Periferal Konumda Tetra ve Okta Karboksimetilensülfanil Grupları İçeren Suda Çözünebilen Ftalosiyaninlerin Sentezi ve Karakterizasyonu

Abstract

Çalışmada öncelikle Metil 2-(3,4-disiyanofeniltiyo)asetat ve Dimetil 2,2'-(4,5-disiyano-o-fenilenditiyo)asetat bileşiklerinin sentezleri tartışılmıştır. Sentezlenen ftalonitrillerin, N,N-dimetilaminoetanol içerisinde Bakır(I) Klorür ile halka kapama tepkimesiyle bakır ftalosiyaninler (4, 6) elde edilmiştir. Metalsiz ftalosiyaninler (3, 5) ise N,N-dimetilaminoetanol içerisinde kaynatılarak sentezlenmiştir. Bu komplekslerin tamamı alkali sulu çözeltilerde son derece iyi çözünmektedir. Sentezlenen bileşiklerin yapıları, elementel analiz, IR, NMR ve UV-Vis spektroskopisi ile karakterize edilmiştir.

Keywords

• Suda Çözünebilir Ftalosiyaninler
• tiyoglikolik asit metil ester
• ftalonitril

Synthesis and Characterization of Novel Water-Soluble Phthalocyanines with Peripherally Tetra and Octa Carboxymethylenesulfanyl Substituents

Abstract

The syntheses of methyl 2-(3,4-dicyanophenylthio)acetate and dimethyl 2,2'-(4,5-dicyano-o-phenylenedithio)acetate are reported. Cyclotetramerization of these phthalonitriles in the presence of copper(I) chloride in N,N-dimethylaminoethanol yielded the corresponding copper(II) phthalocyanines (4, 6). The metal-free derivatives (3, 5) were obtained by refluxing the precursors in N,N-dimethylaminoethanol. All synthesized complexes exhibit excellent solubility in alkaline aqueous media. Their structures were fully characterized using elemental analysis, IR, NMR, and UV-Vis spectroscopy.

Keywords

• Water-Soluble Phthalocyanines
• thioglycolic acid methyl ester
• phthalonitrile derivatives

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