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WO1992001507A2 - Dispersions coulantes et stables au stockage de glycerides partiels d'acide gras - Google Patents

Dispersions coulantes et stables au stockage de glycerides partiels d'acide gras Download PDF

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Publication number
WO1992001507A2
WO1992001507A2 PCT/EP1991/001335 EP9101335W WO9201507A2 WO 1992001507 A2 WO1992001507 A2 WO 1992001507A2 EP 9101335 W EP9101335 W EP 9101335W WO 9201507 A2 WO9201507 A2 WO 9201507A2
Authority
WO
WIPO (PCT)
Prior art keywords
weight
carbon atoms
dispersions
fatty acid
acid
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.)
Ceased
Application number
PCT/EP1991/001335
Other languages
German (de)
English (en)
Other versions
WO1992001507A3 (fr
Inventor
Thomas Förster
Holger Tesmann
Soraya Shamsai
Michael Schaaf
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 WO1992001507A2 publication Critical patent/WO1992001507A2/fr
Publication of WO1992001507A3 publication Critical patent/WO1992001507A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • 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
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86—Polyethers

Definitions

  • the invention relates to flowable and pumpable, storage-stable, aqueous dispersions of up to 45% by weight of fatty acid partial glycerides containing a nonionic dispersant and an additional content of a water-insoluble oil body and / or an electrolyte from the group at normal temperature the alkali or alkaline earth salts of low molecular acids.
  • GMS glycerol mono- / distearate
  • This mode of operation means a considerable amount of work, so that it would be advantageous for many users to already have fatty substances of the GMS type in the form of a stable, flowable dispersant concentrate.
  • a concentrate may be homogeneous by merely mixing in elemental 'way are entered in other aqueous formulations.
  • DE-PS 25 11 600 and DE-PS 25 11 644 a process for the production of emulsions which uses aqueous GMS dispersions.
  • DE-AS 2509255 claims fatty acid mono- / diglycerides with a content of protein-fatty acid condensates to reduce the viscosity.
  • European patent EP 249711 low-viscosity aqueous dispersions of glycerol esters are prepared by adding defined amounts of alkali metal to the soap-free glycerol esters. long chain fatty acids can be added to soaps.
  • the aqueous GMS dispersions of the prior art have the disadvantage of swelling to viscous gels in the course of storage.
  • the invention consequently relates to dispersions of fatty acid partial glycerides containing
  • Fatty acid partial glycerides (A) of saturated or unsaturated fatty acids with 10 to 20 carbon atoms include technical mixtures of fatty acid mono-, di- and triglycerides which are obtained by esterification of 1 mole of glycerine with 1 to 2 moles of a (C ⁇ o-2 ⁇ ) "fre 'tt yarnre ° ⁇ it by transesterification of 1 mol of a (C ⁇ o-2 ⁇ ) ⁇ ce FettLiteretr i9ly
  • Two types of partial glycerides are commercially available.
  • Partial glycerides of type I contain 35 to 60% monoglycerides, 35 to 50% Diglycerides and 1 to 20% triglycerides Partial glycerides of type II are produced from those of type I by molecular distillation and contain 90 to 96% monoglycerides, 1 to 5% diglycerides and less than 1% triglycerides (see also: a) G Schuster and W. Adams: Zeitschrift für Strukturtechnologie, 1979, Volume 30 (6), pp. 256-264; b) G.
  • Fatty acid partial glycerides are said to be 35 to 96% monoglycerides, 1 to 50 % Diglycerides and 0.1 to 20% triglycerides ent.
  • Nonionic dispersants suitable as dispersants (B) are characterized by a lipophilic, preferably linear alkyl or acyl group and a hydrophilic group formed from low molecular weight glycol, glucose and polyol ethers.
  • Nonionic ethylene oxide adducts on fatty alcohol with 16-22 carbon atoms which are suitable as dispersants (B) are commercially available.
  • the technical products are mixtures of homologous polyglycol ethers of the starting fatty alcohols, the average degree of oxyethylation of which corresponds to the molar amount of ethylene oxide added.
  • Ethylene oxide addition products onto partial esters of a polyol with 3 - 6 C atoms and fatty acids with 14 - 22 C atoms can also be used as emulsifiers.
  • Products of this type are produced, for example, by ethoxylating fatty acid partial glycerides or mono- and di-fatty acid esters of sorbitan, for example sorbitan monostearate or sorbitan sesquioleate.
  • the emulsifiers suitable for the process according to the invention should have an HLB value of 12-19.6.
  • the HLB value hydrophile-lipophile balance
  • L is the weight fraction of the lipophilic groups, i.e. of the fatty alkyl or fatty acyl groups in percent by weight in the ethylene oxide adducts.
  • Preferred dispersants (B) are fatty alcohol polyglycol ethers of the general formula
  • R * is a saturated or unsaturated, straight-chain or branched hydrocarbon radical having 8 to 22 carbon atoms, preferably 12 to 18 carbon atoms and n an integer from 10 to 150, preferably from 20 to 80, and addition products of 4 to 40 moles of ethylene oxide to one or more of the fatty acid partial glycerides (A) according to the invention.
  • the oil body (D) used can be any hydrocarbon, ether or ester which is liquid, water-insoluble, branched or linear and physiologically compatible at room temperature (20 ° C.). However, solid or higher-melting paraffins, esters, waxes or fats can also be used in such quantities that the mixture with the liquid oil components remains liquid at 20.degree.
  • Paraffin oils and synthetic hydrocarbons e.g. liquid polyolefins or defined hydrocarbons, e.g. Alkylcyclohexanes such as e.g. 1,3-diisooctylcyclohexane.
  • R2-C00-R4-00C-R2 wherein R 2 and R 3 are alkyl groups with 1 to 22 carbon atoms or alkenyl groups with 8 to 22 carbon atoms and R 4 are alkylene groups with 2 to 16 carbon atoms and which contain at least 10 carbon atoms.
  • Oil bodies of the type of the mono- and diesters of the formulas (II), (III) and (IV) are known as cosmetic and pharmaceutical oil components and as lubricants and lubricants.
  • the products that are liquid at room temperature (20 ° C) are of the greatest importance.
  • Suitable monoesters (II) as oil bodies are e.g.
  • methyl esters and isopropyl esters of fatty acids with 12-22 carbon atoms such as Methyl laurate, methyl stearate, methyl oleate, methyl erucate, isopropyl myristate, isopropyl pal itate, isopropyl stearate, isopropyl oleate.
  • Other suitable monoesters are e.g.
  • Suitable dicarboxylic acid esters (III) are e.g. Di-n-butyl adipate, di-n-butyl sebacate, di- (2-ethylhexyl) adipate, di- (2-hexyldecyl) succinate and diisotridecylvestate.
  • Suitable diol esters (IV) are e.g. Ethylene glycol dioleate, ethylene glycol di-isotridecanoate, propylene glycol di- (2-ethylhexanoate), butanediol di-isostearate and neopentyl glycol di-caprylate.
  • electrolyte (E) All readily water-soluble alkali metal or alkaline earth metal salts of low molecular weight acids and / or their hydrates can be used as electrolyte (E).
  • the following are considered as low molecular weight acids: the mineral acids hydrochloric, sulfuric, nitric and phosphoric acids, furthermore hydrofluoric acid, hydrobromic acid, hydroiodic acid, sulfurous acid right, nitrous acid, phosphonic acid, boric acid or carboxylic acids with 1 to 8 carbon atoms, for example formic acid, acetic acid, propionic acid, citric acid, malic acid, lactic acid, oxalic acid, benzoic acid.
  • the dispersions according to the invention can be prepared in a simple manner by combining all components of the dispersion to be prepared at normal temperature (approx. 20 ° C.) and heating to 80 ° C. with stirring. After the solid constituents have melted, the mixture is left to stir for a few minutes and the dispersions thus obtained are then cooled to normal temperature.
  • the glycerol mono- / distearate, GMS used as an example consisted of a technical partial glyceride, of a palmitin-stearic acid mixture (30:70) with a proportion of 50 wt.% Monoglyceride, 40 wt. % Triglyceride.
  • TA 67 adduct of 67 moles of ethylene oxide
  • TA 120 adduct of 120 moles of ethylene oxide
  • Tagat S adduct of 30 moles of ethylene oxide
  • Paraffin oil thick paraffin oil (DAB 8), Vaseline-Fabrik Rhenania Wasserbow GmbH, Bonn
  • Example 2-1 represents a comparative example which contains no proportion of an oil component (D) or contains an electrolyte (E).
  • Examples 2-2 to 2-9 show the advantages of the dispersions according to the invention; the effect of a drastic reduction in the yield point and viscosity in comparison to Example 2-1 in Examples 2-3 and 2-5 is particularly impressive.
  • Examples 2-10 and 2-11 also show that the advantages of the dispersions according to the invention are retained even after a very long storage time - here after 115 days.
  • Table 1 Composition in% by weight, viscosity and yield point of the dispersions according to Example 2

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • Colloid Chemistry (AREA)
  • Paper (AREA)
  • Cosmetics (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)

Abstract

Des dispersions de gylcérides partiels d'acide gras, contenant (A) 10-45 % en poids d'un glycéride partiel d'acide gras, (B) 0,1-5 % en poids d'un ou de plusieurs émulsifiants non ioniques ayant un équilibre hydrophile-lipophile de 12-19,8, (C) 40-89,7 % en poids d'eau, avec une teneur supplémentaire en (D) 0,1-5 % en poids d'un ou de plusieurs corps huileux insolubles dans l'eau et/ou, (E) 0,1-5 % en poids d'un ou de plusieurs sels alcalins ou alcalino-terreux d'un acide de faible poids moléculaire, se caractérisent par une bonne coulabilité et une bonne stabilité au stockage.
PCT/EP1991/001335 1990-07-25 1991-07-17 Dispersions coulantes et stables au stockage de glycerides partiels d'acide gras Ceased WO1992001507A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DEP4023600.5 1990-07-25
DE4023600A DE4023600A1 (de) 1990-07-25 1990-07-25 Fliessfaehige, lagerstabile dispersionen von fettsaeurepartialglyceriden

Publications (2)

Publication Number Publication Date
WO1992001507A2 true WO1992001507A2 (fr) 1992-02-06
WO1992001507A3 WO1992001507A3 (fr) 1992-03-05

Family

ID=6410975

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1991/001335 Ceased WO1992001507A2 (fr) 1990-07-25 1991-07-17 Dispersions coulantes et stables au stockage de glycerides partiels d'acide gras

Country Status (3)

Country Link
JP (1) JPH05509087A (fr)
DE (1) DE4023600A1 (fr)
WO (1) WO1992001507A2 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2694494A1 (fr) * 1992-08-05 1994-02-11 Rhone Poulenc Chimie Composition cosmétique contenant en suspension des particules non hydrosolubles.
FR2707162A1 (fr) * 1993-07-05 1995-01-13 Chanel Formulation de base pour produit cosmétique, procédé de préparation et mascara.

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19703087C2 (de) * 1997-01-29 1999-04-22 Henkel Kgaa Verwendung von PIT-Emulsionen
DE19724605A1 (de) * 1997-06-11 1998-12-17 Sueddeutsche Kalkstickstoff Hydrophile, homogene Monogycerid-Formulierungen und Verfahren zu deren Herstellung

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2684948A (en) * 1950-12-12 1954-07-27 Atlas Powder Co Stabilized wax emulsion
US3752770A (en) * 1970-05-13 1973-08-14 B Buddemeyer Multifunctional emulsification agents
DE2511644C3 (de) * 1975-03-17 1978-09-21 Chemische Fabrik Gruenau Gmbh, 7918 Illertissen Dispersionen von Gemischen aus Fettsäuremonoglyceriden und Fettsäurediglyceriden und deren Verwendung
DE3640755A1 (de) * 1986-11-28 1988-06-09 Henkel Kgaa Fliessfaehiges perlglanzkonzentrat
JPH0745394B2 (ja) * 1987-01-28 1995-05-17 花王株式会社 保湿用皮膚化粧料
DE3819193A1 (de) * 1988-06-06 1989-12-07 Henkel Kgaa Verfahren zur herstellung stabiler, niedrigviskoser oel-in-wasser-emulsionen polarer oelkomponenten

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2694494A1 (fr) * 1992-08-05 1994-02-11 Rhone Poulenc Chimie Composition cosmétique contenant en suspension des particules non hydrosolubles.
EP0586275A1 (fr) * 1992-08-05 1994-03-09 Rhone-Poulenc Chimie Composition cosmétique contenant en suspension des particules non hydrosolubles
US5556628A (en) * 1992-08-05 1996-09-17 Rhone-Poulenc Chimie Free-flowing pseudoplastic cosmetic compositions/suspensions
FR2707162A1 (fr) * 1993-07-05 1995-01-13 Chanel Formulation de base pour produit cosmétique, procédé de préparation et mascara.

Also Published As

Publication number Publication date
JPH05509087A (ja) 1993-12-16
DE4023600A1 (de) 1992-01-30
WO1992001507A3 (fr) 1992-03-05

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