JP2005253884A - Method for decomposition treatment and loop decomposition system for organic halogen compound - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for decomposition treatment and a system for decomposition treatment for organic halogen compounds capable of continuously rendering an oil with a small amount of the organic halogen compounds harmless without requiring a process to separate a catalyst with low possibility of producing side reaction products. <P>SOLUTION: The method for decomposition treatment for the organic halogen compounds to render the oil containing the organic halogen compounds filled or stored in a container harmless, enables the organic halogen compounds to be decomposed by adding a hydrogen donor and an alkali compound to the oil containing the organic halogen compounds, discharging the processed liquid from the container and continuously passing the liquid through a catalyst column, and then circulating it back to the container. <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a decomposition processing method and a decomposition system for detoxifying an organic halogen compound-containing oil filled or stored in a container.

  Among various organic halogen compounds, polychlorinated biphenyl (hereinafter sometimes abbreviated as PCB) is extremely harmful to living organisms including the human body. Therefore, it was designated as a specified chemical substance in 1973, and its manufacture, importation, Use is prohibited. However, after that, tens of thousands of tons of PCBs are left untreated without determining an appropriate disposal method. PCB decomposes PCB safely technically because chlorinated dibenzo-p-dioxin (PCDD) and dibenzofuran (PCDF), which are highly toxic dioxins, are by-produced at high temperature (30 to 750 ° C) decomposition. This is difficult, and various safe and efficient decomposition methods for PCBs have been studied for many years.

  For example, Patent Document 1 discloses dehalogenation of harmful organic halogen compounds by irradiating microwaves while blowing hydrogen gas into a mixed system containing activated carbon supporting platinum and an aromatic chlorine compound (parachlorophenol). A method has been proposed.

Patent Document 2 discloses a hydrocarbon oil containing a small amount of a halogenated aromatic compound (a recovered trans oil containing PCB), sodium ethoxide using 1,3-dimethyl-2-imidazolidinone (DMI) as a solvent. There has been proposed a method of removing a halogenated aromatic compound by separating a hydrocarbon oil after heating at 100 ° C. or more and 300 ° C. or less in the presence of an alkali substance such as NaOH or NaOH.
JP 2001-19646 A JP-A-6-25691

  However, in the method described in Patent Document 1, it is necessary to supply hydrogen gas from the outside to a reaction system containing an aromatic chlorine compound, which is not preferable as a practical technique. Moreover, since the method described in Patent Document 2 is a reaction at a high temperature (100 to 300 ° C.), there is a high possibility that a side reaction product is generated.

  In addition, the conventional batch type processing requires a very large facility for mass processing, and the powdered catalyst is directly introduced into the oil, so that the catalyst is separated from the detoxified waste oil. However, it took a lot of work. In addition, when a fixed bed type catalyst is used, there is a problem that the chance of contact with PCB is reduced and the reaction does not proceed satisfactorily. Furthermore, although it is effective to irradiate ultrasonic waves to remove the influence of the clusters in the oil, the batch method has a problem that the catalyst is also destroyed.

  Also, because assessment is required for the construction of PCB processing facilities and PCB transportation, PCBs can be rendered harmless at sites such as transformer storage, and PCBs can be safely processed in large quantities. In addition, development of a method that can be decomposed at low cost has been desired.

  The present invention has been made in view of the above-described conventional problems, and can continuously detoxify oil mixed with a small amount of an organic halogen compound, and further, it is not necessary to separate a catalyst, and a side reaction. It is an object of the present invention to provide an organic halogen compound decomposition treatment method and decomposition system with a low possibility of producing a product.

  As a result of intensive studies to solve the above problems, the present inventors have added a hydrogen donor and an alkali to an oil in which a trace amount of an organic halogen compound is mixed, and forcibly circulates the oil to a column packed with a catalyst. Thus, it has been found that the organic halogen compound in the oil can be continuously detoxified, and the present invention has been completed.

  In other words, the first invention of the present application is a method for decomposing an organic halogen compound that renders the organic halogen compound-containing oil filled or stored in a container harmless, wherein the organic halogen compound-containing oil contains a hydrogen donor and an alkali. The organic halogen compound is decomposed by adding the compound, extracting the liquid to be treated from the container, continuously circulating the liquid to the catalyst column, and then circulating to the container. A decomposition method is provided.

  According to a second invention of the present application, in the first invention, the hydrogen donor is at least one selected from the group consisting of a heterocyclic compound, an amine compound, an alcohol compound, a ketone compound, and an alicyclic compound. There is provided a method for decomposing an organic halogen compound, characterized in that the compound is a single compound.

  According to a third invention of the present application, in the first invention, the catalyst is at least one compound selected from the group consisting of a carbon crystal compound and a metal-supported carbon compound. Provide a method.

  A fourth invention of the present application is characterized in that, in the first to third inventions, after the catalyst is regenerated by circulating a cleaning agent through the catalyst column after the decomposition treatment, the catalyst column is reused for the decomposition treatment. A method for decomposing an organic halogen compound is provided.

  According to a fifth invention of the present application, in the first to fourth inventions, at least two systems of catalyst columns for decomposing an organic halogen compound by circulating a liquid to be treated are used, and the organic halogen in the liquid to be treated in one of the catalyst columns. Provided is a method for decomposing an organic halogen compound, wherein the catalyst is regenerated in the other catalyst column while the compound is decomposed.

  A sixth invention of the present application provides the method for decomposing an organic halogen compound according to the fourth or fifth invention, wherein the cleaning agent is an organic solvent.

  A seventh invention of the present application provides the method for decomposing an organic halogen compound according to the first to sixth inventions, wherein the container is a transformer, a large transformer, or an OF cable insulating oil tank.

  An eighth invention of the present application is an organic halogen compound loop decomposition treatment system for detoxifying an organic halogen compound-containing oil filled or stored in a container, wherein a hydrogen donor and an alkali compound are contained in the organic halogen compound-containing oil. An extraction means for extracting the added liquid to be treated from the container; a catalyst column for circulating the liquid to be treated for decomposing the organic halogen compound; a circulation means for circulating the liquid to be treated that has circulated through the catalyst column to the container; An organic halogen compound loop decomposition system characterized by comprising:

  According to a ninth aspect of the present invention, there is provided the organic halogen compound loop decomposition system according to the eighth aspect, further comprising a cleaning solvent supply means for cleaning the used catalyst column with a cleaning agent. .

  According to a tenth aspect of the present invention, there is provided the organic halogen compound loop decomposition system according to the eighth or ninth aspect, further comprising an ultrasonic generator near the inlet of the catalyst column.

  As described above, according to the decomposition processing method and decomposition system of the present invention, it is possible to continuously and rapidly process oil such as insulating oil mixed with organic halogen compounds such as PCB. In addition, by regenerating the catalyst, even if the catalyst deteriorates and the decomposition reaction does not proceed, the treatment can be continued continuously without disassembling the circulation device, and the influence on the surrounding environment can be reduced. it can. In addition, since it can be easily decomposed at room temperature and normal pressure, it can be dehalogenated at the site of transformer storage, etc., and detoxify a large amount of PCB on a practical scale. Is possible.

  That is, according to the decomposition processing method of the first invention and the loop decomposition system of the eighth invention, a hydrogen donor and an alkali compound are added to insulating oil mixed with a trace amount of PCB filled or stored in a container. PCB can be detoxified by simply circulating it through the catalyst-packed column, so that it is not necessary to separate the catalyst from the detoxified oil.

  According to the second and third inventions, the dehalogenation efficiency of the organic halogen compound can be increased by using the organic hydrogen donor and the inorganic catalyst.

  According to the fourth to sixth inventions, even when the catalyst deteriorates and the decomposition reaction does not proceed, the catalyst can be regenerated by washing with an organic solvent or the like, and the regeneration process is performed simultaneously with the decomposition process. Can continue the decomposition process continuously.

  According to the seventh aspect of the invention, it is possible to detoxify the PCB mixed in a small amount in the insulating oil filled or stored in a transformer, a large transformer, an OF cable insulating oil tank or the like.

  According to the ninth aspect, the catalyst can be regenerated by washing the catalyst column with the detergent. Therefore, by having two catalyst columns, detoxification and catalyst regeneration by washing can be performed simultaneously.

  According to the tenth aspect of the invention, it is preferable to include an ultrasonic generator for removing the influence of clusters present in the oil depending on the type of insulating oil, but a cluster destruction device such as an ultrasonic generator is provided. As a result, the decomposition can be promoted by destroying the cluster and exposing the organic halogen compound.

  The organic halogen compound decomposition treatment method and decomposition treatment system according to the present invention will be described below in detail with reference to the drawings.

  Examples of the organic halogen compound to be decomposed according to the present invention include polychlorinated biphenyls (PCB), dioxins and the like, and examples of contaminated oil mixed with a trace amount of PCB include, for example, electrical insulating oil And oil for heat medium, lubricating oil, or mineral oil extracted from organic halogen compound contained in solid.

  In particular, the decomposition method and the decomposition system of the present invention are suitable for processing PCBs that are generally difficult to dehalogenate, and in particular, insulating oils such as pole transformers, large transformers, OF cable insulating oil tanks and the like. Suitable for processing PCB contained therein. Examples of PCBs include the above-mentioned contaminated oil containing 1 ppm to 10,000 ppm of PCB. Examples of commercially available PCBs include KC-200 (main component: biphenyl dichloride), KC-300 (main component: biphenyl trichloride), and KC-400 (main component: Kaneka Chemical Co., Ltd.). (Biphenyl tetrachloride), KC-500 (main component: biphenyl pentachloride), KC-600 (main component: biphenyl bichloride), Arochlor 1254 (54% Chlorine) from Mitsubishi Monsite Corporation, and the like. .

  As shown schematically in FIG. 1, an embodiment of the treatment system of the present invention is a container 1 containing a liquid to be treated in which a hydrogen donor and an alkali compound are added to oil mixed with an organic halogen compound, The extraction pump 2, the catalyst column 3, and the circulation means 4 that circulates the liquid to be treated flowing through the catalyst column 3 to the container 1 are configured as main components. Here, the container 1 may include a supply line 5 for a hydrogen donor and an alkali compound. Alternatively, an unillustrated device (pre-tank) for storing a hydrogen donor and an alkali compound premixed and preliminarily dissolving the alkali compound in the hydrogen donor is installed, and a supply line 5 that supplies the vessel 1 from the device is provided. You may have. The container 1 is provided with a circulation line 6 for supplying the liquid to be treated to the catalyst column by the extraction pump 2. Furthermore, the container 1 may be provided with an ultrasonic generator 7 that can break a cluster formed in the oil to be treated.

  FIG. 2 is a schematic view showing another embodiment of the decomposition processing system of the present invention. In FIG. 2, the container and its peripheral devices, the supply means for the hydrogen donor and the alkali compound to the container, the extraction means for extracting the liquid to be processed from the container, and the circulation means for circulating the liquid to be processed flowing through the catalyst column to the container, The same as FIG.

  FIG. 2 shows an example in which a pole transformer is used as a container. The decomposition treatment system shown in FIG. 2 includes two catalyst columns. A circulation pump 11a for extracting the liquid to be processed from the pole transformer, a circulation line 31 for supplying the extracted liquid to be processed to the catalyst columns 21a and 21b, and a liquid to be processed through the catalyst columns 21a and 21b A circulation line 32 is provided for circulation to the transformer. The catalyst columns 21a and 21b are filled with a catalyst. The catalyst columns 21a and 22b are provided with heaters 17a and 17b that can be used as necessary. The heater can be used for catalyst decomposition and catalyst regeneration.

  In addition, the decomposition processing system of the present invention may include a cluster destruction device such as an ultrasonic generator (not shown) in the vicinity of the liquid inlet of the catalyst columns 21a and 21b. When the solvent in which the organic halogen compound is dissolved is an oil such as insulating oil, the organic halogen compound and the solvent molecule may form a cluster, which may inhibit the decomposition of the organic halogen compound. Providing a cluster destruction device such as an ultrasonic generator is considered to have the effect of destroying these clusters and exposing the organic halogen compounds to facilitate the decomposition reaction.

  The decomposition treatment system of the present invention can be provided with a cleaning solvent supply means for regenerating the deteriorated catalyst in consideration of deterioration of the catalyst column in which the liquid to be processed flows over time. Is preferable in that the decomposition process can be continued continuously. Here, the cleaning solvent supply means includes a cleaning agent (solvent) storage tank 23, a circulation line 34 for supplying the cleaning agent to the catalyst column, and a circulation line 35 for collecting the cleaning agent after cleaning. As shown in a schematic view around the solvent tank 23, a heat exchanger 22 for cooling the recovered solvent may be provided.

  The liquid to be treated extracted from the pole transformer is circulated to either the catalyst column 21a or the catalyst column 21b by controlling the three-way valve (valve) 15, and circulates to the pole transformer through the circulation line 32. It has come to be. After decomposing the liquid to be treated using the catalyst column 21a, in order to regenerate the deteriorated catalyst, the flow of the liquid to be treated is stopped and the column is washed with a solvent. During this time, the decomposition treatment of the liquid to be treated is performed using the catalyst column 21b. When the catalyst column 21b deteriorates with time, the liquid to be treated is decomposed again using the regenerated catalyst column 21a. According to this method and system, the decomposition treatment of the organic halogen compound and the regeneration of the catalyst can be performed simultaneously.

  The regeneration of the catalyst is performed by circulating the solvent from the solvent tank 23 through the solvent circulation lines 34 and 35 to the catalyst column. After the solvent containing KCl, KOH and the like after washing is recovered in the solvent tank 23, the solvent removal valve 18 is recovered. And a new solvent is newly supplied to the solvent recovery tank 24.

  Next, an embodiment of the method for decomposing an organic halogen compound according to the present invention will be described with reference to FIGS.

  First, a liquid to be treated is prepared by adding a hydrogen donor and an alkali compound to a container 1 containing oil mixed with a small amount of PCB shown in FIG. Stir and mix inside the container as necessary. Next, the liquid to be treated is continuously passed through a catalyst column packed with the catalyst shown in FIG. 2 to dehalogenate the organic halogen compound. The reaction temperature during the flow of the catalyst column is set to 10 ° C. to 80 ° C. from the viewpoint of increasing the dehalogenation efficiency while suppressing side reaction products. The distribution time is not particularly limited, but is usually 2 to 300 hours.

  By performing the above decomposition treatment, the organic halogen compound is decomposed, and the decomposition efficiency is lowered due to catalyst deterioration in the catalyst column. In that case, the degraded catalyst column is regenerated, and the liquid to be treated is circulated through the other catalyst column, thereby enabling continuous decomposition treatment. An organic solvent such as acetone or lower alcohol is used for the regeneration treatment of the catalyst. The catalyst regeneration conditions are not particularly limited, but the catalyst is washed by circulating a solvent at 10 to 80 ° C.

  Here, examples of the “hydrogen donor” added to the container in the present invention include organic hydrogen donors such as heterocyclic compounds, amine compounds, alcohol compounds, ketone compounds, and alicyclic compounds. Is mentioned. Among these compounds, alcohol compounds, ketone compounds, and alicyclic compounds are preferable from the viewpoint of safety. In particular, they are highly safe, can be obtained at low cost, and reaction control is easy. From the viewpoint of high decomposition efficiency, alcohol compounds are preferred. These hydrogen donors can be used alone or in any combination of two or more.

  Here, the alcohol compound may be either an aliphatic alcohol or an aromatic alcohol, and a monohydric alcohol or a polyhydric alcohol having a straight chain or a branched chain can be used without limitation. The carbon number of the alcohol compound is preferably in the range of 1 to 12, more preferably in the range of 2 to 9, and still more preferably in the range of 3 to 6. Specific examples of the alcohol compound include, for example, methanol, ethanol, 1-propanol, 2-propanol, n-butanol, s-butanol, t-butanol, 1-pentanol, 2-pentanol, and 3-pentanol. 1-hexanol, 2-hexanol, 3-hexanol, 1-heptanol, 2-heptanol, 3-heptanol, 1-octanol, 2-octanol and other aliphatic alcohols, cyclopropyl alcohol, cyclobutyl alcohol, cyclopentyl alcohol, cyclohexyl Examples thereof include alicyclic alcohols such as alcohol, cycloheptyl alcohol and cyclooctyl alcohol, and polyhydric alcohols such as ethylene glycol, propylene glycol and decalin diol. Among these, 2-propanol and cyclohexanol are particularly preferable from the viewpoint of decomposition efficiency.

  The alkali compound can be used without limitation as long as it can accelerate the dehalogenation reaction of the organic halogen compound, but from the viewpoint of increasing the dehalogenation efficiency, caustic soda, caustic potash, sodium alkoxide, potassium alkoxide. , Calcium hydroxide and the like are preferably used. Among these, caustic soda and caustic potash are particularly preferable from the viewpoint of cost and handling properties. An alkali compound can be used individually or in combination of 2 or more types.

  In the decomposition treatment method of the present invention, the hydrogen donor and the alkali compound may be pre-stirred in advance to dissolve the alkali compound in the hydrogen donor.

  The hydrogen donor is preferably used in an amount of 5 to 50% (vol) based on the organic halogen compound-containing oil. When the amount of the hydrogen donor is less than 5%, the viscosity of the solution increases and the decomposition reaction does not proceed. On the other hand, when the amount of the hydrogen donor exceeds 50%, the reaction proceeds sufficiently, but there is no practical meaning.

  Moreover, it is preferable that an alkali compound shall be 0.1 to 50% (w / v) as a ratio with respect to a hydrogen donor. When the ratio is less than 0.1%, the decomposition reaction does not proceed, and when it exceeds 50%, the alkali cannot be completely dissolved. The alkali compound is preferably used in an amount of 0.02 to 10% (w / v) based on the organic halogen compound-containing oil.

  In the decomposition treatment method of the present invention, when the oil in the container, the hydrogen donor and the alkali compound are mixed, stirring from the outside by shaking, stirring from the inside by a stirrer, microscopic stirring by ultrasonic waves, etc. Any method may be used. As agitation from the outside by shaking, for example, a method of vibrating a container such as a pole transformer using a vibrating stirrer, a shaking table, a shaker or the like (for example, parallel in the vertical and / or horizontal direction) A method of vibrating, a method of rotating and the like) and the like. Examples of the stirring from the inside by the stirrer include a method of stirring the liquid to be treated using a stirrer such as a stirring blade or a magnetic stirrer. In the case of stirring, either continuous stirring or intermittent stirring may be employed.

  The catalyst packed in the catalyst column of the present invention can be used without limitation as long as it can accelerate the dehalogenation reaction of polychlorinated biphenyl, and the type thereof is not particularly limited. An inorganic catalyst has a long catalyst life and is stable even in the presence of an alkali compound, and thus is more preferably used than an organic catalyst. As specific examples of the inorganic catalyst, composite metal oxides, carbon crystal compounds, metal-supported carbon compounds, metal oxides, and the like are preferably used from the viewpoint of increasing dehalogenation efficiency. Among these, from the viewpoint of high safety in an alkaline atmosphere, a carbon crystal compound and a metal-supported carbon compound are preferable, and a metal-supported carbon compound is particularly preferable. An inorganic catalyst can be used individually or in combination of 2 or more types.

  Here, examples of the carbon crystal compound include graphite, carbon nanotubes (both including and not including metal), fullerene, and the like.

  The metal-supported carbon compound can be used without limitation as long as it is a carbon compound supporting a metal, and the amount of the metal supported is 1 to 20 wt%, more preferably 5 to 10 wt% with respect to the total amount of the catalyst. There should be. Examples of the supported metal include iron, silver, platinum, ruthenium, palladium, rhodium and the like, and palladium, ruthenium, and platinum are preferable from the viewpoint of increasing the dehalogenation efficiency. Specific examples of the metal-supported carbon compound include Pd / C (palladium-supported carbon compound), Ru / C (ruthenium-supported carbon compound), and Pt / C (platinum-supported carbon compound). The metal-supported carbon compound may be granular or honeycomb-shaped. In the case of granular, it is necessary to fix the upper and lower sides of the column with a mesh or the like, and the particle diameter in that case is preferably 75 μm to 5 mm. When it exceeds 5 mm, handling becomes worse, and when it is less than 75 μm, the mesh becomes clogged and the differential pressure increases. More preferably, it is 150 μm to 3 mm.

  According to the decomposition processing method and system of the present invention, the concentration of the organic halogen compound mixed in the oil is decomposed to 0.5 ppm or less. It can be reused as such.

  According to the organic halogen compound decomposition treatment method of the present invention, the organic halogen compound is decomposed and dehalogenated at a slightly lower rate than when hydrogen gas or heat is applied from the outside. Although the mechanism is not clear, it is considered that the alkali compound promotes the dehalogenation reaction of the organic halogen compound, and the hydrogen radical from the hydrogen donor enters therein. Even if the decomposition rate is slow, PCBs can be processed by simply leaving them without preparing a new heating source or the like at a site such as a transformer storage.

  EXAMPLES Next, although an Example demonstrates this invention concretely, this invention is not limited only to a following example. In the following examples and the like, “mass%” is abbreviated as “%” unless otherwise specified.

  To 200 ml of Type 1 No. 2 insulating oil, 2 mg of KC-400 (biphenyl tetrachloride, manufactured by Kaneka Chemical Co., Ltd.) as PCB was added to prepare a solution containing 10 ppm of PCB as a test oil. To this, 40 ml of isopropyl alcohol (20 vol% to the test oil) as a hydrogen donor and 0.34 g of KOH (0.17% to the test oil) as an alkali were added and stirred to obtain an oil to be treated.

  On the other hand, the catalyst column was packed with 10.04 g of a catalyst in which 4.8% palladium (Pd) was supported on granular activated carbon. The oil to be treated was passed through the catalyst column at a rate of 10 ml / min using a diaphragm metering pump (STDOS FEM08 manufactured by KNF Neuberger GmbH) and sampled periodically.

  The PCB concentration in the sampled solution was analyzed using a gas chromatography mass spectrometer QP5050 (hereinafter, “GC-MS”) manufactured by Shimadzu Corporation using DB1 (manufactured by J & W Scientific) as a capillary column. The results are shown in Table 1 and FIG.

  From the test results, the PCB concentration decreased to 0.23 ppm in 8 days, and the target of 0.5 ppm was achieved.

It is the schematic which shows one Embodiment of the loop decomposition processing system of the organic halogen compound which concerns on this invention. It is the schematic which shows other embodiment of the loop decomposition processing system of the organic halogen compound which concerns on this invention. It is a graph which shows the relationship between the dehalogenation effect of PCB by the Pd / C catalyst which concerns on a present Example, and the number of days passed.

Explanation of symbols

1 Container 2 Extraction Pump 3 Catalyst Column 4, 6 Circulation Line 5 Supply Line
7 Ultrasonic generator 11a, 11b Circulation pump 13, 14, 15 Valve 17a, 17b Heater 18 Solvent removal valve 21a, 21b Catalyst column 22 Heat exchanger 23 Solvent tank 24 Solvent recovery tank 31, 32, 34, 35 Circulation line 33 Drain Unplug line

Claims (10)

A method for decomposing an organic halogen compound for detoxifying an organic halogen compound-containing oil filled or stored in a container,
A hydrogen donor and an alkali compound are added to the organic halogen compound-containing oil, and the liquid to be treated is extracted from the container, continuously circulated through a catalyst column, and then circulated through the container to circulate the organic halogen compound. A method for decomposing an organic halogen compound, characterized in that The hydrogen donor is at least one compound selected from the group consisting of a heterocyclic compound, an amine compound, an alcohol compound, a ketone compound, and an alicyclic compound. A method for decomposing organic halogen compounds. The method for decomposing an organic halogen compound according to claim 1, wherein the catalyst is at least one compound selected from the group consisting of a carbon crystal compound and a metal-supported carbon compound. The organohalogen compound according to any one of claims 1 to 3, wherein the catalyst column is regenerated by allowing a cleaning agent to flow through the catalyst column after the decomposition treatment, and then reusing the catalyst column for the decomposition treatment. Decomposition method. At least two catalyst columns for decomposing the organic halogen compound by circulating the liquid to be treated are used. While the organic halogen compound in the liquid to be treated is decomposed in one catalyst column, the catalyst is separated in the other catalyst column. The organic halogen compound decomposition treatment method according to claim 1, wherein the organic halogen compound is regenerated. The organic halogen compound decomposition treatment method according to claim 4 or 5, wherein the cleaning agent is an organic solvent. The method for decomposing an organic halogen compound according to any one of claims 1 to 6, wherein the container is a transformer, a large transformer, or an OF cable insulating oil tank. An organic halogen compound loop decomposition treatment system for detoxifying an organic halogen compound-containing oil filled or stored in a container,
Extraction means for extracting from the container a liquid to be treated in which a hydrogen donor and an alkali compound are added to the organic halogen compound-containing oil;
A catalyst column for decomposing the organic halogen compound by circulating the liquid to be treated;
A circulation means for circulating the liquid to be treated that has flowed through the catalyst column to the container;
An organic halogen compound loop decomposition system comprising: 9. The organic halogen compound loop decomposition system according to claim 8, further comprising cleaning solvent supply means for cleaning the used catalyst column with a cleaning agent. 10. The organic halogen compound loop decomposition system according to claim 8, further comprising an ultrasonic generator near the catalyst column inlet.

Images