JP2003211004A - Tangle preventing agent for ion exchange resin and anion exchange resin using the same - Google Patents
Tangle preventing agent for ion exchange resin and anion exchange resin using the sameInfo
- Publication number
- JP2003211004A JP2003211004A JP2002012594A JP2002012594A JP2003211004A JP 2003211004 A JP2003211004 A JP 2003211004A JP 2002012594 A JP2002012594 A JP 2002012594A JP 2002012594 A JP2002012594 A JP 2002012594A JP 2003211004 A JP2003211004 A JP 2003211004A
- Authority
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- Japan
- Prior art keywords
- exchange resin
- entanglement
- anion exchange
- ion exchange
- agent
- 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.)
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Abstract
Description
【０００１】[0001]
【発明の属する技術分野】本発明はイオン交換樹脂の絡
み防止剤およびそれを使用した陰イオン交換樹脂に関
し、さらに詳しくは、混床式純水装置などにおける陰イ
オン交換樹脂のクランピング防止性能を向上させるため
の絡み防止剤およびそれを使用した陰イオン交換樹脂に
関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an anti-entanglement agent for ion exchange resins and anion exchange resins using the same, and more specifically, to the anti-clamping performance of anion exchange resins in a mixed bed type deionizer. It relates to an anti-entanglement agent for improving and an anion exchange resin using the same.
【０００２】[0002]
【従来の技術】発電所などの高圧ボイラの復水の純度を
保ち、ボイラやタービンなどの腐食を防止するために、
イオン交換樹脂が使用されている。具体的には、陽イオ
ン交換樹脂と陰イオン交換樹脂とを混合したものを充填
した塔を備えた、混床式純水装置に適用されている。ま
た、半導体の洗浄装置にも、同様の混床式純水装置が使
用されることが多い。2. Description of the Related Art In order to maintain the purity of condensate of high pressure boilers such as power plants and prevent corrosion of boilers and turbines,
Ion exchange resin is used. Specifically, it is applied to a mixed bed type pure water device equipped with a column packed with a mixture of a cation exchange resin and an anion exchange resin. In addition, a similar mixed-bed type deionized water device is often used as a semiconductor cleaning device.
【０００３】この混床式純水装置においては、陽イオン
交換樹脂と陰イオン交換樹脂とが絡みついて塊状にな
る、いわゆる、クランピング現象が生じている。クラン
ピング現象が引き起こされると、イオン交換樹脂の逆洗
分離・再生が困難となってしまうという問題がある。そ
のため、陰イオン交換樹脂に絡み防止剤を付着させて、
両者の分離状態を良好に保つことが一般的に行われてい
る。In this mixed bed type deionized water device, a so-called clamping phenomenon occurs in which the cation exchange resin and the anion exchange resin are entangled to form a lump. If the clamping phenomenon is caused, there is a problem that backwash separation / regeneration of the ion exchange resin becomes difficult. Therefore, attach an anti-entanglement agent to the anion exchange resin,
It is generally practiced to maintain a good state of separation between the two.
【０００４】[0004]
【発明が解決しようとする課題】従来、この絡み防止剤
としては、陽イオン交換樹脂と同じ素材、例えば、ポリ
スチレンスルホン酸（以下、ＰＳＳＡと略す）が使用さ
れていた。しかしながら、最近になって、このＰＳＳＡ
よりなる絡み防止剤が陰イオン交換樹脂のイオン交換反
応速度を低下させ、とくにイオン負荷が高い場合に、高
純度の処理水が得られない場合があることが判明した。Conventionally, the same material as the cation exchange resin, for example, polystyrene sulfonic acid (hereinafter abbreviated as PSSA), has been used as the anti-entanglement agent. However, recently, this PSSA
It has been found that the entanglement preventing agent reduces the ion-exchange reaction rate of the anion-exchange resin, and that high-purity treated water may not be obtained, especially when the ion load is high.
【０００５】さらには、陽イオン交換樹脂を構成するＰ
ＳＳＡが分解して溶出したものも、陰イオン交換樹脂に
吸着させて除去することが必要である。しかしながら、
絡み防止剤として従来のＰＳＳＡを使用した場合は、陰
イオン交換樹脂における陽イオン交換樹脂から溶出する
ＰＳＳＡの除去能力も経時的に低下することも問題とな
っている。Further, P which constitutes the cation exchange resin
It is also necessary to remove the SSA decomposed and eluted by adsorbing it on an anion exchange resin. However,
When conventional PSSA is used as the anti-entanglement agent, there is also a problem that the ability to remove PSSA eluted from the cation exchange resin in the anion exchange resin also decreases with time.
【０００６】本発明は上述した従来の問題を解消するた
めになされたものであり、陰イオン交換樹脂のイオン交
換反応速度を低下させることなく、優れた絡み防止機能
を発揮し、しかも、陽イオン交換樹脂から溶出するＰＳ
ＳＡの除去能力を低下させることも防止しうるイオン交
換樹脂の絡み防止剤およびそれを使用した陰イオン交換
樹脂を提供することを目的とする。The present invention has been made in order to solve the above-mentioned conventional problems, and exerts an excellent entanglement preventing function without lowering the ion exchange reaction rate of an anion exchange resin, and furthermore, it is a cation. PS eluted from exchange resin
It is an object of the present invention to provide an anti-entanglement agent for an ion exchange resin, which can also prevent the ability to remove SA from decreasing, and an anion exchange resin using the same.
【０００７】[0007]
【課題を解決するための手段】図３に、絡み防止剤１と
して従来のＰＳＳＡを使用した陰イオン交換樹脂２の吸
着機構を模式的に示す。陰イオン交換樹脂２としてはポ
リスチレントリエチルアンモニウム塩よりなるものを使
用した。絡み防止剤１すなわちＰＳＳＡは多価の陰イオ
ンを有するため、陰イオン交換樹脂２の交換基に非常に
強固に結合する。具体的には、モノマー単位すべてにス
ルホン基を有するため、図３に示すように、陰イオン交
換樹脂２のイオン交換基すべてに付着する。[Means for Solving the Problems] FIG. 3 schematically shows an adsorption mechanism of an anion exchange resin 2 using a conventional PSSA as an anti-entanglement agent 1. As the anion exchange resin 2, one made of polystyrene triethylammonium salt was used. Since the anti-entanglement agent 1, that is, PSSA, has a polyvalent anion, it binds very strongly to the exchange group of the anion exchange resin 2. Specifically, since all the monomer units have sulfone groups, as shown in FIG. 3, they adhere to all ion exchange groups of the anion exchange resin 2.
【０００８】その結果、陰イオン交換樹脂２の表面の４
級アミンは、スルホン基と結合してしまい、ＯＨ基をも
つことができず、あたかもアミノスルホン酸塩の膜ａ1
（図中、斜線で示された領域）で陰イオン交換樹脂の表
面が覆われたかのような状態となることが推察される。
この仮想的な膜Ａ１のために、外部からの陰イオンを取
り込むことができず、陰イオン交換速度が低下してしま
い、さらには、陽イオン交換樹脂から溶出するＰＳＳＡ
の吸着能も低下する結果となると考えられる。As a result, the surface of the anion exchange resin 2 has a
Grade amines, will bind with the sulfone group can not have a OH group, though the amino acid salt film a 1
It is inferred that the surface of the anion-exchange resin is covered with (the shaded area in the figure).
Due to this virtual membrane A1, it is not possible to take in anions from the outside, the anion exchange rate decreases, and PSSA eluted from the cation exchange resin is further reduced.
It is considered that this also results in a decrease in the adsorption capacity for.
【０００９】このような考察に基づき、本発明者らは種
々検討を重ねた結果、絡み防止剤を構成するポリマー中
に占めるスルホン基を有するモノマーの割合を厳密に規
制し、陰イオン交換樹脂のイオン交換に寄与する交換部
分を十分に確保すればよいとの着想を得た。すなわち、
上記の目的を解決するために、本発明によれば、スルホ
ン基を有するモノマー単位を含む共重合直鎖状ポリマー
からなるイオン交換樹脂の絡み防止剤であって、前記共
重合直鎖状ポリマー全体に占める前記スルホン基を有す
るモノマー単位の割合が０.２〜２０モル％であるもの
が提供される。Based on these considerations, the present inventors have made various studies and as a result, strictly regulate the proportion of the monomer having a sulfonic group in the polymer constituting the entanglement-preventing agent, and The idea was to secure a sufficient exchange portion that contributes to ion exchange. That is,
In order to solve the above-mentioned object, according to the present invention, an anti-entanglement agent for an ion exchange resin comprising a copolymerized linear polymer containing a monomer unit having a sulfone group, wherein the copolymerized linear polymer as a whole is used. It is provided that the ratio of the monomer unit having the sulfone group in the above is 0.2 to 20 mol%.
【００１０】上記の構成において、前記スルホン基を有
するモノマー単位が、スルホン基を有する官能基と、炭
素−炭素二重結合を有する官能基からなり、これらの官
能基同士がアミド結合により結合したものであることが
好ましい。また、本発明によれば、上記のイオン交換樹
脂の絡み防止剤を表面に付着させてなる陰イオン交換樹
脂も提供される。In the above constitution, the monomer unit having a sulfone group is composed of a functional group having a sulfone group and a functional group having a carbon-carbon double bond, and these functional groups are bonded to each other by an amide bond. Is preferred. Further, according to the present invention, there is also provided an anion exchange resin obtained by adhering the above entanglement preventing agent for an ion exchange resin on the surface.
【００１１】[0011]
【発明の実施の形態】以下に本発明のイオン交換樹脂の
絡み防止剤およびそれを使用した陰イオン交換樹脂につ
いて詳述する。本発明のイオン交換樹脂の絡み防止剤
は、スルホン基を有するモノマー単位を含む直鎖状ポリ
マーからなるイオン交換樹脂の絡み防止剤であって、前
記スルホン基を有するモノマー単位の含有率が０.２〜
２０モル％である。BEST MODE FOR CARRYING OUT THE INVENTION The anti-entanglement agent for an ion exchange resin of the present invention and the anion exchange resin using the same will be described in detail below. The anti-entanglement agent for ion exchange resins of the present invention is an anti-entanglement agent for ion exchange resins composed of a linear polymer containing a monomer unit having a sulfone group, and the content of the monomer unit having the sulfone group is 0. 2 to
It is 20 mol%.
【００１２】具体的には、スルホン基を有するモノマー
とスルホン基を持たないモノマーとの共重合体であり、
スルホン基を有するモノマーの全体に占める割合が０.
２〜２０モル％である。この割合が０.２モル％未満で
ある場合には、絡み防止効果が小さいか、もしくは、発
揮されない。逆に２０モル％を超える場合には、強力に
絡み防止効果を発揮するが、イオン交換速度、特に硫酸
イオンのイオン交換速度を低下させるという問題が生じ
る。スルホン基を有するモノマーの好ましい割合は、
０.５〜１０モル％である。Specifically, it is a copolymer of a monomer having a sulfone group and a monomer having no sulfone group,
The ratio of the monomer having a sulfonic group to the total is 0.
It is 2 to 20 mol%. When this ratio is less than 0.2 mol%, the entanglement prevention effect is small or is not exhibited. On the other hand, if it exceeds 20 mol%, the effect of strongly preventing entanglement is exerted, but there is a problem that the ion exchange rate, particularly the ion exchange rate of sulfate ions, is reduced. The preferable ratio of the monomer having a sulfonic group is
It is 0.5 to 10 mol%.
【００１３】このスルホン基を有するモノマーとして
は、とくに限定されるものではないが、スルホン基を有
する官能基と炭素−炭素二重結合を有する官能基とがア
ミド結合あるいはエーテル結合しているもの、具体的に
は例えば、２−アクリルアミド−２−メチルプロパンス
ルホン酸、２−ヒドロキシ−３−アリロキシプロパンス
ルホン酸などが好適である。The monomer having a sulfone group is not particularly limited, but a monomer having a functional group having a sulfone group and a functional group having a carbon-carbon double bond is an amide bond or an ether bond, Specifically, for example, 2-acrylamido-2-methylpropanesulfonic acid, 2-hydroxy-3-allyloxypropanesulfonic acid and the like are suitable.
【００１４】また、上記のスルホン基を有するモノマー
と組み合わされる、スルホン基を持たないモノマーとし
ては、アクリル酸、アクリルアミド、ビニルアミンなど
が好適に使用される。本発明の絡み防止剤は上記のスル
ホン基含有モノマーと、スルホン基を持たないモノマー
との共重合体であるが、それらの共重合を行う際には、
上記のスルホン基含有モノマーの割合を厳密に制御する
ために、例えば、モノマーの濃度、重合開始剤の種類な
どの共重合反応条件を適切に選択することが必要であ
る。Acrylic acid, acrylamide, vinylamine and the like are preferably used as the monomer having no sulfone group in combination with the above-mentioned monomer having a sulfone group. The anti-entanglement agent of the present invention is a copolymer of the above-mentioned sulfone group-containing monomer and a monomer having no sulfone group, but when carrying out the copolymerization thereof,
In order to strictly control the ratio of the above-mentioned sulfone group-containing monomer, it is necessary to appropriately select the copolymerization reaction conditions such as the concentration of the monomer and the type of the polymerization initiator.
【００１５】さらに、この共重合直鎖状ポリマーからな
る絡み防止剤の分子量は、5,000以上であることが好ま
しい。この分子量が5,000未満である場合には、絡み防
止効果が低下する、あるいは、絡み防止効果の持続性が
低下するなどの可能性が生じる。そして、本発明の陰イ
オン交換樹脂は、上記の絡み防止剤を表面に付着してな
るものである。このときに採用される付着方法として
は、イオン交換樹脂を破砕することなく絡み防止剤を付
着しうる方法であればとくに限定されるものではない
が、陰イオン交換樹脂に水の存在下で絡み防止剤を付着
する方法が好適である。Further, the molecular weight of the entanglement-preventing agent comprising this copolymerized linear polymer is preferably 5,000 or more. When the molecular weight is less than 5,000, there is a possibility that the entanglement-preventing effect is reduced or the entanglement-preventing effect is less durable. The anion exchange resin of the present invention has the above-mentioned anti-entanglement agent adhered to the surface. The attachment method adopted at this time is not particularly limited as long as it is a method capable of attaching the entanglement preventing agent without crushing the ion exchange resin, but the entanglement resin is entangled in the presence of water. The method of attaching the inhibitor is preferred.
【００１６】具体的には、陰イオン交換樹脂に絡み防止
剤の水溶液を吹き付ける方法、絡み防止剤の水溶液に陰
イオン交換樹脂を混合することにより付着する方法、陰
イオン交換樹脂の水溶液に絡み防止剤を混合して付着す
る方法、あるいは、スラリー状の陰イオン交換樹脂をバ
ブリングなどで流動状態に保ち、そこへ絡み防止剤の水
溶液を注入して付着する方法などがあげられる。Specifically, a method of spraying an aqueous solution of the entanglement-preventing agent on the anion exchange resin, a method of adhering the aqueous solution of the entanglement-preventing agent by mixing the anion-exchange resin, and a method of preventing entanglement in the aqueous solution of the anion-exchange resin. Examples of the method include a method in which agents are mixed and attached, or a method in which a slurry-like anion exchange resin is kept in a fluid state by bubbling and the like, and an aqueous solution of an anti-entanglement agent is injected and attached.
【００１７】つづいて、このようにして得られた本発明
の絡み防止剤の陰イオン交換樹脂への吸着機構と、得ら
れた陰イオン交換樹脂のイオン交換機構について、図１
に基づいて説明する。図１は本発明の絡み防止剤および
陰イオン交換樹脂の機構を模式的に示したものである。
絡み防止剤１１はスルホン基を有するモノマー単位とし
て、２−アクリルアミド−２−メチルプロパンスルホン
酸を含む共重合体よりなるものを例示した。なお、図
中、スルホン基を持たないモノマー単位は省略してあ
る。Next, the adsorption mechanism of the thus obtained anti-entanglement agent of the present invention to the anion exchange resin and the ion exchange mechanism of the obtained anion exchange resin are shown in FIG.
It will be described based on. FIG. 1 schematically shows the mechanism of the anti-entanglement agent and the anion exchange resin of the present invention.
The anti-entanglement agent 11 is exemplified by one made of a copolymer containing 2-acrylamido-2-methylpropanesulfonic acid as a monomer unit having a sulfone group. In the figure, monomer units having no sulfone group are omitted.
【００１８】陰イオン交換樹脂１２は、ポリスチレント
リエチルアンモニウム塩よりなるものである。本発明の
絡み防止剤１１はスルホン基を有するモノマー単位の占
める割合を厳密に制御しており、図１からも明らかなよ
うに、スルホン基が間隔をおいて存在するため、陰イオ
ン交換樹脂１２の表面に、絡み防止剤１１と結合してい
ない４級アミン−ＯＨ結合ａ2（図中、点線で囲まれた
領域）が比較的多く存在する。したがって、この４級ア
ミン−ＯＨ結合ａ2の部位でイオン交換が行われ、その
結果イオン交換反応速度が長期にわたって低下しにくい
と推察できる。The anion exchange resin 12 is composed of polystyrene triethylammonium salt. The entanglement-preventing agent 11 of the present invention strictly controls the proportion of the monomer unit having a sulfone group, and as is apparent from FIG. 1, since the sulfone groups are present at intervals, the anion exchange resin 12 A relatively large amount of quaternary amine-OH bond a 2 (region surrounded by a dotted line in the figure) that is not bonded to the entanglement preventing agent 11 exists on the surface of the. Therefore, it can be inferred that ion exchange is performed at the site of the quaternary amine-OH bond a 2 , and as a result, the ion exchange reaction rate is unlikely to decrease for a long period of time.
【００１９】さらに、図２に示すように、上記の絡み防
止剤１１のモノマー単位は、アクリル酸部分１３とスル
ホン酸部分１４とがアミド結合ａ3（図中、点線で囲ま
れた領域）により結合しているため、イオン交換樹脂の
再生に通常使用される水酸化ナトリウムにより加水分解
されて、２−アミノ−２−プロパンスルホン酸部分とア
クリル酸塩部分とに徐々に分解する。２−アミノ−２−
プロパンスルホン酸は一価の酸性基であり、ＰＳＳＡに
比べると溶離しやすいという特徴がある。また、アクリ
ル酸は弱酸性の陰イオンなので溶離しやすい。Further, as shown in FIG. 2, the monomer unit of the above entanglement agent 11 has an amide bond a 3 (an area surrounded by a dotted line in the figure) between an acrylic acid portion 13 and a sulfonic acid portion 14. Since they are bonded, they are hydrolyzed by sodium hydroxide usually used for regeneration of the ion exchange resin, and gradually decomposed into a 2-amino-2-propanesulfonic acid moiety and an acrylate moiety. 2-amino-2-
Propanesulfonic acid is a monovalent acidic group and is characterized by being easier to elute than PSSA. In addition, acrylic acid is a weakly acidic anion, so it is easy to elute.
【００２０】このようなことから、本発明の絡み防止剤
１１は陰イオン交換樹脂１２から徐々に溶離し、その交
換部分Ｂに陽イオン交換樹脂から溶出するＰＳＳＡを吸
着することができるため、ＰＳＳＡの吸着能の低下が抑
制される。From the above, the anti-entanglement agent 11 of the present invention can be gradually eluted from the anion exchange resin 12 and PSSA eluted from the cation exchange resin can be adsorbed to the exchange portion B, and therefore PSSA can be adsorbed. The decrease in the adsorption ability of the is suppressed.
【００２１】[0021]
【実施例】陰イオン交換樹脂としてダイヤイオンＰＫ３
１２、陽イオン交換樹脂としてダイヤイオンＰＫ２２８
（いずれも三菱化学(株)製、商品名）を使用して、以下
に述べる実験を行った。
<実施例１〜５、比較例１〜４>新品の陰イオン交換樹脂
と水とを混合したものに、さらに表１に示した絡み防止
剤を陰イオン交換樹脂１Ｌに対して１ｍｍｏＬとなるよ
うに添加混合した（ただし、比較例４は絡み防止剤を使
用していない）。このようにして得られた陰イオン交換
樹脂に対して以下の試験を行った。[Example] Diaion PK3 as anion exchange resin
12. Diaion PK228 as cation exchange resin
The following experiments were conducted using (trade names, manufactured by Mitsubishi Chemical Co., Ltd.). <Examples 1 to 5, Comparative Examples 1 to 4> A new anion exchange resin and water were mixed, and the entanglement preventing agent shown in Table 1 was further added to 1 L of the anion exchange resin so that the amount was 1 mmoL. Was added and mixed (however, in Comparative Example 4, no entanglement-preventing agent was used). The following tests were performed on the anion exchange resin thus obtained.
【００２２】<比較例５>陰イオン交換樹脂と陽イオン交
換樹脂とを混合し、食塩水と接触させてＣｌ型、Ｎａ型
とすることにより絡みつきを軽減して陰イオン交換樹脂
を取り出した。これを再生して得られたイオン交換樹脂
について以下の試験を行った。
（１）通水試験
上記の各イオン交換樹脂に通水流量５０Ｌ／ｈｒ（流速
ＬＶ＝７０ｍ／ｈｒ）で通水したときの硫酸イオンのイ
オン交換速度係数（ＭＴＣ）値を測定し、結果を表１に
示した。Comparative Example 5 An anion exchange resin was taken out by mixing an anion exchange resin and a cation exchange resin and bringing them into contact with saline to make them Cl type and Na type to reduce entanglement. The following tests were conducted on the ion exchange resin obtained by regenerating the resin. (1) Water Flow Test The ion exchange rate coefficient (MTC) value of sulfate ion when water was passed through each of the above ion exchange resins at a water flow rate of 50 L / hr (flow rate LV = 70 m / hr), and the results were obtained. The results are shown in Table 1.
【００２３】（２）吸着試験
上記の各イオン交換樹脂に対し、水酸化ナトリウムによ
る再生処理を１０回繰り返し行った後で（ただし比較例
４は新品のまま）、陽イオン交換樹脂から溶出する分子
量6,000のＰＳＳＡの吸着量（ｍｇ／Ｌ−樹脂）を測定
して結果を表１に示した。(2) Adsorption test The above-mentioned ion-exchange resins were subjected to a regeneration treatment with sodium hydroxide 10 times (however, Comparative Example 4 was a new product), and then the molecular weight eluted from the cation-exchange resin. The adsorbed amount (mg / L-resin) of 6,000 PSSA was measured and the results are shown in Table 1.
【００２４】（３）絡み防止機能
上記の各イオン交換樹脂と陽イオン交換樹脂（新品）と
を混合した後、分離操作を行い、このときにクランピン
グ現象を引き起こして分離不能な樹脂の割合（体積％）
を調べ、結果を表１に示した。(3) Entanglement prevention function After mixing each of the above-mentioned ion exchange resins and cation exchange resin (new), a separation operation is performed, and at this time, a ratio of the resin which cannot be separated by causing a clamping phenomenon ( volume%)
Was examined and the results are shown in Table 1.
【００２５】[0025]
【表１】 [Table 1]
【００２６】表１の結果からも明らかなように、本発明
の絡み防止剤は、従来使用されていたＰＳＳＡとほぼ同
等の優れた絡み防止効果を有すると共に、この絡み防止
剤により処理された陰イオン交換樹脂は、イオン交換速
度の低下が小さく抑えられ、しかも、陽イオン交換樹脂
から溶出するＰＳＳＡの吸着量を低下させにくいことが
確認された。As is clear from the results shown in Table 1, the anti-entanglement agent of the present invention has an excellent anti-entanglement effect almost equal to that of PSSA which has been conventionally used, and the anti-entanglement agent treated with this anti-entanglement agent. It has been confirmed that the ion exchange resin can suppress the decrease in the ion exchange rate to a small extent, and can hardly reduce the adsorption amount of PSSA eluted from the cation exchange resin.
【００２７】また、絡み防止剤において、共重合直鎖状
ポリマーに占めるスルホン基を有するモノマーの割合が
０.２モル％未満の場合は（比較例２）、ＰＳＳＡ吸着
量が低く、また、表中の記載は省略したが１０回の水酸
化ナトリウムによる再生処理で絡み防止が困難となっ
た。逆にその割合が２０モル％を超えると（比較例
３）、イオン交換速度の低下が顕著となることが確認さ
れた。In the anti-entanglement agent, when the proportion of the monomer having a sulfone group in the copolymerized linear polymer is less than 0.2 mol% (Comparative Example 2), the PSSA adsorption amount is low, and Although the description inside is omitted, it was difficult to prevent the entanglement by the regeneration treatment with sodium hydroxide 10 times. On the contrary, it was confirmed that when the ratio exceeds 20 mol% (Comparative Example 3), the ion exchange rate is significantly reduced.
【００２８】さらに、絡み防止剤としてスルホン基を有
するモノマー中にアミド結合を有するもの（実施例２）
は、ＰＳＳＡ吸着量が多く、また、表中の記載は省略し
たが、繰り返し使用後のイオン交換速度の低下が少ない
点でより優れており、さらに、同じスルホン基を有する
モノマーで構成された絡み防止剤のうちでも、分子量が
5,000以上のもの（実施例３）は、絡み防止効果の点で
さらに優れていることが確認された。Further, as an anti-entanglement agent, one having an amide bond in a monomer having a sulfone group (Example 2)
Is more excellent in that the PSSA adsorption amount is large, and the description in the table is omitted, but the ion exchange rate after repeated use is small, and further, the entanglement composed of monomers having the same sulfone group Among the inhibitors, the molecular weight is
It was confirmed that those of 5,000 or more (Example 3) were more excellent in the effect of preventing entanglement.
【００２９】なお、絡み防止剤による処理を行わない場
合でも、陽イオン交換樹脂から溶出するＰＳＳＡによ
り、比較例４に比べて絡みつきは少なくなるが、しか
し、それを十分に防止することはできず、ＭＴＣ値、Ｐ
ＳＳＡ吸着量がともに低下することが確認された（比較
例５）。Even when the treatment with the anti-entanglement agent is not carried out, the PSSA eluted from the cation exchange resin reduces the entanglement as compared with Comparative Example 4, but it cannot be sufficiently prevented. , MTC value, P
It was confirmed that both the SSA adsorption amount decreased (Comparative Example 5).
【００３０】[0030]
【発明の効果】以上詳細に説明したように、本発明のイ
オン交換樹脂の絡み防止剤によれば、混床式のイオン交
換樹脂に適用した際に、樹脂同士のクランピングを有効
に防止しうると共に、陰イオン交換樹脂の交換速度を低
下させることなく、さらに、陽イオン交換樹脂から溶出
するＰＳＳＡの吸着量も低下させにくいため、その工業
的価値は極めて高い。As described in detail above, according to the entanglement preventive agent for an ion exchange resin of the present invention, when applied to a mixed bed type ion exchange resin, the resin is effectively prevented from being clamped. In addition, it does not reduce the exchange rate of the anion exchange resin and the adsorption amount of PSSA eluted from the cation exchange resin does not easily decrease, so that it has an extremely high industrial value.
【図１】本発明の絡み防止剤で処理された陰イオン樹脂
のイオン交換機能を概念的に示す模式図である。FIG. 1 is a schematic view conceptually showing the ion exchange function of an anion resin treated with the anti-entanglement agent of the present invention.
【図２】本発明の絡み防止剤のスルホン基を有するモノ
マーが加水分解された状態を示す模式図である。FIG. 2 is a schematic view showing a state in which a monomer having a sulfone group of the anti-entanglement agent of the present invention is hydrolyzed.
【図３】従来の絡み防止剤で処理された陰イオン樹脂の
イオン交換機能を概念的に示す模式図である。FIG. 3 is a schematic diagram conceptually showing the ion exchange function of an anion resin treated with a conventional anti-entanglement agent.
１ 従来の絡み防止剤（ＰＳＳＡ）
２，１２ 陰イオン交換樹脂
１１ 本発明の絡み防止剤（２−アクリルアミド
−２−メチルプロパンスルホン酸）1 Conventional anti-entanglement agent (PSSA) 2,12 Anion exchange resin 11 Anti-entanglement agent (2-acrylamido-2-methylpropanesulfonic acid) of the present invention
Claims (3)
共重合直鎖状ポリマーからなるイオン交換樹脂の絡み防
止剤であって、前記共重合直鎖状ポリマー全体に占める
前記スルホン基を有するモノマー単位の割合が０.２〜
２０モル％であることを特徴とするイオン交換樹脂の絡
み防止剤。1. An anti-entanglement agent for an ion exchange resin comprising a copolymerized linear polymer containing a monomer unit having a sulfone group, wherein the sulfonated monomer unit occupies the entire copolymerized linear polymer. Ratio is 0.2
20% by mole of an entanglement preventive agent for an ion exchange resin.
が、スルホン基を有する官能基と、炭素−炭素二重結合
を有する官能基からなり、これらの官能基同士がアミド
結合により結合したものである請求項１記載のイオン交
換樹脂の絡み防止剤。2. The monomer unit having a sulfone group comprises a functional group having a sulfone group and a functional group having a carbon-carbon double bond, and these functional groups are bound to each other by an amide bond. Item 2. An anti-entanglement agent for an ion exchange resin according to Item 1.
脂の絡み防止剤を表面に付着させてなる陰イオン交換樹
脂。3. An anion exchange resin obtained by adhering the anti-entanglement agent of the ion exchange resin according to claim 1 or 2 to the surface.
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|---|---|---|---|
| JP2002012594A JP3912495B2 (en) | 2002-01-22 | 2002-01-22 | Anti-entanglement agent for ion exchange resin and anion exchange resin using the same |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002012594A JP3912495B2 (en) | 2002-01-22 | 2002-01-22 | Anti-entanglement agent for ion exchange resin and anion exchange resin using the same |
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| Publication Number | Publication Date |
|---|---|
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| JP3912495B2 JP3912495B2 (en) | 2007-05-09 |
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ID=27649762
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012157864A (en) * | 2007-04-19 | 2012-08-23 | Kurita Water Ind Ltd | Method for producing anion exchange resin, anion exchange resin, mixed bed resin, and method for producing ultra-pure water for cleaning electronic component/material |
| US20120220674A1 (en) * | 2007-04-19 | 2012-08-30 | Mitsubishi Chemical Corporation | Method for manufacturing anion exchange resin, anion exchange resin, method for manufacturing cation exchange resin, cation exchange resin, mixed bed resin, and method for manufacturing ultrapure water for washing electronic component material |
-
2002
- 2002-01-22 JP JP2002012594A patent/JP3912495B2/en not_active Expired - Fee Related
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2012157864A (en) * | 2007-04-19 | 2012-08-23 | Kurita Water Ind Ltd | Method for producing anion exchange resin, anion exchange resin, mixed bed resin, and method for producing ultra-pure water for cleaning electronic component/material |
| US20120220674A1 (en) * | 2007-04-19 | 2012-08-30 | Mitsubishi Chemical Corporation | Method for manufacturing anion exchange resin, anion exchange resin, method for manufacturing cation exchange resin, cation exchange resin, mixed bed resin, and method for manufacturing ultrapure water for washing electronic component material |
| US8765825B2 (en) | 2007-04-19 | 2014-07-01 | Kurita Water Industries Ltd. | Method for manufacturing anion exchange resin, anion exchange resin, method for manufacturing cation exchange resin, cation exchange resin, mixed bed resin, and method for manufacturing ultrapure water for washing electronic component material |
| US8846773B2 (en) * | 2007-04-19 | 2014-09-30 | Kurita Water Industries Ltd. | Method for manufacturing anion exchange resin, anion exchange resin, method for manufacturing cation exchange resin, cation exchange resin, mixed bed resin, and method for manufacturing ultrapure water for washing electronic component material |
Also Published As
| Publication number | Publication date |
|---|---|
| JP3912495B2 (en) | 2007-05-09 |
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