Highly fluorescent triazolopyridine–thiophene D–A–D oligomers for efficient pH sensing both in solution and in the solid state

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 10 (1) ◽  
Author(s):  
Jun-Long Zhu ◽  
Lin Xu ◽  
Yuan-Yuan Ren ◽  
Ying Zhang ◽  
Xi Liu ◽  
...  

Abstract The preparation of fluorescent discrete supramolecular coordination complexes (SCCs) has attracted considerable attention within the fields of supramolecular chemistry, materials science, and biological sciences. However, many challenges remain. For instance, fluorescence quenching often occurs due to the heavy-atom effect arising from the Pt(II)-based building block in Pt-based SCCs. Moreover, relatively few methods exist for tuning of the emission wavelength of discrete SCCs. Thus, it is still challenging to construct discrete SCCs with high fluorescence quantum yields and tunable fluorescence wavelengths. Here we report nine organoplatinum fluorescent metallacycles that exhibit high fluorescence quantum yields and tunable fluorescence wavelengths through simple regulation of their photoinduced electron transfer (PET) and intramolecular charge transfer (ICT) properties. Moreover, 3D fluorescent films and fluorescent inks for inkjet printing were fabricated using these metallacycles. This work provides a strategy to solve the fluorescence quenching problem arising from the heavy-atom effect of Pt(II), and offers an alternative approach to tune the emission wavelengths of discrete SCCs in the same solvent.


2019 ◽  
Vol 7 (12) ◽  
pp. 3471-3478 ◽  
Author(s):  
Chong Duan ◽  
Yibin Zhou ◽  
Guo-Gang Shan ◽  
Yuncong Chen ◽  
Weijun Zhao ◽  
...  

We first report several bright solid-state red-emissive BODIPYs with high fluorescence quantum yields for unusual high-contrast mechanohypsochromism.


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).


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.


2018 ◽  
Vol 5 (7) ◽  
pp. 180245 ◽  
Author(s):  
Tingting Yu ◽  
Haijiao Wang ◽  
Chongzheng Guo ◽  
Yanli Zhai ◽  
Jianzhou Yang ◽  
...  

The emerging carbon quantum dots (CQDs) have been attracting significant attention for their prominent fluorescence, excellent stability and outstanding biocompatibility. Here, we report a facile one-step synthesis of highly fluorescent CQDs by using phthalic acid and triethylenediamine hexahydrate as precursors through a simple microwave-assisted method. The reaction time needed is only 60 s, which is less time-consuming than most previous reports. The phthalic acid with a benzene ring can improve the photoluminescence properties of CQDs as it can provide foreign sp 2 conjugating units, and then finally result in long-wavelength emission. The synthesized CQDs were fully characterized by transmission electron microscopy, X-ray photoelectron spectroscopy and Fourier transform infrared spectroscopy. Besides, the impacts of different freed ratio on physical and chemical properties of CQDs were investigated in detail. The prepared CQDs exhibited strong green fluorescence with a broad maximum emission wavelength. The quantum yields of the CQDs can reach 16.1% in aqueous solution and they were successfully used in cell imaging with good biocompatibility. Moreover, in solid state, the CQDs with the feed ratio of 1 : 0.5 showed a strong green–yellow fluorescence which may have great potential to fabricate optoelectronic devices. Furthermore, the prepared CQDs also showed high pH sensitivity and can act as a fluorescence nanosensor for pH sensing.


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.


2018 ◽  
Vol 6 (42) ◽  
pp. 11336-11347 ◽  
Author(s):  
Mahdi Chaari ◽  
Zsolt Kelemen ◽  
José Giner Planas ◽  
Francesc Teixidor ◽  
Duane Choquesillo-Lazarte ◽  
...  

m-Carborane has demonstrated to be a perfect platform to boost the fluorescence properties of anthracene, giving rise to high fluorescence quantum yields in solution and also retaining fluorescence emission in the aggregate state.


2006 ◽  
Vol 12 (3) ◽  
pp. 824-831 ◽  
Author(s):  
Hajime Maeda ◽  
Tomohiro Maeda ◽  
Kazuhiko Mizuno ◽  
Kazuhisa Fujimoto ◽  
Hisao Shimizu ◽  
...  

2008 ◽  
Vol 17 (04) ◽  
pp. 473-485 ◽  
Author(s):  
XIAOQIN ZHU ◽  
YING QIAN ◽  
WEI HUANG ◽  
CHANGGUI LU ◽  
YIPING CUI

Two symmetrical TPA chromophores containing 1,3,4-oxadiazole group were designed and synthesized through the Wittig–Horner reaction. All compounds were characterized by NMR, IR, UV and melting point. Chromophore I and II showed good thermal stability and did lose less than 5% weight on heating to about 300°C. The electrochemical property was explored by cyclic voltammetry. The HOMO and LUMO energy of compound I were estimated to be -3.65 eV and -1.09 eV. That of compound II were -3.69 eV and -1.10 eV. Both chromophores exhibited a positive solvatochromic behavior. In CH2Cl2 , the maximum peaks of single-photon-excited fluorescence (SPEF) were at 512 nm for compound I and at 495 nm for compound II with high fluorescence quantum yields 0.73 and 0.70, respectively. The two-photon-excited fluorescence (TPEF) had also been investigated. Pumped by femtosecond laser at 800 nm, strong up-conversion emissions with the central wavelength were at 532 nm for compound I and 550 nm for compound II in the solution of CH2Cl2 .


NANO ◽  
2016 ◽  
Vol 11 (07) ◽  
pp. 1650073 ◽  
Author(s):  
Lu Liu ◽  
Hu Xu ◽  
Bing Shen ◽  
Xinhua Zhong

Pentaerythritol tetrakis 3-mercaptopropionate (PTMP) grafted poly(acryl acid) (PAA) ionic hydrophilic oligomer PAA-PTMP (PP) and dihydrolipoic acid (DHLA) grafted methoxypoly(ethylene glycol) (mPEG) nonionic hydrophilic oligomer mPEG-DHLA (PD) have been designed, synthesized and used as co-capping ligands in water-solubilization of hydrophobic quantum dots (QDs) via ligand exchange. The obtained oligomers with multi-thiol groups could bind strongly to the surface atoms of QDs. Meanwhile, the carboxyl groups (from PP) and mPEG segment (from PD) can render QDs water-soluble, and the free carboxylic groups can possibly be used for the further bioconjugation. The resulting water-soluble QDs have been characterized by ultraviolet-visible (UV-Vis), fluorescence, Fourier transform infrared (FTIR) spectroscopy as well as transmission electron microscopy (TEM) and dynamic light scattering (DLS) techniques. The water-soluble QDs have relatively small hydrodynamic size (10[Formula: see text]12 nm), and importantly, retain high fluorescence quantum yields (up to 45%) compared with that of the originally hydrophobic QDs (49%). In addition, they have tunable surface charges and show excellent colloidal stability over a relatively broad pH range ([Formula: see text]), in high salt concentration, and even after thermal treatment at 100[Formula: see text]C. These results indicate that the water-soluble QDs coated by PP and PD oligomers have potential applications in cellular imaging and biosensor.


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