EP0449904A1 - Fliessfähiges perlglanzkonzentrat - Google Patents

Fliessfähiges perlglanzkonzentrat

Info

Publication number
EP0449904A1
EP0449904A1 EP90900789A EP90900789A EP0449904A1 EP 0449904 A1 EP0449904 A1 EP 0449904A1 EP 90900789 A EP90900789 A EP 90900789A EP 90900789 A EP90900789 A EP 90900789A EP 0449904 A1 EP0449904 A1 EP 0449904A1
Authority
EP
European Patent Office
Prior art keywords
pearlescent
group
weight
atoms
concentrate 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
EP90900789A
Other languages
German (de)
English (en)
French (fr)
Inventor
Rolf Kawa
Achim Ansmann
Angelika Jung
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.)
Henkel AG and Co KGaA
Original Assignee
Henkel AG and Co KGaA
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 AG and Co KGaA filed Critical Henkel AG and Co KGaA
Publication of EP0449904A1 publication Critical patent/EP0449904A1/de
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D17/00Detergent materials or soaps characterised by their shape or physical properties
    • C11D17/0008Detergent materials or soaps characterised by their shape or physical properties aqueous liquid non soap compositions
    • C11D17/0013Liquid compositions with insoluble particles in suspension
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/0005Other compounding ingredients characterised by their effect
    • C11D3/0089Pearlescent compositions; Opacifying agents
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2065Polyhydric alcohols
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D7/00Compositions of detergents based essentially on non-surface-active compounds
    • C11D7/22Organic compounds
    • C11D7/26Organic compounds containing oxygen
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/16Organic compounds
    • C11D3/20Organic compounds containing oxygen
    • C11D3/2003Alcohols; Phenols
    • C11D3/2041Dihydric alcohols
    • C11D3/2044Dihydric alcohols linear

Definitions

  • the invention relates to a pearlescent concentrate in the form of a flowable or pumpable, aqueous dispersion with a content of 15-40% by weight of pearlescent components.
  • 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- and diesters of ethylene glycol, propylene glycol and oligomeric alkylene glycols of this type or glycerol with Ci6-_22 fatty acids, fatty acids and monoalkanolamides of fatty acids with alkanolamines with 2 or 3 carbon atoms.
  • Pearlescent concentrates based on the pearlescent formers mentioned are e.g. B. from DE-A-16 69 152, from JP-56/71021 (Chem. Abstr. 95/156360), from DE-A-34 11 328 and DE-A-35 19 081 known.
  • the pearlescent concentrates known from DE-A-1669 152 contain anionic surfactants to stabilize the dispersion in the liquid state.
  • a content of ionogenic surfactants is undesirable in many applications of such pearlescent concentrates, since incompatibilities with the constituent components of opposite ionogenicity and thus disturbances in dispersion stability can result.
  • the concentrates known from these publications contain fatty acid mono- or dialkanola ide as part of the pearlescent substances.
  • alkanolamines and their derivatives have recently been suspected of being involved in the formation of nitrosamines, and it may therefore be desirable to formulate cosmetic preparations without such alkanolamines and alkanolamine derivatives.
  • the pearlescent concentrates known from JP-56/71021 have the disadvantage that they are not flowable and, when diluted appropriately with water, do not give stable, flowable dispersions. This makes the handling and technical processing of the concentrates considerably more difficult.
  • these concentrates should also be able to be formulated free from alkanolamides and should impart the desired pearlescent sheen to the final product at customary concentrations of pearlescent components.
  • Pearlescent components are fusible or wax bodies that crystallize in the form of fine, pearlescent bodies when their aqueous solutions or emulsions cool down in a temperature range of about 30-90 ° C.
  • Preferred pearlescent components are:
  • R-- is a linear fatty acyl group with 14 to 22 C atoms
  • R 3 is an alkyl group with 8 to 22 C atoms, in particular with 8 to 18 C atoms
  • X is a group -CH2-CH2-OH, a group -CH2-CH2-CH2-OH or a group -C ( CH3) represents 2 ⁇ 0H, (A3) linear, saturated fatty acids with 16 to 22 carbon atoms
  • R 4 represents an alkyl or alkenyl group with 11 to 21 C atoms
  • R5 and R6 represent hydrogen atoms or together form an ethylene group which forms a tetrahydrothiophene dioxide ring with the group lying between and R ⁇ .
  • the pearlescent concentrates according to the invention can contain exclusively representatives of one of these classes of compounds as well as mixtures of representatives of several of these classes of compounds.
  • the ethylene glycol mono- and / or diester of palmitic and / or stearic acid are particularly suitable.
  • Preferred monoalkanolamides are the monoethanolamides. These compounds can contain a uniform alkyl radical. However, it is customary to start with fatty acid mixtures from natural sources, for example coconut fatty acids, in the preparation of the alkanolamides, so that corresponding mixtures with respect to the alkyl radicals are present.
  • linear fatty acids (A3) z.
  • B. palmitic acid, stearic acid, arachidic acid or behenic acid but technical fatty acid cuts are also suitable which consist entirely or predominantly of fatty acids with 16 to 22 carbon atoms, for.
  • B. palmitin-stearic acid fractions such as those obtained from tallow fatty acid by separating the fatty acids liquid at +5 ° C. or palmitin-stearic acid fractions as can be obtained by hardening tallow fatty acid.
  • the ß-ketosulfones (A4) of the general formula (III) 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 reference is expressly made to the content of German patent application 3508051.
  • Pearlescent concentrates whose pearlescent components comprise at least 70% by weight, in particular at least 90% by weight, of ethylene glycol distearate are very particularly preferred.
  • Non-ionogenic, ampholytic and / or zwitterionic surface-active compounds which are distinguished by a lipophilic, preferably linear, alkyl or alkenyl group and at least one hydrophilic group can be used as emulsifiers (B).
  • This hydrophilic group can be both an ionogenic and a nonionic group.
  • Non-ionic emulsifiers contain as a hydrophilic group z.
  • B a polyol group, a polyalkylene glycol ether group or a combination of polyol and polyglycol ether group.
  • Preferred pearlescent concentrates are those which, as emulsifiers, are nonionic surfactants from the group of
  • adducts of ethylene oxide and / or of propylene oxide with fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters as well as sorbitan mono- and diesters with fatty acids or with castor oil are known, commercially available products. whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate with which the addition reaction is carried out.
  • Ci2-Ci8 fatty acid monoesters and diesters of adducts of ethylene oxide with glycerol are known from DE-PS 20 24 051 as refatting agents for cosmetic preparations.
  • Cs-Cis-alkyl mono- and oligoglycosides, their preparation and their use as surface-active substances are described, for example, in US Pat. Nos. 3,839,318, 3,707,535, 3,547,828, 1943689, 2036472 and 2036472 and DE- A 3001064 and EP-A 77 167 are known. They are produced in particular by reacting glucose or oligosaccharides with primary alcohols with 8 to 18 carbon atoms.
  • both monoglycosides in which a cyclic Sugar residue is glycosidically bound to the fatty alcohol, and also oligomeric glycosides with a degree of oligomerization of up to about 8 are suitable.
  • the degree of oligomerization is a statistical mean value, which is based on a standard homologation for such technical products.
  • the compounds from group (B1) represent particularly preferred nonionic emulsifiers (B) in the context of the teaching according to the invention.
  • Zwitterionic surfactants can also be used as emulsifiers (B).
  • Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one -COCO (") - or -S ⁇ 3 (") - group in the molecule.
  • Particularly suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl-N, N-dimethylammonium glycinate, for example the cocoalkyl-dimethylammonium glycinate, N-acylaminopropyl-N, N-dimethylammonium glycinate, for example this Kokosacylaminopropyl-dimethylammoniumglycinat, and 2-alkyl-3-carboxylmethyl-3-hydroxyethyl-imidazolines each with 8 to 18 carbon atoms in the alkyl or acyl group as well as the Kokos- acy1aminoethy1 ydroxyethy1carboxymethy1glycinat.
  • the fatty acid amide derivative known under the CTFA name Cocamidopropyl Betaine is particularly preferred.
  • Suitable emulsifiers (B) are ampholytic surfactants.
  • Ampholytic surfactants are surface-active compounds which, in addition to a Cs-Cis-alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SÜ3H group in the molecule and are capable of forming internal salts.
  • ampholytic Surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylamino-butyric acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylaidopropylglycines, N-alkyltaurines, N-alkyl sarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each with about 8 to 18 C- Atoms in the alkyl group.
  • Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and Ci2-18 ⁇ ⁇ c y ⁇ sarcos ⁇ n *
  • the pearlescent concentrates can contain representatives of one or more of the surfactant classes mentioned.
  • non-ionic and zwitterionic and / or ampholytic surfactants in a mass ratio of 5: 1 to 1: 5.
  • the pearlescent concentrates according to the invention which only contain non-ionogenic, zwitterionic and / or ampholytic surfactants, have proven to be particularly universally applicable and, with aqueous preparations of water-soluble surface-active substances of any kind and ionogenicity, have been found to be particularly well tolerated.
  • the pearlescent concentrates can additionally contain anionic or cationic emulsifiers.
  • Such anionic emulsifiers are, for example, alkyl sulfates and alkyl polyethylene glycol ether sulfates with 1 to 6 ethylene glycol ether groups in the molecule, which are used in the form of their alkali metal, magnesium, ammonium, mono-, di- or trialkanolammonium salts with 2 to 3 carbon atoms in the alkanol group .
  • anionic surfactants are alkanesulfonates, ⁇ -olefin sulfonates, ⁇ -sulfofatty acid methyl esters, fatty alcohol (polyglycol ether) carboxylates, Monosulfonic acid and dialkyl sulfosuccinate, ester salts of sulfosuccinate, acyl isethionates, acyl taurides and acyl sarcosides. Soaps can also be used as emulsifiers. This can e.g. B.
  • anionic surfactants are the alkyl polyethylene glycol ether sulfates such as sodium lauryl polyglycol ether sulfate.
  • Quaternary ammonium surfactants for example alkyltrimethylammonium chlorides and dialkyldimethylammonium chlorides, for.
  • cetyltrimethylammonium chloride stearyl trimethylam onium chloride, distearyldimethylarrrmonium chloride, lauryl idimethylammonium chloride and lauryldimethylbenzylammonium chloride, cetylpyridinium chloride and tallow alkyl tris (oligooxy-alkyl) ammonium phosphate.
  • Surfactants usually contain 8 to 22, in particular 12 to 18, carbon atoms.
  • the compounds with alkyl groups used as surfactants can each be uniform substances. However, it is generally preferred to start from natural 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.
  • the decisive factor for the flowability or pumpability of the pearlescent concentrates according to the invention is the content of low molecular weight, polyhydric alcohols.
  • Low molecular weight polyhydric alcohols used with preference contain 2-6 carbons and 2-6 hydroxyl groups.
  • Such alcohols are, for example, ethylene glycol, 1,2- and 1,3-propylene glycol, glycerol, di- and triethylene glycol, erythritol, arabitol, adonitol, xylitol, sorbitol, mannitol and dulcitol.
  • the use of compounds which are liquid at room temperature, in particular 1,2-propylene glycol and / or glycerol, is particularly preferred.
  • the pearlescent concentrates according to the invention essentially contain water.
  • preservatives are added in subordinate amounts.
  • buffer substances can be used in minor amounts to adjust the pH to values between 2 and 8, e.g. B. citric acid and / or sodium citrate may be included.
  • the pearlescent concentrates according to the invention can be pumped at least in a temperature range from 5 to 40 ° C. and over a longer period, ie. H. Shelf life at least about 3 months.
  • the pearlescent concentrates according to the invention are preferably 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 surfactant 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 contain the buffer substances in solution.
  • the resulting dispersion is then cooled to room temperature, ie to about 25 ° C., with constant stirring.
  • the viscosity of the pearlescent concentrate is so low that it is possible to dispense with the use of special stirring units such as homogenizers or other high-speed mixing devices.
  • Temperature-sensitive preservatives should only be added after cooling to temperatures below 40 ° C, in particular only shortly before the end of the cooling process at temperatures of about 30 ° C.
  • 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 e.g. 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 (shampoo), liquid hand and body detergents, shower bath preparations, bath additives (foam baths), hair rinsing agents or hair dye preparations are 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, added to the preparation and distributed therein with stirring.
  • a metallic gloss, dense to slightly glossy, extremely dense pearlescence is created.
  • Ci2-Ci4 fatty alcohol + 4 ethylene oxide HENKEL
  • the viscosities of the pearlescent concentrates were determined using a Brookfield RVF viscometer, spindle 5, 10 revolutions per minute, in each case at the temperature at which the mixture had been stored. Except for the missing component C, the comparison mixture Vx has the same composition as the mixture x. The measured values are summarized in Table 2.
  • N-cocoacylamidopropyl dimethylglycine, 30% in water (CTFA name: Cocamidopropyl Betaine) 10.0
  • N-cocoacylamidopropyl dimethylglycine, 30% in water (CTFA name: Cocamidopropyl Betaine) 10.0

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Chemical & Material Sciences (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Dermatology (AREA)
  • Cosmetics (AREA)
  • Detergent Compositions (AREA)
  • Adornments (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Colloid Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
EP90900789A 1988-12-23 1989-12-14 Fliessfähiges perlglanzkonzentrat Pending EP0449904A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE3843572A DE3843572A1 (de) 1988-12-23 1988-12-23 Fliessfaehiges perlglanzkonzentrat
DE3843572 1988-12-23

Publications (1)

Publication Number Publication Date
EP0449904A1 true EP0449904A1 (de) 1991-10-09

Family

ID=6370070

Family Applications (2)

Application Number Title Priority Date Filing Date
EP90900789A Pending EP0449904A1 (de) 1988-12-23 1989-12-14 Fliessfähiges perlglanzkonzentrat
EP89123177A Expired - Lifetime EP0376083B1 (de) 1988-12-23 1989-12-14 Fliessfähiges Perlglanzkonzentrat

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP89123177A Expired - Lifetime EP0376083B1 (de) 1988-12-23 1989-12-14 Fliessfähiges Perlglanzkonzentrat

Country Status (12)

Country Link
EP (2) EP0449904A1 (es)
JP (1) JP2641801B2 (es)
KR (1) KR0145316B1 (es)
AT (1) ATE86096T1 (es)
AU (1) AU625976B2 (es)
BR (1) BR8907848A (es)
CA (1) CA2006248A1 (es)
DE (2) DE3843572A1 (es)
DK (1) DK107891D0 (es)
ES (1) ES2053936T3 (es)
MX (1) MX170536B (es)
WO (1) WO1990007323A2 (es)

Families Citing this family (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4103551A1 (de) * 1991-02-06 1992-08-13 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
ES2081657T3 (es) * 1992-05-13 1996-03-16 Hoechst Ag Dispersiones nacaradas no ionicas, de buena fluidez.
DE4224715A1 (de) * 1992-07-27 1994-02-03 Hoechst Ag Fließfähige konservierungsmittelfreie Perlglanzdispersionen
US5646106A (en) * 1994-12-30 1997-07-08 Rhone-Poulenc Specialty Chemicals Asia Pacific Pte Ltd Cold pearlizing concentrates
DE19511569A1 (de) * 1995-03-29 1996-10-02 Henkel Kgaa Perlglanzkonzentrat
DE19511571A1 (de) 1995-03-29 1996-10-02 Henkel Kgaa Perlglanzkonzentrat mit newton'schem Viskositätsverhalten
DE19527120A1 (de) * 1995-07-25 1997-01-30 Henkel Kgaa Fließfähiges Perlglanzkonzentrat
JPH11513668A (ja) * 1995-10-13 1999-11-24 ローヌ−プラン インコーポレイティド 非刺激性低温真珠色化濃縮物
DE19548315A1 (de) * 1995-12-22 1997-06-26 Henkel Kgaa Perlglanzkonzentrat
AU713278B2 (en) * 1996-03-14 1999-11-25 Johnson & Johnson Consumer Companies, Inc. Cleansing and moisturizing surfactant compositions
US6033652A (en) * 1996-05-15 2000-03-07 Henkel Kommanditgesellschaft Auf Aktien Hair-treatment formulations
DE19621681C2 (de) 1996-05-30 1999-06-24 Henkel Kgaa Wäßrige Perlglanzkonzentrate
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DE19921187C2 (de) 1999-05-07 2001-06-28 Cognis Deutschland Gmbh Verfahren zur kalten Herstellung von perlglänzenden Tensidzubereitungen
DE19927171A1 (de) * 1999-06-15 2000-12-21 Cognis Deutschland Gmbh Wäßrige Perlglanzkonzentrate
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DK107891A (da) 1991-06-06
CA2006248A1 (en) 1990-06-23
ES2053936T3 (es) 1994-08-01
KR910700042A (ko) 1991-03-13
JPH04502636A (ja) 1992-05-14
KR0145316B1 (ko) 1998-07-15
JP2641801B2 (ja) 1997-08-20
WO1990007323A3 (de) 1990-08-09
EP0376083B1 (de) 1993-03-03
DE58903673D1 (de) 1993-04-08
ATE86096T1 (de) 1993-03-15
DK107891D0 (da) 1991-06-06
WO1990007323A2 (de) 1990-07-12
AU625976B2 (en) 1992-07-23
AU4666589A (en) 1990-08-01
MX170536B (es) 1993-08-30
EP0376083A2 (de) 1990-07-04
DE3843572A1 (de) 1990-06-28
EP0376083A3 (en) 1990-08-22
BR8907848A (pt) 1991-10-22

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