JP3216773B2 - Decomposition method of aromatic halogen compound - Google Patents

Decomposition method of aromatic halogen compound

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Publication number
JP3216773B2
JP3216773B2 JP09946795A JP9946795A JP3216773B2 JP 3216773 B2 JP3216773 B2 JP 3216773B2 JP 09946795 A JP09946795 A JP 09946795A JP 9946795 A JP9946795 A JP 9946795A JP 3216773 B2 JP3216773 B2 JP 3216773B2
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JP
Japan
Prior art keywords
aromatic halogen
halogen compound
catalyst
sodium
reaction
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Fee Related
Application number
JP09946795A
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Japanese (ja)
Other versions
JPH08266888A (en
Inventor
祐二 浮須
誠司 飯村
隆治 内田
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Ebara Corp
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Ebara Corp
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/26—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only halogen atoms as hetero-atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/18—Carbon
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/38—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals
    • C07C2523/40—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of noble metals of the platinum group metals
    • C07C2523/42—Platinum
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physical Or Chemical Processes And Apparatus (AREA)
  • Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Fire-Extinguishing Compositions (AREA)

Description

【発明の詳細な説明】DETAILED DESCRIPTION OF THE INVENTION

【０００１】[0001]

【産業上の利用分野】本発明は、芳香族ハロゲン化合物
の分解方法に係わり、特にポリ塩化ビフェニル（ＰＣ
Ｂ）等の芳香族ハロゲン化合物を、無害化処理する方法
に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for decomposing an aromatic halogen compound, and more particularly to a method for decomposing a polychlorinated biphenyl (PC).
The present invention relates to a method for detoxifying an aromatic halogen compound such as B).

【０００２】[0002]

【従来の技術】ＰＣＢは化学的に安定であり且つ絶縁性
に優れていることから、主に絶縁油として変圧器及びコ
ンデンサーに広く利用されてきた。しかし、ＰＣＢのも
つ毒性が明らかになって以来、生産及び新規使用が禁止
となった。ＰＣＢの入った電気機器類は、現在も多数使
用されているが、大部分が回収・保管されている。長年
にわたる保管で容器の老朽化によって、ＰＣＢが漏れ出
す危険が生じており、有効なＰＣＢの無害化処理法の開
発が急務となっている。2. Description of the Related Art PCBs have been widely used in transformers and capacitors mainly as insulating oils because they are chemically stable and have excellent insulating properties. However, production and new use have been banned since the toxicity of PCBs became apparent. Many electrical devices containing PCBs are still used, but most of them are collected and stored. Due to the aging of containers during storage for many years, there is a risk that PCBs leak out, and there is an urgent need to develop an effective method for detoxifying PCBs.

【０００３】従来、ＰＣＢ等の芳香族ハロゲン化合物の
主な処理方法として、焼却処理、生物処理、化学的処理
等の処理法が提案されている。焼却処理は、大量のＰＣ
Ｂを処理できるとされているが、１３００〜１４００℃
の高温を必要とし、未燃焼のＰＣＢや焼却の際生成する
微量のダイオキシン類が環境を汚す危険性がある。ま
た、生物処理は分解が完了するまでに長時間を用すると
いう欠点がある。これに対し、化学処理法は短時間でし
かも比較的低温で、ＰＣＢ等を分解するという特徴をも
っている。主なＰＣＢの化学処理法として、水素添加
法、金属ナトリウム法、ＫＰＥＧ法、ＢＣＤ法等が提案
されている。水素添加法は、貴金属触媒等の存在下で水
素を添加して脱塩素化する方法である。しかし、水素ガ
スを取り扱うため、爆発の危険があるほか、触媒が高価
であるためランニングコストが上昇するという問題があ
る。Hitherto, treatment methods such as incineration treatment, biological treatment, and chemical treatment have been proposed as main treatment methods for aromatic halogen compounds such as PCBs. Incineration processing requires a large amount of PC
B can be processed, but 1300-1400 ° C
Requires high temperatures, and there is a risk that unburned PCBs and trace amounts of dioxins generated during incineration pollute the environment. In addition, the biological treatment has a disadvantage that it takes a long time to complete the decomposition. On the other hand, the chemical treatment method is characterized in that PCBs and the like are decomposed in a short time and at a relatively low temperature. As main PCB chemical treatment methods, a hydrogenation method, a metal sodium method, a KPEG method, a BCD method, and the like have been proposed. The hydrogenation method is a method in which hydrogen is added in the presence of a noble metal catalyst or the like to perform dechlorination. However, since hydrogen gas is handled, there is a danger of explosion, and there is a problem that the running cost increases because the catalyst is expensive.

【０００４】金属ナトリウム法は、油中に分散した金属
ナトリウムを接触させて重合、脱塩素化する方法である
が、金属ナトリウムは取り扱い上危険であるうえ、完全
に脱塩素化されず、塩素化合物の重合体が生成する可能
性がある。ＫＰＥＧ法は、ポリエチレングリコール（Ｐ
ＥＧ）を水素供与体として、アルカリの存在下で脱塩素
化する方法である。問題点として、完全には脱塩素化さ
れず、使用する試薬が高価であるという点が挙げられ
る。ＢＣＤ法は、触媒、アルカリ、水素供与体の共存下
で、３００〜３５０℃に加熱し、ＰＣＢ中の塩素を水素
供与体からの水素で置換する方法である。触媒として炭
素系触媒、アルカリとして水酸化ナトリウム、水素供与
体として重油等の炭化水素油を使用するため、使用する
薬剤が比較的安価で済むとうい利点がある反面、反応温
度が上記の他の化学処理法に比べて高いという欠点があ
る。[0004] The sodium metal method is a method of polymerizing and dechlorinating by contacting sodium metal dispersed in oil. However, sodium metal is dangerous in handling and is not completely dechlorinated. May be produced. The KPEG method uses polyethylene glycol (P
EG) as a hydrogen donor and dechlorination in the presence of an alkali. The problem is that it is not completely dechlorinated and the reagents used are expensive. The BCD method is a method of heating to 300 to 350 ° C. in the coexistence of a catalyst, an alkali, and a hydrogen donor to replace chlorine in the PCB with hydrogen from the hydrogen donor. Since a carbon-based catalyst is used as the catalyst, sodium hydroxide is used as the alkali, and a hydrocarbon oil such as heavy oil is used as the hydrogen donor, there is an advantage that the agent used is relatively inexpensive. There is a disadvantage that it is higher than the chemical treatment method.

【０００５】[0005]

【発明が解決しようとする課題】本発明は、上記従来技
術の問題点を解消し、ＰＣＢ等の芳香族ハロゲン化合物
を少ないエネルギー投与で効率よく分解、無害化する処
理方法を提供することを課題とする。SUMMARY OF THE INVENTION An object of the present invention is to solve the above-mentioned problems of the prior art and to provide a processing method for efficiently decomposing and detoxifying an aromatic halogen compound such as PCB with a small amount of energy administration. And

【０００６】[0006]

【課題を解決するための手段】上記課題を解決するため
に、本発明では芳香族ハロゲン化合物を、２−プロパノ
ール中で、白金、パラジウム、ルテニウム、ロジウム、
ニッケル又はそれらの酸化物のうちから選ばれた少なく
とも１種を担体に担持させた触媒とアルカリ化合物の存
在下に、３０〜１００℃に加熱して分解することを特徴
とする芳香族ハロゲン化合物の分解方法としたものであ
る。担体としては、シリカゲル、アルミナ等の金属酸化
物や炭素を用いることができる。上記担体のなかでは、
特に大きな表面積を有する炭素担体が好ましい。金属の
担持量は特に制限はないが、０．１〜１０ｗｔ％担持し
たものが好適である。In order to solve the above-mentioned problems, the present invention provides an aromatic halogen compound comprising 2-propanol.
Metal , platinum, palladium, ruthenium, rhodium,
At least one selected from nickel or their oxides
Both are methods for decomposing aromatic halogen compounds, which are decomposed by heating to 30 to 100 ° C. in the presence of a catalyst having one type supported on a carrier and an alkali compound. The responsible body, silica gel may be a metal oxide or carbon, such as alumina. Among the above carriers,
Particularly, a carbon support having a large surface area is preferable. The amount of supported metal is not particularly limited, but preferably is 0.1 to 10% by weight.

【０００７】溶媒はただ単に反応試薬を溶解するだけで
なく、水素供与体として重要な役割を果たしており、第
２アルコールが特異的に水素供与体として作用する。第
２アルコールのなかでも、本発明では、アルカリの溶解
性に優れ、安価で大量に入手できる２−プロパノールが
好ましく用いられる。また、アルカリ化合物としては、
水酸化ナトリウム、水酸化カリウム、水酸化カルシウ
ム、水酸化マグネシウム、酢酸ナトリウム、炭酸ナトリ
ウム、炭酸水素ナトリウム等を使用することができる
が、特にアルコール類に対して溶解度が高くて強アルカ
リである水酸化ナトリウム又は水酸化カリウムが好まし
い。[0007] The solvent is not just simply dissolve the reagents, plays an important role as a hydrogen donor, secondary alcohol acts as a specific hydrogen donor. Among secondary alcohols, in the present invention, excellent solubility of the alkali used inexpensively in large quantities available 2-propanol <br/> rather preferable. Further, as the alkali compound,
Sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, sodium acetate, sodium carbonate, sodium hydrogencarbonate, etc. can be used, but especially, hydroxide having high solubility in alcohols and being a strong alkali. Sodium or potassium hydroxide is preferred.

【０００８】次に本発明を、第２アルコールとして２−
プロパノールを用いて詳細に説明する。芳香族ハロゲン
化合物を溶解した２−プロパノールは、所定量のアルカ
リと触媒を添加して懸濁液としたのち、通常２−プロパ
ノールの沸点（８３℃）近傍まで加熱され、還流条件下
で分解反応を行う。加熱及び還流中、懸濁液はスターラ
ーと攪拌子により攪拌される。本発明方法が適用できる
芳香族ハロゲン化合物は、沸点が溶媒より高いものが好
ましい。このようなものとしては、例えばＰＣＢ、クロ
ロベンゼン類、クロロフェノール類等が挙げられる。芳
香族ハロゲン化合物の濃度は特に制限はないが、低濃度
（０．１〜５０，０００ｐｐｍ）から１０％程度のもの
まで処理できる。アルカリの添加量は、芳香族ハロゲン
化合物中のハロゲンとのモル比で１．０以上であればよ
いが、１．５〜３．０程度が好適である。反応雰囲気に
は特に制限はないが、安全性を考慮して、窒素等の不活
性ガス雰囲気下で行うことが望ましい。Next, the present invention relates to the use of 2-alcohol as a secondary alcohol.
This will be described in detail using propanol. 2-Propanol in which an aromatic halogen compound has been dissolved is added with a predetermined amount of an alkali and a catalyst to form a suspension, which is then usually heated to a temperature close to the boiling point of 2-propanol (83 ° C.) and subjected to a decomposition reaction under reflux conditions. I do. During heating and reflux, the suspension is stirred by a stirrer and stirrer. The aromatic halogen compound to which the method of the present invention can be applied preferably has a boiling point higher than that of the solvent. Such materials include, for example, PCBs, chlorobenzenes, chlorophenols, and the like. The concentration of the aromatic halogen compound is not particularly limited, but the treatment can be performed from a low concentration (0.1 to 50,000 ppm) to about 10%. The amount of the alkali added may be at least 1.0 in terms of the molar ratio to the halogen in the aromatic halogen compound, but is preferably about 1.5 to 3.0. The reaction atmosphere is not particularly limited, but is preferably performed in an atmosphere of an inert gas such as nitrogen in consideration of safety.

【０００９】[0009]

【作用】以下に、本発明における作用を説明する。本発
明における分解方法は次のように進行するものと考えら
れる。例えば、芳香族ハロゲン化合物がモノクロロベン
ゼンで、アルカリがＮａＯＨの場合には、触媒の存在下
に次に示す反応式に従って分解が進行する。 ＣＨ3 ＣＨ（ＯＨ）ＣＨ3 → ＣＨ3 Ｃ（Ｏ）ＣＨ3 ＋２Ｈ・ （１） Ｃ6 Ｈ5 Ｃｌ＋２Ｈ・ → Ｃ6 Ｈ6 ＋ＨＣｌ （２） ＨＣｌ＋ＮａＯＨ → ＮａＣｌ＋Ｈ2 Ｏ （３） （１）＋（２）＋（３） ＣＨ3 ＣＨ（ＯＨ）ＣＨ3 ＋Ｃ6 Ｈ5 Ｃｌ＋ＮａＯＨ → ＣＨ3 Ｃ（Ｏ）ＣＨ3 ＋Ｃ6 Ｈ6 ＋ＮａＣｌ＋Ｈ2 ＯThe operation of the present invention will be described below. It is considered that the decomposition method in the present invention proceeds as follows. For example, when the aromatic halogen compound is monochlorobenzene and the alkali is NaOH, the decomposition proceeds in the presence of a catalyst according to the following reaction formula. CH 3 CH (OH) CH 3 → CH 3 C (O) CH 3 + 2H ・ (1) C 6 H 5 Cl + 2H ・ → C 6 H 6 + HCl (2) HCl + NaOH → NaCl + H 2 O (3) (1) + ( 2) + (3) CH 3 CH (OH) CH 3 + C 6 H 5 Cl + NaOH → CH 3 C (O) CH 3 + C 6 H 6 + NaCl + H 2 O

【００１０】触媒は２−プロパノール１分子から２個の
水素ラジカル（Ｈ・）を引き抜き、さらにクロロベンゼ
ンに供与する役割を果たしている。その結果、クロロベ
ンゼン中のＣｌはＨ・と置換反応を起こし、ベンゼンと
ＨＣｌが生成する。Ｈ・を引き抜かれた２−プロパノー
ルはアセトンとなり、ＨＣｌはＮａＯＨにより中和さ
れ、ＮａＣｌとＨ2 Ｏになる。本発明において、第２ア
ルコールが水素供与体として優れているのは、水素ラジ
カルを生成する（１）式の反応が前記の触媒上で速やか
に起こるためである。第１及び第３アルコールでは、水
素ラジカルを生成する反応はほとんど起こらない。以上
のように、本発明における芳香族ハロゲン化合物の分解
方法は、２−プロパノールから芳香族ハロゲン化合物へ
の水素移行反応を利用し、芳香族ハロゲン化合物を脱ハ
ロゲン化して無害化するものである。ＰＣＢを分解しよ
うとする場合には、最終脱塩素化物としてビフェニルが
得られる。The catalyst plays a role of extracting two hydrogen radicals (H.) from one molecule of 2-propanol and further donating it to chlorobenzene. As a result, Cl in chlorobenzene undergoes a substitution reaction with H., and benzene and HCl are generated. The 2-propanol from which H is extracted becomes acetone, and the HCl is neutralized with NaOH to become NaCl and H 2 O. In the present invention, the secondary alcohol is excellent as a hydrogen donor because the reaction of formula (1) for generating a hydrogen radical occurs quickly on the catalyst. In the case of the primary and tertiary alcohols, the reaction of generating hydrogen radicals hardly occurs. As described above, the method for decomposing an aromatic halogen compound in the present invention utilizes the hydrogen transfer reaction from 2-propanol to the aromatic halogen compound to dehalogenate the aromatic halogen compound to render it harmless. If PCB is to be decomposed, biphenyl is obtained as the final dechlorinated product.

【００１１】[0011]

【実施例】以下、本発明を実施例により具体的に説明す
るが、本発明はこれらに限定されるものではない。 実施例１ １，２，４−トリクロロベンゼンを溶解した２−プロパ
ノール６０ｍｌ（濃度５２００ｐｐｍ）を、上部に凝縮
器を付けた２００ｍｌ平底フラスコに採り、水酸化ナト
リウム０．２５ｇを加え、容器内を窒素ガスで置換し
た。さらに、触媒として５％Ｐｔ／Ｃを０．５０ｇ加
え、スターラーで攪拌しながら、還流条件（７８℃）ま
で加温し、１００分間反応させた。反応後の溶液をガス
クロマトグラフ質量分析計（ＧＣ／ＭＳ）で分析する
と、含塩素化合物は検出されず、クロロベンゼンは完全
に脱塩素化された。EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited thereto. Example 1 60 ml (concentration: 5200 ppm) of 2-propanol in which 1,2,4-trichlorobenzene was dissolved was placed in a 200 ml flat bottom flask equipped with a condenser at the top, 0.25 g of sodium hydroxide was added, and the inside of the vessel was filled with nitrogen. The gas was replaced. Further, 0.50 g of 5% Pt / C as a catalyst was added, and the mixture was heated to reflux conditions (78 ° C.) with stirring with a stirrer and reacted for 100 minutes. When the solution after the reaction was analyzed by a gas chromatograph mass spectrometer (GC / MS), no chlorine-containing compound was detected, and chlorobenzene was completely dechlorinated.

【００１２】実施例２ ＰＣＢ（ＫＣ−４００）を溶解した２−プロパノール６
０ｍｌ（濃度５２００ｐｐｍ）を、上部に凝縮器を付け
た２００ｍｌ平底フラスコに採り、水酸化ナトリウム
０．２５ｇを加え、容器内を窒素ガスで置換した。さら
に、触媒として５％Ｒｈ／Ｃを０．１５ｇ加え、スター
ラーで攪拌しながら、還流条件（７８℃）まで加温し、
１２０分間反応させた。反応後の溶液をＧＣ／ＭＳで分
析すると、ＰＣＢは検出されず、完全に脱塩素化された
ビフェニルのみが検出された。Example 2 2-propanol 6 in which PCB (KC-400) was dissolved
0 ml (concentration: 5200 ppm) was taken in a 200 ml flat bottom flask equipped with a condenser at the top, 0.25 g of sodium hydroxide was added, and the inside of the vessel was replaced with nitrogen gas. Further, 0.15 g of 5% Rh / C was added as a catalyst, and the mixture was heated to reflux conditions (78 ° C.) while stirring with a stirrer.
The reaction was performed for 120 minutes. When the solution after the reaction was analyzed by GC / MS, PCB was not detected, and only completely dechlorinated biphenyl was detected.

【００１３】実施例３ ＰＣＢ（ＫＣ−４００）を溶解した２−プロパノール６
０ｍｌ（濃度１０５００ｐｐｍ）を、上部に凝縮器を付
けた２００ｍｌ平底フラスコに採り、水酸化ナトリウム
０．５０ｇを加え、容器内を窒素ガスで置換した。さら
に、触媒として５％Ｐｄ／Ｃを０．３０ｇ加え、スター
ラーで攪拌しながら、還流条件（７８℃）まで加温し、
１８０分間反応させた。反応後の溶液をＧＣ／ＭＳで分
析すると、ＰＣＢは検出されず、完全に脱塩素化された
ビフェニルのみが検出された。Example 3 2-propanol 6 dissolved in PCB (KC-400)
0 ml (concentration: 10500 ppm) was placed in a 200 ml flat bottom flask equipped with a condenser at the top, 0.50 g of sodium hydroxide was added, and the inside of the vessel was replaced with nitrogen gas. Further, 0.30 g of 5% Pd / C as a catalyst was added, and the mixture was heated to reflux conditions (78 ° C.) while stirring with a stirrer.
The reaction was performed for 180 minutes. When the solution after the reaction was analyzed by GC / MS, PCB was not detected, and only completely dechlorinated biphenyl was detected.

【００１４】[0014]

【発明の効果】従来の水素供与体を用いる化学処理技術
では、ＰＣＢ等の芳香族ハロゲン化合物を完全に脱ハロ
ゲン化するには、３００℃以上に加熱する必要があり、
そのため加熱に要するエネルギー量が大きく、ランニン
グコストの上昇が免れなかった。これに対し、本発明で
は比較的安価な２−プロパノールを水素供与体として用
いて、１００℃以下で芳香族ハロゲン化合物の脱ハロゲ
ン化反応を行うことができるため、省エネルギー並びに
ランニングコストの低減を達成することができるばかり
でなく、比較的低温で反応を行うため、有害物を再合成
するような副反応が起こらないという利点がある。ま
た、従来の技術のように重油等の粘性の高い高沸点オイ
ルを水素供与体として用いる場合には、反応後の触媒の
分離・回収は困難であったが、本発明では、粘性の低い
アルコール類を用いるため、容易に触媒を分離・回収で
き、再利用できる利点がある。According to the conventional chemical treatment technique using a hydrogen donor, it is necessary to heat to 300 ° C. or more in order to completely dehalogenate an aromatic halogen compound such as PCB.
Therefore, the amount of energy required for heating was large, and an increase in running cost was unavoidable. On the other hand, in the present invention, a relatively inexpensive 2-propanol can be used as a hydrogen donor to carry out a dehalogenation reaction of an aromatic halogen compound at 100 ° C. or lower, thereby achieving energy saving and a reduction in running cost. In addition to the fact that the reaction is performed at a relatively low temperature, there is an advantage that side reactions such as resynthesis of harmful substances do not occur. When a high-viscosity high-boiling oil such as heavy oil is used as a hydrogen donor as in the prior art, it is difficult to separate and recover the catalyst after the reaction. Since the catalysts are used, there is an advantage that the catalyst can be easily separated and recovered and can be reused.

───────────────────────────────────────────────────── フロントページの続き (56)参考文献 特開 平４−26632（ＪＰ，Ａ) 特開 昭60−218330（ＪＰ，Ａ) 特開 昭50−14601（ＪＰ，Ａ) (58)調査した分野(Int.Cl.7，ＤＢ名) B01J 19/00 A62D 3/00 B01J 23/40 B01J 23/755 ──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-4-26632 (JP, A) JP-A-60-218330 (JP, A) JP-A-50-14601 (JP, A) (58) Investigation Field (Int.Cl. 7 , DB name) B01J 19/00 A62D 3/00 B01J 23/40 B01J 23/755

Claims (2)

(57)【特許請求の範囲】(57) [Claims] 【請求項１】 芳香族ハロゲン化合物を、２−プロパノ
ール中で、白金、パラジウム、ルテニウム、ロジウム、
ニッケル又はそれらの酸化物のうちから選ばれた少なく
とも１種を担体に担持させた触媒とアルカリ化合物の存
在下に、３０〜１００℃に加熱して分解することを特徴
とする芳香族ハロゲン化合物の分解方法。1. The method according to claim 1, wherein the aromatic halogen compound is 2-propano.
Metal , platinum, palladium, ruthenium, rhodium,
At least one selected from nickel or their oxides
A method for decomposing an aromatic halogen compound, which comprises decomposing by heating at 30 to 100 ° C. in the presence of a catalyst having at least one supported on a carrier and an alkali compound. 【請求項２】 前記アルカリ化合物が、水酸化ナトリウ
ム、水酸化カリウム、水酸化カルシウム、水酸化マグネ
シウム、酢酸ナトリウム、炭酸ナトリウム又は炭酸水素
ナトリウムから選ばれた少なくとも１種であることを特
徴とする請求項１記載の芳香族ハロゲン化合物の分解方
法。2. The method according to claim 1, wherein the alkali compound is at least one selected from the group consisting of sodium hydroxide, potassium hydroxide, calcium hydroxide, magnesium hydroxide, sodium acetate, sodium carbonate and sodium hydrogen carbonate. decomposition method in claim 1 Symbol placement aromatic halogen compounds.
JP09946795A 1995-04-03 1995-04-03 Decomposition method of aromatic halogen compound Expired - Fee Related JP3216773B2 (en)

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JP3216773B2 true JP3216773B2 (en) 2001-10-09

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP3622132B2 (en) * 1997-10-28 2005-02-23 力也 半田 Treatment method of PCB mixed oil
JP4963014B2 (en) * 2005-07-14 2012-06-27 独立行政法人産業技術総合研究所 Decomposition method of organic halogen compounds
JP5344684B2 (en) * 2008-01-07 2013-11-20 公益財団法人名古屋産業科学研究所 Aromatic halide dehalogenation method
JP5664030B2 (en) * 2010-09-01 2015-02-04 エヌ・イーケムキャット株式会社 Defluorination method for fluorine-containing compounds

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