Photoluminescent Tetrazolate-based Eu(III) Complexes: An Outstanding Impact of Aromatic Phosphine Oxide Co-ligands on the Photoluminescence Quantum Yields

2014 ◽  
Vol 69 (2) ◽  
pp. 239-247 ◽  
Author(s):  
Marek Pietraszkiewicz ◽  
Suraj Mal ◽  
Oksana Pietraszkiewicz ◽  
Krzysztof Górski ◽  
Nitin Chelwani

New ternary Eu(III) 5-(2-pyridyl-1-oxide)tetrazolate complexes with phosphine oxide co-ligands have been synthesized and characterized by elemental analysis, and IR and 1H NMR spectroscopic techniques. The analytical data revealed that these complexes are mononuclear, and the central Eu(III) ion is coordinated by three oxygen and three nitrogen atoms of the tetrazolate and two oxygen atoms from the phosphine oxide ligands. The ancillary ligands increased remarkably the luminescence efficiency of the Eu(III) tetrazolate.

2005 ◽  
Vol 09 (06) ◽  
pp. 430-435 ◽  
Author(s):  
Can-Cheng Guo ◽  
Tie-Gang Ren ◽  
Jian Wang ◽  
Chun-Yan Li ◽  
Jian-Xin Song

Five new meso-tetrakis(1-arylpyrazol-4-yl)porphyrins were synthesized to investigate their fluorescence properties. Preparation of these porphyrins was carried out by cyclization of tetramethoxypropane with substituted phenylhydrazine, followed by formylation to give the corresponding aldehydes, which reacted with pyrrole under the Adler reaction condition to get the target porphyrins (1a-1e). All the porphyrins were characterized by 1 H NMR, elemental analysis, UV-vis spectra and mass spectra. Red fluorescence emission of these porphyrins was observed in fluorescence spectra. Compared with meso-tetraphenylporphyrin (TPPH2), these meso-tetrakis(1-arylpyrazol-4-yl) porphyrins had a significant red shift in UV-vis and fluorescence spectra with increased fluorescence quantum yields.


2018 ◽  
Vol 22 (01n03) ◽  
pp. 46-55 ◽  
Author(s):  
İlke Gürol ◽  
Gülay Gümüş ◽  
Deniz Kutlu Tarakci ◽  
Ömer Güngör ◽  
Mahmut Durmuş ◽  
...  

The synthesis and characterization of novel zinc(II) (1a–4a) and oxo-titanium(IV) (1b–4b) phthalocyanine derivatives bearing 1H,1H-nona?uoro-3,6-dioxaheptan-1-ol groups are described for the first time. These phthalocyanines (1a–4a and 1b–4b) were characterized by elemental analysis and different spectroscopic techniques such as UV-vis, [Formula: see text]H NMR, FTIR and mass. Furthermore, the photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation and photodegradation) properties of these phthalocyanines were investigated in tetrahydrofuran (THF) solution. The influence of the number of the substituted groups (tetra or octa), position of the substituents (peripheral or non-peripheral) and central metal atom (zinc or titanium) on the photophysical and photochemical properties of these phthalocyanines were evaluated.


2004 ◽  
Vol 59 (2) ◽  
pp. 221-227 ◽  
Author(s):  
Victoria Lachkova ◽  
Helmut Keck ◽  
Rosario Scopelliti ◽  
Wolfgang Kläui ◽  
Sabi Varbanov ◽  
...  

A series of fourteen new 3-[N-substituted carbamoyl (or thiocarbamoyl)]-aminopropyl-dimethyl-phosphine oxides have been synthesized and characterized. The compounds were prepared via reaction of the 3-aminopropyl-dimethyl-phosphine oxide with the corresponding isocyanates or isothiocyanates. The composition of the compounds was proved by elemental analysis and the structures were confirmed by IR, 1H, 31P, 31P{1H} NMR spectroscopy and by mass spectrometry. The structures of 3[(N-phenyl-thiocarbamoyl)amino]propyl-dimethyl-phosphine oxide (5), 3[(N-4- chlorophenyl-thiocarbamoyl)amino]propyl-dimethyl-phosphine oxide (6), and 3[(N-benzyl-thiocarbamoyl) amino]propyl-dimethyl-phosphine oxide (9) have been confirmed by X-ray diffraction.


2013 ◽  
Vol 2013 ◽  
pp. 1-5 ◽  
Author(s):  
Mutasim Ibrahim Khalil ◽  
Aisha Mohamed Al-Zahem ◽  
Maha Hamad Al-Qunaibit

Curcumin-Fe(III) complex was prepared from Fe(NO3)3·9H2O precursor and curcumin by refluxing a slightly basic methanolic solution of their mixture with the objective of investigating its cytotoxicity. The enol form of curcumin ligand was established by FTIR, UV/Vis,1H NMR, and13C NMR spectroscopy. The as-prepared product was characterized by elemental analysis, FTIR, UV, and Mössbauer spectroscopic techniques. An octahedral high-spin Fe(III) complex was obtained,δ, 0.37 mms−1; Q.S., 0.79 mms−1; no magnetic relaxation was observed at liquid N2temperature, neither reduction of Fe(III). The tested cytotoxicity of the as-prepared complex on four cancer cell lines indicated inhibition of the curcumin activity upon complexing with iron.


2017 ◽  
Vol 21 (07n08) ◽  
pp. 547-554 ◽  
Author(s):  
Asuman Dakoğlu Gülmez ◽  
Meltem Göksel ◽  
Mahmut Durmuş

Silicon (IV) phthalocyanines bearing one or two biotin groups on the axially positions were synthesized, and these novel phthalocyanines were characterized by elemental analysis and standard spectroscopic techniques such as FT-IR, [Formula: see text]H NMR, UV-vis and MALDI-TOF. The synthesized compounds are the first examples of axially biotin substituted silicon (IV) phthalocyanines. These phthalocyanines were designed as targeting photosensitizers for the treatment of cancer by photodynamic therapy (PDT) technique. The phthalocyanine ring was selected for its photosensitizer ability and the biotin group was selected as a targeting agent for increasing accumulation of these photosensitizers in tumor cells. The photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen generation) properties of the target silicon(IV) phthalocyanines were investigated in DMSO. The photosensitizing efficiency of the studied phthalocyanines was tested against human cervical cancer (HeLa) cells at different photosensitizer concentrations. Both axially mono- and bis-biotin substituted silicon(IV) phthalocyanines present high photocytotoxicity against HeLa cancer cells with the cell survival degree ranging from 13% to 50%. The photosensitivity and the intensity of damage were found to be directly related to the concentration of the used photosensitizers. According to the obtained results, both silicon(IV) phthalocyanine derivatives could be promising as photosensitizers for treatment of cancer by PDT technique.


2013 ◽  
Vol 2013 ◽  
pp. 1-7 ◽  
Author(s):  
Shaikh Khaled ◽  
Mohammed Zamir Ahmed ◽  
Firdous G. Khan ◽  
Shaikh Kabeer Ahmed

A series of five benzothiazolylhydrazone ligands 3a–3e and their seven novel Ru(II) polypyridine complexes 4a–4d, 5a, 5d, 5e of the type [Ru(N–N)2(L)]Cl2, where (N–N)2 is 2,2′-bipyridine (bpy)2 or 1,10-phenanthroline (phen)2 and (L) is ligands 3a–3e, have been synthesized and characterized by elemental analysis, IR, 1H NMR, electronic absorption, and emission spectral studies. The interpretation of the analytical data revealed that the ligands coordinate with the metal ion in a bidentate fashion through azomethine nitrogen and phenolic oxygen to form complexes. These ligands and complexes also exhibit absorption and luminescence properties.


2005 ◽  
Vol 09 (03) ◽  
pp. 155-162 ◽  
Author(s):  
H. M. Ajith Herath ◽  
Veranja Karunaratne ◽  
R. M. Gamini Rajapakse ◽  
Anura Wickramasinghe

Tetracationic 5,10,15,20-tetrakis(4- N -pentylpyridyl)porphyrins, [( TPePyP ) H 2]4+ and its zinc-porphyrin analogue [( TPePyP ) Zn II]4+ have been synthesized and characterized by 1 H NMR and UV-visible spectroscopic techniques. Photobleaching studies carried out in solutions of varying pH show that, in the presence of oxygen, [( TPePyP ) H 2]4+ undergoes fast photodegradation in aqueous medium when the solution is irradiated with 560 nm light. The steady-state singlet oxygen quantum yields (ΦΔ) for [( TPePyP ) H 2]4+ is 0.80 and that for its Zn analogue is 0.85. These quantities were measured using 1,3-diphenylisobenzofuran (DPBF) as a singlet oxygen scavenger, in N,N-dimethyl-formamide solution. These ΦΔ values are compared with those for other well known sensitizers such as protoporphyrindimethylester PPDME and hematoporphyrindihydrochloride HPDHC.


2012 ◽  
Vol 455-456 ◽  
pp. 565-574
Author(s):  
Dong Feng Li ◽  
Yun Wang ◽  
Guo Cheng Yang ◽  
Xin Rong Ma ◽  
Shuang Han ◽  
...  

In order to explore high strength organic electrotransporting electroluminescent (EL) materials, twelve new pyrazole oxadiazole compounds containing the benzothiazole or benzene group in the 1 position of pyrazole, the aromatic group in the 3 position of pyrazole and the formacyl group in the 4 position of pyrazole were designed and synthesized. A new method of synthesizing 1,3,4-oxadiazole compound was described. Their structures were characterized by IR, MS, 1H NMR spectra and elemental analysis. The fluorescence properties were measured by fluorometry. The results showed that the target compounds had good fluorescence and λem ranged from 410nm to 450 nm and fluorescence quantum yields up to 0.69.


2013 ◽  
Vol 17 (06n07) ◽  
pp. 548-554 ◽  
Author(s):  
Deniz Kutlu Tarakci ◽  
İlke Gürol ◽  
Vefa Ahsen

The synthesis of tetra and octa 2,2,3,3-tetrafluoropropoxy substituted oxo-titanium phthalocyanines (TiOPc) are reported. Using strongly chelating oxygen donor ligands, the reactions of TiOPc with catecholate (1a, 2a), 4-nitrocatecholate (1b, 2b) and caffeic acid (1c, 2c), ellagic acid (1d, 2d) and chlorogenic acid (1e, 2e) are described. The new compounds were characterized by mass, 1 H NMR, FT-IR, and UV-vis spectroscopic techniques as well as elemental analysis.


2018 ◽  
Vol 22 (01n03) ◽  
pp. 181-188 ◽  
Author(s):  
Pinar Sen ◽  
S. Zeki Yildiz ◽  
Göknur Yasa Atmaca ◽  
Ali Erdogmus

The context of this study is based on the synthesis of tetrakis{4-(2-([2,2[Formula: see text]:6[Formula: see text],2[Formula: see text]-terpyridine]Zn(II)-4[Formula: see text]-yl(methyl)amino)ethoxy)}phthalocyaninato zinc (II) (3) bearing four terpyridine-Zn(II) complexes that are directly linked through oxygen bridges to the macrocyclic core in order to create new supramolecular assemblies. The target phthalocyanine (3) was obtained by cyclotetramerization reaction of terpyridine-Zn (II) complex substituted phthalonitrile (2). All novel compounds synthesized in this study were fully characterized by general spectroscopic techniques such as FT-IR, UV-vis, and [Formula: see text]H-NMR, [Formula: see text]C-NMR, elemental analysis and mass spectroscopy. Spectral, photophysical (fluorescence quantum yields and lifetimes) and photochemical (singlet oxygen production and photodegradation under light irradiation) properties of newly synthesized phthalonitrile (2) and its phthalocyanine derivative (3) as five nuclear phthalocyanine were investigated in DMSO solutions.


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