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SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY · 2018 · IF 2.88

Colorimetric chemosensors based on diketopyrrolopyrrole for selective and reversible recognition of fluoride ions

Yan Zhang,Xiaofeng Yang,Guoxin Sun,Hao Zhang,Xiaolei Liu,Fengqiao Zhu,Shuchun Qin,Ziqi Zhao,Yu Cui

A series of colorimetric and reversible receptors for fluoride anions based on diketopyrrolopyrrole (DPP) were designed and synthesized successfully. The position of nitro substituent on the phenylhydrazide affected the alteration of photophysical properties to varying degrees. While the photoluminescence intensity of receptor 1 was weaker than that of receptor 2 and receptor 3 on account of the formation of intramolecular hydrogen bond deriving from oxygen atom of nitro substituent and hydrogen atom of hydrazide . The receptor 2 was a preferable chemosensor for responding fluoride anions. The fluorescence was quenched in the presence of fluoride anion resulted from the photo-induced electron transfer (PET) effect from the amide. The formation of deprotonation species, which produced by hydrazide N H moiety and F − was answerable for the spectral changes. Especially, the spectral and color responses of receptors could be switched back and forth successively by adding F − and HSO 4 − anions in DMSO solution. These receptors could response fluoride anion sensitively, visually and selectively in a manner of reversible with a low determination.

研究领域: 化学 · 材料科学
✓ 已验证 DOI PubMed 高影响因子
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JOURNAL OF POLYMER RESEARCH · 2019 ·Vol. 26 ·期 9 ·1-11 · IF 1.53

Fabrication of Ni3S2@polypyrrole core-shell nanorod arrays on nickel foam as supercapacitor device

Xiong Xiaopeng,Huo Peng,Xie Haitao

A free-standing Ni 3 S 2 @polypyrrole core-shell nanorod arrays have been successfully prepared and been directly used as supercapacitor. First, needle-like Ni 3 S 2 nanorods array was grown on Ni foam through a hydrothermal process, and was then electrochemically deposited with polypyrrole (PPy) layer. The composition, microstructure, and morphology of the obtained composite material have been studied by attenuated total reflection Fourier transform infrared spectroscopy, X-ray diffraction and scanning electron microscope. Our results indicate that the needle-like Ni 3 S 2 nanorods with diameter about 200 nm and 3 μm in length have grown evenly on Ni foam, and the thickness of the coated PPy layer can be tuned by the electrodeposition time. The electrochemical properties of the obtained free-standing Ni 3 S 2 /Ni@PPy composite foam have been evaluated by a three-electrode system. Our results reveal that the composite foam with the PPy shell layer about 300 nm in thickness displays the best performance, and the area specific capacitance was measured to be over 5 times that of the Ni 3 S 2 /Ni foam to reach 55.4 mF/cm 2 . The improvement has been attributed to the unique hierarchical core-shell microstructure and to the proper amount of PPy deposition. Moreover, the electrochemical stability of the material has been checked to indicate its potential as high-performance supercapacitors.

CAS / MDL: 7791-03-9 109-97-7
研究领域: 材料科学 · 电化学
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CATALYSIS LETTERS · 2025 ·Vol. 155 ·期 5 ·1-14 · IF 2.4

High Performance Ru Loaded MgO Nanoparticle Catalysts for the Hydrogenation of Pyrrole to Pyrrolidine

Wang Juping,Zhu Fengfan,Qin Yu,Zhu Yuan-Hao,Zhou Jiancheng,Li Naixu

This research is centered on the design and synthesis of a highly efficient heterogeneous catalyst, 1%Ru-MgO- 400 °C, for the hydrogenation of pyrrole to pyrrolidine. As a key intermediate in pharmaceutical manufacturing and fine chemical production, pyrrolidine synthesis poses significant challenges in terms of efficiency. In this work, MgO was synthesized via the calcination of Mg(OH) 2 , followed by the deposition of Ru onto MgO- 400 °C through a sodium borohydride reduction approach to produce the 1%Ru-MgO- 400 °C catalyst. The catalyst demonstrated exceptional performance under conditions of 170 °C and 3.5 MPa H 2 pressure, achieving complete conversion of pyrrole and a 100% yield of pyrrolidine. Advanced characterization methods such as XRD, TG, BET, SEM and HR-TEM were used to analyze the catalyst, revealing that the ruthenium nanoparticles were uniformly loaded on the MgO carrier to form a highly dispersed active site, while the crystal structure of MgO remained intact with excellent thermal stability, providing a structural basis for the efficient performance of the catalyst. Additionally, the catalyst exhibited remarkable stability and retained high activity over multiple reaction cycles, highlighting its suitability for industrial-scale applications. The findings of this study contribute novel perspectives to the development of robust and efficient hydrogenation catalysts and present a sustainable approach for the environmentally friendly synthesis of pyrrolidine. Graphic

CAS / MDL: 64-17-5
研究领域: 催化化学 · 材料科学 · 制药工程
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Journal of Materials Chemistry C · 2020 ·Vol. 8 ·期 32 ·11177-11184 · IF 7.059

Turn-on and color-switchable red luminescent liquid crystals based on pyrrolopyrrole derivatives

Shuangxiong Dai,Yudai Zhou,Haoli Zhang,Zhengxu Cai,Bin Tong,Jianbing Shi,Yuping Dong

A novel nitro-substituted pyrrolopyrrole derivative (TPPP-NO2) was synthesized and displayed liquid crystalline properties with red-emissive color. The luminescent liquid crystalline materials exhibited turn-on emission when transformed into the liquid crystalline (LC) phase at 135 °C, while turn-off at 185 °C when the LC phase melted into the isotropic liquid. The heat or mechanical force induced molecular arrangement from short-range to long-range ordered packing and the decreased intermolecular π–π interaction were responsible for the luminescence turn-on phenomenon. An application for detecting the changes of temperature was displayed by preparing TPPP-NO2 mixed with a polydimethylsiloxane (PDMS) thin film. This stimuli-responsive film could give high-temperature alert by switching the emission color from red to yellow when the temperature was increased to 150–200 °C.

CAS / MDL: 431-03-8 122-04-3
研究领域: 材料科学 · 化学
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JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY · 2024 · IF 4.1

The acidic-free synthesis of 2-nitropyrrole and 2,5-dinitropyrrole using choline nitrate as regent and Pd@C3N4 as photocatalyst

Yanle Li,Dong Liang,Taisheng Zhu,Yumiao Zhou,Rushui Zheng,Na Zhu,Yongxiang Li,Duanlin Cao

Escaping from conventional hazardous methods, an innovative, acidic-free approach for the synthesis of nitro-heterocycles was realized through photocatalytic nitration using Pd-doped g-C 3 N 4 . In this method, chlorate nitrate was initially utilized as a reagent. Spectral analysis and electronic microscopy confirmed the successful doping of Pd nanoparticles (NPs) onto the g-C 3 N 4 surface, which subsequently enhanced the photocatalytic performance. The photogenerated electrons and Pd NPs played pivotal roles in the production of nitro-products. The reactive intermediate, NO 2+ , derived from nitrate, can be captured and elucidated through the shifts in cyclic voltammetry (CV) curves. Herein, the synthesis of 2-nitropyrrole and 2,5-dinitropyrrole was achieved through the nitration of chlorate nitrate in a friendly manner. Moreover, the composite photocatalyst could be readily isolated and recycled in next four tests, demonstrating its practicality and sustainability in photocatalytic applications.

研究领域: 有机化学 · 材料科学 · 环境化学
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MOLECULES · 2022 ·Vol. 27 ·期 9 ·2629 · IF 4.927

An Enhanced Photothermal Therapeutic Iridium Hybrid Platform Reversing the Tumor Hypoxic Microenvironment

Hang Zhang,Xiaoxiao Chen,Shengliang Li,Jianliang Shen,Zong-Wan Mao

As hypoxia is closely associated with tumor progression, proliferation, invasion, metastasis, and strong resistance to therapy, regulating and overcoming the hypoxia tumor microenvironment are two increasingly important aspects of tumor treatment. Herein, we report a phototherapeutic platform that uses the organic photosensitizer diketopyrrolopyrrole (DPP) derivative and inorganic iridium salts (IrCl3) with photothermal activity and the capacity to decompose H2O2efficiently. The characterization of their photophysical properties proved that DPP-Ir nanoparticles are capable of remarkable near-infrared (NIR) absorption, and compared to DPP nanoparticles, the photothermal conversion efficiency (PCE) increases from 42.1% in DPP nanoparticles to 67.0% in DPP-Ir nanoparticles. The hybrid nanoparticles utilize the catalytic decomposition of endogenous H2O2to produce oxygen for the downregulation of the hypoxia-inducible factor 1 subunit alpha (HIF-1α) protein, which could reverse the tumor hypoxic microenvironment. Benefiting from the excellent optical properties and good biocompatibility, the hybrid platform exhibits efficient photothermal therapeutic effects as well as good biological safety. In conclusion, such a hybrid platform could improve photothermal therapy against cancer.Keywords:hypoxia;diketopyrrolopyrrole;photothermal therapy;catalyze H2O2;hybrid platform

研究领域: 肿瘤学 · 生物医学工程
✓ 已验证 产品关联 DOI PubMed 高影响因子
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SENSORS AND ACTUATORS B-CHEMICAL · 2015 · IF 4.097

A diketopyrrolopyrrole-based near-infrared sensor for selective recognition of fluoride ions

Xiaofeng Yang,Lijun Xie,Rui Ning,Xiaoqian Gong,Zheng Liu,Yexin Li,Luyi Zheng,Gege Zhang,Bin Gao,Yu Cui,Guoxin Sun,Guangyou Zhang

A new colorimetric and on–off fluorescence sensor based on diketopyrrolopyrrole (DPP) was synthesized for detection of fluoride anion. The sensor displayed a rapid responsivity and high selectivity and sensitivity toward F − over other anions, with a significant 267   nm bathochromic shift of the absorption maximum, and the new peak was located in the near-infrared region. Meanwhile, it could be easily observed that the sensor for F − ion changed from red to dark green by the naked eye, and from fluorescence red to non-fluorescence dark under UV lamp immediately after the F − ion was added. The experimental results revealed that the formation of anionic species from deprotonation of the hydrazone N–H moiety by fluoride ion was responsible for the spectral changes. Density function theory calculations were conducted to rationalize the optical response of the sensor. To the best of our knowledge, it was the first sensor for fluoride ever reported with a 267   nm red shift response, which could give a colorimetric and on–off fluorescence response instantly.

CAS / MDL: 4930-98-7 1112-67-0
研究领域: 化学传感器 · 材料科学
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Nanomaterials · 2019 ·Vol. 9 ·期 3 ·455 · IF 4.034

Facile Synthesis of Polypyrrole-Functionalized CoFe2O4@SiO2 for Removal for Hg(II)

Yuhao Zhao,Kai Xia,Zhenzong Zhang,Ziming Zhu,Yongfu Guo,Zan Qu

In order to avoid using toxic or harmful operational conditions, shorten synthesis time, enhance adsorption capacity, and reduce operational cost, a novel magnetic nano-adsorbent of CoFe2O4@SiO2with core–shell structure was successfully functionalized with polypyrrole (Ppy). The physical and chemical properties of CoFe2O4@SiO2-Ppy are examined by various means. The as-prepared CoFe2O4@SiO2-Ppy nanomaterial was used to adsorb Hg2+from water. During the process, some key effect factors were studied. The adsorption process of Hg2+onto CoFe2O4@SiO2-Ppy was consistent with the pseudo-second-order kinetic and Langmuir models. The Langmuir capacity reached 680.2 mg/g, exceeding those of many adsorbents. The as-prepared material had excellent regeneration ability, dispersibility, and stability. The fitting of kinetics, isotherms, and thermodynamics indicated the removal was endothermic and spontaneous, and involved some chemical reactions. The application evaluation of electroplating wastewater also shows that CoFe2O4@SiO2-Ppy is an excellent adsorbent for Hg2+ions from water.Keywords:adsorbent;polypyrrole;heavy metal;mercury;modification

研究领域: 环境科学 · 材料科学
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RSC Advances · 2018 ·Vol. 8 ·期 38 ·21252-21264 · IF 2.936

Synthesis and characterization of novel donor–acceptor type neutral green electrochromic polymers containing an indolo[3,2-b]carbazole donor and diketopyrrolopyrrole acceptor

Yan Zhang,Lingqian Kong,Xiuping Ju,Hongmei Du,Jinsheng Zhao,Yu Xie

Indolocarbazole bearing donor–acceptor type polymers have rarely been reported in the electrochromic field despite them having considerable development in the applications of organic photoelectric devices. In this paper, two novel soluble electrochromic polymers, namely PDTCZ-1 and PDTCZ-2, were prepared by chemical polymerization including indolo[3,2-b]carbazole (IC) units as the donor, diketopyrrolopyrrole (DPP) units as the acceptor and bithiophene units as the bridging group. Through diverse characterization techniques such as cyclic voltammetry (CV), scanning electron microscopy (SEM), UV-vis spectroscopy and thermogravimetric analysis (TGA), it was found that PDTCZ-1 and PDTCZ-2 exhibited saturated green in the neutral state and pale green in the oxidized state with optical band gaps of 1.44 eV and 1.39 eV, respectively, as well as demonstrating fast switching speed, satisfactory coloration efficiency and favorable thermal stability. In addition, the proportion of donors to acceptors definitely exerted an influence on the electrochromic properties of the polymers. As the thiophene/IC/DPP ratio changed from 4/3/1 (PDTCZ-1) to 5/4/1 (PDTCZ-2), meaning an increase of the donor ratio, the polymer showed a reduced onset oxidation potential, decreased optical band gap and different dynamic parameters. The positive results suggest that PDTCZ-1 and PDTCZ-2 could be promising candidates as neutral green electrochromic materials and deserve more attention and penetrating research.

研究领域: 材料科学 · 化学
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Surfaces and Interfaces · 2024 · IF 5.7

Polypyrrole/waste molasses composites as a superior adsorbent for highly efficient and selective removal of Cr(VI) from aqueous environments

Fen Zhang,Shuyu He,Luyao Xi,Liying Ma,Liwen Zhang,Ling Xiong,Shaohua Chen,Benjun Xi

Reduction of Cr(VI) to Cr(III) or elimination of Cr(VI) from aqueous environments is the most commonly used method to address Cr(VI) contamination. Waste molasses (WM) is a by-product from the sugar industry, if discharged arbitrarily without treatment can lead to waste of resources and cause serious environmental pollution . In this study, the modification of polypyrrole (PPy) with WM (PPy/WM) not only provided PPy with good dispersibility and higher specific surface area, but it can also enrich the functional groups on the surface of PPy. The findings indicated that PPy/WM composites can serve as superior adsorbent materials for highly efficient and selective removal of Cr(VI) when different interfering ions are present. e.g., 150 mg/L of Cr(VI) can be eliminated completely within 6 h under the condition of PPy/WM amount of 0.8 g/L, temperature of 303 K, and pH of 2.0. PPy/WM showed excellent performance for removal of Cr(VI) in a wide pH range (2.0 - 10.0). PPy/WM exhibited excellent reusability for five cycles without obvious loss of its adsorption capacity. The maximum Cr(VI) adsorption capacity of PPy/WM was 662.25 mg/g at 323 K, evidently higher than that of unmodified PPy (194.17 mg/g). Cr(VI) removal by PPy/WM was chiefly accomplished by electrostatic adsorption, ion exchange and in-site reduction. This study not only provides a new technology for efficient adsorption and in-situ reduction of Cr(VI), but also realizes the resource utilization of WM and solves the WM pollution problems.

研究领域: 环境科学 · 材料科学
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POLYMER DEGRADATION AND STABILITY · 2019 · IF 3.78

Fabrication of conductive and flame-retardant bifunctional cotton fabric by polymerizing pyrrole and doping phytic acid

Zulan Liu,Songmin Shang,Ka-lok Chiu,Shouxiang Jiang,Fangyin Dai

The electrically conductive and flame-retardant bifunctional cotton fabrics were fabricated by polymerizing pyrrole (Py) onto the cotton fabrics and followed by doping phytic acid (PA) via a chemical oxidation method. The prepared cotton fabrics were then characterized by Four-point Probes Resistivity Measurement, Scanning Electron Microscopy (SEM), Energy Dispersive Spectroscopy (EDS), Fourier Transform Infrared Spectroscopy (FTIR), Vertical Burning Test and Thermogravimetric Analysis (TGA). The results of SEM and FTIR tests indicated that pyrrole was successfully polymerized on the cotton fabrics. The EDS measurements showed that the phosphorus increased with increasing phytic acid concentration. The results of four-point probes resistivity measurement, vertical burning test and TGA test exhibited that both the electrical conductivity and the Limit Oxygen Index (LOI) of the treated fabrics increase with increasing phytic acid concentration. The LOI of the cotton fabric increased from 18% to 37.6% after the cotton fabric was deposited with polypyrrole and doped with phytic acid. The conductivity of the treated cotton fabrics is mainly affected by the pyrrole concentration and can reach about 0.28 S cm −1 .

CAS / MDL: 109-97-7
研究领域: 材料科学 · 纺织工程
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JOURNAL OF ORGANIC CHEMISTRY · 2019 · IF 4.745

Silver-Mediated Synthesis of Substituted Benzofuran- and Indole-Pyrroles via Sequential Reaction of ortho-Alkynylaromatics with Methylene Isocyanides

Jian-Quan Liu,Xinyi Chen,Andrey Shatskiy,Markus D. Kärkäs,Xiang-Shan Wang

A silver-mediated reaction between 2-ethynyl-3-(1-hydroxyprop-2-yn-1-yl)phenols or 2-ethynyl-3-(1-hydroxyprop-2-yn-1-yl)anilines and methylene isocyanides has been developed. A sequential 5-endo-dig cyclization and [3 + 2] cycloaddition process is proposed. This synthetic strategy is atom- and step-efficient and applicable to a broad scope of substrates, allowing the synthesis of valuable substituted benzofuran- and indole-pyrroles in moderate to high yields.

研究领域: 有机化学 · 合成化学
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