JPH09323904A - Antimicrobial composition for synthetic resin - Google Patents
Antimicrobial composition for synthetic resinInfo
- Publication number
- JPH09323904A JPH09323904A JP8178388A JP17838896A JPH09323904A JP H09323904 A JPH09323904 A JP H09323904A JP 8178388 A JP8178388 A JP 8178388A JP 17838896 A JP17838896 A JP 17838896A JP H09323904 A JPH09323904 A JP H09323904A
- Authority
- JP
- Japan
- Prior art keywords
- synthetic resin
- antibacterial
- agent
- group
- silane coupling
- 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、活性水酸基を有す
るカオリンクレー、珪素化合物またはベントナイトなど
の無機質材料と抗菌剤をシランカップリング剤を介して
結合させることによって得られた新しい複合化合物を合
成樹脂の加熱溶融時に添加する合成樹脂用抗菌組成物に
関する。TECHNICAL FIELD The present invention relates to a novel composite compound obtained by binding an inorganic material having an active hydroxyl group such as kaolin clay, a silicon compound or bentonite and an antibacterial agent through a silane coupling agent to a synthetic resin. The present invention relates to an antibacterial composition for synthetic resin, which is added at the time of heating and melting.
【0002】[0002]
【従来の技術】合成樹脂の抗菌剤として用いられる化合
物には、フェノール系をはじめ第4級アンモニウム塩、
サリチル酸誘導体、グアニジン系、チアゾール系など多
くの化合物が用いられてきた。しかし、これらの化合物
は自然環境のなかで使用された場合、長期間の安定性及
び耐水性が不充分であった。また、これらの抗菌剤を合
成樹脂素材に加熱溶融時に練り込むことは耐熱性の関係
から不可能なものが多かった。2. Description of the Related Art Compounds used as antibacterial agents for synthetic resins include phenolic compounds and quaternary ammonium salts,
Many compounds such as salicylic acid derivatives, guanidines, and thiazoles have been used. However, these compounds have insufficient long-term stability and water resistance when used in a natural environment. Further, it was often impossible to knead these antibacterial agents into a synthetic resin material at the time of heating and melting because of heat resistance.
【0003】[0003]
【発明が解決しようとする課題】抗菌剤として合成樹脂
に用いられる化合物は、空気、紫外線などの自然環境の
ほか熱に対する抵抗性が十分なものでなければならな
い。殊に長期間の抗菌性が要求される合成繊維用として
は、繊維への有効な添加方法として溶融時に練り込み法
が考えられるが、これを行なうために優れた耐熱性が要
求されるほか、耐洗濯性、耐侯性及び樹脂素材に影響を
与えない化合物でなければならない。The compound used in the synthetic resin as an antibacterial agent must have sufficient resistance to heat in addition to the natural environment such as air and ultraviolet rays. Particularly for synthetic fibers that require long-term antibacterial properties, a kneading method at the time of melting can be considered as an effective addition method to the fibers, but in order to do this, excellent heat resistance is required, It must be a compound that does not affect the washing resistance, weather resistance and resin material.
【0004】[0004]
【課題を解決するための手段】合成樹脂添加用の抗菌剤
の条件としては、耐水性,耐熱性,樹脂との相溶性に充
分配慮しなければならない。現在市販されている抗菌剤
の中で前記の条件を全て備えている薬剤は少なく、耐水
性が良くても耐熱性が劣っていたり、耐熱性が良くても
水溶性であることなど欠点のあることが多い。これらは
合成樹脂練り込み用として開発されたものではないから
である。[Means for Solving the Problems] As conditions for an antibacterial agent for adding a synthetic resin, sufficient consideration must be given to water resistance, heat resistance, and compatibility with a resin. There are few antibacterial agents currently on the market that have all of the above conditions, and there are drawbacks such as good water resistance but poor heat resistance, and good heat resistance but water solubility. Often. This is because these were not developed for kneading synthetic resins.
【0005】抗菌効力、安定性などが優れているが耐水
性、耐熱性に劣る抗菌剤を、無機素材と化学結合させる
ことにより合成樹脂練り込み用として新しい複合化合物
を発見し、本発明を完成した。The present invention was completed by discovering a new composite compound for kneading a synthetic resin by chemically bonding an antibacterial agent having excellent antibacterial efficacy and stability but poor water resistance and heat resistance to an inorganic material. did.
【0006】本発明の抗菌剤を合成樹脂に抗菌性を発揮
させるためには、樹脂に対して0.01〜3.0重量%
(以下、%は全て重量%で示す)好ましくは0.05〜
2.0%を直接練り込むか、あるいはマスターバッチと
して添加することにより、その目的が達成される。In order for the antibacterial agent of the present invention to exert antibacterial properties on a synthetic resin, 0.01 to 3.0% by weight based on the resin
(Hereinafter, all% are shown by weight).
The object is achieved by directly kneading 2.0% or adding as a masterbatch.
【0007】本発明は、この他、他の殺菌剤、防黴剤、
防虫剤、消臭剤との反応物質及び着香剤、着色剤、紫外
線防止剤、酸化防止剤等を併用することができる。ま
た、プラスチックへの練り込みに際し可塑剤、炭酸カル
シウム、炭酸マグネシウムその他の鉱物質を使用するこ
とができる。In addition to the above, the present invention is directed to other germicides, fungicides,
An insect repellent, a deodorant-reactive substance, and a flavoring agent, a coloring agent, a UV inhibitor, an antioxidant and the like can be used in combination. Further, a plasticizer, calcium carbonate, magnesium carbonate and other mineral substances can be used when kneading into plastic.
【0008】[0008]
【作用】熱可塑性樹脂に使用する抗菌剤として、活性水
酸基を有する無機質の1種または2種以上にシランカッ
プリング剤を反応させて得られた化合物と、抗菌化合物
を化学的に反応させて得られる複合化合物を使用するも
のである。この化合物は、樹脂の加熱溶融時に練り込む
抗菌剤として使用するが、耐熱性が向上するほか、耐水
性も向上するので、合成樹脂に用いても、抗菌効力は長
期間その効力を持続することができる。[Function] As an antibacterial agent used in a thermoplastic resin, obtained by chemically reacting an antibacterial compound with a compound obtained by reacting one or more kinds of inorganic substances having an active hydroxyl group with a silane coupling agent. The complex compound described above is used. This compound is used as an antibacterial agent that is kneaded when the resin is heated and melted, but since it improves not only heat resistance but also water resistance, the antibacterial effect is long-lasting even when used in synthetic resins. You can
【0009】本発明の抗菌剤を、合成樹脂に使用するに
は、樹脂に対して0.01〜3.0%好ましくは0.0
5〜2.0%を直接練り込むか、あるいは、マスターバ
ッチとして添加することによって樹脂への着色、変色及
び樹脂の物性にも変化なく優れた抗菌性を付与すること
が可能である。また、抗菌剤の変質も殆ど認められな
い。To use the antibacterial agent of the present invention in a synthetic resin, 0.01 to 3.0% based on the resin, preferably 0.0
By directly kneading 5 to 2.0% or by adding it as a masterbatch, it is possible to impart excellent antibacterial properties to the resin without any change in coloration, discoloration and physical properties of the resin. Moreover, almost no alteration of the antibacterial agent is observed.
【0010】[0010]
【実施例】次に、本発明を実施例により具体的に説明す
る。但し、これらは例示のためであり、発明の範囲が、
これらによって制限されるものではない。EXAMPLES Next, the present invention will be specifically described by way of examples. However, these are only examples, and the scope of the invention is
It is not limited by these.
【0011】実施例1 (1)シラン処理抗菌剤の製法 ヘンシェルミキサーにカオリンクレー(バーゲス#1
0:白石カルシウム(株))を1kg仕込み、撹拌しな
がらシランカップリング剤(KBM403:信越化学工
業(株))50gと水1gを添加し、回転数600回転
で約2分間撹拌する。撹拌が終了したら約110℃で完
全に乾燥して、シラン処理カオリンクレーを製造した。Example 1 (1) Method for producing silane-treated antibacterial agent A kaolin clay (Burges # 1) was added to a Henschel mixer.
0: 1 kg of Shiraishi Calcium Co., Ltd. was charged, 50 g of a silane coupling agent (KBM403: Shin-Etsu Chemical Co., Ltd.) and 1 g of water were added with stirring, and the mixture was stirred at 600 rpm for about 2 minutes. When the stirring was completed, it was completely dried at about 110 ° C. to prepare a silanized kaolin clay.
【0012】以上で製造したシラン処理したカオリンク
レーを再びヘンシェルミキサーに仕込み、同一回転数で
撹拌しながら、ポリヘキサメチレンビグアニジン塩酸塩
水溶液(50%aq:BG−1三洋化成工業(株)製品
の濃縮品)100gを添加し、均一になるまで(約2分
間)撹拌する。撹拌終了後、約110℃で充分に乾燥す
る。The silane-treated kaolin clay produced above was charged into a Henschel mixer again, and stirred at the same rotation speed, while being stirred at the same number of revolutions, with an aqueous solution of polyhexamethylene biguanidine hydrochloride (50% aq: BG-1 manufactured by Sanyo Chemical Industry Co., Ltd.). 100 g), and stir until uniform (about 2 minutes). After completion of stirring, it is thoroughly dried at about 110 ° C.
【0013】(2)抗菌試験用プレートの作成 上記で得たシラン処理抗菌剤を溶融ナイロン樹脂に1%
添加、練り込みプレートを作成した。 加工温度:22
0〜255℃(2) Preparation of antibacterial test plate 1% of the silanized antibacterial agent obtained above was added to molten nylon resin.
An addition and kneading plate was prepared. Processing temperature: 22
0-255 ° C
【0014】(3)抗菌試験 試験方法:加圧密着法((社)東京都食品衛生協会 持
永氏法に準ずる) 供試細菌:Staphylococcus aureu
s(黄色ブドウ球菌)(3) Antibacterial test Test method: Pressure contact method (according to Tokyo Metropolitan Food Hygiene Association Mochinaga method) Test bacteria: Staphylococcus aureu
s (Staphylococcus aureus)
【0015】(4)試験結果を表1に示す。(4) Table 1 shows the test results.
【表1】 [Table 1]
【0016】(5)抗菌プレートの耐水試験 (2)で作成したプレートを1l/分の流水中に7日間
浸漬した後、再度抗菌試験を行なった。その結果を表2
に示す。(5) Water resistance test of antibacterial plate After immersing the plate prepared in (2) in running water of 1 l / min for 7 days, the antibacterial test was conducted again. The results are shown in Table 2.
Shown in
【表2】 [Table 2]
【0017】実施例2 (1)シラン処理抗菌剤の製法 ヘンシェルミキサーにカオリンクレー(バーゲス#1
0:白石カルシウム(株))を1kg仕込み、撹拌しな
がらシランカップリング剤(KBM403:信越化学工
業(株))50gと水1gを添加し、回転数600回転
で約2分間撹拌する。撹拌が終了したら約110℃で完
全に乾燥して、シラン処理カオリンクレーを製造した。Example 2 (1) Method for producing silane-treated antibacterial agent A kaolin clay (Burges # 1) was added to a Henschel mixer.
0: 1 kg of Shiraishi Calcium Co., Ltd. was charged, 50 g of a silane coupling agent (KBM403: Shin-Etsu Chemical Co., Ltd.) and 1 g of water were added with stirring, and the mixture was stirred at 600 rpm for about 2 minutes. When the stirring was completed, it was completely dried at about 110 ° C. to prepare a silanized kaolin clay.
【0018】以上で製造したシラン処理したカオリンク
レーを再びヘンシェルミキサーに仕込み、同一回転数で
撹拌しながら、PCMXアルカリ水溶液(10%aq:
三菱ガス化学(株)品のアルカリ水溶液)100gを添
加し、均一になるまで(約2分間)撹拌する。撹拌終了
後、約110℃で充分に乾燥する。The silane-treated kaolin clay prepared above was charged into a Henschel mixer again and stirred at the same number of revolutions while maintaining an aqueous PCMX solution (10% aq:
Add 100 g of Mitsubishi Gas Chemical Co., Ltd. product alkaline solution and stir until uniform (about 2 minutes). After completion of stirring, it is thoroughly dried at about 110 ° C.
【0019】(2)抗菌試験用プレートの作成 上記で得たシラン処理抗菌剤をポリエチレン樹脂に2%
添加、練り込みプレートを作成した。加工温度:150
〜170℃(2) Preparation of antibacterial test plate 2% of the silane-treated antibacterial agent obtained above was added to polyethylene resin.
An addition and kneading plate was prepared. Processing temperature: 150
~ 170 ° C
【0020】(3)抗菌試験 試験方法:加圧密着法((社)東京都食品衛生協会 持
永氏法に準ずる) 供試細菌:Staphylococcus aureu
s(黄色ブドウ球菌) (4)試験結果を表3に示す。(3) Antibacterial test Test method: Pressure adhesion method (according to Tokyo Metropolitan Food Hygiene Association Mochiaga method) Test bacteria: Staphylococcus aureu
s (Staphylococcus aureus) (4) Test results are shown in Table 3.
【表3】 [Table 3]
【0021】(5)抗菌プレートの耐熱試験 (2)で作成したポリエチレンコンパウンドを240℃
で約10分間滞留した後、プレートを作成し、再度抗菌
試験を行なった。その結果を表4に示す。(5) Heat resistance test of antibacterial plate The polyethylene compound prepared in (2) was heated at 240 ° C.
After staying for about 10 minutes, a plate was prepared and the antibacterial test was conducted again. The results are shown in Table 4.
【表4】 [Table 4]
【0022】[0022]
【発明の効果】合成樹脂に添加する抗菌剤として無機質
材料で活性水酸基を有する化合物の1種または2種以上
に、シランカップリング剤を反応させて得られた化合物
に、更に抗菌剤を反応させて得られる複合化合物が耐水
性、耐熱性を有する抗菌化学物質とすることができる。As an antibacterial agent to be added to a synthetic resin, one or more compounds having an active hydroxyl group, which are inorganic materials, are reacted with a silane coupling agent, and the compound obtained is further reacted with the antibacterial agent. The composite compound thus obtained can be an antibacterial chemical substance having water resistance and heat resistance.
Claims (2)
の1種または2種以上に、アルコキシシリル基およびエ
ポキシ基を有するシランカップリング剤との反応により
得た化合物とエポキシ基と化学結合する官能基を持った
抗菌剤を反応させることにより得られる複合化合物が耐
水性および耐熱性のある抗菌化学物質とすることを特徴
とする合成樹脂用抗菌組成物。1. A function of chemically bonding a compound obtained by reacting one or more inorganic materials having an active hydroxyl group in the molecule with a silane coupling agent having an alkoxysilyl group and an epoxy group, and an epoxy group. An antibacterial composition for synthetic resins, characterized in that a composite compound obtained by reacting an antibacterial agent having a group is an antibacterial chemical substance having water resistance and heat resistance.
るシランカップリング剤との反応による請求項1記載の
合成樹脂用抗菌組成物。2. The antibacterial composition for synthetic resin according to claim 1, wherein the antibacterial composition for a synthetic resin is obtained by a reaction with a silane coupling agent whose reactive group with an organic substance is an epoxy group.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8178388A JPH09323904A (en) | 1996-06-05 | 1996-06-05 | Antimicrobial composition for synthetic resin |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP8178388A JPH09323904A (en) | 1996-06-05 | 1996-06-05 | Antimicrobial composition for synthetic resin |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH09323904A true JPH09323904A (en) | 1997-12-16 |
Family
ID=16047629
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP8178388A Pending JPH09323904A (en) | 1996-06-05 | 1996-06-05 | Antimicrobial composition for synthetic resin |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH09323904A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114351353A (en) * | 2022-01-13 | 2022-04-15 | 武汉纺织大学 | Composite TiO2Preparation method of polypropylene non-woven fabric of @ PHMG antibacterial powder |
CN117265683A (en) * | 2023-11-20 | 2023-12-22 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
-
1996
- 1996-06-05 JP JP8178388A patent/JPH09323904A/en active Pending
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN114351353A (en) * | 2022-01-13 | 2022-04-15 | 武汉纺织大学 | Composite TiO2Preparation method of polypropylene non-woven fabric of @ PHMG antibacterial powder |
CN117265683A (en) * | 2023-11-20 | 2023-12-22 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
CN117265683B (en) * | 2023-11-20 | 2024-04-09 | 江苏金牛能源设备有限公司 | Bentonite-loaded antibacterial agent and application thereof in antibacterial fibers |
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