JPH01197411A - Antimicrobial agent - Google Patents
Antimicrobial agentInfo
- Publication number
- JPH01197411A JPH01197411A JP1990888A JP1990888A JPH01197411A JP H01197411 A JPH01197411 A JP H01197411A JP 1990888 A JP1990888 A JP 1990888A JP 1990888 A JP1990888 A JP 1990888A JP H01197411 A JPH01197411 A JP H01197411A
- Authority
- JP
- Japan
- Prior art keywords
- parts
- water
- bacteria
- paper
- chloro
- 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
- 239000004599 antimicrobial Substances 0.000 title abstract 3
- 125000005843 halogen group Chemical group 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 125000001424 substituent group Chemical group 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims 1
- 241000894006 Bacteria Species 0.000 abstract description 13
- 230000000694 effects Effects 0.000 abstract description 12
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract description 4
- 125000001931 aliphatic group Chemical group 0.000 abstract description 4
- 150000001875 compounds Chemical class 0.000 abstract description 4
- 239000000498 cooling water Substances 0.000 abstract description 4
- 239000003973 paint Substances 0.000 abstract description 4
- 240000004808 Saccharomyces cerevisiae Species 0.000 abstract description 3
- 239000008235 industrial water Substances 0.000 abstract description 3
- HXHLTSSXMWHLGK-UHFFFAOYSA-N 2-chloro-2-nitroethanol Chemical compound OCC(Cl)[N+]([O-])=O HXHLTSSXMWHLGK-UHFFFAOYSA-N 0.000 abstract description 2
- CXIVKQSIEXBSRQ-UHFFFAOYSA-N 4,5-dichloro-2-octyl-1,2-thiazolidin-3-one Chemical compound CCCCCCCCN1SC(Cl)C(Cl)C1=O CXIVKQSIEXBSRQ-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract description 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 16
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 15
- 239000003242 anti bacterial agent Substances 0.000 description 14
- 238000012360 testing method Methods 0.000 description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 244000005700 microbiome Species 0.000 description 11
- 230000000052 comparative effect Effects 0.000 description 8
- 239000000243 solution Substances 0.000 description 7
- 238000000576 coating method Methods 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 230000001580 bacterial effect Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 230000000813 microbial effect Effects 0.000 description 4
- 230000002265 prevention Effects 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- UMFCIIBZHQXRCJ-NSCUHMNNSA-N trans-anol Chemical compound C\C=C\C1=CC=C(O)C=C1 UMFCIIBZHQXRCJ-NSCUHMNNSA-N 0.000 description 4
- 241000233866 Fungi Species 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 230000002401 inhibitory effect Effects 0.000 description 3
- 239000010985 leather Substances 0.000 description 3
- 235000019645 odor Nutrition 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 239000003292 glue Substances 0.000 description 2
- 229920000126 latex Polymers 0.000 description 2
- 239000004816 latex Substances 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000012545 processing Methods 0.000 description 2
- 230000035755 proliferation Effects 0.000 description 2
- 239000013055 pulp slurry Substances 0.000 description 2
- -1 quaternary ammonium salt compounds Chemical class 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 2
- 239000002351 wastewater Substances 0.000 description 2
- SDCMICGMQZOFGI-UHFFFAOYSA-N 2,2-dichloro-2-nitroethanol Chemical compound OCC(Cl)(Cl)[N+]([O-])=O SDCMICGMQZOFGI-UHFFFAOYSA-N 0.000 description 1
- IPJLEVRHOYIFOH-UHFFFAOYSA-N 2-bromo-2-chloro-2-nitroethanol Chemical compound OCC(Cl)(Br)[N+]([O-])=O IPJLEVRHOYIFOH-UHFFFAOYSA-N 0.000 description 1
- YSNKNPIAQAVYEN-UHFFFAOYSA-N 2-bromo-2-iodo-2-nitroethanol Chemical compound OCC(Br)(I)[N+]([O-])=O YSNKNPIAQAVYEN-UHFFFAOYSA-N 0.000 description 1
- OGGHUMVMTWCANK-UHFFFAOYSA-N 2-bromo-2-nitroethanol Chemical compound OCC(Br)[N+]([O-])=O OGGHUMVMTWCANK-UHFFFAOYSA-N 0.000 description 1
- OADSZWXMXIWZSQ-UHFFFAOYSA-N 2-bromo-2-nitropropane Chemical compound CC(C)(Br)[N+]([O-])=O OADSZWXMXIWZSQ-UHFFFAOYSA-N 0.000 description 1
- AELNPWPIDQRLKO-UHFFFAOYSA-N 2-chloro-2-fluoro-2-nitroethanol Chemical compound OCC(F)(Cl)[N+]([O-])=O AELNPWPIDQRLKO-UHFFFAOYSA-N 0.000 description 1
- ZKNNMNLCPKZUOK-UHFFFAOYSA-N 2-fluoro-2-nitroethanol Chemical compound OCC(F)[N+]([O-])=O ZKNNMNLCPKZUOK-UHFFFAOYSA-N 0.000 description 1
- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
- JTPICTYDXYAVTH-UHFFFAOYSA-N 4,5-dichloro-2-octyl-1,2-thiazolidine Chemical compound CCCCCCCCN1CC(Cl)C(Cl)S1 JTPICTYDXYAVTH-UHFFFAOYSA-N 0.000 description 1
- 241000251468 Actinopterygii Species 0.000 description 1
- 229920001817 Agar Polymers 0.000 description 1
- 241000588986 Alcaligenes Species 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 241000193830 Bacillus <bacterium> Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 229920001131 Pulp (paper) Polymers 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 239000008272 agar Substances 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 230000002421 anti-septic effect Effects 0.000 description 1
- 210000000038 chest Anatomy 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 238000012258 culturing Methods 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 230000002542 deteriorative effect Effects 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 239000004210 ether based solvent Substances 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 238000010304 firing Methods 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000005453 ketone based solvent Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000005555 metalworking Methods 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 150000004045 organic chlorine compounds Chemical class 0.000 description 1
- 150000002898 organic sulfur compounds Chemical class 0.000 description 1
- 150000002902 organometallic compounds Chemical class 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000015170 shellfish Nutrition 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
Abstract
Description
【発明の詳細な説明】
(産業上の利用分野)
本発明は、一般式(1)で表わされるハロゲン化脂肪族
ニトロアルコールと式(II)で表わされる4、5−ジ
クロロ−2−オクチルイソチアゾリン−3−オン(以下
rDOITJと略すことがある)とを含有し、両者の相
乗効果を利用する新規な防菌剤に関する。Detailed Description of the Invention (Industrial Application Field) The present invention relates to a halogenated aliphatic nitroalcohol represented by general formula (1) and 4,5-dichloro-2-octylisothiazoline represented by formula (II). The present invention relates to a novel antibacterial agent containing -3-one (hereinafter sometimes abbreviated as rDOITJ) and utilizing the synergistic effect of both.
本防菌剤は、紙パルプ工業に関係ある工業用水、各種工
業用の冷却水に好適に使用される。This antibacterial agent is suitably used for industrial water related to the pulp and paper industry and cooling water for various industrial uses.
(従来技術及び問題点)
従来、祇パルプ工業分野における抄紙工程からの廃水、
各種産業分野における循環冷却水等種々の用水系にあっ
ては、また、工業用水を使用して作る水性塗料、紙用塗
工液、ラテックス、捺染糊、皮革などにあっては、それ
らに有害な微生物が増繁殖しやすく、これが生産性や品
質の低下の原因となっている。(Prior art and problems) Conventionally, wastewater from the papermaking process in the Gio pulp industry,
It is harmful to various water systems such as circulating cooling water in various industrial fields, as well as water-based paints, paper coating fluids, latex, printing pastes, leather, etc. that are made using industrial water. microorganisms are likely to multiply, which causes a decline in productivity and quality.
特に、紙パルプ工業分野における用水系では、最近、糸
状菌及び酵母類の増繁殖によりスライムが発生し、パル
プスラリーが流れる水路、とりわけスラリーが接する壁
面の粗い場所やチエスト、フローボックス、輸送パイプ
、その他パルプスラリーの流速が小さくなって淀むよう
な場所において、スライムが付着形成される。このスラ
イムは、しばしば脱離し、紙切れや祇バルブ製品汚染の
原因となっているほか、微生物の繁殖による種々の障害
を発生させている。In particular, in water systems in the pulp and paper industry, slime has recently been generated due to the proliferation of filamentous fungi and yeasts, and slime has been generated in waterways where pulp slurry flows, especially in areas with rough walls that come in contact with slurry, chests, flow boxes, transport pipes, etc. In other places where the flow rate of the pulp slurry is low and stagnates, slime is formed. This slime often detaches, causing paper breakage and contamination of Gion valve products, as well as causing various problems due to the growth of microorganisms.
このような障害発生は、高速マシンを使用する際には特
に大きな問題となり、著しい生産性低下及び経済的損失
を招来している。The occurrence of such failures becomes a particularly serious problem when high-speed machines are used, resulting in a significant decrease in productivity and economic loss.
更に、金属加工油剤の冷却用循環用水系においても、微
生物が増繁殖し加工油剤の冷却性能や乳化性を阻害した
り、また、悪臭が発生し作業環境の悪化をさせ公衆衛生
上好ましくない現象をひきおこしている。Furthermore, in the circulating water system for cooling metal processing fluids, microorganisms multiply and multiply, impairing the cooling performance and emulsifying properties of processing fluids, and producing bad odors, deteriorating the working environment, which is an undesirable phenomenon in terms of public health. is causing the
また、冷却水系においては、微生物が増殖し、スライム
が生成すると、熱交換器の伝熱効率の低下や流路の閉塞
などの原因となる。In addition, in a cooling water system, when microorganisms multiply and slime is generated, it causes a decrease in heat transfer efficiency of a heat exchanger and blockage of flow paths.
有害微生物の繁殖によるその他の障害は、水性塗料、紙
用塗工液、高分子ラテックス、製紙用パルプ、糊、皮革
、金属加工油剤などの工業用製品にもみられる。Other problems caused by the growth of harmful microorganisms occur in industrial products such as water-based paints, paper coatings, polymer latex, paper pulp, glues, leather, and metalworking fluids.
ところで、前記用水系、又は、前記工業用製品における
有害微生物の発生を抑制ないし防除する薬剤としては、
これまで例えば有機金属化合物類、有機塩素化合物類、
有機硫黄化合物類、第4級アンモニウム塩化合物類など
が使用されてきたが、これらの化合物類は人体に対し毒
性を有し、また、悪臭や異臭を発し、更には発砲などの
好ましくない現象を生じる。加えて、これらの防除剤含
有水系は、これを一般河用や海等に投法した場合に魚介
類に対し悪影響を与え環境保全上問題を生じる。By the way, the agents for suppressing or controlling the occurrence of harmful microorganisms in the water system or the industrial products include:
Until now, for example, organometallic compounds, organochlorine compounds,
Organic sulfur compounds, quaternary ammonium salt compounds, etc. have been used, but these compounds are toxic to the human body, emit bad odors and strange odors, and even cause undesirable phenomena such as firing. arise. In addition, when these pesticide-containing water systems are sprayed into rivers, oceans, etc., they have an adverse effect on fish and shellfish, causing problems in terms of environmental conservation.
(発明の目的、構成及び効果)
本発明者等は、防菌剤について上記したような欠点を除
去すべく、鋭意研究を重ねた結果、本発明を完成するに
至った。(Object, structure, and effect of the invention) The present inventors have completed the present invention as a result of extensive research in order to eliminate the above-mentioned drawbacks of antibacterial agents.
即ち、本発明は下記のとおりである。That is, the present invention is as follows.
下記一般式
(式中、R′及びR2は水素原子、ハロゲン原子、置換
基を有していてもよいアルキル基、Xはハロゲン原子を
示す。)で表わされる脂肪族ニトロアルコールと
下記式
で表わされる4、5−ジクロロ−2−オクチルイソチア
ゾリン−3−オンとを(10: 1)〜(1: 10)
の重量割合で含有することを特徴とする防菌剤。An aliphatic nitroalcohol represented by the following general formula (wherein R' and R2 are a hydrogen atom, a halogen atom, an alkyl group which may have a substituent, and X represents a halogen atom) and an aliphatic nitroalcohol represented by the following formula. and 4,5-dichloro-2-octylisothiazolin-3-one (10:1) to (1:10)
An antibacterial agent characterized in that it is contained in a weight ratio of .
母類に対して活性が著しく劣り、細菌類に対しても低濃
度で所望の効果が得られない。The activity is significantly inferior to that of parent organisms, and the desired effect cannot be obtained even at low concentrations against bacteria.
類、細菌類、糸状菌類に対して低濃度で所望の効果が得
られない。At low concentrations, the desired effect cannot be obtained against species, bacteria, and filamentous fungi.
本発明の防菌剤は、構成成分単独では、到底予期するこ
とのできない極めて優れた防菌作用を発揮し、しかも有
害微生物である糸状菌、細菌、酵母等に対して、その種
類に係わりなく広い適用範囲を有する。The antibacterial agent of the present invention exhibits an extremely excellent antibacterial effect that cannot be expected from the constituent components alone, and is effective against harmful microorganisms such as filamentous fungi, bacteria, and yeast, regardless of their types. Has a wide range of application.
本発明における一般式(I)の化合物としては、以下の
ものを例示することができる。As the compound of general formula (I) in the present invention, the following can be exemplified.
2−クロロ−2−二トロエタノール、l−クロロ−1−
ニトロプロパノ−ルー(2)、3−クロロ−3−ニトロ
ブタノール−(2)、2−クロロ−2−二トロブタンジ
オール−(l・3)、1−クロロ−1−ニトロブタノー
ル−(2)、2−クロロ−2−ニトロフタノール、2−
クロロ−2−二トロペンクノール(3)、2・2−ジク
ロロ−2−ニトロエタノール、2−クロロ−2−ブロモ
−2−ニトロエタノール、3−クロロ−3−ペンタンジ
オ−ルー(2・4)、4−クロロ−4−ニトロへキサノ
ール−(3)、2−ブロモ−2−二トロエタノール、2
−ブロモ−2−ニトロプロパノ−ルー(3)、2−ブロ
モ−2−二トロブタンジオール−(1・3)、3−ブロ
モ−3−ニトロペンクンジオール−(2・4)、2・2
−ジブロモ−2−二トローエタノール、1・1−ジブロ
モ−1−ニトロ−プロパノ−71/−(21,4−7’
ロモ・−4−ニトロへキサノール−(3)、2−フルオ
ロ−2−ニトロエタノール、2−フルオロ−2−二トロ
ブタンジオール−(1・3)、3−ヨード−3−二トロ
ブタノール−(2)、2−フルオロ−2−クロロ−2−
二トロエタノール、2−ヨード−2−ブロモー2−二ト
ロエタノール、2−クロル−2−ニトロ−プロパンジオ
ール−(1・3)、2−ブロム−2−ニトロ−プロパン
ジオール−(1・3)等があげられる。2-chloro-2-nitroethanol, l-chloro-1-
Nitropropanol-(2), 3-chloro-3-nitrobutanol-(2), 2-chloro-2-nitrobutanediol-(1・3), 1-chloro-1-nitrobutanol-(2), 2-chloro-2-nitrophtanol, 2-
Chloro-2-nitropenknol (3), 2,2-dichloro-2-nitroethanol, 2-chloro-2-bromo-2-nitroethanol, 3-chloro-3-pentanediolu (2,4) , 4-chloro-4-nitrohexanol-(3), 2-bromo-2-nitroethanol, 2
-Bromo-2-nitropropanol-(3), 2-bromo-2-nitrobutanediol-(1.3), 3-bromo-3-nitropencundiol-(2.4), 2.2
-dibromo-2-nitroethanol, 1,1-dibromo-1-nitro-propano-71/-(21,4-7'
Lomo-4-nitrohexanol-(3), 2-fluoro-2-nitroethanol, 2-fluoro-2-nitrobutanediol-(1.3), 3-iodo-3-nitrobutanol-( 2), 2-fluoro-2-chloro-2-
Nitroethanol, 2-iodo-2-bromo-2-nitroethanol, 2-chloro-2-nitro-propanediol-(1,3), 2-bromo-2-nitro-propanediol-(1,3) etc. can be mentioned.
上記したハロゲン化脂肪族ニトロアルコールは、1種に
限定されるものではなく、2種以上を併用してもよい。The above-described halogenated aliphatic nitroalcohols are not limited to one type, and two or more types may be used in combination.
以上式(1)の化合物と念念自=−一の含有重量割合(
1: 10)〜(10:1)、好ましくは(1:5)〜
(5:1)である。The content weight ratio of the compound of formula (1) and nenjin = -1 (
1:10) to (10:1), preferably (1:5) to
(5:1).
いずれか一方が少なすぎても満足できる効果を達成する
ことはできない。If either one is too small, a satisfactory effect cannot be achieved.
本発明の防菌剤は、基本的には上記の2成分を均一に混
合することにより製造される。The antibacterial agent of the present invention is basically produced by uniformly mixing the above two components.
−船釣には水溶液、溶剤溶液、乳化分散液等として使用
に供される。- For boat fishing, it can be used as an aqueous solution, solvent solution, emulsified dispersion, etc.
ここで使用することのできる溶剤としては、アルコール
系溶剤、ケトン系溶剤、エーテル系溶剤、炭化水素系溶
剤等が例示される。また、本発明の工業用殺菌剤は任意
の担体に担持して使用してもよく、使用態様に特に制限
はなく種々の方法を採用することができる。Examples of solvents that can be used here include alcohol solvents, ketone solvents, ether solvents, and hydrocarbon solvents. Further, the industrial disinfectant of the present invention may be used by being supported on any carrier, and there are no particular restrictions on the mode of use, and various methods can be adopted.
防菌剤の使用に際しての添加量は、微生物濃度によって
も異なるが、−船釣に紙パルプ工業等の分野における用
水系の場合は0.01〜1100pp。The amount of antibacterial agent added varies depending on the microbial concentration, but is 0.01 to 1100 pp for water systems in fields such as boat fishing and paper and pulp industry.
水性塗料、糊、皮革等の分野の場合は1〜500ppm
であり、この程度で良好な殺菌効果が得られる。1 to 500 ppm for water-based paints, glues, leather, etc.
A good sterilizing effect can be obtained at this level.
本発明の防菌剤には、この発明の目的を阻害しない範囲
で、安定剤、界面活性剤等を添加することは何ら差支え
ない。There is no problem in adding stabilizers, surfactants, etc. to the antibacterial agent of the present invention as long as the purpose of the present invention is not impaired.
(実施例及び比較例)
下記の処方により防菌剤を製造した。例中の部はすべて
重量部を示す。(Examples and Comparative Examples) Antibacterial agents were manufactured using the following formulation. All parts in the examples indicate parts by weight.
実施例1
2−ブロモ−2−ニトロ−プロパン 10部ジオール
−(1,3)
DOIT 10部ジエチレン
グリコールモノメチル 78部エーテル(溶剤)
ツルポール900A(界面活性剤、 2部東邦化学
社製)
実施例2
2.2−ジブロモ−2−ニトロエタ 10部ノール
DOIT 10部ジエチレング
リコールモノメチル 78部エーテル
ツルポール900A 2部実施例
3
1.1−ジブロモ−1−ニトロプロ 10部パノール
−(2)
DOITIO部
ジエチレングリコール七ツメチル 78部エーテル
ツルポール900A 2部実施例
4
2.2−ジブロモ−2−二トロエタ 15部ノール
DOIT 5部ジエチレング
リコール七ツメチル 78部エーテル
ツルポール900A 2部比較例
1
2−7’ロモー2−ニトロ−プロパン 20部ジオー
ル−(1,3)
ジエチレングリコール七ツメチル 78部エーテル
ツルポール900A 2部比較例
2
2.2−ジブロモ−2−ニトロエタ 20部ノール
ジエチレングリコールモノメチル 78部エーテル
ツルポール900A 2部比較例
3
1.1−ジブロモ−1−二トロプロ 20部パノール
−(2)
ジエチレングリコールモノメチル 78部エーテル
ツルポール900A 2部比較例
4
DOIT 20部ジエチレング
リコール七ツメチル 78部エーテル
ツルポール900A 2部(効果
試験)
上記実施例1〜4及び比較例1〜4で製造した防菌剤に
ついて、下記のような試験方法により微生物生育阻止濃
度、スライム発生防止効果、防腐効果を調べた(以下、
%は重量%を示す。)。Example 1 2-Bromo-2-nitro-propane 10 parts Diol-(1,3) DOIT 10 parts Diethylene glycol monomethyl 78 parts Ether (solvent) Tsurpol 900A (surfactant, 2 parts manufactured by Toho Chemical Co., Ltd.) Example 2 2 .2-Dibromo-2-nitroeta 10 parts Nol DOIT 10 parts Diethylene glycol monomethyl 78 parts Ether Tsurpol 900A 2 parts Example 3 1.1-dibromo-1-nitropro 10 parts Panol (2) DOITIO part Diethylene glycol 7-methyl 78 parts Ether Tsurpol 900A 2 parts Example 4 2.2-Dibromo-2-nitroeta 15 parts Nol DOIT 5 parts Diethylene glycol 7-methyl 78 parts Ether Tsurpol 900A 2 parts Comparative Example 1 2-7'Romo-2-nitro-propane 20 Diol-(1,3) 78 parts Ether Tsurpol 900A 2 parts Comparative Example 2 2.2-dibromo-2-nitroeta 20 parts Nordiethylene glycol monomethyl 78 parts Ether Tsurpol 900A 2 parts Comparative Example 3 1.1 -Dibromo-1-nitropro 20 parts Panol-(2) Diethylene glycol monomethyl 78 parts Ether Tsurpol 900A 2 parts Comparative Example 4 DOIT 20 parts Diethylene glycol 78 parts Methyl 78 parts Ether Tsurpol 900A 2 parts (Efficacy test) Above Examples 1- 4 and Comparative Examples 1 to 4, the microbial growth inhibitory concentration, slime generation prevention effect, and antiseptic effect were investigated using the following test methods (hereinafter,
% indicates weight %. ).
試験例1 〔微生物生育阻止濃度試験〕使用培地の組成
はペプトン0.1%、ブドウ糖0.05%、燐酸第一カ
リウム0.01%及び硫酸マグネシウム0.005%の
混合水溶液である。試験方法は、調製培養液中に下記供
試菌を)U濁させ、この一定量をきれいな試験管に取り
、その中に5.10.20.40.80ppmの各々規
定濃度の防菌剤を添加し、32°Cにて振盪培養を行っ
た。Test Example 1 [Microbial Growth Inhibitory Concentration Test] The composition of the medium used was a mixed aqueous solution of 0.1% peptone, 0.05% glucose, 0.01% potassium phosphate, and 0.005% magnesium sulfate. The test method is to suspend the following test bacteria in the prepared culture solution, take a certain amount of this into a clean test tube, and add the antibacterial agent at the specified concentration of 5, 10, 20, 40, and 80 ppm to each tube. and cultured with shaking at 32°C.
24時間後の菌の繁殖によって生じた濁度により微生物
の生育度を判定した。全く菌の生育が認められないもの
を観察して、その微生物の完全生育阻止濃度とした。The degree of growth of the microorganisms was determined based on the turbidity produced by the proliferation of the bacteria after 24 hours. The concentration that completely inhibits the growth of microorganisms was determined by observing when no microorganisms were observed to grow.
その結果を第1表に示す。The results are shown in Table 1.
供試菌の菌名略号は次のとおりである。The bacterial name abbreviations of the test bacteria are as follows.
供試菌
Pse : Pseudomonas aerugi
nosaA、a : Aerobactor a
erogenesB、s : Bacillus
5ubtillisA、v : Alcalig
enes viscosesA、n : Asp
ergillus nigerG、sp : Ge
otrichum sp。Test bacteria Pse: Pseudomonas aerugi
nosaA, a: Aerobacter a
erogenesB,s: Bacillus
5ubtillisA,v: Alcalig
enes viscosesA,n: Asp
ergillus nigerG, sp: Ge
otrichum sp.
第 1 表
(注1)数値は完全生育阻止最低濃度(ppm)を示す
。Table 1 (Note 1) Values indicate the minimum concentration (ppm) that completely inhibits growth.
(注2)+は供試菌の完全生育を示す。(Note 2) + indicates complete growth of the test bacteria.
上記第1表から明らかなように、本発明の防菌剤(実施
例1〜4)はいずれの供試菌に対しても10ppm以下
の低濃度で効果を示すのに対して、比較例ではすべての
供試菌に対して一様に存効な効果を得ることができない
ことがわかる。As is clear from Table 1 above, the antibacterial agent of the present invention (Examples 1 to 4) is effective against all test bacteria at a low concentration of 10 ppm or less, whereas in the comparative example It can be seen that it is not possible to obtain a uniformly effective effect on all test bacteria.
試験例2〔抄紙工程後の排水における菌増殖防止及びス
ライム発生防止試験〕
某製紙工場の抄紙工程において上記実施例1〜4及び比
較例1〜4で製造した防菌剤を白水ビットに1日のうち
2時間、3回にわたり、水中濃度が20ppmになるよ
うに7日間添加して、白水中の微生物の菌数を測定した
。Test Example 2 [Bacterial growth prevention and slime generation prevention test in wastewater after papermaking process] The antibacterial agents produced in Examples 1 to 4 and Comparative Examples 1 to 4 above were applied to white water bits for one day in the papermaking process of a certain papermaking factory. The solution was added three times for 2 hours for 7 days so that the water concentration was 20 ppm, and the number of microorganisms in the white water was measured.
試験方法は白水試料を滅菌水で希釈し、この−定量をシ
ャーレに採り、溶解したワックスマン寒天培地を注入し
、混和し、平板状に固化させた。The test method involved diluting a white water sample with sterilized water, taking a quantitative amount of this in a Petri dish, and pouring dissolved Waxman agar medium into it, mixing it, and solidifying it into a flat plate.
恒温器内(32℃)で2日間培養後発生する微生物コロ
ニーをコロニー計数器にて測定した。また、抄造時の紙
切れの回数も測定し、殺菌効果を確認した。After culturing in a thermostatic chamber (32° C.) for 2 days, microbial colonies generated were measured using a colony counter. The number of paper breaks during papermaking was also measured to confirm the bactericidal effect.
第2表
上記第2表の結果から、本発明の防菌剤(実施例1〜4
)は、優れた菌増殖阻止作用を有することがわかる。Table 2 From the results in Table 2 above, the antibacterial agent of the present invention (Examples 1 to 4)
) was found to have an excellent effect of inhibiting bacterial growth.
試験例3〔製紙用塗工液における菌増殖防止試験〕pH
10,0の澱粉系塗工液にブイヨン液体培地及び予め腐
敗させた塗工液を加えて攪拌し、300ppmFf度に
なるように上記で製造した防菌剤を添加した。Test Example 3 [Bacterial growth prevention test in papermaking coating fluid] pH
A bouillon liquid medium and a previously spoiled coating solution were added to a 10.0 starch-based coating solution, stirred, and the antibacterial agent produced above was added to the solution to a concentration of 300 ppm Ff.
これを32°Cの恒温器に5日間保存した後、各塗工液
中の生菌数を測定した。その結果を下記の第3表に示す
。After storing this in a thermostat at 32°C for 5 days, the number of viable bacteria in each coating solution was measured. The results are shown in Table 3 below.
第3表Table 3
Claims (1)
置換基を有していてもよいアルキル基、Xはハロゲン原
子を示す。)で表わされる脂肪族ニトロアルコールと 下記式 ▲数式、化学式、表等があります▼・・・(II) で表わされる4,5−シクロロ−2−オクチルイソチア
ゾリン−3−オンとを(10:1)〜(1:10)の重
量割合で含有することを特徴とする防菌剤。[Claims] The following general formula ▲ includes mathematical formulas, chemical formulas, tables, etc. ▼... (I) (In the formula, R^1 and R^2 are hydrogen atoms, halogen atoms,
The alkyl group which may have a substituent, and X represents a halogen atom. ) and 4,5-cyclo-2-octylisothiazolin-3-one (10:1 ) to (1:10) by weight.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63019908A JPH07121846B2 (en) | 1988-01-30 | 1988-01-30 | Industrial antibacterial agent |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63019908A JPH07121846B2 (en) | 1988-01-30 | 1988-01-30 | Industrial antibacterial agent |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH01197411A true JPH01197411A (en) | 1989-08-09 |
JPH07121846B2 JPH07121846B2 (en) | 1995-12-25 |
Family
ID=12012313
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63019908A Expired - Lifetime JPH07121846B2 (en) | 1988-01-30 | 1988-01-30 | Industrial antibacterial agent |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH07121846B2 (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0608914A1 (en) * | 1989-11-03 | 1994-08-03 | Rohm And Haas Company | Synergistic microbicidal combinations |
US5468759A (en) * | 1991-12-19 | 1995-11-21 | Rohm And Haas Company | Synergistic microbicidal combinations containing 4,5-dichloro-2-octyl-3-isothiazolone and certain commercial biocides |
JP2006001850A (en) * | 2004-06-16 | 2006-01-05 | Permachem Asia Ltd | Aqueous preservative |
JP2010090081A (en) * | 2008-10-10 | 2010-04-22 | Sumika Enviro-Science Co Ltd | Disinfectant composition for industrial use |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53118527A (en) * | 1977-03-28 | 1978-10-17 | Permachem Asia Ltd | Bactericide |
JPS6210003A (en) * | 1985-07-05 | 1987-01-19 | Katayama Chem Works Co Ltd | Industrial fungicidal and algicidal agent |
-
1988
- 1988-01-30 JP JP63019908A patent/JPH07121846B2/en not_active Expired - Lifetime
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS53118527A (en) * | 1977-03-28 | 1978-10-17 | Permachem Asia Ltd | Bactericide |
JPS6210003A (en) * | 1985-07-05 | 1987-01-19 | Katayama Chem Works Co Ltd | Industrial fungicidal and algicidal agent |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0608914A1 (en) * | 1989-11-03 | 1994-08-03 | Rohm And Haas Company | Synergistic microbicidal combinations |
US5468759A (en) * | 1991-12-19 | 1995-11-21 | Rohm And Haas Company | Synergistic microbicidal combinations containing 4,5-dichloro-2-octyl-3-isothiazolone and certain commercial biocides |
JP2006001850A (en) * | 2004-06-16 | 2006-01-05 | Permachem Asia Ltd | Aqueous preservative |
JP2010090081A (en) * | 2008-10-10 | 2010-04-22 | Sumika Enviro-Science Co Ltd | Disinfectant composition for industrial use |
Also Published As
Publication number | Publication date |
---|---|
JPH07121846B2 (en) | 1995-12-25 |
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