EP1901836A1 - Emulgatorsystem, emulsion und deren verwendung - Google Patents

Emulgatorsystem, emulsion und deren verwendung

Info

Publication number
EP1901836A1
EP1901836A1 EP06763961A EP06763961A EP1901836A1 EP 1901836 A1 EP1901836 A1 EP 1901836A1 EP 06763961 A EP06763961 A EP 06763961A EP 06763961 A EP06763961 A EP 06763961A EP 1901836 A1 EP1901836 A1 EP 1901836A1
Authority
EP
European Patent Office
Prior art keywords
emulsion
emulsifier
emulsion according
emulsifier system
weight
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Withdrawn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
EP06763961A
Other languages
German (de)
English (en)
French (fr)
Inventor
Helmut Auweter
Heribert Bohn
Christian KÖPSEL
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF SE
Original Assignee
BASF SE
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BASF SE filed Critical BASF SE
Publication of EP1901836A1 publication Critical patent/EP1901836A1/de
Withdrawn legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23DEDIBLE OILS OR FATS, e.g. MARGARINES, SHORTENINGS, COOKING OILS
    • A23D7/00Edible oil or fat compositions containing an aqueous phase, e.g. margarines
    • A23D7/01Other fatty acid esters, e.g. phosphatides
    • A23D7/011Compositions other than spreads
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • AHUMAN NECESSITIES
    • A23FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23KFODDER
    • A23K20/00Accessory food factors for animal feeding-stuffs
    • A23K20/10Organic substances
    • A23K20/158Fatty acids; Fats; Products containing oils or fats
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/08Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
    • A61K47/14Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/26Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4993Derivatives 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
    • A61K8/60Sugars; Derivatives thereof
    • 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
    • A61K8/67Vitamins
    • A61K8/676Ascorbic acid, i.e. vitamin C
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/16Emollients or protectives, e.g. against radiation
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/18Antioxidants, e.g. antiradicals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/02Nutrients, e.g. vitamins, minerals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K23/00Use of substances as emulsifying, wetting, dispersing, or foam-producing agents
    • C09K23/017Mixtures of compounds
    • C09K23/018Mixtures of two or more different organic oxygen-containing compounds

Definitions

  • the present invention relates to an emulsifier system which contains a) an ascorbic acid ester with long-chain fatty acids, b) an ethoxylated sorbitan fatty acid ester and c) a sugar fatty acid ester.
  • the components a), b) and c) give a total of 100 wt .-%.
  • the present invention furthermore relates to an emulsion which contains ⁇ ) a disperse phase comprising a fat-soluble substance ⁇ i), ⁇ ) glycerol or glycerol mixed with water as dispersant and ⁇ ) the emulsifier system according to the invention.
  • the components ⁇ ), ⁇ ), ⁇ ) give a total of 100 wt .-% based on the emulsion.
  • the present invention relates to a process for the preparation of the inventive emulsion and their use in human nutrition, in animal nutrition, in cosmetics or in the pharmaceutical industry. Further embodiments of the present invention can be taken from the claims, the description and the examples. It is understood that the features mentioned above and those yet to be explained of the subject matter according to the invention can be used not only in the particular combination specified, but also in other combinations, without departing from the scope of the invention.
  • German Patent DE 2 363 534 describes the preparation of sugar-containing liquid vitamin and carotenoid preparations.
  • Physiologically acceptable emulsifiers such as lecithin or ascorbyl palmitate, are used for emulsification.
  • a disadvantage of such products is the crystallization tendency of the sugar or sugar alcohol, e.g. during storage of the product at low temperatures. This crystallization tendency leads to undesirable inhomogeneities.
  • the European Patent EP 551 638 has the stabilization of liquid preparations of fat-soluble substances over as long as possible storage period (> 6 months) to the object.
  • the esters of ascorbic acid with long-chain fatty acids are proposed for this purpose as an emulsifier.
  • the emulsions must be stored refrigerated. This can increase transport costs and make handling difficult.
  • Japanese Patent Publication JP 2 000 212 066 discloses the use of polyoxyethylene sorbitan fatty acid esters and of sugar fatty acid esters as emulsifier for emulsions of fat-soluble substances.
  • Japanese Patent JP 08 120 187 discloses the use of sorbitan fatty acid esters and sucrose fatty acid esters as emulsifiers for carotenoid emulsions.
  • Korean Patent KR 20 020 018 518 discloses the use of sucrose fatty acid esters and sorbitan fatty acid esters as an emulsifier for a rotarotide emulsion. Ss-carotene concentrations of up to 3% are achieved.
  • European Patent EP 1 095 986 deals with the task of preventing coagulation of the disperse phase. This object is achieved by providing a method for stabilizing liquid, aqueous preparations of fat-soluble substances.
  • a protective colloid-free oil-in-water emulsion is mixed with a lipid-soluble substance with a protective colloid.
  • This preparation is mixed with an aqueous phase.
  • the protective colloid is a high molecular weight stabilizer. The task of temperature and storage stability is not solved.
  • European Patent EP 361 928 shows an extremely finely divided emulsion with a glycerol / water mixture as a dispersing agent and a fat-soluble drug as a disperse phase.
  • Nonionic stabilizers having a molecular weight of 1,000 or more are used as stabilizers.
  • the mean particle size of the disperse phase is in this case between 10 and 70 nm.
  • One of the objects of the present invention was to provide an emulsifier system which should be as versatile as possible.
  • the emulsifier system should be useful for the preparation of emulsions which are physiologically compatible.
  • the emulsifier system should in particular lead to emulsions having the desired positive properties
  • the emulsion should have a high storage stability, so that storage at room temperature and elevated temperatures up to about 4O 0 C is possible.
  • a further object of the present invention was to improve the stability of an emulsion when introduced into drinks and the storage stability in these beverages.
  • the emulsion should in particular after introduction into drinks or after the Pasteurization step to be stable. It was also desired a high relative color strength and color stability of the emulsion of the invention, as required for example in the beverage industry.
  • the emulsion should be bacteriostatic, especially for applications in the food, feed, cosmetic or pharmaceutical industries.
  • Emulsifiers are auxiliaries for the preparation and stabilization of emulsions.
  • Emulsions are liquid-liquid mixtures. Stabilization is understood as the prevention of segregation of a disperse phase ⁇ ) and of a dispersant ⁇ ) to the thermodynamically stable final state.
  • Disperse phase is related to the present invention for the finely divided phase of the emulsion.
  • the continuous phase of the emulsion is referred to as a dispersant in the context of the present invention.
  • the dispersant used is the emulsifier system according to the invention.
  • the emulsifier system according to the invention contains three emulsifiers.
  • the emulsifier system according to the invention may contain further constituents. All constituents of the emulsifier system according to the invention together give 100% by weight, based on the emulsifier system.
  • As emulsifier a) Ascorbinklareester be used.
  • long-chain alkyl esters such as C 1 - to C 2 O-alkyl esters are used.
  • a preferred embodiment of an emulsifier a) is the ascorbic acid ester with Ci6- to Cm-
  • Alkyl radicals in a particularly preferred embodiment is used as an emulsifier a) ascorbyl palmitate (Ci 6 alkyl esters).
  • One or more different emulsifiers a) may be present in the emulsifier system according to the invention, for example two or three different emulsifiers a).
  • the concentration according to the invention of an ester of ascorbic acid in the emulsifier system is not abandoned.
  • the proportion of an emulsifier a) in the emulsifier system according to the invention can vary within wide limits.
  • An emulsifier a) is preferably present in a concentration of 30 wt .-% to 70 wt .-%, more preferably in a concentration of 40 wt .-% to 60 wt .-% before, wherein the wt .-% information in each case relate to the inventive emulsifier system.
  • the effect of an emulsifier a), in particular of the ascorbyl palmitate as an emulsifier a), can be increased by formation of a salt, as a rule an alkali metal salt, in particular a sodium salt.
  • the ascorbic acid ester is generally added in the 0.5 to 2 molar amount, preferably in the 1 molar amount, of sodium hydroxide solution. Particular preference is given to using a mixture of ester and salt.
  • an emulsifier b) are generally Polyethyienglykol sorbitan fatty acid esters into consideration.
  • An emulsifier b) generally has an HLB value in the range of 10 to 18.
  • Preferred emulsifiers b) have the general chemical structural formula
  • a long-chain alkyl radical is generally a C-to-C 2 O-Al kyl radical, and in particular a Ci6-Cia-alkyl radical.
  • a preferred embodiment is an ethoxylated sorbitan-oleic monoester.
  • An emulsifier b) in a particularly preferred embodiment has the general chemical structural formula
  • the proportion of monoester is generally 55% by weight or more, preferably from 70% by weight to 85% by weight, and more preferably from 75% by weight to 85% by weight.
  • An emulsifier b) is preferably nonionic.
  • One or more different emulsifiers b) may be present in the emulsifier system according to the invention, for example two or three different emulsifiers b).
  • the proportion of an emulsifier b) in the emulsifier system according to the invention can vary within wide limits.
  • An emulsifier b) is preferably in a concentration of 10 wt .-% to 50 wt .-%, more preferably in a concentration of 12.5 wt .-% to 40 wt .-% and in particular in a concentration of 20 wt. % to 30% by weight, the weight percentages in each case referring to the emulsifier system according to the invention.
  • an emulsifier c) are generally sugar fatty acid esters into consideration.
  • An emulsifier c) generally has an HLB value in the range of 10 to 18.
  • sucrose stearate, sucrose palmitate, sucrose myristate, sucrose laurate and sucrose oleate may be considered.
  • the proportion of monoester at 55 wt .-% or more preferably in the range of 70 wt .-% to 85 wt .-%, particularly preferably from 75 wt .-% to 85 wt .-%.
  • Preferred emulsifiers c) have the general chemical structural formula
  • emulsifiers c) there may be one or more different emulsifiers c) in the emulsifier system according to the invention, e.g. two or three different emulsifiers c). Preferably, only one emulsifier c) is used for the emulsifier system according to the invention.
  • an emulsifier c) in the emulsifier system according to the invention can vary within wide limits.
  • An emulsifier c) is preferably in a concentration of 10 wt .-% to 50 wt .-%, particularly preferably in a concentration of
  • One, two or all of the three emulsifiers a), b) and c) are in a particular embodiment of low molecular weight, for example having a molecular weight below 2000 and in particular having a molecular weight below 1000.
  • the emulsifier a) low molecular weight In a particularly preferred Embodiment is the emulsifier a) low molecular weight.
  • the emulsifier system according to the invention in particular facilitates the distribution of the disperse phase ⁇ ).
  • Low molecular weight emulsifiers, in particular an emulsifier a) are distinguished by their rapid attachment to the emulsion produced by mechanical action, for example, in comparison with the high molecular weight stabilizers. However, the low molecular weight emulsifiers can also serve to stabilize the emulsion after the preparation.
  • the emulsifier system according to the invention is characterized in particular by its synergistic effect. Synergy is understood to mean the interaction of different emulsifiers in a coordinated overall performance and, in the context of the present invention, also the resulting overall performance of the emulsifier system according to the invention. This total output is higher than the sum of the individual services.
  • the emulsifier system according to the invention is composed in a preferred embodiment of from 20 wt .-% to 30 wt .-% of an emulsifier b) in the embodiment of an ethoxylated sorbitan n-fatty acid ester of the structural formula
  • the targeted selection and combination of the three emulsifiers a), b) and c) of the emulsifier system according to the invention surprisingly leads to an emulsifier system with which, for example, a surprisingly advantageous emulsion according to the invention described below can be prepared.
  • the emulsifier system according to the invention facilitates preparation of the emulsion, storage of the emulsion and use of the emulsion.
  • An emulsion according to the invention contains a disperse phase ⁇ ), a dispersant ⁇ ) and ⁇ ) an emulsifier system according to the invention. But it may also contain other components. All components of an emulsion according to the invention together give 100% by weight, based on the emulsion.
  • a fat-soluble substance oci) contained in the emulsion according to the invention can basically be any fat-soluble substance.
  • a fat-soluble substance ⁇ -i) is physiologically compatible, ie it is compatible with respect to human and animal physiology. But it is also a plant-physiological compatibility possible.
  • the fat-soluble vitamins A, D, E or K or their derivatives for example vitamin A and vitamin E esters such as retinyl acetate or tocopherol acetate, tocotrienol, vitamin Ki, vitamin K 2 , xanthophyll, and carotenoids, such as canthaxanthin, astaxanthin , Zeaxanthin, lutein, lycopene, apocarotenal and especially ⁇ -carotene.
  • Carotenoids are widely used in nature color pigments, which are contained in many foods in finely divided form and give the food a characteristic color.
  • carotenoids are therefore also of interest as dyes for the food, animal feed and pharmaceutical industries.
  • the colorations achieved by higher-percentage carotenoid emulsions usually cover the range from orange to red.
  • higher-percentage ⁇ -carotene-containing emulsions according to the present invention are distinguished by a brilliant yellow shade, as desired for many foods, and a high color strength.
  • fat-soluble substances ⁇ -t which can be used in the context of the present invention are polyunsaturated fatty acids, such as e.g. Arachidonic acid, docosahexaenoic acid, eicosapentaenoic acid, linoleic acid, linolenic acid, both in free form and as triglyceride, and aroma oils such as orange oil, peppermint oil or citrus oils, for example one having the chemical structural formula
  • any fat-soluble substances ⁇ i) are suitable as a constituent of the emulsion, which play a physiological role in the human or animal organism and are usually processed into emulsions due to their water insolubility.
  • Preferred fat-soluble substances oi) in the context of the present invention are in particular the above-mentioned fat-soluble vitamins, e.g. Vitamin A, D, E and K and their derivatives, xanthophylls and the polyunsaturated fatty acids and ß-carotene. Particularly preferred is ⁇ -carotene.
  • a ⁇ -carotene as a fat-soluble substance od is generally dissolved in oil.
  • the dissolved in oil ß-carotene is generally used together with the oil as a disperse phase.
  • Suitable oils are, for example, all physiologically acceptable oils, in particular peanut oil, sunflower oil, olive oil or other triacylglycerides.
  • the ⁇ -carotene is preferably dissolved in a triacylglyceride having the general chemical structural formula
  • a beta-carotene is generally dissolved in appropriate amounts of oil. This is generally the case with a ratio of oil to beta-carotene of 1 to 3, preferably from 1, 5 to 2.5 and particularly preferably from 1, 8 to 2.2 the case.
  • a fat-soluble substance ⁇ -i) is initially to be understood as a fat-soluble substance. However, it is also possible to combine various fat-soluble substances, for example two or three fat-soluble substances ⁇ -i). It is preferred to use a fat-soluble substance ⁇ -i).
  • a fat-soluble substance ⁇ -i) according to the invention is generally present in amounts of 40% by weight or less, based on the emulsion.
  • the proportion of a fat-soluble substance ⁇ -i) is from 2 to 40% by weight, based on the emulsion.
  • a fat-soluble substance ⁇ i) can also be used in concentrations from 2 wt .-% to 20 wt .-% or from 5 wt .-% to 15 wt .-%, particularly preferably for applications in the beverage industry at 10 wt .-%, wherein the wt .-% information each refer to the emulsion.
  • the average particle size of the disperse phase ⁇ ) of the emulsion according to the invention is generally 500 nm or below, in a further embodiment of the invention the mean particle size of the disperse phase ⁇ ) is from 50 nm to 250 nm. In a preferred embodiment of the invention Particle size of the disperse phase ⁇ ) of 50 nm to 100 nm.
  • the average particle size of an emulsion according to the invention can be determined, for example, via a mass-based weight distribution using a photon correlation spectrometer with a wavelength of 632.8 nm.
  • the dispersant ⁇ ) is generally from 40% by weight to 95% by weight, preferably from 50% by weight to 80% by weight, of the emulsion.
  • the dispersant ß) can only consist of glycerol. However, it may also contain 50% water or less besides the glycerin. Preferably, the glycerol to water ratio is 95: 5 to 85:15. The weight ratio of glycerol and water depends on the properties of the fat-soluble substance ⁇ -i) to be dispersed and on the requirement for a uniform and fine distribution.
  • the emulsifier system ⁇ ) is in particular from 0.2 to 10% by weight of the emulsion. In another embodiment, the emulsifier system ⁇ according to the invention is from 0.3% by weight to 5% by weight, based on the emulsion according to the invention. In a preferred embodiment, the emulsifier system ⁇ ) according to the invention is 0.5 wt .-% to 1, 0 wt .-% based on the emulsion of the invention.
  • the emulsion according to the invention shows in a particular embodiment of the present invention a high stability over a long storage period.
  • An emulsion according to the invention can be for example about up to 2 years at room temperature and in particular at an elevated temperature of about 40 0 C WE sentlichem exclusion of light store. Below room temperature are associated with the present invention, temperatures of 15 0 C to 35 0 C, but to be understood especially from 20 0 C to 30 ° C.
  • An emulsion of the invention generally remains stable over this storage period of up to 2 years. Coalescence of the disperse phase ⁇ ) of an emulsion according to the invention, in particular ring formation, flocculation or color loss, generally does not occur.
  • the emulsion of the invention also displays a high color strength.
  • the relative color strength also referred to as the E 1/1 value
  • the E 1/1 value defines the specific extinction of a 1.0% aqueous emulsion in a 1 cm cuvette at the absorption maximum.
  • a high color intensity is understood in particular to mean a relative color intensity of 180 or more.
  • the relative color strength of the emulsion according to the invention is usually from 180 to 200.
  • the emulsion according to the invention has an advantageous low turbidity, which is desired, for example, in certain foods.
  • the turbidity of an emulsion is generally determined according to ISO 7027 / DIN EN 27027.
  • An emulsion according to the invention generally has a turbidity of from 50 NTU to 1000 NTU, depending on its specific composition. Low haze is generally present at from 50 NTU to 400 NTU, and more preferably from 50 NTU to 200 NTU. A slight turbidity can be achieved with the emulsion according to the invention even at the abovementioned high proportions of a fat-soluble substance ⁇ -i), in particular in the embodiment of ⁇ -carotene.
  • the emulsion according to the invention is distinguished in another embodiment by its good applicability in the beverage industry, i. the positive properties described herein are achievable respectively or in various combinations, in particular in applications, for example in the beverage industry.
  • a concentration of about 5 ppm to 50 ppm ⁇ -carotene, more preferably from about 10 ppm to 25 ppm ⁇ -carotene, and more preferably from 15 ppm to 20 ppm ⁇ -carotene in the ready-to-drink is desired .
  • the ⁇ -carotene concentration in a particularly preferred embodiment is 15 to 18 ppm.
  • High electrolyte contents may be present. High electrolyte contents are achieved especially in critical systems such as concentrates or isotonic drinks, which have a considerable proportion of different salts.
  • a low pH when using the emulsion in the beverage industry, generally a low pH may be present.
  • a low pH means in particular a pH of 6 or below, for example a pH of 2 to 5 and in particular a pH of 2 to 3.
  • pasteurization can be carried out. Under pasteurization is related to of the present invention, for example, a heat treatment of below 100 ° C, preferably 60 0 C to 90 ° C for a period of 60 s to 120 s to understand.
  • protein-free emulsions in particular for the beverage industry, are obtainable in a particular embodiment of the emulsifier system according to the invention.
  • Proteins may generally contain allergens, so that in a particular embodiment the emulsion according to the invention is protein-free.
  • no proteins are used as further possible emulsifiers or stabilizers for this purpose.
  • the emulsion according to the invention is well tolerated and combinable in a further embodiment of the present invention, in particular with the formulations which are typically used in the beverage industry.
  • compatibility is to be understood as meaning a low interaction with the components customarily used in the beverage industry, in particular with the stabilizers used there.
  • the usual formulations of the beverage industry are therefore not or not significantly affected by the inventive emulsion.
  • the emulsion according to the invention can thus be integrated excellently into the formulations of the beverage industry.
  • the components ⁇ ), ⁇ ), ⁇ ) and the optionally possible components give a total of 100% by weight, based on the emulsion.
  • the emulsion according to the invention may contain, in addition to the emulsifier system according to the invention, one or more different, for example two or three, low molecular weight emulsifiers.
  • additional emulsifier e.g. Leci- thin with a proportion of 5 wt .-% to 30 wt .-% based on the emulsion, but especially 10 wt .-% to 20 wt .-% based on the emulsion into consideration.
  • the emulsifier system according to the invention may contain, in addition to the emulsifiers a), b), c) Contain components which are referred to as stabilizers in the context of the present invention.
  • the stabilizers are preferably high molecular weight compounds having a molecular weight of 1,000 or more. They are preferably used when the emulsion according to the invention is added to beverages or other aqueous solutions in order to stabilize the disperse phase in addition to the emulsifier system according to the invention.
  • the preferably high molecular weight stabilizers are thus added, especially when using the emulsion according to the invention, for example by adding the emulsion of the invention to the formulations of the beverage industry.
  • stabilizers are gum arabic, gelatin, casein, caseinate, pectin, dextrin, locust bean gum, guar gum, xanthan, or plant proteins such as soy proteins, which may be hydrolyzed if appropriate, and mixtures thereof.
  • polyvinyl alcohol, polyvinylpyrrolidone, methylcellulose, carboxymethylcellulose, hydroxypropylcellulose and alginates are examples of stabilizers.
  • modified starches come into consideration. Among them are technological, i. physically or chemically prepared starch conversion products.
  • Preferred stabilizers are gelatin such as beef, pork and fish gelatin, vegetable proteins, pectin, casein, caseinate and gum arabic and modified starches. Particularly preferred stabilizers are modified starches.
  • Antioxidants can also be added to the emulsion according to the invention.
  • BHA butylhydroxyanisole
  • BHT butylhydroxytoluene
  • ascorbyl palmitate the scope of the invention not being left out of the amount of ascorbyl palmitate, or gallic acid esters.
  • vitamin C and rosemary extract come into consideration.
  • Antioxidants may be added to the emulsion according to the invention in amounts of from 0.5% by weight to 10% by weight, preferably from 1% by weight to 5% by weight, with the percentages by weight being based on the invention Obtain emulsion.
  • the antioxidative effect of the ascorbyl palmitate can be increased further by adding to the disperse phase ⁇ ) additionally tocopherol.
  • the proportion of tocopherol is preferably 1 wt .-% to 4 wt .-% based on the inventive emulsion.
  • the emulsion according to the invention is distinguished in a further embodiment of the present invention by its bacteriostatic effect. This refers to the prevention of bacterial growth and proliferation without killing the bacteria.
  • the mixing of the components of the emulsion according to the invention can take place immediately before the addition of the emulsion to a foodstuff, to a beverage, to a feed, to a cosmetic or to a pharmaceutical.
  • the emulsion according to the invention can also be initially filled and stored after its preparation in order to give it, as needed, to a food, to a drink, to a feed, to a cosmetic or to a pharmaceutical.
  • an emulsion according to the invention comprises 5% by weight to 15% by weight of a fat-soluble substance ⁇ -i) in the embodiment of ⁇ -carotene, 0.5% by weight to 1% by weight of an emulsifier system according to the invention ⁇ ) in the embodiment with 20% to 30% by weight of an emulsifier b) in the embodiment of an ethoxylated sorbitan fatty acid ester of the structural formula
  • the person skilled in the art is familiar with processes for the preparation of the emulsion according to the invention.
  • the emulsion according to the invention can be prepared, for example, in two steps: Voremulg réelle by emulsifying the fat-soluble substance ⁇ -i) in the dispersant ß) for the preparation of a crude emulsion and
  • the preparation of the emulsion according to the invention is preferably carried out by means of a rotor / stator system and by means of a subsequent emulsification in a high-pressure homogenizer in one passage or in several passages.
  • the fine emulsification may be carried out by one or more times, e.g. pass two or three times the crude emulsion, for example by a high-pressure homogenizer.
  • the homogenization is generally carried out at a pressure of from 200 bar to 1200 bar, preferably from 600 bar to 800 bar.
  • the number of revolutions is generally from 6,000 to 10,000 revolutions per minute, but preferably from 8,000 to 10,000 revolutions per minute.
  • the emulsion according to the invention can be used for a variety of purposes, in particular for coloring, for vitaminization, in particular provitamin A or as an antioxidant in human nutrition, in particular in beverages, more preferably in soft drinks, vitamin juices or sports drinks. Furthermore, a use in animal nutrition, in the cosmetics or in the pharmaceutical industry is possible.
  • the emulsion according to the invention is outstandingly suitable for simple and exact metering for the addition of e.g. from vitamins to liquid food or feed or, in the case of the .beta.-carotene, to the coloring of beverages e.g. of sodas.
  • the present invention also provides a food, a feed, a cosmetic or a pharmaceutical which contains an emulsifier system according to the invention or an emulsion according to the invention.
  • the relative color intensity E 1/1 was measured with the HP 8452A device from the manufacturer Hewlett Packard at a setting of 200 nm to 800 nm.
  • the E1 / 1 value defines the specific extinction of a 1.0% aqueous emulsion in a 1 cm cuvette at the absorption maximum.
  • UV / VIS spectra were measured with a HP8452A manufactured by Hewlett Packard at a setting of 200 nm to 800 nm.
  • the average particle size of an emulsion according to the invention was determined over a mas ⁇ se donatede weight distribution with a photon correlation spectrometer having a wavelength of 632.8 nm.
  • Example 1 The Effect of Emulsifier Systems Compared to the Individual Emulsifiers in Emulsions with ⁇ -Carotene.
  • Disperse phase o ⁇ containing:
  • the emulsions were prepared as follows. The disperse phase cci) was heated to about 170 ° C until the ⁇ -carotene had dissolved on). Then the disperse phase oci) was added to the dispersing agent ⁇ i) and homogenized by means of an Ultra Turraax at 10,000 revolutions per minute for about 15 seconds. The temperature of the emulsion was about 70 0 C. This crude emulsions were then further feinemulgiert in a Microfluidizer manufacturer Micro fluid at 800 bar in three repetitions, in order to achieve small droplets with a narrow size distribution of the disperse phase oti).
  • emulsifier system 2 g of emulsifier ai), 1 g of emulsifier bi) and 1 g of emulsifier ci) were used.
  • the emulsion of the invention was characterized by a very high relative color intensity E 1/1 and by a very brilliant and clear color appearance. It also showed a very good storage life under room temperature at 23 0 C within the observation period of four months. The results are summarized in Table 1.
  • Example 2 Concentrated emulsions with ⁇ -carotene
  • Dispersant ⁇ 2) 36 g of cation exchange water
  • the preparation of the emulsion was carried out according to the method described in Example 1.
  • the ratio of the proportions of the emulsifiers a-i), b-i) and c-i) in the emulsifier system according to the invention was 2: 1: 1.
  • Example 3 Concentrated emulsions with ⁇ -carotene
  • An emulsion according to the invention had the following composition, the weight% being based on the emulsion:
  • Emulsifier bi 0.14% by weight emulsifier c-i) 0.14% by weight
  • the above emulsion according to the invention was tested in sports drinks with the stabilizers xanthan or alternatively with carboxymethylcellulose.
  • the abovementioned emulsion with a content of 12% by weight of carotenoid, based on the emulsion was 15 ppm in a sports drink yellow clear with the composition 2.0 g of stabilizer, 932 g of water, 0.57 g of phosphate salt, 0, 49 g Na citrate 5.5 H 2 O, 0.8 g NaCl, 0.15 g Na benzoate, 0.2 g K-sorbate, 2.5 g citric acid, 61 g sugar and 0.15 g ascorbic acid , Thereafter, a heat treatment of 10 minutes was carried out at 90 ° C.
  • the UV / VIS absorption spectra before and after the heat treatment between 300 nm and 800 nm wavelength are approximately congruent. There was no significant color shift from yellow to yellow.
  • Examples 1 to 3 show that the emulsion according to the invention with the emulsifier system according to the invention is well suited to meet the challenges of the beverage industry.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Polymers & Plastics (AREA)
  • Birds (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Food Science & Technology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Dermatology (AREA)
  • Animal Husbandry (AREA)
  • Zoology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Molecular Biology (AREA)
  • Dispersion Chemistry (AREA)
  • Nutrition Science (AREA)
  • Toxicology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Diabetes (AREA)
  • Colloid Chemistry (AREA)
  • Cosmetics (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Medicinal Preparation (AREA)
  • Emulsifying, Dispersing, Foam-Producing Or Wetting Agents (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Coloring Foods And Improving Nutritive Qualities (AREA)
  • Edible Oils And Fats (AREA)
EP06763961A 2005-07-04 2006-06-29 Emulgatorsystem, emulsion und deren verwendung Withdrawn EP1901836A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102005031464A DE102005031464A1 (de) 2005-07-04 2005-07-04 Emulgatorsystem, Emulsion und deren Verwendung
PCT/EP2006/063665 WO2007003565A1 (de) 2005-07-04 2006-06-29 Emulgatorsystem, emulsion und deren verwendung

Publications (1)

Publication Number Publication Date
EP1901836A1 true EP1901836A1 (de) 2008-03-26

Family

ID=36852744

Family Applications (1)

Application Number Title Priority Date Filing Date
EP06763961A Withdrawn EP1901836A1 (de) 2005-07-04 2006-06-29 Emulgatorsystem, emulsion und deren verwendung

Country Status (8)

Country Link
US (1) US20080207777A1 (zh)
EP (1) EP1901836A1 (zh)
JP (1) JP2009505809A (zh)
CN (1) CN101218016A (zh)
DE (1) DE102005031464A1 (zh)
NO (1) NO20080526L (zh)
TW (1) TW200711663A (zh)
WO (1) WO2007003565A1 (zh)

Families Citing this family (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4866607B2 (ja) * 2005-12-09 2012-02-01 株式会社アイ・ティー・オー 乳化組成物
EP2512648B1 (en) 2009-12-15 2018-01-24 Emultec S.r.L. Nanoemulsion, method for its preparation and use
WO2011103512A1 (en) * 2010-02-18 2011-08-25 Martek Biosciences Corporation Dha free fatty acid emulsions
US20110206741A1 (en) * 2010-02-18 2011-08-25 Martek Biosciences Corporation DHA Triglyceride Emulsions
US20110200644A1 (en) * 2010-02-18 2011-08-18 Martek Biosciences Corporation DHA Ester Emulsions
AU2011340797B2 (en) * 2010-12-10 2017-08-10 Ns Technologies Pty Ltd Methods for forming miniemulsions and use thereof for delivering bioactive agents
JP6277123B2 (ja) * 2011-06-30 2018-02-07 アーチャー−ダニエルズ−ミッドランド カンパニー 乳化剤組成物およびこのような乳化剤組成物の使用方法
WO2013021041A1 (en) * 2011-08-11 2013-02-14 Dsm Ip Assets B.V. Emulsions comprising carotenoid for transparent and pasteurization-stable liquid formulations, especially beverages
RU2664579C2 (ru) 2012-08-26 2018-08-21 Ликоред Лтд. КОМПОЗИЦИИ β-КАРОТИНА С КОНТРОЛИРУЕМЫМ ЦВЕТОВЫМ ТОНОМ
WO2014051116A1 (ja) * 2012-09-28 2014-04-03 富士フイルム株式会社 リコピン含有水中油型エマルション組成物及びその製造方法
EP3005881A1 (en) * 2014-10-10 2016-04-13 DSM IP Assets B.V. Color-stable beverages containing 8'-apo-ß-carotene-8'-al
ES2607715B1 (es) * 2015-10-01 2018-01-17 Solutex Na, Lcc Proceso para la preparación y estabilización de emulsiones con omega-3 mediante redes cristalinas isométricas de derivados de celulosa
BR102015025584A2 (pt) * 2015-10-07 2017-05-02 Oxiteno S A Indústria E Comércio Powder emulsifier
CN108324699A (zh) * 2017-01-20 2018-07-27 浙江医药股份有限公司新昌制药厂 稳定的脂溶性活性成分组合物、微囊及其制备方法和应用
EP3351118A1 (en) * 2017-01-20 2018-07-25 Zhejiang Medicine Co., Ltd. Xinchang Pharmaceutical Factory Fat-soluble active ingredient composition, microcapsule and uses thereof and process of preparation

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4200728A1 (de) * 1992-01-14 1993-07-15 Basf Ag Stabile, fluessige praeparate fettloeslicher substanzen
DE19609538A1 (de) * 1996-03-11 1997-09-18 Basf Ag Feinverteilte Carotinoid- und Retinoidsuspensionen und Verfahren zu ihrer Herstellung
US6835408B2 (en) * 1998-11-13 2004-12-28 The Nisshin Oillio Group, Ltd. Oil or fat composition
TWI265007B (en) * 2000-08-28 2006-11-01 Nisshin Oillio Group Ltd Oil and fat compositions having antifoaming effect

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO2007003565A1 *

Also Published As

Publication number Publication date
NO20080526L (no) 2008-04-02
JP2009505809A (ja) 2009-02-12
CN101218016A (zh) 2008-07-09
DE102005031464A1 (de) 2007-01-18
US20080207777A1 (en) 2008-08-28
TW200711663A (en) 2007-04-01
WO2007003565A1 (de) 2007-01-11

Similar Documents

Publication Publication Date Title
WO2007003565A1 (de) Emulgatorsystem, emulsion und deren verwendung
EP0551638B1 (de) Stabile, flüssige Präparate fettlöslicher Substanzen
EP2413710B1 (de) Gebrauchsfertige, stabile suspension teilamorpher beta-carotinpartikel
WO2007003599A2 (de) Emulgatorsystem, emulsion und deren verwendung
EP0981969B1 (de) Carotinoid-Formulierungen, enthaltend ein Gemisch aus Beta-Carotin, Lycopin und Lutein
EP2343986B1 (de) Gebrauchfertige, stabile emulsion
DE102011056111B4 (de) Emulsion
DE19653410A1 (de) Verwendung von Carotinoid-Solubilisaten zum Färben von Lebensmitteln und pharmazeutischen Zubereitungen
EP1972206B1 (de) Farbstoff-Emulsion und Emulgatorzusammensetzung sowie deren Verwendung
EP0800825A1 (de) Stabile wässrige Solubilisate von Carotinoiden und Vitamine
EP2188250B1 (de) Verfahren zur herstellung von öligen lösungen von astaxanthin-derivaten
EP1338271B1 (de) Wässrige Lösung von Ascorbinsäure
EP2066310B1 (de) Emulsionen enthaltend gummi arabicum
DE69111234T2 (de) Farbstabilisierte zusammenstellungen von paprikapigment und damit gefärbte nahrungsmittel.
EP1270679B2 (de) Farbstoff-Gemisch zur Verwendung in Lebensmitteln, Pharmazeutika und Kosmetika
EP2142015A2 (de) Emulsionsvorkonzentrate sowie micellare formulierungen enthaltend wurzelharz
CH699449A2 (de) Emulsionsvorkonzentrate sowie micellare Formulierungen enthaltend Glycerinfettsäureester.
CH699448A2 (de) Emulsionsvorkonzentrate sowie micellare Formulierungen enthaltend Cyclodextrin.
DE102017009186A1 (de) Lutein und -derivate enthaltende Zusammensetzung sowie Verfahren zur Herstellung
EP1095986A1 (de) Verfahren zur Stabilisierung von flüssigen, wässrigen Präparaten fettlöslicher Substanzen

Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

Free format text: ORIGINAL CODE: 0009012

17P Request for examination filed

Effective date: 20080204

AK Designated contracting states

Kind code of ref document: A1

Designated state(s): AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IS IT LI LT LU LV MC NL PL PT RO SE SI SK TR

DAX Request for extension of the european patent (deleted)
17Q First examination report despatched

Effective date: 20080505

GRAP Despatch of communication of intention to grant a patent

Free format text: ORIGINAL CODE: EPIDOSNIGR1

DAX Request for extension of the european patent (deleted)
GRAS Grant fee paid

Free format text: ORIGINAL CODE: EPIDOSNIGR3

STAA Information on the status of an ep patent application or granted ep patent

Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN

18D Application deemed to be withdrawn

Effective date: 20091112