JPH0948751A - Continuous production of aminoethylsulfonic acid - Google Patents
Continuous production of aminoethylsulfonic acidInfo
- Publication number
- JPH0948751A JPH0948751A JP21830995A JP21830995A JPH0948751A JP H0948751 A JPH0948751 A JP H0948751A JP 21830995 A JP21830995 A JP 21830995A JP 21830995 A JP21830995 A JP 21830995A JP H0948751 A JPH0948751 A JP H0948751A
- Authority
- JP
- Japan
- Prior art keywords
- continuously
- reaction
- aminoethyl
- sodium sulfite
- reaction vessel
- 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
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 title claims abstract description 46
- 238000010924 continuous production Methods 0.000 title abstract description 13
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims abstract description 58
- 125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 claims abstract description 31
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims abstract description 30
- 235000010265 sodium sulphite Nutrition 0.000 claims abstract description 29
- -1 sulfuric acid ester Chemical class 0.000 claims abstract description 26
- 239000007864 aqueous solution Substances 0.000 claims abstract description 24
- 230000002378 acidificating effect Effects 0.000 claims abstract description 23
- 238000009835 boiling Methods 0.000 claims abstract description 17
- 239000000243 solution Substances 0.000 claims abstract description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- 238000001816 cooling Methods 0.000 claims abstract description 6
- 238000001914 filtration Methods 0.000 claims abstract description 3
- 238000006243 chemical reaction Methods 0.000 claims description 88
- 239000002253 acid Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 abstract description 16
- 239000012295 chemical reaction liquid Substances 0.000 abstract description 6
- 239000007788 liquid Substances 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 36
- 235000011121 sodium hydroxide Nutrition 0.000 description 12
- 150000001875 compounds Chemical class 0.000 description 8
- 239000000706 filtrate Substances 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000003002 pH adjusting agent Substances 0.000 description 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- RAHZWNYVWXNFOC-UHFFFAOYSA-N Sulphur dioxide Chemical compound O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000010446 mirabilite Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- RSIJVJUOQBWMIM-UHFFFAOYSA-L sodium sulfate decahydrate Chemical compound O.O.O.O.O.O.O.O.O.O.[Na+].[Na+].[O-]S([O-])(=O)=O RSIJVJUOQBWMIM-UHFFFAOYSA-L 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 206010037660 Pyrexia Diseases 0.000 description 1
- 206010039897 Sedation Diseases 0.000 description 1
- ZMJZYXKPJWGDGR-UHFFFAOYSA-N aminosulfamic acid Chemical compound NNS(O)(=O)=O ZMJZYXKPJWGDGR-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000001784 detoxification Methods 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-N ethanesulfonic acid Chemical compound CCS(O)(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-N 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 238000011112 process operation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 230000036280 sedation Effects 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229960003080 taurine Drugs 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明は、２−アミノエチル
酸性硫酸エステルと亜硫酸ソーダとを連続的に反応させ
て、アミノエチルスルホン酸を連続的に生産する方法に
関する。TECHNICAL FIELD The present invention relates to a method for continuously producing 2-aminoethyl acidic sulfuric acid ester and sodium sulfite to continuously produce aminoethylsulfonic acid.
【０００２】[0002]
【従来の技術】アミノエチルスルホン酸はタウリンと呼
称されている化合物で、解毒、解熱、疲労回復、滋養強
化、鎮静等の薬理作用を有する極めて有用な化合物であ
る。2. Description of the Related Art Aminoethylsulfonic acid is a compound called taurine, which is a very useful compound having pharmacological actions such as detoxification, fever reduction, fatigue recovery, nutrition enhancement and sedation.
【０００３】アミノエチルスルホン酸の製法例として、
反応缶に２−アミノエチル酸性硫酸エステルと亜硫酸ソ
ーダ水溶液とを仕込み、２−アミノエチル酸性硫酸エス
テルと亜硫酸ソーダとを沸騰状態で反応させてアミノエ
チルスルホン酸を含む反応液にした後、この反応缶内の
反応液を沸騰状態に加熱して水分を除去してアミノエチ
ルスルホン酸の濃縮液にし、更にこのアミノエチルスル
ホン酸の濃縮液を冷却して反応缶から取り出し、これを
濾過してアミノエチルスルホン酸を得る回分式の製法が
ある。As an example of a method for producing aminoethyl sulfonic acid,
The reaction vessel was charged with 2-aminoethyl acidic sulfuric acid ester and sodium sulfite aqueous solution, the 2-aminoethyl acidic sulfuric acid ester and sodium sulfite were reacted in a boiling state to obtain a reaction solution containing aminoethylsulfonic acid, and then this reaction was carried out. The reaction liquid in the can is heated to a boiling state to remove water to give a concentrated solution of aminoethylsulfonic acid, and the concentrated solution of aminoethylsulfonic acid is cooled and taken out from the reaction can. There is a batchwise process for obtaining ethyl sulfonic acid.
【０００４】なお、上記の２−アミノエチル酸性硫酸エ
ステルと亜硫酸ソーダとの反応によるアミノエチルスル
ホン酸の生成は、下記の化学反応式による。 H2NC2H4OSO3H＋Na2SO3→H2NC2H4SO3H ＋Na2SO4 The formation of aminoethyl sulfonic acid by the reaction between the 2-aminoethyl acidic sulfuric acid ester and sodium sulfite is based on the following chemical reaction formula. H 2 NC 2 H 4 OSO 3 H + Na 2 SO 3 → H 2 NC 2 H 4 SO 3 H + Na 2 SO 4
【０００５】[0005]
【発明が解決しようとする課題】上記従来の回分式によ
るアミノエチルスルホン酸の製法において、アミノエチ
ルスルホン酸の生産量を多くするためには、反応缶の容
積を大容量にする以外に方法がなく、このためには多額
の設備投資が必要であり、かつ作業が煩雑で、多くの人
手と体力とを要し、省力化が困難である。したがって、
この方法によるアミノエチルスルホン酸の製法は、コス
トの低減や生産量の増大に対応し難い。In order to increase the production amount of aminoethyl sulfonic acid in the conventional batch-type production method of aminoethyl sulfonic acid, there is a method other than increasing the volume of the reaction vessel. However, this requires a large amount of equipment investment, is complicated in work, requires a large amount of manpower and physical strength, and labor saving is difficult. Therefore,
The production method of aminoethyl sulfonic acid by this method is difficult to cope with the cost reduction and the increase in the production amount.
【０００６】本発明の目的は、生産効率の高い、又省力
化をなし得るアミノエチルスルホン酸の製法であって、
一定の品質のアミノエチルスルホン酸が高収率で連続的
に得られる方法を提供することにあり、これによってア
ミノエチルスルホン酸を安価に供給することができる。An object of the present invention is to provide a process for producing aminoethyl sulfonic acid which has high production efficiency and can save labor.
An object of the present invention is to provide a method for continuously obtaining a constant quality of aminoethyl sulfonic acid in a high yield, whereby the aminoethyl sulfonic acid can be supplied at a low cost.
【０００７】[0007]
【課題を解決するための手段】上記の目的は、以下の構
成による本発明のアミノエチルスルホン酸の連続製法に
よって達成される。The above object can be achieved by the continuous production method of aminoethylsulfonic acid of the present invention having the following constitution.
【０００８】すなわち本発明は、２−アミノエチル酸性
硫酸エステルと亜硫酸ソーダ水溶液とを連続的に反応缶
に供給し、反応缶内の系のｐＨを７．０〜７．５の領域
に保持しながら２−アミノエチル酸性硫酸エステルと亜
硫酸ソーダとを沸騰状態で連続的に反応させる工程と、
該反応缶内で生成したアミノエチルスルホン酸を含む反
応液を連続的に取り出して濃縮缶に供給し、濃縮缶内に
て連続的に水分を除去する工程と、濃縮缶で濃縮させた
反応液を連続的に取り出して、冷却、濾過を連続的に行
なう工程とによるアミノエチルスルホン酸の連続製法か
らなる。That is, according to the present invention, 2-aminoethyl acidic sulfuric acid ester and a sodium sulfite aqueous solution are continuously supplied to a reaction vessel, and the pH of the system in the reaction vessel is maintained in the range of 7.0 to 7.5. While continuously reacting 2-aminoethyl acidic sulfuric acid ester and sodium sulfite in a boiling state,
A step of continuously taking out a reaction solution containing aminoethyl sulfonic acid generated in the reaction vessel and supplying it to a concentration vessel to continuously remove water in the concentration vessel, and a reaction solution concentrated in the concentration vessel Is continuously taken out, and cooling and filtration are continuously carried out, which is a continuous production method of aminoethylsulfonic acid.
【０００９】[0009]
【発明の実施の形態】上記の構成による本発明のアミノ
エチルスルホン酸の連続製法において、反応缶内の系の
ｐＨを７．０〜７．５の領域に保持しながら２−アミノ
エチル酸性硫酸エステルと亜硫酸ソーダとを連続的に反
応させる反応工程は、２−アミノエチル酸性硫酸エステ
ルと亜硫酸ソーダ水溶液とを連続的に供給して２−アミ
ノエチル酸性硫酸エステルと亜硫酸ソーダとを反応させ
る反応缶に、苛性ソーダ水溶液等のｐＨ調整剤を供給す
る自動供給器による自動ｐＨ調節器を取り付けて行なえ
ばよい。BEST MODE FOR CARRYING OUT THE INVENTION In the continuous production method of aminoethylsulfonic acid of the present invention having the above-mentioned constitution, 2-aminoethyl acidic sulfuric acid is maintained while the pH of the system in the reaction vessel is maintained in the range of 7.0 to 7.5. The reaction step in which the ester and sodium sulfite are continuously reacted is a reaction vessel in which a 2-aminoethyl acidic sulfuric acid ester and a sodium sulfite aqueous solution are continuously supplied to react the 2-aminoethyl acidic sulfuric acid ester and sodium sulfite. In addition, an automatic pH adjuster may be attached by an automatic feeder that supplies a pH adjuster such as an aqueous solution of caustic soda.
【００１０】本発明のアミノエチルスルホン酸の連続製
法に使用する２−アミノエチル酸性硫酸エステルは、例
えばモノエタノールアミンを硫酸エステル化反応するこ
とによって得られる。このときに使用する２−アミノエ
チル酸性硫酸エステルの純度が高い程、目的化合物であ
るアミノエチルスルホン酸の収量が高くなることは勿論
である。The 2-aminoethyl acidic sulfuric acid ester used in the continuous production method of aminoethylsulfonic acid of the present invention can be obtained, for example, by subjecting monoethanolamine to a sulfuric acid esterification reaction. Of course, the higher the purity of the 2-aminoethyl acidic sulfuric acid ester used at this time, the higher the yield of the target compound, aminoethylsulfonic acid.
【００１１】２−アミノエチル酸性硫酸エステルと亜硫
酸ソーダ水溶液とを供給して２−アミノエチル酸性硫酸
エステルと亜硫酸ソーダとを反応させる系においては、
反応の進行に従って反応系のｐＨが低下する。そしてこ
のことのために、反応系の反応速度が遅くなり、反応が
完結する迄に長時間を要するようになる。これによっ
て、アミノエチルスルホン酸の生産性が悪くなるだけで
なく、副反応の併発によって、目的化合物であるアミノ
エチルスルホン酸の収率、品質、純度等が低下する。In the system in which 2-aminoethyl acidic sulfuric acid ester and sodium sulfite aqueous solution are supplied to react 2-aminoethyl acidic sulfuric acid ester with sodium sulfite,
The pH of the reaction system decreases as the reaction progresses. Due to this, the reaction rate of the reaction system becomes slow, and it takes a long time to complete the reaction. As a result, not only the productivity of aminoethyl sulfonic acid is deteriorated, but also the yield, quality, purity and the like of the target compound, aminoethyl sulfonic acid, are lowered due to concurrent side reactions.
【００１２】したがって、本発明のアミノエチルスルホ
ン酸の連続製法においては、上記のような反応系のｐＨ
の低下に起因する諸種の弊害を除去するために、２−ア
ミノエチル酸性硫酸エステルと亜硫酸ソーダ水溶液とを
連続的に供給して２−アミノエチル酸性硫酸エステルと
亜硫酸ソーダとを連続的に反応させる反応缶内の系のｐ
Ｈを常時７．０〜７．５の領域に保持する。このときの
反応缶内の反応系のｐＨの保持は、苛性ソーダ水溶液等
のｐＨ調整剤の追加、供給によって、自動的に行なう。Therefore, in the continuous production method of aminoethylsulfonic acid of the present invention, the pH of the reaction system as described above is used.
In order to eliminate various harmful effects caused by the decrease in the amount of 2-aminoethyl acidic sulfuric acid ester and sodium sulfite aqueous solution, 2-aminoethyl acidic sulfuric acid ester and sodium sulfite are continuously reacted. P of the system in the reaction can
H is always held in the area of 7.0 to 7.5. The pH of the reaction system in the reaction vessel at this time is automatically maintained by adding and supplying a pH adjusting agent such as an aqueous solution of caustic soda.
【００１３】以下、本発明のアミノエチルスルホン酸の
連続製法のシステムの１例を、図１のフローチャートに
基づいて説明する。図１のフローチャートにおいて、亜
硫酸ソーダタンクから亜硫酸ソーダを、又上水タンクか
ら上水を、それぞれ配管及びポンプＰによって連続的に
定量ずつ調整タンクに供給し、亜硫酸ソーダ水溶液を調
整する。他方、２−アミノエチル酸性硫酸エステルホッ
パーから２−アミノエチル酸性硫酸エステルを、配管を
通じて連続的に定量ずつ調整タンクに供給する。調整タ
ンク内で亜硫酸ソーダ水溶液と２−アミノエチル酸性硫
酸エステルとを溶解、混合し、この溶解、混合液をポン
プＰによって配管を通じて連続的に定量ずつ第１反応缶
に供給する。An example of the system for continuous production of aminoethylsulfonic acid according to the present invention will be described below with reference to the flow chart of FIG. In the flowchart of FIG. 1, sodium sulfite is supplied from the sodium sulfite tank, and clean water is supplied from the clean water tank to the adjusting tank by pipes and pumps P continuously and quantitatively to adjust the sodium sulfite aqueous solution. On the other hand, 2-aminoethyl acid sulfuric acid ester is continuously supplied from the 2-aminoethyl acid sulfuric acid ester hopper to the adjustment tank through a pipe in a fixed amount. The sodium sulfite aqueous solution and 2-aminoethyl acid sulfate are dissolved and mixed in the adjustment tank, and the dissolved and mixed solution is continuously supplied to the first reaction vessel by the pump P in a fixed amount through a pipe.
【００１４】又、この第１反応缶に、苛性ソ−ダ水溶液
タンクからポンプＰによって配管を通じて苛性ソ−ダ水
溶液を供給し、第１反応缶内の系のｐＨを７．０〜７．
５の領域に常時保持しながら、２−アミノエチル酸性硫
酸エステルと亜硫酸ソーダとを沸騰状態で反応させる。Further, the caustic soda aqueous solution is supplied to the first reaction vessel from a caustic soda aqueous solution tank by a pump P through a pipe, and the pH of the system in the first reaction vessel is 7.0 to 7.
While keeping it in the region 5 at all times, 2-aminoethyl acid sulfate is reacted with sodium sulfite in a boiling state.
【００１５】第１反応缶の底部から、沸騰状態で反応を
続けている２−アミノエチル酸性硫酸エステルと亜硫酸
ソーダとの反応系を、第１反応缶内に連続的に供給した
反応原料等の量に対応する量ずつ連続的に取り出し、ポ
ンプＰによって配管を通じて第２反応缶に供給する。そ
して第２反応缶にも、苛性ソ−ダ水溶液タンクからポン
プＰによって配管を通じて苛性ソ−ダ水溶液を供給し、
第２反応缶内の系のｐＨを７．０〜７．５の領域に常時
保持しながら、２−アミノエチル酸性硫酸エステルと亜
硫酸ソーダとの沸騰状態での反応を続ける。From the bottom of the first reaction vessel, a reaction system of 2-aminoethyl acidic sulfuric acid ester and sodium sulfite which continues to react in a boiling state is continuously fed into the first reaction vessel. The quantity corresponding to the quantity is continuously taken out, and is supplied to the second reactor through the pipe by the pump P. The caustic soda aqueous solution is also supplied to the second reactor through the pipe from the caustic soda aqueous solution tank by the pump P,
The reaction of the 2-aminoethyl acidic sulfuric acid ester with sodium sulfite in the boiling state is continued while always maintaining the pH of the system in the second reaction vessel in the range of 7.0 to 7.5.
【００１６】第２反応缶の底部から、該反応缶内で生成
したアミノエチルスルホン酸を含む反応液を連続的に取
り出して、ポンプＰによって配管を通じて濃縮缶に供給
し、該濃縮缶内にて連続的に水分を除去する。続いて、
濃縮缶の底部から濃縮させた反応液を連続的に取り出し
て、ポンプＰによって配管を通じて定量的に反応液を第
１濾過器に供給する。From the bottom of the second reaction vessel, the reaction liquid containing aminoethyl sulfonic acid produced in the reaction vessel is continuously taken out, and is supplied by a pump P to a concentration vessel through a pipe. Water is removed continuously. continue,
The concentrated reaction solution is continuously taken out from the bottom of the concentrating can, and the reaction solution is quantitatively supplied to the first filter through the pipe by the pump P.
【００１７】第１濾過器による濾過によって濾出する結
晶は芒硝である。第１濾過器によって得た濾液を、ポン
プＰによって配管を通じて冷却缶に供給する。この冷却
缶内で冷却した濾液を、ポンプＰによって配管を通じて
第２濾過器に供給して濾過する。この第２濾過器による
濾過によって濾出する結晶が、目的化合物のアミノエチ
ルスルホン酸である。The crystals filtered out by the first filter are Glauber's salt. The filtrate obtained by the first filter is supplied to the cooling can through the pipe by the pump P. The filtrate cooled in the cooling can is supplied to the second filter through the pipe by the pump P and filtered. The crystals filtered out by the second filter are the target compound aminoethylsulfonic acid.
【００１８】第２濾過器によって得られる濾液は、その
大部分が水である。従って、この濾液はそのまま廃棄す
るか、あるいは前述の上水タンクの水として利用するこ
ともできる。更には、この濾液を濃縮缶へリサイクルし
て目的化合物のアミノエチルスルホン酸を更に回収する
か、あるいは別の系によって目的化合物のアミノエチル
スルホン酸を回収してもよい。Most of the filtrate obtained by the second filter is water. Therefore, this filtrate can be discarded as it is or used as water in the above-mentioned clean water tank. Furthermore, this filtrate may be recycled to a concentrator to further recover the target compound aminoethylsulfonic acid, or the target compound aminoethylsulfonic acid may be recovered by another system.
【００１９】[0019]
【実施例】以下、本発明のアミノエチルスルホン酸の連
続製法の具体的な構成を、実施例に基づいて説明する。EXAMPLES The specific constitution of the continuous production method of aminoethyl sulfonic acid of the present invention will be described below based on examples.
【００２０】実施例１ 図１のフローチャートにおいて、３６９．８重量部の水
と、９８．３重量部の亜硫酸ソーダを調整タンクに供給
し、亜硫酸ソーダ水溶液を調整した後、更に該調整タン
クに、１１０重量部の２−アミノエチル酸性硫酸エステ
ルを供給し、溶解、混合した。Example 1 In the flow chart of FIG. 1, 369.8 parts by weight of water and 98.3 parts by weight of sodium sulfite were supplied to an adjusting tank to prepare an aqueous solution of sodium sulfite, and then the adjusting tank was further filled with 110 parts by weight of 2-aminoethyl acid sulfate was supplied, dissolved and mixed.
【００２１】続いて、上記の調整タンクから亜硫酸ソー
ダと２−アミノエチル酸性硫酸エステルとの混合水溶液
を第１反応缶に定量的に連続的に供給し、更に該第１反
応缶内の系のｐＨが７．０（５０℃測定）を保持するよ
うに、苛性ソ−ダ水溶液を苛性ソ−ダ水溶液タンクから
自動的に供給しながら、第１反応缶内の反応系を温度１
０５〜１１０℃にて沸騰状態で反応させた。Then, a mixed aqueous solution of sodium sulfite and 2-aminoethyl acid sulfuric acid ester is quantitatively and continuously supplied from the adjusting tank to the first reaction vessel, and the system in the first reaction vessel is further supplied. The reaction system in the first reaction vessel was heated to a temperature of 1 while automatically supplying the caustic soda aqueous solution from the caustic soda aqueous solution tank so that the pH was maintained at 7.0 (measured at 50 ° C.).
The reaction was carried out in the boiling state at 05 to 110 ° C.
【００２２】次いで、この第１反応缶内の２−アミノエ
チル酸性硫酸エステルと亜硫酸ソーダとの反応溶液を、
第１反応缶内に連続的に供給した反応原料等の量に対応
する量ずつ連続的に取り出し、第２反応缶に連続的に供
給した。このときに、第２反応缶内の系のｐＨが７．０
（５０℃測定）を保持するように、苛性ソ−ダ水溶液を
苛性ソ−ダ水溶液タンクから自動的に供給しながら、第
２反応缶内の反応系を温度１０５〜１１０℃にて沸騰状
態で反応させた。Then, the reaction solution of 2-aminoethyl acidic sulfuric acid ester and sodium sulfite in the first reaction vessel is
An amount corresponding to the amount of the reaction raw material or the like continuously supplied into the first reaction vessel was continuously taken out and continuously supplied to the second reaction vessel. At this time, the pH of the system in the second reaction vessel was 7.0.
While maintaining the temperature (measured at 50 ° C.), the reaction system in the second reaction vessel was boiled at a temperature of 105 to 110 ° C. while automatically supplying the caustic soda aqueous solution from the caustic soda solution tank. It was made to react.
【００２３】上記の第１反応缶内及び第２反応缶内の反
応系の合計滞留時間が２０時間になるように、調整タン
クと第１反応缶との間のポンプＰで、調整タンクから亜
硫酸ソーダと２−アミノエチル酸性硫酸エステルとの混
合水溶液を、定量的に連続的に供給し、第１反応缶内の
沸騰状態での反応と第２反応缶内の沸騰状態での反応と
を行なった。A pump P between the adjusting tank and the first reaction tank is used to pump sulfur dioxide from the adjusting tank so that the total residence time of the reaction system in the first reaction tank and the second reaction tank is 20 hours. A mixed aqueous solution of soda and 2-aminoethyl acidic sulfuric acid ester was quantitatively and continuously supplied to carry out a reaction in the boiling state in the first reaction vessel and a reaction in the boiling state in the second reaction vessel. It was
【００２４】更に、第２反応缶内の反応液を連続的に取
り出して、濃縮缶に定量的に連続的に供給し、該濃縮缶
内にて１０５〜１１０℃の沸騰状態にして連続的に水分
を除去し、反応液を濃縮した。続いて、濃縮缶内で濃縮
させた反応液を定量的に連続的に取り出して、第１濾過
器に供給した。Further, the reaction liquid in the second reaction vessel is continuously taken out and continuously supplied quantitatively and continuously to the concentration vessel, and is continuously brought to a boiling state at 105 to 110 ° C. in the concentration vessel. Water was removed and the reaction solution was concentrated. Then, the reaction liquid concentrated in the concentrating container was quantitatively and continuously taken out and supplied to the first filter.
【００２５】第１濾過器によって濾出した芒硝を分離す
ると共に、濾液を冷却缶に供給し、ここで冷却した濾液
を第２濾過器に供給し、この第２濾過器による濾過によ
って目的化合物のアミノエチルスルホン酸の結晶を得
た。Glauber's salt filtered out by the first filter is separated, the filtrate is supplied to a cooling can, the filtrate cooled here is supplied to the second filter, and the target compound is filtered by this second filter. Crystals of aminoethylsulfonic acid were obtained.
【００２６】以上の工程操作によって、第１反応缶内及
び第２反応缶内の反応系の合計滞留時間２０時間当た
り、９２重量部のアミノエチルスルホン酸を得た。得ら
れたアミノエチルスルホン酸の純度は９９．９％であ
り、収率は９５％に相当する。Through the above process operations, 92 parts by weight of aminoethyl sulfonic acid was obtained per 20 hours of the total residence time of the reaction system in the first reactor and the second reactor. The purity of the obtained aminoethyl sulfonic acid is 99.9% and the yield corresponds to 95%.
【００２７】実施例２ 実施例１に説明した工程において、第１反応缶内の系及
び第２反応缶内の系のｐＨが共に７．５（５０℃測定）
を保持するように、苛性ソ−ダ水溶液を苛性ソ−ダ水溶
液タンクから自動的に供給しながら、各反応缶内の反応
系を温度１０５〜１１０℃にて沸騰状態で反応させた。Example 2 In the process described in Example 1, the pH in the system in the first reaction vessel and the pH in the system in the second reaction vessel were both 7.5 (measured at 50 ° C.).
While the aqueous solution of caustic soda was automatically supplied from the tank of the aqueous solution of caustic soda so that the temperature of the reactor was maintained, the reaction system in each reaction vessel was reacted in a boiling state at a temperature of 105 to 110 ° C.
【００２８】又、第１反応缶内及び第２反応缶内の反応
系の合計滞留時間が１０時間になるように、調整タンク
と第１反応缶との間のポンプＰで、調整タンクから亜硫
酸ソーダと２−アミノエチル酸性硫酸エステルとの混合
水溶液を、定量的に連続的に供給し、第１反応缶内の沸
騰反応と第２反応缶内の沸騰反応とを行なった。Further, a pump P between the adjustment tank and the first reaction vessel is used to adjust the total residence time of the reaction system in the first reaction vessel and the second reaction vessel to 10 hours, from the adjustment tank. A mixed aqueous solution of soda and 2-aminoethyl acidic sulfuric acid ester was quantitatively and continuously supplied to carry out a boiling reaction in the first reaction vessel and a boiling reaction in the second reaction vessel.
【００２９】上記以外の対応する工程は全て実施例１と
同様にして、第１反応缶内及び第２反応缶内の反応系の
合計滞留時間１０時間当たり、８７重量部のアミノエチ
ルスルホン酸を得た。得られたアミノエチルスルホン酸
の純度は９９．９％であり、収率は９０％に相当する。All the corresponding steps other than the above are the same as in Example 1, and 87 parts by weight of aminoethylsulfonic acid are added per 10 hours of the total residence time of the reaction system in the first reactor and the second reactor. Obtained. The purity of the aminoaminosulfonic acid obtained is 99.9%, the yield corresponding to 90%.
【００３０】比較例１ 実施例１に記載したものと同じ量の仕込み原料を回分式
の反応缶に仕込み、反応系のｐＨ７．０（５０℃測定）
にて１０５〜１１０℃の沸騰状態での反応を行なったと
ころ、反応缶内の２−アミノエチル酸性硫酸エステルと
亜硫酸ソーダとの反応の進行に従って反応系のｐＨが低
下し、反応缶内の滞留２０時間で反応系のｐＨは６．０
〜６．３に低下した。そして反応缶内の滞留２０時間
で、７６重量部のアミノエチルスルホン酸を得た。純度
９９．９％、収率７８％に相当し、反応の完結が不十分
であった。Comparative Example 1 The same amount of the starting materials as described in Example 1 was charged into a batch reaction vessel, and the pH of the reaction system was 7.0 (measured at 50 ° C.).
When the reaction was carried out in a boiling state at 105 to 110 ° C., the pH of the reaction system decreased as the reaction between 2-aminoethyl acid sulfate in the reaction vessel and sodium sulfite proceeded, and the reaction vessel stayed. The pH of the reaction system is 6.0 in 20 hours.
Fell to ~ 6.3. After 20 hours of residence in the reactor, 76 parts by weight of aminoethylsulfonic acid was obtained. The purity was 99.9% and the yield was 78%, indicating that the reaction was not completely completed.
【００３１】比較例２ 比較例１に記載した工程によって、反応缶内の滞留４０
時間の沸騰状態での反応を行ない、８２重量部のアミノ
エチルスルホン酸を得た。得られたアミノエチルスルホ
ン酸の純度は９９．９％であり、収率は８５％に相当す
る。Comparative Example 2 By the process described in Comparative Example 1, 40
The reaction was carried out in the boiling state for a period of time to obtain 82 parts by weight of aminoethylsulfonic acid. The purity of the obtained aminoethyl sulfonic acid is 99.9% and the yield corresponds to 85%.
【００３２】[0032]
【発明の効果】本発明のアミノエチルスルホン酸の連続
製法は、工程を連続して行なうもので、作業が簡略化さ
れ、省力化が図れ、又、生産性が高く、一定の品質のア
ミノエチルスルホン酸を高収率にて連続的に得られる。
従って、本発明のアミノエチルスルホン酸の連続製法に
よれば、アミノエチルスルホン酸を安価に供給すること
ができる。INDUSTRIAL APPLICABILITY The continuous process for producing aminoethyl sulfonic acid of the present invention is a continuous process, which simplifies the work, saves labor, has high productivity, and has a certain quality. Sulfonic acid is continuously obtained in high yield.
Therefore, according to the continuous production method of aminoethylsulfonic acid of the present invention, aminoethylsulfonic acid can be supplied at low cost.
【図１】本発明のアミノエチルスルホン酸の連続製法の
システムの概略の１例を示すフローチャートである。FIG. 1 is a flow chart showing an example of the outline of a system for continuous production of aminoethylsulfonic acid according to the present invention.
Claims (1)
亜硫酸ソーダ水溶液とを連続的に反応缶に供給し、反応
缶内の系のｐＨを７．０〜７．５の領域に保持しながら
２−アミノエチル酸性硫酸エステルと亜硫酸ソーダとを
沸騰状態で連続的に反応させる工程と、該反応缶内で生
成したアミノエチルスルホン酸を含む反応液を連続的に
取り出して濃縮缶に供給し、濃縮缶内にて連続的に水分
を除去する工程と、濃縮缶で濃縮させた反応液を連続的
に取り出して、冷却、濾過を連続的に行なう工程とから
なることを特徴とするアミノエチルスルホン酸の連続製
法。1. A 2-aminoethyl acidic sulfuric acid ester and an aqueous solution of sodium sulfite are continuously supplied to a reaction vessel, while maintaining the pH of the system in the reaction vessel in the range of 7.0 to 7.5. A step of continuously reacting aminoethyl acid sulfuric acid ester and sodium sulfite in a boiling state, and a reaction solution containing aminoethylsulfonic acid produced in the reaction vessel is continuously taken out and supplied to a concentration canister. Aminoethyl sulfonic acid characterized by comprising a step of continuously removing water inside the vessel, a step of continuously taking out the reaction solution concentrated in a concentrator, and a step of continuously cooling and filtering. Continuous manufacturing method.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21830995A JPH0948751A (en) | 1995-08-04 | 1995-08-04 | Continuous production of aminoethylsulfonic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP21830995A JPH0948751A (en) | 1995-08-04 | 1995-08-04 | Continuous production of aminoethylsulfonic acid |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0948751A true JPH0948751A (en) | 1997-02-18 |
Family
ID=16717831
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP21830995A Pending JPH0948751A (en) | 1995-08-04 | 1995-08-04 | Continuous production of aminoethylsulfonic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0948751A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2022036381A (en) * | 2020-08-24 | 2022-03-08 | 本荘ケミカル株式会社 | Method of producing 2-aminoethylsulfonic acid |
| JP2022036383A (en) * | 2020-08-24 | 2022-03-08 | 本荘ケミカル株式会社 | Method of producing 2-aminoethylsulfonic acid |
-
1995
- 1995-08-04 JP JP21830995A patent/JPH0948751A/en active Pending
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2022036381A (en) * | 2020-08-24 | 2022-03-08 | 本荘ケミカル株式会社 | Method of producing 2-aminoethylsulfonic acid |
| JP2022036383A (en) * | 2020-08-24 | 2022-03-08 | 本荘ケミカル株式会社 | Method of producing 2-aminoethylsulfonic acid |
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