WO1998007879A1 - Procede d'obtention de polyhydroxyalcanoates et leur utilisation - Google Patents
Procede d'obtention de polyhydroxyalcanoates et leur utilisation Download PDFInfo
- Publication number
- WO1998007879A1 WO1998007879A1 PCT/DE1997/001772 DE9701772W WO9807879A1 WO 1998007879 A1 WO1998007879 A1 WO 1998007879A1 DE 9701772 W DE9701772 W DE 9701772W WO 9807879 A1 WO9807879 A1 WO 9807879A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cell
- dispersion
- polyhydroxyalkanoates
- cell mass
- aqueous phase
- Prior art date
Links
- 239000005014 poly(hydroxyalkanoate) Substances 0.000 title claims abstract description 31
- 229920000903 polyhydroxyalkanoate Polymers 0.000 title claims abstract description 31
- 238000000034 method Methods 0.000 title claims abstract description 28
- 230000008569 process Effects 0.000 title claims abstract description 17
- 238000011282 treatment Methods 0.000 claims abstract description 24
- 244000005700 microbiome Species 0.000 claims abstract description 18
- 229920000642 polymer Polymers 0.000 claims abstract description 13
- 239000002245 particle Substances 0.000 claims abstract description 11
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000008346 aqueous phase Substances 0.000 claims abstract description 6
- 238000000576 coating method Methods 0.000 claims abstract description 5
- 230000009089 cytolysis Effects 0.000 claims abstract description 5
- 210000004027 cell Anatomy 0.000 claims description 42
- 239000006185 dispersion Substances 0.000 claims description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 18
- 239000002253 acid Substances 0.000 claims description 14
- 210000003850 cellular structure Anatomy 0.000 claims description 10
- 238000000926 separation method Methods 0.000 claims description 10
- 239000000126 substance Substances 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 7
- 238000000855 fermentation Methods 0.000 claims description 6
- 230000004151 fermentation Effects 0.000 claims description 6
- 239000012634 fragment Substances 0.000 claims description 6
- 239000008187 granular material Substances 0.000 claims description 6
- 108090000790 Enzymes Proteins 0.000 claims description 4
- 102000004190 Enzymes Human genes 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 229920001577 copolymer Polymers 0.000 claims description 3
- 239000004480 active ingredient Substances 0.000 claims description 2
- 239000012876 carrier material Substances 0.000 claims description 2
- 210000002421 cell wall Anatomy 0.000 claims description 2
- 239000002872 contrast media Substances 0.000 claims description 2
- 230000006378 damage Effects 0.000 claims description 2
- 239000007791 liquid phase Substances 0.000 claims description 2
- 241000894007 species Species 0.000 claims description 2
- 239000006057 Non-nutritive feed additive Substances 0.000 claims 1
- 229940039231 contrast media Drugs 0.000 claims 1
- 230000029087 digestion Effects 0.000 claims 1
- 239000002270 dispersing agent Substances 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 239000000463 material Substances 0.000 abstract description 5
- 230000001413 cellular effect Effects 0.000 abstract description 3
- 239000012752 auxiliary agent Substances 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 239000004815 dispersion polymer Substances 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 238000010094 polymer processing Methods 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 14
- 239000007787 solid Substances 0.000 description 13
- 239000002028 Biomass Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- 238000005406 washing Methods 0.000 description 8
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 239000002904 solvent Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 4
- 238000009897 hydrogen peroxide bleaching Methods 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 230000008719 thickening Effects 0.000 description 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 108091005804 Peptidases Proteins 0.000 description 3
- 102000035195 Peptidases Human genes 0.000 description 3
- 239000004365 Protease Substances 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- 230000002255 enzymatic effect Effects 0.000 description 3
- 229940088598 enzyme Drugs 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 150000007523 nucleic acids Chemical group 0.000 description 3
- 102000039446 nucleic acids Human genes 0.000 description 3
- 108020004707 nucleic acids Proteins 0.000 description 3
- 239000000843 powder Substances 0.000 description 3
- 238000011084 recovery Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 238000004925 denaturation Methods 0.000 description 2
- 230000036425 denaturation Effects 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 230000001590 oxidative effect Effects 0.000 description 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 1
- 241000252867 Cupriavidus metallidurans Species 0.000 description 1
- -1 DNAsen Proteins 0.000 description 1
- 235000000177 Indigofera tinctoria Nutrition 0.000 description 1
- 241001148217 Methylobacterium rhodesianum Species 0.000 description 1
- 102000016943 Muramidase Human genes 0.000 description 1
- 108010014251 Muramidase Proteins 0.000 description 1
- 101100144701 Mus musculus Drosha gene Proteins 0.000 description 1
- 108010062010 N-Acetylmuramoyl-L-alanine Amidase Proteins 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 230000003698 anagen phase Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 238000010923 batch production Methods 0.000 description 1
- 239000006285 cell suspension Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000008139 complexing agent Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000006862 enzymatic digestion Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 230000002934 lysing effect Effects 0.000 description 1
- 229960000274 lysozyme Drugs 0.000 description 1
- 239000004325 lysozyme Substances 0.000 description 1
- 235000010335 lysozyme Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 238000011369 optimal treatment Methods 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 239000000123 paper Substances 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 230000002797 proteolythic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 238000004064 recycling Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 239000007790 solid phase Substances 0.000 description 1
- 239000012265 solid product Substances 0.000 description 1
- 238000001694 spray drying Methods 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P7/00—Preparation of oxygen-containing organic compounds
- C12P7/62—Carboxylic acid esters
- C12P7/625—Polyesters of hydroxy carboxylic acids
Definitions
- PHA polyhydroxyalkanoates
- solution and precipitation processes are known in which the PHA is removed from the cell structure in dissolved form and separated from the residual biomass.
- 1,2-dichloroethane in a mixture with ethanol, according to EP 024810 dichloromethane and according to US 32756 0 chloroform are used as solvents for the PHA.
- suitable precipitants the PHA is obtained in a solid form from the PHA-containing solution separated from the cell mass.
- polyhydroxybutyric acid is extracted from the biomass with acetic anhydride at elevated temperatures, here at 100 to 140 ° C.
- the polyhydroxybutyric acid precipitates out of the polymer solution in a powdery state by lowering the temperature.
- the handling of large amounts of solvents and the associated recycling and disposal costs have a disadvantageous effect. This applies in particular to chlorinated hydrocarbons as solvents.
- these processes are often associated with severe molecular weight loss and the formation of a crystalline PHA fraction.
- Patent application WO 95/08620 describes a recovery process for a solid product contained in a cell mass, in which the cell mass is converted into a dissolved form and is separated off together with the aqueous fermentation broth in such a way that the insoluble product, for example indigo contained in the cell mass , is in solid form.
- the cell substances are dissolved by adding an alkali metal hydroxide solution at a treatment temperature between 40 and 100 ° C.
- the extraction process for cell constituents can also be carried out by lysing the cell substances by means of an enzymatic treatment, in particular by using lysozyme, proteases, DNAsen, RNAsen or a combination of these.
- patent application WO 94/24302 describes a method which uses an oxidizing medium in the presence of a complexing agent to dissolve the cell shells of the microorganisms.
- a hydrogen peroxide at a treatment temperature between 60 and 180 ° C is used as an oxidizing agent for the production of polyhydroxybutyric acid.
- a physical preparation of the cell material is possible, in particular through a temperature treatment in the range between 100 and 200 ° C.
- the object of the invention is to obtain a polyhydroxyalkanoate, in particular polyhydroxybutyric acid, polyhydroxyvaleric acid or a copolymer of these with a particle size of less than 1.5 ⁇ m from an aqueous cell suspension of a microorganism that accumulates these polymers and to use them. It is necessary that the granules of the polymer embedded in the cells of the microorganisms in the amorphous state are retained as unchanged as possible in this state and that a proportion of the crystalline structure of the polymer is excluded or kept negligibly low.
- the object is achieved by the invention presented in the claims.
- the present method is characterized in that, without the use of PHA solvents, a dispersion with a high proportion of polyhydroxyalkanoates is formed by combining mechanical, chemical and enzymatic treatments of the bacterial biomass suspension with intermediate separation of the extracted cell components.
- the PHA content achieved depends on the PHA content of the biomass and the number of processing steps used.
- the cell walls are first destroyed by the action of mechanical forces on the microorganism cells in the aqueous phase.
- Such mechanical forces can be generated in known devices by the generation of shock, friction, shear or pressure forces. are caused. It is also possible to let such forces act on the cell material in their pure form, as well as in superimposed or alternating form.
- the bacterial biomass is subjected to mechanical cell disruption, for example in an agitator ball mill or a high-pressure homogenizer.
- the disruption serves to destroy the solid cell envelope and release water-soluble or water-rinsable cell components. Furthermore, an enlarged surface for the attack of biological or chemical substances is created.
- the separation between the treatment steps is carried out by separation, centrifugation or by decanter. This removes dissolved substances, fine cell fragments and impurities in the clear run, which in each case leads to a concentration of the polyhydroxyalkanoate granules.
- the following step is followed by an alkaline treatment, for example with sodium hydroxide solution, in a pH range of 8-12. This treatment is accompanied by heating the suspension to a temperature above 70 ° C and leads to the hydrolysis of certain cell components.
- an enzymatic purification preferably of a proteolytic character
- a lower residual biomater content and thus a purer product high storage stability and the possibility of producing easily resuspendable dispersion powders, which represent the most stable storage form, are achieved.
- Mixtures of cell wall-lysing enzymes in combination with pure proteases have proven successful.
- hydrogen peroxide bleaching is carried out at a temperature between 70 ° C. to 95 ° C., followed by washing.
- Such polymer particles obtained from cells of microorganisms by the method according to the invention are particularly suitable for the production of polymer dispersions. This can be done directly or by resuspending the PHA particles present in dried form according to the recovery process described in a liquid medium, preferably in water. It is possible to use dispersing aids, film formers, anti-foaming agents, etc. The proportion of solid phase to liquid phase depends on the intended application of the corresponding dispersion.
- these dispersions are suitable for the production of coatings or coatings on surfaces.
- these can be surfaces of a cellulose material, such as cardboard or paper, since in addition to the barrier properties, this ensures that these coated materials are completely biodegradable. In addition to being applied to surfaces, this effect can also be achieved by introducing the dispersion into the paper pulp.
- a dispersion produced by the process according to the invention can be used as an auxiliary for the processing of polymers, in particular when processing PVC.
- the nitrogen content in the polyhydroxyalkanoate has a stabilizing effect on the polymer to be processed.
- dispersions made from them are suitable as a carrier material for the introduction of medical contrast agents and active ingredients.
- a fermentation process in a batch process cultivates microorganisms through a corresponding growth phase with subsequent initiation of accumulation for the storage of polyhydroxybutyric acid in the cell.
- the polymer concentration that can be achieved depends very much on the type of microorganism and the fermentation conditions. For technically relevant processes, a polymer content of more than 50% of the dry cell mass is assumed.
- 1st step cell disruption in a high-pressure homogenizer (850 bar, 2 passages) and separation of cell fragments via a plate separator (5000 g)
- 3rd step hydrogen peroxide bleaching with H 2 O (33%) in a ratio of 1:10 for 2 h
- Step 4 washing and thickening using a plate separator
- PHB content of the solid 78% nitrogen content: 0.7%
- the target grain range is clearly achieved.
- the indication of the nitrogen content in the product reflects the residual biomass content and serves as a measure of the product purity.
- 3rd step hydrogen peroxide bleaching with H 2 O 2 (33%) in a ratio of 1:10 for 4 h
- Step 4 washing and thickening using a plate separator
- 3rd step enzyme treatment by Sfreptomyces species in connection with
- Example 2 the possibility of producing a dispersion powder with subsequent resuspension was investigated.
- the crude dispersion prepared in Example 2 was used for this.
- Step 5 spray drying the dispersion to produce a dipersion powder
- Step 6 Resuspending in water using Ultraturrax
- the experiment was carried out on the basis of a biomass with a significantly higher starting PHB content.
- a PHB content 76% was achieved after the fermentation process had ended.
- the starting biomass concentration based on the dry matter was 52 g / l.
- the fermenter broth was already concentrated here using a plate separator and brought to a dry biomass content of 137 g / l.
- 1st step cell disruption in a high-pressure homogenizer (1000 bar, 1 passage) and separation of cell fragments via a plate separator (5000 g)
- 2nd step Sodium hydroxide solution treatment at 75 ° C. and pH 10 for 2 h, washing over
- 3rd step hydrogen peroxide bleaching with H 2 O 2 (33%) in a ratio of 1:10 for 2 h 80 ° C
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Microbiology (AREA)
- General Chemical & Material Sciences (AREA)
- Biotechnology (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
L'invention concerne un procédé permettant d'obtenir des polyhydroxyalcanoates à l'état amorphe à partir des structures cellulaires d'un microorganisme accumulant les alcanoates. Selon ledit procédé, la masse cellulaire en phase aqueuse est d'abord soumise à des forces mécaniques, puis à un traitement alcalin à des températures supérieures à 70 °C, et à une lyse. Elle est ensuite traitée avec du peroxyde d'oxygène à des températures allant de 70 à 95 °C. Les composants cellulaires non polymères sont séparés entre les différentes étapes du procédé. Les particules de polyhydroxyalcanoates ainsi obtenues peuvent être utilisées en tant que dispersion polymère pour constituer un revêtement de surface, comme agent auxiliaire de traitement pour polymères, ou bien comme matériau de support en médecine.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19633475.6 | 1996-08-20 | ||
| DE1996133475 DE19633475C2 (de) | 1996-08-20 | 1996-08-20 | Verfahren zur Gewinnung von Polyhydroxyalkanoaten und deren Verwendung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| WO1998007879A1 true WO1998007879A1 (fr) | 1998-02-26 |
Family
ID=7803079
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/DE1997/001772 WO1998007879A1 (fr) | 1996-08-20 | 1997-08-19 | Procede d'obtention de polyhydroxyalcanoates et leur utilisation |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE19633475C2 (fr) |
| WO (1) | WO1998007879A1 (fr) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20010009719A (ko) * | 1999-07-13 | 2001-02-05 | 성재갑 | 미생물로부터 폴리하이드록시알카노에이트를 분리하는 방법 |
| US6436639B1 (en) | 1997-02-18 | 2002-08-20 | Tanox, Inc. | Bak promoter expression system |
| EP1245682A3 (fr) * | 2001-03-27 | 2003-09-17 | Canon Kabushiki Kaisha | Procédé et appareil pour la production de polyhydroxyalcanoate |
| WO2005052175A3 (fr) * | 2003-11-28 | 2005-06-30 | Phb Ind Sa | Procede de recuperation de polyhydroxialcanoates ('phas') dans une biomasse cellulaire |
| EP1550723A4 (fr) * | 2002-09-30 | 2006-01-18 | Kaneka Corp | Methode de purification d'un copolymere d'acide 3-hydroxyalcanoique |
| WO2022090960A1 (fr) * | 2020-10-30 | 2022-05-05 | Biotrend - Inovação E Engenharia Em Biotecnologia, S.A. | Procédé d'extraction et de purification de polyhydroxyalcanoates |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0145233A2 (fr) * | 1983-11-23 | 1985-06-19 | Imperial Chemical Industries Plc | Procédé de séparationpour un polymerede butyrate-3-hydroxy |
| WO1992022659A1 (fr) * | 1991-06-11 | 1992-12-23 | Kanebo, Ltd. | Procede de production d'un ester d'acide organique polyhydroxy |
| WO1994024302A1 (fr) * | 1993-04-14 | 1994-10-27 | Zeneca Limited | Production de matieres plastiques a partir de micro-organismes |
| EP0622462A1 (fr) * | 1993-04-29 | 1994-11-02 | Repsol Quimica S.A. | Procédé d'extraction de polyhydroxyalkanoates à partir de bactéries halophilique les contenant |
| JPH0779787A (ja) * | 1993-09-13 | 1995-03-28 | Denki Kagaku Kogyo Kk | ポリヒドロキシアルカノエートの分離精製法 |
| WO1995033065A1 (fr) * | 1994-06-01 | 1995-12-07 | The Procter & Gamble Company | Procede de recuperation de polyhydroalcanoates au moyen d'un fractionnement centrifuge |
| WO1995033064A1 (fr) * | 1994-06-01 | 1995-12-07 | The Procter & Gamble Company | Procede de recuperation de polyhydroxyalcanoates en utilisant une classification par air |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2527619A1 (fr) * | 1982-05-27 | 1983-12-02 | Ici Plc | Procede pour la separation d'un polymere a partir d'une solution par formation d'un gel et evaporation |
| DE3630778A1 (de) * | 1986-09-10 | 1988-03-24 | Neynaber Chemie Gmbh | Gleitmittelsystem fuer die verarbeitung von hart-pvc |
| GB2244714B (en) * | 1990-05-31 | 1993-10-06 | Sanyo Chemical Ind Ltd | Foamed polyurethane-forming composition,foamed polyurethane and process for making the same |
| DE4120582A1 (de) * | 1991-06-21 | 1992-12-24 | Hoechst Ag | Bindemittelharze zur herstellung von faserverbunden |
| GB9223709D0 (en) * | 1992-11-12 | 1992-12-23 | Ici Plc | Process for the separation of protein from microorganisms |
-
1996
- 1996-08-20 DE DE1996133475 patent/DE19633475C2/de not_active Expired - Fee Related
-
1997
- 1997-08-19 WO PCT/DE1997/001772 patent/WO1998007879A1/fr active Application Filing
Patent Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0145233A2 (fr) * | 1983-11-23 | 1985-06-19 | Imperial Chemical Industries Plc | Procédé de séparationpour un polymerede butyrate-3-hydroxy |
| WO1992022659A1 (fr) * | 1991-06-11 | 1992-12-23 | Kanebo, Ltd. | Procede de production d'un ester d'acide organique polyhydroxy |
| WO1994024302A1 (fr) * | 1993-04-14 | 1994-10-27 | Zeneca Limited | Production de matieres plastiques a partir de micro-organismes |
| EP0622462A1 (fr) * | 1993-04-29 | 1994-11-02 | Repsol Quimica S.A. | Procédé d'extraction de polyhydroxyalkanoates à partir de bactéries halophilique les contenant |
| JPH0779787A (ja) * | 1993-09-13 | 1995-03-28 | Denki Kagaku Kogyo Kk | ポリヒドロキシアルカノエートの分離精製法 |
| WO1995033065A1 (fr) * | 1994-06-01 | 1995-12-07 | The Procter & Gamble Company | Procede de recuperation de polyhydroalcanoates au moyen d'un fractionnement centrifuge |
| WO1995033064A1 (fr) * | 1994-06-01 | 1995-12-07 | The Procter & Gamble Company | Procede de recuperation de polyhydroxyalcanoates en utilisant une classification par air |
Non-Patent Citations (1)
| Title |
|---|
| CHEMICAL ABSTRACTS, vol. 123, no. 1, 3 July 1995, Columbus, Ohio, US; abstract no. 8042, YAMAMOTO, OSAMU ET AL: "Separation and purification of poly(hydroxyalkanoates) from microorganisms using surfactants" XP002051163 * |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6436639B1 (en) | 1997-02-18 | 2002-08-20 | Tanox, Inc. | Bak promoter expression system |
| KR20010009719A (ko) * | 1999-07-13 | 2001-02-05 | 성재갑 | 미생물로부터 폴리하이드록시알카노에이트를 분리하는 방법 |
| EP1245682A3 (fr) * | 2001-03-27 | 2003-09-17 | Canon Kabushiki Kaisha | Procédé et appareil pour la production de polyhydroxyalcanoate |
| US6808907B2 (en) | 2001-03-27 | 2004-10-26 | Canon Kabushiki Kaisha | Method and apparatus for producing polyhydroxyalkanoate |
| EP1550723A4 (fr) * | 2002-09-30 | 2006-01-18 | Kaneka Corp | Methode de purification d'un copolymere d'acide 3-hydroxyalcanoique |
| US7435566B2 (en) | 2002-09-30 | 2008-10-14 | Kaneka Corporation | Method of purifying 3-hyroxyalkanoic acid copolymer |
| WO2005052175A3 (fr) * | 2003-11-28 | 2005-06-30 | Phb Ind Sa | Procede de recuperation de polyhydroxialcanoates ('phas') dans une biomasse cellulaire |
| US9045595B2 (en) | 2003-11-28 | 2015-06-02 | Phb Industrial S.A. | Process for recovering polyhydroxialkanoates (“PHAs”) from cellular biomass |
| WO2022090960A1 (fr) * | 2020-10-30 | 2022-05-05 | Biotrend - Inovação E Engenharia Em Biotecnologia, S.A. | Procédé d'extraction et de purification de polyhydroxyalcanoates |
Also Published As
| Publication number | Publication date |
|---|---|
| DE19633475A1 (de) | 1998-02-26 |
| DE19633475C2 (de) | 2002-03-14 |
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