EP1368095B1 - Liquide decontaminant basique, non aqueux - Google Patents
Liquide decontaminant basique, non aqueux Download PDFInfo
- Publication number
- EP1368095B1 EP1368095B1 EP02712886A EP02712886A EP1368095B1 EP 1368095 B1 EP1368095 B1 EP 1368095B1 EP 02712886 A EP02712886 A EP 02712886A EP 02712886 A EP02712886 A EP 02712886A EP 1368095 B1 EP1368095 B1 EP 1368095B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- alkali metal
- aliphatic
- decontaminating fluid
- fluid
- decontamination
- 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.)
- Expired - Lifetime
Links
- 239000012530 fluid Substances 0.000 title claims abstract description 32
- 238000005202 decontamination Methods 0.000 title claims description 45
- 230000003588 decontaminative effect Effects 0.000 title claims description 45
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 26
- -1 alkali metal alkoxide Chemical class 0.000 claims abstract description 15
- 150000001340 alkali metals Chemical class 0.000 claims abstract description 14
- 125000001931 aliphatic group Chemical group 0.000 claims abstract description 11
- 239000004033 plastic Substances 0.000 claims abstract description 8
- 229920003023 plastic Polymers 0.000 claims abstract description 8
- 150000001414 amino alcohols Chemical class 0.000 claims abstract description 5
- 150000001408 amides Chemical class 0.000 claims abstract description 4
- 125000004122 cyclic group Chemical group 0.000 claims abstract description 3
- 150000004985 diamines Chemical class 0.000 claims abstract 2
- 239000007788 liquid Substances 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 6
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- XKQMKMVTDKYWOX-UHFFFAOYSA-N 1-[2-hydroxypropyl(methyl)amino]propan-2-ol Chemical compound CC(O)CN(C)CC(C)O XKQMKMVTDKYWOX-UHFFFAOYSA-N 0.000 claims description 3
- JCBPETKZIGVZRE-UHFFFAOYSA-N 2-aminobutan-1-ol Chemical compound CCC(N)CO JCBPETKZIGVZRE-UHFFFAOYSA-N 0.000 claims description 3
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 3
- 239000002904 solvent Substances 0.000 claims description 3
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 150000004703 alkoxides Chemical class 0.000 claims description 2
- 150000002009 diols Chemical class 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 claims description 2
- 229920000642 polymer Polymers 0.000 claims description 2
- 239000004215 Carbon black (E152) Substances 0.000 claims 1
- 125000003118 aryl group Chemical group 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 229930195733 hydrocarbon Natural products 0.000 claims 1
- 150000002430 hydrocarbons Chemical class 0.000 claims 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical class CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims 1
- 238000005507 spraying Methods 0.000 claims 1
- 239000000806 elastomer Substances 0.000 abstract description 7
- 229920001971 elastomer Polymers 0.000 abstract description 7
- 229910052751 metal Inorganic materials 0.000 abstract description 7
- 239000002184 metal Substances 0.000 abstract description 7
- 150000002739 metals Chemical class 0.000 abstract description 4
- 239000000126 substance Substances 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000009472 formulation Methods 0.000 description 14
- 239000000203 mixture Substances 0.000 description 14
- 238000011109 contamination Methods 0.000 description 9
- 239000002575 chemical warfare agent Substances 0.000 description 5
- 229920000180 alkyd Polymers 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 239000003973 paint Substances 0.000 description 4
- 238000012935 Averaging Methods 0.000 description 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GRXKLBBBQUKJJZ-UHFFFAOYSA-N Soman Chemical compound CC(C)(C)C(C)OP(C)(F)=O GRXKLBBBQUKJJZ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 229910001092 metal group alloy Inorganic materials 0.000 description 2
- 231100000331 toxic Toxicity 0.000 description 2
- 230000002588 toxic effect Effects 0.000 description 2
- XFNJVJPLKCPIBV-UHFFFAOYSA-N trimethylenediamine Chemical compound NCCCN XFNJVJPLKCPIBV-UHFFFAOYSA-N 0.000 description 2
- ZWXPDGCFMMFNRW-UHFFFAOYSA-N N-methylcaprolactam Chemical compound CN1CCCCCC1=O ZWXPDGCFMMFNRW-UHFFFAOYSA-N 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000013043 chemical agent Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001784 detoxification Methods 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 125000001190 organyl group Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 230000008961 swelling Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/30—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
- A62D3/36—Detoxification by using acid or alkaline reagents
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D3/00—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances
- A62D3/30—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D17/00—Detergent materials or soaps characterised by their shape or physical properties
- C11D17/0004—Non aqueous liquid compositions comprising insoluble particles
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
-
- A—HUMAN NECESSITIES
- A62—LIFE-SAVING; FIRE-FIGHTING
- A62D—CHEMICAL MEANS FOR EXTINGUISHING FIRES OR FOR COMBATING OR PROTECTING AGAINST HARMFUL CHEMICAL AGENTS; CHEMICAL MATERIALS FOR USE IN BREATHING APPARATUS
- A62D2101/00—Harmful chemical substances made harmless, or less harmful, by effecting chemical change
- A62D2101/02—Chemical warfare substances, e.g. cholinesterase inhibitors
Definitions
- the invention relates to a basic, non-aqueous decontamination fluid, as it finds use as a detoxifier with universal action against chemical warfare agents for the detoxification of military and civilian technical means and equipment, buildings, roads, etc.
- Examples of such basic, non-aqueous decontamination fluids are known from US Patent 3,079,346 or German Patent DD 299 458 A7. Their basicity is due to the Alkalialkoxide contained therein (alkali metal alkoxides, Alkalialkanolate) and their anions. These are the predominantly reactive components for the conversion of military and terroristically useful toxic contaminants, such as Loste chemical compounds (such as sulfur-iselst), fluorophosphorus organyls (such as Soman) or thiocholine phosphorus organyls (e.g. B. VX).
- Loste chemical compounds such as sulfur-iselst
- fluorophosphorus organyls such as Soman
- thiocholine phosphorus organyls e.g. B. VX
- Object of the present invention is to propose a decontamination fluid of the type described above, which can be used sparingly on the one hand and painted surfaces on the other, with plastic / elastomer coated surfaces, especially of metals, plastics and elastomers in the required treatment times or not essentially attacks.
- This object is achieved according to the invention in the basic, non-aqueous decontamination liquid described above in that it contains 0.5 to 2.6 mol / l of an alkali metal alkoxide (alkali metal alkoxide, alkali alkoxide) and / or an alkali metal aminoalkoxide (alkali metal amino alcoholate, alkali metal monoalkoxide) in a formulation
- This formulation includes: 20 to 40 % By weight of an aliphatic C 2 -C 6 -alcohol; 20 to 40 % By weight of an aliphatic C 2 -C 6 aminoalcohol and 20 to 50 % By weight of a cyclic C 2 -C 5 acid amide and / or an aliphatic C 2 -C 6 diamine.
- the decontamination liquid of the invention contains a chemical equilibrium system of the aliphatic alcohols and the amino alcohols, their alkali metal oxides and their ions.
- the decontamination fluid according to the invention can be used with conventional, suitable military and civil decontamination equipment for decontamination of military technology, aircraft, ships and rail vehicles, facilities such as buildings, roads, taxiways, as well as laboratory equipment.
- the non-aqueous decontamination fluid according to the invention is more reactive than the previously known decontamination fluids because of its strong basicity. This justifies their better effectiveness and a lower application rate per area to be decontaminated.
- the exposure times can be shortened, so that it is possible to avoid surface damage on surfaces to be decontaminated from plastics, elastomers, paints, etc. Corrosion phenomena on metals and metal alloys do not occur even with prolonged exposure time.
- the decontamination fluid known from US Pat. No. 3,079,346 has a highly hygroscopic effect, so that fog phenomena are possible even at low air humidity. This is reliably avoided with the decontamination liquid according to the invention.
- the decontamination fluid of the invention can be rinsed with water from the treated surfaces, the water does not necessarily have to be applied with high pressure. Due to the smaller quantities that have to be applied per unit area of decontamination fluid, the water consumption during rinsing is a lesser.
- the decontamination fluid known from DD 299 458 A7 is less basic than the decontamination fluid according to the invention and moreover contains N-methyl- ⁇ -caprolactam, which is less economical.
- Preferred decontamination liquids according to the invention comprise at least one alkali metal alkoxide and one alkali metal aminoalkoxide, which are introduced by introduction (Addition) of the corresponding pure alkali metal or an alkali hydroxide are formed. But they can also be introduced by commercially available alkali metal alkoxides.
- More preferred decontamination liquids contain as aliphatic alcohol propanols and / or butanols.
- the amino alcohol component used is preferably 2-amino-1-butanol, N, N-dimethylaminoethanol and / or N-methyl-diisopropanolamine.
- Preferred acid amides in the formulation of the basic, non-aqueous decontamination fluid according to the invention is N-methyl-2-pyrrolidone.
- one or more co-solvents can be added to the decontamination fluid, such as up to 10% by weight of diols and / or up to 20% by weight of a liquid aliphatic or aromatic hydrocarbon.
- the invention relates to a method for decontaminating surfaces, in particular painted, polymer-coated or plastic or elastomer surfaces, the method being characterized by the use of the above-described decontamination liquid according to the invention.
- the decontamination liquid when using the decontamination liquid, as described above, amounts of from 0.05 to 0.2 l / m 2 surface are applied according to the type of contaminant and the estimated contamination density. Even with chemically relatively stable, highly toxic warfare agents, such low levels provide excellent decontamination results at contamination densities of 10 g per m 2 , even when the warfare agents are in thickened form and their exposure time is several hours.
- the average contamination density was still 10840 mg / m 2 for the warfare agent Schwefelellost (HD) on the alkyd resin-coated metal plates.
- the plates were sprayed with 0.1 l / m 2 of the decontamination liquid according to the invention after Formulation A. After 5 minutes exposure, the plates were warmed with warm water After treatment with water (about 80 ° C), the decontamination fluid is rinsed off.
- Example 1 plates were contaminated with the chemical warfare agent VX. After the exposure time, the contamination density was 8030 mg VX / m 2 .
- the treatment was also carried out with 0.1 l / m 2 of formulation A. After the exposure time of 5 minutes and the post-treatment with water (about 80 ° C), an average residual contamination of 3.6 mg VX / m 2 was found. This corresponds to a decontamination success of 99.96%.
- Example 1 plates were contaminated with the chemical warfare agent Soman (GD). After the exposure time, the average contamination density was 4160 mg GD / m 2 .
- GD chemical warfare agent Soman
- the treatment was also carried out with 0.1 l / m 2 with the formulation A. After the exposure time of 5 minutes and the aftertreatment with water (about 80 ° C), the residual contamination averaged 98.8 mg GD / m 2 . This corresponds to a decontamination success of 97.53%.
- Examples 1 to 3 were carried out here analogously with the decontamination fluid of formulation B.
- the decontamination effect of these 3 chemical warfare agents was essentially the same as for Formulation A.
- Examples 1 to 3 were carried out here analogously with the decontamination liquid of Formulation C. Overall, the decontamination effect was somewhat lower, averaging 98.3%, with the decontamination efficiency of the sulfur lello averaging 99.4% and the VX 99.8%, respectively.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Wood Science & Technology (AREA)
- General Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Business, Economics & Management (AREA)
- Emergency Management (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Toxicology (AREA)
- Organic Chemistry (AREA)
- Paints Or Removers (AREA)
- Fire-Extinguishing Compositions (AREA)
- Cleaning By Liquid Or Steam (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Claims (11)
- Liquide décontaminant basique non aqueux, contenant
20 à 40 % en poids d'un alcool aliphatique en C2 à C6 ;
20 à 40 % en poids d'un aminoalcool aliphatique en C2 à C6 ;
20 à 50 % en poids d'un amide d'acide cyclique en C2 à C5 et/ou d'une diamine aliphatique en C2 à C6 ; et
0,5 à 2,6 mole/l d'un alcoxyde alcalin (alcoolate alcalin, alcanolate alcalin) et/ou d'un alcaliaminoalcanoxyde (alcaliaminoalcoolate, alcaliaminoalcanoate). - Liquide décontaminant selon la revendication 1, caractérisé en ce que l'alcoolate alcalin est choisi parmi des alcoolates en C1 à C6.
- Liquide décontaminant selon la revendication 1, caractérisé en ce que les alcoxydes alcalins (alcoolates, alcanolates) et leurs ions sont formés par incorporation du métal alcalin pur correspondant ou d'un hydroxyde alcalin ou d'un alcoxyde alcalin du commerce aux composants du solvant.
- Liquide décontaminant selon l'une des revendications 1 à 3, caractérisé en ce que comme alcools aliphatiques, des propanols et/ou des butanols sont contenus.
- Liquide décontaminant selon l'une des revendications 1 à 4, caractérisé en ce que comme aminoalcools, du 2-amino-1-butanol, du N,N-diméthylaminoéthanol et/ou de la N-méthl-diisopropanolamine sont contenus.
- Liquide décontaminant selon l'une des revendications 1 à 5, caractérisé en ce que comme amides d'acide cyclique, de la N-méthyl-2-pyrrolidone est contenue.
- Liquide décontaminant selon l'une des revendications 1 à 6, caractérisé en ce que le liquide contient en outre
jusqu'à 10 % en poids d'un diol ; et/ou
jusqu'à 20 % en poids d'un hydrocarbure liquide aliphatique ou aromatique comme co-solvants. - Procédé pour la décontamination de surfaces, en particulier de surfaces peintes, revêtues de polymère, ou de plastique, caractérisé par l'application d'un liquide décontaminant selon une des revendications 1 à 7.
- Procédé selon la revendication 8, caractérisé en ce que le liquide décontaminant est appliqué en une quantité de 0,05 à 0,2 l/m2, en particulier pulvérisé.
- Procédé selon la revendication 8 ou 9, caractérisé en ce que l'on laisse agir le liquide décontaminant de 5 à 15 min, puis qu'on l'élimine par rinçage.
- Procédé selon l'une des revendications 8 à 10, caractérisé en ce que les surfaces traitées par le liquide décontaminant sont traitées ensuite par de l'eau froide, chaude ou très chaude, ou par de la vapeur surchauffée et que ce faisant, le liquide décontaminant et les produits de réaction sont éliminés par rinçage.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE10112720 | 2001-03-14 | ||
| DE10112720A DE10112720A1 (de) | 2001-03-14 | 2001-03-14 | Basische, nicht-wässrige Dekontaminationsflüssigkeit |
| PCT/EP2002/001095 WO2002072206A1 (fr) | 2001-03-14 | 2002-02-02 | Liquide decontaminant basique, non aqueux |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP1368095A1 EP1368095A1 (fr) | 2003-12-10 |
| EP1368095B1 true EP1368095B1 (fr) | 2006-11-22 |
Family
ID=7677737
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP02712886A Expired - Lifetime EP1368095B1 (fr) | 2001-03-14 | 2002-02-02 | Liquide decontaminant basique, non aqueux |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US20040096415A1 (fr) |
| EP (1) | EP1368095B1 (fr) |
| JP (1) | JP4313043B2 (fr) |
| KR (1) | KR20030086304A (fr) |
| AT (1) | ATE345851T1 (fr) |
| DE (2) | DE10112720A1 (fr) |
| WO (1) | WO2002072206A1 (fr) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7214836B2 (en) * | 2003-03-12 | 2007-05-08 | Queen's University At Kingston | Method of decomposing organophosphorus compounds |
| DE102004044622B4 (de) * | 2004-09-13 | 2016-07-21 | Owr Ag | Entgiftungslösung, Verfahren zu ihrer Herstellung und Verfahren zur Entgiftung, sowie Verwendung der Entgiftungslösung |
Family Cites Families (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2921031A (en) * | 1942-05-30 | 1960-01-12 | Scherr Harry | Anti-vesicant composition |
| US2933453A (en) * | 1946-05-09 | 1960-04-19 | Jr Dana Burks | Process for the decontamination of mustard gas-contaminated carbon fabric |
| US3079346A (en) * | 1960-05-04 | 1963-02-26 | John B Jackson | Decontaminating solution |
| US3714349A (en) * | 1965-12-14 | 1973-01-30 | Us Navy | Non-corrosive non-flammable,low toxic organophosphorus detoxifying solution |
| US3810788A (en) * | 1966-02-15 | 1974-05-14 | P Steyermark | Method for decontaminating chemical warfare agents |
| US3810842A (en) * | 1966-02-15 | 1974-05-14 | Grace W R & Co | Composition for decontaminating chemical warfare agents |
| US3634278A (en) * | 1969-02-20 | 1972-01-11 | Us Air Force | Monoethanolamine-lithium decontaminating agent |
| DE2844271A1 (de) * | 1978-10-11 | 1980-04-24 | Bayer Ag | 3-chlorostyryl-2,2-dimethyl-cyclopropancarbonsaeure-(4-fluoro-3-phenoxy- alpha -cyano-benzyl)-ester, verfahren zu ihrer herstellung und ihre verwendung als ektoparasitizide |
| DD299458A7 (de) * | 1980-02-04 | 1992-04-23 | Bundesamt Fuer Wehrtechnik Und Beschaffung,De | Entgiftungsmittel mit universeller wirkung gegen chemische kampfstoffe |
| DD301726A9 (de) * | 1989-01-04 | 1993-08-19 | Berlin Chemie Ag | Fluessigkeit zur entgiftung toxischer substanzen |
| DK169079B1 (da) * | 1991-11-12 | 1994-08-08 | Ebbe Damgaard Larsen | I det væsentlige vandfrit middel til aflakering af emner af let korroderbare materialer, hvilket middel indeholder N-methyl-pyrrolidon, kaliumhydroxyd og en alkohol med 2-3 karbonatomer samt fremgangsmåde til dets fremstilling og anvendelse af dette |
| DE19606316A1 (de) * | 1996-02-21 | 1997-08-28 | Oekologische Sanierungs Und En | Verfahren zur Behandlung von mit organischen Schadstoffen kontaminiertem Holz |
| DE19742297C2 (de) * | 1997-09-25 | 2000-06-29 | Volker Birke | Verfahren zur reduktiven Dehalogenierung von halogenorganischen Stoffen |
| DE19903986A1 (de) * | 1999-02-02 | 2000-08-10 | Friedrich Boelsing | Verfahren zur reduktiven Dehalogenierung von Halogenkohlenwasserstoffen |
| US6723349B1 (en) * | 1999-10-12 | 2004-04-20 | Emory University | Polyoxometalate materials, metal-containing materials, and methods of use thereof |
-
2001
- 2001-03-14 DE DE10112720A patent/DE10112720A1/de not_active Withdrawn
-
2002
- 2002-02-02 EP EP02712886A patent/EP1368095B1/fr not_active Expired - Lifetime
- 2002-02-02 KR KR10-2003-7011986A patent/KR20030086304A/ko not_active Withdrawn
- 2002-02-02 WO PCT/EP2002/001095 patent/WO2002072206A1/fr not_active Ceased
- 2002-02-02 AT AT02712886T patent/ATE345851T1/de not_active IP Right Cessation
- 2002-02-02 DE DE50208780T patent/DE50208780D1/de not_active Expired - Lifetime
- 2002-02-02 JP JP2002571161A patent/JP4313043B2/ja not_active Expired - Fee Related
-
2003
- 2003-09-09 US US10/659,045 patent/US20040096415A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR20030086304A (ko) | 2003-11-07 |
| ATE345851T1 (de) | 2006-12-15 |
| EP1368095A1 (fr) | 2003-12-10 |
| JP2004532058A (ja) | 2004-10-21 |
| US20040096415A1 (en) | 2004-05-20 |
| DE50208780D1 (de) | 2007-01-04 |
| DE10112720A1 (de) | 2002-10-02 |
| WO2002072206A1 (fr) | 2002-09-19 |
| JP4313043B2 (ja) | 2009-08-12 |
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