JPH10249313A - Decomposing method of halogen-containing organic compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To efficiently and safely decompose and detoxitize an org. halide incorporated in a waste. SOLUTION: In the case when the waste containing a halogen-containing org. compd. is heated in a liq. phase containing a polar org. solvent with an alkali agent dissolved, a dissociation of a vegetable fiber incorporated in the waste and a dissolution or decomposition of a resin are progressed and a contact of the halogen-containing org. compd. incorporated in the waste and the alkali agent and the polar org. solvent is facilitated. The halogen-containing org. compd. is dehydrohalogenated by allowing it to contact with a catalyst in the presence of the alkali agent and a hydrogen supply material. The catalyst is composed of a metal or a compd. of these metals selected from among iridium, osmium, molybdenum, tungsten, copper, thorium, yttrium, cerium and rhenium or more than two kinds metals selected among palladium, platinum, gold, copper, cobalt, nickel, rhodium, ruthenium iridium and osmium.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for decomposing a halogen-containing organic compound contained in waste into a harmless substance, and more particularly to a method for decomposing a paper or an electronic material containing an organic halogen compound. The present invention relates to a method for decomposing a halogen-containing organic compound for electric component waste.

[0002]

2. Description of the Related Art Halogen-containing organic compounds such as polychlorobiphenyl (PCB) and chlorofluorocarbon have been used in large quantities for various purposes. For example, since PCB has excellent insulating properties and flame retardancy, electric insulating oil, heat medium,
It has been used as a flame retardant. Furthermore, it has been used as a stabilizer in ink, pressure-sensitive paper, and copy paper. Also, CFCs have been widely used in the fields of the electronic component industry, the chemical industry, and the like as refrigerants and cleaning solutions due to their chemical stability and low boiling point.

However, it has been found that chlorine compounds such as PCBs have high toxicity and bioaccumulation to the human body, and fluorine compounds such as chlorofluorocarbons have been pointed out as problems in terms of destruction of the global environment such as destruction of the ozone layer. ing. Under such circumstances, a treatment method for rendering the halogen-containing organic compound harmless is required, and various methods are being studied.

As a method for decomposing a halogen-containing organic compound,
A method using an alkali metal or an alkali metal compound such as sodium, a method for dehalogenating under reducing conditions using hydrogen gas or the like have been proposed. However, the above-mentioned alkali metals, alkali metal compounds, hydrogen gas and the like are all difficult to handle, and the processing conditions are severe. Although a method of decomposing under a milder condition than such a method has been proposed, it requires an extremely long processing time and is not a practical method. Also, what actually requires decomposition treatment is halogen-containing organic compounds contained in waste such as electronic parts such as copy paper and capacitors, and halogen-containing organic compounds contained in such waste. Even when the compound is decomposed by the method described above,
The contact between the halogen-containing organic compound and the reagent as described above is hindered by the waste, and the decomposition reaction does not proceed efficiently, so that the treatment time is further increased. Therefore, when performing the above-described decomposition treatment, it is necessary to separate the halogen-containing organic compound from the waste. However, such a separation requires a complicated process and a long time, and is extremely difficult to realize.

As a method of treating a halogen-containing organic compound without separating it from waste, there is a method of incinerating waste at a high temperature of 1100 ° C. or higher. In this processing method,
Resins and fibers such as paper in waste are incinerated, and halogen-containing organic compounds are thermally decomposed.

[0006]

However, in the incineration treatment at a high temperature as described above, there is a risk that the halogen-containing organic compound is further converted into a toxic substance, and hydrogen halide gas is generated by decomposition. . Therefore, in order to cope with these, it is necessary to control the incineration temperature and treat the exhaust gas very strictly.

As described above, in order to decompose the halogen-containing organic compound contained in the waste, it is necessary to separate the waste, relax the decomposition treatment conditions, improve the treatment efficiency, and the like.

[0008] The present invention can be safely carried out without the above-mentioned problems of the generation of harmful decomposition products and the necessity of exhaust gas treatment, and without requiring a complicated process and a long time for waste separation. An object of the present invention is to provide a method for decomposing a halogen-containing organic compound, which can efficiently detoxify a halogen-containing organic compound contained in waste.

[0009]

The method for decomposing a halogen-containing organic compound according to the present invention comprises heating a waste containing a halogen-containing organic compound in a liquid phase containing a polar organic solvent in which an alkali agent is dissolved. Thereby, the dissolution or decomposition of the vegetable fiber contained in the waste proceeds, thereby facilitating the contact between the halogen-containing organic compound contained in the waste, the alkali agent, and the polar organic solvent. It decomposes the halogen-containing organic compound.

[0010] The heating of the waste in the liquid phase is performed after the waste is ground or cut into small pieces. The above waste is
Contains paper or electrical / electronic components. The heating of the waste in the liquid phase is performed at a temperature of 50 to 200C. The polar organic solvent is a solvent selected from the group consisting of 1,3-dimethyl-2-imidazolidinone, sulfolane, ethanol, propanol, dimethylformamide, dimethylsulfoxide, and tetrahydrofuran.

Further, the method for decomposing a halogen-containing organic compound according to the present invention comprises the step of dehalogenating the halogen-containing organic compound by contacting the halogen-containing organic compound with a catalyst in the presence of an alkali agent and a hydrogen supply substance. A method for decomposing an organic compound, wherein the catalyst is iridium, osmium, molybdenum, tungsten, copper, thorium,
Yttrium, a catalyst comprising a metal selected from the group consisting of cerium and rhenium or a compound of the metal, or palladium, platinum, gold, copper, cobalt, nickel,
A catalyst comprising two or more metals selected from the group consisting of rhodium, ruthenium, iridium and osmium. The hydrogen supply material is an alcohol.

[0012]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail.

The halogen-containing organic compound is a compound having a structure in which a halogen atom is bonded to carbon by a covalent bond, and examples thereof include halogenated alkanes such as methyl chloride, methylene chloride, chloroform, carbon tetrachloride, trichlene, and chlorofluorocarbon. A halogenated benzene such as chlorobenzene; P
Halogenated biphenyl such as CB; chlorobenzodioxin;

Such a halogen-containing organic compound is used in inks and the like together with other organic or inorganic materials, and is contained in papers such as pressure-sensitive paper and copy paper, or is impregnated in a permeable material to form a capacitor or the like. Or electric / electronic parts. As can be understood from this, waste containing halogen-containing organic compounds contains various substances such as resins, fibers, ceramics, and metals together with the halogen-containing organic compounds, and the halogen-containing organic compounds are trapped inside the wastes. Often, it is difficult to come into contact with degrading agents. The decomposition method of the present invention is a method for efficiently decomposing the halogen-containing organic compound contained in such waste, and of course, the above-described halogen-containing organic compound may be used alone or in a mixture. It can be processed and can be applied in mixtures with halogen-free substances such as mineral oil. In order to enable the decomposition of the halogen-containing organic compound trapped in the waste, the decomposition method of the present invention is characterized in that the waste is heated in a liquid phase containing a polar organic solvent in which an alkali agent is dissolved. I do.

When the waste is heated together with the polar organic solvent and the alkaline agent, the plant fiber such as paper among the waste undergoes a decomposition reaction to generate cellulose (cellulose) and the like, and the fiber disintegration proceeds. Further, plastics such as resins used for sealing and the like for electric / electronic parts start to dissolve in a solvent, and a decomposition reaction proceeds. Therefore, the fibers and the resin in the waste are gradually eroded from the surface portion in contact with the liquid phase, and the waste is deformed. As a result, the halogen-containing organic compound trapped in the waste becomes easy to come into contact with the solvent, and is decomposed by the alkaline agent dissolved in the polar organic solvent. When the casing or the like of the waste is made of ceramics or the like, the shape of the waste may be maintained because the decomposition and erosion hardly occur. But,
Since the waste is in the liquid phase, if the solvent penetrates into the waste through gaps and the like, the decomposition and erosion of the fiber and resin proceed inside the waste as described above, and the halogen-containing organic compound in the waste becomes alkaline. Decomposed by contact with solvent containing agent. In this way, the decomposition of the halogen-containing organic compound proceeds along with the erosion and decomposition of the fibers and resins in the waste, and the decomposition products after the treatment include celluloses derived from the decomposition of the paper and electricity.・ Contains cellulose and resin monomers derived from the decomposition of electronic components. The halogen-containing organic compound is dehalogenated into a substance containing no halogen, and the eliminated halogen is neutralized by an alkali agent to form a salt.

According to the above constitution, in the present invention, the solvent needs to dissolve at least a part of the alkali agent, and furthermore, in consideration of the reactivity of the alkali agent, the alkali agent includes an alkali metal. Alternatively, a hydroxyl compound of an alkaline earth metal is used. A polar organic solvent capable of dissolving such an alkaline agent is used as the solvent.

As the polar organic solvent used in the present invention, 1,3-dimethyl-2-imidazolidinone (hereinafter referred to as D
MI), sulfolane, ethanol, alcohols such as propanol, dimethylformamide (DM
F), dimethylsulfoxide (DMSO), tetrahydrofuran (THF) and the like. Among them, DMI is particularly preferred. DMI does not have a bad odor like sulfolane and has a high boiling point, so that it can be treated at a high temperature. As described above, it is important that the solvent constitutes a liquid phase at a temperature at which the decomposition reaction proceeds. In this regard, alcohols such as ethanol and propanol have a lower boiling point than DMI, and at a temperature higher than the boiling point. When processing is performed, a processing container that can be pressurized is required.
The amount of the solvent used is preferably about 5 to 1000 times the weight of the waste. A plurality of types of solvents may be used in combination.

The alkaline agent used in the present invention includes:
Alkali metal and alkaline earth metal hydroxyl compounds are preferred, and sodium hydroxide and potassium hydroxide are particularly suitable from the viewpoint of economy and the like. The amount of the alkaline agent used is preferably 5 to 30% by weight of the solvent. When the amount of the alkali agent is small, decomposition of the waste and decomposition of the halogen-containing organic compound contained in the waste are not sufficiently performed. 30
If the content is more than the weight percentage, practical problems such as decomposition of the solvent occur. Further, the alkali agent does not need to be completely dissolved in the solvent, and it is sufficient that the alkali agent can contact the details of the waste using the solvent as a carrier.

By heating the waste together with the solvent and the alkali agent described above, the decomposition of the waste and the decomposition of the halogen-containing organic compound contained in the waste proceed.
The heating temperature is preferably in the range of 50 to 200C. The higher the heating temperature, the faster the process can be completed.
In the following, the decomposition of the waste and the decomposition of the halogen-containing organic compound contained in the waste are not sufficiently performed. Also, 20
If the temperature exceeds 0 ° C., it is necessary to use a pressure-resistant closed type processing apparatus to prevent the vaporization of the solvent, and further, the vaporization of the decomposition products of waste occurs. Become.

The time required for heat treatment of the waste varies depending on the heating temperature and the shape and size of the waste, but is generally 1 hour.
It is preferable to heat for about an hour or more. In order to improve the decomposition efficiency, it is desirable to cut or crush the waste to an appropriate size using a saw blade type cutter or a single-shaft crusher before the heat treatment to increase the contact area with the solvent. . Further, the decomposition treatment can be performed more efficiently by stirring the mixture of the waste, the solvent, and the alkali agent using an appropriate means.

As described above, the present invention is characterized in that the alkaline agent in the reaction system acts on both the decomposition of the waste and the decomposition of the halogen-containing organic compound contained in the waste. Instead of extracting the halogen-containing organic compound from, the decomposition and erosion of the waste promotes the contact between the halogen-containing organic compound and the solvent and the alkaline agent,
Detoxification of halogen-containing organic compounds is efficiently performed. As a result, the waste becomes a harmless material that does not contain an organic halogen compound, and is easy to reuse. In addition, it is possible to safely and efficiently perform the detoxification of waste without the need for generation of harmful decomposition products or exhaust gas treatment, and without requiring a complicated process or a long time for waste separation.

In the above-mentioned decomposition of the halogen-containing organic compound, a polar solvent belonging to a carbonyl compound such as alcohol or ketone can serve as a hydrogen supply source,
The halogen-containing organic compound is hydrogenated after halogen is eliminated. Such a reaction can easily proceed in the presence of a catalyst, and the use of a catalyst can ease the reaction conditions. That is, by bringing the catalyst into contact with the halogen-containing organic compound in the presence of the alkali agent and the hydrogen-supplying substance to cause the reaction, the dehalogenation and hydrogenation of the halogen-containing organic compound proceed under relatively mild conditions. The catalyst functions to extract hydrogen from the hydrogen supply material, and the halogen-containing organic compound is extracted from the halogen-containing organic compound by the action of the catalyst and the alkali agent. The molecule from which the halogen has been eliminated combines with the hydrogen extracted from the hydrogen supply material, and becomes a stable and harmless substance. On the other hand, the halogen atom combines with the alkali agent to form a salt and stabilize.

The catalysts usable in the present invention are classified into the following two types. The first type is based on a single metal or metal compound and is selected from iridium, osmium, molybdenum, tungsten, copper, thorium, yttrium, cerium, rhenium and these compounds. In this case, the metal compound is preferably an oxide or a halide. The second type is a combination of two or more metals, and a combination of two or more metals selected from the group consisting of palladium, platinum, gold, silver, cobalt, nickel, rhodium, ruthenium, iridium and osmium. Used.
The two or more metals coexist in the reaction system,
For example, it is used in the form of an alloy.

The above-mentioned first type catalyst and the second type catalyst are considered to be different in a detailed reaction mechanism, but have an action of extracting hydrogen from a compound having hydrogen, and have a reaction according to the present invention. The same is true in the system in which hydrogen is extracted from polar solvent molecules that are hydrogen supply substances.

On the other hand, the halogen-containing organic compound is in a state of easily releasing a halogen atom by the action of an alkali agent,
Under the action of the catalyst, the compound rapidly releases a halogen atom and becomes active itself. The dehalogenated molecules in the active state are combined with hydrogen extracted by the catalyst mainly on the surface of the catalyst. As a result, the halogen-containing organic compound is a compound in which the substitution of the halogen atoms and the hydrogen atoms is completed, and the number of halogen atoms is reduced. The dehydrohalogenation reaction proceeds as long as the halogen-containing organic compound has a halogen atom, and finally the halogen-containing organic compound is completely dehalogenated and hydrogenated to become a harmless substance.

The amount of the catalyst is preferably 0.0005 to 1 times the weight of the halogen-containing organic compound to be decomposed. The catalyst may be supported on a carrier, in which case,
As the carrier, a carbon carrier such as activated carbon, carbon black, and graphite is particularly suitable, but a carrier such as zeolite, diatomaceous earth, magnesia, alumina, silica alumina, cordierite, and the like can also be suitably used. May be selected as appropriate. The catalyst loading is preferably in the range of 1 to 20%.

The efficiency of the decomposition reaction of the halogen-containing organic compound is particularly high when an alkali metal hydroxide such as lithium hydroxide, sodium hydroxide or potassium hydroxide is used as the alkali agent. It is suitable from the point of view of ease and availability. In addition, as the amount of the alkaline substance increases, the decomposition efficiency improves. However, if an excessive amount of an alkali substance is added, practical problems such as an excessive viscosity of the reaction solution and a limit of the resistance of the apparatus occur. In consideration of these points, the amount of the alkali agent is 1.5 to 30 times the number of moles of halogen in the halogen-containing organic compound to be treated.
Preferably, it is doubled. When the solubility of the alkali agent in the hydrogen supply material is small, it is preferable to pulverize the alkali agent into fine particles and mix it well with the hydrogen supply material in order to increase the contact area.

The polar solvent used as the hydrogen supply material includes:
Alcohols which have a tendency to readily release hydrogen by the action of a catalyst are particularly preferred. Alcohols are liquid at room temperature and are easy to handle. Examples of the alcohol include methanol, ethanol, 1-propanol and 2-propanol, and among them, 2-propanol is preferable because hydrogen is easily released. The above alcohols may be used alone or in combination of two or more. The above alcohols need not be pure, and may be used as a mixture with another substance such as water.

By bringing the catalyst and the halogen-containing organic compound into contact with each other in the presence of the above-described alkali agent and hydrogen-supplying substance, the dehalogenation-hydrogenation reaction of the halogen-containing organic compound proceeds. If necessary, the reaction system may be heated to increase the reaction rate to increase the processing rate. The heating temperature is from room temperature to the boiling point of the solvent and denaturation due to heat.
The temperature is preferably in the range of 100 ° C.

In a reaction system in which a catalyst is introduced into a liquid phase for reaction, a catalyst having a fine particle shape is generally used by being dispersed in the reaction system. However, when the catalyst is fixed using a fixing means such as a column, and the reaction is performed by configuring the reaction solution obtained by mixing the alkali agent, the hydrogen supply material and the halogen-containing organic compound so as to repeatedly contact the fixed catalyst, the reaction is performed.
The operation for recovering the catalyst after the reaction can be simplified or omitted.

[0031]

The present invention will be further described below with reference to examples.

Example 1 100 g of copy paper containing 0.10% by weight of PCB was weighed by using a saw blade type cutting machine.
It was cut into a size of about mm × 20 mm. The cut copy paper was mixed with 1 kg of DMI and 200 g of sodium hydroxide. This mixture is placed in a reaction vessel and stirred for 200 hours.
Heated at ° C for 2 hours. As a result, the copy paper was completely disintegrated.

After the completion of the heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solid content contained sodium hydroxide and cellulose, which is an insoluble plant fiber produced by the decomposition of copy paper. As a result of analyzing the liquid component using a gas chromatograph, no PCB was detected in the liquid component.
The B concentration was less than 2 ng / mL.

Example 2 The same operation as in Example 1 was repeated except that the heating temperature of the mixture was set to 50 ° C. and the heating time was changed to 5 hours. As a result, the copy paper was completely disintegrated.

After completion of the heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solids contained sodium hydroxide and cellulose produced by the degradation of copy paper. As a result of analyzing the liquid component using a gas chromatograph, no PCB was detected in the liquid component, and the PCB concentration was 2 ng / mL.
Was less than.

Example 3 The same processing operation as in Example 1 was repeated except that 2-propanol was used as a solvent instead of DMI, the heating temperature of the mixture was changed to 50 ° C., and the heating time was changed to 5 hours. . As a result, the copy paper was completely disintegrated.

After completion of the heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solids contained sodium hydroxide and cellulose produced by the degradation of copy paper. As a result of analyzing the liquid component using a gas chromatograph, no PCB was detected in the liquid component, and the PCB concentration was 2 ng / mL.
Was less than.

Example 4 100 g of a capacitor containing 1.5% by weight of PCB was cut into a size of about 5 mm × 5 mm × 5 mm using a saw blade type cutting machine. The cut condenser is filled with 1 kg of DMI and 20 ml of sodium hydroxide.
0 g. This mixture was placed in a reaction vessel and heated at 200 ° C. for 2 hours with stirring. As a result, the fragments of the condenser were completely disintegrated except for the metal portion insoluble in the solvent.

After completion of the heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solids contained sodium hydroxide and aluminum from the condenser electrodes. As a result of analyzing the liquid component using a gas chromatograph, phenol which was considered to be caused by the resin of the condenser was detected. Also, PCB was not detected in the liquid component,
PCB concentration was less than 2 ng / mL.

Example 5 The same operation as in Example 4 was repeated except that the heating temperature of the mixture was set to 50 ° C. and the heating time was changed to 5 hours. As a result, the fragments of the condenser were completely disintegrated except for the metal portion insoluble in the solvent.

After completion of the heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solids contained sodium hydroxide and aluminum from the condenser electrodes. As a result of analyzing the liquid component using a gas chromatograph, phenol which was considered to be caused by the resin of the condenser was detected. Also, PCB was not detected in the liquid component,
PCB concentration was less than 2 ng / mL.

Example 6 The same processing operation as in Example 1 was repeated except that 2-propanol was used as a solvent instead of DMI, the heating temperature of the mixture was changed to 50 ° C., and the heating time was changed to 5 hours. . As a result, as a result, the fragments of the capacitor were completely disintegrated except for the metal portion insoluble in the solvent.

After heating, the reaction vessel was cooled to room temperature, and the contents of the vessel were separated into a solid content and a liquid content by filtration and centrifugation. The solids contained sodium hydroxide and aluminum from the electrodes of the condenser. As a result of analyzing the liquid component using a gas chromatograph, phenol which was considered to be caused by the resin of the condenser was detected. Also, PCB was not detected in the liquid component,
PCB concentration was less than 2 ng / mL.

Example 7 A solution prepared by mixing 15.0 g of potassium hydroxide and 1.0 g of activated carbon carrying 10% by weight of iridium as a catalyst in 100 mL of 2-propanol was mixed with a temperature controller and a stirring device. It was poured into a glass reaction vessel equipped with a device. After replacing the air in the reaction vessel with nitrogen, PCB (48% by weight of 5 chlorides, 4 chlorides 2
1% by weight 6, 23% by weight of chloride, 8% by weight of others)
0 g was injected into the reaction vessel. The reaction vessel was sealed and heated at 50 ° C. for 1 hour with stirring.

After the heating, the solid content including the catalyst was removed from the prepared solution by filtration and centrifugation, and the PCB concentration of the prepared solution was measured using a gas chromatograph. As a result, P
CB was not detected, and it was confirmed that the PCB concentration was 2 ng / mL or less. In addition, no halogen-containing organic compounds other than PCB were detected. Furthermore, it was confirmed that biphenyl and acetone were generated in the preparation liquid.

Example 8 The same operation as in Example 7 was performed, except that methanol was used instead of 2-propanol.

As a result of analysis by gas chromatography after the reaction, no PCB was detected in the prepared solution, and no halogen-containing organic compound other than PCB was detected. Furthermore, it was confirmed that biphenyl and potassium formate were formed in the preparation liquid.

Example 9 A solution prepared by mixing 15.0 g of potassium hydroxide and 1.0 g of activated carbon carrying 10% by weight of osmium as a catalyst in 100 mL of 2-propanol was mixed with a temperature controller and a stirring device. It was poured into a glass reaction vessel equipped with a device. After replacing the air in the reaction vessel with nitrogen, PCB (48% by weight of 5 chlorides, 4 chlorides 2
1% by weight, 23% by weight of 6 chlorides, 8% by weight of others)
0 g was injected into the reaction vessel. The reaction vessel was sealed and heated at 50 ° C. for 1 hour with stirring.

The solid content containing the catalyst was removed from the preparation liquid by heating and after completion of the filtration, and filtration and centrifugation, and the PCB of the preparation liquid was measured using a gas chromatograph. As a result, PCB
Was not detected, and it was confirmed that the PCB concentration was 2 ng / mL or less. In addition, no halogen-containing organic compounds other than PCB were detected. Furthermore, it was confirmed that biphenyl and acetone were generated in the preparation liquid.

Example 10 The same operation as in Example 9 was performed, except that methanol was used instead of 2-propanol.

As a result of analysis by gas chromatography after the reaction, no PCB was detected in the prepared solution, and no halogen-containing organic compound other than PCB was detected. Furthermore, it was confirmed that biphenyl and potassium formate were formed in the preparation liquid.

Example 11 The same operation as in Example 7 was performed except that 1.0 g of iridium oxide was used instead of the activated carbon supporting iridium.

As a result of analysis by gas chromatography after the reaction, PCB was not detected in the prepared solution, and no halogen-containing organic compound other than PCB was detected. Furthermore, it was confirmed that biphenyl and acetone were generated in the preparation liquid.

Example 12 The same operation as in Example 7 was performed, except that 1.0 g of iridium chloride was used instead of the activated carbon supporting iridium.

As a result of analysis by gas chromatography after the reaction, no PCB was detected in the prepared solution, and no halogen-containing organic compound other than PCB was detected. Furthermore, it was confirmed that biphenyl and acetone were generated in the preparation liquid.

(Examples 13 to 32) The same procedure as in Example 7 was carried out except that 1.0 g of a carrier carrying a catalyst shown in Table 1 (in each case, the supporting rate was 10% by weight) was used instead of the activated carbon carrying iridium. The same operation as described above was performed.

PCB Concentration in Preparation Solution After Reaction and PCB
Table 1 shows the analysis results of the concentrations of the halogen-containing organic compounds other than those by gas chromatography and the compounds detected.

[0058]

Table 1----------------------Examples Examples Catalyst and carrier PCB concentration Halogen-containing Compound Organic compound concentration (ng / mL) (ng / mL) ------------------------------------ Ir supported alumina <2 <2 biphenyl, acetone 14 Ir supported zirconia <2 <2 biphenyl, acetone 15 Ir supported titania <2 <2 biphenyl, acetone 16 Ir supported silica <2 <2 biphenyl, acetone 17 Os supported alumina <2 < 2 biphenyl, acetone 18 Os supported zirconia <2 <2 biphenyl, acetone 19 Os supported titania <2 <2 biphenyl, acetone 20 Os supported silica <2 <2 biphenyl, acetone --------------------------- −−−−−−−−−−−−−−− 21 Molybdenum (VI) oxide <2 <2 Biphenyl, activated carbon supported on acetone 22 Molybdenum (VI) oxide <2 <2 Biphenyl, supported on acetone 23 Molybdenum oxide ( VI) <2 <2 biphenyl, acetone-supported silica 24 tungsten oxide (IV) <2 <2 biphenyl, acetone-supported activated carbon 25 tungsten oxide (IV) <2 <2 biphenyl, acetone-supported aluminum 26 tungsten oxide (IV) <2 < 2 Biphenyl, acetone-supported silica 27 Copper-supported activated carbon <2 <2 biphenyl, acetone 28 Copper (I) oxide-supported activated carbon <2 <2 biphenyl, acetone 29 Thorium (IV) oxide <2 <2 Biphenyl, acetone-supported activated carbon 30 Yttrium oxide (III) <2 <2 Biphenyl, acetone-supported activated carbon 31 Cerium (IV) oxide < <2 Biphenyl, acetone-loaded activated carbon 32 rhenium oxide (VII) <2 <2 Biphenyl, acetone-loaded activated carbon −−−−−−−−−−−−−−−−−−−−−−−−−− −−−−−−−−

Example 33 15.0 g of potassium hydroxide
And 1.0 g of activated carbon (supporting rate: 10% by weight) supporting palladium-rhodium (95: 5) alloy as a catalyst.
-The preparation mixed with 100 mL of pupanol was poured into a glass reaction vessel equipped with a temperature controller and a stirrer. After replacing the air in the reaction vessel with nitrogen, the PCB (5
48% by weight of chloride, 21% by weight of 4 chlorides 6, 23 of chlorides
2.0% by weight). The reaction vessel was sealed and heated at 50 ° C. for 1 hour with stirring.

The solid content containing the catalyst was removed from the prepared solution by heating, after filtration, and by centrifugation, and the PCB concentration of the prepared solution was measured using a gas chromatograph. As a result, P
CB was not detected, and it was confirmed that the PCB concentration was 2 ng / mL or less. In addition, no halogen-containing organic compounds other than PCB were detected. Furthermore, it was confirmed that biphenyl and acetone were generated in the preparation liquid.

(Examples 34 to 50) Instead of activated carbon supporting a palladium-rhodium (90:10) alloy, activated carbon supporting an alloy catalyst shown in Table 2 (each having a loading ratio of 1) was used.
0% by weight) except that 1.0 g was used.

PCB Concentration in Preparation Solution After Reaction and PCB
Table 2 shows the results of analysis of the concentrations of the halogen-containing organic compounds other than those by gas chromatography and the detected compounds.

[0063]

Table 2-----------------------Example Catalyst PCB concentration Halogen-containing detection compound Compound Concentration (Composition:%) (ng / mL) (ng / mL) --- --- --- --- --- --- -------- --34 Pd-Ru (90:10) <2 <2 biphenyl, acetone 35 Pd-Ir (90:10) <2 <2 biphenyl, acetone 35 Pd-Os (90:10) <2 <2 biphenyl, acetone 36 Pd-Pt (50:50) <2 <2 biphenyl, acetone 37 Pd-Au (50:50) <2 <2 biphenyl, acetone 38 Pd-Ag (50:50) <2 <2 biphenyl, acetone 39 Pd -Cu (50:50) <2 <2 biphenyl, acetone 40 Pd-Co (50:50) <2 <2 biphenyl, acetone 41 Pd-Ni (50:50) <2 < Biphenyl, acetone 42 Pt-Rh (90:10) <2 <2 biphenyl, acetone 43 Pt-Ru (90:10) <2 <2 biphenyl, acetone 44 Pt-Ir (90:10) <2 <2 biphenyl Acetone 45 Pt-Os (90:10) <2 <2 biphenyl, acetone 46 Pt-Cu (50:50) <2 <2 biphenyl, acetone 47 Pt-Co (50:50) <2 <2 biphenyl, acetone 48 Pt-Ni (50:50) <2 <2 biphenyl, acetone 49 Co-Ir (95: 5) <2 <2 biphenyl, acetone 50 Co-Os (95: 5) <2 <2 biphenyl, acetone −−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−−

The present invention is not limited to the above embodiment, and various modifications can be made without departing from the spirit of the invention.

[0065]

As described above, according to the decomposition method of the present invention, papers and electric / electronic parts containing a halogen-containing organic compound have problems such as generation of harmful decomposition products and necessity of exhaust gas treatment. Without waste, and without the need for complicated processes or long time, it is possible to safely and efficiently detoxify the waste, simplifying the disposal of waste and recycling the material after the reaction. The value in industry and environmental protection is great.

Claims (2)

[Claims] 1. A waste containing a halogen-containing organic compound is heated in a liquid phase containing a polar organic solvent in which an alkaline agent is dissolved, so that the dissolution or decomposition of the plant fiber contained in the waste can be prevented. Proceeding, thereby decomposing the halogen-containing organic compound by facilitating the contact of the halogen-containing organic compound contained in the waste with the alkali agent and the polar organic solvent. How to decompose the compound. 2. A method for decomposing a halogen-containing organic compound, wherein the halogen-containing organic compound is dehydrohalogenated by contacting the halogen-containing organic compound with a catalyst in the presence of an alkali agent and a hydrogen-supplying substance. A catalyst comprising a metal selected from the group consisting of iridium, osmium, molybdenum, tungsten, copper, thorium, yttrium, cerium and rhenium or a compound of the metal,
Alternatively, the method for decomposing a halogen-containing organic compound is a catalyst comprising at least two metals selected from the group consisting of palladium, platinum, gold, copper, cobalt, nickel, rhodium, ruthenium, iridium and osmium. .