Bright solid-state red-emissive BODIPYs: facile synthesis and their high-contrast mechanochromic properties

2019 ◽  
Vol 7 (12) ◽  
pp. 3471-3478 ◽  
Author(s):  
Chong Duan ◽  
Yibin Zhou ◽  
Guo-Gang Shan ◽  
Yuncong Chen ◽  
Weijun Zhao ◽  
...  
Keyword(s):  
Solid State ◽  
Quantum Yields ◽  
High Contrast ◽  
Facile Synthesis ◽  
First Report ◽  
Fluorescence Quantum Yields ◽  
High Fluorescence

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

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 ◽  
...  
Keyword(s):  
Solid State ◽  
Fluorescence Quenching ◽  
Quantum Yields ◽  
Ph Sensing ◽  
Fluorescence Quantum Yields ◽  
High Fluorescence ◽  
Printed Patterns

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.

Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores

Synthesis ◽  
2021 ◽  
Author(s):  
Xianglong Chu ◽  
Yadi Niu ◽  
Chen Ma ◽  
Xiaodong Wang ◽  
Yunliang Lin ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Quantum Yields ◽  
Fluorescence Quantum Yields ◽  
Cross Coupling Reaction ◽  
Color Tunable ◽  
Palladium Catalyzed ◽  
Structure Relationship ◽  
High Fluorescence

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).

scholarly journals Indenopyrans – synthesis and photoluminescence properties

2016 ◽  
Vol 12 ◽  
pp. 825-834 ◽  
Author(s):  
Andreea Petronela Diac ◽  
Ana-Maria Ţepeş ◽  
Albert Soran ◽  
Ion Grosu ◽  
Anamaria Terec ◽  
...  
Keyword(s):  
Solid State ◽  
Emission Band ◽  
Fluorescence Spectra ◽  
Photophysical Properties ◽  
Quantum Yields ◽  
Band Broadening ◽  
Photoluminescence Properties ◽  
Fluorescence Quantum Yields ◽  
Blue Emitters ◽  
Solid State Fluorescence

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.

scholarly journals Towards Blue AIE/AIEE: Synthesis and Applications in OLEDs of Tetra-/Triphenylethenyl Substituted 9,9-Dimethylacridine Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (3) ◽  
pp. 445 ◽  
Author(s):  
Monika Cekaviciute ◽  
Aina Petrauskaite ◽  
Sohrab Nasiri ◽  
Jurate Simokaitiene ◽  
Dmytro Volyniuk ◽  
...  
Keyword(s):  
Solid State ◽  
Quantum Yields ◽  
Yellow Emission ◽  
Blue Color ◽  
Television System ◽  
Fluorescence Quantum Yields ◽  
Deep Blue ◽  
Wide Range ◽  
Cyano Groups ◽  
High Yields

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.

scholarly journals Photoluminescence in m-carborane–anthracene triads: a combined experimental and computational study

2018 ◽  
Vol 6 (42) ◽  
pp. 11336-11347 ◽  
Author(s):  
Mahdi Chaari ◽  
Zsolt Kelemen ◽  
José Giner Planas ◽  
Francesc Teixidor ◽  
Duane Choquesillo-Lazarte ◽  
...  
Keyword(s):  
Computational Study ◽  
Fluorescence Emission ◽  
Fluorescence Properties ◽  
Quantum Yields ◽  
Aggregate State ◽  
Fluorescence Quantum Yields ◽  
High Fluorescence

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.

Alkynylpyrenes as Improved Pyrene-Based Biomolecular Probes with the Advantages of High Fluorescence Quantum Yields and Long Absorption/Emission Wavelengths

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

SYNTHESIS, FLUORESCENCE AND ELECTROCHEMICAL PROPERTIES OF SYMMETRICAL CHROMOPHORES WITH ELECTRON ACCEPTING OXADIAZOLE

2008 ◽  
Vol 17 (04) ◽  
pp. 473-485 ◽  
Author(s):  
XIAOQIN ZHU ◽  
YING QIAN ◽  
WEI HUANG ◽  
CHANGGUI LU ◽  
YIPING CUI
Keyword(s):  
Single Photon ◽  
Quantum Yields ◽  
Compound I ◽  
Central Wavelength ◽  
Good Thermal Stability ◽  
Fluorescence Quantum Yields ◽  
Two Photon ◽  
Homo And Lumo ◽  
High Fluorescence ◽  
Compound Ii

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 .

High-Quality Water-Soluble Core/Shell/Shell CdSe/CdS/ZnS Quantum Dots Balanced by Ionic and Nonionic Hydrophilic Capping Ligands

NANO ◽  
2016 ◽  
Vol 11 (07) ◽  
pp. 1650073 ◽  
Author(s):  
Lu Liu ◽  
Hu Xu ◽  
Bing Shen ◽  
Xinhua Zhong
Keyword(s):  
Quantum Dots ◽  
Colloidal Stability ◽  
Water Soluble ◽  
Quantum Yields ◽  
Surface Charges ◽  
Fluorescence Quantum Yields ◽  
Carboxylic Groups ◽  
Potential Applications ◽  
High Fluorescence ◽  
Capping Ligands

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.

scholarly journals Towards Mycobacterium tuberculosis detection at the point-of-care: a brighter solvatochromic probe permits the detection of mycobacteria within minutes

2020 ◽  
Author(s):  
Mireille Kamariza ◽  
Samantha G. L. Keyser ◽  
Ashley Utz ◽  
Benjamin D. Knapp ◽  
Green Ahn ◽  
...  
Keyword(s):  
Mycobacterium Tuberculosis ◽  
Fluorescence Intensity ◽  
Point Of Care ◽  
Fold Increase ◽  
Diagnostic Methods ◽  
Quantum Yields ◽  
Low Resource Settings ◽  
Fluorescence Quantum Yields ◽  
High Fluorescence ◽  
Solvatochromic Dye

ABSTRACTThere is an urgent need for point-of-care tuberculosis (TB) diagnostic methods that are fast, inexpensive, and operationally simple. Here, we report on a bright solvatochromic dye trehalose conjugate that specifically detects Mycobacterium tuberculosis (Mtb) in minutes. 3-hydroxychromone (3HC) dyes, known to yield high fluorescence quantum yields, exhibit shifts in fluorescence intensity in response to changes in environmental polarity. We synthesized two analogs of 3HC-trehalose conjugates (3HC-2-Tre and 3HC-3-Tre) and determined that 3HC-3-Tre has exceptionally favorable properties for Mtb detection. 3HC-3-Tre-labeled mycobacterial cells displayed a 10-fold increase in fluorescence intensity compared to our previously reports on the dye 4,4-N,N-dimethylaminonapthalimide (DMN-Tre). Excitingly, we detected fluorescent Mtb cells within 10 minutes of probe treatment. Thus, 3HC-3-Tre permits rapid visualization of mycobacteria that ultimately could empower improved Mtb detection at the point-of-care in low-resource settings.

scholarly journals Utilizing selective chlorination to synthesize new triangulenium dyes

2021 ◽  
Author(s):  
Jesper Dahl Jensen ◽  
Niels Bisballe ◽  
Laura Kacenauskaite ◽  
Maria Storm Thomsen ◽  
Junsheng Chen ◽  
...  
Keyword(s):  
Early Stage ◽  
Quantum Yields ◽  
Electrophilic Aromatic Substitution ◽  
Fluorescence Lifetimes ◽  
Aromatic Substitution ◽  
Compound A ◽  
Fluorescence Quantum Yields ◽  
Reduction Potentials ◽  
Snar Reaction ◽  
High Fluorescence

Access to functionalization of new sites on the triangulenium core structure has been achieved at an early stage by chlorination with N-chlorosuccinimide (NCS), giving rise to two new triangulenium dyes (1 and 2). By introducing the chlorine functionalities in the acridinium precursor, positions complementary to those previously accessed by electrophilic aromatic substitution of the final dyes can be accesed. The chlorination is selective, giving only one regioisomer for both mono- and dichlorination products. For the monochlorinated acridinium compound a highly selective ring-closing reaction was discovered to generate only a single regioisomer of the cationic [4]helicene product. This discovery aspired further investigations into the mechanism of [4]helicene formation and to the first isolation of the previously proposed intermediate of the two-step SNAr reaction, key to all aza-bridged triangulenium and helicenium systems. A late stage functionalization of DAOTA+ with NCS gave rise to a different dichlorinated compound (2). The fully ring closed chlorinated triangulenium dyes 1, 2 and 3 show a redshift in absorption and emission relative to the non-chlorinated analogues, while still maintaining relatively high fluorescence quantum yields of 36%, 26%, and 41%, and long fluorescence lifetimes of 15 ns, 12.5 ns and 16 ns, respectively. Cyclic voltammetry shows that chlorination of the triangulenium dyes significantly lowers reduction potentials and thus allows for efficient tuning of redox and photo-redox properties.

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