WO2025167883A1 - Combinaison comprenant un alkylpolyglycoside et un activateur de couche lipidique ayant une aptitude au traitement améliorée - Google Patents

Combinaison comprenant un alkylpolyglycoside et un activateur de couche lipidique ayant une aptitude au traitement améliorée

Info

Publication number
WO2025167883A1
WO2025167883A1 PCT/CN2025/075739 CN2025075739W WO2025167883A1 WO 2025167883 A1 WO2025167883 A1 WO 2025167883A1 CN 2025075739 W CN2025075739 W CN 2025075739W WO 2025167883 A1 WO2025167883 A1 WO 2025167883A1
Authority
WO
WIPO (PCT)
Prior art keywords
combination
alkyl polyglycoside
formulation
lipid layer
defined according
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/CN2025/075739
Other languages
English (en)
Inventor
Hsin I PENG
Fei Mo SHI
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF China Co Ltd
BASF SE
Original Assignee
BASF China Co Ltd
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF China Co Ltd, BASF SE filed Critical BASF China Co Ltd
Publication of WO2025167883A1 publication Critical patent/WO2025167883A1/fr
Pending legal-status Critical Current
Anticipated expiration legal-status Critical

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/825—Mixtures of compounds all of which are non-ionic
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2006—Monohydric alcohols
    • C11D3/201—Monohydric alcohols linear
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16—Organic compounds
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2003—Alcohols; Phenols
    • C11D3/2041—Dihydric alcohols
    • C11D3/2044—Dihydric alcohols linear
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/662—Carbohydrates or derivatives
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/667—Neutral esters, e.g. sorbitan esters
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D2111/00—Cleaning compositions characterised by the objects to be cleaned; Cleaning compositions characterised by non-standard cleaning or washing processes
    • C11D2111/10—Objects to be cleaned
    • C11D2111/14—Hard surfaces

Definitions

  • the present invention relates to a combination of alkyl polyglycoside and a lipid layer enhancer which is selected from the group consisting of esters of fatty acids of chain length C 8 -C 24 , and at least one aliphatic mono-or dihydric alcohol having 2 to 6 carbon atoms.
  • the present invention also relates to use of this combination in a liquid detergent composition.
  • Sugar surfactants for example, alkyl polyglycosides are distinguished by excellent detergent properties and high ecotoxicological compatibility. For this reason, these classes of nonionic surfactants are acquiring increasing significance. They are generally used in personal care formulation, liquid and powder detergent formulations, for example, laundry and dishwashing detergents and hair shampoos.
  • Lipid layer enhancer compounds are usually applied to the skin and/or hair in a rinse-off formulation for conditioning effect.
  • EP 0776658 disclosed a mixture of the sebum-lipid glycerylmonooleate with mild alkyl polyglycosides. The mixture combines the moisturizing properties of the lipid layer enhancer with the mildness of the biobased surfactant.
  • the product can be simply formulated in the surfactant bases with cold process and also provides certain thickening benefits and conditioning benefit.
  • the viscosity of the blend is not stable but goes higher during storage or under a temperature higher than room temperature. This will lead longer dispersing time during formulation.
  • Reason behind might be due to insufficient dispersibility of glyceryl fatty acid ester in presence of alkyl polyglycoside as the blend of alkyl polyglycoside and glycerol fatty acid ester forms an emulsion in lamellar phase, and becomes instable due to fusion of emulsion, in particular with extended storage time or higher storage temperature.
  • the surprising discovery has been made by the present invention, that the combination comprising an alkyl polyglycoside, at least one lipid layer enhancer and at least one aliphatic mono-or dihydric alcohol having 2 to 6 carbon atoms, can solve the before mentioned difficulties.
  • alkyl polyglycoside characterized by the formula:
  • the present invention provides a combination for use in preparing a liquid detergent formulation with improved processability.
  • the liquid detergent formulation is preferably a liquid laundry detergent formulation or a liquid dishwashing detergent formulation.
  • the present invention provides a method for preparing a liquid detergent formulation, comprising one step of adding the combination as defined in the present invention into the formulation, Such method comprises mixing the inventive combination at any point in time during the preparation of the final/finished composition, i.e. at the very start as first addition, or at the end as the very last addition, and/or any time in between.
  • the inventors have now discovered that the combination of the present invention has improved stability and stable viscosity, even at a high temperature or at room temperature after a long storage time, and can demonstrate significantly improved flowability and desirable processability. Thus, makes it possible to achieve the objective as outlined above.
  • the present invention is related to a combination, comprising an alkyl polyglycoside, at least one lipid layer enhancer which is selected from the group consisting of esters of fatty acids of chain length C 8 -C 24 , preferably glycerol ester of C 12 -C 22 fatty acid, and at least one aliphatic mono-or dihydric alcohol having 2 to 6 carbon atoms:
  • x is from 1 to 3, preferably from 1.1 to about 2.7, more preferably from 1.2 to 2;
  • the lipid layer enhancer is saturated or unsaturated C 8 -C 24 fatty acid ester of glycerol, preferably saturated or unsaturated C 12 -C 22 fatty acid ester of glycerol. And more preferably, the lipid layer enhancer is unsaturated C 12 -C 22 fatty acid ester of glycerol, Still more preferably, the lipid layer enhancer is unsaturated C 16 –C 18 fatty acid ester of glycerol.
  • n is an integer from 8 to 18, preferably from 8 to 16,
  • x is from 1 to 3, preferably from 1.1 to about 2.7, more preferably from 1.2 to 2, still more preferably 1.2 to 1.8,
  • aliphatic mono-or dihydric alcohol is selected from the group consisting of ethanol, propanol, isopropanol, propylene glycol, 1, 2-propanediol, butanol, 1, 4-butanediol, 1, 3-butanediol, 2, 3-butanediol, 1-pentanol, and pentane diol, more preferably propylene glycol or isopropanol, still more preferably propylene glycol.
  • the present invention is related to a combination, comprising an alkyl polyglycoside, at least one lipid layer enhancer which is selected from the group consisting of esters of fatty acids of chain length C 8 -C 24 , preferably glycerol ester of C 12 -C 22 fatty acid, and at least one aliphatic mono-or dihydric alcohol having 2 to 6 carbon atoms:
  • n is an integer from 8 to 18, preferably from 8 to 16,
  • alkyl polyglucoside particularly, the most preference is given to alkyl polyglucoside
  • the lipid layer enhancer is saturated or unsaturated C 8 -C 24 fatty acid ester of glycerol, preferably saturated or unsaturated C 12 -C 22 fatty acid ester of glycerol. And more preferably, the lipid layer enhancer is unsaturated C 12 -C 22 fatty acid ester of glycerol, Still more preferably, the lipid layer enhancer is ester of glycerol of unsaturated C 16 –C 18 fatty acid; particularly, the most preference is given to glycerol monooleate;
  • the combination comprises the alkyl polyglycoside having an alkyl group of 8 to 16 carbon atoms, which is present in a range of 15 %to about 60%, preferably 15%to 50%, still preferably 20%to 45%by weight of the total weight of the combination;
  • the combination of the present invention comprises the lipid layer enhancer which is present in a range of 10%to 35%, preferably 15%to 30%, more preferably 18%to 30%by weight of the total weight of the combination;
  • n is an integer from 8 to 18, preferably from 8 to 16,
  • x is from 1 to 3, preferably from 1.1 to about 2.7, more preferably from 1.2 to 2, still more preferably 1.2 to 1.8,
  • alkyl polyglucoside particularly, the most preference is given to alkyl polyglucoside
  • aliphatic mono-or dihydric alcohol is selected from the group consisting of ethanol, propanol, isopropanol, propylene glycol, 1, 2-propanediol, butanol, 1, 4-butanediol, 1, 3-butanediol, 2, 3-butanediol, 1-pentanol, and pentane diol; more preferably propylene glycol or isopropanol, still more preferably propylene glycol;
  • the combination comprises the alkyl polyglycoside having an alkyl group of 8 to 16 carbon atoms, which is present in a range of 15%to about 60%, preferably 15%to 50%, still preferably 20%to 45%by weight of the total weight of the combination;
  • the combination of the present invention comprises the lipid layer enhancer which is present in a range of 10%to 35%, preferably 15%to 30%, more preferably 18%to 30%by weight of the total weight of the combination;
  • the combination of the present invention comprises the aliphatic mono-or dihydric alcohol is present in a range of 2%to 17%, preferably 3%to 15%, more preferably 4%to 14%, most preferably 4%to 12.5%by weight of the total weight of the combination;
  • the combination comprises the alkyl polyglycoside which is a mixture of C 8 -C 10 alkyl polyglycoside and C 10 -C 16 alkyl polyglycoside.
  • the composition comprises the mixture of C 8 -C 10 alkyl polyglycoside and C 10 -C 16 alkyl polyglycoside in a weight ratio of 1/10 to 10/1, preferably 1/5 to 5/1, more preferably 1/2 to 2/1.
  • the combination of the present invention may be used in cleansing compositions such as laundry detergent compositions and industrial and institutional cleansing compositions, fabric and home care compositions, oil field-formulations such as crude oil emulsion breaker, inks, electro plating compositions, cementitious compositions, lacquers or paints, and agrochemical formulations, preferably in laundry detergent compositions, and in fabric and home care compositions.
  • cleansing compositions such as laundry detergent compositions and industrial and institutional cleansing compositions, fabric and home care compositions, oil field-formulations such as crude oil emulsion breaker, inks, electro plating compositions, cementitious compositions, lacquers or paints, and agrochemical formulations, preferably in laundry detergent compositions, and in fabric and home care compositions.
  • the combination of the present invention is suitable for use in a wide range of cleansing products. It is particularly suited to use in liquid laundry detergents and liquid dishwashing detergents.
  • the composition will be mixed with one or more components to form the final/finished composition; such mixing may occur at any point in time during the preparation of the final/finished composition, i.e., at the very start as first addition, or at the end as the very last addition, and any time in between.
  • fabric and home care compositions includes for example fabric softening compositions, fabric enhancing compositions, fabric freshening compositions, laundry prewash, laundry pretreat, laundry additives, spray products, dry cleansing compositions, laundry additives, laundry rinse additives, wash additives, post-rinse fabric treatment compositions, ironing aids, dish washing compositions, hard surface cleansing compositions, unit dose formulations, delayed delivery formulations, detergents contained on or in a porous substrate or nonwoven sheet, light-duty and heavy-duty liquid detergent compositions, bleaching compositions.
  • the present invention also provides a method for preparing a liquid detergent formulation, comprising a step of adding the combination of the present invention into the formulation, at the start or after the end or at any point during the preparation of the formulation, wherein the liquid detergent formulation is a liquid detergent formulation or a liquid dishwashing formulation.
  • anionic surfactant A wide range of anionic surfactant is useful in the invention.
  • Useful anionic surfactants include alkyl aryl sulfonates, alkyl sulfonates, alkyl sulfates, alkyl ether sulfates, alkyl phosphates, amine oxides, isethionates, C 8 -C 30 fatty acid soaps, taurines, betaines, sulfobetaines, and mixtures thereof.
  • sulfated alkoxylated C 8 -C 22 -alcohols (alkyl ether sulfates) : compounds of this type are prepared, for example, by first alkoxylating a C 8 -C 22 -alcohol, preferably a C 10 -C 18 -alcohol, for example a fatty alcohol, and then sulfating the alkoxylation product.
  • a C 8 -C 22 -alcohol preferably a C 10 -C 18 -alcohol, for example a fatty alcohol
  • LAS linear C 8 -C 20 -alkylbenzenesulfonates
  • LAS linear C 9 -C 13 -alkylbenzenesulfonates and -alkyltoluenesulfonates.
  • N-acyl sarcosinates sulfosuccinates (mono-or diesters of sulfosuccinic acid) and alkyl succinates.
  • organic phosphate esters especially mixtures of mono-and diester phosphates of hydroxyl-terminated alkoxide condensates and salts thereof. These include polyoxalkylated alkylarylphosphate esters, for example based on alkoxylated C 8 -C 22 -alcohols or alkoxylated phenol derivatives. soaps such as the sodium and potassium salts of C 8 -C 24 -carboxylic acids.
  • the anionic surfactants are added to the detergent preferably in the form of salts.
  • Suitable salts are, for example, alkali metal salts such as sodium, potassium and lithium salts, and ammonium salts such as hydroxyethylammonium, di (hydroxyethyl) ammonium and tri (hydroxyethyl) ammonium salts.
  • nonionic surfactant is useful in the invention (In addition to the alkyl polyglycoside in the combination of the present invention) .
  • the nonionic surfactants will, in general, be polyoxyalkylene compounds, i.e., the product of reaction of alkylene oxides such as ethylene oxide or propylene oxide or mixtures thereof, with starter molecules that contain active hydrogen atoms that are reactive with the alkylene oxide.
  • starter molecules include alcohols, amines, carboxylic acids, amides, and mercaptans. Where the starter molecule is an alcohol, the reaction product is known as an alcohol alkoxylate.
  • the polyoxyalkylene compounds can have a variety of block and heteric structures.
  • Such surfactants are known to those of skill in the art under various designations. For example, it may be referred to as a 7 mole ethoxylate of a C 12-15 alcohol, or a 7 ethylene oxide adduct, or a C 12 -C 15 alcohol 7 mole ethoxylate, or a 7 EO adduct of a C 12 -C 15 alcohol. All such naming conventions are used interchangeably in the art as well as here.
  • Example of suitable amphoteric surfactants are 3- (alkylamino) propionates, (alkylamino) acetates, 3- (dialkylamino) propionates and (dialkylamino) acetates, where preferably at least one alkyl group comprises from 8 to 18 carbon atoms.
  • the detergent compositions of the present invention may also contain one or more conventional additives found in liquid laundry detergents or other aqueous detergent compositions.
  • additives are known to those of skill in the art, and include, for example: anti-redeposition agents; bleaches; builders such as sodium sulfate or sodium carbonate; buffers such as borax; defoamers; enzymes; brighteners; enzyme stabilizers; solvents such as ethanol or glycerol; hydrotropes such as sodium xylene sulfonate; preservatives; softening agents such as quarternary ammonium salts; formulation aids such as sorbitol; fragrances; dyes; and colorants.
  • anti-redeposition agents include, for example: anti-redeposition agents; bleaches; builders such as sodium sulfate or sodium carbonate; buffers such as borax; defoamers; enzymes; brighteners; enzyme stabilizers; solvents such as ethanol or glycerol; hydrotrope
  • the liquid detergents may comprise the alkyl polyglycoside in an amount of 0.05%to 20%, or 0.1%to 15%by weight based on the total weight of the liquid detergents; the liquid detergents may comprise the fatty acid ester of glycerol in an amount of 0.2%to 2%by weight based on the total weight of the liquid detergents.
  • the present invention also relates to use of the composition of the present invention for preparing a liquid laundry detergent formulation or a liquid dishwashing detergent formulation.
  • Step 1 Designated amount of a short chain alcohol is added in 500 g of C 8 -C 16 alkyl polyglucoside under constant stirring at 25 rpm for 30 min at 60 °C.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)

Abstract

La présente invention concerne une combinaison comprenant un alkylpolyglycoside, un activateur de couche lipidique et un alcool aliphatique mono- ou dihydrique ayant de 2 à 6 atomes de carbone. La présente invention concerne en outre l'utilisation de la combinaison dans la préparation d'une formulation détergente liquide.
PCT/CN2025/075739 2024-02-06 2025-02-05 Combinaison comprenant un alkylpolyglycoside et un activateur de couche lipidique ayant une aptitude au traitement améliorée Pending WO2025167883A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
CNPCT/CN2024/076345 2024-02-06
CN2024076345 2024-02-06
EP24166837.5 2024-03-27
EP24166837 2024-03-27

Publications (1)

Publication Number Publication Date
WO2025167883A1 true WO2025167883A1 (fr) 2025-08-14

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CN2025/075739 Pending WO2025167883A1 (fr) 2024-02-06 2025-02-05 Combinaison comprenant un alkylpolyglycoside et un activateur de couche lipidique ayant une aptitude au traitement améliorée

Country Status (1)

Country Link
WO (1) WO2025167883A1 (fr)

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0232197A (ja) * 1988-07-20 1990-02-01 Kao Corp 硬質表面洗浄剤組成物
US5389282A (en) * 1991-04-24 1995-02-14 Kao Corporation Milky detergent composition for hard surfaces
US7618931B1 (en) * 2008-08-26 2009-11-17 The Clorox Company Natural heavy duty cleaners
CN102920616A (zh) * 2012-10-31 2013-02-13 天津郁美净集团有限公司 一种珠光型泡沫洁面膏及其制备方法
CN108531303A (zh) * 2017-08-23 2018-09-14 长沙普济生物科技股份有限公司 一种含有酰基氨基酸类表面活性剂的碳氢清洗剂及制备方法
CN114015517A (zh) * 2021-11-25 2022-02-08 北京玻名堂玻璃有限公司 一种博物馆展柜用低反射玻璃清洁剂及其制备方法
CN114231362B (zh) * 2021-12-29 2023-10-31 赞宇科技集团股份有限公司 一种抑菌洗衣凝珠及其制备方法

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0232197A (ja) * 1988-07-20 1990-02-01 Kao Corp 硬質表面洗浄剤組成物
US5389282A (en) * 1991-04-24 1995-02-14 Kao Corporation Milky detergent composition for hard surfaces
US7618931B1 (en) * 2008-08-26 2009-11-17 The Clorox Company Natural heavy duty cleaners
CN102920616A (zh) * 2012-10-31 2013-02-13 天津郁美净集团有限公司 一种珠光型泡沫洁面膏及其制备方法
CN108531303A (zh) * 2017-08-23 2018-09-14 长沙普济生物科技股份有限公司 一种含有酰基氨基酸类表面活性剂的碳氢清洗剂及制备方法
CN114015517A (zh) * 2021-11-25 2022-02-08 北京玻名堂玻璃有限公司 一种博物馆展柜用低反射玻璃清洁剂及其制备方法
CN114231362B (zh) * 2021-12-29 2023-10-31 赞宇科技集团股份有限公司 一种抑菌洗衣凝珠及其制备方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, 1 February 1990 (1990-02-01) - 1 February 1990 (1990-02-01), XP000156517, ISSN: 0009-2258 *

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