Alkylpolyglycoside - eine neue Tensidgeneration für die Kosmetik / Alkyl Polyglycosides — a New Generation of Surfactants for Cosmetics

Busch, Peter; Hensen, H.; Tesmann, H.

doi:10.1515/tsd-1993-300217

Cited by 54 publications

(10 citation statements)

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“…From the viewpoint of human health and the conservation of the environment, sugar-based nonionic surfactants with a carbohydrate moiety as a hydrophilic group have attracted considerable attention . They are used in applications such as detergents, dishwashing agents, and personal care products. , Interestingly, the cloud point observed in polyoxyethylene-based nonionic surfactants are not observed in the sugar-based surfactants. − The study of nonionic gemini surfactants is relatively new, and it is likely that these surfactants will be further investigated in the future. Nonionic gemini surfactants with polyoxyethylene headgroups were previously synthesized, and they showed a much lower cmc than the corresponding monomeric and ionic gemini surfactants.…”

Section: Introductionmentioning

confidence: 99%

Sugar-Based Gemini Surfactants with Peptide Bonds─Synthesis, Adsorption, Micellization, and Biodegradability

2005

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The sugar-based gemini surfactant with peptide bonds, N,N'-bisalkyl-N,N'-bis[2-(lactobionylamide)ethyl]hexanediamide (2C(n)peLac, in which n represents hydrocarbon chain lengths of 12 and 16), was synthesized by reacting adipoyl chloride with the corresponding monomeric surfactant N-alkyl-N'-lactobionylethylenediamine (C(n)peLac), which was obtained by reacting ethylenediamine with alkyl bromide and lactobionic acid. The adsorption and micellization properties of C(n)peLac and 2C(n)peLac were characterized by the measurement of their equilibrium and dynamic surface tension, steady-state fluorescence using pyrene as a probe, dynamic light scattering (DLS), and time-resolved fluorescence quenching (TRFQ), and their biodegradability was also investigated. The critical micelle concentration (cmc) decreases with an increase in the hydrocarbon chains from monomeric to gemini surfactants, whereas it increases with an increase in the chain length from 12 to 16 for both systems. The increases in both the hydrocarbon chain and the chain length of sugar-based surfactants reduce surface activities such as the ability to lower the surface tension, the occupied area per molecule, and the adsorption rate at the air/water interface. The sugar-based surfactants C(n)peLac and 2C(n)peLac exhibit unique aggregation behavior in aqueous solution. The DLS results indicate that the apparent hydrodynamic diameter of C(n)peLac micelles decreases sharply with increasing concentration, whereas that of 2C(n)peLac micelles decreases gradually. From the TRFQ measurement, it was observed that, as concentration increases, the aggregation numbers are almost constant for C(n)peLac, whereas they increase for 2C(n)peLac. These results imply that loosely packed micelles formed by sugar-based surfactants become tightly packed micelles as the concentration increases. Furthermore, it was found that 2C(n)peLac shows lower biodegradability than does C(n)peLac because it contains tertiary amines in the molecule.

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Section: Introductionmentioning

confidence: 99%

Sugar-Based Gemini Surfactants with Peptide Bonds─Synthesis, Adsorption, Micellization, and Biodegradability

2005

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“…Nonionic surfactants based on sugars have many prospects and actual applications in both chemistry and biochemistry. − In addition to performance, there is a growing demand for surfactants which are also environmentally friendly and produced from renewable resources. In particular, alkylpolyglucosides (APGs) are being increasingly developed, − as in addition they have good dermatological compatibility and biodegradability. Although effective at low temperatures, their development is nevertheless limited by their hydrophilic/lipophilic balance (HLB) which does not reach values as high as those obtained with ethylene oxide derivatives.…”

Section: Introductionmentioning

confidence: 99%

Complexes between β-Cyclodextrin and Aliphatic Guests as New Noncovalent Amphiphiles: Formation and Physicochemical Studies

et al. 2003

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The aim of this work was to develop new sugar nonionic surfactants from raw materials of plant origin. These nonionic surfactants are based on the noncovalent association between cyclodextrins (CDs) and fatty alcohols or fatty acids. We describe here (i) the preparation of various complexes between β-cyclodextrin (β-CD) and fatty alcohols or fatty acids, (ii) the evaluation of the surfactive properties of the complexes, and (iii) the structure of one of them which presents interesting surfactive properties. Among the prepared complexes, the β-CD/alcohol complexes present high surface tension efficiencies compared with β-CD/acid complexes. The surfactive properties of the β-CD/alcohol complexes are influenced by the length of the hydrocarbon chain and reach an excellent efficiency for guests having 10-12 carbon atoms. For the complex between β-cyclodextrin and undec-10-en-1-ol, the inclusion mode in aqueous solution was described by nuclear magnetic resonance techniques. The results showed a 1:1 stoichiometry and a dynamic process exchanging the two possible orientations of the guest relative to the β-CD.

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“…The hydrolysis of CEL followed by acetylation of glucose is an important reaction to form alkyl glucosides (nonionic surfactants) in corresponding alcohols, which have potential applications in washing and cleaning 47 and pharmaceutical and cosmetic products. 48,49 Generally, microcrystalline CEL has been used as a substrate for the production of alkyl glucoside, 50,51 and producing directly from lignocellulosic biomass-based substrates was scarcely reported. 52,53 Figure 11 shows the results obtained from rice straw and S-ICEL and B-TCEL (before and after the removal of silica).…”

Section: Conversion Of Cel To Butyl Glucosidesmentioning

confidence: 99%

“…To emphasize the importance of disintegration and the removal of silica, which could interfere during the catalytic transformation and decrease the yield of the target product, from rice straw, the crude CEL obtained from method 2 (better than method 1 in terms of CEL yield) was subjected to hydrolysis–acetylation reaction as a probe reaction. The hydrolysis of CEL followed by acetylation of glucose is an important reaction to form alkyl glucosides (nonionic surfactants) in corresponding alcohols, which have potential applications in washing and cleaning and pharmaceutical and cosmetic products. , Generally, microcrystalline CEL has been used as a substrate for the production of alkyl glucoside, , and producing directly from lignocellulosic biomass-based substrates was scarcely reported. , …”

Section: Conversion Of Cel To Butyl Glucosidesmentioning

confidence: 99%

Consecutive Organosolv and Alkaline Pretreatment: An Efficient Approach toward the Production of Cellulose from Rice Straw

et al. 2021

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The efficient removal of silica from rice straw and separation of its major components is essential for further valorization to produce value-added products. With regard to this, the isolation of cellulose (CEL), hemicellulose (HEM), and lignin (LIG) is imperative but quite challenging. Among several pretreatments of lignocellulosic biomass, the organosolv approach is deemed as one of the promising methods. Here, we present two different two-step approaches for the removal of silica and disintegration of significant components from rice straw, especially CEL; (i) base pretreatment, followed by organosolv treatment in the presence of organic acid, and (ii) organosolv pretreatment in the presence of organic acid, followed by base treatment. After each treatment, the recovered solid components are confirmed by various characterization techniques such as Fourier-transform infrared spectroscopy, X-ray diffraction, field emission scanning electron microscopy, and thermogravimetric analysis. Method 2 demonstrates 82% total removal of HEM and LIG along with 90.4% of silica removal from rice straw to obtain CEL. Furthermore, the obtained crude CEL is found to be with a purity of 78%. Excellent removal of silica (90.4%) reflects that in a test study, the crude CEL obtained from method 2 gives a higher yield of butyl glucosides (59.6%) than rice straw, which affords 45.0% of butyl glucosides.

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Alkylpolyglycoside - eine neue Tensidgeneration für die Kosmetik / Alkyl Polyglycosides — a New Generation of Surfactants for Cosmetics

Cited by 54 publications

References 0 publications

Sugar-Based Gemini Surfactants with Peptide Bonds─Synthesis, Adsorption, Micellization, and Biodegradability

Sugar-Based Gemini Surfactants with Peptide Bonds─Synthesis, Adsorption, Micellization, and Biodegradability

Complexes between β-Cyclodextrin and Aliphatic Guests as New Noncovalent Amphiphiles: Formation and Physicochemical Studies

Consecutive Organosolv and Alkaline Pretreatment: An Efficient Approach toward the Production of Cellulose from Rice Straw

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