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A Versatile BenzimidazoleSubstituted Spirolactam Mechanophore:When Excited State Intramolecular Proton Transfer Couples with rhodamine

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CCS Chemistry 2024年第7期6卷 1798-1809页

作者： Huan Hu Xin Cheng Zhimin Ma Qingyuan Yang Rint PSijbesma Zhiyong Ma Beijing Advanced Innovation Center for Soft Matter Science and Engineering State Key Laboratory of Organic-Inorganic CompositesCollege of Chemical EngineeringBeijing University of Chemical TechnologyBeijing 100029 College of Engineering Peking UniversityBeijing 100871 Department of Chemical Engineering and Chemistry Institute for Complex Molecular SystemsEindhoven University of Technology5600 MBEindhoven

Exploration of multicolor mechanochromic bulk polymers based on a single mechanophore is a big challenge to date.Herein,we report a versatile benzimidazole-substituted spirolactam mechanophore where excited state intramolecular proton transfer(ESIPT)coupled with rhodamine.The mechanophore was facilely synthesized and then covalently linked to polyurethane(PU)chains.The PU film containing the mechanophore(1@PU)showed cooperative photochromism upon irradiation involving simultaneous enhancement of normalized enol and rhodol emissions based on a cooperative ESIPT process and the ring-opening reaction of spirolactam.Moreover,the film exhibited dual-mode multicolor mechanochromism upon stretching and compression.The normalized intensity of enol emission increased and the fluorescence turned from light green to cyan after stretching,then red coloration appeared from colorless after compressing.Control experiments and density functional theory calculations confirmed that the stretch-induced increase of enol emission was attributed to torsion of the dihedral angle between xanthene and benzimidazole in the mechanophore via force-induced disaggregation and direct force action on the isolated mechanophore.Torsion of the dihedral angle and the ring-opening reaction of spirolactam in a single mechanophore occurred sequentially during compression,resulting in an observed red coloration.This study might provide a glimpse into the design of novel multicolor mechanochromic mechanophores.

关键词： mechanophore rhodamine excited state intramolecular proton transfer cooperative photochromism dual-mode mechanochromism

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rhodamine B doped silica nanoparticle labels for protein microarray detection

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Science China Chemistry 2010年第4期53卷 747-751页

作者： WANG Ying1, LI ZhongHui1, ZHONG WenYing2, LI Hui2, XU DanKe1 & CHEN HongYuan1 1Key Laboratory of Analytical Chemistry for Life Science, Ministry of Education School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China 2Department of Analytical Chemistry, China Pharmaceutical University, Nanjing 210009, China Key Laboratory of Analytical Chemistry for Life Science Ministry of Education School of Chemistry and Chemical Engineering Nanjing University Nanjing China Department of Analytical Chemistry China Pharmaceutical University Nanjing China

A core-shell rhodamine B-doped SiO2 nanoparticle was synthesized and its fluorescent intensity was found to be 1000 times higher than that of individual rhodamine B molecule. The doped nanoparticles were further conjugated with streptavidin and the resulting nanoparticles were used in the detection of reverse-phase protein microarrays, in which human IgG of various concentrations was first immobilized on aldehyde-modified glass slides and then biotinlyated goat anti human IgG as well as the labeled nanoparticles were sequentially conjugated. The calibration curve is linear over the range from 800 fg to 500 pg and the limit of detection is 100 fg, which is 8 times lower than that of streptavidin-labeled Cy3 fluorescent dyes. The dyedoped SiO2 nanoparticles show potentials for the protein array detection.

关键词： rhodamine B SiO2 nanoparticles protein detection protein microarrays

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Ultra-high sensitivity of rhodamine B sensing based on NaGdF_4:Yb^(3+),Er^(3+)@NaGdF_4 core-shell upconversion nanoparticles

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Journal of Rare Earths 2019年第4期37卷 339-344页

作者： Hanping Xiong Qiuhong Min Hongqing Ma Lei Zhao Wenbo Chen Jianbei Qiu Xue Yu Xuhui Xu Faculty of Materials Science and Engineering Kunming University of Science and Technology Shandong Provincial Key Laboratory of Soil Conserwation and Environmental Protection College of Resources and EnvironmentLinyi University School of Physics and Opto-Electronic Technology Baoji University of Arts and Sciences Engineering Research Center of New Energy Storage Devices and Applications Chongqing University of Arts and Sciences

A series of mono-dispersed hexagon NaGdF_4:Yb^(3+),Er^(3+)@NaGdF_4 core-shell nanoparticles with different shell thickness were synthesized via a co-precipitation method. Nanoparticles with high upconversion fluorescent emissions result in large signal-to-noise ratio, which guarantees the accuracy of the sensitivity. Besides, the maximum sensitivity of these NPs as detection film increases first and then decreases with the shell thickness increasing. When the shell thickness is 2.3 nm(NaGdF_4-2), the maximum sensitivity(0.69959 ppm^(-1)) is reached. A large degree of overlap between the rhodamine B absorption band and the Er^(3+) green emission bands ensures that the NaGdF_4:Yb^(3+),Er^(3+)@NaGdF_4 nanoparticles can be used as fluorescent probe to detect the concentration of rhodamine B based on fluorescent intensity ratio technology. The linear relationship between the rhodamine B concentration and the intensity ratio(R) of green and red emission intensity(I_(S+H) and I_F) were studied systematically. The result shows that the maximum sensitivity can be obtained in low concentration rhodamine B(<4 ppm), which is lower than the reported minimum detection concentration. Thus, the ultra-high sensitivity detection by NaGdF_4:Yb^(3+),Er^(3+)@NaGdF_4 core-shell upconversion nanoparticles in low concentration can be realized,which provides promising applications in bio-detection filed.

关键词： Upconversion nanoparticles Fluorescent probe rhodamine B Radiation energy transfer Rare earths

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Design, Synthesis and Ring-Opening Properties of a New Bipyridine Fused rhodamine-Like Chelating Ligand and the Related Transition Metal Complexes

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Chinese Journal of Chemistry 2021年第6期39卷 1659-1666页

作者： Zhiyuan Qian Yukun Cheng Shunan Zhao Keith Man-Chung Wong Department of Chemistry Southern University of Science and TechnologyNo.1088Tangchang BoulevardNanshan District Shenzhen Guangdong 518055China

A new bipyridine fused rhodamine-like chelating ligand and the corresponding transition metal complexes of platinum(Ⅱ)and iridi-um(Ⅲ)have been designed,synthesized and structurally characterized by X-ray crystallography.Their photophysical properties and acid-or metal ion-promoted spirocarbon ring-opening properties have been investigated.The platinum(Ⅱ)and iridium(Ⅲ)complexes show a drastic color change in solution with Hg^(2+) ions and emergency of an absorption band at around 450-600 nm,assignable to the absorption band of the ring-opened rhodamine-like ligand.The platinum(Ⅱ)complex was suggested to undergo dissociation with Hg^(2+) ion,based on the corresponding absorption titration study.Emission titration studies of iridium(Ⅲ)complexes were found to suffer from the quenching process,probably due to the presence of a lower-lying non-emissive excited state from the ring-opened form of ligand.

关键词： rhodamine Transition metals Sensor Luminescence Bipyridine

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Fabrication and Photostability of rhodamine-6G Gold Nanoparticle Doped Polymer Optical Fiber

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Chinese Physics Letters 2013年第11期30卷 180-183页

作者： Suneetha Sebastian Ajina C C.P.G Vallabhan V.P.N.Nampoori P.Radhakrishnan M.Kailasnath International School of Photonics Cochin University of Science and TechnologyCochin 22India

We report on fabrication of a rhodamine-6G-gold-nanoparticle doped polymer optical fiber.The gold nanoparticle is synthesized directly into the monomer solution of the polymer using laser ablation synthesis in liquid.The size of the particle is found from the transmission electron microscopy.rhodamine-6G is then mixed with the nanoparticle-monomer solution and optical characterization of the solution is investigated.It is found that there is a pronounced quenching of fluorescence of rhodamine 6G due to fluorescence resonance energy transfer.The monomer solution containing rhodamine 6G and gold nanoparticles is now made into a cylindrical rod and drawn into a polymer optical fiber.Further,the photostability is calculated with respect to the pure dye doped polymer optical fiber.

关键词： stability particle rhodamine

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Performance of rhodamine-Sensitized Solar Cells Fabricated with Silver Nanoparticles

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Advances in Nanoparticles 2023年第2期12卷 68-79页

作者： Bandana Ranamagar Isaac Abiye Himsheela Karki Yucheng Lan Fasil Abebe Department of Chemistry Morgan State University Baltimore MD USA

A plasmonic effect of silver nanoparticles (AgNPs) in dye-sensitized solar cells (DSSCs) is studied. In this investigation, the efficiency of dye-sensitized solar cells has been remarkably increased by infusion of synthesized silver nanoparticles into the TiO2 photoanode. rhodaminederivative RdS1 was synthesized by microwave-assisted condensation of hydrazide and 3-for-mylchromone. The synthesized silver nanoparticles were characterized with UV/Vis absorption spectroscopy and transmission electron microscopy. The interfacial charge transport phenomena of the dye-sensitized solar cell (DSSCs) are determined by electrochemical impedance spectroscopy and the corresponding efficiencies are calculated using current-voltage (I-V) curve. The solar cell photoanode with silver nanoparticles infused with RdS1 in titanium dioxide had the highest solar-to-electric power efficiency at 0.17%.

关键词： TiO2 Silver Nanoparticles rhodamine Optical Dye-Sensitized Solar Cell

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Synthesis and application of rhodamine-based fluorescent probe dyes with spacer linker arm

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Chinese Chemical Letters 2007年第6期18卷 667-669页

作者： Yong Gao Jian Li Li Zhen Shi College of Chemistry and Materials Science Fujian Normal University Fuzhou 350007 China Department of Chemistry Northwest University Xi’an 710069 China

When rhodamine-based fluorescent probe dyes are used to track target molecules they always perturb the behavior of target molecules because of steric hindrance effect. In order to minimize potential steric problems, a kind of rhodamine-based fluorescent probe dye with spacer linker arm was designed and synthesized and its application in immunofluorescence histochemistry was investigated.

关键词： rhodamine Fluorescent probe dye Spacer linker arm Synthesis Immunofluorescence histochemistry

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Application of metal nanoparticles/porous silicon diffraction grating in rhodamine 6 G fluorescence signal enhancement

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Chinese Optics Letters 2017年第11期15卷 6-9页

作者：王佳佳贾振红吕长武李彦宇 College of Chemistry and Chemical Engineering Xinjiang University Urumqi 830046 China College of Information Science and Engineering Xinjiang University Urumqi 830046 China College of Physical Science and Technology Xinjiang University Urumqi 830046 China

We present a technique for fabricating a fluorescence enhancement device composed of metal nanoparticles（NPs） and porous silicon（PSi） diffraction grating.The fluorescence emission enhancement properties of the PSi and the fluorescence enhancement of the probe molecules are studied on PSi gratings.The fluorescence enhancement of the probe molecules on a fluorescence enhancement device is further improved through the deposition of metal NPs onto the PSi grating.In comparison to metal NP/PSi devices,metal NP periodic distributions can produce a stronger fluorescence enhancement that couples with the PSi grating fluorescence enhancement to achieve an overall three-fold enhancement of the fluorescence intensity.

关键词： grating fabricating rhodamine porous boiling metallic silver adsorbed stronger evaporation

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Chemiluminescence Determination of Cefixime Trihydrate Based on Acidic Diperiodatoargentate(Ⅲ)-rhodamine 6-G System

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Chemical Research in Chinese Universities 2019年第5期35卷 775-781页

作者： MUHAMMAD Yousaf MOHAMMED Yaqoob MUHAMMAD Asghar SAMAR Ali Department of Chemistry University cf BalochistanQuetta 87300Pakistan

A novel chemiluminescence(CL) method is proposed for cefixime trihydrate(CFX) determination based on its eiiliancement effect on diperiodatoargentate(III)(DPA)-rhodamine 6-G(Rh6-G) reaction in conjunction with flow injection analysis(FIA). A linear calibration curve was achieved over the range from 0.01 mg/L to 2.5 mg/L CFX(R^2=0.999,n=8) with relative standard deviation(RSD) of 1.4%-3.8%(n=4)), limit of detection(LOD) of 3.0×10^-3 mg/L(S/N=3),injection tliroughput of 180/h and regression equation of y=1113.2x-14.596[y=CL intensity (mV) and x=concentration of CFX(mg/L)]. The method was successfully applied to CFX determination in pharmaceutical formulations and the recoveries(%) for proposed FI-CL and a reported spectrophotometric method by applying the Student t-test [calculated t-test value: t=1.079215, and tabulated t-distributed(95%)=2.200985] were not significantly diflerent. The CFX was efficiently extracted and no significant effect of commonly found excipients in the pharmaceutical formulations was observed. The mechanism of CL reaction is discussed briefly.

关键词： Cehxime trihydrate Diperiodatoargentate(Ⅲ) rhodamine 6-G Chemiluminescence Flow injection analysis Phannaceutical formulation

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Discoloration of rhodamine B dyeing wastewater by schorl-catalyzed Fenton-like reaction

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Science China(Technological Sciences) 2009年第10期52卷 3054-3060页

作者： Murari PRASAD Environmental Chemistry Division Advanced Materials and Processing Research Institute (C.S.I.R.)

As other natural iron-bearing minerals, schorl could be taken as an effective iron source for degradation of organic pollutants by mineral-catalyzed Fenton-like system. In our present study, the schorl-catalyzed Fenton-like system has been successfully developed for discoloration of an active commercial dye, rhodamine B (RhB), in an aqueous solution. Through a number of batch discoloration experiments under various conditions, it was found that the reactivity of the system increased by, respectively, increasing schorl dosage, temperature, hydrogen peroxide starting concentration and by decreasing the pH. Over 90% of discoloration ratio could be gained in less than 30 min, and nearly 70% of total organic carbon (TOC) could be removed in less than 200 min. And, the schorl catalyst could be repeatedly used at least ten times, still with high catalytic activity. Comparative studies indicated that the RhB discoloration ratios were much higher in presence of schorl and H2O2 than those in presence of schorl or H2O2 only, which suggested that the schorl-catalyzed Fenton-like reaction governed the RhB discoloration process. The content of Fe ion leaching in the solution was also measured using inductively coupling plasma-atomic emission spectra (ICP-AES). A mechanism proposed herein suggested that adsorption and Fenton-like reaction (heterogeneous and homogeneous) were responsible for the discoloration of RhB.

关键词： schorl rhodamine B discoloration Fenton-like reaction

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