JPH01212355A - Analysis of anion hard to elute - Google Patents
Analysis of anion hard to eluteInfo
- Publication number
- JPH01212355A JPH01212355A JP63035495A JP3549588A JPH01212355A JP H01212355 A JPH01212355 A JP H01212355A JP 63035495 A JP63035495 A JP 63035495A JP 3549588 A JP3549588 A JP 3549588A JP H01212355 A JPH01212355 A JP H01212355A
- Authority
- JP
- Japan
- Prior art keywords
- ion
- resin
- hydroxyl group
- elute
- group
- 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
- 150000001450 anions Chemical class 0.000 title claims abstract description 18
- 238000004458 analytical method Methods 0.000 title description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims abstract description 16
- 239000011347 resin Substances 0.000 claims abstract description 14
- 229920005989 resin Polymers 0.000 claims abstract description 14
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 13
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000000463 material Substances 0.000 claims abstract description 9
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000004327 boric acid Substances 0.000 claims abstract description 8
- 125000001453 quaternary ammonium group Chemical group 0.000 claims abstract description 7
- 238000012856 packing Methods 0.000 claims abstract description 6
- QRIMLDXJAPZHJE-UHFFFAOYSA-N 2,3-dihydroxypropyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(O)CO QRIMLDXJAPZHJE-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000007788 liquid Substances 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 15
- 239000003957 anion exchange resin Substances 0.000 claims description 10
- 239000003480 eluent Substances 0.000 claims description 8
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 5
- 230000007935 neutral effect Effects 0.000 claims description 2
- 150000002500 ions Chemical class 0.000 abstract description 20
- 238000000926 separation method Methods 0.000 abstract description 11
- 238000005342 ion exchange Methods 0.000 abstract description 8
- 230000000694 effects Effects 0.000 abstract description 5
- 230000007717 exclusion Effects 0.000 abstract description 4
- 230000002209 hydrophobic effect Effects 0.000 abstract description 3
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 abstract description 2
- 238000005349 anion exchange Methods 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 229940063013 borate ion Drugs 0.000 abstract 1
- 125000005619 boric acid group Chemical group 0.000 abstract 1
- 238000010828 elution Methods 0.000 abstract 1
- 239000000523 sample Substances 0.000 description 11
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- 239000003960 organic solvent Substances 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 238000010586 diagram Methods 0.000 description 2
- 238000004255 ion exchange chromatography Methods 0.000 description 2
- 238000004811 liquid chromatography Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 235000017550 sodium carbonate Nutrition 0.000 description 2
- 239000012086 standard solution Substances 0.000 description 2
- NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
- HSRJKNPTNIJEKV-UHFFFAOYSA-N Guaifenesin Chemical compound COC1=CC=CC=C1OCC(O)CO HSRJKNPTNIJEKV-UHFFFAOYSA-N 0.000 description 1
- 229910004835 Na2B4O7 Inorganic materials 0.000 description 1
- 238000005341 cation exchange Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- UQGFMSUEHSUPRD-UHFFFAOYSA-N disodium;3,7-dioxido-2,4,6,8,9-pentaoxa-1,3,5,7-tetraborabicyclo[3.3.1]nonane Chemical compound [Na+].[Na+].O1B([O-])OB2OB([O-])OB1O2 UQGFMSUEHSUPRD-UHFFFAOYSA-N 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- 125000003827 glycol group Chemical group 0.000 description 1
- 239000003456 ion exchange resin Substances 0.000 description 1
- 229920003303 ion-exchange polymer Polymers 0.000 description 1
- 239000010808 liquid waste Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Landscapes
- Treatment Of Liquids With Adsorbents In General (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は、陰イオン交換樹脂を用いた高速液体クロマト
グラフィーによって被測定液中の難溶出性陰イオンを分
析する難溶出性陰イオンの分析方法に関する。 □
〈従来の技術〉
イオンクロマトグラフィーや液体クロマトグラフィーに
おける通常の手法を用いて、被測定液中の雌溶出性陰イ
オン（疎水性イオンや溶出の遅いイオン）を迅速に分析
することは一般に困難なこととされていた。即ち、イオ
ンクロマトグラフィーや液体クロマトグラフィーは、被
測定液を一定旦採取してのち溶離液でもって分離カラム
に搬送し、その後、該分離カラムからの溶出液をサプレ
ッサを介して導電率バックグランドを低下させたりして
のち検出器に導いて導電率を測定することにより、被測
定液中の陰イオンを測定するようになっているが、上記
難溶出性陰イオンは分離カラムから溶出し難いため、分
析時間が長くなるうえ測定成分のピーク形状もブロード
となって極めて信号処理が行い難い状態となることが多
かった。[Detailed Description of the Invention] <Industrial Application Field> The present invention relates to analysis of poorly eluted anions in a sample liquid by high performance liquid chromatography using an anion exchange resin. Regarding the method. □ <Conventional technology> It is generally difficult to quickly analyze female eluting anions (hydrophobic ions and slow-eluting ions) in the sample solution using conventional techniques in ion chromatography and liquid chromatography. It was considered a thing. In other words, in ion chromatography and liquid chromatography, a sample liquid is sampled once and then transported to a separation column with an eluent, and then the eluate from the separation column is passed through a suppressor to remove the conductivity background. The anions in the sample solution are measured by lowering the conductivity and then guiding it to a detector to measure the conductivity.However, the difficult-to-elute anions are difficult to elute from the separation column In many cases, the analysis time becomes long and the peak shape of the measured component becomes broad, making it extremely difficult to perform signal processing.
このため、現実には、高速液体クロマトグラフの移動相
たる溶離液のイオン強度を上げる方法や、上記陰イオン
交換樹脂のイオン交換容量を下げる方法や、陰イオン交
換樹脂の疎水性を下げる方法や、有機溶媒を添加する方
法などを駆使して上記錐溶出性陰イオンの分析が行なわ
れていた。For this reason, in reality, there are methods to increase the ionic strength of the eluent that is the mobile phase of high performance liquid chromatography, methods to lower the ion exchange capacity of the anion exchange resin, methods to lower the hydrophobicity of the anion exchange resin, and methods to reduce the hydrophobicity of the anion exchange resin. The above-mentioned cone-eluting anions have been analyzed using methods such as adding organic solvents.
〈発明が解決しようとする問題点〉
然しながら、上記溶漏？Ｔｆのイオン強度を上げる方法
の場合、所謂バックグランド除去装置たるサプレッサを
使用するとバンクグランドの除去（ないしは減少）を十
分に行うことが出来ずまた該サプレッサの寿命低下など
を招来するため、溶離液のイオン強度を余り上げること
ができないという欠点があった。また、陰イオン交換樹
脂のイオン交換容量を下げる方法の場合、イオン交換容
量を下げすぎると試料負荷量が減少して分解能が低下し
たり選択性が低下したりするという欠点があった。更に
、陰イオン交換樹脂の疎水性を下げる方法の場合、イオ
ン交換樹脂の親水化を行うことによりかなりの改善効果
が得られるが上記Ｂ溶出性陰イオンを早く溶出させるに
は限界があるという欠点があった。また、有機溶媒を添
加する方法の場合には、陰イオン交換樹脂の充填状態が
変化したりサプレッサの耐溶媒性等の為に有機溶媒添加
旦に限界があるという欠点があった。<Problems to be solved by the invention> However, the above-mentioned leakage? In the case of the method of increasing the ion strength of Tf, if a suppressor, which is a so-called background removal device, is used, bank ground cannot be removed (or reduced) sufficiently, and the life of the suppressor will be shortened. The disadvantage was that it was not possible to increase the ionic strength very much. Further, in the case of the method of lowering the ion exchange capacity of the anion exchange resin, there is a drawback that if the ion exchange capacity is lowered too much, the sample loading amount decreases, resulting in a decrease in resolution and selectivity. Furthermore, in the case of the method of lowering the hydrophobicity of the anion exchange resin, a considerable improvement effect can be obtained by making the ion exchange resin hydrophilic, but there is a drawback that there is a limit to how quickly the B-eluting anions can be eluted. was there. Furthermore, in the case of the method of adding an organic solvent, there is a drawback that there is a limit to the amount of organic solvent that can be added due to changes in the filling state of the anion exchange resin and the solvent resistance of the suppressor.
本発明は、かかる状況に鑑みてなされたものであり、そ
の目的は、陰イオン交換樹脂を用いた高速液体クロマト
グラフィーによって被測定液中の錐溶出性陰イオンを良
好なピークで迅速に分析する難溶出性陰イオンの分析方
法を提供することにある。The present invention was made in view of this situation, and its purpose is to quickly analyze cone-eluting anions in a sample liquid with good peaks by high-performance liquid chromatography using an anion exchange resin. The object of the present invention is to provide a method for analyzing poorly eluted anions.
く問題点を解決するための手段〉
上述のような問題点を解決する本発明の特徴は、難溶出
性陰イオンの分析方法において、グリコール型の水酸基
を有する親水性の樹脂を基材としその一級の水酸基に四
級アンモニウム基が導入されている樹脂をカラム充填剤
として使用すると共に、ホウ酸が添加された中性若しく
はアルカリ性の溶離液で前記被測定液を前記カラムに搬
送して前記Ｂ溶出性陰イオンをクロマトグラフィツクに
分離することにある。Means for Solving the Problems> A feature of the present invention that solves the above-mentioned problems is that it uses a hydrophilic resin having a glycol-type hydroxyl group as a base material in a method for analyzing difficult-to-elute anions. A resin in which a quaternary ammonium group has been introduced into a primary hydroxyl group is used as a column packing material, and the liquid to be measured is transported to the column using a neutral or alkaline eluent containing boric acid. The purpose is to chromatographically separate eluted anions.
〈実施例〉
以下、本発明について図を用いて詳細に説明する。第１
図は本発明実施例を説明するための高速液体クロマトグ
ラフ説明図である。この図において、移動相ポンプ２ａ
が駆動すると、移動相タンクｌａ内の移動相（例えば６
．６ｍＭＮａ２ Ｃ０３／ ２ 、４ ＪＦＩＭＮ ａ
Ｈｃｏ：＋ テなる溶離液）が、移動相ポンプ２ａ→ダ
ンパー３→圧カセンサー４→切換弁５の第１及び第２の
接続口５ａ、５ｂ→プレ力ラム６→分離カラム７→サプ
レッサ８の内室８ｂ→検出器９（例えば導電率検出器）
を経由し、廃液槽１ｃへと流れるようになっている。ま
た、除去液ポンプ２ｂが駆動すると、例えば３ＷＬｆ／
ｍｉｎ、の流量で、除去液タンクｌｂ内の除去液（例え
ば１５ｍＭＨｚ ３０４ ）が、除去液ポンプ２ｂ−サ
プレッサ８の外室８ｃ→除去液廃液槽１ｄへと流れ、上
記内室８ｂ内を流れる液体中の陽イオンと外室８ｃ内を
流れる除去液中の陽イオンが、陽イオン交換膜８ａを介
してイオン交換し、内室８ｂから流出する液体の導電率
バックグランドが低下するようになる。この状態で、例
えばシリンジを用いて一定量の試料を切換弁５の第４接
続口５ｄから注入すると、該試料は、切換弁５の第４及
び第３の接続口５ｄ、５ｃ→切換弁５の試料ループ（内
容積が例えば５０μｌ＞ ５ｇ→切換弁５の第６及び第
５の接続口５ｆ、５ｅを経て流れ、試料ルーフ”５ｇ内
を満たすようになる。<Example> Hereinafter, the present invention will be described in detail using the drawings. 1st
The figure is an explanatory diagram of a high performance liquid chromatograph for explaining an example of the present invention. In this figure, mobile phase pump 2a
When the mobile phase tank la is activated, the mobile phase (e.g. 6
．． 6mMNa2C03/2, 4JFIMNa
Hco: + eluent) is transferred from the mobile phase pump 2a to the damper 3 to the pressure sensor 4 to the first and second connection ports 5a and 5b of the switching valve 5 to the pre-force ram 6 to the separation column 7 to the suppressor 8. Inner chamber 8b → detector 9 (e.g. conductivity detector)
It is designed to flow to the waste liquid tank 1c via the . Moreover, when the removal liquid pump 2b is driven, for example, 3WLf/
At a flow rate of min, the removal liquid in the removal liquid tank lb (for example, 15mMHz 304) flows from the removal liquid pump 2b to the outer chamber 8c of the suppressor 8 to the removal liquid waste tank 1d, and the liquid flowing in the inner chamber 8b flows. The cations inside and the cations in the removal liquid flowing in the outer chamber 8c undergo ion exchange via the cation exchange membrane 8a, and the conductivity background of the liquid flowing out from the inner chamber 8b is reduced. In this state, when a certain amount of sample is injected from the fourth connection port 5d of the switching valve 5 using, for example, a syringe, the sample is transferred from the fourth and third connection ports 5d and 5c of the switching valve 5 to the switching valve 5. Sample loop (with an internal volume of, for example, 50 μl>5g) flows through the sixth and fifth connection ports 5f and 5e of the switching valve 5, and fills the inside of the sample roof "5g."
その後、切換弁５がオンにされると、その内部流路が第
１図の実線接続状態から破線接続状態に切換えられ、計
量管５ｇ内の試料が溶離液で搬送されて分離カラム７に
搬送され、ここでクロマトグラフィツクに分離され、そ
の後、サプレッサ８の内室８ｂを経て検出器９に至るよ
うになっている。Thereafter, when the switching valve 5 is turned on, its internal flow path is switched from the solid line connection state in FIG. There, it is chromatographically separated, and then passes through the interior chamber 8b of the suppressor 8 to the detector 9.
尚、ブレカラム６、分離カラム７、サプレッサ８゜およ
び検出器（例えば導電率検出器）９は、恒温槽１０内に
収納されて一定温度（例えば４５°Ｃ）に保たれると共
に、検出器９の出力信号が図示しない表示装置（例えば
記録計）に導かれるようになっている。The brake column 6, the separation column 7, the suppressor 8°, and the detector (e.g., conductivity detector) 9 are housed in a constant temperature bath 10 and kept at a constant temperature (e.g., 45°C). The output signal is led to a display device (for example, a recorder) not shown.
ところで、プレカラム６や分離カラム７の充填剤（樹脂
）は、グリコールを水酸基を持つ樹脂（たとえばグリセ
リルメタクリレート）を基材としその一級の水酸基に四
級アンモニウム基を導入したものである。この樹脂は親
水性を有するという特徴を有しているが、これは基材の
水酸基に起因するものである。この水酸基はイオン交換
基の導入に使用されるが、その一部はグリコール（ＧＩ
ｙｃｏ ＋ ）型として残っている。一方、プレカラ
ム６や分離カラム７に充填されている上述のような充填
剤（樹脂）にホウ酸が入っている溶離液が流れると、該
ホウ酸がグリコール（Ｇｌｙｃ。Incidentally, the packing material (resin) for the precolumn 6 and the separation column 7 is a resin having a glycol hydroxyl group (for example, glyceryl methacrylate) as a base material, and a quaternary ammonium group is introduced into the primary hydroxyl group. This resin has a characteristic of being hydrophilic, which is due to the hydroxyl groups in the base material. This hydroxyl group is used to introduce an ion exchange group, but some of it is glycol (GI
It remains as the yco + ) type. On the other hand, when an eluent containing boric acid flows through the above-mentioned packing material (resin) packed in the precolumn 6 or the separation column 7, the boric acid is converted into glycol (Glyc).
１）型の水酸基と錯イオンを形成して樹脂の表面にホウ
酸グリコール（Ｇｌ ｙｃｏ １−Ｂｏｒａｔｅ）のイ
オンを生成し、イオン排除効果を示すようになる。この
場合、四級アンモニウム基（陰イオン交換基）が同時に
存在すると、溶離液中へのホウ酸添加量をコントロール
することにより、イオン交換とイオン排除の分離モード
をコントロールすることができ究極的に疎水性の強いイ
オンや溶出の遅いイオンを早く溶出させることができる
ようになる。1) Forms a complex ion with the type hydroxyl group to generate glycol borate (Glyco 1-Borate) ions on the surface of the resin, exhibiting an ion exclusion effect. In this case, if a quaternary ammonium group (anion exchange group) is present at the same time, the separation mode of ion exchange and ion exclusion can be controlled by controlling the amount of boric acid added to the eluent. It becomes possible to quickly elute highly hydrophobic ions and ions that elute slowly.
このような構成からなる高速液体クロマトグラフにおい
て、６．６ｍＭのＮａ２ＣＯ３と２．４ｍＭのＮ ａ
ＨＣＯ、の混合液でなる移動相（即ち、ホウ酸を添加し
ない溶離液）を用い、３０ｐｐｍのＮＯ３−イオン、４
ｏｐｐｍの１−イオン、４０ｐｐｍの８２０コーイオン
、及び６０ｐｐｍのＳ ＣＮ−イオンを含む試料（以下
、「標準液」という）を上述のようにして分析したとこ
ろ、第２図に示すようなタロマドグラムが得られた。ま
た、６．６ｍＭのＮａ２ＣＯ３，２，４ｍＭのＮ ａ
ＨＣＯ３，及び０．５ｍＭのＮａ２Ｂ４Ｏ７の混合液で
なる移動相（即ち、ホウ酸を添加した溶離液）を用い上
記標準液を分析したところ、第３図に示すようなりロマ
トグラムが得られた。In a high performance liquid chromatograph with such a configuration, 6.6mM Na2CO3 and 2.4mM Na
Using a mobile phase consisting of a mixture of HCO, 30 ppm NO3- ions, 4
When a sample containing oppm 1- ions, 40 ppm 820 co-ions, and 60 ppm SCN- ions (hereinafter referred to as the "standard solution") was analyzed as described above, a talomadogram as shown in Figure 2 was obtained. It was done. Also, 6.6mM Na2CO3, 2,4mM Na
When the above standard solution was analyzed using a mobile phase consisting of a mixture of HCO3 and 0.5 mM Na2B4O7 (ie, an eluent containing boric acid), a chromatogram as shown in FIG. 3 was obtained.
第２図のクロマトグラムと第３図のクロマトグラムを比
較すれば明らかなように、ホウ酸を添加した溶離液を使
用して分析する方が短時間で難溶出性陰イオン（Ｉ−イ
オン、８２０３″″イオン、及びＳＣＮ″″イオン）を
分析できることが分かる。As is clear from the comparison of the chromatograms in Figure 2 and 3, it is easier to analyze difficult-to-elute anions (I- ions, 8203″″ ion and SCN″″ ion) can be analyzed.
また、前述の如くイオン排除モードが加わった為、いわ
ゆるイオン選択性が変化した。このため、第２図のタロ
マドグラムにおいては、■−イオン。In addition, as mentioned above, since the ion exclusion mode was added, the so-called ion selectivity changed. Therefore, in the taromadogram of Fig. 2, - ion.
５２０３−イオンの順に溶出するが、第３図のタロマド
グラムにおいては、■−イオン、 Ｓ２０３−イオン、
■−イオンの順に溶出する。従って、第２図のクロマト
グラムにおいては、殆ど分離されていないＩ−イオンと
８２０３″″イオンも、第３図のクロマトグラムにおい
ては分離が大きく改善されるという効果が得られている
。The 5203-ion elutes in this order, but in the taromadogram in Figure 3, the ■-ion, S203-ion,
■-Elute in the order of ions. Therefore, in the chromatogram of FIG. 2, even the I- ion and 8203'' ion, which are hardly separated, have the effect of greatly improved separation in the chromatogram of FIG. 3.
〈発明の効果〉
以上詳しく説明したような本発明によれば、陰イオン交
換樹脂を用いた高速液体クロマトグラフィーによって被
測定液中の難溶出性陰イオンを良好なピークで迅速に分
析するできるようになる。<Effects of the Invention> According to the present invention as described in detail above, difficult-to-elute anions in a sample liquid can be quickly analyzed with good peaks by high-performance liquid chromatography using an anion exchange resin. become.
第１図は本発明実施例を説明するための高速液体クロマ
トグラフ説明図、第２図及び第３図は高速液体クロマト
グラフを使用して試料を分析した結果を示すクロマトグ
ラムである。FIG. 1 is an explanatory diagram of a high-performance liquid chromatograph for explaining an embodiment of the present invention, and FIGS. 2 and 3 are chromatograms showing the results of analyzing a sample using the high-performance liquid chromatograph.
Claims (2)
フィーによって被測定液中の難溶出性陰イオンを分析す
る難溶出性陰イオンの分析方法において、グリコール型
の水酸基を有する親水性の樹脂を基材としその一級の水
酸基に四級アンモニウム基が導入されている樹脂をカラ
ム充填剤として使用すると共に、ホウ酸が添加された中
性若しくはアルカリ性の溶離液で前記被測定液を前記カ
ラムに搬送して前記難溶出性陰イオンをクロマトグラフ
イックに分離することを特徴とする微量陰イオンの分析
方法。(1) In a method for analyzing poorly eluted anions in a sample liquid by high performance liquid chromatography using an anion exchange resin, a hydrophilic resin having a glycol type hydroxyl group is used. A resin having a quaternary ammonium group introduced into its primary hydroxyl group is used as a column packing material, and the liquid to be measured is transported to the column using a neutral or alkaline eluent containing boric acid. A method for analyzing trace anions, comprising chromatographically separating the hardly eluted anions.
請求の範囲第（１）項記載の微量陰イオンの分析方法。(2) The method for analyzing trace anions according to claim (1), wherein the base material is glyceryl methacrylate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63035495A JPH01212355A (en) | 1988-02-19 | 1988-02-19 | Analysis of anion hard to elute |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP63035495A JPH01212355A (en) | 1988-02-19 | 1988-02-19 | Analysis of anion hard to elute |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH01212355A true JPH01212355A (en) | 1989-08-25 |
Family
ID=12443331
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP63035495A Pending JPH01212355A (en) | 1988-02-19 | 1988-02-19 | Analysis of anion hard to elute |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH01212355A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011053174A (en) * | 2009-09-04 | 2011-03-17 | Chube Univ | Analysis method of cations |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60235057A (en) * | 1984-05-08 | 1985-11-21 | Toyo Soda Mfg Co Ltd | Separative analysis of anion seed in metal ion-containing aqueous solution |
| JPS6279356A (en) * | 1985-10-02 | 1987-04-11 | Showa Denko Kk | Carrier for anion exchange chromatography and manufacture thereof |
| JPS62176547A (en) * | 1986-01-28 | 1987-08-03 | Mitsubishi Chem Ind Ltd | Surface functional type ion exchange resin |
-
1988
- 1988-02-19 JP JP63035495A patent/JPH01212355A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS60235057A (en) * | 1984-05-08 | 1985-11-21 | Toyo Soda Mfg Co Ltd | Separative analysis of anion seed in metal ion-containing aqueous solution |
| JPS6279356A (en) * | 1985-10-02 | 1987-04-11 | Showa Denko Kk | Carrier for anion exchange chromatography and manufacture thereof |
| JPS62176547A (en) * | 1986-01-28 | 1987-08-03 | Mitsubishi Chem Ind Ltd | Surface functional type ion exchange resin |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2011053174A (en) * | 2009-09-04 | 2011-03-17 | Chube Univ | Analysis method of cations |
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