Florokarbon Substitüte Periferal ve Non-Periferal Tetra Ftalosiyanin Bileşikleri: Sentez, Karakterizasyon ve Agregasyon Özellikleri

Öz

Bu çalışmada bir dizi yeni 4-[(4,4,5,5,5-pentafloropentil)oksi grubu içeren periferal ve non-periferal tetra substitüe ftalosiyanin türevleri sunulmuştur. İlk olarak ftalonitril türevleri (2 ve 3) sentezlenmiştir. Bu ftalonitril türevleri florokarbon bileşiği içeren “4,4,5,5,5-pentafluoro-1-pentanol” periferal tetra substitüte (metalsiz 4, mangan(III) 5, nikel(II) 6 ve kobalt(II) 7) ve non-periferal tetra substitüte (magnezyum(II) 8, çinko(II) 9, nikel(II) 10 ve kobalt(II) 11) ftalosiyanin türevlerinin sentezinde kullanılmıştır. Sentezlenen yeni bileşikler FT-IR, 1H NMR 13C NMR, MALDI-TOF-MS and UV-Vis (ftalosiyaninler için) spektroskopi yöntemleri ile karakterize edilmiştir. Çalışmanın son kısmında, farklı çözücüler kullanılarak (THF, DMF, DMSO vb) çözücücnün Ni(II) (6 ve 10) ve Co(II) (7 ve 11) metalli ftalosiyanin kompleksleri üzerine agregasyon etkisi çalışıldı. Buna ilave olarak 2 x 10-6 ila 12 x 10-6 M arasında değişen farklı konsantrasyonlarda CHCl3 içerisinde Ni ve Co (6, 7, 10, 11) ftalosiyanin komplekslerinin agregasyon davranışları araştırıldı.

Anahtar Kelimeler

• Florokarbon
• Agregasyon
• Non-Periferal
• Ftalosiyanin
• Mangan

Proje Numarası

2019.F90.02.02

Fluorocarbon Substituted Peripherally and Non-Peripherally Tetra Phthalocyanine Compounds: Synthesis, Characterization and Aggregation Properties

Öz

This work presents a series of novel peripherally and non-peripherally tetra substituted phthalocyanine derivatives containing 4-[(4,4,5,5,5-pentafluoropentyl)oxy groups. Firstly, phthalonitrile derivatives (2 and 3) were synthesized. These phthalonitrile derivatives were used synthesis of peripherally tetra substituted (metal-free 4, manganese(III) 5, nickel(II) 6 and cobalt(II) 7) phthalocyanines and non-peripherally tetra substituted (magnesium(II) 8, zinc(II) 9, nickel(II) 10 and cobalt(II) 11) functionalized with the fluorocarbon compound “4,4,5,5,5-pentafluoro-1-pentanol”. Synthesized novel compounds have been characterized by combination of the FT-IR, 1H NMR/ 13C NMR, MALDI-TOF-MS and UV-Vis spectroscopy (for phthalocyanines). In the last part of the study, the effect of the solvent on the aggregation behavior of the metallophthalocyanines NiPc (6 and 10) and CoPc (7 and 11) was studied using different solvents (THF, DMF, DMSO etc). In addition, the aggregation behavior of NiPcs and CoPcs was investigated at different concentrations ranging from 2 x 10-6 to 12 x 10-6 M in CHCl3.

Anahtar Kelimeler

• Fluorocarbon
• Aggregasyon
• Non-Peripherally
• Phthalocyanine
• Manganese

Destekleyen Kurum

Artvin Çoruh Üniversitesi

Proje Numarası

2019.F90.02.02

Teşekkür

This study was supported by the Research Fund of Artvin Coruh University, Project no: 2019.F90.02.02.

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