JPS62213837A - Method for preparing aqueous dispersion of sulfur - Google Patents
Method for preparing aqueous dispersion of sulfurInfo
- Publication number
- JPS62213837A JPS62213837A JP61057018A JP5701886A JPS62213837A JP S62213837 A JPS62213837 A JP S62213837A JP 61057018 A JP61057018 A JP 61057018A JP 5701886 A JP5701886 A JP 5701886A JP S62213837 A JPS62213837 A JP S62213837A
- Authority
- JP
- Japan
- Prior art keywords
- group
- sulfur
- aqueous dispersion
- aqueous
- dispersion
- 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
Links
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title claims abstract description 32
- 229910052717 sulfur Inorganic materials 0.000 title claims abstract description 31
- 239000011593 sulfur Substances 0.000 title claims abstract description 31
- 239000006185 dispersion Substances 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title description 10
- 239000007864 aqueous solution Substances 0.000 claims abstract description 9
- 150000001412 amines Chemical class 0.000 claims abstract description 7
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract description 5
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 238000010298 pulverizing process Methods 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims 1
- 238000000227 grinding Methods 0.000 abstract description 4
- 239000004094 surface-active agent Substances 0.000 abstract description 4
- -1 instearyl group Chemical group 0.000 description 18
- 239000000203 mixture Substances 0.000 description 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000006071 cream Substances 0.000 description 2
- 125000000853 cresyl group Chemical group C1(=CC=C(C=C1)C)* 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- UTTVXKGNTWZECK-UHFFFAOYSA-N n,n-dimethyloctadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)[O-] UTTVXKGNTWZECK-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- 102000011782 Keratins Human genes 0.000 description 1
- 108010076876 Keratins Proteins 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- YSJGOMATDFSEED-UHFFFAOYSA-M behentrimonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCCCCCC[N+](C)(C)C YSJGOMATDFSEED-UHFFFAOYSA-M 0.000 description 1
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
Abstract
Description
【発明の詳細な説明】 〔産業上の利用分野〕 本発明は硫黄の水性分散液を製造する方法に関する。[Detailed description of the invention] [Industrial application field] The present invention relates to a method for producing an aqueous dispersion of sulfur.
硫黄には角質軟化作用、殺菌作用、殺虫作用等があり、
医薬品、化粧品等に使用されている。しかし、水に分散
させるのが極めて難しく、軟膏あるいはクリーム状の製
品にしか使用されていない。Sulfur has keratin softening, bactericidal, and insecticidal effects, etc.
Used in pharmaceuticals, cosmetics, etc. However, it is extremely difficult to disperse in water and is only used in ointments or creams.
硫黄の水溶液を得る方法として、不飽和脂肪酸、脂肪酸
アルカノールアミドおよびエチレンオキシドを親水部と
する非イオン性界面活性剤の王者を用いる方法（ｔ！＃
公昭４７−４０６２６号公報ンが開示されている。As a method for obtaining an aqueous solution of sulfur, there is a method using the king of nonionic surfactants whose hydrophilic moieties are unsaturated fatty acids, fatty acid alkanolamides, and ethylene oxide (t!#
Publication No. 47-40626 discloses this.
しかし、この方法では低濃度でしか溶解することができ
ない。また、軟膏やクリーム状の形態ではかなシの濃度
まで分散させることができるが製品形態が限定されると
いう問題があシ、様々な形態の製品に筺用できる硫黄の
水性分散液の開発が渇望されていた。However, this method can only dissolve at low concentrations. In addition, although it is possible to disperse sulfur to a slight concentration in the form of an ointment or cream, there is a problem that the product form is limited, and there is a need for the development of an aqueous dispersion of sulfur that can be used in various forms of products. It had been.
本発明者らはこれらの問題を解決するために鋭意検討し
た結果、特定の界面活性剤を含有する水溶液中で硫黄を
粉砕することによシ、高濃度かつ安定な硫黄の水性分散
液が得られることを見出し、本発明に到達した。As a result of intensive studies to solve these problems, the present inventors found that by grinding sulfur in an aqueous solution containing a specific surfactant, a highly concentrated and stable aqueous dispersion of sulfur was obtained. The present invention was achieved based on the discovery that
本発明は一般式（１）で示されるアミンオキシドを含有
する水溶液中で硫黄を粉砕することを特徴とする硫黄の
水性分散液の製造法である。The present invention is a method for producing an aqueous sulfur dispersion, which comprises pulverizing sulfur in an aqueous solution containing an amine oxide represented by the general formula (1).
Ｒ’０（ＣＨ２ＣＨ２０）ｎＣＨ２ＣＨ２Ｎ→Ｏ−・−
・−（１）著
こ＼でいう、炭素数６〜２４の炭化水素基としてハ、ヘ
キシル基、ヘプチル基、２−エチルヘキシ化基、オクチ
ル基、ノニル基、デシル基、ウンデシル基、ラウリル基
、トリデシル基、ミリスチル基、セチル基、イソセチル
基、ステアリル基、インステアリル基、オレイル基、オ
クチルドデシル基、ヘヘニル基、デシルテトラデシル基
、ベンジル基、クレジル基、ブチルフェニル基、ジブチ
ルフェニル基、オクチルフェニル基、ノニルフェニル基
、ドデシルフェニル基、ジオクチルフェニル基、ジノニ
ルフェニル基、スチレン化フェニル基等があり、炭素数
１〜２６の炭化水素基またはヒドロキシアルキル基とし
ては、メチル基、エチル基、アリル基、プロピル基、イ
ソプロピル基、ブチル基、イソブチル基、ターシャリブ
チル基、アミル基、イソアミル基、ヘキシル基、ヘプチ
ル基、２−エチルヘキシ化基、オクチル基、ノニル基、
デシル基、ウンデシル基、ラウリル基、トリデシル基、
ミリスチル基、セチル基、イソセチル基、ステアリル基
、インステアリル基、オレイル基、オクチルドデシル基
、ベヘニル基、デシルテトラデシル基、ベンジル基、ク
レジル基、ブチルフェニル基、ジブチルフェニル基、オ
クチルフェニル基、ノニルフェニル基、ドテシルフェニ
ル基、ジオクチルフェニル基、ジノニルフェニル基、ス
チレン化フェニル基、ヒドロキシエチル基、ヒドロキシ
プロピル基、ヒドロキシブチル基等があげられる。R'0(CH2CH20)nCH2CH2N→O-・-
・-(1) The hydrocarbon group having 6 to 24 carbon atoms as referred to herein is a hexyl group, a heptyl group, a 2-ethylhexylated group, an octyl group, a nonyl group, a decyl group, an undecyl group, a lauryl group, Tridecyl group, myristyl group, cetyl group, isocetyl group, stearyl group, instearyl group, oleyl group, octyldodecyl group, hehenyl group, decyltetradecyl group, benzyl group, cresyl group, butylphenyl group, dibutylphenyl group, octylphenyl group groups, nonylphenyl groups, dodecylphenyl groups, dioctylphenyl groups, dinonylphenyl groups, styrenated phenyl groups, etc. Hydrocarbon groups or hydroxyalkyl groups having 1 to 26 carbon atoms include methyl groups, ethyl groups, allyl groups, etc. group, propyl group, isopropyl group, butyl group, isobutyl group, tert-butyl group, amyl group, isoamyl group, hexyl group, heptyl group, 2-ethylhexylated group, octyl group, nonyl group,
Decyl group, undecyl group, lauryl group, tridecyl group,
myristyl group, cetyl group, isocetyl group, stearyl group, instearyl group, oleyl group, octyldodecyl group, behenyl group, decyltetradecyl group, benzyl group, cresyl group, butylphenyl group, dibutylphenyl group, octylphenyl group, nonyl Examples include phenyl group, dotecylphenyl group, dioctylphenyl group, dinonylphenyl group, styrenated phenyl group, hydroxyethyl group, hydroxypropyl group, hydroxybutyl group, and the like.
Ｒ１の炭素数が限定されるのはζ６未満では安定な水性
分散液が得られず、また２４を越えると凝固点が高くな
って低温で析出してしまい、安定な水性分散液が得られ
ないためである。ｎが２０以上に限定されるのは、２０
を越えると親水性が強すぎて、安定な水性分散液が得ら
れないためである。The number of carbon atoms in R1 is limited because if it is less than ζ6, a stable aqueous dispersion cannot be obtained, and if it exceeds 24, the freezing point becomes high and precipitation occurs at low temperatures, making it impossible to obtain a stable aqueous dispersion. It is. n is limited to 20 or more when 20
This is because if it exceeds 20%, the hydrophilicity becomes too strong and a stable aqueous dispersion cannot be obtained.
本発明は一般式（１）で示されるアミンオキシドを含有
する水溶液中で硫黄を粉砕することによって、安定な硫
黄の水性分散液を調造する方法であるが、その方法を詳
述する。一般式（１）で示されるアミンオキシドの０．
１〜５０重量％、好ましくは１〜１０重量％を含有する
水溶液に、水性分散液の総量に対して０．１〜５０重ｊ
１％、好ましくは５〜３０重量％の硫黄を加えて粉砕す
る方法である。粉砕の温度はとくに限定されないが、３
０〜７０℃が好ましい範囲である。また、粉砕する時に
は一般式（１）で示されるアミンオキシドが存在すれば
、他の化合物、例えばアミンオキシド以外の界面活性剤
、油分、保湿剤、香料、着色剤が存在してもさしつかえ
ない。The present invention is a method for preparing a stable aqueous sulfur dispersion by grinding sulfur in an aqueous solution containing an amine oxide represented by the general formula (1), and the method will be described in detail. 0.0 of the amine oxide represented by the general formula (1).
In an aqueous solution containing 1 to 50% by weight, preferably 1 to 10% by weight, 0.1 to 50% by weight, based on the total amount of the aqueous dispersion.
This is a method in which sulfur is added in an amount of 1%, preferably 5 to 30% by weight. The temperature of pulverization is not particularly limited, but
The preferred range is 0 to 70°C. Further, when pulverizing, as long as the amine oxide represented by the general formula (1) is present, other compounds such as surfactants, oils, humectants, fragrances, and colorants other than the amine oxide may be present.
本発明の方法で得られた硫黄の水性分散液は０〜５０℃
の範囲で長期間安定で、沈降したシ、分離上昇したりす
ることはなく、また高濃度の硫黄を含有することが可能
である。The aqueous dispersion of sulfur obtained by the method of the present invention is 0 to 50°C.
It is stable for a long period of time within the range of 100%, does not settle or separate, and can contain high concentrations of sulfur.
以下、実施例によシ説明する。 Examples will be explained below.
実施例１
表１に示した界面活性剤の水溶液９０２に硫黄１０？を
加え、５０℃でボールミルを用いて３０分間粉砕した。Example 1 Sulfur 10? was added to the surfactant aqueous solution 902 shown in Table 1 was added, and the mixture was ground for 30 minutes using a ball mill at 50°C.
粉砕した後、ボールを除去して硫黄の水性分散液を得た
。得られた水性分散液を４０ｆずつ２本のサンプルびん
に採υ、０℃および４０℃に１ケ月間静置して、外観の
変化を観察した。その結果を表１に示すが、本発明の方
法による硫黄の水性分散液は優れた安定性を有している
ことがわかる。After grinding, the balls were removed to obtain an aqueous dispersion of sulfur. The resulting aqueous dispersion was placed in two sample bottles of 40 f each and left at 0°C and 40°C for one month to observe changes in appearance. The results are shown in Table 1, and it can be seen that the aqueous sulfur dispersion prepared by the method of the present invention has excellent stability.
実施例２
下記の処方で硫黄の水性分散液を含有するヘアーリンス
剤を調製した。Example 2 A hair rinse containing an aqueous dispersion of sulfur was prepared with the following formulation.
ステアリルジメチルアミンオキシド ２５重量％ベ
ヘニルトリメチルアンモニウムクロ！ｊ）”
２−Ｏｙクエン酸 ０，１〃セ
タノール １．０〃ＨＯ（Ｃｚ
ＨａＯ）ｓｏｏ（ＣｓＨ６０）ｔｏ（ＣｚＨ４０）ｓｏ
ａＨＯ，４／１硫黄 ２
０ Ｎ精製水 ９２０
〃すなわち、硫黄以外の成分１９６Ｆを７０℃に加熱し
、均一になるまでかくはんした。均一になった混合物を
７０℃に予熱したボールミルに移し、４ｔの硫黄を加え
て１時間粉砕した。７０℃でボールを除去し、その温度
で容器に充てんして１９０ｔのヘアーリンス剤を得た。Stearyldimethylamine oxide 25% by weight behenyltrimethylammonium chloride! j)”
2-Oy citric acid 0,1〃cetanol 1.0〃HO(Cz
HaO) soo (CsH60) to (CzH40) so
aHO, 4/1 sulfur 2
0 N purified water 920
That is, components other than sulfur 196F were heated to 70°C and stirred until uniform. The homogeneous mixture was transferred to a ball mill preheated to 70°C, 4 tons of sulfur was added, and the mixture was ground for 1 hour. The balls were removed at 70° C. and filled into containers at that temperature to obtain 190 tons of hair rinse agent.
得られたヘアーリンス剤は均一であり、０℃と４０℃の
恒温槽に３ケ月間放置したが外観の変化は認められなか
った。The obtained hair rinse agent was uniform, and no change in appearance was observed even though it was left in a constant temperature bath at 0°C and 40°C for 3 months.
比較のため、前述の処方よりステアリルジメチルアミン
オキシドを除いた処方で、同様の操作を行なって得られ
たヘアーリンス剤は、０℃の恒温槽に放置したものは１
０日間で、また４０℃の恒温槽に放置したものは１日で
硫黄が沈降分離してしまった。For comparison, a hair rinse obtained by the same procedure except for stearyldimethylamine oxide from the above-mentioned formulation was left in a constant temperature bath at 0°C.
Sulfur precipitated and separated in 0 days, and in 1 day when left in a constant temperature bath at 40°C.
本発明の製造法による硫黄の水性分散液が優れた安定性
を有していることがわかる。It can be seen that the aqueous dispersion of sulfur produced by the production method of the present invention has excellent stability.
Claims (1)
水溶液中で硫黄を粉砕することを特徴とする硫黄の水性
分散液の製造法。 ▲数式、化学式、表等があります▼……（１） （ただし、Ｒ＾１は炭素数６〜２４の炭化水素基、Ｒ＾
２とＲ＾３は同一もしくは異なる炭素数１〜２６の炭化
水素基またはヒドロキシアルキル基、ｎは０〜２０であ
る。）[Claims] 1. A method for producing an aqueous dispersion of sulfur, which comprises pulverizing sulfur in an aqueous solution containing an amine oxide represented by the general formula (1). ▲There are mathematical formulas, chemical formulas, tables, etc.▼...(1) (However, R^1 is a hydrocarbon group with 6 to 24 carbon atoms, R^
2 and R^3 are the same or different hydrocarbon groups or hydroxyalkyl groups having 1 to 26 carbon atoms, and n is 0 to 20. )
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61057018A JPS62213837A (en) | 1986-03-17 | 1986-03-17 | Method for preparing aqueous dispersion of sulfur |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61057018A JPS62213837A (en) | 1986-03-17 | 1986-03-17 | Method for preparing aqueous dispersion of sulfur |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62213837A true JPS62213837A (en) | 1987-09-19 |
Family
ID=13043692
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61057018A Pending JPS62213837A (en) | 1986-03-17 | 1986-03-17 | Method for preparing aqueous dispersion of sulfur |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62213837A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8535422B2 (en) | 2009-01-26 | 2013-09-17 | St. Cloud Mining Company | Metal contaminant removal compositions and methods for making and using the same |
| JP2020196656A (en) * | 2019-06-05 | 2020-12-10 | 信越化学工業株式会社 | Method for producing rare earth carbonate fine particle and rare earth carbonate fine particle |
-
1986
- 1986-03-17 JP JP61057018A patent/JPS62213837A/en active Pending
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8535422B2 (en) | 2009-01-26 | 2013-09-17 | St. Cloud Mining Company | Metal contaminant removal compositions and methods for making and using the same |
| US8735319B2 (en) | 2009-01-26 | 2014-05-27 | St. Cloud Mining Company | Metal contaminant removal compositions and methods for making and using the same |
| JP2020196656A (en) * | 2019-06-05 | 2020-12-10 | 信越化学工業株式会社 | Method for producing rare earth carbonate fine particle and rare earth carbonate fine particle |
| WO2020246148A1 (en) * | 2019-06-05 | 2020-12-10 | 信越化学工業株式会社 | Method for manufacturing rare earth carbonate fine particles, and rare earth carbonate fine particles |
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