JPH03188057A - Decoloring purification of alkali metal salt of aminoethylsulfonic acid - Google Patents
Decoloring purification of alkali metal salt of aminoethylsulfonic acidInfo
- Publication number
- JPH03188057A JPH03188057A JP32617589A JP32617589A JPH03188057A JP H03188057 A JPH03188057 A JP H03188057A JP 32617589 A JP32617589 A JP 32617589A JP 32617589 A JP32617589 A JP 32617589A JP H03188057 A JPH03188057 A JP H03188057A
- Authority
- JP
- Japan
- Prior art keywords
- metal salt
- activated carbon
- alkali metal
- salt
- aminoethylsulfonic 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.)
- Pending
Links
- -1 alkali metal salt Chemical class 0.000 title claims abstract description 27
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 title claims abstract description 19
- 229910052783 alkali metal Inorganic materials 0.000 title claims abstract description 15
- 238000000746 purification Methods 0.000 title abstract description 9
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims abstract description 61
- 150000003839 salts Chemical class 0.000 claims abstract description 22
- 229910052751 metal Inorganic materials 0.000 claims abstract description 19
- 239000002184 metal Substances 0.000 claims abstract description 19
- 239000007864 aqueous solution Substances 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 10
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims abstract description 9
- 229910017053 inorganic salt Inorganic materials 0.000 claims abstract description 8
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 abstract description 14
- 239000011780 sodium chloride Substances 0.000 abstract description 7
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract description 6
- 239000006103 coloring component Substances 0.000 abstract description 6
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract description 6
- 235000011152 sodium sulphate Nutrition 0.000 abstract description 6
- 150000001340 alkali metals Chemical class 0.000 abstract description 3
- 230000008030 elimination Effects 0.000 abstract 1
- 238000003379 elimination reaction Methods 0.000 abstract 1
- 239000007788 liquid Substances 0.000 description 11
- 241001550224 Apha Species 0.000 description 10
- 239000000126 substance Substances 0.000 description 8
- 230000000694 effects Effects 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 6
- 238000004042 decolorization Methods 0.000 description 6
- KKDONKAYVYTWGY-UHFFFAOYSA-M sodium;2-(methylamino)ethanesulfonate Chemical compound [Na+].CNCCS([O-])(=O)=O KKDONKAYVYTWGY-UHFFFAOYSA-M 0.000 description 6
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 4
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- 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 4
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical compound CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 4
- 239000000706 filtrate Substances 0.000 description 4
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 3
- 239000003245 coal Substances 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000008044 alkali metal hydroxides Chemical class 0.000 description 2
- 229910021529 ammonia Inorganic materials 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 239000000543 intermediate Substances 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- GWLWWNLFFNJPDP-UHFFFAOYSA-M sodium;2-aminoethanesulfonate Chemical compound [Na+].NCCS([O-])(=O)=O GWLWWNLFFNJPDP-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- SGSMPWTZYGTIEA-UHFFFAOYSA-N 2-(ethylamino)ethanesulfonic acid Chemical class CCNCCS(O)(=O)=O SGSMPWTZYGTIEA-UHFFFAOYSA-N 0.000 description 1
- 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
- FXKMTSIKHBYZSZ-UHFFFAOYSA-N 2-chloroethanesulfonic acid Chemical compound OS(=O)(=O)CCCl FXKMTSIKHBYZSZ-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
- 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
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 239000008186 active pharmaceutical agent Substances 0.000 description 1
- 239000003905 agrochemical Substances 0.000 description 1
- 229910001508 alkali metal halide Inorganic materials 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 150000003973 alkyl amines Chemical class 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
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- 238000011437 continuous method Methods 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
- 238000004043 dyeing Methods 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical class CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 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
- FBAFATDZDUQKNH-UHFFFAOYSA-M iron chloride Chemical compound [Cl-].[Fe] FBAFATDZDUQKNH-UHFFFAOYSA-M 0.000 description 1
- SUMDYPCJJOFFON-UHFFFAOYSA-N isethionic acid Chemical compound OCCS(O)(=O)=O SUMDYPCJJOFFON-UHFFFAOYSA-N 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000011017 operating method Methods 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- CLSUSRZJUQMOHH-UHFFFAOYSA-L platinum dichloride Chemical compound Cl[Pt]Cl CLSUSRZJUQMOHH-UHFFFAOYSA-L 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 239000001103 potassium chloride Substances 0.000 description 1
- 235000011164 potassium chloride Nutrition 0.000 description 1
- OTYBMLCTZGSZBG-UHFFFAOYSA-L potassium sulfate Chemical compound [K+].[K+].[O-]S([O-])(=O)=O OTYBMLCTZGSZBG-UHFFFAOYSA-L 0.000 description 1
- 229910052939 potassium sulfate Inorganic materials 0.000 description 1
- BHZRJJOHZFYXTO-UHFFFAOYSA-L potassium sulfite Chemical compound [K+].[K+].[O-]S([O-])=O BHZRJJOHZFYXTO-UHFFFAOYSA-L 0.000 description 1
- 235000011151 potassium sulphates Nutrition 0.000 description 1
- 235000019252 potassium sulphite Nutrition 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 239000012264 purified product Substances 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000012488 sample solution Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- BVIXLMYIFZGRBH-UHFFFAOYSA-M sodium;2-chloroethanesulfonate Chemical compound [Na+].[O-]S(=O)(=O)CCCl BVIXLMYIFZGRBH-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
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のアルカリ金属塩も
しくはアルカリ土類金属塩又はＮ−置換アミノエチルス
ルホン酸のアルカリ金属塩もしくはアルカリ土類金属塩
（以下、これらを総称してアミノエチルスルホン酸金属
塩類という）の脱色精製法に関する。Detailed Description of the Invention [Industrial Field of Application] The present invention relates to an alkali metal salt or alkaline earth metal salt of aminoethyl sulfonic acid or an alkali metal salt or alkaline earth metal salt of N-substituted aminoethyl sulfonic acid. (Hereinafter, these will be collectively referred to as aminoethyl sulfonic 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工業的に有用である。It is industrially 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の段階で精製し
たのち、アルカリ金属水酸化物を加える方法がとられて
いる。ドイツ特許１．１２２．５４０号および１，１５
７．２３４号では、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のち、Ｎ
−メチルアミノエチルスルホン酸を晶出により精製した
形態で取り出し、−旦純化され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。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。即ち、酸型を迂回する複雑で且つ工程数の多
い精製プロセスとなっており、また新たに晶出操作、固
体取扱い操作が加わり、プラントの運転も煩雑である。[Prior Art] Generally, an alkali metal salt of N-methylaminoethylsulfonic acid, which is a type of metal salt of N-substituted ethylsulfonic acid, is purified by purifying it at the stage of N-methylaminoethylsulfonic acid, and then alkali metal hydroxide. The method used is to add things. German patents 1.122.540 and 1,15
In No. 7.234, carbon dioxide or sulfuric acid was added to the crude reaction solution obtained by the reaction of an alkali metal salt of isethionate with methylamine to adjust the hydrogen ion concentration, and then N
- Methylaminoethylsulfonic acid is extracted in a purified form by crystallization, and - various alkali metal hydroxides are added to the once purified free organic sulfonic acid to obtain purified products of their alkali metal salts. The above purification method is effective for removing impurities and decolorizing, but the organic sulfonic acid alkali metal salt is once converted into a free organic sulfonic acid form and then taken out as crystals. That is, the purification process is complicated and involves a large number of steps, bypassing the acid form, and additional crystallization operations and solid handling operations are added, making the plant operation complicated.
また酸型中間体の取扱いに伴なう装置材質の腐蝕専断た
な問題が惹起されている。Furthermore, handling of acid-type intermediates has caused problems such as corrosion of equipment materials.
［発明が解決しようとする課題］
一般に、着色成分含有物質の脱色は、活性炭処理により
行なわれることは広く知られている。本発明者らも、着
色したアミノエチルスルホン酸金属塩類水溶液を活性炭
処理することにより着色成分の除去を試みたところ、脱
色不能という事実に遭遇した。そこで、スルホン酸型中
間体を迂回することなく、アミノエチルスルホン酸金属
塩類のまま脱色できる簡便な精製法の開発が課題といえ
る。[Problems to be Solved by the Invention] Generally, it is widely known that coloring component-containing substances are decolorized by treatment with activated carbon. The present inventors also attempted to remove colored components by treating a colored aminoethyl sulfonic acid metal salt aqueous solution with activated carbon, but encountered the fact that decolorization was impossible. Therefore, the challenge is to develop a simple purification method that can decolorize the aminoethylsulfonic acid metal salt without bypassing the sulfonic acid type intermediate.
［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検討を重ねた結果
、アミノエチルスルホン酸金属塩類に無機塩を共存させ
た水溶液系で、活性炭と接触させることにより、着色成
分が極めて効果的に吸着除去できるという新規な事実を
見出し、本発明を完成するに至った。[Means for Solving the Problems] As a result of repeated studies to solve the above problems, the present inventors found that by contacting activated carbon with an aqueous solution system in which metal salts of aminoethylsulfonic acid coexist with inorganic salts, the present inventors They discovered the novel fact that colored components can be adsorbed and removed very effectively, leading to the completion of the present invention.
即ち、本発明は、アミノエチルスルホン酸アルカリ金属
塩類１００部に対し、無機塩２部、好ましくは７部以上
が共存した水溶液にて活性炭と接触処理することによる
、該アミノエチルスルホン酸金属塩類の脱色精製法であ
る。That is, the present invention provides a method for preparing aminoethyl sulfonic acid metal salts by contact treatment with activated carbon in an aqueous solution in which 2 parts, preferably 7 parts or more of an inorganic salt coexists with 100 parts of aminoethyl sulfonic acid alkali metal salts. This is a decolorization purification method.
以下、本発明の詳細な説明する。The present invention will be explained in detail below.
本発明の脱色精製の対象となるアミノエチルスルホン酸
金属塩類は、クロロエチルスルホン酸金属塩とアンモニ
アもしくはアルキルアミン類との反応により得られるも
のを用いる。The aminoethylsulfonic acid metal salts to be subjected to decolorization and purification in the present invention are those obtained by reacting chloroethylsulfonic acid metal salts with ammonia or alkyl amines.
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、Ｎ−メチルアミノエチルスルホ
ン酸、Ｎ−エ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。Specifically, alkali metal salts and alkaline earth metal salts of aminoethylsulfonic acid, N-methylaminoethylsulfonic acid, N-ethylaminoethylsulfonic acid, and N-propylaminoethylsulfonic acid.
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。ここでアルカリ金属と
しては、ナトリウム、カリウム等が、アルカリ土類金属
としては、カルシウム。Examples include alkali metal salts and alkaline earth metal salts such as N-cyclohexylaminoethylsulfonic acid and N-octylaminoethylsulfonic acid. Here, the alkali metals include sodium, potassium, etc., and the alkaline earth metals include calcium.
マグネシウム、バリウム等が一般的である。Magnesium, barium, etc. are common.
上記アミノエチルスルホン酸金属塩類水溶液中に共存し
、所期の脱色効果を著しく高める無機塩としては、塩化
ナトリウム、塩化カリウム、臭化ナトリウム、臭化カリ
ウム等のアルカリ金属ハロゲン化物塩や硫酸ナトリウム
、硫酸カリウム、亜硫酸ナトリウム、亜硫酸カリウム等
が例示される。Examples of inorganic salts that coexist in the aqueous solution of aminoethyl sulfonic acid metal salts and significantly enhance the desired decolorizing effect include alkali metal halide salts such as sodium chloride, potassium chloride, sodium bromide, and potassium bromide; sodium sulfate; Examples include potassium sulfate, sodium sulfite, potassium sulfite, and the like.
これらの無機塩が、アミノエチルスルホン酸金属塩類１
００部に対し、２部以上共存している場合活性炭による
脱色効果が認められ、無機塩が、７部以上のとき、より
顕著な脱色効果が達成される。These inorganic salts are aminoethyl sulfonic acid metal salts 1
When the amount of activated carbon is 2 parts or more based on 00 parts, the decolorizing effect of activated carbon is observed, and when the amount of the inorganic salt is 7 parts or more, a more significant decolorizing effect is achieved.
無機塩２部以下では活性炭処理を行なっても着色成分除
去はほとんど不可能である。無機塩の存在量が多いほど
、脱色効果は高く、過剰に存在していてもなんら問題は
ない。If the amount of inorganic salt is less than 2 parts, it is almost impossible to remove colored components even with activated carbon treatment. The greater the amount of inorganic salt present, the higher the decolorizing effect, and there is no problem even if the inorganic salt is present in excess.
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法に関係なく、いずれも使用可能で
ある。その形状は粉体１粒状等いずれも使用可能である
。また、賦活再生炭であっても差し支えない。被処理液
を活性炭により回分処理する場合、活性炭使用量は、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。連続処理する場合は、粒
状活性炭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なうことができる。The activated carbon used in the present invention can be of any type, such as coal-based, coconut shell-based, charcoal-based, etc., regardless of its raw material or manufacturing method. Any shape such as a single particle of powder can be used. Furthermore, activated recycled carbon may be used. When the liquid to be treated is treated in batches with activated carbon, effective decolorization can be achieved by adding activated carbon in an amount of 0.2% by weight or more based on the organic sulfonic acid metal salt. In the case of continuous treatment, decolorization can be carried out by passing the liquid to be treated through a column filled with granular activated 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.
活性炭との接触処理温度は、通常２０℃以上好ましくは
、３０℃以上であれば脱色効果は認められる。The decolorizing effect is observed when the temperature of the contact treatment with activated carbon is usually 20° C. or higher, preferably 30° C. or higher.
また着色成分を吸着した活性炭は、塩酸等の酸により再
生され再使用することができる。Furthermore, activated carbon that has adsorbed coloring components can be regenerated with an acid such as hydrochloric acid and reused.
［発明の効果］
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
、本発明の処理法を適用することにより、着色成分の選
択的除去が可能となった。本発明の操作法は、極めて簡
便で、工業的利用価値が大きく実用性に富んだ精製手段
といえ、特にＥＤＣ法で得られるアミノエチルスルホン
酸金属水溶液に有効である。また脱色処理費も極めて低
置である利点も大きい。[Effects of the Invention] By applying the treatment method of the present invention to an aqueous solution of aminoethyl sulfonic acid metal salt containing a coloring component, it became possible to selectively remove the coloring component. The operating method of the present invention is extremely simple and can be said to be a highly practical purification method with great industrial value, and is particularly effective for aqueous metal aminoethyl sulfonate solutions obtained by the EDC method. Another great advantage is that the cost of decolorization treatment is extremely low.
［実施例］
以下、実施例により、本発明を更に詳細に説明するが、
本発明はこれらに限定されるものではない。[Examples] Hereinafter, the present invention will be explained in more detail with reference to Examples.
The present invention is not limited to these.
尚、実施例及び比較例におけるＡＰＨＡ色度の測定は、
試料液１００ｍ１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７Ｉｌｌ
ｌ定した。In addition, the measurement of APHA chromaticity in Examples and Comparative Examples is as follows:
Transfer 100ml of the sample solution to a Nessler colorimeter tube and compare it with the APHA color standard solution (iron chloride, platinum chloride aqueous solution).
I decided.
実施例１
撹拌機付き２にガラス製容器にアミノエチルスルホン酸
ソーダ２００ｇ、各種有機スルホン酸ソーダ類２０ｇお
よび塩化ナトリウム７０ｇを主として含有する水溶液１
ｋｇを加えた。アミノエチルスルホン酸ソーダは、粗
クロロエチルスルホ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７０の粗反応生成液を用いた
。次に市販のヤシ殻活性炭１．５ｇを加え、４０℃の温
度にて２０分間撹拌を行なった。活性炭処理液を、濾紙
を濾材に用いたブッフナーロートにて、減圧濾過し、活
性炭を分離除去した。濾液のＡＰＨＡ色度は１０であっ
た。Example 1 Aqueous solution 1 mainly containing 200 g of sodium aminoethyl sulfonate, 20 g of various organic sodium sulfonates, and 70 g of sodium chloride in a glass container equipped with a stirrer 2
kg was added. As sodium aminoethylsulfonate, a crude reaction product liquid having an APHA chromaticity of 70 obtained by reacting crude sodium chloroethylsulfonate with ammonia was used. Next, 1.5 g of commercially available coconut shell activated carbon was added and stirred at a temperature of 40° C. for 20 minutes. The activated carbon-treated liquid was filtered under reduced pressure using a Buchner funnel using filter paper as a filter medium to separate and remove the activated carbon. The APHA chromaticity of the filtrate was 10.
実施例２
実施例１と同一の容器に、Ｎ−メチルアミノエチルスル
ホン酸ソーダ１９７ｇと塩化ナトリウム１４０ｇ、その
他化学構造不明の有機スルホン酸ソーダ１３ｇから主と
して成るＡＰＨＡ色度６０の水溶液１ ｋｇ及び市販の
粉末状石炭系活性炭１．８ｇを加えた。温度６０℃にて
、１５分間撹拌下活性炭処理を行なった。その後、濾過
にて活性炭の分離を行ない、濾液の色度を１（ＩＩＪ定
した結果、ＡＰＩ（ＡＩＯを示し、無色透明液が得られ
た。本実施例の被処理液としては、粗クロロエチルスル
ホン酸ソーダとメチルアミンとの反応により得られたＮ
−メチルアミノエチルスルホン酸ソーダから主として成
る未精製の多少黄色味を帯びた粗反応生成液を用いた。Example 2 In the same container as in Example 1, 1 kg of an aqueous solution with an APHA chromaticity of 60 mainly consisting of 197 g of sodium N-methylaminoethylsulfonate, 140 g of sodium chloride, and 13 g of organic sodium sulfonate of unknown chemical structure, and a commercially available 1.8 g of powdered coal-based activated carbon was added. Activated carbon treatment was performed at a temperature of 60°C for 15 minutes with stirring. Thereafter, the activated carbon was separated by filtration, and the chromaticity of the filtrate was determined to be 1 (IIJ), which showed API (AIO) and a colorless transparent liquid was obtained. N obtained by the reaction of sodium sulfonate and methylamine
- An unpurified, somewhat yellowish crude reaction product liquid consisting mainly of sodium methylaminoethylsulfonate was used.
実施例３
実施例１と同一の容器に、Ｎ−メチルアミノエチルスル
ホン酸ソーダ類１５０ｇ、硫酸ナトリウム１６ｇ、その
他化学構造不明の各種有機物及び有機スルホン酸ソーダ
類１６ｇを含有するＡＰＨＡ色度８０の稍黄色味を帯び
た水溶液を加えた。Example 3 In the same container as in Example 1, an APHA chromaticity of 80 containing 150 g of sodium N-methylaminoethylsulfonates, 16 g of sodium sulfate, various organic substances of unknown chemical structure, and 16 g of organic sodium sulfonates was prepared. A yellowish aqueous solution was added.
市販の粉末状ヤシ殻活性炭３ｇを添加し、３５℃１４０
分間撹拌を行なった。次いで、濾紙を用い、活性炭除去
後、濾液の色度測定を行なった。ＡＰＨＡ色度１０の無
色透明液が得られた。Add 3g of commercially available powdered coconut shell activated carbon and heat at 35℃140
Stirring was performed for a minute. Next, after removing the activated carbon using filter paper, the chromaticity of the filtrate was measured. A colorless transparent liquid with an APHA chromaticity of 10 was obtained.
本実施例の被処理液として、粗イセチオンソーダとメチ
ルアミンとの反応により得られた主としてＮ−メチルア
ミノエチルスルホン酸ソーダから成る粗反応液に、一部
硫酸ナトリウムを添加した液を用いた。As the liquid to be treated in this example, a liquid obtained by adding a portion of sodium sulfate to a crude reaction liquid mainly consisting of sodium N-methylaminoethylsulfonate obtained by the reaction of crude isethion soda and methylamine was used.
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２３ｇを充填した。Ｎ−メチルアミノ
エチルスルホン酸ソーダ１９．７％。Example 4 A glass column with a diameter of 2 cm and a length of 20 cm was filled with 23 g of commercially available granular coal-based activated carbon. Sodium N-methylaminoethylsulfonate 19.7%.
化学構造不明の有機物及び有機スルホン酸ソーダ類１，
３％と塩化ナトリウム１４％、硫酸ナトリウム３％を含
有するＡＰＨＡ色度の水溶液５オを活性炭カラムへ線速
Ｉｎ／ｈｒで通液した。通液時の温度は４０℃にて実施
した。活性炭処理液のＡＰＨＡ色度は平均１５でほぼ無
色透明であった。Organic substances of unknown chemical structure and organic sodium sulfonates 1,
An aqueous solution of APHA color containing 3% sodium chloride, 14% sodium chloride, and 3% sodium sulfate was passed through the activated carbon column at a linear velocity of In/hr. The temperature during liquid passage was 40°C. The activated carbon treatment liquid had an average APHA chromaticity of 15 and was almost colorless and transparent.
比較例１
実施例１と同一の容器に、Ｎ−メチルアミノエチルスル
ホン酸ソーダ２５０ ｇ、化学構造不明の有機物及び有
機スルホン酸ソーダ類り４ｇ、塩化ナトリウム２ｇと硫
酸ナトリウム０．２ｇを生成分として含有するＡＰＨＡ
色度６０の稍黄色味を帯びた水溶液１ ｋｇを加えた。Comparative Example 1 In the same container as in Example 1, 250 g of sodium N-methylaminoethylsulfonate, 4 g of an organic substance of unknown chemical structure and sodium organic sulfonate, 2 g of sodium chloride, and 0.2 g of sodium sulfate were added as products. Contains APHA
1 kg of a slightly yellowish aqueous solution with a chromaticity of 60 was added.
更に粉末状のヤシ殻活性炭５ｇを添加し、４０℃、１時
間撹拌下活性炭処ａ！操作を行なった。活性炭濾別分離
後、濾液の色度測定を行なったところ、ＡＰＨＡ５０で
脱色効果は、余り認められなかった。Furthermore, 5 g of powdered coconut shell activated carbon was added and treated with activated carbon at 40°C for 1 hour with stirring. performed the operation. After the activated carbon filtration and separation, the chromaticity of the filtrate was measured, and no significant decolorizing effect was observed with APHA50.
Claims (1)
はアルカリ土類金属塩又は、Ｎ−置換アミノエチルスル
ホン酸のアルカリ金属塩もしくはアルカリ土類金属塩を
精製するにあたり、該アミノエチルスルホン酸金属塩類 １００部に対し、無機塩２部以上が共存する水溶液を活
性炭と接触させることを特徴とするアミノエチルスルホ
ン酸金属塩類の脱色精製法。(1) In purifying the alkali metal salt or alkaline earth metal salt of aminoethylsulfonic acid or the alkali metal salt or alkaline earth metal salt of N-substituted aminoethylsulfonic acid, 100 parts of the aminoethylsulfonic acid metal salt In contrast, a method for decolorizing and purifying aminoethyl sulfonic acid metal salts, which comprises contacting an aqueous solution containing two or more parts of an inorganic salt with activated carbon.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32617589A JPH03188057A (en) | 1989-12-18 | 1989-12-18 | Decoloring purification of alkali metal salt of aminoethylsulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP32617589A JPH03188057A (en) | 1989-12-18 | 1989-12-18 | Decoloring purification of alkali metal salt of aminoethylsulfonic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH03188057A true JPH03188057A (en) | 1991-08-16 |
Family
ID=18184881
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP32617589A Pending JPH03188057A (en) | 1989-12-18 | 1989-12-18 | Decoloring purification of alkali metal salt of aminoethylsulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH03188057A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021038216A (en) * | 2019-09-02 | 2021-03-11 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and system for removing impurities from taurine mother liquor and recovering taurine mother liquor |
| JP2021063060A (en) * | 2019-10-16 | 2021-04-22 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and production system for fully recovering and treating taurine mother liquor |
| JP2021172652A (en) * | 2020-04-22 | 2021-11-01 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and system for preparing high-purity taurine and salts |
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1989
- 1989-12-18 JP JP32617589A patent/JPH03188057A/en active Pending
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2021038216A (en) * | 2019-09-02 | 2021-03-11 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and system for removing impurities from taurine mother liquor and recovering taurine mother liquor |
| JP2021063060A (en) * | 2019-10-16 | 2021-04-22 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and production system for fully recovering and treating taurine mother liquor |
| JP2021172652A (en) * | 2020-04-22 | 2021-11-01 | チェンジャン ヨンアン ファーマシュティカル カンパニー リミテッド | Method and system for preparing high-purity taurine and salts |
| US11578037B2 (en) | 2020-04-22 | 2023-02-14 | Qianjiang Yongan Pharmaceutical Co., Ltd. | Method and system for preparing high-purity taurine and salt |
| CN113801039A (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 |
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