Hydrophobic poly(3,4-ethylenedioxythiophene) particles synthesized by aqueous oxidative coupling polymerization and their use as near-infrared-responsive liquid marble stabilizer

Shimogama, Natsuko; Uda, Makoto; Oyama, Keigo; Hanochi, Haruka; Hirai, Tomoyasu; Nakamura, Yoshinobu; Fujii, Syuji

doi:10.1038/s41428-019-0189-0

Cited by 14 publications

(16 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…By time‐differentiating the motion pathlength and velocity of LMs, the average velocity and positive acceleration were calculated to be 43 ± 12 mm s −1 and 276 ± 131 mm s −2 . The velocities were comparable to those obtained by the NIR laser‐induced motions of LMs stabilized by the PPy, PANI, and PEDOT grains doped with fluorinated dopant (19–36 mm s −1 ) 32,33,35 . The decay time of LM motion was 1.11 ± 0.42 s, which was comparable to/longer than those for the PPy, PANI, and PEDOT grain systems (0.54–1.18 s).…”

Section: Resultssupporting

confidence: 74%

“…These results suggested that a surface tension gradient of 0.15 mN/m (72.27–72.12 mN/m 70 ) was generated around the LM. This surface tension gradient was smaller than those measured for the NIR laser‐induced motions of LMs stabilized by fluorinated dopant‐doped PPy, PANI and PEDOT grains (1.6–3.4 mN/m), 31–33,35 but definitely contributed to the generation of the Marangoni flow, which can work as the driving force of the LM motion. The motions of LM were videotaped and numerically analyzed (Figure 10a).…”

Section: Resultsmentioning

confidence: 58%

“…Recently, we successfully synthesized hydrophobic conjugated polymer grains, such as polypyrrole (PPy), 31,32 polyaniline (PANI) 33,34 and poly(3,4‐ethylenedioxythiophene) (PEDOT), 35 by one‐step aqueous chemical oxidation polymerization in the presence of heptadecafluorooctanesulfonic acid, a perfluoroalkyl dopant. Furthermore, we confirmed that these conjugated polymer grains could adsorb to air‐water surface to stabilize LMs.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis of dioctyl sulfosuccinate‐doped polypyrrole grains by aqueous chemical oxidative polymerization and their use as light‐responsive liquid marble stabilizer

Osumi

Seike

Oyama

et al. 2021

J of Applied Polymer Sci

Self Cite

View full text Add to dashboard Cite

Polypyrrole grains are synthesized by aqueous chemical oxidative polymerization using ferric chloride as an oxidant in the presence of bis(2‐ethylhexyl) sulfosuccinate sodium salt as both a dopant and a hydrophobizing agent. The resulting grain products are characterized in terms of their size, morphology, surface and bulk chemical compositions, hydrophilicity‐hydrophobicity balance, (photo) thermal property, and electrical conductivity. Scanning electron microscopy studies indicate that the grains are aggregates of atypical primary grains with submicrometer size. Elemental microanalysis and thermogravimetric analysis confirm that the polypyrrole is preferably doped with dioctyl sulfosuccinate compared with chloride ion, and dioctyl sulfosuccinate/chloride ion dopant ratio increases with an increase of bis(2‐ethylhexyl) sulfosuccinate sodium salt concentration in the polymerization systems. The grains show near‐infrared light‐to‐heat photothermal property, which is confirmed by thermography. The data obtained through X‐ray photoelectron spectroscopy indicate the presence of dioctyl sulfosuccinate dopants on the surface of the grains, and therefore the dried polypyrrole grains show hydrophobic character. The dried grains can work as a light‐responsive liquid marble (LM) stabilizer. Motions of the LM can be driven by near‐infrared laser irradiation‐induced Marangoni flow on planar air‐water surface. The release of internal liquid can be achieved by controlled disruption of the LM via external stimulus application.

show abstract

Section: Resultssupporting

confidence: 74%

Section: Resultsmentioning

confidence: 58%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Synthesis of dioctyl sulfosuccinate‐doped polypyrrole grains by aqueous chemical oxidative polymerization and their use as light‐responsive liquid marble stabilizer

Osumi

Seike

Oyama

et al. 2021

J of Applied Polymer Sci

Self Cite

View full text Add to dashboard Cite

show abstract

“…The lower decomposition step, at around 300 °C, is related to PEDOT, while the step between 350 and 450 °C is attributed to the decomposition of PolyDADMA X. Previous studies have reported that PEDOT:Cl, PEDOT:CF 3 SO 3 and PEDOT:Tos decompose below 350 °C [ 39 , 40 ], while decomposition of PolyDADMA X occurs around 400 °C. In the case of PEDOT:PolyDADMA Cl, 2 peaks were observed in the TGA curve with a shoulder in the first peak.…”

Section: Resultsmentioning

confidence: 98%

Mixed Ionic-Electronic Conductors Based on PEDOT:PolyDADMA and Organic Ionic Plastic Crystals

et al. 2020

View full text Add to dashboard Cite

Mixed ionic-electronic conductors, such as poly(3,4-ethylenedioxythiophene): poly(styrenesulfonate) (PEDOT:PSS) are postulated to be the next generation materials in energy storage and electronic devices. Although many studies have aimed to enhance the electronic conductivity and mechanical properties of these materials, there has been little focus on ionic conductivity. In this work, blends based on PEDOT stabilized by the polyelectrolyte poly(diallyldimethylammonium) (PolyDADMA X) are reported, where the X anion is either chloride (Cl), bis(fluorosulfonyl)imide (FSI), bis(trifluoromethylsulfonyl)imide (TFSI), triflate (CF3SO3) or tosylate (Tos). Electronic conductivity values of 0.6 S cm−1 were achieved in films of PEDOT:PolyDADMA FSI (without any post-treatment), with an ionic conductivity of 5 × 10−6 S cm−1 at 70 °C. Organic ionic plastic crystals (OIPCs) based on the cation N-ethyl-N-methylpyrrolidinium (C2mpyr+) with similar anions were added to synergistically enhance both electronic and ionic conductivities. PEDOT:PolyDADMA X / [C2mpyr][X] composites (80/20 wt%) resulted in higher ionic conductivity values (e.g., 2 × 10−5 S cm−1 at 70 °C for PEDOT:PolyDADMA FSI/[C2mpyr][FSI]) and improved electrochemical performance versus the neat PEDOT:PolyDADMA X with no OIPC. Herein, new materials are presented and discussed including new PEDOT:PolyDADMA and organic ionic plastic crystal blends highlighting their promising properties for energy storage applications.

show abstract

“… 66 − 72 Recently, we succeeded in synthesis of hydrophobic PPy, PANI, and PEDOT grains by aqueous chemical oxidative polymerizations using perfluoroalkyl dopants and demonstrated that the dried grain powders can work as an LM stabilizer with a light-to-heat photothermal property. 73 − 77 Additionally, the remote locomotion control of LMs on a planar air–water surface was realized by light-induced Marangoni propulsion: anisotropic heat gradient was generated around the LM floating on the water surface by the local NIR-laser irradiation of the LMs. Here, the perfluoroalkyl dopants, which have been used as a hydrophobizing agent for PPy, PANI, and PEDOT, show low biodegradability and are known to be a persistent organic pollutant.…”

Section: Resultsmentioning

confidence: 99%

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

Hydrophobic poly(3,4-ethylenedioxythiophene) particles synthesized by aqueous oxidative coupling polymerization and their use as near-infrared-responsive liquid marble stabilizer

Cited by 14 publications

References 39 publications

Synthesis of dioctyl sulfosuccinate‐doped polypyrrole grains by aqueous chemical oxidative polymerization and their use as light‐responsive liquid marble stabilizer

Synthesis of dioctyl sulfosuccinate‐doped polypyrrole grains by aqueous chemical oxidative polymerization and their use as light‐responsive liquid marble stabilizer

Mixed Ionic-Electronic Conductors Based on PEDOT:PolyDADMA and Organic Ionic Plastic Crystals

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

Contact Info

Product

Resources

About