JPH04120084A - Metallic salt of ascorbic acid phosphate and production thereof - Google Patents
Metallic salt of ascorbic acid phosphate and production thereofInfo
- Publication number
- JPH04120084A JPH04120084A JP24056790A JP24056790A JPH04120084A JP H04120084 A JPH04120084 A JP H04120084A JP 24056790 A JP24056790 A JP 24056790A JP 24056790 A JP24056790 A JP 24056790A JP H04120084 A JPH04120084 A JP H04120084A
- Authority
- JP
- Japan
- Prior art keywords
- ascorbic acid
- salt
- phosphate
- water
- acid phosphate
- 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
Links
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 title claims abstract description 40
- 229910019142 PO4 Inorganic materials 0.000 title claims abstract description 26
- 229960005070 ascorbic acid Drugs 0.000 title claims abstract description 25
- 235000010323 ascorbic acid Nutrition 0.000 title claims abstract description 25
- 239000011668 ascorbic acid Substances 0.000 title claims abstract description 25
- 239000010452 phosphate Substances 0.000 title claims abstract description 25
- 150000003839 salts Chemical class 0.000 title claims abstract description 23
- 238000004519 manufacturing process Methods 0.000 title claims 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 title abstract description 12
- -1 aluminum halide Chemical class 0.000 claims abstract description 36
- 150000002500 ions Chemical class 0.000 claims abstract description 8
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000012736 aqueous medium Substances 0.000 claims abstract description 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 5
- 150000003608 titanium Chemical class 0.000 claims description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 4
- JUWGUJSXVOBPHP-UHFFFAOYSA-B titanium(4+);tetraphosphate Chemical compound [Ti+4].[Ti+4].[Ti+4].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O JUWGUJSXVOBPHP-UHFFFAOYSA-B 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 15
- MIJPAVRNWPDMOR-ZAFYKAAXSA-N L-ascorbic acid 2-phosphate Chemical compound OC[C@H](O)[C@H]1OC(=O)C(OP(O)(O)=O)=C1O MIJPAVRNWPDMOR-ZAFYKAAXSA-N 0.000 abstract description 4
- 229910052782 aluminium Inorganic materials 0.000 abstract description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical class [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 4
- POXJXWXPDYFTJM-ZAFYKAAXSA-N [(2r)-2-[(1s)-1,2-dihydroxyethyl]-4-hydroxy-5-oxo-2h-furan-3-yl] dihydrogen phosphate Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1OP(O)(O)=O POXJXWXPDYFTJM-ZAFYKAAXSA-N 0.000 abstract description 3
- 239000002537 cosmetic Substances 0.000 abstract description 3
- 239000002585 base Substances 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract description 2
- 239000000314 lubricant Substances 0.000 abstract description 2
- 239000011707 mineral Substances 0.000 abstract description 2
- 239000003513 alkali Substances 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 235000021317 phosphate Nutrition 0.000 description 18
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- 229910052751 metal Inorganic materials 0.000 description 13
- 239000002184 metal Substances 0.000 description 13
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical group OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 8
- 239000000843 powder Substances 0.000 description 8
- 238000004458 analytical method Methods 0.000 description 7
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 5
- 239000002244 precipitate Substances 0.000 description 5
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 238000004128 high performance liquid chromatography Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 239000010936 titanium Substances 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KNVFEIUNALJDRT-UHFFFAOYSA-N O.O.O.O.[Ba] Chemical compound O.O.O.O.[Ba] KNVFEIUNALJDRT-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000921 elemental analysis Methods 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910052719 titanium Inorganic materials 0.000 description 2
- FJRXGBBVWWBHMW-UHFFFAOYSA-N O.O.O.O.[Na].[Na] Chemical compound O.O.O.O.[Na].[Na] FJRXGBBVWWBHMW-UHFFFAOYSA-N 0.000 description 1
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 description 1
- 125000003342 alkenyl group Chemical group 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 159000000009 barium salts Chemical class 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 239000012456 homogeneous solution Substances 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000001802 infusion Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 159000000003 magnesium salts Chemical class 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
Abstract
Description
【発明の詳細な説明】
[産業上の利用分野]
本発明は、新規なアスコルビン酸リン酸エステル金属塩
に関し、更に詳細には、香化粧品用基剤や潤滑剤、更に
ミネラル供給剤等として有用なアスコルビン酸リン酸エ
ステルのアルミニウム塩及びチタン塩、並びにこれらの
製造法に関する。[Detailed Description of the Invention] [Industrial Application Field] The present invention relates to a novel ascorbic acid phosphate ester metal salt, and more specifically, it is useful as a base for fragrance cosmetics, a lubricant, a mineral supply agent, etc. The present invention relates to aluminum salts and titanium salts of ascorbic acid phosphate esters, and methods for producing them.
[従来の技術及び発明が解決しようとする課題]アルミ
ニウム又はチタンの有機酸塩、例えば脂肪酸塩、アルキ
ルリン酸塩等は、ファンデーション用粉体、白粉、サン
スクリーン剤なととして広く用いられている。[Prior art and problems to be solved by the invention] Organic acid salts of aluminum or titanium, such as fatty acid salts, alkyl phosphates, etc., are widely used as foundation powders, white powders, and sunscreen agents. .
しかしなから、これらの有機酸塩は水や有機溶媒に対す
る溶解度が極めて小さいため、使用形態か粉体やサスペ
ンション等に限定されるという欠点があった。However, since these organic acid salts have extremely low solubility in water and organic solvents, they have the disadvantage that their usage is limited to powders, suspensions, and the like.
このため、水と混合すると均一な溶液が得られ、種々の
形態での使用が可能な有機酸金属塩が望まれていた。Therefore, there has been a desire for an organic acid metal salt that can be mixed with water to form a homogeneous solution and that can be used in various forms.
[課題を解決するための手段〕
斯かる実情において、本発明者らは鋭意検討を重ねた結
果、特定のアスコルビン酸リン酸エステル塩と、水溶性
のアルミニウム塩又はチタン塩とから得られる新規なア
スコルビン酸リン酸エステル金属塩は、水と混合したと
き均一な溶液となることを見出し、本発明を完成した。[Means for Solving the Problems] Under these circumstances, the inventors of the present invention have made extensive studies and have discovered a novel product obtained from a specific ascorbic acid phosphate ester salt and a water-soluble aluminum salt or titanium salt. The present invention was completed based on the discovery that ascorbic acid phosphate metal salt forms a uniform solution when mixed with water.
すなわち本発明は、アスコルビン酸リン酸エステルのア
ルミニウム塩及びチタン塩、並びにこれらの製造法を提
供するものである。That is, the present invention provides aluminum salts and titanium salts of ascorbic acid phosphate, and methods for producing these.
本発明のアスコルビン酸リン酸エステルのアルミニウム
塩又はチタン塩には、その水溶性という性質を損なわな
い限り、モノ塩だけでなくジ、トリ、テトラ等の複塩か
含まれ、また無水物及び水和物が含まれる。また、アス
コルビン酸リン酸エステルは、アスコルビン酸の1以上
の水酸基がリン酸で置換されたリン酸エステルであり、
その例としてはアスコルビン酸−2−リン酸、アスコル
ビン酸−3−リン酸、アスコルビン酸−5−リン酸、ア
スコルビン酸−6−リン酸、アスコルビン酸−2−ビロ
リン酸、アスコルビン酸−3〜ピロリン酸、ビス(アス
コルビン酸−2,2°)リン酸、ビス(アスコルビン酸
−3,3°)リン酸などか挙げられる。これらのうち、
コストの点から、アスコルビン酸−2−リン酸又はアス
コルビン酸−3−リン酸か特に好ましい。The aluminum or titanium salts of ascorbic acid phosphate of the present invention include not only mono salts but also double salts such as di, tri, and tetra salts, as well as anhydrous and water-soluble salts. Contains Japanese products. Furthermore, ascorbic acid phosphate ester is a phosphate ester in which one or more hydroxyl groups of ascorbic acid are substituted with phosphoric acid,
Examples include ascorbic acid-2-phosphate, ascorbic acid-3-phosphate, ascorbic acid-5-phosphate, ascorbic acid-6-phosphate, ascorbic acid-2-birophosphate, and ascorbic acid-3-pyrophosphate. acid, bis(ascorbic acid-2,2°) phosphoric acid, bis(ascorbic acid-3,3°) phosphoric acid, etc. Of these,
From the viewpoint of cost, ascorbic acid-2-phosphoric acid or ascorbic acid-3-phosphoric acid is particularly preferred.
本発明のアスコルビン酸リン酸エステル金属塩は、例え
ばアスコルビン酸リン酸エステルのアルカリ金属塩、ア
ルカリ土類金属塩又は第四級の窒素原子を有するイオン
を対イオンとする塩と、水溶性アルミニウム塩又は水溶
性チタン塩(以下、「水溶性金属塩」という)とを、水
性媒体中で反応させることにより製造される。The ascorbic acid phosphate metal salt of the present invention includes, for example, an alkali metal salt, an alkaline earth metal salt, or a salt having an ion having a quaternary nitrogen atom as a counter ion, and a water-soluble aluminum salt of ascorbic acid phosphate. Alternatively, it is produced by reacting a water-soluble titanium salt (hereinafter referred to as "water-soluble metal salt") in an aqueous medium.
原料であるアスコルビン酸のリン酸エステル塩のうち、
アルカリ金属塩としてはナトリウム塩、カリウム塩等が
挙げられ、アルカリ土類金属塩としてはマグネシウム塩
、バリウム塩等が挙げられる。また、第四級の窒素原子
を有するイオンとは、N”H,もしくはN”R3H(こ
こで、Rはアルキル基、アルケニル基もしくはフェニル
基を示すか、又は2個のRが相互に結合してアルキレン
基を形成してもよい)で表わされるアンモニウムイオン
、N”R,(ここで、Rは上記と同し意味を示す)で表
わされる第四級アンモニウムイオン、又はピリジニウム
イオン等の芳香族性第四級窒素原子を有するイオン等か
挙げられる。水溶性金属塩としては、アルミニウム又は
チタンのハロゲン化物、硫酸塩などが挙げられる。水性
媒体としては、水又は水と水溶性有機溶媒の混合溶媒か
挙げられるか、水か好ましい。Of the phosphate ester salts of ascorbic acid, which are raw materials,
Examples of the alkali metal salts include sodium salts and potassium salts, and examples of the alkaline earth metal salts include magnesium salts and barium salts. In addition, an ion having a quaternary nitrogen atom refers to N"H or N"R3H (where R represents an alkyl group, alkenyl group, or phenyl group, or two R's bond to each other). ammonium ions represented by N''R, (where R has the same meaning as above), or aromatic groups such as pyridinium ions. Examples of water-soluble metal salts include aluminum or titanium halides and sulfates. Examples of the aqueous medium include water or a mixture of water and a water-soluble organic solvent. A solvent may be mentioned, and water is preferred.
反応は特に制限されないか、例えばアスコルビン酸リン
酸エステル塩水溶液に水溶性金属塩を加え、混合攪拌す
ることにより行なわれる。アスコルビン酸リン酸エステ
ル塩の濃度及び水溶性金属塩の使用量は特に限定されな
いか、アスコルビン酸リン酸エステル塩に対して等モル
以上の水溶性金属塩を用いるのか好ましい。反応温度は
、通常0〜50°C1好ましくは0〜30°Cである。The reaction is not particularly limited, and can be carried out, for example, by adding a water-soluble metal salt to an aqueous solution of ascorbic acid phosphate ester salt and stirring the mixture. The concentration of the ascorbic acid phosphate ester salt and the amount of the water-soluble metal salt to be used are not particularly limited, or it is preferable to use the water-soluble metal salt in an equimolar or more amount to the ascorbic acid phosphate ester salt. The reaction temperature is usually 0 to 50°C, preferably 0 to 30°C.
得られた本発明のアスコルビン酸リン酸エステル金属塩
は、反応混合物にアルコール又はその他の水に混和可能
な有機溶媒を加えて沈澱させることにより、又は凍結乾
燥なとの手段により単離することかできる。The obtained ascorbic acid phosphate metal salt of the present invention can be isolated by precipitation by adding alcohol or other water-miscible organic solvent to the reaction mixture, or by freeze-drying. can.
本発明のアスコルビン酸リン酸エステル金属塩は、水に
対する溶解性か良好であり、水溶液として、又は必要に
よりエタノール、イソプロピルアルコール、アセトン等
を含む溶液として使用することができ、更に、水を除去
した粉体としても使用することかできる。また、目的に
応じて、その他の成分と混合して使用することもてき、
種々の形態での使用が可能である。The ascorbic acid phosphate metal salt of the present invention has good solubility in water and can be used as an aqueous solution or as a solution containing ethanol, isopropyl alcohol, acetone, etc. if necessary. It can also be used as a powder. It can also be used in combination with other ingredients depending on the purpose.
It can be used in various forms.
[発明の効果]
本発明のアスコルビン酸リン酸エステル金属塩は、水と
混合すると均一な溶液が得られ、種々の形態での使用が
可能であり、しがも生体に対する安全性か高いため、飲
料等の食品、栄養薬、輸液等の医薬品、化粧料等の分野
において広く利用することかできる。[Effects of the Invention] The ascorbic acid phosphate metal salt of the present invention provides a uniform solution when mixed with water, can be used in various forms, and is highly safe for living organisms. It can be widely used in the fields of foods such as beverages, nutritional drugs, pharmaceuticals such as infusions, cosmetics, etc.
[実施例]
次に、実施例を挙げて本発明をさらに説明するが、本発
明はこれら実施例に限定されるものではない。[Examples] Next, the present invention will be further explained with reference to Examples, but the present invention is not limited to these Examples.
実施例1
アスコルビン酸−2−リン酸バリウム塩4水和物6.9
g (14,9mmol)を200m1のイオン交換水
に溶解し、50mflのイオン交換水に溶解した硫酸ア
ルミニウム塩無水物1.7g (5,0mmol)を加
え攪拌した。Example 1 Ascorbic acid-2-phosphate barium salt tetrahydrate 6.9
g (14.9 mmol) was dissolved in 200 ml of ion-exchanged water, and 1.7 g (5.0 mmol) of aluminum sulfate anhydride dissolved in 50 mfl of ion-exchanged water was added and stirred.
生じた硫酸バリウムの沈殿をろ過後、ろ液に250m1
ノエタノールを加え、アスコルビン酸−2−IJン酸ア
ルミニウム塩を沈殿させた。この沈殿をエタノールで洗
浄後、減圧乾燥し、高速液体クロマトグラフィー(HP
LC)で単一ピークのアスコルビン酸−2−リン酸アル
ミニウム塩40gを得た。粉体の分析値は、以下のとお
りてあった。After filtering the resulting barium sulfate precipitate, add 250ml to the filtrate.
Noethanol was added to precipitate ascorbic acid-2-IJ acid aluminum salt. This precipitate was washed with ethanol, dried under reduced pressure, and then subjected to high performance liquid chromatography (HP
LC) yielded 40 g of ascorbic acid-2-phosphate aluminum salt with a single peak. The analysis values of the powder were as follows.
分析値: (C6H,0sP)3Al□・4H2O元
素分析値(カッコ内は計算値):
P 10.3%(105%)
A158%(61%)。Analysis values: (C6H,0sP)3Al□4H2O Elemental analysis values (calculated values in parentheses): P 10.3% (105%) A158% (61%).
0248%(243%)
8 3.5%(33%)
実施例2
アスコルビン酸−3−リン酸バリウム塩4水和物7.0
g (15,1mmol)を200mQのイオン交換水
に溶解し、50m1のイオン交換水に溶解した硫酸アル
ミニウム塩無水物1.7g (5,0mmol)を加え
攪拌した。0248% (243%) 8 3.5% (33%) Example 2 Ascorbic acid-3-phosphate barium salt tetrahydrate 7.0
g (15.1 mmol) was dissolved in 200 mQ of ion-exchanged water, and 1.7 g (5.0 mmol) of aluminum sulfate anhydride dissolved in 50 ml of ion-exchanged water was added and stirred.
生じた硫酸バリウムの沈澱をろ過後、ろ液に250m1
のエタノールを加え、アスコルビン酸−3−リン酸アル
ミニウム塩を沈澱させた。この沈澱をエタノールで洗浄
後減圧乾燥し、HPLCで単一ピークのアスコルビン酸
−3−リン酸アルミニウム塩40gを得た。粉体の分析
値は、以下のとおりであった。After filtering the resulting barium sulfate precipitate, add 250ml to the filtrate.
of ethanol was added to precipitate ascorbic acid-3-phosphate aluminum salt. This precipitate was washed with ethanol and dried under reduced pressure to obtain 40 g of ascorbic acid-3-phosphate aluminum salt having a single peak by HPLC. The analysis values of the powder were as follows.
分析値: (C6H,O,P)3A12−4H2O元
素分析値(カッコ内は計算値)
2103%(105%)
A1 5.7%(61%)
0247%(243%)
H3,4%(33%)
実施例3
アスコルビン酸−2−リン酸2ナトリウム塩4水和物2
9.9g (80,4mmol)を300mHのイオン
交換水に溶解し、四塩化チタン7.6g (40,0m
mol)を加え攪拌した。副生じたNaCffを透析に
より除去後、500m1のエタノールを加え、アスコル
ビン酸−2−リン酸チタン塩を沈澱させた。この沈澱を
エタノールで洗浄後減圧乾燥し、HPLCで単一ピーク
のアスコルビン酸−2−リン酸チタン塩15.9gを得
た。粉体の分析値は、以下のとおりであった。Analysis value: (C6H,O,P)3A12-4H2O elemental analysis value (calculated value in parentheses) 2103% (105%) A1 5.7% (61%) 0247% (243%) H3,4% (33 %) Example 3 Ascorbic acid-2-phosphate disodium salt tetrahydrate 2
Dissolve 9.9g (80.4mmol) in 300mH ion-exchange water, and dissolve 7.6g (40.0mmol) of titanium tetrachloride.
mol) was added and stirred. After the by-produced NaCff was removed by dialysis, 500 ml of ethanol was added to precipitate ascorbic acid-2-phosphate titanium salt. This precipitate was washed with ethanol and dried under reduced pressure to obtain 15.9 g of ascorbic acid-2-phosphate titanium salt having a single peak by HPLC. The analysis values of the powder were as follows.
分析値: (csHto*p)2Ti・4+t2゜元
素分析値(カッコ内は計算値):
2103%(99%)
Ti 7.7%(76%)
0235%(229%)
H3,7%(35%)
Na O,3%(=)
CQ O,07%(−)
実施例1〜3で得られたアスコルビン酸リン酸エステル
金属塩の粉体は、いずれも水と混合すると均一な溶液を
与えるものであった。Analysis value: (csHto*p)2Ti・4+t2゜Elemental analysis value (calculated value in parentheses): 2103% (99%) Ti 7.7% (76%) 0235% (229%) H3,7% (35 %) Na O, 3% (=) CQ O, 07% (-) All of the ascorbic acid phosphate metal salt powders obtained in Examples 1 to 3 give a uniform solution when mixed with water. It was something.
以 上that's all
Claims (4)
、アルカリ土類金属塩又は第四級の窒素原子を有するイ
オンを対イオンとする塩と、水溶性アルミニウム塩とを
水性媒体中で反応させることを特徴とするアスコルビン
酸リン酸エステルアルミニウム塩の製造法。(3) Reacting an alkali metal salt, an alkaline earth metal salt, or a salt having a quaternary nitrogen atom-containing ion as a counterion with a water-soluble aluminum salt in an aqueous medium. Characteristic method for producing ascorbic acid phosphate ester aluminum salt.
、アルカリ土類金属塩又は第四級の窒素原子を有するイ
オンを対イオンとする塩と、水溶性チタン塩とを水性媒
体中で反応させることを特徴とするアスコルビン酸リン
酸エステルチタン塩の製造法。(4) Reacting an alkali metal salt, an alkaline earth metal salt, or a salt having a quaternary nitrogen atom-containing ion as a counter ion with a water-soluble titanium salt in an aqueous medium. Characteristic method for producing ascorbic acid phosphate titanium salt.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24056790A JP2772709B2 (en) | 1990-09-11 | 1990-09-11 | Ascorbic acid phosphate metal salt and method for producing the same |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP24056790A JP2772709B2 (en) | 1990-09-11 | 1990-09-11 | Ascorbic acid phosphate metal salt and method for producing the same |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH04120084A true JPH04120084A (en) | 1992-04-21 |
JP2772709B2 JP2772709B2 (en) | 1998-07-09 |
Family
ID=17061445
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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JP24056790A Expired - Fee Related JP2772709B2 (en) | 1990-09-11 | 1990-09-11 | Ascorbic acid phosphate metal salt and method for producing the same |
Country Status (1)
Country | Link |
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JP (1) | JP2772709B2 (en) |
-
1990
- 1990-09-11 JP JP24056790A patent/JP2772709B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
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JP2772709B2 (en) | 1998-07-09 |
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