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

Year 2017, Volume: 7 Issue: 2, 627 - 637, 01.06.2017

Mehmet Pişkin Ömer Faruk Öztürk Zafer Odabaş

Abstract

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

Keywords

Bakır II, Agregasyon yapmayan, Fotokimyasal, Fotofiziksel, Ftalosiyanin, Çözünür, Kalay II

Newly ideal soluble and non-aggregated copper II and tin II metallo phthalocyanines: Synthesis, characterization and investigation of photophysical and photochemical-responsive

Abstract

This work presents the synthesis and characterization of non-aggregated and highly soluble copper II and tin II phthalocyanines substituted with 2,6-dimethoxyphenoxy groups at the non-peripheral alpha and peripheral beta positions. The phthalocyanines have been characterized by common spectroscopic techniques. They show excellent solubility and non-aggregated species in common organic solvents such as dimethylsulfoxide, dimethylformamide, tetrahydrofuran, toluene, acetonitrile, chloroform, dichloromethane, which makes them candidates to use for many applications in different fields of science and technology. The effects positions of substituent and aggregation on the phthalocyanine skeleton and the variety of central metal ions on the phthalocyanine core on their spectroscopic properties of the novel phthalocyanines were determined in different solvents as mentioned above. The novel synthesized copper phthalocyanines were not evaluated for fluorescence, photophysical and photochemical properties due to transition metal and paramagnetic behavior of central metal in the phthalocyanine cavity. The effects of substituent and their position on the phthalocyanine skeleton on the tin II phthalocyanines’s photophysical fluorescence quantum yields and lifetimes and photochemical properties singlet oxygen generation and photodegradation under light irradiation were also investigated in dimethylsulfoxide for the first time. The obtained results for tin II phthalocyanines were also compared with unsubstituted zinc II phthalocyanine for determination of substitution effect and central metal effect on photophysical and photochemical properties in dimethylsulfoxide.

Keywords

Copper II, tin II, phthalocyanine, soluble, non-aggregated, photochemical, photophysical.

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