Synthesis and spectroscopic properties of new hetarylazo 8-hydroxyquinolines from some heterocyclic amines

Saylam, Aytül; Seferoğlu, Zeynel; Ertan, Nermin

doi:10.1016/j.dyepig.2006.10.005

Cited by 51 publications

(31 citation statements)

References 23 publications

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“…This indicated that the dyes may be in their dissociated state in these solutions. These findings are in agreement with those obtained for hetarylazoquinolines and phenylazouracils 30,34 in our previous work. Presumably, the dyes exist in the anionic form in DMSO and DMF.…”

Section: Methodssupporting

confidence: 93%

“…[25][26][27] It is well-known that mono-azo dyes prepared from enol-and enamine-type coupling components exhibit azo-hydrazone tautomerism. [28][29][30][31][32][33][34][35] Determination of azo-hydrazone tautomerism both in solid state and solution phase is quite interesting both from theoretical and practical standpoints, since the tautomers have different technical properties and dyeing performance. 36 In our previous studies, mono-and bis-azo dyes were synthesized and their structures and spectroscopic properties evaluated.…”

Section: Introductionmentioning

confidence: 99%

“…36 In our previous studies, mono-and bis-azo dyes were synthesized and their structures and spectroscopic properties evaluated. [28][29][30][31][32][33][34][35][37][38][39][40][41][42][43][44][45] Some new phenylazouracil disperse dyes were also synthesized. 34 In these studies, azo-hydrazone tautomerism was investigated for the dyes, both in the solid state and solution phase.…”

Section: Introductionmentioning

confidence: 99%

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A study on tautomeric investigation of new hetarylazo-6-aminouracil

Seferoğlu¹

2009

Arkivoc

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Section: Methodssupporting

confidence: 93%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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A study on tautomeric investigation of new hetarylazo-6-aminouracil

Seferoğlu¹

2009

Arkivoc

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“…On the basis of its IR spectrum, which showed HO and C‚O bands, such a dye was considered to exist as a mixture of the four tautomeric forms 284A-D (Scheme 103) [111]. Also, diazotized 2-amino-1,3,4-thiadiazoles couples with 8-hydroxyquinoline 274 to give the respective thiadiazolylazo derivatives 285 (Scheme 104) [110].…”

Section: -[(134-thiadiazol-2-yl)azo]quinolinesmentioning

confidence: 99%

“…This dye was proved on the basis of its IR (no tCO) and 1 H NMR (d 10.84, OH) and was assigned the indicated azo-hydroxy tautomeric form 273 [3]. Also, diazotized 3-amino-5-methyl-isoxazole 272 was coupled with 8-hydroxyquinoline 274 and gave the respective azo dye 275 (Scheme 96) [110].…”

Section: -[(3-isoxazolyl)azo]quinolinesmentioning

confidence: 99%

Synthesis and tautomerism of aryl- and hetaryl-azo derivatives of bi- and tri-heterocycles

Shawali

2010

Journal of Advanced Research

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Novel D − π − A dye sensitizers of polymeric metal complexes based on 8‐hydroxyquinoline and phenylethyl or fluorene units: synthesis, characterization and photovoltaic applications for dye‐sensitized solar cells

Jin

Tang

et al. 2013

Applied Organom Chemis

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Four novel donor À p-bridge À acceptor (D À p À A) polymeric metal complexes (P1-P4) based on 8-hydroxyquinoline metal complexes were synthesized and tested for their performance in dye-sensitized solar cells (DSSCs). The polymeric metal complexes dyes use alkoxy benzene or alkyl fluorene as the electron donor and C¼C as p linker; the 8-hydroxyquinoline derivative complex part was used as the electron acceptor and diaminomaleonitrile was used as ancillary ligand. The two strongly electron-withdrawing cyano groups in the polymer structure can provide an efficient charge transport in the intramolecular between donor and acceptor parts. The thermal, photophysical, electrochemical and photovoltaic properties of these copolymers were investigated by TGA, differential scanning calorimetry, cyclic voltammetry and cureent density-voltage curves, and the results showed that dye containing complex Zn(II) and alkoxy benzene unit benefited the generation of photocurrent and open-circuit voltages, and a maximum power conversion efficiency of 1.91% (P2) was obtained, with an open-circuit voltage of 0.71 V, a short-circuit current density of 4.23 mA cm À2 , and a fill factor of 38.6% under AM1.5G irradiation. The study results also show that the four polymers exhibit good thermal stability, indicating that these polymeric metal complexes are suitable for the fabrication processes of optoelectronic devices.

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Synthesis and spectroscopic properties of new hetarylazo 8-hydroxyquinolines from some heterocyclic amines

Cited by 51 publications

References 23 publications

A study on tautomeric investigation of new hetarylazo-6-aminouracil

A study on tautomeric investigation of new hetarylazo-6-aminouracil

Synthesis and tautomerism of aryl- and hetaryl-azo derivatives of bi- and tri-heterocycles

Novel D − π − A dye sensitizers of polymeric metal complexes based on 8‐hydroxyquinoline and phenylethyl or fluorene units: synthesis, characterization and photovoltaic applications for dye‐sensitized solar cells

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