JPH09299463A - Deodorizer and its preparation - Google Patents
Deodorizer and its preparationInfo
- Publication number
- JPH09299463A JPH09299463A JP8123458A JP12345896A JPH09299463A JP H09299463 A JPH09299463 A JP H09299463A JP 8123458 A JP8123458 A JP 8123458A JP 12345896 A JP12345896 A JP 12345896A JP H09299463 A JPH09299463 A JP H09299463A
- Authority
- JP
- Japan
- Prior art keywords
- ethyleneimine
- poly
- base material
- aminoethyl
- deodorant
- 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.)
- Withdrawn
Links
Landscapes
- Disinfection, Sterilisation Or Deodorisation Of Air (AREA)
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は悪臭ガスを除去するに有
用な脱臭剤、及びかかる脱臭剤を製造するための新規な
方法に関する。FIELD OF THE INVENTION The present invention relates to deodorants useful in removing malodorous gases and a novel process for making such deodorants.
【０００２】[0002]
【従来の技術】悪臭を除去するための脱臭剤として、従
来から活性炭やイオン交換体などが用いられており、迅
速な脱臭効果を期待して、悪臭ガスとの接触表面積を大
きくした粉末状や繊維状の脱臭剤が提案されている。し
かし繊維状活性炭やイオン交換繊維等は特定の悪臭ガス
にのみ効果を示すもので、種々の悪臭ガスが混在してい
る場合でも効果を示すためには複数の脱臭剤を併用する
ことが必要であった。2. Description of the Related Art As a deodorizing agent for removing a bad odor, activated carbon, an ion exchanger, etc. have been conventionally used, and in the hope of a quick deodorizing effect, a powder or a powder having a large contact surface area with a bad smell gas Fibrous deodorants have been proposed. However, fibrous activated carbon, ion-exchange fiber, etc. are effective only for a specific malodorous gas, and it is necessary to use a plurality of deodorizing agents together in order to show the effect even when various malodorous gases are mixed. there were.
【０００３】複合した悪臭ガスに対しては、金属イオン
等を繊維内に練り込んで、悪臭物質を吸着させたり或い
は分解するなどの機能を付与した脱臭繊維が提案されて
いる。また、ポリアクリル酸、ポリエチレンイミン、ポ
リビニルアルコールなどの高分子物質を銅塩水溶液に浸
漬して得たキレート化物を消臭剤として用いる技術（特
開昭６３−２４５４６８）や、ポリアミンと金属からな
る錯体を有効成分とする消臭剤（特開平１−１１０３６
５）が知られている。For complex malodorous gas, there has been proposed a deodorant fiber having a function of adsorbing or decomposing malodorous substances by kneading metal ions or the like into the fiber. In addition, a technique of using a chelate obtained by immersing a polymer substance such as polyacrylic acid, polyethyleneimine, or polyvinyl alcohol in a copper salt aqueous solution as a deodorant (Japanese Patent Laid-Open No. 63-245468), or polyamine and metal Deodorant containing a complex as an active ingredient (JP-A-1-11036)
5) is known.
【０００４】そして一方では、ジエチレントリアミンの
第１級アミノ基に係るシッフ塩基型縮合物をクロロメチ
ル化ポリスチレンと反応させ、加水分解してペンダント
型の第１級アミノ基を含むキレート樹脂を得る方法（特
公昭６０−４２０５）が知られている。On the other hand, a method of reacting a Schiff base type condensate of a primary amino group of diethylenetriamine with chloromethylated polystyrene and hydrolyzing it to obtain a chelating resin containing a pendant type primary amino group ( Japanese Patent Publication No. 60-4205) is known.
【０００５】[0005]
【発明が解決しようとする課題】しかし、これらの消臭
剤は、いずれも一般にガスとの接触が十分でなく、反応
が遅かったり使用寿命が短い等の点で満足できるもので
はなかった。そしてまた、前記のペンダント型の第１級
アミノ基を含むキレート樹脂の製造方法を利用して、基
材の表面に金属を結合した消臭剤を得ようとすると、酸
処理やアルカリ処理が必要であって複雑な工程を経なけ
ればならない欠点があり、得られた消臭剤の形状を変え
ることができないので、使用形態を選択する自由度が少
ないという問題もあった。However, none of these deodorants is generally satisfactory in that they are not sufficiently in contact with gas, and the reaction is slow and the service life is short. Further, when an attempt is made to obtain a deodorant having a metal bonded to the surface of a substrate by using the above method for producing a chelating resin containing a pendant type primary amino group, acid treatment or alkali treatment is required. However, there is a drawback that it has to go through complicated steps, and since the shape of the obtained deodorant cannot be changed, there is also a problem that there is little freedom in selecting a usage form.
【０００６】そこで本発明は、悪臭ガスに対して高い脱
臭効果があり、かつ接触面積が広くて迅速に効果を示す
他、使用寿命が長く、且つ使用方法が限定されない脱臭
剤を提供しようとするものである。Therefore, the present invention intends to provide a deodorizing agent which has a high deodorizing effect against malodorous gas, has a large contact area, exhibits a rapid effect, and has a long service life and is not limited in its use method. It is a thing.
【０００７】[0007]
【課題を解決するための手段】本発明の脱臭剤は、ポリ
（Ｎ−アミノエチル−エチレンイミン）グラフト鎖を有
するポリオレフィン樹脂の金属キレート化体からなるこ
とを特徴とするものである。The deodorant of the present invention is characterized by comprising a metal chelate of a polyolefin resin having a poly (N-aminoethyl-ethyleneimine) graft chain.
【０００８】更にかかる本発明の脱臭剤は、ポリオレフ
ィン樹脂からなる基材に電離性放射線を照射し、次いで
アミノ基との反応活性を有する不飽和単量体を接触させ
て該単量体が表面にグラフトした基材を得、更に該基材
にポリ（Ｎ−アミノエチル−エチレンイミン）化合物を
接触させて表面にポリ（Ｎ−アミノエチル−エチレンイ
ミン）グラフト鎖を有するグラフト基材を得、その後接
触脱臭作用を有する金属イオンをキレート結合させるこ
とによって製造することができる。Further, the deodorant of the present invention is prepared by irradiating a base material made of a polyolefin resin with ionizing radiation, and then contacting an unsaturated monomer having a reactive activity with an amino group to bring the monomer into the surface. To obtain a graft substrate having a poly (N-aminoethyl-ethyleneimine) graft chain on its surface by contacting the substrate with a poly (N-aminoethyl-ethyleneimine) compound. Then, it can be produced by chelating a metal ion having a catalytic deodorizing effect.
【０００９】[0009]
【発明の実施の形態】本発明の脱臭剤の基材となるポリ
オレフィン樹脂は、オレフィン又はハロゲン化オレフィ
ンの単独又は共重合体であり、例えばポリエチレン、ポ
リプロピレン、ポリブテン、ポリテトラフルオロエチレ
ン、エチレンプロピレン共重合体、エチレンブテン共重
合体、エチレンヘキセン共重合体、エチレン・テトラフ
ルオロエチレン共重合体、テトラフルオロエチレン・ビ
ニリデンフルオリド共重合体、エチレンビニルクロリド
共重合体などが挙げることができる。BEST MODE FOR CARRYING OUT THE INVENTION The polyolefin resin as the base material of the deodorant of the present invention is a homopolymer or copolymer of olefins or halogenated olefins, and examples thereof include polyethylene, polypropylene, polybutene, polytetrafluoroethylene, ethylene propylene copolymer. Examples thereof include polymers, ethylene butene copolymers, ethylene hexene copolymers, ethylene / tetrafluoroethylene copolymers, tetrafluoroethylene / vinylidene fluoride copolymers, and ethylene vinyl chloride copolymers.
【００１０】かかるポリオレフィン樹脂は繊維状やシー
ト状などに加工成形されたものが好ましく、例えば溶融
紡糸や押し出し加工した繊維やシートであってよく、更
には延伸するなどして配向させたフィルム状のシートを
繊維状に分割したものなどであってもよい。このように
繊維状などに加工されたポリオレフィン樹脂は、綿状又
は糸状であってもよいが更に不織布や織布或いは編布な
どのシート状に加工されたものも好適に使用することが
できる。Such a polyolefin resin is preferably one that has been processed and formed into a fiber or sheet, and may be, for example, a fiber or sheet that has been melt-spun or extruded, and a film that has been oriented by stretching. The sheet may be divided into fibers and the like. The polyolefin resin thus processed into a fibrous shape may be in a cotton shape or a thread shape, but a non-woven fabric, a woven cloth, a knitted cloth or the like processed into a sheet shape can also be preferably used.
【００１１】このようなポリオレフィン樹脂基材に対し
て、ポリ（Ｎ−アミノエチル−エチレンイミン）グラフ
ト鎖を生成させるには、まず基材に対して電離性放射線
を照射することによってグラフト反応の活性点を形成
し、次いでアミノ基との反応活性を有する不飽和単量体
をグラフト結合させる方法をとる。ここで基材に活性点
を形成するための電離性放射線としては、α線、β線、
γ線、電子線、ｘ線、紫外線などを用いることができ、
中でもγ線や電子線が好適に使用できる。To form a poly (N-aminoethyl-ethyleneimine) graft chain on such a polyolefin resin substrate, first, the substrate is irradiated with ionizing radiation to activate the graft reaction. A method of forming dots and then graft-bonding an unsaturated monomer having a reactive activity with an amino group is adopted. Here, as the ionizing radiation for forming active points on the substrate, α rays, β rays,
γ rays, electron beams, x rays, ultraviolet rays, etc. can be used,
Among them, gamma rays and electron rays can be used preferably.
【００１２】こうして活性点が形成された基材に対し
て、アミノ基との反応活性を有する不飽和単量体を接触
させ、反応条件下に置くことによって、基材樹脂の表面
にかかる単量体がグラフト結合した基材が得られる。こ
の際に用いられるアミノ基との反応活性を有する不飽和
単量体としては、例えばクロロメチルスチレン、グリシ
ジルアクリレート、グリシジルメタクリレートなどを挙
げることができ、中でもクロロメチルスチレンが好まし
く用いられるが、必ずしもこれらに限定されるものでは
ない。An unsaturated monomer having a reaction activity with an amino group is brought into contact with the base material on which the active sites are formed in this manner, and is placed under a reaction condition, so that the amount of monomer on the surface of the base material resin is reduced. A substrate with graft-bonded bodies is obtained. Examples of the unsaturated monomer having a reaction activity with the amino group used at this time include chloromethylstyrene, glycidyl acrylate, and glycidyl methacrylate. Among them, chloromethylstyrene is preferably used, but these are not always required. It is not limited to.
【００１３】またグラフト反応の際の基材と単量体との
接触は、電離性放射線の照射と同時、すなわち単量体の
存在下に電離性放射線照射を行う方法を採用してもよい
が、電離性放射線照射により活性化された基材を単量体
が収容された反応室に導入して、グラフトさせるように
してもよい。かかるグラフト反応は気相、又は液相の何
れの雰囲気で行ってもよいが、有機溶媒中で実施するの
が好ましい。The contact between the substrate and the monomer during the grafting reaction may be carried out by irradiation with ionizing radiation at the same time, that is, by irradiation with ionizing radiation in the presence of the monomer. Alternatively, the base material activated by irradiation with ionizing radiation may be introduced into the reaction chamber containing the monomer and grafted. The grafting reaction may be carried out in either gas phase or liquid phase atmosphere, but is preferably carried out in an organic solvent.
【００１４】前記のようなグラフト体は塩素原子、或い
はカルボキシル基等のアミノ基との反応活性を有する官
能基が導入されたものとなっているので、これにポリ
（Ｎ−アミノエチル−エチレンイミン）化合物を反応さ
せることにより、複数のアミノエチル基を有するグラフ
ト鎖がポリオレフィン樹脂基材の表面に結合している構
造を形成することができる。なお、かかるポリ（Ｎ−ア
ミノエチル−エチレンイミン）化合物とは、Ｎ−アミノ
エチル−エチレンイミン構造及びエチレンイミン構造を
含む水溶性共重合体を指し、ＣＡＳ番号９００２−９８
−６に当たる化合物である。Since the above-mentioned grafts have a functional group having a reactive activity with a chlorine atom or an amino group such as a carboxyl group introduced thereinto, poly (N-aminoethyl-ethyleneimine) is added thereto. ) By reacting the compound, a structure in which graft chains having a plurality of aminoethyl groups are bonded to the surface of the polyolefin resin substrate can be formed. The poly (N-aminoethyl-ethyleneimine) compound refers to a water-soluble copolymer containing an N-aminoethyl-ethyleneimine structure and an ethyleneimine structure, and CAS number 9002-98.
It is a compound corresponding to -6.
【００１５】上記のポリ（Ｎ−アミノエチル−エチレン
イミン）化合物は、例えばポリ（Ｎ−アミノエチル−エ
チレンイミン）、（Ｎ−アミノエチル−エチレンイミ
ン）−（ジアルキレントリアミン）共縮合体などであっ
てよく、その分子量は２５０〜１００００の範囲内にあ
ることが好ましい。The above-mentioned poly (N-aminoethyl-ethyleneimine) compound is, for example, poly (N-aminoethyl-ethyleneimine), (N-aminoethyl-ethyleneimine)-(dialkylenetriamine) cocondensate, or the like. It may be present, and its molecular weight is preferably in the range of 250 to 10,000.
【００１６】このようにして、表面にポリ（Ｎ−アミノ
エチル−エチレンイミン）グラフト鎖を有するグラフト
基材が得られるが、更に、悪臭物質を接触分解して脱臭
する機能を有するコバルト、銅、鉄、ニッケル、マンガ
ン等から選ばれた金属イオンを含む溶液を接触させ、こ
れらの金属イオンをキレート結合させることにより、本
発明の脱臭剤が得られる。In this way, a graft base material having a poly (N-aminoethyl-ethyleneimine) graft chain on the surface is obtained, and further, cobalt, copper, which has a function of decomposing a malodorous substance by catalytic decomposition, The deodorant of the present invention can be obtained by bringing a solution containing a metal ion selected from iron, nickel, manganese, etc. into contact with each other to form a chelate bond with these metal ions.
【００１７】こうして得た本発明の脱臭剤は、好ましく
は繊維状やシート状などの、表面積が広く且つ可撓性の
ポリオレフィン樹脂基材の表面に、アミノエチル基を多
量に含むポリマー鎖をグラフトし、これに金属イオンを
多量にキレート結合しているので、悪臭物質を効率的に
且つ高い速度で除去することができる。The deodorant of the present invention thus obtained is preferably a fibrous or sheet-like polyolefin resin substrate having a large surface area and flexibility, and grafted with a polymer chain containing a large amount of aminoethyl groups on the surface thereof. However, since a large amount of metal ions are chelated to this, the malodorous substance can be removed efficiently and at a high rate.
【００１８】[0018]
（第１実施例）繊維径７０μｍのポリプロピレン繊維か
らなる、目付け５４．３ｇ／ｍ2 の不織布を３０×２１
cm（重量３．４２ｇ）の大きさに切り取り、メタノール
で洗浄したのち減圧乾燥して基材とした。次いでこの基
材に電子線を１００ｋGyとなるよう照射したのち、クロ
ロメチルスチレンの３０容量％ジメチルフォルムアミド
溶液中に浸漬し、４０℃に４時間保持して液相グラフト
重合させ、グラフト率（重合前の重量に対する重量増加
分の割合）が７８．１％のグラフト体（重量６．０８
ｇ）を得た。(First embodiment) A non-woven fabric made of polypropylene fiber having a fiber diameter of 70 μm and having a basis weight of 54.3 g / m 2 is 30 × 21.
It was cut into a size of cm (weight 3.42 g), washed with methanol, and dried under reduced pressure to obtain a substrate. Then, this substrate was irradiated with an electron beam at 100 kGy, then immersed in a 30 vol% dimethylformamide solution of chloromethylstyrene and kept at 40 ° C. for 4 hours for liquid phase graft polymerization to obtain a graft ratio (polymerization). Grafted body with a weight increase ratio to the previous weight of 78.1% (weight 6.08)
g) was obtained.
【００１９】次に、分子量３００のポリ（Ｎ−アミノエ
チル−エチレンイミン）３ｇと上記のグラフト体０．２
ｇ（５×５cm）とを、１００mlのベンゼン中で８０℃に
２４時間反応させた。反応生成物をベンゼン、メタノー
ル、純水の順で充分に洗浄したのち、１Ｎの水酸化ナト
リウム水溶液で４〜５回洗浄し、更に中性となるまで充
分に純水で洗浄して、表面にポリ（Ｎ−アミノエチル−
エチレンイミン）グラフト鎖を有するグラフト基材（重
量０．２９ｇ）を得た。このグラフト基材を１／50Ｍの
ＨＣｌ水溶液に投入し、グラフト基材と結合したＨＣｌ
量を測定したところ、グラフト基材には、不織布１ｇ当
たり３．４mmolのポリエチレンイミンが導入されたこと
が分かった。Next, 3 g of poly (N-aminoethyl-ethyleneimine) having a molecular weight of 300 and 0.2 of the above-mentioned graft product were used.
g (5 × 5 cm) was reacted in 100 ml of benzene at 80 ° C. for 24 hours. The reaction product is thoroughly washed with benzene, methanol, and pure water in this order, then with a 1N aqueous sodium hydroxide solution 4 to 5 times, and further with pure water until it becomes neutral. Poly (N-aminoethyl-
A graft base material (weight 0.29 g) having an ethyleneimine) graft chain was obtained. The graft base material was added to a 1/50 M HCl aqueous solution, and the HC
When the amount was measured, it was found that 3.4 mmol of polyethyleneimine was introduced into the graft base material per 1 g of the nonwoven fabric.
【００２０】次に、酢酸コバルト・４水塩０．５ｇを溶
解したジメチルフォルムアミド１００ml中に、上記のグ
ラフト基材を浸漬して、室温で２４時間反応させた。そ
してジメチルフォルムアミド、メタノール、純水の順で
充分に洗浄し、減圧乾燥して本発明の脱臭剤Ａを得た。
この脱臭剤Ａは、原子吸光分析の結果、不織布１ｇ当た
り１．１９mmolのコバルトを含んでいた。Next, the above-mentioned graft base material was immersed in 100 ml of dimethylformamide in which 0.5 g of cobalt acetate.tetrahydrate was dissolved and reacted at room temperature for 24 hours. Then, it was thoroughly washed with dimethylformamide, methanol and pure water in this order and dried under reduced pressure to obtain the deodorant A of the present invention.
As a result of atomic absorption analysis, the deodorant A contained 1.19 mmol of cobalt per 1 g of the nonwoven fabric.
【００２１】（第２実施例）繊維径５０μｍのポリプロ
ピレン繊維からなる、目付け５５．６ｇ／ｍ2 の不織布
を３０×２１cm（重量３．５０ｇ）の大きさに切り取
り、メタノールで洗浄したのち減圧乾燥して基材とし
た。次いでこの基材に電子線を２００ｋGyとなるよう照
射したのち、メタクリル酸グリシジルの１０容量％メタ
ノール溶液中に浸漬し、４０℃に３０分間保持して液相
グラフト重合させ、グラフト率（重合前の重量に対する
重量増加分の割合）が９３．１％のグラフト体（重量
６．７６ｇ）を得た。(Second Example) A non-woven fabric made of polypropylene fiber having a fiber diameter of 50 μm and having a basis weight of 55.6 g / m 2 was cut into a size of 30 × 21 cm (weight 3.50 g), washed with methanol and dried under reduced pressure. And used as the base material. Next, this substrate was irradiated with an electron beam at 200 kGy, then immersed in a 10% by volume methanol solution of glycidyl methacrylate and kept at 40 ° C. for 30 minutes to carry out liquid phase graft polymerization to obtain a graft ratio (before polymerization). A graft body (weight: 6.76 g) having a weight increase ratio of 93.1% was obtained.
【００２２】次に、分子量１２００のポリ（Ｎ−アミノ
エチル−エチレンイミン）３ｇと上記のグラフト体０．
２９ｇ（５×５cm）とを、１００mlのベンゼン中で８０
℃に２４時間反応させた。反応生成物をベンゼン、メタ
ノール、純水の順で充分に洗浄したのち、１Ｎの水酸化
ナトリウム水溶液で４〜５回洗浄し、更に中性となるま
で充分に純水で洗浄して、表面にポリ（Ｎ−アミノエチ
ル−エチレンイミン）グラフト鎖を有するグラフト基材
（重量０．４２ｇ）を得た。このグラフト基材について
第１実施例と同様の方法でＨＣｌの結合量を測定したと
ころ、このグラフト基材には、不織布１ｇ当たり２．８
mmolのポリエチレンイミンが導入されたことが分かっ
た。Next, 3 g of poly (N-aminoethyl-ethyleneimine) having a molecular weight of 1,200 and the above graft product 0.
29 g (5 x 5 cm) and 80 in 100 ml benzene
The reaction was carried out at 0 ° C for 24 hours. The reaction product is thoroughly washed with benzene, methanol, and pure water in this order, then with a 1N aqueous sodium hydroxide solution 4 to 5 times, and further with pure water until it becomes neutral. A graft base material (weight 0.42 g) having a poly (N-aminoethyl-ethyleneimine) graft chain was obtained. When the amount of binding of HCl was measured for this graft base material by the same method as in Example 1, it was found that 2.8 per 1 g of nonwoven fabric was found on this graft base material.
It was found that mmol of polyethyleneimine was introduced.
【００２３】次に、塩化第２銅・２水塩０．５ｇを溶解
した水１００ml中に、上記のグラフト基材を浸漬して、
室温で２４時間反応させた。そしてメタノール、純水の
順で充分に洗浄し、減圧乾燥して本発明の脱臭剤Ｂを得
た。この脱臭剤Ｂは、原子吸光分析の結果、不織布１ｇ
当たり０．３５mmolの銅を含んでいた。Next, the above graft base material is immersed in 100 ml of water in which 0.5 g of cupric chloride / dihydrate is dissolved,
The reaction was performed at room temperature for 24 hours. Then, it was thoroughly washed with methanol and pure water in this order and dried under reduced pressure to obtain the deodorant B of the present invention. As a result of atomic absorption analysis, this deodorant B was 1 g of non-woven fabric.
Each contained 0.35 mmol of copper.
【００２４】（比較例）ジエチレントリアミンとサリチ
ルアルデヒドとを室温で２４時間反応させて得たシッフ
塩基型縮合物であるジエチレントリアミン−Ｎ，Ｎ′−
ジサリチリデンイミナート３０ｇと、２００〜４００メ
ッシュの粒度を有するビーズ状のクロロメチルスチレン
−ジビニルベンゼン共重合体樹脂（クロロメチル基含有
量は２．６３mmol／ｇ）２．０ｇとを、２００mlのジオ
キサン中に入れ、１００℃で２４時間反応させた。得ら
れた反応性生物を濾過分離し、ジオキサン、純水の順で
充分に洗浄し、乾燥重量３．０５ｇのアミン変性樹脂を
得た。Comparative Example Diethylenetriamine-N, N'- which is a Schiff base type condensate obtained by reacting diethylenetriamine and salicylaldehyde at room temperature for 24 hours.
200 ml of 30 g of disalicylidene iminate and 2.0 g of bead-like chloromethylstyrene-divinylbenzene copolymer resin having a particle size of 200 to 400 mesh (chloromethyl group content is 2.63 mmol / g) In dioxane and reacted at 100 ° C. for 24 hours. The resulting reaction product was separated by filtration and thoroughly washed with dioxane and pure water in this order to obtain an amine-modified resin having a dry weight of 3.05 g.
【００２５】このアミン変性樹脂を６Ｎの塩酸水溶液２
００mlの中に浸漬して、６０℃で２４時間反応させた。
濾過洗浄した後、１Ｎの水酸化ナトリウム水溶液で４〜
５回洗浄し、更に中性となるまで充分に純水で洗浄し
て、乾燥重量が２．２５ｇのアミン化樹脂を得た。この
アミン化樹脂について第１実施例と同様の方法でＨＣｌ
の結合量を測定したところ、このアミン化樹脂には、１
ｇ当たり１．８４mmolのジエチレントリアミンが導入さ
れていることが分かった。This amine-modified resin was treated with a 6N hydrochloric acid aqueous solution 2
It was immersed in 00 ml and reacted at 60 ° C. for 24 hours.
After filtering and washing, the solution is washed with 1N sodium hydroxide aqueous solution to 4 to 4 times.
It was washed 5 times, and further sufficiently washed with pure water until it became neutral to obtain an aminated resin having a dry weight of 2.25 g. For this aminated resin, HCl was added in the same manner as in the first embodiment.
The amount of binding of
It was found that 1.84 mmol of diethylenetriamine was introduced per gram.
【００２６】次にこのアミン化樹脂を、第１実施例と同
様な方法でコバルト塩でキレート化して、比較例の脱臭
剤Ｃを得た。この脱臭剤Ｃは、上記と同様な分析の結
果、共重合体樹脂１ｇ当たり１．５０mmolのコバルトを
含んでいた。Next, this aminated resin was chelated with a cobalt salt in the same manner as in Example 1 to obtain a deodorant C of Comparative Example. As a result of the same analysis as described above, the deodorant C contained 1.50 mmol of cobalt per 1 g of the copolymer resin.
【００２７】（脱臭性能試験）本発明の脱臭剤Ａ、Ｂ及
び比較例の脱臭剤Ｃを、いずれも０．１５ｇ採取して、
濃度２１５ppm の硫化水素を含む空気を満たした容量
２．７リットルのガラス容器の中央に入れた。そして、
容器中の硫化水素の残存濃度の経時変化をガスクロマト
グラフにより測定した結果を、表１に示した。(Deodorizing Performance Test) 0.15 g of each of the deodorizing agents A and B of the present invention and the deodorizing agent C of the comparative example were sampled,
It was placed in the center of a 2.7 liter glass container filled with air containing hydrogen sulfide at a concentration of 215 ppm. And
Table 1 shows the results of measuring the change over time in the residual concentration of hydrogen sulfide in the container by means of a gas chromatograph.
【００２８】[0028]
【表１】 [Table 1]
【００２９】[0029]
【発明の効果】本発明の脱臭剤は、繊維状又はシート状
のポリオレフィン樹脂基材の表面に、脱臭機能を有する
金属をキレート結合したアミノアルキル基を多量にグラ
フトしてなるものであって、悪臭物質を効率的且つ高い
吸着速度で除去することができるうえ、基材の形態や機
械的性質を損なうことなく任意の形状に変形して使用す
ることができ、脱臭装置などに組み込む際の自由度が高
いという効果を有する。The deodorant of the present invention comprises a fibrous or sheet-like polyolefin resin substrate having a surface on which a large amount of aminoalkyl groups chelated with a metal having a deodorizing function are grafted, It can remove malodorous substances efficiently and at a high adsorption rate, and can be used by transforming it into any shape without damaging the form and mechanical properties of the base material. Has the effect of high degree.
Claims (5)
ン）グラフト鎖を有するポリオレフィン樹脂の金属キレ
ート化体からなることを特徴とする脱臭剤。1. A deodorant comprising a metal chelated product of a polyolefin resin having a poly (N-aminoethyl-ethyleneimine) graft chain.
ある請求項１に記載の脱臭剤。2. The deodorant according to claim 1, wherein the polyolefin resin is polypropylene.
又は２に記載の脱臭剤。3. The metal is cobalt or copper.
Or the deodorant according to 2.
項１乃至３のいずれかに記載の脱臭剤。4. The deodorant according to any one of claims 1 to 3, wherein the metal chelate is in the form of a non-woven fabric.
性放射線を照射し、次いでアミノ基との反応活性を有す
る不飽和単量体を接触させて該単量体が表面にグラフト
した基材を得、更に該基材にポリ（Ｎ−アミノエチル−
エチレンイミン）化合物を接触させて表面にポリ（Ｎ−
アミノエチル−エチレンイミン）グラフト鎖を有するグ
ラフト基材を得、その後接触脱臭作用を有する金属イオ
ンをキレート結合させることを特徴とする脱臭剤の製造
方法。5. A substrate made of a polyolefin resin is irradiated with ionizing radiation, and then an unsaturated monomer having a reactive activity with an amino group is brought into contact with the substrate to obtain a substrate grafted with the monomer. , And further poly (N-aminoethyl-
By contacting with an ethyleneimine) compound, poly (N-
A method for producing a deodorant, which comprises obtaining a graft base material having an aminoethyl-ethyleneimine) graft chain and then chelating a metal ion having a catalytic deodorizing effect.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8123458A JPH09299463A (en) | 1996-05-17 | 1996-05-17 | Deodorizer and its preparation |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP8123458A JPH09299463A (en) | 1996-05-17 | 1996-05-17 | Deodorizer and its preparation |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH09299463A true JPH09299463A (en) | 1997-11-25 |
Family
ID=14861131
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP8123458A Withdrawn JPH09299463A (en) | 1996-05-17 | 1996-05-17 | Deodorizer and its preparation |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH09299463A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015195826A (en) * | 2014-03-31 | 2015-11-09 | 株式会社Ｎｂｃメッシュテック | Disinfectant/antiviral member |
-
1996
- 1996-05-17 JP JP8123458A patent/JPH09299463A/en not_active Withdrawn
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015195826A (en) * | 2014-03-31 | 2015-11-09 | 株式会社Ｎｂｃメッシュテック | Disinfectant/antiviral member |
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| Date | Code | Title | Description |
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| A300 | Withdrawal of application because of no request for examination |
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