JPH07304725A - Method for preventing solidification of taurine - Google Patents
Method for preventing solidification of taurineInfo
- Publication number
- JPH07304725A JPH07304725A JP9716594A JP9716594A JPH07304725A JP H07304725 A JPH07304725 A JP H07304725A JP 9716594 A JP9716594 A JP 9716594A JP 9716594 A JP9716594 A JP 9716594A JP H07304725 A JPH07304725 A JP H07304725A
- Authority
- JP
- Japan
- Prior art keywords
- taurine
- crystals
- water content
- particle size
- solidification
- 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
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明はタウリン（２−アミノエ
チルスルホン酸）の固結防止方法に関する。FIELD OF THE INVENTION The present invention relates to a method for preventing caking of taurine (2-aminoethylsulfonic acid).
【０００２】[0002]
【従来の技術】タウリンは、肝臓疾患治療薬・解毒剤・
抗けいれん薬等の薬剤や食品添加物としての用途が広く
知られている。2. Description of the Related Art Taurine is a drug for treating liver diseases, an antidote,
The use as drugs such as anticonvulsants and food additives is widely known.
【０００３】通常、タウリンは、水産物等の天然物から
の抽出や複数の有機合成法により製造され、電気透析や
イオン交換樹脂等による精製工程を経て、晶析により結
晶化させている。Usually, taurine is produced by extraction from natural products such as aquatic products or by a plurality of organic synthesis methods, and is crystallized by crystallization through a purification process such as electrodialysis or ion exchange resin.
【０００４】例えば特開昭６３−１１５８５４号公報で
は、クロルエチルアミン塩酸塩と亜硫酸ナトリウムとを
反応させてタウリンを製造し、反応液中に混入してくる
無機塩類、特に塩化ナトリウム、硫酸ナトリウム等を電
気透析により効果的に除去し、晶析により高純度のタウ
リンを製造する方法を開示している。For example, in Japanese Patent Laid-Open No. 63-115854, chlorethylamine hydrochloride is reacted with sodium sulfite to produce taurine, and inorganic salts, especially sodium chloride, sodium sulfate and the like, which are mixed in the reaction solution are mixed. Disclosed is a method for producing taurine of high purity by crystallization, which is effectively removed by electrodialysis.
【０００５】しかし、得られたタウリン製品は保存中に
固結しやすいことが知られている。これは製品の品質に
は影響しないものの、ハンドリングに大きな問題となり
製品価値を著しく低下させることになる。However, it is known that the resulting taurine products tend to clot during storage. Although this does not affect the quality of the product, it causes a big problem in handling and significantly reduces the product value.
【０００６】[0006]
【発明が解決しようとする課題】これらタウリンの固結
に対し、含水率を０．０５重量％以下にして使用する等
といった処置が取られているのが現状である。しかし、
タウリン結晶の含水率を０．０５重量％以下にするには
乾燥にかなりエネルギーを必要とし非効率的である。こ
のため、固結防止対策として有効ではない。そこで、本
発明は固結しにくいタウリンを簡便に製造することを目
的とするものである。Under the present circumstances, measures such as using water with a water content of 0.05% by weight or less are taken against the solidification of these taurines. But,
In order to reduce the water content of taurine crystals to 0.05% by weight or less, much energy is required for drying and it is inefficient. Therefore, it is not effective as a caking prevention measure. Therefore, the present invention has an object to easily produce taurine which is hard to clot.
【０００７】[0007]
【課題を解決するための手段】本発明者等はこれらの課
題を解決するために鋭意検討した結果、結晶粒径が均一
で、かつ、結晶中の含水率が低い場合、固結しにくくな
る事実を見い出し、本発明を完成した。Means for Solving the Problems As a result of intensive studies made by the present inventors in order to solve these problems, as a result, when the crystal grain size is uniform and the water content in the crystal is low, it becomes difficult to consolidate. After finding out the facts, the present invention was completed.
【０００８】すなわち、本発明はタウリンの固結防止に
際し、タウリン結晶の均等数を２以上にし、かつ、含水
率を０．１重量％以下にすることを特徴とするタウリン
の固結防止方法を提供するものである。That is, the present invention provides a method for preventing the solidification of taurine, which comprises preventing the solidification of taurine by setting the number of taurine crystals to be equal to 2 or more and the water content to be 0.1% by weight or less. It is provided.
【０００９】本発明のタウリン結晶とは、天然物からの
抽出、あるいは、有機合成により製造したタウリンを結
晶化させたものである。有機合成法においては、例えば
特開昭６３−４８２５８号公報で開示されているような
亜硫酸ナトリウム水溶液に２−クロルエチルアミン塩酸
塩水溶液を加え、加熱する方法（ストレッカー反応）で
タウリンを合成し、その反応液を冷却してタウリン結晶
を析出させ乾燥させたものである。The taurine crystal of the present invention is obtained by crystallizing taurine produced by extraction from a natural product or organic synthesis. In the organic synthesis method, taurine is synthesized by a method of adding an aqueous solution of 2-chloroethylamine hydrochloride to an aqueous solution of sodium sulfite as disclosed in JP-A-63-48258 and heating it (Strecker reaction), The reaction solution was cooled to precipitate taurine crystals and dried.
【００１０】本発明において晶析は均等数２以上の結晶
が得られる条件で行うのが特に望ましい。それ以下だと
後の操作で均等数を２以上に調整する工程が増え、コス
トアップにつながる。その他目的とする粒径の結晶が得
られれば晶析槽、撹拌翼等の形状に特に限定はなく、ま
た、工程途中、電気透析やイオン交換樹脂等による精製
工程を加えても何ら差し支えない。In the present invention, it is particularly desirable to carry out the crystallization under the condition that an even number of crystals of 2 or more can be obtained. If it is less than that, the number of steps for adjusting the even number to 2 or more in the subsequent operation increases, which leads to an increase in cost. The shape of the crystallization tank, stirring blade, etc. is not particularly limited as long as crystals having a desired particle size are obtained, and electrodialysis or a purification step using an ion exchange resin or the like may be added during the process.
【００１１】本発明方法の均等数とは晶析で得られた結
晶のように、その粒度分布が正規分布に従う場合、Ｒｏ
ｓｉｎ−Ｒａｍｍｌｅｒ線図に累積分布と粒子径をプロ
ットし、得られる直線の傾きを表し、粒径の均一さを示
す。なお結晶の粒度分布はＪＩＳ規格篩を使用すること
により測定することができる。本発明で用いられるタウ
リン結晶の均等数は２以上である。この範囲以下だと例
え含水率が０．１重量％以下であっても固結する。[0011] The uniform number in the method of the present invention means Ro when the particle size distribution follows a normal distribution, such as crystals obtained by crystallization.
The cumulative distribution and the particle size are plotted on a sin-Rammler diagram, and the slope of the obtained straight line is shown to show the uniformity of the particle size. The grain size distribution of crystals can be measured by using a JIS standard sieve. The equivalent number of taurine crystals used in the present invention is 2 or more. If the water content is less than this range, even if the water content is less than 0.1% by weight, solidification occurs.
【００１２】本発明方法の含水率とは、結晶を１８０
℃、６時間乾燥後の乾燥減率を表す。本発明で用いられ
るタウリン結晶の含水率は０．１重量％以下である。こ
の範囲を超えると例え均等数が２以上であっても固結す
る。含水率０．１重量％以下を満たす乾燥は通常の流動
乾燥機等により行うことができる。The water content of the method of the present invention means that the crystal is 180
The drying loss rate after drying at 6 ° C for 6 hours is shown. The water content of the taurine crystals used in the present invention is 0.1% by weight or less. If it exceeds this range, even if the uniform number is 2 or more, it is solidified. Drying satisfying a water content of 0.1% by weight or less can be carried out by an ordinary fluid dryer or the like.
【００１３】さらに、本発明で用いられるタウリン結晶
の平均粒径が３００μｍ以上であれば、微結晶が少ない
という理由で一層良い効果を奏するので特に好ましい。
なおここでいう平均粒径とは結晶の累積分布５０パーセ
ント値に相当する粒子径（メジアン径）を表す。Further, if the average particle size of the taurine crystals used in the present invention is 300 μm or more, a better effect can be obtained because the number of fine crystals is small, which is particularly preferable.
The average particle size as used herein means a particle size (median size) corresponding to a 50% cumulative distribution of crystals.
【００１４】[0014]
【作用】本発明によれば従来技術では不可能であった固
結防止という効果が達成できる。その理由は必ずしも明
かではないが、タウリンは結晶水を持つ結晶ではないが
結晶中欠陥を生じ易く、水分を取り込んだものになりや
すい。しかし、結晶群の均等数が高くなると最密充填が
妨げられ、水分が逃げ易くなり、固結しにくくなるので
はないかと推測される。According to the present invention, it is possible to achieve the effect of preventing caking which was impossible in the prior art. Although the reason for this is not clear, taurine is not a crystal having water of crystallization, but it is likely to cause defects in the crystal and easily take in water. However, it is presumed that if the uniform number of crystal groups becomes higher, the closest packing will be hindered, water will easily escape, and it will become harder to solidify.
【００１５】[0015]
【実施例】以下に実施例で本発明を詳細に説明する。以
下において％は特記する以外は重量基準である。また、
評価方法は下記によった。EXAMPLES The present invention will be described in detail below with reference to examples. In the following,% is based on weight unless otherwise specified. Also,
The evaluation method was as follows.
【００１６】（均等数測定法）タウリン結晶サンプル約
１００ｇからＪＩＳ規格篩により、粒度分布を測定す
る。そして、粒子径と篩上累積分布の関係をＲｏｓｉｎ
−Ｒａｍｍｌｅｒ線図にプロットし、得られた直線の傾
きから均等数ｎを求めた。(Equal number measurement method) About 100 g of a taurine crystal sample is measured for particle size distribution by a JIS standard sieve. Then, the relationship between the particle size and the cumulative distribution on the sieve is determined by Rosin.
A uniform number n was obtained from the slope of the obtained straight line by plotting it on a -Rammler diagram.
【００１７】（平均粒径測定法）上記と同様にして測定
した粒度分布からＲｏｓｉｎ−Ｒａｍｍｌｅｒ線図にプ
ロットし、その直線から篩上累積分布５０パーセント値
の粒子径を読み取り、平均粒径を求めた。(Measurement Method of Average Particle Size) The particle size distribution measured in the same manner as above was plotted on a Rossin-Rammler diagram, and the particle size of 50% cumulative distribution on the sieve was read from the straight line to obtain the average particle size. It was
【００１８】（含水率測定法）結晶サンプル約５ｇを精
秤後、１８０℃、常圧下で６時間放置し、その減量分か
ら、乾燥減率を求め含水率とした。(Measurement of water content) About 5 g of a crystal sample was precisely weighed and allowed to stand at 180 ° C. under normal pressure for 6 hours, and the water loss was calculated from the weight loss.
【００１９】（固結試験及び固結判定方法）中央部で水
平方向にセパレート可能な円筒容器（φ５０ｍｍ×Ｈ５
０ｍｍ）にサンプル約１００ｇを詰める。その上に１ｋ
ｇのおもりを乗せ加重し、室温で放置する。期間は特定
しない限りは一週間とした。放置後、容器上部を力量ゲ
ージ（デジタルフォースゲージＰＧＤＩＩ、丸菱科学機
械製作所）を用い水平方向に引き、その引張力を測定
し、固結力（ｋｇ／ｃｍ2）とした。また、固結の判定
基準は固結力で、１．２以上を固結「有り」、０．８〜
１．２を「少有」、０．６〜０．８を「微有」、０．６
以下を固結「なし」とした。(Consolidation Test and Consolidation Judgment Method) A cylindrical container (φ50 mm × H5) which can be separated in the horizontal direction at the central portion.
0 mm) is filled with about 100 g of the sample. 1k on it
Place a weight of g and weight, and leave at room temperature. The period was one week unless otherwise specified. After standing, the upper part of the container was pulled in the horizontal direction using a force gauge (Digital Force Gauge PGDII, Marubishi Scientific Machinery Mfg. Co., Ltd.), and the tensile force was measured to determine the consolidation force (kg / cm 2 ). In addition, the criterion for the consolidation is the consolidation force, and the consolidation is "absent" of 1.2 or more, 0.8 to
1.2 is "small", 0.6 to 0.8 is "fine", 0.6
The following was set as "consolidation".
【００２０】実施例１ ３０％タウリン水溶液を８０℃で溶解後、１０℃まで冷
却し晶析を行った。濾過・乾燥後得られた結晶は、均等
数２．００、平均粒径４８０μｍ、含水率０．１０％で
あった。このサンプル約１００ｇを使い固結試験を行っ
た。その結果固結力は０．０９（ｋｇ／ｃｍ2）で固結
は認められなかった。Example 1 A 30% aqueous solution of taurine was dissolved at 80 ° C. and then cooled to 10 ° C. for crystallization. The crystals obtained after filtration and drying had an even number of 2.00, an average particle size of 480 μm, and a water content of 0.10%. A caking test was conducted using about 100 g of this sample. As a result, the caking force was 0.09 (kg / cm 2 ) and no caking was observed.
【００２１】実施例２ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数２．４２、平均粒径２００μｍ、含水率０．０
９％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は０．１０（ｋｇ／ｃｍ2）
で固結は認められなかった。Example 2 Crystallization was carried out in the same manner as in Example 1 to obtain taurine crystals. The number of crystals is 2.42, the average particle size is 200 μm, and the water content is 0.0.
It was 9%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 0.10 (kg / cm 2 )
No solidification was observed.
【００２２】実施例３ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数２．１０、平均粒径１６０μｍ、含水率０．０
５％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は０．１０（ｋｇ／ｃｍ2）
で固結は認められなかった。Example 3 Crystallization was carried out in the same manner as in Example 1 to obtain taurine crystals. The number of crystals is 2.10, the average particle size is 160 μm, and the water content is 0.0.
It was 5%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 0.10 (kg / cm 2 )
No solidification was observed.
【００２３】実施例４ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数２．２０、平均粒径４２０μｍ、含水率０．１
０％であった。このサンプル約１００ｇを使い固結試験
を行った。試験は１ヶ月放置で行った。その結果固結力
は０．１８（ｋｇ／ｃｍ2）で固結は認められなかっ
た。Example 4 Crystallization was carried out in the same manner as in Example 1 to obtain taurine crystals. The number of crystals is 2.20, the average particle size is 420 μm, and the water content is 0.1.
It was 0%. A caking test was conducted using about 100 g of this sample. The test was left for one month. As a result, the caking force was 0.18 (kg / cm 2 ), and no caking was observed.
【００２４】比較例１ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数２．００、平均粒径４８０μｍ、含水率０．４
７％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は２．９４（ｋｇ／ｃｍ2）
で固結が認められた。Comparative Example 1 Crystallization was performed in the same manner as in Example 1 to obtain taurine crystals. The crystal has an even number of 2.00, an average particle size of 480 μm, and a water content of 0.4.
It was 7%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 2.94 (kg / cm 2 ).
Solidification was observed at.
【００２５】比較例２ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数１．１２、平均粒径４２０μｍ、含水率０．１
０％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は１．１４（ｋｇ／ｃｍ2）
で固結が認められた。Comparative Example 2 Taurine crystals were obtained by conducting crystallization in the same manner as in Example 1. The number of crystals is 1.12, the average particle size is 420 μm, and the water content is 0.1.
It was 0%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 1.14 (kg / cm 2 ).
Solidification was observed at.
【００２６】比較例３ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数２．５０、平均粒径３３０μｍ、含水率０．１
９％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は１．６６（ｋｇ／ｃｍ2）
で固結が認められた。Comparative Example 3 Taurine crystals were obtained by crystallization in the same manner as in Example 1. The number of crystals is 2.50, the average particle size is 330 μm, and the water content is 0.1.
It was 9%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 1.66 (kg / cm 2 ).
Solidification was observed at.
【００２７】比較例４ 実施例１と同様に晶析を行いタウリン結晶を得た。結晶
は均等数１．５０、平均粒径３３０μｍ、含水率０．１
１％であった。このサンプル約１００ｇを使い固結試験
を行った。その結果固結力は４．９９（ｋｇ／ｃｍ2）
で固結が認められた。Comparative Example 4 Crystallization was performed in the same manner as in Example 1 to obtain taurine crystals. The number of crystals is 1.50, the average particle size is 330 μm, and the water content is 0.1.
It was 1%. A caking test was conducted using about 100 g of this sample. As a result, the consolidation force is 4.99 (kg / cm 2 ).
Solidification was observed at.
【００２８】[0028]
【発明の効果】本発明により、タウリンの固結に対し、
結晶の均等数と含水率を調整するという簡便な方法で品
質を低下させることなく固結防止が達成できる。よって
本発明の工業的意義は大きい。According to the present invention, for the solidification of taurine,
Prevention of caking can be achieved by a simple method of adjusting the uniform number of crystals and the water content without degrading the quality. Therefore, the industrial significance of the present invention is great.
Claims (2)
晶の均等数を２以上にし、かつ、含水率を０．１重量％
以下にすることを特徴とするタウリンの固結防止方法。1. To prevent the solidification of taurine, the number of taurine crystals is set to 2 or more and the water content is 0.1% by weight.
A method for preventing solidification of taurine, comprising the following:
上である請求項１記載の固結防止方法。2. The method of preventing caking according to claim 1, wherein the taurine crystals have an average particle size of 300 μm or more.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9716594A JPH07304725A (en) | 1994-05-11 | 1994-05-11 | Method for preventing solidification of taurine |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP9716594A JPH07304725A (en) | 1994-05-11 | 1994-05-11 | Method for preventing solidification of taurine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH07304725A true JPH07304725A (en) | 1995-11-21 |
Family
ID=14184968
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP9716594A Pending JPH07304725A (en) | 1994-05-11 | 1994-05-11 | Method for preventing solidification of taurine |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH07304725A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007262016A (en) * | 2006-03-29 | 2007-10-11 | Mitsui Chemicals Inc | Method for storage of solid 1,4-dihydroxybenzene |
| WO2012121297A1 (en) * | 2011-03-07 | 2012-09-13 | 株式会社林原 | METHOD FOR PRODUCING 2-O-α-D-GLUCOSYL-L-ASCORBIC ACID ANHYDROUS CRYSTAL-CONTAINING POWDER |
| CN103848763A (en) * | 2014-03-20 | 2014-06-11 | 天津大学 | Method for changing morphology of taurine crystals by adopting organic carboxylic acid or organic carboxylate additives |
| WO2014155103A1 (en) * | 2013-03-28 | 2014-10-02 | Vectura Limited | Taurine compositions suitable for inhalation |
-
1994
- 1994-05-11 JP JP9716594A patent/JPH07304725A/en active Pending
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| CN106220696A (en) * | 2011-03-07 | 2016-12-14 | 株式会社林原 | The manufacture method of the powder containing 2 O α D glucosyl group L ascorbic acid anhydrous crystals |
| WO2012121297A1 (en) * | 2011-03-07 | 2012-09-13 | 株式会社林原 | METHOD FOR PRODUCING 2-O-α-D-GLUCOSYL-L-ASCORBIC ACID ANHYDROUS CRYSTAL-CONTAINING POWDER |
| JP2013055932A (en) * | 2011-03-07 | 2013-03-28 | Hayashibara Co Ltd | METHOD FOR PRODUCING POWDER CONTAINING 2-O-α-D-GLUCOSYL-L-ASCORBIC ACID ANHYDROUS CRYSTAL |
| JP2013055933A (en) * | 2011-03-07 | 2013-03-28 | Hayashibara Co Ltd | METHOD FOR PRODUCING POWDER CONTAINING 2-O-α-D-GLUCOSYL-L-ASCORBIC ACID ANHYDROUS CRYSTAL |
| JP2013059316A (en) * | 2011-03-07 | 2013-04-04 | Hayashibara Co Ltd | METHOD FOR PRODUCING 2-O-α-D-GLUCOSYL-L-ASCORBIC ACID ANHYDROUS CRYSTAL-CONTAINING POWDER |
| CN103502260A (en) * | 2011-03-07 | 2014-01-08 | 株式会社林原 | Method for producing 2-o-a-d-glucosyl-l-ascorbic acid anhydrous crystal-containing powder |
| JP5553899B2 (en) * | 2011-03-07 | 2014-07-16 | 株式会社林原 | Method for producing 2-O-α-D-glucosyl-L-ascorbic acid anhydrous crystal-containing powder |
| RU2599252C2 (en) * | 2011-03-07 | 2016-10-10 | Хаясиба Ко., Лтд. | Method for producing 2-o-alpha-d-glucosyl-l-ascorbic acid anhydrous crystal-containing powder |
| WO2014155103A1 (en) * | 2013-03-28 | 2014-10-02 | Vectura Limited | Taurine compositions suitable for inhalation |
| US9907754B2 (en) | 2013-03-28 | 2018-03-06 | Vectura Limited | Taurine compositions suitable for inhalation |
| CN103848763A (en) * | 2014-03-20 | 2014-06-11 | 天津大学 | Method for changing morphology of taurine crystals by adopting organic carboxylic acid or organic carboxylate additives |
| CN103848763B (en) * | 2014-03-20 | 2015-08-12 | 天津大学 | Organic carboxyl acid or organic carboxyl acid salt additives is adopted to change the method for taurine crystal habit |
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