Synthesis of Alkyl Monoglucoside Citric Monoester and Properties of Its Sodium Salt

Jin, Zhu; Zhang, Jun; Yang, Xiuquan; Zhou, Yuan

doi:10.1007/s11743-016-1833-8

Cited by 8 publications

(10 citation statements)

References 18 publications

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“…Numerous scientific publications in this area discuss the synthesis of APG derivatives containing, among others, sulfosuccinate and phosphate groups which give them the characteristics of anionic surfactants and modify their properties to achieve an even more favorable functional profile, for example, as washing compounds in the cosmetics industry (improved detergent and foaming properties). As the literature review shows, studies of anionic derivatives of APGs published to date represent basic research and are mostly limited to describing the synthesis of the compounds and determining their physicochemical properties. − Only a few and scanty reports, mainly collective papers , and patent descriptions, − point to their practical industrial applications; however, there is no detailed information on the functional properties of products in which such APG derivatives would be used.…”

Section: Introductionmentioning

confidence: 99%

Application of Anionic Phosphorus Derivatives of Alkyl Polyglucosides for the Production of Sustainable and Mild Body Wash Cosmetics

Seweryn

Bujak

2018

ACS Sustainable Chem. Eng.

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This paper explores the possibility of using phosphorus derivatives of alkyl polyglucosides with varying alkyl chain lengths (C4, C8, C10, C12), obtained from natural raw materials, in the production of mild and eco-friendly body wash cosmetics, as examples of sustainable products. The central assumption was that partial replacement of sodium laureth sulfate, which is widely used as the primary washing compound in such products, with this type of anionic surfactants would result in products with improved safety-in-usein terms of their mild effect on the skinand more environmentally friendly characteristics. Prototypical products formulated with phosphorus derivatives of alkyl polyglucosides were found to have significantly lower zein number values and produce a smaller increase in the pH of bovine serum albumin solution compared to a reference sample formulated without these compounds. The findings suggest a marked reduction in the skin irritation effect of cosmetics. In addition, the application of this type of anionic surfactants in body wash products significantly decreases their ability to emulsify fats. Consequently, as demonstrated in corneometric tests, the skin drying effect produced by the washing process is significantly reduced.

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Section: Introductionmentioning

confidence: 99%

Application of Anionic Phosphorus Derivatives of Alkyl Polyglucosides for the Production of Sustainable and Mild Body Wash Cosmetics

Seweryn

Bujak

2018

ACS Sustainable Chem. Eng.

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“…In the n ‐octane/water system, dodecyltetraoxyethyl‐β‐D‐xylophyranoside and tetradecyltetraoxyethyl‐β‐D‐xylophyranoside have the strongest emulsifying properties, for which various practical applications are expected. [ 75‐78 ]…”

Section: Novel Branched‐chain Alkyl Glucosidesmentioning

confidence: 99%

Novelty of glycoside surfactant derivatives for sustainable development: A new perspective

Balamurugan,

Lakshmanan,

Piramuthu

et al. 2023

Vietnam Journal of Chemistry

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Sustainable growth for better survival on our mother earth has given an impetus to researchers to develop eco‐friendly, green, high‐performance, cost‐effective materials. In this regard, APG and its derivatives are considered to be very promising chemical moieties in the area of surfactants and detergents. It is all because of their special properties viz, their synergism with other co‐surfactant molecules, low irritation, high foaming, and excellent biodegradation aspects. It makes many researchers do some quality work and study to explore their further goodness for better ecology. A broad range of alkyl polyglucoside derivatives can be obtained by nucleophilic substitution. Among the various derivatives of alkyl polyglucoside, the anionic alkyl polyglycoside esters (AGEs) and AGE‐nonionic surfactant mixtures can able to increase wettability, and it may increase mineral content in soils. The phosphate alkyl polyglucosides show good performance in detergency and better wetting properties with good biodegradability. The sulfonated alkyl polyglucosides are a good alternative to nonylphenol ethoxylate and exhibit superior cleaning of edible oil.

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“…Finally, APGs can be functionalized further (Figure 11), for example by carboxymethylation or succinylation, thus proposing a bio-based solution to applications requiring anionic surfactants [47,50,13,76]. Polycarboxylates obtained by esterification with citric anhydride [87], polyphosphates [88], cationic systems obtained by transtesterification with glycine betaine butyl ester [89], as well as systems including pH and photocontrollable functional group [90] have also been reported. Let us also mention that thio analogues of APGs, in which the O-glycosidic atom is replaced by a sulfur one have been prepared by reaction of carbohydrate peracetates and long chain thiols using catalytic amounts indium bromide as catalyst [91].…”

Section: Glycosidesmentioning

confidence: 99%

Carbohydrate-Based Amphiphiles: Resource for Bio-based Surfactants

Wang¹,

Queneau²

2018

Encyclopedia of Sustainability Science and Technology

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GLOSSARY Carbohydrates are a family of biomolecules, ubiquitous in Nature, based on a common polyhydoxylated backbone though varying in size (from small molecules to macromolecules), in fine structure (configuration and functionalization), and possessing a wide range of biological properties and roles making them indispensable to life. Amphiphiles are molecular architectures with parts exhibiting different types of polarity, generally including hydrophilic and hydrophobic groups. Surfactants are molecules possessing the ability to modulate interfacial tension, notably water surface tension. Bio-based chemicals are chemical products which are obtained by transformation of a starting material arising from biomass, such as carbohydrates, fats, proteins, terpenes. DEFINITION OF THE SUBJECT Surfactants are commodity chemicals used in an incredibly wide range of situations of the everyday life, and must therefore be improved constantly in terms of environmental impact, sustainability and performance. One way towards more sustainable surfactants is the use of renewable resources as raw materials for their manufacture, in place of fossil ones. Since the structure of surfactant combines a polar part to a hydrophobic one, carbohydrates, which are very polar molecules, appear as ideal candidates for serving as renewable building blocks in the synthesis of bio-based surfactants. Developed first with the aim of providing added-value to some agricultural crops and by products, this strategy shows nowadays a rebirth in the context of green and sustainable chemistry. The chapter illustrates, from the chemical point of view, the diversity of molecular structures which belong to the family of carbohydrate-based surfactants.

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Synthesis of Alkyl Monoglucoside Citric Monoester and Properties of Its Sodium Salt

Cited by 8 publications

References 18 publications

Application of Anionic Phosphorus Derivatives of Alkyl Polyglucosides for the Production of Sustainable and Mild Body Wash Cosmetics

Application of Anionic Phosphorus Derivatives of Alkyl Polyglucosides for the Production of Sustainable and Mild Body Wash Cosmetics

Novelty of glycoside surfactant derivatives for sustainable development: A new perspective

Carbohydrate-Based Amphiphiles: Resource for Bio-based Surfactants

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