Synthesis and fluorescence properties of phthalocyanines with dibromo- and tribromo-phenoxy functionalities
Source abstract
Abstract
Abstract The synthesis and characterization of new peripherally tetra-substituted metal-free and zinc(II) phthalocyanines with 3,4-dibromophenoxy and 2,4,5-tribromophenoxy functionalities are described for the first time in this study. Novel phthalocyanines were characterized with elemental analyses, mass, proton nuclear magnetic resonance (1H NMR), Fourier transform infrared spectroscopy (FT-IR) and ultraviolet–visible spectroscopy (UV–vis) techniques. Aggregation properties of these compounds were investigated in the concentration range of 1–10 μM in dichloromethane before and after addition of surfactant Triton X-100. The influence of the substituent on the phthalocyanine framework, central metal ion (metal-free or zinc) and the position of the bromine group on the spectroscopic properties are also investigated.
Source: openaire · Quality: candidate unverified · Source record ↗
Research context
OpenAlex topics: Porphyrin and Phthalocyanine Chemistry · Photodynamic Therapy Research Studies · Metal-Catalyzed Oxygenation Mechanisms
SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.
References (36)
Show source-provided references
1. Leznoff · 1989 · vol. 1–4
2. McKeown · 1998
3. Effects of substituents on the photochemical and photophysical properties of main group metal phthalocyanines10.1016/j.ccr.2006.11.011 ↗
4. A novel self aggregates of phthalocyanine based on ZnO coordination10.1246/cl.2007.108 ↗
5. Effects of axial ligands on the photophysical properties of silicon octaphenoxyphthalocyanine10.1142/S1088424602000452 ↗
6. Synthesis and photophysical properties phthalocyanine–pyrene dyads10.1016/j.dyepig.2011.08.013 ↗
7. Synthesis, optical and structural studies of tetrakis[4-(2′,3′,4′,5′,6′-pentafluorobenzyloxy)benzyloxy]-substituted metallophthalo-cyanines10.1016/j.synthmet.2011.11.025 ↗
8. Industrial applications of phthalocyanines10.1002/(SICI)1099-1409(200006/07)4:4<432::AID-JPP254>3.0.CO;2-N ↗
9. Influence of stress on hydrogen-bond formation in a halogenated phthalocyanine network10.1103/PhysRevB.75.035428 ↗
10. Perin · 1985
11. Synthesis and characterization of di-disubstituted phthalocyanines10.1021/jo00294a032 ↗
12. The direct dibromination of m-bromophenol and an example of group migration
13. Polybrominated diphenyl ethers (BDEs); preparation of reference standards and fluorinated internal analytical standards10.1016/j.tet.2006.01.092 ↗
14. Synthesis and characterization of new polyfluorinated dendrimeric phthalocyanines10.1016/j.poly.2010.06.023 ↗
15. Synthesis and characterization of metal-free and metallo phthalocyanines with four pendant naphthoxy-substituents10.1016/j.poly.2003.12.003 ↗
16. New phthalocyanines bearing tetra(hydroxyethylthio) functionalities10.1016/j.dyepig.2006.08.003 ↗
17. The synthesis and characterization of functionalized polyfluorinated phthalocyanines10.1016/j.dyepig.2007.07.013 ↗
18. Separation of structural isomers of tetra-tert-butylphthalocyaninatonickel(II)10.1039/c39930000058 ↗
19. Tetranuclear supramolecular structures containing phthalocyanine cores10.1142/S108842460700062X ↗
20. Synthesis and electrochemical investigation of phthalocyanines with dendritic bulky ethereal substituents10.1016/j.poly.2012.05.025 ↗
21. Preparation electrochemistry and optical properties of unsymmetrical phthalocyanines bearing morpholine and tert-butylphenoxy substituents10.1016/j.synthmet.2011.05.010 ↗
22. Syntheses and characterization of heteroatom-bridged metal-free phthalocyanine network polymers and model compounds10.1021/ma00138a033 ↗
23. Photophysical properties of nonperip-herally and peripherally substituted triazatetrabenzcorrole phosphorous dihydroxy and singlet oxygen generation10.1016/j.jphotochem.2010.08.001 ↗
24. Snow · 2003 · vol. 17 · 129
25. Synthesis of novel tetracationic phthalocyanines and investigation of their DNA-binding properties10.1016/j.dyepig.2012.09.018 ↗
26. Tetracationic fluorinated zinc(II)phthalocyanine: synthesis, characterization and DNA-binding properties10.1016/j.dyepig.2012.06.018 ↗
27. Valeur · 2002
28. Comparison of photophysicochemical properties of hexaphenoxycyclotriphosphazenyl-substituted metal-free, mono- and bis-lutetium phthalocyanines10.1016/j.synthmet.2009.11.026 ↗
29. Synthesis, photophysical and photochemical properties of crown ether substituted zinc phthalocyanines10.1016/j.synthmet.2009.04.018 ↗
30. A novel phthalocyanine conjugated with four salicylideneimino complexes: Photophysics and fluorescence quenching studies10.1016/j.dyepig.2012.05.005 ↗
31. New phthalocyanines containing bulky electron rich substituents10.1142/S1088424609000838 ↗
32. Investigation of photophysical, photochemical and bovine serum albumin binding properties of novel water-soluble zwitterionic zinc phthalocyanine complexes10.1016/j.synthmet.2012.02.017 ↗
33. Synthesis, photophysical and photochemical studies on long chain zinc phthalocyanine derivatives10.1016/j.synthmet.2008.06.007 ↗
34. Synthesis, properties, and photodynamic inactivation of Escherichia coli using a cationic and a noncharged Zn(II) pyridyloxyphthalocyanine derivatives10.1016/j.bmc.2005.01.063 ↗
35. Lakowicz · 2006
36. Synthesis and physicochemical behavior of new low symmetry Ge, Ti and Sn phthalocyanines: effect of central metal10.1016/j.synthmet.2012.07.028 ↗