EP3243033A1 - Dispositif et procédé de séchage continu par sublimation de gouttes et microgouttes congelées dans un circuit de gaz fermé - Google Patents
Dispositif et procédé de séchage continu par sublimation de gouttes et microgouttes congelées dans un circuit de gaz ferméInfo
- Publication number
- EP3243033A1 EP3243033A1 EP16700690.7A EP16700690A EP3243033A1 EP 3243033 A1 EP3243033 A1 EP 3243033A1 EP 16700690 A EP16700690 A EP 16700690A EP 3243033 A1 EP3243033 A1 EP 3243033A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- station
- collecting
- drops
- workstation
- freezing tube
- 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.)
- Withdrawn
Links
- 238000000034 method Methods 0.000 title claims abstract description 26
- 238000001035 drying Methods 0.000 title claims description 37
- 238000000859 sublimation Methods 0.000 title description 7
- 230000008022 sublimation Effects 0.000 title description 7
- 238000007710 freezing Methods 0.000 claims abstract description 42
- 230000008014 freezing Effects 0.000 claims abstract description 42
- 238000012216 screening Methods 0.000 claims abstract description 9
- 239000006193 liquid solution Substances 0.000 claims abstract description 6
- 239000007789 gas Substances 0.000 claims description 50
- 238000001816 cooling Methods 0.000 claims description 7
- 239000007787 solid Substances 0.000 claims description 6
- 239000000112 cooling gas Substances 0.000 claims description 4
- 239000000243 solution Substances 0.000 claims description 4
- 238000002360 preparation method Methods 0.000 claims description 3
- 239000007924 injection Substances 0.000 claims description 2
- 238000002347 injection Methods 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 238000011144 upstream manufacturing Methods 0.000 claims description 2
- 239000012798 spherical particle Substances 0.000 abstract description 3
- 238000004519 manufacturing process Methods 0.000 description 10
- 239000000843 powder Substances 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- 239000002245 particle Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- 230000001174 ascending effect Effects 0.000 description 3
- 239000003990 capacitor Substances 0.000 description 3
- 238000010924 continuous production Methods 0.000 description 3
- 239000000969 carrier Substances 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 230000018109 developmental process Effects 0.000 description 2
- 238000004108 freeze drying Methods 0.000 description 2
- 230000005484 gravity Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000011859 microparticle Substances 0.000 description 2
- 238000012544 monitoring process Methods 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000005855 radiation Effects 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 238000000411 transmission spectrum Methods 0.000 description 2
- HDTRYLNUVZCQOY-UHFFFAOYSA-N α-D-glucopyranosyl-α-D-glucopyranoside Natural products OC1C(O)C(O)C(CO)OC1OC1C(O)C(O)C(O)C(CO)O1 HDTRYLNUVZCQOY-UHFFFAOYSA-N 0.000 description 1
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- 229920001612 Hydroxyethyl starch Polymers 0.000 description 1
- 229930195725 Mannitol Natural products 0.000 description 1
- HDTRYLNUVZCQOY-WSWWMNSNSA-N Trehalose Natural products O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-WSWWMNSNSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000006978 adaptation Effects 0.000 description 1
- 239000003732 agents acting on the eye Substances 0.000 description 1
- HDTRYLNUVZCQOY-LIZSDCNHSA-N alpha,alpha-trehalose Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 HDTRYLNUVZCQOY-LIZSDCNHSA-N 0.000 description 1
- 238000000889 atomisation Methods 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000007599 discharging Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 230000009477 glass transition Effects 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 229940050526 hydroxyethylstarch Drugs 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000009434 installation Methods 0.000 description 1
- 210000004072 lung Anatomy 0.000 description 1
- 239000008176 lyophilized powder Substances 0.000 description 1
- 239000000594 mannitol Substances 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000002906 microbiologic effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000002105 nanoparticle Substances 0.000 description 1
- 229940023490 ophthalmic product Drugs 0.000 description 1
- 238000004806 packaging method and process Methods 0.000 description 1
- 239000002831 pharmacologic agent Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 238000004886 process control Methods 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 239000008174 sterile solution Substances 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229960005486 vaccine Drugs 0.000 description 1
- 238000001291 vacuum drying Methods 0.000 description 1
Classifications
-
- F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
- F26—DRYING
- F26B—DRYING SOLID MATERIALS OR OBJECTS BY REMOVING LIQUID THEREFROM
- F26B5/00—Drying solid materials or objects by processes not involving the application of heat
- F26B5/04—Drying solid materials or objects by processes not involving the application of heat by evaporation or sublimation of moisture under reduced pressure, e.g. in a vacuum
- F26B5/06—Drying solid materials or objects by processes not involving the application of heat by evaporation or sublimation of moisture under reduced pressure, e.g. in a vacuum the process involving freezing
- F26B5/065—Drying solid materials or objects by processes not involving the application of heat by evaporation or sublimation of moisture under reduced pressure, e.g. in a vacuum the process involving freezing the product to be freeze-dried being sprayed, dispersed or pulverised
Definitions
- the invention relates to a device for producing freeze-dried drops from a liquid solution comprising a freezing gas acted upon by a cooled freezing tube and an injector arranged at the upper end of the freezing tube for dropwise injection of the liquid solution into the freezing tube and a screening device arranged below the freezing tube, by means of which collected from the freezing tube frozen drops are collected and a corresponding method.
- Freeze-dried or lyophilized powders of spherical particles combine some important for the formulation of drugs
- thermolabile and hydrolysis-sensitive materials are suitable for the processing of thermolabile and hydrolysis-sensitive materials
- suitable matrix-forming auxiliaries are added, they can improve the dissolution rate of poorly water-soluble active substances.
- They are suitable as carriers of vaccines for nasal and ballistic intradermal administration.
- irritant-free ophthalmic drugs As an irritant-free ophthalmic drug, they contain no preservatives, dissolve rapidly in the tear fluid, are easy and safe to use and reduce the risk of side effects from systemic absorption.
- the invention is particularly suitable for the preparation of frozen powders such as are obtained, for example, according to US Pat. No. 7,007,406 by spraying a solution with the aid of a two-substance nozzle.
- Other methods for producing drops which can be dried after sublimation freezing are based, for example, on the piezoelectric atomization of liquids (C. Rochelle and G. Lee (2007): Dextran or hydroxyethyl starch in spray-freeze-dried trehalose / mannitol microparticles intended as ballistic particulate carriers for proteins, J. Pharm Sci. 96, 2296-2309).
- the object of the invention is therefore to propose a device and a method with significantly improved manufacturing quality and efficiency.
- the invention has the following objectives:
- Dispensing vessels is dosed and
- the screening device comprises a plurality of collecting sieves, which are movable in cycles in a housing between a plurality of workstations, wherein a workstation is arranged as a receiving station below the freezing tube.
- a workstation is arranged as a receiving station below the freezing tube.
- the collecting sieves are received in a rotatably mounted in the housing rotor disk and the rotor disk is cyclically rotatable between the work stations. Furthermore, the
- Subsequent station at least one drying station and an unloading station are provided as further workstations and all
- Workstations have inflow and outflow openings for a flow of gas through the housing and the collection screen located in the workstation.
- the at least one, preferably all, drying station can flow through a drying gas stream in order to carry out sublimation drying of the frozen drops collected on the collecting sieve.
- the first drying station can perform a sublimation drying of the frozen drops by means of a first dry gas stream as primary drying and in the subsequent workstation, the second drying station, a further drying by evaporation of the bound adsorbed water in the drops by a second dry gas stream as
- a further workstation in the form of an unloading station is provided following the at least one drying station, within which the previously collected and dried drops are discharged from the collecting screen by means of a discharge gas flow, which flows counter to the direction of gravity through the unloading station and then eg in a suitable
- a solids separator can be formed by a cyclone separator.
- a cooling station in which a cooling gas flows.
- the drip tray previously emptied of dried droplets, can be pre-cooled again to a suitable temperature before it is returned to the receiving station in the next working cycle and the process starts anew.
- the invention proposes, at least the freezing gas, the
- Dry gas streams and the discharge gas flow to lead in a common circuit and to use each partial gas flows of the entire gas stream for the respective application and to condition.
- Figure 2 The invention according to Figure 1 in more detail in a horizontal development.
- a device for producing freeze-dried drops which comprises in its essential components an injector 1 with a subsequent below freezing tube 10, from which drops 3 of a solution are injected into the freezing tube 10. Within the freezing tube 10, these drops come with a supplied at 12 and 13 cooled
- the droplets 3 emerging from the freezing tube 10 following the gas flow and the force of gravity are collected by means of a sieve device 2 explained in detail below, dried and subsequently discharged from the circulation.
- a sieve device 2 explained in detail below, dried and subsequently discharged from the circulation.
- a plurality of similar collecting sieves 20 are arranged in a rotor disk 21 at the same distance from the center and at equal angular intervals, as can be seen in particular from FIG.
- This rotor disc 21 is rotatably arranged in a housing 22 by means of a drive not shown in detail and is cyclically moved in equal angular increments in a rotational direction.
- Each of the marked positions of the here five collection sieves is assigned to a work station I, II, III, IV, and V, which is successively and quasi continuously traversed by cyclically rotating the rotor disc 21 of each collection sieve 20.
- the corresponding collection sieve 20 is positioned below the freezing tube 10, so that the freezing gas G flows from the freezing tube 10 as shown by arrows through the collecting sieve 20 and the entrained frozen drops 3 collected on the collecting sieve 20 become.
- the collecting sieve 20 can be, for example, an optionally pre-cooled metal sieve which is earthed in order to discharge any electrostatic charge.
- Angular step rotated when a defined layer of frozen drops 3 has been collected on the collecting screen 20 in the receiving station I.
- the collecting strainer previously positioned in the receiving station I reaches the
- the fraction of frozen drops 3 collected on the collecting screen 20 is primary dried in a cold gas stream whose temperature is higher than that of the freezing gas but below the melting point
- the cold gas stream in the workstation II is also referred to as the first dry gas stream.
- the bound and adsorbed water from the drops 3 is evaporated at elevated temperature in the secondary drying phase by means of a second dry gas stream passed through this workstation.
- the surface temperature and the water content of the dry material are monitored in the area of the work stations II and III by analysis of the infrared reflectance and / or transmission spectrum and as a guide to the
- part of the sublimation energy can also be supplied to the dry material by infrared or microwave radiation.
- the dried droplets 3 are removed by an ascending, ie opposite to the dry gas streams directed gas flow of Entladegasstromes from collecting sieve 20 and removed from the housing 22 and preferably in a cyclone 4 and preferably transferred under aseptic conditions in pre-sterilized containers 5, see Figure 2).
- V which is also called cooling station.
- cooling station In this workstation
- V is the emptied collecting sieve 20 by means of a flowing
- Cooling gas cooled again to the temperature level required to re-collect frozen drops in the workstation I.
- drying in steps II and III can also be distributed over several further work cycles, which may also be carried out at different temperatures.
- Particles take place in an almost completely closed system in which energy and the drying solution are continuously fed in and cyclically from the dried product and the solvent separated therefrom
- Solvent-laden process gas is collected and cooled in a condenser 60 to the temperature level required for freezing the drops 3. In this case, the solvent is frozen on the cooling surfaces of the capacitor 60.
- at least one further condenser 61 is provided which is defrosted while in the other condenser 60 the vaporized solvent is separated from the process gas.
- the capacitors 60, 61 are
- the cycle of the process gas is by a compressor. 7
- Capacitor outlet are used for freezing the droplet jet in the freezing tube 10 and for precooling a deflated collecting sieve 20 in the workstation V, on which the frozen drops 3 are collected in the respective following working cycle.
- a third partial flow is heated to the temperature level required for primary drying. Of this, however, only one portion is used for the primary drying and supplied to the workstation II, while the temperature of the residual stream for the secondary drying is further increased.
- Leaks can be detected and eliminated without compromising product quality.
Landscapes
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Molecular Biology (AREA)
- Mechanical Engineering (AREA)
- General Engineering & Computer Science (AREA)
- Drying Of Solid Materials (AREA)
Abstract
L'invention concerne un dispositif de production de particules sphériques séchées et congelées (3) constituées de gouttes congelées. Le dispositif comprend un tube de congélation (10) alimenté en gaz de congélation refroidi (G), un injecteur (1) disposé à l'extrémité supérieure du tube de congélation (10) et destiné à injecter goutte à goutte la solution liquide dans le tube de congélation (10) et un moyen de tamisage (2) disposé au-dessous du tube de congélation (2) et permettant de collecter les gouttes congelées (3) sortant du tube de congélation (10). Le moyen de tamisage (2) comprend une pluralité de tamis collecteurs (20) qui peuvent être déplacés dans un boîtier (22) de manière cadencée entre plusieurs stations de travail (I, II, III, IV, V). Une station de travail (I) est disposée en tant que station de collecte au-dessous du tube de congélation (10). L'invention concerne également un procédé correspondant.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102015100126 | 2015-01-07 | ||
| DE102015106791.9A DE102015106791A1 (de) | 2015-01-07 | 2015-04-30 | Vorrichtung und Verfahren zur kontinuierlichen Sublimationstrocknung gefrorener Tropfen und Mikrotropfen in einem geschlossenen Gaskreislauf |
| PCT/EP2016/050163 WO2016110521A1 (fr) | 2015-01-07 | 2016-01-07 | Dispositif et procédé de séchage continu par sublimation de gouttes et microgouttes congelées dans un circuit de gaz fermé |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP3243033A1 true EP3243033A1 (fr) | 2017-11-15 |
Family
ID=56133389
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP16700690.7A Withdrawn EP3243033A1 (fr) | 2015-01-07 | 2016-01-07 | Dispositif et procédé de séchage continu par sublimation de gouttes et microgouttes congelées dans un circuit de gaz fermé |
Country Status (3)
| Country | Link |
|---|---|
| EP (1) | EP3243033A1 (fr) |
| DE (2) | DE102015105375B4 (fr) |
| WO (1) | WO2016110521A1 (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102017119649A1 (de) | 2017-08-28 | 2019-02-28 | Richard Süverkrüp | Verfahren zur kontinuierlichen Herstellung gefriergetrockneter Tropfen in einem geschlossenen Gaskreislauf |
| CN113101864B (zh) * | 2021-04-08 | 2022-09-30 | 青岛鼎喜冷食有限公司 | 一种防拉丝益生菌凝胶颗粒成型装置 |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3144310A (en) * | 1960-05-03 | 1964-08-11 | Glatt | Devices for drying damp granules |
| US3311993A (en) * | 1964-01-25 | 1967-04-04 | Bersano Terenzio | Apparatus for the continuous aircooling, or heating, of granulated materials |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP4656711B2 (ja) * | 2000-09-29 | 2011-03-23 | 赤武エンジニアリング株式会社 | 粉体供給装置 |
| US7007406B2 (en) | 2004-01-23 | 2006-03-07 | Zhaolin Wang | Powder formation by atmospheric spray-freeze drying |
| DE102008017461B4 (de) | 2008-04-03 | 2010-04-15 | Süverkrüp, Richard, Prof. Dr. | Vorrichtung und Verfahren zur Herstellung eines pulverförmigen lyophilisierten Materials, bestehend aus annähernd gleich großen kugelförmigen Teilchen |
| DK2491255T5 (da) * | 2009-10-21 | 2015-06-22 | Gea Process Engineering As | Luftfordeler til en spraytørrer og fremgangsmåde til indstilling af en luftfordeler |
| WO2013041542A1 (fr) * | 2011-09-19 | 2013-03-28 | Alf Lamprecht | Formulations pharmaceutiques comprenant des sphérolyophilisats de molécules biologiques |
| EP2578974A1 (fr) * | 2011-10-05 | 2013-04-10 | Sanofi Pasteur Sa | Chaîne de traitement pour la production de particules lyophilisées |
| DE102012109406B4 (de) * | 2012-10-02 | 2016-04-28 | Richard Süverkrüp | Verfahren und Anlage zur kontinuierlichen Produktion von pharmazeutischen Lyophilisaten |
-
2015
- 2015-04-09 DE DE102015105375.6A patent/DE102015105375B4/de not_active Expired - Fee Related
- 2015-04-30 DE DE102015106791.9A patent/DE102015106791A1/de not_active Withdrawn
-
2016
- 2016-01-07 EP EP16700690.7A patent/EP3243033A1/fr not_active Withdrawn
- 2016-01-07 WO PCT/EP2016/050163 patent/WO2016110521A1/fr active Application Filing
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3144310A (en) * | 1960-05-03 | 1964-08-11 | Glatt | Devices for drying damp granules |
| US3311993A (en) * | 1964-01-25 | 1967-04-04 | Bersano Terenzio | Apparatus for the continuous aircooling, or heating, of granulated materials |
Non-Patent Citations (1)
| Title |
|---|
| See also references of WO2016110521A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| DE102015105375B4 (de) | 2016-11-03 |
| WO2016110521A1 (fr) | 2016-07-14 |
| DE102015106791A1 (de) | 2016-07-07 |
| DE102015105375A1 (de) | 2016-07-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| EP1257772B1 (fr) | Procédé de production d'un produit sous forme de particules | |
| DE69612843T2 (de) | Verfahren und vorrichtung zur gefriertrocknung | |
| EP1827671B1 (fr) | Appareillage pour traiter une matiere sous forme de particules | |
| DE2944633C2 (fr) | ||
| EP2522935B1 (fr) | Dispositif de pelletisation ou de granulation d'une matière liquide ou pâteuse | |
| EP0813230B1 (fr) | Procédé de nettoyage par voie sèche d'objets souillés de poussière pour maintenance et stockage de plaquettes semi-conductrices | |
| DE102007015584A1 (de) | Vorrichtung und Verfahren zum Desinfizieren von Eismaschinen, Eissilos und/oder Kanälen zum Transportieren von Eis | |
| DE2954679C2 (fr) | ||
| EP2922527B1 (fr) | Micronisateur | |
| WO2016110521A1 (fr) | Dispositif et procédé de séchage continu par sublimation de gouttes et microgouttes congelées dans un circuit de gaz fermé | |
| DE2042214C3 (de) | Verfahren und Vorrichtung zur Entfernung von Flüssigkeit aus einer Paste oder Aufschlämmung, wobei diese auf Körper geschichtet werden | |
| EP0919279B1 (fr) | Procédé et dispositif à granuler pour produit liquide ou pâteux | |
| EP2305372B1 (fr) | Dispositif et procédé de pelletisation ou de granulation d'une matière liquide ou pâteuse | |
| DE102008017461B4 (de) | Vorrichtung und Verfahren zur Herstellung eines pulverförmigen lyophilisierten Materials, bestehend aus annähernd gleich großen kugelförmigen Teilchen | |
| EP0245708B1 (fr) | Dispositif de réfrigération rapide ou de congélation-choc pour des produits pulvérulents | |
| DE2952403C2 (de) | Verfahren und Vorrichtung zum Aufbereiten, insb. Kühlen und Mischen von Formsand | |
| DE102012109406B4 (de) | Verfahren und Anlage zur kontinuierlichen Produktion von pharmazeutischen Lyophilisaten | |
| DE102006020484A1 (de) | Verfahren und Vorrichtung zur Behandlung von Schüttgut mit einem physikalischen Plasma bei Atmosphärendruck | |
| WO2008017345A1 (fr) | Dispositif pour le traitement, notamment le laquage, d'objets | |
| DE102013204668A1 (de) | Verfahren und Vorrichtung zum Kühlen von zuvor sterilisierten pharmazeutischen Behältern | |
| EP3338810B1 (fr) | Procédé et dispositif de séchage dans le procédé d'explosion de vapeur | |
| WO2004029529A1 (fr) | Procede de production d'une preparation d'une matiere pharmaceutique sous forme de lyophilisat et installation adaptee a cet effet | |
| EP3681686A1 (fr) | Procédé et dispositif pour l'arrondissement ou la sphéronisation thermique de particules plastiques pulvérulentes | |
| DE102006052256B4 (de) | Verfahren und Vorrichtung zum Reinigen von Röhrchen | |
| DE102017119649A1 (de) | Verfahren zur kontinuierlichen Herstellung gefriergetrockneter Tropfen in einem geschlossenen Gaskreislauf |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE INTERNATIONAL PUBLICATION HAS BEEN MADE |
|
| PUAI | Public reference made under article 153(3) epc to a published international application that has entered the european phase |
Free format text: ORIGINAL CODE: 0009012 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: REQUEST FOR EXAMINATION WAS MADE |
|
| 17P | Request for examination filed |
Effective date: 20170704 |
|
| AK | Designated contracting states |
Kind code of ref document: A1 Designated state(s): AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR |
|
| AX | Request for extension of the european patent |
Extension state: BA ME |
|
| DAV | Request for validation of the european patent (deleted) | ||
| DAX | Request for extension of the european patent (deleted) | ||
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: EXAMINATION IS IN PROGRESS |
|
| 17Q | First examination report despatched |
Effective date: 20190306 |
|
| STAA | Information on the status of an ep patent application or granted ep patent |
Free format text: STATUS: THE APPLICATION IS DEEMED TO BE WITHDRAWN |
|
| 18D | Application deemed to be withdrawn |
Effective date: 20190517 |