JPS59156439A - Regeneration of anion exchange resin - Google Patents
Regeneration of anion exchange resinInfo
- Publication number
- JPS59156439A JPS59156439A JP58032270A JP3227083A JPS59156439A JP S59156439 A JPS59156439 A JP S59156439A JP 58032270 A JP58032270 A JP 58032270A JP 3227083 A JP3227083 A JP 3227083A JP S59156439 A JPS59156439 A JP S59156439A
- Authority
- JP
- Japan
- Prior art keywords
- anion exchange
- exchange resin
- carbon disulfide
- resin
- acid
- 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
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60S—SERVICING, CLEANING, REPAIRING, SUPPORTING, LIFTING, OR MANOEUVRING OF VEHICLES, NOT OTHERWISE PROVIDED FOR
- B60S1/00—Cleaning of vehicles
- B60S1/02—Cleaning windscreens, windows or optical devices
- B60S1/04—Wipers or the like, e.g. scrapers
- B60S1/06—Wipers or the like, e.g. scrapers characterised by the drive
- B60S1/08—Wipers or the like, e.g. scrapers characterised by the drive electrically driven
Landscapes
- Engineering & Computer Science (AREA)
- Mechanical Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
Abstract
Description
【発明の詳細な説明】
本発明はＣ６炭化水素留分中に含着れる二硫化炭素を除
去するために使用されｆｃ陰イオン変換樹脂の再生方法
に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for regenerating fc anion conversion resins used to remove carbon disulfide contained in C6 hydrocarbon fractions.
一般に、炭化水素留分特にＣ２炭化水累留分は二硫化炭
素、硫化水素、メルカプタン類などを微量含有している
ことが多く、この中でも特に二硫化炭素は他の硫黄化合
物に比較して含有量も多く、蒸留、抽出蒸留などの分離
精製工程においても除去されにくいために分離された製
品中に同伴してくることになる。この二硫化炭素は分離
された製品、例えばイソプレンを重合用モノマーとして
使用する際に反応を阻害する原因となるので製品からで
きる限シ除去することが好ましい。In general, hydrocarbon fractions, especially C2 hydrocarbon distillates, often contain trace amounts of carbon disulfide, hydrogen sulfide, mercaptans, etc. Among these, carbon disulfide is particularly contained compared to other sulfur compounds. Since the amount is large and it is difficult to remove even in separation and purification processes such as distillation and extractive distillation, it ends up being entrained in the separated product. Since this carbon disulfide causes inhibition of the reaction when the separated product, for example isoprene, is used as a monomer for polymerization, it is preferable to remove as much as possible from the product.
本発明者らは先に二硫化炭素を含有するＣ３炭化水素あ
るいはＣ３炭化水素混合物を塩基性陰イオン変換樹脂と
接触せしめて二硫化炭素を除去するＣ６炭化水素の精製
方法を提案した（特願昭５７−４５８１４）ｏこの方法
によれば簡略化された工程によって効率よく二硫化炭素
が除去できるが、二硫化炭素を吸着しその機能を失った
陰イオン変換樹脂は水酸化ナトリウム等の通常の再生剤
を通液せしめただけでは充分に再生できないことが判っ
た。The present inventors previously proposed a method for purifying C6 hydrocarbons in which carbon disulfide is removed by contacting a C3 hydrocarbon or C3 hydrocarbon mixture containing carbon disulfide with a basic anion conversion resin (patent application According to this method, carbon disulfide can be efficiently removed through a simplified process, but the anion conversion resin that has lost its function after adsorbing carbon disulfide is treated with ordinary materials such as sodium hydroxide. It was found that sufficient regeneration could not be achieved simply by passing the regenerant through.
従って、本発明の目的はＣ３炭化水素留分中の二硫化炭
素の除去に使用された陰イオン交換樹脂の再生方法を提
供することにあり、この目的は二硫化炭素を吸着した陰
イオン交換樹脂を予め酸で処理した後に水酸基を有する
アルカリ再生剤で賦活することによって達成される。Therefore, an object of the present invention is to provide a method for regenerating an anion exchange resin used for removing carbon disulfide from a C3 hydrocarbon fraction, and the object is to provide a method for regenerating an anion exchange resin that has adsorbed carbon disulfide. This is achieved by pre-treating with an acid and then activating it with an alkali regenerant having a hydroxyl group.
一般に、水処理方法において水溶液中の不純物イオンを
除去する為に陰イオン交換樹脂が使用されておシ、その
再生方法は塩化す） ＩＪウム、水酸化ナトリウム等に
よシ行われている。また、この際前処理として酸を利用
することもあるが、その目的は水処理使用後の陰イオン
交換樹脂の内部に蓄積された有機物の除去あるいは水酸
化鉄の沈澱物の皮膜除去にある。Generally, anion exchange resins are used in water treatment methods to remove impurity ions in aqueous solutions, and their regeneration methods are carried out using chloride, sodium hydroxide, and the like. Further, at this time, an acid may be used as a pretreatment, but the purpose thereof is to remove organic matter accumulated inside the anion exchange resin after water treatment or to remove a film of iron hydroxide precipitate.
しかるに、本発明はＣ３炭化水素留分中の二硫化炭素を
除去するために使用された陰イオン交換樹脂の再生方法
−関するものであって、従来の方法とは対象を異にして
いる。二硫化炭素を含むＣ６炭化水素留分を陰イオン交
換樹脂によシ処理していくと、陰イオン交換樹脂の末端
基である１、２級アミン基あるいは４級アンモニウム基
と二硫化炭素とが吸着反応を起すため陰イオン交換樹脂
は徐々にその機能を果さなくなる。このように活性を失
った陰イオン交換樹脂は有機物を熱窒素ガスあるいは真
空乾燥にて完全に除去した後に、通常の陰イオン交換樹
脂を再生せしめる如く水酸化ナトリウム等の再生剤を通
液しても全く再生できなかった。However, the present invention relates to a method for regenerating an anion exchange resin used to remove carbon disulfide in a C3 hydrocarbon fraction, and is different from conventional methods. When a C6 hydrocarbon fraction containing carbon disulfide is treated with an anion exchange resin, carbon disulfide and primary or secondary amine groups or quaternary ammonium groups, which are the terminal groups of the anion exchange resin, are treated. Due to the adsorption reaction, the anion exchange resin gradually ceases to perform its function. After completely removing organic matter from anion exchange resins that have lost their activity using hot nitrogen gas or vacuum drying, they are treated with a regenerating agent such as sodium hydroxide, which is used to regenerate ordinary anion exchange resins. could not be played at all.
本発明は単なるイオン交換としてではなく、反応吸着に
利用された場合の陰イオン交換樹脂の再生方法に係るも
ので、まず最初に塩酸等の酸を二硫化炭素を吸着した陰
イオン交換樹脂に通液し塩素イオン（ＣＩ！−）等を陰
イオン交換樹脂末端基の１．２級アミン基に吸着させ水
洗後、水酸化す） ＩＪウム等の水酸基を有するアルカ
リ再生剤を通液し塩素イオン等とイオン交換させる際に
同時に二硫化炭素を陰イオン交換樹脂から除去させるこ
とによって陰イオン交換樹脂の賦活が図られる。The present invention relates to a method for regenerating anion exchange resins when used for reaction adsorption, not just ion exchange. First, an acid such as hydrochloric acid is passed through an anion exchange resin that has adsorbed carbon disulfide. In the liquid, chlorine ions (CI!-) etc. are adsorbed on the primary and secondary amine groups of the terminal groups of the anion exchange resin, washed with water, and then hydroxylated). The anion exchange resin can be activated by removing carbon disulfide from the anion exchange resin at the same time as the ion exchange with the anion exchange resin.
本発明にお“ハて使用される陰イオン交換樹脂としては
第４級アンモニウム基を交換基とする１型および■型の
強塩基性陰イオン交換樹脂、第１級、第２級または第６
級アミンを又換基とする弱塩基性陰イオン交換樹脂が相
当するが、これらのうち弱塩基性陰イオン交換樹脂は二
硫化炭素の除去効率にすぐれるので賞月される０陰イオ
ン交換樹脂は多量の二硫化炭素の除去によシその能力を
低下させるが、再生賦活により再使用が可能となる。The anion exchange resins used in the present invention include type 1 and type 2 strongly basic anion exchange resins having a quaternary ammonium group as an exchange group, primary, secondary or 6
Among these, weakly basic anion exchange resins have superior carbon disulfide removal efficiency, and are therefore highly prized. Although the removal of a large amount of carbon disulfide reduces its performance, it can be reused by reactivation.
本発明の再生方法で使用される酸としては塩酸。The acid used in the regeneration method of the present invention is hydrochloric acid.
硫酸、リン酸、硝酸などが挙げられ、また水酸基を有す
るアルカリ再生剤としては水酸化ナトリウム、水酸化カ
リウム、水酸化アンモニウムなどが挙げられる。Examples include sulfuric acid, phosphoric acid, nitric acid, and examples of alkali regenerants having hydroxyl groups include sodium hydroxide, potassium hydroxide, ammonium hydroxide, and the like.
Ｃ５炭化水素留分中の二硫化炭素の除去に使用され失活
した陰イオン交換樹脂は予め酸で処理した後に水酸基を
有するアルカリ再生剤で賦活することによシ再生される
。本発明のこの方法によれば二、硫化炭素の吸着に使用
される前と同程度の交換容量全有する陰イオン交換樹脂
に再生することが可能であり経済的利点を有する。The deactivated anion exchange resin used to remove carbon disulfide from the C5 hydrocarbon fraction is regenerated by previously treating it with an acid and then activating it with an alkali regenerant having a hydroxyl group. According to this method of the present invention, it is possible to regenerate the anion exchange resin into an anion exchange resin having the same exchange capacity as before it was used for adsorbing carbon sulfide, which has economic advantages.
次（、本発明を実施例によシ具体的に説明する。Next, the present invention will be specifically explained using examples.
実施例
直径２０圏の充填塔に陰イオン交換樹脂（西品名ダイヤ
イオンＷＡ−２１，三菱化成工業株式会社製）を２０Ｍ
充填し、１ ’００ ｐｐｍの二硫化炭素を含むＣ３炭
化水素留分を空間速度５ Ｈｒ−１で通液したところ１
５０時間で二硫化炭素を除去することができなくなった
。Example: 20M of anion exchange resin (Diaion WA-21, manufactured by Mitsubishi Chemical Industries, Ltd.) was placed in a packed tower with a diameter of 20mm.
When the C3 hydrocarbon fraction containing 1'00 ppm of carbon disulfide was passed through the tank at a space velocity of 5 Hr-1, the result was 1.
Carbon disulfide could no longer be removed after 50 hours.
この二硫化炭素を除去できなくなった陰イオン交換樹脂
に、まず１Ｎの塩酸を空間速度５Ｈｒ で５００９／
ｌ（樹脂）通液し過剰の塩酸を水洗した後、１Ｎの水酸
化ナトリウムを空間速度５Ｈｒ で５ｏｏｔｖｔ＜樹
脂）通液し水洗することにより再生した。First, 1N hydrochloric acid was added to the anion exchange resin that could no longer remove carbon disulfide at a space velocity of 5 hours.
1 (resin), and after washing excess hydrochloric acid with water, 1N sodium hydroxide was passed at a space velocity of 5 hours at a rate of 5ootvt<resin), and the resin was washed with water, thereby regenerating the resin.
この方法で再生した陰イオン交換樹脂に１１００ｐＩ）
の二硫化炭素を含むＣ２炭化水素留分を空間速度５Ｈｒ
−”で通液した結果、二硫化炭素が５ ｐｐｍ以下のＣ
２炭化水素留分１１（ｌ生産できた。新しい陰イオン交
換樹脂の場合、同様の実験条件で【ま１１、ｅの生産で
あることから本発明の方法で再生を行えば使用前と同程
度の又換容量を有する陰イオン交換樹脂に再生できるこ
とが判った。(1100 pI) for the anion exchange resin regenerated by this method.
C2 hydrocarbon fraction containing carbon disulfide at a space velocity of 5 Hr.
-" as a result of passing through the liquid, carbon disulfide was 5 ppm or less.
2 hydrocarbon fraction 11 (l) could be produced. In the case of a new anion exchange resin, under the same experimental conditions, [11, It was found that the anion exchange resin can be regenerated into an anion exchange resin with a conversion capacity of .
比較例
実施例と同じの二硫化炭素を除去できなくなった陰イオ
ン交換樹脂をまず窒素によシ有機物を除者した後、１Ｎ
の水酸化ナトリウムを空間速度５Ｈｒ−１で５００ｆｌ
／Ｉｃ樹脂）通液し水洗し再生した。Comparative Example The same anion exchange resin as in Example, which could no longer remove carbon disulfide, was first evaporated with nitrogen to remove organic matter, and then treated with 1N
of sodium hydroxide at a space velocity of 5 Hr-1
/Ic resin) was regenerated by passing liquid through and washing with water.
この陰イオン交換樹脂に実施例と同じ（１００ｐｐｍの
二硫化炭素を含むＣ６炭化水素留分を空間速度５Ｈｒ−
” で通液したところ、充填塔入口、出口とも二硫化炭
素の濃度は１１００１）Ｐであり全く再生できていない
ことが判った。A C6 hydrocarbon fraction containing 100 ppm of carbon disulfide was added to this anion exchange resin at a space velocity of 5 Hr-
When the liquid was passed through the packed column, it was found that the concentration of carbon disulfide at both the inlet and outlet of the packed column was 11001)P, indicating that no regeneration was possible.
特許出願人 日本ゼオン株式会社Patent applicant: Zeon Corporation
Claims (1)
用された陰イオン交換樹脂を、予め酸で処理した後に水
酸基を有するアルカリ再生剤で賦活することを特徴とす
る二硫化炭素を吸着した陰イオン交換樹脂の再生方法。An anion exchange resin used to remove carbon disulfide contained in the 1C6 hydrocarbon fraction is previously treated with an acid and then activated with an alkali regenerant having a hydroxyl group.This method adsorbs carbon disulfide. Method for regenerating anion exchange resin.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58032270A JPS59156439A (en) | 1983-02-28 | 1983-02-28 | Regeneration of anion exchange resin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP58032270A JPS59156439A (en) | 1983-02-28 | 1983-02-28 | Regeneration of anion exchange resin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS59156439A true JPS59156439A (en) | 1984-09-05 |
| JPH0367740B2 JPH0367740B2 (en) | 1991-10-24 |
Family
ID=12354302
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP58032270A Granted JPS59156439A (en) | 1983-02-28 | 1983-02-28 | Regeneration of anion exchange resin |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS59156439A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003501248A (en) * | 1999-06-15 | 2003-01-14 | モービル・オイル・コーポレイション | Method of recycling used alkanolamine solution |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2018029661A1 (en) * | 2016-08-12 | 2018-02-15 | Reliance Industries Limited | Process for reducing the amount of carbon disulphide (cs 2) in a hydrocarbon feed |
-
1983
- 1983-02-28 JP JP58032270A patent/JPS59156439A/en active Granted
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2003501248A (en) * | 1999-06-15 | 2003-01-14 | モービル・オイル・コーポレイション | Method of recycling used alkanolamine solution |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0367740B2 (en) | 1991-10-24 |
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