DE1256196B - Manufacture of microcapsules - Google Patents
Manufacture of microcapsulesInfo
- Publication number
- DE1256196B DE1256196B DEU6752A DEU0006752A DE1256196B DE 1256196 B DE1256196 B DE 1256196B DE U6752 A DEU6752 A DE U6752A DE U0006752 A DEU0006752 A DE U0006752A DE 1256196 B DE1256196 B DE 1256196B
- Authority
- DE
- Germany
- Prior art keywords
- emulsion
- hydrophilic
- coacervation
- colloids
- oil
- 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.)
- Pending
Links
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/26—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests in coated particulate form
- A01N25/28—Microcapsules or nanocapsules
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5005—Wall or coating material
- A61K9/5021—Organic macromolecular compounds
- A61K9/5052—Proteins, e.g. albumin
- A61K9/5057—Gelatin
-
- 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
- A61K9/48—Preparations in capsules, e.g. of gelatin, of chocolate
- A61K9/50—Microcapsules having a gas, liquid or semi-solid filling; Solid microparticles or pellets surrounded by a distinct coating layer, e.g. coated microspheres, coated drug crystals
- A61K9/5089—Processes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J13/00—Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
- B01J13/02—Making microcapsules or microballoons
- B01J13/06—Making microcapsules or microballoons by phase separation
- B01J13/10—Complex coacervation, i.e. interaction of oppositely charged particles
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/04—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with macromolecular additives; with layer-forming substances
- G03C1/047—Proteins, e.g. gelatine derivatives; Hydrolysis or extraction products of proteins
- G03C2001/0471—Isoelectric point of gelatine
Description
DEUTSCHESGERMAN
PATENTAMTPATENT OFFICE
AUSLEGESCHRIFTEDITORIAL
Int. CL: BOIg Int. CL: BOIg
Deutsche Kl- 12c-3German class 12c-3
Nummer 1256196Number 1256196
Aktenzeichen U6752IVc/12c
Anmeldetag· 18 Dezember 1959
14 Dezember 1967File number U6752IVc / 12c
Filing date 18 December 1959
December 14, 1967
Erfindungsgegenstand ist ein Verfahren zum Herstellen von Mikrokapseln, die eine Emulsion aus Öl in einer hydrophilen Flüssigkeit enthalten, durch übliche komplexe Koazervierung mittels einer wäßrigen Dispersion eines gelierbaren und eines isoelektrischen Kolloids Das erfindungsgemaße Verfahren ist dadurch gekennzeichnet, daß man der hydrophilen Phase der Emulsion und gegebenenfalls der waßngen Dispersion der Kolloide ein übliches Verdickungsmittel zusetzt und dann koazerviert.The subject of the invention is a process for the production of microcapsules, which are an emulsion from oil contained in a hydrophilic liquid by the usual complex coacervation by means of an aqueous one Dispersion of a gellable and an isoelectric colloid. The process according to the invention is characterized in that one of the hydrophilic phase of the emulsion and optionally a customary thickener is added to the aqueous dispersion of the colloids and then coacervated.
Der Ausdruck »lipophil«, wie er hier gebraucht wird, bezieht sich auf jene Oberflachen, die relativ starke Anziehungskräfte fur niedrige dielektrische Konstanten und nichtpolare Medien besitzen. Der Ausdruck »hydrophil« bezieht sich auf jene Oberflachen, die relativ starke Anziehungskräfte fur hohe dielektrische Konstanten und polare Medien besitzen.The term "lipophilic" as it is used here is, refers to those surfaces that are relative have strong attractions for low dielectric constants and non-polar media. Of the Term "hydrophilic" refers to those surfaces that have relatively strong attractive forces for high possess dielectric constants and polar media.
Koazervierung war schon lange bekannt, erweckte ui erster Linie akademisches Interesse, und erst in den letzten Jahren wurde dieses Phänomen innerhalb gewisser Grenzen zu Handelszwecken ausgenutzt Aber sogar mit diesem wieder auflebenden Interesse wurde dieses Verfahren bisher nur erfolgieich beschrieben fur den Überzug von Oltropfchen an sich und für Oltropfchen, welche gelöstes oder dispergiertes Material enthalten. Die USA -Patenf Schriften 2 800457 und 2 800458 beschreiben Verfahren zur Einkapselung von Oltropfchen mittels Koazervatüberzügen der einfachen und der komplexen Art. Obwohl die erwähnten Patentschriften die Bildung von Koazervaten aus einer »öl-in-Wasser«-Emulsion beschreiben, wird tatsächlich nur die Olphase vom Koazervat eingekapseltCoacervation had long been known and aroused academic interest first and foremost, and not until then In recent years this phenomenon has been exploited for commercial purposes within certain limits But even with this resurgent interest, this procedure has so far only been described successfully for the coating of oil droplets per se and for oil droplets which are dissolved or dispersed Material included. The USA patent documents 2 800457 and 2 800458 describe methods for Encapsulation of oil droplets by means of coacervate coatings of the simple and the complex type. Although the patents mentioned the education of coacervates from an "oil-in-water" emulsion describe, only the oil phase is actually encapsulated by the coacervate
Es war bisher noch kein Verfahren bekannt, durch welches em Koazervat auf jeder Oberflache gebildet werden konnte, sei es eine Emulsion, sei es etwas anderes, die hydrophile Eigenschaften oder einen hydrophilen Charakter aufweist, wie beispielsweise eine wäßrige oder wasserlösliche OberflächeUp to now, no method has been known by which a coacervate is formed on each surface could be, be it an emulsion, be it something else that has hydrophilic properties or one Has a hydrophilic character, such as an aqueous or water-soluble surface
Das erfindungsgemaße Verfahren und dessen Produkte eroffnen einen neuen Weg zur Herstellung impermeabler Überzuge von großer Widerstandsfähigkeit oder solche, die eine langsame Freisetzung des Inhalts fur wasserlösliche Stoffe gestatten, em Problem, das mit den bisher bekannten Koazervierungsmethoden nicht gelost werden konnte. So können beispielsweise eingekapselte Etaulsionspartikeln hergestellt werden, welche in den Emulsionsphasen Stoffe als Düngemittel zu langsamer Freisetzung enthalten, Pflanzenwuchshormone und Schädlingsbekämpfungsmittel, wie Pilzmittel, Nematozide, Bakterizide, Virizide u dgl., zur Verwen- Herstellen von MikrokapselnThe process according to the invention and its products open up a new way of production impermeable coatings of great resistance or those that allow a slow release of the content for water-soluble substances, em Problem that could not be solved with the previously known coacervation methods. So for example, encapsulated emulsion particles which substances as fertilizers in the emulsion phases are too slow Contain release, plant growth hormones and pesticides, such as fungicides, nematocides, bactericides, viricides, etc., for use Manufacture of microcapsules
AnmelderApplicant
The National Cash Register Company,The National Cash Register Company,
Dayton, Ohio (V St A.)Dayton, Ohio (V St A.)
Vertreter.Representative.
Dr. W. Beil, A Hoeppener und Dr H J Wolff,Dr. W. Beil, A Hoeppener and Dr H J Wolff,
Rechtsanwälte,Lawyers,
Frankfurt/M -Höchst, Adelonstr. 58Frankfurt / M -Hochst, Adelonstr. 58
Als Erfinder benannt
Everett Nelson Hiestand,
Enk Hugo Jensen,
Peter Dietrich Meister,
Kalamazoo, Mich (V St. A )Named as the inventor
Everett Nelson Hiestand,
Enk Hugo Jensen,
Peter Dietrich Master,
Kalamazoo, Me (V St. A)
Beanspruchte Priorität
V St ν Amerika vom 22 Dezember 1958
(781 916)Claimed priority
V St ν America dated December 22, 1958
(781 916)
dung in der Landwirtschaft. Weiterhin können Bestandteile vorgemischten Nahrungsmitteln zugesetzt werden, welche infolge des Trocknungsverfahrens den Nahrungsmitteln normalerweise nicht beigemischt werden können, wobei die eingekapselten Ingredienzen infolge der Scherkraft in einer Mischungsstufe vor der tatsachlichen Verwendung freigesetzt werden Gleicherweise können Vitamine, besonders Zusammensetzungen von wasserlöslichen und ollöslichen Vitaminen, trockenen Zereahenpräparaten zur Freisetzung im Korper zugesetzt werden Die Stabilität ungesättigter Fette, wie Marganne, kann mittels solchen Überzügen erhöht werden Es können kosmetische Mittel hergestellt werden, in welchen das zur lokalen Anwendung bestimmte Mittel in einer undurchlässigen, aber leicht zerstörbaren Koazervatschale sich befindet Pharmazeutische Stoffe können eingekapselt werden zu langsamer Dauerfreisetzung mi Korper nach Kontakt mit einem bestimmten pH-Milieu oder Fermentsystem oder wo Stabilität, Geruch, Geschmack oder Unvereinbarkeit das Problem bilden. Solche Stoffe können in Deckschichten zu oraler, lokaler oder Injektionsverabreichung eingeschlossen werden, indem Partikelgroße, Deckschichtdicke, Permeabilität und Hartg manure in agriculture. Furthermore, components added to premixed foods as a result of the drying process Normally cannot be added to the foodstuffs, the encapsulated ingredients released due to the shear force in a mixing stage prior to actual use Similarly, vitamins, especially compositions of water-soluble and oil-soluble Vitamins are added to dry cereal preparations for release in the body Stability of unsaturated fats, like Marganne, can can be increased by means of such coatings. Cosmetic agents can be produced in which the Agent intended for local use in an impermeable, but easily destructible coacervate shell Pharmaceuticals can be encapsulated to slow sustained release mi body after contact with a certain pH environment or fermentation system or where stability, Smell, taste or incompatibility make up the problem. Such substances can be used in top layers oral, topical or injectable administration can be included by determining particle size, coating thickness, permeability and hardness
709 7Cf709 7Cf
3 43 4
oder die Zusammensetzung der Deckschicht ent- Magnesiumaluminiumsilikat, Polyglykole, Glycerin,or the composition of the top layer ent- magnesium aluminum silicate, polyglycols, glycerine,
sprechend gewählt werden So können Insekten- Sirupecan be chosen appropriately This is how insect syrups
mittel, welche gegenüber Insekten selektiv giftig Die Mengen dieser Stoffe können variiert werden,agents, which are selectively toxic to insects. The amounts of these substances can be varied,
wirken, fur Menschen aber relativ nichttoxisch sind, Ein Bereich von 1 bis etwa 20 Gewichtsprozent, be-act, but are relatively non-toxic to humans, A range from 1 to about 20 percent by weight,
z B mit einer Koazervatschicht überzogen werden, 5 zogen auf das Volumen der hydrophilen Flussigkeits-z B coated with a coacervate layer, 5 added to the volume of the hydrophilic liquid
die sehr impermeabel ist, mit Ausnahme gegenüber phase, ist angemessen, wobei 5 bis etwa 10 Gewichts-which is very impermeable, with the exception of phase, is appropriate, with 5 to about 10 weight
Insektenfermenten Mittel gegen Nagetiere, welche prozent in den meisten Fallen bevorzugt werden,Insect ferments agents against rodents, which percent are preferred in most cases,
bei deren Einnahme wirksam werden, aber durch Der Ausdruck Koazervierungsmedium betrifft dastake effect when taken, but by the term coacervation medium refers to that
ihren Geruch abstoßend oder warnend wirken, Gemisch der wäßrigen Sole oder Losungen dertheir odor repulsive or warning effect, mixture of aqueous brine or solutions of the
können ebenfalls mit Koazervatmembranen über- io Koazervierungskolloide mit oder ohne Verdickungs-can also be coated with coacervate membranes, with or without thickening
zogen werden, welche praktisch für den Geruch total mittel,which are practically totally average for the smell,
undurchlässig sind. Der Ausdruck »sekundäre Emulsion« bezieht sichare impermeable. The term "secondary emulsion" is related
Komplexkoazervierung umfaßt die Trennung von auf die Emulsion, die mit dem Koazervierungs-Complex coacervation involves the separation of the emulsion produced with the coacervation
mindestens zwei hydrophilen Kolloiden als Koazer- medium zusammen besteht und im Intervall gebildetat least two hydrophilic colloids exist together as a coacer medium and are formed in the interval
vierungskolloide in zwei Phasen, wovon die eme die 15 wird zwischen der anfanglichen Existenz des Koazer-fouration colloids in two phases, of which the eme the 15 is between the initial existence of the coazer
1 erwähnte Koazervierungskolloide in hoher Konzen- vierungsmediums und dem Beginn der Koazervierung.1 mentioned coacervation colloids in a high concentration medium and the beginning of coacervation.
tration und die andere in relativ schwacher Konzen- Diese erwähnte zweite Emulsion besteht aus dertration and the other in a relatively weak concentration. This mentioned second emulsion consists of the
tration enthält, und diese beiden Phasen werden erwähnten primären Emulsion, welche m der sekun-tration contains, and these two phases are mentioned primary emulsion, which m the second
kolloidreiche und kolloidarme Phase genannt Es ist daren emulgiert ist und als Einheit des GemischesColloid-rich and colloid-poor phase called it is daren is emulsified and as a unit of the mixture
ausschlaggebend, daß wenigstens eines der Koazer- 20 nur so lange existiert, bis sich ein Koazervat um dieThe decisive factor is that at least one of the coacervates only exists until a coacervate surrounds the
vierungskolloide ein gelfähiges und wenigstens ein Partikeln der sekundären Emulsion gebildet hat anderes ein isoelektrisches Kolloid sei. KoazervierungFouration colloid has formed a gelable and at least one particle of the secondary emulsion another is an isoelectric colloid. Coacervation
wird dann bei einem solchen pH durchgeführt, daß Beispiel 1is then carried out at a pH such that Example 1
Kolloide mit Gegenladung vorhanden sind. Die im Zu einer Lösung von 50 g Harnstoff in 25 mlColloids with countercharging are present. The im to a solution of 50 g of urea in 25 ml
Rahmen der Erfindung in Betracht gezogenen 25 Wasser werden 15 g Methylcellulose gegeben und dasWithin the scope of the invention considered, 15 g of methyl cellulose are added and the water
Kolloide betreffen insbesondere die natürlichen, gel- Gemisch auf 50° C erwärmt 50 ml Arachidol wer-Colloids particularly affect the natural, gel mixture heated to 50 ° C 50 ml of arachidol are
fahigen und nicht gelfähigen hydrophilen Kolloide den auf 50° C erwärmt und das Ol in die wäßrigecapable and non-gelable hydrophilic colloids heated to 50 ° C and the oil in the aqueous
und deren Derivate Losung emulgiert. Ein Sol wird hergestellt, indemand their derivatives solution emulsified. A sol is made by
Beispiele hydrophiler Kolloide sind Gelatme, 40 g Gelatine und 45 g Akaziengummi in 400 mlExamples of hydrophilic colloids are Gelatme , 40 g gelatin and 45 g acacia gum in 400 ml
Agar-Agar, Albumin, Alginate, Kasein, ^Pektine, 30 Wasser bei 50° C dispergiert werden. Die EmulsionAgar-agar, albumin, alginate, casein, ^ pectins, 30 water at 50 ° C are dispersed. The emulsion
Akaziengummi, Starke, Fibrinogen, Stärkeacetat- wird dann in das Sol unter starkem Ruhren disper-Acacia gum, starch, fibrinogen, starch acetate- is then dispersed into the sol with vigorous stirring-
phthalat, Celluloseacetatphthalat, Amyloseacetat- giert und 1200 ml Wasser, das ebenfalls auf 50° Cphthalate, cellulose acetate phthalate, amylose acetate- gated and 1200 ml of water, which is also heated to 50 ° C
phthalat erwärmt worden war, zugetropft, um die Phasen-phthalate had been heated, added dropwise to the phase
Der Ausdruck hydrophile Flüssigkeit bezieht sich trennung herbeizuführen Das Gemisch wird dannThe term hydrophilic liquid refers to bringing about separation The mixture is then
auf Wasser, wäßrige Lösungen oder Suspensionen 35 auf etwa 5° C über eine Zeitspanne von 30 Minutenon water, aqueous solutions or suspensions 35 to about 5 ° C over a period of 30 minutes
und nichtwäßrige Lösungen oder Suspensionen, abgekühlt und während weiterer 10 Minuten beiand non-aqueous solutions or suspensions, cooled and kept for an additional 10 minutes
welche in der ölphase der primären Emulsionen dieser Temperatur gehalten. Eine genugende Mengewhich is kept at this temperature in the oil phase of the primary emulsions. A sufficient amount
nicht mischbar sind. 10% Natronlaugelosung wird zugesetzt, um das pHare not miscible. 10% sodium hydroxide solution is added to adjust the pH
Der Ausdruck »primäre Emulsion«, wie er hier auf 9,5 zu erhohen, und 40 ml 37%ige Formaldehydverwendet wird, bezieht sich auf die Emulsion, 40 lösung wird zugegeben, um den Kolloidüberzug zu welche ursprünglich aus der hydrophilen Flüssigkeit harten Nach dem Harten wird das Produkt abmit oder ohne geloste oder suspendierte Ingredienzen filtriert, mit Wasser gewaschen und bei 80° C luftgebildet wird , getrocknet.The term "primary emulsion" as used here to increase to 9.5, and 40 ml of 37% formaldehyde refers to the emulsion, solution is added to coat the colloid which originally hardened from the hydrophilic liquid. After hardening, the product wears off or filtered without dissolved or suspended ingredients, washed with water and aerated at 80 ° C is dried.
Wie bei allen Emulsionsbildungsproblemen muß Andere Verdickungsmittel, wie Akaziengummi,As with all emulsification problems, other thickeners, such as acacia gum,
die Wahl des zweckmäßigsten Mittels schließlich auf 45 Tragant, Carboxymethylcellulose, Magnesiumalumi-finally, the choice of the most appropriate means of gum tragacanth, carboxymethyl cellulose, magnesium aluminum
Grund von Versuchen erfolgen. Infolgedessen sollte niumsihkat, die Polyglykole, Glycerm, Sirupe, inReason for attempts to be made. As a result, niumsihkat, the polyglycols, glycerm, syrups, in
eme kleine Probe der Schlußemulsion geprüft wer- äquivalenten Mengen können an Stelle der oben-A small sample of the final emulsion can be tested; equivalent quantities can be used instead of the
den, indem sie mit einer relativ großen Menge erwähnten Methylcellulose verwendet wirdthat by using it with a relatively large amount of methyl cellulose mentioned
Wasser verdünnt und geschüttelt wird, um bestimmen Ebenso können auch andere Zusammensetzungen TWater is diluted and shaken to determine Likewise, other compositions T
zu können, daß eme stabile Emulsion des gewunsch- 50 hydrophiler Kolloide verwendet werden, wie Korn- 'to be able to use a stable emulsion of the desired 50 hydrophilic colloids, such as grain '
ten Typs tatsachlich erhalten worden ist. Außerdem bmation aus Agar-Agar, Albumin, Alginaten, Kasein, t th type has actually been obtained. In addition, bmation from agar-agar, albumin, alginates, casein, t
müssen die gewählten Mittel mit der Bildung eines Pektine, Starke, Fibrinogen, Starkeacetatphthalat, ,must the chosen means with the formation of a pectin, starch, fibrinogen, starch acetate phthalate,,
Koazervats vereinbar sein Celluloseacetatphthalat, Amyloseacetatphthalat, so- \ Coacervate be compatible with cellulose acetate phthalate, amylose acetate phthalate, so- \
Die erfindungsgemäß benutzen Verdickungsmittel lange die gewählten Kolloide gelfähig smd und eines ** The thickeners used according to the invention long, the selected colloids are gelable and a **
sind Stoffe, welche im wesentlichen in der Olphase 55 davon isoelektrisch ist der primären Emulsion unlöslich und befähigt sind,are substances which are essentially isoelectric in the oil phase 55 thereof are insoluble in the primary emulsion and are capable of
der äußeren hydrophilen Flussigkeitsphase Ober- Beispiel 2the outer hydrophilic liquid phase above Example 2
ftächeneigenschaften zu verleihen, welche dem Eme Suspension wird hergestellt aus 2 g Magne-surface properties, which the Eme suspension is made from 2 g of magnetic
Koazervat die Ablagerung darauf erlaubt. siumaluminiumsilikat und 100 g mikrofeinverteiltemCoacervate allowed to deposit on it. aluminum aluminum silicate and 100 g of microfine
Die Gegenwart eines Verdickungsmittels in der 60 Koffein in 100 ml Wasser bei 50° C 50 ml MaisölThe presence of a thickener in the 60 caffeine in 100 ml of water at 50 ° C 50 ml of corn oil
erwähnten äußeren Phase ist em wesentliches werden auf 50° C erwärmt und in die wäßrigeThe outer phase mentioned is essential to be heated to 50 ° C. and transferred to the aqueous phase
Element der Erfindung. Um aber die Koazervierung Losung emulgiert. Em Sol wird hergestellt aus 40 gElement of the invention. But in order to emulsify the coacervation solution. Em Sol is made from 40 g
erleichtern zu können, verlangen diese Verdickungs- kationischer Starke und 35 g Natriumalginat inTo be able to facilitate this, require thickening cationic starch and 35 g sodium alginate in
mittel die Gegenwart von Ol m der inneren Phase. 500 ml Wasser bei 50° C. Genügend 20%ige Essig-medium the presence of oil in the inner phase. 500 ml water at 50 ° C. Sufficient 20% vinegar
Zu den zweckmäßigen Stoffen, die als Verdickungs- 65 saure wird zugegeben, um das pH auf 3,8 einzu-To the appropriate substances, the acidic thickener is added in order to reduce the pH to 3.8.
mittel dienen können, gehören die naturlichen und stellen. Die Emulsion wird dann in das Sol unterMeans can serve include the natural and bodies. The emulsion is then taken into the sol
kunstlichen Verdickungsmittel, ζ B Akaziengummi, starkem Ruhren emulgiert und 1000 ml Wasser, dasartificial thickener, ζ B acacia gum, vigorous stirring emulsified and 1000 ml of water that
Tragant, Methylcellulose, Carboxymethylcellulose, vorgängig auf 50° C erwärmt worden war, züge-Tragacanth, methyl cellulose, carboxymethyl cellulose, which had previously been heated to 50 ° C,
tropft. Die Temperatur wird wahrend 30 Minuten bei 50° C beibehalten und dann über eine Zeitspanne von 30 Minuten auf 5° C gesenkt. Die überzogene Emulsion wird durch Abzentruugieren getrennt und bei 80° C sprühgetrocknet (Auspufftemperatur).drips. The temperature is during 30 minutes at Maintain 50 ° C and then decrease to 5 ° C over a period of 30 minutes. The overdone The emulsion is separated by centrifugation and spray-dried at 80 ° C (exhaust temperature).
Claims (1)
USA.-Patentschriften Nr. 2 800 457,2 800 458.Considered publications:
U.S. Patent No. 2,800,457,2800,458.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US78191658A | 1958-12-22 | 1958-12-22 |
Publications (1)
Publication Number | Publication Date |
---|---|
DE1256196B true DE1256196B (en) | 1967-12-14 |
Family
ID=25124363
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DEU6752A Pending DE1256196B (en) | 1958-12-22 | 1959-12-18 | Manufacture of microcapsules |
Country Status (3)
Country | Link |
---|---|
CH (1) | CH395941A (en) |
DE (1) | DE1256196B (en) |
GB (1) | GB929401A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE2532147A1 (en) * | 1975-07-18 | 1977-02-03 | Renker Gmbh | Oil contg. microcapsules by coacervation - in a gelatin and gum arabic soln. contg. thixotropic agent |
WO1985005029A1 (en) * | 1984-05-09 | 1985-11-21 | Medaphore Inc. | Oral insulin and a method of making the same |
Families Citing this family (74)
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NO137341C (en) * | 1972-10-02 | 1978-02-15 | Tavolek Laboratories | RODENTICID PREPARATION INCLUDING COATED PARTICLES OF SUBSTITUTED NORBORNEN DIKAR BOXIMIDES |
US4357259A (en) * | 1977-08-01 | 1982-11-02 | Northwestern University | Method of incorporating water-soluble heat-sensitive therapeutic agents in albumin microspheres |
US4247406A (en) | 1979-04-23 | 1981-01-27 | Widder Kenneth J | Intravascularly-administrable, magnetically-localizable biodegradable carrier |
USRE35862E (en) * | 1986-08-18 | 1998-07-28 | Emisphere Technologies, Inc. | Delivery systems for pharmacological agents encapsulated with proteinoids |
WO1994023767A1 (en) | 1993-04-22 | 1994-10-27 | Emisphere Technologies, Inc. | Oral drug delivery compositions and methods |
US5447728A (en) | 1992-06-15 | 1995-09-05 | Emisphere Technologies, Inc. | Desferrioxamine oral delivery system |
US5714167A (en) | 1992-06-15 | 1998-02-03 | Emisphere Technologies, Inc. | Active agent transport systems |
US5541155A (en) | 1994-04-22 | 1996-07-30 | Emisphere Technologies, Inc. | Acids and acid salts and their use in delivery systems |
US5693338A (en) | 1994-09-29 | 1997-12-02 | Emisphere Technologies, Inc. | Diketopiperazine-based delivery systems |
US6221367B1 (en) | 1992-06-15 | 2001-04-24 | Emisphere Technologies, Inc. | Active agent transport systems |
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- 1959-11-09 GB GB3794059A patent/GB929401A/en not_active Expired
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Publication number | Priority date | Publication date | Assignee | Title |
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DE2532147A1 (en) * | 1975-07-18 | 1977-02-03 | Renker Gmbh | Oil contg. microcapsules by coacervation - in a gelatin and gum arabic soln. contg. thixotropic agent |
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Also Published As
Publication number | Publication date |
---|---|
CH395941A (en) | 1965-07-31 |
GB929401A (en) | 1963-06-19 |
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