EP1913122A1 - Verfahren zur gewinnung von natürlichen ölen aus pflanzlichen bestandteilen - Google Patents
Verfahren zur gewinnung von natürlichen ölen aus pflanzlichen bestandteilenInfo
- Publication number
- EP1913122A1 EP1913122A1 EP06776628A EP06776628A EP1913122A1 EP 1913122 A1 EP1913122 A1 EP 1913122A1 EP 06776628 A EP06776628 A EP 06776628A EP 06776628 A EP06776628 A EP 06776628A EP 1913122 A1 EP1913122 A1 EP 1913122A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- extraction
- oils
- carried out
- residues
- sub
- 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.)
- Granted
Links
- 239000003921 oil Substances 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 35
- 239000000470 constituent Substances 0.000 title claims abstract description 6
- 238000000605 extraction Methods 0.000 claims abstract description 23
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 claims abstract description 22
- 239000007858 starting material Substances 0.000 claims abstract description 17
- 239000000203 mixture Substances 0.000 claims abstract description 12
- 239000001294 propane Substances 0.000 claims abstract description 11
- 235000013399 edible fruits Nutrition 0.000 claims abstract description 9
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 7
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 5
- 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 4
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 claims abstract description 3
- 235000021028 berry Nutrition 0.000 claims abstract description 3
- 239000001273 butane Substances 0.000 claims abstract description 3
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 claims abstract description 3
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims abstract description 3
- 238000002360 preparation method Methods 0.000 claims abstract description 3
- 230000008569 process Effects 0.000 claims description 15
- 241000196324 Embryophyta Species 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims description 4
- 235000021016 apples Nutrition 0.000 claims description 3
- 235000011389 fruit/vegetable juice Nutrition 0.000 claims description 3
- 239000004215 Carbon black (E152) Substances 0.000 claims description 2
- 235000005979 Citrus limon Nutrition 0.000 claims description 2
- 244000131522 Citrus pyriformis Species 0.000 claims description 2
- 241000675108 Citrus tangerina Species 0.000 claims description 2
- 244000241257 Cucumis melo Species 0.000 claims description 2
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 claims description 2
- 235000009854 Cucurbita moschata Nutrition 0.000 claims description 2
- 241000220324 Pyrus Species 0.000 claims description 2
- 235000001537 Ribes X gardonianum Nutrition 0.000 claims description 2
- 235000001535 Ribes X utile Nutrition 0.000 claims description 2
- 235000016919 Ribes petraeum Nutrition 0.000 claims description 2
- 244000281247 Ribes rubrum Species 0.000 claims description 2
- 235000002355 Ribes spicatum Nutrition 0.000 claims description 2
- 244000151637 Sambucus canadensis Species 0.000 claims description 2
- 235000018735 Sambucus canadensis Nutrition 0.000 claims description 2
- 150000001298 alcohols Chemical class 0.000 claims description 2
- 235000021029 blackberry Nutrition 0.000 claims description 2
- 235000007123 blue elder Nutrition 0.000 claims description 2
- 235000020971 citrus fruits Nutrition 0.000 claims description 2
- 235000007124 elderberry Nutrition 0.000 claims description 2
- 235000008995 european elder Nutrition 0.000 claims description 2
- 235000021017 pears Nutrition 0.000 claims description 2
- 235000021013 raspberries Nutrition 0.000 claims description 2
- 235000000832 Ayote Nutrition 0.000 claims 1
- 241000219122 Cucurbita Species 0.000 claims 1
- 235000009804 Cucurbita pepo subsp pepo Nutrition 0.000 claims 1
- 244000141359 Malus pumila Species 0.000 claims 1
- 244000172730 Rubus fruticosus Species 0.000 claims 1
- 244000235659 Rubus idaeus Species 0.000 claims 1
- 235000015136 pumpkin Nutrition 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 abstract description 4
- 238000009472 formulation Methods 0.000 abstract 1
- 235000019198 oils Nutrition 0.000 description 33
- 235000015112 vegetable and seed oil Nutrition 0.000 description 7
- 241000220225 Malus Species 0.000 description 6
- 239000008158 vegetable oil Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 5
- 239000002994 raw material Substances 0.000 description 5
- 210000003491 skin Anatomy 0.000 description 5
- 239000000284 extract Substances 0.000 description 4
- 210000004209 hair Anatomy 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 235000013311 vegetables Nutrition 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 240000007651 Rubus glaucus Species 0.000 description 2
- 235000021307 Triticum Nutrition 0.000 description 2
- 244000098338 Triticum aestivum Species 0.000 description 2
- 244000052616 bacterial pathogen Species 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000036541 health Effects 0.000 description 2
- 239000005445 natural material Substances 0.000 description 2
- 229930014626 natural product Natural products 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000001228 spectrum Methods 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- 241000283690 Bos taurus Species 0.000 description 1
- 240000004244 Cucurbita moschata Species 0.000 description 1
- 235000009852 Cucurbita pepo Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000020551 Helianthus annuus Species 0.000 description 1
- 235000003222 Helianthus annuus Nutrition 0.000 description 1
- 240000006240 Linum usitatissimum Species 0.000 description 1
- 235000004431 Linum usitatissimum Nutrition 0.000 description 1
- 244000081841 Malus domestica Species 0.000 description 1
- 241000207836 Olea <angiosperm> Species 0.000 description 1
- 235000019482 Palm oil Nutrition 0.000 description 1
- 235000019484 Rapeseed oil Nutrition 0.000 description 1
- 241001092459 Rubus Species 0.000 description 1
- 235000011034 Rubus glaucus Nutrition 0.000 description 1
- 235000009122 Rubus idaeus Nutrition 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000013566 allergen Substances 0.000 description 1
- 235000015197 apple juice Nutrition 0.000 description 1
- 238000000222 aromatherapy Methods 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 235000012343 cottonseed oil Nutrition 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 210000000981 epithelium Anatomy 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 210000004905 finger nail Anatomy 0.000 description 1
- 210000004904 fingernail bed Anatomy 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 210000002683 foot Anatomy 0.000 description 1
- 239000004519 grease Substances 0.000 description 1
- 210000003780 hair follicle Anatomy 0.000 description 1
- 229930013032 isoflavonoid Natural products 0.000 description 1
- 150000003817 isoflavonoid derivatives Chemical class 0.000 description 1
- 235000012891 isoflavonoids Nutrition 0.000 description 1
- 238000002955 isolation Methods 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- 150000002632 lipids Chemical class 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 238000000053 physical method Methods 0.000 description 1
- 229930195732 phytohormone Natural products 0.000 description 1
- 229940068065 phytosterols Drugs 0.000 description 1
- -1 propane Chemical class 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 235000013995 raspberry juice Nutrition 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 150000003365 short chain fatty acid esters Chemical class 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 210000000106 sweat gland Anatomy 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 235000019149 tocopherols Nutrition 0.000 description 1
- 230000009466 transformation Effects 0.000 description 1
- 235000019871 vegetable fat Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/02—Recovery or refining of essential oils from raw materials
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/02—Recovery or refining of essential oils from raw materials
- C11B9/025—Recovery by solvent extraction
Definitions
- the present invention is a process for the extraction of natural oils from plant constituents by extraction with the aid of compressed gases.
- Natural oils are increasingly important starting materials for the production of protective and care products of the cosmetic industry. In the health sector, they are increasingly used, with z. B. the allergen treatment is to call.
- the advantage of natural oils is especially that they are ingredients of renewable raw materials, which makes them appear extremely valuable from an ecological and economic point of view.
- the use of natural ingredients significantly increases consumer acceptance, as the consumer community now has a high level of environmental awareness and selects products for body and health care very critically.
- oils are generally understood to mean lipophilic substance mixtures of (semi-) liquid consistency.
- Natural oils of plant origin are generally mixtures of phytohormones, isoflavonoids, phytosterols, terpenoids, lipophilic vitamins (tocopherols) and short-chain fatty acid esters. These oils are thus typical natural products.
- a strict delimitation of vegetable oils due to the components involved in their construction can only be limited and is usually not required.
- Vegetable oils and especially apple oils are already used by the Cosmetics industry used in a variety of applications and in particular in skin and hair care products.
- the raw material source for these exemplary apple oils are mainly pomace, ie more or less dried residues from the apple juice or pectin production.
- the ones contained in this pomace are mainly pomace, ie more or less dried residues from the apple juice or pectin production. The ones contained in this pomace
- Apple oils usually come from the seeds of juice apples. First, the pomace sieved for nuclear extraction and from the remaining
- Residue the fruit waxes have been separated is usually obtained from the pressed apple kernels with the help of a solvent, the apple oil.
- This raw material is accessible without further transformation, d. H. it can be purified and recovered by purely physical methods such as adsorption, filtration and distillation.
- the residue from the Kemöl tipung can, as usually the total pomace be used as cattle feed.
- Examples of vegetable oils are olive oil, palm oil, rapeseed oil, flax oil and oil of sunflower, wheat and rice germs and cottonseed, soybean and palm kernels.
- the extraction carried out in this regard with liquid propane is carried out in a very narrow and defined pressure and temperature range, which is 10 to 30 bar and 10 to 55 ° C, since at pressures> 30 bar, especially in the extraction of oilseeds, the extraction properties of liquid propane become increasingly unselective.
- the process described in this patent thus extracts plant natural products which are typical sources of vegetable oils such as olives, palm kernels, rape, flax, sunflower seeds and wheat or rice germs.
- DE-OS 28 43 920 are crude vegetable fats and oils with supercritical
- a phase separation can be exploited in an oil-rich and a low-oil propane phase, so as to separate or fractionate the oil (US 2,660,590 or US 2,548,434).
- the object of the present invention is to provide a new process for the production of natural oils from plant constituents by extraction with the aid of compressed C 2 -C 4 hydrocarbons, which meets the further increased requirements by the processing Industry and by the consumer.
- the new process should be as commercially feasible as possible and provide natural oils from untypical starting materials in improved quality.
- residues from fruit and fruit processing with regard to the starting material, in particular residues from the processing of fruit kernels and berries and particularly preferably from juice production being suitable.
- residues of apples, pears, citrus fruits such as tangerine, orange or lemons, melons, squash, raspberries, blackberries, elderberries and / or currants may be used as starting materials, the residues being principally large in nuclei, e.g. Contents of> 50 wt .-% and in particular ⁇ 90 wt .-%, should have.
- the water content of the extraction material is preferably ⁇ 15 wt .-% and in particular ⁇ 10 wt .-%.
- suitable starting materials are also bark pieces, leaves, stems and lignified tissue of subterranean and above-ground parts of plants which all oil cells may have. These residues must only be pre-shredded and possibly washed.
- this new method according to the invention not only the task could be met, but that surprisingly natural oils and in particular core oils in z. T. significantly increased yields can be obtained from vegetable residues. Although these yields do not regularly exceed the yields obtainable with prior art organic solvents; However, the oils obtainable according to the invention have a high-quality content spectrum.
- the oils obtainable by the process according to the invention are of a quality which makes them accessible to new fields of application.
- the present invention takes into account ethane, propane and butane and mixtures thereof.
- the compressed hydrocarbon (mixture) used in each case as extractant and entrainer such as dimethyl ether and alcohols are added, which then preferably in proportions of 0.5 to 50 wt .-% are used.
- the present invention recommends pressures of ⁇ 50 MPa and temperatures of ⁇ 70 0 C, with a pressure range between 0.5 and 10 MPa and temperatures between 20 and 35 0 C are considered to be particularly preferred.
- the process of the present invention should be carried out with an extractant throughput of 4 to 20 kg / kg of starting material, with a throughput of between 5 and 10 kg / kg of starting material being preferred.
- the respective extracts are usually deposited by a pressure reduction to 5 to 10 bar at temperatures between 42 and 48 0 C.
- the proposed method can also be carried out continuously;
- the invention provides for the method to be carried out in batches, since in this way the process parameters can be adapted to the particular starting material, its composition and composition in an easily comprehensible manner.
- the present invention also claims the use of a vegetable oil extracted by the proposed method in cosmetic preparations and in particular as a flavoring or for the care and treatment of the skin and its appendages, including above all hair and foot and fingernails to understand are.
- skin in the context of the present invention, of course, initially the skin itself, but also mucous membranes and the skin appendages to understand if they include living cells.
- hair follicles, hair roots, hair bulbs and the ventral epithelium of the nail bed, sebaceous glands and sweat glands are to be understood here.
- the use according to the invention comprises the care as well as the therapeutic and non-therapeutic treatment, which includes above all the aromatherapy.
- kernels which contain natural fruit and aroma oils are typically obtained as sieve residue.
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Cosmetics (AREA)
- Medicines Containing Plant Substances (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102005037209A DE102005037209A1 (de) | 2005-08-06 | 2005-08-06 | Verfahren zur Gewinnung von natürlichen Ölen aus pflanzlichen Bestandteilen |
| PCT/EP2006/007757 WO2007017206A1 (de) | 2005-08-06 | 2006-08-04 | Verfahren zur gewinnung von natürlichen ölen aus pflanzlichen bestandteilen |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1913122A1 true EP1913122A1 (de) | 2008-04-23 |
| EP1913122B1 EP1913122B1 (de) | 2012-10-03 |
Family
ID=37110334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP06776628A Not-in-force EP1913122B1 (de) | 2005-08-06 | 2006-08-04 | Verfahren zur gewinnung von natürlichen ölen aus pflanzlichen bestandteilen |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20090028971A1 (de) |
| EP (1) | EP1913122B1 (de) |
| JP (1) | JP2009504816A (de) |
| KR (1) | KR20080038205A (de) |
| AU (1) | AU2006278798C1 (de) |
| CA (1) | CA2618509A1 (de) |
| DE (1) | DE102005037209A1 (de) |
| NZ (1) | NZ565407A (de) |
| WO (1) | WO2007017206A1 (de) |
| ZA (1) | ZA200801251B (de) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102007033907A1 (de) * | 2007-07-20 | 2009-01-22 | Uhde High Pressure Technologies Gmbh | Naturstoffextraktion |
| DE102008042923A1 (de) | 2008-10-17 | 2010-04-22 | Evonik Goldschmidt Gmbh | Präparate zur gesteuerten Freisetzung von Wirkstoffen |
| JP5584863B2 (ja) * | 2009-02-26 | 2014-09-10 | 地方独立行政法人青森県産業技術センター | リンゴ香の線香 |
| US9687754B2 (en) | 2013-01-04 | 2017-06-27 | Matthew Ellis | Apparatus for extracting oil from oil-bearing plants |
| US10053648B2 (en) | 2013-01-04 | 2018-08-21 | Matthew Ellis | Continuous-flow extraction system and method |
| ES2670473T3 (es) * | 2015-12-04 | 2018-05-30 | Evonik Degussa Gmbh | Procedimiento mejorado para la extracción de sustancias aromatizantes a partir de fases líquidas grasas y/o acuosas |
| EP3577201B1 (de) | 2017-02-03 | 2024-07-31 | Symrise AG | Verfahren und testkit zur nachbildung eines geruchs |
| KR102698515B1 (ko) * | 2023-11-30 | 2024-08-26 | 주식회사 디캔트 | 열매가공 부산물로부터 얻어진 방향 조성물과 이를 이용한 향료 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AT331374B (de) | 1972-12-22 | 1976-08-25 | Studiengesellschaft Kohle Mbh | Verfahren zur gewinnung von fetten und olen aus pflanzlichen und tierischen produkten |
| EP0092076B1 (de) * | 1982-04-16 | 1986-12-17 | Societe Des Produits Nestle S.A. | Lipidhaltige Zusammensetzung für die orale, enterale oder parenterale Ernährung |
| US5041245A (en) * | 1989-03-10 | 1991-08-20 | Bioseparations, Inc. | Continuous extraction of oil-containing vegetable matter with pressurized normally gaseous solvent |
| US5281732A (en) * | 1991-12-31 | 1994-01-25 | University Research & Marketing | Solvent extraction of oil from oil-bearing materials |
| US5405633A (en) * | 1992-10-08 | 1995-04-11 | Skw Trostberg Aktiengesellschaft | Process for the extraction of fats and oils |
| DE4405127A1 (de) * | 1994-02-18 | 1995-08-31 | Henkel Kgaa | Haarbehandlungsmittel |
| NO955076D0 (no) * | 1994-12-17 | 1995-12-14 | Sueddeutsche Kalkstickstoff | Fremgangsmåte for selektiv ekstraksjon av fett og/eller oljer fra faste naturstoffer |
| DE4447116A1 (de) * | 1994-12-29 | 1996-07-04 | Sueddeutsche Kalkstickstoff | Verfahren zur Fraktionierung bzw. Raffination von lipiden Naturstoffen |
| FR2801505B1 (fr) * | 1999-11-26 | 2002-02-01 | Arnaud Ruel | Composition dermo-cosmetologique de soins comprenant entre autres de l'amidon de riz, de l'huile de coco et du beurre de karite |
-
2005
- 2005-08-06 DE DE102005037209A patent/DE102005037209A1/de not_active Withdrawn
-
2006
- 2006-08-04 JP JP2008525448A patent/JP2009504816A/ja not_active Withdrawn
- 2006-08-04 US US11/989,336 patent/US20090028971A1/en not_active Abandoned
- 2006-08-04 NZ NZ565407A patent/NZ565407A/en not_active IP Right Cessation
- 2006-08-04 WO PCT/EP2006/007757 patent/WO2007017206A1/de not_active Ceased
- 2006-08-04 CA CA002618509A patent/CA2618509A1/en not_active Abandoned
- 2006-08-04 AU AU2006278798A patent/AU2006278798C1/en not_active Ceased
- 2006-08-04 EP EP06776628A patent/EP1913122B1/de not_active Not-in-force
- 2006-08-04 KR KR1020087005458A patent/KR20080038205A/ko not_active Withdrawn
-
2008
- 2008-02-05 ZA ZA200801251A patent/ZA200801251B/xx unknown
Non-Patent Citations (1)
| Title |
|---|
| See references of WO2007017206A1 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2009504816A (ja) | 2009-02-05 |
| AU2006278798C1 (en) | 2011-08-04 |
| AU2006278798B2 (en) | 2011-03-31 |
| KR20080038205A (ko) | 2008-05-02 |
| AU2006278798A1 (en) | 2007-02-15 |
| EP1913122B1 (de) | 2012-10-03 |
| US20090028971A1 (en) | 2009-01-29 |
| CA2618509A1 (en) | 2007-02-15 |
| ZA200801251B (en) | 2008-10-29 |
| NZ565407A (en) | 2010-09-30 |
| WO2007017206A1 (de) | 2007-02-15 |
| DE102005037209A1 (de) | 2007-02-08 |
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