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Dyes and Pigments
Elsevier Applied Science Publishers Ltd.
Dyes and Pigments

Elsevier Applied Science Publishers Ltd.

0143-7208

Dyes and Pigments/Journal Dyes and PigmentsSCICCRISTPEIAHCI
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    12H-quinoxaline[2,3-b]phenoxazines: Synthesis, optical, electrochemical properties and insight into photovoltaic application

    Eugeny P. IvakhnenkoPavel A. KnyazevNikolay I. Omelichkin
    10页
    查看更多>>摘要:A series of N-aryl derivatives of heteropentacyclic 12H-quinoxaline[2,3-b]phenoxazine (QOPO) system were synthesized and spectral, luminescent, electrochemical and optoelectronic properties of the prepared compounds studied. The compounds are well soluble in nonpolar and polar solvents, absorb in the strongest emissive part of the solar spectrum and exhibit sufficiently high photostability at air conditions. The HOMO, LUMO energy levels of the obtained QOPOs were calculated by the DFT B3LYP/6-311++G(d,p) method and assessed using the electrochemical methodology. The double-layered p-n heterojunction organic solar cells constructed on the basis of QOPOs as electron donor components, bathocuproine as the exciton blocking layer and fullerene C_(60) as electron acceptor displayed promising values of photovoltaic (open circuit voltage and short-circuit current density) parameters.

    A new auspicious scaffold for small dyes and fluorophores

    Giorgio VolpiClaudio GarinoEmanuele Priola
    5页
    查看更多>>摘要:An unprecedented chromophore, based on a nitrogen fused tricyclic heterocycle, is presented. This prototype molecule can be considered a "rigidified" monomethine cyanine dye and the central core is isoelectronic to pyridine-based BODIPY analogues, such as boron difluoride dipyridylmethene. The chromophore was synthesized and its photophysical properties examined. The new molecule can be considered the starting point to develop dyes, fluorophores or dual-emission fluorescent probes with excitation window in the green region of the spectrum.

    Mechanochromic luminescent property and anti-counterfeiting application of AIE-active cyclometalated platinum(II) complexes featuring a fused five-six-membered metallacycle

    Hua-Hong ZhangShui-Xing WuYu-Qi Wang
    13页
    查看更多>>摘要:Two couples of pinene-containing N^C*N and C*N^N-coordinated Pt(II) complexes featuring a fused five-six-membered metallacycle have been developed, and their structures were confirmed by NMR, MS and single crystal X-ray crystallography. Cyclometalated complex (—)-2 has two polymorphs involving yellow-orange form (-)-2CH3COCH3 and orange form (-)-2-CH3SOCH3, revealing different conformations and intermolecular n—n interactions. Complexes (-)-l and (-)-2 display prominent aggregation-induced emission (AIE) in THF-water solution system with emission quantum yield (φ_(em)) strengthening from 0.2% to 37%. Despite the structural similarity of complexes (-)-l and (-)-2, different mechanochromic luminescent phenomena have been distinguished. No detectable change in color and luminescence of yellow solids (-)-l can be found during the grinding process, whereas yellow solids of complex (-)-2 show a reversible mechanochormic luminescent behavior and a simultaneous crystal-to-amorphous transformation. It is speculated that dimeric structures containing weak π—π interactions are formed under the mechanical force, and simultaneously the molecular conformation becomes more planar, improving the conjugation, inducing the emissive state variance with more 3MLCT/3ILCT character. Moreover, anti-counterfeiting application based on complex (-)-2 has been explored. This research provides a new design strategy for exploring AIE-active Pt(II) complexes with high-contrast mechanochromic luminescence.

    Azobenzene dyads containing fullerene, porphyrin and pyrene chromophores: Molecular design and optical properties

    Pasquale PorcuAldo S. Estrada-MontaiioMireille Vonlanthen
    21页
    查看更多>>摘要:In this review, we have covered the most important structural features and spectroscopic aspects of azobenzene dyads containing fullerene C6o, porphyrin and pyrene chromophores in their structure. The effect of combining azobenzene with the above-mentioned chromophores on the optical and photophysical properties of the obtained dyads has been discussed in detail from the structure-properties relationship point of view. The aim of this review is to highlight the chemical versatility of these azobenzene dyads. Several examples have been analyzed, showing how the optical properties can be tuned by the structural modification of these dyads. In particular, chemical structures and synthetic approaches have been reviewed in order to remark the optimal structural features required for the design of novel photoactive azobenzene-containing materials.

    A novel boronic acid-based fluorescence turn on sensor for specific detection of adenosine in urine

    Ran WangDongxue ZhanGuiqian Fang
    9页
    查看更多>>摘要:Three simple fluorescence turn-on sensors have been designed for the selective detection of adenosine (AD) based on a boronic acid receptor and a coumarin fluorophore (NLC, NJC, NDC). In the absence of AD, the fluorescence emission intensity of the sensors was relatively weak due to the effective electronic transfer from the to the coumarin to die boronic acid moiety. When the AD was introduced into die system, an obvious fluorescence enhancement was observed. It was attributed to the boronic acid covalently binding to die cis-diol unit of the AD resulting in the electronic transfer process being inhibited. Under die optimal conditions, these fluorescent sensors not only could perform good selectivity and fast response (< 30 s), but also show good water solubility. Finally, the proposed sensor NLC has been utilized for the AD determination in urine without any complicated pretreatment and the recovery was in the range of 95-103%. As a result, it is promising for application on the AD detection in complex biological samples. Moreover, there are no small molecular sensors detecting AD have been reported, yet, it is promising for providing a new platform to detect AD by small molecular sensor.

    Chiral thermally activated delayed fluorescence emitters for circularly polarized luminescence and efficient deep blue OLEDs

    Zhongyan HuangChih-Wei HuangYu-Kun Tang
    8页
    查看更多>>摘要:The development of the thermally activated delayed fluorescence (TADF) emitters with circularly polarized luminescence (CPL), particularly those exhibiting deep-blue emission is still a formidable challenge. In this work, we reported a simple and easily accessed molecular design strategy for deep-blue circularly polarized TADF (CP-TADF) enantiomers. Two chiral compounds, namely (S)-NPE-AcDPS and (R)-NPE-AcDPS, were successfully designed and synthesized, which featured concurrently TADF, CPL, and aggregation-induced enhanced emission (AIEE) properties. The CPL exhibited a maximum g_(PL) value of 3.0 x 10(-4). These emitters exhibited deep blue emission peaking at 451 nm in doped film with a high photoluminescence of 86% and a small singlet-triplet splitting of 0.05 eV. Furthermore, the deep blue OLED based on (S)-NPE-AcDPS demonstrated a high external quantum efficiency (EQE) up to 18.5%.

    A red-emitting ratiometric fluorescent probe with large Stokes shift and emission peak shift for imaging hypochlorous acid in living cells and zebrafish

    Yan ZhangHaiyan YangMingxin Li
    10页
    查看更多>>摘要:Hypochlorous acid (HC10) with strong oxidizing property holds an essential role in the resistance against offensive microorganisms in the inherent immune system of living organism. However, an excess of HC10 can bring about oxidative stress and cellular damage, which are associated with many diseases. Herein, a novel nopinone-based ratiometric fluorescent probe BIDED (2-(4-(5,5-dimethyl-4,5,6,7-tetr-ahydro-lH-4,6-meth-anobenzo[d]imidazole-2-yl)benzylidene)-lH-indene-l,3(2H)-dione) was rationally devised to track exogenous and endogenously generated HC10 in vitro and vivo. BIDID itself featured an extremely large Stokes shift (241 nm) and exhibited a bright red emission at 641 nm. Upon treating with HCIO, the C=C bond of BIDID was exclusively broken, thereby resulting in the generation of compound BID (4-(5,5-dimethyl-4,5,6,7-tetrahydro-lH-4,6-methanobenzo[d]imidazole-2-yl)benzalde-hyde) with a remarkably hypochromatic-shifted emission at 501 nm. As expected, this probe was highly responsive to HCIO with good selectivity, superior sensitivity, low limit of detection (13.2 nM), rapid response (within 0.5 min), and wide pH range (6-12). What's more, BIDED was applicable for validation of HCIO on solid platform and in real water samples. Additionally, the confocal fluorescent images of HCIO in vitro and in vivo demonstrated that BIDID can function as a reliable tool for studying HClO-related physiological and pathological processes.

    Foaming indigo: An efficient technology for yarn dyeing

    Doudou ZhuZhen WanXiyu Zhao
    10页
    查看更多>>摘要:The global production of denim fabric is more than 9 billion meters, and indigo dye, an essential dye in the denim field, uses about 30-50 tons of water per million meters in the washing process after dyeing in order to remove the floating color. At present, the most common cotton yarn dyeing process is the traditional process of dyeing, using the multi-vat immersion dyeing method of the assembly line. In order to successfully reduce the water and energy consumption with the foaming process, it is necessary to combine the foam system by indigo reduction method. This study through the foam system selection and process optimization,The results showed the concentration of sodium dodecyl sulfate is 3 g/L, the concentration of citric acid is 1.2 g/L, the temperature is 50 °C, the speed is 1200r/min, and the stirring time is 5min. A simulated factory yarn-dyeing line was built, Through orthogonal test, sodium Hydrosulfite concentration and sodium hydroxide concentration required for 5 g/L indigo reduction were 7 g/L and 3 g/L, respectively. When the temperature was 80 °C, the reduction effect of indigo was the best. Taking the K/S value of cotton dyed with 5 g/L traditional process as the control, the required concentration of indigo dye foaming process was determined to be 14 g/L at 50 °C, and the foam indigo foaming technology was realized. By comparing the twist, single yam strength, and hairiness tests of the dyed cotton yarn with the two technology, the results showed that the properties of the dyed cotton yarn with the foam indigo technology dye are better than the traditional technology. Compared with traditional technology, foam technology saves about 53.5% water and has an efficiency ratio of 1:10.

    Luminescent Zn (II) coordination polymers for highly selective detection of triethylamine, nitrobenzene and tetracycline in water systems

    Lao-Bang WangJi-Jiang WangEr-Lin Yue
    9页
    查看更多>>摘要:Two novel coordination polymers (CPs), formulated as {[Zn3(L)_(1.5)(DMF)3]-C2H7N} ? (1), and [Zn (L)_(0.5)(bpb)_(0.5)(H2O)2] n (2), (H4L = 1, l'-ethylbiphenyl-3, 3', 5, 5'-tetracarboxylic acid, bpb = 1, 4-di(pyridin-4-yl) benzene), have been acquired under hydrothermal conditions. Complexes 1 and 2 display excellent luminescence characteristics and stability in antibiotics and organic solvents. Complex 1 can detect triethylamine (TEA) and tetracycline (TET) in water by fluorescence quenching. The detection limits of 1 towards TEA and TET are 1.07 uM and 0.1 uM, respectively. Complex 2 can be used as a luminescence sensor to detect nitrobenzene (NB) and the detection limit towards NB is 0.2 uM. Moreover, complexes 1 and 2 perform excellent reproducibility, because the changes of fluorescence intensity are negligible after four cycles. The mechanism of the fluorescence quenching is discussed in detail.

    Luminescent self-healing materials constructed via coordination between lanthanide ions and phenanthroline-tethered to polymer chain

    Di ZhaoJing YangYige Wang
    9页
    查看更多>>摘要:Self-healing material with additional properties has constituted a great family of functional materials. Herein, self-healing and stretchable luminescent elastomers, Polymer-Phen-Eu~(3+), Polymer-Phen-Tb~(3+) and Polymer-Phen-Eu(tta)3, were prepared by linking Ln~(3+) (Eu~(3+)/Tb3'1") or tris(2-thenoyltrifluoroacetonato) europium (III) dihydrate complexes (Eu(tta)3-2H2O) with the polymer ligand based on PDMS chains and phenanthroline moieties. The dynamic Ln-ligand cross-linking and hydrogen bonds endow the as-prepared materials with fast self-healing capability as well as good mechanical property. Compared to Polymer-Phen-Ln~(3+), Polymer-Phen-Eu (tta)3 behaved higher elasticity and faster self-healing property due to its smaller steric hindrance owing to the presence of the p-diketone ligand (tta), which feature the polymer with loosely accumulated chains, and better luminescent behavior because of the coordinated water molecules being expelled by the coordination of tta to Eu~(3+) ions and energy transfer from tta to Eu~(3+). In addition, the resulting materials, Polymer-Phen-Ln~(3+) and Polymer-Phen-Eu(tta)3, can also be processed into flexible and self-healing conductors upon the embedding of silver nanowires, which was crucial to their applications in wearable intelligent devices, visualized force and sensing optical coating.