Poly(3,4-ethylenedioxythiophene) Grains Synthesized by Solvent-free Chemical Oxidative Polymerization

Inoue, Hiroki; Shimogama, Natsuko; Seike, Musashi; Oyama, Keigo; Mukai, Shun; Higashimoto, Shinya; Hirai, Tomoyasu; Nakamura, Yoshinobu; Fujii, Syuji

doi:10.1246/cl.190350

Cited by 5 publications

(5 citation statements)

References 22 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…After addition of the monomers to the FeCl 3 powder, an exothermic reaction occurred and temperatures increased to 350, 213, and 190 °C from 25 °C for PPy, PMPy, and PEPy systems, indicating progress of the polymerization. The yields after the purification were gravimetrically determined to be 74% (PPy), 56% (PMPy), and 63% (PEPy), which were similar to those reported previously for P3HT 30 and PEDOT 31 synthesized by solvent-free polymerization (67 and 52%). As comparison, the yields of PPy, PMPy, and PEPy synthesized by aqueous chemical oxidative polymerization were gravimetrically determined to be 89%, 47%, and 2%.…”

Section: Resultssupporting

confidence: 85%

“…Solvent-free method: PPy and its derivatives were synthesized as follows, according to method previously reported. , FeCl 3 powder was prepared by grinding pristine powder utilizing a magnetic stirrer bar for 3 min at 750 rpm in a glass vial (200 mL) under N 2 atmosphere. Py or Py derivative monomers (1.5 g: 2.24 × 10 –2 mol (Py), 1.85 × 10 –2 mol (MPy), 1.58 × 10 –2 mol (EPy)) were then added dropwise to the FeCl 3 powder (monomer/FeCl 3 molar ratio, 1/4).…”

Section: Methodsmentioning

confidence: 99%

“… 28 Huang et al synthesized polyaniline (PANI) by solvent-free mechanochemical oxidative polymerization of anilinium salts using ammonium persulfate. 29 Recently, we succeeded in syntheses of poly(3-hexylthiophene) (P3HT) 30 and poly(3,4-ethylenedioxythiophene) (PEDOT) 31 by solvent-free chemical oxidative polymerization in a one-step and one-pot manner and characterized the size and morphology of the products. PPy and its derivatives are promising and the most studied conjugated polymers; however and surprisingly, there has been no study on solvent-free chemical oxidative polymerization of Py and its derivatives by mechanical mixing to the best of our knowledge.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis of Polypyrrole and Its Derivatives as a Liquid Marble Stabilizer via a Solvent-Free Chemical Oxidative Polymerization Protocol

et al. 2022

Self Cite

View full text Add to dashboard Cite

Solvent-free chemical oxidative polymerizations of pyrrole and its derivatives, namely N -methylpyrrole and N -ethylpyrrole, were conducted by mechanical mixing of monomer and solid FeCl 3 oxidant under nitrogen atmosphere. Polymerizations occurred at the surface of the oxidant, and optical and scanning electron microscopy studies confirmed production of atypical grains with diameters of a few tens of micrometers. Fourier transform infrared spectroscopy studies indicated the presence of hydroxy and carbonyl groups which were introduced during the polymerization due to overoxidation. The polymer grains were doped with chloride ions, and the chloride ion dopant could be removed by dedoping using an aqueous solution of sodium hydroxide, which was confirmed by elemental microanalysis and X-ray photoelectron spectroscopy studies. Water contact angle measurements confirmed that the larger the alkyl group on the nitrogen of pyrrole ring the higher the hydrophobicity and that the contact angles increased after dedoping in all cases. The grains before and after dedoping exhibited photothermal properties: the near-infrared laser irradiation induced a rapid temperature increase to greater than 430 °C. Furthermore, dedoped poly( N -ethylpyrrole) grains adsorbed to the air–water interface and could work as an effective liquid marble stabilizer. The resulting liquid marble could move on a planar water surface due to near-infrared laser-induced Marangoni flow and could disintegrate by exposure to acid vapor via redoping of the poly( N -ethylpyrrole) grains.

show abstract

Section: Resultssupporting

confidence: 85%

Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of Polypyrrole and Its Derivatives as a Liquid Marble Stabilizer via a Solvent-Free Chemical Oxidative Polymerization Protocol

et al. 2022

Self Cite

View full text Add to dashboard Cite

show abstract

“…According to the SEM micrographs of all samples in Figure 3 , we can see that the hydrogels’ pore diameters without the addition of PEDOT: PSS are larger compared to the other porous hydrogels. This is due to the viscosity of PEDOT: PSS dispersion, which blocks the pores, causing a reduction in pore sizes [ 53 ]. Physically, this reversed casting method of fabrication created a spongy resistance level in the porous hydrogels.…”

Section: Resultsmentioning

confidence: 99%

“…Conductive PEDOT: PSS solution was prepared using a chemical oxidative polymerization method [ 53 ]. Briefly, 0.05 mL of hydrophobic EDOT was added to 4.50 mL deionized water together with 0.08 mL hydrophilic PSS.…”

Section: Methodsmentioning

confidence: 99%

Synthesis and Characterization of Porous, Electro-Conductive Chitosan–Gelatin–Agar-Based PEDOT: PSS Scaffolds for Potential Use in Tissue Engineering

et al. 2021

View full text Add to dashboard Cite

Herein we report the synthesis and characterization of electro-conductive chitosan–gelatin–agar (Cs-Gel-Agar) based PEDOT: PSS hydrogels for tissue engineering. Cs-Gel-Agar porous hydrogels with 0–2.0% (v/v) PEDOT: PSS were fabricated using a thermal reverse casting method where low melting agarose served as the pore template. Sample characterizations were performed by means of scanning electron microscopy (SEM), attenuated total reflectance–Fourier transform infrared spectroscopy (ATR–FTIR), X-ray diffraction analysis (XRD) and electrochemical impedance spectroscopy (EIS). Our results showed enhanced electrical conductivity of the cs-gel-agar hydrogels when mixed with DMSO-doped PEDOT: PSS wherein the optimum mixing ratio was observed at 1% (v/v) with a conductivity value of 3.35 × 10−4 S cm−1. However, increasing the PEDOT: PSS content up to 1.5 % (v/v) resulted in reduced conductivity to 3.28 × 10−4 S cm−1. We conducted in vitro stability tests on the porous hydrogels using phosphate-buffered saline (PBS) solution and investigated the hydrogels’ performances through physical observations and ATR–FTIR characterization. The present study provides promising preliminary data on the potential use of Cs-Gel-Agar-based PEDOT: PSS hydrogel for tissue engineering, and these, hence, warrant further investigation to assess their capability as biocompatible scaffolds.

show abstract

Conductive ink based on PEDOT nanoparticles dispersed in water without organic solvents, passivant agents or metallic residues

et al. 2021

View full text Add to dashboard Cite

Poly(3,4-ethylenedioxythiophene) Grains Synthesized by Solvent-free Chemical Oxidative Polymerization

Cited by 5 publications

References 22 publications

Synthesis of Polypyrrole and Its Derivatives as a Liquid Marble Stabilizer via a Solvent-Free Chemical Oxidative Polymerization Protocol

Synthesis of Polypyrrole and Its Derivatives as a Liquid Marble Stabilizer via a Solvent-Free Chemical Oxidative Polymerization Protocol

Synthesis and Characterization of Porous, Electro-Conductive Chitosan–Gelatin–Agar-Based PEDOT: PSS Scaffolds for Potential Use in Tissue Engineering

Conductive ink based on PEDOT nanoparticles dispersed in water without organic solvents, passivant agents or metallic residues

Contact Info

Product

Resources

About