JPS63264548A - Purification of lactic acid - Google Patents

Purification of lactic acid

Info

Publication number
JPS63264548A
JPS63264548A JP9741887A JP9741887A JPS63264548A JP S63264548 A JPS63264548 A JP S63264548A JP 9741887 A JP9741887 A JP 9741887A JP 9741887 A JP9741887 A JP 9741887A JP S63264548 A JPS63264548 A JP S63264548A
Authority
JP
Japan
Prior art keywords
lactic acid
activated carbon
acid
decoloring
washed
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
Application number
JP9741887A
Other languages
Japanese (ja)
Inventor
Paraa Hen
ヘン・パラー
Takaharu Kasuga
春日 隆晴
Hiroshi Ono
博司 小野
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Mitsui Toatsu Chemicals Inc
Original Assignee
Mitsui Toatsu Chemicals Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Mitsui Toatsu Chemicals Inc filed Critical Mitsui Toatsu Chemicals Inc
Priority to JP9741887A priority Critical patent/JPS63264548A/en
Publication of JPS63264548A publication Critical patent/JPS63264548A/en
Pending legal-status Critical Current

Links

Landscapes

  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

PURPOSE:To obtain purified lactic acid useful as an industrial chemical and food additive, in high efficiency, by decoloring and purifying a colored crude lactic acid with activated carbon subjected to a specific treatment, thereby highly decoloring the lactic acid in one step. CONSTITUTION:Activated carbon to be cleaned is immersed in an aqueous solution of a carboxylic acid, preferably lactic acid, etc., stirred for several min-several hr, separated from the carboxylic acid solution and washed with a solvent or water preferably at normal temperature or under slight heating. The treated activated carbon is added to a colored crude lactic acid in an amount of 0.1-5wt.% (in the case of powdery activated carbon) based on the lactic acid on dry basis, stirred for about several min-3hr at normal temperature or under slight heating and separated from the mixture by filtration to obtain decolored and purified lactic acid. The insufficient decoloring of lactic acid caused by the difference of the kind and lot of the activated carbon can be prevented and a decolored lactic acid free from contamination with metallic component and chloride can be produced.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、乳酸の精製方法に関する。詳しくは着色した
粗製乳酸を活性炭処理によって脱色・精製するにあたり
、活性炭として予めカルボン酸溶液によって洗滌した活
性炭を用いることを特徴とする乳酸の精製方法に関する
DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to a method for purifying lactic acid. Specifically, the present invention relates to a method for purifying lactic acid, which is characterized in that when colored crude lactic acid is decolorized and purified by activated carbon treatment, activated carbon that has been previously washed with a carboxylic acid solution is used as the activated carbon.

乳酸は工業薬品および食品添加剤として広範囲な用途を
有する化合物である。
Lactic acid is a compound that has widespread use as an industrial chemical and food additive.

(従来の技術および発明が解決しようとする問題点) 乳酸は、工業的には発酵法、ラクトニトリルの加水分解
法あるいは2−クロロプロピオン酸の加水分解法等によ
って製造される。また、このほかにプロピレンの窒素酸
化物を用いた酸化や、プロピレングリコールやプロピレ
ンオキシドの酸化、アセトアルデヒドと一酸化炭素との
反応等による合成も知られている。これらの製造方法に
おいて発酵液あるいは反応液から蒸留、もしくは抽出等
の手段によって分離・取得された乳酸は、いずれの方法
においても茶色ないし淡黄色に着色しており、製品とし
ての価値を高めるためには何らかの脱色・精製工程を必
要とする9通常このために活性炭による脱色が行われる
が、使用する活性炭の種類あるいはロフトによっては脱
色工程後の乳酸が依然として淡黄色に着色していること
がしばしばあり、脱色をやり直すか、あるいは更に他の
脱色工程、例えばイオン交換樹脂による脱色工程等を併
用することが必要となっている。
(Prior Art and Problems to be Solved by the Invention) Lactic acid is industrially produced by a fermentation method, a lactonitrile hydrolysis method, a 2-chloropropionic acid hydrolysis method, or the like. In addition, synthesis methods such as oxidation of propylene using nitrogen oxide, oxidation of propylene glycol or propylene oxide, and reaction of acetaldehyde with carbon monoxide are also known. In these production methods, the lactic acid separated and obtained from the fermentation solution or reaction solution by means such as distillation or extraction is colored brown or pale yellow in any method, and in order to increase the value of the product, Requires some kind of decolorization/purification process9 Usually, decolorization with activated carbon is performed for this purpose, but depending on the type of activated carbon or loft used, lactic acid is often still colored pale yellow after the decolorization process. , it is necessary to repeat the decolorization or to use another decolorization process, such as a decolorization process using an ion exchange resin, in combination.

本発明の目的は、着色した粗製乳酸を効率良く脱色・精
製する方法を提供することにある。
An object of the present invention is to provide a method for efficiently decolorizing and purifying colored crude lactic acid.

(問題点を解決するための手段および作用)本発明者等
は、この活性炭による乳酸の脱色の改良方法について研
究を行ってきたところ、脱色工程において使用する活性
炭を予めカルボン酸溶液によって洗滌しておけばこのよ
うな問題なしに効率よく乳酸を脱色・精製できることを
見い出し、本発明を完成するに至った。
(Means and effects for solving the problem) The present inventors have conducted research on a method for improving the decolorization of lactic acid using activated carbon, and found that the activated carbon used in the decolorization process was washed with a carboxylic acid solution in advance. The inventors have discovered that lactic acid can be efficiently decolorized and purified without such problems by doing so, and have completed the present invention.

即ち、本発明は、着色した粗製乳酸を活性炭処理によっ
て脱色・精製するにあたり、活性炭として予めカルボン
酸溶液によって碗部した活性炭を用いることを特徴とす
る乳酸の精製方法である。
That is, the present invention is a lactic acid purification method characterized in that, in decolorizing and purifying colored crude lactic acid by activated carbon treatment, activated carbon that has been pre-filled with a carboxylic acid solution is used as the activated carbon.

本発明の方法において用いるカルボン酸としては、−価
もしくは多価の脂肪族飽和カルボン酸、不飽和カルボン
酸、または芳香族カルボン酸もしくはこれらのカルボン
酸に一つ以上の置換基の入ったカルボン酸等が例示され
る。好ましくは水溶性の脂肪族飽和カルボン酸あるいは
これに一つ以上の置換基の入ったカルボン酸が例示され
、これらの例としては蟻酸、酢酸、プロピオン酸、乳酸
、グリコール酸が挙げられる。特に、カルボン酸として
乳酸を用いることが、製品として得られる乳酸に他のカ
ルボン酸の混入の恐れがないために好ましい。
The carboxylic acids used in the method of the present invention include -valent or polyvalent aliphatic saturated carboxylic acids, unsaturated carboxylic acids, aromatic carboxylic acids, or carboxylic acids containing one or more substituents in these carboxylic acids. etc. are exemplified. Preferred examples include water-soluble aliphatic saturated carboxylic acids or carboxylic acids containing one or more substituents, such as formic acid, acetic acid, propionic acid, lactic acid, and glycolic acid. In particular, it is preferable to use lactic acid as the carboxylic acid since there is no fear that other carboxylic acids will be mixed into the lactic acid obtained as a product.

一方、本発明の方法において用いる活性炭の種類には特
に制限を設ける必要性はないが、活性炭の種類によって
は微量の金属成分の溶出の恐れがあり、このような場合
には脱色工程の後に更に金属成分の除去を必要とする。
On the other hand, there is no need to place any particular restrictions on the type of activated carbon used in the method of the present invention, but depending on the type of activated carbon, there is a risk of elution of trace amounts of metal components, and in such cases, further Requires removal of metal components.

また、このような金属成分の溶出を抑制するために予め
活性炭を塩酸等の鉱酸で洗滌することがよく行われるが
、この場合、活性炭中に微量の塩素化合物が残り、得ら
れる乳酸の品質上好ましくない。このような意味から、
活性炭としては植物系活性炭が好ましく用いられる。ま
た、用いる活性炭は粉末状、顆粒状あるいは粒状のいず
れの形状でもよい。
In addition, in order to suppress the elution of such metal components, activated carbon is often washed with mineral acids such as hydrochloric acid in advance, but in this case, trace amounts of chlorine compounds remain in the activated carbon, which may affect the quality of the lactic acid obtained. Not good. In this sense,
As the activated carbon, vegetable activated carbon is preferably used. Furthermore, the activated carbon used may be in any form of powder, granules, or granules.

本発明の方法における活性炭のカルボン酸による洗滌は
、カルボン酸の溶液、好ましくはカルボン酸の水溶液に
洗滌する活性炭を浸し、数分〜数時間攪拌後該活性炭を
カルボン酸溶液から分離し、溶媒または水で洗滌するこ
とにより行われる。洗滌は常温ないし若干の加温下に行
うことが好ましい。
The cleaning of activated carbon with carboxylic acid in the method of the present invention involves soaking the activated carbon to be cleaned in a solution of carboxylic acid, preferably an aqueous solution of carboxylic acid, and then separating the activated carbon from the carboxylic acid solution after stirring for several minutes to several hours. This is done by washing with water. The washing is preferably carried out at room temperature or with slight heating.

このようにしてカルボン酸によって洗滌した活性炭を用
いた乳酸の脱色は通常の脱色操作と変りなく行うことが
できる。即ち、粉末状活性炭の場合には脱色を必要とす
る乳酸に乾燥品換算で通常0.1〜5重量%のカルボン
酸洗滌処理をした活性炭を加え、常温ないし若干の加温
下で数分〜3時間程度攪拌後活性炭を濾別することによ
り脱色が行われる。また、顆粒状または粒状活性炭の場
合には、活性炭をカラムに充填し、ここに脱色を必要と
する乳酸を通す方法が好ましい、この場合には、活性炭
のカルボン酸溶液による洗滌は該活性炭を予めカラムに
充填しておいてから行うことも可能である。
Decolorization of lactic acid using activated carbon washed with carboxylic acid in this manner can be carried out in the same way as a normal decolorization operation. That is, in the case of powdered activated carbon, activated carbon that has been washed with carboxylic acid in an amount of usually 0.1 to 5% by weight (calculated as a dry product) is added to lactic acid that requires decolorization, and the mixture is heated for several minutes at room temperature or under slight heating. After stirring for about 3 hours, decolorization is performed by filtering off the activated carbon. In the case of granular or granular activated carbon, it is preferable to pack the activated carbon into a column and pass lactic acid, which requires decolorization, through the column.In this case, the activated carbon is washed with a carboxylic acid solution in advance. It is also possible to perform this after filling the column.

(実施例) 以下に実施例を挙げて本発明の方法を更に具体的に説明
する。
(Example) The method of the present invention will be explained in more detail with reference to Examples below.

実施例1 植物系粉末状活性炭(洩出薬品工業、白鷺C)10グラ
ムを乳酸の30重量%水溶液200m1に浸し、40℃
で3時間攪拌することによって該活性炭を乳酸洗滌した
。次いでこの溶液から濾過によって乳酸水溶液を分離後
、水洗・濾過し、洗滌済み活性炭(含水品)を得た。
Example 1 10 grams of plant-based powdered activated carbon (Yurishi Yakuhin Kogyo, Shirasagi C) was soaked in 200 ml of a 30% by weight aqueous solution of lactic acid and heated at 40°C.
The activated carbon was washed with lactic acid by stirring for 3 hours. Next, an aqueous lactic acid solution was separated from this solution by filtration, followed by washing with water and filtration to obtain washed activated carbon (water-containing product).

実施例2 実施例1において乳酸の代わりに酢酸を用いた以外は同
じ方法で活性炭の洗滌を行い、酢酸洗滌活性炭を得た。
Example 2 Activated carbon was washed in the same manner as in Example 1 except that acetic acid was used instead of lactic acid to obtain acetic acid-washed activated carbon.

実施例3 2−クロ、ロプロピオン酸1モルに苛性ソーダ1モルお
よび水200グラムを加え、140℃、自己発生圧力下
で5時間加熱して2−クロロプロピオン酸の加水分解を
行わせ、乳酸と食塩を含有する水溶液を得た。この水溶
液から乳酸を酢酸エチルによって抽出し、次いで溶媒の
酢酸エチルを減圧下で蒸発除去後水を加えて濃度調節す
ることによって濃度60重量%の乳酸水溶液を得た。こ
の乳酸水溶液は淡黄色に着色していた。
Example 3 1 mole of caustic soda and 200 grams of water were added to 1 mole of 2-chloropropionic acid, and the mixture was heated at 140°C under self-generated pressure for 5 hours to hydrolyze 2-chloropropionic acid. An aqueous solution containing common salt was obtained. Lactic acid was extracted from this aqueous solution with ethyl acetate, then the solvent ethyl acetate was removed by evaporation under reduced pressure, and water was added to adjust the concentration to obtain an aqueous lactic acid solution with a concentration of 60% by weight. This lactic acid aqueous solution was colored pale yellow.

この乳酸水溶液100グラムに、前記実施例1の方法に
よって乳酸洗滌を行った粉末状活性炭を乾燥品基準で1
.5グラム添加し、40℃で60分攪拌した。次いで、
この溶液から活性炭を濾過によって除去した。得られた
乳酸水溶液は無色・透明であり、乳酸の品質規格(例え
ば、J I S −K1353号またはJ I S −
K8726号等)を充分満足する性状であった。
To 100 grams of this aqueous lactic acid solution, 1 gram of powdered activated carbon, which had been washed with lactic acid according to the method of Example 1, was added on a dry basis.
.. 5 grams were added and stirred at 40°C for 60 minutes. Then,
Activated carbon was removed from this solution by filtration. The obtained lactic acid aqueous solution is colorless and transparent and meets the lactic acid quality standards (for example, JIS-K1353 or JIS-K1353 or JIS-K1353).
K8726, etc.).

実施例4 実施例3において、実施例1の方法によって得た乳酸洗
滌活性炭の代わりに実施例2の方法によって得た酢酸洗
滌活性炭を用いた以外は同じ方法で乳酸の合成及び精製
を行った。
Example 4 In Example 3, lactic acid was synthesized and purified in the same manner except that the acetic acid-washed activated carbon obtained by the method of Example 2 was used instead of the lactic acid-washed activated carbon obtained by the method of Example 1.

その結果、着色及び透明度において規格を満足する乳酸
水溶液を得た。
As a result, an aqueous lactic acid solution was obtained that satisfied the specifications in terms of coloration and transparency.

比較例1 実施例3において乳酸洗滌活性炭の代わりに乳酸洗滌を
行わない同一ロフトの活性炭を用いた以外は同じ方法で
乳酸の合成及び精製を行った。
Comparative Example 1 Lactic acid was synthesized and purified in the same manner as in Example 3, except that activated carbon of the same loft without lactic acid washing was used instead of lactic acid-washed activated carbon.

得られた乳酸水溶液は薄い淡黄色に着色していることが
認められた。
It was observed that the obtained lactic acid aqueous solution was colored pale yellow.

(発明の効果) 本発明の方法により、着色した粗製乳酸を効率よく脱色
・精製することができる。
(Effects of the Invention) According to the method of the present invention, colored crude lactic acid can be efficiently decolorized and purified.

特に、本発明の方法によれば、一段の操作で、着色した
粗乳酸を高度に脱色することが可能となる。
In particular, according to the method of the present invention, it is possible to highly decolorize colored crude lactic acid with a single operation.

また、本発明の方法によれば使用する活性炭の種類やロ
フトの違いにより脱色が不十分となることを未然に防ぐ
ことができる。
Further, according to the method of the present invention, it is possible to prevent insufficient decolorization due to differences in the type and loft of activated carbon used.

更に、本発明の方法によれば、金属成分や塩化物の混入
の恐れのない乳酸の脱色を行うことができる。
Furthermore, according to the method of the present invention, lactic acid can be decolorized without the risk of contamination with metal components or chlorides.

Claims (2)

【特許請求の範囲】[Claims] (1)着色した粗製乳酸を活性炭処理によって脱色・精
製するにあたり、活性炭として予めカルボン酸溶液によ
って洗滌した活性炭を用いることを特徴とする乳酸の精
製方法。
(1) A method for purifying lactic acid, which comprises using activated carbon that has been previously washed with a carboxylic acid solution as the activated carbon in decolorizing and purifying colored crude lactic acid by treatment with activated carbon.
(2)カルボン酸が乳酸である特許請求の範囲第1項記
載の方法。
(2) The method according to claim 1, wherein the carboxylic acid is lactic acid.
JP9741887A 1987-04-22 1987-04-22 Purification of lactic acid Pending JPS63264548A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP9741887A JPS63264548A (en) 1987-04-22 1987-04-22 Purification of lactic acid

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP9741887A JPS63264548A (en) 1987-04-22 1987-04-22 Purification of lactic acid

Publications (1)

Publication Number Publication Date
JPS63264548A true JPS63264548A (en) 1988-11-01

Family

ID=14191904

Family Applications (1)

Application Number Title Priority Date Filing Date
JP9741887A Pending JPS63264548A (en) 1987-04-22 1987-04-22 Purification of lactic acid

Country Status (1)

Country Link
JP (1) JPS63264548A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006143647A (en) * 2004-11-19 2006-06-08 Koei Chem Co Ltd Method for producing quaternary ammonium salt

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49124025A (en) * 1973-02-15 1974-11-27
JPS5297910A (en) * 1976-02-12 1977-08-17 Hokuetsu Tanso Kogyo Method of purifying lactic acid
JPS61204149A (en) * 1985-03-05 1986-09-10 Kawasaki Kasei Chem Ltd Production of succinic acid

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49124025A (en) * 1973-02-15 1974-11-27
JPS5297910A (en) * 1976-02-12 1977-08-17 Hokuetsu Tanso Kogyo Method of purifying lactic acid
JPS61204149A (en) * 1985-03-05 1986-09-10 Kawasaki Kasei Chem Ltd Production of succinic acid

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006143647A (en) * 2004-11-19 2006-06-08 Koei Chem Co Ltd Method for producing quaternary ammonium salt

Similar Documents

Publication Publication Date Title
EP0790229A1 (en) Recovery of lactic acid
JP3341912B2 (en) Production of terephthalic acid
JPS63177796A (en) Purification of tryptophan
JPS63264548A (en) Purification of lactic acid
IL101195A (en) Processes for recovery of citric acid
JP2003306465A (en) Method for working up residue in producing 8-16c carboxylic acid
KR100666883B1 (en) Process for production of high-purity bis-?-hydroxyethyl terephthalate
RU2186054C2 (en) Method of obtaining aliphatic diacids, in particular adipic acid
JPH07300316A (en) Method for recovery of cobalt and tungsten from reaction solution and method for reuse of them
JPS6110586A (en) Purification of riboflavin
JPH0549928A (en) Regeneration of active carbon
CN101612551B (en) Preparation of medical sodium benzoate
US4699999A (en) Method of preparing pure carboxylic acids
EP1035098B1 (en) Process for the preparation of sorbic acid
US3096368A (en) Process for preparing hydrolysis products of gamma-dimethyl amin-beta-hydroxybutyroni
JPH0611725B2 (en) Method for producing succinic acid
JP3001097B1 (en) Method for producing sorbic acid
JP3934740B2 (en) Method for producing phytin, phytic acid, inositol monophosphate and inositol
JPH024730A (en) Purification of 2,2-bis(4-hydroxyphenyl) hexafluoro-propane
JPH01135735A (en) Method for recovering glycerin
JP2001278822A (en) Method for producing diol mixture
JPH07116096B2 (en) Method for producing high-purity 0-toluic acid
JPH03188057A (en) Decoloring purification of alkali metal salt of aminoethylsulfonic acid
JPS62292751A (en) Method of reducing copper salt content in oxamide
SU1447850A1 (en) Lactose hydrolysis method