GB2203339A - Microbicidal formulation - Google Patents
Microbicidal formulation Download PDFInfo
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- GB2203339A GB2203339A GB08808268A GB8808268A GB2203339A GB 2203339 A GB2203339 A GB 2203339A GB 08808268 A GB08808268 A GB 08808268A GB 8808268 A GB8808268 A GB 8808268A GB 2203339 A GB2203339 A GB 2203339A
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- microbicidal
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
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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
Abstract
Microbicidal formulations, their preparation and their use for cleaning and/or disinfecting organic or inorganic substrates are disclosed. These formulations contain (A) a microbicidal active substance, (B) a dispersing active substance and (C) a solubilizing agent. They can additionally contain (D) a sequestering agent and at least one of components (E) and (F), (E) being a detergent substance and (F) being a solubilizer.
Description
Microbicidal formulation
The present invention relates to an aqueous microbicidal formulation, its preparation and its use for cleaning and/or disinfecting organic or inorganic substrates.
The aqueous microbicidal formulation according to the invention contains (A) a microbicidal active substance, (B) a dispersing active substance and (C) a solubilizing agent.
The microbicidal formulation according to the invention can additionally also contain a sequestering agent as component (D) and at least one of components (E) and (F), component (E) being a detergent substance and component (F) being a solubilizer. The formulation according to the invention can also contain other additives customary in microbicidal formulations, such as thickeners, opacifiers, perfumes, dyes and emollients.
The microbicidal formulation according to the invention is a clear solution in the form of a concentrate and is diluted with water for use, a milky-cloudy solution being formed. On dilution, the active substance remains in solution whilst the dispersing substance precipitates in the form of a finely divided colloidal suspension or emulsion.
Particular requirements are accordingly imposed on the dispersing substance, and in particular it should: - have a low molecular weight of 50 to 600, - be stable to oxidation (atmospheric oxygen) and to hydrolysis at a
pH of 4 to 10, - contain no reactive substituents, - be readily soluble in the formulation concentrate, - be sufficiently hydrophobic so that it can precipitate on dilution
with water, - have a good compatibility with the active substance used and - have no inhibiting or blocking action for the active substance used.
The microbicidal formulation according to the invention in the form of a concentrate should have a turbidity point below 4"C, a storage stability of a few months at 40 - 450C and a pH of 4 - 10. A storage stability of a few hours is sufficient for the dilute formulation.
When the concentrate is diluted with hard water (20 OdH) in a ratio of concentrate:water of 1:50 to 1:100, the dilute formulation has an adequate activity against Gram-positive and Gram-negative bacteria, yeasts, dermatophytes and viruses.
In a preferred embodiment, the formulation according to the invention contains 0.05 - 8% by weight of component (A), 0.1 - 25% by weight of component (B), 0.1 - 50% by weight of component (C), 0 - 15% by weight of component (D), 0 - 20% by weight of component (E), 0 - 20% by weight of component (F) and deionized water to 100% by weight.
The following microbicidal active substances can be used as component (A): (aa) compounds of the general formula
in which R1 is hydrogen, halogen, hydroxyl, phenyl or benzyl, R2 is hydrogen, methyl, halogen or hydroxyl, R3 is hydrogen, halogen, C1
C6alkyl or carboxyl, R4 is hydrogen, methyl, hydroxyl or halogen, R5 is hydrogen, 2,4-dichlorophenoxy, 2-hydroxybenzyl, 2-hydroxy3,5,6-trichlorobenzyl or 2-hydroxy-5-chlorobenzyl and R6 is hydrogen or 2-hydroxyethyl.
Halogen can be bromine, fluorine or, in particular, chlorine.
Such compounds are, for example, phenol, chlorophenol (o-, m- and p-), 2,4-dichlorophenol, xylenol, p-chloro-m-xylenol, cresols (o-, m- and p-), p-chloro-m-cresol, pyrocatechol, resorcinol, orcinol, 4n-hexyl- resorcinol, pyrogallol, phloroglucinol, o-phenylphenol, o-benzylphenol, p-chloro-o-benzylphenol, hexachlorophene, dichlorophene and 2,4,4' trichloro-21-hydroxydiphenyl ether.
(ab) Compounds of the general formula
in which R is hydroxy-C1-C6alkyl or hydroxy-C2-C6alkoxy, R1, R3 and R4 independently of one another are hydrogen, methyl or chlorine and R2 is hydrogen or chlorine.
Compounds of this formula are, for example, benzyl alcohol, 2,4- and 3,5-dichlorobenzyl alcohol, 3,4,5-trichlorobenzyl alcohol, 4-chloro2,5-dimethylbenzyl alcohol, o-hydroxybenzyl alcohol, p-chlorobenzyl alcohol, p-chlorophenethyl alcohol, ss-phenoxyethanol and ss-phenyl- ethanol.
(ac) Ammonium compounds of the formula
in which R1, R2 and R3 independently of one another are hydrogen, Cl-Clgalkyl, C2-Clgalkervl or hydroxy-C1-C6alkyl, R4 is hydrogen, C1-C18alkyl or C2-C18alkenyl and A- is CH3O3SO-, Cl-, Br-, I-, PO4-, HPO4-, H2PO4- or CH3-CH(OH)-COO-.
Such compounds are, for example, dodecyl-dimethyl-benzylammonium chloride, benzalkonium chloride, chlorobenzalkonium chloride, didecyldimethylammonium chloride, trimethylbenzylammonium chloride, dimethylhexadecyl-hydroxyethylammonium dihydrogen phosphate, tetradecyl-di hydroxyethyl-methylammonium chloride and dodecyl-trihydroxyethylammonium chloride.
(ad) Compounds of the general formula
in which R is Cg-Clgalkyl or C8-C18alkenyl and ffi is CH303S
C1 , B 6, I-, P04(3, HPO4-, H2PO4- or CH3-CH(OH)-COO-.
Such a compound is N-cetylpyridinium chloride.
(ae) Iodine complexes chosen from - polyvinylpyrrolidone-iodine complexes of the formula
with an active iodine content of 9 - 12% by weight, calculated on theweight of the dried substance, - polyethylene glycol-iodine complexes with a molecular weight of 200 to 10,000 and - propylene oxide/ethylene oxide block polymer-iodine complexes with a molecular weight of 1,000 to 15,000.
These iodine complexes are also known by the name iodophores.
(af) Chlorhexidine and its salts with organic or inorganic acids, such as chlorhexidine diacetate or digluconate, or polyhexamethylene biguanide hydrochloride, gluconate or acetate.
(ag) Compounds of the general formula
in which R1 is Cs-C18alkyl, C2-C18alkenyl or C7-Clgalkyl-co- NH-C2-C4alkylene, R2 is hydrogen or Cl-C5alkylene-COOH, X is a direct bond or -NH-C2H4-NH-C2H4 and Y is C1-C5-alkylene,
or
Such compounds are, for example; N-Cg-C18alkylimino-N,N-dipropionlc acid, C8-C18alkylamino-dimethyleneaminodimethyleneaminoacetic or -propionic acids, N-C8-C18alkylamino-N-propionic acids and C8-C18- alkylamido-propylbetaines.
The abovementioned active substances can be used individually or as a mixture with one another.
The following dispersing active substances are suitable, for example, as component (B): (ba) aliphatic saturated or unsaturated C4-C20monocarboxylic acids, such as butyric, isovaleric, caproic, caprylic, capric, lauric, myristic, palmitic, stearic, arachic, decylenic, dodecylenic, palmitoleic, oleic, ricinoleic, linoleic, linolenic, eleostearic, arachidonic and 5-eicosenoic acid; (bb) saturated or unsaturated C3-C12dicarboxylic acids or polycarboxylic acids, for example melanic, succinic, glutaric, adipic, pimelic, suberic, azelaic and sebacic acid, undecane- and dodecanedioic acid aa well as fumaric and maleic acid; ; (bc) aliphatic, saturated or unsaturated C4-C12alcohols or cycloaliphatic Cs-Cgalcohols, such as butanol, butenol, hexanol, hexenol, octanol, octenol, decanol, dectnol, tetradecanol, cyclopentanol and cyclohexanol; (bd) esters of a monohydric C1-C18alcohol and an aliphatic C2-C18- carboxylic acid or of a polyhydric alcohol of the formula
in which R1 and R2 independently of one another are hydrogen or
R4-C0-, R3 is hydrogen, methyl or ethyl, R4 is C1-C23alkyl and
X is C1-C16alkylene or -CH2-CH(OR)-, and a C3-C24carboxylic acid.
Examples of such compounds which may be mentioned are: ethyl iso valerate, isopropyl myristate, glycerol monolaurate, #P ur-Cellinol and X iglyol 812; (be) aliphatic or cycloaliphatic C5-C30hydrocarbons, such as paraffin, paraffin oil and terpenoid compounds, for example squalene and squalane; (bf) C6-C36Mono- and -diterpenes, for example camphane, camphor, limonene, citronellol, hydroxycitronellol, borneol and bornyl acetate;; (bg) aromatic carboxylic acids or esters thereof, of the general formula
in which R1 is hydrogen or OH, R2, R3 and R4 independently of one another are hydrogen, OH, chlorine, C1-C6alkyl, C2-C6alkenyl or C1-C4alkoxy, R5 is hydrogen or -COOR6, in which R6 is hydrogen, C1-ClOalkyl or C2-C10alkenyl, and X is a direct bond, C1-C6alkylene, vinylene, vinylene which is substituted by Cl-C8alkyl or X is -(CH2)640-.
Compounds of this formula are, for example, benzoic acid, 4-hydrcvy- benzoic acid, benzylbenzoate, cinnamic acid, methyl or hexyl cinnamate, phthalic acid and dibutyl or dioctyl phthalate, and (bh) Waxes, wax esters, resins, resin esters, resin alcohols or naturally occurring ethereal oils, for example lanolin, beeswax, abietin alcohol, canada balsam, benzoin resin, fennel oil, cinnamon oil, orangepeel and bergamot oil.
The dispersing active substances mentioned can be used individually or as mixtures with one another.
The following compounds, for example, are suitable as component (C): (ca) polyhydric free or alkoxylated, preferably ethoxylated and/or propoxylated, alcohols and ethers and esters thereof, of the general formula
R1 - 0 - X - 0 - R2 in which R1 and R2 independently of one another are hydrogen, C1-C12- alkyl, C2-C12alkenyl or
in which R3 is hydrogen, C1-C12alkyl or C2-C12alkenyl and R4 is hydrogen or CH3, and X is C2-Cl0alkylene or -alkenylene, -(CH2CH20)1-50 CH2CH2-
Compounds of this formula are, for example, propylene glycol, dipropylene glycol, hexylene glycol and triethylene glycol monomethyl ether.
(cb) C2-C3Alkanols, such as ethanol, propanol and isopropanol.
These solubilizing agents can be used individually or as a mixture with one another.
Suitable sequestering agents as component (D) are, for example, polyphosphates, such as sodium tripolyphosphate; aminocarboxylic acids, such as ethylenediaminetetraacetic acid, hydroxyethylethylenediaminetetraacetic acid and nitrilotriacetic acid; polyamines, such as ethylenediamine, triethylenetetramine and triaminotriethylamine, and phosphonic acids, such as nitrilotrimethylenephosphonic acid, ethylenedi aminetetra-(methylenephosphonic acid) and hydroxyethylidenediphosphonic acid.
The abovementioned sequestering agents can be used individually or as a mixture with one another.
Suitable components (E) are: (ea) anionic surfactants, such as sarcosinates, sulfated surfactants, for example alkylsulfates, alkyl ether-sulfates, alkylamide sulfates, alkylamide ether-sulfates, alkylaryl polyether-sulfates or monoglyceride sulfates, sulfonates, for example alkylsulfonates, alkylamidesulfonates, alkylarylsulfonates, a-olefinsulfonates or sulfosuccinic acid derivatives, for example alkylsulfosuccinates, alkyl ether-sulfosuccinates or alkylsulfosuccinamide derivatives, and furthermore also fatty acid methyl-taurides, alkyl isethionates, fatty acid polypeptide condensation products and fatty alcohol phosphates. The alkyl radicals which occur in these compounds preferably have 8 to 24 C atoms.
These anionic surfactants are in general used in the form of their water-soluble salts, such as the alkali metal, in particular sodium or potassium, or
salts, in which R1, R2 and R3 independently of one another are hydrogen, Cl-C4alkyl or Cl-C4hydroxyalkyl.
C8C24alkyl sulfates in the form of their Cl-C4alkanolamine salts are preferred, and monoethanolamine lauryl sulfate is particularly preferred.
(eb) Zwitterion and amphoteric surfactants, for example C8-C18- betaines, C8-C18sulfobetaines, C8-C24alkylamido-C1-C4alkylene- betaines, imidazolinecarboxylates and N-alkyl-ss-amino- or -iminopropionates, Clo-C20alkylamido-Cl-C4alkylenebetaines, and especially coconut fatty acid amidopropylbetaine, being preferred.
(ec) Non-ionic surfactants, for example polypropylene glycol ethoxylates with a molecular weight of 1,000 to 15,000, fatty acid glycol partial esters, for example diethylene glycol monostearate, fatty acid alkanolamides and dialkanolamides, fatty acid alkylolamide ethoxylates and fatty amine oxides, C6-C12alkylglycosides, for examplerriton CG, ethoxylated carbohydrates, for example glucose(poly)glycol ethers (1-25 mol of ethylene oxide), C8-C18fatty alcohol(poly)glycol ethers (1-50 mol of ethylene oxide) and C416alkylphenol(poly) glycol ethers (1-15 mol of ethylene oxide).
The fatty acid alkanolamides and dialkanolamides are preferred, and coconut fatty acid diethanolamide is particularly preferred.
Mixtures of the surfactants mentioned can also be used as component (E).
Benzenesulfonic acid derivatives and sulfonated terpenes or salts thereof may be mentioned as component (F) in formulations according to the invention.
Suitable benzenesulfonic acid derivatives are, for example, compounds of the general formula
in which R1, R2, R3, R4 and K5 independently of one another are hydrogen or Cl-C3alkyl and A is a cation, in particular a sodium or potassium cation, or an unsubstituted or substituted ammonium cation.
Examples of ammonium cations which may be mentioned are those of the formula
in which X1, X2, X3 and X4 independently of one another are hydrogen, C1-Cgalkyl, C2-Cgalkenyl or C1-Cghydroxyalkyl, or a CfC4 alkylammonium or ammonium cation which is substituted by one
or two C5-C8 cycloalkyl radicals, a C6-C18alkylammonium cation substi
tuted by one or two C1-C8al kyl radicals ethoxylated with 3 to 15 mol of
ethylene oxide, a C1-C8alkylmorpholinium cation, the morpholinium cation,
the N-methylpropyl-diglycolammonium cation, the iminopropylammonium
cation and the N-methyl-bis-(aminopropyl)-ammonium cation.
These solubilizers can be used individually or as a mixture with one another.
The formulations according to the invention can be used for cleaning and/or disinfecting articles made of ceramic, cement or metal, as well as keratin-containing substrates and textiles.
Microbicidal formulations according to the invention are prepared by 1) dissolving component (A) and if appropriate component (B) in component (C), adding component (E) to the resulting solution, with stirring, subsequently adding component (F), if appropriate while heating the mixture at 40 - 500C and with the addition of 30 - 60% of the calculated amount of deionized water, further stirring, adding component (D) and if appropriate (B) to the resulting solution, with continuous stirring, cooling the solution thus prepared to 18 - 250C, making it up to 90 - 95% of the final volume with deionized water, adjusting the pH and making the solution up to the 100% final volume with deionized water, or 2) dissolving component (A) in component (E) at 50 - 700C, with stirring, admixing 25 - 35% of the calculated amount of deionized water, with stirring, admixing component (F) to the resulting solution, while stirring and heating at 500C, and subsequently adding components (B) and (D) to the solution formed, with stirring, making the entire mixture up to 90 - 95% of the final volume with deionized water, cooling to 18 - 250C, adjusting the pH and making up to the 100% final volume with deionized water, or 3) dissolving component (A) in component (F) at 65 - 750C, adding 25 - 35% of the calculated amount of deionized water, with stirring, adding component (F) to the solution formed, while stirring and heating at 500C, and subsequently stirring components (B) and (D) into the solution formed, making the entire mixture up to 90 - 95% of the final volume with deionized water, cooling to 18 - 250C, adjusting the pH and making up to the 100% final volume with deionized water.
Component (E) can be used as a 15 - 25% aqueous solution in processes 1) and 2).
The following examples illustrate the preparation of an agent according to the invention. Percentages and parts are percentages by weight and parts by weight.
Example 1: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 4.0 parts of capric acid are dissolved in 25.0 parts of propylene glycol and 15.0 parts of isopropanol. 15.0 parts of Na cumenesulfonate, 1.0 part of an ethylene oxide-propylene oxide block polymer with a molecular weight of 6,800 and then 28.0 parts of deionized water are added in succession to this solution, with stirring. The mixture is heated at 500C, with stirring. 6.25 parts of a 40% aqueous solution of the trisodium salt of 2-hydroxyethyl-ethylenediaminetriacetic acid are added to the resulting solution, with stirring. 4.25 parts of deionized water are added to the resulting solution and the solution is cooled to 200C. The pH of the solution is brought to 5.0 with monoethanolamine.
Example 2: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 4.0 parts of capric acid are dissolved in 25.0 parts of propylene glycol, and 10.0 parts of a 20% aqueous solution of the sodium salt of the sulfated adduct of 1 mol of lauryl alcohol and 2 mol of ethylene oxide are added to the solution, with stirring. 8.0 parts of monoethanolammonium cumenesulfonate (6.15 parts of cumenesulfonic acid + 1.85 parts of monoethanolamine) are added to the resulting mixture and 21.5 parts of deionized water are added to the entire mixture, with stirring. 30.0 parts of a 40% aqueous solution of the trisodium salt of 2-hydroxyethyl-ethylenediaminetriacetic acid are added to this solution. The pH of the formulation is brought to 6.1 with monoethanolamine.
Example 3: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether, 2.0 parts of benzylbenzoate and 3.0 parts of 4-hydroxybenzoic acid are dissolved in 20.0 parts of isopropanol, and 41.9 parts of a 31% aqueous solution of monoethanolammonium lauryl-sulfate are added to the solution. 15.0 parts of a 20% aqueous solution of K laurate are added to the resulting mixture, and 2.0 parts of the disodium salt of ethylenediaminetetraacetic acid and 14.6 parts of deionized water are added to the entire mixture, with stirring. The pH of the formulation is brought to 8.5 with monoethanolamine.
Example 4: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 10.0 parts of hydroxycitronellol are dissolved in 20.0 parts of isopropanol, and 24.5 parts of a 20% aqueous solution of K laurate, 5.2 parts of Na cumenesulfonate, 2.0 parts of the disodium salt of ethylenediaminetetraacetic acid and 36.8 parts of deionized water are added to the solution, with stirring. The pH of the formulation is brought to 7.0 with monoethanolamine.
Example 5: 1.5 parts of o-phenylphenol and 3.0 parts of citronellol are dissolved in 15 parts of isopropanol, and 22.6 parts of a 31% aqueous solution of monoethanolammonium lauryl-sulfate are added to the solution, with stirring. 20.0 parts of a 20% aqueous solution of K laurate and 25.0 parts of deionized water are added to the resulting mixture. 2.0 parts of the disodium salt of ethylenediaminetetraacetic acid and 10.9 parts of deionized water are added to the resulting solution. The pH of the solution is brought to 7.0 with monoethanolamine.
Example 6: 1.0 part of p-chloro-o-benzylphenol and 4.5 parts of limonene are dissolved in 18.5 parts of isopropanol, and 74.0 parts of a 20% aqueous solution of K laurate are added to the solution thus formed, with stirring. 2.0 parts of the disodium salt of ethylenediaminetetraacetic acid are added to this mixture and stirring is continued until the solution is homogeneous. The pH fif the formulation is brought to 9.5 with monoethanolamine.
Example 7: 2.0 parts of p-chloro-m-cresol and 4.0 parts of camphor are dissolved in 20.0 parts of isopropanol, and 65.0 parts of a 20% aqueous solution of K laurate, 2.0 parts of the disodium salt of ethylenediaminetetraacetic acid and 7.0 parts of deionized water are added to the solution, with stirring. The pH of the formulation is brought to 9.5 with monoethanolamine.
Example 8: 2.0 parts of pchloro-m-xylenol and 3.0 parts of citronellol are dissolved in 20.0 parts of isopropanol, and 22.6 parts of a 31% aqueous solution of monoethanolammonium lauryl-sulfate are added to the solution, with stirring. 4.0 parts of ethylenediaminetetraacetic acid and 48.4 parts of deionized water are added to this mixture and stirring is continued until a homogeneous solutions formed. The pH of the formulation is brought to 7.0 with monoethanolamine.
Example 9: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 18.0 parts of propylene glycol and 20.0 parts of isopropanol, and 2.0 parts of a 50% solution of dodecyl-dimethyl-benzylammonium chloride and 7.0 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution, with stirring. 2.0 parts of an ethylene oxide-propylene oxide block polymer with a molecular weight of 6,800 and 44 parts of deionized water are added to this mixture, with continuous stirring. The pH of the solution is brought to 5.5 with monoethanolamine.
Example 10: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 10.0 parts of propylene glycol and 20.0 parts of isopropanol, and 2.0 parts of a 50% solution of dodecyl-dimethyl-benzylammonium chloride and 9.5 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution. 2.0 parts of an ethylene oxide-propylene oxide block polymer with a molecular weight of 6,800, 3.3 parts of ethylenediaminetetraacetic acid and 46.2 parts of deionized water are added to this mixture in succession, with stirring.
The pH of the formulation is brought to 7.0 with monoethanolamine.
Example 11: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether, 2.0 parts of benzyl benzoate and 3.0 parts of 4-hydroxybenzoic acid are dissolved in 15.0 parts of isopropanol, and 41.9 parts of a 31% aqueous solution of monoethanolammonium lauryl-sulfate are added to the solu tion. 9.1 parts of deionized water, 5.0 parts of Na cumenesulfonate, 7.5 parts of ethylenediaminetetraacetic acid and 15 parts of a 20% aqueous solution of K laurate are added in succession to the resulting mixture, with stirring, and the mixture is stirred until a homogeneous solution is formed. The pH of the formulation is brought to 8.5 with monoethanolmine.
Example 12: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 4.0 parts of capric acid are dissolved in 15.0 parts of isopropanol and 17.6 parts of monoethanolammonium cumenesulfonate (13.5 parts of cumenesulfonic acid + 4.1 parts of monoethanolamine) and 28.0 parts of deionized water are added to the solution, with stirring. 18.75 parts of a 40% aqueous solution of the trisodium salt of 2-hydroxyethylethylenediaminetriacetic acid, 1.0 part of an ethylene oxide-propylene oxide block polymer with a molecular weight of 6,800 and 14.15 parts of deionized water are added to this mixture and the mixture is stirred until a homogeneous solution is formed. The pH of the formulation is brought to 5.0 with monoethanolamine.
Example 13: 1.5 parts of 2,4,4'-trichloro-2'-hydroxydiphenyl ether and 4.(1 parts of capric acid are dissolved in 10.0 parts of isopropanol and 25.0 parts of propylene glycol, and 15.0 parts of Na cumenesulfonate and 30.0 parts of deionized water are added to the solution, with stirring. 6.25 parts of a 40% solution of the trisodium salt of ethylenediaminetriacetic acid and 8.25 parts of deionized water are added to this mixture and the mixture is stirred until a homogeneous solution is formed. The pH of the solution is brought to 8.5 with monoethanolamine.
Example 14: 1.5 parts of 2,4,4'-trichloro-2'-hvdroxydiphenyl ether and 3.0 parts of citronellol are dissolved in 15.0 parts of isopropanol, and 22.6 parts of a 31% aqueous solution of monoethanolammonium laurylsulfate are added to the solution, with stirring. 20.0 parts of a 20% aqueous solution of K laurate, 33.4 parts of deionized water and 4.5 parts of ethylenediaminetetraacetic acid are added in succession to this mixture, with stirring, and the mixture is stirred until a homogeneous solution is formed. The pH of the formulation is brought to 7.0 with monoethanolamine.
Example 15: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 10.0 parts of propylene glycol and 20.0 parts of isopropanol, and 10.0 parts of a 20% solution of chlorohexidine digluconate and 10.0 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution. 2.0 parts of a propylene oxide/ethylene oxide block polymer with a molecular weight. of 6,800 and 41 parts of deion- ized water are added in succession to this mixture, with stirring. The pH of the formulation is brought to 7.5 with 25% aqueous sodium hydroxide solution.
Example 16: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 10.0 parts of propylene glycol and 20.0 parts of isopropanol, and 10.0 parts of a 20% solution of chlorhexidine digluconate and 10.0 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution. 2.0 parts of a propylene oxide/ethylene oxide block polymer with a molecular weight of 6,800, 3.3 parts of ethylenediaminetetraacetic acid and 37.7 parts of deionized water are added in succession to this mixture, with stirring. The pH of the formulation is brought to 8.5 with 25% aqueous sodium hydroxide solution.
Example 17: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 18.0 parts of propylene glycol and 20.0 parts of isopropanol, and 10.0 parts of a 20% solution of chlorhexidine digluconate and 10.0 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution. 2.0 parts of a propylene oxide/ethylene oxide block polymer with a molecular weight of 6,800 and 33.0 parts of deionized water are added in succession to this mixture, with stirring.
The pH of the formulation is brought to 7.7 with 25% aqueous sodium hydroxide solution.
Example 18: 3.0 parts of limonene and 4.0 parts of citronellol are dissolved in 10.0 parts of propylene glycol and 25.0 parts of isopropanol, and 10.0 parts of a polyvinylpyrrolidone-iodine complex and 10.0 parts of a 30% aqueous solution of cocamidopropylbetaine are added to the solution. 6.0 parts of a propylene oxide/ethylene oxide block polymer with a molecular weight of 6,800 and 32.0 parts of deionized water are added in succession to this mixture, with stirring. The pH of the formulation is brought to 7.5 with 25% aqueous sodium hydroxide solution.
Claims (25)
1. An aqueous microbicidal formulation which contains (A) a microbicidal active substance, (B) a dispersing active substance and (C) a solubilizing agent.
2. A microbicidal formulation according to claim 1, which additionally contains a sequestering agent as component (D) and at least one of components (E) and (F), component (E) being a detergent substance and component (F) being a solubilizer.
3. A microbicidal formulation according to either of claims 1 and 2, which contains, based on,the total weight of the formulation, 0.05 8% by weight of component (A), 0.1 - 25% by weight of component (B), 0.1 - 50% by weight of component (C), O - 15% by weight of component (D), O - 20% by weight of component (E), O - 20% by weight of component (F) and deionized water to 100% by weight.
4. A microbicidal formulation according to any one of claims 1 to 3, in which a compound of the formula
in which R1 is hydrogen, halogen, hydroxyl, phenyl or benzyl, R2 is hydrogen, methyl, halogen or hydroxyl, K3 is hydrogen, halogen, C1
C6alkyl or carboxyl, R4 is hydrogen, methyl, hydroxyl or halogen, R5 is hydrogen, 2,4-dichlorophenoxy, 2-hydroxybenzyl, 2-hydroxy3,5,6-trichlorobenzyl or 2-hydroxy-5-chlorobenzyl and R6 is hydrogen or 2-hydroxyethyl, is used as component (A).
5. A microbicidal formulation according to claim 1, in which a compound of the formula
in which R is hydroxy-C1-C6alkyl or hydroxy-C2-C6alkoxy, R1, R3 and R4 independently of one another are hydrogen, methyl or chlorine and R2 is hydrogen or chlorine, is used as component (A).
6. A microbicidal formulation according to claim 1, in which a quaternary ammonium compound of the formula
in which R1, R2 and K3 independently of one another are hydrogen, Cl-Cl8alkyl, C2-C18alkenyl or hydroxy-C1-C6alkyl, R4 is hydrogen,
C1-C18alkyl or C2-C18alkenyl and A- is CH3O3SO-, Cl-, Br-, I-, po4, HPO4-, H2PO4- or CH3-CH(OH)-COO-is used as component (A).
7. A microbicidal formulntion according to claim 1, in which a compound of the formula
in which R is C8-C18alkyl or Cg-C18alkenyl and AO is CH303S CI-, Br-, I-, PO4-, HPO4-, H2PO4- or CH3-CH(OH)-COO-, is used as component (A).
8. A microbicidal formulation according to claim 1, in which an iodine complex chosen from - polyvinylpyrrolidone-iodine complexes of the formula
with an active iodine content of 9 - 122 by weight, calculated on the weight of the dried substance, - polyethylene glycol-iodine complexes with a molecular weight of 200 to 10,000 and - propylene oxide/ethylene oxide block polymer-iodine complexes with a molecular weight of 1,000 to 15,000, is used as component (A).
9. A microbicidal formulation according to claim 1, in which chlorhexidine or a salt thereof with an organic or inorganic acid is used as component (A).
10. A microbicidal formulation according to claim 1, in which a compound of the formula
in which R1 is C8-C18alkyl, C2-Clgalkenyl or C7-C19alkyl-co- NH-C2-C4alkylene, R2 is hydrogen or Cl-C5alkylene-COOH, X is a direct bond or -NH-C2H4-NH-C2H4-- and Y is C1-C5-alkylene,
or
is used as component (A).
11. A microbicidal formulation according to any one of claims 1 to 10, in which an aliphatic saturated or unsaturated C4-C20monocarboxylic acid or an aliphatic saturated or unsaturated C3-C12dicarboxylic acid or -polycarboxylic acid is used as component (B).
12. A microbicidal formulation according to any one of claims 1 to 10, in which an aliphatic saturated or unsaturated C4-C8alcohol or a cycloaliphatic C5-C8alcohol is used as component (B).
13. A microbicidal formulation according to any one of claims 1 to 10, in which an ester of a monohydric C1-C18alcohol and an aliphatic C2-C18carboxylic acid or of a polyhydric alcohol of the formula
in which R1 and R2 independently of one another are hydrogen or R4-CO-, R3 is hydrogen, methyl or ethyl, R4 is C1-C23alkyl and
X is C1-C16alkylene or -CH2-CH(OH)-, and a C3-C24carboxylic acid, is used as component (B).
14. A microbicidal formulation according to any one of claims 1 to 10, in which an aliphatic or cycloaliphatic Cs-C30hydrocarbon is used as component (B).
15. A microbicidal formulation according to any one of claims 1 to 10, in which a mono- or di-C6-C36terpene is used as component (B).
16. A microbicidal formulation according to any one of claims 1 to 10, in which an aromatic carboxylic acid or an ester thereof, of the formula
in which R1 is hydrogen or OH, R2, R3 and R4 independently of one another are hydrogen, OH, chlorine, C1-C6alkyl, C2-C6alkenyl or C14alkoxy, R5 is hydrogen or -COOR6, in which K6 is hydrogen, Cl-Cloalkyl or C2-Cl0alkenyl, and X is a direct bond, C1-C6- alkylene, vinylene, vinylene which is substituted by C1-Cgalkyl or X is -(CH2)6-40-, is used as component (B).
17. A microbicidal formulation according to any one of claims 1 to 10, in which a wax, wax ester, resin, resin ester, resin alcohol or naturally occurring ethereal oil is used as component (B).
18. A microbicidal formulation according to any one of claims 1 to 17, in which a polyhydric free or alkoxylated alcohol or an ether or ester thereof, of the formula R1 - 0 - X - 0 - R2 in which R1 and R2 independently of one another are hydrogen, Cl-Cl2- alkyl, C2-C12alkenyl or
in which R3 is hydrogen,
C1-C12alkyl or C2-C12alkenyl and R4 is hydrogen or CH3, and X is C2
ClOalkylene or -alkenylene, -(CH2CH20)1-50 CH2-CH2- or
is used as component (C).
19. A microbicidal formulation according to any one of claims 1 to 17, in which a C2-C3alkanol is used as component (C).
20. A microbicidal formulation according to any one of claims 1 to 19, in which a sequestering agent is used as component (D).
21. A microbicidal formulation according to any one of claims 1 to 20, in which an anionic, Zwitterion, amphoteric or non-ionic surfactant or a mixture thereof is used as component (E).
22. A microbicidal formulation according to any one of claims 1 to 21, in which a benzenesulfonic acid derivative or a sulfonated terpene or a salt thereof is used as component (F).
23. The use of a microbicidal formulation according to any one of claims 1 to 22 for cleaning and disinfecting organic and inorganic substrates.
24. A process for the preparation of a microbicidal formulation according to any one of claims 1 to 22, which comprises 1) dissolving component (A) and if appropriate component (B) in component (C), adding component (E) to the resulting solution, with stirring, subsequently adding component (F), if appropriate while heating the mixture at 40 - 5O0C and with the addition of 30 - 60% of the calculated amount of deionized water, further stirring, adding component (D) and if appropriate (B) to the resulting solution, with continuous stirring, cooling the solution thus prepared to 18 - 250C, making it up to 90 - 95% of the final volume with deionized water, adjusting the pH and making the solution up to the 100% final volume with deionized water, or 2) dissolving component (A) in component (E) at 50 - 700C, with stirring, admixing 25 - 35% of the calculated amount of deionized water, with stirring, admixing component (F) to the resulting solution, while stirring and heating at 500C, and subsequently adding components (B) and (D) to the solution formed, with stirring, making the entire mixture up to 90 - 95% of the final volume with deionized water, cooling to 18 - 250C, adjusting the pH and making up to the 100% final volume with deionized water, or 3) dissolving component (A) in component (F) at 65 - 750C, adding 25 - 35% of the calculated amount of deionized water, with stirring, adding component (F) to the solution formed, while stirring and heating at 50 C, and subsequently stirring components (B) and (D) into the solution formed, making the entire mixture up to 90 - 95% of the final volume with deionized water, cooling to 18 - 250C, adjusting the pH and making up to the 100% final volume with deionized water.
25. A microbicidal formulation according to claim I substantially as hereinbefore described with reference to any one of the foregoing
Examples.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH144187 | 1987-04-13 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB8808268D0 GB8808268D0 (en) | 1988-05-11 |
| GB2203339A true GB2203339A (en) | 1988-10-19 |
Family
ID=4210530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08808268A Pending GB2203339A (en) | 1987-04-13 | 1988-04-08 | Microbicidal formulation |
Country Status (4)
| Country | Link |
|---|---|
| AU (1) | AU1452388A (en) |
| BR (1) | BR8801719A (en) |
| GB (1) | GB2203339A (en) |
| ZA (1) | ZA882551B (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379256A2 (en) * | 1989-01-17 | 1990-07-25 | Colgate-Palmolive Company | Acidic disinfectant all-purpose liquid cleaning composition |
| EP0577914A1 (en) * | 1992-07-08 | 1994-01-12 | Monsanto Europe S.A./N.V. | Improved glyphosate compositions and their use |
| DE4225795A1 (en) * | 1992-07-31 | 1994-02-03 | Schuelke & Mayr Gmbh | Synergistic Tb-effective combination of carboxylic acids and alcohols |
| US5439681A (en) * | 1991-03-25 | 1995-08-08 | Becton Dickinson And Company | Parachlorometaxylenol antimicrobial formulation |
| US6358906B1 (en) | 1996-06-04 | 2002-03-19 | Ciba Specialty Chemicals Corporation | Concentrated liquid accumulations comprising a microbicidally active ingredient |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1161672A (en) * | 1965-08-03 | 1969-08-20 | Fine Organics Inc 62 1161671 | Antimicrobial Compositions |
| GB2048675A (en) * | 1979-03-26 | 1980-12-17 | Shell Int Research | Pesticidally-active concentrated oil-in-water emulsions |
| GB2082914A (en) * | 1980-09-04 | 1982-03-17 | Chemie Linz Ag | Aqueous herbicidal phenoxy- emulsion |
| EP0057035A2 (en) * | 1981-01-28 | 1982-08-04 | Shell Internationale Researchmaatschappij B.V. | Liquid biocidal formulation, a process for preparing such a formulation, and the use of such a formulation |
| EP0158374A1 (en) * | 1984-03-07 | 1985-10-16 | Janssen Pharmaceutica N.V. | Emulsifiable concentrates containing azoles |
-
1988
- 1988-04-08 GB GB08808268A patent/GB2203339A/en active Pending
- 1988-04-12 BR BR8801719A patent/BR8801719A/en unknown
- 1988-04-12 AU AU14523/88A patent/AU1452388A/en not_active Abandoned
- 1988-04-12 ZA ZA882551A patent/ZA882551B/en unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1161672A (en) * | 1965-08-03 | 1969-08-20 | Fine Organics Inc 62 1161671 | Antimicrobial Compositions |
| GB2048675A (en) * | 1979-03-26 | 1980-12-17 | Shell Int Research | Pesticidally-active concentrated oil-in-water emulsions |
| GB2082914A (en) * | 1980-09-04 | 1982-03-17 | Chemie Linz Ag | Aqueous herbicidal phenoxy- emulsion |
| EP0057035A2 (en) * | 1981-01-28 | 1982-08-04 | Shell Internationale Researchmaatschappij B.V. | Liquid biocidal formulation, a process for preparing such a formulation, and the use of such a formulation |
| EP0158374A1 (en) * | 1984-03-07 | 1985-10-16 | Janssen Pharmaceutica N.V. | Emulsifiable concentrates containing azoles |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0379256A2 (en) * | 1989-01-17 | 1990-07-25 | Colgate-Palmolive Company | Acidic disinfectant all-purpose liquid cleaning composition |
| EP0379256A3 (en) * | 1989-01-17 | 1991-10-16 | Colgate-Palmolive Company | Acidic disinfectant all-purpose liquid cleaning composition |
| US5439681A (en) * | 1991-03-25 | 1995-08-08 | Becton Dickinson And Company | Parachlorometaxylenol antimicrobial formulation |
| EP0577914A1 (en) * | 1992-07-08 | 1994-01-12 | Monsanto Europe S.A./N.V. | Improved glyphosate compositions and their use |
| DE4225795A1 (en) * | 1992-07-31 | 1994-02-03 | Schuelke & Mayr Gmbh | Synergistic Tb-effective combination of carboxylic acids and alcohols |
| US6358906B1 (en) | 1996-06-04 | 2002-03-19 | Ciba Specialty Chemicals Corporation | Concentrated liquid accumulations comprising a microbicidally active ingredient |
Also Published As
| Publication number | Publication date |
|---|---|
| BR8801719A (en) | 1988-11-16 |
| ZA882551B (en) | 1988-11-30 |
| AU1452388A (en) | 1988-10-13 |
| GB8808268D0 (en) | 1988-05-11 |
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