Thermotropic phase behavior and surface-active properties of alkoxyethyl α- -glucopyranoside

Zhang, Yanhua; Chen, Langqiu; Wu, Xiubing; Fu, Fang; Fan, Yulin

doi:10.1016/j.molliq.2018.06.054

Cited by 10 publications

(18 citation statements)

References 64 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The foam volume (H 5 ) was subsequently rerecorded after being left for 5 min, and the foam vanishing rate (ν) was calculated according to formula 2. 27,28…”

Section: Methodsmentioning

confidence: 99%

“…31 In addition, pC 20 was the efficiency of adsorption of the alkoxy ethoxyethyl β-D-glucopyranosides (4a−4f) at the liquid−air interface by eq 5, and the efficiency (π cmc ) was calculated through eq 6. 27,28…”

Section: Methodsmentioning

confidence: 99%

“…28 As an important part and effective extension of the research project, an oxyethylene fragment as a hydrophilic spacer was already introduced into traditional alkyl β-D-glucopyranosides to successfully obtain alkoxyethyl β-D-glucopyranosides and alkoxyethyl β-D-xylopyranosides with improving related water solubility. 27,28 The research triggered us to take the investigation further. In this article, dioxyethylene fragment (−(OCH 2 CH 2 ) 2 −) as a stronger hydrophilic spacer was further introduced into alkyl β-D-glucopyranosides to prepare effectively alkoxy ethoxyethyl β-D-glucopyranosides (4a−4h n = 6−16) (Figure 1) with strengthening hydrophilicity and improving water solubility and disclose the relationships between the quantitative structure and physicochemical property involving surface activity and liquid-crystalline behavior.…”

Section: Introductionmentioning

confidence: 99%

“…29 The water solubility of the dried alkoxy ethoxyethyl β-D-glucopyranosides (4a−4h) was measured at 25 °C. 27,28 2.3. Emulsification Power.…”

Section: Introductionmentioning

confidence: 99%

“…Whether the sugar-based surfactants are APGs or their anomerically pure AGs, their solubilizing ability and micelle concentration have changed dramatically with an increase in their alkyl chain length. Compared with long-chain glycosides, short-chain glycosides do not show commendable detergency. , Moreover, they have the distinct and even fatal weakness such that as the lipophilic alkyl chain length increases, the related water solubility becomes poor and even insoluble, which seriously restricts the application range of the long-chain AGs. The theoretical analysis showed that the hydrophilic and lipophilic balance (HLB) number of the long-chain glycosides indeed is smaller than the HLB number of the short-chain glycosides such that the long alkyl group would reduce the hydrophilicity and weaken the water solubility and even damage their practical values …”

Section: Introductionmentioning

confidence: 99%

See 4 more Smart Citations

Surface Activity of Alkoxy Ethoxyethyl β-d-Glucopyranosides

Fan

Chen

et al. 2020

J. Agric. Food Chem.

Self Cite

View full text Add to dashboard Cite

Dioxyethene fragment (−(OCH2CH2)2−) was introduced into traditional alkyl β-d-glucopyranosides to ameliorate the water solubility, and eight nonionic surfactants, that is, alkoxy ethoxyethyl β-d-glucopyranosides with alkyl chain lengths (n = 6–16), were synthesized and characterized. Their hydrophilic and lipophilic balance number, water solubility, critical micelle concentration (cmc), γcmc, Γmax, and hygroscopic rate decreased with an increase in the alkyl chain length. Hexadecoxy ethoxyethyl β-d-glucopyranoside had no water solubility at 25 °C. Decoxy ethoxyethyl β-d-glucopyranoside had the best emulsifying property in the toluene/water and n-octane/water systems and the strongest foaming property, whereas dodecoxy ethoxyethyl β-d-glucopyranoside had the best emulsifying property in the rapeseed oil/water system. Such β-d-glucopyranosides (n = 6–12) exhibited excellent surface activity. In addition, for the binary mixture of alkoxy ethoxyethyl β-d-glucopyranosides (n = 8, 10, 12) and sodium dodecyl sulfate or cetyl trimethyl ammonium chloride, their cmc values were lower than the pure β-d-glucopyranosides, indicating that they had synergistic interactions. The fan focal conic textures of alkoxy ethoxyethyl β-d-glucopyranosides (n = 7–16) were observed during the cooling process under a polarizing optical microscope. Alkoxy ethoxyethyl β-d-glucopyranosides (n = 14, 16) had the related melting points and the clear points with differential scanning calorimetry. With β-d-glucopyranosides (n = 6–16) and n-butanol as the surfactant and cosurfactant, respectively, and with cyclohexane as the oil phase, the related microemulsion areas in their pseudoternary phase diagram system were investigated with the visual observation at 25 °C. Along with the slashing requirements of petroleum consumption, environmental protection, and green and sustainable development, nonionic sugar-based alkoxy ethoxyethyl β-d-glucopyranosides should be expected to have their potential practical application because of their strengthened hydrophilicity, improved water solubility, and enhanced surface activity.

show abstract

“…The foam volume (H 5 ) was subsequently rerecorded after being left for 5 min, and the foam vanishing rate (ν) was calculated according to formula 2. 27,28…”

Section: Methodsmentioning

confidence: 99%