Mixing induced thixotropy of a two-component system of alkylurea organogelators having different alkyl chains

Ohsedo, Yutaka; Oono, Masashi; Tanaka, Akihiro; Watanabe, Hisayuki

doi:10.1039/c3nj00450c

Cited by 28 publications

(19 citation statements)

References 51 publications

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“…The gelation studies of the minimum gel concentration values are displayed in Table . The minimum gelation concentration values demonstrate solvent dependent performance and occur in the range of 2.38 and 9.63 m m which is comparable to a variety of reported organogelators containing long alkoxy side chains …”

Section: Resultssupporting

confidence: 80%

Synthesis and Self‐Assembly of Novel s‐Tetrazine‐Based Gelator

Khattab

2018

Helvetica Chimica Acta

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The design, synthesis and self‐assembly of new symmetrical 3,6‐bis(4‐(3,4,5‐tris(dodecyloxy)benzoate)phenyl)‐1,2,4,5‐tetrazine were described. The novel gelator, sym‐tetrazine, was prepared by addition reaction of 4‐cyanophenol with hydrazine monohydrate followed by oxidation reaction to afford the corresponding 3,6‐bis(4‐hydroxyphenyl)‐1,2,4,5‐tetrazine which was then subjected to esterification reaction with 3,4,5‐tris(dodecyloxy)benzoic acid. The chemical structure of the sym‐tetrazine gelator was confirmed by elemental analysis, fourier‐transform infrared spectroscopy (FT‐IR), and nuclear magnetic resonance (1H‐ and 13C‐NMR) spectral measurements. It was confirmed to exhibit relatively strong gelation ability to produce supramolecular assemblies in several polar alcoholic organic solvents, such as butanol, octanol, and 1,6‐dihydroxyhexane. The π‐π stacking and van der Waals mediated self‐assembly of tetrazine‐based organogelator were studied by scanning electron microscopy images of the xerogel to reveal that the obtained organogel consists of fibrillar aggregates. Investigation of FT‐IR and concentration‐dependent 1H‐NMR spectra confirm that the intermolecular van der Waals interactions and π‐π stacking were the key driving forces for self‐assembly during gelation process of s‐tetrazine molecules.

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Section: Resultssupporting

confidence: 80%

Synthesis and Self‐Assembly of Novel s‐Tetrazine‐Based Gelator

Khattab

2018

Helvetica Chimica Acta

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“…In this model, the C8HD fibers and/or network are extended by the addition of C18HD and C16HD fibers, which enables effective cross‐linking of the fibers and/or network, resulting in a decrease in the total minimum gelation concentration of the mixed gels compared to that of the single‐component gels. A similar mixing induced enhancement effect for organogelators was observed with both alkylamides and alkylureas . These mixed systems also formed organogels with a silicone oil (decamethylcyclopentasiloxane) and squalane oil (2, 6, 10, 15, 19, 23‐hexamethyltetracosane); thus, they may serve as new oil solidifiers …”

Section: New Alkylhydrazide Organogelator and Mixed Lmwgs For Improvesupporting

confidence: 54%

“…A similar mixing induced enhancement effect for organogelators was observed with both alkylamides and alkylureas. [39][40][41] These mixed systems also formed organogels with a silicone oil (decamethylcyclopentasiloxane) and squalane oil (2, 6, 10, 15, 19, 23-hexamethyltetracosane); thus, they may serve as new oil solidifiers. [37,41,42] …”

Section: New Alkylhydrazide Organogelator and Mixed Lmwgs For Improvementioning

confidence: 98%

Low-molecular-weight organogelators as functional materials for oil spill remediation

Ohsedo

2015

Polym. Adv. Technol.

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Oil spills from tankers are one of the major types of man-made disasters that impact the marine environment, and they have been shown to have long-lasting effects. On prevention of the spread of oil through rapid cleanup of spills, low-molecular-weight organogelators have received much attention because of their ability to tune their properties through rational design. In this mini-review, I present a brief summary of studies focused on the remediation of oil spills via a chemical method, which involves the use of low-molecular-weight organogelators that form organogels with fuel oils or organic solvents. Moreover, recent attempts to create new improved molecular organogels composed of commercially available simple organogelators via a mixing induced enhancement method for solidifying oil are also discussed. In addition, polymer organogelators for oil spills are discussed in relation to low-molecular weight gelators.

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“…Shinkai et al prepared the thixotropic gels that the gelators self-assembled into disk-like aggregates [26]. The alkylurea organogels with “house of cards” structure composed of tape-like and sheet-like aggregates showed the thixotropic property [27]. Pochan et al reported the thixotropic hydrogel based on β–hairpin peptides and their fast recovery times from sol to gel [28].…”

Section: Introductionmentioning

confidence: 99%

Thixotropic Supramolecular Gel Based on l-Lysine Derivatives

Suzuki

Hayakawa

Hanabusa

2015

Gels

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Abstract:The dimer L-lysine derivatives, in which two N α ,N ε -diacyl-L-lysines were crosslinked by calcium ion, were synthesized through a simply synthetic procedure and their gelation properties were examined. These compounds functioned as an organogelator; especially, the gelators possessing both a linear and a branched alkyl chains had the better organogelation ability and formed the thermally stable and rigid organogel. In addition, some organogels had a thixotropic property, which were responsive to a mechanical stimulus and reversibly underwent the gel-sol transition at room temperature. The thixotropic behavior was confirmed by visual contact and rheological experiments. Furthermore, it was assumed the mechanism of the thixotropic behavior.

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Mixing induced thixotropy of a two-component system of alkylurea organogelators having different alkyl chains

Cited by 28 publications

References 51 publications

Synthesis and Self‐Assembly of Novel s‐Tetrazine‐Based Gelator

Synthesis and Self‐Assembly of Novel s‐Tetrazine‐Based Gelator

Low-molecular-weight organogelators as functional materials for oil spill remediation

Thixotropic Supramolecular Gel Based on l-Lysine Derivatives

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