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WO1999024020A1 - Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre - Google Patents

Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre Download PDF

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Publication number
WO1999024020A1
WO1999024020A1 PCT/US1998/023263 US9823263W WO9924020A1 WO 1999024020 A1 WO1999024020 A1 WO 1999024020A1 US 9823263 W US9823263 W US 9823263W WO 9924020 A1 WO9924020 A1 WO 9924020A1
Authority
WO
WIPO (PCT)
Prior art keywords
polymer blend
film
water
weight percent
polymer
Prior art date
Application number
PCT/US1998/023263
Other languages
English (en)
Inventor
Paul J. Sheskey
Gary J. Schulz
Original Assignee
The Dow Chemical Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by The Dow Chemical Company filed Critical The Dow Chemical Company
Priority to EP98955230A priority Critical patent/EP1028713A1/fr
Priority to AU12083/99A priority patent/AU1208399A/en
Priority to CA002309819A priority patent/CA2309819A1/fr
Priority to BR9814150-3A priority patent/BR9814150A/pt
Priority to JP2000520112A priority patent/JP2001522796A/ja
Publication of WO1999024020A1 publication Critical patent/WO1999024020A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
    • A23G3/343—Products for covering, coating, finishing, decorating
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
    • A23G3/02—Apparatus specially adapted for manufacture or treatment of sweetmeats or confectionery; Accessories therefor
    • A23G3/0205—Manufacture or treatment of liquids, pastes, creams, granules, shred or powder
    • A23G3/0231—Transformation of a liquid, paste, cream, lump, powder, granule or shred into powder, granule or shred; Manufacture or treatment of powder
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806—Coating materials
    • A61K9/2833—Organic macromolecular compounds
    • A61K9/286—Polysaccharides, e.g. gums; Cyclodextrin
    • A61K9/2866—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A—HUMAN NECESSITIES
    • A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
    • A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
    • A23G2200/00—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents
    • A23G2200/06—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF containing organic compounds, e.g. synthetic flavouring agents containing beet sugar or cane sugar if specifically mentioned or containing other carbohydrates, e.g. starches, gums, alcohol sugar, polysaccharides, dextrin or containing high or low amount of carbohydrate
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/28—Dragees; Coated pills or tablets, e.g. with film or compression coating
    • A61K9/2806—Coating materials
    • A61K9/282—Organic compounds, e.g. fats

Definitions

  • the present invention concerns an improved edible film-coating composition and its method of manufacture.
  • the improved compositions are free-flowing, dust-free and cold water dispersible. Such compositions are useful in pharmaceutical, confectionery and food applications.
  • U.S. Patent 4,543,370 discloses a method of making a dry-powder, edible, film-coating composition by mixing a powder of a film-forming polymer and powdered pigment particles in a blender to form a polymer-pigment mix, adding a plasticizer to the blender containing the polymer-pigment mix, and mixing until the combined mix is thoroughly blended.
  • surfactants can be added with the plasticizer.
  • Such compositions disperse in water at room temperature and form usable dispersions an hour after mixing.
  • such dry powders are still dusty and not easily transferred.
  • the various components, such as the pigments are susceptible to segregation.
  • U.S. Patent 4,816,298 discloses a method of making a granular, edible, fiim-coating composition by extruding a thermally moldable polymer and plasticizer at elevated temperatures, that is,
  • an improved granular film-coating composition is prepared.
  • the film-coating composition is readily dispersible in water, is dust-free and is free-flowing.
  • the blended ingredients are relatively immune to segregation from the dry formulation.
  • One aspect of the present invention concerns a process for making an improved, granular, cold-water dispersible, edible film-coating composition for use in pharmaceuticals, confectionery and food which comprises (a) mixing a film-forming polymer with water and a plasticizer to obtain an extrudable polymer blend having a content of from 20 to 60 weight percent water, (b) extruding the polymer blend to obtain wet strands of polymer blend, (c) drying the strands of polymer blend to remove most of the water and (d) cutting the strands of dried polymer blend into pellets.
  • the present invention concerns the improved, granular, cold water dispersible, edible film-coating composition obtainable from the process of the present invention.
  • the present invention concerns a method of making a coating dispersion for use in pharmaceutical, confectionery and food applications which comprises dispersing the granular, cold water dispersible, edible film coating composition obtainable from the process of the present invention into water without agglomeration to form a coating dispersion adapted for use as a film coating for tablets.
  • the present invention is a process for making an improved granular, cold water dispersible, edible film-coating composition.
  • the process involves the steps of (a) mixing a film-forming polymer with water and a plasticizer to obtain an extrudable polymer blend, (b) extruding the polymer blend into wet strands and (c) drying the wet strands to remove most of the water and (d) cutting the strands of polymer blend into pellets.
  • various other ingredients such as pigments and colorants, surfactants and wetting agents, excipients and diluents, and detackifiers can be incorporated into the polymer blend.
  • the film-forming polymers that may be used in this invention are soluble either in water or in the plasticizer and are acceptable for human consumption.
  • Such film- forming polymers include cellulosics, vinyl polymers such as polyvinyl pyrrolidone, acrylics such as dimethylaminoethyl methacrylate-methacrylic acid ester copolymer, and carbohydrate polymers such as maltodextrins or polydextroses.
  • Preferred film-forming polymers are cellulose ethers that are water soluble.
  • cellulose ethers that are water-soluble and are particularly useful in the invention are methylcellulose, methylethyl cellulose, hydroxypropyl methylcellulose, hydroxypropyl cellulose, and hydroxyethyl methylcellulose. Mixtures of these cellulose ethers can also be used. Most preferred cellulose ethers are methylcellulose and hydroxypropyl methylcellulose.
  • the viscosity and the substitution of the cellulose ethers preferred in the invention are not critical as long as the cellulose ether is water-soluble.
  • methylcellulose with a 2 percent aqueous viscosity of 3 to 200,000 mPa-s (millipascal- seconds) can be used.
  • the methoxy substitution of the methylcellulose can vary from 10 percent to 50 percent by weight.
  • the hydroxypropyl substitution can vary from 0 percent to 40 percent by weight.
  • the hydroxyethyl substitution can vary from 0 percent to 45 percent by weight.
  • polyethylene glycol for example, polyethylene glycol having a molecular weight of 200 to 8000, glycerin, propylene glycol, glycerin triacetate, acetylated monoglyceride, diethyl phthalate and mineral oil.
  • the polymer plasticizer which softens the polymer and makes it less brittle, may be a liquid or a solid plasticizer; a preferred plasticizer is a liquid such as polyethylene glycol 400.
  • Pigment dispersions typically used in pharmaceutical formulations such as aluminum-lake pigments, and colorants, such as dyes, may be added to the blend.
  • excipients or detackifiers such as sugars or starches may be added to the blend.
  • Surfactants such as dioctylsodium sulfosuccinates or sodium lauryl sulphate, may optionally be added before or after the extrusion or milling to reduce surface tension of water in contact with the granules and increase the wetting of the particles.
  • the polymer blend to be extruded is from 40 to 70 weight percent film-forming polymer, 20 to 60 weight percent water and 1 to 20 weight percent plasticizer.
  • the addition of pigments, surfactants and other additives is optional.
  • the polymer blend comprises from 0 to 0.3 weight percent surfactant, 0 to 30 weight percent pigment or colorant, and 0 to 40 weight percent other additives such as excipients, diluents, detackifiers, surfactants and wetting agents.
  • the polymer In a typical extrusion of a polymer or polymer blend, the polymer is wetted, forced through a die and cooled to solidify the extruded strands prior to milling.
  • the polymer blend contains water so that it will flow under pressure.
  • the water content of the polymer blend is only important in that it should neither be so low that excessive pressure is required to extrude it nor so high that the extruded strands fail to maintain their shape after extrusion. Generally, this calls for a water content of from 20 to 60 weight percent of the polymer blend.
  • the plasticizer, film-forming polymer and water are mixed to form a homogeneous blend. This can be done at the inlet of an extruder or in an external mixing device. Preferably, the blend is premixed and is slowly added to the extruder.
  • the shape and size of the orifices fix the cross-sectional shape and size of the extrudate.
  • any shape of orifice will suffice, that is, circle, triangle, square, or rectangle, it is preferred that the extrusion of the polymer blend be through equiaxial orifices.
  • Equiaxial orifices are orifices that have approximately equal dimensions in all directions.
  • the size of the orifices should be small enough so that the final product particle size is not so large that excessive time is required for dissolution.
  • the cross-sectional area of the orifice should not be so small that an excessive amount of energy must be exerted to press the polymer blend through the orifices.
  • the orifices are of 4.5x10 "9 m 2 to 4.5x10 "5 m 2 .
  • the orifices have a cross-sectional area of 9.9x10 "8 m 2 to 2.0x10 "5 m 2 .
  • the orifices have a cross-sectional area of 5x10 "8 m 2 to 2x10 "7 m 2 .
  • the polymer blend to be extruded is temperature sensitive in that at elevated temperatures it expels water and solidifies. When the blend solidifies, it no longer flows under pressure and cannot be extruded. For this reason, the temperature of the polymer blend during extrusion is maintained so that the polymer blend remains hydrated. While temperatures of up to 65°C or 70°C give acceptable results, typically the temperature is maintained below 40°C. Similarly, at low temperatures the water freezes and the polymer blend solidifies. While temperatures of down to 10°C are acceptable, typically the temperature is maintained above 20°C. Ambient temperature is preferred.
  • the extrusion can be done with any device that applies sufficient pressure to push the polymer blend through the extrusion orifices at a temperature which keeps the polymer blend hydrated.
  • a positive displacement extruder such as one employing a positive displacement piston or a gear pump, can be used.
  • Positive displacement extruders are highly preferred in this invention because they are energy efficient and can extrude the polymer blend without unduly increasing its temperature.
  • Another example of typical extrusion equipment is a screw-type extruder which advances the polymer blend by means of a screw rotating inside a cylinder. Screw-type extruders are not as energy efficient as positive displacement extruders and convert much of the energy to heat. This causes the temperature of the blend to increase and dehydration to occur.
  • a screw-type extruder it is generally necessary to use a cooling device to keep the hydrated cellulose ether temperature below 40°C.
  • the elongated extrudate is the polymer blend that has been pressed through the extrusion orifices.
  • the elongated extrudate is in the form of long narrow strands.
  • the strands of extrudate have a uniform cross-sectional area that is approximately the same as the extrusion orifices described above.
  • the extrudate is cooled in order to provide a solidified or hardened product.
  • the extrudate is dried to remove most of the water and to give a hardened product.
  • the drying of the elongated extrudate can be accomplished with standard drying equipment and methods known in the art. Typical dryers include belt dryers and steam tube dryers. Belt dryers are preferred because there is a large surface area upon which the polymer blend strands can be spread.
  • the extruded strands are dried to a moisture content such that the strands are sufficiently brittle to be cut.
  • the polymer blend strands are dried to a moisture content of less than 10 percent.
  • the extrudate is cut to a length/diameter ratio of 0.5 to 10.
  • the extrudate is cut to a length/diameter ratio of 1 to 4.
  • an air-swept impact mill will dry the extrudate, if necessary, by blowing hot air across the mill.
  • a hot air mill it may only be necessary to dry the extruded strands to a moisture content of 25 percent before feeding them to the hot air mill.
  • the granular film-coating composition that results can be added to cold water under agitation to form a coating solution.
  • the solution can be used in a conventional coating operation, for example, spraying the solution directly onto a tablet bed in a coater.
  • the composition may be used to coat pharmaceuticals, foods and food supplements to protect, color, harden, make more palatable, and mask the taste of solid dosage forms.
  • the film-forming polymer is agitated in a high shear mixer/granulator.
  • Plasticizer and optional ingredients such as pigment, colorant or surfactant are conveniently added to water and sprayed onto the film-forming polymer under agitation to form a wet polymer blend.
  • Dry ingredients such as some excipients and detackifiers can be dry blended with the film-forming polymer before spraying with the aqueous solution of plasticizer.
  • the polymer blend is then extruded through a die face using a piston pump.
  • the wet strands are dried and cut with an air swept impact mill to form a free-flowing, non-dusty composition.
  • METHOCEL * E5 Premium a film-forming polymer consisting of an hydroxypropyl methylcellulose (having a 2 percent aqueous viscosity of 3.75-7.0 mPa-s at 20°C, a methoxy substitution of 28-30 percent and a hydroxypropyl substitution of 7-12 percent), (1260.8 grams (g)) was charged into a 10 liter (L) high speed mixer/granulator and agitated at a rate of 300 revolutions per minute (rpm) for the main impeller and 1500 rpm for the side chopper blades. While maintaining the agitation rate, a solution of 124.8 g of polyethylene glycol 400 in 1275 g of water was sprayed onto the film-forming polymer.
  • rpm revolutions per minute
  • the wetted polymer blend was extruded through circular die openings having a cross-sectional area of 1.46x10" 7 m 2 .
  • the extruded strands were dried and then milled using an Alpine 100 UPZ mill equipped with a short track without screen.
  • Example 1 The procedure of Example 1 was repeated using the following ingredients:
  • the yellow colorant was added to the solution of the plasticizer and water before spraying onto the film-forming polymer. After extrusion, drying and milling, a dust- free, free-flowing granular composition was obtained from which the colorant would not segregate.
  • Example 2 The procedure of Example 2 was repeated using the following ingredients: METHOCEL E5 Premium 1260.8 g polyethylene glycol 400 124.8 g
  • Example 2 The procedure of Example 2 was repeated using the following ingredients:
  • the MALTODEXTRIN 2774 was dry blended with the METHOCEL E5 Premium in the high shear granulator prior to spraying with the aqueous mixture of plasticizer and colorant.
  • a CoMil model 197-S mill was used instead of the Alpine 100 UPZ mill.
  • a 10 percent tablet coating solution was prepared by quickly adding the formulations of Examples 1-4 into moderately agitated water at 23°C. The pellets quickly dispersed and went into solution within 20 to 30 minutes.

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Medicinal Chemistry (AREA)
  • Food Science & Technology (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Preparation (AREA)
  • Paints Or Removers (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Compositions Of Macromolecular Compounds (AREA)

Abstract

L'invention concerne des compositions comestibles améliorées d'enrobage par film, que l'on prépare par mélange d'un polymère filmogène avec un plastifiant et de l'eau de manière à obtenir un mélange polymère extrudable renfermant de 20 à 60 pour cent d'eau, par extrusion du mélange en fils, par séchage et apprêtage des fils. Ces compositions, qui sont à écoulement libre, exemptes de poussière et rapidement dispersible dans l'eau froide, sont utilisées dans des applications pharmaceutiques, alimentaires et en confiserie.
PCT/US1998/023263 1997-11-12 1998-10-30 Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre WO1999024020A1 (fr)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP98955230A EP1028713A1 (fr) 1997-11-12 1998-10-30 Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre
AU12083/99A AU1208399A (en) 1997-11-12 1998-10-30 A process for making a free-flowing, dust-free, cold water dispersible, edible, film-coating composition
CA002309819A CA2309819A1 (fr) 1997-11-12 1998-10-30 Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre
BR9814150-3A BR9814150A (pt) 1997-11-12 1998-10-30 Processo para produzir uma composição de pelìcula-revestimento de escoamento livre, sem poeira, dispersável em água fria, comestìvel, e composição de extrudado.
JP2000520112A JP2001522796A (ja) 1997-11-12 1998-10-30 易流動性で、無塵の、冷水分散可能な食用薄塗組成物

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US96873197A 1997-11-12 1997-11-12
US08/968,731 1997-11-12

Publications (1)

Publication Number Publication Date
WO1999024020A1 true WO1999024020A1 (fr) 1999-05-20

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/023263 WO1999024020A1 (fr) 1997-11-12 1998-10-30 Procede de preparation d'une composition d'enrobage par film comestible, dispersible dans l'eau froide, exempte de poussiere et a ecoulement libre

Country Status (8)

Country Link
EP (1) EP1028713A1 (fr)
JP (1) JP2001522796A (fr)
AR (1) AR017597A1 (fr)
AU (1) AU1208399A (fr)
BR (1) BR9814150A (fr)
CA (1) CA2309819A1 (fr)
CO (1) CO5040124A1 (fr)
WO (1) WO1999024020A1 (fr)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2836333A1 (fr) * 2002-02-25 2003-08-29 Seppic Sa Procede de coloration de dragees, composition mise en oeuvre
US6932861B2 (en) 2000-11-28 2005-08-23 Fmc Corporation Edible PGA coating composition
US7612031B2 (en) 2005-12-15 2009-11-03 Kimberly-Clark Worldwide, Inc. Health-and-hygiene appliance comprising a dispersible component and a releasable component disposed adjacent or proximate to said dispersible component; and processes for making said appliance
WO2012138531A1 (fr) * 2011-04-06 2012-10-11 Dow Global Technologies Llc Procédé de réduction du volume de fibres insolubles dans l'eau dans un dérivé de cellulose soluble dans l'eau
WO2014077892A1 (fr) * 2012-11-19 2014-05-22 Benetech, Inc. Formules de suppression de la poussière utilisant des éthers de cellulose plastifiés
US9017767B2 (en) 2012-06-13 2015-04-28 Benetech, Inc. Method of suppressing dust in piles and railcars using plasticized cellulose ethers
US10098376B2 (en) 2003-11-07 2018-10-16 U.S. Smokeless Tobacco Company Llc Tobacco compositions
US10945454B2 (en) 2003-11-07 2021-03-16 U.S. Smokeless Tobacco Company Llc Tobacco compositions

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GB795841A (en) * 1956-08-07 1958-05-28 Ernest Norland Lipstick
FR2179044A1 (fr) * 1972-04-03 1973-11-16 Scherer Corp R P
US4365060A (en) * 1979-04-28 1982-12-21 Shin-Etsu Chemical Co. Ltd. Enterosoluble capsules
EP0318314A1 (fr) * 1987-11-27 1989-05-31 The Dow Chemical Company Procédé d'enrobage de compositions de comprimés
WO1991014729A1 (fr) * 1990-03-27 1991-10-03 Societe D'exploitation De Produits Pour Les Industries Chimiques (S.E.P.P.I.C.) Produit filmogene destine a l'enrobage des formes solides
JPH04187085A (ja) * 1990-11-21 1992-07-03 Shionogi & Co Ltd パンクレアチン含有組成物
US5488104A (en) * 1994-06-30 1996-01-30 The Dow Chemical Company Process for comminuting cellulose ethers
WO1998010754A1 (fr) * 1996-09-12 1998-03-19 Roche Diagnostics Gmbh Pastilles se decomposant rapidement

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GB795841A (en) * 1956-08-07 1958-05-28 Ernest Norland Lipstick
FR2179044A1 (fr) * 1972-04-03 1973-11-16 Scherer Corp R P
US4365060A (en) * 1979-04-28 1982-12-21 Shin-Etsu Chemical Co. Ltd. Enterosoluble capsules
EP0318314A1 (fr) * 1987-11-27 1989-05-31 The Dow Chemical Company Procédé d'enrobage de compositions de comprimés
WO1991014729A1 (fr) * 1990-03-27 1991-10-03 Societe D'exploitation De Produits Pour Les Industries Chimiques (S.E.P.P.I.C.) Produit filmogene destine a l'enrobage des formes solides
JPH04187085A (ja) * 1990-11-21 1992-07-03 Shionogi & Co Ltd パンクレアチン含有組成物
US5488104A (en) * 1994-06-30 1996-01-30 The Dow Chemical Company Process for comminuting cellulose ethers
WO1998010754A1 (fr) * 1996-09-12 1998-03-19 Roche Diagnostics Gmbh Pastilles se decomposant rapidement

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Title
DATABASE WPI Section Ch Week 8616, Derwent World Patents Index; Class A11, AN 86-104671, XP002097882, HERCULES INC: "Hydroxy-propyl-cellulose water-soluble polymer - useful for foam extrusion to give material for use in food, pharmaceutical and cosmetic prods." *
DATABASE WPI Section Ch Week 9233, Derwent World Patents Index; Class A12, AN 92-273642 *
PATENT ABSTRACTS OF JAPAN vol. 016, no. 501 (C - 0996) 16 October 1992 (1992-10-16) *
RESEARCH DISCLOSURE, vol. 263, no. 041, 10 March 1986 (1986-03-10), Emsworth, GB *

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6932861B2 (en) 2000-11-28 2005-08-23 Fmc Corporation Edible PGA coating composition
FR2836333A1 (fr) * 2002-02-25 2003-08-29 Seppic Sa Procede de coloration de dragees, composition mise en oeuvre
WO2003071882A1 (fr) * 2002-02-25 2003-09-04 Societe D'exploitation De Produits Pour Les Industries Chimiques Procede de coloration de dragees, composition mise en oeuvre
US10945454B2 (en) 2003-11-07 2021-03-16 U.S. Smokeless Tobacco Company Llc Tobacco compositions
US10765140B2 (en) 2003-11-07 2020-09-08 U.S. Smokeless Tobacco Company Llc Tobacco compositions
US10098376B2 (en) 2003-11-07 2018-10-16 U.S. Smokeless Tobacco Company Llc Tobacco compositions
US7612031B2 (en) 2005-12-15 2009-11-03 Kimberly-Clark Worldwide, Inc. Health-and-hygiene appliance comprising a dispersible component and a releasable component disposed adjacent or proximate to said dispersible component; and processes for making said appliance
US9359450B2 (en) 2011-04-06 2016-06-07 Dow Global Technologies Llc Process for reducing the amount of water-insoluble fibers in a water-soluble cellulose derivative
CN103459429B (zh) * 2011-04-06 2016-09-14 陶氏环球技术有限责任公司 降低水溶性纤维素衍生物中水不溶性纤维的量的方法
CN103459429A (zh) * 2011-04-06 2013-12-18 陶氏环球技术有限责任公司 降低水溶性纤维素衍生物中水不溶性纤维的量的方法
WO2012138531A1 (fr) * 2011-04-06 2012-10-11 Dow Global Technologies Llc Procédé de réduction du volume de fibres insolubles dans l'eau dans un dérivé de cellulose soluble dans l'eau
US9017767B2 (en) 2012-06-13 2015-04-28 Benetech, Inc. Method of suppressing dust in piles and railcars using plasticized cellulose ethers
US9267063B2 (en) 2012-11-19 2016-02-23 Benetech, Inc. Dust suppression formulas using plasticized cellulose ethers
US9937523B2 (en) 2012-11-19 2018-04-10 Benetech, Inc. Dust suppression formulas using plasticized cellulose ethers
WO2014077892A1 (fr) * 2012-11-19 2014-05-22 Benetech, Inc. Formules de suppression de la poussière utilisant des éthers de cellulose plastifiés

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AU1208399A (en) 1999-05-31
CO5040124A1 (es) 2001-05-29
AR017597A1 (es) 2001-09-12
JP2001522796A (ja) 2001-11-20
EP1028713A1 (fr) 2000-08-23
BR9814150A (pt) 2000-10-03
CA2309819A1 (fr) 1999-05-20

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