500299-97-8Relevant academic research and scientific papers
Synthesis of New Alkynyl-Bridged 2,5-Disubstituted 1,3,4-Oxadiazoles
Paun, Anca,Paraschivescu, Codruta C.,Matache, Mihaela,Parvulescu, Vasile I.
, p. 606 - 614 (2016)
A synthesis of new alkynyl-derived 2,5-disubstituted 1,3,4-oxadiazoles through palladium/copper-catalyzed Sonogashira cross-coupling between oxadiazole-substituted phenyl bromides and various arylacetylenes is described. Investigation of the absorption and emission spectra of the target compounds indicates emission profiles in the near-blue and blue region and high luminescence intensities. The presented approach is very convenient for the synthesis of luminescent small-molecules or precursors of other complex derivatives that are useful in the preparation of OLEDs as electron-transporting components.
Design, synthesis and optoelectronic properties of unsymmetrical oxadiazole based indene substituted derivatives as deep blue fluoroscent materials
Belavagi, Ningaraddi S.,Deshapande, Narahari,Pujar,Wari,Inamdar,Khazi, Imtiyaz Ahmed M.
, p. 1323 - 1330 (2015/10/20)
A series of novel unsymmetrically substituted indene-oxadiazole derivatives (3a-f) have been designed and synthesized by employing palladium catalysed Suzuki cross coupling reaction in high yields. The structural integrity of all the novel compounds was established by 1H, 13C NMR and LC/MS analysis. These compounds are amorphous in nature and are remarkably stable to long term storage under ambient conditions. The optoelectronic properties have been studied in detail using UV-Vis absorption and Fluorescence spectroscopy. All compounds emit intense blue to green-blue fluoroscence with high quantum yields. Time resolved measurments have shown life times in the range of 1.28 to 4.51 ns. The density functional theory (DFT) calculations were carried out for all the molecules to understand their structure-property relationships. Effect of concentration studies has been carried out in different concentrations for both absorption and emission properties and from this we have identified the optimized fluoroscence concentrations for all these compounds. The indene substituted anthracene-oxadiazole derivative (3f) showed significant red shift (λmax emi=490 nm) and emits intense green-blue fluoroscence with largest stokes shift of 145 nm. This compound also exhibited highest fluoroscence life time (τ) of 4.51 ns, which is very close to the standard dye coumarin-540A (4.63 ns) and better than fluorescein-548 (4.10 ns). The results demonstrated that the novel unsymmetrical indene-substituted oxadiazole derivatives could play important role in organic optoelectronic applications, such as organic light-emitting diodes (OLEDs) or as models for investigating the fluorescent structure-property relationship of the indene-functionalized oxadiazole derivatives.
Synthesis, characterization and optoelectronic investigations of bithiophene substituted 1,3,4-oxadiazole derivatives as green fluorescent materials
Deshapande, Narahari,Belavagi, Ningaraddi S.,Sunagar, Manjunath G.,Gaonkar, Supreet,Pujar,Wari,Inamdar,Khazi, Imtiyaz Ahmed M.
, p. 86685 - 86696 (2015/11/02)
A series of novel unsymmetrical bithiophene substituted oxadiazole derivatives 2(a-e) were designed and synthesised by employing palladium catalysed Suzuki cross coupling reaction. These bipolar molecules consist of bithiophene as an electron donor unit (D) and electron transporting oxadiazole as acceptor unit (A). The structural integrity of all the new compounds was confirmed by 1H NMR, 13C NMR and GC-MS analysis. The photophysical and electrochemical properties have been studied in detail using UV-Vis absorption, fluorescence spectroscopy and CV measurements. All compounds emit intense green fluorescence with good quantum yields. Density functional theory computations have been carried out to understand the structure-property relationship, the computed values are found to be in good agreement with the experimental results. The results demonstrated that the novel bithiophene containing oxadiazole derivatives could play an important role in organic optoelectronics.
