Mehmet PİŞKİN, Ömer Faruk ÖZTÜRK, Zafer ODABAŞ

Yeni İyi Çözünür ve Agregasyon Yapmayan Bakır(II) ve Kalay(II) MetallibFtalosiyaninler: Sentez, Karakterizasyon ve Fotofiziksel ve Fotokimyasal Duyarlılığın Araştırılması

Bu çalışma, non-periferal (alfa-) ve periferal (beta-) pozisyonlarda 2,6-dimetoksi gruplarıyla sübstitüe edilen agrege olmayan oldukça çözünür bakır(II) ve kalay(II) metalli ftalosiyanin bileşiklerinin sentezini ve karakterizasyonunu sunar. Bu ftalosiyaninler bilinen spektroskopik tekniklerle karakterize edilmiştir. Dimetilsülfoksit, dimetilformamit, tetrahidrofuran, toluen, asetonitril, kloroform ve diklorometan gibi bilinen organik çözücülerde mükemmel çözünürlük ve agregasyon yapamayan türler göstermiştir. Orijinal ftalosiyanin bileşiklerinin yüksek çözünürlük özellikleri ve agregasyon yapmayan türler içermesi onları bilim ve teknolojinin farklı alanlarında pek çok uygulamalarda kullanılmaları amacıyla aday yapar. Bu orjinal ftalosiyaninlerin spektroskopik özellikleri hakkında üstte bahsedilen farklı çözeltilerde ftalosiyanin merkezindeki farklı metal iyonlarının ve ftalosiyanin iskeleti üzerinde sübstitüentin pozisyon etkileri ve agregasyon özellikleri belirlenmiştir. Ayrıca, bileşiklerin dimetilsülfokit çözeltisinde farklı konsantrasyonlardaki agregasyon özellikleri de incelenmiştir. Yeni sentezlenen bakır metalli ftalosiyaninler, ftalosiyanin çekirdeğinde merkez metalinin paramagnetik davranışı ve geçiş metalinden dolayı floresans, fotofiziksel ve fotokimyasal özellikleri değerlendirilmedi. Alfa ve betasübstitüentli kalay(II) metalli orijinal ftalosiyanin bileşiklerinin fotofiziksel (floresans kuantum verimleri ve ömürleri) ve fotokimyasal özellikleri (singlet oksijen kuantum verimleri, fotobozunma kuantum verimleri) hakkında ftalosiyanin iskeleti üzerindeki sübstitüent ve sübstitüentin pozisyonlarının etkileri de ilk defa bu çalışmada incelenmiş ve rapor edilmiştir.

Newly Soluble and Non-Aggregated Copper(II) and Tin(II) Phthalocyanines: Synthesis, Characterization and Investigation of Photophysical and Photochemical-Responsive

This work presents the synthesis and characterization of non-aggregated and highly soluble copper(II) and tin(II) phthalocyaninessubstituted with 2,6-dimethoxyphenoxy groups at the non-peripheral (alpha) and peripheral (beta) positions. The phthalocyanines havebeen characterized by common spectroscopic techniques. They show excellent solubility and non-aggregated species in common organicsolvents such as dimethylsulfoxide, dimethylformamide, tetrahydrofuran, toluene, acetonitrile, chloroform and dichloromethane, whichmake them candidates to use for many applications in different fields of science and technology. The effects positions of substituenton the phthalocyanine skeleton and the variety of central metal ions on the phthalocyanine of aggregation and on their spectroscopicproperties were determined in different solvents as mentioned above. The novel synthesized copper phthalocyanines were not evaluatedfor fluorescence, photophysical and photochemical properties due to transition metal and paramagnetic behavior of central metalin the phthalocyanine cavity. The effects of substituent and their positions on the tin(II) phthalocyanines’ on their photophysical(fluorescence quantum yields and lifetimes) and photochemical properties (singlet oxygen generation and photodegradation underlight irradiation) were also investigated and reported in dimethylsulfoxide for the first time.

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