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JPH0720844B2 - How to sterilize and remove germs - Google Patents
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JPH0720844B2 - How to sterilize and remove germs - Google Patents

How to sterilize and remove germs

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Publication number
JPH0720844B2
JPH0720844B2 JP61078407A JP7840786A JPH0720844B2 JP H0720844 B2 JPH0720844 B2 JP H0720844B2 JP 61078407 A JP61078407 A JP 61078407A JP 7840786 A JP7840786 A JP 7840786A JP H0720844 B2 JPH0720844 B2 JP H0720844B2
Authority
JP
Japan
Prior art keywords
bacterium
fiber
bacteria
molded product
present
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.)
Expired - Lifetime
Application number
JP61078407A
Other languages
Japanese (ja)
Other versions
JPS62236549A (en
Inventor
睦夫 村上
和雄 寺本
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Toray Industries Inc
Original Assignee
Toray Industries Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Toray Industries Inc filed Critical Toray Industries Inc
Priority to JP61078407A priority Critical patent/JPH0720844B2/en
Publication of JPS62236549A publication Critical patent/JPS62236549A/en
Publication of JPH0720844B2 publication Critical patent/JPH0720844B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Apparatus For Disinfection Or Sterilisation (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、殺菌及び菌を除去する方法に関する。TECHNICAL FIELD The present invention relates to a method for sterilizing and removing bacteria.

(従来技術) 我々の生活空間には、各種の細菌、カビ、バクテリア等
の微生物が存在している。そして、高温多湿な環境下で
は、それらの繁殖が特に活発であり、繊維の変質・変
色、劣化等の現象を起したり、腐敗・発酵現象をおこし
たり、不快な臭気を発生したりしている。
(Prior Art) In our living space, various microorganisms such as bacteria, molds and bacteria are present. And in a hot and humid environment, their reproduction is particularly active, causing the phenomena such as fiber deterioration, discoloration, and deterioration, causing spoilage and fermentation, and generating an unpleasant odor. There is.

また、外科手術に際しては近代的は専門技術や極めて複
雑な設備が用いられているにもかかわらず、創傷感染が
相変らず多く、病院での関心の高い事項の1つである。
このため、病原菌による術後感染を防ぎ、傷の治癒に役
立てるとか、薬物等を体内に投与する際、その経路から
の病原微生物侵入を防ぐ材料及び患者の闘病生活を快い
ものにするなどの医療用繊維製品の開発が望まれてい
た。
Also, despite the fact that modern surgery uses specialized technology and extremely complicated equipment, wound infections continue to be numerous, and it is one of the items of great interest in hospitals.
Therefore, it prevents post-operative infection by pathogenic bacteria and is useful for wound healing, and when administering drugs etc. to the body, it is a material to prevent pathogenic microbial invasion from the route and medical treatment to make patients' illness life easier. The development of textile products for use was desired.

従来、抗菌および抗カビ加工法としては、天然または合
成繊維に抗菌力をもつ化合物、たとえば第4級アンモニ
ウム塩などを塗布またはスプレーしたり、化合物溶液に
繊維に含浸する方法が知られている。しかし、これらの
方法では効力に持続性がなく、その後の洗濯や摩擦等に
よって容易に抗菌剤が脱落し安全衛生上および排水公害
等の面からも問題であった。また、抗菌剤を添加した樹
脂を用いて樹脂加工を行なうと繊維の風合を損なうとい
う欠点を有していた。
Conventionally, as an antibacterial and antifungal processing method, a method of applying or spraying a compound having an antibacterial activity to natural or synthetic fibers, for example, a quaternary ammonium salt, or impregnating the fibers with a compound solution is known. However, in these methods, the effect is not sustainable, and the antibacterial agent is easily removed by subsequent washing or rubbing, which is a problem in terms of safety and hygiene and wastewater pollution. In addition, when the resin processing is performed using a resin to which an antibacterial agent is added, there is a drawback that the feel of the fiber is impaired.

(発明が解決しようとする問題点) 本発明は、空気中、水、水溶液、および血液中に含まれ
る菌を選択的に殺菌及び菌を除去する方法を提供するも
のである。
(Problems to be Solved by the Invention) The present invention provides a method for selectively sterilizing and removing bacteria contained in air, water, an aqueous solution, and blood.

(問題点を解決するための手段) 本発明は、次の構成を有する。(Means for Solving Problems) The present invention has the following configurations.

菌または菌を含有する媒体に、置換基として下記一般式
(1)の官能基を主鎖または測鎖に有する重合体または
その成型品を接触させることを特徴とする殺菌および菌
を除去する方法。
A method for sterilizing and removing a bacterium, which comprises contacting a bacterium or a medium containing the bacterium with a polymer having a functional group of the following general formula (1) as a substituent in a main chain or a measuring chain or a molded product thereof. .

上式中、R1およびR2は水素原子または低級アルキル基を
示し、R3は6個以上のメチレン鎖長を有するアルキレン
基を示す。R4、R5は水素原子または低級アルキル基を示
す。
In the above formula, R 1 and R 2 represent a hydrogen atom or a lower alkyl group, and R 3 represents an alkylene group having a methylene chain length of 6 or more. R 4 and R 5 represent a hydrogen atom or a lower alkyl group.

本発明でいう菌とは、グラム陰性球菌、グラム陰性好気
性桿菌、グラム陰性好気性桿菌等のグラム陰性菌や黄色
ブドウ球菌で代表されるグラム陽性菌などを例示するこ
とができる。
Examples of the bacterium in the present invention include gram-negative bacteria such as gram-negative cocci, gram-negative aerobic bacilli, and gram-negative aerobic bacilli, and gram-positive bacteria represented by Staphylococcus aureus.

本発明でいう重合体とは、芳香族ポリアミド、ポリエス
テル、ポリスルホン、ポリフェニレンサルファイド、ポ
リスチレンなどの重合体を意味するが、中でもポリスチ
レンが化学的に安定であり特に好ましい。また重合体が
結晶性ポリプロピレン、ポリエチレンなどで代表される
ポリα−オレフィンによって補強されていれば、機械的
性質が向上するのでさらに好ましい。
The polymer in the present invention means a polymer such as aromatic polyamide, polyester, polysulfone, polyphenylene sulfide, polystyrene, etc. Among them, polystyrene is particularly preferable because it is chemically stable. Further, if the polymer is reinforced with poly α-olefin represented by crystalline polypropylene, polyethylene, etc., it is more preferable because the mechanical properties are improved.

上記一般式(1)中、R1およびR2は水素原子またはメチ
ル基、エチル基などの低級アルキル基が挙げられるが、
中でも水素原子である場合が最も製造しやすい。またR3
は6個以上のメチレン鎖である方が菌処理能力が大きく
なるので良いが、メチレン鎖長が24個以上のものは原料
が入手しにくい。また、R4およびR5は水素原子またはメ
チル基である場合が製造しやすい。
In the general formula (1), R 1 and R 2 include a hydrogen atom or a lower alkyl group such as a methyl group and an ethyl group.
Of these, hydrogen atoms are the easiest to manufacture. See also R 3
It is better to have 6 or more methylene chains because the ability to treat bacteria will be greater, but if the methylene chain length is 24 or more, the raw material is difficult to obtain. Further, when R 4 and R 5 are a hydrogen atom or a methyl group, it is easy to produce.

該重合体中の上記一般式(1)で示される官能基の量に
は特に限定はないが、少なすぎると該重合体またはその
成型品と菌または菌を含有する媒体との新和性が悪くな
り、処理能力が低下するので、該重合体1gあたり0.2ミ
リモル以上、より好ましくは0.6ミリモル以上存在する
のがよい。
The amount of the functional group represented by the general formula (1) in the polymer is not particularly limited, but if it is too small, the compatibility of the polymer or its molded product with the bacterium or the medium containing the bacterium may be improved. Since it deteriorates and the processing ability decreases, it is preferable that the amount is 0.2 mmol or more, and more preferably 0.6 mmol or more per 1 g of the polymer.

また、該重合体またはその成型品は使用条件において溶
出物がなく、実質上不活性である。すなわち、化学処理
や表面処理で殺菌力を付与するのとは異なり、そのもの
自体が殺菌力を保持しているので安全である。このた
め、長期間の使用でも効果が持続するので産業上の利用
価値は極めて高い。
In addition, the polymer or its molded product is substantially inactive under the conditions of use and is substantially inactive. That is, unlike the case of imparting the sterilizing power by the chemical treatment or the surface treatment, it is safe because it itself retains the sterilizing power. For this reason, the effect continues even after long-term use, and its industrial utility value is extremely high.

本発明でいう成型品とは繊維、膜、中空糸、粒状物およ
びそれらの高次加工品を意味する。そして、繊維ならば
織物、編物、紙、フェルト、フィルターなどの高次形態
でも用いることができる。とりわけ、繊維、中空糸が流
路を確保できる使用形態にできるので良い。
The term "molded product" as used in the present invention means a fiber, a membrane, a hollow fiber, a granular material, and a highly processed product thereof. If it is a fiber, it can be used in a higher-order form such as woven fabric, knitted fabric, paper, felt, and filter. In particular, it is preferable that fibers and hollow fibers can be used in such a manner that a flow path can be secured.

この特性は成型品を血液のような高粘性液体の処理剤と
して使用する時重要である。この場合、該成型品の表面
積はあまり小さすぎると、菌の処理能力が低下し、また
あまり大きすぎても、本発明成型品を充填したカラムの
通液性は悪くなるので、該成型品の表面積は0.01以上50
m2/g以下、より好ましくは、0.05以上10m2/g以下がよ
い。
This property is important when the molded product is used as a treating agent for a highly viscous liquid such as blood. In this case, if the surface area of the molded product is too small, the treatment capacity for bacteria will be reduced, and if it is too large, the liquid permeability of the column packed with the molded product of the present invention will be poor. Surface area is 0.01 or more 50
m 2 / g or less, more preferably 0.05 or more and 10 m 2 / g or less.

本発明でいう成型品の調製方法の具体例をあげると、多
芯海島型構造でポリプロピレンにより補強したポリスチ
レン繊維を硫酸とニトロベンゼンの存在下、室温でパラ
ホルムアルデヒドとN−メチロール−α−クロルアセト
アミドを用いて不溶化とアミドメチル化をおこなったあ
と、ジメチルスルホキシド、N,N−ジメチルホルムアミ
ドおよびN,N−ジメチルアセトアミド等で代表される非
プロトン性極性溶媒に溶かした下記一般式(2)で表わ
されるアミンの溶液に浸漬することにより達成できる。
Specific examples of the method for preparing a molded article according to the present invention include polystyrene fiber reinforced with polypropylene having a multi-core sea-island structure and paraformaldehyde and N-methylol-α-chloroacetamide at room temperature in the presence of sulfuric acid and nitrobenzene. Amine represented by the following general formula (2) dissolved in an aprotic polar solvent represented by dimethyl sulfoxide, N, N-dimethylformamide, N, N-dimethylacetamide, etc. It can be achieved by immersing in the solution of.

本発明でいう成型品を用いて菌または菌を含有する媒体
から殺菌および菌を除去する方法を例示すると、該成型
品を菌または菌を含有する媒体に接触させたあと、該成
型品を分離すればよい。接触の方法として、該成型品を
充填したカラムを調製し、これに菌または菌を含有する
媒体を通液したり、該成型品をフェルト状または濾紙状
物とし、菌または菌を含有する媒体を瀘別する方法も好
ましく用いられる。そして、該成型品はそれ単独で用い
てもよいし、多孔質膜のようなものと組み合せた使い方
も可能である。
Illustrating a method of sterilizing and removing bacteria from a medium containing a bacterium or a bacterium using the molded article according to the present invention, the molded article is contacted with the bacterium or a medium containing a bacterium, and then the molded article is separated. do it. As a method of contact, a column filled with the molded product is prepared, and a medium containing a bacterium or a bacterium is passed through the column, or the molded product is made into a felt-like or filter-paper-like product, and a medium containing the bacterium or a bacterium. The method of filtering out is also preferably used. The molded product may be used alone or in combination with a product such as a porous membrane.

本発明でいう成型品の使用例をあげると、該成型品を充
填したカラムに輸液、透析液または血液、生理食塩水、
水溶液、水、空気などを循環させる方法、火傷部や傷部
の表面を該成型品で被覆する方法などがある。また、該
成型品から得られる製品を例示すると医療用関連の繊維
製品としては、血液との接触材料、エプロン、ベッドカ
バー、おむつ、手術用カバー、顔面マスク、女性の衛生
具、失禁用パッド、実験着、洗濯品用品のバッグ、巻包
帯、シーツ、枕ケース、ベッドカバー、手術用衣料、縫
合糸などがある。さらに医療用以外では、衣服、壁紙、
じゅうたん、食品の保存容器、食品の包装用具、掃除機
用ゴミ袋などもあげられる。
Examples of the use of the molded article according to the present invention include infusion fluid, dialysate or blood, physiological saline in a column filled with the molded article,
There are a method of circulating an aqueous solution, water, air and the like, and a method of coating the surface of a burned part or a scratched part with the molded product. Further, as an example of a product obtained from the molded product, as a medical-related fiber product, a blood contact material, an apron, a bed cover, a diaper, a surgical cover, a face mask, a feminine hygiene device, an incontinence pad, There are laboratory clothes, bags for laundry items, bandages, sheets, pillow cases, bed covers, surgical clothes, and sutures. In addition to medical items, clothes, wallpapers,
Examples include carpets, food storage containers, food packaging tools, and vacuum cleaner garbage bags.

以下に実施例を示す。Examples will be shown below.

(実施例) (殺菌および菌除去用材料の調製) ポリプロピレン(三井“ノーブレン"J3HG)50部を島成
分とし、ポリスチレン(“スタイロン"666)46部、ポリ
プロピレン(住友“ノーブレン"WF−727−F)4部の混
合物を海成分とする海島型複合繊維(島数16、単糸繊度
2.6デニール、引張強度2.9g/d、伸度50%、フィラメン
ト数42)50gを、N−メチロール−α−クロルアセトア
ミド50g、ニトロベンゼン400g、98%硫酸400gおよびパ
ラホルムアルデヒド0.85gからなる混合溶液中に浸し、2
0℃で1時間反応させた。繊維を反応液から取り出し、
0℃の氷水5l中に投じて、反応停止させたのち、水で洗
浄し、次に、繊維に付着しているニトロベンゼンをメタ
ノールで抽出除去した。この繊維を50℃で真空乾燥し
て、クロルアセトアミドメチル化繊維71g(繊維A)を
得た。
(Example) (Preparation of material for sterilization and removal of bacteria) 50 parts of polypropylene (Mitsui "Nobren" J3HG) as an island component, 46 parts of polystyrene ("Stylon" 666), polypropylene (Sumitomo "Nobren" WF-727-F) ) Sea-island type composite fiber containing 4 parts of mixture as sea component (16 islands, single yarn fineness)
2.6 denier, tensile strength 2.9 g / d, elongation 50%, filament number 42) 50 g in a mixed solution consisting of 50 g of N-methylol-α-chloroacetamide, 400 g of nitrobenzene, 400 g of 98% sulfuric acid and 0.85 g of paraformaldehyde. Soak, 2
The reaction was carried out at 0 ° C for 1 hour. Remove the fiber from the reaction solution,
The reaction mixture was poured into 5 liters of ice water at 0 ° C. to stop the reaction, then washed with water, and then nitrobenzene attached to the fiber was extracted and removed with methanol. This fiber was vacuum dried at 50 ° C. to obtain 71 g of chloracetamidomethylated fiber (fiber A).

ヘキサメチレンジアミン94gを376gのジメチルスルホキ
シドに溶解し、この溶液中に上記で得た繊維A16gを投入
し、20℃の温度で48時間浸漬した後、糸を取出し十分に
水洗して本発明例1の繊維であるN−(ω−アミノヘキ
シル)グリシルアミノメチル化糸・塩酸塩を得た。この
糸の弱塩基性基量は2.83meq/g,含水度1.10/PH7.4,1.90/
塩酸型であった。
Hexamethylenediamine (94 g) was dissolved in 376 g of dimethylsulfoxide, and the fiber A (16 g) obtained above was put into this solution and immersed in the solution at a temperature of 20 ° C. for 48 hours. N- (ω-aminohexyl) glycylaminomethylated yarn / hydrochloride was obtained. The amount of weakly basic groups of this yarn is 2.83meq / g, water content 1.10 / PH7.4, 1.90 /
It was a hydrochloric acid type.

また、上記のヘキサメチレンジアミンの代りにウンデカ
メチレンジアミンを用いる他は上記とまったく同様に処
理して本発明例2の繊維であるN−(ω−アミノウンデ
カメチル)グリシルアミノメチル化糸・塩酸塩を得た。
この糸の弱塩基性基量は1.61meq/g,含水度0.59/PH7.4,
0.76/塩酸型であった。
Further, N- (ω-aminoundecamethyl) glycylaminomethylated yarn which is the fiber of Example 2 of the present invention was treated in exactly the same manner as above except that undecamethylenediamine was used in place of hexamethylenediamine. -Hydrochloride was obtained.
The weakly basic group content of this thread is 1.61 meq / g, water content 0.59 / PH7.4,
It was 0.76 / hydrochloric acid type.

(生菌数測定法) 太腸菌(Escherichia coli ATCC25922)を滅菌したリ
ン酸緩衝液に浮遊させ106CFU/ml(集落形成単位)程度
の濃度に調製した。繊維と菌液を振とう後、菌液を3段
階希釈(100、102、104希釈)し、各0.1mlをDHL寒天培
地(日水製薬(株)ニッスイプレート DHL寒天培地)
に接種した。37℃で24時間培養後、コロニー数を測定し
た。
(Measurement method of viable cell count) Bacteria of Escherichia coli (ATCC25922) were suspended in a sterilized phosphate buffer to prepare a concentration of about 10 6 CFU / ml (cold forming unit). After shaking the fibers and bacterial liquid, bacteria solution 3 serial dilutions (10 0, 10 2, 10 4 dilution), and each 0.1 ml DHL agar medium (Nissui Pharmaceutical Co., Nissui Plate DHL agar)
Was inoculated. After culturing at 37 ° C for 24 hours, the number of colonies was measured.

実施例1 実施例で得た本発明例1,2の繊維および比較繊維につい
て以下の殺菌および菌除去実験をおこなった。調製した
繊維0.25gを3cmの長さに切り10mlガラス製テストチュー
ブに入れ、8mlの蒸溜水を入れたあと栓をし、121℃ 30
分オートクレーブにかけた。このあと上澄液を除き、菌
液5mlを加えて室温で振とうし、所定時間ごとにサンプ
リングした。対照(コントロール)として、菌液のみを
注入した試験管を用意し、同様に振とうした。所定時間
の振とう後、生菌数を測定し表1に示す結果を得た。
Example 1 The following sterilization and bacterium removal experiments were carried out on the fibers of Examples 1 and 2 of the present invention and the comparative fibers obtained in the examples. Cut 0.25 g of the prepared fiber to a length of 3 cm, put it in a 10 ml glass test tube, add 8 ml of distilled water, plug it, and put it at 121 ℃.
Min autoclaved. After that, the supernatant was removed, 5 ml of the bacterial solution was added, and the mixture was shaken at room temperature and sampled at predetermined intervals. As a control, a test tube into which only the bacterial solution was injected was prepared and shaken in the same manner. After shaking for a predetermined time, the viable cell count was measured and the results shown in Table 1 were obtained.

表1から本発明例では時間の経過と共に生菌数が低下あ
るいはゼロになるのに対し、比較例では菌数の低下が見
られず効果のないことがわかる。
From Table 1, it can be seen that the number of viable bacteria decreases or becomes zero in the examples of the present invention with the passage of time, whereas in the comparative example, the number of viable bacteria does not decrease and it is ineffective.

なお、比較例の繊維は次のようにして調製した。繊維A5
0gを20℃のエチレンジアミン1.5l中に浸し、そのまま室
温で4日静置して反応させた。反応後糸を取出し、十分
に水洗して比較例の繊維であるN−(ω−アミノエチ
ル)グリシルアミノメチル化糸を得た。この繊維の弱塩
基性基量は2.92meq/g,含水度1.12/PH7.4、1.51/塩酸
型)であった。
The fiber of the comparative example was prepared as follows. Fiber A5
0 g was immersed in 1.5 l of ethylenediamine at 20 ° C., and allowed to stand at room temperature for 4 days for reaction. After the reaction, the yarn was taken out and sufficiently washed with water to obtain a N- (ω-aminoethyl) glycylaminomethylated yarn as a comparative fiber. The weakly basic group content of this fiber was 2.92 meq / g, water content 1.12 / PH7.4, 1.51 / hydrochloric acid type).

(本発明の効果) 本発明は、菌の汚染レベルを低下させ、創傷感染を制御
し、傷口で無菌状態にすることができる。しかも、材料
からの溶出がないので非毒性、非感作性、非刺激性であ
り使用中に抗菌力が低下しないため安全かつ取扱いやす
い。
(Effect of the present invention) The present invention can reduce the contamination level of bacteria, control wound infection, and make the wound sterile. Moreover, since it does not elute from the material, it is non-toxic, non-sensitizing and non-irritating, and its antibacterial activity does not decrease during use, so it is safe and easy to handle.

Claims (1)

【特許請求の範囲】[Claims] 【請求項1】菌または菌を含有する媒体に、置換基とし
て下記一般式(1)の官能基を主鎖または側鎖に有する
重合体またはその成型品を接触させることを特徴とする
殺菌及び菌を除去する方法。 上式中、R1およびR2は水素原子または低級アルキル基を
示し、R3は6個以上のメチレン鎖長を有するアルキレン
基を示す。R4、R5は水素原子または低級アルキル基を示
す。
1. A sterilizer, which comprises contacting a bacterium or a medium containing the bacterium with a polymer having a functional group of the following general formula (1) as a substituent in a main chain or a side chain or a molded product thereof. How to remove bacteria. In the above formula, R 1 and R 2 represent a hydrogen atom or a lower alkyl group, and R 3 represents an alkylene group having a methylene chain length of 6 or more. R 4 and R 5 represent a hydrogen atom or a lower alkyl group.
JP61078407A 1986-04-07 1986-04-07 How to sterilize and remove germs Expired - Lifetime JPH0720844B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP61078407A JPH0720844B2 (en) 1986-04-07 1986-04-07 How to sterilize and remove germs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP61078407A JPH0720844B2 (en) 1986-04-07 1986-04-07 How to sterilize and remove germs

Publications (2)

Publication Number Publication Date
JPS62236549A JPS62236549A (en) 1987-10-16
JPH0720844B2 true JPH0720844B2 (en) 1995-03-08

Family

ID=13661175

Family Applications (1)

Application Number Title Priority Date Filing Date
JP61078407A Expired - Lifetime JPH0720844B2 (en) 1986-04-07 1986-04-07 How to sterilize and remove germs

Country Status (1)

Country Link
JP (1) JPH0720844B2 (en)

Also Published As

Publication number Publication date
JPS62236549A (en) 1987-10-16

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