing Of Polyester Fabricmentioning

confidence: 56%

Synthesis and Application of Some Alkali‐Clearable Azo Disperse Dyes Based on Naphthalimide Derivatives

Parvizi

Khosravi

Moradian

et al. 2009

J Chinese Chemical Soc

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A series of naphthalimide-based alkali-clearable azo disperse dyes containing a fluorosulfonyl group was synthesized. 4-Fluorosulfonylaniline, 4-fluorosulfonyl-2-nitroaniline and 6-chloro-4-fluorosulfonyl-2-nitroaniline as the diazo components were prepared from N-acetylsulfanilyl chloride and were subsequently coupled with 4-hydroxy-N-3-methoxypropyl-1,8-naphthalimide. The synthesized dyes and their intermediates were characterized by the use of DSC, FTIR, 1 H NMR, 13 C NMR, Mass spectroscopy and UV-visible spectroscopic techniques. Spectrophotometric investigations of prepared dyes in different solvents were carried out in order to obtain their absorption maxima, molar extinction coefficients and solvatochromic effects. The obtained dyes were applied to polyester fabric by the HT method and exhibited good leveling, wash and sublimation fastnesses and moderate light fastness. The synthesized dyes showed that incorporated fluorosulfonyl group to these dyes can be converted to the dyes containing a water soluble sulfonate group in the relatively mild alkaline conditions.

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Section: Investigation Of the Dyeing Of Polyester Fabricmentioning

confidence: 56%

Synthesis and Application of Some Alkali‐Clearable Azo Disperse Dyes Based on Naphthalimide Derivatives

Parvizi

Khosravi

Moradian

et al. 2009

J Chinese Chemical Soc

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“…They showed good build up and good fastness properties. [11][12][13] In this study, a group of disperse dyes based on naphthalimides including butyric acid group were applied on polyamide fabrics. The chemical structures of these dyes are shown in Figure 1.…”

Section: Introductionmentioning

confidence: 99%

Dyeing and fastness properties of polyamide fabrics using some acid‐based monoazo disperse dyes

Sadeghi‐Kiakhani

Gharanjig

Arami

et al. 2011

J of Applied Polymer Sci

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A series of monoazo disperse dyes derived from naphthalimide containing butyric acid has been applied on polyamide fabrics. The build up and dyeing properties of these dyes such as leveling property, wash, light, perspiration for alkaline and acidic conditions, and rubbing fastnesses on polyamide fabrics have been investigated. The results showed that the applied dyes are capable of producing red to bluish red hues on polyamide fabrics. Because of the presence of both carboxylic acid and hydroxyl groups on the molecular structure of Dye 3, it showed desired and more strength in respect to other used dyes. Comparing the build up of these dyes to commercial dyes such as disperse red 60 and disperse red 73 revealed that most of the used dyes have higher build up in comparison to the commercial ones. Measurement of fastness properties of dyed samples indicated that they have good wash (4-5), rubbing (4), perspiration (4-5), and heat fastnesses (4-5) and they possess less than moderate light fastness (3-4) on polyamide fabrics.

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“…A large number of organic reactions can be carried out under ultrasonic irradiation, resulting in high yields, short reaction times, and mild conditions (17)(18)(19)(20)(21). The imidation of naphthalimide derivatives is one of the most widely studied reactions and finds extensive application in the synthesis of a variety of fine chemicals (22)(23)(24)(25)(26)(27). Based on our knowledge there are no report on sonic synthesis of aromatic amine derivatives of 1,8-naphthalimide and study the effect of reaction time and percentage of reactants on reaction yield.…”

Section: Introductionmentioning

confidence: 99%

Facile synthesis of 4-nitro-N-substituted-1,8-naphthalimide derivatives using ultrasound in aqueous media

Rouhani

Gharanjig

Nezhad

2014

Green Chemistry Letters and Reviews

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Synthesis, spectral properties and application of novel monoazo disperse dyes derived from N-ester-1,8-naphthalimide to polyester

Cited by 76 publications

References 13 publications

Synthesis and Application of Some Alkali‐Clearable Azo Disperse Dyes Based on Naphthalimide Derivatives

Synthesis and Application of Some Alkali‐Clearable Azo Disperse Dyes Based on Naphthalimide Derivatives

Dyeing and fastness properties of polyamide fabrics using some acid‐based monoazo disperse dyes

Facile synthesis of 4-nitro-N-substituted-1,8-naphthalimide derivatives using ultrasound in aqueous media

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