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WO1996030475A1 - Concentres d'aspect nacre - Google Patents

Concentres d'aspect nacre Download PDF

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Publication number
WO1996030475A1
WO1996030475A1 PCT/EP1996/001195 EP9601195W WO9630475A1 WO 1996030475 A1 WO1996030475 A1 WO 1996030475A1 EP 9601195 W EP9601195 W EP 9601195W WO 9630475 A1 WO9630475 A1 WO 9630475A1
Authority
WO
WIPO (PCT)
Prior art keywords
pearlescent
emulsifiers
concentrate according
molecular weight
alkyl
Prior art date
Application number
PCT/EP1996/001195
Other languages
German (de)
English (en)
Inventor
Achim Ansmann
Rolf Kawa
Gabriele Strauss
Original Assignee
Henkel Kommanditgesellschaft Auf Aktien
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 Henkel Kommanditgesellschaft Auf Aktien filed Critical Henkel Kommanditgesellschaft Auf Aktien
Publication of WO1996030475A1 publication Critical patent/WO1996030475A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/60—Sugars; Derivatives thereof
    • A61K8/604—Alkylpolyglycosides; Derivatives thereof, e.g. esters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • 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
    • C11D3/0005—Other compounding ingredients characterised by their effect
    • C11D3/0089—Pearlescent compositions; Opacifying agents
    • 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
    • C11D1/74—Carboxylates or sulfonates esters of polyoxyalkylene glycols

Definitions

  • the invention relates to a pearlescent concentrate in the form of a low-viscosity aqueous dispersion with special pearlescent components and emulsifiers.
  • Aqueous pearling preparations and cosmetic preparations can be given a pearlescent, aesthetically pleasing appearance by incorporating substances which, after cooling, precipitate out in the form of fine, pearlescent-looking crystals and remain dispersed in the preparations.
  • pearlescent substances are, for. B. the mono-, di- and optionally triesters of ethylene glycol or glycerol with C14-C22 fatty acids, oligomeric alkylene glycol esters of this type, such as PEG-3 distearate, fatty acids and monoalkanolamides of fatty acids.
  • Such pearlescent concentrates which are characterized in particular by good flow and pumpability, are known from German laid-open publications DE 3843 572 and DE 41 03 551.
  • the application thus relates to a pearlescent concentrate in the form of an aqueous dispersion with 10-40% by weight of pearlescent components and 15-55% by weight of emulsifiers, characterized in that
  • the pearlescent components are compounds of the formula (I),
  • R * is a linear fatty acyl group with 16 or 18 carbon atoms and R 2 is hydrogen or a group R 1 with the proviso that a product is present in which
  • R 1 and R 2 stand for the same fatty acyl groups
  • alkyl polyglycosides of the general formula (II) as emulsifiers, alkyl polyglycosides of the general formula (II),
  • R stands for an alkyl radical with 6 to 22 carbon atoms
  • Z for a mono- or oligosaccharide
  • x for a number from 1.1 to 5, or their addition products with 1 to 10 molecules of ethylene oxide and / or propylene oxide are contained.
  • the pearlescent-forming components according to the invention preferably contain less than 15% by weight, in particular about 10% by weight and less, of monoesters, based on the total amount of the ethylene glycol esters.
  • compounds with the same fatty acyl group are preferably present in amounts of 45-60% by weight, in particular about 50-55% by weight, based on the total amount of ethylene glycol diester.
  • the compounds of the formula (I) are the only pearlescent components.
  • the exceptional pearlescence is also formed when the concentrates according to the invention contain additional pearlescent components in minor amounts, i.e. in amounts of up to 50% by weight, in particular up to 30% by weight, based on the compounds of the formula (I).
  • These other pearlescent compounds include, for example
  • R3 is an alkyl group with 8 to 22 C atoms, in particular with 8 to 18 C atoms, and X is a group -CH2-CH2-OH, a group -CH2-CH2-CH2-OH or a group -C (CH3 ) Represents 2-0H,
  • linear fatty acids such as B. Pal itic acid, stearic acid, arachidic acid or behenic acid can be used; however, technical fatty acid cuts are also suitable which consist entirely or predominantly of fatty acids with 16 to 22 carbon atoms, e.g. B. palmitic stearic acid fractions, such as those obtained from tallow fatty acid or palm fatty acid by separating the fatty acids which are liquid at +5 ° C., or palmitic stearic acid fractions, such as are obtainable by hardening tallow fatty acid or palm fatty acid.
  • B. palmitic stearic acid fractions such as those obtained from tallow fatty acid or palm fatty acid by separating the fatty acids which are liquid at +5 ° C.
  • palmitic stearic acid fractions such as are obtainable by hardening tallow fatty acid or palm fatty acid.
  • esters of glycerol which can be used in the teaching according to the invention include the mono-, di- and in particular triesters with lauric acid, myristic acid, palmitic acid, stearic acid and behenic acid, and with mixtures of these fatty acids.
  • Preferred monoalkanolamides are the monoethanolamides. These compounds can contain a uniform alkyl radical. However, it is common in the manufacture of the alkanolamides of fatty acid mixtures from natural sources, e.g. Coconut fatty acids to go out, so that there are appropriate mixtures with respect to the alkyl radicals.
  • the ⁇ -ketosulfones of the general formula (IV) have the advantage that the pearlescence of the preparations has a higher thermal stability, i.e. that the pearlescence is maintained for several hours when the preparations are heated to above 50 ° C., sometimes even to above 70 ° C.
  • the ⁇ -ketosulfones mentioned reference is expressly made to the content of German patent application 3508051.
  • the pearlescent concentrates according to the invention exclusively or predominantly contain alkyl polyglycosides as emulsifiers.
  • alkyl polyglycosides according to formula (II) are characterized by the following parameters:
  • the alkyl radical R contains 6 to 22 carbon atoms and can be either linear or branched. Primary linear and methyl-branched aliphatic radicals in the 2-position are preferred. Examples of such alkyl radicals are 1-octyl, 1-decyl, 1-lauryl, 1-myristyl, 1-cetyl and 1-stearyl. L-Octyl, 1-decyl, 1-lauryl, 1-myristyl are particularly preferred. When using so-called "oxo alcohols" as starting materials, compounds with an odd number of carbon atoms in the alkyl chain predominate.
  • alkyl glycosides which can be used according to the invention can contain only one specific alkyl radical R. Usually, however, these compounds are produced from natural fats and oils or mineral oils. In this case, the alkyl radicals R are mixtures corresponding to the starting compounds or corresponding to the respective working up of these compounds.
  • R consists essentially of CQ and Cio alkyl groups, essentially of C ⁇ 2 and Ci4 alkyl groups, essentially of Cg to C j ö alkyl groups or essentially from C12 to Ciö alkyl groups consists.
  • Any mono- or oligosaccharides can be used as sugar building block Z.
  • Sugar with 5 or 6 carbon atoms and the corresponding oligosaccharides are usually used.
  • sugars are glucose, fructose, galactose, arabinose, ribose, xylose, lyxose, allose, old rose, mannose, gulose, idose, talose and sucrose.
  • Preferred sugar components are glucose, fructose, galactose, arabinose and sucrose; Glucose is particularly preferred.
  • alkyl polyglycosides which can be used according to the invention contain an average of 1.1 to 5 sugar units. Alkyl glycosides with x values from 1.1 to 2 are prefers. Alkyl glycosides in which x is 1.1 to 1.4 are very particularly preferred.
  • alkoxylated homologs of the alkyl polyglycosides mentioned can also be used according to the invention.
  • These homologues can contain an average of up to 10 ethylene oxide and / or propylene oxide units per alkyl glycoside unit.
  • These products also usually do not represent uniform compounds, but instead have a corresponding homolog distribution depending on the selected ethoxylation process.
  • Such alkoxylated compounds can be obtained, for example, by using ethoxylated fatty alcohols for the synthesis of the alkyl polyglycosides.
  • the use of the non-alkoxylated compounds is preferred.
  • the pearlescent concentrates according to the invention contain alkyl polyglycosides as the only emulsifiers.
  • alkyl polyglycosides as the only emulsifiers.
  • further emulsifiers can be present in amounts of up to 50% by weight, based on the amount of the alkyl polyglycoside of the formula (II), without significantly changing the appearance of the pearlescent luster.
  • These emulsifiers are, in particular, further nonionic and anionic emulsifiers.
  • Suitable nonionic emulsifiers contain z.
  • B a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group.
  • Such connections are, for example
  • Anionic emulsifiers to be used according to the invention are, in particular, alkyl sulfates and alkyl polyethylene glycol ether sulfates having 8 to 22 carbon atoms in the alkyl chain and 1 to 15, in particular 1 to 6, ethylene glycol ether groups in the molecule, which in the form of their alkali metal, magnesium, ammonium, mono-, Di- or trialkanolarnmonium salts with 2 to 3 carbon atoms are used in the alkanol group, as well as fatty alcohol (polyglycol ether) carboxylates, sulfonic succinate ono- and dialkyl esters and sulfosuccinic acid ester salts.
  • Alkyl polyethylene glycol ether sulfates such as sodium lauryl polyglycol ether sulfate have been found to be particularly suitable.
  • the compounds with alkyl groups used as emulsifiers can each be uniform substances. However, it is generally preferred to use native vegetable and animal raw materials in the production of these substances, so that substance mixtures with different alkyl chain lengths depending on the respective raw material are obtained.
  • both products with a "normal” homolog distribution and those with a narrow homolog distribution can be used.
  • “Normal” homolog distribution is understood to mean mixtures of homologues which are obtained as catalysts when converting fatty alcohol and alkylene oxide using alkali metals, alkali metal hydroxides or alkali metal alcoholates.
  • narrow homolog distributions are obtained if, for example, hydrotalcites, alkaline earth metal salts of ether carboxylic acids, alkaline earth metal oxides, hydroxides or alcoholates are used as catalysts.
  • the use of products with a narrow homolog distribution can be preferred.
  • Pearlescent concentrates which contain 20-30% by weight of pearlescent components and 20-35% by weight of emulsifiers have proven to be particularly advantageous according to the invention.
  • the pearlescent concentrates according to the invention can, if desired, contain a low molecular weight, polyhydric alcohol.
  • a group of preferably used low molecular weight, polyhydric alcohols contain 2-12 carbon atoms and 2-10 hydroxyl groups.
  • Such alcohols are, for example, ethylene glycol, 1,2- and 1,3-propylene glycol, glycerin, erythritol, arabitol, adonitol, xylitol, sorbitol, mannitol, dulcitol, glucose and sucrose.
  • glycerol, 1,2-propylene glycol, 1,3-propylene glycol, sorbitol and / or glucose is particularly preferred.
  • glycerol as a low molecular weight, polyhydric alcohol leads to pearlescent concentrates which give the end products a particularly brilliant pearlescent.
  • oligomeric ethers in particular those based on ethylene glycol, propylene glycol and glycerol. Products whose average molecular weight is below about 700 Dalton are particularly suitable.
  • the di-, tri- and tetramers of ethylene glycol and glycerol can be used according to the invention.
  • the low molecular weight, polyhydric alcohols are preferably used in amounts of 0.1 to 25% by weight, in particular in amounts of 0.1 to 15% by weight, based on the preparation as a whole.
  • the pearlescent concentrates according to the invention essentially contain water.
  • buffer substances can be used in minor amounts to adjust the pH to values between 2 and 8, e.g. As citric acid and / or sodium citrate, as well as inorganic salts, for example sodium chloride, may be included as a thickener.
  • the pearlescent concentrates according to the invention are provided with the usual preservatives known to those skilled in the art. Examples of such preservatives are formic acid, benzoic acid and pHB esters.
  • the pearlescent concentrates are free of preservatives.
  • preservative-free means pearlescent concentrates to which no preservatives have been added. They therefore preferably contain no preservatives or preservatives only in amounts such as those introduced with them due to the selected individual raw materials.
  • the pearlescent concentrates according to the invention can be pumped very well at least in a temperature range of 15-30 ° C. and over a longer period, ie. H. at least about 6 months, stable in storage.
  • the pearlescent concentrates according to the invention can be prepared in such a way that components (A), (B) and (C) are first heated together to a temperature which is about 1 to 30 ° C. above the melting point. In most cases this will be a temperature of around 60 to 90 ° C. The water heated to approximately the same temperature is then added to this mixture. If an ionic, water-soluble emulsifier is used as the emulsifier, it may be preferred to dissolve it in the water phase and to introduce it into the mixture together with the water.
  • the aqueous phase can also optionally already contain the buffer substances in solution.
  • the resulting dispersion is then kept under constant stirring to room temperature, i.e. H. cooled to about 25 ° C.
  • the viscosity of the pearlescent concentrate is so low in most cases that the use of special stirring units such as homogenizers or other high-speed mixing devices can be dispensed with.
  • the pearlescent concentrates according to the invention are suitable for producing cloudy and pearlescent liquid, aqueous preparations of water-soluble surface-active substances.
  • You can, for example, in liquid detergents and cleaning agents such as detergents, liquid mild detergents and liquid soaps, but preferably in liquid body cleaning and care products such as shampoos, liquid hand and body detergents, shower bath preparations, bath additives (foam baths), hair rinsing agents or hair dye preparations can be incorporated.
  • the pearlescent concentrates according to the invention are added to the clear aqueous preparations at 0 to 40 ° C. in an amount of 1 to 10% by weight, in particular 1.5 to 5% by weight, of the preparation and distributed therein with stirring.
  • a metallic glossy, dense to slightly glossy, extremely dense pearlescent results.
  • Emulsifier is a liquid crystal Emulsifier
  • C j ö / is alkyl ethylene glycol monoester
  • Ci5 / i8 _A alkyl ethylene glycol diester with the same
  • composition of the fatty acid approx. 56% lauric acid approx. 21% myristic acid approx. 10% palmitic acid approx. 13% stearic acid and oleic acid Ci5-Ci8 ⁇ fatty acid (CTFA name: Palmitic Acid (and) Stearic Acid) (HENKEL) Ci2- Ci5-fatty alcohol-l, 4-glucoside (approx. 50% active substance in water; CTFA name: Lauryl Polyglycose) (HENKEL CORP.) C ⁇ 2-Ci4-fatty alcohol + 4 ethylene oxide (HENKEL) sodium lauryl ether sulfate (approx. 72% active substance in water ; CTFA name: Sodium Laureth Sulfate) (HENKEL) polyol fatty acid ester (CTFA name: PEG-7-Glyceryl Cocoate) (HENKEL) 86% in water

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

L'invention concerne des concentrés d'aspect nacré se présentant sous forme d'une dispersion aqueuse comportant entre 10 et 40 % en poids de constituants conférant un aspect nacré auxdits produits, et entre 15 et 55 % en poids d'émulsifiants. Ces concentrés contiennent comme constituants conférant l'aspect nacré, les composés de la formule (I), R1 - O - CH¿2? - CH2 - O - R?2¿, dans laquelle R1 désigne un groupe acyle gras linéaire ayant entre 16 et 18 atomes de C et R2 désigne hydrogène ou un groupe R1, sous réserve de la présence d'un produit dans lequel moins de 40 % des groupes R2 désignent hydrogène, et R1 et R2 désignent des groupes acyle gras identiques dans 30 à 60 % des composés dans lesquels R2 ne désigne pas hydrogène, et comme émulsifiants, des alkylpolyglycosides de la formule générale (II) RO-(Z)¿x?, dans laquelle R désigne un reste alkyle ayant entre 6 et 22 atomes de carbone, Z désigne un mono ou un oligosaccharride, x vaut entre 1,1 et 5, ou leurs produits d'addition ayant entre 1 et 10 molécules d'oxyde d'éthylène et/ou d'oxyde de propylène. Ces concentrés se caractérisent notamment par leur aspect nacré particulièrement éclatant et peuvent contenir des quantités moindres d'autres produits conférant un aspect nacré et d'émulsifiants.
PCT/EP1996/001195 1995-03-29 1996-03-20 Concentres d'aspect nacre WO1996030475A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19511569A DE19511569A1 (de) 1995-03-29 1995-03-29 Perlglanzkonzentrat
DE19511569.4 1995-03-29

Publications (1)

Publication Number Publication Date
WO1996030475A1 true WO1996030475A1 (fr) 1996-10-03

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DE (1) DE19511569A1 (fr)
WO (1) WO1996030475A1 (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998020844A3 (fr) * 1996-11-13 1998-07-30 Henkel Kgaa Concentres aqueux de lustre perlaire

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19527120A1 (de) * 1995-07-25 1997-01-30 Henkel Kgaa Fließfähiges Perlglanzkonzentrat
FR2781368B1 (fr) 1998-07-27 2000-09-01 Oreal Composition contenant un agent opacifiant ou nacrant et au moins un alcool gras
US6265037B1 (en) 1999-04-16 2001-07-24 Andersen Corporation Polyolefin wood fiber composite
JP3625458B2 (ja) * 2002-08-09 2005-03-02 花王株式会社 洗浄剤
WO2016034633A1 (fr) * 2014-09-03 2016-03-10 Henkel Ag & Co. Kgaa Composition détergente liquide à lustre nacré

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5671021A (en) * 1979-11-16 1981-06-13 Lion Corp Preparation of agent for imparting iridescent luster
EP0268992A2 (fr) * 1986-11-28 1988-06-01 Henkel Kommanditgesellschaft auf Aktien Concentrés nacrés fluidisables
EP0332805A2 (fr) * 1988-03-17 1989-09-20 Hüls Aktiengesellschaft Dispersions nacrées s'écoulant librement
DE3843572A1 (de) * 1988-12-23 1990-06-28 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
DE4103551A1 (de) * 1991-02-06 1992-08-13 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
JPH0617088A (ja) * 1992-07-01 1994-01-25 Kao Corp 乳液状洗浄剤組成物
WO1994024248A1 (fr) * 1993-04-20 1994-10-27 Henkel Corporation Composition liquide conferant un aspect nacre
WO1995006702A1 (fr) * 1993-09-02 1995-03-09 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5671021A (en) * 1979-11-16 1981-06-13 Lion Corp Preparation of agent for imparting iridescent luster
EP0268992A2 (fr) * 1986-11-28 1988-06-01 Henkel Kommanditgesellschaft auf Aktien Concentrés nacrés fluidisables
EP0332805A2 (fr) * 1988-03-17 1989-09-20 Hüls Aktiengesellschaft Dispersions nacrées s'écoulant librement
DE3843572A1 (de) * 1988-12-23 1990-06-28 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
DE4103551A1 (de) * 1991-02-06 1992-08-13 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
JPH0617088A (ja) * 1992-07-01 1994-01-25 Kao Corp 乳液状洗浄剤組成物
WO1994024248A1 (fr) * 1993-04-20 1994-10-27 Henkel Corporation Composition liquide conferant un aspect nacre
WO1995006702A1 (fr) * 1993-09-02 1995-03-09 Henkel Kommanditgesellschaft Auf Aktien Melanges detergents aqueux

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
DATABASE WPI Section Ch Week 8131, Derwent World Patents Index; Class D21, AN 81-55942D, XP002008461 *
DATABASE WPI Section Ch Week 9408, Derwent World Patents Index; Class A96, AN 94-062260, XP002008460 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998020844A3 (fr) * 1996-11-13 1998-07-30 Henkel Kgaa Concentres aqueux de lustre perlaire
US6210659B1 (en) 1996-11-13 2001-04-03 Henkel Kommanditgesellschaft Auf Aktien Aqueous pearlescing concentrates

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