JPH07232178A - Wastewater containing organic matter - Google Patents
Wastewater containing organic matterInfo
- Publication number
- JPH07232178A JPH07232178A JP2782394A JP2782394A JPH07232178A JP H07232178 A JPH07232178 A JP H07232178A JP 2782394 A JP2782394 A JP 2782394A JP 2782394 A JP2782394 A JP 2782394A JP H07232178 A JPH07232178 A JP H07232178A
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Abstract
(57)【要約】
【目的】有機物を含有する排水を効率よく脱炭酸分解せ
しめる新しい排水処理技術の開発。
【構成】メタノール、ホルマリン、蟻酸、酢酸、アルデ
ヒド、エチレングリコール等を含有する排水を、白金族
金属をチタニア、アルミナ及びジルコニア等の無機酸化
物担体に担持した触媒を用いて、反応温度200〜27
0℃、反応圧力25〜70kg/cm2 Gの条件で、脱
炭酸分解せしめる排水処理法。(57) [Summary] [Purpose] Development of a new wastewater treatment technology that efficiently decarboxylates wastewater containing organic substances. [Structure] Waste water containing methanol, formalin, formic acid, acetic acid, aldehyde, ethylene glycol, etc. is used at a reaction temperature of 200 to 27 by using a catalyst in which a platinum group metal is supported on an inorganic oxide carrier such as titania, alumina and zirconia.
A wastewater treatment method in which decarboxylation is carried out under conditions of 0 ° C. and a reaction pressure of 25 to 70 kg / cm 2 G.
Description
【0001】[0001]
【産業上の利用分野】本発明は有機物含有廃水の処理法
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 treating organic waste water.
【0002】[0002]
【従来の技術】近年、地球レベルでの環境問題の改善が
叫ばれており、各種産業分野で環境保全のための技術的
対策が緊急に迫られている。その中でも、特に環境破壊
の問題が大きく取り上げられるようになってきており、
産業廃棄物を発生せずかつ処理コストの安価な優れた排
水処理法の確立が望まれている。これまで、排水処理の
方法として、排水中の有機物を生物学的に分解する活性
汚泥法が広く採用されてきた。しかし、この方法は、有
機物を分解する微生物の活動環境をコントロールするの
が非常に難しく、微妙な運転技術が要求される。また、
処理後に、余剰汚泥が発生するために、余剰汚泥の処理
にさらなる処理コストがかかり、経済的に不利である。2. Description of the Related Art In recent years, there has been a call for improvement of environmental problems at the global level, and technical measures for environmental conservation are urgently required in various industrial fields. Among them, the issue of environmental destruction has come to be widely taken up,
It is desired to establish an excellent wastewater treatment method that does not generate industrial waste and has a low treatment cost. Until now, the activated sludge method of biologically decomposing organic matter in wastewater has been widely adopted as a wastewater treatment method. However, in this method, it is very difficult to control the active environment of microorganisms that decompose organic matter, and delicate operation technology is required. Also,
Since excess sludge is generated after the treatment, the treatment of the excess sludge requires additional treatment cost, which is economically disadvantageous.
【0003】有機物含有排水を高温高圧下液相状態で空
気などの酸素含有ガスを吹き込んで、酸化除去する湿式
酸化法であるジンマーマンプロセス(以下、ジンプロ法
と略称する。)が実用化されているが、しかしながら、
この方法によって高濃度の排水を処理する場合、完全に
分解処理することは困難であり、通常、酸化分解率は4
0〜70%であるためにあまり普及されていない。The Zimmerman process (hereinafter abbreviated as "Zinpro method"), which is a wet oxidation method in which oxygen-containing gas such as air is blown into an organic matter-containing wastewater in a liquid phase at high temperature and high pressure to oxidize and remove it, has been put into practical use. However, however,
When treating high-concentration wastewater by this method, it is difficult to completely decompose it, and the oxidative decomposition rate is usually 4
Since it is 0 to 70%, it is not widely used.
【0004】一方、最近になって触媒を利用した湿式酸
化排水処理法が積極的に研究されている。ジンプロ法に
比べて、触媒を用いることにより、排水中の有機物の処
理効率を格段に向上させた処理法であり、有機物を二酸
化炭素と水にほぼ完全に分解することができる。またジ
ンプロ法では、処理できなかったアンモニア等の窒素化
合物及び硫黄化合物を処理分解することも可能である。
しかし、これまで報告されている触媒湿式酸化法はいず
れも排水中の有機物を空気などの酸素含有ガスによって
酸化分解する方法であり、このような排水処理プロセス
を工業化する場合、空気などの酸素含有ガスを反応器に
供給するための高圧コンプレッサーが必要となる。その
ため必ずしも設備コスト及び処理コストの安いプロセス
とは言えない。On the other hand, recently, a wet oxidation wastewater treatment method using a catalyst has been actively studied. Compared to the Zinpro method, this is a treatment method in which the treatment efficiency of organic substances in wastewater is significantly improved by using a catalyst, and the organic substances can be decomposed into carbon dioxide and water almost completely. In the Zinpro method, it is also possible to treat and decompose nitrogen compounds and sulfur compounds such as ammonia that could not be treated.
However, all of the catalytic wet oxidation methods that have been reported so far are methods of oxidizing and decomposing organic matter in wastewater with an oxygen-containing gas such as air, and when industrializing such a wastewater treatment process, oxygen-containing gases such as air are used. A high pressure compressor is needed to supply the gas to the reactor. Therefore, it cannot be said that the process is low in equipment cost and treatment cost.
【0005】[0005]
【発明が解決しようとしている課題】本発明の目的は、
これまでの触媒湿式酸化よりも経済性の優れた排水処理
法を提供することにある。The object of the present invention is to:
An object of the present invention is to provide a wastewater treatment method that is more economical than conventional catalytic wet oxidation.
【0006】[0006]
【課題を解決するための手段】本発明者は技術の現状に
鑑みてこれまでの触媒湿式酸化法よりも経済的に有利な
排水処理技術を完成すべく、鋭意研究を重ねた結果、白
金族金属のチタニア、ジルコニアあるいはアルミナ担持
触媒を用いることにより、有機物含有廃水を高分解処理
することが可能であることを見いだし、本発明を完成す
るに至った。In view of the current state of the art, the present inventor has conducted extensive studies in order to complete a wastewater treatment technology that is more economically advantageous than the conventional catalytic wet oxidation method. The inventors have found that it is possible to highly decompose organic matter-containing wastewater by using a metal-supported catalyst such as titania, zirconia or alumina, and have completed the present invention.
【0007】即ち、本発明は、以下の排水処理法を提供
するものである。That is, the present invention provides the following wastewater treatment method.
【0008】メタノール、ホルマリン、ギ酸、アセトア
ルデヒド、酢酸、エチレングリコール及び低級脂肪酸の
メチルエステル等の有機物を含有する排水を、白金族金
属を無機酸化物担体に担持した触媒で、酸素含有ガスを
供給せずに、脱炭酸分解することことからなる排水処理
法である。Waste water containing organic substances such as methanol, formalin, formic acid, acetic acid, acetic acid, acetic acid, ethylene glycol and lower fatty acid methyl ester is supplied with an oxygen-containing gas by a catalyst having a platinum group metal supported on an inorganic oxide carrier. Instead, it is a wastewater treatment method that consists of decarboxylation decomposition.
【0009】以下、本発明を詳細に説明する。The present invention will be described in detail below.
【0010】本発明の適用できる有機物含有排水は特に
低級有機物などを含有するものであり、1例を挙げれ
ば、ジメチルテレフタレート製造工場、ポリエチレンテ
レフタレート製造工場から排出される排水がある。低級
有機物としてメタノール、ホルムアルデヒド、ギ酸、ア
セトアルデヒド、酢酸、エチレングリコール、低級脂肪
酸のメチルエステルなどが挙げられ、それぞれ単独でも
またそれらの混合物でもかまわない。The organic matter-containing wastewater to which the present invention can be applied particularly contains a low-grade organic matter, and one example thereof is wastewater discharged from a dimethyl terephthalate manufacturing plant and a polyethylene terephthalate manufacturing plant. Examples of the lower organic substance include methanol, formaldehyde, formic acid, acetaldehyde, acetic acid, ethylene glycol, and methyl ester of lower fatty acid, which may be used alone or as a mixture thereof.
【0011】本発明において使用できる触媒はルテニウ
ム、白金及びパラジウムであり、これらの1種類または
2種類以上を使用できる。The catalysts usable in the present invention are ruthenium, platinum and palladium, and one or more of these can be used.
【0012】またこれらの金属は適当な担体上に支持さ
せて使用することが好ましい。担体として用いられる物
質としてはチタニア、ジルコニア、アルミナ等が適当で
ある。 各種金属の担持量は通常、担体重量の0.1〜
10%、好ましくは0.5〜5%である。金属濃度が高
くなるにつれて分解効率は上昇するが、金属濃度を10
%以上に高めても、分解効率は上がらなくなる。触媒活
性をできるだけ有効に発揮させるためには金属濃度は2
〜5%の範囲が適当である。Further, it is preferable to use these metals by supporting them on a suitable carrier. Titania, zirconia, alumina and the like are suitable as the substance used as the carrier. The amount of various metals carried is usually 0.1 to 0.1% by weight of the carrier.
It is 10%, preferably 0.5 to 5%. Although the decomposition efficiency increases as the metal concentration increases,
Even if it is increased to more than%, the decomposition efficiency cannot be improved. The metal concentration should be 2 in order to maximize the catalytic activity.
A range of up to 5% is suitable.
【0013】触媒形状としては、粒状、ペレット状、円
柱状、破砕片状、ハニカム状或いは粉末状等の種々の形
態で使用することができる。The catalyst may be used in various forms such as granular form, pellet form, columnar form, crushed piece form, honeycomb form or powder form.
【0014】本発明において回分式で反応を行う場合、
触媒量は金属濃度として1000〜13000ppmの
範囲が好ましく、13000ppm以上に触媒量を高め
ても分解率の大きな向上は見られない。経済面を考慮す
れば、13000ppmまでが限度である。また、この
反応形式では、反応時間は30分間〜2時間、特に1時
間程度とするのが好ましい。In the present invention, when the reaction is carried out in a batch system,
The catalyst amount is preferably in the range of 1000 to 13000 ppm as the metal concentration, and even if the catalyst amount is increased to 13000 ppm or more, the decomposition rate is not significantly improved. Considering economic aspects, the limit is 13000 ppm. Further, in this reaction system, the reaction time is preferably 30 minutes to 2 hours, particularly about 1 hour.
【0015】本発明において連続式で反応を行う場合、
排水の空間速度(以後LHSVと略称する)は1〜50
h-1、特に5〜20h-1の範囲が好ましい。When the reaction is carried out in a continuous manner in the present invention,
Space velocity of drainage (hereinafter abbreviated as LHSV) is 1 to 50
h -1, in particular in the range of 5~20H -1 are preferred.
【0016】本発明において反応温度は200〜270
℃、特に230〜250℃の範囲が有効に用いられる。
また、反応圧力はこのような高温下でも排水が液相を保
持するような加圧下、例えば25〜70kg/cm
2G、特に30〜40kg/cm2Gとするのが好まし
い。酸素含有ガスを供給する触媒湿式空気酸化法(通常
は70kg/cm2G以上)に比べて反応圧力を大きく
下げることが可能である。In the present invention, the reaction temperature is 200 to 270.
C., especially in the range of 230 to 250.degree. C. is effectively used.
The reaction pressure is such that the wastewater maintains the liquid phase even under such a high temperature, for example, 25 to 70 kg / cm.
It is preferably 2 G, particularly 30 to 40 kg / cm 2 G. It is possible to greatly lower the reaction pressure as compared with the catalytic wet air oxidation method of supplying an oxygen-containing gas (usually 70 kg / cm 2 G or more).
【0017】本発明において従来の湿式酸化排水処理法
で必要不可欠とされてきた酸素含有ガスを処理系に供給
する必要は全くない。排水中の有機物は白金族触媒によ
って脱炭酸反応され、主にメタンガスと二酸化炭素とに
分解される。従来の空気などの酸素含有ガス存在下での
湿式酸化処理法では有機物は大部分が酸素酸化されて二
酸化炭素と水に分解されることから、本発明での分解機
構はこれまでの触媒湿式酸化法とは全く異なるものであ
る。In the present invention, there is no need to supply the oxygen-containing gas, which has been indispensable in the conventional wet oxidation wastewater treatment method, to the treatment system. The organic matter in the wastewater is decarboxylated by the platinum group catalyst and is mainly decomposed into methane gas and carbon dioxide. In the conventional wet oxidation treatment method in the presence of an oxygen-containing gas such as air, most of the organic substances are oxidized by oxygen and decomposed into carbon dioxide and water. It is completely different from the law.
【0018】本発明における排水処理法で発生するメタ
ンガスは燃料として有効利用できる。Methane gas generated by the wastewater treatment method of the present invention can be effectively used as fuel.
【0019】[0019]
【発明の効果】以上のように、本発明によれば、有機物
含有廃水を触媒に接触せしめるのみで、高分解処理が可
能となり、低コストで効率良く排水処理を行うことがで
きる。また、排水処理により発生したメタンガスは燃料
として使用することが可能であり、この点からも本発明
法は工業的手段として好適である。As described above, according to the present invention, only by bringing the organic matter-containing wastewater into contact with the catalyst, a high decomposition treatment can be performed, and wastewater treatment can be efficiently performed at low cost. Further, the methane gas generated by the wastewater treatment can be used as a fuel, and the method of the present invention is also suitable as an industrial means from this point.
【0020】[0020]
[実施例1]撹拌機を有するチタン・ライニング製で内
容積500mLのオートクレーブに外径約1mmφのチ
タニア球に2重量%のルテニウム(Ru)を担持させた
触媒12.5g、及び約3重量%の酢酸を含む水溶液1
00gを装入した。そして、系内を2〜3度、窒素置換
して完全に窒素雰囲気下にしたのち、250℃まで昇温
した。この時、オートクレーブ内圧は40kg/cm2
Gとなった。撹拌速度1000rpmで撹拌しながら、
この状態で温度を250℃に保持することによって分解
反応を1時間行った。[Example 1] 12.5 g of a catalyst in which 2 wt% of ruthenium (Ru) was supported on a titania sphere having an outer diameter of about 1 mmφ and made of a titanium lining having a stirrer and having an inner volume of 500 mL, and about 3 wt% Aqueous solution containing acetic acid 1
00g was charged. Then, the system was replaced with nitrogen 2-3 times to completely bring it into a nitrogen atmosphere, and then the temperature was raised to 250 ° C. At this time, the internal pressure of the autoclave is 40 kg / cm 2
It became G. While stirring at a stirring speed of 1000 rpm,
In this state, the decomposition reaction was carried out for 1 hour by keeping the temperature at 250 ° C.
【0021】反応終了後、処理水を取り出し、ガスクロ
マトグラフィー、全有機炭素分析により酢酸のガスクロ
マトグラフィー分解率(以後GC分解率と略称する)及
び全有機炭素分解率(以後TOC分解率と略称する)を
求めた。その結果を表1に示した。また、ガスクロマト
グラフィーにより、系内気相中に存在する分解ガスの組
成を求めた。その結果を表2に示した。窒素ガスは酢酸
の分解反応で発生したのではなく、もともと空気中に含
まれていたものである。After the completion of the reaction, the treated water was taken out, and the gas chromatographic decomposition rate of acetic acid by gas chromatography and total organic carbon analysis (hereinafter abbreviated as GC decomposition rate) and the total organic carbon decomposition rate (hereinafter abbreviated as TOC decomposition rate). To do). The results are shown in Table 1. Further, the composition of the decomposed gas existing in the gas phase in the system was determined by gas chromatography. The results are shown in Table 2. Nitrogen gas was not originally generated by the decomposition reaction of acetic acid, but was originally contained in the air.
【0022】Ru−チタニア触媒により、空気雰囲気下
と同様窒素雰囲気下においても酢酸は効率良く分解さ
れ、主にメタンガス、二酸化炭素に分解される。With the Ru-titania catalyst, acetic acid is efficiently decomposed in a nitrogen atmosphere as well as in an air atmosphere, and is mainly decomposed into methane gas and carbon dioxide.
【0023】[0023]
【表1】 [Table 1]
【0024】[0024]
【表2】 [Table 2]
【0025】[比較例1] (空気量検討)実施例1と同一の触媒を用い、250℃
に加熱し、オートクレーブ圧を40kg/cm2Gにし
たのちに、さらに30kg/cm2の空気を導入して7
0kg/cm2Gの反応圧で酢酸水溶液の分解処理実験
を行った。分解効率、分解ガス分析の実験結果を表3お
よび4に示した。[Comparative Example 1] (Study of air amount) Using the same catalyst as in Example 1, 250 ° C.
After heating the autoclave pressure to 40 kg / cm 2 G and further introducing 30 kg / cm 2 of air,
A decomposition treatment experiment of an acetic acid aqueous solution was conducted at a reaction pressure of 0 kg / cm 2 G. The experimental results of decomposition efficiency and decomposition gas analysis are shown in Tables 3 and 4.
【0026】反応系に空気を導入しても、酢酸は効率良
く分解される。しかし、酢酸は、酸素によって完全酸化
されるために、二酸化炭素の生成割合がメタンよりも大
きくなっている。Even if air is introduced into the reaction system, acetic acid is efficiently decomposed. However, acetic acid is completely oxidized by oxygen, so that the production rate of carbon dioxide is higher than that of methane.
【0027】[0027]
【表3】 [Table 3]
【0028】[0028]
【表4】 [Table 4]
【0029】[実施例2〜7] (触媒検討)実施例1に述べた方法に従い、各種白金族
触媒を用いて実施例1と同一処理条件で、酢酸水溶液の
分解処理実験を行い、触媒活性を検討した。その結果を
表5に示した。[Examples 2 to 7] (Catalyst examination) In accordance with the method described in Example 1, decomposition treatment experiments of an acetic acid aqueous solution were carried out under the same treatment conditions as in Example 1 using various platinum group catalysts, and catalytic activity was examined. It was investigated. The results are shown in Table 5.
【0030】[0030]
【表5】 [Table 5]
【0031】空気などの酸素含有ガスを供給しない場
合、酢酸分解処理では、ルテニウムが特異的に高活性を
示す。パラジウム、白金等もまた酢酸分解活性を示す
が、ルテニウムに比べると分解効率は著しく低い。担体
はチタニア、α−アルミナ、ジルコニアのいずれも使用
可能である。When oxygen-containing gas such as air is not supplied, ruthenium shows a specific high activity in the acetic acid decomposition treatment. Palladium, platinum and the like also show acetic acid decomposition activity, but their decomposition efficiency is significantly lower than that of ruthenium. As the carrier, any of titania, α-alumina and zirconia can be used.
【0032】[実施例8〜11] (反応条件検討)実施例1に述べた方法に従い、実施例
1と同一処理条件で調整排水の脱炭酸分解処理におい
て、反応温度および反応時間を変えて反応条件の最適化
を行った。[Examples 8 to 11] (Study of reaction conditions) According to the method described in Example 1, the reaction was carried out by changing the reaction temperature and the reaction time in the decarbonation decomposition treatment of the adjusted waste water under the same treatment conditions as in Example 1. The conditions were optimized.
【0033】なお、調整排水中の有機物組成は下記の通
りであった。 酢酸 3.7重量%、メタノール 0.2
重量% ホルムアルデヒド 0.8重量%、ギ酸 1.2
重量%The organic matter composition in the adjusted wastewater was as follows. Acetic acid 3.7% by weight, methanol 0.2
% By weight formaldehyde 0.8% by weight, formic acid 1.2
weight%
【0034】[0034]
【表6】 [Table 6]
【0035】その結果を表6に示した。The results are shown in Table 6.
【0036】反応温度250℃、反応時間1時間では、
分解効率は非常に高く調整排水をほぼ完全に分解でき
る。反応温度を230℃に下げると分解効率は低下する
が、依然高い分解効率を示している。反応温度を200
℃まで落とした場合、反応時間を2時間に延長しても、
TOC分解率は大きく低下する。調整排水を高効率で分
解可能な反応条件は反応温度230〜250℃、反応時
間1時間である。When the reaction temperature is 250 ° C. and the reaction time is 1 hour,
The decomposition efficiency is very high and the adjusted wastewater can be decomposed almost completely. When the reaction temperature is lowered to 230 ° C., the decomposition efficiency decreases, but the decomposition efficiency is still high. Reaction temperature is 200
Even if the reaction time is extended to 2 hours when the temperature is lowered to ℃,
The TOC decomposition rate is greatly reduced. The reaction conditions capable of decomposing the adjusted wastewater with high efficiency are a reaction temperature of 230 to 250 ° C. and a reaction time of 1 hour.
【0037】[実施例12〜14] (反応液検討)実施例1に述べた方法に従い、実施例1
と同一触媒、同一処理条件で、各種低級有機物水溶液の
分解処理実験を行い、本触媒系に適用できる有機物含有
排水の可能性について検討した。その結果を表7に示し
た。[Examples 12 to 14] (Study of reaction solution) In accordance with the method described in Example 1, Example 1
Using the same catalyst and the same treatment conditions as above, we carried out decomposition treatment experiments of various lower organic matter aqueous solutions, and examined the possibility of organic matter-containing wastewater applicable to this catalyst system. The results are shown in Table 7.
【0038】Ru−チタニア触媒は酢酸だけでなく、ホ
ルムアルデヒド、ギ酸などの低級有機物にも効率の高い
分解能を有する。The Ru-titania catalyst has a high efficiency in not only acetic acid but also lower organic substances such as formaldehyde and formic acid.
【0039】[0039]
【表7】 [Table 7]
フロントページの続き (72)発明者 佐藤 和広 愛媛県松山市北吉田町77番地 帝人株式会 社松山事業所内Front page continuation (72) Inventor Kazuhiro Sato 77 Kitayoshida-cho, Matsuyama-shi, Ehime Prefecture Teijin Limited Matsuyama Office
Claims (6)
アルデヒド、酢酸、エチレングリコール及び/または低
級脂肪酸のメチルエステルを含有する排水を、白金族金
属を無機酸化物担体に担持した触媒を用いて、酸素含有
ガスを供給することなく、脱炭酸分解することからなる
排水処理法。1. An oxygen-containing gas containing wastewater containing methanol, formalin, formic acid, acetaldehyde, acetic acid, ethylene glycol and / or methyl ester of a lower fatty acid using a catalyst in which a platinum group metal is supported on an inorganic oxide carrier. Wastewater treatment method consisting of decarboxylation decomposition without supply of.
ラジウムである請求項1に記載の排水処理法。2. The wastewater treatment method according to claim 1, wherein the platinum group metal is ruthenium, platinum or palladium.
たはジルコニアである請求項1に記載の排水処理法。3. The wastewater treatment method according to claim 1, wherein the inorganic oxide carrier is titania, alumina or zirconia.
0.1〜10%である請求項1に記載の排水処理法。4. The method for treating wastewater according to claim 1, wherein the metal concentration in the catalyst is 0.1 to 10% based on the weight of the catalyst.
行う請求項1に記載の排水処理法。5. The wastewater treatment method according to claim 1, wherein the wastewater treatment is carried out at a reaction temperature of 200 to 270 ° C.
m2Gで行う請求項1に記載の排水処理法。6. The reaction pressure for wastewater treatment is 25 to 70 kg / c.
The wastewater treatment method according to claim 1, which is carried out at m 2 G.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2782394A JPH07232178A (en) | 1994-02-25 | 1994-02-25 | Wastewater containing organic matter |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2782394A JPH07232178A (en) | 1994-02-25 | 1994-02-25 | Wastewater containing organic matter |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH07232178A true JPH07232178A (en) | 1995-09-05 |
Family
ID=12231680
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2782394A Pending JPH07232178A (en) | 1994-02-25 | 1994-02-25 | Wastewater containing organic matter |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07232178A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20030061083A (en) * | 2002-01-10 | 2003-07-18 | 한국염색기술연구소 | Treatment method of waste water containing ethylene glycol |
| US7635432B2 (en) | 2006-03-31 | 2009-12-22 | Toyo Engineering Corporation | Method of treating at a high-temperature waste liquid from production plant for hydrocarbons or oxygen-containing compounds |
| US7641797B2 (en) | 2004-10-22 | 2010-01-05 | Toyo Engineering Corporation | Method of treating waste liquid from production plant for hydrocarbons or oxygen-containing compounds |
-
1994
- 1994-02-25 JP JP2782394A patent/JPH07232178A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20030061083A (en) * | 2002-01-10 | 2003-07-18 | 한국염색기술연구소 | Treatment method of waste water containing ethylene glycol |
| US7641797B2 (en) | 2004-10-22 | 2010-01-05 | Toyo Engineering Corporation | Method of treating waste liquid from production plant for hydrocarbons or oxygen-containing compounds |
| US7635432B2 (en) | 2006-03-31 | 2009-12-22 | Toyo Engineering Corporation | Method of treating at a high-temperature waste liquid from production plant for hydrocarbons or oxygen-containing compounds |
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