Yeni periferal tetra-(E)-4-(3-(3-(2,4,6-trimetoksifenil)akriloil)fenoksi) substitüe metalsiz ve metalli ftalosiyaninlerin sentezi ve karakterizasyonu

Year 2021, Volume: 11 Issue: 1, 189 - 197, 15.01.2021

Volkan Çakır

https://doi.org/10.17714/gumusfenbil.716981

Abstract

Bu çalışma kapsamında, yeni hidroksil bileşiği 1, ftalonitril bileşiği 3, periferal tetra-(E)-4-(3-(3-(2,4,6-trimetoksifenil)akriloil)fenoksi) substitue metalsiz (H2Pc 4) ve metalli ftalosiyaninlerin (Co(II)Pc 5, Cu(II)Pc 6, Ni(II)Pc 7, Zn(II)Pc 8) sentezi ve karakterizasyonu gerçekleştirilmiştir. 3 Bileşiğinin siklotetramerizasyon reaksiyonu sonucu yeni periferal tetra substitue metalsiz ftalosiyanin (4) elde edilmiştir. Yeni periferal tetra substitue metalli ftalosiyaninler (Co(II)Pc 5, Cu(II)Pc 6, Ni(II)Pc 7, Zn(II)Pc 8) ise 3 bileşiğinin n-pentanol ve 1,8-diazabisiklo[5.4.0]undek-7-en (DBU) karışımı içerisinde sırası ile susuz CoCl2, CuCl2, NiCl2 ve Zn(CH3COO)2 tuzları ile kaynatılması sonucu sentezlenmiştir. Elde edilen yeni ftalosiyanin kompleksleri kloroform, diklorometan, tetrahidrofuran, dimetilsülfoksit ve dimetilformamid gibi yaygın organik çözücüler içerisinde iyi çözünürlük göstermiştir. Sentezi gerçekleştirilen yeni bileşikler (1, 3, 4, 5, 6, 7 ve 8) IR, 1H NMR, 13C NMR, kütle, UV-Vis spektroskopi ve elementel analiz teknikleri kullanılarak karakterize edilmiştir.

Keywords

Ftalosiyanin, Karakterizasyon, Periferal, Sentez, Siklotetramerizasyon

Synthesis and characterization of novel peripherally tetra-(E)-4-(3-(3-(2,4,6-trimethoxyphenyl)acryloyl)phenoxy) substituted metal-free and metallophthalocyanines

Abstract

In this study, a new hydroxyl derivate 1, phthalonitrile derivative 3 and peripherally tetra-(E)-4-(3-(3-(2,4,6-trimethoxyphenyl)acryloyl)phenoxy) substituted new metal-free 4, Co(II) 5, Cu(II) 6, Ni(II) 7 and Zn(II) 8 phthalocyanine derivatives were synthesized and characterized. Metal-free Pc 4 was prepared by cyclotetramerization of phthalonitrile derivate 3 and MPcs 5–8 were synthesized by heating 3 with CoCl2, CuCl2, NiCl2 and Zn(CH3COO)2 in n-pentanol in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), respectively. These phthalocyanines were good soluble in organic solvents such as chloroform,
dichloromethane, tetrahydrofuran, dimethylsulfoxide and dimethylformamide. The new compounds (1, 3, 4, 5, 6, 7 and 8) were characterized by a combination of IR, 1H NMR, 13C NMR, mass, UV-Vis spectroscopy and elemental analysis techniques.

Keywords

Phthalocyanine, Characterization, Peripheral, Synthesis, Cyclotetramerization

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