NO800819L - MICROBICID AGENT AND ITS USE. - Google Patents
MICROBICID AGENT AND ITS USE.Info
- Publication number
- NO800819L NO800819L NO800819A NO800819A NO800819L NO 800819 L NO800819 L NO 800819L NO 800819 A NO800819 A NO 800819A NO 800819 A NO800819 A NO 800819A NO 800819 L NO800819 L NO 800819L
- Authority
- NO
- Norway
- Prior art keywords
- alkali
- dicarboxylic acid
- microbicidal agent
- agent according
- acid dialkyl
- Prior art date
Links
- 239000002855 microbicide agent Substances 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 20
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 claims description 15
- 230000003641 microbiacidal effect Effects 0.000 claims description 15
- 229940124561 microbicide Drugs 0.000 claims description 13
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 12
- 150000002148 esters Chemical class 0.000 claims description 12
- 239000003513 alkali Substances 0.000 claims description 8
- -1 percarboxylic acid ester Chemical class 0.000 claims description 8
- 239000000645 desinfectant Substances 0.000 claims description 7
- 238000004140 cleaning Methods 0.000 claims description 4
- 150000002978 peroxides Chemical class 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- 238000000034 method Methods 0.000 claims description 3
- 239000007788 liquid Substances 0.000 claims description 2
- 125000005342 perphosphate group Chemical group 0.000 claims description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
- 239000000203 mixture Substances 0.000 description 7
- 239000012153 distilled water Substances 0.000 description 6
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
- GZDFHIJNHHMENY-UHFFFAOYSA-N Dimethyl dicarbonate Chemical compound COC(=O)OC(=O)OC GZDFHIJNHHMENY-UHFFFAOYSA-N 0.000 description 5
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 5
- 239000004316 dimethyl dicarbonate Substances 0.000 description 5
- 235000010300 dimethyl dicarbonate Nutrition 0.000 description 5
- VTIIJXUACCWYHX-UHFFFAOYSA-L disodium;carboxylatooxy carbonate Chemical compound [Na+].[Na+].[O-]C(=O)OOC([O-])=O VTIIJXUACCWYHX-UHFFFAOYSA-L 0.000 description 5
- 229960002163 hydrogen peroxide Drugs 0.000 description 5
- 229910052760 oxygen Inorganic materials 0.000 description 5
- 239000001301 oxygen Substances 0.000 description 5
- 229940045872 sodium percarbonate Drugs 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- 238000004659 sterilization and disinfection Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 2
- 241000195493 Cryptophyta Species 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- SCKXCAADGDQQCS-UHFFFAOYSA-N Performic acid Chemical class OOC=O SCKXCAADGDQQCS-UHFFFAOYSA-N 0.000 description 2
- 241000191967 Staphylococcus aureus Species 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- 239000012488 sample solution Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 2
- 238000004448 titration Methods 0.000 description 2
- QIYAEWYPXWEOFA-UHFFFAOYSA-N (2-methylimidazol-1-yl)-phenylmethanone Chemical class CC1=NC=CN1C(=O)C1=CC=CC=C1 QIYAEWYPXWEOFA-UHFFFAOYSA-N 0.000 description 1
- 150000005168 4-hydroxybenzoic acids Chemical class 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- 241000228212 Aspergillus Species 0.000 description 1
- 241000228245 Aspergillus niger Species 0.000 description 1
- 244000063299 Bacillus subtilis Species 0.000 description 1
- 235000014469 Bacillus subtilis Nutrition 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 241000588722 Escherichia Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 241000195620 Euglena Species 0.000 description 1
- 241000195629 Euglena viridis Species 0.000 description 1
- 241000589565 Flavobacterium Species 0.000 description 1
- 241000223198 Humicola Species 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241000588915 Klebsiella aerogenes Species 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 241000228143 Penicillium Species 0.000 description 1
- 241001123663 Penicillium expansum Species 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical class OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000589517 Pseudomonas aeruginosa Species 0.000 description 1
- 241000235070 Saccharomyces Species 0.000 description 1
- 239000004133 Sodium thiosulphate Substances 0.000 description 1
- 241000191940 Staphylococcus Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- APUPEJJSWDHEBO-UHFFFAOYSA-P ammonium molybdate Chemical class [NH4+].[NH4+].[O-][Mo]([O-])(=O)=O APUPEJJSWDHEBO-UHFFFAOYSA-P 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 125000003180 beta-lactone group Chemical class 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 150000001642 boronic acid derivatives Chemical class 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical class OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
- 150000001991 dicarboxylic acids Chemical class 0.000 description 1
- FFYPMLJYZAEMQB-UHFFFAOYSA-N diethyl pyrocarbonate Chemical compound CCOC(=O)OC(=O)OCC FFYPMLJYZAEMQB-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 210000003097 mucus Anatomy 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- APGAJOXIADQGSH-UHFFFAOYSA-N propoxycarbonyl propyl carbonate Chemical compound CCCOC(=O)OC(=O)OCCC APGAJOXIADQGSH-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229960001922 sodium perborate Drugs 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- YKLJGMBLPUQQOI-UHFFFAOYSA-M sodium;oxidooxy(oxo)borane Chemical compound [Na+].[O-]OB=O YKLJGMBLPUQQOI-UHFFFAOYSA-M 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 241000894007 species Species 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
- 239000000126 substance Substances 0.000 description 1
- 239000002352 surface water Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 230000007306 turnover Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- 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
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Engineering & Computer Science (AREA)
- Inorganic Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Chemical & Material Sciences (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
Oppfinnelsen vedrører et nytt mikrobicid middel og dets anvendelse i renings- og/eller desinfeksjonsmidler. The invention relates to a new microbicide and its use in cleaning and/or disinfectants.
Fra DE-PS 1.011.709 er kjent at dialkyldi-karbonater har en mikrobicid virkning. De blir i det vesentlige anvendt for kaldsterilisasjon av drikkevarer og enzymoppløsninger. From DE-PS 1,011,709 it is known that dialkyl dicarbonates have a microbicidal effect. They are mainly used for cold sterilization of beverages and enzyme solutions.
Fra "Sterilisation-Desinfektion-Konservierung-Chemotherapie" (Wallhåuser, Schmidt, Georg Thieme Verlag, Stuttgart (1967) s. 141) er videre kjent å anvende peroksoforbindelser som hydrogenperoksyd, perkarbonat og perbo-rater som desinfeksjonsmidler. De er imidlertid kjent fra DE-OS 1.800.0 69 at aktivoksygenet i peroksyforbindelsene først ved temperaturer høyere enn 70°C og fortrinnsvis i området fra 80 til 100°C får praktisk anvendelse med til-strekkelig hastighet er virksom, slik at disse oksydasjons-, bleke- og vaskevæsker ikke lar seg anvende ved temperatur-følsomme materialer. From "Sterilisation-Desinfektion-Konservierung-Chemotherapie" (Wallhäuser, Schmidt, Georg Thieme Verlag, Stuttgart (1967) p. 141) it is further known to use peroxo compounds such as hydrogen peroxide, percarbonate and perborates as disinfectants. It is, however, known from DE-OS 1.800.0 69 that the active oxygen in the peroxy compounds only finds practical use at temperatures higher than 70°C and preferably in the range from 80 to 100°C with a sufficient speed, is effective, so that these oxidation , bleaching and washing liquids cannot be used with temperature-sensitive materials.
For opphevelse av denne ulempen anvendes aktivatorer som halogensubstituerte $-laktoner i To overcome this disadvantage, activators such as halogen-substituted β-lactones are used
(DE-OS 1.800.069), N-benzoyl-2-metyl-imidazoler (DE-OS 2.219.595) eller acyloksykarbonsyrer (DE-OS 2.701.133). Da disse forbindelser ved anvendelse som renings- og/eller desinfeksjonsmidler ikke forbrukes eller gjenvinnes etter anvendelsen, belaster disse det omgivende miljø. (DE-OS 1.800.069), N-benzoyl-2-methyl-imidazoles (DE-OS 2.219.595) or acyloxycarboxylic acids (DE-OS 2.701.133). As these compounds when used as cleaning and/or disinfectants are not consumed or recovered after use, they burden the surrounding environment.
Det ble funnet mikrobicid middel som inneholder en peroksoforbindelse og en dikarbonsyredialkylester og/eller deres direkte omsetningsprodukter. A microbicidal agent containing a peroxo compound and a dicarboxylic acid dialkyl ester and/or their direct reaction products was found.
Peroksoforbindelser for det mikrobicide middel i henhold til oppfinnelsen kan eksempelvis være peroksyder og peroksohydrater. Som peroksyder skal eksempelvis nevnes hydrogenperoksyd og peroksydene til alkalimetallene. Som peroksohydratet skal eksempelvis nevnes alkali- og ammonium-perkarbonatene, -perboratene, -perfosfåtene, -perfosfonatene og -persilikatene. Som alkali skal her spesielt nevnes litium, natrium og kalium. Peroxo compounds for the microbicidal agent according to the invention can for example be peroxides and peroxohydrates. Peroxides include, for example, hydrogen peroxide and the peroxides of the alkali metals. Examples of the peroxohydrate include the alkali and ammonium percarbonates, perborates, perphosphates, perphosphonates and persilicates. As alkali, lithium, sodium and potassium should be mentioned here in particular.
Særskilt foretrukne peroksoforbindelser for det mikrobicide middel i henhold til oppfinnelsen er hydrogenperoksyd, natriumperkarbonat og natriumperborat. Particularly preferred peroxo compounds for the microbicide according to the invention are hydrogen peroxide, sodium percarbonate and sodium perborate.
Det er selvfølgelig også mulig å anvende blandinger av de enkelte peroksoforbindelser. It is of course also possible to use mixtures of the individual peroxo compounds.
Fremstillingen av peroksoforbindelsene for det mikrobicide middel i henhold til oppfinnelsen er i og for seg kjent (Chemiker Zeitung 9_9, 120 ff (1975)). The preparation of the peroxo compounds for the microbicidal agent according to the invention is known per se (Chemiker Zeitung 9_9, 120 ff (1975)).
Som dikarbonsyredialkylester for det mikrobicide middel i henhold til oppfinnelsen skal eksempelvis nevnes forbindelser med formelen As dicarboxylic acid dialkyl esters for the microbicide according to the invention, for example, compounds with the formula should be mentioned
hvori in which
12 12
R og R er like eller forskjellige og står for en laverealkylrest. R and R are the same or different and stand for a lower alkyl residue.
Laverealkylrester kan være rettkjedede eller forgrenede hydrokarbonrester med 1 til ca. 6 karbonatomer. Eksempelvis skal nevnes som laverealkylrester metyl, etyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, heksyl og isoheksyl. Foretrukne dikarbonsyredialkylestrer for det mikrobicide middel i henhold til oppfinnelsen er dikarbonsyredimetylesteren, dikarbonsyredietylesteren og dikarbonsyredi-n-propylesteren. Lower alkyl radicals can be straight-chain or branched hydrocarbon radicals with 1 to approx. 6 carbon atoms. For example, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, pentyl, isopentyl, hexyl and isohexyl should be mentioned as lower alkyl residues. Preferred dicarboxylic acid dialkyl esters for the microbicidal agent according to the invention are the dicarboxylic acid dimethyl ester, the dicarboxylic acid diethyl ester and the dicarboxylic acid di-n-propyl ester.
Ved en blanding av peroksoforbindelsene med dikarbonsyredialkylesterne kan eventuelt oppstå hele eller delvis primære omsetningsprodukter som er deler av midlet i henhold til oppfinnelsen. Som primære omsetningsprodukter skal eksempelvis nevnes perkarbonsyreester med formelen: In the case of a mixture of the peroxo compounds with the dicarboxylic acid dialkyl esters, whole or partial primary reaction products may possibly arise which are parts of the agent according to the invention. As primary turnover products, for example, percarboxylic acid esters with the formula should be mentioned:
hvori in which
R har den ovenfor nevnte betydning,R has the meaning mentioned above,
hvis fremstilling er kjent fra BE 631.982. Perkarbonsyreesteren med formelen (II) kan selvfølgelig alene også være en bestanddel av det mikrobicide midlet i henhold til opp- whose manufacture is known from BE 631.982. The percarboxylic acid ester with the formula (II) can of course also be a component of the microbicidal agent according to
finnelsen. Da perkarbonsyreesteren imidlertid, betinget av dens instabilitet, er vanskelig å oppnå i ren tilstand over lengre tid, blir den vanligvis kun- en del av det mikrobicide midlet i henhold til oppfinnelsen. the invention. However, since the percarboxylic acid ester, due to its instability, is difficult to obtain in a pure state over a long period of time, it usually only forms part of the microbicidal agent according to the invention.
Foretrukne mikrobicide midler i henhold til oppfinnelsen erholder man ved blanding av peroksoforbindelsen med dikarbonsyredialkylesteren. Den kan inneholde perkar-bonsyreéster med formel II. Preferred microbicide agents according to the invention are obtained by mixing the peroxo compound with the dicarboxylic acid dialkyl ester. It may contain percarboxylic acid esters of formula II.
I en foretrukken måte ved fremstilling av det mikrobicide midlet i henhold til oppfinnelsen blander man peroksoforbindelsen og dikarbonsyredialkylesteren kort (dvs. eksempelvis i et tidsrom av 15 minutter) før anvendelsen. I en annen foretrukken måte ved fremstilling av det mikrobicide midlet i henhold til oppfinnelsen skjer blan-dingen umiddelbart i gjenstanden som skal renses.og/eller desinfiseres, f.eks. en tank eller i en beholder, i hvilke gjenstandene befinner seg. In a preferred way, when preparing the microbicide according to the invention, the peroxo compound and the dicarboxylic acid dialkyl ester are mixed briefly (ie for a period of 15 minutes, for example) before use. In another preferred way when producing the microbicide according to the invention, the mixture takes place immediately in the object to be cleaned and/or disinfected, e.g. a tank or in a container in which the objects are located.
I det mikrobicide midlet i henhold til oppfinnelsen kan peroksoforbindelsene og dikarbonsyredialkyl— estrene blandes i hvilken som helst rekkefølge etter hver-andre eller, samtidig. Det molare vektforhold til peroksoforbindelsen til dikarbonsyrediesteren kan ligge i området fra 10:1 til 1:10, fortrinnsvis kan ventes dog støkiometriske mengder. I det vesentlige, avhengig av anvendt peroksoforbindelse, har det mikrobicide midlet i henhold til oppfinnelsen generelt en pH-verdi av 5 til 13, foretrukket fra 6 til 8. In the microbicide according to the invention, the peroxo compounds and the dicarboxylic acid dialkyl esters can be mixed in any order one after the other or simultaneously. The molar weight ratio of the peroxo compound to the dicarboxylic acid diester can lie in the range from 10:1 to 1:10, preferably, however, stoichiometric amounts can be expected. Essentially, depending on the peroxo compound used, the microbicidal agent according to the invention generally has a pH value of 5 to 13, preferably from 6 to 8.
Konsentrasjonen av aktivoksygen (beregnet som hydrogenperoksyd) i bruksoppløsninger kan etter anvendelses-området ligge mellom 1 ppm til 1000 ppm. The concentration of active oxygen (calculated as hydrogen peroxide) in use solutions can be between 1 ppm and 1000 ppm, depending on the area of use.
Det mikrobicide midlet i henhold til oppfinnelsen er virksomt mot bakterier, sopper, alger og virer. Som mikroorganismer skal eksempelvis nevnes: bakterier av typen Escherichia, som Escherichia coli, Pseudomonas, som Pseudomonas aeruginosa, og Staphylococcus som Staphylococcus aureus; sopper av arten Saccaromyces som Saccharomyces cere-" visiae, Aspergillus som Aspergillus niger, Chaetonium som ehaetonium globosum og Penicillium som Penicillium glaucum; Alger av arten Euglena som Euglena viridis og Ghlorococcus som Chlorocoecus humicola. The microbicide according to the invention is effective against bacteria, fungi, algae and viruses. Examples of microorganisms to be mentioned are: bacteria of the type Escherichia, such as Escherichia coli, Pseudomonas, such as Pseudomonas aeruginosa, and Staphylococcus such as Staphylococcus aureus; fungi of the species Saccaromyces such as Saccharomyces cere-" visiae, Aspergillus such as Aspergillus niger, Chaetonium such as ehaetonium globosum and Penicillium such as Penicillium glaucum; Algae of the species Euglena such as Euglena viridis and Ghlorococcus such as Chlorocoecus humicola.
Det skal også nevnes mikroorganismer som dan-ner slim som Flavobakterium flavescem, Aerobacter aerogenes, Bacillus subtilis. Microorganisms that form mucus such as Flavobacterium flavescem, Aerobacter aerogenes, Bacillus subtilis should also be mentioned.
Imidlertid i henhold til .-oppfinnelsen kan blandes med vanlige oppløsnings- eller fortynningsmidler, spesielt også rensningskomponenter. Eksempelvis skal nevnes: alkoholer, glykoler, anioniske og ikke-anioniske tensider, bærestoffer som fosfater, fosfohater og karboksymetyl-cellulose, kompleksdanner, korrosjonsbeskyt-telsesmidler, karbonater, bo.rater, silikater og hvittonende midler. However, according to the .-invention can be mixed with common solvents or diluents, especially also cleaning components. Examples include: alcohols, glycols, anionic and non-anionic surfactants, carriers such as phosphates, phosphoates and carboxymethyl cellulose, complex formers, corrosion protection agents, carbonates, borates, silicates and whitening agents.
Det mikrobicide midlet i henhold til oppfinnelsen kan selvfølgelig også blandes med andre mikrobicide virksomme stoffer. Eksempelvis skal nevnes: Kvaternære ammoniumforbindelser, amfotensider, p-hydroksybenzosyreester, fenol-er og tinnorganiske forbindelser. The microbicidal agent according to the invention can of course also be mixed with other microbicidally active substances. Examples should be mentioned: Quaternary ammonium compounds, amphotensides, p-hydroxybenzoic acid esters, phenols and organotin compounds.
Det mikrobicide midlet i henhold til oppfinnelsen kan anvendes spesielt som desinfeksjonsmiddel. Det kan eksempelvis anvendes som desinfeksjonsmiddel i livsmiddel-bedrifter, for desinfeksjon av kirurgiske instrumenter, for desinfeksjon av vegg-, gulv- samt andre flater i sykehus-området og husholdning. Det er også mulig, å anvende dette for slimbekjempelse i kjølevannsystemer og i vannsystemer til papir- og cellstoff-fabrikker. The microbicide according to the invention can be used in particular as a disinfectant. It can, for example, be used as a disinfectant in food companies, for disinfection of surgical instruments, for disinfection of walls, floors and other surfaces in the hospital area and households. It is also possible to use this for slime control in cooling water systems and in water systems for paper and cellulose factories.
Det mikrobicide midlet i henhold til oppfinnelsen spaltes i vann fullstendig i karbonsyre, vann og alko-hol, forbindelser som ikke belaster miljøet. Ved anvendelsen av det mikrobicide midlet i henhold til oppfinnelsen fås derfor ingen restproblemer. The microbicide according to the invention breaks down in water completely into carbonic acid, water and alcohol, compounds that do not harm the environment. When using the microbicide according to the invention, there are therefore no residual problems.
Overraskende har det mikrobicide midlet i henhold til oppfinnelsen en større (synergistisk) virkning i sammenligning til enkeltkomponentene, altså peroksyforbin-delsen og dikarbonsyredialkylesteren. De er derfor spesielt eignet som mikrobicid middel. Surprisingly, the microbicide according to the invention has a greater (synergistic) effect in comparison to the individual components, i.e. the peroxy compound and the dicarboxylic acid dialkyl ester. They are therefore particularly suitable as microbicide agents.
Eksempel 1Example 1
Omsetningen av hydrogenperoksyd med dikarbon-syreestrer kan bestemmes ved særskilt bestemmelse av total The reaction of hydrogen peroxide with dicarboxylic acid esters can be determined by separate determination of total
. aktivoksygen og perkarbonsyreester.. active oxygen and percarboxylic acid ester.
a) Titrering av perkarbonsyreesteren.a) Titration of the percarboxylic acid ester.
100 ml prøveoppløsning blir tilsatt til en 100 ml of sample solution is added to a
blanding av 250 g is og 15 ml iseddik. Etter tilsetning av 0,35 g:kaliumjodid titrerer man med n/10 natriumtio-sulfat. mixture of 250 g of ice and 15 ml of glacial acetic acid. After adding 0.35 g of potassium iodide, titrate with n/10 sodium thiosulphate.
b) Titrering av det totale aktivoksygen.b) Titration of the total active oxygen.
30 ml destillert vann med 0,35 g kaliumjodid 30 ml of distilled water with 0.35 g of potassium iodide
forelegges, ansyres med 20 ral 2N svovelsyre og tilsettes langsomt 100 ml prøveoppløsning. Etter tilsetning av tre dråper mettet ammoniummolybdatoppløsning titreres med submitted, acidified with 20 ral of 2N sulfuric acid and slowly added 100 ml of sample solution. After adding three drops of saturated ammonium molybdate solution, titrate with
n/10 tiosulfatoppløsning mot stivelse som indikator. n/10 thiosulphate solution against starch as an indicator.
En blanding av 1,0 g natriumperkarbonat (= 7,55 m Mol H202log 1,07 g (8 m Mol), dimetyldikarbonat i 1 1 destillert vann ble titrert ved værelsestemperatur i tidsintervaller av 15 minutter etter metode a) og b). A mixture of 1.0 g of sodium percarbonate (= 7.55 m Mol H202 log 1.07 g (8 m Mol), dimethyl dicarbonate in 1 1 of distilled water was titrated at room temperature in time intervals of 15 minutes according to method a) and b).
Sammenligningsprøve uten tilsetning av dimetyldikarbonat ga: Comparison test without the addition of dimethyldicarbonate gave:
Eksempel 2 Example 2
En blanding av 1,0.g natriumperkarbonat og 0,97 g (6 mMol), dietyldikarbonat i en 1 1 destillert vann ble titrert ved værelsestemperatur i tidsintervaller av 15 A mixture of 1.0 g of sodium percarbonate and 0.97 g (6 mmol) of diethyl dicarbonate in 1 l of distilled water was titrated at room temperature in time intervals of 15
Eksempel 3 Example 3
En blanding av 1,0 g natriumperkarbonat og 1,14 g (6 m Mol) di-n-propyldikarbonat ill destillert vann ble titrert i tidsintervaller av 15 minutter etter metode A mixture of 1.0 g sodium percarbonate and 1.14 g (6 m Mol) di-n-propyl dicarbonate in distilled water was titrated at time intervals of 15 minutes by method
a) og b).a) and b).
Eksempel 4 Example 4
1,0 g natriumperkarbonat (7,55 m Mol ^ 2°2^ ble oppløst ill destillert vann og en oppløsning av 1,0 g. dimetyldikarbonat (8 m Mol) i 0,5 1 destillert vann ble tilsatt på en gang. pH-verdien ble bestemt i avhengighet av tiden. 1.0 g sodium percarbonate (7.55 m Mol ^ 2°2^ was dissolved in distilled water and a solution of 1.0 g. dimethyl dicarbonate (8 m Mol) in 0.5 l distilled water was added at once. pH -value was determined as a function of time.
Eksempel 5 Example 5
For å vise desinfeksjonsvirkningen av virkestoffkombina-sjonen av perforbindelse og dimetyldikarbonat (DMDC), ble det totale antall kimer av et naturlig overflatevann bestemt med og uten tilsetning i avhengighet av tiden. To show the disinfection effect of the active ingredient combination of percompound and dimethyldicarbonate (DMDC), the total number of germs of a natural surface water was determined with and without addition as a function of time.
Vannprøvene forble etter tilsetningen lukket i 100 ml glassflasker ved værelsestemperatur inntil prøve-tagningen. Prøvene d og b inneholder den samme andel aktivoksygen. Åt det påfallende gode resultat av d i sammenligning til b ikke beror på den additive virkning av begge komponenter, men på dannelse av en ny perforbindelse, frem-går klart av eksemplene 1 og 5. After the addition, the water samples remained closed in 100 ml glass bottles at room temperature until the sampling. Samples d and b contain the same proportion of active oxygen. That the strikingly good result of d in comparison to b is not due to the additive effect of both components, but to the formation of a new pair compound, is clear from examples 1 and 5.
Eksempel 6Example 6
Den mikrobicide virksomhet ble bestemt i suspensjonsforsøk etter retningslinjer til DGHM (Litteratur for prøvning av kjemiske desinfeksjonsmiddel (Deutsche Gesellschaft flir Hygiene und Mikrobiologie, Gustav Fischer Verlag, Stuttgart (1972)). The microbicidal activity was determined in suspension tests according to the guidelines of the DGHM (Literature for testing chemical disinfectants (Deutsche Gesellschaft flir Hygiene und Mikrobiologie, Gustav Fischer Verlag, Stuttgart (1972)).
Næringsmedium: Kaseinpepton-Soyamelpepton-oppløsning Testkimer: Staphylococcus aureus Nutrient medium: Casein peptone-Soyamel peptone solution Test germ: Staphylococcus aureus
Escherichia coliEscherichia coli
Innvirkningstid: 2\, 5, 15 og 30 minutter.Effect time: 2\, 5, 15 and 30 minutes.
a) Oppløsning av 0,1 g Na-perkarbonat i 200 ml destillert ^O. Ingen avdødning inntil 30 minutters innvirkningstid. b) Oppløsning av 0,1 g Na-perkarbonat og 0,1 g dimetyldikar-. bonat i 200 ml destillert P^O etter 15 minutters henstil-lingstid. a) Solution of 0.1 g Na percarbonate in 200 ml distilled ^O. No dying up to 30 minutes exposure time. b) Solution of 0.1 g of Na-percarbonate and 0.1 g of dimethyldicar-. bonate in 200 ml of distilled P2O after 15 minutes' settling time.
Fullstendig avdødning ved alle prøvetider. Complete demise at all test times.
Claims (7)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19792911208 DE2911208A1 (en) | 1979-03-22 | 1979-03-22 | MICROBICIDAL AGENT AND ITS USE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NO800819L true NO800819L (en) | 1980-09-23 |
Family
ID=6066086
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO800819A NO800819L (en) | 1979-03-22 | 1980-03-21 | MICROBICID AGENT AND ITS USE. |
Country Status (14)
| Country | Link |
|---|---|
| EP (1) | EP0017011A1 (en) |
| JP (1) | JPS55129206A (en) |
| AU (1) | AU5677680A (en) |
| BR (1) | BR8001729A (en) |
| DD (1) | DD149609A5 (en) |
| DE (1) | DE2911208A1 (en) |
| DK (1) | DK124880A (en) |
| FI (1) | FI800873A (en) |
| GR (1) | GR67658B (en) |
| IL (1) | IL59668A0 (en) |
| LU (1) | LU82282A1 (en) |
| NO (1) | NO800819L (en) |
| PT (1) | PT70986A (en) |
| ZA (1) | ZA801650B (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4926795A (en) * | 1989-02-14 | 1990-05-22 | Hom, Inc. | Method of reinstating acceptable flavor to off-flavor catfish by treatment with peroxide additives |
| GB2559369A (en) * | 2017-02-03 | 2018-08-08 | Vornagain Ltd | Pharmaceutical and cleaning compositions and their use in treatment |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1011709B (en) * | 1956-04-13 | 1957-07-04 | Bayer Ag | Preservatives |
| NL292430A (en) * | 1962-05-07 | |||
| SE401448B (en) * | 1970-05-29 | 1978-05-16 | Henkel Kgaa | WATER SOLUTIONS OF A DISINFECTANT FOR DISINFECTION OF MEDICAL EQUIPMENT AND INSTRUMENTS BASED ON ACTIVE OXYGEN |
| DE2227602A1 (en) * | 1972-06-07 | 1974-01-10 | Hoechst Ag | PROCESS FOR ACTIVATING PEROXY COMPOUNDS AND BLEACHING ORGANIC MATERIALS |
-
1979
- 1979-03-22 DE DE19792911208 patent/DE2911208A1/en not_active Withdrawn
-
1980
- 1980-03-10 EP EP80101200A patent/EP0017011A1/en not_active Withdrawn
- 1980-03-19 JP JP3420280A patent/JPS55129206A/en active Pending
- 1980-03-19 IL IL59668A patent/IL59668A0/en unknown
- 1980-03-20 GR GR61498A patent/GR67658B/el unknown
- 1980-03-20 FI FI800873A patent/FI800873A/en not_active Application Discontinuation
- 1980-03-21 BR BR8001729A patent/BR8001729A/en unknown
- 1980-03-21 ZA ZA00801650A patent/ZA801650B/en unknown
- 1980-03-21 LU LU82282A patent/LU82282A1/en unknown
- 1980-03-21 DD DD80219842A patent/DD149609A5/en unknown
- 1980-03-21 DK DK124880A patent/DK124880A/en unknown
- 1980-03-21 PT PT70986A patent/PT70986A/en unknown
- 1980-03-21 NO NO800819A patent/NO800819L/en unknown
- 1980-03-24 AU AU56776/80A patent/AU5677680A/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU5677680A (en) | 1980-09-25 |
| ZA801650B (en) | 1981-04-29 |
| FI800873A (en) | 1980-09-23 |
| GR67658B (en) | 1981-09-02 |
| DE2911208A1 (en) | 1980-10-02 |
| DD149609A5 (en) | 1981-07-22 |
| EP0017011A1 (en) | 1980-10-15 |
| LU82282A1 (en) | 1980-10-08 |
| IL59668A0 (en) | 1980-06-30 |
| BR8001729A (en) | 1980-11-18 |
| JPS55129206A (en) | 1980-10-06 |
| DK124880A (en) | 1980-09-23 |
| PT70986A (en) | 1980-04-01 |
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