JPH03218305A - Bactericidal and bacteriostatic composition for industry and method therefor - Google Patents
Bactericidal and bacteriostatic composition for industry and method thereforInfo
- Publication number
- JPH03218305A JPH03218305A JP2314736A JP31473690A JPH03218305A JP H03218305 A JPH03218305 A JP H03218305A JP 2314736 A JP2314736 A JP 2314736A JP 31473690 A JP31473690 A JP 31473690A JP H03218305 A JPH03218305 A JP H03218305A
- Authority
- JP
- Japan
- Prior art keywords
- dodecylguanidine
- dithiol
- water
- industrial
- dichloro
- 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.)
- Granted
Links
- 230000003385 bacteriostatic effect Effects 0.000 title claims abstract description 24
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 20
- 239000000203 mixture Substances 0.000 title claims abstract description 20
- 238000000034 method Methods 0.000 title claims description 17
- 150000003839 salts Chemical class 0.000 claims abstract description 21
- HILAYQUKKYWPJW-UHFFFAOYSA-N 1-dodecylguanidine Chemical compound CCCCCCCCCCCCN=C(N)N HILAYQUKKYWPJW-UHFFFAOYSA-N 0.000 claims abstract description 20
- QGSRKGWCQSATCL-UHFFFAOYSA-N 4,5-dichloro-3h-1,3-dithiol-2-one Chemical compound ClC=1SSC(=O)C=1Cl QGSRKGWCQSATCL-UHFFFAOYSA-N 0.000 claims abstract description 18
- 230000001954 sterilising effect Effects 0.000 claims description 10
- CGMKPKRNUNDACU-UHFFFAOYSA-N carbamimidoyl(dodecyl)azanium;chloride Chemical group Cl.CCCCCCCCCCCCN=C(N)N CGMKPKRNUNDACU-UHFFFAOYSA-N 0.000 claims description 9
- 238000004659 sterilization and disinfection Methods 0.000 claims description 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 claims description 5
- 239000000498 cooling water Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- -1 dithiol compound Chemical class 0.000 abstract description 11
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract description 10
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract description 6
- 239000004480 active ingredient Substances 0.000 abstract description 3
- 239000004094 surface-active agent Substances 0.000 abstract description 3
- 230000002195 synergetic effect Effects 0.000 abstract description 3
- 239000012046 mixed solvent Substances 0.000 abstract description 2
- 230000001939 inductive effect Effects 0.000 abstract 1
- 235000019864 coconut oil Nutrition 0.000 description 14
- 239000003240 coconut oil Substances 0.000 description 14
- 241000894006 Bacteria Species 0.000 description 10
- 235000014113 dietary fatty acids Nutrition 0.000 description 8
- 229930195729 fatty acid Natural products 0.000 description 8
- 239000000194 fatty acid Substances 0.000 description 8
- 150000004665 fatty acids Chemical class 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 7
- ZKHQWZAMYRWXGA-KQYNXXCUSA-J ATP(4-) Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](COP([O-])(=O)OP([O-])(=O)OP([O-])([O-])=O)[C@@H](O)[C@H]1O ZKHQWZAMYRWXGA-KQYNXXCUSA-J 0.000 description 6
- ZKHQWZAMYRWXGA-UHFFFAOYSA-N Adenosine triphosphate Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(COP(O)(=O)OP(O)(=O)OP(O)(O)=O)C(O)C1O ZKHQWZAMYRWXGA-UHFFFAOYSA-N 0.000 description 6
- 244000005700 microbiome Species 0.000 description 6
- 238000012360 testing method Methods 0.000 description 5
- YIKWKLYQRFRGPM-UHFFFAOYSA-N 1-dodecylguanidine acetate Chemical compound CC(O)=O.CCCCCCCCCCCCN=C(N)N YIKWKLYQRFRGPM-UHFFFAOYSA-N 0.000 description 4
- SBASXUCJHJRPEV-UHFFFAOYSA-N 2-(2-methoxyethoxy)ethanol Chemical compound COCCOCCO SBASXUCJHJRPEV-UHFFFAOYSA-N 0.000 description 4
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 4
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 239000000645 desinfectant Substances 0.000 description 3
- 239000002904 solvent Substances 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical class C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000003814 drug Substances 0.000 description 2
- 229940079593 drug Drugs 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 230000005923 long-lasting effect Effects 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000005416 organic matter Substances 0.000 description 2
- 239000003973 paint Substances 0.000 description 2
- 229920001515 polyalkylene glycol Polymers 0.000 description 2
- 239000008223 sterile water Substances 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical class O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical class C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical class CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000003373 anti-fouling effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229920001400 block copolymer Polymers 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 239000010730 cutting oil Substances 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- SXUYADQBBAAFOO-UHFFFAOYSA-N dithiol-3-one Chemical compound O=C1C=CSS1 SXUYADQBBAAFOO-UHFFFAOYSA-N 0.000 description 1
- 239000000890 drug combination Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 239000012770 industrial material Substances 0.000 description 1
- 239000008235 industrial water Substances 0.000 description 1
- 239000003112 inhibitor Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 229920005610 lignin Polymers 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 229940049920 malate Drugs 0.000 description 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 235000019645 odor Nutrition 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- CNCAHWAKBQIUMY-UHFFFAOYSA-N tribromo(tribromomethylsulfonyl)methane Chemical compound BrC(Br)(Br)S(=O)(=O)C(Br)(Br)Br CNCAHWAKBQIUMY-UHFFFAOYSA-N 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 238000004804 winding Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
Description
【発明の詳細な説明】
−２−
〔産業上の利用分野〕
本発明は、４，５−ジクロル−１，２−ジチオール−３
−オンおよびドデシルグアニジンの水溶性塩を含有する
ことを特徴とする工業用殺菌・静菌組成物およびその方
法に関する。Detailed Description of the Invention -2- [Industrial Application Field] The present invention provides 4,5-dichloro-1,2-dithiol-3
The present invention relates to an industrial bactericidal and bacteriostatic composition characterized by containing a water-soluble salt of -one and dodecylguanidine, and a method thereof.
水中に有機物が存在する場合に、ダラム陽性菌、ダラム
陰性菌、酵母、カビなどの微生物が有機物を変質し、各
種の弊害を起こすことが知られている。たとえば、石油
化学工場や、化学工場などで用いられている循環冷却方
式の熱交換器や排水冷却管などにスライムが発生し、パ
イプを閉塞して冷却効率を低下させたり、または、製紙
工場において白水に発生したダラム陽性菌、ダラム陰性
菌、酵母、カビなどの微生物が泥状のスライムを形成し
てこれが剥離し、紙に混入すると巻取り工程で紙を切断
させたり、紙に斑点ができたり、不快臭が生じたり各種
のトラブルを引き起こす。It is known that when organic matter is present in water, microorganisms such as Durham-positive bacteria, Durham-negative bacteria, yeast, and molds alter the organic matter and cause various harmful effects. For example, slime forms in heat exchangers and waste water cooling pipes for circulation cooling systems used in petrochemical plants and chemical plants, clogging the pipes and reducing cooling efficiency, or in paper mills. Microorganisms such as Durum-positive bacteria, Durham-negative bacteria, yeast, and mold that occur in white water form a muddy slime that peels off and mixes with the paper, causing it to break during the winding process or causing spots on the paper. This can cause unpleasant odors and other problems.
特公昭５２−１４２９４号公報には、工業水系、特に製
紙業ならびに冷却水系に用いる工程水を４．５ジクロル
ー１．２−ジチオール−３−オン（以下、ジチオール化
合物ともいう）で処理して、ダラム陽性菌、ダラム陰性
菌、酵母、カビなどの微生物に起因するスライムの生成
を防止することかできることが開示され、実用化されて
いる。Japanese Patent Publication No. 52-14294 discloses that industrial water systems, particularly process water used in the paper industry and cooling water systems, are treated with 4.5 dichloro-1,2-dithiol-3-one (hereinafter also referred to as a dithiol compound). It has been disclosed and put into practical use that the production of slime caused by microorganisms such as Durham-positive bacteria, Durham-negative bacteria, yeast, and mold can be prevented.
しかし、ジチオール化合物自身は、水系で添加と同時に
瞬間的に殺菌効力を現わすが、その後、分解されやすく
、持続的な抗菌力に乏しいため、単独では使用しにくい
。また、比較的高価な薬剤であるためできる限り少量で
使用することが望ましい。さらに、近年、人畜に対する
毒性、あるいは廃水への混入による環境汚染等のため、
これら工業用殺菌剤はできる限り低濃度で使用されるこ
とが要求されている。However, dithiol compounds themselves exhibit bactericidal efficacy instantaneously upon addition in an aqueous system, but are easily decomposed afterwards and lack long-lasting antibacterial activity, making them difficult to use alone. Furthermore, since it is a relatively expensive drug, it is desirable to use it in as small a quantity as possible. Furthermore, in recent years, due to toxicity to humans and livestock or environmental pollution due to mixing in wastewater,
These industrial disinfectants are required to be used in as low a concentration as possible.
そこで、ジチオール化合物を工業用殺菌剤として使用す
る際、ビスー（トリブロモメチル）スルホン（特公昭５
７−１６０８４号公報）、２−ブロモー２一二トロプロ
パン−１．３−ジオール（特公昭５ ７−４ ２ ６
０ ３号公報）、ハロ酢酸エステル（特公昭６３−６５
６４１号公報）、アルキレンビスチオシアナート（特公
昭６３−６０７２２号公報）、１，２−ペンズイソチア
ゾリン−３オン（特公昭５ ９−５ ０ ６ ４ ２号
公報）、イソチアゾロン塩（特開昭６０−１）０５号公
報）またはジブロムニトリロプロピオンアミド（特公平
１−２０１２１号公報）などと組合せることにより、ジ
チオール化合物の使用量を減少させ、さらに、相乗的な
殺菌・静菌作用を付加することが試みられている。Therefore, when dithiol compounds are used as industrial disinfectants, bis(tribromomethyl)sulfone
7-16084), 2-bromo-2-bitropropane-1,3-diol (Japanese Patent Publication No. 5, 7-4, 26
0 3 Publication), haloacetic ester (Special Publication No. 63-65
No. 641), alkylene bisthiocyanate (Japanese Patent Publication No. 63-60722), 1,2-penzisothiazolin-3one (Japanese Patent Publication No. 59-50642), isothiazolone salt (Japanese Patent Publication No. 1987-60722), 60-1) No. 05) or dibromnitrilopropionamide (Japanese Patent Publication No. 1-20121), the amount of dithiol compound used can be reduced, and synergistic bactericidal and bacteriostatic effects can be achieved. Attempts are being made to add.
一方、特公昭４４−３２００５号公報には微生物阻害剤
としてドデシルグアニジン塩酸塩または酢酸塩を含むア
ルキルグアニジンの各種塩類が静細菌性紙に使用される
ことが、また、特開昭５２７６８６７号公報にはドデシ
ルグアニジン塩酸塩を含有したフィルムまたはシートに
より工業材料その他の物品の微生物による障害を防止す
る方法が開示されている。On the other hand, Japanese Patent Publication No. 44-32005 discloses that various alkylguanidine salts including dodecylguanidine hydrochloride or acetate are used as microbial inhibitors in bacteriostatic paper, and Japanese Patent Application Laid-Open No. 5276867 discloses a method for preventing damage to industrial materials and other articles by microorganisms using a film or sheet containing dodecylguanidine hydrochloride.
５
〔発明が解決しようとする課題〕
前記したように、持続性のある殺菌・静菌作用をもたら
すこと、およびジチオール化合物の使用量の低減を目的
として種々試みられているが、さらに、改善されたジチ
オール化合物含有工業用殺菌・静菌組成物が望まれてい
る。5 [Problems to be Solved by the Invention] As mentioned above, various attempts have been made to provide a long-lasting bactericidal and bacteriostatic effect and to reduce the amount of dithiol compounds used. Industrial bactericidal and bacteriostatic compositions containing dithiol compounds are desired.
このような状況の下で、本発明者らはより強力な抗菌作
用を有し、かつ、ジチオール化合物の使用量を低減でき
るような薬剤の組合せについて鋭意研究を重ねた結果、
ドデシルグアニジンの水溶性塩を併用することにより、
その目的が達成されることを見い出し、本発明を完成す
るに至った。Under these circumstances, the present inventors have conducted extensive research into drug combinations that have stronger antibacterial effects and can reduce the amount of dithiol compounds used.
By using a water-soluble salt of dodecylguanidine,
The inventors have found that the object can be achieved and have completed the present invention.
すなわち、本発明は４，５−ジクロル−１． ２−ジ
チオール−３−オンとドデシルグアニジンの水溶性塩を
含有することを特徴とする工業用殺菌・静菌組成物およ
び工業用殺菌・静菌対象系に対して４，５−ジクロル−
１．２−ジチオール−３−オンとドデシルグアニジンの
水溶性塩を添加す６
ることを特徴とする工業用殺菌・静菌方法に関する。That is, the present invention provides 4,5-dichloro-1. 4,5-dichloro- for industrial bactericidal and bacteriostatic compositions and industrial bactericidal and bacteriostatic target systems characterized by containing water-soluble salts of 2-dithiol-3-one and dodecylguanidine.
The present invention relates to an industrial sterilization/bacteriostatic method characterized by adding a water-soluble salt of 1.2-dithiol-3-one and dodecylguanidine.
本発明のドデシルグアニジンの水溶性塩としては塩酸塩
、硫酸塩、炭酸塩、リン酸塩、酢酸塩、乳酸塩、リンゴ
酸塩、フタール酸塩なとが挙げられるが、より好まし《
は塩酸塩、酢酸塩なとである。The water-soluble salts of dodecylguanidine of the present invention include hydrochloride, sulfate, carbonate, phosphate, acetate, lactate, malate, and phthalate, but more preferred are <<
are hydrochloride and acetate.
本発明組成物は、処理を必要とする場合に混合物として
添加することが望ましいが、個々に分けて添加してもよ
い。The composition of the present invention is preferably added as a mixture when treatment is required, but may be added individually.
このような製剤は通常、Ｎ−メチル−２−ピロリドン、
ジメチルホルムアミド、モノー、ポリアルキレングリコ
ール，モノー、ポリアルキレングリコールメチルエーテ
ル等の単独または混合溶媒に溶解して使用に供される。Such formulations typically include N-methyl-2-pyrrolidone,
It can be used by being dissolved in a single or mixed solvent such as dimethylformamide, mono, polyalkylene glycol, mono, or polyalkylene glycol methyl ether.
ドデシルグアニジンの水溶性塩のこれらの溶媒に対する
溶解性、溶媒の物性の両方を考えれば、Ｎ−メチル−２
−ピロリドンか望ましい溶媒の一つである。４，５−ジ
クロル−１．２−ジチオール−３−オン、ドデシルグア
ニジンの水溶性塩の単独または混合有機溶媒の組成物に
、さらに界面活性剤を加えて用いることが推奨される。Considering both the solubility of the water-soluble salt of dodecylguanidine in these solvents and the physical properties of the solvent, N-methyl-2
-Pyrrolidone is one of the preferred solvents. It is recommended that a surfactant be further added to a composition of a water-soluble salt of 4,5-dichloro-1,2-dithiol-3-one and dodecylguanidine, alone or in a mixed organic solvent.
界面活性剤は通常の分散剤であってよく、高級アルコー
ルエチレン才キシド付加物、アルキルフェノールのエチ
レンオキシド付加物、プロピレンオキシド付加物および
エチレンオキシドープロピレンオキシド付加物、ヤシ油
脂肪酸ジエタノールアミド、エチレンジアミンのエチレ
ンオキシド、プロピレンオキシドブロック共重合体、芳
香族スルホン酸塩、脂肪族スルホン酸塩などの非イオン
型、アニオン型界面活性剤が望ましい。The surfactants may be conventional dispersants, such as higher alcohol ethylene oxide adducts, ethylene oxide adducts of alkylphenols, propylene oxide adducts and ethylene oxide propylene oxide adducts, coconut fatty acid diethanolamides, ethylene oxide of ethylenediamine, propylene Nonionic and anionic surfactants such as oxide block copolymers, aromatic sulfonates, and aliphatic sulfonates are preferred.
本発明方法を行なうに当っては、工業用殺菌・静菌対象
系に対し、４，５−ジクロル−１，２一ジチオール−３
−オンとドデシルグアニジンの水溶性塩とを９５：５〜
５：９５重量比で、さらに好ましくは４：１−１：９重
量比で混合した薬剤０．５〜２０ｐｐｍを添加するか、
またはそのような重量比になるように添加することによ
りスライムの形成を阻止することができ、このような混
合系にて使用することにより薬剤量の大幅な削減が可能
となり、実用上極めて経済的である。When carrying out the method of the present invention, 4,5-dichloro-1,2-dithiol-3
-one and a water-soluble salt of dodecylguanidine from 95:5 to
Adding 0.5 to 20 ppm of the drug mixed in a 5:95 weight ratio, more preferably a 4:1-1:9 weight ratio;
Alternatively, the formation of slime can be prevented by adding it in such a weight ratio, and by using it in such a mixed system, it is possible to significantly reduce the amount of chemicals, making it extremely economical in practice. It is.
本発明の組成物および方法は、製紙工程のプロセス水系
、工業用の冷却水系のほかに洗浄水、重油スラッジ、切
削油、リグニン廃液、水性ペイント、防汚塗料、ラテッ
クス、繊維油剤等の液状の対象に用いられる他、デンブ
ン繊維壁材等の粉体の防腐材、防徽材としても用いるこ
とができる。The composition and method of the present invention can be applied to liquids such as process water systems in paper manufacturing processes, industrial cooling water systems, cleaning water, heavy oil sludge, cutting oil, lignin waste liquid, water-based paints, antifouling paints, latex, textile oils, etc. In addition to being used for objects, it can also be used as a preservative and anti-fog material for powders such as starch fiber wall materials.
この場合、さらに、他の殺菌剤等と併用することも可能
である。In this case, it is also possible to use it in combination with other disinfectants.
〔作用および発明の効果〕
以下に、本発明の工業用殺菌・静菌組成物の強化された
殺菌作用について、実験例により詳細に説明する。[Action and Effect of the Invention] The enhanced bactericidal action of the industrial bactericidal and bacteriostatic composition of the present invention will be explained in detail below using experimental examples.
実験例ｌ
試験菌としてダラム陽性菌であるバチルス・サブチリス
（Ｂａｃｉｌｌｕｓ ｓｕｂｔｉｌｉｓ）をブイヨン培
地中、３７゜Ｃで１６時間培養後、試験化合物＝４，５
−９
ジク口ルー１，２−ジチオール−３−オン、ドデシルグ
アニジン塩酸塩を第１．表に示した濃度にて試験菌と接
触させ、アデノシン三燐酸（ＡＴＰ）値をＡＴＰ測定キ
ットＮＵ−２００を用いてルミカウンター１０００（日
音医理科器製作所）で測定した。Experimental Example 1 After culturing Bacillus subtilis, a Durham-positive bacterium, in a broth medium at 37°C for 16 hours, the test compound = 4,5
-9 Dikuchilu 1,2-dithiol-3-one, dodecylguanidine hydrochloride in the first. The samples were brought into contact with the test bacteria at the concentrations shown in the table, and the adenosine triphosphate (ATP) value was measured using LumiCounter 1000 (Nichion Irika Seisakusho) using the ATP measurement kit NU-200.
本実験例におけるＡＴＰ値は試料中に含まれるＡＴＰの
相対値を示すものであり、試料中に含まれる微生物の生
菌数を示す指標となるものである。The ATP value in this experimental example indicates the relative value of ATP contained in the sample, and serves as an index indicating the number of viable microorganisms contained in the sample.
したがって、ＡＴＰ値が小さい程、微生物の生菌数が少
ないことを意味しており、試験化合物の効果が強いこと
を示す。Therefore, the smaller the ATP value, the smaller the number of viable microorganisms, indicating that the test compound is more effective.
結果を第１表に示す。（但し、実験例を通して滅菌水の
Ａ．ＴＰ値は１８３であり、滅菌水＋ブイヨン培地のＡ
ＴＰ値は３１２であった。）一以下余白
１
０
第
■
表
実験例２
試験菌としてダラム陰性菌であるシュードモナス０エル
ギノーサ（Ｐｓｅｕｄｏｍｏｎａｓ ａｅｒｕｇｉｎｏ
ｓａ）を用い、実験例１と同様に試験を行なった。The results are shown in Table 1. (However, throughout the experimental examples, the A.TP value of sterile water was 183, and the A.TP value of sterile water + bouillon medium was 183.
The TP value was 312. ) 1 margin 1 0 Section ■ Table Experimental Example 2 Pseudomonas aerugino, a Durham-negative bacterium, was used as the test bacterium.
The test was conducted in the same manner as in Experimental Example 1 using
第
２
表
実験例および各種実験により、本発明の４．５ジクロル
ー１．２−ジチオール−３−オンとドデシルグアニジン
の水溶性塩を含有する工業用殺菌・静菌組成物は、各有
効成分単独の場合に比較して相乗的な殺菌作用を示し、
使用量は非常に少なくして強力な効果が得らわることが
明らかである。Table 2 Experimental Examples and various experiments have shown that the industrial bactericidal and bacteriostatic composition containing the water-soluble salt of 4.5 dichloro-1,2-dithiol-3-one and dodecylguanidine of the present invention, each active ingredient alone It shows a synergistic bactericidal effect compared to the case of
It is clear that very small doses can be used with powerful effects.
以下に、実施例により本発明の工業用殺菌・静菌組成物
をより詳細に開示するが、本発明はこれらにより何ら限
定されるものではない。The industrial bactericidal and bacteriostatic composition of the present invention will be disclosed in more detail below using Examples, but the present invention is not limited thereto.
実施例１
４．５−ジクロル−１，２−ジチオール−３−オン
１ 重量％ドデシルグアニ
ジン塩酸塩 ９ 重量％ジエチレンジグリコール
８９．５重量％ヤシ油脂肪酸ジエタノールアミ
ド ０． ５重量％（ヤシ油：ジエタノールアミン＝１
＋１）実施例２
４．５−ジクロル−１．２−ジチオール−３−オン
６ 重量％ドデシルグアニジ
ン塩酸塩 １．５重量％ジエチレンジグリコール
９２ 重量％ヤシ油脂肪酸ジエタノールアミド
０．５重量％−１ ３−
（ヤシ油：ジエタノールアミン＝１＋１）実施例３
４，５−ジクロル−１，２−ジチオール−３−オン
１ 重量％ドデシルグアニジ
ン塩酸塩 ９ 重量％Ｎ−メチル−２−ピロリド
ン １ 重量％ジエチレンジグリコールモノメチル
エーテル８８．５重量％
ヤシ油脂肪酸ジエタノールアミド ０． ５重量％（ヤ
シ油：ジエタノールアミン＝１＋１）実施例４
４，５−ジクロル−１． ２−ジチオール−３−オン
６ 重量％ドデシルグア
ニジン塩酸塩 １．５重量％ジエチレンジグリコ
ールモノメチルエーテル９２ 重量％
ヤシ油脂肪酸ジエタノールアミド ０． ５重量％（ヤ
シ油：ジエタノールアミン＝１：１）実施例５
−１ ４−
４．５−ジクロル−１，２−ジチオール−３オン
１ 重量％ドデシルグアニジン
酢酸塩 ９ 重量％ジエチレンジグリコール
８９．５重量％ヤシ油脂肪酸ジエタノールアミド
０．５重量％（ヤシ油：ジエタノールアミン＝１ ：
１）実施例６
４，５−ジクロル−１，２−ジチオール−３オン
６ 重量％ドデシルグアニジン
酢酸塩 １．５重量％ジエチレンジグリコール
９２ 重量％ヤシ油脂肪酸ジエタノールアミド
０． ５重量％（ヤシ油：ジエタノールアミン＝１ ：
１）実施例７
４，５−ジクロル−１，２−ジチオール−３オン
１ 重量％ドデシルグアニジン
酢酸塩 ９ 重量％Ｎ−メチル−２−ピロリドン
１ 重量％ジエチレンジグリコールモノメチルエ
ーテル８８．５重量％
ヤシ油脂肪酸ジエタノールアミド ０．５重量％（ヤシ
油：ジエタノールアミン＝１：１）実施例８
４，５−ジクロル−１，２−ジチオール−３オン
６ 重量％ドデシルグアニジン
酢酸塩 １． ５重量％ジエチレンジグリコール
モノメチルエーテル９２ 重量％Example 1 4,5-dichloro-1,2-dithiol-3-one
1% by weight dodecylguanidine hydrochloride 9% by weight diethylene diglycol 89.5% by weight coconut oil fatty acid diethanolamide 0. 5% by weight (coconut oil: diethanolamine = 1
+1) Example 2 4.5-dichloro-1.2-dithiol-3-one
6 wt% dodecylguanidine hydrochloride 1.5 wt% diethylene diglycol 92 wt% coconut oil fatty acid diethanolamide 0.5 wt%-1 3- (coconut oil: diethanolamine = 1+1) Example 3 4,5-dichloro-1 ,2-dithiol-3-one
1% by weight Dodecylguanidine hydrochloride 9% by weight N-methyl-2-pyrrolidone 1% by weight Diethylene diglycol monomethyl ether 88.5% by weight Coconut oil fatty acid diethanolamide 0. 5% by weight (coconut oil:diethanolamine=1+1) Example 4 4,5-dichloro-1. 2-dithiol-3-one 6% by weight Dodecylguanidine hydrochloride 1.5% by weight Diethylene diglycol monomethyl ether 92% by weight Coconut oil fatty acid diethanolamide 0. 5% by weight (coconut oil:diethanolamine=1:1) Example 5-1 4-4.5-dichloro-1,2-dithiol-3one
1% by weight dodecylguanidine acetate 9% by weight diethylene diglycol
89.5% by weight coconut oil fatty acid diethanolamide
0.5% by weight (coconut oil: diethanolamine = 1:
1) Example 6 4,5-dichloro-1,2-dithiol-3one
6 wt% dodecylguanidine acetate 1.5 wt% diethylene diglycol
92% by weight coconut oil fatty acid diethanolamide
0. 5% by weight (coconut oil: diethanolamine = 1:
1) Example 7 4,5-dichloro-1,2-dithiol-3one
1% by weight dodecylguanidine acetate 9% by weight N-methyl-2-pyrrolidone 1% by weight diethylene diglycol monomethyl ether 88.5% by weight Coconut oil fatty acid diethanolamide 0.5% by weight (coconut oil: diethanolamine = 1:1) Example 8 4,5-dichloro-1,2-dithiol-3one
6% by weight dodecylguanidine acetate 1. 5% by weight diethylene diglycol monomethyl ether 92% by weight
Claims (1)
ンとドデシルグアニジンの水溶性塩を含有することを特
徴とする工業用殺菌・静菌組成物。 （２）ドデシルグアニジンの水溶性塩がドデシルグアニ
ジン塩酸塩または酢酸塩である請求項（１）記載の工業
用殺菌・静菌組成物。 （３）４，５−ジクロル−１，２−ジチオール−３−オ
ンとドデシルグアニジンの水溶性塩との重量比が９５：
５〜５：９５である請求項（１）記載の工業用殺菌・静
菌組成物。（４）４，５−ジクロル−１，２−ジチオー
ル−３−オンとドデシルグアニジンの水溶性塩との重量
比が４：１〜１：９である請求項（１）記載の工業用殺
菌・静菌組成物。 （５）工業用殺菌・静菌対象系に対して４，５−ジクロ
ル−１，２−ジチオール−３−オンとドデシルグアニジ
ンの水溶性塩を添加することを特徴とする工業用殺菌・
静菌方法。（６）ドデシルグアニジンの水溶性塩がドデ
シルグアニジン塩酸塩または酢酸塩である請求項（５）
記載の工業用殺菌・静菌方法。 （７）工業用殺菌・静菌対象系に対して４，５−ジクロ
ル−１，２−ジチオール−３−オンとドデシルグアニジ
ンの水溶性塩との重量比が９５：５〜５：９５になるよ
うに添加することを特徴とする請求項（５）記載の工業
用殺菌・静菌方法。 （８）工業用殺菌・静菌対象系に対して４，５−ジクロ
ル−１，２−ジチオール−３−オンとドデシルグアニジ
ンの水溶性塩との重量比が４：１〜１：９である請求項
（５）記載の工業用殺菌・静菌方法。 （９）工業用殺菌・静菌対象系が製紙工程のプロセス系
または工業用の冷却水系である請求項（５）記載の工業
用殺菌・静菌方法。[Scope of Claims] (1) An industrial bactericidal and bacteriostatic composition characterized by containing a water-soluble salt of 4,5-dichloro-1,2-dithiol-3-one and dodecylguanidine. (2) The industrial bactericidal and bacteriostatic composition according to claim (1), wherein the water-soluble salt of dodecylguanidine is dodecylguanidine hydrochloride or acetate. (3) The weight ratio of 4,5-dichloro-1,2-dithiol-3-one to the water-soluble salt of dodecylguanidine is 95:
The industrial bactericidal and bacteriostatic composition according to claim (1), which has a ratio of 5 to 5:95. (4) The industrial sterilization method according to claim (1), wherein the weight ratio of 4,5-dichloro-1,2-dithiol-3-one to the water-soluble salt of dodecylguanidine is 4:1 to 1:9. Bacteriostatic composition. (5) Industrial sterilization and bacteriostatic treatment characterized by adding water-soluble salts of 4,5-dichloro-1,2-dithiol-3-one and dodecylguanidine to the target system.
Bacteriostatic method. (6) Claim (5) wherein the water-soluble salt of dodecylguanidine is dodecylguanidine hydrochloride or acetate.
Industrial sterilization and bacteriostatic methods described. (7) The weight ratio of 4,5-dichloro-1,2-dithiol-3-one to the water-soluble salt of dodecylguanidine is 95:5 to 5:95 for industrial sterilizing and bacteriostatic target systems. The industrial sterilization/bacteriostatic method according to claim (5), characterized in that the method is added as follows. (8) The weight ratio of 4,5-dichloro-1,2-dithiol-3-one to the water-soluble salt of dodecylguanidine is 4:1 to 1:9 for industrial sterilizing and bacteriostatic target systems. The industrial sterilization/bacteriostatic method according to claim (5). (9) The industrial sterilization/bacteriostasis method according to claim 5, wherein the target system for industrial sterilization/bacteriostasis is a process system in a paper manufacturing process or an industrial cooling water system.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2314736A JP2902476B2 (en) | 1989-11-21 | 1990-11-19 | Industrial bactericidal / bacteriostatic composition and method thereof |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP1-304215 | 1989-11-21 | ||
| JP30421589 | 1989-11-21 | ||
| JP2314736A JP2902476B2 (en) | 1989-11-21 | 1990-11-19 | Industrial bactericidal / bacteriostatic composition and method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03218305A true JPH03218305A (en) | 1991-09-25 |
| JP2902476B2 JP2902476B2 (en) | 1999-06-07 |
Family
ID=26563824
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2314736A Expired - Fee Related JP2902476B2 (en) | 1989-11-21 | 1990-11-19 | Industrial bactericidal / bacteriostatic composition and method thereof |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2902476B2 (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013505956A (en) * | 2009-09-28 | 2013-02-21 | ダウ グローバル テクノロジーズ エルエルシー | Composition of dibromomalonamide and its use as a biocide |
| JP2021502499A (en) * | 2017-11-09 | 2021-01-28 | ケミラ・オーワイジェイＫｅｍｉｒａ Ｏｙｊ | How to make a textile web |
-
1990
- 1990-11-19 JP JP2314736A patent/JP2902476B2/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2013505956A (en) * | 2009-09-28 | 2013-02-21 | ダウ グローバル テクノロジーズ エルエルシー | Composition of dibromomalonamide and its use as a biocide |
| JP2021502499A (en) * | 2017-11-09 | 2021-01-28 | ケミラ・オーワイジェイＫｅｍｉｒａ Ｏｙｊ | How to make a textile web |
| US11530514B2 (en) | 2017-11-09 | 2022-12-20 | Kemira Oyj | Method for manufacturing a fibrous web |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2902476B2 (en) | 1999-06-07 |
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