JPH0359075A - Manufacture of antibacterial resin composition - Google Patents

Manufacture of antibacterial resin composition

Info

Publication number
JPH0359075A
JPH0359075A JP1194236A JP19423689A JPH0359075A JP H0359075 A JPH0359075 A JP H0359075A JP 1194236 A JP1194236 A JP 1194236A JP 19423689 A JP19423689 A JP 19423689A JP H0359075 A JPH0359075 A JP H0359075A
Authority
JP
Japan
Prior art keywords
water
component
antibacterial
antibacterial agent
absorbing resin
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
Application number
JP1194236A
Other languages
Japanese (ja)
Inventor
Masaru Muraoka
村岡 勝
Masunori Ozaki
益教 尾崎
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.)
Sekisui Kasei Co Ltd
Original Assignee
Sekisui Plastics Co Ltd
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 Sekisui Plastics Co Ltd filed Critical Sekisui Plastics Co Ltd
Priority to JP1194236A priority Critical patent/JPH0359075A/en
Publication of JPH0359075A publication Critical patent/JPH0359075A/en
Pending legal-status Critical Current

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  • Absorbent Articles And Supports Therefor (AREA)

Abstract

PURPOSE:To impart antibacterial properties by coating the surface of a water- absorptive resin with a volatile solvent containing on antibacterial agent and then removing the solvent. CONSTITUTION:0.5-5% antibacterial agent (a) which becomes insoluble after its film is formed on the surface of a water-absorptive resin (e.g. ultrafine ceramic coating agent particles containing metallic ions) is dissolved or dispersed in a volatile solvent (b) that does not affect the water-absorptive resin, thus giving component (B) comprising component (b) containing component (a). The surface of a water-absorptive resin (A), used for a diaper, sanitary goods, a drip sheet for foods, a dew preventive, a sheet for pets, material for agriculture and horticulture, etc., is coated with component B so as to provide an amount of component (a) of 0.3-10 pts. based on 100 pts. component A, and component (b) is then removed, thus forming a film of component (a) on the surface of component A.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は、抗菌性を有する吸水性樹脂組成物の製造方法
に関し、特に吸水性樹脂表面に抗菌剤被膜を設けること
によって抗菌性を付与した抗菌性を有する吸水性樹脂組
成物の製造方法に関する。
Detailed Description of the Invention (Field of Industrial Application) The present invention relates to a method for producing a water-absorbing resin composition having antibacterial properties, and in particular, to a method for producing a water-absorbing resin composition that has antibacterial properties by providing an antibacterial coating on the surface of the water-absorbing resin. The present invention relates to a method for producing a water-absorbing resin composition having antibacterial properties.

(従来の技術及び発明が解決しようとする課題)吸水性
樹脂を用いた吸水シートは、従来から、おむつ、生理用
品、食品用ドリップシート、結露防止材、ペット用シー
ト、農園芸資材など多種多様の用途に用いられている。
(Prior art and problems to be solved by the invention) Water-absorbing sheets using water-absorbing resins have been used in a wide variety of applications, including diapers, sanitary products, drip sheets for food, dew prevention materials, sheets for pets, and agricultural and horticultural materials. It is used for this purpose.

この吸水シートは吸水性樹脂が吸水すると、吸水シート
の表面材も含水状態となり、そのため表面材の表面に黴
が生えたり、雑菌が繁殖しやすくなる。
When the water-absorbing resin absorbs water in this water-absorbing sheet, the surface material of the water-absorbing sheet also becomes hydrated, making it easy for mold to grow on the surface of the surface material and for bacteria to propagate.

例えば、吸水性シートを食品用ドリップシートとして使
用した場合に、シートの表面に雑菌が生じると食品の鮮
度を劣化させ、又、おむつ、生理用品、シーツ等に使用
した場合には非衛生であり、更に、結露防止用シートに
使用した場合には、その表面の天井板、壁紙、建具等に
も黴が発生する等の問題点があった。
For example, when a water-absorbent sheet is used as a drip sheet for food, the freshness of the food deteriorates if bacteria grow on the surface of the sheet, and it is unhygienic when used for diapers, sanitary products, sheets, etc. Furthermore, when used as a dew condensation prevention sheet, there were problems such as the formation of mold on the surface of the sheet, such as ceiling panels, wallpaper, fittings, etc.

かかる問題点を解決する方法として、吸水シートを製造
する際、吸水樹脂と共に抗菌剤を配合することが考えら
れるが(例えば、特開昭63−15654号)、吸水性
樹脂が吸水しても抗菌作用のない部分が多くあるため所
期の目的は達成できなかった。
One possible way to solve this problem is to mix an antibacterial agent with a water-absorbing resin when manufacturing a water-absorbing sheet (for example, Japanese Patent Application Laid-open No. 15654/1983), but even if the water-absorbing resin absorbs water, the antibacterial agent will not be present. The intended purpose could not be achieved because there were many parts that did not work.

本発明は、かかる問題点を解消するため種々検討した結
果、吸水性樹脂表面を抗菌剤被膜で被覆して吸水樹脂自
体に抗菌性を付与することによって、上記問題点を解決
することを見出し、本発明を完成するに至ったもので、
本発明の目的は抗菌性を有する吸水性樹脂組成物の製造
方法を提供するにある。
As a result of various studies to solve these problems, the present invention has found that the above problems can be solved by coating the surface of the water-absorbing resin with an antibacterial coating to impart antibacterial properties to the water-absorbing resin itself. This invention has been completed,
An object of the present invention is to provide a method for producing a water-absorbing resin composition having antibacterial properties.

(課題を解決するための手段) 本発明の要旨は、吸水性樹脂表面に、抗菌剤を揮発性溶
剤中に溶解もしくは分散させて得た溶液もしくは分散液
を付着させた後、揮発性溶剤を除去することにより吸水
性樹脂表面に抗菌剤被膜を設けたことを特徴とする抗菌
性樹脂組成物の製造方法である。
(Means for Solving the Problems) The gist of the present invention is to apply a solution or dispersion obtained by dissolving or dispersing an antibacterial agent in a volatile solvent to the surface of a water-absorbing resin, and then applying the volatile solvent to the surface of the water-absorbing resin. This is a method for producing an antibacterial resin composition, characterized in that an antibacterial agent coating is provided on the surface of a water-absorbing resin by removing the antibacterial agent.

即ち、本発明は吸水性樹脂表面を抗菌剤の被膜で被覆し
て吸水性樹脂自体に抗菌性を付与するものである。
That is, the present invention provides antibacterial properties to the water absorbent resin itself by coating the surface of the water absorbent resin with a film of an antibacterial agent.

本発明について更に詳しく説明する。The present invention will be explained in more detail.

先ず、本発明で用いる吸水性樹脂としては、従来よりお
むつ、生理用品、食品用ドリップシート、結露防止材、
ペット用シート、農園芸資材等に使用されている吸水性
樹脂であれば何れでも良く、例えば、架橋ポリアクリル
酸塩、澱粉−アクリル酸塩グラフト共重合体、ビニルア
ルコール・アクリル酸塩共重合体、アクリル酸塩・アク
リルアミド共重合体、セルロース・アクリル酸塩共重合
体などであり、特に、ポリアクリル酸ナトリウム塩が好
ましい。
First, the water-absorbing resin used in the present invention is conventionally used in diapers, sanitary products, food drip sheets, dew prevention materials,
Any water-absorbing resin used in pet sheets, agricultural and horticultural materials, etc. may be used, such as crosslinked polyacrylates, starch-acrylate graft copolymers, vinyl alcohol-acrylate copolymers, etc. , acrylate/acrylamide copolymer, cellulose/acrylate copolymer, etc., and polyacrylic acid sodium salt is particularly preferred.

本発明で使用する抗菌剤としては、水溶液もしくは分散
液を形成するものであることを要するが、吸水性樹脂表
面に被膜を形成後は水に不溶出の抗菌剤が好ましい。溶
出型の抗菌剤を使用して食品用ドリップ吸水シートを形
成した場合、食品の味を変化させ、結露防止剤や園芸用
資材等の比較的長時間に亘って使用される吸水性シート
を形成した場合には抗菌剤が脱落して抗菌作用が長時間
持続できないからである。
The antibacterial agent used in the present invention must form an aqueous solution or dispersion, but an antibacterial agent that is insoluble in water after forming a film on the surface of the water-absorbing resin is preferable. When a drip water-absorbent sheet for food is formed using an eluting antibacterial agent, it changes the taste of food and forms a water-absorbent sheet that can be used for a relatively long period of time as an anti-condensation agent or gardening material. If this happens, the antibacterial agent will fall off and the antibacterial effect will not last for a long time.

本発明において使用される抗菌剤の種類及び量は、抗菌
吸水性樹脂の用途により異なる。用途別の使い分けとし
ては、衛生関係や食品関係等直接人体に関係するものに
ついては、金属イオンを含むセラミックコーティング材
や有機シリコーン第4級アンモニウム塩等を使用し、農
園芸用資材や結鱈防止剤に関係するものには有機臭素系
化合物、ベンゾイミダゾール化合物、有機砒素化合物等
を使用する。
The type and amount of the antibacterial agent used in the present invention vary depending on the use of the antibacterial water-absorbing resin. Depending on the application, ceramic coating materials containing metal ions and organic silicone quaternary ammonium salts are used for hygiene-related and food-related items that are directly related to the human body, and for agricultural and horticultural materials and cod prevention. Organic bromine compounds, benzimidazole compounds, organic arsenic compounds, etc. are used as agents.

使用される抗菌剤の量は吸水性樹脂100部に対し、0
.3〜lO部、好ましくは1〜5部であるが、抗菌剤溶
液中の有効成分の濃度により異なる。抗菌剤の量が少な
いと黴や雑菌が生えやすくなり、多すぎると使用した量
に対する効果が殆どみられず、更に、抗菌剤の種類によ
ってゲル強度が極度に低下する傾向が生ずる。
The amount of antibacterial agent used is 0 parts per 100 parts of water absorbent resin.
.. 3 to 10 parts, preferably 1 to 5 parts, depending on the concentration of the active ingredient in the antimicrobial solution. If the amount of antibacterial agent is too small, mold and bacteria will grow easily, and if it is too large, there will be little effect on the amount used, and furthermore, depending on the type of antibacterial agent, gel strength tends to be extremely reduced.

具体的に、抗菌剤の例としては、超微粒子の金属イオン
(Ag、 Cu、 Zu等)を含むセラミックコーティ
ング剤、3−トリメトキシシリル−プロピル−ジメチル
−オクタデジル−アンモニウムクロライド等の有機シリ
コーン第4級アンモニウム塩、α−ブロモシンナモアル
デヒド等の有機臭素系化合物、2−(4−チアゾリル)
−ベンゾイミダゾール等のペンゾイミゾール系化合物、
to、10’−オキシビスフェノキシアルシン等の有機
砒素系化合物、2.3.5.6−チトラクロロー4(メ
チルスルフォニル)ピリジンの有機ピリジン系化合物が
挙げられる。
Specifically, examples of antibacterial agents include ceramic coating agents containing ultrafine metal ions (Ag, Cu, Zu, etc.), organic silicone quaternary agents such as 3-trimethoxysilyl-propyl-dimethyl-octadecyl-ammonium chloride, etc. ammonium salts, organic bromine compounds such as α-bromosinnamaldehyde, 2-(4-thiazolyl)
-penzimidazole compounds such as benzimidazole,
Examples include organic arsenic compounds such as to, 10'-oxybisphenoxyarsine, and organic pyridine compounds such as 2.3.5.6-titrachloro4(methylsulfonyl)pyridine.

かかる抗菌剤は、単独使用は勿論、2種以上を併用使用
しても良い。
Such antibacterial agents may be used alone or in combination of two or more.

本発明においては、これらの抗菌剤を溶液もしくは分散
液とする。溶剤としては、吸水性樹脂に影響を与えない
揮発性のものであれば良く、例えば、水、アルコール類
、トルエン等が用いられる。
In the present invention, these antibacterial agents are made into a solution or dispersion. The solvent may be any volatile solvent that does not affect the water-absorbing resin, such as water, alcohols, toluene, etc.

通常は水を使用し、分散液として噴霧しても良い。Water is usually used and may be sprayed as a dispersion.

そして、その濃度としては、0.5〜5%程度である。The concentration thereof is approximately 0.5 to 5%.

吸水性樹脂表面に抗菌剤被膜を設ける手段としては、抗
菌剤の分散液を吸水性樹脂表面に噴霧させたり、或いは
、吸水性樹脂に撹拌下において抗菌剤分散液を添加した
りして、吸水性樹脂表面に抗菌剤分散液をコーティング
した後、所定温度に昇温させ、液体を系外に除去させて
、所望の吸水性樹脂を得ることができる。
As a means of forming an antibacterial agent coating on the surface of a water-absorbing resin, a dispersion of an antibacterial agent is sprayed onto the surface of the water-absorbing resin, or an antibacterial agent dispersion is added to the water-absorbing resin under stirring. After coating the antibacterial agent dispersion on the surface of the water-absorbing resin, the temperature is raised to a predetermined temperature and the liquid is removed from the system to obtain the desired water-absorbing resin.

他の方法としては、吸水性樹脂に架橋剤と水を添加し、
次いで撹拌下に抗菌剤の分散液を加えた後、反応系内を
所定温度に昇温させ、架橋反応と乾燥とを行なう。前記
抗菌剤分散液の乾燥と樹脂の架橋を円滑に行なうための
温度条件は、使用する抗菌剤溶液の種類及び量、架橋剤
の種類、抗菌吸水性樹脂の用途などにより異なるが、通
常60〜150℃の範囲が好ましい。
Another method is to add a crosslinking agent and water to a water absorbent resin,
Next, after adding the antibacterial agent dispersion while stirring, the temperature inside the reaction system is raised to a predetermined temperature to carry out a crosslinking reaction and drying. The temperature conditions for smoothly drying the antibacterial agent dispersion and crosslinking the resin vary depending on the type and amount of the antibacterial solution used, the type of crosslinking agent, the purpose of the antibacterial water-absorbing resin, etc. A range of 150°C is preferred.

次に、実施例を用いて具体的に本発明を説明するが、本
発明は、この実施例に限定されるものではない。
Next, the present invention will be specifically explained using Examples, but the present invention is not limited to these Examples.

実施例1 粒径400〜700μのポリアクリル酸ナトリウム塩架
橋物の粉末(積水化或品工業■アクアメイト)100g
および粒径1μ以内の抗菌セラミックコーティング9g
(日板研究所TS−5005A)を撹拌器で充分撹拌し
て均一に分散させた。その後約140℃で30分加熱し
て液体を系外に除去させ、抗菌吸水性樹脂を得た。それ
らの結果を第1表に示す。
Example 1 100 g of powder of crosslinked sodium polyacrylate salt with a particle size of 400 to 700 μm (Sekisui Kaorin Kogyo Aquamate)
and 9g of antibacterial ceramic coating with particle size within 1μ
(Nichiban Institute TS-5005A) was thoroughly stirred with a stirrer to uniformly disperse the mixture. Thereafter, the mixture was heated at about 140° C. for 30 minutes to remove the liquid from the system, thereby obtaining an antibacterial water-absorbing resin. The results are shown in Table 1.

実施例2 ポリアクリル酸ナトリウム塩架橋物の粉末(積水化或品
工業■アクアメイト)toog及びエチレングリコール
ジグリシジルエーテル0. Olg、カルピトール0.
 Ig、水10gを撹拌器で充分撹拌後、撹拌を続けな
がら有機シリコン第4級アンモニウム塩(ダウコーニン
グ■DC570Q)9gを徐々に加え、均一な分散状態
にした。その後、140℃で30分加熱して、残存する
水を除去させ、抗菌吸水性樹脂を得た。それらの結果を
第1表に示す。
Example 2 Powder of polyacrylic acid sodium salt cross-linked product (Sekisui Chemical Co., Ltd. Aquamate) TOOG and ethylene glycol diglycidyl ether 0. Olg, calpitol 0.
After thoroughly stirring Ig and 10 g of water with a stirrer, 9 g of organic silicon quaternary ammonium salt (Dow Corning DC570Q) was gradually added while stirring to obtain a uniform dispersion. Thereafter, it was heated at 140° C. for 30 minutes to remove remaining water, thereby obtaining an antibacterial water-absorbing resin. The results are shown in Table 1.

比較例1.2 実施例1.2において抗菌剤を除いた以外は全て同一方
法にて比較例1.2の吸水性樹脂を得た。得られた吸水
性樹脂を実施例1.2と同様にして評価し、その結果を
第1表に示した。
Comparative Example 1.2 A water absorbent resin of Comparative Example 1.2 was obtained in the same manner as in Example 1.2 except that the antibacterial agent was omitted. The obtained water absorbent resin was evaluated in the same manner as in Example 1.2, and the results are shown in Table 1.

実施例3.4 実施例1の抗菌剤の代りに2.3,5.6−チトラクロ
ロー4−(メチルスルフォニル)ピリジン[北興産業(
株)デンシルS25]及び10,10’−オキシビスフ
ェノキシアルシン[野村研究所デュロテツクス7603
]を使用した。
Example 3.4 Instead of the antibacterial agent of Example 1, 2,3,5,6-titrachloro-4-(methylsulfonyl)pyridine [Hokuko Sangyo Co., Ltd.
Densil S25] and 10,10'-oxybisphenoxyarsine [Nomura Research Institute Durotex 7603
]It was used.

(以下余白) る。(Margin below) Ru.

表中の測定項目は次ぎの通りである。The measurement items in the table are as follows.

00分吸水:樹脂1gが10分間吸水し、5分間水切り
したときの吸水倍率 ゲル強度二80倍吸水後のゲルを24時間放置後、ゲル
の中心に鋼球をのせ、30秒間埋没しなかったときの球
の最大径(測定値716inch)カビテスト=40倍
、80倍吸水時のMS培地を28℃×6日放置時のカビ
の発生を調査 + 活性あり(カビの発生はみられず)−活性なしくカ
ビの発生がみられた) 本添加量は吸水性樹脂100g当りの重量である。
00 minute water absorption: 1 g of resin absorbs water for 10 minutes and drains for 5 minutes. Water absorption magnification is 280 times. Gel strength is 280 times. After leaving the gel after water absorption for 24 hours, a steel ball is placed in the center of the gel. Maximum diameter of the sphere (measured value 716 inches) Mold test = Investigation of mold growth when MS medium with 40x and 80x water absorption is left at 28℃ for 6 days + Active (no mold growth observed) - The amount added is the weight per 100g of water absorbent resin.

第2表の結果より、セラミックコーティング剤は結合力
が強いので添加量を増加しても吸水量及びゲル強度は低
下しないが、10.10’−オキシフェノキシアルカン
は結合力が弱いので抗菌剤が吸水他樹脂に付着している
だけであり、添加量増大に従い、吸水量、ゲル強度が低
下する。
From the results in Table 2, it is clear that ceramic coating agents have a strong bonding force, so even if the amount added does not decrease the water absorption and gel strength, 10.10'-oxyphenoxyalkanes have a weak bonding force, so antibacterial agents do not decrease. It simply absorbs water and adheres to the resin, and as the amount added increases, the amount of water absorbed and the gel strength decrease.

(発明の効果) 以上述べたように、本発明は吸水性樹脂の表面に抗菌剤
被覆を設けたものであって、従来のように単に吸水性樹
脂に抗菌剤を配合するものとは異なり、本発明に係る抗
菌性を有する吸水性樹脂よるなる成形品は、その表面が
均一に抗菌作用を有し、又抗菌剤の種類によっては吸水
性樹脂からなるゲルの強度をかえることができる等の効
果を有する。
(Effects of the Invention) As described above, the present invention provides an antibacterial agent coating on the surface of a water-absorbing resin, and unlike the conventional method in which an antibacterial agent is simply blended with a water-absorbing resin, The molded product made of a water-absorbing resin having antibacterial properties according to the present invention has antibacterial effects uniformly on its surface, and the strength of the gel made of the water-absorbing resin can be changed depending on the type of antibacterial agent. have an effect.

Claims (1)

【特許請求の範囲】[Claims] 1.吸水性樹脂表面に、抗菌剤を揮発性溶剤中に溶解も
しくは分散させて得た溶液もしくは分散液を付着させた
後、揮発性溶剤を除去することにより吸水性樹脂表面に
抗菌剤被膜を設けたことを特徴とする抗菌性樹脂組成物
の製造方法。
1. A solution or dispersion obtained by dissolving or dispersing an antibacterial agent in a volatile solvent is attached to the surface of the water-absorbing resin, and then the volatile solvent is removed to form an antibacterial agent coating on the surface of the water-absorbing resin. A method for producing an antibacterial resin composition, characterized by:
JP1194236A 1989-07-28 1989-07-28 Manufacture of antibacterial resin composition Pending JPH0359075A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP1194236A JPH0359075A (en) 1989-07-28 1989-07-28 Manufacture of antibacterial resin composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1194236A JPH0359075A (en) 1989-07-28 1989-07-28 Manufacture of antibacterial resin composition

Publications (1)

Publication Number Publication Date
JPH0359075A true JPH0359075A (en) 1991-03-14

Family

ID=16321240

Family Applications (1)

Application Number Title Priority Date Filing Date
JP1194236A Pending JPH0359075A (en) 1989-07-28 1989-07-28 Manufacture of antibacterial resin composition

Country Status (1)

Country Link
JP (1) JPH0359075A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH08208414A (en) * 1994-11-01 1996-08-13 Toray Ind Inc Resin composition and antimicrobial and antifungal methods
US7595428B2 (en) 2000-11-22 2009-09-29 Nippon Shokubai Co., Ltd. Water-absorbing agent composition and method for production thereof, absorptive article and absorbing material
US7825169B2 (en) 2002-06-06 2010-11-02 Nippon Shokubai Co. Ltd. Water-absorbent composition, process for production thereof, absorbent and absorbing product
US8026294B2 (en) 2007-10-10 2011-09-27 Nippon Shokubai Co., Ltd. Water absorbent resin composition and method for producing the same
WO2013073614A1 (en) 2011-11-15 2013-05-23 株式会社日本触媒 Water absorbent composition and method for producing same, as well as storage and stocking method for same
US10814308B2 (en) 2017-11-27 2020-10-27 Lg Chem, Ltd. Superabsorbent polymer composition
JPWO2021075459A1 (en) * 2019-10-18 2021-04-22

Citations (1)

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JPH08208414A (en) * 1994-11-01 1996-08-13 Toray Ind Inc Resin composition and antimicrobial and antifungal methods
US7595428B2 (en) 2000-11-22 2009-09-29 Nippon Shokubai Co., Ltd. Water-absorbing agent composition and method for production thereof, absorptive article and absorbing material
US7825169B2 (en) 2002-06-06 2010-11-02 Nippon Shokubai Co. Ltd. Water-absorbent composition, process for production thereof, absorbent and absorbing product
US8026294B2 (en) 2007-10-10 2011-09-27 Nippon Shokubai Co., Ltd. Water absorbent resin composition and method for producing the same
WO2013073614A1 (en) 2011-11-15 2013-05-23 株式会社日本触媒 Water absorbent composition and method for producing same, as well as storage and stocking method for same
US10363339B2 (en) 2011-11-15 2019-07-30 Nippon Shokubai Co., Ltd. Water absorbent agent composition and method for producing same, as well as storage and stocking method for same
US10814308B2 (en) 2017-11-27 2020-10-27 Lg Chem, Ltd. Superabsorbent polymer composition
JP2021513577A (en) * 2017-11-27 2021-05-27 エルジー・ケム・リミテッド High water absorption resin composition
EP3564298B1 (en) * 2017-11-27 2022-12-07 LG Chem, Ltd. Superabsorbent polymer composition
JPWO2021075459A1 (en) * 2019-10-18 2021-04-22

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