On the dopant of polypyrrole obtained from chemical oxidation using tetrahalobenzoquinones

Ribó, Josep M.; Acero, Carles

doi:10.1016/0379-6779(94)90081-7

Cited by 5 publications

(1 citation statement)

References 7 publications

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“…45 Although the conductive polymers were synthesized in solution phase containing an organic oxidant, the method was not developed because of the low yield and side reaction. 46,47 Our group has proposed a new approach for syntheses of conductive polymers on the crystal surface of inorganic and organic oxidants. 48−50 Since the oxidative agent is supplied from the solid condensed phase to the monomer in high density and rate, the conductive polymers are synthesized in high yield on the crystal surface.…”

Section: ■ Introductionmentioning

confidence: 99%

Two-Dimensional Conductive and Redox-Active Nanostructures Synthesized by Crystal-Controlled Polymerization for Electrochemical Applications

Sato

Imai

Oaki

2018

ACS Appl. Nano Mater.

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Two-dimensional nanomaterials have attracted much interest for their anisotropic structures and emergent properties. Whereas a variety of inorganic nanosheets are prepared by exfoliation, design and synthetic strategies of organic nanosheets are still developing. Here we report on crystalcontrolled synthesis of conductive and redox-active organic polymer nanosheets with tunable thickness and lateral size. Although the nanosheets consist of classical conductive polymers, such as polypyrrole (PPy) and poly(3,4-ethylenedioxythiophene) (PEDOT), a new crystal-controlled polymerization approach provides 2D nanomaterials with enhanced and characteristic properties. Oxidative polymerization proceeds on the crystal surface of organic oxidants, such as quinone derivatives, with diffusion of the monomer vapor at low temperature under ambient pressure. The present method affords the control of lateral size and thickness of the nanosheets. The resultant nanosheets show the characteristic and enhanced properties originating from a 2D nature, such as the high structure anisotropy with aspect ratio around 10 4 , enhanced conductivity 287 S cm −1 , and specific charge−discharge capacitance 523 F g −1 at the current density of 18 A g −1 . The organic nanosheets with conductivity and redox activity can be used as a building block for development of functional materials and devices.

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Section: ■ Introductionmentioning

confidence: 99%

Two-Dimensional Conductive and Redox-Active Nanostructures Synthesized by Crystal-Controlled Polymerization for Electrochemical Applications

Sato

Imai

Oaki

2018

ACS Appl. Nano Mater.

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Nanoscopic Imaging of meso‐Tetraalkylporphyrins Prepared in High Yields Enabled by Montmorrilonite K10 and 3 Å Molecular Sieves

Plamont

Kikkawa

Takahashi

et al. 2013

Chemistry A European J

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We have developed a high-yielding synthesis of meso-tetraalkylporphyrins, which previously have been obtained only in lower yields. By employing Montmorrilonite K10 as the acid catalyst and 3 Å molecular sieves as the dehydrating agent, yields that reached 70 % could be achieved with some aliphatic aldehydes. The free-base porphyrins with decyl (C10) or longer chains were imaged at the single-molecule level at the solvent/surface interface. Highly oriented pyrolytic graphite (HOPG) was used as a π-stacking surface, whereas 1-phenyloctane and 1-phenylnonane were used as solvents. An odd-even effect was observed from C13 to C16. For C13 a single-crystal X-ray structure allowed an unprecedented insight into how packing from two dimensions is expanded into a three-dimensional crystal lattice.

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Conductive Polymer Nanosheets Generated from the Crystal Surface of an Organic Oxidant

et al. 2016

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Morphology control of conductive polymers contributes to improvinge lectrochemical properties based on their redox-active nature.I ng eneral, it is not easy to achieves imultaneous synthesis and morphologyc ontrol of conductive polymers because of their low solubility and processability.H ere the crystal surfaceo fa no rganic oxidativea gent is used for simultaneous synthesis and morphogenesis of the conductive polymerp olypyrrole (PPy) under mild conditions. The oxidant crystal plays multiple roles, serving as the reactionfield to supply the oxidative agent, the template forcontrol of hierarchical morphology, and the source of dopant, with diffusion of the monomer vapor under low temperature and ambientp ressure. Ah ollow plate-like morphologyc onsisting of the PPy nanosheets was obtained from crystalso fq uinone derivatives through oxidative polymerization in high yield. The resultant PPy nanosheets showedi mproved conductivity without furtherd oping and enhanced electrochemical properties as an active materialo f redox capacitors. The present approach using the crystal surface can be applied to avariety of polymerizationsystems.The designa nd synthesiso fp olymers and macromolecules have been studied on the molecular scale for the development of functional materials. [1] On al arger scale, the morphologyo f functional materials contributes to enhancing their properties. [2] Conductive polymers with a p-conjugated backbone have av ariety of applications based on their photochemical, electronic,a nd electrochemical properties. [3] When conductive polymers are applied to charge-storage devices owing to their redox-active nature, the morphologies from the nanometer to the micrometer scale affect the electrochemical properties. [4] The nanoscale morphologies contribute to an increase in the specific surfacea rea. In addition, sufficient interspace on the sub-micrometer scale is necessary for the diffusion of electrolytes. However,i ti sn ot easy to control the hierarchical morphologies of conductive polymers because of their low solubility and processability,o riginating from the rigid p-conjugated chain. New rational and versatile approaches are required to achieve the simultaneous synthesis and morphogenesis. In the presentw ork, the surface of an organic oxidant crystal induced formation of ah ollow plate consisting of the PPy nanosheets upon diffusion of the monomer vapor.T he organic oxidant crystal plays an important role for the simultaneous synthesis and morphogenesis throughas olvent-and metal-free route under mild conditions. Chemical oxidative polymerization in the liquid phase is used to for morphology control of conductive polymers. [5] Improvede lectrochemical properties can be achieved by morphologyc ontrolu sing templates and additive molecules. [6] For example, PPy nanowires and hollow nanorods were synthesized by using surfactant templates. The resultant PPy showed enhanced electrochemical properties as an active material of redox capacitors. [4a-c, 6] PPy nanosheets were synthesized in the...

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On the dopant of polypyrrole obtained from chemical oxidation using tetrahalobenzoquinones

Cited by 5 publications

References 7 publications

Two-Dimensional Conductive and Redox-Active Nanostructures Synthesized by Crystal-Controlled Polymerization for Electrochemical Applications

Two-Dimensional Conductive and Redox-Active Nanostructures Synthesized by Crystal-Controlled Polymerization for Electrochemical Applications

Nanoscopic Imaging of meso‐Tetraalkylporphyrins Prepared in High Yields Enabled by Montmorrilonite K10 and 3 Å Molecular Sieves

Conductive Polymer Nanosheets Generated from the Crystal Surface of an Organic Oxidant

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