CN1336820A - Method for producing film-type dosage forms - Google Patents
Method for producing film-type dosage forms Download PDFInfo
- Publication number
- CN1336820A CN1336820A CN00802865A CN00802865A CN1336820A CN 1336820 A CN1336820 A CN 1336820A CN 00802865 A CN00802865 A CN 00802865A CN 00802865 A CN00802865 A CN 00802865A CN 1336820 A CN1336820 A CN 1336820A
- Authority
- CN
- China
- Prior art keywords
- drying
- drying stage
- aforementioned
- dosage forms
- carried out
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/70—Fixation, conservation, or encapsulation of flavouring agents
- A23L27/79—Fixation, conservation, or encapsulation of flavouring agents in the form of films
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23P—SHAPING OR WORKING OF FOODSTUFFS, NOT FULLY COVERED BY A SINGLE OTHER SUBCLASS
- A23P20/00—Coating of foodstuffs; Coatings therefor; Making laminated, multi-layered, stuffed or hollow foodstuffs
- A23P20/20—Making of laminated, multi-layered, stuffed or hollow foodstuffs, e.g. by wrapping in preformed edible dough sheets or in edible food containers
-
- 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
- A61K8/0208—Tissues; Wipes; Patches
-
- 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
- A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
-
- 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
- A61Q19/00—Preparations for care of the skin
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Manufacturing & Machinery (AREA)
- Dermatology (AREA)
- Biomedical Technology (AREA)
- Birds (AREA)
- Physiology (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Medicinal Preparation (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- General Preparation And Processing Of Foods (AREA)
- Laminated Bodies (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
- Wrappers (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
A process for the production of sheet-like administration forms by way of coating and drying a solvent-containing, spreadable mass on a substrate is characterized in that the drying takes place in a first drying stage at between 30 and 50 DEG C, in a second drying stage at between 35 and 80 DEG C, and in third drying stage at between 25 and 50 DEG C.
Description
The present invention relates to a kind of film-type dosage forms, it is used to make up, the product of medicine or food technology.
The flat administration form has been known the mucosa that is used for zone, oral cavity and mouth.Therefore, United States Patent (USP) 3 444 858[Lip river ropes (Russell), 1969] tablet based on gelatin class material described.
In European patent 0 216 762, the water-soluble film of starch, gelatin, glycerol or Sorbitol is disclosed, it uses the method for roller coating to apply.This document is mentioned in this content simply: the also available chemical reagent of this dosage form, spice and analog are made.
In European patent 0 460 588, the prescription that is suitable for making laminar system is in principle disclosed.At this, constituent has the film former of 20 to 60 percentage by weights, the gelatinizing agent of 2 to 40 percentage by weights, the active substance (being flavoring agent at this) of 0.1 to 35 percentage by weight and the inertia implant of maximum 40 percentage by weights, and it is considered to provide special advantage.
Deutsche Bundespatent 36 30 603 is seen the special advantage that goes up design flat dosage form at carrier mass (disengaging thin film), makes on dosage divisible.
United States Patent (USP) 4 128 445 and 4 197 289[Si Turen can lattice (Sturzenegger), 1978] propose to come the relevant possible technology solution of load with active substance.
For the lamellar system of pastille, water expanding layer and water-fast barrier coagulate the double-layer structure of thin film, also are considered to favourable (United States Patent (USP) 5 047 244).
In the manufacturing of this type of thin film, some hydrophilic films form thing, particularly amylopectin (pullulan) and other glucosan and cellulose derivative, show moistening inadequately on general coated media.This can cause too early or difficult substrate to be separated, and causes uneven film thickness.As the method for remedying, the use of United States Patent (USP) 4 562 020 suggestion substrate circulates into a loop during the course, this substrate is based on nonpolar heat stability polymer, and in manufacture process, make it stand the Corona discharge Treatment on surface continuously, thereby new polar surfaces is provided regularly, and it has enough safe wetting powers.Baking temperature is 40-110 ℃; The temperature of mentioning in an embodiment is 60 ℃ and 85 ℃.
The fragrance thin film that produces on pure film matrix has proved imperfect, because it all is slick on the two sides.This product is to reprocessing and with the stacked use that the thin film cutting forms, only having the limited suitability.The diaphragm that this is stacked or the diaphragm of perforation often are to offer client with suitable agent shape dispersant, can trend towards mutual bonding, and it makes that to remove this tablet safely more much more difficult.This laminar administration form, because the small weight of its per unit area (generally being about 10-80 to restrain/every square metre), and the trend static electrification that becomes, and at the same time, because in order to quicken removing of the latter, its surface is designed to slide over each other, and this viewpoint not only interferes with use, has also disturbed process technology.
The 3rd demand that must reach with this method is: avoid providing maximum processing speed simultaneously because heat is scattered and disappeared fragrance.Prior art and end demonstrate data to point out the solution to this demand.
Still keep the demand that the end solves in the prior art by these, cause purpose of the present invention to be: the method for making laminar active ingredient carriers is provided, it can have accurate and reproducible coating quality, avoid the thin film of final generation in the stacked thing or the mutual adhesion of tablet of thin slice, and avoid simultaneously polluting and excessive heat load, obtain and make speed with height.
To reach this purpose according to of the present invention, be wherein continuous at once with hydrophilic polymer solution and added the coating of active substance, and extra auxiliary substance, the air flow of thermophilic (30-50 ℃) are passed through on this material, temperature rises (30-80 ℃) a little afterwards, follow-up re-adjustment phase with 25-50 ℃.This process rate is adjusted primely, makes relative soil humidity (suitable humidity or suitable air humidity) all keep the relative humidity of 50-75% in all cases, is preferably the relative humidity of 60-68%.By using the substrate of rough surface, be preferably thermoplastic polypropylene, polyethylene, polyethylene terephthalate, Merlon, and the thin slice of these polymer, the paper that especially preferably has polyethylene coating, it is avoided effectively in stacked thing, the mutual adhesion of the diaphragm of Zhi Zaoing afterwards.
Method of the present invention can be applicable on any type of flat product, for example: as food, medicine or cosmetics, it can produce in coating procedure by by solvent, particularly water, come fluidised agglomerate, and comprise solid, hydrophilic alkaline matter and other optional component.
These hydrophilic alkaline matters can be polymer, and for example: starch and derivant thereof, agar, gelatin, cellulose and cellulosic derivant, alginic acid, gala glucomannan (galactoglucomannan), antler glue and other are allowed and be used for vegetable glue, amylopectin (pullulan) and other glucosan (glucans, dextrane) and polyvinyl pyrrolidone, polyvinyl alcohol or polyacrylic acid homopolymer and the copolymer that use in each field.Used polyvinyl alcohol is advantageously by the form of partial hydrolysis, and wherein 1 to 20% and especially preferably about 12% hydroxyl is replaced by acetyl group.
The method according to this invention is effective especially to the problem agglomerate that contains a high proportion of amylopectin (pullulan), antler glue or cellulose esters.
The hydrophilic additive that also can use small-molecular weight is as the reagent that forms structure; These are most of with the affected purpose that reaches application-specific.Possible additive is substituent, organic acid, the Polyethylene Glycol of sugar, sugar alcohols, sugar particularly.
Because its bad dissolubility also can be included in and not form the mixture of molecular dispersion or the solid matter of solution in the alkaline matter.Suitable material for example is: the carbonates of alkaline-earth metal, phosphoric acid ester, silicates or Sulfates, zinc oxide, titanium oxide or other colorant, Talcum, lactose, cyclodextrin or starch and starch derivatives, as long as it forms its own solid dispersed phase in end product.
Above-mentioned enumerating just for example, and material that can identical function well known by persons skilled in the art is finished.
For example, active component can be the active agent of medicine or cosmetic, diet additive, colorant or the diagnostic agent of food.Especially, method of the present invention can be used with flavoring agent, otherwise this flavoring agent is difficult to processing because of its volatility.But the flavoring agent that the present invention uses is mainly the volatile flavor compounds that necessary oils and fats (volatility of the flavor component of plant, water-insoluble distillation) and other and glassware for drinking water have limited mutual solubility.Like the new fresh seasoning of Oleum menthae, comprise in flavouring agent (fragrant peppery aromatic series) edible, in normal-butyl titanium or eucalyptol, the example is a phenylethanol, composition as aromatic series, Mentholum, eucalyptole (eucalyptol), CAM and the pinene of rose scent, and the flavouring agent with medical usage, for example: Eucalyptus oil, thyme oil, methyl salicylate, terpene oil (terpentine oil) and chamomile oil.
This is essentially a very wide spectrum, and aromatic series has been used in the additive of food, and is in ready-formed food additive.These example is so-called fruit ethers, but other aromatic series is also arranged, for example: ethyl vanillin, 6-Methylcoumarin, citronella oil or Nomal Butyl acetate.The additive of surfactant can improve the dispersing uniformity that fragrance drips.Under specific situation, it is provable to be favourable to the identical or different constituent that is used in one or more layer, for example, can obtain specific surface or tensile properties.
For example, agglomerate be solvent (generally be water, and for example can use: ethanol, acetone and other compatible, physiologically acceptable solvent and composition thereof) in solid constituent is sprinkled into, rubs or slowly dissolve and makes.Provide as prescription, add the flavoring agent of weighing in advance and other liquid state, lipophilic additive in mutually, stir lentamente simultaneously at this.
Be concerned about with regard to purpose of the present invention, before applying, with the high speed homogenizer for even composition with this agglomerate of homogeneous phase, become great advantage.
The method according to this invention, the agglomerate that is coated on the substrate is to use the method for smearing coating, scraper coating or extruding, and dry in by the dry road of at least three independent temperature control areas.
This material can comprise the known and widely used material of those skilled in the art and constitutes in principle, as PETP, polyethylene, polypropylene, Merlon, polyurethane.The thin slice that also can use these materials and other polymer, paper, glass fibre and form other material of structure increases tensile strength.Use as silication in order to regulate the cohesiveness on surface, can to weigh, fluoridize, acid treatment or sided corona treatment, but under each individual cases, these need clarify its physiology tolerances to the application target of being correlated with.
Do not have level and smooth profile if apply the surface that agglomerate faces, but profile is not sharp, and when under any circumstance being the profile of rough surface, can reaches special advantage according to the present invention.Spike is 0.1 micron to about 10 microns to the height of trench, is preferably 0.5 to 3 micron.Its advantage is to be the grand outthrust of circle in micro structure, and it further reduces sliding friction.
The objective of the invention is to want to reach: wherein exsiccant is to cause under the processing temperature of intensification regularly, and in the end zone, final time descend 10 ℃ then.Advantageously, but adjustment process speed makes to obtain having the product that to be equivalent to humidity be the 50-75% relative humidity, be preferably the 60-68% relative humidity.Obtaining under these process conditions of product, proving surface-stable, flexible and anti-fracture, and anti tear widely.In fact the surface of gained shows does not have " cold flow (cold flow) ", and is that directivity is stable basically therefore.Can remove this thin film from supporter, and the elongation that does not perceive takes place, and can further process respectively.
The measurement of impartial air humidity is as follows: use rubber gloves, the product sheet of the coming of new that at once and apace folding area is about 0.1 square metre, and be placed in the wide-mouth glass container, its lid provides a perforate, makes hygroscopic gage outfit be imported into wherein.After about 1 minute, the structure of view apparatus and deciding reads measured value.
After vertically, further process, on device, burrow, or carry out in the horizontal simply.The sheet products that is produced preferably has thickness 20-300 micron; Advantageously from 0.5 to 12 square centimeter of its big I.Follow-up packing can be carried out independent or stackedly, for example pouch or the dosage packing to encapsulate.
Claims (7)
1, a kind of method of making film-type dosage forms, it is by applying and the dry extensile agglomerate that contains solvent on substrate, it is characterized in that, in first drying stage, the drying of being carried out is between 30 to 50 ℃, at second drying stage is between 35 to 80 ℃, and the 3rd drying stage is between 25 to 50 ℃.
According to the method for claim 1, it is characterized in that 2, its process rate is adjusted, make that can keep relative soil humidity is the 50-75% relative humidity, is preferably the 60-68% relative humidity.
3, according to aforementioned claim one or multinomial method, it is characterized in that this thin sheet products comprises flavoring agent.
4, according to aforementioned claim one or multinomial method, it is characterized in that this thin sheet products comprises amylopectin (pullulan) as main component.
5, according to aforementioned claim one or multinomial method, it is characterized in that, the drying that this thin slice carried out, baking temperature is 30 to 50 ℃ in first 1/3rd drying stage, baking temperature is 35 to 80 ℃ in second 1/3rd drying stage, and last 1/3rd drying stages are 25 to 50 ℃.
According to aforementioned claim one or multinomial method, it is characterized in that 6, the drying of this thin sheet products is carried out having on the material of rough surface.
According to the method for claim 6, it is characterized in that 7, the paper of polyethylene coating is used as the material with rough surface.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19905801.6 | 1999-02-12 | ||
DE19905801A DE19905801B4 (en) | 1999-02-12 | 1999-02-12 | Process for the preparation of film-shaped dosage forms |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1336820A true CN1336820A (en) | 2002-02-20 |
CN1147293C CN1147293C (en) | 2004-04-28 |
Family
ID=7897244
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB008028656A Expired - Fee Related CN1147293C (en) | 1999-02-12 | 2000-01-31 | Method for producing film-type dosage forms |
Country Status (22)
Country | Link |
---|---|
EP (1) | EP1150663A2 (en) |
JP (1) | JP2002536402A (en) |
KR (1) | KR100620068B1 (en) |
CN (1) | CN1147293C (en) |
AR (1) | AR022580A1 (en) |
AU (1) | AU777898B2 (en) |
BR (1) | BR0009962B1 (en) |
CA (1) | CA2362756C (en) |
CZ (1) | CZ301872B6 (en) |
DE (1) | DE19905801B4 (en) |
HK (1) | HK1039069A1 (en) |
HU (1) | HUP0202877A2 (en) |
IL (2) | IL144767A0 (en) |
MX (1) | MXPA01007867A (en) |
NO (1) | NO20013892L (en) |
NZ (1) | NZ513465A (en) |
PL (1) | PL202678B1 (en) |
RU (1) | RU2226389C2 (en) |
TR (1) | TR200102056T2 (en) |
TW (1) | TWI254725B (en) |
WO (1) | WO2000047190A2 (en) |
ZA (1) | ZA200106580B (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10114509A1 (en) * | 2001-03-23 | 2002-10-02 | Haarmann & Reimer Gmbh | Production of encapsulated product fixed to surface, by applying mixture of film-forming polymer, core material (especially fragrance or aroma) and organic solvent to surface and drying |
WO2003054077A1 (en) | 2001-12-11 | 2003-07-03 | Ceapro Inc. | Cereal beta glucan compositions, methods of preparation and uses thereof |
WO2012095746A2 (en) | 2011-01-11 | 2012-07-19 | Capsugel Belgium Nv | New hard capsules |
CA3059529A1 (en) | 2017-04-14 | 2018-10-18 | Capsugel Belgium Nv | Process for making pullulan |
CN110678170A (en) | 2017-04-14 | 2020-01-10 | 比利时胶囊公司 | Pullulan polysaccharide capsule |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS6055039A (en) * | 1983-09-07 | 1985-03-29 | Mitsubishi Acetate Co Ltd | Water-soluble polysaccharide film |
DE3333240A1 (en) * | 1983-09-12 | 1985-03-28 | Schering AG, 1000 Berlin und 4709 Bergkamen | MEDIUM FOR TRANSDERMAL APPLICATION OF MEDICINAL PRODUCTS |
JPH0744940B2 (en) * | 1986-12-24 | 1995-05-17 | ライオン株式会社 | Base material for oral application |
DE3827561C1 (en) * | 1988-08-13 | 1989-12-28 | Lts Lohmann Therapie-Systeme Gmbh & Co Kg, 5450 Neuwied, De | |
US5656297A (en) * | 1992-03-12 | 1997-08-12 | Alkermes Controlled Therapeutics, Incorporated | Modulated release from biocompatible polymers |
DE19652257A1 (en) * | 1996-12-16 | 1998-06-18 | Lohmann Therapie Syst Lts | Individually dosed, film-like dosage form that quickly disintegrates on contact with liquid and contains active ingredients and especially flavorings |
-
1999
- 1999-02-12 DE DE19905801A patent/DE19905801B4/en not_active Expired - Fee Related
-
2000
- 2000-01-27 TW TW089101364A patent/TWI254725B/en not_active IP Right Cessation
- 2000-01-31 CA CA002362756A patent/CA2362756C/en not_active Expired - Fee Related
- 2000-01-31 AU AU31514/00A patent/AU777898B2/en not_active Ceased
- 2000-01-31 JP JP2000598143A patent/JP2002536402A/en active Pending
- 2000-01-31 MX MXPA01007867A patent/MXPA01007867A/en not_active IP Right Cessation
- 2000-01-31 PL PL349857A patent/PL202678B1/en unknown
- 2000-01-31 WO PCT/EP2000/000739 patent/WO2000047190A2/en not_active Application Discontinuation
- 2000-01-31 CN CNB008028656A patent/CN1147293C/en not_active Expired - Fee Related
- 2000-01-31 KR KR1020017010143A patent/KR100620068B1/en not_active IP Right Cessation
- 2000-01-31 TR TR2001/02056T patent/TR200102056T2/en unknown
- 2000-01-31 CZ CZ20012900A patent/CZ301872B6/en not_active IP Right Cessation
- 2000-01-31 RU RU2001118268/15A patent/RU2226389C2/en not_active IP Right Cessation
- 2000-01-31 HU HU0202877A patent/HUP0202877A2/en unknown
- 2000-01-31 EP EP00909123A patent/EP1150663A2/en not_active Ceased
- 2000-01-31 BR BRPI0009962-7A patent/BR0009962B1/en not_active IP Right Cessation
- 2000-01-31 IL IL14476700A patent/IL144767A0/en active IP Right Grant
- 2000-01-31 NZ NZ513465A patent/NZ513465A/en not_active IP Right Cessation
- 2000-02-11 AR ARP000100610A patent/AR022580A1/en active IP Right Grant
-
2001
- 2001-08-07 IL IL144767A patent/IL144767A/en not_active IP Right Cessation
- 2001-08-09 NO NO20013892A patent/NO20013892L/en not_active Application Discontinuation
- 2001-08-10 ZA ZA200106580A patent/ZA200106580B/en unknown
-
2002
- 2002-01-31 HK HK02100760.6A patent/HK1039069A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
HK1039069A1 (en) | 2002-04-12 |
KR20010102050A (en) | 2001-11-15 |
MXPA01007867A (en) | 2002-07-02 |
BR0009962B1 (en) | 2014-07-29 |
HUP0202877A2 (en) | 2003-03-28 |
NO20013892D0 (en) | 2001-08-09 |
CZ20012900A3 (en) | 2002-01-16 |
CN1147293C (en) | 2004-04-28 |
TR200102056T2 (en) | 2001-11-21 |
TWI254725B (en) | 2006-05-11 |
JP2002536402A (en) | 2002-10-29 |
WO2000047190A2 (en) | 2000-08-17 |
IL144767A (en) | 2006-08-20 |
BR0009962A (en) | 2002-04-16 |
DE19905801A1 (en) | 2000-08-17 |
CA2362756A1 (en) | 2000-08-17 |
NZ513465A (en) | 2003-05-30 |
RU2226389C2 (en) | 2004-04-10 |
IL144767A0 (en) | 2002-06-30 |
AU777898B2 (en) | 2004-11-04 |
WO2000047190A3 (en) | 2000-12-14 |
NO20013892L (en) | 2001-08-09 |
PL202678B1 (en) | 2009-07-31 |
AU3151400A (en) | 2000-08-29 |
PL349857A1 (en) | 2002-09-23 |
EP1150663A2 (en) | 2001-11-07 |
CA2362756C (en) | 2009-11-24 |
AR022580A1 (en) | 2002-09-04 |
ZA200106580B (en) | 2002-02-14 |
CZ301872B6 (en) | 2010-07-14 |
DE19905801B4 (en) | 2008-03-13 |
KR100620068B1 (en) | 2006-09-05 |
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Granted publication date: 20040428 Termination date: 20180131 |