EP0324754A1 - Process for dehalogenation of hydrocarbons. - Google Patents
Process for dehalogenation of hydrocarbons.Info
- Publication number
- EP0324754A1 EP0324754A1 EP87906074A EP87906074A EP0324754A1 EP 0324754 A1 EP0324754 A1 EP 0324754A1 EP 87906074 A EP87906074 A EP 87906074A EP 87906074 A EP87906074 A EP 87906074A EP 0324754 A1 EP0324754 A1 EP 0324754A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- reaction
- dehalogenation
- nucleophilic
- halogenated hydrocarbons
- carried out
- 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
- 238000000034 method Methods 0.000 title claims abstract description 30
- 238000005695 dehalogenation reaction Methods 0.000 title claims abstract description 25
- 229930195733 hydrocarbon Natural products 0.000 title abstract description 3
- 150000002430 hydrocarbons Chemical class 0.000 title abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- 239000000376 reactant Substances 0.000 claims abstract description 10
- 230000000269 nucleophilic effect Effects 0.000 claims abstract description 8
- 239000003921 oil Substances 0.000 claims abstract description 5
- 150000008282 halocarbons Chemical class 0.000 claims description 24
- 238000007344 nucleophilic reaction Methods 0.000 claims description 11
- 239000007795 chemical reaction product Substances 0.000 claims description 10
- 239000002689 soil Substances 0.000 claims description 10
- 239000007858 starting material Substances 0.000 claims description 5
- 150000001298 alcohols Chemical class 0.000 claims description 3
- 239000006185 dispersion Substances 0.000 claims description 3
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 150000002013 dioxins Chemical class 0.000 claims description 2
- 238000010438 heat treatment Methods 0.000 claims description 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- 150000004074 biphenyls Chemical class 0.000 claims 1
- 239000010802 sludge Substances 0.000 claims 1
- 150000001491 aromatic compounds Chemical class 0.000 abstract 1
- 239000002893 slag Substances 0.000 abstract 1
- ODINCKMPIJJUCX-UHFFFAOYSA-N calcium oxide Inorganic materials [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 description 27
- 239000000126 substance Substances 0.000 description 19
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 18
- 239000000292 calcium oxide Substances 0.000 description 16
- 235000012255 calcium oxide Nutrition 0.000 description 16
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 13
- 150000003071 polychlorinated biphenyls Chemical class 0.000 description 11
- 239000002480 mineral oil Substances 0.000 description 9
- 239000002699 waste material Substances 0.000 description 8
- 239000000203 mixture Substances 0.000 description 7
- 239000000920 calcium hydroxide Substances 0.000 description 6
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 239000007787 solid Substances 0.000 description 6
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 5
- BRPQOXSCLDDYGP-UHFFFAOYSA-N calcium oxide Chemical compound [O-2].[Ca+2] BRPQOXSCLDDYGP-UHFFFAOYSA-N 0.000 description 5
- 229940087373 calcium oxide Drugs 0.000 description 5
- 238000002485 combustion reaction Methods 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 230000002209 hydrophobic effect Effects 0.000 description 5
- 239000012535 impurity Substances 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- -1 dibenzodioxins Chemical class 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 230000009257 reactivity Effects 0.000 description 4
- RELMFMZEBKVZJC-UHFFFAOYSA-N 1,2,3-trichlorobenzene Chemical class ClC1=CC=CC(Cl)=C1Cl RELMFMZEBKVZJC-UHFFFAOYSA-N 0.000 description 3
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 230000007613 environmental effect Effects 0.000 description 3
- 231100000614 poison Toxicity 0.000 description 3
- 229910052708 sodium Inorganic materials 0.000 description 3
- 239000011734 sodium Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000356 contaminant Substances 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 150000004826 dibenzofurans Chemical class 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 239000003344 environmental pollutant Substances 0.000 description 2
- 150000002366 halogen compounds Chemical class 0.000 description 2
- CKAPSXZOOQJIBF-UHFFFAOYSA-N hexachlorobenzene Chemical compound ClC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl CKAPSXZOOQJIBF-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000002574 poison Substances 0.000 description 2
- 231100000719 pollutant Toxicity 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 239000004576 sand Substances 0.000 description 2
- 239000003440 toxic substance Substances 0.000 description 2
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 description 1
- 235000011941 Tilia x europaea Nutrition 0.000 description 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 238000005056 compaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000007423 decrease Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000004571 lime Substances 0.000 description 1
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical compound [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 description 1
- 239000000347 magnesium hydroxide Substances 0.000 description 1
- 229910001862 magnesium hydroxide Inorganic materials 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 150000002790 naphthalenes Chemical class 0.000 description 1
- 239000012038 nucleophile Substances 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- NFBOHOGPQUYFRF-UHFFFAOYSA-N oxanthrene Chemical compound C1=CC=C2OC3=CC=CC=C3OC2=C1 NFBOHOGPQUYFRF-UHFFFAOYSA-N 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- CEOCDNVZRAIOQZ-UHFFFAOYSA-N pentachlorobenzene Chemical compound ClC1=CC(Cl)=C(Cl)C(Cl)=C1Cl CEOCDNVZRAIOQZ-UHFFFAOYSA-N 0.000 description 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-N phosphinic acid Chemical compound O[PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-N 0.000 description 1
- 125000003367 polycyclic group Chemical group 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000725 suspension Substances 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
- A62D3/34—Dehalogenation using reactive chemical agents able to degrade
-
- 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
- A62D2101/20—Organic substances
- A62D2101/22—Organic substances containing halogen
-
- 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
- A62D2101/20—Organic substances
- A62D2101/28—Organic substances containing oxygen, sulfur, selenium or tellurium, i.e. chalcogen
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S210/00—Liquid purification or separation
- Y10S210/902—Materials removed
- Y10S210/908—Organic
- Y10S210/909—Aromatic compound, e.g. pcb, phenol
Definitions
- halogenated hydrocarbons can be dehalogenated with metals such as sodium and potassium.
- the reaction is carried out at elevated temperature, for example with molten sodium in the form of a suspension. ..
- the object of the invention is therefore to provide a method which leads to a complete dehalogenation of halogenated hydrocarbons under relatively mild conditions and is also applicable to the highly contaminated, frequently water-containing problematic substances mentioned in practice mentioned at the outset in practice in an indefinable composition .
Landscapes
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Business, Economics & Management (AREA)
- Emergency Management (AREA)
- Fire-Extinguishing Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Pour déshalogéner des hydrocarbures, notamment des composés aromatiques polychlorés, que l'on peut trouver également dans des huiles, des crasses d'huile ou dans la vase ou la terre, on les disperse selon le procédé DCR, et on fait réagir le produit de réaction finement dispersé ainsi obtenu en présence d'un corps réactionnel nucléophile jusqu'à déshalogénation.To dehalogenate hydrocarbons, in particular polychlorinated aromatic compounds, which can also be found in oils, oil slags or in silt or earth, they are dispersed according to the DCR process, and the product of finely dispersed reaction thus obtained in the presence of a nucleophilic reactant until dehalogenation.
Description
Claims
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AT87906074T ATE58641T1 (en) | 1986-09-24 | 1987-09-23 | PROCESS FOR THE DEHALOGENATION OF HALOGENATED HYDROCARBONS. |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19863632363 DE3632363A1 (en) | 1986-09-24 | 1986-09-24 | METHOD FOR DEHALOGENATING HALOGENED CARBON HYDROGEN |
DE3632363 | 1986-09-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
EP0324754A1 true EP0324754A1 (en) | 1989-07-26 |
EP0324754B1 EP0324754B1 (en) | 1990-11-28 |
Family
ID=6310197
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP87906074A Expired - Lifetime EP0324754B1 (en) | 1986-09-24 | 1987-09-23 | Process for dehalogenation of hydrocarbons |
Country Status (5)
Country | Link |
---|---|
US (1) | US5108647A (en) |
EP (1) | EP0324754B1 (en) |
JP (1) | JPH0661373B2 (en) |
DE (2) | DE3632363A1 (en) |
WO (1) | WO1988002268A1 (en) |
Families Citing this family (18)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE4105562A1 (en) * | 1991-02-22 | 1992-08-27 | Hoelter Heinz | Conversion of toxic halogenated organic cpds. from incinerator filter dust - comprises adding glycol to alkaline e.g. filter dust or absorption material and adding water-glass to agglomerate |
CA2081307A1 (en) * | 1991-03-01 | 1992-09-02 | Friedrich Boelsing | Method for producing homogeneous, fine, pulverulent solids dispersions optionally containing active substances |
JPH05137812A (en) * | 1991-11-20 | 1993-06-01 | Hitachi Zosen Corp | Thermal decomposition of organic chrorine compound |
DE4207943A1 (en) * | 1992-03-12 | 1993-09-16 | Srl Sommer Recycling Lauta Gmb | Sec. aluminium@ smelter and refiner residue and filter dust detoxification - to remove poly:halogenated organic cpds. with recovery of aluminium cpds. by lixiviation and hydrothermal or thermal treatment with alkali |
GB9207236D0 (en) * | 1992-04-02 | 1992-05-13 | Grosvenor Power Services Ltd | Treatment of liquids |
DE59307919D1 (en) * | 1992-09-06 | 1998-02-12 | Solvay Deutschland | Process for the treatment of organic substances, in particular wastewater from the production of epichlorohydrin containing chloroorganic compounds |
EP0617985A1 (en) * | 1993-03-27 | 1994-10-05 | VAW Aluminium AG | Process for the dehalogenation of the aromatic halogenated hydrocarbons |
DE4334056A1 (en) * | 1993-10-06 | 1995-04-13 | Bayer Ag | Process for the dechlorination of chlorinated aromatic compounds |
US5491281A (en) * | 1994-05-12 | 1996-02-13 | Bhat Industries, Inc. | Reactive exothermic liquid - inorganic solid hybrid process |
NO308831B1 (en) * | 1995-03-22 | 2000-11-06 | Nkt Res Ct As | Process for the treatment of halogen-containing waste material |
JPH1024276A (en) * | 1996-07-10 | 1998-01-27 | Toyohisa Eto | Method for making harmful waste harmless and treating agent for making harmless used for method thereof |
US5936137A (en) * | 1997-06-06 | 1999-08-10 | The United States Of America As Represented By The Secretary Of Commerce | Process for destroying halogenated compounds |
DE19903986A1 (en) * | 1999-02-02 | 2000-08-10 | Friedrich Boelsing | Reductive dehalogenation of halohydrocarbons under mild conditions, e.g. for removing toxic chloroaromatic compounds from waste oil or soil, using reducing metal in presence of amine |
DE19903987A1 (en) * | 1999-02-02 | 2000-08-10 | Friedrich Boelsing | Rapid reductive dehalogenation of halohydrocarbons, e.g. for removing toxic chloroaromatic compounds from waste oil or soil, by contacting finely divided solid starting material with reducing metal |
JP2000247636A (en) * | 1999-02-24 | 2000-09-12 | Morikawa Sangyo Kk | Treatment process and equipment for converting halogen in organohalogen compound and organic compound into inorganic matter |
JP4458585B2 (en) * | 1999-09-09 | 2010-04-28 | 祝治 朝倉 | Methods for decomposing and detoxifying harmful organic compounds |
JP2002336373A (en) * | 2001-05-17 | 2002-11-26 | Miura Co Ltd | Method of treating organic solution containing halogen organic compound |
US20050256359A1 (en) * | 2004-05-11 | 2005-11-17 | Dcr International Environmental Services, B.V. | Process for the oxidative degradation of toxic organic compounds |
Family Cites Families (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4186040A (en) * | 1964-12-02 | 1980-01-29 | The United States Of America As Represented By The Secretary Of The Army | "BZ" containing pyrotechnic compositions |
DE2443152C3 (en) * | 1974-09-10 | 1981-05-21 | Bayer Ag, 5090 Leverkusen | Process for the preparation of phenols meta-substituted by halogen |
DE2533790C3 (en) * | 1975-07-29 | 1980-10-02 | Friedrich Prof. Dipl.-Chem. Dr. 4965 Lindhorst Boelsing | Process for the production of mineral oils, substances similar to mineral oil or solid hydroxides containing mineral oil and the use of products obtained thereafter |
DE2533789C3 (en) * | 1975-07-29 | 1981-06-25 | Bölsing, Friedrich, Prof. Dr. Dipl.-Chem., 3067 Lindhorst | Process for the even distribution of substances or mixtures of substances in the course of the production of powdery preparation |
DE2533791C3 (en) * | 1975-07-29 | 1981-06-19 | Bölsing, Friedrich, Prof. Dr. Dipl.-Chem., 3067 Lindhorst | Process for the production of solid and / or liquid substances or mixtures of substances in finely divided solid hydroxides |
US4327027A (en) * | 1979-06-15 | 1982-04-27 | Vertac Chemical Corporation | Chemical detoxification of toxic chlorinated aromatic compounds |
US4337368A (en) * | 1980-04-21 | 1982-06-29 | The Franklin Institute | Reagent and method for decomposing halogenated organic compounds |
US4483716A (en) * | 1982-09-30 | 1984-11-20 | The Franklin Institute | Poultice method for extracting hazardous spills |
US4430208A (en) * | 1982-10-29 | 1984-02-07 | The Franklin Institute | Method for the solvent extraction of polychlorinated biphenyls |
IT1161215B (en) * | 1983-03-10 | 1987-03-18 | Sea Marconi Decontamin Srl | PROCESS FOR THE DECOMPOSITION AND DECONTAMINATION OF ORGANIC COMPOUNDS AND HALOGENATED TOXIC AGENTS |
US4477357A (en) * | 1983-09-06 | 1984-10-16 | Hazardous Waste Management, Inc. | Detoxification of substances by utilization of ultrasonic energy |
JPS60139263A (en) * | 1983-12-28 | 1985-07-24 | 株式会社クリーンジャパンケミカル | Immobilization treatment of liquid organic halide and reactive treating material used therein |
DE3447337C2 (en) * | 1984-12-24 | 1986-11-06 | Nukem Gmbh, 6450 Hanau | Process for the chemical-thermal decomposition of higher halogenated hydrocarbons |
US4574013A (en) * | 1985-04-18 | 1986-03-04 | Galson Research Corporation | Method for decontaminating soil |
US4675464A (en) * | 1986-07-09 | 1987-06-23 | Government Of The United States As Represented By The Administrator Of The Environmental Protection Agency | Chemical destruction of halogenated aliphatic hydrocarbons |
US4949641A (en) * | 1990-03-05 | 1990-08-21 | The United States Of America As Represented By The Secretary Of The Army | Method of safely detoxifying mustard gases |
-
1986
- 1986-09-24 DE DE19863632363 patent/DE3632363A1/en not_active Withdrawn
-
1987
- 1987-09-23 DE DE8787906074T patent/DE3766500D1/en not_active Expired - Lifetime
- 1987-09-23 WO PCT/DE1987/000433 patent/WO1988002268A1/en active IP Right Grant
- 1987-09-23 JP JP62505594A patent/JPH0661373B2/en not_active Expired - Fee Related
- 1987-09-23 EP EP87906074A patent/EP0324754B1/en not_active Expired - Lifetime
-
1991
- 1991-03-26 US US07/679,159 patent/US5108647A/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO8802268A1 * |
Also Published As
Publication number | Publication date |
---|---|
JPH02500006A (en) | 1990-01-11 |
US5108647A (en) | 1992-04-28 |
WO1988002268A1 (en) | 1988-04-07 |
EP0324754B1 (en) | 1990-11-28 |
JPH0661373B2 (en) | 1994-08-17 |
DE3632363A1 (en) | 1988-03-31 |
DE3766500D1 (en) | 1991-01-10 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
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 |
|
17P | Request for examination filed |
Effective date: 19890421 |
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