Synthesis and Surface Activity of Nonionic Surfactants Derived from Gallic Acid

Negm, Nabel A.; Ahmed, Sayed A.; Abd-Elaal, Ali A.; Ashraf, Tarek

doi:10.1007/s13369-014-1488-6

Cited by 11 publications

(8 citation statements)

References 27 publications

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“…Effectiveness (π cmc ) is a valuable surface activity parameter that could be used to compare the strength of the surface activity of two or more surfactants in the same series. The larger the π cmc value of the aqueous surfactant solution, the higher the surface activity . Herein, 4f had the biggest π cmc value, that is, 43.44 mN m –1 , although all the data were close to each other (43.02–43.44 mN m –1 ).…”

Section: Results and Discussionmentioning

confidence: 68%

“…The larger the π cmc value of the aqueous surfactant solution, the higher the surface activity. 42 Herein, 4f had the biggest π cmc value, that is, 43.44 mN m −1 , although all the data were close to each other (43.02−43.44 mN m −1 ). Meanwhile, the adsorption efficiency (pC 20 ) was just a measure of the efficiency of surfactant adsorption on the air−water interface.…”

Section: Emulsification Powermentioning

confidence: 58%

“…The standard free energies of micellization (Δ G mic ) and surface adsorption (Δ G ads ) of nonionic surfactant ( 4a – 4f ) could be calculated by the formulas (eq and eq ), respectively: , …”

Section: Methodsmentioning

confidence: 99%

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Surface Properties and Liquid Crystal Properties of Alkyltetra(oxyethyl) β-d-Glucopyranoside

Zhang

Chen

et al. 2021

J. Agric. Food Chem.

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Hydrophilic alkyl polyglycosides (APGs) and alkyl glycosides (AGs) with anomeric pure are a class of important substitutes for petroleum-based surfactants. Improving their water solubility should make such hydrophilic glycosurfactants have more excellent potential application value. To solve the inherent problem of poor water solubility of traditional alkyl β-Dglucopyranoside (5), a series of alkyltetra(oxyethyl) β-D-glucopyranosides (4a−4g, n = 7−18) were successfully synthesized by introducing tetra(oxyethylene) fragments to carry out the structural modification. The relationship between the related structure and the physicochemical properties was further investigated, including their hydrophilic−lipophilic balance (HLB), water-solubility, foaming performance, emulsification, hygroscopicity, surface activity, and thermotropic/lyotropic liquid crystal phase behavior. The results showed that the water solubility gradually decreased as the alkyl chain length increased due to the gradual decrease of their HLB number. Octadecyltetra(oxyethyl) β-D-glucopyranoside (4g, n = 18) was found to be insoluble in water at 25 °C. Taken together, long-chain alkyl glycosides had good foaming properties and excellent emulsifying properties. Among them, dodecyltetra(oxyethyl) β-D-glucopyranoside (4d, n = 12) had the best foaming performance. In the rapeseed oil/water system, cetyltetra(oxyethyl) β-D-glucopyranoside (4f, n = 16) had the best emulsifying ability. With the increase of the alkyl chain length, the critical micelle concentration (C cmc ), γ cmc , Γ max , and hygroscopicity of this series of glycosides showed a downward trend. Differential scanning calorimetry (DSC) and polarizing optical microscopy (POM) showed that the thermal stability increased with the increase of the alkyl chain length, and alkyltetra(oxyethyl) β-D-glucopyranosides (4d−4g, n = 12−18) had the corresponding melting points and clearing points. Alkyltetra(oxyethyl) β-D-glucopyranosides (4b−4g, n = 8−18) formed a smectic phase with a typical fan-shaped and focal conic texture during the cooling process. In the water contact experiments, it was found that glycosides (4b−4g, n = 8−18) at high concentrations transformed into various lyotropic liquid crystal including hexagonal phase, bicontinuous cubic phase, and lamellar phase phases. Therefore, such green nonionic glycosurfactants alkyltetra(oxyethyl) β-D-glucopyranosides should have potential practical application prospects.

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Section: Results and Discussionmentioning

confidence: 68%

Section: Emulsification Powermentioning

confidence: 58%

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Surface Properties and Liquid Crystal Properties of Alkyltetra(oxyethyl) β-d-Glucopyranoside

Zhang

Chen

et al. 2021

J. Agric. Food Chem.

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“…The addition of PEG‐400 to MG leads to increased production of PEG ionic species and 7‐OH deprotonated MG and quinoid MG, which causes interactions between them to form MG‐PEG encapsulated composite. [ 31 ] Then, added HPMC gets crosslinked to the MG‐PEG to form MG‐PEG‐HPMC polymer hybrids. Further addition of liquid electrolyte to MG‐PEG‐HPMC polymer hybrids leads to 7‐OH protonated MG regeneration, and in addition, crosslinking interaction takes place between iodine/iodide and MG‐PEG‐HPMC polymer matrix.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of Crosslinked Hydroxypropyl Methylcellulose with Methyl Gallate‐Poly(Ethylene Glycol) as a Gel Electrolyte for Dye‐Sensitized Solar Cells

Gunasekaran

Sorrentino

Aljafari

et al. 2023

Physica Status Solidi (a)

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Hydroxypropyl methylcellulose (HPMC) is blended with methyl gallate (MG) encapsulated with poly(ethylene glycol) (PEG) and then mixed with a liquid electrolyte to prepare a polymer gel electrolyte. The structural and physical properties of prepared polymer gels are analyzed by various analytical instruments. The MG‐PEG‐HPMC hybrid is found to be able for entrapping a large amount of liquid electrolyte and is used to fabricate dye‐sensitized solar cells (DSSCs). This polymer gel electrolyte shows high ionic conductivity (5.43 × 10−4 S cm−1) and good triiodide diffusion coefficient (2.25 × 10−6 cm2 s−1). The resulting DSSCs show an efficiency of 6.96% at a light intensity of 85 mW cm−2. The long‐term stability test reveals that the fabricated DSSCs will be stable even after 500 h. The benefits of incorporating a gel electrolyte into DSSCs are highlighted along with factors affecting the stability of these devices. The use of these bio‐based materials has the potential to make a significant contribution to the widespread exploitation of stable, efficient, and low‐cost dye‐sensitive solar cells.

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“…Their unique molecular structure allows them to have the properties of both anionic and nonionic surfactants, which improve surface properties (Zaho and Zhu, 2003). It also contains cleavable groups; like esters, amide, and ethoxylate groups between hydrophilic and hydrophobic groups, which make it easily hydrolyzed into the primary components (Hellberg, 2003; Lif, 1998; Negm et al, 2015, 2016; Stjerndahl et al, 2003a, b; Stjerndahl and Holmberg, 2005).…”

Section: Introductionmentioning

confidence: 99%

New Biodegradable Nonionic‐Anionic Surfactants Based on Different Fatty Alcohols as Corrosion Inhibitors for Aluminum in Acidic Medium

Hefnawy

Allah

Elhamed

2020

J Surfact & Detergents

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Two series of eco‐friendly nonionic anionic surfactants based on itaconic acid and 1, 6 hexane diol were synthesized. The chemical structures of the prepared surfactant were confirmed by FTIR and 1H NMR spectroscopy. The prepared surfactants were evaluated to prevent the corrosion of aluminum in 1.0 M HCl solution by electrochemical and chemical methods. The data obtained showed that the prepared compounds have good inhibition efficiency (IE%) even at 10−5 M concentrations and act as mixed‐type inhibitors, they do not affect the mechanism of the electrode processes, as well as the IE% increase by increasing the concentrations of the inhibitors, immersion time, and hydrophilic chain length. The high inhibition efficiency is due to the adsorption of the inhibitors molecules on the metal surface and the formation of a protective film. The surface activities of these compounds were also investigated and were correlated to their inhibition efficiencies and chemical structure. Through studying biodegradability of the synthesized surfactants we find that they are readily biodegradable in the environment and thus they are considered as eco‐friendly corrosion inhibitors. Finally, the effect of the addition of these compounds on the aluminum surface was identified by atomic force microscopy (AFM) technique.

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Synthesis and Surface Activity of Nonionic Surfactants Derived from Gallic Acid

Cited by 11 publications

References 27 publications

Surface Properties and Liquid Crystal Properties of Alkyltetra(oxyethyl) β-d-Glucopyranoside

Surface Properties and Liquid Crystal Properties of Alkyltetra(oxyethyl) β-d-Glucopyranoside

Synthesis of Crosslinked Hydroxypropyl Methylcellulose with Methyl Gallate‐Poly(Ethylene Glycol) as a Gel Electrolyte for Dye‐Sensitized Solar Cells

New Biodegradable Nonionic‐Anionic Surfactants Based on Different Fatty Alcohols as Corrosion Inhibitors for Aluminum in Acidic Medium

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