JPS622572B2 - - Google Patents
Info
- Publication number
- JPS622572B2 JPS622572B2 JP3360179A JP3360179A JPS622572B2 JP S622572 B2 JPS622572 B2 JP S622572B2 JP 3360179 A JP3360179 A JP 3360179A JP 3360179 A JP3360179 A JP 3360179A JP S622572 B2 JPS622572 B2 JP S622572B2
- Authority
- JP
- Japan
- Prior art keywords
- malic acid
- resin
- aqueous solution
- acid
- maleic 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.)
- Expired
Links
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 50
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 47
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 47
- 239000001630 malic acid Substances 0.000 claims description 47
- 235000011090 malic acid Nutrition 0.000 claims description 47
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 39
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims description 39
- 239000011976 maleic acid Substances 0.000 claims description 39
- 239000007864 aqueous solution Substances 0.000 claims description 31
- 239000011347 resin Substances 0.000 claims description 28
- 229920005989 resin Polymers 0.000 claims description 28
- 239000003957 anion exchange resin Substances 0.000 claims description 21
- 239000000243 solution Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 13
- 239000007788 liquid Substances 0.000 claims description 10
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 19
- 239000001530 fumaric acid Substances 0.000 description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000000203 mixture Substances 0.000 description 8
- 150000007524 organic acids Chemical class 0.000 description 6
- 230000008929 regeneration Effects 0.000 description 6
- 238000011069 regeneration method Methods 0.000 description 6
- 239000002253 acid Substances 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- 230000006866 deterioration Effects 0.000 description 2
- 238000010494 dissociation reaction Methods 0.000 description 2
- 230000005593 dissociations Effects 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- YOUGRGFIHBUKRS-UHFFFAOYSA-N benzyl(trimethyl)azanium Chemical group C[N+](C)(C)CC1=CC=CC=C1 YOUGRGFIHBUKRS-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 230000003111 delayed effect Effects 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
- 239000010432 diamond Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 235000013373 food additive Nutrition 0.000 description 1
- 239000002778 food additive Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 230000000887 hydrating effect Effects 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
【発明の詳細な説明】
本発明はリンゴ酸の精製方法に関するものであ
り、特にマレイン酸を含むリンゴ酸水溶液を強塩
基性陰イオン交換樹脂で処理して、マレイン酸を
含まないか又はその濃度が著るしく減少したリン
ゴ酸水溶液を取得する方法に関するものである。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for purifying malic acid, in particular, treating an aqueous malic acid solution containing maleic acid with a strongly basic anion exchange resin to eliminate maleic acid or reduce its concentration. The present invention relates to a method for obtaining an aqueous malic acid solution in which the amount of malic acid is significantly reduced.
マレイン酸又はフマル酸を高温下で水和してリ
ンゴ酸を製造することは工業的に実施されてい
る。この方法により得られるリンゴ酸中には少量
のマレイン酸及びフマル酸が含まれている。従つ
てリンゴ酸を食品添加物として使用するには、共
存しているマレイン酸及びフマル酸、特にマレイ
ン酸の濃度を低下させなければならない。 It is industrially practiced to produce malic acid by hydrating maleic acid or fumaric acid at high temperatures. Malic acid obtained by this method contains small amounts of maleic acid and fumaric acid. Therefore, in order to use malic acid as a food additive, the concentration of coexisting maleic acid and fumaric acid, especially maleic acid, must be reduced.
リンゴ酸中のマレイン酸の除去方法はいくつか
提案されている。その一つに陰イオン交換樹脂を
使用してマレイン酸を吸着除去する方法がある。
例えば特公昭50−11365号には、マレイン酸を含
むリンゴ酸水溶液を弱塩基性陰イオン交換樹脂で
処理することが記載されている。しかし本発明者
らの研究によれば、市販の弱塩基性陰イオン交換
樹脂はリンゴ酸水溶液中で著るしく膨潤する。従
つて樹脂の使用−再生を反復する毎に体積変化に
起因する樹脂の破枠がおこり、樹脂の寿命が短い
という欠点がある。 Several methods have been proposed for removing maleic acid from malic acid. One such method is to adsorb and remove maleic acid using an anion exchange resin.
For example, Japanese Patent Publication No. 50-11365 describes treating an aqueous malic acid solution containing maleic acid with a weakly basic anion exchange resin. However, according to research conducted by the present inventors, commercially available weakly basic anion exchange resins swell significantly in malic acid aqueous solutions. Therefore, each time the resin is used and recycled, the resin frame breaks due to a change in volume, resulting in a short lifespan of the resin.
また米国特許第3983170号には、マレイン酸を
含むリンゴ酸水溶液を強塩基性陰イオン交換樹脂
で処理することが記載されている。強塩基性陰イ
オン交換樹脂はリンゴ酸水溶液中での膨張が小さ
く、従つて体積変化による樹脂の破枠も少ない。 Further, US Pat. No. 3,983,170 describes treating an aqueous malic acid solution containing maleic acid with a strongly basic anion exchange resin. Strongly basic anion exchange resins have little expansion in malic acid aqueous solutions, and therefore there is little chance of resin frame breakage due to volume changes.
しかしながら、これらの塩基性陰イオン交換樹
脂床にマレイン酸を含むリンゴ酸水溶液を単に通
液したのでは、流出液中にマレイン酸が漏出しや
すく、マレイン酸を含まない又はマレイン酸含有
量の著るしく少ないリンゴ酸を取得するのが困難
であることが判明した。本発明者らはこの点につ
いて鋭意検討した結果、リンゴ酸水溶液を昇温下
に通液することにより、マレイン酸の漏出を遅ら
せることができることを見い出した。 However, if a malic acid aqueous solution containing maleic acid is simply passed through these basic anion exchange resin beds, maleic acid will easily leak into the effluent, and the resulting solution will not contain maleic acid or contain a significant amount of maleic acid. It turned out that it was difficult to obtain much less malic acid. As a result of intensive studies on this point, the present inventors have found that leakage of maleic acid can be delayed by passing an aqueous malic acid solution at an elevated temperature.
本発明はこのような知見に基づいて達成された
もので、その要旨は強塩基性陰イオン交換樹脂の
床にマレイン酸を含むリンゴ酸水溶液を35℃以上
の温度で通液することを特徴とするリンゴ酸の精
製方法に存する。 The present invention was achieved based on such findings, and its gist is that an aqueous malic acid solution containing maleic acid is passed through a bed of strongly basic anion exchange resin at a temperature of 35°C or higher. The invention consists in a method for purifying malic acid.
本発明について詳細に説明すれば、強塩基性陰
イオン交換樹脂としては通常、スチレン−ジビニ
ルベンゼン共重合体よりなる三次元骨格に交換基
とし第４級アンモニウム塩を導入した市販品が用
いられる。市販品にはベンジルトリメチルアンモ
ニウム基を有する型樹脂とベンジルジメチル−
β−ヒドロキシエチルアンモニウム基を有する
型樹脂とがあるが、本発明においてはそのいずれ
をも用いることができる。しかし型樹脂の方が
アルカリによる再生が容易なので、型樹脂を用
いるのが好ましい。型樹脂は遊離型では一般に
耐用温度が40℃以下とされていて昇温下で用いる
のは好ましくないとされているが、リンゴ酸水溶
液を処理する場合には40〜50℃においても十分に
使用に耐える。また型樹脂が劣化して生ずる弱
塩基性樹脂も、昇温下において強塩基性樹脂と同
じくマレイン酸に対して強い吸着力を有していて
マレイン酸の漏出を遅らせる作用がある。従つて
型樹脂は多少劣化しても床の精製能力の低下が
少ない。 To explain the present invention in detail, a commercially available product having a quaternary ammonium salt introduced as an exchange group into a three-dimensional skeleton made of a styrene-divinylbenzene copolymer is usually used as the strongly basic anion exchange resin. Commercial products include benzyltrimethylammonium group-containing resins and benzyldimethyl-
There are resins having a β-hydroxyethylammonium group, and any of them can be used in the present invention. However, it is preferable to use a mold resin because it is easier to regenerate with an alkali. In the free form, mold resin is generally said to have a withstand temperature of 40°C or lower, and it is considered undesirable to use it at elevated temperatures; however, when treating malic acid aqueous solutions, it can be used satisfactorily even at temperatures of 40 to 50°C. withstand In addition, the weakly basic resin produced by the deterioration of the mold resin also has a strong adsorption power for maleic acid under elevated temperatures, just like the strongly basic resin, and has the effect of retarding the leakage of maleic acid. Therefore, even if the mold resin deteriorates to some extent, the refining ability of the bed will not deteriorate much.
強塩基性陰イオン交換樹脂の床へのリンゴ酸水
溶液の通液は、35℃以上の温度で行なうことが必
要である。特に40℃以上の温度で行なうのが好ま
しい。通液温度が低いと通液開始後まもなくマレ
イン酸の漏出が始まり、かつ通液の進行と共に流
出液中のマレイン酸濃度が漸次増大する。これに
対し昇温下に通液するとマレイン酸の漏出が遅
く、かつ漏出が始さると急速に濃度が増大する。
従つて昇温下に通液する方が、マレイン酸を含ま
ないリンゴ酸水溶液の取得量が増大する。通液温
度の上限は、用いる強塩基性陰イオン交換樹脂に
許容しうる劣化速度に依存する。通常は型樹脂
で60℃以下、特に55℃以下で行なうのが好まし
い。型樹脂は型樹脂よりも耐熱性が良いの
で、これよりも高い温度、通常は70℃程度までの
温度を用いることができる。通液速度は通常、
SVで0.5〜5hr-1である。 The malic acid aqueous solution must be passed through the bed of strongly basic anion exchange resin at a temperature of 35°C or higher. In particular, it is preferable to carry out the reaction at a temperature of 40°C or higher. When the liquid passing temperature is low, leakage of maleic acid begins soon after the start of liquid passing, and as the liquid passing progresses, the maleic acid concentration in the effluent gradually increases. On the other hand, when the solution is passed under elevated temperature, leakage of maleic acid is slow, and once leakage starts, the concentration increases rapidly.
Therefore, the amount of malic acid aqueous solution that does not contain maleic acid can be increased by passing the solution at an elevated temperature. The upper limit of the liquid passage temperature depends on the allowable deterioration rate of the strongly basic anion exchange resin used. Usually, it is preferable to carry out the process using a mold resin at a temperature of 60°C or lower, particularly 55°C or lower. Since the mold resin has better heat resistance than the mold resin, higher temperatures can be used, usually up to about 70°C. The flow rate is usually
SV is 0.5~5hr -1 .
樹脂床から流出するリンゴ酸水溶液のマレイン
酸濃度が許容量を超えたならば、通液を中止して
樹脂床を再生する。再生は、常法により、先ず水
で床中のリンゴ酸水溶液を押出して回収する。こ
のとき、樹脂に吸着している有機酸が１価解離か
ら２価解離に変化するので、吸着している有機酸
の殆んど半量を脱着させることができる。次いで
水酸化ナトリウム水溶液を通液して吸着している
マレイン酸を脱離させると同時に樹脂をOH型に
する。好さしくは床中のリンゴ酸水溶液を空気で
押出したのち、水を通液して上記の変化により有
機酸の一部を脱着させ、更に水酸化ナトリウム水
溶液を通液する。これは最初から水で押出すと、
空気押出しを併用した場合に比較して、床中の有
機酸量を所定濃度にまで低下させるのに多量の水
を必要とし、従つて回収される有機酸濃度が低下
するからである。 When the maleic acid concentration of the malic acid aqueous solution flowing out from the resin bed exceeds the allowable amount, the flow of the solution is stopped and the resin bed is regenerated. For regeneration, the malic acid aqueous solution in the bed is first extruded and recovered using water using a conventional method. At this time, since the organic acid adsorbed on the resin changes from monovalent dissociation to divalent dissociation, almost half of the adsorbed organic acid can be desorbed. Next, an aqueous sodium hydroxide solution is passed through the resin to remove the adsorbed maleic acid and at the same time convert the resin into an OH form. Preferably, after the malic acid aqueous solution in the bed is pushed out with air, water is passed through the bed to desorb a part of the organic acid through the above change, and then the sodium hydroxide aqueous solution is passed through the bed. If you extrude this with water from the beginning,
This is because a large amount of water is required to reduce the amount of organic acid in the bed to a predetermined concentration compared to when air extrusion is used in combination, and the concentration of recovered organic acid is therefore reduced.
再生終了後は水で床を洗浄し、再びリンゴ酸水
溶液の通液を開始する。 After the regeneration is complete, wash the floor with water and start flowing the malic acid aqueous solution again.
本発明方法によれば強塩基性陰イオン交換樹脂
の床に、マレイン酸を含むリンゴ酸水溶液を35℃
以上、好ましくは40℃以上の温度で通液すること
により、マレイン酸を含まないか又はマレイン酸
を微量しか含まないリンゴ酸水溶液を容易に取得
することができる。強塩基性陰イオン交換樹脂は
耐熱性に乏しいので昇温下で使用するのは好まし
くなく、型で60℃以下、型で40℃以下で使用
すべきものとされていることを考えると、昇温下
で実施する本発明は当業者の常識を破つたもので
ある。 According to the method of the present invention, a malic acid aqueous solution containing maleic acid is added to a bed of strongly basic anion exchange resin at 35°C.
As described above, by passing the solution preferably at a temperature of 40°C or higher, it is possible to easily obtain an aqueous malic acid solution that does not contain maleic acid or contains only a trace amount of maleic acid. Strongly basic anion exchange resins have poor heat resistance, so it is not recommended to use them at elevated temperatures.Considering that they should be used at temperatures below 60℃ for molds and below 40℃ for molds, The invention implemented below breaks the common knowledge of those skilled in the art.
次に本発明を実施例により更に詳細に説明する
が、本発明はその要旨を超えない限り以下の実施
例に限定されるものではない。 Next, the present invention will be explained in more detail with reference to examples, but the present invention is not limited to the following examples unless it exceeds the gist thereof.
実施例 １
直径15mm、高さ1000mmのカラムに、Ｃ型の強
塩基性（型）陰イオン交換樹脂ダイヤイオン
SA20A（ダイヤイオンは三菱化成工業(株)の登録
商標）100mlを充填し、1N−NaOH水溶液で完全
に再生したのち水洗した。このカラムに下記の組
成のリンゴ酸水溶液を50±１℃、SV＝0.96hr-1
で通液した。カラムから流出したリンゴ酸水溶液
中のリンゴ酸、フマル酸及びマレイン酸の濃度を
第１図に示す。Example 1 A column with a diameter of 15 mm and a height of 1000 mm was filled with C-type strongly basic (type) anion exchange resin Diaion.
It was filled with 100 ml of SA20A (Diaion is a registered trademark of Mitsubishi Chemical Industries, Ltd.), completely regenerated with a 1N-NaOH aqueous solution, and then washed with water. A malic acid aqueous solution with the following composition was added to this column at 50±1℃, SV=0.96hr -1
The liquid was passed through. FIG. 1 shows the concentrations of malic acid, fumaric acid, and maleic acid in the malic acid aqueous solution flowing out from the column.
リンゴ酸水溶液組成
全酸濃度 53.8（重量）％
マレイン酸濃度 1.1（重量）％
フマル酸濃度 0.31（重量）％
比 重 1.25
比較例 １
直径25mm、高さ1000mmのカラムに、実施例１で
用いたのと同一の樹脂300mlを充填し、1N−
NaOH水溶液で完全に再生したのち水洗した。こ
のカラムに実施例１と同一組成のリンゴ酸水溶液
を室温（約18℃）、SV＝1.5hr-1で通液した。カ
ラムから流出したリンゴ酸水溶液中のマレイン酸
及びフマル酸の濃度を第２図に示す。 Composition of malic acid aqueous solution Total acid concentration 53.8 (weight)% Maleic acid concentration 1.1 (weight)% Fumaric acid concentration 0.31 (weight)% Specific gravity 1.25 Comparative example 1 The same sample used in Example 1 was used in a column with a diameter of 25 mm and a height of 1000 mm. Fill with 300ml of the same resin and
After complete regeneration with NaOH aqueous solution, it was washed with water. A malic acid aqueous solution having the same composition as in Example 1 was passed through this column at room temperature (approximately 18°C) and SV = 1.5 hr -1 . FIG. 2 shows the concentrations of maleic acid and fumaric acid in the malic acid aqueous solution flowing out from the column.
実施例 ２
直径13mm、高さ150mmのカラムに、実施例１で
用いたのと同じ樹脂（遊離型）10mlを充填した。
これに実施例１と同じ組成のリンゴ酸水溶液100
mlを約20℃、SV＝1hr-1で通液した。通液終了
後、水100mlを約20℃、SV＝5hr-1で通液してカ
ラム中の有機酸を洗い出した。次いで1N−NaOH
水溶液を約20℃で30分間通液して樹脂を再生し
た。以上の操作を1N−NaOH水溶液の通液速度を
変えて反復し、1N−NaOH水溶液の通液量と樹脂
の再生率との関係を求めた。結果を第３図に示
す。Example 2 A column with a diameter of 13 mm and a height of 150 mm was filled with 10 ml of the same resin (free form) used in Example 1.
To this was added 100 g of malic acid aqueous solution having the same composition as in Example 1.
ml was passed at approximately 20°C and SV = 1 hr -1 . After the liquid passage was completed, 100 ml of water was passed through the column at approximately 20°C and SV = 5 hr -1 to wash out the organic acid in the column. Then 1N-NaOH
The resin was regenerated by passing an aqueous solution through it at about 20°C for 30 minutes. The above operation was repeated by changing the flow rate of the 1N-NaOH aqueous solution, and the relationship between the flow rate of the 1N-NaOH aqueous solution and the regeneration rate of the resin was determined. The results are shown in Figure 3.
実施例 ３
強塩基性陰イオン交換樹脂として型樹脂であ
るダイヤイオンSA10A（ダイヤイオンは三菱化
成工業(株)の登録商標）を用いた外は、実施例２と
全く同様に行なつた。結果を第３図に示す。Example 3 The same procedure as in Example 2 was carried out, except that the mold resin Diaion SA10A (Diaion is a registered trademark of Mitsubishi Chemical Industries, Ltd.) was used as the strongly basic anion exchange resin. The results are shown in Figure 3.
実施例 ４
直径15mm、高さ1000mmのカラムに、Cl型の強
塩基性（型）陰イオン交換樹脂、ダイヤイオ
ン、SA20A（ダイヤイオンは三菱化成工業(株)の
登録商標）100mlを充填し、IN−NaOH水溶液で
完全に再生したのち水洗した。このカラムを保温
し、下記の組成のリンゴ酸水溶液を各種の温度
で、SV＝1hr-1で通液した。この際カラム流出液
中のマレイン酸濃度が0.1％に達する迄に通液で
きる液量と通液温度の関係を第４図に示した。Example 4 A column with a diameter of 15 mm and a height of 1000 mm was filled with 100 ml of a Cl type strongly basic (type) anion exchange resin, Diamond Ion, SA20A (Dia Ion is a registered trademark of Mitsubishi Chemical Industries, Ltd.), After complete regeneration with IN-NaOH aqueous solution, it was washed with water. This column was kept warm, and an aqueous solution of malic acid having the composition shown below was passed through the column at various temperatures at SV=1 hr -1 . At this time, the relationship between the amount of liquid that can be passed until the maleic acid concentration in the column effluent reaches 0.1% and the temperature at which the solution is passed is shown in FIG.
リンゴ酸水溶液組成 全酸濃度 52.5（重量）％ マレイン酸濃度 1.1（重量）％ フマル酸濃度 0.29（重量）％ Malic acid aqueous solution composition Total acid concentration 52.5 (weight)% Maleic acid concentration 1.1 (weight)% Fumaric acid concentration 0.29 (weight)%
第１図は型強塩基性陰イオン交換樹脂の床
へ、マレイン酸及びフマル酸を含むリンゴ酸水溶
液を50±１℃で通液したときの、通液量と流出液
の組成との関係の１例を示すグラフである。縦軸
の酸濃度は図中の矢印が示すように、リンゴ酸は
右の目盛りに、マレイン酸とフマル酸は左の目盛
に従う。第２図は型強塩基性陰イオン交換樹脂
の床へ、マレイン酸及びフマル酸を含むリンゴ酸
水溶液を室温（約18℃）で通液したときの、通液
量と流出液の組成との関係の１例を示すグラフで
ある。第３図はマレイン酸及びフマル酸を含むリ
ンゴ酸水溶液の処理に用いた型及び型強塩基
性陰イオン交換樹脂の再生曲線の１例を示すグラ
スである。第４図はカラム流出液中のマレイン酸
濃度が0.1％に達する迄に通液できる液量と通液
温度との関係を示すグラフである。
Figure 1 shows the relationship between the amount of solution passed and the composition of the effluent when a malic acid aqueous solution containing maleic acid and fumaric acid is passed through a bed of strongly basic anion exchange resin at 50 ± 1°C. It is a graph showing one example. As shown by the arrows in the figure, the acid concentration on the vertical axis follows the scale on the right for malic acid, and the scale on the left for maleic acid and fumaric acid. Figure 2 shows the relationship between the flow rate and the composition of the effluent when an aqueous malic acid solution containing maleic acid and fumaric acid is passed through a bed of strongly basic anion exchange resin at room temperature (approximately 18°C). It is a graph showing an example of a relationship. FIG. 3 is a glass showing an example of the regeneration curve of the type and type of strongly basic anion exchange resin used in the treatment of an aqueous malic acid solution containing maleic acid and fumaric acid. FIG. 4 is a graph showing the relationship between the amount of liquid that can be passed until the maleic acid concentration in the column effluent reaches 0.1% and the temperature at which the solution is passed.
Claims (1)
を含むリンゴ酸水溶液を35℃以上の温度で通液す
ることを特徴とするリンゴ酸の精製方法。 ２ 通液温度が40℃以上であることを特徴とする
特許請求の範囲第１項記載のリンゴ酸の精製方
法。 ３ 強塩基性陰イオン交換樹脂が型樹脂である
ことを特徴とする特許請求の範囲第１項又は第２
項記載のリンゴ酸の精製方法。 ４ 床から流出するリンゴ酸水溶液中のマレイン
酸濃度が予じめ定めた値に達した時点でリンゴ酸
水溶液の通液を中止し、床中の液をガスで押出
し、アルカリ水溶液を通液して樹脂を再生したの
ち再びリンゴ酸水溶液を通液することを特徴とす
る特許請求の範囲第１項ないし第３項のいずれか
に記載のリンゴ酸の精製方法。[Claims] 1. A method for purifying malic acid, which comprises passing an aqueous solution of malic acid containing maleic acid through a bed of strongly basic anion exchange resin at a temperature of 35°C or higher. 2. The method for purifying malic acid according to claim 1, wherein the liquid passage temperature is 40°C or higher. 3. Claim 1 or 2, characterized in that the strongly basic anion exchange resin is a mold resin.
Method for purifying malic acid as described in section. 4 When the maleic acid concentration in the malic acid aqueous solution flowing out from the bed reaches a predetermined value, stop passing the malic acid aqueous solution, push out the liquid in the bed with gas, and pass the alkaline aqueous solution. The method for purifying malic acid according to any one of claims 1 to 3, characterized in that after the resin is regenerated, an aqueous malic acid solution is passed through the resin again.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3360179A JPS55124735A (en) | 1979-03-22 | 1979-03-22 | Purification of malic acid |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3360179A JPS55124735A (en) | 1979-03-22 | 1979-03-22 | Purification of malic acid |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS55124735A JPS55124735A (en) | 1980-09-26 |
| JPS622572B2 true JPS622572B2 (en) | 1987-01-20 |
Family
ID=12390995
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP3360179A Granted JPS55124735A (en) | 1979-03-22 | 1979-03-22 | Purification of malic acid |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS55124735A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6153791A (en) * | 1999-08-02 | 2000-11-28 | Archer-Daniels-Midland Company | Process for purifying 2-keto-L-gulonic acid |
-
1979
- 1979-03-22 JP JP3360179A patent/JPS55124735A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS55124735A (en) | 1980-09-26 |
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