JPS63225332A - Solid lactate and production thereof - Google Patents

Solid lactate and production thereof

Info

Publication number
JPS63225332A
JPS63225332A JP62055405A JP5540587A JPS63225332A JP S63225332 A JPS63225332 A JP S63225332A JP 62055405 A JP62055405 A JP 62055405A JP 5540587 A JP5540587 A JP 5540587A JP S63225332 A JPS63225332 A JP S63225332A
Authority
JP
Japan
Prior art keywords
lactate
salt
sodium
calcium
potassium
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.)
Granted
Application number
JP62055405A
Other languages
Japanese (ja)
Other versions
JP2502572B2 (en
Inventor
Shikako Fukuda
福田 志佳子
Junko Hanada
花田 純子
Asayoshi Oguchi
小口 麻由
Kazutoshi Sunahara
砂原 三利
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.)
Musashino Chemical Laboratory Ltd
Original Assignee
Musashino Chemical Laboratory Ltd
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Filing date
Publication date
Application filed by Musashino Chemical Laboratory Ltd filed Critical Musashino Chemical Laboratory Ltd
Priority to JP62055405A priority Critical patent/JP2502572B2/en
Publication of JPS63225332A publication Critical patent/JPS63225332A/en
Application granted granted Critical
Publication of JP2502572B2 publication Critical patent/JP2502572B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/365Hydroxycarboxylic acids; Ketocarboxylic acids

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Dermatology (AREA)
  • General Preparation And Processing Of Foods (AREA)
  • Cosmetics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

NEW MATERIAL:A solid lactate shown by the formula (M is M, Na or NH4; m is in 2.4<=m<=5 when M is K or NH4; n is 0-5). EXAMPLE:Sodium calcium lactate double salt. USE:The titled lactate is added to foods, cosmetics and industrial chemicals and used. The lactate has low water absorption properties, is in solid, powdery or flaky state to be made into powder, readily blended with another powdery product and is extremely effective. The amount of sodium salt, potassium salt and ammonium salt can be changed and lactate double salt in a powdery state corresponding to purpose of use can be obtained. PREPARATION:1mol. calcium lactate is reacted with (i) sodium lactate in an amount of 2.4mol.<m<=5mol. or (ii) potassium lactate or ammonium lactate in an amount of 0mol.<m<=5mol. to give a compound shown by formula I.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、固状乳酸塩およびその製造方法に関するもの
である。詳しく述べると、乳酸カルシウムに乳酸ナトリ
ウム、乳酸カリウム、乳酸アンモニウム等の乳酸塩を化
合させてなる固状乳酸塩およびその製造方法に関するも
のである。
DETAILED DESCRIPTION OF THE INVENTION (Industrial Field of Application) The present invention relates to solid lactate and a method for producing the same. Specifically, the present invention relates to a solid lactate obtained by combining calcium lactate with a lactate such as sodium lactate, potassium lactate, or ammonium lactate, and a method for producing the same.

(従来の技術) 近年、乳酸ナトリウム、乳酸カリウムおよび乳酸アンモ
ニウムは、食品、化粧品、工業薬品等への利用が増して
いるが、通常は、いずれも水溶液であるために使用用途
が限られてしまい、これらの乳酸塩の粉末化が望まれて
いた。すなわち、乳酸塩の中でも、乳酸ナトリウム、乳
酸カリウムおよび乳酸アンモニウムは、一般的に吸湿性
が強く、そのために結晶化ないし粉末化することは極め
て困難であった。
(Prior art) In recent years, sodium lactate, potassium lactate, and ammonium lactate have been increasingly used in foods, cosmetics, industrial chemicals, etc. However, since they are all usually aqueous solutions, their uses are limited. , it has been desired to powderize these lactate salts. That is, among lactate salts, sodium lactate, potassium lactate, and ammonium lactate generally have strong hygroscopicity, and therefore it has been extremely difficult to crystallize or powderize them.

これまでに、乳酸塩類の結晶化ないし粉末化に関しては
、つぎのことが知られていた。すなわち、乳酸カルシウ
ムと乳酸の水溶液とを混合することにより粉末状乳酸を
得る方法(特公昭44−16.358号および特公昭6
0−6.342号)、カルシウム以外の乳酸塩と乳酸水
溶液とから得られる粉末状乳酸塩[特開昭60−84.
244号(リチウム塩)、特開昭60−84.245号
(マグネシウム塩)および特開昭60−109、51!
3号(鉄塩)コ等がある。
The following has been known so far regarding the crystallization or powderization of lactate salts. That is, a method of obtaining powdered lactic acid by mixing calcium lactate and an aqueous solution of lactic acid (Japanese Patent Publication No. 44-16.358 and Japanese Patent Publication No. 6
0-6.342), a powdered lactate obtained from a lactate other than calcium and an aqueous lactic acid solution [JP-A-60-84.
No. 244 (lithium salt), JP-A-60-84.245 (magnesium salt) and JP-A-60-109, 51!
There are No. 3 (iron salt), etc.

(発明が解決しようとする問題点) しかしながら、水溶液状の乳酸塩の結晶化ないし粉末化
については、なんら知られていなかった。
(Problems to be Solved by the Invention) However, nothing has been known about the crystallization or powderization of lactate in the form of an aqueous solution.

したがって、本発明の目的は、新規な固状(粉末状また
は粉末化可能なフレーク状〉乳酸塩およびその製造方法
を提供することにある。本発明の他の目的は、他の粉末
状製品との配合が容易な粉末状または粉末化可能な乳酸
塩およびその製造方法を提供することにある。
Therefore, it is an object of the present invention to provide a novel solid (powdered or powderizable flake) lactate salt and a method for producing the same. The object of the present invention is to provide a powdered or powderable lactate salt that can be easily blended, and a method for producing the same.

(問題点を解決するための手段) 上記諸目的は、一般式I OHOH [CH3CHCOO]2 Ca−m[OH3CHCOO
H]  ・nH2O(I >(ただし、式中、MはNa
、KまたはNH4、mはMがKまたはNH4のときは0
<m≦5で、MがNaのときは2.4<m≦5であり、
またnは0≦n≦5である)で表わされる粉末状または
粉末化可能な乳酸塩により達成される。
(Means for Solving the Problems) The above objectives are achieved by solving the general formula I OHOH [CH3CHCOO]2 Ca-m[OH3CHCOO
H] ・nH2O(I > (wherein, M is Na
, K or NH4, m is 0 when M is K or NH4
<m≦5, and when M is Na, 2.4<m≦5,
Further, this can be achieved with a powdered or powderable lactate represented by n=0≦n≦5.

また、上記諸目的は、乳酸カルシウム1モルに対して(
a)乳酸ナトリウム2.4モルくm55モルまたは(b
)乳酸カリウムまたは乳酸アンモニウム0モルくm55
モルを反応させることを特徴とする一般式I OHOH [CH3CHCOO]2  Ca I m[OH3CH
COOH]  ・nH20(丁 )(ただし、式中、M
はNa、KまたはNH4,mはMがKまたはNH4のと
きは0<m≦5で、MがNaのときは2.4<m≦5で
あり、またnはO≦n≦5である)で表わされる粉末状
乳酸塩の製造方法により達成される。
In addition, for the above purposes, for 1 mole of calcium lactate (
a) 2.4 mol x 55 mol sodium lactate or (b
) Potassium lactate or ammonium lactate 0 mol m55
General formula I OHOH[CH3CHCOO]2CaIm[OH3CH
COOH] ・nH20 (Ding) (However, in the formula, M
is Na, K or NH4, m is 0<m≦5 when M is K or NH4, 2.4<m≦5 when M is Na, and n is O≦n≦5 ) is achieved by the method for producing powdered lactate.

(作用) 本発明による固状乳酸塩は、一般式I OHOH [CH3CHCOO]2  ca *  ffl[OH
3CHCOOHコ−nH2O(I)で表わされる複合塩
であり、式中、M&;tNalKまたはNH4、mはM
がKまたはNH4のときはQ<m≦5、好ましくは1≦
m≦4、MがNaのときは2.4<m≦5、好ましくは
2.5≦m≦4であり、またnはO≦n≦5、好ましく
はO≦n≦4である。
(Function) The solid lactate according to the present invention has the general formula I OHOH [CH3CHCOO]2 ca * ffl[OH
It is a complex salt represented by 3CHCOOHco-nH2O(I), where M&;tNalK or NH4, m is M
When is K or NH4, Q<m≦5, preferably 1≦
m≦4, and when M is Na, 2.4<m≦5, preferably 2.5≦m≦4, and n is O≦n≦5, preferably O≦n≦4.

前記一般式1で表わされる乳酸塩は、乳酸カルシウム1
モルに対して(a)乳酸ナトリウム2゜4モルくm55
モル、好ましくは2.5モル≦m≦4モルまたは(b)
乳酸カリウムまたは乳酸アンモニウムOモル≦m≦5モ
ル、好ましくは1モル≦m≦4モルを反応させることに
より得られる。
The lactate represented by the general formula 1 is calcium lactate 1
(a) Sodium lactate 2゜4 mole m55
moles, preferably 2.5 moles≦m≦4 moles or (b)
It is obtained by reacting potassium lactate or ammonium lactate in O mol≦m≦5 mol, preferably 1 mol≦m≦4 mol.

すなわち、mが5モルを越えると得られる複合塩の吸湿
性が急激に上昇するからである。反応は、通常水媒体中
で行なわれ、例えば乳酸ナトリウム、乳酸カリウムまた
は乳酸アンモニウム水溶液中に乳酸カルシウムを加え、
0〜100℃、好ましくは20〜70℃の温度で1〜6
0分間、好ましくは10〜30分間加熱撹拌することに
より得られ、得られた反応混合物を減圧下(例えば1〜
750mm)Ig、好ましくは10〜100mmHg>
に30〜150℃、好ましくは40〜90℃の、温度で
蒸発乾固させることまたは、常圧下で90〜170℃、
好ましくは100〜140℃で脱水し、フレーカ−によ
りフレーク化した後粉砕することにより粉末状乳酸塩が
得られる。
That is, when m exceeds 5 moles, the hygroscopicity of the resulting composite salt increases rapidly. The reaction is usually carried out in an aqueous medium, for example by adding calcium lactate to an aqueous solution of sodium lactate, potassium lactate or ammonium lactate;
1-6 at a temperature of 0-100°C, preferably 20-70°C
The reaction mixture is heated and stirred for 0 minutes, preferably 10 to 30 minutes, and the resulting reaction mixture is stirred under reduced pressure (for example,
750mm) Ig, preferably 10-100mmHg>
evaporation to dryness at a temperature of 30 to 150°C, preferably 40 to 90°C, or 90 to 170°C under normal pressure,
Powdered lactate is obtained by dehydrating preferably at 100 to 140°C, flaking with a flaker, and then pulverizing.

(実施例) つぎに、実施例を挙げて本発明をさらに詳細に説明する
が、これらは単なる例示であり、本発明はこれらの実施
例に限定されるものではない。
(Examples) Next, the present invention will be described in more detail with reference to Examples, but these are merely illustrative and the present invention is not limited to these Examples.

実施例1 乳酸カルシウム5水物308gを50重世%乳酸ナトリ
ウム水溶液672gに加え、90〜100℃の温度で3
0分間加熱撹拌して澄明溶液を得た。この溶液を減圧下
(60〜70mllIIHg)ニア0〜90℃の温度で
蒸発乾固し、590gの粉末状の乳酸カルシウムナトリ
ウム複合塩を得た。
Example 1 308 g of calcium lactate pentahydrate was added to 672 g of a 50% sodium lactate aqueous solution, and the mixture was heated at a temperature of 90 to 100°C.
A clear solution was obtained by heating and stirring for 0 minutes. This solution was evaporated to dryness under reduced pressure (60 to 70 ml II Hg) at a temperature of 0 to 90° C. to obtain 590 g of a powdered calcium-sodium lactate complex salt.

実施例2 乳酸カルシウム無水物218gを50重量%乳酸ナトリ
ウム水溶液11209に加え、20〜30℃の温度で3
0分間加熱撹拌して澄明溶液を得た。この溶液を減圧下
(30〜40mmHO>に60〜70℃で蒸発乾固し、
787gの粉末状の乳酸カルシウムナトリウム複合塩を
得た。
Example 2 218 g of calcium lactate anhydride was added to 50% by weight aqueous sodium lactate solution 11209, and 3
A clear solution was obtained by heating and stirring for 0 minutes. The solution was evaporated to dryness under reduced pressure (30-40 mm HO) at 60-70°C,
787 g of powdered calcium sodium lactate complex salt was obtained.

実施例3 乳酸カルシウム5水物308gを20重量%乳酸カリウ
ム水溶液640.5gに加え、20〜30℃の温度で3
0分間加熱撹拌して澄明溶液を得た。この溶液を減圧下
(30〜40mmHg)に90〜100℃で蒸発乾固し
、349.79の粉末状の乳酸カルシウムカリウム複合
塩を得た。
Example 3 308 g of calcium lactate pentahydrate was added to 640.5 g of a 20% by weight potassium lactate aqueous solution, and
A clear solution was obtained by heating and stirring for 0 minutes. This solution was evaporated to dryness at 90 to 100°C under reduced pressure (30 to 40 mmHg) to obtain a powdered calcium-potassium lactate complex salt of 349.79.

実施例4 乳酸カルシウム無水物218gを50重量%乳酸カリウ
ム水溶液12819に加え、50〜70℃で30分間加
熱撹拌して澄明溶液を得た。この溶液を減圧下(30〜
40mmHg)に60〜70℃で蒸発乾固し、862.
1gの粉末状の乳酸カルシウムカリウム複合塩を得た。
Example 4 218 g of calcium lactate anhydride was added to 50% by weight aqueous potassium lactate solution 12819, and heated and stirred at 50 to 70°C for 30 minutes to obtain a clear solution. This solution was mixed under reduced pressure (30~
Evaporate to dryness at 60-70°C to 862.
1 g of powdered calcium-potassium lactate complex salt was obtained.

実施例5 乳酸カルシウム無水物218gを20重量%乳酸アンモ
ニウム水溶液1070gに加え、20〜30℃の温度で
30分間加熱撹拌して澄明溶液を得た。この溶液を減圧
下(20〜30mmHa)に50〜60℃で蒸発乾固し
、504gの粉末状の乳酸カルシウムアンモニウム複合
塩を得た。
Example 5 218 g of calcium lactate anhydride was added to 1070 g of a 20% by weight ammonium lactate aqueous solution, and the mixture was heated and stirred at a temperature of 20 to 30° C. for 30 minutes to obtain a clear solution. This solution was evaporated to dryness at 50 to 60°C under reduced pressure (20 to 30 mmHa) to obtain 504 g of powdered calcium ammonium lactate complex salt.

実施例6 乳酸カルシウム5水塩308gを50重量%乳酸ナトリ
ウム水溶液896gに加え、60〜70℃の温度で30
分間加熱撹拌した。次いで常圧下に温度を上げ、130
〜160°で熔融状態のまま脱水を行なった。脱水終了
後バットにあけ、648gのフレーク状の乳酸カルシウ
ムナトリウム複合塩を得た。
Example 6 308 g of calcium lactate pentahydrate was added to 896 g of a 50% by weight sodium lactate aqueous solution, and the mixture was heated at a temperature of 60 to 70°C for 30 minutes.
The mixture was heated and stirred for a minute. Next, the temperature was raised to normal pressure, and the temperature was increased to 130
Dehydration was carried out in the molten state at ~160°. After the dehydration was completed, the mixture was poured into a vat to obtain 648 g of flaky calcium-sodium lactate complex salt.

実施例7 しく+)乳酸カルシウム5水塩30Bgを50重量%L
(+)乳酸ナトリウム水溶液672gに加え、70〜9
0℃の温度で3C1間加熱撹拌して澄明溶液を得た。こ
の溶液を減圧下(20〜30 mmHo )に50〜6
0℃の温度で蒸発乾固し、572gの粉末状のL(+)
乳酸カルシウムナトリウム複合塩を得た。なお、この乳
酸の複合塩は、酵素法による分析の結果L(+)乳酸の
塩であることが確認された。
Example 7 50% L of calcium lactate pentahydrate 30Bg
(+) In addition to 672 g of sodium lactate aqueous solution, 70 to 9
A clear solution was obtained by heating and stirring for 3 C1 at a temperature of 0°C. This solution was heated under reduced pressure (20-30 mmHo) to 50-6
Evaporate to dryness at a temperature of 0°C to obtain 572 g of powdered L(+).
Calcium sodium lactate complex salt was obtained. In addition, this complex salt of lactic acid was confirmed to be a salt of L(+) lactic acid as a result of analysis using an enzymatic method.

実施例1〜7で得られた生成物の構造決定のために、次
のごとき定量分析を行なった。
In order to determine the structure of the products obtained in Examples 1 to 7, the following quantitative analysis was performed.

実施例1〜7において得られた複合塩について、カルシ
ウムの定量を原子吸光分析法により行なった。また、遊
離酸の定量をガスクロマトグラフ法により行ない、つい
で酵素法により乳酸塩中の乳酸の定量を行なった。結晶
水の定量はカールフィッシャー法により行なった。実施
例1〜4および6.7において得られた複合塩について
、ナトリウムおよびカリウム定量をフレーム分光分析法
により行なった。また、実施例5において得られた複合
塩について、元素分析法により窒素の定量を行ない、ア
ンモニウムの定量を行なった。いずれも、結果を第1表
に示す。また、各乳酸塩の融点(幅)を測定したところ
、第1表のとおりであった。
Regarding the complex salts obtained in Examples 1 to 7, calcium was determined by atomic absorption spectrometry. Furthermore, free acid was determined by gas chromatography, and then lactic acid in lactate was determined by enzymatic method. The amount of water of crystallization was determined by the Karl Fischer method. Regarding the complex salts obtained in Examples 1 to 4 and 6.7, sodium and potassium were determined by flame spectroscopy. Further, regarding the composite salt obtained in Example 5, nitrogen was determined by elemental analysis, and ammonium was determined. The results are shown in Table 1. Furthermore, the melting points (widths) of each lactate were measured and were as shown in Table 1.

(以下余白) 第1表に示した結果および乳酸カルシウムの特性より第
2表に示す構造式が決定される。
(Left below) The structural formula shown in Table 2 is determined from the results shown in Table 1 and the properties of calcium lactate.

(以下余白) 週12jく 1   [CH3CHCOO]2 Ca @ 3[CH
3CHCOONal * 2H200)1      
   0H 2[CH3CHCOO]2 Ca # 5[01301
COONal I 5M200)1         
0H 3[CH3CHCOO]2 Ca * [CH3CHC
DOに]−0,28200HOH 4[CH3CHCOO]2  Ca # 5[CH3C
HCOOKコ −0,28200)1        
 0H j 5   [CH3CHCOO]2 Ca * 2[CH
3CHCOON)+4 ] ・4H206   [CH
3CHCOO]2 Ca ” 4[CH3CHCOON
al ・8200HO)1 7   [CH3C)IcOO]2 Ca e 3[C
H3CHCOONal 4 H20(発明の効果) 以上述べたように、本発明は、一般式■で表わされる乳
酸塩は吸湿性の低い固状、粉末状または粉末化可能なフ
レーク状でおるから、他の粉末状の製品との配合が容易
であるため、食品、化粧品、工業薬品等への利用に際し
ては使い易く、極めて有効である。また、前記mの範囲
でナトリウム塩、カリウム塩およびアンモニウム塩の量
を変えることができるので、使用目的に応じた粉末状の
乳酸複合塩が得られる。
(Left below) Week 12j 1 [CH3CHCOO] 2 Ca @ 3[CH
3CHCOONal * 2H200)1
0H 2 [CH3CHCOO] 2 Ca # 5 [01301
COONal I 5M200)1
0H 3 [CH3CHCOO] 2 Ca * [CH3CHC
DO]-0,28200HOH 4[CH3CHCOO]2 Ca # 5[CH3C
HCOOK -0,28200)1
0H j 5 [CH3CHCOO]2 Ca * 2[CH
3CHCOON)+4 ] ・4H206 [CH
3CHCOO] 2 Ca ” 4[CH3CHCOON
al ・8200HO)1 7 [CH3C)IcOO]2 Ca e 3[C
H3CHCOONal 4 H20 (Effects of the Invention) As described above, the present invention provides that the lactate represented by the general formula (2) is in the form of a solid, powder, or powderable flake with low hygroscopicity, so that it is less hygroscopic than other powders. Because it can be easily blended with other products, it is easy to use and extremely effective when used in foods, cosmetics, industrial chemicals, etc. Further, since the amounts of the sodium salt, potassium salt and ammonium salt can be changed within the above range of m, a powdered lactic acid complex salt can be obtained depending on the purpose of use.

Claims (2)

【特許請求の範囲】[Claims] (1)一般式 I ▲数式、化学式、表等があります▼( I ) (ただし、式中、MはNa、KまたはNH_4、mはM
がKまたはNH_4のときは0<m≦5で、MがNaの
ときは2.4<m≦5であり、またnは0≦n≦5であ
る)で表わされる固状乳酸塩。
(1) General formula I ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (However, in the formula, M is Na, K or NH_4, m is M
When M is K or NH_4, 0<m≦5, when M is Na, 2.4<m≦5, and n is 0≦n≦5).
(2)乳酸カルシウム1モルに対して(a)乳酸ナトリ
ウム2.4モル<m≦5モルまたは(b)乳酸カリウム
または乳酸アンモニウム0モル<m≦5モルを反応させ
ることを特徴とする一般式 I ▲数式、化学式、表等が
あります▼( I ) (ただし、式中、MはNa、KまたはNH_4、mはM
がKまたはNH_4のときは0<m≦5で、MがNaの
ときは2.4<m≦5であり、またnは0≦n≦5であ
る)で表わされる固状乳酸塩の製造方法。
(2) A general formula characterized by reacting (a) 2.4 moles of sodium lactate<m≦5 moles or (b) 0 moles of potassium lactate or ammonium lactate<m≦5 moles with respect to 1 mole of calcium lactate. I ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) (However, in the formula, M is Na, K or NH_4, m is M
When M is K or NH_4, 0<m≦5, when M is Na, 2.4<m≦5, and n is 0≦n≦5). Method.
JP62055405A 1987-03-12 1987-03-12 Solid lactate salt and method for producing the same Expired - Fee Related JP2502572B2 (en)

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