Multicomponent reaction-based discovery of pyrimido[2,1-b][1,3]benzothiazole (PBT) as a novel core for full-color-tunable AIEgens

Author(s):  
Shan-Shan Gong ◽  
Rui Kong ◽  
Chunhong Zheng ◽  
Congbin Fan ◽  
Chengjun Wang ◽  
...  

The Hf(OTf)4-catalyzed three-component (3CR) was employed as a powerful tool for facile access to a library of 23 pyrimido[2,1-b][1,3]benzothiazole (PBT)-based AIEgens with full-color tunability, solid-state fluorescence quantum yields up to...

2016 ◽  
Vol 12 ◽  
pp. 825-834 ◽  
Author(s):  
Andreea Petronela Diac ◽  
Ana-Maria Ţepeş ◽  
Albert Soran ◽  
Ion Grosu ◽  
Anamaria Terec ◽  
...  

New indeno[1,2-c]pyran-3-ones bearing different substituents at the pyran moiety were synthesized and their photophysical properties were investigated. In solution all compounds were found to be blue emitters and the trans isomers exhibited significantly higher fluorescence quantum yields (relative to 9,10-diphenylanthracene) as compared to the corresponding cis isomers. The solid-state fluorescence spectra revealed an important red shift of λmax due to intermolecular interactions in the lattice, along with an emission-band broadening, as compared to the solution fluorescence spectra.


2015 ◽  
Vol 44 (29) ◽  
pp. 12970-12975 ◽  
Author(s):  
Yuanjing Cai ◽  
Kerim Samedov ◽  
Brian S. Dolinar ◽  
Haley Albright ◽  
Zhegang Song ◽  
...  

Bright tetraphenylsilole-containing cyclosiloxanes with 500 nm emission and ∼100% solid-state fluorescence quantum yields.


Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  

AbstractA rapid access to a series of N-heteroarene fluorophores has been developed on the basis of the palladium-catalyzed direct oxidative C–H/C–H coupling of imidazo[1,2-a]pyridines with thiophenes/furans. The photophysical properties–structure relationship was systematically investigated. The resulting N-heteroarene fluorophores present color-tunable emissions (λem: 431–507 nm in CH2Cl2) and high fluorescence quantum yields (up to 91% in CH2Cl2).


Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 445 ◽  
Author(s):  
Monika Cekaviciute ◽  
Aina Petrauskaite ◽  
Sohrab Nasiri ◽  
Jurate Simokaitiene ◽  
Dmytro Volyniuk ◽  
...  

Aiming to design blue fluorescent emitters with high photoluminescence quantum yields in solid-state, nitrogen-containing heteroaromatic 9,9-dimethylacridine was refined by tetraphenylethene and triphenylethene. Six tetra-/triphenylethene-substituted 9,9-dimethylacridines were synthesized by the Buchwald-Hartwig method with relatively high yields. Showing effects of substitution patterns, all emitters demonstrated high fluorescence quantum yields of 26–53% in non-doped films and 52–88% in doped films due to the aggregation induced/enhanced emission (AIE/AIEE) phenomena. In solid-state, the emitters emitted blue (451–481 nm) without doping and deep-blue (438–445 nm) with doping while greenish-yellow emission was detected for two compounds with additionally attached cyano-groups. The ionization potentials of the derivatives were found to be in the relatively wide range of 5.43–5.81 eV since cyano-groups were used in their design. Possible applications of the emitters were demonstrated in non-doped and doped organic light-emitting diodes with up to 2.3 % external quantum efficiencies for simple fluorescent devices. In the best case, deep-blue electroluminescence with chromaticity coordinates of (0.16, 0.10) was close to blue color standard (0.14, 0.08) of the National Television System Committee.


Nanoscale ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 2131-2137 ◽  
Author(s):  
Qing Chang ◽  
Yamei Ding ◽  
Shuai Cheng ◽  
Wei Shen ◽  
Zhe Zhou ◽  
...  

Color tunable and stable nanocarbon dot/sheet emitters have been prepared with the merits of high yield, solid state photoluminescence and film-forming ability.


2019 ◽  
Vol 21 (13) ◽  
pp. 7174-7182 ◽  
Author(s):  
Nannan Jian ◽  
Kai Qu ◽  
Hua Gu ◽  
Lie Zou ◽  
Ximei Liu ◽  
...  

Triazolopyridine–thiophene fluorophores exhibit high fluorescence quantum yields both in solution (80–89%) and in the solid state (13–26%). Because of an excellent and reversible pH induced fluorescence quenching/recovery, sensing devices such as fluorescent papers and complex inkjet-printed patterns are successfully fabricated for the detection of volatile acids both in solution and in a vapor atmosphere.


2019 ◽  
Vol 15 ◽  
pp. 2684-2703 ◽  
Author(s):  
Natascha Breuer ◽  
Irina Gruber ◽  
Christoph Janiak ◽  
Thomas J J Müller

Starting from substituted alkynones, α-pyrones and/or 1H-pyridines were generated in a Michael addition–cyclocondensation with ethyl cyanoacetate. The peculiar product formation depends on the reaction conditions as well as on the electronic substitution pattern of the alkynone. While electron-donating groups furnish α-pyrones as main products, electron-withdrawing groups predominantly give the corresponding 1H-pyridines. Both heterocycle classes fluoresce in solution and in the solid state. In particular, dimethylamino-substituted α-pyrones, as donor–acceptor systems, display remarkable photophysical properties, such as strongly red-shifted absorption and emission maxima with daylight fluorescence and fluorescence quantum yields up to 99% in solution and around 11% in the solid state, as well as pronounced emission solvatochromism. Also a donor-substituted α-pyrone shows pronounced aggregation-induced emission enhancement.


2019 ◽  
Author(s):  
Baihao Shao ◽  
Hai Qian ◽  
Quan Li ◽  
ivan aprahamian

The development of new photochromic compounds, and the optimization of their photophysical and switching properties are prerequisites for accessing new functions and opportunities that are not possible with currently available systems. To this end we recently developed a new bistable hydrazone switch that undergoes efficient photoswitching and emission ON/OFF toggling in both solution and solid-state. Here, we present a systematic structure-property analysis using a family of hydrazones, and show how their properties, including activation wavelengths, photostationary states (PSSs), photoisomerization quantum yields, thermal half-lives (<i>t</i><sub>1/2</sub>), and solution/solid-state fluorescence characteristics vary as a function of electron donating (EDG) and/or withdrawing (EWG) substituents. These studies resulted in the red-shifting of the absorption profiles of the <i>Z</i> and <i>E</i> isomers of the switches, while maintaining excellent PSSs in almost all of the compounds. The introduction of <i>para</i>-NMe<sub>2</sub>, and/or <i>para</i>-NO<sub>2</sub> groups improved the photoisomerization quantum yields, and the extremely long thermal half-lives (tens to thousands of years) were maintained in most cases, even in a push-pull system, which can be activated solely with visible light. Hydrazones bearing EDGs at the stator phenyl group are an exception and show up to 6 orders of magnitude acceleration in<i>t</i><sub>1/2 </sub>(<i>i.e.</i>, days)<sub> </sub>because of a change in the isomerization mechanism. Moreover, we discovered that a <i>para</i>-NMe<sub>2</sub> group is required to have reasonable fluorescence quantum yields in solution, and that rigidification enhances the emission in the solid-state. Finally, X-ray crystallography analysis showed that the switching process is more efficient in the solid-state when the hydrazone is loosely packed.<br>


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