Synthesis of Pyrene-Containing Polymers and Noncovalent Sidewall Functionalization of Multiwalled Carbon Nanotubes

Lou, Xudong; Daussin, R.; Cuenot, Stéphane; Duwez, Anne‐Sophie; Pagnoulle, Christine; Detrembleur, Christophe; Bailly, Christian; Jérôme, Robert

doi:10.1021/cm0492585

Cited by 168 publications

(117 citation statements)

References 28 publications

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“…Chen et al [29] reported that small molecule with rich conjugated π electrons such as pyrene derivatives could be bound onto the surface of carbon nanotubes through noncovalent π-π interactions. Moreover, there are some reports where functional groups could be bounded directly on the surface of carbon nanotubes through covalent or noncovalent methods [13][14][15][16][17][18][19][29][30][31][32][33][34][35][36]. Subsequently, Zanella et al [37] developed a simple direct solvent-free procedure to anchor the gold nanoparticles on the surface of MWNTs functionalized with aliphatic dithiols and aminothiols.…”

Section: Introductionmentioning

confidence: 99%

Noncovalent Interaction between Gold Nanoparticles and Multiwalled Carbon Nanotubes via an Intermediatory

Yeh

Huang

Lin

et al. 2009

Journal of Nanotechnology

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A new and effective method has been developed where self-assembled gold nanoparticles (Au-NPs) of ∼10 nm diameter are successfully attached onto the surface of sidewalls and ends of thiol-terminated multi-walled carbon nanotubes (MWNTs) functionalized with orthomercaptoaniline, acting as a bridging agent. It can bridge the carbon nanotubes (CNTs) and Au-NPs via the bi-functional moiety with benzene unit at one end and thiol group at the other end by self-assembly. The ortho-mercaptoaniline was first grafted onto the surface of the CNTs via π-π interaction between the benzene ring of the mercaptoaniline and π-conjugated body of MWNTs surface to produce thiol-terminated CNTs. The bare surface of Au-NPs facilitates to attach on the thiol group of the thiol-terminated CNTs. Attenuated total reflectance FTIR, UV-visible, Raman spectroscopy and X-ray powder diffraction studies were used to verify whether the mercapto-benzene moieties have been attached to the π-conjugated body of functionalized MWNTs. The direct evidence is obtained from transmission electron microscope (TEM) images where selfassembled Au-NPs are attached onto the functionalized MWNTs.

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Section: Introductionmentioning

confidence: 99%

Noncovalent Interaction between Gold Nanoparticles and Multiwalled Carbon Nanotubes via an Intermediatory

Yeh

Huang

Lin

et al. 2009

Journal of Nanotechnology

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“…Some creative methods were used for the functionalization of CNTs with polymers, 18,19 biomolecules, 20,21 metal nanoparticles 22,23 and polynuclear aromatic compounds 24,25 through a covalent or noncovalent interaction. These functionalization strategies have generated many new materials with excellent functions, which are very attractive for practical applications.…”

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confidence: 99%

Low-Potential Nicotinamide Adenine Dinucleotide Detection at a Glassy Carbon Electrode Modified with Toluidine Blue O Functionalized Multiwall Carbon Nanotubes

et al. 2006

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The determination of β-nicotinamide adenine dinucleotide (NADH) is very important, because the NAD + /NADH couple is a cofactor system for a large number of dehydrogenase enzymes (>300) and a component of biomarker systems.1 However, the direct oxidation of NADH at a bare electrode surface is highly irreversible, and needs a considerable overpotential (>1 V), 2,3 which is increased further by the presence of an enzyme. One of the most serious problems resulting from a high overpotential detection is fouling of the electrode surface associated with the accumulation of reaction products. 4 Much effort was devoted to pursuing new electrode materials and methods to decrease the detection potential and to avoid electrode surface fouling. One of the recently emerged and efficient ways to circumvent a high overpotential for the oxidation of NADH was to use carbon nanotubes (CNTs), since CNTs could significantly reduce the NADH overpotential, 5-10 although the decrease was not adequate.Another conventional approach to lower the oxidation potential of NADH is to apply redox mediators with low formal potentials. 11 Phenothiazine derivatives, such as azure (AZU) dyes, were usually utilized in this respect, because they are chemically reactive and display negative formal potentials (vs. SCE) at neutral pH. NADH detectors were developed based on AZU dyes that have been either adsorbed, 12 electropolymerized 13,14 or covalently attached 15 to the electrode surface. However, such modified surfaces displayed a rather limited stable ability and redox mediation capacity. The integration of phenothiazine derivatives and MWNTs in a polymeric matrix 16,17 for the determination of NADH with enhanced electrocatalytic characteristics was also reported, but the reported method was somewhat complicated. Hence, pursuing a simpler approach and new electrode materials to further decrease the overpotential for NADH oxidation and to minimize surface passivation effects to improve the detection sensitivity and redox mediation capacity is still an obvious challenge.In recent years, increasing interests have been focused on the rational functionalization of CNTs to fabricate functional nanostructures with novel properties. Some creative methods were used for the functionalization of CNTs with polymers, 18,19 biomolecules, 20,21 metal nanoparticles 22,23 and polynuclear aromatic compounds 24,25 through a covalent or noncovalent interaction. These functionalization strategies have generated many new materials with excellent functions, which are very attractive for practical applications. 26,27We describe here a simple method for constructing a new electrochemical functional nanostructure of TBO-MWNTs, which is based on a redox mediator, TBO assembled onto the surface of a MWNTs modified glassy carbon electrode. In this case the MWNTs act as a support of the redox mediator as well as a catalyst. The experimental results showed that the TBOMWNTs modified GC electrodes exhibited excellent electrocatalytic activity toward the oxidation of NADH. To the...

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“…1-Pyrenylmethylmethacrylate (PyMMA) was prepared by a slight modification of a procedure described in the literature [14]. 1-(Bromomethyl)pyrene was synthesized as described in the literature [22].…”

Section: Methodsmentioning

confidence: 99%

“…In the latter method, for example, Tang et al reported the dissolution of multi-walled carbon nanotubes (MWCNTs) in various organic solvents in the presence of poly(phenylacetylene) due to the improvement of solubility by the helically wrapped polymer on the nanotube [9,10]. Pyrene-functionalized polymers are one of the most popular polymers for non-covalent polymeric surface modification [11][12][13][14]. The variety of pyrene-containing polymeric surface modifier have been prepared for this purpose.…”

Section: Introductionmentioning

confidence: 99%

Dispersion Behavior of Multi-walled Carbon Nanotubes with Pyrene-Containing Linear and Graft Polymers as Non-covalent Surface Modifiers

Matsuoka

Yamamoto

Adachi

et al. 2010

Designed Monomers and Polymers

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Various effects on dispersion of multi-walled carbon nanotubes (MWCNTs) in organic solvent and in polymer film by means of pyrene-containing polymeric surface modifiers were investigated. Graft surface modifiers of poly(ethylene oxide) and of polystyrene with pyrene groups were synthesized by radical co-polymerization of corresponding macromonomers and a pyrene-containing methacrylate monomer. The effect of pyrene content on MWCNT dispersion was examined in THF with polymers of different unit ratio of macromonomer to pyrene monomer. The effect of the polymer architecture was explored with a linear polymer having a pyrene end-group and graft polymers having pyrene units. As a result, the dispersibility of MWCNT in THF was improved with increasing pyrene content in the graft polymer and was also improved by a branched architecture of the polymeric non-covalent surface modifier. Preparation of a homogeneously MWCNT dispersed polystyrene film was investigated with a pyrene-containing graft polystyrene as a compatibilizer between the polystyrene matrix and MWCNT as well.

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Synthesis of Pyrene-Containing Polymers and Noncovalent Sidewall Functionalization of Multiwalled Carbon Nanotubes

Cited by 168 publications

References 28 publications

Noncovalent Interaction between Gold Nanoparticles and Multiwalled Carbon Nanotubes via an Intermediatory

Noncovalent Interaction between Gold Nanoparticles and Multiwalled Carbon Nanotubes via an Intermediatory

Low-Potential Nicotinamide Adenine Dinucleotide Detection at a Glassy Carbon Electrode Modified with Toluidine Blue O Functionalized Multiwall Carbon Nanotubes

Dispersion Behavior of Multi-walled Carbon Nanotubes with Pyrene-Containing Linear and Graft Polymers as Non-covalent Surface Modifiers

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