Synthesis and dyeing characteristics of some new asymmetrical 3-cyanoformazans

Galil, F. M. Abdel; Khalifa, F. A.; Abdin, T. S.

doi:10.1016/0143-7208(90)85005-9

Cited by 14 publications

(6 citation statements)

References 4 publications

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“…The closed isomers of 3-cyanoformazans can be unequivocally assigned by comparison of their various spectral features with other reported 3-cyanoformazans which are built into a macrocyclic structure (in which the formazan can only exist in the closed structure) . However, other 3-cyanoformazans have been reported which, on the basis of NMR data (principally δ(NH) ∼ 10–11 ppm), must exist as either the open or the linear isomers. , …”

Section: Resultsmentioning

confidence: 90%

Synthesis and Characterization of 3-Cyano- and 3-Nitroformazans, Nitrogen-Rich Analogues of β-Diketimine Ligands

et al. 2008

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The synthesis and characterization of several formazans containing strong electron-withdrawing substituents (cyano and nitro) in the 3 position of the ligand backbone are described. Reactions of aryldiazonium cations with the conjugated bases of either cyanoacetic acid or nitromethane lead to 1,5-diaryl-3-cyano- or 3-nitroformazans, respectively. When these reactions are carried out in aqueous conditions, the range of aromatic groups is limited by the stability of the diazonium salt. However, 3-nitroformazans containing bulky substituents on the nitrogen atoms (2,6-dimethylphenyl, 2,4,6-trimetyhlphenyl, 2,6-diisopropylphenyl, and 3,5-ditert-butylphenyl) could be made by performing the reactions under nonaqueous and anhydrous conditions. NMR and electronic spectroscopic studies indicate that the 3-nitroformazans exist exclusively as closed ( trans-syn, s-cis) isomers whereas the 3-cyanoformazans exist as mixtures of isomers which are substrate-dependent. The crystal structures of five of the formazans are presented: two 3-nitroformazans, both of which are closed, and three 3-cyanoformazans, two of which are closed and one of which adopts an open ( trans-syn, s-trans) structure. Solid state (diffuse reflectance) spectroscopy has been employed to ascertain the isomeric preferences of the other formazans which could not be crystallographically characterized.

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Section: Resultsmentioning

confidence: 90%

Synthesis and Characterization of 3-Cyano- and 3-Nitroformazans, Nitrogen-Rich Analogues of β-Diketimine Ligands

et al. 2008

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“…Coloration properties on wool, nylon and cellulosic fibers were good. All dyeings had very good colorfastness to light, although colorfastness to wash was moderate [59]. Dyes 121 gave satisfactory dyeing on silk, viscose or polyester as acid, direct or disperse dyestuffs and varied in shade from yellow to violet.…”

Section: + -+mentioning

confidence: 98%

A review on synthesis of nitrogen-containing heterocyclic dyes for textile fibers - Part 2: Fused heterocycles

Khattab

Rehan

2018

Egypt. J. Chem.

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I MPORTANCE of heterocyclic dyes has recently increased due to their deep shades, high tentorial strength, excellent colorfastness and brightness compared to azobenzene analogous. Development of novel synthetic approaches for fused heterocyclic dyes has remained a highly interesting but challenging proposition. An overview of the application of nitrogen-containing fused heterocyclic dyestuffs for textile coloration is presented. In this review, we provide details outlining the synthesis of recently prepared fused nitrogen-containing heterocyclic dyestuffs and their dyeing efficiency on textile fibers.

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“…The coloration features on cellulose, wool and nylon were mainly satisfactory. All dyeings have very good colorfastness to light, although colorfastness to wash was moderate [72]. The hydrazone dye 48 (Fig.…”

Section: -Xmentioning

confidence: 96%

A review on synthesis of nitrogen-containing heterocyclic dyes for textile fibers - Part 1: Five and six-membered heterocycles

Khattab

Rehan

2018

Egypt. J. Chem.

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Synthesis and dyeing characteristics of some new asymmetrical 3-cyanoformazans

Cited by 14 publications

References 4 publications

Synthesis and Characterization of 3-Cyano- and 3-Nitroformazans, Nitrogen-Rich Analogues of β-Diketimine Ligands

Synthesis and Characterization of 3-Cyano- and 3-Nitroformazans, Nitrogen-Rich Analogues of β-Diketimine Ligands

A review on synthesis of nitrogen-containing heterocyclic dyes for textile fibers - Part 2: Fused heterocycles

A review on synthesis of nitrogen-containing heterocyclic dyes for textile fibers - Part 1: Five and six-membered heterocycles

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