Mixture of linear and branched alkyl polyglycosides

A mixture of linear and branched alkyl polyglycosides addresses the solubility and cleaning performance issues of sugar-based surfactants, providing effective cleaning on hard surfaces with enhanced water solubility and performance.

JP2026519052APending Publication Date: 2026-06-11DOW GLOBAL TECHNOLOGIES LLC +1

Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
DOW GLOBAL TECHNOLOGIES LLC
Filing Date
2024-05-23
Publication Date
2026-06-11

AI Technical Summary

Technical Problem

Existing sugar-based surfactants exhibit poor water solubility, particularly in the presence of salts, and insufficient cleaning performance when used alone, making it difficult to deliver surfactants to cleaned substrates.

Method used

A mixture of linear and branched alkyl polyglycosides, comprising linear C6-15 alkyl polyglucosides and branched alkyl polysaccharides, with specific compositional ratios to enhance water solubility and cleaning performance.

Benefits of technology

The mixture achieves excellent water solubility and improved cleaning performance on hard surfaces, effectively removing contaminants without the need for anionic co-surfactants.

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Abstract

Formula A: R 1 -O-G) n H (A) [where R1 is a linear C6-15 alkyl group, n is on average 1-5, and G is a monosaccharide of glucose] a linear alkyl polyglucoside and Formula B 【Chemical Formula 1】 JPEG2026519052000021.jpg35170 [where R2 is a C2 alkyl group, R3 is a linear or branched C4 alkyl group, g is on average 1-5, and S is a monosaccharide having 5 carbon atoms] a branched alkyl polysaccharide, and a mixture of alkyl polyglycosides, provided that in at least a part of the linear alkyl polyglucoside of Formula A, R1 is a linear C9-15 alkyl group, provided that the mixture of alkyl polyglycosides is less than 3% by weight of Formula IV based on the weight of the mixture of alkyl polyglycosides 【Chemical Formula 2】 JPEG2026519052000022.jpg35170 [where R12 is -(CH2)pCH3, R13 is -(CH2)+1CH(CH3)2, G6 is a monosaccharide having 4-6 carbon atoms, f is 1.1-10, and p is 1-4] a mixture of alkyl polyglycosides containing the compound.
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Description

Technical Field

[0001] The present invention relates to a mixture of alkyl polyglycosides. In particular, the present invention relates to a linear alkyl polyglycoside of formula A R , -O-(G) n H (A) [wherein, R 1 is a linear C 6~15 alkyl group, n is on average 1 to 5, and G is a monosaccharide of glucose], and a branched alkyl polysaccharide of formula B

[0002]

Chemical formula

[0003]

Chemical formula

[0004] Water-based cleaning formulations, such as floor care formulations and hard surface cleaning formulations, are widely used. For example, they are used to clean hard surfaces made of materials such as wood, stone, laminate, ceramic, and plastic, such as floors, countertops, walls, and tables, where it is necessary to regularly clean accumulated contaminants, oils, greases, and other pollutants.

[0005] Brand owners and consumers have historically demanded the development of alternative surfactants to those derived from petrochemicals. One proposed alternative was sugar-based surfactants. However, previously proposed sugar-based surfactants have shown poor water solubility, particularly in the presence of salts, and exhibited insufficient cleaning performance when used in a single surfactant system (e.g., without anionic co-surfactants). Recent attempts have sought to overcome this insufficient cleaning performance by exploring sugar-based surfactants with branched hydrophobic substances. However, these materials have lower water solubility than sugar-based surfactants with linear hydrophobic substances, making it difficult to deliver the surfactant to the substrate being cleaned.

[0006] Therefore, there is still a need for water-soluble compositions of sugar-based surfactants with improved cleaning performance.

[0007] The present invention relates to formula A R 1 -O-(G) n H (A) [In the formula, R 1 is linear C 6~15 Linear alkyl polyglucosides of formula B, where n is an alkyl group, n is on average 1 to 5, and G is the monosaccharide glucose.

[0008] [ka] [In the formula, R 2 is a C2 alkyl group, and R 3The present invention provides a mixture of alkyl polyglycosides comprising a branched alkyl polysaccharide [where is a linear or branched C4 alkyl group, g is 1 to 5 on average, and S is a monosaccharide having 5 carbon atoms], However, in at least a portion of the linear alkyl polyglucoside of formula A, R 1 is linear C 9~15 Alkyl group, provided that a mixture of alkyl polyglycosides is less than 3% by weight of Formula IV based on the weight of the alkyl polyglycoside mixture.

[0009] [ka] [In the formula, R 12 is, -(CH2) p CH3, R 13 is, -(CH2) p+1 CH(CH3)2, G 6 This includes compounds in which [the compound is a monosaccharide having 4 to 6 carbon atoms, f is 1.1 to 10, and p is 1 to 4].

[0010] The present invention relates to formula A R 1 -O-(G) n H (A) [In the formula, R 1 is linear C 6~15 Linear alkyl polyglucosides of formula B, where n is an alkyl group, n is on average 1 to 5, and G is the monosaccharide glucose.

[0011] [ka] [In the formula, R 2 is a C2 alkyl group, and R 3 The present invention provides a mixture of alkyl polyglycosides comprising a branched alkyl polysaccharide of formula A, wherein at least a portion of the linear alkyl polyglucoside of formula A contains R 1 is linear C9~15 Alkyl group, provided that a mixture of alkyl polyglycosides is less than 3% by weight of Formula IV based on the weight of the alkyl polyglycoside mixture.

[0012] [ka] [In the formula, R 12 is, -(CH2) p CH3, R 13 is, -(CH2) p+1 CH(CH3)2, G 6 This includes compounds in which [the compound is a monosaccharide having 4 to 6 carbon atoms, f is 1.1 to 10, and p is 1 to 4].

[0013] The present invention provides an aqueous cleaning composition comprising water and a mixture of alkyl polyglycosides of the present invention.

[0014] The present invention relates to a method for cleaning hard surfaces, The present invention provides a method comprising: preparing a dirty hard surface; wetting the dirty hard surface with the aqueous cleaning composition of the present invention; and wiping off the wet dirty hard surface to obtain a cleaned hard surface. [Modes for carrying out the invention]

[0015] Surprisingly, the inventors of this invention have found that Formula A R 1 -O-(G) n H (A) [In the formula, R 1 is linear C 6~15 Linear alkyl polyglucosides of formula B, where n is an alkyl group, n is on average 1 to 5, and G is the monosaccharide glucose.

[0016] [ka] [In the formula, R 2 is a C2 alkyl group, and R3 We have found that a mixture of alkyl polyglycosides, as defined herein, comprising a branched alkyl polysaccharide [where is a linear or branched C4 alkyl group, g is 1 to 5 on average, and S is a monosaccharide having 5 carbon atoms], is water-soluble and provides excellent cleaning performance.

[0017] Unless otherwise specified, ratios, percentages, parts, etc., are expressed by weight (for example, "ppm" means parts per million by weight).

[0018] As used herein and in the appended claims, the term “water-soluble” with respect to a given concentration of an alkyl polyglycoside mixture in water means that an aqueous solution of the alkyl polyglycoside mixture at a given concentration has a turbidity of less than 15 nephelometric turbidity units (NTU) as measured using a turbidimeter at 20°C.

[0019] Preferably, the mixture of alkyl polyglycosides of the present invention is of formula A R 1 -O-(G) n H (A) [In the formula, R 1 is linear C 6~15 Alkyl alkyl groups (preferably linear C) 8~14 Alkyl alkyl groups, more preferably linear C 8~10 Alkyl alkyl groups, more preferably linear C8 alkyl groups and linear C 10 At least one alkyl group, most preferably a linear C8 alkyl group and a linear C 10 A linear alkyl polyglucoside of formula A (a mixture with alkyl groups), where n is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), and G is the monosaccharide glucose) and formula B

[0020] [ka] [In the formula, R 2 is a C2 alkyl group, and R 3 The product comprises a branched alkyl polysaccharide of formula B (based on the weight of the mixture of alkyl polyglycosides, preferably 5 to 50% by weight, more preferably 5 to 40% by weight, even more preferably 7.5 to 35% by weight, most preferably 10 to 33% by weight), wherein at least a portion of the linear alkyl polyglucoside of formula A (preferably 5% by weight or more (more preferably 10% by weight or more, even more preferably 25% by weight or more, even more preferably 40% by weight or more, most preferably 45% by weight or more), 1 is linear C 9~15 Alkyl alkyl groups (preferably linear C) 9~14 Alkyl alkyl groups, more preferably linear C 10~12 Alkyl alkyl groups, most preferably linear C 10 The alkyl group is an alkyl group, provided that the mixture of alkyl polyglycosides is less than 3% by weight (preferably less than 0.5% by weight, more preferably less than 0.1% by weight, even more preferably less than 0.05% by weight, still more preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, even more preferably less than 0.0001% by weight, most preferably less than the detection limit) of formula IV based on the weight of the mixture of alkyl polyglycosides.

[0021] [ka] [In the formula, R 12 is, -(CH2)p CH3, R 13 is, -(CH2) p+1 CH(CH3)2, G 6 This includes compounds in which [the compound is a monosaccharide having 4 to 6 carbon atoms, f is 1.1 to 10, and p is 1 to 4].

[0022] Preferably, the alkyl polyglycoside mixture of the present invention contains 50-95% by weight (preferably 60-95% by weight, more preferably 65-92.5% by weight, most preferably 67-90% by weight) of formula A [wherein R 1 is linear C 6~15 Alkyl alkyl groups (preferably linear C) 8~14 Alkyl alkyl groups, more preferably linear C 8~10 Alkyl alkyl groups, more preferably linear C8 alkyl groups and linear C 10 At least one alkyl group, most preferably a linear C8 alkyl group and a linear C 10 Based on the weight of a mixture of linear alkyl polyglucosides and alkyl polyglucosides, the mixture contains 5-50% by weight (preferably 5-40% by weight, more preferably 7.5-35% by weight, most preferably 10-33% by weight) of formula B [wherein R is a mixture with alkyl groups], where n is 1-5 on average (preferably 1-3, more preferably 1-2, most preferably 1.1-2), and G is the monosaccharide glucose. 2 is a C2 alkyl group, and R 3The branched alkyl polysaccharide comprises a linear or branched C4 alkyl group (preferably a linear C4 alkyl group), g is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), and S is a monosaccharide having 5 carbon atoms (preferably ribulose, xylulose, ribose, arabinose, xylose, lyxose and mixtures thereof, more preferably arabinose, xylose and mixtures thereof, most preferably xylose), provided that at least a portion of the linear alkyl polyglucoside of formula A (preferably 5% by weight or more (more preferably 10% by weight or more, even more preferably 25% by weight or more, still more preferably 40% by weight or more, most preferably 45% by weight or more), 1 is linear C 9~15 Alkyl alkyl groups (preferably linear C) 9~14 Alkyl alkyl groups, more preferably linear C 10~12 Alkyl alkyl groups, most preferably linear C 10 The alkyl group is an alkyl group, provided that the mixture of alkyl polyglycosides is less than 3% by weight (preferably less than 0.5% by weight, more preferably less than 0.1% by weight, even more preferably less than 0.05% by weight, still more preferably less than 0.01% by weight, even more preferably less than 0.001% by weight, even more preferably less than 0.0001% by weight, most preferably less than the detection limit) of formula IV based on the weight of the mixture of alkyl polyglycosides.

[0023] [ka] [In the formula, R 12 is, -(CH2) p CH3, R 13 is, -(CH2) p+1 CH(CH3)2, G 6is a monosaccharide having 4 to 6 carbon atoms, f is from 1.1 to 10, p is from 1 to 4], and contains a compound having any one or more of the following additional conditions (i) to (vi). (i) However, the mixture of alkyl polyglycosides is less than 5% by weight (preferably less than 1% by weight, more preferably less than 0.1% by weight, even more preferably less than 0.01% by weight, still more preferably 0.001% by weight, even still more preferably 0.0001% by weight, most preferably less than the detection limit) of Formula I based on the weight of the mixture of alkyl polyglycosides

[0024] [Chemical formula] [wherein, R 4 is a linear or branched C 3~4 alkyl group, R 5 is a linear or branched C 5~6 alkyl group, G 1 is a monosaccharide having 4 to 6 carbon atoms, and x is from 1.1 to 4]. (ii) However, the mixture of alkyl polyglycosides is less than 1% by weight (preferably less than 0.5% by weight, more preferably less than 0.1% by weight, even more preferably less than 0.01% by weight, still more preferably less than 0.001% by weight, even still more preferably less than 0.0001% by weight, most preferably less than the detection limit) of Formula II based on the weight of the mixture of alkyl polyglycosides R 16 -O-(G 2 ) y (II) [wherein, R 16 is a branched C 9~11 alkyl group, G 2is a glucose unit, and y is from 1.4 to 2.0] and contains an alkyl oligoglucoside. (iii) However, the mixture of alkyl polyglycosides contains less than 10% by weight (preferably less than 5% by weight, more preferably less than 1% by weight, even more preferably less than 0.1% by weight, still more preferably less than 0.01% by weight, yet even more preferably less than 0.001% by weight, and most preferably less than the detection limit) of formula III based on the weight of the mixture of alkyl polyglycosides

[0025] [Chemical formula] [wherein, R 8 is -(CH2) b CH(CH3)2, R 9 is -(CH2) b+2 CH(CH3)2, G 4 is a monosaccharide having 4 to 6 carbon atoms, a is from 1.1 to 4, and b is from 0 to 3] and contains a compound. (iv) However, the linear alkyl polyglucoside of formula A and the branched alkyl polysaccharide of formula B contain 95 to 100% by weight (preferably 97 to 100% by weight, more preferably 98 to 100% by weight, even more preferably 99 to 100% by weight, still more preferably 99.5 to 100% by weight, yet even more preferably 99.9 to 100% by weight, and most preferably 100% by weight) of the alkyl polyglycosides present in the mixture of alkyl polyglycosides. (v) However, the mixture of alkyl polyglycosides contains less than 0.05% by weight (preferably less than 0.01% by weight, more preferably less than 0.005% by weight, even more preferably less than 0.001% by weight, still more preferably less than 0.0005% by weight, yet even more preferably less than 0.0001% by weight, and most preferably less than the detection limit) of formula V R 14 CO2-(AO) h -R 15 (V) [wherein, R 14is a linear or branched saturated or unsaturated alkyl group containing 5 to 21 carbon atoms, and AO is C 2~4 It is an alkylene oxide unit, where h is 1 to 30, and R 15 (i) contains a fatty acid alkyl ester alkoxylate of a linear or branched alkyl group containing 1 to 6 carbon atoms. and / or (vi) wherein the mixture of alkyl polyglycosides is fatty acid ester C 12~23 Alkyl-(O)O- moiety and fatty acid ester C 6~10 If both alkyl-(O)O- parts are present, C 12~23 Alkyl-(O)O- partial pair C 6~10 The molar ratio of the alkyl-(O)O- portion is greater than 1.1:1 (preferably greater than 1.2:1, more preferably greater than 1.3:1, even more preferably greater than 1.5:1, and most preferably greater than 2:1).

[0026] Preferably, the alkyl polyglycoside mixture of the present invention contains 50-95% by weight (preferably 60-95% by weight, more preferably 65-92.5% by weight, most preferably 67-90% by weight) of formula A [wherein R 1 is linear C 6~15 Alkyl alkyl groups (preferably linear C) 8~14 Alkyl alkyl groups, more preferably linear C 8~10 Alkyl alkyl groups, more preferably linear C8 alkyl groups and linear C 10 At least one alkyl group, most preferably a linear C8 alkyl group and a linear C 10 The mixture of alkyl polyglucosides comprises a linear alkyl polyglucoside of formula A, where n is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), and G is the monosaccharide glucose. More preferably, the mixture of alkyl polyglucosides of the present invention comprises 50 to 95% by weight (preferably 60 to 95% by weight, more preferably 65 to 92.5% by weight, most preferably 67 to 90% by weight) of linear alkyl polyglucosides of formula A, based on the weight of the mixture of alkyl polyglucosides, wherein the linear alkyl polyglucosides of formula A consist of linear C8 alkyl polyglucosides and linear C10 The blend includes alkyl polyglucosides. Most preferably, the alkyl polyglucoside mixture of the present invention comprises 50-95% by weight (preferably 60-95% by weight, more preferably 65-92.5% by weight, most preferably 67-90% by weight) of linear alkyl polyglucosides of formula A, based on the weight of the alkyl polyglucoside mixture, and the linear alkyl polyglucoside of formula A is a blend comprising 5-95% by weight (preferably 10-90% by weight, more preferably 25-75% by weight, even more preferably 40-60% by weight, most preferably 45-55% by weight) of linear C8 alkyl polyglucosides and 5-95% by weight (preferably 10-90% by weight, more preferably 25-75% by weight, even more preferably 40-60% by weight, most preferably 45-55% by weight) of linear C8 alkyl polyglucosides, based on the weight of the blend. 10 It contains alkyl polyglucosides.

[0027] Preferably, the alkyl polyglycoside mixture of the present invention contains 5 to 50% by weight (preferably 5 to 40% by weight, more preferably 7.5 to 35% by weight, most preferably 10 to 33% by weight) of formula B [wherein R 2 is a C2 alkyl group, and R 3 The mixture of alkyl polyglycosides of the present invention comprises a branched alkyl polysaccharide of formula B [wherein R is a linear or branched C4 alkyl group (preferably a linear C4 alkyl group), g is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), and S is a monosaccharide having 5 carbon atoms (preferably ribulose, xylulose, ribose, arabinose, xylose, lyxose and mixtures thereof, more preferably arabinose, xylose and mixtures thereof, most preferably xylose). More preferably, the mixture of alkyl polyglycosides of the present invention comprises 5 to 50% by weight (preferably 5 to 40% by weight, more preferably 7.5 to 35% by weight, most preferably 10 to 33% by weight) of formula B [wherein R is a linear or branched C4 alkyl group (preferably a linear C4 alkyl group), g is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), based on the weight of the mixture of alkyl polyglycosides. 2 is a C2 alkyl group, and R 3The mixture of alkyl polyglycosides of the present invention comprises a branched alkyl polysaccharide of formula B [wherein R is a linear or branched C4 alkyl group (preferably a linear C4 alkyl group), g is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), and S is a monosaccharide having 5 carbon atoms (preferably ribulose, xylulose, ribose, arabinose, xylose, lyxose and mixtures thereof, more preferably arabinose, xylose and mixtures thereof, most preferably xylose). Most preferably, the mixture of alkyl polyglycosides of the present invention comprises 5 to 50% by weight (preferably 5 to 40% by weight, more preferably 7.5 to 35% by weight, most preferably 10 to 33% by weight) of formula B [wherein R is a linear or branched C4 alkyl group (preferably a linear C4 alkyl group), g is 1 to 5 on average (preferably 1 to 3, more preferably 1 to 2, most preferably 1.1 to 2), based on the weight of the mixture of alkyl polyglycosides. 2 is a C2 alkyl group, and R 3 The branched alkyl polysaccharide of formula B comprises a branched alkyl polysaccharide of formula B in an amount of more than 90% by weight (preferably 92-100% by weight, more preferably 95-100% by weight, even more preferably 98-100% by weight, most preferably 99-100% by weight) of the branched alkyl polysaccharide of formula B, where S is xylose.

[0028] Preferably, the aqueous cleaning composition of the present invention comprises water (preferably 25 to 99.9% by weight (more preferably 50 to 99.5% by weight, even more preferably 60 to 99.25% by weight, most preferably 65 to 99% by weight) of water based on the weight of the aqueous cleaning composition) and a mixture of alkyl polyglycosides of the present invention (preferably 0.1 to 15% by weight (more preferably 0.5 to 10% by weight, even more preferably 0.75 to 7.5% by weight, most preferably 1 to 7% by weight) of the mixture of alkyl polyglycosides based on the weight of the aqueous cleaning composition) (preferably the mixture of alkyl polyglycosides is water-soluble). More preferably, the aqueous cleaning composition of the present invention comprises water (preferably 25 to 99.9% by weight (more preferably 50 to 99.5% by weight, even more preferably 60 to 99.25% by weight, most preferably 65 to 99% by weight) of water based on the weight of the aqueous cleaning composition) and a mixture of alkyl polyglycosides of the present invention (preferably 0.1 to 15% by weight (more preferably 0.5 to 10% by weight, even more preferably 0.75 to 7.5% by weight, most preferably 1 to 7% by weight) of the mixture of alkyl polyglycosides based on the weight of the aqueous cleaning composition) (preferably the mixture of alkyl polyglycosides is water-soluble) and has one or more of the following conditions (i) to (v). (i) The alkyl polyglucoside mixture shall contain 90 to 100% by weight of all alkyl polyglucosides in the aqueous cleaning composition (preferably 95 to 100% by weight, more preferably 97.5 to 100% by weight, even more preferably 98 to 100% by weight, still more preferably 99 to 100% by weight, even more preferably 99.5 to 100% by weight, even more preferably 99.9 to 100% by weight, most preferably 100% by weight) of Formula III, based on the weight of the aqueous cleaning composition. (ii) The aqueous cleaning composition shall contain less than 0.05% by weight (preferably less than 0.01% by weight, more preferably less than 0.005% by weight, even more preferably less than 0.0005% by weight, even more preferably less than 0.0001% by weight, even more preferably less than 0.00001% by weight, most preferably less than the detection limit) of Formula III, based on the weight of the aqueous cleaning composition.

[0029] [ka] [In the formula, R 8 is, -(CH2) b It is CH(CH3)2 and R 9 is, -(CH2) b+2 CH(CH3)2, G 4 (iii) The aqueous cleaning composition contains a compound of formula V, which is a monosaccharide having 4 to 6 carbon atoms, where a is 1.1 to 4 and b is 0 to 3. R 14 CO2-(AO) h -R 15 (V) [In the formula, R 14 is a linear or branched saturated or unsaturated alkyl group containing 5 to 21 carbon atoms, and AO is C 2~4 It is an alkylene oxide unit, where h is 1 to 30, and R 15 (iv) The aqueous cleaning composition contains a fatty acid alkyl ester alkoxylate of which is a linear or branched alkyl group containing 1 to 6 carbon atoms. 12~23 Alkyl-(O)O- moiety and / or fatty acid ester C 6~10The composition comprises an alkyl polyglycoside containing an alkyl-(O)O- moiety. and / or (v) provided that if the aqueous cleaning composition contains both an anionic surfactant and a nonionic surfactant, the weight ratio of the anionic surfactant to the nonionic surfactant in the aqueous cleaning composition is greater than 1:1 (preferably greater than 2:1, more preferably greater than 2.5:1), and the mixture of alkyl polyglycosides is not considered a nonionic surfactant when the purpose is to calculate the weight ratio of anionic surfactant to nonionic surfactant (i.e., the anionic cleaning surfactant is dominant over any nonionic surfactant present except the mixture of alkyl polyglycosides) (i.e., the mixture of alkyl polyglycosides is not considered a nonionic surfactant when the purpose is to calculate the weight ratio of anionic surfactant to nonionic surfactant).

[0030] Preferably, the aqueous cleaning composition of the present invention contains 25 to 99.9% by weight (preferably 50 to 99.5% by weight, more preferably 60 to 99.25% by weight, most preferably 65 to 99% by weight) of water based on the weight of the aqueous cleaning composition. More preferably, the aqueous cleaning composition of the present invention contains 25 to 99.9% by weight (preferably 50 to 99.5% by weight, more preferably 60 to 99.25% by weight, most preferably 65 to 99% by weight) of water based on the weight of the aqueous cleaning composition, and the water includes at least one of distilled water, deionized water, and industrial soft water.

[0031] Preferably, the aqueous cleaning composition of the present invention further comprises additives. Preferably, the aqueous cleaning composition of the present invention further comprises additives, which are selected from the group consisting of cleaning surfactants (other than mixtures of alkyl polyglycosides of the present invention), dispersant polymers, salts (e.g., sodium chloride, magnesium sulfate), builders, enzymes, corrosion inhibitors, acids, bases (e.g., sodium hydroxide), bleaching agents, abrasives, antimicrobial agents (e.g., phenoxyethanol), chelating agents, pH adjusters, buffering agents, dyes, fragrances, hydrotropes, organic solvents, rheology modifiers, sulfonated polymers, poly(alkylene oxide) polymers, and mixtures thereof.

[0032] Preferably, the aqueous cleaning composition of the present invention further optionally comprises a cleaning surfactant other than the alkyl polyglycoside mixture of the present invention, the cleaning surfactant being selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, zwitterionic surfactants, amphoteric surfactants, and mixtures thereof, other than the alkyl polyglycoside mixture. Preferably, the aqueous cleaning composition of the present invention comprises 0.01 to 35% by weight (preferably 0.1 to 20% by weight, more preferably 1 to 15% by weight, most preferably 5 to 12% by weight) of a cleaning surfactant other than the alkyl polyglycoside mixture of the present invention, based on the weight of the aqueous cleaning composition, the cleaning surfactant being selected from the group consisting of nonionic surfactants, anionic surfactants, cationic surfactants, zwitterionic surfactants, amphoteric surfactants, and mixtures thereof, other than the alkyl polyglycoside mixture. More preferably, the aqueous cleaning composition of the present invention contains 0.01 to 35% by weight (preferably 0.1 to 20% by weight, more preferably 1 to 15% by weight, most preferably 5 to 12% by weight) of cleaning surfactants other than the mixture of alkyl polyglycosides of the present invention, based on the weight of the aqueous cleaning composition, and the cleaning surfactants include anionic surfactants. Most preferably, the aqueous cleaning composition of the present invention contains 0.01 to 35% by weight (preferably 0.1 to 20% by weight, more preferably 1 to 15% by weight, most preferably 5 to 12% by weight) of cleaning surfactants other than the mixture of alkyl polyglycosides of the present invention, based on the weight of the aqueous cleaning composition, and the cleaning surfactants include a mixture of anionic surfactants.

[0033] Preferably, the anionic surfactant is selected from the group consisting of alkyl sulfonic acid, alkyl sulfate, alkyl sulfonate, alkylbenzene sulfonic acid, alkylbenzene sulfate, alkylbenzene sulfonate, alkyl ether sulfonic acid, alkyl ether sulfate, alkyl ether sulfonate, paraffin sulfonic acid, paraffin sulfate, paraffin sulfonate, olefin sulfonic acid, olefin sulfate, olefin sulfonate, alpha-sulfocarboxylate, esters of alpha-sulfocarboxylate, alkyl glyceryl ether sulfonic acid, alkyl glyceryl ether sulfate, alkyl glyceryl ether sulfonate, fatty acid sulfate, fatty acid sulfonate, fatty acid ester sulfonate, alkylphenol polyethoxyether sulfate, 2-acrylooxyalkane-1-sulfonic acid, 2-acrylooxyalkane-1-sulfonate, beta-alkyloxyalkane sulfonic acid, beta-alkyloxyalkane sulfonate, salts thereof, and mixtures thereof. More preferably, the anionic surfactant is C 8~20 Alkylbenzenesulfonic acid, C 8~20 Alkylbenzene sulfate, C 8~20 Alkylbenzenesulfonate, C 8~20 Alkyl ether sulfonic acid, C 8~20 Alkyl ether sulfate, C 8~20 The surfactant is selected from the group consisting of alkyl ether sulfonates, paraffin sulfonic acid, paraffin sulfate, paraffin sulfonate, alpha-olefin sulfonic acid, alpha-olefin sulfate, alpha-olefin sulfonate, fatty acid sulfonates, fatty acid ester sulfonates, salts thereof, and mixtures thereof. More preferably, the anionic surfactant is C 11~13 Alkylbenzenesulfonic acid, C 11~13 Alkylbenzenesulfonate, C 11~13 Alkyl polyethoxysulfonic acid, C 11~13 Alkyl polyethoxysulfate, C 11~13The group consisting of alkyl polyethoxysulfonates, salts thereof, and mixtures thereof is selected. More preferably, the anionic surfactant is C 10~16 Alkylbenzenesulfonic acid, C 10~16 Alkylbenzenesulfonate, C 10~16 Alkyl polyethoxysulfonic acid, C 10~16 Alkyl polyethoxysulfate, C 10~16 The surfactant is selected from the group consisting of alkyl polyethoxysulfonates, their salts, and mixtures thereof. Most preferably, the anionic surfactant is sodium lauryl ether sulfate (SLES) and C 10~16 It contains (preferably) a mixture with alkylbenzenesulfonic acid or a salt thereof.

[0034] Preferably, the amphoteric surfactant is selected from the group consisting of betaine, amine oxide, alkylamide alkylamine, alkyl-substituted amine oxide, acylated amino acid, derivatives of aliphatic quaternary ammonium compounds, and mixtures thereof. More preferably, the amphoteric surfactant includes betaine. Most preferably, the amphoteric surfactant is cocamidopropyl betaine.

[0035] Examples of nonionic surfactants other than the alkyl polyglycoside mixture of the present invention include alkoxylates, polyglycol ethers, fatty alcohol polyglycol ethers, alkylphenol polyglycol ethers, terminally capped polyglycol ethers, mixed ethers, hydroxy mixed ethers, fatty acid polyglycol esters, and mixtures thereof.

[0036] Preferably, the aqueous cleaning composition of the present invention optionally further comprises an organic solvent. More preferably, the aqueous cleaning composition of the present invention optionally further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition. Preferably, the aqueous cleaning composition of the present invention optionally further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition, wherein the organic solvent is miscible with water. More preferably, the aqueous cleaning composition of the present invention optionally further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition, wherein the organic solvent is an aliphatic alcohol (e.g., C 1~6 Alkanol, C 1~6Selected from the group consisting of alkyldiols), monoalkylene glycol ethers (e.g., ethylene glycol propyl ether, ethylene glycol n-butyl ether, ethylene glycol t-butyl ether, propylene glycol propyl ether, propylene glycol n-butyl ether, propylene glycol t-butyl ether, propylene glycol methyl ether acetate, propylene glycol diacetate), polyalkylene glycol ethers (e.g., diethylene glycol ethyl ether, diethylene glycol propyl ether, diethylene glycol n-butyl ether, diethylene glycol t-butyl ether, diethylene glycol hexyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol propyl ether, dipropylene glycol n-butyl ether, dipropylene glycol t-butyl ether, dipropylene glycol phenyl ether, dipropylene glycol methyl ether acetate, tripropylene glycol methyl ether, tripropylene glycol ethyl ether, tripropylene glycol propyl ether, tripropylene glycol n-butyl ether, tripropylene glycol t-butyl ether), and mixtures thereof. More preferably, the aqueous cleaning composition of the present invention further optionally comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition, the organic solvent being selected from the group consisting of isopropanol, ethanol, 2-(2-butoxyethoxy)ethanol, ethylene glycol butyl ether, propylene glycol methyl ether, propylene glycol propyl ether, propylene glycol t-butyl ether, dipropylene glycol methyl ether, dipropylene glycol propyl ether, dipropylene glycol n-butyl ether, and mixtures thereof.More preferably, the aqueous cleaning composition of the present invention further comprises, optionally, 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition, wherein the organic solvent is ethanol. Most preferably, the aqueous cleaning composition of the present invention further comprises, optionally, 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of an organic solvent based on the weight of the aqueous cleaning composition, wherein the organic solvent is ethanol.

[0037] Preferably, the aqueous cleaning composition of the present invention further comprises a dispersant polymer. More preferably, the aqueous cleaning composition of the present invention further comprises 0.01 to 2% by weight (preferably 0.05 to 1.5% by weight, more preferably 0.075 to 1% by weight, most preferably 0.1 to 0.75% by weight) of a dispersant polymer based on the weight of the aqueous cleaning composition. Most preferably, the aqueous cleaning composition of the present invention further comprises 0.01 to 2% by weight (preferably 0.05 to 1.5% by weight, more preferably 0.075 to 1% by weight, most preferably 0.1 to 0.75% by weight) of a dispersant polymer based on the weight of the aqueous cleaning composition, wherein the dispersant polymer is a polyacrylic acid homopolymer. Preferably, the polyacrylic acid homopolymer has a molecular weight of 1,000 to 7,500 daltons (preferably 1,500 daltons or more, more preferably 2,000 daltons or more, even more preferably 3,000 daltons or more, most preferably 4,000 daltons or more, preferably 7,500 daltons or less, more preferably 7,000 daltons or less, even more preferably 6,000 daltons or less, and most preferably 5,000 daltons or less).

[0038] Preferably, the aqueous cleaning composition of the present invention further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of hydrotrope, based on the weight of the aqueous cleaning composition. More preferably, the aqueous cleaning composition of the present invention further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of hydrotrope, based on the weight of the aqueous cleaning composition, wherein the hydrotrope is selected from the group consisting of urea; tosylate; calcium, sodium, potassium, ammonium, and alkanolammonium salts of (i) xylene sulfonic acid, (ii) toluene sulfonic acid, (iii) ethylbenzene sulfonic acid, and (iv) cumene sulfonic acid; and mixtures thereof. More preferably, the aqueous cleaning composition of the present invention further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of hydrotrope based on the weight of the aqueous cleaning composition, wherein the hydrotrope is selected from the group consisting of sodium toluenesulfonate, potassium toluenesulfonate, sodium xylenesulfonate, ammonium xylenesulfonate, potassium xylenesulfonate, calcium xylenesulfonate, sodium cumenesulfonate, ammonium cumenesulfonate, and mixtures thereof. More preferably, the aqueous cleaning composition of the present invention further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of hydrotrope based on the weight of the aqueous cleaning composition, wherein the hydrotrope comprises sodium xylenesulfonate. Most preferably, the aqueous cleaning composition of the present invention further comprises 0 to 10% by weight (preferably 0.1 to 10% by weight, more preferably 0.5 to 7.5% by weight, most preferably 1 to 5% by weight) of hydrotrope based on the weight of the aqueous cleaning composition, wherein the hydrotrope is sodium xylene sulfonate.

[0039] Preferably, the aqueous cleaning composition of the present invention is selected from the group consisting of hard surface cleaning compounds and dishwashing liquids. More preferably, the aqueous cleaning composition of the present invention is a hard surface cleaning compound.

[0040] Preferably, the method for cleaning a hard surface of the present invention comprises preparing a dirty hard surface (preferably selected from the group consisting of countertops, work surfaces, ceramic surfaces, laminate surfaces, porcelain surfaces, tile surfaces, glass surfaces, metal surfaces, and wood surfaces (preferably the dirty hard surface is a non-porous surface, and more preferably the dirty hard surface is a dirty tile)) (preferably the dirty hard surface is soiled with at least one of oily or greasy stains), wetting the dirty hard surface with the aqueous cleaning composition of the present invention, and wiping the wet dirty hard surface (preferably with means selected from the group consisting of a cloth, towel, wipe, brush, mop, wiper, squeegee, sponge, or a combination thereof) to obtain a cleaned hard surface.

[0041] Herein, several embodiments of the present invention will be described in detail in the following examples.

[0042] Synthesized S1-S3: alkyl polyglycoside A round-bottom reactor was placed in an aluminum heating block, and a 25 mL Dean-Stark trap (containing 15 mL of hexane) and a magnetic stirring rod were attached. The sugars and n-butanol listed in Table 1 were added to the reactor. The reactor contents were then vigorously stirred under a nitrogen blanket (bubbler). Para-toluenesulfonic acid monohydrate (1 mol%) was added to the stirring reactor contents, and the aluminum heating block was heated to temperature T 1The temperature was set to (as shown in Table 1) and maintained at that temperature for approximately 2-3 hours until the rate of increase in water volume decreased to 0. Next, the reactor contents were cooled to ambient temperature while continuing to stir. Then, alcohol B (molar equivalent of B) was added to the reactor contents as shown in Table 1. Next, the Dean-Stark trap was replaced with a distillation head and condenser flask. Next, the aluminum heating block was set to temperature T 2 The reactor contents were vacuum distilled using the settings described in Table 1, with the condenser flask placed in an ice bath. The vacuum was periodically adjusted to a flow rate of 1-2 drops / second. The vacuum was maintained for 2-4 hours. Then the distillation was stopped. The distillation apparatus was returned to a nitrogen atmosphere, and the stirred contents of the reactor were cooled to ambient temperature. A sodium hydroxide solution was added to the stirred reactor contents as described in Table 1. After vigorous stirring, the pH was measured (on pH paper) to ensure that the reactor contents were basic. A sample of the reactor contents was diluted with hexane and purified by automated column chromatography. The alcohol was eluted from 100% hexane to a mobile phase concentration of 20 / 80 ethyl acetate / hexane. The solvent mixture was then gradientd to 100% ethyl acetate over two column volumes. The solvent system was then changed to ethyl acetate-methanol, and the solvent ratio was gradientd from 60-100% methanol over 1-6 column volumes, during which the product was eluted as a mixture of monosaccharides and polysaccharides. The solvent was removed under reduced pressure to obtain the final product.

[0043] [Table 1] Comparative Examples CF1-CF17 and Examples F1-F8: Cleaning Compositions

[0044] As shown in Table 2, aqueous cleaning compositions containing 5% by weight of alkyl polyglycoside or alkyl polyglycoside mixture in water were prepared in each of the Comparative Examples CF1 to CF4 and Examples F1 to F3.

[0045] As shown in Table 3, aqueous cleaning compositions containing an alkyl polyglycoside mixture at a concentration of 1% by weight in water were prepared in each of the Comparative Examples CF5 to CF17 and Examples F4 to F8. Turbidity

[0046] The turbidity of aqueous cleaning compositions prepared according to Comparative Examples CF1-CF17 and Examples F1-F8 was measured at 20°C using a turbidimeter. The instrument was calibrated according to the instructions included with the apparatus. The results of the turbidity measurements are shown in Tables 2-3. Aqueous cleaning compositions with a measured turbidity of less than 15 turbidimetric turbidity units (NTU) are described as transparent, while those with a turbidity greater than 15 NTU are described as turbid.

[0047] [Table 2]

[0048] [Table 3] Cleaning performance

[0049] The cleaning performance of aqueous hard surface cleaning formulations prepared according to Comparative Examples CF1-CF4 and Examples F1-F3 was determined using the following procedure. Tiles (Premium Excelon Feature Tile & Strip, Chalk II 56830 / L597A, available from Armstrong Flooring) were contaminated with 500 μL of naphtha and carbon black-based contaminants. The contaminants were prepared by mixing 61.04 wt% Naptha 60 / 110, 27.6 wt% Vognis Myritol 318, 8.2 wt% soybean oil, and 3.18 wt% Mogyul L carbon black in a beaker using a stirrer until all the carbon black was suspended. The contaminants were then applied to the center of the tile and spread using a sponge applicator with 20 up-and-down motions while holding the tile at an angle of 45-90° to the ground. The tiles were then left overnight to dry. Next, the tile was placed in a device for holding a non-porous substrate, having a removable well insert with 24 openings, as described in U.S. Patent Application Publication No. 20100083778, the entire disclosure of which is incorporated herein by reference. 400 μL of aqueous hard surface cleaning formulation was filled into each opening and covered with 3 mm needle-punched carpet purchased from The Felt Store Inc. (West Seneca, NY) attached to a 12.7 g cone weight. The plate and tile were mechanically moved back and forth laterally relative to each other to rub the surface of the tile for 5 minutes. The plate was then removed and the surface of the tile was rinsed with deionized water. The rubbed surface of the tile was then analyzed using an EPSON Perfection V500 Photo Scanner and ImageJ software to extract the gray value of each well on the rubbed tile for each formulation. The gray value of each rubbed tile area was then compared to the gray values ​​measured for the original tile before soiling and the soiled area of ​​the tile before cleaning. Please note that a value of 0% corresponds to the gray value of the soiled area before cleaning, and a value of 100% corresponds to the gray value of the original tile before soiling. The results are shown in Table 4.

[0050] Table 4

Claims

1. Formula A R 1 -O-(G) n H (A) [In the formula, R 1 is linear C 6~15 A linear alkyl polyglucoside in which [an alkyl group, n is on average 1 to 5, and G is the monosaccharide glucose] Formula B 【Chemistry 1】 [In the formula, R 2 C 2 It is an alkyl group, R 3 C is linear or branched 4 A mixture of alkyl polyglycosides comprising a branched alkyl polysaccharide [where g is an alkyl group, g is an average of 1 to 5, and S is a monosaccharide having 5 carbon atoms], However, in at least a part of the linear alkyl polyglucoside of the formula A, R 1 is a linear C 9~15 alkyl group, However, the mixture of alkyl polyglycosides shall contain less than 3% by weight of formula IV based on the weight of the mixture of alkyl polyglycosides. 【Chemistry 2】 [In the formula, R 12 is, -(CH 2 ) p CH 3 And R 13 is, -(CH 2 ) p+1 CH (CH 3 ) 2 G 6 A mixture of alkyl polyglycosides containing a compound [where is a monosaccharide having 4 to 6 carbon atoms, f is 1.1 to 10, and p is 1 to 4].

2. The alkyl polyglycoside mixture according to claim 1, comprising 5 to 50% by weight of the branched alkyl polysaccharide of formula B, based on the weight of the alkyl polyglycoside mixture.

3. An aqueous cleaning composition comprising water and a mixture of alkyl polyglycosides according to claim 1.

4. The aqueous cleaning composition according to claim 3, wherein the mixture of alkyl polyglucosides comprises 90 to 100% by weight of the alkyl polyglucosides present in the aqueous cleaning composition, based on the weight of the aqueous cleaning composition.

5. The aqueous cleaning composition according to claim 4, wherein the mixture of alkyl polyglycosides contains 5 to 50% by weight of the branched alkyl polysaccharide of formula B, based on the weight of the mixture of alkyl polyglycosides.

6. The aqueous cleaning composition according to claim 5, further comprising a component selected from the group consisting of cleaning surfactants other than the alkyl polyglycoside mixture, dispersant polymers, salts, builders, enzymes, corrosion inhibitors, acids, bases, bleaching agents, abrasives, antimicrobial agents, chelating agents, pH adjusters, buffering agents, dyes, fragrances, hydrotropes, organic solvents, rheology modifiers, sulfonated polymers, poly(alkylene oxide) polymers, and mixtures thereof.

7. The aqueous cleaning composition according to claim 6, further comprising a cleaning surfactant other than the mixture of alkyl polyglycosides, wherein the cleaning surfactant is selected from anionic surfactants, nonionic surfactants other than the mixture of alkyl polyglycosides, cationic surfactants, zwitterionic surfactants, and mixtures thereof.

8. The aqueous cleaning composition according to claim 7, further comprising an organic solvent.

9. The aqueous cleaning composition according to claim 8, further comprising hydrotrope.

10. A method for cleaning hard surfaces, Prepare a dirty hard surface, Wetting the soiled hard surface using the aqueous cleaning composition described in claim 9, A method comprising wiping away the aforementioned moistened, dirty hard surface to obtain a cleaned hard surface.