JP2006083129A - Method of purification treatment of ethanol - Google Patents
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本発明は、エタノール中に溶解している有機化合物を除去するエタノールの精製処理方法に関する。特に難分解性有機物であるジオキサンを高効率に除去するエタノールの精製処理方法に関する。 The present invention relates to a method for purifying ethanol that removes an organic compound dissolved in ethanol. In particular, the present invention relates to a method for purifying ethanol that efficiently removes dioxane, which is a hardly decomposable organic substance.
エタノール（アルコール）は、酒類としての飲料用のみならず、化学工業、食品工業、医薬品など広く工業用に使用されている。酒類用や食品添加物用のエタノールは、醸造アルコール又は発酵アルコールとも呼ばれ、糖蜜、甘藷、穀類などの天然物原料から発酵法で製造されている。醸造アルコール以外の工業用アルコールは、エチレン原料から化学合成で製造されており、合成アルコールと呼ばれている。近年、日本における醸造アルコールの製造方法は、海外において天然物原料を発酵させた醪を比較的簡単な蒸留機で蒸留して得られたアルコール（粗留アルコールという）を輸入し、日本の高度な蒸留方式で精製し、極めて不純物の少ない高純度のエタノールを製造する方法となっている。例えば、高度の蒸留方式として、スーパーアロスパス方式の蒸留機がある（非特許文献１）。この方式は、醪塔（Ａ塔）、分離塔（Ａ１塔）、濃縮塔（Ａ２塔）、抽出塔（Ｄ塔）、精留塔（Ｂ塔）、精製塔（Ｃ塔）、不純物処理塔（Ｇ塔）、減圧塔（Ｈ塔）などの多数の塔を使用して、アルデヒド類、メタノールなどの低沸点不純物、及び１−プロパノールなどのフーゼル油成分を含む中・高沸点不純物などの大部分の不純物を分離している。しかしながら、上記の蒸留方式によっても、難分解性有機物であるジオキサンは、エタノールと共沸化合物を形成するので、除去するのが困難という問題点を有している。 Ethanol (alcohol) is widely used not only for beverages as alcoholic beverages but also for industrial purposes such as the chemical industry, food industry, and pharmaceuticals. Ethanol for alcoholic beverages and food additives is also called brewed alcohol or fermented alcohol, and is produced by fermentation from natural raw materials such as molasses, sweet potatoes, and grains. Industrial alcohol other than brewing alcohol is produced by chemical synthesis from ethylene raw materials and is called synthetic alcohol. In recent years, the method for producing brewed alcohol in Japan has been importing alcohol obtained by distilling fermented fermented natural products with a relatively simple distiller overseas (referred to as crude alcohol). This is a method for producing high-purity ethanol with very few impurities by purifying it by distillation. For example, as a high-level distillation system, there is a superalros pass type distillation machine (Non-Patent Document 1). This system consists of a tower (A tower), a separation tower (A1 tower), a concentration tower (A2 tower), an extraction tower (D tower), a rectification tower (B tower), a purification tower (C tower), and an impurity treatment tower. (G tower), a large number of low and high boiling point impurities including low boiling point impurities such as aldehydes, methanol, and fusel oil components such as 1-propanol, using a number of towers such as a vacuum tower (H tower). Part of impurities are separated. However, even by the above distillation method, dioxane, which is a hardly decomposable organic substance, has a problem that it is difficult to remove because it forms an azeotropic compound with ethanol.
一方、近年環境中に放出されている有機化合物の多くは、水系の汚染を引起しており、生活環境、自然環境の保全、保護の観点より、これら有機化合物の分離回収が求められている。
１，４−ジオキサンは、有機反応、塗料、酢酸セルロース等の溶剤、トランジスタや合成皮革の洗浄剤の調整用、あるいは染色、印刷や繊維処理時の分散・潤滑剤として、年間４，０００〜５，０００ｔ程度生産され使用されているが、水に混和しやすい、水への溶解度が極めて大きい物性を有しており、化学分解性や生分解性が低いために、各種産業の工場等から水環境中に排出されると水と同じように拡散していき、長期にわたって残留していることが環境省等の調査でわかってきている。また、ごく低濃度でも長期に飲用した場合にガンを発生させる可能性が指摘されており、世界保健機構の飲料水水質ガイドラインの改訂で対象物質として追加指定されつつある。わが国でも、東京都や大阪府における水道原水の汚染事例もあって、水道法の水質基準の改訂（平成１５年５月３０日）に伴って基準項目として新たに加えられ、０．０５ｍｇ／Ｌの水質基準値が定められている。
このように、水環境の保全や水道原水の安全性確保の観点からも、各種産業分野の事業所からの環境中への１,４−ジオキサン排出を早急に低減しなければならなくなっているが、１,４−ジオキサンは下水処理場での除去率が最大でも２５％程度にしかならず、従来から一般に行われている加圧浮上、凝集沈殿といった物理化学的処理や活性汚泥法のような生物処理による除去が難しく、代表的な高次処理法である活性炭による吸着性も乏しい。オゾンによる分解処理でしか除去ができないというのが現状である（非特許文献２、非特許文献３）。
On the other hand, many organic compounds released into the environment in recent years have caused water-based pollution, and separation and recovery of these organic compounds are required from the viewpoints of the preservation and protection of living environment and natural environment.
1,4-Dioxane is used for the adjustment of organic reaction, paint, solvent such as cellulose acetate, cleaning agent for transistors and synthetic leather, or as a dispersion / lubricant for dyeing, printing and fiber processing, 4,000 to 5 per year. Although it is produced and used for about 1,000,000 tons, it is easy to mix with water, has extremely high solubility in water, and has low chemical and biodegradability. When it is discharged into the environment, it diffuses in the same way as water, and it has been found by surveys by the Ministry of the Environment that it remains for a long time. In addition, it has been pointed out that it may cause cancer if it is drunk for a long time even at a very low concentration, and it is being additionally designated as a target substance in the revision of the drinking water quality guidelines of the World Health Organization. In Japan, there are cases of contamination of raw water in Tokyo and Osaka prefectures, and it was newly added as a standard item with the revision of the water quality standard of the Water Supply Law (May 30, 2003). Water quality standard values are established.
In this way, from the viewpoint of maintaining the water environment and ensuring the safety of raw water supplies, it is necessary to quickly reduce 1,4-dioxane emissions into the environment from establishments in various industrial fields. 1,4-Dioxane has a removal rate of only about 25% at the maximum in a sewage treatment plant, and biological treatments such as physicochemical treatments such as pressurized flotation and coagulation sedimentation, and activated sludge methods, which are conventionally performed in general. Is difficult to remove, and the adsorptivity by activated carbon, which is a typical high-order treatment method, is poor. It is the present condition that it can remove only by the decomposition process by ozone (nonpatent literature 2, nonpatent literature 3).
難分解性有機物が含まれる排水の処理方法では、強い酸化力を持つオゾンを利用した水処理の研究や開発が行われているが、消費電力が大きいことや、運転管理の難しさなどがある。より効果的に難分解性有機物を分解するために、Ｏ３／ＵＶ処理、Ｏ３／Ｈ２Ｏ２処理、Ｏ３／ＵＶ／Ｈ２Ｏ２処理のようなオゾン処理とその他の方法の組合せによる促進酸化処理技術も開発されてきているが、これらもまた消費エネルギーの大きい処理方法であるという欠点を有する。
このように、排水処理において、１,４−ジオキサンの分解、除去は検討されているが、技術上の課題は多い。
In the treatment method of wastewater containing persistent organic matter, water treatment using ozone with strong oxidizing power is being researched and developed, but there are large power consumption and difficulty in operation management. . Combination of ozone treatment and other methods, such as O 3 / UV treatment, O 3 / H 2 O 2 treatment, O 3 / UV / H 2 O 2 treatment, for more effectively decomposing persistent organic substances Accelerated oxidation treatment techniques have also been developed, but these also have the disadvantage of being treatment methods that consume large amounts of energy.
Thus, in the wastewater treatment, decomposition and removal of 1,4-dioxane have been studied, but there are many technical problems.
エタノールに、例えば１,４−ジオキサンが含有されたような場合に、その除去方法は全く検討されていない。
大気圧下におけるエタノール−水−１,４−ジオキサン三成分系気液平衡データは測定されている（非特許文献４）。これによると、液組成と気液平衡比の相関から、エタノール−水−１,４−ジオキサン三成分系溶液の共沸組成はモル分率で、エタノール０．８９、水０．０８及び１,４−ジオキサン０．０３であると推定されている。
以上のような状況にかんがみ、エタノールと共沸化合物を形成する、難分解性有機物であるジオキサンを高効率に除去するエタノールの精製処理方法の技術開発が求められている。
In the case where ethanol contains, for example, 1,4-dioxane, the removal method has not been studied at all.
Ethanol-water-1,4-dioxane ternary vapor-liquid equilibrium data under atmospheric pressure has been measured (Non-patent Document 4). According to this, from the correlation between the liquid composition and the vapor-liquid equilibrium ratio, the azeotropic composition of the ethanol-water-1,4-dioxane ternary system solution is a molar fraction of ethanol 0.89, water 0.08 and 1, It is estimated to be 0.03 4-dioxane.
In view of the circumstances as described above, there is a need for technological development of a method for purifying ethanol that efficiently removes dioxane, which is a hardly decomposable organic substance that forms an azeotrope with ethanol.
本発明の目的は、エタノール中に溶解している有機化合物、すなわち、難分解性有機物、特に環状エーテル類、中でもジオキサンを、簡便かつ効率よく分離・除去するエタノールの精製処理方法を提供することにある。 An object of the present invention is to provide a method for purifying ethanol that can easily and efficiently separate and remove organic compounds dissolved in ethanol, that is, hardly decomposable organic substances, particularly cyclic ethers, especially dioxane. is there.
本発明を概説すれば、本発明の第１の発明は、難分解性有機物を含有するエタノールを精製処理する方法において、４．００×１０−２ＭＰａ以下の減圧下で蒸留するエタノールの精製処理方法に関し、第２の発明は、蒸留時のエタノール濃度を６０ｖ／ｖ％以上に調整するエタノールの精製処理方法であり、第３の発明は、難分解性有機物が、環状エーテル類であるエタノールの精製処理方法であり、第４の発明は、環状エーテル類が、１，４−ジオキサン、１，３−ジオキサン、テトラヒドロフラン又はテトラヒドロピランから選択される１種以上であるエタノールの精製処理方法に関する。 In summary, the first invention of the present invention is a method for purifying ethanol containing a hardly decomposable organic substance, and purifying ethanol distilled under a reduced pressure of 4.00 × 10 −2 MPa or less. Regarding the method, the second invention relates to a method for purifying ethanol in which the ethanol concentration during distillation is adjusted to 60 v / v% or more, and the third invention relates to a method in which the hardly decomposable organic substance is a cyclic ether. This is a purification treatment method, and the fourth invention relates to a purification treatment method for ethanol, wherein the cyclic ether is one or more selected from 1,4-dioxane, 1,3-dioxane, tetrahydrofuran or tetrahydropyran.
本発明者らは、上記課題を解決すべく鋭意研究を行った結果、難分解性有機物を含有するエタノールを精製処理する方法において、４．００×１０−２ＭＰａ以下の減圧下で蒸留するという簡便な方法により、エタノール中に溶解している有機化合物、特に、エタノールと共沸化合物を形成する、難分解性有機物である、環状エーテル類、中でもジオキサンを、簡便かつ効率よく分離・除去することができることを見出し、本発明を完成させた。 As a result of intensive studies to solve the above-mentioned problems, the present inventors say that in a method for purifying ethanol containing a hardly decomposable organic substance, distillation is performed under a reduced pressure of 4.00 × 10 −2 MPa or less. Easy and efficient separation and removal of organic compounds dissolved in ethanol, especially cyclic ethers, especially dioxane, which are refractory organic substances that form an azeotrope with ethanol, by a simple method. The present invention has been completed.
本発明のエタノールの精製処理方法を用いることにより、エタノール中に溶解している有機化合物、特に、エタノールと共沸化合物を形成する、難分解性有機物である、環状エーテル類、中でもジオキサンを、簡便かつ効率よく分離・除去することができる。 By using the method for purifying ethanol of the present invention, organic compounds dissolved in ethanol, in particular, cyclic ethers, especially dioxane, which are refractory organic substances that form an azeotrope with ethanol, And can be separated and removed efficiently.
以下、本発明を具体的に説明する。
本発明でいうエタノールとは、天然物原料を発酵させた醪を比較的簡単な蒸留機で蒸留して得られたアルコールのことをいう。いわゆる粗留アルコールが代表的な例として挙げられる。主に東南アジアや南北アメリカなどで生産され、日本に輸入されているものである。天然物原料として、糖蜜などの糖質原料やトウモロコシなどのデンプン質原料を用いて発酵させたものであるが、それらの原料に特に限定はない。蒸留機は、簡単な醪塔及び濃縮塔の２本塔を用いて行われることが多い。
The present invention will be specifically described below.
Ethanol as used in the field of this invention means the alcohol obtained by distilling the fermented fermented raw material with a relatively simple distiller. So-called crude alcohol is a typical example. It is mainly produced in Southeast Asia and the Americas and imported into Japan. The natural product raw material is fermented using a sugar raw material such as molasses or a starch raw material such as corn. However, these raw materials are not particularly limited. Distillers are often carried out using two towers: a simple tower and a concentrating tower.
本発明では、難分解性有機物を含有するエタノールを精製処理する方法において、４．００×１０−２ＭＰａ以下の減圧下で蒸留することが特徴である。
減圧の条件としては、低ければ低いほどよいが、４．００×１０−２ＭＰａ以下、好ましくは１．３３×１０−２ＭＰａ以下とすることにより、難分解性有機物、特に１，４−ジオキサンを顕著に分離・除去することができる。
４．００×１０−２ＭＰａ以下、好ましくは１．３３×１０−２ＭＰａ以下の減圧下で蒸留する工程が重要であり、例えば、スーパーアロスパス方式の蒸留機では、最初に減圧塔（Ｈ塔）に導入すればよいが、その工程の順序は任意である。難分解性有機物を含有するエタノールを通常の順序により導入していき、最後に減圧塔（Ｈ塔）に導入し、４．００×１０−２ＭＰａ以下の減圧下として蒸留してもよい。各塔内に難分解性有機物が蓄積される場合もあるので、最初の工程で４．００×１０−２ＭＰａ以下の減圧下として蒸留するのが好ましい。
The present invention is characterized in that in a method for purifying ethanol containing a hardly decomposable organic substance, distillation is performed under a reduced pressure of 4.00 × 10 −2 MPa or less.
The pressure reduction condition is preferably as low as possible. However, by setting the pressure to 4.00 × 10 −2 MPa or less, preferably 1.33 × 10 −2 MPa or less, a hardly decomposable organic substance, particularly 1,4-dioxane. Can be significantly separated and removed.
The step of distillation under reduced pressure of 4.00 × 10 −2 MPa or less, preferably 1.33 × 10 −2 MPa or less is important. For example, in a superalros pass type distiller, first, a decompression column (H The column may be introduced into the column), but the order of the steps is arbitrary. You may introduce | transduce ethanol containing a hardly decomposable organic substance in a normal order, and finally introduce | transduce into a vacuum tower (H tower), and you may distill under a reduced pressure of 4.00 * 10 <-2 > MPa or less. Since indegradable organic substances may accumulate in each column, it is preferable to distill under a reduced pressure of 4.00 × 10 −2 MPa or less in the first step.
本発明の方法において、４．００×１０−２ＭＰａ以下、好ましくは１．３３×１０−２ＭＰａ以下の減圧下で蒸留する場合、蒸留時のエタノール濃度を６０ｖ／ｖ％以上に調整することも本発明において好適な条件である。
例えば、前記減圧塔（Ｈ塔）に導入する場合であれば、供給するエタノール濃度を６０ｖ／ｖ％以上に調整して蒸留を行えばよい。
蒸留時のエタノール濃度を６０ｖ／ｖ％以上、好ましくは８０ｖ／ｖ％以上、より好ましくは９０ｖ／ｖ％以上、更に好ましくは９５ｖ／ｖ％以上に調整することにより、難分解性有機物、特に１，４−ジオキサンを簡便かつ効率よく分離・除去することができる。
このとき、塩類を添加することにより、難分解性有機物とエタノールとの比揮発度を高める塩添加効果も発揮される。塩類の代りに、糖類又はサイクロデキストリン等を添加してもよい。
In the method of the present invention, when distilling under a reduced pressure of 4.00 × 10 −2 MPa or less, preferably 1.33 × 10 −2 MPa or less, the ethanol concentration during distillation is adjusted to 60 v / v% or more. Is also a preferable condition in the present invention.
For example, in the case of introduction into the decompression tower (H tower), distillation may be performed by adjusting the ethanol concentration to be supplied to 60 v / v% or more.
By adjusting the ethanol concentration at the time of distillation to 60 v / v% or more, preferably 80 v / v% or more, more preferably 90 v / v% or more, and still more preferably 95 v / v% or more, a hardly decomposable organic substance, particularly 1 , 4-dioxane can be easily and efficiently separated and removed.
At this time, the salt addition effect which raises the relative volatility of a hardly decomposable organic substance and ethanol is also exhibited by adding salts. Instead of salts, saccharides or cyclodextrins may be added.
本発明では、難分解性有機物を簡便かつ効率よく分離・除去することができるが、環状エーテル類に対して有効である。環状エーテル類の中では、１，４−ジオキサン、１，３−ジオキサン、テトラヒドロフラン又はテトラヒドロピランに対して有効であるが、特に１，４−ジオキサンの分離・除去に有効であり、好ましい。 In the present invention, a hardly decomposable organic substance can be separated and removed easily and efficiently, but it is effective for cyclic ethers. Among the cyclic ethers, although effective against 1,4-dioxane, 1,3-dioxane, tetrahydrofuran or tetrahydropyran, it is particularly effective because it is effective for separating and removing 1,4-dioxane.
本発明における蒸留方法に限定はなく、高純度のエタノールが得られる蒸留方法であればよい。工業的規模で行うには、例えば、前述のスーパーアロスパス方式が最適である。 There is no limitation in the distillation method in this invention, What is necessary is just the distillation method from which high purity ethanol is obtained. In order to carry out on an industrial scale, for example, the above-mentioned super allos pass method is optimal.
本発明方法の１例を示し、更に具体的に説明する。
図１は、スーパーアロスパス方式の連続式蒸留機の主要な部分を示した図である。
Ｄは濃縮されたエタノールを温水で希釈し塔頂部から不純物を除去する抽出塔、Ｂは抽出塔からのエタノールを濃縮しながら、コンデンサーから低沸点不純物を除去し塔中段部から高級アルコールを除去する精留塔、Ｃはメタノールなどの低沸点不純物を除去し、底部から濃縮された精製エタノールを取出す精製塔である。Ｎはフーゼル油処理塔、Ｈは減圧塔であり、これらの塔では高級アルコールを更に濃縮して系外に除去しエタノールを回収している。
難分解性有機物を含有するエタノールを連続式蒸留機により精製し、減圧塔であるＨ塔を４．００×１０−２ＭＰａ以下の減圧下とし、更にＨ塔に導入する際のエタノール濃度を６０ｖ／ｖ％以上、好ましくは８０ｖ／ｖ％以上、より好ましくは９０ｖ／ｖ％以上、更に好ましくは９５ｖ／ｖ％以上に調整し、適宜、Ｈ塔への供給量、Ｈ塔の還流量、還流比を選択して蒸留することにより、難分解性有機物、特に１，４−ジオキサンを高効率にＨ塔の塔頂部から分離・除去することができる。
An example of the method of the present invention will be shown and described in more detail.
FIG. 1 is a diagram showing a main part of a superalros pass type continuous distiller.
D is an extraction tower for diluting concentrated ethanol with warm water to remove impurities from the top of the tower, and B is for removing low boiling impurities from the condenser and removing higher alcohol from the middle stage of the tower while concentrating ethanol from the extraction tower. A rectification column C is a purification column that removes low-boiling impurities such as methanol and takes out concentrated purified ethanol from the bottom. N is a fusel oil treatment tower and H is a decompression tower. In these towers, higher alcohol is further concentrated and removed from the system to recover ethanol.
Ethanol containing a hardly decomposable organic substance is purified by a continuous distillation machine, and the H tower, which is a vacuum tower, is placed under a reduced pressure of 4.00 × 10 −2 MPa or less, and the ethanol concentration when introduced into the H tower is 60v. / V% or more, preferably 80 v / v% or more, more preferably 90 v / v% or more, and even more preferably 95 v / v% or more, and the supply amount to the H column, the reflux amount of the H column, reflux By selecting the ratio and distilling, the hardly decomposable organic substance, particularly 1,4-dioxane, can be separated and removed from the top of the H tower with high efficiency.
以下、実施例によって本発明を更に具体的に説明するが、本発明はこれらに限定されない。 EXAMPLES Hereinafter, although an Example demonstrates this invention further more concretely, this invention is not limited to these.
エタノール濃度９５．０ｖ／ｖ％の粗留アルコールを用い、１，４−ジオキサン濃度が１．５ｍｇ／Ｌとなるように１，４−ジオキサンを添加したサンプルを調製した。スーパーアロスパス方式の連続式蒸留機の減圧塔であるＨ塔を用いて蒸留試験を行った。Ｈ塔への供給量は４０Ｌ／ｈｒとし、１．２３×１０−２〜１．２８×１０−２ＭＰａ（９２〜９６ｍｍＨｇに相当）の減圧度を維持し、Ｈ塔の還流量４００Ｌ／ｈｒ、Ｈ塔の塔頂部での抜取り量１Ｌ／ｈｒ、還流比４００で行った。Ｈ塔の底部からの抜取り液として精製エタノールを採取し、ガスクロマトグラフ質量分析計、ガスクロマトグラフＡｇｉｌｅｎｔ６８９０Ｎ〔横河アナリティカルシステムズ（株）製〕及び質量選択型検出器Ａｇｉｌｅｎｔ５９７３〔横河アナリティカルシステムズ（株）製〕を用いて１，４−ジオキサンの分析を行った。１，４−ジオキサンは不検出であった（検出限界０．０１ｍｇ／Ｌ）。 A sample in which 1,4-dioxane was added using a crudely distilled alcohol having an ethanol concentration of 95.0 v / v% so that the 1,4-dioxane concentration was 1.5 mg / L was prepared. A distillation test was conducted using the H tower, which is a vacuum tower of a superalros pass type continuous distillation machine. The supply amount to the H column is 40 L / hr, the degree of vacuum of 1.23 × 10 −2 to 1.28 × 10 −2 MPa (corresponding to 92 to 96 mmHg) is maintained, and the reflux rate of the H column is 400 L / hr. The extraction amount at the top of the H column was 1 L / hr and the reflux ratio was 400. Purified ethanol was collected as an extraction liquid from the bottom of the H tower, and a gas chromatograph mass spectrometer, gas chromatograph Agilent 6890N [manufactured by Yokogawa Analytical Systems Co., Ltd.] and mass selective detector Agilent 5973 [Yokogawa Analytical Systems Co., Ltd. 1, 4-dioxane was analyzed. 1,4-dioxane was not detected (detection limit 0.01 mg / L).
エタノール濃度９５．０ｖ／ｖ％の粗留アルコールを用い、１，４−ジオキサン濃度が３．０ｍｇ／Ｌとなるように１，４−ジオキサンを添加したサンプルを調製した。スーパーアロスパス方式の連続式蒸留機の減圧塔であるＨ塔を用いて蒸留試験を行った。Ｈ塔への供給量は４０Ｌ／ｈｒとし、１．２３×１０−２〜１．２８×１０−２ＭＰａ（９２〜９６ｍｍＨｇに相当）の減圧度を維持し、Ｈ塔の還流量４００Ｌ／ｈｒ、Ｈ塔の塔頂部での抜取り量２Ｌ／ｈｒ、還流比２００で行った。Ｈ塔の底部からの抜取り液として精製エタノールを採取し、ガスクロマトグラフ質量分析計、ガスクロマトグラフＡｇｉｌｅｎｔ６８９０Ｎ〔横河アナリティカルシステムズ（株）製〕及び質量選択型検出器Ａｇｉｌｅｎｔ５９７３〔横河アナリティカルシステムズ（株）製〕を用いて１，４−ジオキサンの分析を行った。１，４−ジオキサンは不検出であった（検出限界０．０１ｍｇ／Ｌ）。 A sample in which 1,4-dioxane was added using a crude distilled alcohol having an ethanol concentration of 95.0 v / v% so that the 1,4-dioxane concentration was 3.0 mg / L was prepared. A distillation test was conducted using the H tower, which is a vacuum tower of a superalros pass type continuous distillation machine. The supply amount to the H column is 40 L / hr, the degree of vacuum of 1.23 × 10 −2 to 1.28 × 10 −2 MPa (corresponding to 92 to 96 mmHg) is maintained, and the reflux rate of the H column is 400 L / hr. The extraction amount at the top of the H column was 2 L / hr and the reflux ratio was 200. Purified ethanol was collected as an extraction liquid from the bottom of the H tower, and a gas chromatograph mass spectrometer, gas chromatograph Agilent 6890N [manufactured by Yokogawa Analytical Systems Co., Ltd.] and mass selective detector Agilent 5973 [Yokogawa Analytical Systems Co., Ltd. 1, 4-dioxane was analyzed. 1,4-dioxane was not detected (detection limit 0.01 mg / L).
本発明を用いることにより、工業的規模で、難分解性有機物の少ない高品質のエタノールを得ることができる。したがって、本発明は、エタノールの精製の技術分野で有用である。 By using the present invention, it is possible to obtain high-quality ethanol with less persistent organic substances on an industrial scale. Therefore, the present invention is useful in the technical field of ethanol purification.
Ｂ 精留塔
Ｃ 精製塔
Ｄ 抽出塔
Ｈ 減圧塔
Ｎ フーゼル油処理塔
B rectifying tower C refining tower D extraction tower H decompression tower N fusel oil processing tower
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| US9120724B2 (en) | 2011-09-09 | 2015-09-01 | Takara Shuzo Co., Ltd. | Method for producing absolute alcohol and absolute alcohol |
| JP2018043184A (en) * | 2016-09-13 | 2018-03-22 | 一般財団法人電力中央研究所 | Recovery method of organic matter |
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| JPS57176919A (en) * | 1981-04-24 | 1982-10-30 | Takara Shuzo Co Ltd | Preparation of anhydrous ethanol |
| JPS5871889A (en) * | 1981-10-26 | 1983-04-28 | Chuo Kakoki Kk | Preparation of anhydrous ethanol |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| JPS57176919A (en) * | 1981-04-24 | 1982-10-30 | Takara Shuzo Co Ltd | Preparation of anhydrous ethanol |
| JPS5871889A (en) * | 1981-10-26 | 1983-04-28 | Chuo Kakoki Kk | Preparation of anhydrous ethanol |
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| US9120724B2 (en) | 2011-09-09 | 2015-09-01 | Takara Shuzo Co., Ltd. | Method for producing absolute alcohol and absolute alcohol |
| JP2018043184A (en) * | 2016-09-13 | 2018-03-22 | 一般財団法人電力中央研究所 | Recovery method of organic matter |
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