EP1576077A1 - Neue lanolinersatzstoffe,herstellungsverfahren dafür und anwendungen davon - Google Patents

Neue lanolinersatzstoffe,herstellungsverfahren dafür und anwendungen davon

Info

Publication number
EP1576077A1
EP1576077A1 EP03815417A EP03815417A EP1576077A1 EP 1576077 A1 EP1576077 A1 EP 1576077A1 EP 03815417 A EP03815417 A EP 03815417A EP 03815417 A EP03815417 A EP 03815417A EP 1576077 A1 EP1576077 A1 EP 1576077A1
Authority
EP
European Patent Office
Prior art keywords
oil
acid
lanolin
reagents
saturated
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.)
Withdrawn
Application number
EP03815417A
Other languages
English (en)
French (fr)
Inventor
Pierre Charlier De Chily
Mikaele Raynard
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.)
Aldivia SAS
Original Assignee
Aldivia SAS
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 Aldivia SAS filed Critical Aldivia SAS
Publication of EP1576077A1 publication Critical patent/EP1576077A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/02—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with glycerol
    • 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
    • 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
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/925—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of animal origin
    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/08—Printing inks based on natural resins
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
    • C10M145/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M145/06—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an acyloxy radical of a saturated carboxylic or carbonic acid
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/003—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fatty acids with alcohols
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11C—FATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • C11C3/04—Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom by esterification of fats or fatty oils
    • C11C3/10—Ester interchange
    • C—CHEMISTRY; METALLURGY
    • C14—SKINS; HIDES; PELTS; LEATHER
    • C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
    • C14C9/00—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes
    • C14C9/02—Impregnating leather for preserving, waterproofing, making resistant to heat or similar purposes using fatty or oily materials, e.g. fat liquoring

Definitions

  • Lanolin fat extracted from sheep's wool, is commonly used by the cosmetic and pharmaceutical industries for its emollient, moisturizing, emulsifying properties and its water absorption capacity.
  • the Applicant has filed a patent application FR N ° 01 08905 concerning an original and economical process for obtaining a lanolin substitute and derivatives (lanolin alcohol ...), capable of absorbing up to at least twice its weight in water or aqueous solution or aqueous suspension.
  • the substitute for lanolin and derivatives forms real emulsions, stable over time with a water retention power greater than that of lanolin and it also has the properties emollient, moisturizing and occlusive known to lanolin, without having the disadvantages.
  • the Applicant proposes in this present invention to further improve the organoleptic and physicochemical characteristics of the lanolin substitute and derivatives (lanolin alcohol, etc.) described in said aforementioned patent: the new lanolin substitutes and derivatives (alcohol lanolin ...) retain the properties of the previous one (water absorption, hydration, emollience %) but they also meet other criteria very important for the industry such as touch, color, index d 'iodine and the melting point.
  • the objective of such an invention is to obtain lanolin substitutes and derivatives (lanolin alcohol, etc.) which bring complete satisfaction whatever the application concerned, which is impossible to date.
  • Lanolin is a solid, amber-yellow wax with a characteristic odor. It is insoluble in water but soluble in hot ethanol, ether and chloroform.
  • Lanolin is made up of carbon chains that can range from C14 to C30. Its composition is complex: Free acids; Esters of triterpene alcohols and sterols; Esters of aliphatic alcohols; sterol monohydroxyesters, alcohols aliphatic and triterpenic; Free aliphatic alcohols; Triterpenic alcohols and free sterols; Di and polyhydroxy esters and free diols; Oxidation derivatives; hydrocarbons
  • Lanolin is extracted from sheep's ointment, a sebaceous material secreted by the sweat glands of the animal.
  • The. grease represents 15 to 75% of the weight of the wool fibers.
  • Lanolin is widely used in cosmetics and dermatology for its emollient, hydrating, emulsifying, occlusive properties. It softens the skin, protects it and prevents its dehydration. Lanolin also has the power to absorb up to 4 times its weight in water. In addition, it is not very sensitive to oxidation.
  • the extremely numerous lanolin derivatives obtained by physical or chemical transformation, having better odor, color and touch characteristics, are preferably used.
  • lanolin and its derivatives are used in the composition of many preparations such as: bubble baths, lipsticks, creams, shaving creams, after shave lotions, powders, soaps, shampoos.
  • Lanolin is also used in the industrial sector with various applications: waxes, printing inks, anti-rust and anti-corrosion protective films deposited on certain metals, leather and fur industry for waterproofing, paints ...
  • lanolin is increasingly criticized for the following reasons:
  • the Applicant proposes in this present invention to further improve the organoleptic and physico-chemical characteristics of the lanolin substitute and derivatives (lanolin alcohol, etc.) described in said aforementioned patent.
  • the present invention provides new lanolin substitutes and derivatives (lanolin alcohol, etc.), which not only have the properties of the previous lanolin substitute and derivatives (lanolin alcohol, etc.), described in said aforementioned patent (ability to absorb up to twice its weight in water, formation of stable emulsions, hydration, emollience, occlusiveness) but also other organoleptic and physicochemical characteristics of lanolin such as touch, color, index iodine and melting point.
  • lanolin substitutes and derivatives can be used in all current and future applications of lanolin.
  • the invention is particularly, but not limited to, heat treatment of saturated and / or unsaturated fatty acids, esters of saturated and / or unsaturated fatty acids, saturated and / or unsaturated hydrocarbons or derivatives saturated and / or unsaturated thereof and of compounds comprising or generating hydroxyl functions, such as glycerol, preferably without catalyst and in an oxygen-free atmosphere.
  • the present invention provides new lanolin substitutes and derivatives (lanolin alcohol, etc.).
  • lanolin substitutes and derivatives are obtained by hemisynthesis from a mixture of saturated and / or unsaturated fatty acids, esters of saturated and / or unsaturated fatty acids, hydrocarbons. saturated and / or unsaturated or saturated and / or unsaturated derivatives of the latter and of compounds comprising or generating hydroxyl functions, such as glycerol, preferably without catalyst and in an atmosphere devoid of oxygen.
  • the invention relates to the properties of these products:
  • the emulsions formed are stable over time and after several passages in an oven at 40 ° C. This phenomenon is not observed for lanolin which releases all its water in less than 15 days.
  • the products are emollients, moisturizers, emulsifiers and occlusive. They soften the skin, protect it and prevent its dehydration.
  • the particularity of this invention comes from the combination of the reagents used in the reaction medium: - reagents including unsaturations (acids, esters, hydrocarbons and their derivatives)
  • the invention therefore relates to the general process characterized in that the combination of the above reagents is reacted in the reaction medium.
  • the invention also relates to new industrial products which in themselves have properties which clearly distinguish them from previously known industrial products.
  • Reagents comprising unsaturations (acids, esters, hydrocarbons and their derivatives) make it possible to obtain polymers of unsaturated fatty acids, esters of unsaturated fatty acids, unsaturated hydrocarbons, unsaturated derivatives of these compounds, alone or in mixture.
  • This process is described in patent application FR 98 13770 and PCT patent application WO 00/26265 (PCT / FR99 / 02646) to which a person skilled in the art can refer.
  • the emulsions obtained are not stable: the water is released in less than 24 hours.
  • Reagents containing or generating hydroxyl functions called 'OH reactants': (0.05 to 60%) A sufficient quantity of "OH-reactants", that is to say comprising or generating hydroxyl groups, is added to the reaction medium.
  • the products obtained have emollient, hydrating and occlusive properties, but also absorb up to at least twice their weight in water.
  • the emulsions formed are now stable over time and after several passages in an oven at 40 ° C. This phenomenon is not observed for lanolin which releases all its water in less than 15 days. These products have a higher water retention capacity than lanolin.
  • the preferred compounds are fatty acids or esters of fatty acids containing at least one OH on their chain or alcohols such as glycerol, sterol.
  • Reagents with a high melting point increase the melting point of the product formed and give it a pasty to semi-solid or even solid appearance, comparable to that of lanolin.
  • reagents often have low iodine numbers. They thus reduce the iodine index of the product and thus approach that of lanolin. In the same way, this gives it better stability over time. Indeed, the risk of oxidation by unsaturations, which are few in the product, is limited.
  • This addition of reagents, used initially to increase the melting point therefore surprisingly provides several surprising properties.
  • fatty acids or esters of fatty acids in particular hydroxystearic acid or an ester of this acid, will be used.
  • the melting points are adjusted between 36 and 40 ° C corresponding to that of lanolin or around 50 ° C to compare with lanolin alcohol
  • Lanolin is a wax, consisting of sterols and fatty alcohols with short and long carbon chains ranging from C14 to C30.
  • the invention relates to the general process for obtaining new lanolin substitutes and derivatives (lanolin alcohol, etc.), characterized in that the combination of reagents below is reacted in the reaction medium:
  • reagents including unsaturations (acids, esters, hydrocarbons and their derivatives) reagents containing or generating hydroxyl functions, called 'reagents
  • the reaction is carried out with a heat treatment.
  • the heat treatment is carried out by subjecting the reagents to conventional or dielectric heating as described in patent applications FR 98 13770 and PCT WO 00/26265 (PCT / FR99 / 02646) filed by the Applicant and relating to an original dielectric heating process .
  • Lanolin substitutes and derivatives are obtained by heat treatment of saturated and / or unsaturated fatty acids, esters of saturated and / or unsaturated fatty acids, saturated and / or unsaturated hydrocarbons , saturated and / or unsaturated derivatives thereof, or a mixture of these compounds in variable proportion, with one or more OH-reactants comprising or generating hydroxyl functions, preferably without catalyst and in an oxygen-free atmosphere .
  • the conventional heat treatment is carried out between 100 and 400 ° C and better still between 230 and 350 ° C, with permanent stirring and preferably without catalyst and under an inert atmosphere.
  • the reaction temperature depends on the boiling and / or degradation temperatures of the constituents of the mixture.
  • the total reaction time depends on the reagent (s) used and the viscosity which it is desired to obtain. It is preferably between 3 hours and 24 hours, preferably between 3 hours and 10 hours.
  • Dielectric heating treatment For reasons of time and energy savings, combined with a lower investment cost, use will preferably be made of dielectric heating, that is to say heating under microwave or high frequency frequencies, as described in the patents. cited above FR 98 13770 and PCT WO 00/26265 (PCT / FR99 / 02646). A person skilled in the art can also refer to the patent application filed by the Applicant and concerning an improved apparatus for the implementation of dielectric heating. The essential details of the process will nevertheless be described below.
  • the microwave frequencies MO are between approximately 300 MHz and approximately 30 GHz, preferably at 915 MHz (authorized frequency with a tolerance of 1.4%) or 2.45 GHz (authorized frequency with a tolerance of 2%).
  • the high HF frequencies are between approximately 3 MHz and approximately 300 MHz, preferably at 13.56 MHz (authorized frequency with a tolerance of 0.05%) or at 27.12 MHz (authorized frequency with a tolerance of 0.6%).
  • reaction temperatures are between 100 and 400 ° C and better still between 200 and 350 ° C, with permanent stirring and preferably without catalyst and under an inert atmosphere.
  • the reaction temperature depends on the boiling and / or degradation temperatures of the constituents of the mixture.
  • the total reaction time depends on the reagent (s) used and the viscosity which it is desired to obtain. It is preferably between 15 minutes and 15 hours, preferably between 15 minutes and 2 hours.
  • the amount of reagents added to the reaction medium depends on the nature of the reagents used and on the expected characteristics: water absorption level, expected viscosity, melting point, iodine index, etc.
  • the reagents can be introduced into the reaction medium at the start, during or at the end of the reaction. Adding products at the end of the reaction is generally not economically advantageous since the reaction times are increased. However, it can be used in certain cases.
  • the products obtained by this process can undergo additional treatments such as hydrogenation, discoloration, deodorization or other functionalizations if these treatments provide additional properties such as odor, color, etc.
  • the reagents mentioned below as well as their derivatives, can undergo a preliminary treatment aiming to make them more reactive or on the contrary less reactive as for example example hydrogenation, hydroxylation, epoxidation, phosphitation, sulfonation.
  • the invention relates both to the use of an isolated reagent and to a reaction mixture comprising two or more components. These reaction mixtures can comprise equivalent proportions of each component or certain components can be in the majority.
  • oils of vegetable origin there may be mentioned, inter alia, rapeseed oil, sunflower oil, peanut oil, olive oil, walnut oil, l corn oil, soybean oil, linseed oil, safflower oil, apricot kernel oil, sweet almond oil, hemp oil, grape seed oil, coconut oil, palm oil, cottonseed oil, babassu oil, jojoba oil, sesame oil, argan oil, thistle oil marie, pumpkin seed oil, raspberry oil, Karanja oil, Neem oil, flaxseed oil, Brazil nut oil, castor oil, castor oil dehydrated, hazelnut oil, wheat germ oil, borage oil, evening primrose oil, Tung oil, tall oil or "tall oil”.
  • oils and fats of animal origin are not preferably used, there may be mentioned, among others, sperm whale oil, dolphin oil, whale oil, seal oil, oil sardines, herring oil, shark oil, cod liver oil, beef foot oil, pork and horse fat.
  • unsaturated hydrocarbons there may be mentioned, alone or as a mixture, and by way of nonlimiting examples, an alkene, for example one or more terpene hydrocarbons, that is to say one or more polymers of isoprene, or one or more polymers of isobutene, styrene, ethylene, butadiene, isoprene, propene, or one or more copolymers of these alkenes.
  • an alkene for example one or more terpene hydrocarbons, that is to say one or more polymers of isoprene, or one or more polymers of isobutene, styrene, ethylene, butadiene, isoprene, propene, or one or more copolymers of these alkenes.
  • saturated hydrocarbons there may be mentioned, inter alia, alkanes, for example ethane, propane. • saturated and / or unsaturated esters
  • esters of saturated and / or unsaturated fatty acids it is possible to use alone or as a mixture and by way of nonlimiting examples, one or more esters obtained by esterification between a monoalcohol and / or polyol and at least one acid saturated and / or unsaturated fat; waxes; butters, phospholipids; spingolipids; glucolipids.
  • unsaturated fatty acids there may be used, alone or as a mixture, and by way of nonlimiting examples, one or more saturated acids such as caprylic acid, lauric acid, myristic acid, acid palmitic, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, one or more monounsaturated fatty acids such as oleic acid, palmitoleic acid, myristic acid, l petroselenic acid, erucic acid; one or more polyunsaturated fatty acids such as for example linoleic acid, alpha and gamma linolenic acids, arachidonic acid; EPA eicosapenten-5c- 8c-11 c-14c-oic acid, DHA dodosahexen-4c-7c-10c-13c-16c-19c-oic acid, one or more acids comprising conjugated dienes or conjugated trienes such as l licanic acid, the isomers of
  • the OH-reactants comprising or generating hydroxyl functions can be chosen from alcohols, amino alcohols, epoxides.
  • Alcohols it is possible to use, alone or as a mixture, one or more primary, secondary and / or tertiary mono or polyalcohols. It can be, by way of nonlimiting examples, methanol, ethanol, butanol, glycerol, glycol, sorbitol, mannitol, xylitol, neopentylglycol, pentaerythritol, acid nervonic, cerebronic acid, densipolic acid, lesquerolic acid, vitamins (e.g. tocopheri, ascorbic acid, retinol), sterols (including phytosterols), hemiacetals (e.g.
  • 1-ethoxy - 1-ethanol polyols, spingolipids, glucolipids, and their analogs.
  • amino alcohols monoethanolamine MEA, diethanolamine DEA triethanolamine TEA, 3-amino 1, 2 propanediol, 1-amino 2-propanol, 2- can be used alone or as a mixture and by way of nonlimiting examples. 2'-amino ethoxy ethanol.
  • epoxides there may be used alone or as a mixture and by way of nonlimiting examples, vernolic acid, cooronaric acid, 1,2-epoxy-9-decene, 3-4 epoxy-1-butene , 2-3 epoxy-1-propanol, fatty esters obtained by esterification between 2-3 epoxy-1-propanol and a fatty acid (for example Cardura E10 ® ).
  • the catalysts or adjuvants are intended to be non-limiting examples of the usual acid catalysts (paratoluenesulfonic acid, sulfuric acid, phosphoric acid, perchloric acid, etc.), the usual basic catalysts (sodium hydroxide, potassium hydroxide, alkali metal alcoholate and of alkaline earth metals, sodium acetate, triethylamines, pyridine derivatives, etc.), acid and / or basic resins such as Amberlite TM, Amberlyst TM, Purolite TM, Dowex TM, Lewatit TM, zeolites and enzymes, carbon blacks and activated carbon fibers.
  • acid catalysts paratoluenesulfonic acid, sulfuric acid, phosphoric acid, perchloric acid, etc.
  • the usual basic catalysts sodium hydroxide, potassium hydroxide, alkali metal alcoholate and of alkaline earth metals, sodium acetate, triethylamines, pyridine derivatives, etc.
  • polymers of unsaturated fatty acids, esters of unsaturated fatty acids, unsaturated hydrocarbons or derivatives of these products absorb up to 80% of their weight in water.
  • the products obtained then absorb up to at least twice their weight in water.
  • the emulsions formed by products with a viscosity greater than 1000cP (at 40 ° C) are stable unlike lanolin which releases all of its water in 15 days after passing through an oven at 40 ° C.
  • the water absorption capacity increases with the percentage of glycerol. And it should be noted that the viscosity of a given mixture decreases with the percentage of glycerol.
  • the water absorption capacity depends on the hydroxyl functions of the OH-reactant which can react during the synthesis and those which do not react for reasons of steric hindrance.
  • the Applicant proposes in this present invention to further improve the organoleptic and physicochemical characteristics of the lanolin substitute and derivatives (lanolin alcohol, etc.) described in the aforementioned FR patent: the new lanolin substitutes retain the properties of the products subject of this previous patent (water absorption, hydration, emollience %) but they also meet other criteria such as touch, color, iodine index and melting point.
  • the products which appear in this table are obtained from a heat treatment from a mixture of saturated and / or unsaturated fatty acids, esters of saturated and / or unsaturated fatty acids, saturated hydrocarbons and / or unsaturated or saturated and / or unsaturated derivatives of these and of compounds comprising or generating hydroxyl functions.
  • the Applicant introduces a combination of other compounds into the reaction mixture such as reagents with a high melting point,
  • the emulsions formed are stable if the products have a viscosity greater than 1000cP at 40 ° C.
  • the emulsions are stable unlike lanolin which releases all of its water in 15 days after passing through an oven at 40 ° C.
  • the Applicant has found a way to introduce new compounds into the reaction mixture without modifying its water absorption capacity.
  • the products are indeed capable of absorbing up to at least twice their weight in water or aqueous solution or aqueous suspension. They form real emulsions, stable over time with a higher water retention capacity than lanolin.
  • the products which appear in the table below are obtained from a heat treatment of a mixture of saturated and / or unsaturated fatty acids, esters of saturated and / or unsaturated fatty acids, d 'saturated and / or unsaturated hydrocarbons or saturated and / or unsaturated derivatives thereof and of compounds comprising or generating hydroxyl functions.
  • the percentage of each compound present in the reaction mixture is varied.
  • lanolin substitutes and derivatives (lanolin alcohol 7) with a melting point in accordance with its specifications.
  • lanolin has a melting point between 36 and 40 ° C.
  • the new substitute has better sensory characteristics than the previous one of the aforementioned patent.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Wood Science & Technology (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Zoology (AREA)
  • Dermatology (AREA)
  • Emergency Medicine (AREA)
  • Materials Engineering (AREA)
  • Cosmetics (AREA)
  • Fats And Perfumes (AREA)
EP03815417A 2002-12-23 2003-12-17 Neue lanolinersatzstoffe,herstellungsverfahren dafür und anwendungen davon Withdrawn EP1576077A1 (de)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR0216742 2002-12-23
FR0216742A FR2849053B1 (fr) 2002-12-23 2002-12-23 Nouveaux substituts de lanoline et derives (alcool de lanoline...), leur procede d'obtention et leurs applications
PCT/FR2003/003759 WO2004065533A1 (fr) 2002-12-23 2003-12-17 Nouveaux substituts de lanoline, leur procede d'obtention et leurs applications

Publications (1)

Publication Number Publication Date
EP1576077A1 true EP1576077A1 (de) 2005-09-21

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP03815417A Withdrawn EP1576077A1 (de) 2002-12-23 2003-12-17 Neue lanolinersatzstoffe,herstellungsverfahren dafür und anwendungen davon

Country Status (4)

Country Link
EP (1) EP1576077A1 (de)
AU (1) AU2003300641A1 (de)
FR (1) FR2849053B1 (de)
WO (1) WO2004065533A1 (de)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2892302B1 (fr) * 2005-10-21 2009-04-03 Aldivia Sa Nouvelles applications hydratantes et anti-age d'un substitut de lanoline 100% vegetal, et compositions adaptees le contenant

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6045841B2 (ja) * 1980-04-11 1985-10-12 株式会社資生堂 化粧料
JPS5745199A (en) * 1980-09-01 1982-03-13 Nisshin Oil Mills Ltd:The Esterification product and cosmetic or external use preparation containing the same
DE3041073C2 (de) * 1980-10-31 1986-01-02 Dynamit Nobel Ag, 5210 Troisdorf Wollwachssubstitute
JPS6474298A (en) * 1987-09-16 1989-03-20 Nippon Oils & Fats Co Ltd Production of fat as substitute for lanolin
JP3442101B2 (ja) * 1992-07-27 2003-09-02 日清オイリオ株式会社 ラノリン様合成油剤及びこれを配合してなる化粧品、外用剤
FR2751983B1 (fr) * 1996-07-31 1998-12-04 Novance Procede de stabilisation de polymeres obtenus a partir d'acides ou d'esters insatures, polymeres stabilises et leurs utilisations
FR2826659B1 (fr) * 2001-07-02 2005-11-11 Aldivia Substitut de lanoline, son procede d'obtention et ses applications

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2004065533A1 *

Also Published As

Publication number Publication date
WO2004065533A1 (fr) 2004-08-05
FR2849053A1 (fr) 2004-06-25
AU2003300641A1 (en) 2004-08-13
FR2849053B1 (fr) 2005-07-15

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