JPS60116645A - Preparation of lanthanide carboxylate - Google Patents
Preparation of lanthanide carboxylateInfo
- Publication number
- JPS60116645A JPS60116645A JP22443183A JP22443183A JPS60116645A JP S60116645 A JPS60116645 A JP S60116645A JP 22443183 A JP22443183 A JP 22443183A JP 22443183 A JP22443183 A JP 22443183A JP S60116645 A JPS60116645 A JP S60116645A
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- acid
- water
- reaction
- lanthanide
- parts
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- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Description
【発明の詳細な説明】 （技術分野） 本発明は、カルボン酸２ンタニド塩の法に関する。[Detailed description of the invention] (Technical field) The present invention relates to a process for carboxylic acid 2 tanthanide salts.
（従来技術）
従来開発されてきたランタニド以外の金属のカルがン酸
塩の製造法としては、反応媒体として水を使用する方法
、及び有機溶媒中無水条件下で反応を行なう方法が知ら
れている。(Prior Art) Conventionally developed methods for producing carcinates of metals other than lanthanides include a method using water as a reaction medium and a method in which the reaction is carried out under anhydrous conditions in an organic solvent. There is.
しかしながら、カル町ン酸のランタニド塩を製造するに
際しては、水を使用する方法は生成するカルがン酸うン
タニド塩が少量水に溶解するため収率が著しく低下し、
また実質的に水分を含まない製品を得るためには乾燥を
充分に行なう必要があり、これらの点で工業的製造法と
して不利になる。However, when producing the lanthanide salt of carcinic acid, the method using water significantly reduces the yield because a small amount of the produced carnic acid lanthanide salt dissolves in water.
Further, in order to obtain a product substantially free of water, it is necessary to carry out sufficient drying, which is disadvantageous as an industrial production method.
また、有機溶媒中無水条件下で反応を行なう場合、目的
とする塩の生成が全く行なわれない場合もあシ、また同
一のカルボン酸を使用した場合においても再現性のある
合成が不可能であるといった不都合がある。Furthermore, when the reaction is carried out in an organic solvent under anhydrous conditions, the desired salt may not be produced at all, and reproducible synthesis may not be possible even when the same carboxylic acid is used. There are some inconveniences.
（発明の目的）
本発明の目的は、上述したような従来技術に鑑み、有用
なカルボン酸２ンタニド塩を工業的に効率よく製造する
方法を提供することにある。(Objective of the Invention) In view of the prior art as described above, an object of the present invention is to provide a method for industrially and efficiently producing a useful carboxylic acid 2 tanthanide salt.
（発明の構成）
本発明のカルボン酸ランタニド塩の製造法は、一般式（
１） ： Ｒ＋Ｃ００Ｈ）ｎ
（式中Ｒは水酸基で置換されていてもよい飽和又は不飽
和の脂肪族又は芳香族炭化水素基、ｎは１又は２である
。）
で表わされるカルボン酸の少なくとも１種と、ランタン
を含む２ンタニドの酸化物、水酸化物及び炭酸塩から選
ばれる少なくとも１種のランタニド化合物とを、有機溶
媒中水の存在下で反応させることからなる。(Structure of the Invention) The method for producing the carboxylic acid lanthanide salt of the present invention comprises the general formula (
1): at least one carboxylic acid represented by: R+C00H)n (wherein R is a saturated or unsaturated aliphatic or aromatic hydrocarbon group which may be substituted with a hydroxyl group, and n is 1 or 2) The method consists of reacting a species with at least one lanthanide compound selected from oxides, hydroxides, and carbonates of lanthanide-containing 2-tanthanides in the presence of water in an organic solvent.
本発明で使用する一般式（１）のカルぎン酸は、飽和又
は不飽和の脂肪族又は芳香族モノ又はジカルボン酸であ
り、これらのカルボン酸の１分子中少なくとも１個の水
酸基で置換されたヒドロキシカルボン酸をも包含する。The carginic acid of general formula (1) used in the present invention is a saturated or unsaturated aliphatic or aromatic mono- or dicarboxylic acid, and is substituted with at least one hydroxyl group in one molecule of these carboxylic acids. It also includes hydroxycarboxylic acids.
具体例として、酢酸、プロピオン酸、酪酸、イソ酪酸、
吉草酸、ヘプタン酸、オクタン酸、ノナン酸、デカン酸
、アクリル酸、メタクリル酸、クロｈン酸、オレイン酸
、ソルビン酸、β−ヒドロキシ酪酸等′の脂肪族モノカ
ルボン酸；イタコン酸、シ募つ酸、マロン酸、コハク酸
、アジピン酸、マレイン酸、フマル酸等の脂肪族ジカル
ボン酸；安息香酸、トルイル酸等の芳香族モノカルがン
酸；フタル酸等の芳香族ジカルボン酸などを挙げること
ができる。これらのカルボン酸は１種を使用しても２種
以上を併用してもよい。Specific examples include acetic acid, propionic acid, butyric acid, isobutyric acid,
Aliphatic monocarboxylic acids such as valeric acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, acrylic acid, methacrylic acid, chloric acid, oleic acid, sorbic acid, β-hydroxybutyric acid; itaconic acid, Examples include aliphatic dicarboxylic acids such as oxic acid, malonic acid, succinic acid, adipic acid, maleic acid, and fumaric acid; aromatic monocarboxylic acids such as benzoic acid and toluic acid; and aromatic dicarboxylic acids such as phthalic acid. I can do it. These carboxylic acids may be used alone or in combination of two or more.
本発明で使用するランタニド化合物としては、具体的に
は、Ｌａ、Ｃ＠、Ｐｒ、 Ｎｄ、 Ｓｍ、 Ｅｕ、 Ｇ
ｄ。Specifically, the lanthanide compounds used in the present invention include La, C@, Pr, Nd, Sm, Eu, G
d.
Ｔｂ、 Ｄｙ、 ＨＯＳＥｒ、 Ｔｍ、 Ｙｂｓ ’Ｌ
ｕの酸化物、水酸化物及び炭酸塩から選ばれる１種又は
２種以上を使用することができ、場合に−よってはラン
タニドを２種以上含有する複合酸化物を使用することも
できる。Tb, Dy, HOSEr, Tm, Ybs'L
One or more types selected from oxides, hydroxides, and carbonates of u can be used, and in some cases, a composite oxide containing two or more types of lanthanides can also be used.
本発明で使用するランタニド化合物としては、通常の粉
末状の固体が好ましく、粉末状であれば反応器に仕込む
のに好都合でアシ、また有機溶媒中によく攪拌分散され
易く、シかもカルボン酸との反応を均一化することがで
きる。The lanthanide compound used in the present invention is preferably an ordinary powdery solid; if it is powdery, it is convenient to charge it into a reactor, and it is easily stirred and dispersed in an organic solvent. reactions can be homogenized.
本発明で使用する一般式（１）で示されるカルボン酸の
総量とランクニド化合物の総量との割合は、ランタニド
化合物総量に対しカルボン酸総量が塩形成当量以上、好
ましくは塩形成商量の１〜１．２倍量の割合である。カ
ルボン酸総量が塩形成当量未満であると、未反応のラン
タニド化合物が生成するカルぎン酸うンタニＦ塩中に残
存して製品純度を落とすことになる。但し、有機溶媒と
してメチルメタクリレート、スチレン等の七ツマ−を使
用し、溶液をそのまま重合反応に供する場合には、ラン
タニド化合物総量に対しカルぎン酸総量を塩形成当量以
下とし、未反応ランタニド化合物を一過によって分離す
ることが好ましい。ｔた、一般式（１）のカルボン酸と
してアクリル酸、メタクリル酸等の重合能を有するカル
ボン酸を使用する場合には、ハイドロキノン、ノ１イド
ロキノンモノメチルエーテル等の重合防止剤を添加する
のが好ましく、これによって塩形成反応に何ら支障をき
たさない。The ratio between the total amount of carboxylic acids represented by the general formula (1) used in the present invention and the total amount of lanthanide compounds is such that the total amount of carboxylic acids is equal to or more than the salt forming equivalent to the total amount of lanthanide compounds, preferably 1 to 1 of the salt forming quotient. .2 times the amount. If the total amount of carboxylic acids is less than the salt-forming equivalent, unreacted lanthanide compounds will remain in the produced carginic acid utani F salt, reducing the purity of the product. However, when using a solvent such as methyl methacrylate or styrene as an organic solvent and directly subjecting the solution to the polymerization reaction, the total amount of carginic acid should be equal to or less than the salt forming equivalent with respect to the total amount of lanthanide compounds, and unreacted lanthanide compounds should be It is preferable to separate by passing. In addition, when using a carboxylic acid having polymerization ability such as acrylic acid or methacrylic acid as the carboxylic acid of general formula (1), it is recommended to add a polymerization inhibitor such as hydroquinone or hydroquinone monomethyl ether. Preferably, this does not cause any hindrance to the salt formation reaction.
本発明で使用する有機溶媒は、不活性でありかつ一般式
（１）のカルがン酸及びランタニド化合物と反応しない
ものであればよく、種類に特に制限はない。ｆｌＪｌ−
ｆ’、）ルエン、キシレン、ベンゼン、ヘキサン、ヘプ
タン、エーテル、テトラヒドロフラン、ジオキサン、四
塩化炭素、塩化メチレン、アセトン、メチルエチルクト
ン等の有機溶媒、ならびにメチルメタクリレート、メチ
ルアクリレート、スチレン等の液状モノマーを使用する
ことができる。これらの具体的有機溶媒は、カル♂ン酸
うンタニド塩を殆ど溶解しないため、生成した塩を濾過
などの物理的分離操作により容易に分離することが可能
であるという特徴を有する。ま喪、個々に特長を述べる
と、テトラヒドロフラン、アセトン等の水と相溶性のあ
る溶媒を使用すると、反応系に存在させる水の量を多く
する必要がある反面、反応によシ生成する水の影響が小
さくなり、反応の制御が簡便になる。トルエン、ヘキサ
ン、メチルメタクリレート等の水と相溶せずしかも水と
共沸する溶媒を使用すると、反応終了後に共沸によシ脱
水を行なうことができ、水のみを反応媒体として用いる
場合に比べて有利である。また、メチルメタクリレート
、メチルアクリレート、スチレン等の液状モノマーを溶
媒として使用すると、カルボン酸ランタニド塩を含む溶
液重合用原料としてそのまま利用できるため、原料調製
及び重合操作を含むポリマー製造の工程が短縮される。The organic solvent used in the present invention is not particularly limited as long as it is inert and does not react with the carboxylic acid and lanthanide compound of general formula (1). flJl-
f',) Organic solvents such as toluene, xylene, benzene, hexane, heptane, ether, tetrahydrofuran, dioxane, carbon tetrachloride, methylene chloride, acetone, methyl ethyl lactone, and liquid monomers such as methyl methacrylate, methyl acrylate, and styrene. can be used. These specific organic solvents have the characteristic that they hardly dissolve the carnic acid untanide salt, and thus the produced salt can be easily separated by a physical separation operation such as filtration. To describe individual features, when using solvents that are compatible with water, such as tetrahydrofuran and acetone, it is necessary to increase the amount of water present in the reaction system, but at the same time, the amount of water produced during the reaction increases. The influence becomes smaller and the reaction becomes easier to control. When using a solvent that is not compatible with water and is azeotropic with water, such as toluene, hexane, or methyl methacrylate, it is possible to perform azeotropic dehydration after the reaction, compared to when water alone is used as the reaction medium. It is advantageous. In addition, when liquid monomers such as methyl methacrylate, methyl acrylate, and styrene are used as solvents, they can be used as they are as raw materials for solution polymerization containing carboxylic acid lanthanide salts, thereby shortening the polymer production process including raw material preparation and polymerization operations. .
本発明で使用する有機溶媒の量は、ランタニド化合物を
反応系内に均一に分散させることができる量であればよ
く、特に、使用する一般式（］）のカカル２酸総量の２
〜１５倍量であることが、カルボン酸と局所的反応を誘
発することなく、しかも反応熱の除去も効率よく行なう
ことができ、かつ生成するカルボン酸ランタニド塩の分
散をよくし、未反応ランタニド化合物を包みこむ様な不
都合も起こさないため好ましい。The amount of organic solvent used in the present invention may be any amount as long as it can uniformly disperse the lanthanide compound in the reaction system.
~15 times the amount will not induce local reactions with the carboxylic acid, and will also allow efficient removal of reaction heat, improve dispersion of the produced carboxylic acid lanthanide salt, and eliminate unreacted lanthanide. This is preferable because it does not cause any inconvenience such as enveloping the compound.
本発明に関するカルボン酸ランタニド塩生成反応は、有
機溶媒中水の存在下で行々うことを特徴とするが、使用
する水の量は、反応原料であるカルぎン酸のｗｉ類によ
って異なり、カルボン酸の水との相溶性、酸性度と密接
な関係を有する。即ち、使用するカルがン酸の水との相
溶性が高く、酸性度が強い程、水ａ、は少なくてすむ。The carboxylic acid lanthanide salt production reaction according to the present invention is characterized by being carried out in the presence of water in an organic solvent, but the amount of water used varies depending on the wis of carginic acid, which is a reaction raw material, It has a close relationship with the compatibility of carboxylic acid with water and acidity. That is, the higher the compatibility of the carnic acid used with water and the stronger the acidity, the less water a is needed.
更に詳しく述べれば炭素数６以上の水と相溶しにくいカ
ルボン酸を用いる場合、カルボン酸１当量に対し１モル
以上の水を存在させるのが好ましく、炭素数５以下の水
と相溶し易いカルがン酸を用いる場合、カルボン酸１当
量に対し０．１モル以上の水を存在させるのが好ましい
。このうち、とくに炭素数３以下のカルボン酸を使用す
る場合、０．１モル未満の水の存在量では、反応後期に
反応により生成する水によって急激な反応が起こシ、反
応生成物が固化してしまう。したがって、脱水しながら
反応系内の水分量を一定に保ちながら反応を進行させる
ことにより、反応速度を制御することも可能であるが、
特別な装置及び煩雑な操作を必要とするため、上述の如
くカルぎン酸１当量に対して０１モル以上存在させてお
くのが好ましい。また、炭素数４以上のカルボン酸を使
用する場合は、特にカルボン酸１当量に対して０．１モ
ル未満の水存在量では塩生成反応が全く進行しないか、
あるいは反応速度が遅くなり、好ましくない。一方、水
と混和しに＜＜シか□も酸強度の大きなカルボン酸を使
用する場合、水分量が少なすぎると反応が起こらず、多
すぎると反応が急激に進行するため、カルボン酸１当量
に対して１〜８モルの水メ・が好ましい。More specifically, when using a carboxylic acid that is difficult to miscible with water having 6 or more carbon atoms, it is preferable to have 1 mol or more of water per equivalent of the carboxylic acid, and it is easily compatible with water having 5 or less carbon atoms. When carboxylic acid is used, it is preferred that 0.1 mol or more of water be present per equivalent of carboxylic acid. Among these, when using a carboxylic acid having 3 or less carbon atoms, if the amount of water is less than 0.1 mol, a rapid reaction will occur due to the water produced by the reaction in the latter stage of the reaction, and the reaction product will solidify. I end up. Therefore, it is possible to control the reaction rate by allowing the reaction to proceed while keeping the amount of water in the reaction system constant while dehydrating.
Since special equipment and complicated operations are required, it is preferable that it be present in an amount of 0.1 mole or more per equivalent of carginic acid as described above. In addition, when using a carboxylic acid having 4 or more carbon atoms, the salt formation reaction may not proceed at all, especially if the amount of water present is less than 0.1 mol per equivalent of the carboxylic acid.
Alternatively, the reaction rate becomes slow, which is not preferable. On the other hand, when using a carboxylic acid that is miscible with water and has a high acid strength, if the water content is too small, the reaction will not occur, and if it is too large, the reaction will proceed rapidly, so 1 equivalent of the carboxylic acid 1 to 8 mol of water is preferred.
この様々事情を勘案することによシ、本発明で使用する
水の量を広範囲に選択することができる。By taking these various circumstances into consideration, the amount of water used in the present invention can be selected from a wide range.
本発明に関するカルボン酸ランタニド塩生成反応の反応
温度は４０℃以上かつ使用する有機溶媒の沸点以下であ
ることが好ましい。反応温度が４０℃未満では、反応速
度が小さくなり、有機溶媒の沸点以上ではもち論溶媒の
損失により不経済となる。反応は常圧下、減圧下及び加
圧下の何れの圧力条件でも行なうことができるが、溶媒
種を選ぶことによって常圧下で行なうのが好ましい。The reaction temperature of the carboxylic acid lanthanide salt production reaction according to the present invention is preferably 40° C. or higher and lower than the boiling point of the organic solvent used. If the reaction temperature is less than 40°C, the reaction rate will be low, and if it is higher than the boiling point of the organic solvent, it will naturally become uneconomical due to loss of solvent. Although the reaction can be carried out under normal pressure, reduced pressure or increased pressure, it is preferable to carry out the reaction under normal pressure depending on the type of solvent selected.
（実施例）
以下、具体的実施例、比較例を示して本発明を更に詳し
く説明する。なお、実施例、比較例において、部は重量
部、チは重量％を示す。(Example) Hereinafter, the present invention will be explained in more detail by showing specific examples and comparative examples. In Examples and Comparative Examples, "part" means part by weight, and "chi" means percent by weight.
実施例１
酸化ネオジム１６８部をトルエン８６０部に懸濁し、攪
拌しながらイソ酪酸３１４部及び水７０部の混液を約１
０分間で滴下した後、６０℃で２時間反応を行なう。反
応はほぼ１時間で完了していた。得られるスラリーを東
洋Ｐ紙製ム２ｐ紙を使用して減圧済過し、沖取物を７０
℃、常圧で４時間乾燥してイソ酪酸ネオジムの粉末３８
５部を得た。純度は９９％であった。Example 1 168 parts of neodymium oxide was suspended in 860 parts of toluene, and while stirring, a mixture of 314 parts of isobutyric acid and 70 parts of water was added to about 1
After dropping for 0 minutes, the reaction was carried out at 60°C for 2 hours. The reaction was completed in approximately 1 hour. The resulting slurry was depressurized and filtered using Mu2p paper manufactured by Toyo P Paper Co., Ltd.
Dry at normal pressure for 4 hours to obtain neodymium isobutyrate powder.
Got 5 copies. Purity was 99%.
比較例１
酸化ネオジム１６８部をトルエン８６０部に懸濁し、減
圧下６０℃でデカンタ−を用いて水を共沸によシ除き、
引続き水を除去しながらイソ酪酸３１４部を約３０分か
けて滴下し、その後１０時間反応させた。この結果、塩
の生成反応は殆ど起こっておらず、戸数されたものは酸
化ネオジムだけであった。また、水も殆ど留出してこな
かった。Comparative Example 1 168 parts of neodymium oxide was suspended in 860 parts of toluene, water was azeotropically removed using a decanter at 60°C under reduced pressure,
While subsequently removing water, 314 parts of isobutyric acid was added dropwise over about 30 minutes, followed by a reaction for 10 hours. As a result, almost no salt production reaction took place, and only neodymium oxide was detected. In addition, almost no water was distilled out.
実施例２
イソ酪酸の代わシに酢酸を用い酢酸２１０部、及び水６
０部の混液を使用して実施例１に準じて反応を行なった
ところ、酢酸ネオジムの粉末３１１部が得られた。Example 2 Using acetic acid instead of isobutyric acid, 210 parts of acetic acid and 6 parts of water
When the reaction was carried out according to Example 1 using 0 parts of the mixed solution, 311 parts of neodymium acetate powder was obtained.
実施例３
アセトン７１０部にコど・り酸１９５部及び水１００部
を溶解し攪拌しながら酸化ネオツム１６８部を１０分間
で添加し約５５℃に加温して１０時間反応させた後、実
施例１に準じて後処理を行々ったところコハク酸ネオジ
ムの粉末３０２部が得られた。Example 3 195 parts of phosphoric acid and 100 parts of water were dissolved in 710 parts of acetone, and 168 parts of neotum oxide was added over 10 minutes while stirring, heated to about 55°C and reacted for 10 hours, and then carried out. Post-treatment was carried out according to Example 1, and 302 parts of neodymium succinate powder was obtained.
比較例２
水６００部の代りに水０．１部を使用して実施例２に準
じて反応を行なったところ、酢酸・水混液の滴下終了時
に急激に反応が起り、固化してしまった。Comparative Example 2 When a reaction was carried out according to Example 2 using 0.1 part of water instead of 600 parts of water, the reaction occurred rapidly at the end of dropping the acetic acid/water mixture, resulting in solidification.
比較例３
トルエンの代わりに水を使用し、実施例１に準じて反応
を行なったところイン酪酸ネオジムの粉末２１５部が得
られた。Comparative Example 3 A reaction was carried out according to Example 1 using water instead of toluene, and 215 parts of neodymium inbutyrate powder was obtained.
、実施例４
アセトン５１０部に安息香酸４１５部及び水３５０部を
溶解し攪拌しながら酸化ネオツム１６８部を１０分間で
添加し、約５５℃に加温して２時間反応させ実施例１に
準じて後処理を行なったところ、安息香酸ネオジムの粉
末４４７部が得られた。, Example 4 415 parts of benzoic acid and 350 parts of water were dissolved in 510 parts of acetone, 168 parts of neotum oxide was added over 10 minutes while stirring, and the mixture was heated to about 55°C and reacted for 2 hours according to Example 1. After post-treatment, 447 parts of neodymium benzoate powder was obtained.
比較例４
トルエン８６〇一部に安息香酸４１５部を６０℃で溶解
し攪拌しながら酸化ネオジム１６８部を１０分間で添加
し、６０℃で加温して１０時間反応させ、実施例１に準
じて後処理を行なったところ、得られた粉末は酸化ネオ
ジムと安息香酸の混合物であった。Comparative Example 4 415 parts of benzoic acid was dissolved in 860 parts of toluene at 60°C, 168 parts of neodymium oxide was added over 10 minutes with stirring, the mixture was heated at 60°C and reacted for 10 hours, and the solution was prepared according to Example 1. The resulting powder was a mixture of neodymium oxide and benzoic acid.
実施例５
酸化ネオジム１６８部をトルエン８６０部に懸濁し、攪
拌しながらメタクリル酸１４２部、酢酸９９部、水６０
部、ハイドロキノンモノメチルエーテル０５部の均一混
合物を約２０分間で滴下した後、６０℃で２時間反応さ
せた。得られたヌシリーを実施例１に準じて後処理を行
なって酢酸・メタクリル酸ネオジム複塩３５２部得た。Example 5 168 parts of neodymium oxide was suspended in 860 parts of toluene, and while stirring, 142 parts of methacrylic acid, 99 parts of acetic acid, and 60 parts of water were added.
A homogeneous mixture of 1 part and 0.5 parts of hydroquinone monomethyl ether was added dropwise over about 20 minutes, and the mixture was reacted at 60° C. for 2 hours. The obtained Nushily was post-treated according to Example 1 to obtain 352 parts of acetic acid/neodymium methacrylate double salt.
実施例６〜１６
実施例１と同様の方法により、下記の表に示す原料を用
いて各種ランタニド塩を合成した。その結果を表に示す
。Examples 6 to 16 Various lanthanide salts were synthesized in the same manner as in Example 1 using the raw materials shown in the table below. The results are shown in the table.
（発明の効果）
本発明の製造法はカル？ン酸とランクニド化合物との反
応を有機溶媒中水の存在下で行うので、カルがン酸のラ
ンタニド塩の収率が著しく向上し、例えば光学用樹脂の
助剤、イオン架橋剤等として有用なカルボン酸２ンタニ
ド塩の工業的製造法としてきわめて有利である。(Effect of the invention) The production method of the present invention is based on Cal? Since the reaction between carganic acid and a lanthanide compound is carried out in the presence of water in an organic solvent, the yield of carganic acid lanthanide salt is significantly improved, making it useful as an auxiliary agent for optical resins, an ionic crosslinking agent, etc. This method is extremely advantageous as an industrial method for producing carboxylic acid 2 tanthanide salts.
Claims (1)
和の脂肪族又は芳香族炭化水素基、ｎは１又は２である
。） で表わされるカルボン酸の少なくとも１種と、ランタン
を含むランタニドの酸化物、水酸化物及び炭酸塩から選
はれる少なくとも１種のラシタニｐ化合物とを、右横溶
媒中水の存在下で反応させることを特徴とするカルぎン
酸うンタニド塩の製造法。[Claims] General formula: R(-COOH) (In the formula, R is a saturated or unsaturated aliphatic or aromatic hydrocarbon group which may be substituted with a hydroxyl group, and n is 1 or 2.) At least one type of carboxylic acid represented by and at least one type of Lasitani p compound selected from oxides, hydroxides, and carbonates of lanthanides containing lanthanum are reacted in the presence of water in a horizontal solvent. A method for producing carginic acid untanide salt, characterized by:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22443183A JPS60116645A (en) | 1983-11-30 | 1983-11-30 | Preparation of lanthanide carboxylate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22443183A JPS60116645A (en) | 1983-11-30 | 1983-11-30 | Preparation of lanthanide carboxylate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS60116645A true JPS60116645A (en) | 1985-06-24 |
| JPH0410459B2 JPH0410459B2 (en) | 1992-02-25 |
Family
ID=16813663
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP22443183A Granted JPS60116645A (en) | 1983-11-30 | 1983-11-30 | Preparation of lanthanide carboxylate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS60116645A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0587106A2 (en) * | 1992-09-09 | 1994-03-16 | VECTORPHARMA INTERNATIONAL S.p.A. | Lipophilic salts containing neutron activable isotopes and compositions containing them |
| CN115466434A (en) * | 2021-06-11 | 2022-12-13 | 中国石油天然气股份有限公司 | Rare earth element separant modified nano white carbon black and preparation method thereof |
-
1983
- 1983-11-30 JP JP22443183A patent/JPS60116645A/en active Granted
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0587106A2 (en) * | 1992-09-09 | 1994-03-16 | VECTORPHARMA INTERNATIONAL S.p.A. | Lipophilic salts containing neutron activable isotopes and compositions containing them |
| EP0587106A3 (en) * | 1992-09-09 | 1994-05-25 | Vectorpharma Int | Lipophilic salts containing neutron activable isotopes and compositions containing them |
| CN115466434A (en) * | 2021-06-11 | 2022-12-13 | 中国石油天然气股份有限公司 | Rare earth element separant modified nano white carbon black and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0410459B2 (en) | 1992-02-25 |
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