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JOURNAL OF MOLECULAR LIQUIDS · 2016 · IF 2.74

Poly (ethylene oxide) tethered trans-porphyrin: Synthesis, self-assembly with fullerene (C60) and DNA binding studies

Muhammad Asim Akhtar,Sara Riaz,Akhtar Hayat,Muhammad Nasir,Nawshad Muhammad,Abdur Rahim,Mian Hasnain Nawaz

trans -Porphyrin containing phenyl group at both ends was synthesized via corresponding dipyrromethanes (DPM) in the presence of TFA and DDQ. The polyethyleneglycole (PEG) chains were attached at the trans positions of ABA type porphyrinic moiety. The prepared PEGylated porphyrin (with PEG arms at the periphery) P-(PEO) 2 was self-assembled into spheres of uniform diameter while their DMF solution was dialyzed into water. Furthermore, the addition of fullerene (C 60 ) to P-(PEO) 2 caused complexation between porphyrin and fullerene which lead to interesting and trenchant morphology having worm like lateral aggregates. The assembly process and the as-prepared edifices were characterized using UV–vis absorption spectroscopy and the morphology of these assemblies was investigated using transmission electron microscope (TEM). Furthermore, the DNA binding with porphyrin aggregates has been demonstrated via electrochemical (cyclic voltammetric) response of screen printed electrodes modified . The obvious increase in redox current disclosed the intermolecular interactions of the adducts with the DNA. These studies of unprecedented adducts can further be explored for potential applications in biosensors .

CAS / MDL: 25322-68-3
研究领域: 生物化学 · 材料科学 · 分子生物学
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Nanoscale · 2017 ·Vol. 9 ·期 42 ·16375-16385 · IF 7.367

Superstructures with diverse morphologies and highly ordered fullerene C60 arrays from 1 : 1 and 2 : 1 adamantane–C60 hybrid molecules

Shengju Zhou,Lin Wang,Mengjun Chen,Baoyong Liu,Xiaofeng Sun,Meirong Cai,Hongguang Li

Superstructures from fullerene C60-containing compounds, especially those tethered to rigid functional groups with defined shapes, remain largely unexplored. Being the smallest diamondoid, adamantane (Ad) can be viewed as a promising building block for the construction of well-defined superstructures. Here, we report the syntheses of 1 : 1 (4a) and 2 : 1 (4b) Ad-C60 hybrid molecules, which were then used to construct superstructures in binary solvent mixtures via a modified liquid/liquid interfacial precipitation (LLIP) method using CHCl3 as a good solvent. Typically in the combination of DMSO/CHCl3 with a final concentration (cf) of 1.0 mmol L−1, 4a successively forms spheres, plates, nanoflowers and plicated particles with increasing content of DMSO while 4b forms cuboid blocks and microparticles with hierarchically organized surfaces. Changing from DMSO to other poor solvents including acetone, MeOH and EtOAc leads to variations of the morphology of the superstructures for both 4a and 4b. At the nanometer length scale, 4a and 4b adopt different organizations within the superstructures. While 4a tends to self-organize into lamellae with highly ordered C60 layers, the hexagonal phase is dominant in the superstructures formed by 4b. Wettability tests indicate that films formed by the superstructures of 4a and 4b show anti-wetting properties. Besides the solvent effect, the morphology of the superstructures can be also tuned by concentration. For example, when cf is lowered to 0.5 mmol L−1, a new form of superstructure, i.e., fibers, was detected for 4a. Our results also indicate that besides the solvent-induced aggregate transition, gravity-induced sedimentation and subsequent structure ripening can have a significant influence on the final morphology of the superstructures and the aggregate transition pathways.

研究领域: 材料化学 · 纳米科学
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Journal of Physical Chemistry C · 2018 · IF 4.484

Hierarchically Organized Honeycomb Films Based on the Self-Assembly of Fulleromonodendrons

Mengjun Chen,Geping Zhang,Zhiliang Gao,Jingcheng Hao,Shengju Zhou,Hongguang Li

We report the preparation of honeycomb structures (HCSs) by the breath figure method with high contents of fullerene C60 (>60 wt %) with a series of monosubstituted C60 derivatives (fulleromonodendrons) terminated with oligo-poly(ethylene oxide) (o-PEO) chains. It was found that a fulleromonodendron with two terminal o-PEO chains substituted at the 2,4-position of the benzene ring is the best candidate for the preparation of HCSs. The C60-based HCSs have hierarchically organized pores locating both on the film surface and inside the film. After blending with branched or linear polystyrene, the surface morphology and the internal structure of the film were further optimized. In addition, new functions such as photoluminescence have been introduced to the film. On the basis of the investigation of the aggregation behavior of the fulleromonodendron in CHCl3 as well as the exploration of the molecular organization and optical and electrochemical properties of the HCSs, the mechanism behind the film formation has been deduced. These hierarchically organized porous films with unprecedentedly high content of fullerene C60 may find applications in sensors, catalysis, and template synthesis of functional materials.

CAS / MDL: 7787-70-4 3030-47-5
研究领域: 材料科学 · 化学
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SURFACE & COATINGS TECHNOLOGY · 2023 · IF 5.4

Effect of black phosphorus modified by fullerene C60 on the self-lubricating properties of PEEK-based composite coatings

Yuan Gao,Chen Shu,Shengliang Zhao,Wei Wang

Poly-ether-ether-ketone (PEEK) has many excellent properties for being used as self-lubricating coatings. In order to further improve the friction performance, black phosphorus (BP) was used as filler to prepare BP/PEEK composite coating . BP-C 60 was formed by modification of BP edge by fullerene C 60 to solve the problem of BP oxidation , so that BP still existed in the sintered PEEK coating. Then, the effects of C 60 and BP-C 60 on the tribological properties of PEEK coating were studied, and the results showed that the wear rate and friction coefficient of BP-C 60 /C 60 /PEEK composite coating were significantly reduced. This was attributed to the synergistic effect of BP and C 60 , which enhanced the stability of BP and reduced coating porosity.

CAS / MDL: 7723-14-0
研究领域: 材料科学 · 摩擦学
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JOURNAL OF MATERIALS SCIENCE · 2020 ·Vol. 56 ·期 1 ·380-391 · IF 3.553

Selective extraction of fullerene C60 by in situ interweaved AgNO3 complex encapsulated C60 molecular cages

Hou Ying,Nie Bei

Abstract With an in situ synthesized AgNO 3 complex molecular cage, icosahedral C 60 can be selectively extracted from fullerene mixture by a facial liquid–liquid interfacial precipitation, resulting in exclusive C 60 organometallic microcrystal (C 60 /C 70  = 6/1). By exploiting its intrinsic insolubility against nonpolar solvent, the C 60 can be separated from the homologues, C 70 , which contrarily is assembled through merely hydrophobic interaction and π-π stacking. The AgNO 3 complex encaged C 60 crystal was morphologically and structurally characterized by SEM, Raman and XRD spectra to revealing the underlying separation mechanism. The selective extraction efficiency (89.7%) was semiquantitatively characterized by combined optical spectroscopy and mass spectrometry, indicating a decent specificity of spontaneously formed molecular cage toward C 60 extraction. Thus, this discovery of a template-specific molecular cavity would pave the way to advance molecular imprinting technology using supramolecular array for fullerene separation, prevailing over the conventional “design-synthesis-performance” strategy by substantially reducing the laborious work and economic cost. Graphic abstract

研究领域: 化学 · 材料科学
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Journal of the Taiwan Institute of Chemical Engineers · 2018 · IF 3.849

Facile fabrication of carboxyl groups modified fluorescent C60 through a one-step thiol-ene click reaction and their potential applications for biological imaging and intracellular drug delivery

Hongye Huang,Meiying Liu,Junyu Chen,Liucheng Mao,Guanjian Zeng,Yuanqing Wen,Jianwen Tian,Naigen Zhou,Xiaoyong Zhang,Yen Wei

Recently, fullerene (C 60 ) and its derivatives have attracted tremendous research interest in diverse fields owing to their excellent fluorescence and biological properties. In this work, the carboxyl groups containing fluorescent C 60 COOH nanoparticles have been prepared via a one-step thiol-ene click reaction for the first time. Then, we would further demonstrate that C 60 COOH nanoparticles possess excellent water dispersibility, low cytotoxicity, outstanding fluorescence properties and uniform minuscule based on various characterization techniques. On account of these advantages, we further evaluate their performance in cell imaging. Furthermore, the carboxyl groups on the surface of C 60 COOH nanoparticles could not only improve their water dispersibility, but also be potentially used to conjugate with various biomolecules and drug molecules. Based on these carboxyl groups, we loaded the anticancer agent cisplatin on C 60 COOH nanoparticles and further explore their potential for controlled drug release. Taken together, we have developed a novel thiol-ene click reaction for preparation of carboxyl groups functionalized fluorescent C 60 based nanoparticles, which showed great potential for biological imaging and potential for intracellular controlled drug delivery. More importantly, this strategy developed in this work should also be expanded for fabrication of other fluorescent C 60 based nanoparticles through utilizing different thiol-containing compounds and other fluorescent carbon nanoparticles. Therefore, this work will provide some novel ideas for the preparation of various fluorescent carbon nanoparticles for theranostic applications.

研究领域: 材料科学 · 生物医学工程 · 纳米技术
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RSC Advances · 2017 ·Vol. 7 ·期 46 ·29184-29192 · IF 3.108

Boosting the photocatalytic H2 evolution activity of Fe2O3 polymorphs (α-, γ- and β-Fe2O3) by fullerene [C60]-modification and dye-sensitization under visible light irradiation

Ting Song,Piyong Zhang,Jian Zeng,Tingting Wang,Atif Ali,Heping Zeng

C60/Fe2O3 nanocomposites are successfully prepared, well characterized, and employed in visible-light-driven photocatalytic H2 production. The Fe2O3 polymorphs show obvious broad-spectrum absorption, even close to the near infrared region (780–900 nm). The H2 production rates of β-Fe2O3 and γ-Fe2O3 are almost 2.1 times and 3.1 times higher than α-Fe2O3 (which itself is close to that of g-C3N4). This demonstrates that carefully controlling the polymorphs can tune the photocatalysts' H2 production properties. After modifying the Fe2O3 polymorphs with C60, the sample with 0.5 wt% C60/β-Fe2O3 has the optimum photocatalytic activity. This result indicates that the strength of the interaction and interfacial contact between C60 and Fe2O3 polymorphs plays an important role in the enhancement of photocatalytic activity, which can improve the transmission efficiency of photogenerated electrons via a conjugated three-dimensional π system. Fluorescein is introduced as a photosensitizer and the optimum mass ratio of fluorescein + 0.5C60/β-Fe2O3 is 1 : 1, which significantly boosts the photocatalytic H2 evolution rate of 0.5C60/β-Fe2O3 from 321.8 to 1665.0 μmol g−1 h−1. Meanwhile, the composites exhibit high stability and reusability.

研究领域: 材料科学 · 光催化化学
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EUROPEAN JOURNAL OF INORGANIC CHEMISTRY · 2018 ·Vol. 2018 ·期 38 ·4255-4264 · IF 2.507

Preparation and Self-Assembly of a 2:1 Polyoxometalate-Fullerene C60 Shape Amphiphile

Shengju Zhou,Lin Wang,Zaiwu Yuan,Mengjun Chen,Geping Zhang,Hongguang Li

Graphical A unique amphiphile was prepared whereby two Dawson polyoxometalates were covalently connected to one fullerene C 60 sphere. The amphiphile shows tunable aggregation behaviour in single and binary solvent mixtures controlled by collective effects of π–π interaction, electrostatic interaction and solvophobic effect. Two-dimensional plates, solid spheres and vesicles have been observed, which represent a new class of multifunctional materials. An organic-inorganic hybrid ( 5 ) is synthesized where two Dawson polyoxometalate (POM) moieties are linked to one fullerene C 60 unit. In a POM-friendly solvent such as DMSO, DMF and CH 3 CN, 5 forms small vesicles below 100 nm at a concentration of 37.3 mg mL –1 . When the concentration decreases to 9.0 mg mL –1 , detection of aggregates becomes difficult. However, supramolecular structures with diverse morphologies can be induced upon the addition of H 2 O or toluene. In DMSO/H 2 O and DMF/H 2 O systems, plates form, which break to debris and small vesicles at high volume percentage of H 2 O. In CH 3 CN/H 2 O mixtures, solid spheres form, which fail to further evolve into other self-assembled structures. In DMSO-based binary mixtures, the type of poor solvent has a big influence on the aggregation behavior of 5 , and replacing H 2 O with toluene transfers the aggregates from plates to multilamellar and multicellular vesicles. In contrast, in CH 3 CN-based systems, the influence of the type of poor solvent is quite limited. Although the morphologies of the aggregates change a lot, their magnetic properties remain unchanged as confirmed by electron spin-resonance measurements.

研究领域: 材料科学 · 化学
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APPLIED ORGANOMETALLIC CHEMISTRY · 2020 ·Vol. 34 ·期 12 ·e5978 · IF 3.14

Direct transformation of AgNO3 complex encapsulated Fullerene (C60) microcrystal on solid silver Nitrate Crystal without organic Ligands

Ying Hou,Yinxu Pan,Chunhong Dong,Bei Nie

We observed the unusual crystal transformation from solid AgNO 3 to Ag(I)-encapsulated fullerene (C 60 ) microcrystal by a coordination-driven crystallization, when casting C 60 solution on AgNO 3 crystal. The strong binding of Ag + -C 60 ruptures electrostatic interactions within AgNO 3 lattice, forming a binary hybrid material, which was characterized by XRD, Raman spectroscopy and mass spectrometry. Our results support the fact that AgNO 3 crystal can directly interact with fullerene C 60 molecules, other than through solvated metal cations. Two major factors, namely sturdy Ag + -olefin interaction and an enclosed cage effect play the dominating roles in crystal transformation. Adding to the regular solution-based crystallization, this facial protocol is expected to render an additional dimension in fabrication of exohedral metallofullerene architecture, regardless of solubility of metal cation in anti-solvent.

研究领域: 材料科学 · 化学
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SYNTHETIC METALS · 2017 · IF 2.435

Fullerene (C60) interlayer modification on the electronic structure and the film growth of 2,7-diocty[1]benzothieno-[3,2-b]benzothiophene on SiO2

Yuan Zhao,Xiaoliang Liu,Lu Lyu,Lin Li,Wenjun Tan,Shitan Wang,Can Wang,Dongmei Niu,Haipeng Xie,Han Huang,Yongli Gao

Modification by ultra-thin fullerene (C 60 ) insertion layer of about 1 monolayer on the electronic structure and the film growth of 2,7-diocty[1]benzothieno-[3,2-b]benzothiophene (C8-BTBT) on silicon oxide (SiO 2 ) is investigated using ultraviolet photoelectron spectroscopy (UPS), X-ray photoelectron spectroscopy (XPS), atomic force microscopy (AFM) and X-ray diffraction (XRD). It is found that the ultra-thin C 60 insertion layer doesn’t induce an ambipolar charge transport characteristic but it indeed lifts up the energy levels of C8-BTBT, resulting in p-doping and hole accumulation at the semiconductor-dielectric interface. The charge transfer from trap states residing in the band gap of C8-BTBT to the lowest unoccupied molecular orbital (LUMO) of C 60 most likely leads to a decrease of threshold voltage for corresponding organic field effect transistors (OFETs) based on such a configuration. Band bending and decrease of the ionization potential (IP) are observed in the C8-BTBT film attributed to the increasing ordering of molecular orientation with the deposition of C8-BTBT. The HOMO downward shift is clearly bigger with the C 60 insertion layer than that without. A typical Volmer-Weber (VW) growth mode is detected due to the weaker van der Waals interaction between C8-BTBT and the underlying layer of C 60 /C8-BTBT than that between the C8-BTBT molecules. Compared to without C 60 interlayer, the molecular packing is a little more disordered at low coverages, resulting in more C8-BTBT molecules to lean away from the interface normal. The C8-BTBT film in such a structure phase has the HOMO closer to the E F than that at an almost perfectly vertically standing up configuration. Our results show that the introduction of C 60 insertion layer lifts up the HOMO of C8-BTBT and improves the energy level alignment at the interface.

研究领域: 材料科学 · 物理化学 · 半导体器件
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MATERIALS LETTERS · 2012 · IF 2.307

Synthesis and characterization of tri-component nanostructures of fullerene

Yan Xiao,Meng Zhang,Hao-Di Wu,Ge-Bo Pan

Tri-component nanostructures of C 60 / m -xylene/thiophene were synthesized via a solvent-induced self-assembly method and characterized by SEM, TEM , XRD , FT-IR, and Raman. The shapes of nanostructures were dependent on the concentration of C 60 , the volume ratio of thiophene to m -xylene, and the volume ratio of mixture solvent to isopropanol. High-resolution TEM image and SAED pattern revealed that twisted nanorods of C 60 were single crystals and had an hcp structure. The EDX and FT-IR analysis confirmed the existence of thiophene. The results indicated that the twisted nanorods consisted of pristine C 60 , m -xylene, and thiophene molecules. In addition, thiophene molecules were assumed to partially replace m -xylene molecule in the C 60 / m -xylene lattice. Such tri-component nanorods of C 60 are ideal building blocks for fabricating novel nanodevices .

CAS / MDL: 99685-96-8
研究领域: 材料科学 · 纳米技术
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TALANTA · 2013 · IF 3.498

Cyclotriveratrylene–carbazole cage for self-assembly of C60

Hongjuan Wu,Caihong Zhang,Lifeng Li,Jianbin Chao,Yujie Han,Chuan Dong,Yujing Guo,Shaomin Shuang

A novel open-bowl pyramidal compound cyclotriveratrylene–carbazole (CTV–CZ) was designed and synthesized. Its absorption and emission spectroscopic properties in different organic solvents were characterized. Three absorption peaks of CTV–CZ around 235   nm, 260   nm and 290   nm were observed. The fluorescence emission peaks were at about 353   nm and 368   nm using a solution of ∼10 −7   M CTV–CZ. The intermolecular interaction between CTV–CZ and fullerene (C 60 ) was studied in detail by UV–vis absorption and fluorescence spectra . CTV–CZ could associate with C 60 to form supramolecular complex with 1:1 molar ratio and the binding constant was estimated to be 5.0(6)×10 4   M −1 by fluorimetry. The formation of inclusion complex for CTV–CZ and C 60 was further confirmed by 1 H NMR and cyclic voltammetry . The downfield shift of protons of CTV–CZ in its 1 H NMR spectrum and the decrease of redox currents on addition of C 60 showed that photo induced electron transfer (PET) occurred from the electron donor CTV and CZ units to the electron acceptor C 60 .

CAS / MDL: 99685-96-8 131159-39-2
研究领域: 化学 · 材料科学
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