JPH0421666A - Method for purifying metal aminoethylsulfonate - Google Patents
Method for purifying metal aminoethylsulfonateInfo
- Publication number
- JPH0421666A JPH0421666A JP12554590A JP12554590A JPH0421666A JP H0421666 A JPH0421666 A JP H0421666A JP 12554590 A JP12554590 A JP 12554590A JP 12554590 A JP12554590 A JP 12554590A JP H0421666 A JPH0421666 A JP H0421666A
- Authority
- JP
- Japan
- Prior art keywords
- amorphous carbon
- acid
- metal
- contact
- aminoethylsulfonate
- 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.)
- Pending
Links
- 229910052751 metal Inorganic materials 0.000 title claims abstract description 22
- 239000002184 metal Substances 0.000 title claims abstract description 22
- 238000000034 method Methods 0.000 title claims abstract description 21
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 title claims abstract description 18
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 33
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- 238000006243 chemical reaction Methods 0.000 claims abstract description 17
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims abstract description 16
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 claims abstract description 13
- 229910052783 alkali metal Inorganic materials 0.000 claims abstract description 11
- 229910052784 alkaline earth metal Chemical group 0.000 claims abstract description 8
- 229910021529 ammonia Inorganic materials 0.000 claims abstract description 8
- 150000001340 alkali metals Chemical group 0.000 claims abstract description 5
- 229940045996 isethionic acid Drugs 0.000 claims abstract description 5
- 150000001342 alkaline earth metals Chemical group 0.000 claims abstract description 4
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 3
- 229910003481 amorphous carbon Inorganic materials 0.000 abstract description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract description 4
- 239000006103 coloring component Substances 0.000 abstract description 3
- 239000003905 agrochemical Substances 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract description 2
- 238000004043 dyeing Methods 0.000 abstract description 2
- 239000007788 liquid Substances 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 13
- -1 alkali metal salt Chemical class 0.000 description 12
- 241001550224 Apha Species 0.000 description 10
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 10
- 238000000746 purification Methods 0.000 description 7
- 239000000243 solution Substances 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 4
- 238000004042 decolorization Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229940045998 sodium isethionate Drugs 0.000 description 4
- KKDONKAYVYTWGY-UHFFFAOYSA-M sodium;2-(methylamino)ethanesulfonate Chemical compound [Na+].CNCCS([O-])(=O)=O KKDONKAYVYTWGY-UHFFFAOYSA-M 0.000 description 4
- LADXKQRVAFSPTR-UHFFFAOYSA-M sodium;2-hydroxyethanesulfonate Chemical compound [Na+].OCCS([O-])(=O)=O LADXKQRVAFSPTR-UHFFFAOYSA-M 0.000 description 4
- 239000002253 acid Substances 0.000 description 3
- 239000007795 chemical reaction product Substances 0.000 description 3
- 239000000706 filtrate Substances 0.000 description 3
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 150000003973 alkyl amines Chemical class 0.000 description 2
- 239000003610 charcoal Substances 0.000 description 2
- 239000003245 coal Substances 0.000 description 2
- 238000011437 continuous method Methods 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- XAOQXCKCGLMEHV-UHFFFAOYSA-N 2-(octylamino)ethanesulfonic acid Chemical compound CCCCCCCCNCCS(O)(=O)=O XAOQXCKCGLMEHV-UHFFFAOYSA-N 0.000 description 1
- OGNAKBARWHFHDS-UHFFFAOYSA-N 2-(propylamino)ethanesulfonic acid Chemical class CCCNCCS(O)(=O)=O OGNAKBARWHFHDS-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
- MKWKNSIESPFAQN-UHFFFAOYSA-N N-cyclohexyl-2-aminoethanesulfonic acid Chemical compound OS(=O)(=O)CCNC1CCCCC1 MKWKNSIESPFAQN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 1
- 238000005576 amination reaction Methods 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 239000000571 coke Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical class CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- GPRLSGONYQIRFK-UHFFFAOYSA-N hydron Chemical compound [H+] GPRLSGONYQIRFK-UHFFFAOYSA-N 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- AKTHLFYZKHPYBY-UHFFFAOYSA-M sodium;1-chloroethanesulfonate Chemical compound [Na+].CC(Cl)S([O-])(=O)=O AKTHLFYZKHPYBY-UHFFFAOYSA-M 0.000 description 1
- GWLWWNLFFNJPDP-UHFFFAOYSA-M sodium;2-aminoethanesulfonate Chemical compound [Na+].NCCS([O-])(=O)=O GWLWWNLFFNJPDP-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000012086 standard solution Substances 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
- C07C303/44—Separation; Purification
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野コ
本発明は、アミノエチルスルホン酸金属塩類の精製法に
関するものである。DETAILED DESCRIPTION OF THE INVENTION [Industrial Field of Application] The present invention relates to a method for purifying aminoethylsulfonic acid metal salts.
アミノエチルスルホン酸金属塩類は、染色助剤。Aminoethyl sulfonic acid metal salts are dyeing aids.
農薬、界面活性剤用素材として有用な化合物である。It is a compound useful as a material for agricultural chemicals and surfactants.
［従来の技術］
Ｎ−置換エチルスルホン酸金属塩の一種であるＮ−メチ
ルアミノエチルスルホン酸アルカリ金属塩の精製は、一
般に、Ｎ−メチルアミノエチルスルホン酸に転化し精製
した後、アルカリ金属水酸化物を加える方法かとられて
いる。[Prior Art] In general, an alkali metal salt of N-methylaminoethylsulfonic acid, which is a type of metal salt of N-substituted ethylsulfonic acid, is purified by converting it into N-methylaminoethylsulfonic acid, purifying it, and then adding alkali metal water to it. It is said to be a method of adding oxides.
例えば、ドイツ特許１１２２５４０号、 １１５７２３
４号には、イセチオン酸アルカリ金属塩とメチルアミン
との反応により得られた粗反応液に対し、炭酸ガスまた
は、硫酸を加え、水素イオン濃度を調整した後、Ｎ−メ
チルアミノエチルスルホン酸を晶析により精製された形
態で取り出している。その後、純化したフリーの有機ス
ルホン酸に各種アルカリ金属水酸化物を加え、それらの
アルカリ金属塩の精製品を得ている。For example, German patent no. 1122540, 115723
In No. 4, carbon dioxide gas or sulfuric acid was added to the crude reaction solution obtained by the reaction of an alkali metal salt of isethionate and methylamine to adjust the hydrogen ion concentration, and then N-methylaminoethylsulfonic acid was added. It is extracted in a purified form by crystallization. Thereafter, various alkali metal hydroxides are added to the purified free organic sulfonic acid to obtain purified products of their alkali metal salts.
上記精製法は、不純物の除去や、脱色に有効であるが、
有機スルホン酸アルカリ金属塩を一旦、フリーの有機ス
ルホン酸型とし、結晶として取り出す工程が必要である
。すなわち、酸型を経由する複雑でかつ、工程数の多い
精製プロセスとなっており、また、新たに晶析操作、固
体取り扱い操作が加わりプラントの運転も繁雑である。The above purification method is effective for removing impurities and decolorizing, but
It is necessary to first convert the organic sulfonic acid alkali metal salt into a free organic sulfonic acid form and take it out as crystals. In other words, the purification process is complicated and involves many steps via the acid form, and the operation of the plant is also complicated due to the addition of crystallization operations and solid handling operations.
また、酸型中間体の取り扱いに伴う装置腐蝕等の新たな
問題が引き起こされている。Additionally, new problems such as equipment corrosion have arisen due to the handling of acid-type intermediates.
［発明が解決しようとする課題］
本発明の目的は、従来の酸型を経由する複雑な精製プロ
セスに比べて、経済的に有利なかつ、簡略化したアミノ
エチルスルホン酸金属塩の工業的な精製法を提出するこ
とにある。[Problems to be Solved by the Invention] The purpose of the present invention is to provide an economically advantageous and simplified industrial purification of aminoethyl sulfonic acid metal salts compared to the conventional complicated purification process via the acid type. It consists in presenting the law.
［課題を解決するための手段］
本発明者らは、上記課題を解決すべく鋭意検討を重ねた
結果、イセチオン酸のアルカリまたはアルカリ土類金属
塩とアンモニアあるいはモノアルキルアミンとの反応に
より得られた粗反応液を無定形炭素と接触させることに
より極めて効果的に脱色できるという特異な事実を見出
だし、本発明を完成させるに至った。[Means for Solving the Problems] As a result of intensive studies to solve the above problems, the present inventors have found that the present inventors have developed a method for solving the problems obtained by reacting an alkali or alkaline earth metal salt of isethionic acid with ammonia or a monoalkylamine. The inventors have discovered the unique fact that the crude reaction solution can be extremely effectively decolored by contacting it with amorphous carbon, leading to the completion of the present invention.
すなわち、本発明は、イセチオン酸の金属塩とアンモニ
アあるいはモノアルキルアミンとの反応により得られる
、一般式（１）で示されるアミノエチルスルホン酸金属
塩。That is, the present invention provides a metal salt of aminoethylsulfonic acid represented by the general formula (1), which is obtained by reacting a metal salt of isethionic acid with ammonia or a monoalkylamine.
ＲＮＨＣＨ２ＣＨ２ＳＯ３Ｍ ・・・・・・（Ｉ）（
式中Ｍはアルカリ金属またはアルカリ土類金属であり、
ＲはＨまたはアルキル基を示す。）を精製するにあたり
、該アミノエチルスルホン酸金属塩類を含む反応液を無
定形炭素と接触させることを特徴とするアミノエチルス
ルホン酸金属塩類の精製方法である。RNHCH2CH2SO3M ・・・・・・(I)(
In the formula, M is an alkali metal or an alkaline earth metal,
R represents H or an alkyl group. ) is a method for purifying aminoethyl sulfonic acid metal salts, which comprises bringing a reaction solution containing the aminoethyl sulfonic acid metal salts into contact with amorphous carbon.
以下、本発明を更に詳細に説明する。The present invention will be explained in more detail below.
本発明の精製法の対象となるアミノエチルスルホン酸の
金属塩は、イセチオン酸金属塩とアンモニアあるいはア
ルキルアミン類との反応により得られるものである。こ
の製造方法による反応液に含有される着色成分は、高温
、高圧のアミノ化反応時、主に生成するものであり、本
発明の方法によって脱色可能である。The metal salt of aminoethylsulfonic acid, which is the target of the purification method of the present invention, is obtained by the reaction of a metal salt of isethionate with ammonia or an alkyl amine. The colored component contained in the reaction solution produced by this production method is mainly produced during the high temperature, high pressure amination reaction, and can be decolored by the method of the present invention.
具体的には、アミノエチルスルホン酸のアルカリ金属塩
やアルカリ土類金属塩、つまり、Ｎ−メチルアミノエチ
ルスルホン酸、Ｎ−プロピルアミノエチルスルホン酸、
Ｎ−シクロへキシルアミノエチルスルホン酸、Ｎ−オク
チルアミノエチルスルホン酸等のアルカリ金属塩や、ア
ルカリ土類金属塩等が例示される。Specifically, alkali metal salts and alkaline earth metal salts of aminoethylsulfonic acid, that is, N-methylaminoethylsulfonic acid, N-propylaminoethylsulfonic acid,
Examples include alkali metal salts such as N-cyclohexylaminoethylsulfonic acid and N-octylaminoethylsulfonic acid, and alkaline earth metal salts.
また、アルカリ金属としては、具体的には、ナトリウム
、カリウム等、アルカリ土類金属としては、具体的には
、カルシウム、マグネシウム、バリウム等が示される。Further, specific examples of alkali metals include sodium and potassium, and specific examples of alkaline earth metals include calcium, magnesium, barium, and the like.
本発明の方法は、上記方法により製造されたアミノエチ
ルスルホン酸を含む水溶液を無定形炭素に接触させる精
製法である。The method of the present invention is a purification method in which an aqueous solution containing aminoethylsulfonic acid produced by the above method is brought into contact with amorphous carbon.
本発明で用いられる無定形炭素とは、具体的には、活性
炭、木炭、コークス、カーボンブラック等であり、これ
らの中でも特に活性炭が好ましい。Specifically, the amorphous carbon used in the present invention includes activated carbon, charcoal, coke, carbon black, etc. Among these, activated carbon is particularly preferred.
また、本発明に使用される活性炭は、石炭系、ヤシ殻系
木炭系等、その原料や、製造方法に関係なくいずれも
有効である。また、その形状は、粉体、粒状等いずれも
有効である。さらに、賦活再生炭であっても差し支えな
い。Furthermore, the activated carbon used in the present invention may be any type of activated carbon, such as coal-based, coconut shell-based, charcoal-based, etc., and is effective regardless of its raw material or manufacturing method. Furthermore, any shape such as powder or granule is effective. Furthermore, activated recycled carbon may also be used.
無定形炭素に、上記方法により製造されたアミノエチル
スルホン酸金属塩を接触させる方法は、回分式、連続式
のいずれも有効である。被処理液を回分式で無定形炭素
と接触させる場合、活性炭の使用量は、有機スルホン酸
金属塩に対し、０．２重量％以上添加することにより、
効果的に脱色できる。一方、被処理液を連続式で無定形
炭素と接触させる場合、無定形炭素を固定床として充填
したカラムへ、被処理液を通液することにより脱色を行
うことができる。As for the method of bringing the amorphous carbon into contact with the aminoethyl sulfonic acid metal salt produced by the above method, either a batch method or a continuous method is effective. When the liquid to be treated is brought into contact with amorphous carbon in a batch manner, the amount of activated carbon used is 0.2% by weight or more based on the organic sulfonic acid metal salt.
Can be effectively bleached. On the other hand, when the liquid to be treated is brought into contact with amorphous carbon in a continuous manner, decolorization can be carried out by passing the liquid to be treated through a column filled with amorphous carbon as a fixed bed.
以上のように、回分、連続、いずれの方式も有効である
。As mentioned above, both batch and continuous methods are effective.
無定形炭素との接触処理温度は、通常２０℃以上、好ま
しくは、３０〜５０℃か好ましい。２０℃以下では、脱
色の効果か低下し、５０℃以上ては、被処理液を加熱す
るだめのエネルギーが大きくなり好ましくない。The contact treatment temperature with amorphous carbon is usually 20°C or higher, preferably 30 to 50°C. If the temperature is below 20°C, the decoloring effect will be reduced, and if it is above 50°C, the energy required to heat the liquid to be treated will increase, which is not preferable.
無定形炭素と接触させる被処理液中のアミノエチルスル
ホン酸金属塩の濃度は、５〜６５重量９６であるのが好
ましい。５重量％以下では、脱色の効果が低下し、６５
重量％以上では、被処理液の粘度が高くなり、好ましく
ない。The concentration of the aminoethyl sulfonic acid metal salt in the liquid to be treated that is brought into contact with the amorphous carbon is preferably 5 to 65% by weight. If it is less than 5% by weight, the decoloring effect will be reduced and 65
If it exceeds % by weight, the viscosity of the liquid to be treated increases, which is not preferable.
また、着色成分を吸着した無定形炭素は、塩酸等の酸に
より脱着再生され、再使用することかできる。Furthermore, the amorphous carbon that has adsorbed the coloring component can be desorbed and regenerated with an acid such as hydrochloric acid and can be reused.
［発明の効果コ
以上の説明から明らかなように、特にイセチオン酸金属
塩とアンモニアあるいはアルキルアミン類との反応によ
り得られる着色成分含有のアミノエチルスルホン酸金属
塩水溶液に、本発明の脱色法を適用することにより、着
色成分の選択的な除去が可能となった。[Effects of the Invention] As is clear from the above explanation, the decolorization method of the present invention is applied particularly to an aqueous solution of a metal aminoethylsulfonic acid salt containing a coloring component obtained by the reaction of a metal salt of isethionate with ammonia or an alkyl amine. By applying this method, it became possible to selectively remove colored components.
本発明の操作法は、極めて簡便で、工業的な利用価値が
大きく実用性に富んだ精製手段である。The operating method of the present invention is extremely simple, has great industrial value, and is a highly practical purification method.
また、脱色処理に要する費用も極めて低置である利点も
大きい。Another great advantage is that the cost required for decolorization treatment is extremely low.
［実施例コ
以下に、本発明の方法を実施例により具体的に説明する
が、本発明はこれら実施例のみに限定されるものではな
い。[Examples] The method of the present invention will be explained in detail below using Examples, but the present invention is not limited to these Examples.
なお、ＡＰＨＡ色度の測定は、試料液１０〇−をネスラ
ー比色管にとり、ＡＰＨＡ色度標準液（塩化鉄塩化白金
水溶液）と比較し測定した。The APHA chromaticity was measured by placing sample solution 100- in a Nessler colorimeter tube and comparing it with an APHA chromaticity standard solution (iron chloride platinum chloride aqueous solution).
（実施例１）
温度計、攪拌機及び還流冷却管を有する容量５００ｍｊ
！の四ツロフラスコに、アミノエチルスルホン酸ソーダ
１００ｇを主として含む水溶液３００ｇを加えた。該水
溶液は、イセチオン酸ソーダとアンモニアとの反応によ
り得られたＡＰＨＡ色度８０の粗反応生成液を用いた。(Example 1) Capacity 500mj with thermometer, stirrer and reflux condenser
! 300 g of an aqueous solution mainly containing 100 g of sodium aminoethyl sulfonate was added to a Yotsuro flask. As the aqueous solution, a crude reaction product liquid having an APHA chromaticity of 80 obtained by the reaction of sodium isethionate and ammonia was used.
次に、市販のヤシ殻活性炭０，５ｇを加え、４０℃の温
度にて、２０分間攪拌した。その後、活性炭処理液を濾
紙を濾材に用いたブッフナーロトにて減圧濾過し、活性
炭を分離除去した。その濾液のＡＰＨＡ色度は、１０で
あり、効果的に脱色された。Next, 0.5 g of commercially available coconut shell activated carbon was added and stirred at a temperature of 40° C. for 20 minutes. Thereafter, the activated carbon-treated liquid was filtered under reduced pressure using a Buchner rotor using filter paper as a filter medium to separate and remove the activated carbon. The APHA color of the filtrate was 10 and was effectively decolorized.
（実施例２）
実施例１と同様の容器にＮ−メチルアミノエチルスルホ
ン酸ソーダ１ ｏｏｇを主として含む水溶液３００ｇを
加えた。該水溶液は、イセチオン酸ソーダとメチルアミ
ンとの反応により得られたＡＰＨＡ色度７０の粗反応生
成液を用いた。(Example 2) Into the same container as in Example 1, 300 g of an aqueous solution mainly containing 1 oog of sodium N-methylaminoethylsulfonate was added. As the aqueous solution, a crude reaction product liquid having an APHA chromaticity of 70 obtained by the reaction of sodium isethionate and methylamine was used.
次に、市販のヤシ殻活性炭４．０ｇを加え、４０℃の温
度にて、３０分間攪拌を行った。その後、実施例１と同
様の方法で濾過し、活性炭の分離を行い、濾液の色度を
測定した結果、ＡＰＨＡｌｏを示し、無色透明液が得ら
れた。Next, 4.0 g of commercially available coconut shell activated carbon was added and stirred at a temperature of 40° C. for 30 minutes. Thereafter, it was filtered in the same manner as in Example 1 to separate activated carbon, and the chromaticity of the filtrate was measured, which showed APHAlo, and a colorless transparent liquid was obtained.
（実施例３）
実施例１と同様の容器に、Ｎ−メチルアミノエチルスル
ホン酸ソーダ１００ｇを主として含む水溶液３５０ｇを
加えた。該水溶液は、イセチオン酸ソーダとメチルアミ
ンとの反応により得られたＡＰＨＡ色度１００の粗反応
生成液を用いた。(Example 3) Into the same container as in Example 1, 350 g of an aqueous solution mainly containing 100 g of sodium N-methylaminoethylsulfonate was added. As the aqueous solution, a crude reaction product liquid having an APHA chromaticity of 100 obtained by the reaction of sodium isethionate and methylamine was used.
次に、市販のヤシ殻活性炭１．Ｏｇを加え、３０℃の温
度で３０分間攪拌した。その後、実施例１と同様の方法
で濾過し、活性炭の分離を行い、濾液の色度を測定した
結果、ＡＰＲＡＩＯの無色透明液が得られた。Next, commercially available coconut shell activated carbon 1. Og was added and stirred for 30 minutes at a temperature of 30°C. Thereafter, the mixture was filtered in the same manner as in Example 1 to separate activated carbon, and the chromaticity of the filtrate was measured. As a result, a colorless transparent liquid of APRAIO was obtained.
（実施例４）
直径２ｃｍ、長さ２０ｃｍのガラス製カラムに市販の粒
状石炭系活性炭２５ｇを充填した。そのカラムに、Ｎ−
メチルアミノエチルスルホン酸ソダ２１重量％を主とし
て含有するＡＰＨＡ色度９０の水溶液、４ｇを線速１ｍ
／ｈｒで通液した。(Example 4) A glass column with a diameter of 2 cm and a length of 20 cm was filled with 25 g of commercially available granular coal-based activated carbon. In that column, N-
4 g of an APHA chromaticity 90 aqueous solution mainly containing 21% by weight of sodium methylaminoethylsulfonate at a linear speed of 1 m
/hr.
通液時の温度は、４０℃にて実施した。The temperature during the liquid passage was 40°C.
得られた活性炭処理液のＡＰＨＡ色度は、平均１５てほ
ぼ無色透明液であった。The APHA chromaticity of the obtained activated carbon treatment liquid was 15 on average, and it was a substantially colorless and transparent liquid.
本実施例の被処理液は、イセチオン酸ソーダとメチルア
ミンとの反応により得られた粗反応液が用いられた。As the liquid to be treated in this example, a crude reaction liquid obtained by the reaction of sodium isethionate and methylamine was used.
（比較例１）
実施例１と同様の容器に、Ｎ−メチルアミノエチルスル
ホン酸ソーダ１００ｇを主として含む水溶液３００ｇを
加えた。該水溶液は、クロロエタンスルホン酸ソーダと
メチルアミンとの反応により得られたＡＰＨＡ色度７０
の反応液を用いた。(Comparative Example 1) Into the same container as in Example 1, 300 g of an aqueous solution mainly containing 100 g of sodium N-methylaminoethylsulfonate was added. The aqueous solution has an APHA chromaticity of 70 obtained by the reaction of sodium chloroethanesulfonate and methylamine.
The reaction solution was used.
次に、実施例１と同様に処理した結果、ＡＰＨＡ色度５
０の淡黄色水溶液が得られ、活性炭による脱色の効果は
、はとんど認められなかった。Next, as a result of processing in the same manner as in Example 1, APHA chromaticity 5
A pale yellow aqueous solution of 0.0 was obtained, and the effect of decolorization by activated carbon was hardly observed.
Claims (1)
ルアミンとの反応により得られる、一般式（ I ）で示
されるアミノエチルスルホン酸金属塩。 ＲＮＨＣＨ＿２ＣＨ＿２ＳＯ＿３Ｍ……（ I ）（式中
Ｍはアルカリ金属またはアルカリ土類金属であり、Ｒは
Ｈまたはアルキル基を示す。）を精製するにあたり、該
アミノエチルスルホン酸金属塩類を含む反応液を無定形
炭素と接触させることを特徴とするアミノエチルスルホ
ン酸金属塩類の精製方法。[Scope of Claims] A metal salt of aminoethylsulfonic acid represented by the general formula (I) obtained by the reaction of a metal salt of isethionic acid with ammonia or a monoalkylamine. In purifying RNHCH_2CH_2SO_3M...(I) (in the formula, M is an alkali metal or alkaline earth metal, and R represents H or an alkyl group), the reaction solution containing the aminoethyl sulfonic acid metal salts is amorphous. A method for purifying aminoethylsulfonic acid metal salts, the method comprising contacting with carbon.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12554590A JPH0421666A (en) | 1990-05-17 | 1990-05-17 | Method for purifying metal aminoethylsulfonate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12554590A JPH0421666A (en) | 1990-05-17 | 1990-05-17 | Method for purifying metal aminoethylsulfonate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0421666A true JPH0421666A (en) | 1992-01-24 |
Family
ID=14912853
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12554590A Pending JPH0421666A (en) | 1990-05-17 | 1990-05-17 | Method for purifying metal aminoethylsulfonate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0421666A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN113801038A (en) * | 2020-06-12 | 2021-12-17 | 万华化学集团股份有限公司 | Method for preparing N-methyl sodium taurate |
| US11459294B2 (en) * | 2019-09-02 | 2022-10-04 | Qianjiang Yongan Pharmaceutical Co Ltd | Method and system for removing impurities out of taurine mother liquor and taurine mother liquor recovery |
-
1990
- 1990-05-17 JP JP12554590A patent/JPH0421666A/en active Pending
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US11459294B2 (en) * | 2019-09-02 | 2022-10-04 | Qianjiang Yongan Pharmaceutical Co Ltd | Method and system for removing impurities out of taurine mother liquor and taurine mother liquor recovery |
| CN113801038A (en) * | 2020-06-12 | 2021-12-17 | 万华化学集团股份有限公司 | Method for preparing N-methyl sodium taurate |
| CN113801038B (en) * | 2020-06-12 | 2024-02-02 | 万华化学集团股份有限公司 | Method for preparing N-methyl sodium taurate |
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