WO2004091527A2 - Delivery systems of homogeneous thermoreversible low viscosity polymannan gum films - Google Patents
Delivery systems of homogeneous thermoreversible low viscosity polymannan gum films Download PDFInfo
- Publication number
- WO2004091527A2 WO2004091527A2 PCT/US2004/011561 US2004011561W WO2004091527A2 WO 2004091527 A2 WO2004091527 A2 WO 2004091527A2 US 2004011561 W US2004011561 W US 2004011561W WO 2004091527 A2 WO2004091527 A2 WO 2004091527A2
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- film
- delivery system
- agent
- gel
- starch
- Prior art date
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
-
- 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
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L29/00—Foods or foodstuffs containing additives; Preparation or treatment thereof
- A23L29/20—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents
- A23L29/206—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin
- A23L29/238—Foods or foodstuffs containing additives; Preparation or treatment thereof containing gelling or thickening agents of vegetable origin from seeds, e.g. locust bean gum or guar gum
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/30—Macromolecular organic or inorganic compounds, e.g. inorganic polyphosphates
- A61K47/36—Polysaccharides; Derivatives thereof, e.g. gums, starch, alginate, dextrin, hyaluronic acid, chitosan, inulin, agar or pectin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/042—Gels
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/737—Galactomannans, e.g. guar; Derivatives thereof
-
- 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
- A61K9/70—Web, sheet or filament bases ; Films; Fibres of the matrix type containing drug
- A61K9/7007—Drug-containing films, membranes or sheets
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
- A61K9/0056—Mouth soluble or dispersible forms; Suckable, eatable, chewable coherent forms; Forms rapidly disintegrating in the mouth; Lozenges; Lollipops; Bite capsules; Baked products; Baits or other oral forms for animals
Definitions
- the present invention is directed to a delivery system comprising a homogeneous, thermoreversible gel film, wherein the gel film comprises: (i) a film forming amount of low viscosity polymannan gum, e.g., low viscosity guar gum, and optionally at least one of a plasticizer, a second film former, a bulking agent, and a pH controlling agent; and (ii) an active substance.
- the gel film comprises: (i) a film forming amount of low viscosity polymannan gum, e.g., low viscosity guar gum, and optionally at least one of a plasticizer, a second film former, a bulking agent, and a pH controlling agent; and (ii) an active substance.
- the present invention is also directed to a process for the manufacture thereof.
- the present invention generally relates to delivery systems comprising a gel film that can be used to contain and deliver a wide variety of active substances.
- the present invention is directed to a delivery system comprising a homogeneous, thermoreversible gel film, wherein the gel film comprises: (i) a film forming amount of low viscosity polymannan gum, e.g., low viscosity guar gum and optionally at least one of a plasticizer, a second film former, a bulking agent, and a pH controlling agent; and (ii) an active substance.
- the present invention is directed to a process for preparing the homogeneous gel film described immediately above comprising the steps of: (i) heating, hydrating, mixing, solubilizing, and, optionally, de-aerating the low viscosity polymannan gum, e.g., guar gum and optionally at least one of a plasticizer, a second film former, a bulking agent, and a pH controlling agent in an apparatus providing sufficient shear, temperature and residence time to form a homogeneous molten composition, wherein the temperature is at or above the solubilizing temperature of the composition; (ii) adding an effective amount of an active substance either prior to or after formation of the molten composition; and (iii) cooling the molten composition containing the active substance at or below its gelling temperature to form the gel films containing the active substance.
- the low viscosity polymannan gum e.g., guar gum and optionally at least one of a plasticizer, a second film former, a bulking agent,
- Figure 1 is a partially broken away, side elevational view of the fluid mixing apparatus for mixing first and second fluids with steam that can be used in the process of the present invention.
- the present invention is directed to delivery systems comprising low viscosity polymannan gums such as low viscosity guar gum.
- Guar gum has found utility commercially as an emulsifier, stabilizer and thickening agent in a variety of fields. It typically has viscosity ranging from 2 to 8,000 mPas in a 1% aqueous solution at 25°C.
- the inventors have found that a particular type of guar gum, i.e., low viscosity polymannan gum (such as low viscosity guar gum), has utility in making the films of the present invention.
- a typical viscosity range for the low viscosity polymannan and low viscosity guar gum of the present invention is less than 8,000 mPas, preferably, 2 to 6,000 mPas, more preferably, 2 to 4,000 mPas, more preferably, 2 to 2,000 mPas, more preferably, 2 to 1,000 mPas, more preferably, 2 to 500 mPas, more preferably, 2 to 100, mPas in a 1% aqueous solution at 25°C. It is understood that low viscosity guars and polymannans can also be measured at higher solids such as ULV 2 25 which has a viscosity of 25 mPas when measured at 2% solids.
- Such low viscosity guar gum can be obtained commercially from Indian Gum Industries, Ltd and/or their distributors as EDICOL COL ULV Guars such as ULV 2 25, ULV 25, ULV 50, ULV 100, ULV 200, ULV 500 and ULV 1000. It is understood that combinations of low viscosity polymannan and guar gums of the present invention can also be used in this invention. It is also understood that food grade enzymatically modified guars are in the scope of this invention.
- guar gum is generally considered to be a "non-gelling" hydrocolloid.
- the use of low viscosity guar gum has been shown to provide gel films having effective film strength for delivery systems.
- the benefits on processing, etc. can be realized by using low viscosity polymannan/guar gum.
- the low viscosity polymannan/guar gum is used in the present invention in a film forming amount (e.g., an amount that adds film strength to the gel film) which is distinguished from trace amounts of low viscosity polymannan/guar gum that do not add film properties to the film.
- a film forming amount of low viscosity polymannan/guar gum is an amount that adds film strength to the overall film.
- Such film forming amounts are generally at least 0.25% by weight of the dry gel film, particularly, 0.5% to 90%, more particularly, 0.5% to 50%, more particularly, 0.25 to 25% by weight of the dry gel film depending on the application.
- homogeneous film defines films that, to the naked eye, are visually uniform and free of defects such as lumps, cracks, particles that are undissolved that should be dissolved, non-uniform distribution of insoluble particles, etc. "Fish eyes” (mixed liquid and solid states) or “gel balls” (non-uniform gel structure) would not meet the definition of "homogeneous” as used herein.
- the gel films of the present invention are homogeneous, thermoreversible gel films. They can be cast and used in a wide variety of applications as cast films.
- thermaloreversible film defines a film that melts or flows when heated.
- the melting temperature is the temperature or temperature range over which the gel film softens or flows.
- gel films refer to thin membranes formed of structured hydrocolloid.
- the gel-forming composition is characterized by a gel temperature, the temperature below which the molten mass of the gel composition must be cooled to form a self-supporting structure.
- a molten mass can be cast hot and allowed to cool, as well as dry to further concentrate the solids (controlled moisture removal) until a gel film is formed by the gel composition.
- the melt temperature of a thermoreversible gel film is higher than its gel temperature.
- the gel film of the present invention includes an active substance.
- active substances that may be contained within the gel film is at least one of an oral care agent, a breath freshening agent, a pharmaceutical agent, a nutraceutical agent, a salivary stimulant agent, a vitamin, a mineral, a coloring agent, cosmetic ingredient, agricultural active, a sweetener, a flavorant, a fragrance or a food.
- the homogeneous, thermoreversible gel film of the present invention can optionally contain at least one of a plasticizer, a second film former, a bulking agent and a pH controlling agent.
- a plasticizer e.g., ethylene glycol dimethacrylate copolymer, polymethyl methacrylate copolymer, polymethyl methacrylate copolymer, polymethyl methacrylate copolymer, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, ethylene glycol dimethacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate, polymethyl methacrylate
- plasticizer examples include polyols such as glycerin, sorbitol, maltitol, lactitol, corn starch, fructose, polydextrose, solubilized oil, propylene glycol and polyalkylene glycols such as polyethylene glycol.
- the amount of the plasticizer can vary depending on the desired use and elasticity of the gel film delivery system.
- plasticizers can generally be used in an amount of at least 10%, preferably, at least 20%, more preferably, at least 30% by weight of all the components including water in the dry film depending on the desired elasticity of the delivery system. It is possible that the delivery system contains no plasticizer at all.
- Examples of the second film former that can be used in the present invention include at least one of a starch, starch derivative, starch hydrozylate, cellulose gum, hydrocolloid, an alkylcellulose ether or a modified alkyl cellulose ether.
- Examples of the hydrocolloid include natural and synthetic hydrocolloids such as at least one of lambda carrageenans such as kappa carrageenan, kappa-2 carrageenan, iota carrageenan and less than fully modified versions thereof and combinations thereof, polymannan gums having higher viscosities than the low viscosity polymannans of the invention , alginates, propylene glycol alginate, pullulan, gellan (including high and low-acyl gellan), dextran, and pectin.
- kappa-2 carrageenan has a molar ratio of 3:6-anhydrogalactose-2-sulfate (3.-6AG-2S) to 3:6- anydroglactose (3:6AG) content of 25 to 50%
- iota carrageenan has a molar ratio of 3:6AG-2S to 3:6AG content of 80 to 100%
- kappa carrageenan has a molar ratio of 3:6AG-2S to 3:6AG content less than that for kappa-2 carrageenan.
- kappa carrageenan from Eucheuma cottonii a commonly known and used seaweed source for kappa carrageenan
- iota carrageenan from Eucheuma Spinosum a commonly known and used seaweed source for iota carrageenan
- Kappa, kappa-2, and iota carrageenans are different from each other in both structure and functionality.
- such carrageenan can have a viscosity of 20 cps or less at 75 °C in a 0.10 molar sodium chloride solution containing 1.5% of the reduced molecular weight carrageenan by weight of the total weight of the solution.
- This viscosity test can be performed using a Brookfield LVF (Brookfield Engineering Laboratories, Inc.) viscometer using Spindle #1 at 60 r.p.m. and determining the viscosity after six revolutions.
- An example of an alkylcellulose ether that can be used in the present invention is hydroxyethylcellulose.
- modified alkyl cellulose ethers examples include hydroxypropylcellulose and hydroxypropylmethylcellulose.
- the low viscosity guar gum can be present in an amount of at least 10%, at least 40%, at least 60% or at least 80% by weight of the total amount of film formers in the dry gel film.
- some second film formers such as carrageenan
- beneficial cations include potassium and ammonium. These cations can be present in the carrageenan or added to it from other organic or inorganic sources. These beneficial cations can be present in an amount of less than 20% by dry weight of the carrageenan in the gel film (including water). This amount can be varied depending on the components in the system and desired melt and sealing temperatures.
- cations such as calcium (as mentioned above), magnesium, aluminum and chromium can adversely impact carrageenan stability and should be kept to a minimum, such as less than 10%, less than 5%, less than 1% by dry weight of the alginate in the gel film (including water).
- modified starch includes such starches as hydroxypropylated starches, acid-thinned starches, and the like.
- modified starches that can be used in the present invention include Pure CoteTM B760, B790, B793, B795, M250 and Ml 80, Pure-DentTM B890 and Pure- SetTM B965, all available from Grain Processing Corporation of Muscatine, Iowa, and C AraTexTM 75701, available from Cerestar, Inc.
- modified starches are products prepared by the chemical treatment of starches, for example, acid treatment starches, enzyme treatment starches, oxidized starches, cross-bonding starches, and other starch derivatives. It is preferred that the modified starches be derivatized wherein side chains are modified with hydrophilic or hydrophobic groups to thereby form a more complicated structure with a strong interaction between side chains.
- the amount of the bulking agent to be used in the present invention is generally in the amount of 0 to 20% by weight of the dry film, but more can be used, if desired, for example, at least 20%, more preferably, at least 30% of the dry film.
- starch, starch derivatives and starch hydrozylates can be multifunctional. That is, in addition to being used as bulking agents, they can be used as second film formers. When such are used as bulking agents and second film formers, they are generally used in an amount of at least 10%, preferably, at least 20%, by weight, more preferably, at least 30% by weight of the dry film depending on the use of the delivery system.
- Examples of the pH controlling agent to be used in the present invention include inorganic and organic bases.
- Preferred pH controlling agents include hydroxides, carbonates, citrates and phosphates.
- the pH controlling agent can be chosen as the source of added beneficial cations such as potassium.
- the pH controlling agent can be used to improve the stability of the gel film.
- the amount of the pH controlling agent is generally in the amount 0 to 4 %, preferably, 0 to 2 %, by weight of the dry gel film.
- the dry gel films (e.g., 80% solids or higher) of the present invention have been found to have, for example, a break force of at least 250 grams, at least 1,000 grams, at least 1,500 grams, at least 2,500 grams, at least 4,000 grams, at least 5,000 grams, at least 6,000 grams, as determined using a Texture Analyzer TA-108S Mini Film Test Rig. At lower solids, the gel films have been found to have a break force of at least 50 grams, at least 100 grams, at least 200 grams, as determined in a similar manner.
- the films of the present invention have been found to have a solids content of at least 50%, at least 60%, at least 70%, at least 80% and at least 90% of all components in the gel film. It is understood that up to 15%, 10%, 5% water may remain strongly associated with the solids in the gel film.
- the films of the present invention can contain nonthermoreversible gums.
- nonthermoreversible films should be present in an amount of less than 50% by weight of the low viscosity guar gum, preferably, less than 40%, more preferably, less than 30%.
- nonthermoreversible gums include crosslinked and partially crosslinked gums such as calcium set (e.g., crosslinked) pectins or alginates. Calcium reactive alginates and pectins, as well as their less refined forms, are considered thermoreversible gums in the absence of divalent cations.
- non-thermoreversible gums such as tragacanth gum contribute to the thermoreversability of the kappa-2 carrageenan by absorption of water within its structure thereby causing the kappa-2 carrageenan to form a denser, three-dimensional structure, as it is solubilized in less water, providing the same effect as increasing the low viscosity polymannan/guar gum amount without the secondary film formers.
- the gel films of the present invention are generally made from a process utilizing an apparatus that enables sufficiently high shear, temperature (above the gelling temperature) and residence time so as to provide a homogeneous molten mass of the composition and formation of the gel upon cooling. This is generally accomplished in the apparatus by heating, hydrating, mixing, solubilizing and optionally de-aerating the composition.
- Such apparatus include but are not limited to Ross mixers, Stephan processors, conventional jet cookers, extruders and the fluid mixing apparatus as set forth in Figure 3. Ross mixers, Stephan processors, extruders and conventional jet cookers are readily available commercially.
- the molten mass Prior to cooling, the molten mass can be fed to at least one of a pump, mixer or devolatilizer.
- the molten mass need not necessarily reach homogeneity in step (i). That is, when an additional apparatus such as a mixer, pump and/or devolatilizer is used, homogeneity of the molten mass can be obtained prior to or after feeding the molten composition into at least one of the mixer, pump and/or devolatilizer provided the molten mass reaches homogeneity prior to gelling.
- An extruded molten mass can also be directed to a film forming or shaping device (e.g.
- the molten mass need not necessarily reach full homogeneity in step (i). That is, when an additional apparatus such as a mixer, pump and/or devolatilizer is used, homogeneity of the molten mass can be obtained prior to or after feeding the molten composition into at least one of the mixer, pump or devolatilizer provided the molten mass reaches homogeneity prior to gelling.
- an additional apparatus such as a mixer, pump and/or devolatilizer
- FIG. 1 illustrates a fluid mixing apparatus 10.
- the fluid mixing apparatus 10 is arranged to mix steam 2 with a first fluid or slurry 4 and a second fluid or slurry 6 to produce a molten mass or slurry mixture 8.
- the fluid mixing apparatus 10 comprises a first housing 20 having a first inlet 22 through which the steam 2 enters the housing 22, a nozzle end 24 from which the steam 2 exits the housing 20, and a nozzle valve or stem 26 disposed at the nozzle end 24.
- An actuator means 30 is connected to the first housing 20 for controlling the exit rate or exit pressure of the first fluid 2 at the nozzle end 24.
- the actuator means 30 may be of the type manufactured by Fisher Controls U.S.A.
- the fluid mixing apparatus 10 further comprises a second, mixing housing 40 coupled to the first housing 20 at the nozzle end 24 of the first housing 20.
- the second housing 40 includes a. second inlet 42 through which the first fluid 4 enters the second housing 40, and a third inlet 44 through which the second fluid 6 enters the second housing 40.
- the inlets 42 and 44 are disposed downstream of the first inlet 22. As shown in FIG. 1, the second inlet 42 and third inlet 44 are disposed in a common plane and spaced apart radially from each other, most preferably directly opposite (i.e., 180° apart) about the central axis Y of the mixing apparatus 10.
- the second housing 40 defines a generally cylindrical mixing chamber 52 that in turn defines a flow passage extending along the axial length of the mixing chamber 52 from an entry end 54 of the mixing chamber 52 to an exit end 56 of the chamber 52.
- the nozzle valve 26 is movable by the actuator 30 between seated and unseated positions at the entry end 54 to control the flow rate of steam 2 into the mixing chamber 52.
- the nozzle end 24 of the first housing 20 directs the steam 2 into the entry end 54 of the mixing chamber 52.
- the second inlet 42 and the third inlet 44 radially direct the first fluid 4 and second fluid 6, respectively, into the mixing chamber 52.
- the steam 2, first fluid 4 and second fluid 6 are mixed in the mixing chamber 52 to form a molten mass or mixture 8 which exits the mixing chamber 52.
- the molten mass 8 then may be shaped into a shaped article or formed into a film, such as by casting the mixture 8 onto a cooling drum or by passing the mixture 8 through an extruder.
- the fluid mixing apparatus 10 is adapted to produce a mixture for forming a film, more particularly an edible film for making edible delivery systems.
- Incompatible film components generally are placed in different fluid inlet streams so that such incompatible components come together in the first instance at the interface of the steam injection within the mixing chamber 52 of the fluid mixing apparatus. While FIG. 1 shows inlets for steam, and first and second fluids, one or more additional inlets for one or more additional fluids may be provided.
- the housings 20, 40 and other components of the fluid mixing apparatus 10 are constructed of high-grade stainless steel.
- gel films of the invention can contain added components that can create solid dosage forms having immediate release, enteric or delayed release capabilities. Definitions of "immediate release”, “delayed release” and “enteric” can be found in the U.S. Pharmacopeia and are incorporated herein by reference.
- the Stephan UMC5 processor is a laboratory scale mixing device that provided suitable high shear mixing, heating, and deaerating of the formulations which were cast as films in the laboratory.
- a suitable batch size used with the Stephan UMC5 processor was 1500 grams.
- aqueous starch dispersion was prepared by dissolving any salts/buffers and pH modifiers in deionized water. The starch and/or maltodextrin (M100) were added and mixed until dissolved/dispersed. Pure Cote® B760 and B790 starches are available from the Grain Processing Corporation of Muscatine, Iowa.
- a hydrocolloid mixture was prepared in the Stephan UMC5 processor by premixing the plasticizers until uniform, and adding the preblended dry hydrocolloids portionwise while mixing for about 30 seconds at 200 rpm after each addition.
- Sorbitol Special and glycerin were used as plasticizers.
- Sorbitol Special is an aqueous solution of sorbitol and sorbitol anhydrides at 76% solids supplied by SPI Polyols, Inc. (New Castle, DE).
- the starch dispersion was added to the non-aqueous hydrocolloid mixture and mixed at 300 rpm for 5 minutes.
- the mechanical agitation was increased to 2100 rpm and the mixture was heated to 85°C to 95°C with mixing.
- the target temperature was achieved, the mixture was stirred for 30 minutes, then the sample was held under vacuum (50-60 bars) with continued agitation for an additional 45 minutes.
- a small portion of the sample was set aside and refrigerated usually overnight prior to measurement of gel/melt properties and solids using an Atago E series hand held refractometer (Gardco, Pompano Beach, FL).
- the melt temperature was determined by placing a small chunk of the refrigerated gel on a wire string stand held within a test tube so that the chunk does not contact the wall of the test tube.
- the test tube was covered with aluminum foil with a small hole to allow measurement of the gel temperature using a digital tempermeter probe. The test tube was immersed in the heating bath so that the
- test tube was
- the temperature probe was used to record the temperature as the sample was cooled and to probe the sample surface to determine whether the sample had begun to gel.
- the gel temperature was the temperature upon cooling where the sample no longer flowed to fill in an indentation made by the probe.
- the hot sample was then cast, using a draw down bar with a gap set at 3mm clearance, onto 177 mm by 177 mm by 5 mm metal plates which were pre-sprayed with PAM (lecithin) to facilitate easy removal of film material.
- the gel coated plates were covered to avoid loss of moisture from the cast film.
- Cast films were typically refrigerated (less than 8°C) for at least one-half hour prior to removal of the film for testing. Refrigeration is not required for film formation.
- Dried film strips were prepared by drying the coated plates in a 40 °C forced air/fan oven. Films dried 2 hours at 40°C gave an intermediate solids of about 60%, while films dried overnight at 40°C typically gave solids of 80% or higher.
- Test properties were measured at room temperature (approximately 20 °C) unless otherwise specified. The percent of solids of the dried film was determined between the cast film at its formulated solids level and the dried film by difference in weight. Break force (BF) was measured on the cast and dried film strips using a Texture Analyzer TA-108S Mini Film Test Rig.
- Maltrin Ml 00 was obtained from Grain Processing Corporation
- Pure-Cote B760 was obtained from Grain Processing Corporation
- Sorbitol Special was obtained from SPI Polyols
- Glycerin was obtained from VWR (EP/USP grade).
- Cgn A is a kappa-2 carrageenan, a natural random co-polymer of kappa carrageenan and iota carrageenan in a ratio of 1.5 to 3.0:1, respectively, that was obtained as an alkali processed, clarified extract of Gigartina skottsbergii, essentially haploid (gametophyte) plants. Minor levels (under 5% total) of lambda- and theta-carrageenans from diploid (tetrasporophyte) plants were also present.
- Cgn A has a low divalent cation content and low potassium cation content as shown in Table I.
- Cgn B is a kappa-2 carrageenan that was obtained as an alkali processed, clarified extract of a mixture of Gigartina skottsbergii and Sarcothalia crispata, primarily haploid (gametophyte) plants. About 10-20% (total) of lambda- and theta-carrageenans from diploid (tetrasporophyte) plants were also present.
- the properties of the kappa-2 carrageenans are shown in Table 1. Viscosity of an aqueous solution at 1.5 wt % solids was measured at 75 °C using a Brookfield LVF viscometer at appropriate speeds and spindles. The properties of 2% water gels prepared using 2 wt% of samples Cgn A-B (#1) without added cations, (#2) with 0.2 wt% added KC1 and (#3) with 0.2% added KC1 and 0.2% CaCl 2 , respectively, were characterized using a TXTM Texture Analyzer. Gels were tested at 25°C and the break force (in grams) and the penetration (in millimeters) was recorded.
- Viscosities were generally found to be at or near the maximum for the test equipment and conditions used. Therefore, use of supplementary equipment with the initial hydration/activation apparatus can provide additional shear and solids concentration effects while maintaining process temperatures well above their high solids set/gel temperatures (>100°C).
- An example of this supplementary equipment, but not limited to, would be an extruder type device sufficient to maintain adequate temperatures and shear necessary to provide the homogeneous mixing and solids concentrations necessary to allow shaping of the molten mass into a desired form.
- Example 2 The properties of films prepared by using blend compositions of low viscosity guar gum ULV50 in combination with either kappa carrageenan or kappa carrageenan and/or iota carrageenan are presented in Tables III and Table IV, respectively.
- the carrageenans used are described below.
- Carrageenan L is a kappa carrageenan having a viscosity of 10-15 cP.
- KCl addition (Example 2-3) increased the gel temperature and also the 40% solids gel strength. Further, KCl addition and varying ratios of film forming ingredients will control cast film strength and gel melt temperatures. When kappa carrageenans are used in combination with low viscosity guar of the invention, control of cation divalency desirably prevents/minimizes gel hardening and brittleness.
- Table IV reports the compositions and properties of films formed using low viscosity guar ULV50 with kappa and iota carrageenans.
- Cgn C is an alkali processed clarified kappa carrageenan extract of Kappaphycus alverezii (Eucheuma cottonii).
- Cgn D is an alkali processed clarified iota carrageenan extract of Eucheuma denticulatum (Eucheuma spinosum) with low divalency. Both Cgn C and Cgn D have low divalency.
- Example 3 presents compositions and properties of films formed using mixtures of guar with potassium alginates and/or carrageenans.
- Alginates are polyuronate copolymers comprising mannuronate (M) and guluronate(G) units.
- KAHG is a potassium alginate where the alginate has a high level of G units and is extracted from Laminaria hyperborean.
- KAHM is a potassium alginate where the alginate has a high level of M units and is extracted from Lessonia trabeculata.
- Table VI reports compositions and properties of gel films prepared using blends of low viscosity guar ULV50 with sodium alginates.
- Protanal® LFR 5/60, Protanal® LF 20/40 and Protanal® SF 120 RB are sodium alginates available from FMC Corporation (Philadelphia, PA).
- Table VII presents compositions and gel films formed from low viscosity guar ULV 50 in combination with propylene glycol alginate.
- Protanal® ester BV4830 and Protanal® ester SLF3 are propylene glycol alginates available from FMC Corporation (Philadelphia PA) and Kibun, respectively.
- Part A and Part B were pumped from separate holding tanks at ambient temperature, as two separate streams 4, 6, into two different inlet ports 42, 44 which fed the steam injection fluid mixing apparatus device 10.
- the two individual streams 4, 6 were combined at the interface of the steam in the mixing zone 52 of the fluid mixing apparatus 10.
- the separate solutions of Part A and Part B were readily pumped into the fluid mixing apparatus 10 and mixed with steam 2.
- the steam 2 was introduced to the mixing zone at a pressure of 120 psi.
- the resulting molten mass or slurry mixture 8 flowed out of the exit port 56 of the fluid mixing apparatus 10.
- the mixture 8 was poured onto a smooth surface and drawn down to form a homogeneous film 9.
- the molten mass 8 was collected from the outlet 56 then cast using a draw down bar, with a gap set at 3 mm, onto a stainless steel metal plate.
- the initial films 9 or "fresh films” were collected. Portions of the fresh films 9 were dried by placing them in a 40°C forced air oven. Break force was measured on the cast and dried film strips using a Texture Analyzer TA-108S Mini Film Test Rig. The percent solids were determined by measuring the difference between the initial weight of the fresh film and the final weight of the dried films.
- thermometer was inserted into the molten mass 8. The material 8 was allowed to cool under room temperature conditions. After each degree of cooling, the thermometer was removed from the material 8. When a small, temporary indentation was observed in the surface of the mass 8, this temperature was recorded. The thermometer was re-inserted into the mass 8, which was allowed to cool further. The thermometer was removed and re-inserted at every degree of cooling until such a time as a permanent indentation formed in the mass 8, such that the indentation did not refill. The temperature at which the permanent indentation formed was recorded. The gel temperature reported was the range between the two recorded temperatures.
- Delivery films of the invention were prepared by the following method: Guar gum (Edicol ULV2-25, Indian Gum Industries, Ltd ) and kappa carrageenan were dry blended as a gum blend. Maltrin M 100 maltodextrin (Grain Processing Corp., Muscatine, Iowa) was dry blended with the gum blend. Deionized water and glycerin were weighed into a 1.2 liter stainless steel beaker. The dry premix was added to the water with good agitation, then heated to 90 °C and held within the temperature range 90°C to 95°C for 15 minutes to fully hydrate the gums. After replacing any water loss due to evaporation, the delivery ingredient was added and mixed two minutes for dispersion.
- the delivery ingredients tested were: (1) natural and artificial strawberry flavor (Dragoco, 0.1%), (2) titanium dioxide, and (3) caffeine.
- the hot solution was quickly poured into containers. Solution cast in petri dishes was cooled to room temperature to form films, then dried overnight in a forced draft oven at 45 °C to a constant weight. A sample was cooled then refrigerated (less than 8°C) overnight prior to measurement of gel/melt properties and solids using an Atago E series hand held refractometer (Gardco, Pompano Beach, FL).
- the melt temperature was determined by placing a small chunk of the refrigerated gel on a wire string stand held within a test tube so that the chunk did not contact the wall of the test tube.
- the test tube was covered with aluminum foil with a small hole to allow measurement of the gel temperature using a digital tempermeter probe. The test tube was immersed in the heating bath so that the chunk is below the surface of a hot water bath at
- test tube was transferred to a second beaker containing
- the temperature probe was used to record the temperature as the sample was cooled and to probe the sample surface to determine whether the sample had begun to gel.
- the gel temperature was the temperature upon cooling where the sample no longer flowed to fill in an indentation made by the probe.
- Break force (BF) and penetration were measured on the cast and dried film strips using a Texture Analyzer TA- 108S Mini Film Test Rig. Rigidity was calculated as the BreakForce divided by the penetration.
- Rapidly dissolving delivery films of the invention were prepared by the following method: guar gum (Edicol ULV2-25, Indian Gum Industries, Ltd ) and iota carrageenan were dry blended as a gum blend. Maltin Ml 00 maltodextrin (Grain Processing, Muscatine, Iowa) or Clintose VF dextrose (ADM Corn Processing) was blended with Avicel® PHI 05 microcrystalline cellulose (FMC Corp, Philadelphia PA) then the gum mixture was added and dry blended to give a dry premix. Deionized water was weighed into a 1.2 liter stainless steel beaker.
- the dry premix was added to the water with good agitation, then heated to 90 °C and held within the temperature range 90°C to 95°C for 15 minutes to fully hydrate the gums. After replacing any water loss due to evaporation, the hot solution was deposited onto a carrier such as polyester film or a petri dish.
- a carrier such as polyester film or a petri dish.
- Formulations A and C did not gel when initially cooled to room temperature while B and D formed a soft gel.
- the dextrose films air dried overnight at ambient conditions could be easily removed from the carrier. Films A and B were flexible but not fully dry. Films C and D were brittle but released from the carrier. All films dried in a forced air oven at 45 °C were rigid and brittle.
- Dissolution of the oven dried films was observed under a microscope by placing a small piece of the film in the visual field and adding a drop of water. The release of microcrystalline cellulose particles from the hydrating film was observed under polarized light. After a minute of hydration time, the sample was stained with methylene blue reagent and soluble carrageenan was observed.
- the properties of these delivery film composition are a function of the composition for example the dissolution rate is increased by decreasing the gum level and the film flexibility is increased by addition of a plasticizer such as glycerin.
- Additional fast dissolving polymannan gel films were prepared using 5% of a gum mixture, 5% AVICEL PH 105 microcrystalline cellulose, 10% dextrose and 80% distilled water.
- the iota carrageenan had a Brookfield viscosity of 30 to 50 cP and the viscosity of the kappa carrageenan is 10 to 15 cP when measured at 75°C at 1.5% solids in an aqueous solution.
- the mixture was prepared as in example 6.
- the films were cast on a plate.
- the gel and melt temperature were obtained for films after refrigeration overnight.
- the dried films were slightly flexible after drying overnight at 45 °C and were observed to rapidly dissolve when a drop of water was placed on the film and observed under a microscope.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Birds (AREA)
- Molecular Biology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Oral & Maxillofacial Surgery (AREA)
- Food Science & Technology (AREA)
- Dermatology (AREA)
- Biochemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Nutrition Science (AREA)
- Polymers & Plastics (AREA)
- Medicinal Preparation (AREA)
- Jellies, Jams, And Syrups (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- General Preparation And Processing Of Foods (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Cosmetics (AREA)
- Extrusion Moulding Of Plastics Or The Like (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Seasonings (AREA)
- Processing And Handling Of Plastics And Other Materials For Molding In General (AREA)
- Medical Preparation Storing Or Oral Administration Devices (AREA)
Abstract
Description
Claims
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006510049A JP2007526209A (en) | 2003-04-14 | 2004-04-14 | Uniform and thermoreversible low viscosity polymannan film delivery system |
EP04750147A EP1620114A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous thermoreversible low viscosity polymannan gum films |
Applications Claiming Priority (16)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US46279403P | 2003-04-14 | 2003-04-14 | |
US46275803P | 2003-04-14 | 2003-04-14 | |
US46272103P | 2003-04-14 | 2003-04-14 | |
US46261703P | 2003-04-14 | 2003-04-14 | |
US46278303P | 2003-04-14 | 2003-04-14 | |
US46279203P | 2003-04-14 | 2003-04-14 | |
US46279303P | 2003-04-14 | 2003-04-14 | |
US46278503P | 2003-04-14 | 2003-04-14 | |
US60/462,783 | 2003-04-14 | ||
US60/462,794 | 2003-04-14 | ||
US60/462,793 | 2003-04-14 | ||
US60/462,617 | 2003-04-14 | ||
US60/462,758 | 2003-04-14 | ||
US60/462,792 | 2003-04-14 | ||
US60/462,785 | 2003-04-14 | ||
US60/462,721 | 2003-04-14 |
Publications (3)
Publication Number | Publication Date |
---|---|
WO2004091527A2 true WO2004091527A2 (en) | 2004-10-28 |
WO2004091527A3 WO2004091527A3 (en) | 2005-08-18 |
WO2004091527B1 WO2004091527B1 (en) | 2005-10-06 |
Family
ID=33304300
Family Applications (9)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2004/011600 WO2004091528A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous thermoreversible alginate films |
PCT/US2004/011908 WO2004091539A2 (en) | 2003-04-14 | 2004-04-14 | Fluid mixing methods and apparatus |
PCT/US2004/011906 WO2004091537A2 (en) | 2003-04-14 | 2004-04-14 | Process for making gel films |
PCT/US2004/011601 WO2004091529A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible low viscosity polymannan gum films and soft capsules made therefrom |
PCT/US2004/011602 WO2004091530A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible gel film containing kappa-2 carrageenan and soft capsules made therefrom |
PCT/US2004/011561 WO2004091527A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous thermoreversible low viscosity polymannan gum films |
PCT/US2004/011907 WO2004091538A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible alginate films and soft capsules made therefrom |
PCT/US2004/011632 WO2004091533A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous, thermoreversible gel film containing kappa-2 carrageenan |
PCT/US2004/011631 WO2004091532A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom |
Family Applications Before (5)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2004/011600 WO2004091528A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous thermoreversible alginate films |
PCT/US2004/011908 WO2004091539A2 (en) | 2003-04-14 | 2004-04-14 | Fluid mixing methods and apparatus |
PCT/US2004/011906 WO2004091537A2 (en) | 2003-04-14 | 2004-04-14 | Process for making gel films |
PCT/US2004/011601 WO2004091529A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible low viscosity polymannan gum films and soft capsules made therefrom |
PCT/US2004/011602 WO2004091530A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible gel film containing kappa-2 carrageenan and soft capsules made therefrom |
Family Applications After (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2004/011907 WO2004091538A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible alginate films and soft capsules made therefrom |
PCT/US2004/011632 WO2004091533A2 (en) | 2003-04-14 | 2004-04-14 | Delivery systems of homogeneous, thermoreversible gel film containing kappa-2 carrageenan |
PCT/US2004/011631 WO2004091532A2 (en) | 2003-04-14 | 2004-04-14 | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom |
Country Status (10)
Country | Link |
---|---|
US (3) | US20050084516A1 (en) |
EP (8) | EP1622594A4 (en) |
JP (8) | JP2006526057A (en) |
KR (4) | KR20060011955A (en) |
BR (7) | BRPI0409345A (en) |
CA (5) | CA2522296A1 (en) |
IL (1) | IL171291A (en) |
MX (4) | MXPA05011026A (en) |
PL (1) | PL1628643T3 (en) |
WO (9) | WO2004091528A2 (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2946227A1 (en) * | 2009-06-03 | 2010-12-10 | Ds France Sas | Sausage casing, useful for meat, poultry and fish sausage, comprises an aqueous gel containing alginate and a galactomannan, and a cellulose derivative |
WO2011119287A1 (en) * | 2010-03-26 | 2011-09-29 | Dow Global Technologies Llc | Melt-extruded film |
Families Citing this family (69)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7887838B2 (en) * | 2002-01-18 | 2011-02-15 | Banner Pharmacaps, Inc. | Non-gelatin film and method and apparatus for producing same |
JP2006526057A (en) * | 2003-04-14 | 2006-11-16 | エフ エム シー コーポレーション | Uniform and thermoreversible low viscosity polymannan gum film and soft capsule made therefrom |
WO2004096283A1 (en) * | 2003-05-02 | 2004-11-11 | Kabushiki Kaisha Hayashibara Seibutsu Kagaku Kenkyujo | Soft capsule film and soft capsule |
US7494667B2 (en) * | 2004-03-02 | 2009-02-24 | Brunob Ii B.V. | Blends of different acyl gellan gums and starch |
US20050196437A1 (en) * | 2004-03-02 | 2005-09-08 | Bednarz Christina A. | Hard capsules |
DE102005023258A1 (en) * | 2004-11-16 | 2006-11-23 | Fan Separator Gmbh | Rotary drum for aerobic heating of free-flowing solids |
SE530184C2 (en) * | 2005-12-23 | 2008-03-18 | Kjell Stenberg | Bioadhesive pharmaceutical film composition containing low viscous alginates |
ES2624003T3 (en) * | 2005-12-27 | 2017-07-12 | Monosol Rx, Llc | PH modulated films for the supply of active ingredients |
CA2882048C (en) | 2006-02-03 | 2020-03-24 | Proventiv Therapeutics, Llc | Treating vitamin d insufficiency and deficiency with 25-hydroxyvitamin d2 and 25-hydroxyvitamin d3 |
US8262820B2 (en) | 2006-04-28 | 2012-09-11 | United States Gypsum Company | Method of water dispersing pregelatinized starch in making gypsum products |
US20070281065A1 (en) * | 2006-06-06 | 2007-12-06 | Modliszewski James J | Kappa-2 carrageenan composition and products made therefrom |
JP2009540053A (en) * | 2006-06-06 | 2009-11-19 | エフ エム シー コーポレーション | Copper-2 carrageenan composition and products made therefrom |
PL2679228T3 (en) | 2006-06-21 | 2018-07-31 | Opko Ireland Global Holdings, Ltd. | Therapy using vitamin D repletion agent and vitamin D hormone replacement agent |
US8900558B2 (en) | 2006-06-30 | 2014-12-02 | Colgate-Palmolive Company | High fluoride ion oral care composition and method for maintaining anticaries activity |
JP2008072915A (en) * | 2006-09-19 | 2008-04-03 | Dhc Co | Film-like food |
KR100846494B1 (en) * | 2006-09-26 | 2008-07-17 | 삼성전자주식회사 | Primer set for amplifying target sequences of Helicobacter pylori method for detecting Helicobacter pylori using the primer set and kit for detecting Helicobacter pylori comprising the primer set |
US8574624B2 (en) * | 2006-11-17 | 2013-11-05 | Corn Products Development, Inc. | Highly inhibited starch fillers for films and capsules |
US8900629B2 (en) | 2007-04-05 | 2014-12-02 | University Of Kansas | Rapidly dissolving pharmaceutical compositions comprising pullulan |
US8105625B2 (en) * | 2007-04-05 | 2012-01-31 | University Of Kansas | Rapidly dissolving pharmaceutical compositions comprising pullulan |
WO2008134523A1 (en) | 2007-04-25 | 2008-11-06 | Proventiv Therapeutics, Llc | Method of safely and effectively treating and preventing secondary hyperparathyroidism in chronic kidney disease |
EP3542792B1 (en) | 2007-04-25 | 2023-06-28 | EirGen Pharma Ltd. | Controlled release 25-hydroxyvitamin d |
ES2403107T3 (en) | 2007-04-25 | 2013-05-14 | Cytochroma Inc. | Vitamin D insufficiency and deficiency treatment method |
JP5871447B2 (en) * | 2007-11-30 | 2016-03-01 | 花王株式会社 | GIP secretion inhibitor |
US8236747B2 (en) * | 2008-02-08 | 2012-08-07 | Method Products, Inc. | Consumer product packets with enhanced performance |
US8962239B2 (en) | 2008-04-02 | 2015-02-24 | Opko Renal, Llc | Methods useful for vitamin D deficiency and related disorders |
US8097047B2 (en) * | 2008-04-02 | 2012-01-17 | The Procter & Gamble Company | Fabric color rejuvenation composition |
EP2108677A1 (en) | 2008-04-10 | 2009-10-14 | Swiss Caps Rechte und Lizenzen AG | Thermoplastic starch-containing materials |
MX341501B (en) | 2008-07-25 | 2016-08-22 | Tic Gums Inc | Gum arabic replacements in: 1) planning, confections, adhesion & coatings; 2) edible films and flavor encapsulation; and 3) lithography. |
ITMI20081450A1 (en) * | 2008-08-04 | 2010-02-05 | Biofarmitalia Spa | SOLID RAPID DISSOLUTION FILM IN LIQUIDS |
US8303159B2 (en) * | 2008-09-05 | 2012-11-06 | United States Gypsum Company | Efficient wet starch preparation system for gypsum board production |
CA2737880A1 (en) * | 2008-09-26 | 2010-04-01 | Sankyo Co., Ltd. | Method for manufacturing soft capsule and apparatus for manufacturing the same |
WO2010146845A1 (en) * | 2009-06-19 | 2010-12-23 | 富士カプセル株式会社 | Soft capsule and manufacturing method therefor |
KR101760534B1 (en) * | 2009-09-10 | 2017-07-21 | 에프엠씨 코포레이션 | Seamless alginate capsules |
HUE048464T2 (en) | 2010-03-29 | 2020-07-28 | Opko Ireland Global Holdings Ltd | Methods and compositions for reducing parathyroid levels |
KR101849146B1 (en) * | 2010-07-19 | 2018-04-16 | 프로갑스 에스.에이. | Apparatus and process for encapsulating capsules or other solid dosage forms within capsules |
US9277977B2 (en) | 2011-01-24 | 2016-03-08 | Leonard G. Lorch | Dental floss |
US10206765B2 (en) | 2011-01-24 | 2019-02-19 | Leonard G. Lorch | Dental floss |
US9277976B2 (en) | 2011-01-24 | 2016-03-08 | Leonard G. Lorch | Dental floss |
US8992971B2 (en) | 2011-04-20 | 2015-03-31 | Suheung Capsule Co., Ltd. | Non-animal soft capsule shell composition having improved disintegration and shell hardness |
US8877259B2 (en) | 2012-02-09 | 2014-11-04 | Mary Kay Inc. | Cosmetic formulation |
US9320297B2 (en) * | 2012-03-22 | 2016-04-26 | Lemniscate Innovations Llc | Spherification/reverse spherification automated and integrated system and method |
WO2014063358A1 (en) * | 2012-10-26 | 2014-05-01 | Dow Global Technologies Llc | Aqueous fragrance release gels |
AU2014240171B2 (en) * | 2013-03-15 | 2018-04-19 | Patheon Softgels Inc. | Non-gelatin enteric soft capsules |
KR101847947B1 (en) | 2013-03-15 | 2018-05-28 | 옵코 아이피 홀딩스 Ⅱ 인코포레이티드 | Stabilized modified release vitamin d formulation |
NL2010552C2 (en) | 2013-04-02 | 2014-10-06 | Paxtree Ltd | Composition as auxiliary means for oral medication. |
CN105793383B (en) * | 2013-12-05 | 2017-10-27 | 英派尔科技开发有限公司 | Constant-temp material, preparation method and use |
CA2957240A1 (en) | 2014-08-07 | 2016-02-11 | Opko Ireland Global Holdings, Ltd. | Adjunctive therapy with 25-hydroxyvitamin d |
US20170119680A1 (en) * | 2015-10-30 | 2017-05-04 | R.P. Scherer Technologies, Llc | Extended release film-coated capsules |
JP7032322B2 (en) | 2016-03-28 | 2022-03-08 | オプコ アイルランド グローバル ホールディングス リミテッド | Vitamin D treatment |
KR101973057B1 (en) * | 2017-04-13 | 2019-04-26 | 주식회사 케이티앤지 | Capsule for cosmetics and method of menufacturing thereof |
KR101874512B1 (en) * | 2017-06-29 | 2018-07-04 | 농업회사법인(주)강림오가닉 | Soft Capsules method with mixture of Vegetable Omega-3 in Perilla Oil and Vitamin C and Soft Capsules |
US11896720B2 (en) | 2017-09-26 | 2024-02-13 | Captek Softgel International | Orally available articles containing at least one stabilized supplement therein |
US10711119B2 (en) * | 2018-01-10 | 2020-07-14 | Cp Kelco Aps | Carrageenan-based compositions for films and capsules |
GB201903090D0 (en) * | 2019-03-07 | 2019-04-24 | Cambridge Entpr Ltd | Plant based functional materials |
CN110075081A (en) * | 2019-06-12 | 2019-08-02 | 江苏艾兰得营养品有限公司 | A kind of soft capsule and preparation method thereof and purposes |
CN111388442A (en) * | 2020-03-24 | 2020-07-10 | 广州普正生物科技有限公司 | Gel candy type plant soft capsule |
MX2023003016A (en) | 2020-09-22 | 2023-04-10 | Swimc Llc | Chitosan-containing coating compositions. |
KR102294072B1 (en) * | 2020-11-19 | 2021-08-26 | (주)알피바이오 | Composition for plant-based chewable soft capsule and plant-based chewable soft capsule using the same |
CN116940245A (en) | 2021-01-25 | 2023-10-24 | 杜邦营养生物科学有限公司 | Stabilizer composition comprising microcrystalline cellulose |
FR3122575A1 (en) * | 2021-05-05 | 2022-11-11 | Gabrielle De La Goublaye De Nantois | Cosmetic soft capsules |
JPWO2023008567A1 (en) * | 2021-07-30 | 2023-02-02 | ||
WO2023025728A1 (en) * | 2021-08-27 | 2023-03-02 | Unilever Ip Holdings B.V. | Films and capsules |
WO2023025919A1 (en) * | 2021-08-27 | 2023-03-02 | Unilever Ip Holdings B.V. | Films and capsules |
CN117881767A (en) * | 2021-08-27 | 2024-04-12 | 联合利华知识产权控股有限公司 | Membrane and capsule |
EP4392533A1 (en) * | 2021-08-27 | 2024-07-03 | Unilever IP Holdings B.V. | Films and capsules |
WO2023025768A1 (en) * | 2021-08-27 | 2023-03-02 | Unilever Ip Holdings B.V. | Films and capsules |
EP4392531A1 (en) * | 2021-08-27 | 2024-07-03 | Unilever IP Holdings B.V. | Films and capsules |
WO2023072546A1 (en) * | 2021-10-25 | 2023-05-04 | Unilever Ip Holdings B.V. | Films and capsules |
WO2024080269A1 (en) * | 2022-10-11 | 2024-04-18 | アリメント工業株式会社 | Chewy soft capsule |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6497887B1 (en) * | 2000-04-13 | 2002-12-24 | Color Access, Inc. | Membrane delivery system |
Family Cites Families (175)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US348669A (en) * | 1886-09-07 | John p | ||
NL113450C (en) | 1953-06-10 | |||
US2802000A (en) * | 1953-08-13 | 1957-08-06 | Nat Starch Products Inc | Ungelatinized cold water soluble starch ethers |
US2825727A (en) * | 1954-05-19 | 1958-03-04 | Nat Starch Products Inc | Ungelatinized starch products of improved properties and method of making the same |
US2876217A (en) * | 1956-12-31 | 1959-03-03 | Corn Products Co | Starch ethers containing nitrogen and process for making the same |
US3094517A (en) * | 1958-12-29 | 1963-06-18 | Marine Colloids Inc | Process for treating a polysaccharide of seaweeds of the gigartinaceae and solieriaceae families |
NL122082C (en) * | 1959-12-01 | |||
US3058827A (en) | 1960-02-09 | 1962-10-16 | Eastman Kodak Co | Dialdehyde starch as gelatin hardener |
US3176003A (en) * | 1961-08-15 | 1965-03-30 | Marine Colloids Inc | Selective extraction of hydrocolloid fractions from sea plants |
US3378546A (en) * | 1965-03-03 | 1968-04-16 | American Maize Prod Co | Hydroxypropyl starch ether |
US3505110A (en) * | 1967-01-18 | 1970-04-07 | Penick & Ford Ltd | Sugar products prepared from hydroxypropylated starch |
US3499962A (en) * | 1967-08-24 | 1970-03-10 | Nat Starch Chem Corp | Encapsulation of water insoluble materials |
US3460717A (en) * | 1967-10-16 | 1969-08-12 | Burger Chef Systems Inc | Mixing assembly for a dispenser |
US3607394A (en) * | 1969-05-29 | 1971-09-21 | Felix Joseph Germino | Novel pregelatinized starches and process for preparing same |
US3849395A (en) * | 1971-08-25 | 1974-11-19 | Marine Colloids Inc | Degraded modified seaweed extractive and compositions containing same and their production |
US3865603A (en) * | 1972-07-17 | 1975-02-11 | Nat Starch Chem Corp | Modified starch-extended gelatin compositions |
US4009291A (en) * | 1974-03-25 | 1977-02-22 | General Foods Corporation | Cold water soluble stable bulked starch |
US3956173A (en) * | 1974-07-05 | 1976-05-11 | Hercules Incorporated | Preparation of gels based on carrageenan |
CA1045936A (en) * | 1975-03-24 | 1979-01-09 | Frederick W. Comer | Clear, elastic, water gels based on carrageenan |
US4129134A (en) | 1975-04-14 | 1978-12-12 | Philip Morris Incorporated | Smoking article |
US4026986A (en) * | 1975-05-22 | 1977-05-31 | The Dow Chemical Company | Capsule shell |
US4096327A (en) * | 1977-01-05 | 1978-06-20 | Fmc Corporation | Modified kappa-carrageenan |
US4231803A (en) | 1978-05-22 | 1980-11-04 | Anheuser-Busch Incorporated | Starch adhesive composition containing an oxidized waxy starch ester |
US4276320A (en) * | 1980-01-25 | 1981-06-30 | Fmc Corporation | Compositions and method for preparing dessert gels |
US4443486A (en) * | 1980-04-09 | 1984-04-17 | Fmc Corporation | Modified extractive of Eucheuma cottonii seaweed and composition containing same |
JPS56167703A (en) * | 1980-04-09 | 1981-12-23 | Fmc Corp | Sea weed eucheumacottonii denatured extract |
FR2508051B1 (en) | 1981-06-23 | 1986-12-05 | Roquette Freres | COMPOSITION AND METHOD FOR FORMING A TEMPORARY PROTECTIVE COATING AND OBJECT THUS PROTECTED |
FR2540153B1 (en) * | 1982-10-12 | 1987-02-13 | Roquette Freres | COMPOSITION AND METHOD FOR COATING PAPER AND CARDBOARD, PROCESS FOR PREPARING THE COMPOSITION AND PAPER AND CARDBOARD THUS OBTAINED |
JPS6055039A (en) * | 1983-09-07 | 1985-03-29 | Mitsubishi Acetate Co Ltd | Water-soluble polysaccharide film |
JPS6088047A (en) | 1983-10-21 | 1985-05-17 | Kohjin Co Ltd | Preparation of highly absorptive polymer |
US4738724A (en) * | 1983-11-04 | 1988-04-19 | Warner-Lambert Company | Method for forming pharmaceutical capsules from starch compositions |
JPS6110508A (en) * | 1984-06-26 | 1986-01-18 | Mitsubishi Acetate Co Ltd | Capsule and its production |
US4828841A (en) * | 1984-07-24 | 1989-05-09 | Colorcon, Inc. | Maltodextrin coating |
US4643894A (en) * | 1984-07-24 | 1987-02-17 | Colorcon, Inc. | Maltodextrin coating |
US4626288A (en) * | 1985-01-10 | 1986-12-02 | National Starch And Chemical Corporation | Starch derivatives forming reversible gels |
US4615897A (en) * | 1985-02-25 | 1986-10-07 | Nabisco Brands, Inc. | Cold water soluble gelatin |
US4795642A (en) * | 1986-05-01 | 1989-01-03 | Pharmacaps, Inc. | Gelatin-encapsulated controlled-release composition |
US4708834A (en) * | 1986-05-01 | 1987-11-24 | Pharmacaps, Inc. | Preparation of gelatin-encapsulated controlled release composition |
GB8628068D0 (en) * | 1986-11-24 | 1986-12-31 | Unilever Plc | Aqueous gel comprising carrageenan |
FR2608456B1 (en) * | 1986-12-18 | 1993-06-18 | Mero Rousselot Satia | MICROCAPSULES BASED ON GELATIN AND POLYSACCHARIDES AND PROCESS FOR OBTAINING THEM |
JPS63164858A (en) * | 1986-12-27 | 1988-07-08 | Unie Koroido Kk | Outer coat of soft capsule |
US4851394A (en) * | 1986-12-30 | 1989-07-25 | Uni Colloid Kabushiki Kaisha | Glucomannan/polyhydric alcohol composition and film prepared therefrom |
US4808707A (en) * | 1987-06-08 | 1989-02-28 | University Of Delaware | Chitosan alginate capsules |
JPS6416563A (en) * | 1987-07-10 | 1989-01-20 | Toyo Suisan Kaisha | Production of sheet-shaped food |
JPH0259513A (en) * | 1988-08-24 | 1990-02-28 | Kiyuukiyuu Yakuhin Kogyo Kk | Oral cavity mucosa-attaching type halitosis-preventing agent |
US4935243A (en) * | 1988-12-19 | 1990-06-19 | Pharmacaps, Inc. | Chewable, edible soft gelatin capsule |
US5366755A (en) * | 1989-02-10 | 1994-11-22 | Maritta Timonen | Foodstuffs containing novel degraded cellulose derivatives |
JPH02308760A (en) * | 1989-05-23 | 1990-12-21 | Mitsubishi Rayon Co Ltd | Edible film and preparation thereof |
US5089307A (en) * | 1989-05-23 | 1992-02-18 | Mitsubishi Rayon Co., Ltd. | Edible film and method of making same |
AU633936B2 (en) | 1989-07-11 | 1993-02-11 | Novon International, Inc. | Polymer base blend compositions containing destructurized starch |
CA2020895C (en) | 1989-07-18 | 2004-02-17 | Jean-Pierre Sachetto | Polymer base blend compositions containing destructurized starch |
FI903500A0 (en) | 1989-07-18 | 1990-07-11 | Warner Lambert Co | POLYMER BASES BLANDNINGSKOMPOSITIONER, SOM INNEHAOLLER TILL SIN STRUKTUR MODIFIERAD STAERKELSE. |
AU649617B2 (en) | 1989-07-20 | 1994-06-02 | Novon International, Inc. | Polymer base blend compositions containing destructurized starch |
US5146730A (en) * | 1989-09-20 | 1992-09-15 | Banner Gelatin Products Corp. | Film-enrobed unitary-core medicament and the like |
JPH0647530B2 (en) * | 1990-02-03 | 1994-06-22 | ユニコロイド株式会社 | Pharmaceutical capsules for intestinal diseases and method for producing the same |
US5264223A (en) * | 1990-03-29 | 1993-11-23 | Japan Elanco Company, Ltd. | Hard capsule for pharmaceutical drugs and method for producing the same |
DE4018247A1 (en) * | 1990-06-07 | 1991-12-12 | Lohmann Therapie Syst Lts | MANUFACTURING METHOD FOR QUICK-DISINFITTING FILM-SHAPED PHARMACEUTICAL FORMS |
GB9017800D0 (en) | 1990-08-14 | 1990-09-26 | Unilever Plc | Moisture barrier and its preparation |
AU9145691A (en) * | 1990-11-28 | 1992-06-25 | R.P. Scherer Corporation | High amylose starch substituted gelatin capsules |
JPH04293460A (en) * | 1991-03-20 | 1992-10-19 | Mitsubishi Rayon Co Ltd | Polysaccharide film and its production |
JPH04372627A (en) * | 1991-06-20 | 1992-12-25 | Mitsubishi Rayon Co Ltd | Polysaccharide film |
US5224989A (en) * | 1991-11-18 | 1993-07-06 | Eva Likarova | Film-forming dispersion for a protective coating of drug and food containing articles and objects |
ES2109303T3 (en) | 1991-12-16 | 1998-01-16 | Nat Starch Chem Invest | EDIBLE FILMS. |
US5587412A (en) * | 1992-03-31 | 1996-12-24 | National Starch And Chemical Investment Holding Corporation | Esterified starch composition |
US5334640A (en) * | 1992-04-08 | 1994-08-02 | Clover Consolidated, Ltd. | Ionically covalently crosslinked and crosslinkable biocompatible encapsulation compositions and methods |
JPH05308910A (en) * | 1992-05-01 | 1993-11-22 | Osaka Kagaku Gokin Kk | Water-resistant edible film good in heat sealability |
DE69330672T2 (en) | 1992-06-12 | 2002-06-27 | Teijin Ltd | PHARMACEUTICAL PREPARATION FOR APPLICATION IN THE AIRWAY |
NZ244796A (en) * | 1992-08-18 | 1995-05-26 | Scherer Corp R P | Capsule shell of soft gelatin contains a medicament and has a removable tab |
JPH0665048A (en) * | 1992-08-20 | 1994-03-08 | Kibun Food Chemifa Co Ltd | Filmy pack agent |
JP3116602B2 (en) * | 1992-10-06 | 2000-12-11 | シオノギクオリカプス株式会社 | Hard capsule |
US5431917A (en) * | 1992-10-08 | 1995-07-11 | Japan Elanco Company, Ltd. | Hard capsule for pharmaceutical drugs and method for producing the same |
GB9226392D0 (en) * | 1992-12-18 | 1993-02-10 | Cpc International Inc | Gelling agent |
US5451673A (en) * | 1993-04-23 | 1995-09-19 | The United States Of America As Represented By The Secretary Of Agriculture | Films fabricated from mixtures of pectin and starch |
US5646206A (en) * | 1993-04-23 | 1997-07-08 | The United States Of America As Represented By The Secretary Of Agriculture | Films fabricated from mixtures of pectin and poly(vinyl alchohol) |
US5342626A (en) * | 1993-04-27 | 1994-08-30 | Merck & Co., Inc. | Composition and process for gelatin-free soft capsules |
GB9313329D0 (en) * | 1993-06-28 | 1993-08-11 | Scherer Ltd R P | Softgel capsule shell compositions |
JPH07135913A (en) * | 1993-11-19 | 1995-05-30 | Sanei Gen F F I Inc | Production of dessert jelly of multiple structure |
JP2567566B2 (en) * | 1994-03-01 | 1996-12-25 | 三栄源エフ・エフ・アイ株式会社 | Drink jelly manufacturing method |
US5528088A (en) * | 1994-06-27 | 1996-06-18 | Amphenol Corporation | Current mode coupler with improved grounding |
US6099876A (en) * | 1994-10-11 | 2000-08-08 | Yissum Research Development Co. Of The Hebrew University Of Jerusalem | Temperature-stable liquid cells |
US5756123A (en) * | 1994-12-01 | 1998-05-26 | Japan Elanco Co., Ltd. | Capsule shell |
JP2959423B2 (en) | 1994-12-01 | 1999-10-06 | シオノギクオリカプス株式会社 | Capsule coating composition |
GB2298560B (en) * | 1994-12-23 | 1998-07-08 | Cpc International Inc | Low-fat cake donuts and process therefor |
US5569466A (en) | 1995-05-17 | 1996-10-29 | R. P. Scherer Corporation | Fill compositions for soft elastic gel capsules |
US5614217A (en) * | 1995-06-07 | 1997-03-25 | R.P. Scherer Corporation | Capsule shell formulation to produce brittle capsules |
US5811388A (en) * | 1995-06-07 | 1998-09-22 | Cibus Pharmaceutical, Inc. | Delivery of drugs to the lower GI tract |
US5656294A (en) * | 1995-06-07 | 1997-08-12 | Cibus Pharmaceutical, Inc. | Colonic delivery of drugs |
US5672699A (en) * | 1995-09-06 | 1997-09-30 | National Starch And Chemical Investment Holding Corporation | Process for preparation of hydrophobic starch derivatives |
US5549983A (en) * | 1996-01-22 | 1996-08-27 | Alliedsignal Inc. | Coflow planar fuel cell stack construction for solid electrolytes |
GB9606371D0 (en) * | 1996-03-26 | 1996-06-05 | Brown Malcolm D | An encapsulation process |
US5932639A (en) * | 1996-05-06 | 1999-08-03 | National Starch And Chemical Investment Holding Corporation | Maltodextrin-based adhesives |
US6214375B1 (en) * | 1996-07-16 | 2001-04-10 | Generex Pharmaceuticals, Inc. | Phospholipid formulations |
US5743638A (en) | 1996-07-30 | 1998-04-28 | Q-Jet, Dsi | Dual control mixing jet cooker |
US5726008A (en) * | 1996-09-18 | 1998-03-10 | Eastman Kodak Company | Photographic elements with improved vehicles |
DE19646392A1 (en) * | 1996-11-11 | 1998-05-14 | Lohmann Therapie Syst Lts | Preparation for use in the oral cavity with a layer containing pressure-sensitive adhesive, pharmaceuticals or cosmetics for dosed delivery |
FR2757173A1 (en) * | 1996-12-17 | 1998-06-19 | Warner Lambert Co | POLYMERIC COMPOSITIONS OF NON-ANIMAL ORIGIN FOR FILM FORMATION |
JPH10179045A (en) * | 1996-12-25 | 1998-07-07 | Osaka Kagaku Gokin Kk | Sheet-like edible molding |
US5813093A (en) * | 1997-01-31 | 1998-09-29 | Lucent Technologies Inc. | Hinge assembly |
US5945126A (en) * | 1997-02-13 | 1999-08-31 | Oakwood Laboratories L.L.C. | Continuous microsphere process |
US5976586A (en) | 1997-03-10 | 1999-11-02 | Lawrence Foods | Glaze composition with vegetable gums |
JP3238350B2 (en) * | 1997-05-27 | 2001-12-10 | 三粧化研株式会社 | Edible pearl-like capsule and method for producing the same |
US6030641A (en) * | 1997-06-03 | 2000-02-29 | Uni Colloid Kabushiki Kaisha | Sustained release capsule and method for preparing the same |
JP2931811B2 (en) * | 1997-06-03 | 1999-08-09 | ユニコロイド株式会社 | Sustained release capsule |
FR2767070B1 (en) * | 1997-08-08 | 1999-09-17 | Laurence Paris | AQUEOUS VISCOUS COMPOSITION, LIMPID OR NOT, FOR THE MANUFACTURE OF SOFT CAPSULES AND HARD CAPSULES, AND METHOD FOR MANUFACTURING FILMS FOR SUCH CAPSULES |
JPH11130645A (en) * | 1997-10-29 | 1999-05-18 | Lion Corp | Sheet for treatment of periodontosis |
EP1032425A1 (en) * | 1997-10-31 | 2000-09-06 | Monsanto Company | Gellan gum tablet coating |
US6007614A (en) * | 1997-12-30 | 1999-12-28 | National Starch And Chemical Investment Holding Corporation | Starch esters as moisture vapor barrier coatings |
GB9802201D0 (en) | 1998-02-03 | 1998-04-01 | Cerestar Holding Bv | Free-flowable directly compressible starch as binder,disintegrant and filler for compresion tablets and hard gelatine capsules |
US5962053A (en) * | 1998-02-17 | 1999-10-05 | Viskase Corporation | Edible film and method |
US6146570A (en) * | 1998-03-20 | 2000-11-14 | Rhodia Inc. | Process for producing extruded hydrocolloid granules |
US6187293B1 (en) * | 1998-04-27 | 2001-02-13 | Fmc Corporation | Process for making toothpaste using low levels of carrageenan |
JP3182393B2 (en) * | 1998-05-13 | 2001-07-03 | 三菱レイヨン株式会社 | Carrageenan for low temperature gelation |
KR20000011247A (en) * | 1998-07-23 | 2000-02-25 | 김윤 | Composition and pharmaceutical dosage form for colonic drug delivery using polysaccharides |
US6063915A (en) * | 1998-07-30 | 2000-05-16 | Hercules Incorporated | Carrageenan compositions and methods for their production |
US6214376B1 (en) * | 1998-08-25 | 2001-04-10 | Banner Pharmacaps, Inc. | Non-gelatin substitutes for oral delivery capsules, their composition and process of manufacture |
US6268191B1 (en) * | 1998-09-21 | 2001-07-31 | Robert K. Prud'homme | Enzyme immobilization by imbibing an enzyme solution into dehydrated hydrocolloid gel beads |
US20030206942A1 (en) * | 1998-09-25 | 2003-11-06 | Neema Kulkarni | Fast dissolving orally consumable films containing an antitussive and a mucosa coating agent |
US6596298B2 (en) * | 1998-09-25 | 2003-07-22 | Warner-Lambert Company | Fast dissolving orally comsumable films |
EP1117736B2 (en) | 1998-09-30 | 2008-08-13 | Warner-Lambert Company LLC | Modified starch film compositions |
US6635275B1 (en) | 1999-01-29 | 2003-10-21 | Warner-Lambert Company | Modified starch film compositions |
JP2000125801A (en) | 1998-10-22 | 2000-05-09 | Japan Tobacco Inc | Granule of fushis |
CA2348843A1 (en) * | 1998-11-11 | 2000-05-18 | Edward Zbygniew Nowak | A capsule based drug delivery system |
GB9824658D0 (en) * | 1998-11-11 | 1999-01-06 | Brown Malcolm D | A capsule based drug delivery system |
US6432448B1 (en) * | 1999-02-08 | 2002-08-13 | Fmc Corporation | Edible coating composition |
US6210709B1 (en) * | 1999-03-24 | 2001-04-03 | Elementis Specialties, Inc. | Flexible gelatin free encapsulation material useful for pharmaceuticals, paint balls and other formulations |
CA2368635C (en) | 1999-05-12 | 2009-11-10 | Hercules Incorporated | Food composition with high solids content, a method for its preparation as well as the use of carrageenans for gelling a food composition |
WO2001002478A1 (en) * | 1999-07-06 | 2001-01-11 | The Procter & Gamble Company | Pre-formed, self-adhesive sheet devices suitable for topical application |
US6340473B1 (en) | 1999-07-07 | 2002-01-22 | R.P. Scherer Technologies, Inc. | Film forming compositions comprising modified starches and iota-carrageenan and methods for manufacturing soft capsules using same |
US6500462B1 (en) * | 1999-10-29 | 2002-12-31 | Fmc Corporation | Edible MCC/PGA coating composition |
EP1103254B1 (en) * | 1999-11-19 | 2005-03-23 | Swiss Caps Rechte und Lizenzen AG | Process to manufacture starch-containing shaped bodies,mass containing homogenized starch and device to manufacture soft capsules |
USRE42755E1 (en) * | 1999-12-09 | 2011-09-27 | Apimed Medical Honey Limited | Honey based wound dressing |
US6387354B1 (en) * | 2000-03-06 | 2002-05-14 | Shemberg Marketing Corporation | Semi-refined carrageenan dentifrice binder |
US7067116B1 (en) * | 2000-03-23 | 2006-06-27 | Warner-Lambert Company Llc | Fast dissolving orally consumable solid film containing a taste masking agent and pharmaceutically active agent at weight ratio of 1:3 to 3:1 |
JP3481580B2 (en) * | 2000-04-11 | 2003-12-22 | 三栄源エフ・エフ・アイ株式会社 | Elastic food composition and method for producing the same |
US6528088B1 (en) | 2000-06-01 | 2003-03-04 | A. E. Staley Manufacturing Co. | Highly flexible starch-based films |
US6375981B1 (en) * | 2000-06-01 | 2002-04-23 | A. E. Staley Manufacturing Co. | Modified starch as a replacement for gelatin in soft gel films and capsules |
US6607748B1 (en) * | 2000-06-29 | 2003-08-19 | Vincent Lenaerts | Cross-linked high amylose starch for use in controlled-release pharmaceutical formulations and processes for its manufacture |
EP1335710B8 (en) * | 2000-11-09 | 2007-02-28 | Südzucker Aktiengesellschaft Mannheim/Ochsenfurt | Soft capsules comprising a starch mixture having a reduced branching degree |
IL155959A0 (en) * | 2000-11-28 | 2003-12-23 | Fmc Corp | Edible pga (propylene glycol alginate) coating composition |
US20020131990A1 (en) * | 2000-11-30 | 2002-09-19 | Barkalow David G. | Pullulan free edible film compositions and methods of making the same |
US6479649B1 (en) | 2000-12-13 | 2002-11-12 | Fmc Corporation | Production of carrageenan and carrageenan products |
JP2002186427A (en) * | 2000-12-19 | 2002-07-02 | Sanei Gen Ffi Inc | Frozen dessert |
US6814978B2 (en) * | 2000-12-29 | 2004-11-09 | Mcneil-Ppc, Inc. | Process for preparing a soft tablet |
WO2002074100A1 (en) * | 2001-03-19 | 2002-09-26 | Taisho Pharmaceutical Co.,Ltd. | Gel composition |
US7293910B2 (en) | 2001-05-24 | 2007-11-13 | Masco Corporation | Surge suppressor for a mixer head assembly |
CN100366239C (en) * | 2001-07-05 | 2008-02-06 | 涌永制药株式会社 | Soft capsules |
US8309118B2 (en) | 2001-09-28 | 2012-11-13 | Mcneil-Ppc, Inc. | Film forming compositions containing sucralose |
JP4795639B2 (en) * | 2001-10-12 | 2011-10-19 | モノソル・アールエックス・エルエルシー | Glucan-based film delivery system |
WO2003035044A2 (en) * | 2001-10-23 | 2003-05-01 | Innogel Ag | Production of starch-gel-based shaped bodies |
DE10214327A1 (en) * | 2001-10-23 | 2003-05-22 | Innogel Ag Zug | Polysaccharide-based network and process for its manufacture |
JP2003125714A (en) * | 2001-10-29 | 2003-05-07 | Ina Food Ind Co Ltd | Capsule base material and capsule made from the base material, and method for producing the capsule base material |
US6745546B2 (en) * | 2001-11-02 | 2004-06-08 | R.P. Scherer Technologies, Inc. | Encapsulation machine with valved injection wedge |
US6884060B2 (en) * | 2001-11-02 | 2005-04-26 | R.P. Scherer Technologies, Inc. | Apparatus for manufacturing encapsulated products |
CN1585650A (en) * | 2001-11-16 | 2005-02-23 | 吉万奥丹股份有限公司 | Edible film |
DE60238269D1 (en) * | 2001-11-22 | 2010-12-23 | Morishita Jintan Co | Non-gelatinous capsules |
JP2003192615A (en) * | 2001-12-26 | 2003-07-09 | Nissei Kosan Kk | Method for producing capsule |
FR2829142B1 (en) * | 2001-12-27 | 2004-02-13 | Ulice | FILMOGENEOUS COMPOSITION OF HETEROXYLANE FOR THE MANUFACTURE OF CAPSULES THUS OBTAINED |
JP2003199809A (en) * | 2002-01-09 | 2003-07-15 | Toyo Capsule Kk | Soft capsule shell |
US6949256B2 (en) * | 2002-01-18 | 2005-09-27 | Banner Pharmacaps, Inc. | Non-gelatin capsule shell formulation |
US7887838B2 (en) * | 2002-01-18 | 2011-02-15 | Banner Pharmacaps, Inc. | Non-gelatin film and method and apparatus for producing same |
NO20021592D0 (en) * | 2002-04-04 | 2002-04-04 | Fmc Biopolymer As | Polysaccharide Capsules and Method of Preparation thereof |
JP2003299714A (en) | 2002-04-10 | 2003-10-21 | Fuji Capsule Kk | Film composition of soft capsule |
JP4000279B2 (en) * | 2002-05-29 | 2007-10-31 | 富士フイルム株式会社 | Recording tape cartridge |
US20040013723A1 (en) * | 2002-07-16 | 2004-01-22 | PARIKH Rita M. | Oral care capsules |
GB0217382D0 (en) * | 2002-07-26 | 2002-09-04 | Pfizer Ltd | Process for making orally consumable dosage forms |
JP2004167084A (en) | 2002-11-21 | 2004-06-17 | Ina Food Ind Co Ltd | Soft capsule coating film, its raw material, and soft capsule |
US6987182B2 (en) * | 2003-03-26 | 2006-01-17 | North Carolina State University | Process for producing cold-gelling hydrocolloids |
US20040202698A1 (en) * | 2003-04-02 | 2004-10-14 | The Procter & Gamble Company | Drug delivery systems comprising an encapsulated active ingredient |
US7816341B2 (en) * | 2003-04-14 | 2010-10-19 | Fmc Corporation | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom |
US20050019295A1 (en) * | 2003-04-14 | 2005-01-27 | Fmc Corporation | Homogeneous, thermoreversible low viscosity polymannan gum films and soft capsules made therefrom |
US20050008677A1 (en) * | 2003-04-14 | 2005-01-13 | Fmc Corporation | Delivery system of homogeneous, thermoreversible gel film containing kappa-2 carrageenan |
JP2006526057A (en) * | 2003-04-14 | 2006-11-16 | エフ エム シー コーポレーション | Uniform and thermoreversible low viscosity polymannan gum film and soft capsule made therefrom |
US20050048185A1 (en) * | 2003-04-14 | 2005-03-03 | Fmc Corporation | Delivery systems of homogeneous, thermoreversible low viscosity polymannan gum films |
US20050013847A1 (en) * | 2003-04-14 | 2005-01-20 | Fmc Corporation | Delivery systems of homogeneous, thermoreversible alginate films |
US20050019294A1 (en) * | 2003-04-14 | 2005-01-27 | Fmc Corporation | Homogeneous, thermoreversible alginate films and soft capsules made therefrom |
-
2004
- 2004-04-14 JP JP2006510061A patent/JP2006526057A/en active Pending
- 2004-04-14 KR KR1020057019662A patent/KR20060011955A/en not_active Application Discontinuation
- 2004-04-14 MX MXPA05011026A patent/MXPA05011026A/en active IP Right Grant
- 2004-04-14 BR BRPI0409345-3A patent/BRPI0409345A/en not_active Application Discontinuation
- 2004-04-14 JP JP2006510070A patent/JP2007526211A/en active Pending
- 2004-04-14 CA CA002522296A patent/CA2522296A1/en not_active Abandoned
- 2004-04-14 WO PCT/US2004/011600 patent/WO2004091528A2/en active Application Filing
- 2004-04-14 BR BRPI0409336-4A patent/BRPI0409336A/en not_active IP Right Cessation
- 2004-04-14 WO PCT/US2004/011908 patent/WO2004091539A2/en active Application Filing
- 2004-04-14 EP EP04759583A patent/EP1622594A4/en not_active Withdrawn
- 2004-04-14 EP EP04759552A patent/EP1617825A2/en not_active Withdrawn
- 2004-04-14 BR BRPI0409357A patent/BRPI0409357B8/en active IP Right Grant
- 2004-04-14 WO PCT/US2004/011906 patent/WO2004091537A2/en active Application Filing
- 2004-04-14 WO PCT/US2004/011601 patent/WO2004091529A2/en active Application Filing
- 2004-04-14 JP JP2006513097A patent/JP2006524743A/en active Pending
- 2004-04-14 PL PL04759553T patent/PL1628643T3/en unknown
- 2004-04-14 MX MXPA05011027A patent/MXPA05011027A/en unknown
- 2004-04-14 EP EP04759553.3A patent/EP1628643B9/en not_active Expired - Lifetime
- 2004-04-14 JP JP2006510049A patent/JP2007526209A/en active Pending
- 2004-04-14 WO PCT/US2004/011602 patent/WO2004091530A2/en active Application Filing
- 2004-04-14 US US10/824,689 patent/US20050084516A1/en not_active Abandoned
- 2004-04-14 KR KR1020057019614A patent/KR101128201B1/en active IP Right Grant
- 2004-04-14 EP EP04750147A patent/EP1620114A2/en not_active Withdrawn
- 2004-04-14 US US10/824,860 patent/US7807194B2/en active Active
- 2004-04-14 MX MXPA05011028A patent/MXPA05011028A/en unknown
- 2004-04-14 WO PCT/US2004/011561 patent/WO2004091527A2/en active Application Filing
- 2004-04-14 EP EP04759582A patent/EP1617815A2/en not_active Withdrawn
- 2004-04-14 EP EP04759551A patent/EP1622588A2/en not_active Withdrawn
- 2004-04-14 CA CA002522298A patent/CA2522298A1/en not_active Abandoned
- 2004-04-14 BR BRPI0409329-1A patent/BRPI0409329A/en not_active IP Right Cessation
- 2004-04-14 EP EP04759560A patent/EP1620059A2/en not_active Withdrawn
- 2004-04-14 JP JP2006510060A patent/JP2007525451A/en active Pending
- 2004-04-14 JP JP2006510069A patent/JP4602326B2/en not_active Expired - Fee Related
- 2004-04-14 BR BRPI0409343-7A patent/BRPI0409343A/en not_active IP Right Cessation
- 2004-04-14 MX MXPA05011029A patent/MXPA05011029A/en unknown
- 2004-04-14 JP JP2006513096A patent/JP2007528357A/en active Pending
- 2004-04-14 CA CA002522293A patent/CA2522293A1/en not_active Abandoned
- 2004-04-14 CA CA2522295A patent/CA2522295C/en not_active Expired - Lifetime
- 2004-04-14 WO PCT/US2004/011907 patent/WO2004091538A2/en active Application Filing
- 2004-04-14 CA CA002522297A patent/CA2522297A1/en not_active Abandoned
- 2004-04-14 WO PCT/US2004/011632 patent/WO2004091533A2/en active Application Filing
- 2004-04-14 BR BRPI0409334-8A patent/BRPI0409334A/en not_active IP Right Cessation
- 2004-04-14 KR KR1020057019622A patent/KR20060003350A/en not_active Application Discontinuation
- 2004-04-14 EP EP04750153A patent/EP1628620A4/en not_active Withdrawn
- 2004-04-14 KR KR1020057019553A patent/KR20060011953A/en not_active Application Discontinuation
- 2004-04-14 JP JP2006510062A patent/JP4558721B2/en not_active Expired - Lifetime
- 2004-04-14 BR BRPI0409342-9A patent/BRPI0409342A/en not_active IP Right Cessation
- 2004-04-14 WO PCT/US2004/011631 patent/WO2004091532A2/en active Application Filing
-
2005
- 2005-10-06 IL IL171291A patent/IL171291A/en active IP Right Grant
-
2007
- 2007-12-12 US US11/954,958 patent/US20080089934A1/en not_active Abandoned
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6497887B1 (en) * | 2000-04-13 | 2002-12-24 | Color Access, Inc. | Membrane delivery system |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2946227A1 (en) * | 2009-06-03 | 2010-12-10 | Ds France Sas | Sausage casing, useful for meat, poultry and fish sausage, comprises an aqueous gel containing alginate and a galactomannan, and a cellulose derivative |
WO2011119287A1 (en) * | 2010-03-26 | 2011-09-29 | Dow Global Technologies Llc | Melt-extruded film |
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
EP1620114A2 (en) | Delivery systems of homogeneous thermoreversible low viscosity polymannan gum films | |
US7816341B2 (en) | Homogeneous, thermoreversible gel containing reduced viscosity carrageenan and products made therefrom | |
US20090208569A1 (en) | Homogeneous, Thermoreversible Alginate Films and Soft Capsules Made Therefrom | |
US20050013847A1 (en) | Delivery systems of homogeneous, thermoreversible alginate films | |
JP2003096103A (en) | Pullulan-containing powder, process for manufacture thereof, and use thereof | |
ZA200508251B (en) | Homogeneous, thermoreversible gel film containing kappa-2 carrageenan and soft capsules made therefrom | |
US20050008677A1 (en) | Delivery system of homogeneous, thermoreversible gel film containing kappa-2 carrageenan | |
JP2018076315A (en) | Soft capsule film | |
US20050048185A1 (en) | Delivery systems of homogeneous, thermoreversible low viscosity polymannan gum films | |
US20050019295A1 (en) | Homogeneous, thermoreversible low viscosity polymannan gum films and soft capsules made therefrom | |
CN1791385A (en) | Homogeneous, thermoreversible alginate films transportation system |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
AK | Designated states |
Kind code of ref document: A2 Designated state(s): AE AG AL AM AT AU AZ BA BB BG BR BW BY BZ CA CH CN CO CR CU CZ DE DK DM DZ EC EE EG ES FI GB GD GE GH GM HR HU ID IL IN IS JP KE KG KP KR KZ LC LK LR LS LT LU LV MA MD MG MK MN MW MX MZ NA NI NO NZ OM PG PH PL PT RO RU SC SD SE SG SK SL SY TJ TM TN TR TT TZ UA UG US UZ VC VN YU ZA ZM ZW |
|
AL | Designated countries for regional patents |
Kind code of ref document: A2 Designated state(s): BW GH GM KE LS MW MZ SD SL SZ TZ UG ZM ZW AM AZ BY KG KZ MD RU TJ TM AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HU IE IT LU MC NL PL PT RO SE SI SK TR BF BJ CF CG CI CM GA GN GQ GW ML MR NE SN TD TG |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application | ||
B | Later publication of amended claims |
Effective date: 20050818 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2006510049 Country of ref document: JP Ref document number: 4644/DELNP/2005 Country of ref document: IN |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2004750147 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 20048138961 Country of ref document: CN |
|
WWP | Wipo information: published in national office |
Ref document number: 2004750147 Country of ref document: EP |