JPH11279945A - Polyethylene material graft-polymerized with radiation - Google Patents
Polyethylene material graft-polymerized with radiationInfo
- Publication number
- JPH11279945A JPH11279945A JP10073790A JP7379098A JPH11279945A JP H11279945 A JPH11279945 A JP H11279945A JP 10073790 A JP10073790 A JP 10073790A JP 7379098 A JP7379098 A JP 7379098A JP H11279945 A JPH11279945 A JP H11279945A
- Authority
- JP
- Japan
- Prior art keywords
- woven
- polyethylene
- graft polymerization
- radiation
- base material
- 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
Abstract
Description
【0001】[0001]
【発明の属する技術分野】本発明は、ポリエチレン単繊
維から構成される織布又は不織布状の基材に、放射線グ
ラフト重合を用いて機能性官能基を導入したことを特徴
とするポリエチレン材料に関する。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polyethylene material obtained by introducing a functional group into a woven or non-woven base material composed of polyethylene single fiber by radiation graft polymerization.
【0002】[0002]
【従来の技術及び発明が解決しようとする課題】空気清
浄用ケミカルフィルターや純水製造用イオン交換フィル
ターなどのようなフィルター素材として、極めて広範囲
にわたるポリマー繊維が用いられている。また、このよ
うなフィルター素材として、織布又は不織布状のポリマ
ー基材に放射線グラフト重合法を用いて種々の機能性官
能基を導入したものが考えられている。この放射線グラ
フト重合法は、様々な形状の高分子化合物に各種の機能
を導入することができるので、特に分離機能性材料の製
造方法として、最近注目を浴びている。2. Description of the Related Art An extremely wide range of polymer fibers are used as filter materials such as chemical filters for air purification and ion exchange filters for pure water production. Further, as such a filter material, a material in which various functional groups are introduced into a woven or nonwoven polymer substrate by using a radiation graft polymerization method has been considered. Since the radiation graft polymerization method can introduce various functions into polymer compounds having various shapes, it has recently been receiving attention as a method for producing a separation functional material.
【0003】放射線グラフト重合用のポリマー基材とし
ては、ポリオレフィン系の高分子材料が好適であると考
えられているが、その中でも、特にポリエチレンが放射
線グラフト重合用の最適な素材であると考えられてい
る。これは、ポリエチレンが、他のポリオレフィン系の
材料と比較して、放射線を曝露した際に架橋しやすく且
つ崩壊しにくいためである。ポリエチレンを用いた放射
線グラフト重合用基材としては、フィルムや中空糸が良
く知られており、イオン交換膜、電池用隔膜、空気浄化
用材料、アフィニティ分離膜、水処理材料、脱臭剤など
として用いられている。例えば、放射線グラフト重合フ
ィルムを用いて電池用隔膜を製造することが、湯浅時
報,54,57−62(1983)「放射線前照射法に
よるグラフト膜について」に開示されている。更に、多
孔性中空糸膜のアフィニティ分離膜としての使用が特開
平2−119937号公報に、ポリマー成形体の水処理
材料としての使用が特開平5−111685号公報、特
開平5−111637号公報に、それぞれ開示されてい
る。[0003] As a polymer substrate for radiation graft polymerization, a polyolefin-based polymer material is considered to be suitable. Among them, polyethylene is considered to be the most suitable material for radiation graft polymerization. ing. This is because polyethylene is more likely to crosslink and is less likely to collapse when exposed to radiation, as compared to other polyolefin-based materials. Films and hollow fibers are well known as a substrate for radiation graft polymerization using polyethylene, and are used as ion exchange membranes, battery membranes, air purification materials, affinity separation membranes, water treatment materials, deodorants, etc. Have been. For example, production of a membrane for a battery using a radiation-grafted polymerized film is disclosed in Yuasa Tokiho, 54, 57-62 (1983), “Graft Film by Radiation Pre-Irradiation Method”. Further, use of a porous hollow fiber membrane as an affinity separation membrane is disclosed in JP-A-2-119937, and use of a polymer molded article as a water treatment material is disclosed in JP-A-5-111885 and JP-A-5-111637. Respectively.
【0004】一方、ポリオレフィンやポリエステルなど
のポリマー繊維から織布又は不織布を形成して、これを
フィルター素材として用いることが広く行われている
が、このような織布又は不織布といった繊維の集合体で
あるフィルター素材用の原材料としてポリエチレン単繊
維が用いられた実用例は、本発明者が知る限りではほと
んどない。これは、ポリエチレンの融点や耐薬品性など
の物理的・化学的特性が、他のポリオレフィン系材料の
代表例であるポリプロピレンなどと比較して劣っている
ために、ポリエチレン単繊維それ自体がフィルター素材
としてはあまり注目されなかったためである。更に、ポ
リエチレン単繊維で織布又は不織布を製造すると、その
物理的強度が十分ではなく、「へたり」が起こるため
に、フィルター素材としての強度や形状安定性が得られ
ないなどといった問題点があったためである。On the other hand, it is widely used to form a woven or nonwoven fabric from polymer fibers such as polyolefin or polyester and use it as a filter material. There are few practical examples in which polyethylene monofilament is used as a raw material for a certain filter material, as far as the present inventors know. This is because polyethylene single fiber itself is a filter material because the physical and chemical properties of polyethylene such as melting point and chemical resistance are inferior to polypropylene, which is a typical example of other polyolefin-based materials. Because it was not received much attention. Furthermore, when a woven or non-woven fabric is produced from polyethylene single fiber, its physical strength is not sufficient, and "set" occurs, so that the strength and shape stability as a filter material cannot be obtained. Because there was.
【0005】このような背景のもと、本発明者は、放射
線グラフト重合に対するポリエチレンの極めて優れた適
性に注目し、ポリエチレン単繊維から織布又は不織布を
構成し、これに放射線グラフト重合を用いて機能性官能
基を導入することにより、優れた性質を有する機能性材
料を提供することができることを見出し、本発明を完成
するに至った。[0005] Against this background, the present inventor has paid attention to the extremely excellent suitability of polyethylene for radiation graft polymerization, and constructed a woven or nonwoven fabric from polyethylene single fiber, using the radiation graft polymerization. It has been found that a functional material having excellent properties can be provided by introducing a functional functional group, and the present invention has been completed.
【0006】[0006]
【課題を解決するための手段】即ち、本発明は、ポリエ
チレン単繊維で構成される織布又は不織布状の基材に、
放射線グラフト重合を用いて機能性官能基を導入したこ
とを特徴とするポリエチレン材料に関する。That is, the present invention provides a woven or non-woven base material composed of polyethylene single fiber,
The present invention relates to a polyethylene material having a functional functional group introduced by using radiation graft polymerization.
【0007】本発明において使用するポリエチレン単繊
維の織布又は不織布としては、ポリエチレン単繊維を、
ニードルパンチ法を用いたり、スポット溶接などによっ
てエンボス加工を行って、繊維の集合体を分散させない
ようにしたものや、当該技術において公知の方法を用い
て織布又は不織布の形態に形成したものを用いることが
できる。As the woven or nonwoven fabric of polyethylene single fiber used in the present invention, polyethylene single fiber is used.
Using a needle punch method, embossing by spot welding or the like, so as not to disperse the aggregate of fibers, or those formed in the form of woven or non-woven fabric using a method known in the art Can be used.
【0008】織布又は不織布基材に放射線グラフト重合
を行う方法としては、予め基材に放射線を照射してラジ
カルを形成した後、重合性単量体(モノマー)を接触さ
せる前照射グラフト重合法と、基材をモノマーの存在下
で放射線照射する同時照射グラフト重合法とがあるが、
副生成物である単独重合物の生成量が少ないので、前照
射グラフト重合法が好ましい。また、重合方法として
は、以下のような方法を用いることができる。As a method of performing radiation graft polymerization on a woven or non-woven fabric substrate, a pre-irradiation graft polymerization method in which a substrate is previously irradiated with radiation to form radicals, and then a polymerizable monomer (monomer) is contacted. And, there is a simultaneous irradiation graft polymerization method of irradiating the substrate in the presence of the monomer,
The pre-irradiation graft polymerization method is preferred because the amount of the by-product homopolymer produced is small. The following method can be used as the polymerization method.
【0009】照射済基材をモノマー液に浸漬したままグ
ラフト重合する方法を液相グラフト重合といい、この場
合には反応温度20〜60℃、反応時間2〜10時間が
好適である。[0009] A method in which the irradiated substrate is graft-polymerized while immersed in the monomer liquid is referred to as liquid-phase graft polymerization.
【0010】照射済基材に所定量のモノマーを付与し
て、真空中又は不活性ガス中で反応させることによりグ
ラフト重合する方法を含浸グラフト重合といい、この場
合には反応温度20〜60℃、反応時間0.2〜8時間
が好適である。なお、この方法を用いると、グラフト重
合後の基材が乾燥状態で得られるので、基材の取扱いが
簡単で、廃液の発生量が少ないなどの利点が得られる。[0010] A method of applying a predetermined amount of monomer to the irradiated substrate and reacting it in a vacuum or an inert gas to carry out graft polymerization is called impregnated graft polymerization, in which case the reaction temperature is 20 to 60 ° C. The reaction time is preferably 0.2 to 8 hours. When this method is used, the substrate after the graft polymerization is obtained in a dry state, so that advantages such as easy handling of the substrate and generation of a small amount of waste liquid are obtained.
【0011】照射済基材とモノマー蒸気とを接触させる
方法を気相グラフト重合といい、比較的蒸気圧の高いモ
ノマーにしか適用できず、グラフトむらが発生しやすい
が、廃液発生量が少なく、グラフト重合後の基材が乾燥
状態で得られるといった利点がある。この場合には、反
応温度として20〜80℃、反応時間2〜10時間が好
適である。The method of contacting the irradiated substrate with the monomer vapor is called gas-phase graft polymerization, which can be applied only to a monomer having a relatively high vapor pressure, and is liable to cause graft unevenness. There is an advantage that the substrate after the graft polymerization can be obtained in a dry state. In this case, the reaction temperature is preferably 20 to 80 ° C., and the reaction time is preferably 2 to 10 hours.
【0012】本発明においては、上記のいずれの放射線
グラフト重合法も用いることができる。放射線グラフト
重合によってポリエチレン基材に導入する重合性単量体
としては、それ自体が種々の機能性官能基を有する重合
性単量体や、或いはそれをグラフトした後に更に2次反
応を行うことによって機能性官能基を導入することので
きる重合性単量体を用いることができる。In the present invention, any of the above-mentioned radiation graft polymerization methods can be used. As a polymerizable monomer to be introduced into a polyethylene substrate by radiation graft polymerization, a polymerizable monomer having various functional functional groups per se, or by further performing a secondary reaction after grafting the polymerizable monomer. A polymerizable monomer capable of introducing a functional functional group can be used.
【0013】例えば、本発明によってイオン交換フィル
ター素材を製造する場合、イオン交換基を有するモノマ
ーとして、アクリル酸、メタクリル酸、スチレンスルホ
ン酸ナトリウム、メタリルスルホン酸ナトリウム、アリ
ルスルホン酸ナトリウム、ビニルベンジルトリメチルア
ンモニウムクロライド、2−ヒドロキシエチルメタクリ
レート、ジメチルアクリルアミドなどを用いて放射線グ
ラフト重合を行うことにより、ポリエチレン基材に直接
機能性官能基を導入してイオン交換フィルター素材を得
ることができる。For example, when producing an ion-exchange filter material according to the present invention, monomers having an ion-exchange group include acrylic acid, methacrylic acid, sodium styrenesulfonate, sodium methallylsulfonate, sodium allylsulfonate, vinylbenzyltrimethyl. By performing radiation graft polymerization using ammonium chloride, 2-hydroxyethyl methacrylate, dimethylacrylamide, or the like, a functional functional group can be directly introduced into a polyethylene base material to obtain an ion-exchange filter material.
【0014】また、放射線グラフト重合の後に更に2次
反応を行ってイオン交換基を導入することのできるモノ
マーとしては、アクリロニトリル、アクロレイン、ビニ
ルピリジン、スチレン、クロロメチルスチレン、メタク
リル酸グリシジルなどが挙げられる。例えば、メタクリ
ル酸グリシジルを放射線グラフトによってポリエチレン
不織布に導入し、次に、亜硫酸ナトリウムなどのスルホ
ン化剤を反応させてスルホン基を導入したり、又はジエ
タノールアミンなどを用いてアミノ化すること等によ
り、イオン交換繊維を得ることができる。Further, as a monomer capable of introducing an ion exchange group by further performing a secondary reaction after the radiation graft polymerization, acrylonitrile, acrolein, vinylpyridine, styrene, chloromethylstyrene, glycidyl methacrylate and the like can be mentioned. . For example, glycidyl methacrylate is introduced into a polyethylene nonwoven fabric by radiation grafting, and then a sulfonating agent such as sodium sulfite is reacted to introduce a sulfone group, or by amination using diethanolamine, etc. Exchange fiber can be obtained.
【0015】上記においては、本発明の適用例として、
主としてイオン交換フィルター素材を得る方法を示した
が、本発明は、この他にもキレート基を有する重金属吸
着剤、触媒、アフィニティクロマトグラフィー用担体な
どにも適用することができる。In the above, as an application example of the present invention,
Although a method of mainly obtaining an ion exchange filter material has been described, the present invention can also be applied to a heavy metal adsorbent having a chelate group, a catalyst, a carrier for affinity chromatography, and the like.
【0016】[0016]
【発明の効果】本発明によれば、放射線グラフト重合に
対して極めて優れた適性を有するポリエチレンにより構
成された織布又は不織布基材を用い、放射線グラフト重
合によって機能性官能基を導入することにより、イオン
交換特性などの極めて優れた機能を有する材料を得るこ
とができる。According to the present invention, a functional group is introduced by radiation graft polymerization using a woven or nonwoven fabric substrate made of polyethylene having extremely excellent suitability for radiation graft polymerization. And a material having extremely excellent functions such as ion exchange properties.
【0017】以下、本発明を実施例により具体的に説明
するが、本発明はこれらに限定されるものではない。Hereinafter, the present invention will be described specifically with reference to Examples, but the present invention is not limited to these Examples.
【0018】[0018]
【実施例】実施例1 6d(デニール)のポリエチレン製繊維をエンボス加工
により不織布化して、目付60g/m2、厚さ0.4m
mの不織布を製造した。これに、窒素雰囲気下で、16
0kGyの電子線を照射した。処理された不織布をメタ
クリル酸グリシジルの20%メタノール溶液中に浸漬
し、40℃で5時間反応させて、メタクリル酸グリシジ
ルのグラフト率153%を得た。EXAMPLE 1 6d (denier) polyethylene fiber was formed into a non-woven fabric by embossing, and had a basis weight of 60 g / m 2 and a thickness of 0.4 m.
m were produced. To this, under a nitrogen atmosphere, 16
An electron beam of 0 kGy was irradiated. The treated nonwoven fabric was immersed in a 20% methanol solution of glycidyl methacrylate and reacted at 40 ° C. for 5 hours to obtain a graft ratio of glycidyl methacrylate of 153%.
【0019】このグラフト不織布を、亜硫酸ナトリウム
及びイソプロピルアルコールの混合水溶液中に浸漬し、
80℃で8時間反応させて、スルホン化を行った。The grafted nonwoven fabric is immersed in a mixed aqueous solution of sodium sulfite and isopropyl alcohol,
The reaction was carried out at 80 ° C. for 8 hours to perform sulfonation.
【0020】得られたイオン交換不織布の中性塩分解容
量を測定したところ、2.71meq/gであり、また
厚さが1mmに増加したが、不織布の形状を保ってお
り、強酸性カチオン交換フィルターとして塩基性ガスの
除去に使用可能であった。When the neutralized salt decomposition capacity of the obtained ion-exchange nonwoven fabric was measured, it was 2.71 meq / g and the thickness was increased to 1 mm. The filter could be used to remove basic gas.
【0021】また、この不織布をプリーツフィルターに
成形加工し、塩基性ガス除去用フィルターとして1.5
年間使用したが、交換容量や物理的強度の劣化は認めら
れなかった。The non-woven fabric is formed into a pleated filter, and the filter is used as a filter for removing basic gas.
After use for a year, no deterioration in the exchange capacity or physical strength was observed.
【0022】実施例2 実施例1と同様に、6dのポリエチレン不織布にメタク
リル酸グリシジル153%をグラフトしたグラフト不織
布材料を製造した。このグラフト不織布を、ジエタノー
ルアミンの30%水溶液中に浸漬し、70℃で3時間ア
ミノ化反応を行った。得られたイオン交換不織布のイオ
ン交換容量を測定したところ、2.92meq/gであ
り、また厚さが0.92mmに増加したが、不織布の形
状を保っており、弱塩基性アニオン交換フィルターとし
て酸性ガスの除去に使用可能であった。Example 2 In the same manner as in Example 1, a grafted nonwoven fabric material was produced by grafting 153% of glycidyl methacrylate on a 6d polyethylene nonwoven fabric. This grafted nonwoven fabric was immersed in a 30% aqueous solution of diethanolamine, and an amination reaction was performed at 70 ° C. for 3 hours. When the ion-exchange capacity of the obtained ion-exchange nonwoven fabric was measured, it was 2.92 meq / g, and the thickness increased to 0.92 mm, but the shape of the nonwoven fabric was maintained, and as a weakly basic anion exchange filter, It could be used to remove acid gas.
【0023】実施例3 実施例1で使用した不織布に同様の条件で放射線照射し
たものを、ビニルベンジルトリメチルアンモニウムクロ
ライド及び2−ヒドロキシエチルメタクリレートの混合
水溶液中に浸漬し、45℃で5時間反応させて、グラフ
ト率122%を得た。中性塩分解容量1.2meq/g
の強塩基性アニオン交換不織布が得られた。この不織布
は、酸性ガス用フィルターとして使用可能であった。Example 3 The nonwoven fabric used in Example 1 was irradiated with radiation under the same conditions, immersed in a mixed aqueous solution of vinylbenzyltrimethylammonium chloride and 2-hydroxyethyl methacrylate, and reacted at 45 ° C. for 5 hours. Thus, a graft ratio of 122% was obtained. Neutral salt decomposition capacity 1.2 meq / g
Was obtained. This nonwoven fabric could be used as a filter for acidic gas.
【0024】実施例4 実施例1で使用した不織布に同様の条件で放射線照射し
たものを、ビニルベンジルトリメチルアンモニウムクロ
ライド及びジメチルアクリルアミドの混合水溶液中に浸
漬した後、タオルで過剰のモノマーを拭い取り、モノマ
ー量が146%となるように調製した。この不織布をガ
ラスアンプルに入れ、45℃で5時間反応させて、グラ
フト率139%を得た。中性塩分解容量1.31meq
/gの強塩基性アニオン交換不織布が得られた。この不
織布は、アニオン交換フィルターとして十分に使用可能
であった。Example 4 The non-woven fabric used in Example 1 was irradiated with radiation under the same conditions as above, immersed in a mixed aqueous solution of vinylbenzyltrimethylammonium chloride and dimethylacrylamide, and excess monomer was wiped off with a towel. It was prepared so that the amount of the monomer was 146%. This nonwoven fabric was placed in a glass ampoule and reacted at 45 ° C. for 5 hours to obtain a graft ratio of 139%. Neutral salt decomposition capacity 1.31 meq
/ G of strongly basic anion-exchange nonwoven fabric was obtained. This nonwoven fabric was sufficiently usable as an anion exchange filter.
【0025】比較例1 6dのポリプロピレン製繊維を、実施例1と同様に不織
布化し、同様の条件で放射線照射し、同様にグラフト重
合及びスルホン化を行って、中性塩分解容量2.59m
eq/gの強酸性カチオン交換不織布を得た。Comparative Example 1 A 6d polypropylene fiber was formed into a nonwoven fabric in the same manner as in Example 1, irradiated with radiation under the same conditions, and subjected to graft polymerization and sulfonation in the same manner.
A strongly acidic cation exchange nonwoven fabric of eq / g was obtained.
【0026】この不織布をプリーツフィルターに成形加
工し、塩基性ガス除去用フィルターとして1.5年間使
用したところ、プリーツの山部及び谷部に多くの亀裂が
生じ、また着色や有機酸と思われる臭いが発生し、空気
浄化用フィルターとして使用するには問題があった。こ
れは、ポリプロピレンが放射線照射に対して崩壊性を示
し、即ち、放射線照射によって発生したラジカルが基材
中に残留し、これが空気中の酸素によって連鎖反応を起
こしてポリマー主鎖が徐々に分解するためであると考え
られる。When this nonwoven fabric was formed into a pleated filter and used as a filter for removing basic gas for 1.5 years, many cracks were formed in the peaks and valleys of the pleats, and it was considered that the pleats were colored or organic acids. Odor was generated, and there was a problem in using it as an air purification filter. This is because polypropylene shows degradability to radiation, that is, radicals generated by radiation remain in the substrate, which causes a chain reaction due to oxygen in the air and the polymer main chain is gradually decomposed. It is thought that it is.
───────────────────────────────────────────────────── フロントページの続き (51)Int.Cl.6 識別記号 FI B01J 47/12 B01J 47/12 E D03D 15/00 D03D 15/00 Z ──────────────────────────────────────────────────の Continued on the front page (51) Int.Cl. 6 Identification code FI B01J 47/12 B01J 47/12 E D03D 15/00 D03D 15/00 Z
Claims (8)
は不織布状の基材に、放射線グラフト重合を用いて機能
性官能基を導入したことを特徴とするポリエチレン材
料。1. A polyethylene material obtained by introducing a functional functional group into a woven or non-woven base material composed of polyethylene single fiber by radiation graft polymerization.
構成されるフィルター素材。2. A filter material comprising the polyethylene material according to claim 1.
項2に記載のフィルター素材。3. The filter material according to claim 2, wherein the functional functional group is an ion exchange group.
織布基材を形成し、この基材に、放射線グラフト重合を
用いて機能性官能基を導入することを特徴とする放射線
グラフトポリエチレン材料の製造方法。4. A method for producing a radiation-grafted polyethylene material, comprising forming a woven or non-woven fabric substrate using polyethylene single fiber, and introducing a functional functional group into the substrate using radiation graft polymerization. Method.
は不織布状の基材に、放射線グラフト重合によってメタ
クリル酸グリシジルが導入され、更に亜硫酸ナトリウム
及びイソプロピルアルコールの混合水溶液中でスルホン
化することによってイオン交換基が導入されている塩基
性ガス除去用カチオン交換フィルター素材。5. Glycidyl methacrylate is introduced by radiation graft polymerization into a woven or non-woven base material composed of polyethylene single fiber, and further ionized by sulfonation in a mixed aqueous solution of sodium sulfite and isopropyl alcohol. Cation exchange filter material for removing basic gas, into which exchange groups have been introduced.
は不織布状の基材に、放射線グラフト重合によってメタ
クリル酸グリシジルが導入され、更にジエタノールアミ
ンの水溶液中でアミノ化することによってイオン交換基
が導入されている酸性ガス除去用弱塩基性アニオン交換
フィルター素材。6. Glycidyl methacrylate is introduced into a woven or nonwoven base material composed of polyethylene single fiber by radiation graft polymerization, and ion-exchange groups are introduced by amination in an aqueous solution of diethanolamine. Weakly basic anion exchange filter material for acid gas removal.
は不織布状の基材に、放射線グラフト重合によって、ビ
ニルベンジルトリメチルアンモニウムクロライド及び2
−ヒドロキシエチルメタクリレートをグラフトすること
によってイオン交換基が導入されている酸性ガス除去用
強塩基性アニオン交換フィルター素材。7. A woven or non-woven substrate composed of polyethylene monofilament is irradiated with vinylbenzyltrimethylammonium chloride and
-A strongly basic anion exchange filter material for removing an acidic gas into which an ion exchange group has been introduced by grafting hydroxyethyl methacrylate.
は不織布状の基材に、放射線グラフト重合によって、ビ
ニルベンジルトリメチルアンモニウムクロライド及びジ
メチルアクリルアミドをグラフトすることによってイオ
ン交換基が導入されている強塩基性アニオン交換フィル
ター素材。8. A strong base having an ion-exchange group introduced by grafting vinylbenzyltrimethylammonium chloride and dimethylacrylamide onto a woven or nonwoven fabric substrate composed of polyethylene single fiber by radiation graft polymerization. Anion exchange filter material.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10073790A JPH11279945A (en) | 1998-03-23 | 1998-03-23 | Polyethylene material graft-polymerized with radiation |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP10073790A JPH11279945A (en) | 1998-03-23 | 1998-03-23 | Polyethylene material graft-polymerized with radiation |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH11279945A true JPH11279945A (en) | 1999-10-12 |
Family
ID=13528350
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP10073790A Pending JPH11279945A (en) | 1998-03-23 | 1998-03-23 | Polyethylene material graft-polymerized with radiation |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH11279945A (en) |
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JP2002332321A (en) * | 2001-05-08 | 2002-11-22 | Japan Atom Energy Res Inst | Method for subjecting fibrous substance to radiation graft polymerization treatment and its apparatus |
JP2002339187A (en) * | 2001-05-08 | 2002-11-27 | Kankyo Joka Kenkyusho:Kk | Product containing fibrous material graft-polymerized with radiation |
JP2009091707A (en) * | 2007-10-12 | 2009-04-30 | Japan Atomic Energy Agency | Method for producing graft-polymerized functional nonwoven fabric |
JP2009522404A (en) * | 2005-12-30 | 2009-06-11 | スリーエム イノベイティブ プロパティズ カンパニー | Functionalized substrate |
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-
1998
- 1998-03-23 JP JP10073790A patent/JPH11279945A/en active Pending
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JP2002332321A (en) * | 2001-05-08 | 2002-11-22 | Japan Atom Energy Res Inst | Method for subjecting fibrous substance to radiation graft polymerization treatment and its apparatus |
JP2002339187A (en) * | 2001-05-08 | 2002-11-27 | Kankyo Joka Kenkyusho:Kk | Product containing fibrous material graft-polymerized with radiation |
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JP2009522404A (en) * | 2005-12-30 | 2009-06-11 | スリーエム イノベイティブ プロパティズ カンパニー | Functionalized substrate |
JP2009091707A (en) * | 2007-10-12 | 2009-04-30 | Japan Atomic Energy Agency | Method for producing graft-polymerized functional nonwoven fabric |
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US11236125B2 (en) | 2014-12-08 | 2022-02-01 | Emd Millipore Corporation | Mixed bed ion exchange adsorber |
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