JP2003275736A - Detoxicating treating method for organic halogen compound - Google Patents
Detoxicating treating method for organic halogen compoundInfo
- Publication number
- JP2003275736A JP2003275736A JP2002084788A JP2002084788A JP2003275736A JP 2003275736 A JP2003275736 A JP 2003275736A JP 2002084788 A JP2002084788 A JP 2002084788A JP 2002084788 A JP2002084788 A JP 2002084788A JP 2003275736 A JP2003275736 A JP 2003275736A
- Authority
- JP
- Japan
- Prior art keywords
- organic halogen
- halogen compound
- iron powder
- iron
- soil
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Processing Of Solid Wastes (AREA)
- Removal Of Specific Substances (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、有機ハロゲン化合
物による汚染土壌や汚染水を無害化処理する方法に関す
るものである。TECHNICAL FIELD The present invention relates to a method for detoxifying contaminated soil or contaminated water with an organic halogen compound.
【0002】[0002]
【従来の技術】従来、有機ハロゲン化合物で汚染された
土壌や水を無害化処理する方法として、これらの汚染物
質の揮発性を利用した土壌ガス吸引法(SVE法)が知
られている。これは土壌等からこの汚染ガス成分をその
ままいったん揮発、抽出してから無害化処理する方法で
あって、この方法によれば汚染ガス成分をいったん揮
発、抽出し、次いでこれらの汚染ガス成分を無害化処理
するという2工程の設備が必要であって多大な初期投資
を要し、さらに、汚染ガス成分処理の効果が汚染形態に
よって左右されやすく効率的ではないという欠点があっ
た。2. Description of the Related Art Conventionally, as a method for detoxifying soil and water contaminated with organic halogen compounds, a soil gas suction method (SVE method) utilizing the volatility of these pollutants is known. This is a method of volatilizing and extracting the polluted gas component as it is from the soil and then detoxifying it. According to this method, the polluted gas component is once volatilized and extracted, and then these polluted gas components are harmless. There is a drawback in that a two-step facility for chemical treatment is required, which requires a large amount of initial investment, and that the effect of treating the pollutant gas component is easily influenced by the type of contamination and is not efficient.
【0003】これに対して、汚染物質である有機ハロゲ
ン化合物を原位置で浄化する方法も提案されている。例
えば、有機ハロゲン化合物で汚染された地下水を地下の
鉄粉層に接触させて浄化する方法がある。また、有機ハ
ロゲン化合物で汚染された土壌に鉄粉を添加し浄化する
方法も提案されている。これらはいずれも、安価な鉄粉
を使って有機ハロゲン化合物と重金属とを一括除去でき
る有効な方法ではあるが、分解反応速度の向上が望まれ
ていた。On the other hand, a method of purifying an organic halogen compound, which is a pollutant, in situ has been proposed. For example, there is a method of contacting underground water contaminated with an organic halogen compound with an underground iron powder layer to purify it. A method of adding iron powder to soil contaminated with an organic halogen compound to purify it has also been proposed. All of these are effective methods that can remove organic halogen compounds and heavy metals at once by using inexpensive iron powder, but improvement of decomposition reaction rate has been desired.
【0004】[0004]
【発明が解決しようとする課題】電子産業等の進展にと
もなって有機ハロゲン化合物が大量に使用されるにつれ
てこれによる汚染土壌や汚染水もまた急増しており、こ
れらの浄化方法が社会的にも、また、不動産産業等の産
業界からも望まれており、効率的な無害化処理方法の開
発が急務であった。本発明は、有機ハロゲン化合物で汚
染された土壌や水を無害化処理するにあたって、従来の
鉄粉単独使用の場合に比較して分解反応速度を大幅に向
上させ効率的に処理することを目的とするものである。With the progress of the electronic industry and the like, as organic halogen compounds have been used in large quantities, the amount of contaminated soil and contaminated water has also increased rapidly. In addition, there is a demand from the real estate industry and other industries, and there has been an urgent need to develop an efficient detoxification treatment method. The present invention, in the detoxification treatment of soil and water contaminated with organic halogen compounds, the purpose is to improve the decomposition reaction rate significantly compared to the case of using conventional iron powder alone, and to treat efficiently. To do.
【0005】[0005]
【課題を解決するための手段】本発明者等は上記の課題
を解決すべく研究した結果、鉄粉だけではなく鉄塩も同
時に存在させることによって有機ハロゲン化合物の分解
反応速度を大幅に向上させることができることを見いだ
し、本発明に至ったものである。Means for Solving the Problems As a result of researches aimed at solving the above-mentioned problems, the present inventors have found that not only iron powder but also iron salt is present at the same time, and thereby the decomposition reaction rate of the organohalogen compound is significantly improved. The inventors of the present invention have found out that they can do so and have reached the present invention.
【0006】すなわち、本発明は、第1に、有機ハロゲ
ン化合物による汚染土壌または汚染水に鉄塩と鉄粉とを
混合して該有機ハロゲン化合物と反応させることを特徴
とする有機ハロゲン化合物による汚染土壌または汚染水
の処理方法を、第2に、前記鉄粉が銅含有鉄粉である、
第1記載の処理方法を、第3に、前記鉄粉の粒径が10
〜100μmである、第1または2記載の処理方法を、
第4に、前記鉄塩が鉄硫酸塩である、第1〜3のいずれ
かに記載の処理方法を、第5に、前記鉄硫酸塩が硫酸第
一鉄である、第4記載の処理方法を、第6に、前記有機
ハロゲン化合物の分解反応速度定数が0.5day−1
以上である、第1〜5のいずれかに記載の処理方法を、
第7に、前記反応を前記汚染土壌または汚染水の発生現
場で行う、第1〜6のいずれかに記載の処理方法を提供
するものである。That is, the present invention is, firstly, that a soil or contaminated water contaminated with an organic halogen compound is mixed with an iron salt and iron powder to react with the organic halogen compound, thereby causing a contamination with the organic halogen compound. Secondly, the method for treating soil or contaminated water is as follows. The iron powder is copper-containing iron powder.
Thirdly, in the treatment method described in the first, the iron powder has a particle size of 10
The treatment method according to the first or second aspect, wherein
Fourth, the treatment method according to any one of the first to third, wherein the iron salt is iron sulfate, and fifth, the treatment method according to the fourth, wherein the iron sulfate is ferrous sulfate. Sixthly, the decomposition reaction rate constant of the organic halogen compound is 0.5 day −1.
The processing method according to any one of the first to fifth aspects,
Seventh, it provides the treatment method according to any one of the first to sixth, wherein the reaction is carried out at the site where the contaminated soil or contaminated water is generated.
【0007】[0007]
【発明の実施の形態】本発明において使用される鉄粉は
組成的には、有機ハロゲン化合物の分解反応速度定数の
向上の点から銅含有鉄粉が好ましい。勿論、銅が含有さ
れない鉄粉でもよい。なお、銅含有鉄粉としては銅を1
重量%以上含有する鉄粉が好ましい。ここで、銅含有鉄
粉を含めて、鉄粉の添加量については、汚染土壌に対し
ては1g/kg以上、汚染水に対しては1g/リットル
(以下、Lで表す。)以上添加するのが好ましい。ま
た、銅含有鉄粉を含めて、鉄粉の粒径は特に限定されな
いものの、粒径が細かく比表面積が大きいほど無害化処
理時の分解反応速度が増大して好都合となるが、鉄粉の
粒径が細か過ぎるとハンドリングが悪化し、さらに取り
扱い時に発火する可能性があるなどの安全上の問題も発
生し、特に土壌と混合する場合は、粒径10〜100μ
mが好ましい。BEST MODE FOR CARRYING OUT THE INVENTION In terms of composition, the iron powder used in the present invention is preferably a copper-containing iron powder from the viewpoint of improving the decomposition reaction rate constant of an organic halogen compound. Of course, iron powder containing no copper may be used. In addition, copper is 1 as the copper-containing iron powder.
Iron powder containing at least wt% is preferable. Here, the amount of iron powder including copper-containing iron powder is 1 g / kg or more for contaminated soil and 1 g / liter (hereinafter, L) or more for contaminated water. Is preferred. Further, including the copper-containing iron powder, although the particle size of the iron powder is not particularly limited, the finer the particle size and the larger the specific surface area, the more favorable the decomposition reaction rate at the time of detoxification treatment becomes, which is advantageous. If the particle size is too fine, handling will deteriorate and further safety problems such as ignition may occur during handling, especially when mixed with soil, particle size 10-100 μm
m is preferred.
【0008】さらに、本発明によって無害化される有機
ハロゲン化合物としては、例えば、トリクロロエチレ
ン、テトラクロロエチレン、ジクロロエチレン、四塩化
炭素、ジクロロメタン、1,1,1−トリクロロエタン
および1,1,2−トリクロロエタンからなる群から選
ばれる少なくとも一種などがあるが、これらに限定され
るものではない。Further, the organic halogen compounds which are rendered harmless by the present invention include, for example, trichloroethylene, tetrachloroethylene, dichloroethylene, carbon tetrachloride, dichloromethane, 1,1,1-trichloroethane and 1,1,2-trichloroethane. However, the present invention is not limited to these.
【0009】本発明において使用される鉄塩としては鉄
塩化物(FeCl2、FeCl3)でもよいが、鉄イオ
ンの周りに硫酸イオンと水とが存在すると、有機ハロゲ
ン化合物中のハロゲンが水素と置換される触媒効果が大
きく、分解反応速度が向上するので鉄塩としては鉄硫酸
塩が好ましい。その反応機構は明らかではないが、鉄と
銅と鉄イオンが同時に存在すると鉄の触媒効果がより促
進される。また、これらの場合に3価の鉄イオンを含有
する硫酸第二鉄Fe2(SO4)3でもよいが、2価の
鉄イオンを含有する硫酸第一鉄FeSO4の方が上記の
置換効果が大きく分解反応速度がより向上するので、特
に好ましい。ここで、処理すべき土壌中には水分が1重
量%以上含有されることが好ましく、5重量%以上がさ
らに好ましい。不足する場合には必要に応じて土壌中に
水分を添加する。また、鉄塩の添加量については、汚染
土壌等のpHにより異なるが、pHが6〜8では汚染土
壌に対して1〜20重量%添加する。添加する鉄、鉄塩
量は、土壌等のpHや有機ハロゲン化合物の状態により
適宜調整できる。The iron salt used in the present invention may be an iron chloride (FeCl 2 , FeCl 3 ), but when sulfate ions and water are present around the iron ion, the halogen in the organic halogen compound becomes hydrogen. Iron sulfate is preferable as the iron salt because it has a large catalytic effect of substitution and improves the decomposition reaction rate. Although the reaction mechanism is not clear, the presence of iron, copper and iron ions at the same time promotes the catalytic effect of iron. Further, in these cases, ferric sulfate Fe 2 (SO 4 ) 3 containing trivalent iron ions may be used, but ferrous sulfate FeSO 4 containing divalent iron ions is more preferable for the above substitution effect. Is more preferable and the decomposition reaction rate is further improved, which is particularly preferable. Here, the soil to be treated preferably contains 1% by weight or more of water, more preferably 5% by weight or more. If insufficient, add water to the soil as needed. Further, the addition amount of the iron salt varies depending on the pH of the contaminated soil or the like, but when the pH is 6 to 8, it is added in an amount of 1 to 20% by weight with respect to the contaminated soil. The amount of iron and iron salt to be added can be appropriately adjusted depending on the pH of the soil or the like and the state of the organic halogen compound.
【0010】処理すべき汚染土壌または汚染水は中性域
ないし酸性域が好ましく、具体的にはpH3〜9が好ま
しく、pH6〜8がさらに好ましい。処理すべき汚染土
壌または汚染水がpH9を超える場合には添加した鉄塩
が加水分解して水酸化物になって沈殿してしまうため、
予め硫酸等の酸を添加してpH調整することが好まし
い。また逆に、pH3未満の場合には添加した鉄粉の酸
溶解量が多くなるため、予め水酸化ナトリウム等のアル
カリを添加してpH調整することが好ましい。また、処
理すべき有機ハロゲン化合物の分解反応速度定数は0.
5day−1以上が好ましく、5day−1以上がさら
に好ましい。さらに、本発明は大規模な工場設備や炉を
必要とするものではないので、汚染土壌または汚染水の
発生現場で無害化処理を行うことにより、汚染土壌また
は汚染水および処理後の土壌または水の移動、運搬が不
要となり、処理時間、コストを大幅に削減できる。The contaminated soil or contaminated water to be treated is preferably in a neutral range or an acidic range, specifically, pH 3 to 9 is preferable, and pH 6 to 8 is more preferable. If the contaminated soil or contaminated water to be treated exceeds pH 9, the added iron salt will be hydrolyzed to form hydroxide and precipitate.
It is preferable to add an acid such as sulfuric acid in advance to adjust the pH. On the contrary, when the pH is less than 3, the added iron powder has a large amount of acid dissolved therein. Therefore, it is preferable to add an alkali such as sodium hydroxide in advance to adjust the pH. The decomposition reaction rate constant of the organic halogen compound to be treated is 0.
5Day -1 or preferably, 5day -1 or more is more preferable. Furthermore, since the present invention does not require large-scale plant facilities or furnaces, by performing detoxification treatment at the site of generation of contaminated soil or contaminated water, contaminated soil or contaminated water and soil or water after treatment are treated. It eliminates the need for moving and transporting, and can significantly reduce processing time and cost.
【0011】[0011]
【実施例】以下に実施例によって本発明をさらに詳細に
説明するが、本発明の技術的範囲はこれらの実施例の記
載によって限定されるものではないことは言うまでもな
い。The present invention will be described in more detail with reference to the following examples, but it goes without saying that the technical scope of the present invention is not limited by the description of these examples.
【0012】[実施例1] 純水(イオン交換水)50m
Lに平均粒径100μm、銅含有量が1重量%の銅含有
鉄粉0.5gを添加して混合し、次いで窒素ガスを30
秒間吹き込んで純水中の酸素を脱気した。次に、cis
−1,2−DCE(ジクロロエチレン)1μLを添加
し、さらに、10重量%濃度の硫酸第一鉄FeSO
4(鉄イオン:二価)を銅含有鉄粉に対して5重量%の
割合で添加した。得られたスラリーはpH7.18、酸
化還元電位はORP−33mVであり、この容器を密封
して振とう撹拌機で200rpmで撹拌した。この容器
上部のヘッドスペースから一定時間毎にガスをサンプル
採取して、経過時間とcis−1,2−DCE濃度を測
定した。濃度測定はガスクロマトグラフィ(商品名:G
C−MS)で行った。その結果、次式で示される分解反
応速度定数(単に、分解反応速度定数という。)Kは表
1に示す通り、t=1dayとして7.0day−1で
あった。ln(C/C0)=−Ktここで、tは経過日
数、Cはt日後の有機ハロゲン化合物(cis−1,2
−DCE)濃度、C0は有機ハロゲン化合物(cis−
1,2−DCE)の初期濃度、Kは分解反応速度定数
(day−1)である。Example 1 Pure water (ion-exchanged water) 50 m
0.5 g of copper-containing iron powder having an average particle size of 100 μm and a copper content of 1 wt% was added to L and mixed, and then nitrogen gas was added to 30
It was blown for 2 seconds to degas oxygen in pure water. Then cis
-1,2-DCE (dichloroethylene) 1 μL was added, and further 10 wt% concentration of ferrous sulfate FeSO
4 (iron ion: divalent) was added at a ratio of 5% by weight to the copper-containing iron powder. The obtained slurry had a pH of 7.18 and an oxidation-reduction potential of ORP-33 mV, and the container was sealed and stirred at 200 rpm with a shaking stirrer. Gas was sampled from the headspace above the container at regular intervals to measure the elapsed time and the cis-1,2-DCE concentration. Gas chromatography (trade name: G
C-MS). As a result, the decomposition reaction rate constant K (simply referred to as the decomposition reaction rate constant) K represented by the following equation was 7.0 day −1 at t = 1 day as shown in Table 1. ln (C / C 0 ) = − Kt, where t is the number of days elapsed and C is the organohalogen compound (cis-1,2 after t days).
-DCE) concentration, C 0 is an organohalogen compound (cis-
1,2-DCE) initial concentration, K is a decomposition reaction rate constant (day −1 ).
【0013】[0013]
【表1】 [Table 1]
【0014】[実施例2] 硫酸第一鉄に代えて、同濃度
の硫酸第二鉄Fe2(SO4)3(鉄イオン:三価)を
同割合で添加した以外は実施例1と同様に行った。得ら
れた分解反応速度定数Kは表1に示す通り、1.14d
ay−1であった。[Example 2] The same as Example 1 except that ferric sulfate Fe 2 (SO 4 ) 3 (iron ion: trivalent) having the same concentration was added in the same ratio in place of ferrous sulfate. Went to. The obtained decomposition reaction rate constant K is 1.14d as shown in Table 1.
It was ay -1 .
【0015】[実施例3] 硫酸第一鉄に代えて、同濃度
の塩化第二鉄FeCl3(鉄イオン:三価)を同割合で
添加した以外は実施例1と同様に行った。得られた分解
反応速度定数Kは表1に示す通り、0.49day−1
であった。Example 3 The procedure of Example 1 was repeated, except that ferric chloride FeCl 3 (iron ion: trivalent) having the same concentration was added in the same ratio in place of ferrous sulfate. The obtained decomposition reaction rate constant K was 0.49 day −1 as shown in Table 1.
Met.
【0016】[実施例4] 銅含有鉄粉に代えて、鉄粉を
使用した以外は実施例1と同様に行った。得られた分解
反応速度定数Kは表1に示す通り、0.71day−1
であった。[Example 4] The same procedure as in Example 1 was repeated except that iron powder was used instead of the copper-containing iron powder. As shown in Table 1, the obtained decomposition reaction rate constant K was 0.71 day −1.
Met.
【0017】[実施例5] 純水に代えて、水分33.6
重量%の土壌を使用した以外は実施例1と同様に行っ
た。得られた分解反応速度定数Kは表1に示す通り、
0.21day−1であった。[Example 5] Moisture 33.6 was used instead of pure water.
The same procedure as in Example 1 was carried out except that the weight% soil was used. The decomposition reaction rate constant K thus obtained is as shown in Table 1.
It was 0.21 day -1 .
【0018】[比較例1] 硫酸第一鉄を使用しない以外
は実施例1と同様に行った。得られた分解反応速度定数
Kは表2に示す通り、0.12day−1であった。Comparative Example 1 The procedure of Example 1 was repeated except that ferrous sulfate was not used. The decomposition reaction rate constant K thus obtained was 0.12 day −1 as shown in Table 2.
【0019】[0019]
【表2】 [Table 2]
【0020】[比較例2] 硫酸第一鉄を使用しない以外
は実施例5と同様に行った。得られた分解反応速度定数
Kは表2に示す通り、0.005day−1であった。Comparative Example 2 The procedure of Example 5 was repeated except that ferrous sulfate was not used. The decomposition reaction rate constant K thus obtained was 0.005 day −1 as shown in Table 2.
【0021】[比較例3] 硫酸第一鉄に代えて、同濃度
の硫酸を同割合で添加した以外は実施例1と同様に行っ
た。得られた分解反応速度定数Kは表2に示す通り、
0.00day−1であり、全く分解されていなかっ
た。[Comparative Example 3] The same procedure as in Example 1 was repeated except that sulfuric acid having the same concentration was added at the same ratio in place of ferrous sulfate. The decomposition reaction rate constant K thus obtained is as shown in Table 2.
It was 0.00 day −1 and was not decomposed at all.
【0022】[比較例4] 硫酸第一鉄に代えて、硫酸ソ
ーダNa2SO4を使用した以外は実施例1と同様に行
った。得られた分解反応速度定数Kは表2に示す通り、
0.12day−1であった。Comparative Example 4 The procedure of Example 1 was repeated except that sodium sulfate Na 2 SO 4 was used instead of ferrous sulfate. The decomposition reaction rate constant K thus obtained is as shown in Table 2.
It was 0.12 day -1 .
【0023】[比較例5] 銅含有鉄粉を使用しない以外
は実施例1と同様に行った。得られた分解反応速度定数
Kは表2に示す通り、0.003day−1であり、ほ
とんど分解されていなかった。Comparative Example 5 The procedure of Example 1 was repeated except that the copper-containing iron powder was not used. As shown in Table 2, the obtained decomposition reaction rate constant K was 0.003 day -1 , and almost no decomposition was performed.
【0024】[0024]
【発明の効果】本発明は、鉄粉だけではなく鉄塩も同時
に存在させることによって、好ましくは鉄粉の中でも銅
含有鉄粉を選択することによって、汚染土壌または汚染
水中の有機ハロゲン化合物の分解反応速度を効率よく大
幅に向上できるという効果を奏するものである。また、
上記の有機ハロゲン化合物による汚染土壌または汚染水
中に重金属が含有される場合にはこの重金属も同時に無
害化できる効果も奏するものである。さらに、鉄イオン
を用いるため周辺環境への影響はなく安全な処理法であ
る。INDUSTRIAL APPLICABILITY The present invention decomposes organic halogen compounds in contaminated soil or contaminated water by allowing not only iron powder but also iron salt to be present at the same time, preferably by selecting copper-containing iron powder among iron powder. The effect is that the reaction rate can be efficiently and significantly improved. Also,
When a heavy metal is contained in the contaminated soil or contaminated water by the above organic halogen compound, the heavy metal also has an effect of making it harmless at the same time. Furthermore, since iron ions are used, there is no effect on the surrounding environment, and this is a safe treatment method.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.7 識別記号 FI テーマコート゛(参考) C07C 19/03 C07C 19/05 19/041 21/073 19/05 21/08 21/073 21/10 21/08 21/12 21/10 B09B 3/00 304K 21/12 Fターム(参考) 4D004 AA41 AB06 AC07 CA34 CC03 CC09 CC11 DA03 DA20 4D038 AA08 AB14 BB13 4H006 AA05 AC13 BA05 BA19 BA36 EA02 EA03 ─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. 7 Identification code FI theme code (reference) C07C 19/03 C07C 19/05 19/041 21/073 19/05 21/08 21/073 21/10 21 / 08 21/12 21/10 B09B 3/00 304K 21/12 F term (reference) 4D004 AA41 AB06 AC07 CA34 CC03 CC09 CC11 DA03 DA20 4D038 AA08 AB14 BB13 4H006 AA05 AC13 BA05 BA19 BA36 EA02 EA03
Claims (7)
は汚染水に鉄塩と鉄粉とを混合して該有機ハロゲン化合
物と反応させることを特徴とする有機ハロゲン化合物に
よる汚染土壌または汚染水の処理方法。1. A method for treating contaminated soil or contaminated water with an organic halogen compound, comprising mixing iron salt and iron powder in contaminated soil or contaminated water with an organic halogen compound to react with the organic halogen compound.
記載の処理方法。2. The iron powder is a copper-containing iron powder.
The processing method described.
る、請求項1または2記載の処理方法。3. The processing method according to claim 1, wherein the iron powder has a particle size of 10 to 100 μm.
3のいずれかに記載の処理方法。4. The iron salt is an iron sulfate salt.
The processing method according to any one of 3 above.
項4記載の処理方法。5. The processing method according to claim 4, wherein the iron sulfate is ferrous sulfate.
定数が0.5day −1以上である、請求項1〜5のい
ずれかに記載の処理方法。6. The decomposition reaction rate of the organic halogen compound
The constant is 0.5 day -1The above is the case of claims 1 to 5.
The processing method described in some cases.
発生現場で行う、請求項1〜6のいずれかに記載の処理
方法。7. The treatment method according to claim 1, wherein the reaction is performed at a site where the contaminated soil or contaminated water is generated.
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Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006022166A (en) * | 2004-07-06 | 2006-01-26 | Tosoh Corp | Method for detoxifying object contaminated with organic halogen compound |
JP2006142150A (en) * | 2004-11-17 | 2006-06-08 | Dowa Mining Co Ltd | Method for cleaning contaminated soil or contaminated groundwater |
JP2007209826A (en) * | 2005-10-04 | 2007-08-23 | Matsushita Electric Ind Co Ltd | Purifying method of polluted soil |
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2002
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Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2006022166A (en) * | 2004-07-06 | 2006-01-26 | Tosoh Corp | Method for detoxifying object contaminated with organic halogen compound |
JP2006142150A (en) * | 2004-11-17 | 2006-06-08 | Dowa Mining Co Ltd | Method for cleaning contaminated soil or contaminated groundwater |
JP4586155B2 (en) * | 2004-11-17 | 2010-11-24 | Dowaエコシステム株式会社 | Method for purifying contaminated soil or contaminated groundwater |
JP2007209826A (en) * | 2005-10-04 | 2007-08-23 | Matsushita Electric Ind Co Ltd | Purifying method of polluted soil |
JP4670570B2 (en) * | 2005-10-04 | 2011-04-13 | パナソニック株式会社 | Purification method for contaminated soil |
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