WO2012125142A1 - Matrice d'encapsulation sans sucre/non cariogène - Google Patents

Matrice d'encapsulation sans sucre/non cariogène Download PDF

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Publication number
WO2012125142A1
WO2012125142A1 PCT/US2011/028178 US2011028178W WO2012125142A1 WO 2012125142 A1 WO2012125142 A1 WO 2012125142A1 US 2011028178 W US2011028178 W US 2011028178W WO 2012125142 A1 WO2012125142 A1 WO 2012125142A1
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Prior art keywords
encapsulating agent
agent
mixture
emulsifier
oil
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PCT/US2011/028178
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English (en)
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Irene Tran
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Individual
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Individual
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Priority to PCT/US2011/028178 priority Critical patent/WO2012125142A1/fr
Priority to EP11861054.2A priority patent/EP2683367A4/fr
Publication of WO2012125142A1 publication Critical patent/WO2012125142A1/fr
Anticipated expiration legal-status Critical
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    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
    • A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
    • A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
    • A23L27/72—Encapsulation
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
    • A23P10/00—Shaping or working of foodstuffs characterised by the products
    • A23P10/30—Encapsulation of particles, e.g. foodstuff additives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1605—Excipients; Inactive ingredients
    • A61K9/1629—Organic macromolecular compounds
    • A61K9/1641—Organic macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyethylene glycol, poloxamers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
    • A61K9/1682—Processes
    • A61K9/1694—Processes resulting in granules or microspheres of the matrix type containing more than 5% of excipient

Definitions

  • This invention involves the use of emulsifier and non-digestible carbohydrate mixtures for sugar free/non-cariogenic encapsulation applications.
  • a multi-component matrix that provides superior performance including emulsification, viscosity, and processability for spray drying is utilized.
  • the resulting microcapsules with high loading showed high oil retention, low surface oil, and good oxidation resistance.
  • an encapsulating agent comprising an emulsifier; and a non-digestible carbohydrate, wherein the non-digestible carbohydrate is selected from the group consisting of a non-digestible carbohydrate with a DP less than 13; or a mixture comprising two or more non-digestible carbohydrates, wherein at least one non- digestible carbohydrate component of the mixture has a DP of less than 13; and wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least 5 % w/w of the mixture; and wherein the encapsulating agent results in less than 1800 ppm oxidized components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C.
  • an oil-in-water emulsion of the encapsulating agent results in a Brookfield viscosity less than 150 cps at 50% solids at 22°C when tested in a sample oil-in-water emulsion consisting of: a. 15% w/w orange oil 1 x; b. 35% w/w of the encapsulating agent utilized as an emulsifier, wherein the encapsulating agent utilized as an emulsifier comprises 1 . 29% of the emulsifier, and 2. 6% of the non-digestible carbohydrate, and c. 50.0% w/w water.
  • the average DP of the encapsulating agent is at least 3.
  • the emulsifier of the encapsulating agent utilized as the emulsifier is Q-NATURALE®. emulsifier.
  • the encapsulating agent has a TDF of 60 - 100%.
  • the at least one non-digestible carbohydrate component of the encapsulating agent having 60 - 100% TDF is further characterized as having a DP of less than 100.
  • the emulsifier is selected from the group consisting of gum ghatti, pectin, gum arabic, modified cellulosics, lecithin, arabinogalactan, proteins, saponin, quilaja, quillaja solid extract, and/or quillaic acid, polysorbates, and sugar esters.
  • the non-digestible carbohydrate is selected from the group consisting of gum arabic; polydextrose; short chain fructose oligosaccharide; and resistant maltodextrins.
  • the resistant maltodextrin is selected from the group consisting of fibersol and nutriose.
  • the non-digestible carbohydrate is further comprised of a polyol.
  • the polyol is selected from the group consisting of erythtirol; hydrogenated starch hydrosylates; hydrogenated starch polyglycitols; isomalt; lactitol; maltitol; mannitol; sorbitol; and xylitol.
  • the emulsifier is substantially sugar free.
  • the emulsifier is gum arabic.
  • the emulsifier is a saponin.
  • the saponin is a Quillaja solid extract.
  • the non-digestible carbohydrate is selected from the group consisting of resistant maltodextrin, polydextrose, and short chain fructose oligosaccharides.
  • the mixture comprises two or more non-digestible carbohydrates is comprised of Gum Arabic and sorbitol.
  • the mixture comprises two or more non-digestible carbohydrates is comprised of nutriose and sorbitol.
  • the mixture comprises two or more non-digestible carbohydrates is comprised of nutriose and maltitol.
  • the mixture comprises nutriose and xylitol.
  • the mixture comprising two or more non- digestible carbohydrates is comprised of nutriose and mannitol.
  • the mixture comprising two or more non- digestible carbohydrates is comprised of nutriose and sorbitol.
  • the emusifier is present in a w/w percentage of 0.5-40 of the encapsulating agent.
  • the non-digestible carbohydrate is present in a w/w percentage of 60-99.5 of the encapsulating agent.
  • an encapsulated product comprising (a) an encapsulating agent ; and (b) an active agent.
  • the encapsulated product is at least 30% w/w active agent.
  • a matrix comprising an encapsulating agent, and an active agent.
  • a food product comprising an encapsulating agent; and an active agent.
  • an oil-in-water emulsion comprising: a. a water-containing continuous phase; b. an active agent-containing discrete phase; and c. an encapsulating agent.
  • Brookfield viscosity is intended to mean viscosity measured in accordance with Example 4 of the instant application.
  • DP degree of polymerization
  • DP Total MW of the polymer / MW of the monomer unit wherein the monomer unit is a mono-saccharide or hydrogenated equivalent such as sorbitol.
  • Emulsion particle size is intended to mean the analysis substantially as described under the heading "Procedure for Measurement of Emulsion Particle Size” in the instant application (Example 3).
  • non-cariogenic is intended to mean ingredients that do not contribute to the advancement of dental caries. These ingredients do not include sugars or starches.
  • oil-in-water emulsion is intended to mean an emulsion in which the oil is in the discrete phase and the water (aqueous) is the continuous phase.
  • oil load is intended to mean the targeted amount of oil present in an encapsulated product, or microcapsules, or spray dried powder, and is characterized as follows:
  • Oil load [(oil amount w/w) / (oil amount w/w + encapsulant amount w/w)] x 100.
  • oil retention is intended to mean oil retained by a sample as detailed in Example 6, "Procedure for Orange Oil Retention Analysis", in the instant application.
  • ppm of oxidized components is intended to mean the parts of oxidates per million units of encapsulated product, measured using the method described in Example 5 of the instant application.
  • polydextrose is intended to mean a polysaccharide synthesized by random polymerization of glucose, sorbitol, and a suitable acid catalyst at a high temperature and partial vacuum.
  • resistant maltodextrin is intended to mean a polysaccharide with an average degree of polymerization between 3 and 15, at least a significant portion of which is not absorbed in the small intestine of healthy individuals.
  • Resistant maltodextrins include without limitation NUTRIOSE ® (commercially available from Roquette Freres and National Starch LLC) and FIBERSOL ® (commercially available from ADM ( Decatur, IL)
  • ScFOS short-chain fructo-oligosaccharides
  • room temperature as used herein is intended to mean 22° C.
  • sample encapsulation as used herein, is intended to mean an encapsulation prepared in accordance with Examples 1 and 2 of the instant application, stored for 14 days at 50 C, and subsequently analyzed in accordance with Example 5 of the instant application.
  • solids percentage may be calculated as follows: [(oil + all solids) / (oil + all solids + water)] x 100.
  • substantially sugar free is intended to mean less than 1 % sugar w/w.
  • an emulsifier is utilized.
  • emulsifier is intended to mean a surface-active agent that facilitates the mixing of two or more liquid substances that would separate into its component parts under normal conditions.
  • suitable emulsifiers include, but are not limited to, gum ghatti, pectin, modified cellulosics, lecithin, arabinogalactan, proteins, saponin, polysorbates, sugar esters, quillaja, quilliaja solid extract, quilliac acid, and / or any combination thereof.
  • the emulsifier is gum Arabic, a gum exuded by various African trees of the genus Acacia, especially A. Senegal, used in the preparation of food encapsulation and beverage emulsions and the manufacture of mucilage and candies and in general as a thickener and colloidal stabilizer. It is also called acacia.
  • the term "saponin”, as used herein, is intended to mean amphipathic glycoside groups characterized phenomenologically by the soap-like foaming they produce when shaken in aqueous solutions, and structurally by their composition of one or more hydrophilic glycoside moieties combined with a lipophilic triterpene derivative. They are used as emulsifiers.
  • the emulsifier is quillaja.
  • Quillaja is a surfactant extracted from the inner bark of soap bark trees, Quillaja Saponaria Molina, an evergreen native to Chile and Peru. Containing saponins, it is often used as a substitute for soap and as an agricultural spray adjuvant.
  • Quillaja is also used in pharmaceuticals, food products, personal care products, and fire-fighting foams.
  • the saponin is a sapogenin glycoside isolate of Quillaja saponaria.
  • the saponin consists essentially of quillaic acid.
  • quillaja solid extract is intended to mean the solid portion of the quillaja containing the surface-active saponin which provides the emulsification property.
  • quillaja solid extract is not intended to mean liquid quillaja extract which contains the solid portion and water.
  • quillaja is intended to mean surfactant extracted from the inner bark of soap bark trees, Quillaja Saponaria Molina, an devergreen native to Chile and Peru. Quillaja surfactant contains saponins.
  • non-digestible carbohydrate is intended to mean a carbohydrate with a total dietary fiber (“TDF”) content of at least 60%.
  • Suitable non-digestible carbohydrates include, but are not limited to gum arabic; Nutra Flora ® ; LITESSE II ® ; resistant maltodextrins such as FIBERSOL ® and NUTRIOSE ® ; and polyols.
  • the non-digestible carbohydrate is comprised of a mixture comprising at least two non-digestible carbohydrates, wherein at least one non- digestible carbohydrate component of the mixture has a DP of less than 13.
  • polyol is intended to mean a type of non- digestible carbohydrate that (1 ) has a DP of 2 or less; (2) is an alcohol; and (3) is non- cariogenic. Suitable polyols include, but are not limited to, erythritol; hydrogenated starch hydrosylates or polyglycitols (including maltitol syrups); isomalt; lactitol; maltitol; mannitol; sorbitol; and xylitol.
  • the non-digestible carbohydrate is further comprised of a resistant maltodextrin.
  • the non-digestible carbohydrate is NUTRIOSE ® , a partially hydrolyzed wheat and maize starch derivative which contains up to 85% fiber. This high fiber content makes it possible to increase the digestive tolerance, to improve calorie control, to extend energy release and to obtain a lower sugar content.
  • the non-digestible carbohydrate is further comprised of NUTRIOSE ® , and has an DP of about 14.
  • the non-digestible carbohydrate is further comprised of FIBERSOL ® , a resistant maltodextrin that is a spray-dried powder produced by a controlled enzymatic hydrolysis of cornstarch.
  • the non-digestible carbohydrate is comprised of a polydextrose.
  • the non-digestible carbohydrate is further comprised of LITESSE®, and has an DP of about 12.
  • the non-digestible carbohydrate is further comprised of a short-chain fructooligosaccharide (scFOS).
  • scFOS short-chain fructooligosaccharide
  • the non-digestible carbohydrate is further comprised of Nutra Flora ® , and has an average DP of about 2-4
  • the non-digestible carbohydrate is present in a w/w percentage of 40 to 99.5%, in one embodiment 50 to 99% of the encapsulating agent.
  • TDF total dietary fiber
  • total dietary fiber is defined as measured by AOAC method 2001 .03.
  • the TDF of the encapsulating agent is between 60% - 100% TDF.
  • the TDF of the encapsulating agent is between about 60% - about 100% TDF.
  • the TDF of the encapsulating agent is between 70% - 100% TDF.
  • the TDF of the encapsulating agent is between about 70% - about 100% TDF.
  • the TDF of the encapsulating agent is between 80% - 100% TDF.
  • the TDF of the encapsulating agent is between about 80% - about 100% TDF.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least 3 % w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least about 3 % w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least 6 % w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least about 6% w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least 10 % w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of at least one component having a DP of less than 13; wherein the at least one non-digestible carbohydrate component of the mixture having a DP of less than 13 is at least about 10 % w/w of the mixture.
  • a mixture comprising a non-digestible carbohydrate is comprised of a polyol.
  • any non-digestible carbohydrate components may be used in any ratio so as to form a mixture comprising a non-digestible carbohydrate, so long as the DP of the mixture is less than 13.
  • encapsulating agent is intended to mean a composition that, when prepared in an emulsion with an active agent and subsequently dried results in either (a) a micro-encapsulated active agent, or (b) a coated active agent
  • the subsequent drying utilized in the encapsulating process may be any type of drying known in the art. Suitable examples of such drying include but are not limited to fluid bed drying; freeze drying; drum drying; and spray drying.
  • an encapsulating agent is comprised of a gum arabic (i.e., an emulsifier) and a non-digestible carbohydrate with a DP of less than 13 or a mixture with at least component of the mixture having a DP of less than 13
  • the encapsulating agent is comprised of gum arabic and a polyol.
  • the emulsifier is present in a w/w percentage of 0.5 to 40%, in one embodiment 0.5% to 25% of the encapsulating agent.
  • the encapsulating agent may be used to encapsulate any active agent and in one embodiment is used to encapsulate an oxygen sensitive active agent.
  • Oxygen sensitive agents are intended to include, without limitation, unsaturated fatty acids such as gamma-linolenic acids, citrus oils such as orange oils, vitamins such as Vitamin A, Vitamin E, and Vitamin D, tocopherols, tocotrienols, phytosterols, Vitamin K, beta-carotene, marine oils, and omega-3 fatty acids.
  • the encapsulating agent is used to encapsulate marine oil or omega-3 fatty acids, including concentrated omega-3 fatty acids.
  • the active agent may be any substance which will not react with the encapsulating agent, including but not limited to oils, fats, flavors, colors, fragrances, vitamins, and pharmaceuticals.
  • the encapsulating agent of the present invention is useful for emulsifying or encapsulating oil-based active agents. These oils may be volatile or non-volatile and are generally characterized by being essentially water immiscible in water in the presence of an encapsulating agent.
  • the active agents may be encapsulated using the encapsulating agents of the present invention and techniques known in the art.
  • the encapsulating agent may be dispersed in water, the active agent may be added and emulsified, and the emulsion may then be dried to form the encapsulated product. Drying may be accomplished by any appropriate method known in the art, including but not limited to spray drying, extrusion, spray chilling, and fluid bed coating.
  • the active agent is homogenized (emulsified) in a solution/dispersion of the encapsulating agent and then spray dried. Emulsification and drying conditions may be controlled by one skilled in the art to yield encapsulated product with the desired attributes. For example, if volatile or heat labile active agents are used, relatively low temperatures will be used to reduce loss and/or inactivation of the active agent.
  • One skilled in the art may also vary the average particle size of the emulsion to obtain the desired results. In one embodiment, the particle size of the emulsion is about one micron.
  • the resultant encapsulated products are, in one embodiment, in the form of a dry, free-flowing powder. These products have the advantage of achieving and maintaining consistently high active agent levels, and/or excellent oxidation resistance.
  • the encapsulated product prepared with the present encapsulating agents consistently achieves and maintains a relatively high level of the active agent.
  • the active agent may be present in an amount of from about 5 to 70% (wt/wt) based upon the final encapsulated product, (i.e., post-drying). In another embodiment, the active agent is present in an amount of from about 15 to 60% (wt/wt).
  • a high level of active agent is desirable to reduce the cost of producing the final product as encapsulating agents are often expensive. Further, some encapsulating agents may contribute adverse or undesirable properties to the final system and it is thus desirable to reduce the amount of encapsulating agent used.
  • a high level of active agent is achieved. In another embodiment, a longer shelf life is achieved.
  • the present encapsulating agents also retain the oil so as to provide a low amount of surface oil.
  • the surface oil may be measured by methods known in the art such as by washing the encapsulated powder with a suitable solvent. Reduction of surface oil may be beneficial as increased surface oil indicates that the load of the active agent is not being maintained (instability) and inefficiency of encapsulation. Thus, reduction of surface oil results in a longer shelf life.
  • the oil load is 30% (30% oil load is used for all experiments unless otherwise specified), the total oil retention is at least 20%. In another embodiment, the total oil retention is at least 25%.
  • the present encapsulating agents also provide a relatively high level of oxidation resistance, thereby prolonging storage stability of the encapsulated product and shelf life of the final product.
  • Oxidation resistance may be measured by methods known in the art. Oxidation resistance may be beneficial not only for flavor considerations of the oil, but also to maintain the activity of various products.
  • an anti-oxidant and/or reducing agent may be added to the oil.
  • the maximum ppm oxidative components is 1600. In another embodiment, the maximum ppm oxidative components is at least about 1600.
  • the oil load is at least 20%. In another embodiment, the oil load is at least about 20%. In another embodiment, the oil load is at least 25%. In another embodiment, the oil load is at least about 25%. In another embodiment, the oil load is at least 30%. In another embodiment, the oil load is at least about 30%.
  • the encapsulated product is stable when stored as a powder and releases the active agent upon exposure to moisture.
  • the resultant encapsulated product may be used at any level desired, the amount being dependent upon the amount of active agent to be incorporated and the product in which it is to be used.
  • the encapsulated products are used in a food product, the encapsulated product is used in an amount of from about 0.01 to about 10% by weight of the food product and in another embodiment up to about 5% (wt/wt).
  • the resultant encapsulated product may be used in various food products including, but not limited to, cereals; powdered drink mixes; instant coffees and teas; powdered sauce and gravy mixes; instant soups; powdered dressings; bakery products including breads and bread products; intermediate moisture foods including shelf stable nutrition bars; flavors; fragrances; colorants; and other dry food products.
  • the moisture triggers the release mechanism, providing the active agent to the consumer.
  • the resultant encapsulated product may also be used in a variety of pharmaceuticals including vitamins; personal care products including antiperspirants, deodorants, soaps, fragrances, and cosmetics; hair care products, such as hair sprays, mousses, shampoos, cream rinses, and gels; paper products such as diapers, sanitary napkins, paper towels, tissues, toilet tissues; animal care products such as kitty litter; and household products such as carpet cleaners, and air fresheners.
  • vitamins including antiperspirants, deodorants, soaps, fragrances, and cosmetics
  • hair care products such as hair sprays, mousses, shampoos, cream rinses, and gels
  • paper products such as diapers, sanitary napkins, paper towels, tissues, toilet tissues
  • animal care products such as kitty litter
  • household products such as carpet cleaners, and air fresheners.
  • the encapsulating agent is substantially sugar-free. In still yet another embodiment, the encapsulating agent contains no sugar.
  • the Brookfield viscosity of a water-in-oil emulsion containing the encapsulating agent is less than 400 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of a water-in-oil emulsion containing the encapsulating agent is less than about 400 cps when tested in the water- in-oil emulsion of Example 1 .
  • Brookfield viscosity of the test water-in-oil emulsion is less than 300 cps when tested in the water-in-oil emulsion of Example 1/
  • Brookfield viscosity of a water-in-oil emulsion containing the encapsulating agent is less than about 300 cps when tested in the water- in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than 200 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of a water-in-oil emulsion containing the encapsulating agent is less than about 200 cps when tested in the water- in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than 150 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of a water-in-oil emulsion containing the encapsulating agent is less than about 150 cps when tested in the water- in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than 100 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than about 100 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than 75 cps when tested in the water-in-oil emulsion of Example 1 .
  • the Brookfield viscosity of the test water-in-oil emulsion is less than about 75 cps when tested in the water-in-oil emulsion of Example 1 .
  • the encapsulating agent results in less than 1800 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5. [00117] In another embodiment, the encapsulating agent results in less than about 1800 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than 1600 ppm aged oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than about 1600 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than 1400 ppm aged oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than about 1400 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than 1200 ppm aged oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than about 1200 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than 1000 ppm aged oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than about 1000 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than 800 ppm aged oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • the encapsulating agent results in less than about 800 ppm oxidation components when tested in a sample encapsulation of 30% w/w orange oil 1 x for 14 days at 50°C, in accordance with the procedures described in Examples 1 , 2, and 5.
  • an encapsulated product comprises an encapsulating agent; and an active agent.
  • an encapsulated product comprises
  • an oil-in-water emulsion comprising:
  • Q-NATURALE ® 200 emulsifier a liquid quillaja extract which contains about 21 % quillaja solid extract and 14% active saponin, commercially available from National Starch LLC (Bridgewater, NJ)
  • Sorbitol Sorber Gem 006, commercially available from Corn Products International (Westchester, IL)
  • LITESSE II commercially available from Danisco USA, Inc. (Terre Haute, IN)
  • Fiber Sol commercially available from ADM ( Decatur, IL)
  • NUTRIOSE FM06 commercially available from Roquette Freres S.A.
  • the water phase was prepared by dissolving the required amounts of polyol in water. Non-digestible carbohydrate was dissolved in the above solution. Emulsifier was dispersed with moderate agitation. A spray drying emulsion was made by slowly adding the oil to the water phase using an LCI high shear mixer (Model HSM- 100 LCI from Charles Ross & Son Company) at 7500 rpm for 2 minutes and then at 10000 rpm for 3 minutes. The particle size and viscosity of the emulsion was then checked.
  • LCI high shear mixer Model HSM- 100 LCI from Charles Ross & Son Company
  • the prepared emulsion was spray dried using a Niro Utility Spray Drier #3- 068 with a centrifugal atomizer installed.
  • the inlet temperature was approximately from 165-180 degrees C, and the outlet temperature was from 75 to 90 degrees C.
  • the flow rate was kept at about 150-400 ml/min.
  • Emulsion particle sizes were measured using the LS 13 320, manufactured by Beckman Coulter and incorporating Polarization Intensity Differential Screening technology together with a sophisticated software package to provide a dynamic range of particle size measurement capabilities between 0.04 ⁇ to 2000 ⁇ .
  • a diluted sample was introduced by drops into the sample reservoir and changes in the Measure Loading were observed. This function measured the amount of light scattered out of the beam by the particles so as to determine an appropriate concentration of sample. When sizing particles without using PIDS an obscuration level of 8% to 12% is appropriate. When PIDS is used, a PIDS obscuration of 40% to 60% is recommended. A real part of index of refraction of 1 .5 was used.
  • Viscosity measurements were performed with the Brookfield Programmable DV-I Viscometer at a given measurement conditions (spindle S63 @ 60 rpm & 15 sec).
  • the principal of operation of the DV-I is to drive or rotate a spindle (which is immersed in the test fluid) through a calibrated spring.
  • the viscous drag of the fluid against the spindle is measured by the spring deflection.
  • Spring deflection is measured with a rotary transducer which translates the drag into viscosity of the test fluid through an internal calibration.
  • the measurement range (in centipoises or milliPascal seconds) is determined by the rotational speed of the spindle, the size and shape of the spindle, the container the spindle is rotating in, and the full scale torque of the calibrated spring. Viscosity measurements were made on a 22°C sample contained in an 8 ounce tall glass fluid container having dimensions of 2.25" width x 5" height. The Viscometer was leveled and warmed up for ⁇ 10 minutes. The selected spindle was rotated through the sample of interest for a predetermined time period (15 seconds).
  • the Viscometer was leveled and warmed up for ⁇ 10 minutes.
  • the selected spindle is rotated through the sample of interest for a predetermined time period (15 second run time). Viscosity of the test fluid is displayed in centipoises.
  • EXAMPLE 7 Comparison Of Oil Retention And Oxidation Components For Matrices With And Without Polvol [00159] The following samples were prepared and spray dried followed the spray drying emulsion preparation procedure and the spray drying procedure. The analytical results of oil retention and oxidation components at day 0 and day 14 after aging in 50 degrees C oven are also shown as below:
  • Emulsion particle size of less than 1 .5 micron was desired to obtain a good encapsulation performance.
  • emulsion particle size of less than 1 .2 micron was desired to obtain a good encapsulation performance.
  • the viscosity of the emulsion of less 500 cps at 50% solids, while Orange oil 1 X is considered as part of the total solids was considered as optimum condition for ease of processing and cost effective resulting from less drying time and energy.
  • Matrices SF322104 A and SF32210E, which contained sorbitol had much lower emulsion viscosity and emulsion particle compared to SF322104B which contained no sorbitol. This indicated that the addition of sorbitol helped with encapsulation processing and cost optimization.

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Food Science & Technology (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Nutrition Science (AREA)
  • Cosmetics (AREA)

Abstract

La présente invention porte sur des mélanges d'émulsifiant et de glucide non digestible pour des applications d'encapsulation sans sucre/non cariogènes. Une matrice à plusieurs composants qui confère des performances supérieures, y compris des performances d'émulsification, de viscosité et d'aptitude au traitement pour le séchage par pulvérisation, est utilisée. Les microcapsules ainsi obtenues comprenant une charge élevée ont présenté une rétention d'huile élevée, une faible quantité d'huile en surface et une bonne résistance à l'oxydation.
PCT/US2011/028178 2011-03-11 2011-03-11 Matrice d'encapsulation sans sucre/non cariogène Ceased WO2012125142A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
PCT/US2011/028178 WO2012125142A1 (fr) 2011-03-11 2011-03-11 Matrice d'encapsulation sans sucre/non cariogène
EP11861054.2A EP2683367A4 (fr) 2011-03-11 2011-03-11 Matrice d'encapsulation sans sucre/non cariogène

Applications Claiming Priority (1)

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PCT/US2011/028178 WO2012125142A1 (fr) 2011-03-11 2011-03-11 Matrice d'encapsulation sans sucre/non cariogène

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WO2012125142A1 true WO2012125142A1 (fr) 2012-09-20

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107751575A (zh) * 2017-10-12 2018-03-06 广东惠尔泰生物科技有限公司 一种利用酱油渣油脂制备的功能型油脂粉及其制备方法
WO2019162475A1 (fr) * 2018-02-23 2019-08-29 Firmenich Sa Composition en poudre de longue conservation
US11596618B2 (en) * 2020-01-15 2023-03-07 Resurgent Biosciences, Inc. Oral cannabinoid delivery formulations with mouthfeel experience enhancers

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Publication number Priority date Publication date Assignee Title
US3971852A (en) * 1973-06-12 1976-07-27 Polak's Frutal Works, Inc. Process of encapsulating an oil and product produced thereby
US20020193646A1 (en) * 2001-06-15 2002-12-19 O'rear Dennis J. Inhibiting oxidation of a fischer-tropsch product using petroleum-derived products

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FR2701027B1 (fr) * 1993-02-01 1997-07-18 Warner Lambert Co Procede de synthese ameliore du 9-(beta-d-arabinofuranosyl)adenine 5'-phosphate.
ES2237949T3 (es) * 1998-11-04 2005-08-01 Firmenich Sa Sistema de liberacion solida para ingredientes aromaticos.

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US3971852A (en) * 1973-06-12 1976-07-27 Polak's Frutal Works, Inc. Process of encapsulating an oil and product produced thereby
US20020193646A1 (en) * 2001-06-15 2002-12-19 O'rear Dennis J. Inhibiting oxidation of a fischer-tropsch product using petroleum-derived products

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107751575A (zh) * 2017-10-12 2018-03-06 广东惠尔泰生物科技有限公司 一种利用酱油渣油脂制备的功能型油脂粉及其制备方法
WO2019162475A1 (fr) * 2018-02-23 2019-08-29 Firmenich Sa Composition en poudre de longue conservation
CN111526729A (zh) * 2018-02-23 2020-08-11 弗门尼舍有限公司 贮存稳定的粉末状组合物
JP2021514608A (ja) * 2018-02-23 2021-06-17 フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ 貯蔵安定性のある粉末組成物
US12349711B2 (en) 2018-02-23 2025-07-08 Firmenich Sa Shelf stable powdered composition
US11596618B2 (en) * 2020-01-15 2023-03-07 Resurgent Biosciences, Inc. Oral cannabinoid delivery formulations with mouthfeel experience enhancers

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EP2683367A1 (fr) 2014-01-15

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