scholarly journals A Straightforward Substitution Strategy to Tune BODIPY Dyes Spanning the Near-Infrared Region via Suzuki–Miyaura Cross-Coupling

Materials ◽  
2018 ◽  
Vol 11 (8) ◽  
pp. 1297 ◽  
Author(s):  
Guanglei Li ◽  
Yu Otsuka ◽  
Takuya Matsumiya ◽  
Toshiyuki Suzuki ◽  
Jianye Li ◽  
...  

In this study, a series of new red and near-infrared (NIR) dyes derived from 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) were developed by introducing thiophene and its derivatives to the 3- and 5- positions of the dichloroBODIPY core. For the first time, cyclictriol boronates and N-methyliminodiacetic acid (MIDA) boronate were used as organoboron species to couple with 3,5-dichloroBODIPY via the one-step Suzuki–Miyaura cross-coupling. Six kinds of thieno-expended BODIPY dyes were synthesized in acceptable yields ranging from 31% to 79%. All six dyes showed different absorption and emission wavelengths spanning a wide range (c.a. 600–850 nm) in the red and NIR regions with relatively high quantum yields (19–85%). Cellular imaging of 8-(2,6-dimethylphenyl)-re3,5-di(2-thienyl)-BODIPY (dye 1) was conducted using bovine cumulus cells, and the fluorescence microscopy images indicated that the chromophore efficiently accumulated and was exclusively localized in the cytoplasm, suggesting it could be utilized as a subcellular probe. All six dyes were characterized using 1H-NMR and mass spectrometry.

Nanomaterials ◽  
2020 ◽  
Vol 10 (5) ◽  
pp. 881
Author(s):  
Ting Shi ◽  
Sébastien Livi ◽  
Jannick Duchet ◽  
Jean-François Gérard

In this work, silica microcapsules containing phosphonium ionic liquid (IL), denoted SiO2@IL, were successfully synthesized for the first time using the one step sol-gel method in IL/H20 emulsion. The morphologies of the obtained micron-size microcapsules, including their diameter distribution, were characterized using dynamic light scattering (DLS), scanning electron microscopy (SEM), and transmission electron microscopy (TEM). The thermal behavior of these microcapsules and the mass fraction of the encapsulated IL in the silica microcapsules were determined using thermogravimetric analysis, showing an excellent thermal stability (up to 220 °C) and highlighting that an amount of 20 wt.% of IL is contained in the silica microcapsules. In a second step, SiO2@IL microcapsules (1 wt.%) were dispersed into epoxy-amine networks to provide proof of concept of the ability of such microcapsules to act as healing agents as microcracks propagate into the epoxy networks.


Synlett ◽  
2019 ◽  
Vol 30 (10) ◽  
pp. 1174-1177 ◽  
Author(s):  
Sebastian Lips ◽  
Robert Franke ◽  
Siegfried R. Waldvogel

The anodic C–C cross-coupling reaction provides fast access to a wide range of bi- and terarylic scaffolds by electrochemically mediated arylation reactions. Herein, a metal- and reagent-free electrosynthetic protocol for the synthesis of nonsymmetrical 2-hydroxy-para-teraryl derivatives is presented for the first time. It is scalable, easy to conduct, and allows the use of a broad variety of different functional groups.


2020 ◽  
Vol 24 (01n03) ◽  
pp. 247-251
Author(s):  
Chihiro Maeda ◽  
Tadashi Ema

Chiral carbazole-based porphyrins were synthesized for the first time via the incorporation of hydrobenzoin units at the thiophene moieties. They showed absorption and circular dichroism in the near-infrared (NIR) region. The NIR absorption was further red-shifted by solvent-induced aggregation.


2020 ◽  
Vol 10 (18) ◽  
pp. 6206
Author(s):  
Edurne Avellanal-Zaballa ◽  
Leire Gartzia-Rivero ◽  
Jorge Bañuelos ◽  
Inmaculada García-Moreno ◽  
Antonia R. Agarrabeitia ◽  
...  

The disposal of long-wavelength-emitting sources is of paramount relevance in technology and biophotonics due to the low interference with the surroundings that these kinds of far-red and near-infrared radiations hold. As a result of the continued efforts carried out during the last few years by our research group to design new boron-dipyrromethene (BODIPY) dyes with improved photonic performance, two approaches were tested to develop a new generation of organic dyes able to display efficient and long-lasting laser emission in both target spectral regions. On the one hand, the annulation of aromatic benzofuran at the dipyrrin backbone leads to conformationally restricted dyes yielding photostable and bright laser emission beyond 600 nm at the far-red spectral region. On the other hand, a more pronounced shift to longer wavelengths reaching 725 nm at the near-infrared region is feasible, while keeping a reasonably high laser efficiency and tolerance to prolonged and intense pumping, based on aza-BODIPYs bearing peripheral aryl rings. These two complementary strategies yield a library of laser-emitting compounds comprising the 600–725 nm spectral region. Moreover, their laser performance is better than the commercially available dye lasers active in this spectral window.


Nanophotonics ◽  
2020 ◽  
Vol 9 (5) ◽  
pp. 1015-1022
Author(s):  
Sang-Eun Mun ◽  
Chulsoo Choi ◽  
Jongwoo Hong ◽  
Byoungho Lee

AbstractFano resonance, one of the interesting resonance phenomena in physics, provides versatile applications when combined with a concept of metasurface in nanophotonics. Fano-resonant metasurface (FRM) is attracting a lot of attention due to its superior narrowband characteristics as well as design freedom of metasurfaces in nanoscale. However, only the control of apparent asymmetric spectral nature of Fano resonance has been focused at applications such as optical sensors, as the amplitude feature of Fano resonances is relatively easy to control and can be measured by an experimental setup. Here, a method for modulating the phase information of FRM by both simulation and experiment is demonstrated. As a proof of concept, an optical demultiplexer, which can divide four target wavelengths in different directions of free space, is verified experimentally. It covers a broadband wavelength range of more than 350 nm in the near-infrared region with extremely small full-width at half-maximum. This approach can offer the complete control of FRM for a wide range of applications, including optical multiplexers, routers, filters, and switches, beyond conventional applications that have been limited to the amplitude control of Fano resonance.


2008 ◽  
Vol 275 (1646) ◽  
pp. 2049-2054 ◽  
Author(s):  
Christelle Jozet-Alves ◽  
Julien Modéran ◽  
Ludovic Dickel

Evidence of sex differences in spatial cognition have been reported in a wide range of vertebrate species. Several evolutionary hypotheses have been proposed to explain these differences. The one best supported is the range size hypothesis that links spatial ability to range size. Our study aimed to determine whether male cuttlefish ( Sepia officinalis ; cephalopod mollusc) range over a larger area than females and whether this difference is associated with a cognitive dimorphism in orientation abilities. First, we assessed the distance travelled by sexually immature and mature cuttlefish of both sexes when placed in an open field (test 1). Second, cuttlefish were trained to solve a spatial task in a T-maze, and the spatial strategy preferentially used (right/left turn or visual cues) was determined (test 2). Our results showed that sexually mature males travelled a longer distance in test 1, and were more likely to use visual cues to orient in test 2, compared with the other three groups. This paper demonstrates for the first time a cognitive dimorphism between sexes in an invertebrate. The data conform to the predictions of the range size hypothesis. Comparative studies with other invertebrate species might lead to a better understanding of the evolution of cognitive dimorphism.


2009 ◽  
Vol 7 (4) ◽  
pp. 818-826 ◽  
Author(s):  
Tuula Kylmälä ◽  
Jan Tois ◽  
Youjun Xu ◽  
Robert Franzén

AbstractDiflunisal and Felbinac, two FDA-approved NSAIDs and other biphenyl carboxylic acids were prepared in one step by a simple and clean Suzuki cross-coupling reaction using an easily synthesized, air and moisture stable, palladium-diamine complex. The yield (93%) for the one-step preparation of Diflunisal is the best reported without using a glovebox and a phoshine-based catalyst.


2020 ◽  
Vol 9 (3) ◽  
pp. 1389-1394

The one-step synthesis of high-quality graphene derivatives via CVD process has gained considerable importance nowadays for high-performance electronics and sensors. However, the use of harsh chemicals, high temperature, sensitivity, and the problem of separation of graphene from the substrate, motivated the one-step synthesis of graphene from a non-graphitic precursor, bypassing the use of graphite. In this paper, we have reported for the first time, the synthesis of graphene nanosheets from sugarcane bagasse at the normal atmospheric condition in a single step, avoiding the formation of GO. Here, the pyrolysis of sugarcane bagasse was carried out in the temperature range of 250-450o C in the presence of sodium hydroxide. The results suggested that even the low temperature (250–450o C) facilitated the development of graphitic planes via condensation and aromatization of the glucose monomers present in the precursor. The XRD pattern showed 2θ at around 25o in each case, which confirmed the formation of graphene instead of GO. The FESEM, TEM, and EDX analysis proved the formation of few-layer nanosheets of graphene from carbon-rich waste precursors in a single step.


2021 ◽  
Author(s):  
Moutusi De ◽  
Vinod Kumar Singh

Abstract In this article, an efficient high birefringent D-shaped photonic crystal fiber (HB-D-PCF) plasmonic refractive index sensor is reported. It is able to work over a long low refractive index (RI) analyte range from 1.29 to 1.36. This modified simple structured hexagonal PCF has high birefringence in the near-infrared region. A thin gold film protected by a titanium dioxide (TiO2) layer is deposited on the D-surface of the PCF which acts as surface plasmon active layer. The sensor consists of an analyte channel on the top of the fiber. The performance of the HB-D-PCF is analyzed based on finite element method (FEM). Both wavelength and amplitude interrogation techniques are applied to study the sensing performance of the optimized sensor. Numerical results show wavelength and amplitude sensitivity of 9245nm/RIU and 1312 RIU-1 respectively with high resolution. Owing to the high sensitivity, long range sensing ability as well as spectral stability the designed HB-D-PCF SPR sensor is a potential candidate for water pollution control, glucose concentration testing, biochemical analyte detection as well as portable device fabrication.


2018 ◽  
Vol 281 ◽  
pp. 163-168
Author(s):  
Jia Xi Liu ◽  
Nan Lu ◽  
Gang He ◽  
Xiao Yu Li ◽  
Jian Qiang Li ◽  
...  

SrO-Al2O3 ceramics has prospective applications due to its photo-luminescence and persistent afterglow properties. Sr3Al2O6-SrAl2O4 eutectic glass was prepared by using the aerodynamic levitator equipped with a CO2 laser device. The prepared Sr3Al2O6-SrAl2O4 eutectic glass beads were further heat-treated at temperature from 880°C to 980°C. The phase evolution, crystallization behavior, optical transmittance and mechanical properties of the annealed eutectic glass ceramics were investigated. The as-prepared glass is colorless and transparent over a wide range from ultraviolet to near-infrared region, and the average in-line transmittance is over 80% in the range of 260-3200nm. There were two crystal phases Sr3Al2O6 and SrAl2O4 crystallized from the glass beads. With increasing heat-treatment temperature, the transparency of the samples decreased, and the hardness increased. The prepared Sr3Al2O6-SrAl2O4 eutectic glass and glass ceramics may be a promising candidate for the development of photo-luminescence and persistent afterglow materials.


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