EP0371201A1 - Procédé d'hydrogénation des composés organochlorés et de neutralisation du gaz chlorhydrique en résultant ainsi qu'un agent de neutralisation pour le gaz chlorhydrique résultant des composés organochlorés - Google Patents
Procédé d'hydrogénation des composés organochlorés et de neutralisation du gaz chlorhydrique en résultant ainsi qu'un agent de neutralisation pour le gaz chlorhydrique résultant des composés organochlorés Download PDFInfo
- Publication number
- EP0371201A1 EP0371201A1 EP89114324A EP89114324A EP0371201A1 EP 0371201 A1 EP0371201 A1 EP 0371201A1 EP 89114324 A EP89114324 A EP 89114324A EP 89114324 A EP89114324 A EP 89114324A EP 0371201 A1 EP0371201 A1 EP 0371201A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- neutralizing agent
- carrier material
- hydrogenation
- hydrogen chloride
- oil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000003795 chemical substances by application Substances 0.000 title claims abstract description 48
- 230000003472 neutralizing effect Effects 0.000 title claims abstract description 47
- 238000005984 hydrogenation reaction Methods 0.000 title claims abstract description 27
- 238000000034 method Methods 0.000 title claims abstract description 26
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 title claims abstract description 18
- IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 title claims abstract description 18
- 229910000041 hydrogen chloride Inorganic materials 0.000 title claims abstract description 18
- 238000006386 neutralization reaction Methods 0.000 title abstract description 9
- 150000001875 compounds Chemical class 0.000 title description 5
- 238000006243 chemical reaction Methods 0.000 claims abstract description 15
- 150000004045 organic chlorine compounds Chemical class 0.000 claims abstract description 15
- 239000000463 material Substances 0.000 claims abstract description 6
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000007788 liquid Substances 0.000 claims abstract description 4
- 239000012876 carrier material Substances 0.000 claims description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 150000003839 salts Chemical class 0.000 claims description 11
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims description 10
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 10
- 229910052979 sodium sulfide Inorganic materials 0.000 claims description 9
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 claims description 9
- 229940031826 phenolate Drugs 0.000 claims description 8
- 239000003245 coal Substances 0.000 claims description 7
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims description 6
- 229910000019 calcium carbonate Inorganic materials 0.000 claims description 5
- 235000010216 calcium carbonate Nutrition 0.000 claims description 5
- ODINCKMPIJJUCX-UHFFFAOYSA-N Calcium oxide Chemical compound [Ca]=O ODINCKMPIJJUCX-UHFFFAOYSA-N 0.000 claims description 4
- 239000002253 acid Substances 0.000 claims description 4
- 239000000571 coke Substances 0.000 claims description 4
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 4
- 235000017550 sodium carbonate Nutrition 0.000 claims description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 3
- BDAGIHXWWSANSR-UHFFFAOYSA-M Formate Chemical compound [O-]C=O BDAGIHXWWSANSR-UHFFFAOYSA-M 0.000 claims description 3
- 150000007513 acids Chemical class 0.000 claims description 3
- 239000003077 lignite Substances 0.000 claims description 3
- 150000007524 organic acids Chemical class 0.000 claims description 3
- 235000005985 organic acids Nutrition 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 claims description 2
- 238000004061 bleaching Methods 0.000 claims description 2
- 239000000292 calcium oxide Substances 0.000 claims description 2
- 229910052593 corundum Inorganic materials 0.000 claims description 2
- 229910001845 yogo sapphire Inorganic materials 0.000 claims description 2
- 238000001125 extrusion Methods 0.000 claims 1
- 238000005470 impregnation Methods 0.000 claims 1
- 238000002844 melting Methods 0.000 claims 1
- 230000008018 melting Effects 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000003921 oil Substances 0.000 abstract description 23
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract description 12
- 239000000460 chlorine Substances 0.000 abstract description 12
- 229910052801 chlorine Inorganic materials 0.000 abstract description 12
- 239000002699 waste material Substances 0.000 abstract description 6
- 239000002480 mineral oil Substances 0.000 abstract description 5
- 239000000126 substance Substances 0.000 abstract description 5
- 239000011148 porous material Substances 0.000 abstract description 3
- 238000001556 precipitation Methods 0.000 abstract description 3
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 10
- 239000011734 sodium Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000047 product Substances 0.000 description 8
- 150000003071 polychlorinated biphenyls Chemical class 0.000 description 6
- 230000008901 benefit Effects 0.000 description 5
- 239000011575 calcium Substances 0.000 description 5
- 239000003054 catalyst Substances 0.000 description 5
- 238000002474 experimental method Methods 0.000 description 5
- 239000011780 sodium chloride Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- 239000001257 hydrogen Substances 0.000 description 3
- 229910052739 hydrogen Inorganic materials 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- -1 Na2G03 Chemical compound 0.000 description 2
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000002485 combustion reaction Methods 0.000 description 2
- 238000009826 distribution Methods 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000295 fuel oil Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 235000010446 mineral oil Nutrition 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 239000011269 tar 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
- 241000251468 Actinopterygii Species 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 206010010774 Constipation Diseases 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 241000270295 Serpentes Species 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 235000019270 ammonium chloride Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003575 carbonaceous material Substances 0.000 description 1
- 230000003197 catalytic effect Effects 0.000 description 1
- 238000004939 coking Methods 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 230000006735 deficit Effects 0.000 description 1
- 238000007033 dehydrochlorination reaction Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 150000004826 dibenzofurans Chemical class 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000007717 exclusion Effects 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 210000004251 human milk Anatomy 0.000 description 1
- 235000020256 human milk Nutrition 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N iron oxide Inorganic materials [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 1
- 235000013980 iron oxide Nutrition 0.000 description 1
- VBMVTYDPPZVILR-UHFFFAOYSA-N iron(2+);oxygen(2-) Chemical class [O-2].[Fe+2] VBMVTYDPPZVILR-UHFFFAOYSA-N 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000010687 lubricating oil Substances 0.000 description 1
- 238000005065 mining Methods 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000010908 plant waste Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 239000011833 salt mixture Substances 0.000 description 1
- 150000003388 sodium compounds Chemical class 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 239000010913 used oil Substances 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
Images
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
- A62D3/37—Processes for making harmful chemical substances harmless or less harmful, by effecting a chemical change in the substances by reacting with chemical agents by reduction, e.g. hydrogenation
-
- 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
Definitions
- the invention relates to a process for, in particular refining, hydrogenation of organochlorine compounds, such as chlorine-contaminated mineral oils or chlorine-containing carbon-based substances and in particular chlorine-containing waste materials, in which the hydrogen chloride obtained from the organochlorine compound is neutralized, and a neutralizing agent for hydrogen chloride obtained from organochlorine compounds.
- organochlorine compounds such as chlorine-contaminated mineral oils or chlorine-containing carbon-based substances and in particular chlorine-containing waste materials
- the PCB is non-biodegradable, persistent and ubiquitous, and is therefore also used in the food chain, such as in fish, in breast milk and the like. The like. Found increasingly.
- Other combustible substances containing organochlorine compounds can also be disposed of by incineration only in high-temperature incineration plants without polluting the environment, because otherwise highly toxic compounds, such as dioxin, are also formed. It has been shown that the hydrogenative treatment of organochlorine compounds is a useful alternative to high-temperature combustion, in which ecologically unsafe or harmful by-products or waste products do not arise. Possible working methods for carrying out the method mentioned at the beginning can be found in the older German patent application P 37 23 607.5.
- hydrogenation is preferably carried out in the bottom phase and the HCl formed during the hydrogenation from the organochlorine compound is neutralized by adding a neutralizing agent.
- a neutralizing agent Na2S or soda can be added, resulting in HCl according to the simple equation Na2S + 2 HCl ⁇ 2 NaCl + H2S is intercepted.
- the object of the invention is to prevent negative effects of the addition of neutralizing agent, in particular impairments of the hydrogenation system in the form of blockages due to failed salts or the like, in a method of the type mentioned above, and to propose a neutralizing agent to avoid such problems.
- the neutralizing agent is liquid under the reaction conditions or that the neutralizing agent is soluble in oil, in particular homogeneous, or that the neutralizing agent is present or applied to a, in particular large-pore, carrier material.
- the invention achieves, inter alia, that the precipitations observed with other neutralizing agents, in particular of the neutralizing agent or neutralization product, and the blockages of the hydrogenation system caused thereby, no longer occur and any organochlorine compounds, their hydrogenation according to the general formula: RCl + H2 ⁇ RH + HCl expires, can be successfully hydrogenated by the method according to the invention without causing harmful side effects.
- bases from the first main group of the periodic table were used, or their salts with weak acids, which are in molten form under reaction conditions, such as.
- Disruptions from constipation did not occur, but the neutralization was not so effective that HGl was completely trapped. Rather, it would probably have to be ensured that the molten neutralizing agent came into even closer contact with the gaseous HGl than was possible in the test plant used. Improvements are conceivable here in order to achieve 100% neutralization through intimate contact and sufficient dwell time.
- the phenol formed was partially hydrogenated further under the hydrogenation conditions to cyclohexane.
- An industrial use is primarily considered when Na phenolate is available inexpensively, e.g. B. as a waste product from the dephenolation of coking plant waste water.
- Bases and / or their salts with weak acids from the first main group of the periodic table for. B. NaOH, Na2G03, or Na2S. It is equally possible to use alkaline earth bases or their salts with a weak acid, such as Ga (OH) 2, GaCO3 or Ca (HCO3) 2.
- the solubility of Ca (HCO3) 2 in water at 20 ° C is 16.6g per 100 g of water.
- the solubility of CaCO3 at 18 ° C is 1.5 x 10 ⁇ 3 g per 100 g of water.
- the support material e.g. B. Al2O3, activated carbon, activated coke, ßraunkohlenkoks, lignite grudge, bleaching earth or Herdokenkoks.
- the carrier material was soaked with the dissolved neutralizing agent, e.g. B. Na2S in aqueous solution and the water removed by drying.
- the neutralizing agent e.g. B. Na2S
- oil-soluble neutralizing agents can also be used in organic solution, e.g. B. Na phenolate in mineral oil, which is of economic advantage in industrial production because of the low heat of vaporization compared to water.
- the neutralizing agent is present in the finest distribution on the surface or in the pores of the carrier material.
- the particular advantage of this method lies in the fact that the neutralizing agent sits immobilized on the carrier and cannot settle on the walls in the heater or the reactor and therefore cannot cause disturbances due to blockages. Salt deposits in the preheater snakes are also avoided. Such deposits would otherwise give rise to deterioration in the heat transfer.
- Another advantage of distributing the neutralizing agent in a large-area, in particular porous carrier material is the fine distribution, which favors the trapping of the gaseous HCl and is comparable in its effect to a homogeneously distributed neutralizing agent.
- Waste oil e.g. B. used motor oil from motor vehicles, with 0.5% by weight of organochlorine in the form of polychlorinated biphenyls, for. B. is mixed in a stirred tank 1 with a chlorine-based overstoichiometric amount of neutralizing agent on the support material and, if necessary, with the required amount of hydrogenation catalyst.
- the amount of neutralizing agent is determined by the chlorine content in the feed oil and the concentration of the neutralizing agent on the carrier. Examples of neutralizing agents used are:
- neutralizing agents melted under reaction conditions NaOH, Na acetate, Na formate; as an oil-soluble neutralizing agent: Na phenolate, Na salts of higher organic acids and as neutralizing agent applied to a carrier material or already present: Na2CO3, Na2S, CaCO3, CaO, Ca (HCO3) 2.
- Disposable catalysts have been used as examples of hydrogenation catalysts.
- Particularly suitable as cheap disposable catalysts are the finely divided iron oxides, such as Bayer mass from aluminum production, which have been tried and tested in coal hydrogenation in an amount of approx. 2% by weight, based on oil.
- the oil-neutralizing agent mixture is introduced via a pump 2 into the high pressure area and together with hydrogen under z. B. brought the following conditions to reaction.
- the mixture is in a Vorheitzer 3 to the reaction temperature of z. B. heated to 440 ° C and then transferred to a bottom phase reactor 4 and there at a pressure of 50 to 300 bar and temperatures between 300 and 500 ° C, preferably between 300 and 450 ° C, brought to reaction.
- Some of the dehydrochlorination of the organochlorine compound with the formation of HCl takes place in the preheater, but essentially in the bottom phase reactor.
- the HCl is neutralized spontaneously and deposited as a salt on the carrier material.
- the product stream leaving the bottom phase reactor 4, consisting of oil vapors, solids and gases, is separated into two phases in a downstream hot separator 5, namely a top product and a bottom product.
- the neutralizing agent / salt mixture with the heavy oil fractions is discharged and fed to a vacuum column 6 in order to be freed from distillable oils there.
- the vacuum residue separated in the vacuum column 6 below contains all of the chlorine in the form of NaCl on the support material.
- the top product of the hot separator 5 consists of chlorine-free oil, gases (C1 to C4) and hydrogen.
- gases C1 to C4
- hydrogen The further processing of this top product stream, in particular in a downstream cold separator 7, is generally known and is not the subject of the invention.
- the organochlorine compounds are thus preferably hydrogenated together with certain oils, the hydrogenation in the presence of hydrogenatable oils having the effect that the released heat of hydrogenation benefits the hydrodechlorination.
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19883840565 DE3840565A1 (de) | 1988-08-15 | 1988-12-01 | Verfahren zur hydrierung von organochlorverbindungen und neutralisation des anfallenden chlorwasserstoffs sowie neutralisationsmittel fuer aus organochlorverbindungen anfallenden chlorwasserstoff |
| DE3840565 | 1988-12-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP0371201A1 true EP0371201A1 (fr) | 1990-06-06 |
Family
ID=6368278
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP89114324A Withdrawn EP0371201A1 (fr) | 1988-12-01 | 1989-08-03 | Procédé d'hydrogénation des composés organochlorés et de neutralisation du gaz chlorhydrique en résultant ainsi qu'un agent de neutralisation pour le gaz chlorhydrique résultant des composés organochlorés |
Country Status (2)
| Country | Link |
|---|---|
| US (1) | US5015457A (fr) |
| EP (1) | EP0371201A1 (fr) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5176897A (en) * | 1989-05-01 | 1993-01-05 | Allied-Signal Inc. | Catalytic destruction of organohalogen compounds |
| US5332496A (en) * | 1993-04-12 | 1994-07-26 | Electrocom Gard, Ltd. | System for performing catalytic dehalogenation of aqueous and/or non-aqueous streams |
| US5382736A (en) * | 1993-05-03 | 1995-01-17 | General Electric Company | Method for catalytic dechlorination of polychlorinated biphenyls |
| US5759504A (en) * | 1994-12-28 | 1998-06-02 | Hitachi, Ltd. | Method for treating organohalogen compounds with catalyst |
| US5695732A (en) * | 1995-06-07 | 1997-12-09 | Molten Metal Technology, Inc. | Method for treating a halogenated organic waste to produce halogen gas and carbon oxide gas streams |
| EP3351505A1 (fr) | 2017-01-20 | 2018-07-25 | Covestro Deutschland AG | Procédé de commande flexible de l'utilisation d'acide chlorhydrique provenant de la production de produits chimiques |
| EP3351513A1 (fr) | 2017-01-20 | 2018-07-25 | Covestro Deutschland AG | Procédé et dispositif de neutralisation d'acide chlorhydrique en continu |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4351978A (en) * | 1980-07-21 | 1982-09-28 | Osaka Prefectural Government | Method for the disposal of polychlorinated biphenyls |
| EP0257260A1 (fr) * | 1986-07-11 | 1988-03-02 | VEBA OEL Technologie und Automatisierung GmbH | Procédé de traitement par hydrogénation des huiles minérales contaminées avec les chlorobiphényles |
| DE3723607A1 (de) * | 1987-07-17 | 1989-01-26 | Ruhrkohle Ag | Verfahren zum hydrierenden aufarbeiten von altoelen |
| EP0308669A1 (fr) * | 1987-08-29 | 1989-03-29 | Asea Brown Boveri Aktiengesellschaft | Procédé pour utiliser une matière de base contenant de l'hydrocarbure halogéné |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2481300A (en) * | 1943-08-10 | 1949-09-06 | Shell Dev | Process for purifying hydrocarbons |
| FR1495622A (fr) * | 1966-08-12 | 1967-09-22 | Commissariat Energie Atomique | Procédé d'incinération de liquides organiques fluorés |
| US3935295A (en) * | 1973-01-23 | 1976-01-27 | Catalysts And Chemicals, Inc. | Process for removing chlorine-containing compounds from hydrocarbon streams |
| GB1458633A (en) * | 1974-09-17 | 1976-12-15 | Ici Ltd | Process for dehalogenating aromatic compounds |
| FR2598089B1 (fr) * | 1986-04-30 | 1989-07-21 | Labofina Sa | Procede de decomposition de composes organiques halogenes applicable notamment aux huiles minerales |
| DE3641205A1 (de) * | 1986-12-03 | 1988-06-09 | Fhw Brenntechnik Gmbh | Vorrichtung zum filtern von umweltschaedlichen abgasen insbesondere von rauchgasen |
| DE3708039A1 (de) * | 1987-03-12 | 1988-10-06 | Hoelter Heinz | Chemisorptionsmittel zur trockenen entschwefelung |
-
1989
- 1989-08-03 EP EP89114324A patent/EP0371201A1/fr not_active Withdrawn
- 1989-08-15 US US07/394,728 patent/US5015457A/en not_active Expired - Fee Related
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4351978A (en) * | 1980-07-21 | 1982-09-28 | Osaka Prefectural Government | Method for the disposal of polychlorinated biphenyls |
| EP0257260A1 (fr) * | 1986-07-11 | 1988-03-02 | VEBA OEL Technologie und Automatisierung GmbH | Procédé de traitement par hydrogénation des huiles minérales contaminées avec les chlorobiphényles |
| DE3723607A1 (de) * | 1987-07-17 | 1989-01-26 | Ruhrkohle Ag | Verfahren zum hydrierenden aufarbeiten von altoelen |
| EP0308669A1 (fr) * | 1987-08-29 | 1989-03-29 | Asea Brown Boveri Aktiengesellschaft | Procédé pour utiliser une matière de base contenant de l'hydrocarbure halogéné |
Also Published As
| Publication number | Publication date |
|---|---|
| US5015457A (en) | 1991-05-14 |
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