JPH0892013A - Antimicrobial composition for industrial purpose - Google Patents
Antimicrobial composition for industrial purposeInfo
- Publication number
- JPH0892013A JPH0892013A JP6259415A JP25941594A JPH0892013A JP H0892013 A JPH0892013 A JP H0892013A JP 6259415 A JP6259415 A JP 6259415A JP 25941594 A JP25941594 A JP 25941594A JP H0892013 A JPH0892013 A JP H0892013A
- Authority
- JP
- Japan
- Prior art keywords
- benzalkonium chloride
- acid ester
- antimicrobial
- antibacterial
- hydroxybenzoic acid
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 10
- 230000000845 anti-microbial effect Effects 0.000 title abstract 5
- 229960000686 benzalkonium chloride Drugs 0.000 claims abstract description 13
- -1 p-hydroxybenzoic acid ester Chemical class 0.000 claims abstract description 11
- 229940090248 4-hydroxybenzoic acid Drugs 0.000 claims abstract description 9
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000004480 active ingredient Substances 0.000 claims abstract description 6
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims abstract 4
- 230000000844 anti-bacterial effect Effects 0.000 claims description 16
- 239000004753 textile Substances 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 239000004599 antimicrobial Substances 0.000 abstract 2
- XIWFQDBQMCDYJT-UHFFFAOYSA-M benzyl-dimethyl-tridecylazanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 XIWFQDBQMCDYJT-UHFFFAOYSA-M 0.000 description 9
- 239000000835 fiber Substances 0.000 description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-M 4-hydroxybenzoate Chemical compound OC1=CC=C(C([O-])=O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-M 0.000 description 2
- 229920002972 Acrylic fiber Polymers 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 238000000691 measurement method Methods 0.000 description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 2
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 229960002216 methylparaben Drugs 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 229910021536 Zeolite Inorganic materials 0.000 description 1
- 230000001580 bacterial effect Effects 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000008363 phosphate buffer Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、繊維、パルプ、紙など
の工業用原料および製品の抗菌組成物に関するものであ
る。FIELD OF THE INVENTION The present invention relates to an antibacterial composition for industrial raw materials and products such as fibers, pulp and paper.
【０００２】[0002]
【従来の技術】従来、繊維等の抗菌加工剤としては塩化
ベンザルコニウム等の第四級アンモニウム塩が主として
使用され、その他、無機系の抗菌性ゼオライト、塩素系
のクロルヘキシジン等が使用されている。2. Description of the Related Art Conventionally, quaternary ammonium salts such as benzalkonium chloride have been mainly used as an antibacterial finishing agent for fibers, etc., and inorganic antibacterial zeolite, chlorine chlorhexidine, etc. have also been used. .
【０００３】[0003]
【発明が解決しようとする課題】塩化ベンザルコニウム
は日本薬局法にも収載されている安全性の高い薬剤であ
るが、単独で使用した場合有効な微生物の種が限られる
などの理由で充分な効力が得られず、しばしば薬剤の使
用量が増え、コストも高くなることが多い。また、パラ
ヒドロキシ安息香酸エステルは工業用の防腐剤として有
用であるが、実用的な効力を得るには相当高濃度の添加
が必要である。また微生物の抵抗性を生じ、充分な効力
を得られない場合がある。このため各種の抗菌剤を組み
合わせ、抗菌スペクトルの安定化や作用力の増加が試み
られているが、通常はいずれも一方の発現にとどまる
か、相加平均的な効果しか得られていないのが現状であ
る。Although benzalkonium chloride is a highly safe drug listed in the Japanese Pharmacopoeia, it is sufficiently effective when used alone because the number of effective microorganisms is limited. In many cases, the amount of drug used increases and the cost also increases. Also, although para-hydroxybenzoic acid ester is useful as an industrial preservative, it needs to be added at a considerably high concentration in order to obtain practical efficacy. In addition, resistance to microorganisms may occur and sufficient efficacy may not be obtained. For this reason, various antibacterial agents have been combined to try to stabilize the antibacterial spectrum and increase the action force. However, in general, only one of them is expressed, or only an arithmetic average effect is obtained. The current situation.
【０００４】[0004]
【課題を解決するための手段】本発明者らはその抗菌効
力を得るために鋭意研究を進めた結果、塩化ベンザルコ
ニウムとパラヒドロキシ安息香酸エステルを有効成分と
して併せて含有した場合それぞれ単独で用いた場合と比
較して、飛躍的に抗菌力の増大することを見いだし、本
発明を完成した。すなわち本発明は塩化ベンザルコニウ
ムとパラヒドロキシ安息香酸エステルを有効成分として
含有することを特徴とする工業用抗菌組成物である。本
発明においては、必須の有効成分として塩化ベンザルコ
ニウムとパラヒドロキシ安息香酸エステルを含有させる
が、この際使用するパラヒドロキシ安息香酸エステルと
しては、メチル、エチル、プロピル、イソプロピル、ブ
チル、イソブチルエステル等があげられる。又、本発明
の抗菌組成物は使用目的に応じ、対象物に直接適用する
かあるいは固着剤などを混合して使用することも可能で
ある。本発明組成物中における有効成分の含有割合は特
に限定するものではないが塩化ベンザルコニウムとパラ
ヒドロキシ安息香酸エステルの配合比率は、重量比で１
００：１〜１：１とするのがよく、好ましくは５０：１
〜１０：１で使用するのが望ましい。Means for Solving the Problems As a result of intensive studies for obtaining the antibacterial effect, the present inventors have found that when benzalkonium chloride and parahydroxybenzoate are contained together as active ingredients, each of them alone. The inventors have found that the antibacterial activity is remarkably increased as compared with the case of using it, and completed the present invention. That is, the present invention is an industrial antibacterial composition comprising benzalkonium chloride and parahydroxybenzoic acid ester as active ingredients. In the present invention, benzalkonium chloride and parahydroxybenzoic acid ester are contained as essential active ingredients, and as the parahydroxybenzoic acid ester used at this time, methyl, ethyl, propyl, isopropyl, butyl, isobutyl ester, etc. Can be given. Further, the antibacterial composition of the present invention can be directly applied to an object or mixed with a fixing agent or the like depending on the purpose of use. The content ratio of the active ingredient in the composition of the present invention is not particularly limited, but the mixing ratio of benzalkonium chloride and parahydroxybenzoic acid ester is 1 by weight.
The ratio is preferably from 00: 1 to 1: 1 and is preferably 50: 1.
It is preferable to use it at 10: 1.
【０００５】[0005]
【実施例】次に本発明の実施例および試験例をあげて説
明するが、本発明はこれらに限定されるものではない。
以下に示した配合比率はすべて重量％である。EXAMPLES Next, examples and test examples of the present invention will be described, but the present invention is not limited thereto.
All of the compounding ratios shown below are% by weight.
【０００６】表１に示すように、塩化ベンザルコニウム
の５０％水溶液１００部にそれぞれパラヒドロキシ安息
香酸メチル４部、パラヒドロキシ安息香酸ブチルの１部
を溶解したあと、シリコン系バインダー（ソフナーＡ）
の５部を添加し、この中にアクリル繊維を浸漬、抗菌加
工処理を行った。乾燥後、処理したアクリル繊維を二つ
に分け、一方には１０回の洗濯処理を行った。また、塩
化ベンザルコニウムの５０水溶液単独およびパラヒドロ
キシ安息香酸メチル単独を用いて同様に処理した。As shown in Table 1, 4 parts of methyl parahydroxybenzoate and 1 part of butyl parahydroxybenzoate were each dissolved in 100 parts of a 50% aqueous solution of benzalkonium chloride, and then a silicon-based binder (Softener A) was used.
5 parts of the above was added, and acrylic fiber was dipped in this and subjected to antibacterial processing. After drying, the treated acrylic fiber was divided into two, and one was subjected to 10 times of washing treatment. Further, the same treatment was carried out using 50 aqueous solutions of benzalkonium chloride alone and methyl parahydroxybenzoate alone.
【０００７】[0007]
【表１】 [Table 1]
【０００８】（試験例）以下、繊維製品衛生加工協議会
（ＳＥＫ）の抗菌繊維の処理方法の一つである菌数測定
法に準拠して抗菌力試験を行った。結果を表２に示す。 ・供試菌 ： Ｓｔａｐｈｙｌｏｃｏｃｕｓｓ ａｕ
ｒｅｕｓ ・試験容器 ： ５０ｍｌ容のポリプロピレン製容器
（加熱滅菌可） ・その他 ： 菌数測定法に使用した希釈液は、加圧
滅菌したリン酸緩衝液（ｐＨ ６．０）(Test Example) An antibacterial activity test was carried out in accordance with the bacteria count measurement method, which is one of the methods for treating antibacterial fibers of the Textile Products Sanitary and Processing Council (SEK). Table 2 shows the results.・ Test bacterium: Staphylococcus au
Reus ・ Test container: 50 ml polypropylene container (heat sterilization possible) ・ Others: The diluent used for the bacterial count measurement method is autoclaved phosphate buffer (pH 6.0).
【０００９】[0009]
【表２】 [Table 2]
【００１０】試験の結果、増減値は１．６以上で抗菌力
合格、１．６未満で抗菌力不合格であり、増減値の数値
が大きいほど抗菌効力が大きいことを示す。塩化ベンザ
ルコニウム又は、パラヒドロキシ安息香酸エステル単独
に比べ、混合剤は明らかな抗菌力増加を示した。As a result of the test, if the increase / decrease value is 1.6 or more, the antibacterial activity is acceptable, and if it is less than 1.6, the antibacterial activity is not acceptable. The larger the increase / decrease value, the greater the antibacterial effect. Compared with benzalkonium chloride or para-hydroxybenzoate alone, the admixture showed a clear increase in antibacterial activity.
【００１１】[0011]
【発明の効果】本発明の組成物は、それぞれ単独で用い
た場合に比較して、著しい効力の向上があり、繊維等の
抗菌剤として非常に優れている。Industrial Applicability The composition of the present invention has remarkably improved efficacy as compared with the case where it is used alone, and is extremely excellent as an antibacterial agent for fibers and the like.
Claims (1)
安息香酸エステルを有効成分として含有することを特徴
とする工業用抗菌組成物。1. An industrial antibacterial composition comprising benzalkonium chloride and parahydroxybenzoic acid ester as active ingredients.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6259415A JPH0892013A (en) | 1994-09-28 | 1994-09-28 | Antimicrobial composition for industrial purpose |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6259415A JPH0892013A (en) | 1994-09-28 | 1994-09-28 | Antimicrobial composition for industrial purpose |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH0892013A true JPH0892013A (en) | 1996-04-09 |
Family
ID=17333797
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6259415A Pending JPH0892013A (en) | 1994-09-28 | 1994-09-28 | Antimicrobial composition for industrial purpose |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0892013A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997045236A1 (en) * | 1996-05-28 | 1997-12-04 | Lonza Ag | Wood preservatives |
| WO2002069710A1 (en) * | 2001-03-01 | 2002-09-12 | Lonza, Inc. | Preservative blends containing quaternary ammonium compounds |
| JP2013129951A (en) * | 2011-11-25 | 2013-07-04 | Toray Opelontex Co Ltd | Polyurethane elastic fiber and method for producing the same |
-
1994
- 1994-09-28 JP JP6259415A patent/JPH0892013A/en active Pending
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO1997045236A1 (en) * | 1996-05-28 | 1997-12-04 | Lonza Ag | Wood preservatives |
| WO2002069710A1 (en) * | 2001-03-01 | 2002-09-12 | Lonza, Inc. | Preservative blends containing quaternary ammonium compounds |
| EP1769678A3 (en) * | 2001-03-01 | 2007-05-16 | Lonza, Inc. | Preservative blends containing quaternary ammonium compounds |
| AU2002255640B2 (en) * | 2001-03-01 | 2007-12-13 | Lonza, Inc. | Preservative blends containing quaternary ammonium compounds |
| US7342044B2 (en) | 2001-03-01 | 2008-03-11 | Lonza Inc. | Preservative blends containing quaternary ammonium compounds |
| KR100886991B1 (en) * | 2001-03-01 | 2009-03-04 | 론자 인코포레이티드 | Preservative blends containing quarternary ammonium compounds |
| JP2009263374A (en) * | 2001-03-01 | 2009-11-12 | Lonza Inc | Preservative blend containing quaternary ammonium compound |
| JP2013129951A (en) * | 2011-11-25 | 2013-07-04 | Toray Opelontex Co Ltd | Polyurethane elastic fiber and method for producing the same |
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