scholarly journals Synthesis and Spectral Study of a New Family of 2,5-Diaryltriazoles Having Restricted Rotation of the 5-Aryl Substituent

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 480 ◽  
Author(s):  
Biligma Tsyrenova ◽  
Valentine Nenajdenko
Keyword(s):  
Heterocyclic System ◽  
Photophysical Properties ◽  
System Structure ◽  
Quantum Yields ◽  
Aryl Substituent ◽  
Light Emitting ◽  
New Family ◽  
Aryl Fragment ◽  
New Type ◽  
Condensed Heterocycles

Efficient synthesis of 2,5-diaryl substituted 4-azido-1,2,3-triazoles by the reaction of sodium azide with dichlorosubstituted diazadienes was demonstrated. The optical properties of the prepared azidotriazoles were studied to reveal a luminescence maximum in the 360–420 nm region. To improve the luminescence quantum yields a family of 4-azido-1,2,3-triazoles bearing ortho-propargyloxy substituents in the 5 position was prepared. Subsequent intramolecular thermal cyclization permits to construct additional triazole fragment and obtain unique benzoxazocine derivatives condensed with two triazole rings. This new family of condensed heterocycles has a flattened heterocyclic system structure to provide more conjugation of the 5-aryl fragment with the triazole core. As a result, a new type of UV/“blue light-emitting” materials with better photophysical properties was obtained.

Synthesis and Photophysical Properties of 3-(Trifluoromethyl)-2H-imidazo[5,1-a]isoquinolinium Chloride Derivatives

Synlett ◽  
2017 ◽  
Vol 29 (03) ◽  
pp. 296-300 ◽  
Author(s):  
Ali Darehkordi ◽  
Fariba Rahmani ◽  
Mahin Ramezani ◽  
Alireza Bazmandegan-Shamili
Keyword(s):  
Blue Light ◽  
Uv Radiation ◽  
Photophysical Properties ◽  
Molecular Probes ◽  
Quantum Yields ◽  
Light Emitting ◽  
Fluorescence Studies ◽  
Fluorescence Quantum Yields ◽  
Fluorescent Molecular Probes ◽  
Stokes Shifts

A series of novel blue-light-emitting 2H-imidazo[5,1-a]isoquinolinium chloride derivatives were synthesized by the reaction of isoquinoline with trifluoroacetimidoyl chlorides and isocyanides in dry CH2Cl2 in excellent yields. Fluorescence studies showed that the compounds absorb UV radiation and then emit blue light at about 481 nm with moderate to good fluorescence quantum yields. These compounds also showed high Stokes shifts, and can be used to develop ­ultrasensitive fluorescent molecular probes to study a variety of biological events and processes.

scholarly journals Et3N/DMSO-supported one-pot synthesis of highly fluorescent β-carboline-linked benzothiophenones via sulfur insertion and estimation of the photophysical properties

2020 ◽  
Vol 16 ◽  
pp. 1740-1753 ◽  
Author(s):  
Dharmender Singh ◽  
Vipin Kumar ◽  
Virender Singh
Keyword(s):  
Transition Metal ◽  
Elemental Sulfur ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
One Pot ◽  
Light Emitting ◽  
Metal Free ◽  
One Pot Synthesis ◽  
Synthetic Strategy ◽  
Reaction Proceeds

A robust transition-metal-free strategy is presented to access novel β-carboline-tethered benzothiophenone derivatives from 1(3)-formyl-β-carbolines using elemental sulfur activated by Et3N/DMSO. This expeditious catalyst-free reaction proceeds through the formation of β-carboline-based 2-nitrochalcones followed by an incorporation of sulfur to generate multifunctional β-carboline-linked benzothiophenones in good to excellent yields. The synthetic strategy could also be extended towards the synthesis of β-carboline-linked benzothiophenes. Moreover, the afforded products emerged as promising fluorophores and displayed excellent light-emitting properties with quantum yields (ΦF) up to 47%.

Aza boron-pyridyl-isoindoline isomers: synthesis and photophysical properties

2014 ◽  
Vol 18 (08n09) ◽  
pp. 679-685 ◽  
Author(s):  
Hui Liu ◽  
Yanping Wu ◽  
Zhifang Li ◽  
Hua Lu
Keyword(s):  
Photophysical Properties ◽  
Emission Spectra ◽  
Quantum Yields ◽  
Structure Property ◽  
X Ray ◽  
X Ray Crystallography ◽  
Fluorescence Quantum Yields ◽  
Structure Property Relationships ◽  
New Type ◽  
Vibrational Bands

By changing benzo-fused position on pyridyl unit, three aza boron-pyridyl-isoindoline isomers, a new type of BODIPY analog, are synthesized through a facile two step reaction. These isomers show broad envelopes of intense vibrational bands in the absorption and emission spectra with moderate fluorescence quantum yields. In comparison to those of classical BODIPYs, significant fluorescence intensity are observed for these isomers in film and powder. An analysis of the structure-property relationships has been carried out based on X-ray crystallography, optical spectroscopy, and theoretical calculation.

scholarly journals Wide Bite Angle Disphosphine Ligands in Thermally Activated Delayed Fluorescent Copper(I) Complexes: Impact on the Performance of Electroluminescence Applications

2021 ◽  
Author(s):  
Chenfei Li ◽  
Campbell Mackenzie ◽  
Said Said ◽  
Amlan Pal ◽  
Mohammad Haghighatbin ◽  
...  
Keyword(s):  
Solid State ◽  
Photophysical Properties ◽  
Organic Light Emitting Diodes ◽  
Quantum Yields ◽  
Diphosphine Ligand ◽  
Light Emitting ◽  
Thermally Activated ◽  
Bite Angle ◽  
Organic Light ◽  
Device Lifetime

<p>We report a series of seven cationic heteroleptic copper(I) complexes of the form [Cu (P^P) (dmphen)]BF<sub>4</sub>, where dmphen is 2,9-dimethyl-1,10-phenanthroline and P^P is a diphosphine chelate, in which the effect of the bite angle of the diphosphine ligand on the photophysical properties of the complexes was studied. Several of the complexes exhibit moderately high photoluminescence quantum yields in the solid-state, with Φ<sub>PL</sub> of up to 35%, and in solution, with Φ<sub>PL</sub> of up to 98%. We were able to correlate the powder photoluminescence quantum yields with the %V<sub>bur</sub> of the P^P ligand. The most emissive complexes were used to fabricate both organic light-emitting diodes (OLEDs) and light-emitting electrochemical calls (LECs), both of which showed moderate performance. Compared to the benchmark Cu(I)-based LECs, [Cu(dnbp)(DPEPhos)]<sup>+ </sup>(EQE<sub>max</sub> = 16%), complex <b>3</b> (EQE<sub>max</sub> = 1.85%) showed much longer device lifetime (t<sub>1/2 </sub>= 1.25 h and >16.5 h for [Cu(dnbp)(DPEPhos)]<sup>+</sup> and complex <b>3</b>, respectively). The electrochemiluminescent properties of several complexes were also studied which to the best of our knowledge constitutes the first ECL study for heteroleptic copper (I) complexes. Notably, complexes exhibiting more reversible electrochemistry were associated with higher annihilation ECL as well as better performance in an LEC device.</p>

Synthesis and Photophysical Properties of Charged Iridium(III) Cyclometallates Based on Hole-Transporting Carbazole Unit

2014 ◽  
Vol 633-634 ◽  
pp. 314-319
Author(s):  
Gui Ping Tan ◽  
Hong Bo Fan ◽  
Wai Yeung Wong
Keyword(s):  
Thermal Stability ◽  
Photophysical Properties ◽  
The State ◽  
Quantum Yields ◽  
Yellow Light ◽  
Light Emitting ◽  
Hole Transporting ◽  
State Of Art

Four novel charged Ir (III) cyclometallates based on 9-phenylcarbazole unit have been developed. By attaching isoquinoline or 5-trifluoromethylpyridine group, the light-emitting properties of the resulting Ir (III) cyclometallates have been improved. Meanwhile, 1,10-phenanthroline or 4,4′-dimethyl-2,2′-bipyridine has been utilized to modify the thermal stability. The four Ir (III) cyclometallates emit yellow light with the highest photoluminescence quantum yields (ΦP) of 0.32 (C4), which is only less than that of the state-of-art complexfac-tris (2-phenylpyridine) iridium (III) [fac-Ir (ppy)3], which showsΦPof 0.40 under the same condition. This inspiring result reveals that the bulky character of CF3group enhances the performance of reported charged Ir (III) cyclometallates and makes them to be potential phosphors in OLED applications.

scholarly journals Wide Bite Angle Disphosphine Ligands in Thermally Activated Delayed Fluorescent Copper(I) Complexes: Impact on the Performance of Electroluminescence Applications

2021 ◽  
Author(s):  
Chenfei Li ◽  
Campbell Mackenzie ◽  
Said Said ◽  
Amlan Pal ◽  
Mohammad Haghighatbin ◽  
...  
Keyword(s):  
Solid State ◽  
Photophysical Properties ◽  
Organic Light Emitting Diodes ◽  
Quantum Yields ◽  
Diphosphine Ligand ◽  
Light Emitting ◽  
Thermally Activated ◽  
Bite Angle ◽  
Organic Light ◽  
Device Lifetime

<p>We report a series of seven cationic heteroleptic copper(I) complexes of the form [Cu (P^P) (dmphen)]BF<sub>4</sub>, where dmphen is 2,9-dimethyl-1,10-phenanthroline and P^P is a diphosphine chelate, in which the effect of the bite angle of the diphosphine ligand on the photophysical properties of the complexes was studied. Several of the complexes exhibit moderately high photoluminescence quantum yields in the solid-state, with Φ<sub>PL</sub> of up to 35%, and in solution, with Φ<sub>PL</sub> of up to 98%. We were able to correlate the powder photoluminescence quantum yields with the %V<sub>bur</sub> of the P^P ligand. The most emissive complexes were used to fabricate both organic light-emitting diodes (OLEDs) and light-emitting electrochemical calls (LECs), both of which showed moderate performance. Compared to the benchmark Cu(I)-based LECs, [Cu(dnbp)(DPEPhos)]<sup>+ </sup>(EQE<sub>max</sub> = 16%), complex <b>3</b> (EQE<sub>max</sub> = 1.85%) showed much longer device lifetime (t<sub>1/2 </sub>= 1.25 h and >16.5 h for [Cu(dnbp)(DPEPhos)]<sup>+</sup> and complex <b>3</b>, respectively). The electrochemiluminescent properties of several complexes were also studied which to the best of our knowledge constitutes the first ECL study for heteroleptic copper (I) complexes. Notably, complexes exhibiting more reversible electrochemistry were associated with higher annihilation ECL as well as better performance in an LEC device.</p>

Probing local photophysical properties in perovskite based light-emitting devices

2019 ◽  
Author(s):  
Miguel Anaya ◽  
Kyle Frohna ◽  
Linsong Cui ◽  
Javad Shamsi ◽  
Sam Stranks
Keyword(s):  
Photophysical Properties ◽  
Light Emitting ◽  
Light Emitting Devices

Photoinduced rearrangement of hydroxymethylisoxazolines, a route to enaminoaldehydes

1986 ◽  
Vol 51 (10) ◽  
pp. 2167-2180 ◽  
Author(s):  
Lubor Fišera ◽  
Nadezhda D. Kozhina ◽  
Peter Oravec ◽  
Hans-Joachim Timpe ◽  
Ladislav Štibrányi ◽  
...  
Keyword(s):  
Thionyl Chloride ◽  
Quantum Yields ◽  
Acid Catalyzed ◽  
Catalyzed Reactions ◽  
Photoinduced Rearrangement ◽  
Condensed Heterocycles

3-Aryl-4-R-carbamoyl-5-hydroxymethylisoxazolines (IV) were synthesized by allowing R-NH2 amines with R = H, CH3, C3H7, C6H5C2H5, and NH2 to act on 3-(X-phenyl)-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d]isoxazoles (III) with X = H, 4-CH3, 4-OCH3, 2-OCH3, 4-Cl, 2-Cl, 4-F, 2-F, 4-Br, 4-NO2, and 3-NO2. Exposed to radiation, the substances IV give Z-2-hydroxymethylamino-2-aryl-1-formylacrylamides (V) in good yields. The 4-Cl and 4-F substituted Z-derivatives V isomerize irreversibly to the E-derivatives VI if allowed to stand in solvent; the remaining derivatives V are stable. The quantum yields of the photoreaction are from 0.012 to 0.106 in dependence on the substituent X. In all cases where the compounds IV were used for the preparation of condensed heterocycles in conditions of acid-catalyzed reactions, lactones III were preferentially formed; the action of thionyl chloride on IV results in the formation of chloromethyl derivatives VIII, which do not undergo further cyclization.

scholarly journals Exciton Coupling and Conformational Changes Impacting the Excited State Properties of Metal Organic Frameworks

Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4230
Author(s):  
Andreas Windischbacher ◽  
Luca Steiner ◽  
Ritesh Haldar ◽  
Christof Wöll ◽  
Egbert Zojer ◽  
...  
Keyword(s):  
Conformational Changes ◽  
Photophysical Properties ◽  
Metal Organic Framework ◽  
Metal Organic Frameworks ◽  
Red Shift ◽  
Light Emitting ◽  
Light Emitting Devices ◽  
Exciton Coupling ◽  
Metal Organic ◽  
Crystalline Metal

In recent years, the photophysical properties of crystalline metal-organic frameworks (MOFs) have become increasingly relevant for their potential application in light-emitting devices, photovoltaics, nonlinear optics and sensing. The availability of high-quality experimental data for such systems makes them ideally suited for a validation of quantum mechanical simulations, aiming at an in-depth atomistic understanding of photophysical phenomena. Here we present a computational DFT study of the absorption and emission characteristics of a Zn-based surface-anchored metal-organic framework (Zn-SURMOF-2) containing anthracenedibenzoic acid (ADB) as linker. Combining band-structure and cluster-based simulations on ADB chromophores in various conformations and aggregation states, we are able to provide a detailed explanation of the experimentally observed photophysical properties of Zn-ADB SURMOF-2: The unexpected (weak) red-shift of the absorption maxima upon incorporating ADB chromophores into SURMOF-2 can be explained by a combination of excitonic coupling effects with conformational changes of the chromophores already in their ground state. As far as the unusually large red-shift of the emission of Zn-ADB SURMOF-2 is concerned, based on our simulations, we attribute it to a modification of the exciton coupling compared to conventional H-aggregates, which results from a relative slip of the centers of neighboring chromophores upon incorporation in Zn-ADB SURMOF-2.

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