JPH02306902A - Antimicrobial agent composition - Google Patents
Antimicrobial agent compositionInfo
- Publication number
- JPH02306902A JPH02306902A JP12856689A JP12856689A JPH02306902A JP H02306902 A JPH02306902 A JP H02306902A JP 12856689 A JP12856689 A JP 12856689A JP 12856689 A JP12856689 A JP 12856689A JP H02306902 A JPH02306902 A JP H02306902A
- Authority
- JP
- Japan
- Prior art keywords
- antibacterial agent
- antibacterial
- nonionic surfactant
- water
- binder
- 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 65
- 239000004599 antimicrobial Substances 0.000 title abstract 6
- 239000002736 nonionic surfactant Substances 0.000 claims abstract description 66
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 50
- 239000011230 binding agent Substances 0.000 claims abstract description 42
- 125000003118 aryl group Chemical group 0.000 claims abstract description 26
- 239000006185 dispersion Substances 0.000 claims abstract description 26
- 239000002245 particle Substances 0.000 claims abstract description 26
- 239000010419 fine particle Substances 0.000 claims abstract description 21
- 239000003242 anti bacterial agent Substances 0.000 claims description 147
- 239000004094 surface-active agent Substances 0.000 claims 1
- -1 polyoxyethylene nonylphenyl ether Polymers 0.000 abstract description 45
- 230000000844 anti-bacterial effect Effects 0.000 abstract description 34
- 230000001877 deodorizing effect Effects 0.000 abstract description 11
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 abstract description 7
- 230000000843 anti-fungal effect Effects 0.000 abstract description 5
- 239000003960 organic solvent Substances 0.000 abstract description 4
- TWFZGCMQGLPBSX-UHFFFAOYSA-N carbendazim Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1 TWFZGCMQGLPBSX-UHFFFAOYSA-N 0.000 abstract description 2
- 239000011118 polyvinyl acetate Substances 0.000 abstract description 2
- 229920002689 polyvinyl acetate Polymers 0.000 abstract description 2
- 239000004744 fabric Substances 0.000 description 28
- 229920000742 Cotton Polymers 0.000 description 20
- 238000005406 washing Methods 0.000 description 17
- 229920002972 Acrylic fiber Polymers 0.000 description 10
- 238000000034 method Methods 0.000 description 10
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 8
- 229940121375 antifungal agent Drugs 0.000 description 7
- 229920005989 resin Polymers 0.000 description 7
- 239000011347 resin Substances 0.000 description 7
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000004753 textile Substances 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 5
- 239000005977 Ethylene Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 239000003973 paint Substances 0.000 description 5
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 4
- 239000003429 antifungal agent Substances 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 229920001214 Polysorbate 60 Polymers 0.000 description 3
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- LWZFANDGMFTDAV-BURFUSLBSA-N [(2r)-2-[(2r,3r,4s)-3,4-dihydroxyoxolan-2-yl]-2-hydroxyethyl] dodecanoate Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O LWZFANDGMFTDAV-BURFUSLBSA-N 0.000 description 3
- 238000002835 absorbance Methods 0.000 description 3
- 230000001580 bacterial effect Effects 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000004898 kneading Methods 0.000 description 3
- 229920000120 polyethyl acrylate Polymers 0.000 description 3
- 229950006451 sorbitan laurate Drugs 0.000 description 3
- 235000011067 sorbitan monolaureate Nutrition 0.000 description 3
- 229920003048 styrene butadiene rubber Polymers 0.000 description 3
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- WJLVQTJZDCGNJN-UHFFFAOYSA-N Chlorhexidine hydrochloride Chemical compound Cl.Cl.C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 WJLVQTJZDCGNJN-UHFFFAOYSA-N 0.000 description 2
- NWGKJDSIEKMTRX-AAZCQSIUSA-N Sorbitan monooleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O NWGKJDSIEKMTRX-AAZCQSIUSA-N 0.000 description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 229920006243 acrylic copolymer Polymers 0.000 description 2
- 229960004504 chlorhexidine hydrochloride Drugs 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 230000003247 decreasing effect Effects 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003822 epoxy resin Substances 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 238000007654 immersion Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- GTCAXTIRRLKXRU-UHFFFAOYSA-N methyl carbamate Chemical compound COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 description 2
- 239000004745 nonwoven fabric Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920000647 polyepoxide Polymers 0.000 description 2
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 2
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 2
- 229920000053 polysorbate 80 Polymers 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 238000002791 soaking Methods 0.000 description 2
- 229950004959 sorbitan oleate Drugs 0.000 description 2
- 229950011392 sorbitan stearate Drugs 0.000 description 2
- 238000007592 spray painting technique Methods 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- FUSNMLFNXJSCDI-UHFFFAOYSA-N tolnaftate Chemical compound C=1C=C2C=CC=CC2=CC=1OC(=S)N(C)C1=CC=CC(C)=C1 FUSNMLFNXJSCDI-UHFFFAOYSA-N 0.000 description 2
- 229960004880 tolnaftate Drugs 0.000 description 2
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 1
- WQRWNOKNRHCLHV-TWGQIWQCSA-N (z)-2-bromo-3-phenylprop-2-enal Chemical compound O=CC(/Br)=C/C1=CC=CC=C1 WQRWNOKNRHCLHV-TWGQIWQCSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- ARNKHYQYAZLEEP-UHFFFAOYSA-N 1-naphthalen-1-yloxynaphthalene Chemical compound C1=CC=C2C(OC=3C4=CC=CC=C4C=CC=3)=CC=CC2=C1 ARNKHYQYAZLEEP-UHFFFAOYSA-N 0.000 description 1
- DGXAGETVRDOQFP-UHFFFAOYSA-N 2,6-dihydroxybenzaldehyde Chemical compound OC1=CC=CC(O)=C1C=O DGXAGETVRDOQFP-UHFFFAOYSA-N 0.000 description 1
- NCDBYAPSWOPDRN-UHFFFAOYSA-N 2-[dichloro(fluoro)methyl]sulfanylisoindole-1,3-dione Chemical compound C1=CC=C2C(=O)N(SC(Cl)(Cl)F)C(=O)C2=C1 NCDBYAPSWOPDRN-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 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
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- QCDQDISRALTLNQ-UHFFFAOYSA-N N,N-dimethyl-N'-phenylsulfamide Chemical compound CN(C)S(=O)(=O)NC1=CC=CC=C1 QCDQDISRALTLNQ-UHFFFAOYSA-N 0.000 description 1
- 239000004677 Nylon Substances 0.000 description 1
- 229920006197 POE laurate Polymers 0.000 description 1
- 239000004642 Polyimide Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 1
- 239000002174 Styrene-butadiene Substances 0.000 description 1
- 229920001807 Urea-formaldehyde Polymers 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000002776 aggregation Effects 0.000 description 1
- 238000004220 aggregation Methods 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- QUEICCDHEFTIQD-UHFFFAOYSA-N buta-1,3-diene;2-ethenylpyridine;styrene Chemical compound C=CC=C.C=CC1=CC=CC=C1.C=CC1=CC=CC=N1 QUEICCDHEFTIQD-UHFFFAOYSA-N 0.000 description 1
- QHIWVLPBUQWDMQ-UHFFFAOYSA-N butyl prop-2-enoate;methyl 2-methylprop-2-enoate;prop-2-enoic acid Chemical compound OC(=O)C=C.COC(=O)C(C)=C.CCCCOC(=O)C=C QHIWVLPBUQWDMQ-UHFFFAOYSA-N 0.000 description 1
- 229920005549 butyl rubber Polymers 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 229960003260 chlorhexidine Drugs 0.000 description 1
- 229960004022 clotrimazole Drugs 0.000 description 1
- VNFPBHJOKIVQEB-UHFFFAOYSA-N clotrimazole Chemical compound ClC1=CC=CC=C1C(N1C=NC=C1)(C=1C=CC=CC=1)C1=CC=CC=C1 VNFPBHJOKIVQEB-UHFFFAOYSA-N 0.000 description 1
- 210000001520 comb Anatomy 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- HNPDNOZNULJJDL-UHFFFAOYSA-N ethyl n-ethenylcarbamate Chemical compound CCOC(=O)NC=C HNPDNOZNULJJDL-UHFFFAOYSA-N 0.000 description 1
- 239000005038 ethylene vinyl acetate Substances 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 238000011068 loading method Methods 0.000 description 1
- 239000002609 medium Substances 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 229920001778 nylon Polymers 0.000 description 1
- 229920002114 octoxynol-9 Polymers 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 239000005011 phenolic resin Substances 0.000 description 1
- 229920001084 poly(chloroprene) Polymers 0.000 description 1
- 229920001200 poly(ethylene-vinyl acetate) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920001721 polyimide Polymers 0.000 description 1
- 229920001195 polyisoprene Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- ODGAOXROABLFNM-UHFFFAOYSA-N polynoxylin Chemical compound O=C.NC(N)=O ODGAOXROABLFNM-UHFFFAOYSA-N 0.000 description 1
- 229920005672 polyolefin resin Polymers 0.000 description 1
- 229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 description 1
- 229920002635 polyurethane Polymers 0.000 description 1
- 239000004814 polyurethane Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 229950003429 sorbitan palmitate Drugs 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 229920001897 terpolymer Polymers 0.000 description 1
- 229920002803 thermoplastic polyurethane Polymers 0.000 description 1
- 229960004546 thiabendazole Drugs 0.000 description 1
- 239000004308 thiabendazole Substances 0.000 description 1
- 235000010296 thiabendazole Nutrition 0.000 description 1
- WJCNZQLZVWNLKY-UHFFFAOYSA-N thiabendazole Chemical compound S1C=NC(C=2NC3=CC=CC=C3N=2)=C1 WJCNZQLZVWNLKY-UHFFFAOYSA-N 0.000 description 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 229920006163 vinyl copolymer Polymers 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 235000020681 well water Nutrition 0.000 description 1
- 239000002349 well water Substances 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】 C産業上の利用分野) 本発明は水分散系の抗菌剤組成物に関する。[Detailed description of the invention] C) Industrial application field) The present invention relates to an aqueous dispersion antibacterial composition.
抗菌剤は、主として細菌、カビ(黴)などの生長抑制ま
たは殺滅を行う物質であり、たとえば繊維の原糸やそれ
を紡糸した繊維製品の抗菌防臭剤、あるいは紙製品、不
織布などの抗菌、抗カビ剤、抗菌用または抗力ご用塗料
、繊維カバー、便座などのトイレッタリー製品の抗菌、
抗カビ刑、タイル、床板、壁紙などのプラスチック製品
の抗菌、抗カビ剤などに、それぞれの用途に適した抗菌
剤を選択して使用されている。Antibacterial agents are substances that mainly suppress or kill the growth of bacteria, mold, etc., and are used, for example, as antibacterial and deodorizing agents for fiber yarns and textile products spun from them, or as antibacterial agents for paper products, nonwoven fabrics, etc. Antibacterial agents, antibacterial or antibacterial paints, textile covers, toiletry products such as toilet seats,
Antibacterial agents suitable for each purpose are selected and used as antifungal agents, antibacterial agents for plastic products such as tiles, floorboards, and wallpaper.
そして、この抗菌剤は、水に不溶性であるため、従来は
固体状で対象物に添加して練り込むか、あるいは有機溶
剤に溶解して溶液状で使用されていた。Since this antibacterial agent is insoluble in water, it has conventionally been used in the form of a solution, either by adding it to the object in solid form and kneading it into the object, or by dissolving it in an organic solvent.
しかし、有機溶剤は、毒性、引火性などにおいて、問題
を有し、抗菌剤を有機溶剤に溶解して使用する場合には
、安全性ならびに災害防止上の対策を必要とし、いわゆ
る使いやすさに欠けていた。However, organic solvents have problems in terms of toxicity and flammability, and when using an antibacterial agent dissolved in an organic solvent, safety and disaster prevention measures are required. It was missing.
また、抗菌剤は、−最に粒子径lO〜1,000μm程
度の大きさを有し、対象物に練り込こんで使用する場合
には、その微粒子化が困難で、多大な時間と経賛を要し
、かつその微粒子化し得る程度にも限界があった。しか
も、抗菌剤を対象物に練り込んで使用する場合には、抗
菌剤が対象物全体に分散されるので、有用な効果を持続
させるためには、高濃度の添加が必要であるなどの問題
を有していた。In addition, antibacterial agents have a particle size of about 10 to 1,000 μm, and when used by kneading them into objects, it is difficult to make them into fine particles, which takes a lot of time and money. Moreover, there was a limit to the extent to which it could be made into fine particles. Moreover, when using an antibacterial agent mixed into the object, the antibacterial agent is dispersed throughout the object, so there are problems such as the need to add it at a high concentration in order to maintain its useful effect. It had
(課題を解決するための手段〕
本発明者らは、上記のような抗菌剤の使用にあたって生
じる諸問題を解決するために鋭意研究を重ねた結果、少
なくとも1種の芳香族系非イオン界面活性剤と少なくと
も1種の非芳香族系非イオン界面活性剤とを併用して抗
菌剤を水に分散させるときは、抗菌剤を平均粒子径0.
2〜l/7mの微粒子状に微分散させることができ、か
つ上記抗菌剤の水分散液に抗菌剤を被着体に対して強固
に固定させる結合剤を特定のυ1合で配合するときは、
その微粒子状の分散状態が損なわれず、有mia剤の使
用に基づく、諸問題が解決されるとともに、固体状で練
り込む場合の諸問題も解決されて、安全で使いやすく、
かつ抗菌剤が被着体に強固に固定化されて効率の良い使
用ができ、しかも安価に製造できる水分散系の抗菌剤組
成物が得られることを見出し、本発明を完成するにいた
った。(Means for Solving the Problems) As a result of extensive research in order to solve the various problems that arise when using antibacterial agents as described above, the present inventors have found that at least one type of aromatic nonionic surfactant When the antibacterial agent is dispersed in water using a combination of the antibacterial agent and at least one non-aromatic nonionic surfactant, the antibacterial agent has an average particle size of 0.
When a binder that can be finely dispersed in the form of fine particles of 2 to 1/7 m and that firmly fixes the antibacterial agent to the adherend is added to the aqueous dispersion of the antibacterial agent at a specific ratio of υ1. ,
The fine particle dispersion state is not impaired, and the various problems caused by the use of umia agents are solved, and the problems when kneading them in solid form are also solved, making them safe and easy to use.
Furthermore, it was discovered that an antibacterial agent composition in an aqueous dispersion system, in which the antibacterial agent is firmly immobilized on the adherend, can be used efficiently, and can be manufactured at low cost, has been completed, and the present invention has been completed.
すなわち、本発明は、抗菌剤と、少なくとも1種の芳香
族系非イオン界面活性剤と少なくとも1種の非芳香族系
非イオン界面活性剤との混合物からなる非イオン界面活
性剤と、結合剤と、水からなり、上記抗菌剤と非イオン
界面活性剤と結合剤との組成割合が、抗菌剤1〜80%
(重量%、以下同様)、非イオン界面活性剤O81〜8
%、結合剤12〜99%であり、抗菌剤が平均粒子径0
.2〜1μmの微粒子状に微分散化したことを特徴とす
る水分散系の抗菌剤組成物に関する。That is, the present invention provides an antibacterial agent, a nonionic surfactant consisting of a mixture of at least one aromatic nonionic surfactant and at least one nonaromatic nonionic surfactant, and a binder. and water, and the composition ratio of the antibacterial agent, nonionic surfactant, and binder is 1 to 80% of the antibacterial agent.
(wt%, same below), nonionic surfactant O81-8
%, binder 12-99%, and the antibacterial agent has an average particle size of 0.
.. The present invention relates to a water-dispersed antibacterial agent composition characterized in that it is finely dispersed in the form of fine particles of 2 to 1 μm.
本発明において、抗菌剤としては、たとえば2−ベンツ
イミダゾリルカルバミン酸メチル、2,4゜5.6−チ
トラクロロイソフタロニトリル、N−(フルオロジクロ
ロメチルチオ)−フタルイミド、α−ブロモシンナムア
ルデヒド、ジンクオマジン、N、N−ジメチル−N′−
フェニルスルファミド、ビス(ジメチルチオカルバモイ
ル)ジスルフィド、5−クロロ−2−メチル−4−イン
チアゾリン−3−オン、2−メチル−4−イソチアプリ
ン−3−オン、チアベンダゾール、塩酸クロロへキシジ
ン、トリクロカルパン、3−トリフルオロメチル−4,
4’−ジクロ力ルバニリド、クロトリマゾール、トルナ
フテートなどが単独でまたは2種以上混合して用いられ
る。In the present invention, antibacterial agents include, for example, methyl 2-benzimidazolylcarbamate, 2,4°5.6-titrachloroisophthalonitrile, N-(fluorodichloromethylthio)-phthalimide, α-bromocinnamaldehyde, zincuomazine, N,N-dimethyl-N'-
Phenylsulfamide, bis(dimethylthiocarbamoyl)disulfide, 5-chloro-2-methyl-4-inchazolin-3-one, 2-methyl-4-isothiaprin-3-one, thiabendazole, chlorohexidine hydrochloride, trichloro carpan, 3-trifluoromethyl-4,
4'-dichlororuvanilide, clotrimazole, tolnaftate, etc. may be used alone or in combination of two or more.
本発明において、非イオン界面活性剤としては、少なく
とも1種の芳香族系非イオン界面活性剤と少なくとも1
種の非芳香族系非イオン界面活性剤との混合物を用いる
。In the present invention, the nonionic surfactants include at least one aromatic nonionic surfactant and at least one aromatic nonionic surfactant.
A mixture of species with a non-aromatic non-ionic surfactant is used.
非イオン界面活性剤を用いるのは、非イオン界面活性剤
が抗菌剤に対して反応性を有しないからである。そして
、芳香族系非イオン界面活性剤と非芳香族系非イオン界
面活性剤との混合物にして用いるのは、抗菌剤を平均粒
子径0.2〜1μmの微粒子状に微分散化させるためで
ある。つまり、このような組合せで非イオン界面活性剤
を用いないかぎり、抗菌剤を平均粒子径0.2〜1μm
の微粒子状に微分散させることができず、抗菌剤が凝集
を起こして、微分散化した水分散液が得られない。The reason why nonionic surfactants are used is that nonionic surfactants do not have reactivity with antibacterial agents. The purpose of using a mixture of an aromatic nonionic surfactant and a nonaromatic nonionic surfactant is to finely disperse the antibacterial agent into fine particles with an average particle size of 0.2 to 1 μm. be. In other words, unless a nonionic surfactant is used in such a combination, the antibacterial agent should be used with an average particle size of 0.2 to 1 μm.
The antibacterial agent cannot be finely dispersed in the form of fine particles, and the antibacterial agent aggregates, making it impossible to obtain a finely dispersed aqueous dispersion.
上記のように、芳香族系非イオン界面活性剤と非芳香族
系非イオン界面活性剤との混合物を用いることにより、
抗菌剤を平均粒子径0.2〜1μmの微粒子状に微分散
化できる理由は、現在のところ必ずしも明確ではないが
、芳香族系非イオン界面活性剤が抗菌剤と相溶性を有す
ることにあるように考えられる。しかし、芳香族系非イ
オン界面活性剤だけでは、抗菌剤に対する相溶性が強す
ぎるせいか、かえって良好な結果が得られず、微分散化
した水分散液が得られない。As mentioned above, by using a mixture of an aromatic nonionic surfactant and a nonaromatic nonionic surfactant,
The reason why antibacterial agents can be finely dispersed into fine particles with an average particle size of 0.2 to 1 μm is not entirely clear at present, but it is because aromatic nonionic surfactants are compatible with antibacterial agents. It can be thought of as follows. However, if aromatic nonionic surfactants are used alone, good results cannot be obtained, and a finely dispersed aqueous dispersion cannot be obtained, probably because the compatibility with antibacterial agents is too strong.
本発明において、芳香族系非イオン界面活性剤としては
、たとえばポリオキシエチレンアルキルフェニルエーテ
ル、ポリオキシエチレンジフエニルエーテル、ポリオキ
ソエチレンナフチルエーテルなどが用いられる。In the present invention, as the aromatic nonionic surfactant, for example, polyoxyethylene alkylphenyl ether, polyoxyethylene diphenyl ether, polyoxoethylene naphthyl ether, etc. are used.
これら芳香族系非イオン界面活性剤の具体例としては、
たとえばポリオキシエチレンノニルフェニルエーテル、
ポリオキシエチレンオクチルフェニルエーテル、ポリオ
キシエチレンジフェニルエーテル、ポリオニトンエチレ
ンナフチルエーテルなどがあげられる。Specific examples of these aromatic nonionic surfactants include:
For example, polyoxyethylene nonylphenyl ether,
Examples include polyoxyethylene octylphenyl ether, polyoxyethylene diphenyl ether, and polyoniton ethylene naphthyl ether.
一方、非芳香族系非イオン界面活性剤としては、たとえ
ばポリオキシエチレンアルキルエーテル、ポリオキシエ
チレン脂肪酸エステル、多価アルコール脂肪酸エステル
、ポリオキシエチレン多価アルコールJI+I 肪Mエ
ステル、シ’i #M脂肪酸エステル、ポリオキシエチ
レン脂肪酸アミド、ポリオ−1−ジエチレンアルキルア
ミン、ポリオキシエチレングリセリン脂肪酸エステルな
どが用いられる。On the other hand, examples of non-aromatic nonionic surfactants include polyoxyethylene alkyl ether, polyoxyethylene fatty acid ester, polyhydric alcohol fatty acid ester, polyoxyethylene polyhydric alcohol JI + I fatty acid M ester, and C'i #M fatty acid. Ester, polyoxyethylene fatty acid amide, poly-1-diethylene alkylamine, polyoxyethylene glycerin fatty acid ester, etc. are used.
これら非芳香族非イオン界面活性剤の具体例としては、
たとえばポリオキシエチレンラウリルエーテル、ポリオ
キシエチレンオレイルエーテル、ポリオキシエチレント
リデシルエーテル、ポリオキシエチレンセチルエーテル
、ポリオキシエチレンステアリルエーテル、ポリオキシ
エチレンラウレート、ポリオキシエチレンオレート、ポ
リオキシエチレンステアレート、ポリオキシエチレンラ
ウリルアミン、ソルビタンラウレート、ソルビタンラウ
レ−ト、ソルビタンステアレート、ソルビタンオレート
、ポリオキシエチレンソルビタンラウレート、ポリオキ
シエチレンソルビタンパルミテート、ポリオキンエチレ
ンソルビタンステアレート、ポリオキシエヂレンソルビ
タンオレ−1、エチレンオキサイド・プロピレンオキサ
イドブロックポリマー、ポリオキシエチレンポリオキシ
プロピレンラウリルエーテル、ポリオキンエチレンポリ
オキシブロビレンオレイルエーテルなどがあげられる。Specific examples of these non-aromatic nonionic surfactants include:
For example, polyoxyethylene lauryl ether, polyoxyethylene oleyl ether, polyoxyethylene tridecyl ether, polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxyethylene laurate, polyoxyethylene oleate, polyoxyethylene stearate, Oxyethylene laurylamine, sorbitan laurate, sorbitan laurate, sorbitan stearate, sorbitan oleate, polyoxyethylene sorbitan laurate, polyoxyethylene sorbitan palmitate, polyquine ethylene sorbitan stearate, polyoxyethylene sorbitan oleate 1. Examples include ethylene oxide/propylene oxide block polymer, polyoxyethylene polyoxypropylene lauryl ether, and polyoxyethylene polyoxybrobylene oleyl ether.
そして、これら芳香族系非イオン界面活性剤と非芳香族
系非イオン界面活性剤との割合としては、重量比でl:
4〜4:1にするのが好ましい。The ratio of these aromatic nonionic surfactants to nonaromatic nonionic surfactants is 1:
Preferably, the ratio is 4 to 4:1.
本発明において、結合剤は、抗菌剤を被着体に強固に固
定化するためのものであるが、この結合剤としては、た
とえばフェノール樹脂系、オレフィン樹脂系、イソンア
ネート樹脂系、エポキシ樹脂系、酢酸ビニル樹脂系、ア
クリル共重合体樹脂系、シアノアクリル樹脂系、ウレタ
ン樹脂系、ニトリルコム系、SBR樹脂系、エチレン樹
脂系のもののうち、水エマルジョン系のものが単独でま
たは2種以上混合して用いられる。In the present invention, the binder is used to firmly fix the antibacterial agent to the adherend, and examples of the binder include phenol resin, olefin resin, isone anate resin, epoxy resin, Among vinyl acetate resins, acrylic copolymer resins, cyanoacrylic resins, urethane resins, nitrile combs, SBR resins, and ethylene resins, water emulsion types may be used alone or in combination of two or more. It is used as
これら結合剤の具体例としては、たとえばポリ酢酸ビニ
ル、ポリビニルブチラール、ポリアクリル酸エステル、
アクリル系とビニル系の共重合体、ポリエチレン、エチ
レン−酢酸ビニル共重合体、ポリ塩化ビニル−酢酸ビニ
ル共重合体、ナイロン、ポリエチレンテレフタレート、
ポリブチレンテレフタレート、ウレア−ホルムアルデヒ
ド縮合物、レゾルシノール−ホルムアルデヒド縮合物、
エポキシ樹脂、ポリウレタン、ビニルウレタン、ポリイ
ソプレン、ポリクロロプレン、アクリロニトリル−ブタ
ジェン共重合体、スチレン−ブタジェン共重合体、スチ
レン−ブタジェン−ビニルピリジン三元共重合体、ポリ
イソブチレン、ブチルゴム、ポリイミドなどがあげられ
る。Specific examples of these binders include polyvinyl acetate, polyvinyl butyral, polyacrylic ester,
Acrylic and vinyl copolymers, polyethylene, ethylene-vinyl acetate copolymers, polyvinyl chloride-vinyl acetate copolymers, nylon, polyethylene terephthalate,
polybutylene terephthalate, urea-formaldehyde condensate, resorcinol-formaldehyde condensate,
Examples include epoxy resin, polyurethane, vinyl urethane, polyisoprene, polychloroprene, acrylonitrile-butadiene copolymer, styrene-butadiene copolymer, styrene-butadiene-vinylpyridine terpolymer, polyisobutylene, butyl rubber, polyimide, etc. .
本発明において、これら抗菌剤と非イオン界面活性剤と
結合剤との組成割合は、抗菌剤が1〜80%、非イオン
界面活性剤が0.1〜8%、結合剤が12〜99%であ
る。ただし、いずれの成分も固形分としての量である。In the present invention, the composition ratio of these antibacterial agents, nonionic surfactants, and binders is 1 to 80% for the antibacterial agent, 0.1 to 8% for the nonionic surfactant, and 12 to 99% for the binder. It is. However, the amount of each component is as solid content.
すなわち、抗菌剤の組成割合が上記範囲より少ない場合
は、抗菌剤の作用が充分に発揮されず、また抗菌剤の組
成割合が上記範囲より多くなると、抗菌剤を微粒子状に
微分散することができなくなり、また結着剤量の低下に
より、抗菌剤を被着体に強固に固定化することができな
くなる。In other words, if the composition ratio of the antibacterial agent is less than the above range, the effect of the antibacterial agent will not be fully exerted, and if the composition ratio of the antibacterial agent exceeds the above range, it will be difficult to finely disperse the antibacterial agent into fine particles. Furthermore, due to the decrease in the amount of binder, it becomes impossible to firmly fix the antibacterial agent to the adherend.
非イオン界面活性剤の組成割合が上記範囲より少ない場
合は、抗菌剤を微粒子状に微分散化させることができな
くなり、また非イオン界面活性剤の組成割合が上記範囲
より多くなると、非イオン界面活性剤同士の結合により
4f集性が現れて、抗菌剤を微粒子状に微分散させるこ
とができな(なる。If the composition ratio of the nonionic surfactant is less than the above range, the antibacterial agent cannot be finely dispersed into fine particles, and if the composition ratio of the nonionic surfactant is higher than the above range, the nonionic interface Due to the bonding between active agents, 4f aggregation properties appear, making it impossible to finely disperse the antibacterial agent into fine particles.
そして、結合剤の組成割合が上記範囲より少なくなると
、抗菌剤を被着体に強固に固定化することができなくな
り、また結合剤の組成割合が上記範囲より多くなると、
粘性が現れて、良好な水分散液が得られなくなり、また
、繊維製品などに処理したときに処理後の風合が悪くな
る。When the composition ratio of the binder is less than the above range, the antibacterial agent cannot be firmly immobilized on the adherend, and when the composition ratio of the binder exceeds the above range,
Viscosity appears, making it impossible to obtain a good aqueous dispersion, and when processed into textile products, the texture after processing becomes poor.
これら抗菌剤、非イオン界面活性剤、結合剤の特に〒ま
しい組成割合は、抗菌剤が5〜60%、非イオン界面活
性剤が0.5〜6%、結合剤が34〜94.5%である
。A particularly preferable composition ratio of these antibacterial agents, nonionic surfactants, and binders is 5 to 60% of the antibacterial agent, 0.5 to 6% of the nonionic surfactant, and 34 to 94.5% of the binder. %.
本発明において、水は必須成分であるが、この水は、上
記抗菌剤と非イオン界面活性バクと結合剤とからなる非
水成分の組成割合が上記範囲内に保たれていれば、非常
に広い範囲の使用量で微分散化した水分散状態を保ち得
る。たとえば、水は上記抗菌剤と非イオン界面活性剤と
結合剤とからなる非水成分100重量部に対してioo
〜1,000,000重量部という広い範囲の使用量で
微分散化した水分散状態を保ち得る。このように水が非
常に広い範囲の使用量で使用可能であることから、本発
明においては、抗菌剤、非イオン界面活性剤、結合剤お
よび水の4必須成分で組成割合を特定しようとすると、
水の量の変動によって他の非水成分の組成割合が大きな
影響を受けるので、抗菌剤と非イオン界面活性剤と結合
剤との3成分で組成割合を特定している。In the present invention, water is an essential component, but this water is very effective if the composition ratio of the non-aqueous component consisting of the antibacterial agent, nonionic surfactant, and binder is kept within the above range. A finely dispersed water dispersion state can be maintained over a wide range of usage amounts. For example, water is io
A finely dispersed water dispersion state can be maintained in a wide range of usage amount, from 1,000,000 parts by weight. Since water can be used in a very wide range of amounts in this way, in the present invention, when trying to specify the composition ratio of the four essential components of antibacterial agent, nonionic surfactant, binder, and water, ,
Since the composition ratios of other non-aqueous components are greatly affected by changes in the amount of water, the composition ratios are determined based on the three components: antibacterial agent, nonionic surfactant, and binder.
上記抗菌剤組成物は、通常、調製時は、上記抗菌剤と非
イオン界面活性剤と結合剤とからなる非水成分が5〜5
0%程度の水分散液として調製され、使用にあたっては
、それぞれの用途に応じ、通した濃度に水で希釈される
。The above-mentioned antibacterial agent composition usually contains 5 to 5 % of a non-aqueous component consisting of the above-mentioned antibacterial agent, a nonionic surfactant, and a binder at the time of preparation.
It is prepared as an approximately 0% aqueous dispersion, and when used, it is diluted with water to a suitable concentration depending on the intended use.
また、本発明の抗菌剤組成物は、上記抗菌剤、非イオン
界面活性剤、結着剤および水の4成分以外にも、たとえ
ば消泡剤などを少量含んでいてもよい。Furthermore, the antibacterial agent composition of the present invention may also contain a small amount of an antifoaming agent, etc., in addition to the four components of the above-mentioned antibacterial agent, nonionic surfactant, binder, and water.
本発明の抗菌剤組成物は、たとえば繊維の原糸やそれを
紡糸した繊維製品の抗菌防臭剤、あるいは紙製品、不織
布などの抗菌、抗カビ剤、抗菌用または抗カビ用塗料、
繊維カバー、便座などのトイレッタリー製品の抗菌、抗
カビ剤、そのほかタイル、床板、壁紙などのプラスチッ
ク製品の抗菌、抗カビ剤などに応用される。The antibacterial agent composition of the present invention can be used, for example, as an antibacterial and deodorizing agent for fiber yarn or textile products spun from it, or as an antibacterial or antifungal agent for paper products, nonwoven fabrics, or an antibacterial or antifungal paint.
It is applied as an antibacterial and antifungal agent for toiletry products such as textile covers and toilet seats, as well as an antibacterial and antifungal agent for plastic products such as tiles, floorboards, and wallpaper.
そして、上記製品への応用にあたり、本発明の抗菌剤組
成物は、たとえば被着体表面に塗布またはスプレー塗装
をするか、あるいは被着体を抗菌剤組成物(あるいは、
その水希釈液)中に浸漬するなどの手段が採用される。When applied to the above-mentioned products, the antibacterial composition of the present invention can be applied, for example, by coating or spray painting on the surface of the adherend, or by coating the adherend with the antibacterial composition (or
A method such as immersion in a water-diluted solution is adopted.
ただし、塗料に応用する場合には、塗料中に混合される
。However, when applied to paint, it is mixed into the paint.
つぎに実線例をあげて本発明をさらに詳細に説明する。 Next, the present invention will be explained in more detail using a solid line example.
なお、実施例の説明に先立って、実験例1により、抗菌
剤の平均粒子径が!■侍看に与える影響を明らかにし、
また実験例2によって結合剤の有無による担持量の相違
を明らかにし、実験例3によって非イオン界面活性剤の
相違による抗菌剤の平均粒子径の相違と抗菌剤の担持量
の相違を明らかにする。In addition, prior to explaining the examples, according to Experimental Example 1, the average particle diameter of the antibacterial agent is ! ■ Clarifying the impact on samurai,
In addition, Experimental Example 2 clarified the difference in the supported amount depending on the presence or absence of a binder, and Experimental Example 3 clarified the difference in the average particle diameter of the antibacterial agent and the difference in the supported amount of the antibacterial agent due to the difference in nonionic surfactants. .
実験例1
下記配合の抗菌剤、非イオン界面活性剤および水を各種
の分散装置で分散して、抗菌剤の平均粒子径が異なる分
散液を得た。Experimental Example 1 Antibacterial agents, nonionic surfactants, and water in the following formulations were dispersed using various dispersion devices to obtain dispersions in which the antibacterial agents had different average particle sizes.
抗菌層
塩酸クロロへキシジン 15%トリク
ロカルパン 20%非イオン界面
活性剤
ポリオキシエチレンノニルフェニル
エーテル(HLB8.9)2%
ポリオキシエチレンノニルフェニル
エーテル(HLBll、6) 1%
ポリオキシエチレンラウリルエーテ
ル(HL B14.0) 1%ポリオ
キシエチレンステアレート
(HLB7.7) 1%エ
チレンオキサイド・プロピレン
オキサイドフ゛ロンクボリマ−1%
(平均分子l 1,250、エチレンオキサイドJi2
0%)
水
59%上記の抗菌剤、非イオン界面活性剤および水
を通常の撹拌機で攪拌した水分散液をグラインドミル、
超音波攪拌機、連続式密閉水平型ミルを使用して、抗菌
剤の微分散化をはかった。使用した分散装置と分散時間
および抗菌剤の平均粒子径の関係を第1表に示す。なお
、抗菌剤の平均粒−r径の測定は島津製作所社製のP
A R”l” [CL E A NALYZERによ
って行った。Antibacterial layer Chlorhexidine hydrochloride 15% Triclocarpane 20% Nonionic surfactant Polyoxyethylene nonylphenyl ether (HLB8.9) 2% Polyoxyethylene nonylphenyl ether (HLBll, 6) 1%
Polyoxyethylene lauryl ether (HL B14.0) 1% polyoxyethylene stearate (HLB7.7) 1% ethylene oxide/propylene oxide carbon polymer-1% (average molecular l 1,250, ethylene oxide Ji2
0%) water
59% An aqueous dispersion of the above antibacterial agent, nonionic surfactant, and water stirred with a normal stirrer is ground milled.
The antibacterial agent was finely dispersed using an ultrasonic stirrer and a continuous closed horizontal mill. Table 1 shows the relationship between the dispersion device used, the dispersion time, and the average particle size of the antibacterial agent. The average particle-r diameter of the antibacterial agent was measured using Shimadzu Corporation's P
A R"l" [Created by CLE A NALYZER.
第 1 表
第1表に示すように、連続式密閉水平型ミルによれば、
短い分散時間で抗菌剤が微粒子状に微分散化した水分散
液が得られる。Table 1 As shown in Table 1, according to the continuous closed horizontal mill,
An aqueous dispersion in which the antibacterial agent is finely dispersed in the form of fine particles can be obtained in a short dispersion time.
つぎに、上記抗菌剤を含有する3種類の分散液を水で9
0倍に希釈し、この希釈液中に綿布を30分間浸漬し、
浸漬後、2分間遠心分離にかけ、100“Cで30分間
乾燥した後、デシケータ内で放冷して、4抗菌剤を綿布
に加工処理した。Next, the three types of dispersions containing the above antibacterial agents were mixed with water for 90 minutes.
Dilute it 0 times, soak a cotton cloth in this diluted solution for 30 minutes,
After immersion, it was centrifuged for 2 minutes, dried at 100"C for 30 minutes, and then allowed to cool in a desiccator to process the 4 antibacterial agents into cotton cloth.
上記のようにして抗菌剤を加工処理した綿布の抗菌剤の
担持量を吸光度法で測定した。抗菌剤の平均粒子径と(
■持量および使用した分IVi装置の関係を第2表に示
す。The amount of antibacterial agent supported on the cotton cloth treated with antibacterial agent as described above was measured by absorbance method. Average particle size of antibacterial agent and (
■Table 2 shows the relationship between the amount held and the IVi device used.
第 2 表
第2表に示すように、抗菌剤の平均粒子径が小さいと、
綿布の抗菌剤の担持蓋が著しく大きくなる。Table 2 As shown in Table 2, when the average particle size of the antibacterial agent is small,
The antibacterial agent-carrying capacity of the cotton fabric becomes significantly larger.
実験例2
実験例1で調製した抗菌剤を含有する2種類の分散液(
すなわち、抗菌剤が平均粒子径1.8μmで分散する分
散液および抗菌剤が平均粒子径0.48μmで分散する
分散液)に下記の配合で結合剤(ポリエチルアクリレー
ト)を配合したものと、結合剤を配合していないものと
の4種類の抗菌剤組成物を調製した。Experimental Example 2 Two types of dispersions containing the antibacterial agent prepared in Experimental Example 1 (
That is, a dispersion liquid in which an antibacterial agent is dispersed with an average particle size of 1.8 μm and a dispersion liquid in which an antibacterial agent is dispersed in an average particle size of 0.48 μm) are blended with a binder (polyethyl acrylate) in the following formulation, Four types of antibacterial compositions were prepared, including one containing no binder.
結合剤:あり
実験例1の分散液 50%ポリエチ
ルアクリレート 25%水
25 %結合剤:
なし
実験例1の分散液 50%水
50 %上
記4種類の抗菌剤組成物を水で15倍に希釈し、室温で
この抗菌剤組成物の希釈液中に実験例1と同様に綿布を
浸γRし、以後も実験例1と同様に処理して、綿布に加
工処理を施した。Binder: Yes Dispersion of Experimental Example 1 50% polyethyl acrylate 25% water
25% binder:
None Dispersion of Experimental Example 1 50% water
50% The above four types of antibacterial compositions were diluted 15 times with water, and a cotton cloth was γR soaked in the diluted solution of the antibacterial composition at room temperature in the same manner as in Experimental Example 1. The cotton fabric was processed.
この加工処理した綿布をJIS L 0217103法
により洗濯し、洗濯回数の増加に伴う抗菌剤の担持量の
変化を調べた。その結果を第3表に示す。なお、第3表
においては、抗菌剤組成物を抗菌剤の平均粒子径と結合
剤の有無で示す。The processed cotton fabric was washed according to JIS L 0217103 method, and changes in the amount of antibacterial agent supported as the number of washings increased was investigated. The results are shown in Table 3. In Table 3, the antibacterial agent compositions are shown by the average particle diameter of the antibacterial agent and the presence or absence of a binder.
第3表
第3表に示すように、抗菌剤を平均粒子径0.48μm
の微粒子状に微分散し、結合剤を配合した抗菌剤組成物
の場合は、30回洗濯後も高濃度で抗菌剤を担持するこ
とができた。Table 3 As shown in Table 3, the antibacterial agent has an average particle size of 0.48 μm.
In the case of an antibacterial agent composition finely dispersed in the form of fine particles and containing a binder, the antibacterial agent could be supported at a high concentration even after washing 30 times.
実験例3
第4表に示す配合の抗菌剤、非イオン界面活性剤、結合
剤および水を連続式密閉水平型ミルで60分間分散して
試料A、B、Cの3種類の抗菌剤組成物を調製した。な
お、第4表中の各成分の配合量を示す数値は%によるも
のである。この第4表からもわかるように、上記試料A
、BおよびCの相違は、使用された非イオン界面活性剤
が異なるだけで、他の成分、つまり、抗菌剤、結合剤お
よび水は、いずれも同しである。Experimental Example 3 Three types of antibacterial agent compositions, Samples A, B, and C, were prepared by dispersing the antibacterial agent, nonionic surfactant, binder, and water shown in Table 4 in a continuous closed horizontal mill for 60 minutes. was prepared. Note that the numerical values indicating the blending amount of each component in Table 4 are based on %. As can be seen from this Table 4, the above sample A
, B and C are different only in the nonionic surfactant used, and the other ingredients, namely antibacterial agent, binder, and water, are all the same.
得られた試料A、B、Cの抗菌剤組成物中の抗菌剤の平
均粒子径を測定した結果を第5表に示す。Table 5 shows the results of measuring the average particle diameter of the antibacterial agents in the antibacterial agent compositions of Samples A, B, and C obtained.
また、上記試′!4A、B、Cの抗菌剤組成物を水で3
0倍に希釈し、室温でこの希釈液中に実験例1と同様に
綿布を浸漬し、以後も実験例1と同様に処理して、綿布
に加工処理を施した。Also, try the above! 4A, B, C antibacterial composition with water
The solution was diluted to 0 times, and a cotton cloth was immersed in this diluted solution at room temperature in the same manner as in Experimental Example 1, and thereafter treated in the same manner as in Experimental Example 1 to process the cotton cloth.
この加工処理した綿布をJIS L 0217103法
により洗濯し、洗濯回数の増加により伴う抗菌剤の1■
持量の変化を調べた。その結果を第5表に示す。This processed cotton fabric was washed according to JIS L 0217103 method, and the antibacterial agent that was produced due to the increased number of washings was removed.
We investigated changes in the amount carried. The results are shown in Table 5.
第 5 表
試料Aの抗菌剤組成物は、非イオン界面活性剤として、
芳香族系非イオン界面活性剤(ポリオキシエチレンノニ
ルフェニルエーテル)と非芳香族系非イオン界面活性剤
(ポリオキシエチレンラウリルエーテルとポリオキシエ
チレンステアレー1・とエチレンオキサイド・プロピレ
ンオキサイ1′ブロツクポリマー)との重量比ti1の
混合物を用いたものであるが、上記第5表に示すように
、この試料Aの抗菌剤組成物は、抗菌剤が平均粒子径0
.48μmという微粒子状に微分散化しており、30回
洗濯後も、l 、 600pp■という高い濃度で抗菌
剤を担持していた。The antibacterial agent composition of Sample A in Table 5 contains, as a nonionic surfactant,
Aromatic nonionic surfactant (polyoxyethylene nonylphenyl ether) and nonaromatic nonionic surfactant (polyoxyethylene lauryl ether, polyoxyethylene stearate 1, and ethylene oxide/propylene oxide 1' block) However, as shown in Table 5 above, in the antibacterial composition of Sample A, the antibacterial agent has an average particle diameter of 0.
.. The antibacterial agent was finely dispersed in the form of fine particles of 48 μm, and even after washing 30 times, it carried the antibacterial agent at a high concentration of 600 ppm.
これに対し、芳香族系非イオン界面活性剤のみを用いた
試t4Bの抗菌剤組成物は、抗菌剤の平均粒子径が2.
5amで試料Aのようには微粒子状にならず、30回洗
濯後には、抗菌剤の担持量が0になっていた。また、非
芳香族系非イオン界面活性剤のみを用いた試料Cの抗菌
剤組成物も、抗菌剤の平均粒子径が2.8μrnで試料
Aのようには微粒子状にならず、30回洗濯後には、抗
菌剤の担持量が0になった。On the other hand, the antibacterial agent composition of Test t4B using only an aromatic nonionic surfactant had an average particle size of 2.
At 5 am, it did not turn into fine particles like sample A, and after washing 30 times, the amount of antibacterial agent supported was zero. In addition, the antibacterial agent composition of Sample C using only a non-aromatic nonionic surfactant also had an average particle size of 2.8 μrn and did not become fine particles like Sample A, and was washed 30 times. Afterwards, the amount of antibacterial agent supported became zero.
実施例1
下記配合の抗菌剤、非イオン界面活性剤、結合剤および
水を連続式密閉水平型ミルで60分間分散して、抗菌剤
が平均粒子径0.48μmの微粒子状に微分散化した水
分散系の抗菌剤組成物を得た。Example 1 The antibacterial agent, nonionic surfactant, binder, and water of the following formulation were dispersed in a continuous closed horizontal mill for 60 minutes to finely disperse the antibacterial agent into fine particles with an average particle size of 0.48 μm. A water-dispersed antibacterial agent composition was obtained.
抗菌剤
塩酸クロロへキシジン 10%トリクロ
カルパン 2%トルナフテート
1%非イオン界面活性剤
ポリオキシエチレンノニルフェニル
エーテル(HLB8.9) 1%ポリ
オキシエチレンラウリルエーテ
ル(HL B 14.0) 、0.3%ポ
リオキシエチレンソルビタン
モノオレート(HL B 15.0) 0.
2%結合剤
メチルメタクリレート−ヒドロキシ
エチレンメタクリレート共重合体
(共重合比90:10) 16%エ
チレン−酢酸ビニル共ffLIl
(共重合比50:50) 16%水
53
.5%上記配合剤の抗菌剤と非イオン界面活性剤と結合
剤からなる非水成分でのそれらの組成割合を示ずと次の
とおりである。Antibacterial agents Chlorhexidine hydrochloride 10% triclocarpan 2% tolnaftate
1% nonionic surfactant polyoxyethylene nonylphenyl ether (HLB 8.9) 1% polyoxyethylene lauryl ether (HL B 14.0), 0.3% polyoxyethylene sorbitan monooleate (HL B 15.0) 0.
2% binder methyl methacrylate-hydroxyethylene methacrylate copolymer (copolymerization ratio 90:10) 16% ethylene-vinyl acetate copolymer ffLIl (copolymerization ratio 50:50) 16% water 53
.. 5% The composition ratio of the antibacterial agent, nonionic surfactant, and nonaqueous component of the binder in the above formulation is as follows.
抗菌剤 28.0%非イオン
界面活性剤 3.2%結合剤
68.8%また、これら井水成分10
0重量部に対する水の鼠は約115重量部であり、非イ
オン界面活性剤の芳香族系のもの〔ポリオキシエチレン
ノニルフェニルエーテル)と非芳香族系のもの(ポリオ
キシエチレンラウリルエーテルとポリオキシエチレンソ
ルビタンモノオレート)との割合は重量圧で2;1であ
る。Antibacterial agent 28.0% nonionic surfactant 3.2% binder
68.8% Also, these well water components 10
The ratio of water to 0 parts by weight is about 115 parts by weight, and the nonionic surfactants are aromatic (polyoxyethylene nonylphenyl ether) and non-aromatic (polyoxyethylene lauryl ether and polyoxyethylene lauryl ether). (ethylene sorbitan monooleate) is 2:1 by weight pressure.
上記実施例1の抗菌剤組成物を水で30倍に希釈し、室
温でこの抗菌剤組成物の希釈液中に綿布を30分間浸漬
し、浸漬後、2分間遠心分離にかけ、100°Cで30
分間乾燥した後、デシケータ内で放冷して、抗菌剤を綿
布に加工処理し、この加工処理した綿布の洗濯回数の増
加に伴う担持量の変化および抗菌防臭性を調べた。The antibacterial composition of Example 1 above was diluted 30 times with water, and a cotton cloth was immersed in the diluted solution of the antibacterial composition at room temperature for 30 minutes. After soaking, it was centrifuged for 2 minutes and then heated at 100°C 30
After drying for a minute, the cloth was allowed to cool in a desiccator, and the antibacterial agent was applied to the cotton cloth. Changes in the amount of the applied cotton cloth and its antibacterial and deodorizing properties as the number of washings of the treated cotton cloth increased were investigated.
〔洗濯回数の増加に伴う抗菌剤の担持量変化〕上記加工
処理した綿布をJIS L 0217103法により洗
濯し、洗濯回数の増加に伴う抗菌剤の担持量変化を調べ
た。その結果を第6表に示す。[Change in the amount of antibacterial agent supported as the number of washings increases] The treated cotton fabric was washed according to the JIS L 0217103 method, and changes in the amount of antibacterial agent supported as the number of washes increased were investigated. The results are shown in Table 6.
第 6 表
第6表に示すように、実施例1の抗菌剤組成物で加工処
理した綿布は、30回洗濯後も、5,000ρpI11
という高濃度で抗菌剤を担持していた。Table 6 As shown in Table 6, the cotton fabric treated with the antibacterial composition of Example 1 had a 5,000 ρpI11 even after washing 30 times.
It carried an antibacterial agent at a high concentration.
(抗菌防臭性〕
上記加工処理した綿布をA A T T C(A@er
icanAssociation of Text
ile ChemiSts and C01or
ists)の試験方法100による菌数減少率試験を行
い、その抗菌防臭性を調べた。(Antibacterial and deodorizing properties) The above-treated cotton fabric was
icanAssociation of Text
ile ChemiSts and C01or
A bacterial count reduction rate test was conducted using Test Method 100 of IST) to examine its antibacterial and deodorizing properties.
供試菌は、5taphlococcus aureus
IFO13277である。The test bacterium is 5taphlococcus aureus
It is IFO13277.
上記加工処理した綿布の30回洗濯後の加工処理をして
いない綿布に対する供試菌の増減値差は、5、103で
あり、規準値(供試菌の生育を抑制する効果があるとL
こめられる規準値)1.6を充分に上回っており、細菌
の生育を抑制する効果が充分に認められた。After washing the processed cotton fabric 30 times, the difference in the increase/decrease value of the test bacteria compared to the unprocessed cotton fabric was 5,103, which is the standard value (L is considered to have the effect of suppressing the growth of the test bacteria).
It was well above the standard value of 1.6, and the effect of inhibiting bacterial growth was sufficiently recognized.
つぎに、上記実施例1の抗菌剤組成物を水で30倍に希
釈し、室温でこの抗菌剤組成物の希釈液中にアクリル繊
維布を30分間浸漬し、浸漬後、2分間遠心分離にかけ
、100℃で30分間乾燥した後、−デシケータ内で放
冷して、抗菌剤をアクリル繊維布に加工処理し、この加
工処理したアクリル繊維布(試llNn1)の洗濯回数
の増加に伴う抗菌剤の担持量の変化および抗菌防臭性を
調べた。Next, the antibacterial composition of Example 1 was diluted 30 times with water, and an acrylic fiber cloth was immersed in the diluted solution of the antibacterial composition at room temperature for 30 minutes, and after soaking, it was centrifuged for 2 minutes. After drying at 100°C for 30 minutes, the antibacterial agent was processed into the acrylic fiber cloth by cooling in a desiccator, and the antibacterial agent increased as the number of washings of the processed acrylic fiber cloth (sample 11Nn1) increased. We investigated changes in the amount of supported and antibacterial and deodorizing properties.
また、上記実施例1の抗菌剤組成物を水で100倍に希
釈し、室温でこの抗菌剤組成物の希釈液中にアクリル繊
維布を上記と同様に浸漬処理して、抗菌剤の初期担持量
の少ないアクリル繊維布(試料階2)を準備し、これに
ついても洗濯回数の増加に伴う抗菌剤の担持量の変化お
よび抗菌防臭性を調べた。In addition, the antibacterial agent composition of Example 1 was diluted 100 times with water, and an acrylic fiber cloth was immersed in the diluted solution of the antibacterial agent composition at room temperature in the same manner as above to initially support the antibacterial agent. A small amount of acrylic fiber cloth (sample floor 2) was prepared, and the changes in the amount of antibacterial agent supported as the number of washings increased and the antibacterial and deodorizing properties of this cloth were also investigated.
〔洗濯回数の増加に伴う抗菌剤の担持量の変化〕上記試
料N11lおよび試料阻2のアクリル繊維布をJIS
L 0217 103法により洗濯し、洗濯回数の増加
に伴う抗菌剤の担持量変化をしらべた。その結果を第7
Hに示す。なお、このアクリル繊維布はパンティストン
キングに使用することを対象としたものであるから、こ
れに要求されている洗濯回数に応して、洗濯回数は5回
とした。[Changes in the amount of antibacterial agent supported as the number of washings increases] The acrylic fiber cloths of Sample N11l and Sample No. 2 were tested according to JIS standards.
The clothes were washed using the L 0217 103 method, and changes in the amount of antibacterial agent supported as the number of washings increased were examined. The results are shown in the 7th section.
Shown in H. In addition, since this acrylic fiber cloth is intended for use in panty stonking, the number of washings was set to five in accordance with the number of washings required for this.
第7表
第7表に示すように、抗菌剤の初朋担持附を少なくした
試料Nα2でも、5回洗濯後において、1゜500pp
mという高い抗菌剤担持量を示した。Table 7 As shown in Table 7, even with sample Nα2, which had a reduced amount of antibacterial agent carried, the amount of antibacterial agent was 1°500 pp after washing 5 times.
It showed a high antibacterial agent loading of m.
上記試料No、 1および試料胤2のアクリル繊維布を
AATCCの試験方法100による菌数減少率試験を行
い、その抗菌防臭性を調べた。The acrylic fiber cloths of Sample No. 1 and Sample Seed 2 were subjected to a bacterial count reduction rate test according to AATCC Test Method 100 to examine their antibacterial and deodorizing properties.
供試面は、前記綿布に対する場合と同時に、5taph
lococcus aureus IFO13277で
ある。At the same time as in the case of the cotton cloth, the test surface was
lococcus aureus IFO13277.
上記試料Nαlおよび試料漱2のアクリル繊維布の5回
洗浄後の加工処理をしていないアクリル繊維布に対する
供試面の増減値差は、下記の第8表に示すとおりであり
、いずれも規準値の1.6を上回っていた。The differences in the increase/decrease values of the sample surfaces of the acrylic fiber cloths of Sample Nαl and Sample Soil 2 compared to the unprocessed acrylic fiber cloths after washing five times are as shown in Table 8 below, and both are based on the standard. It exceeded the value of 1.6.
第 8 表
実施例2
下記配合の抗菌剤、非イオン界面活性剤、結合剤および
水を実施例1と同様の操作で分散さき、抗菌剤が平均粒
子径0.59μmの微粒子状に微分散化した水分散系の
抗菌剤組成物を得た。ただし、使用した抗菌剤は、固体
状では平均粒子径が30μmのものであった。Table 8 Example 2 The following combination of antibacterial agent, nonionic surfactant, binder and water was dispersed in the same manner as in Example 1, and the antibacterial agent was finely dispersed into fine particles with an average particle size of 0.59 μm. A water-dispersed antibacterial agent composition was obtained. However, the antibacterial agent used had an average particle size of 30 μm in solid form.
抗菌バク
2−ヘンツイミダヅリル
カルバミン酸メチル 15%非イオ
ン界面活性剤
ポリオキシエチレンノニルフェニル
エーテル(HLB 8.9 ) 1%
ポリオキシエチレンソルビタン
モノオレート(l(L B 15.0)
2%結合剤
ポリエチルアクリレート 15%スチレ
ン−ブタジェン共重合体 8%(共重合比25
: 75)
水
59%上記抗菌剤組成物における抗菌剤と非イオン
界面活性剤と結合剤とからなる非水成分でのそれらの組
成割合を示すと次のとおりである。Antibacterial bacterium 2-henzimidadulyl methyl carbamate 15% Nonionic surfactant polyoxyethylene nonylphenyl ether (HLB 8.9) 1%
Polyoxyethylene sorbitan monooleate (L B 15.0)
2% binder polyethyl acrylate 15% styrene-butadiene copolymer 8% (copolymerization ratio 25
: 75) water
59% The composition ratio of the antibacterial agent, nonionic surfactant, and binder in the nonaqueous component of the above antibacterial agent composition is as follows.
抗菌剤 36.6%非イ
オン界面活性剤 7.3%結合剤
56.1%また、これら非水
成分100 重量部に対する水の量は約144重量部で
あり、非イオン界面活性剤の芳香J1)のもの(ポリオ
キシエチレンノニルフェニルエーテル)と非芳香族系の
もの(ポリオキンエチレンソルビタンモノオレー(・)
との割合は車量比でl:2である。Antibacterial agent 36.6% nonionic surfactant 7.3% binder
In addition, the amount of water per 100 parts by weight of these non-aqueous components is about 144 parts by weight, and the nonionic surfactant aromatic J1) (polyoxyethylene nonylphenyl ether) and the non-aromatic (Polyoquine ethylene sorbitan monoole (・)
The ratio of vehicle volume is 1:2.
上記の抗菌剤組成物を水で10倍に希釈し、ポリ塩化ビ
ニルシー) (50cmX50c+n)の表面に均一に
スプレー塗装した後、乾燥して、表面活性型の抗菌性塩
化ビニルシートを作製した。The above antibacterial agent composition was diluted 10 times with water, sprayed uniformly onto the surface of a polyvinyl chloride sheet (50cm x 50c+n), and dried to produce a surface-activated antibacterial vinyl chloride sheet.
このシートの一部を細断し、メタノールで抗菌剤を抽出
した後、抗菌剤の含有間を吸光度法にて測定したところ
、抗菌剤の含有量は0.05%であった。After cutting a part of this sheet into pieces and extracting the antibacterial agent with methanol, the content of the antibacterial agent was measured by an absorbance method, and the content of the antibacterial agent was 0.05%.
比較例1
塩化ビニル樹脂に平均粒子径30μmの2−ヘンツイミ
ダゾリル力ルバミン酸メチルを塩化ビニル樹脂に対して
0.2%添加し、練り込んだ後、シート化した。Comparative Example 1 0.2% of methyl 2-henzimidazolylrubamate having an average particle size of 30 μm was added to the vinyl chloride resin and kneaded into the resin, and then formed into a sheet.
このシートの一部を細断し、実施例2と同様に抗菌剤の
含有量を測定したところ、抗菌剤の含有量は0.19%
であった。When a part of this sheet was cut into pieces and the antibacterial agent content was measured in the same manner as in Example 2, the antibacterial agent content was 0.19%.
Met.
上記実施例2のシートおよび比較例Iのシートについて
下記に示す耐水性試験および抗カビ試験を行い、その結
果を第9表に示した。The sheet of Example 2 and the sheet of Comparative Example I were subjected to the water resistance test and anti-mold test shown below, and the results are shown in Table 9.
〔耐水性試験]
上記実施例2のシートおよび比較例1のシートを各50
gずつ水に浸漬し、さらに流水中にて300間保持した
。この後、乾燥して試験片とした。[Water resistance test] 500 sheets each of the sheet of Example 2 and the sheet of Comparative Example 1 were tested.
Each sample was immersed in water for 300 hours under running water. Thereafter, it was dried to obtain a test piece.
この試験片のうち1gを取り、細断してメタノールで抗
菌剤を抽出したのち、抗菌剤の含有量を吸光度法で測定
した。その結果を耐水性試験前の抗菌剤の含有量と比較
して後記の第9表に示す。One gram of this test piece was taken, cut into pieces, the antibacterial agent was extracted with methanol, and the content of the antibacterial agent was measured by absorbance method. The results are shown in Table 9 below in comparison with the antibacterial agent content before the water resistance test.
耐水性試験前後のそれぞれのLK験片を直径28n*の
円形に切取り、JIS Z 291119B1.7.4
に規定する塗料の平板培地表面に貼付した。この試験片
と培地表面に胞子懸濁液1mff1を散布し、27゛C
130日間培養後にその抵抗性を判定した。なお、同一
試験の試験数は3とした。この試験結果を第9表に示す
、第9表においで、3回の試験をそれぞれ(イ)、(ロ
)、(ハ)で示す。Each LK specimen before and after the water resistance test was cut into a circle with a diameter of 28n*, and JIS Z 291119B1.7.4
The paint specified in the above was applied to the surface of the plate culture medium. Spray 1 mff1 of spore suspension on this test piece and the surface of the medium, and heat at 27°C.
The resistance was determined after 130 days of culture. Note that the number of tests in the same test was three. The test results are shown in Table 9. In Table 9, the three tests are shown as (a), (b), and (c), respectively.
第9表に示すように、本発明の実施例2では、耐水性試
験による抗菌剤の含有量の低下が少なく、また、耐水性
試験後も、抗カビ試験でのカビ抵抗性が優れていた。こ
れにj・J L、比較例1では、耐水性試験による抗菌
剤含有量の低下が大きく、また、耐水性試験後の抗カビ
試験では、カビ抵抗性が実施例2に比べて劣っていた。As shown in Table 9, in Example 2 of the present invention, the content of antibacterial agent decreased little in the water resistance test, and even after the water resistance test, the mold resistance in the antifungal test was excellent. . In addition, in Comparative Example 1, the antibacterial agent content decreased significantly in the water resistance test, and in the antifungal test after the water resistance test, the mold resistance was inferior to that in Example 2. .
このように、比較例1の耐水性試験後の抗菌剤量fff
tが実施例2より多いにもかかわらず、カビ抵抗性が悪
かったのは、実施例2の場合は、抗菌剤組成物をスプレ
ー塗装で被着体の表面に塗装しているので、被着体の表
面に抗菌剤が集中して存在するため、全体としての含を
盪が少なくても優れたカビ抵抗性が発揮されるが、比較
例Iでは抗菌剤を被着体に練り込んでいるので、全体と
しての抗菌剤含有量のねりには、表面層の抗菌剤量が少
なく、そのため耐水性試験後のカビ抵抗性が悪くなった
ものと考えられる。In this way, the amount of antibacterial agent fff after the water resistance test of Comparative Example 1
The reason why the mold resistance was poor despite the fact that t was higher than in Example 2 is because in the case of Example 2, the antibacterial agent composition was applied to the surface of the adherend by spray painting. Since the antibacterial agent is concentrated on the surface of the body, excellent mold resistance can be achieved even if there is little overall staining, but in Comparative Example I, the antibacterial agent is kneaded into the adherend. Therefore, it is thought that the amount of antibacterial agent in the surface layer was small in terms of the overall antibacterial agent content, which led to poor mold resistance after the water resistance test.
以上説明したように、本発明では、水分散系で、安全で
使いやすく、かつ抗菌剤が被着体に強固に固定されて、
優れた抗菌防臭性、抗カビ性を発揮するなど、効率の良
い使用ができる抗菌剤組成物を提供することができた。As explained above, in the present invention, the antibacterial agent is aqueous dispersion system, is safe and easy to use, and is firmly fixed to the adherend.
It was possible to provide an antibacterial agent composition that exhibits excellent antibacterial and deodorizing properties and antifungal properties and can be used efficiently.
Claims (1)
らなり、 上記非イオン界面活性剤は、少なくとも1種の芳香族系
非イオン界面活性剤と少なくとも1種の非芳香族系非イ
オン界面活性剤の混合物からなり、 上記結合剤は、抗菌剤を被着体に固定化するものであっ
て、 上記抗菌剤、非イオン界面活性剤および結合剤の組成割
合が、 抗菌剤 1〜80重量% 非イオン界面活性剤 0.1〜8重量% 結合剤 12〜99重量% であり、抗菌剤を平均粒子径0.2〜1μmの微粒子状
に微分散化したことを特徴とする水分散系の抗菌剤組成
物。(1) Consisting of an antibacterial agent, a nonionic surfactant, a binder, and water, the nonionic surfactant being at least one aromatic nonionic surfactant and at least one nonaromatic nonionic surfactant. The binder is composed of a mixture of surfactants, and the binder fixes the antibacterial agent to the adherend, and the composition ratio of the antibacterial agent, nonionic surfactant, and binder is 1 to 80%. An aqueous dispersion characterized in that the antibacterial agent is finely dispersed in the form of fine particles with an average particle size of 0.2 to 1 μm. antibacterial agent composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12856689A JPH02306902A (en) | 1989-05-22 | 1989-05-22 | Antimicrobial agent composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP12856689A JPH02306902A (en) | 1989-05-22 | 1989-05-22 | Antimicrobial agent composition |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH02306902A true JPH02306902A (en) | 1990-12-20 |
Family
ID=14987928
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP12856689A Pending JPH02306902A (en) | 1989-05-22 | 1989-05-22 | Antimicrobial agent composition |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH02306902A (en) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2001076365A1 (en) * | 2000-04-10 | 2001-10-18 | Kao Corporation | Wetting agent composition for agricultural chemicals |
KR100346251B1 (en) * | 2000-05-13 | 2002-08-01 | 정대원 | Water-soluble carbendazim derivatives and process for preparing same |
JP2003523321A (en) * | 1999-10-29 | 2003-08-05 | アベンティス・クロップサイエンス・エス・アー | Novel pesticides and / or growth regulator compositions containing certain nonionic surfactants |
WO2004032902A1 (en) * | 2002-10-11 | 2004-04-22 | Baxter International Inc. | Solid particulate antifungal compositions for pharmaceutical use |
WO2008032671A1 (en) * | 2006-09-12 | 2008-03-20 | Nippon Soda Co., Ltd. | Pest control agent in form of stable suspension |
US9700866B2 (en) | 2000-12-22 | 2017-07-11 | Baxter International Inc. | Surfactant systems for delivery of organic compounds |
-
1989
- 1989-05-22 JP JP12856689A patent/JPH02306902A/en active Pending
Cited By (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2003523321A (en) * | 1999-10-29 | 2003-08-05 | アベンティス・クロップサイエンス・エス・アー | Novel pesticides and / or growth regulator compositions containing certain nonionic surfactants |
WO2001076365A1 (en) * | 2000-04-10 | 2001-10-18 | Kao Corporation | Wetting agent composition for agricultural chemicals |
KR100346251B1 (en) * | 2000-05-13 | 2002-08-01 | 정대원 | Water-soluble carbendazim derivatives and process for preparing same |
US9700866B2 (en) | 2000-12-22 | 2017-07-11 | Baxter International Inc. | Surfactant systems for delivery of organic compounds |
WO2004032902A1 (en) * | 2002-10-11 | 2004-04-22 | Baxter International Inc. | Solid particulate antifungal compositions for pharmaceutical use |
WO2008032671A1 (en) * | 2006-09-12 | 2008-03-20 | Nippon Soda Co., Ltd. | Pest control agent in form of stable suspension |
JPWO2008032671A1 (en) * | 2006-09-12 | 2010-01-28 | 日本曹達株式会社 | Stable suspended pest control agent |
KR101156496B1 (en) * | 2006-09-12 | 2012-06-18 | 닛뽕소다 가부시키가이샤 | Pest control agent in form of stable suspension |
US9901092B2 (en) | 2006-09-12 | 2018-02-27 | Nippon Soda Co., Ltd. | Pest control agent in form of stable suspension |
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