CN105592698B - 包含2-甲基异噻唑啉-3-酮的杀微生物组合物 - Google Patents
包含2-甲基异噻唑啉-3-酮的杀微生物组合物 Download PDFInfo
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- A—HUMAN NECESSITIES
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- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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Abstract
一种具有两种组分的协同杀微生物组合物。第一组分为具有以下结构的非离子表面活性剂:R1O(CH2CH(CH3)O)5(CH2CH2O)9H,其中R1为C8烷基。第二组分为2‑甲基‑4‑异噻唑啉‑3‑酮。非离子表面活性剂与2‑甲基‑4‑异噻唑啉‑3‑酮的重量比为1∶0.005到1∶1.3714。或者,第一组分为具有以下结构的非离子表面活性剂:R2O(CH2CH(CH3)O)3(CH2CH2O)7H,其中R2为C8‑C14直链烷基的混合物。第二组分为2‑甲基‑4‑异噻唑啉‑3‑酮。在此情况下,非离子表面活性剂与2‑甲基‑4‑异噻唑啉‑3‑酮的重量比为1∶0.006到1∶0.9143。
Description
技术领域
本发明涉及包含2-甲基-4-异噻唑啉-3-酮和表面活性剂的杀微生物组合物。
背景技术
美国专利第4,295,932号中披露了含有5-氯-2-甲基异噻唑啉-3-酮、2-甲基异噻唑啉-3-酮和非离子分散剂的组合物。所述组合物含有5-氯-2-甲基异噻唑啉-3-酮和2-甲基异噻唑啉-3-酮的3:1混合物,以及环氧乙烷与环氧丙烷的共聚物,其看起来具有与普朗尼克L61(PLURONIC L61)或特吉托L61(TERGITOL L61)分散剂相同的组成。然而,需要对多种微生物菌株具有协同活性的杀微生物剂的组合来提供对微生物的有效控制。此外,出于环境和经济益处,需要包含低水平的个别杀微生物剂的这样的组合。由本发明解决的问题是提供此类杀微生物剂的协同组合。
发明内容
本发明针对一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R1O(CH2CH(CH3)O)5(CH2CH2O)9H
其中R1为C8烷基;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.005到1:1.3714。
本发明进一步针对一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.006到1:0.9143。
本发明进一步针对一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)5H
其中R2为C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.001到1:0.1143。
本发明进一步针对抑制微生物在水性介质中的生长的方法,通过向水性介质中添加如本文所述的比率的如本文所述的非离子表面活性剂和2-甲基-4-异噻唑啉-3-酮。
具体实施方式
“MIT”为2-甲基-4-异噻唑啉-3-酮。如本文中所使用,除非上下文另外明确指示,否则以下术语具有指定定义。术语“杀微生物剂”指的是能够抑制微生物生长或控制微生物生长的化合物;杀微生物剂包括杀菌剂、杀真菌剂和除藻剂。术语“微生物”包括例如真菌(例如酵母和霉菌)、细菌以及藻类。本说明书通篇使用以下缩写:ppm=按重量计的百万分率(重量/重量),mL=毫升。除非另外规定,否则温度以摄氏度(℃)为单位,提到的百分比是重量百分比(重量%)并且量和比率是按活性成分(即MIT和非离子表面活性剂的总重量)计。环氧丙烷或环氧乙烷的聚合单元的数目为平均数。
优选地,具有以下结构的非离子表面活性剂:
R1O(CH2CH(CH3)O)5(CH2CH2O)9H
其中R1为C8烷基,与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.02到1:0.0571或1:0.12到1:1.3714。优选地,具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为C8-C14直链烷基,与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.012到1:0.9143。
本发明进一步针对一种抑制霉菌(优选黑曲霉(A.niger))在水性介质中生长的方法,其添加:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.04到1:0.9143。
本发明进一步针对一种抑制霉菌(优选黑曲霉)在水性介质中生长的方法,通过添加:(a)具有以下结构的非离子表面活性剂:
R1O(CH2CH(CH3)O)5(CH2CH2O)9H
其中R1为C8烷基;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.015到1:1.3714;优选1:0.12到1:1.3714。
本发明进一步针对一种抑制酵母(优选白色念珠菌(C.albicans))在水性介质中生长的方法,通过添加:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.006到1:0.4571,优选1:0.012到1:0.4571。
本发明进一步针对一种水性组合物,其包含15到40重量%2-甲基-4-异噻唑啉-3-酮和具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)5H
其中R2为C8-C14直链烷基的混合物,其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.2到1:1。优选地,组合物包含20到35重量%,优选20到30重量%,优选约25重量%2-甲基-4-异噻唑啉-3-酮。优选地,组合物包含5到70重量%,优选10到70重量%,优选20到60重量%,优选40到60重量%水。
R2为C8-C14直链烷基的混合物。优选地,C8-C14直链烷基包含50到85重量%C8-C10直链烷基和15到50重量%C12-C14直链烷基,优选60到75重量%C8-C10直链烷基和25到40重量%C12-C14直链烷基,优选约70重量%C8-C10直链烷基和约30重量%C12-C14直链烷基。优选地,直链烷基源自种子油。优选地,R1为2-乙基己基。
优选地,每一种组合物都基本上不含5-氯-2-甲基-4-异噻唑啉-3-酮(CMIT),即按活性成分的总重量计其具有低于1重量%,优选低于0.5重量%,优选低于0.2重量%,优选低于0.1重量%CMIT。优选地,每一种组合物基本上不含除非离子表面活性剂和MIT之外的杀微生物剂,即按活性成分的总重量计,其具有低于1重量%,优选低于0.5重量%,优选低于0.2重量%,优选低于0.1重量%除非离子表面活性剂和MIT之外的杀微生物剂。优选地,当向水性介质中添加非离子表面活性剂和MIT时,所述介质基本上不含其它杀微生物剂,即按活性成分的总重量计,其具有低于小于1重量%,优选低于0.5重量%,优选低于0.2重量%,优选低于0.1重量%除非离子表面活性剂和MIT之外的杀微生物剂。
本发明的组合物可含有其它活性成分,例如消泡剂和乳化剂。本发明的杀微生物组合物通过向经受微生物攻击的水性介质中引入杀微生物有效量的所述组合物可用于抑制微生物或更高等形式水生生物(例如原生动物、无脊椎动物、苔藓虫类、沟鞭藻类、甲壳动物、软体动物等)的生长。适合水性介质存在于例如:工业处理水;电涂膜沉积系统;冷却塔;空气洗涤器;洗气器;矿浆;废水处理;观赏喷泉;逆渗透过滤;超滤;压载水;蒸发冷凝器;热交换器;纸浆和纸处理流体和添加剂;淀粉;塑料;乳液;分散液;涂料;胶乳;涂料,例如清漆;建筑产品,例如填补剂、填缝剂和密封剂;建筑粘着剂,例如陶瓷粘着剂、地毯背胶和层压粘着剂;工业或消费者粘着剂;摄影化学品;印刷流体;家居产品,例如盥洗室和厨房清洁剂;化妆品;化妆品;洗发剂;皂类;个人护理产品,例如擦拭巾、乳液、防晒霜、护发素、乳霜和其它免洗式应用;清洁剂;工业清洁剂;地板抛光剂;洗衣漂洗水;金属加工流体;传送带润滑剂;液压机液体;皮革和皮革产品;纺织物;纺织物产品;木材和木材产品,例如胶合板、木屑板、刨花板、层压梁、定向刨花板、硬质纤维板和木屑板;石油加工液;燃料;油田流体,例如注射用水、压裂液和钻井泥浆;农产品辅助防腐;表面活性剂防腐;医疗装置;诊断试剂防腐;食物防腐,例如塑料或纸食品包装;食物、饮料和工业处理巴氏消毒器;抽水马桶;再生加工用水;池;以及矿泉。
在应用中抑制或控制微生物生长所必需的本发明杀微生物组合物的具体量将改变。通常,本发明组合物的量如果提供50到700ppm(百万分率)组合物的活性成分,那么其足以控制微生物生长。优选的是,组合物的活性成分(即非离子表面活性剂和MIT)以至少70ppm,优选至少90ppm,优选至少110ppm,优选至少120ppm,优选至少130ppm,优选地至少140ppm的量存在于待处理介质中。优选地,所述组合物的活性成分按以下量存在于所在场所:不超过600ppm,优选不超过550ppm,优选不超过500ppm,优选不超过450ppm,优选不超过400ppm,优选不超过350ppm。在本发明方法中,通过一起或分别添加将产生上文所指出的浓度的量的非离子表面活性剂和MIT来处理组合物从而抑制微生物生长。
实例
通过确定组合的协同指数(synergy index,S.I.)来评价表面活性剂和杀生物剂的协同作用。基于两种抗微生物化合物(A和B)单独和组合时的最小抑制浓度(minimuminhibitory concentration,MIC)来计算协同指数。测试生物是革兰氏阴性细菌(绿脓杆菌(Pseudomonas aeruginosa)ATCC#15442)、革兰氏阳性细菌(金黄色葡萄球菌(Staphylococcus aureus)ATCC#6538)、酵母(白色念珠菌(Candida albicans)ATCC#10203)和霉菌(黑曲霉(Aspergillus niger)ATCC#16404)。细菌的接触时间为24和48小时,酵母为48和72小时,并且霉菌为3和7天。在96孔微量滴定板中进行测试。
Surf.A R1O(CH2CH(CH3)O)5(CH2CH2O)9H,其中R1为2-乙基己基
Surf.D R2O(CH2CH(CH3)O)3(CH2CH2O)5H
Surf.E R2O(CH2CH(CH3)O)3(CH2CH2O)7H
在Surf.D和Surf.E中,R2为C8-C14直链烷基的混合物(70%C8-C10直链烷基和30%C12-C14直链烷基)
所用接种物
所用介质
胰蛋白酶大豆培养液的pH为7.3,并且马铃薯右旋糖培养液的pH为5.1。
证明MIC组合的协同作用的测试结果显示于下表中。各表显示针对用培育时间测试的微生物的两种组分的组合的结果;通过MIC测量的单独化合物A(CA)、单独组分B(CB)和混合物(Ca)和(Cb)的以ppm为单位的终点活性;SI计算值;以及所测试的各组合的协同比率的范围。SI如下计算:
Ca/CA+Cb/CB=协同指数("SI")
其中:
CA=以ppm为单位的单独起作用的化合物A的浓度,其产生终点(化合物A的MIC)。
Ca=以ppm为单位的混合物中的化合物A的浓度,其产生终点。
CB=以ppm为单位的单独起作用的化合物B的浓度,其产生终点(化合物B的MIC)。
Cb=以ppm为单位的混合物中的化合物B的浓度,其产生终点。
当Ca/CA和Cb/CB的总和大于1时,指示拮抗作用。当总和等于1时,指示加合作用,且当小于1时,证实协同作用。
测试的MIT和表面活性剂的比率范围如下表中所概述:
A:Surf.A
B:MIT
介质:PDB
接种物大小:1.156E+06CFU/ml
A:Surf.A
B:MIT
介质:PDB
接种物大小:1.156E+06CFU/ml
A:Surf.A
B:MIT
介质:1/10TSB
接种物大小:8.134E+07CFU/ml
无协同作用:金黄色葡萄球菌
A:Surf.D
B:MIT
介质:PDB
接种物大小:5.726E+05CFU/ml
A:Surf.D
B:MIT
介质:1/10TSB
接种物大小:1.16E+08
A:Surf.D
B:MIT
介质:1/10TSB
接种物大小:1.808E+05
无协同作用:黑曲霉
A:Surf.E
B:MIT
介质:PDB
接种物大小:1.156E+06CFU/ml
A:Surf.E
B:MIT
介质:PDB
接种物大小:1.808E+06
A:Surf.E
B:MIT
介质:1/10TSB
接种物大小:1.808E+06CFU/ml
无协同作用:绿脓杆菌
以下杀生物剂当与以下表面活性剂配对时对测试的任何生物不具协同作用:
Surf.A
苯甲酸钠,TRIS NITRO
Surf.E
DMDMH
Surf.D
CS-1246,OPP,DMDMH
在以下组合中,观察到协同作用的表面活性剂与杀生物剂的比率不是商业相关的,即1:0.2或更大的比率(相对于表面活性剂,杀生物剂较少)。在这些比率下,配制产品中的杀生物剂含量将太低而不实用:
Surf.A
DIDAC,IPBC
Surf.E
CMIT/MIT,IPBC,OIT,TTPC,WSCP
Surf.D
CMIT/MIT,OIT,DIDAC
(MBIT,IPBC,WSCP仅在1:0.05时协同作用或更糟,仅一个数据点除外)
稳定性测试
制备MIT于水中的溶液并且用表面活性剂稀释获得杀生物剂比表面活性剂的所要比率。根据需要添加额外水获得指定重量百分比的溶液。将试样分配到三个小瓶中。将一个小瓶储存在室温下,一个储存在40℃下并且一个储存在50℃下。在一周后评估样品以测定稳定性。混浊或高度变色的样品判断为不稳定。在数据表中,破折号表示配制物是稳定的。
稳定性数据-25%MIT与表面活性剂的组合-第1天
注意:来自杀生物剂的全部样品都是微黄色
稳定性数据-25%MIT与表面活性剂的组合-第4天
注意:来自杀生物剂的全部样品都是微黄色
稳定性数据-25%MIT与表面活性剂的组合-第7天
注意:来自杀生物剂的全部样品都是微黄色
Claims (5)
1.一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R1O(CH2CH(CH3)O)5(CH2CH2O)9H
其中R1为2-乙基己基;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.005到1:1.3714;
其中,所述组合物针对选自下组的微生物:革兰氏阴性细菌、酵母和霉菌。
2.一种用于抑制微生物在水性介质中生长的方法;所述方法包含向所述水性介质添加:(a)具有以下结构的非离子表面活性剂:
R1O(CH2CH(CH3)O)5(CH2CH2O)9H
其中R1为2-乙基己基;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.005到1:1.3714;
其中,所述组合物针对选自下组的微生物:革兰氏阴性细菌、酵母和霉菌。
3.一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为包含60到75重量%C8-C10直链烷基和25到40重量%C12-C14直链烷基的C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.006到1:0.9143;
其中,所述组合物针对选自下组的微生物:革兰氏阳性细菌、酵母和霉菌。
4.一种用于抑制微生物在水性介质中生长的方法;所述方法包含向所述水性介质添加:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)7H
其中R2为包含60到75重量%C8-C10直链烷基和25到40重量%C12-C14直链烷基的C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.006到1:0.9143;
其中,所述组合物针对选自下组的微生物:革兰氏阳性细菌、酵母和霉菌。
5.一种协同杀微生物组合物,其包含:(a)具有以下结构的非离子表面活性剂:
R2O(CH2CH(CH3)O)3(CH2CH2O)5H
其中R2为包含60到75重量%C8-C10直链烷基和25到40重量%C12-C14直链烷基的C8-C14直链烷基的混合物;和(b)2-甲基-4-异噻唑啉-3-酮;其中所述非离子表面活性剂与2-甲基-4-异噻唑啉-3-酮的重量比为1:0.001到1:0.1143;
其中,所述组合物针对选自下组的微生物:革兰氏阴性细菌、革兰氏阳性细菌和酵母。
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