Synthesis, Oxidation and Photophysical Properties of Novel Derivatives of Acyclic Aromatic Amines

2007 ◽  
Vol 72 (9) ◽  
pp. 1255-1268 ◽  
Author(s):  
Csaba Kósa ◽  
Jaroslav Mosnáček ◽  
Adela Bílešová ◽  
Peter Kasák ◽  
Juraj Kronek ◽  
...  
Keyword(s):  
Quantum Yield ◽  
Emission Band ◽  
Photophysical Properties ◽  
Emission Spectra ◽  
Polymer Matrices ◽  
Photochemical Oxidation ◽  
Methoxy Derivative ◽  
Polar Solution ◽  
Absorption And Emission ◽  
Wavelength Absorption

Conjugated acyclic arylamine derivatives, N-(4-methylphenyl)-N-(2-methyl-1-phenylpropyl)amine and N-(4-methoxyphenyl)-N-(2-methyl-1-phenylpropyl)amine, have been synthesized and characterized. Their photophysical properties have been investigated in polar methanol and non-polar cyclohexane solutions, and in PS and PMMA polymer matrices. The influence of the environment polarity as well as of the substituent in para-position of the aryl on the absorption, emission spectra and the fluorescence quantum yield has been studied. In the absorption and emission spectra, the observed absorption and emission band maxima were red shifted and the observed quantum yield was higher in the polar solution in comparison with the non-polar solution or polymer matrices. The distance of short- and long-wavelength absorption maxima in the methoxy derivative was larger and the emission band was red shifted in comparison with the methyl derivative. Chemical and photochemical oxidation of the prepared amines gives unstable nitroxides. High intramolecular quenching was observed in polymer matrix after photochemical oxidation of the amines.

scholarly journals Luminescent Tetranuclear Gold(I) Dibenzo[g,p]chrysene Derivatives: Effect of the Environment on Photophysical Properties

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 949 ◽  
Author(s):  
Francisco J. Caparrós ◽  
Mani Outis ◽  
Yongsik Jung ◽  
Hyeonho Choi ◽  
João Carlos Lima ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
High Resolution ◽  
Quantum Yield ◽  
31P Nmr ◽  
High Resolution Mass Spectrometry ◽  
Photophysical Properties ◽  
Emission Spectra ◽  
Intermolecular Contacts ◽  
Supramolecular Aggregation ◽  
Resolution Mass

A new 2,7,10,15-tetraethynyldibenzo[g,p]chrysene ligand (1) and two tetranuclear gold(I) derivatives containing PPh3 (3) and PMe3 (4) phosphines were synthesized and characterized by 1H and 31P NMR, IR spectroscopy, and high-resolution mass spectrometry. The compounds were studied in order to analyze the effect of the introduction of gold(I) on the supramolecular aggregation and photophysical properties. Absorption and emission spectra displayed broad bands due to the establishment of π π interactions as an indication of intermolecular contacts and the formation of aggregates. A decrease of the recorded quantum yield (QY) of the gold(I) derivatives was observed compared to the uncomplexed ligand. The introduction of the complexes into poly methyl methacrylate (PMMA) and Zeonex 480R matrixes was analyzed, and an increase of the measured QY of 4 in Zeonex was observed. No phosphorescent emission was detected.

scholarly journals Unsymmetrically functionalized 5,5″-diaryl- and 5,6,5″-triaryl-2,2′:6′,2″-terpyridines: an efficient synthetic route and photophysical properties

2017 ◽  
Vol 95 (8) ◽  
pp. 851-857 ◽  
Author(s):  
Alexey P. Krinochkin ◽  
Dmitry S. Kopchuk ◽  
Albert F. Khasanov ◽  
Nikolay V. Chepchugov ◽  
Igor S. Kovalev ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Photophysical Properties ◽  
Emission Spectra ◽  
Side Chain ◽  
Synthetic Route ◽  
Absorption And Emission ◽  
Efficient Approach ◽  
Absorption And Emission Spectra ◽  
Acetonitrile Solutions ◽  
Intense Emission

An efficient approach for the synthesis of 5,5″- or 5,6,5″-aryl substituted 2,2′:6′,2″-terpyridines, bearing an anneleted cyclopentene unit in one of the side-chain pyridine rings for the improved solubility in organic solvents, via their 1,2,4-triazine analogues has been developed. By using this approach, various aromatic substituents were introduced in the 2,2′:6′,2″-terpyridine core. Depending on the nature of the aromatic substituents, the obtained terpyridines exhibited an intense emission in a range of ca. 344–394 nm in acetonitrile solutions. For the most representative compounds, pronounced bathochromic shifts in both absorption and emission spectra were observed compared with previously reported substituted terpyridines.

scholarly journals Tritolylporphyrin dimer as a new potent hydrophobic sensitizer for photodynamic therapy of melanoma.

2001 ◽  
Vol 48 (1) ◽  
pp. 277-282 ◽  
Author(s):  
A Drzewiecka ◽  
K Urbańska ◽  
Z Matuszak ◽  
M Pineiro ◽  
L G Arnaut ◽  
...  
Keyword(s):  
Photodynamic Therapy ◽  
Quantum Yield ◽  
Singlet Oxygen ◽  
Biological Effect ◽  
Photophysical Properties ◽  
Red Light ◽  
Human Melanoma ◽  
Oxygen Production ◽  
Absorption And Emission ◽  
Emission Properties

We report the synthesis, photochemical and photophysical properties and preliminary studies on biological effect of a new tritolylporphyrin dimer (T-D). Absorption and emission properties of T-D suggest its possible use in photodynamic therapy. T-D is capable of singlet oxygen production with 0.8 quantum yield. It also has a high photostability. The photodynamic properties of the dimer were examined following the growth of SKMEL 188 (human melanoma) cells irradiated with red light (cut off < 630 nm). The surviving fraction of the cells decreased about 3-fold (vs. non-irradiated cells) for an 81 J/cm dose. Our results suggest that tritolylporphyrine dimer T-D may be an interesting hydrophobic sensitizer for photodynamic therapy.

scholarly journals Syntheses and Characterizations of Platinum Complexes with New Pyrene-based Salicylaldiminato-type Ligand Substituted at 7-Position of Pyrene

2021 ◽  
Vol 10 (2) ◽  
pp. 26-35
Author(s):  
Dien Luong Xuan
Keyword(s):  
Photophysical Properties ◽  
Emission Spectra ◽  
Platinum Complexes ◽  
X Ray Diffraction ◽  
Absorption And Emission ◽  
Absorption And Emission Spectra ◽  
Tert Butyl ◽  
Imine Group ◽  
Butyl Group ◽  
Tert Butyl Group

Many experimental data show that bulky substituents on the molecules enhance solubility, catalytic activity, and photophysical properties due to the prevention of π-π stacking in metal salicylaldimines. In order to understand the effect of bulkiness of substituents on the properties of the obtained molecules, the author researched and synthesized two new pyrene-based salicylaldiminato-type ligands that were substituted at 7-position and functionalized on imine group with bulky substituents. After the introduction of  the tert-butyl group at 7-position of pyrene by Friedel-Crafts reaction, the syntheses of new ligands 1-hydroxy-2-[((2,6-dimethylphenyl)-imino)methyl]-7-(tert-butyl)-pyrene 3, 2-hydroxy-1- [((2,6-dimethylphenyl)imino)methyl]-7-(tert-butyl)-pyrene 4 and corresponding platinum complexes 3(Pt), 4(Pt) were performed in the different ways with the synthetic processes of the complexes 1(Pt) and 2(Pt). The new ligands and complexes were characterized by 1H NMR, IR spectroscopy, mass spectroscopy, elemental analysis and X-ray diffraction, only for 3(Pt). In addition to measurements of the absorption and emission spectra, TDDFT calculations using the B3LYP functions were also performed. The complexes 3(Pt) and 4(Pt) exhibit good solubility and red-shift in absorption and emission spectra because of tert-butyl group at 7-position of pyrene and extension of the delocalized π-orbitals to the 2,6-dimethylphenyl on imine group. The change of functional groups also induces the upfield shift of the protons affected by ring currents of phenyl groups Ar-3, Ar-4 on imine groups. Introduction of t-butyl groups in pyrene moieties can stabilize radical forms in oxidation processes.

A theoretical study on the electronic structures and photophysical properties of phosphorescent Iridium(iii) complexes with –CH3/H and t-Bu substituents

2016 ◽  
Vol 45 (31) ◽  
pp. 12587-12593 ◽  
Author(s):  
Yanling Si ◽  
Nan Qu ◽  
Liying Cui ◽  
Bo Gao ◽  
Zhijian Wu
Keyword(s):  
Electronic Structures ◽  
Theoretical Study ◽  
Photophysical Properties ◽  
Emission Spectra ◽  
Absorption And Emission ◽  
Absorption And Emission Spectra ◽  
Shed Light

We present the electronic structures, absorption and emission spectra of a series of Ir(iii) complexes to shed light on the effect of different substituents on the photophysical properties.

Synthesis and photophysical properties of expanded dehydrobenzoannulene macrotricycles

2017 ◽  
Vol 95 (3) ◽  
pp. 298-302 ◽  
Author(s):  
Takashi Takeda ◽  
Michael M. Haley
Keyword(s):  
Photophysical Properties ◽  
Emission Spectra ◽  
Cross Coupling ◽  
Absorption And Emission ◽  
Absorption And Emission Spectra ◽  
Oxidative Homocoupling

A sequential Sonogashira cross-coupling/Pd-mediated oxidative homocoupling strategy affords two expanded dehydrobenzoannulene (DBA) structures containing two [14]DBAs fused to an [18]DBA core. Noticeable differences in the absorption and emission spectra are observed in comparison with a structurally related [18]DBA-centered trefoil containing three fused [14]DBAs.

Sign in / Sign up

Export Citation Format

Share Document