Dodecyl sulfate-doped polypyrrole derivative grains as a light-responsive liquid marble stabilizer

Šišáková, Markéta; Asaumi, Yuta; Uda, Makoto; Seike, Musashi; Oyama, Keigo; Higashimoto, Shinya; Hirai, Tomoyasu; Nakamura, Yoshinobu; Fujii, Syuji

doi:10.1038/s41428-020-0307-z

Cited by 21 publications

(8 citation statements)

References 74 publications

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“… 37 , 38 Furthermore, absorptions due to C–H stretching vibrations assigned to the methyl and ethyl groups bonded to the nitrogen of PMPy and PEPy were also observed at 2941 cm –1 (PMPy) and 2972 cm –1 (PEPy), which agreed well with those reported previously. 39 , 40 In addition to the characteristic absorptions mentioned above, absorptions near 1700 cm –1 and near 3000 cm –1 , corresponding to carbonyl and hydroxy groups, were observed. These absorptions confirmed that the PPy and its derivatives (solvent-free) were overoxidized.…”

Section: Resultsmentioning

confidence: 81%

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

et al. 2022

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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.

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Section: Resultsmentioning

confidence: 81%

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

et al. 2022

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“…The densities decreased from 1.4649 ± 0.0016 to 1.1463 ± 0.0015 g cm −3 with an increase of BEHSS concentration. This should be due to substitution of chloride ion by BEH dopant, which increases the intermolecular distance of PPy due to steric hindrance of alkyl groups 40 …”

Section: Resultsmentioning

confidence: 99%

“…Given the similarity of the velocity and decay time in both systems and smaller temperature‐based surface tension gradient, it is possible that another driving force acts on the LM. The dissolution of BEH dopant from the grain by the NIR laser irradiation could work to generate surface tension gradient 40,71 . Actually, the surface tension of the aqueous dispersion of the PPy‐BEH grains synthesized at molar ratio of 3/1 (0.1 wt%) decreased from 67.90 to 59.18 mN/m by heat treatment at 80°C for 1 h. The average force generated by the NIR irradiation, calculated using the Newton's equation of motion, was 4.13 μN.…”

Section: Resultsmentioning

confidence: 99%

“…In order to broaden the application of such light‐responsive LMs, it is desirable to use more environmentally acceptable dopants to hydrophobize the conjugated polymers. In a background of this situation, we have successfully synthesized hydrophobic PPy grains using sodium dodecyl sulfate (SDS), an anionic surfactant with a long alkyl chain group, as a dopant and utilized them as a light‐responsive LM stabilizer 40 . The SDS has the advantage of being more biodegradable and environmentally friendly compared with heptadecafluorooctane sulfonic acid.…”

Section: Introductionmentioning

confidence: 99%

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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

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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.

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“…Sodium dodecyl sulfate (SDS) is a widely used anionic surfactant that has been used to modify hydrogels’ properties for different applications [ 23 , 30 , 31 , 32 ]. Anionic surfactants, such as SDS, strongly interact with gelatin, a polyampholyte with positive and negative charges distributed along its molecular backbone [ 33 ].…”

Section: Introductionmentioning

confidence: 99%

Role of Sodium Dodecyl Sulfate in Tailoring the Rheological Properties of High-Strength Gelatin Hydrogels

Torrejon

Deng

Luo

et al. 2021

Gels

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Gelatin hydrogels are widely used materials that may require surfactants to adjust their solution’s surface tension for cell attachment, surface adsorption enhancement, or foaming. However, gelatin is a highly surface-active polymer, and its concentrated solutions usually do not require surfactants to achieve low surface tension. However, anionic surfactants, such as sodium dodecyl sulfate (SDS), interact strongly with gelatin to form complexes that impact its hydrogels’ rheological properties, influencing processability and functionality. Nevertheless, there is a lack of systematic research on the impact of these complexes on high gelatin content (i.e., high strength) hydrogels’ rheological properties. In this work, the SDS/gelatin ratio-dependent viscoelastic properties (e.g., gel strength, gelation kinetics, and melting/gelling temperature) of high-strength gelatin hydrogels were investigated using rheology and correlated to surface tension, viscometry, FTIR, and UV-Vis spectrophotometry. SDS–gelatin ratio was proved to be an important factor in tailoring the rheological properties of gelatin hydrogels. The gel strength, gelation kinetics, and melting/gelling temperature of the gelatin hydrogels linearly increased with SDS incorporation up to a maximum value, from which they started to decline. The findings of this work have wide applicability in tailoring the properties of gelatin–SDS solutions and hydrogels during their processing.

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Dodecyl sulfate-doped polypyrrole derivative grains as a light-responsive liquid marble stabilizer

Cited by 21 publications

References 74 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 of dioctyl sulfosuccinate‐doped polypyrrole grains by aqueous chemical oxidative polymerization and their use as light‐responsive liquid marble stabilizer

Role of Sodium Dodecyl Sulfate in Tailoring the Rheological Properties of High-Strength Gelatin Hydrogels

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