DE10018219A1 - N-Octylsalicylamide and/or N-decylsalicylamide is used as antimicrobial in laundry or dishwashing detergent, cleaner, rinse, hand wash, finishing agent for textile, fur, paper, skin or leather or building material - Google Patents

Abstract

N-Octylsalicylamide (I) and/or N-decylsalicylamide (II) is used as antimicrobial in laundry detergents, cleaners, rinses, hand washes, washing-up detergents, automatic dishwasher detergents and agents for finishing textiles, furs, paper, skins and leather. Independent claims are also included for: (a) the use of (I) and/or (II) antimicrobial, especially antimycotic, in building materials; (b) laundry detergents; cleaners; rinses; hand washes; washing-up detergents; automatic dishwasher detergents; agents for finishing textiles, furs, paper, skins and leather; and building materials containing (I) and/or (II); (c) textiles, furs, paper, skins and leather finished with the finishing agent. - ACTIVITY : Antimicrobial; antimycotic; fungistatic. - MECHANISM OF ACTION : None given.

Description

The present invention relates to the use of N-octylsalicylic acid amide and / or N-decylsalicylic acid amide as antimicrobial agent in detergent stuffs; Cleaning agents; Hand washing; Hand dishwashing detergents; Maschi dishwashing detergents and equipment for the treatment of textiles, furs, paper, Skins or leather and in building materials as well as agents and building materials, the N-octyl salicylic acid amide and / or N-decylsalicylic acid amide.

Hygiene in the washing and cleaning process does not just mean the elimination visible pollution, but also rendering Kei harmless which, due to their use, the material to be cleaned, for example laundry, have contaminated. Such germs are especially bacteria and fungi. Be special importance is the hygiene, especially the laundry hygiene therefore in the commercial sector, where hospitals, hotels, restaurants etc. Textiles that are not reprocessed within a specific user will be recycled zerkreises circulate, but always from different users ge need to be. But also in the household sector wins the hygiene aspect more and more important, especially because more and more textiles, directly on worn on the body, such as underwear, lingerie or stockings Tissues, wash temperatures of 40 ° C or above, proteases and bleach-active substances do not tolerate, so that used mild detergent those whose germ-killing effect is small.

For ecological reasons - not least due to the commitment of the Industry to reduce energy consumption - were the washing procedures in their hygienic parameters (temperature, washing times and fleets ratio) is further minimized.  

As a result, all of these factors together can cause germs, who have contaminated the laundry while wearing, no longer in the washing process sufficiently harmless and later in the reuse lead to hygienic problems. In addition, wash and rinse machines, especially those that are not used for a long time, by star No microbial growth in hoses, the pump or the flushing chamber if it leads to hygienic problems and olfactory nuisance. If laundry stays wet for a long time in the washing machine, it can mushroom - it comes to the well-known foxing.

In addition, germs, especially fungal infection is also a well-known prob In a variety of building materials, both during storage, as well as after processing and application.

EP-B-0 262 587 discloses N-octylsalicylic acid amide and N-decylsalicylic acid amide and their use as antibacterial agents, especially in oral and dentifrices and in body deodorants.

The present invention is based on the object, new washing, cleaning equipment and equipment to provide antimicrobial agents Have effect. Another object of the present invention is To provide building materials that are resistant to microbial attack.

It was found that N-octylsalicylic acid amide and N-decylsalicylic acid amide in detergents, cleaning and finishing agents as well as in building materials antimicrobial have bielle effectiveness.

The subject of the present invention is therefore the use of N- Octylsalicylic acid amide and / or N-decylsalicylic acid amide as antimicrobial, in particular antimycotic active ingredient in detergents; Cleaning agents; Hand washing; Hand dishwashing detergents; Machine dishwashing detergents and Equipment for finishing textiles, furs, paper, archival materials, hides or leather.  

The compounds which can be used according to the invention are prepared per se the prior art known methods, in particular, as in EP-B-0 262 587, to which reference is fully ge is taken.

N-octyl-salicylic acid amide and N-decylsalicylic acid amide are prepared from salicylic acid remethyl ester and the corresponding amine prepared by Salicylic acid methyl ester with n-octylamine according to methods known per se and / or n-decylamine, which in the course of the amidation reaction gebil Detached methanol and the reaction products in a conventional manner cleans. It is possible to use salicylic acid methyl ester with one or both primary Implement amines. When reacted with an amine, the respective amide essentially in a form obtained while reacting salicyl acid methyl ester with any mixture of both n-alkylamines the two Salicylic acid amides arise in the proportion in which the n-alkylamines were used in the reaction. According to the invention, however, it is preferable that only one of the two n-alkylamines is used to amide the respective Salicylsäureamide substantially in a form.

In a preferred embodiment of the manufacturing process of the two N-Alkylsalicylamides the reaction is carried out at elevated temperature leads to accelerate it. The reaction temperatures are usually two between 100 ° C and 200 ° C and are preferably in a range of 130 ° C to 170 ° C set.

The reaction of formation of the salicylic acid amides can be carried out in a solvent be performed. The solvents used are aprotic organic solvents used, such as diethyl ether. In a preferred However, embodiment of the reaction, it is possible, the amidation reaction in the absence of a solvent, since both starting materials are liquid and readily under the specified Reaktionsbedin react with each other. In this case, the Ent remove the solvent, for example by distillation, as an operation saved up. In one of the actual amide formation downstream reaction step  is the methanol formed in the course of the reaction from the Reaktionsmi away. This is done by known methods. This is preferred Reaction product distilled off methanol while - last to remove Methanol residues - vacuum applied and the temperature to above 100 ° C before over 130 ° C, raised. The resulting reaction products are on cleaned known manner. This is done in an advantageous manner in that one may unreacted amine, which in the reaction usually in equimolar amounts is used with the salicylic acid methyl ester, by Wash with aqueous acid and then treat the reaction on mixture with sodium bicarbonate solution, and so obtained tenen crystals of the reaction products by recrystallization in a geeigne th solvent or solvent mixture cleans. As a solvent usually nonpolar hydrocarbons or aprotic organic Lö used; from the large class of these solvents are n- Alkanes such as n-hexane or ethers such as diethyl ether particularly well suited. It is However, it is also possible to use solvent mixtures for recrystallization the; as such, for example, mixtures of methanol and what proven.

The N-octyl and N-Decylsalicylsäureamide arise in the described Process in high yields: so it is possible to salicylic acid after the recrystallization in a total yield of 75% of theory in pure Get shape.

The starting material in the process according to the invention is usually Sali cylic acid methyl ester used from native sources: so-called "wintergreen Oil, which consists of more than 99% salicylic acid methyl ester, is as starting material for the Arnidierungsreaktion in an excellent manner. It is, however possible to use salicylic acid methyl ester of synthetic origin.

The inventively usable N-octyl and N-Decylsalicylsäureamide are known in the art known the liquid means in which they to be effective. For use in solid means NEN the inventively usable N-octyl and N-Decylsalicylsäureamide  either added to the liquid or pasty raw materials, from to which the solid funds are made, or applied to the solid funds be, for example, by spraying.

In a non-limiting embodiment of the present invention are the inventively used N-octyl and N-decylsalicyl acid amides the detergents; Cleaning agents; Hand washing; Wrist schirrspülmitteln; Dishwashing detergents and equipment for the equipment of Textiles, furs, paper, archival materials, skins or leather in nanoscale Form added.

Nanoscale substances are substances whose particle diameters in the direction of maximum expansion of the particles less than 1000 nm (Nanometers) is. In particular, the particle diameter of the inventions According to use usable N-octyl and N-Decylsalicylsäureamide about 5 to 500 nm, preferably 10 to 150 nm. In the present specification becomes synonymous with The term "nanoscale" also uses the term "nanoparticulate".

The nanoscale active substances which can be used according to the invention consist of egg ner discrete phase of the drug, on the surface preferably min at least one surface-modifying substance is adsorbed.

Particularly suitable as surface-modifying substances are emulsifiers and / or protective colloids. The sheathing of the particles with emulsifiers and / or protective colloids causes a subsequent agglomeration of the Particle does not take place.

Examples of suitable emulsifiers are nonionic surfactants from at least one of the following groups:

• 1. addition products of 2 to 30 moles of ethylene oxide and / or 0 to 5 mol Propylene oxide to linear fatty alcohols having 8 to 22 carbon atoms, fatty acid ren with 12 to 22 C-atoms and alkylphenols with 8 to 15 C-atoms in the alkyl group;
• 2. C _12/18 fatty acid _mono- and diesters of addition products of 1 to 30 moles of ethylene oxide with glycerol;
• 3. Glycerol mono- and diesters and sorbitan mono- and diesters of saturated and unsaturated fatty acids having 6 to 22 carbon atoms and de ethylene oxide addition products;
• 4. Alkyl mono- and oligoglycosides having 8 to 22 carbon atoms in the alkyl rest and their ethoxylated analogs;
• 5. addition products of 15 to 60 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;
• 6. polyol and in particular polyglycerol esters, such as. B. Polyglycerinpolyri cinoleate, polyglycerol poly-12-hydroxy stearate or polyglycerol dimerate. Also suitable are mixtures of compounds of several of the these classes of substances;
• 7. addition products of 2 to 15 moles of ethylene oxide with castor oil and / or hydrogenated castor oil;
• 8. Partial esters based on linear, branched, unsaturated or saturated. C _6/22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerin, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (for example sorbitol), sucrose, alkyl glucosides (for example methyl glucoside, butyl glucoside, lauryl glucoside) as well as polyglucosides (eg cellulose);
• 9. mono-, di- and trialkyl phosphates and mono-, di- and / or tri-PEG- alkyl phosphates and their salts;
• 10. wool wax alcohols;
• 11. Polysiloxane-polyalkyl-polyether copolymers or corresponding Deriva te;
• 12. mixed esters of pentaerythritol, fatty acids, citric acid and fatty alcohol according to DE-PS 11 65 574 and / or mixed esters of fatty acids with 6 to 22nd Carbon atoms, methyl glucose and polyols, preferably glycerol or polyglycerol as well
• 13. polyalkylene.

The addition products of ethylene oxide and / or of propylene oxide to fatty alcohols, fatty acids, alkylphenols, glycerol mono- and diesters and sorbitan mono- and diesters of fatty acids or castor oil are known, commercially available products. These are homologues. gemi cal whose average degree of alkoxylation corresponds to the ratio of the amounts of ethylene oxide and / or propylene oxide and substrate, with which the addition reaction is carried out. C _12/18 fatty acid _mono- and diesters of addition products of ethylene oxide with glycerol are known from DE-PS 20 24 051 as refatting agents for cosmetic preparations.

C _8/18 alkyl mono- and oligoglycosides, their preparation and their use are known in the art. They are prepared in particular by reacting glucose or oligosaccharides with primary alcohols having 8 to 18 carbon atoms. With respect to the glycoside, it is true that both Monogly coside in which a cyclic sugar residue is glycosidically linked to the fatty alcohol ge, as well as oligomeric glycosides having a degree of oligomerization preferably up to about 8 are suitable. The degree of oligomerization is a statistical mean, based on a usual for such technical products Ho mologenverteilung.

Typical examples of anionic emulsifiers are soaps, alkylbenzenesulfones te, alkanesulfonates, olefinsulfonates, alkyl ether sulfonates, glycerol ether sulfonates, α-methyl ester sulfonates, sulfo fatty acids, alkyl sulfates, fatty alcohol ether sulfates, Glycerol ether sulfates, hydroxy mixed ether sulfates, monoglyceride (ether) sulfates, Fatty acid amide (ether) sulfate, mono- and dialkyl sulfosuccinates, mono- and dial kylsulfo-succinamate, sulfotriglycerides, amide soaps, ether carboxylic acids and de salts, fatty acid isethionates, fatty acid sarcosinates, fatty acid taurides, Acylamino acids such as acyl lactylates, acyl tartrates, acylglutamates and acylaspartates, alkyl oligoglucoside sulfates, protein fatty acid condensates (ref special vegetable products based on wheat) and alkyl (ether) phosphates. If the anionic surfactants contain polyglycol ether chains, these can a conventional, but preferably a narrow homologue distribution have.  

Furthermore, zwitterionic surfactants can be used as emulsifiers. Zwitterionic surfactants are those surface-active compounds denotes in the molecule at least one quaternary ammonium group and carry at least one carboxylate and one sulfonate group. Especially ge suitable zwitterionic surfactants are the so-called betaines such as the N-alkyl N, N-dimethylammonium glycinates, for example the trimethylammoniumgly cinate, cocoalkyldimethylammonium glycinate, N-acylamino-propyne-N, N- dimethylammonium glycinates, for example cocoacylaminopropyldi methylammonium glycinate, and 2-alkyl-3-carboxylmethyl-3-hydroxyethylimida Zolines each having 8 to 18 carbon atoms in the alkyl or acyl group and the Kokosacylaminoethylhydroxyethylcarboxymethylglycinat. Especially preferred is the fat known under the CTFA name Cocamidopropyl Betaine acid amide derivative.

Also suitable emulsifiers are ampholytic surfactants. Ampholytic surfactants are understood as meaning those surface-active compounds which, apart from a C _8/18 -alkyl or -acyl group, contain at least one free amino group and at least one -COOH or -SO ₃ H group in the molecule and which are capable of forming internal salts , Examples of suitable ampholytic cal surfactants are N-alkylglycines, N-alkylpropionic acids, N-Alkylaminobutter acids, N-Alkyliminodipropionsäuren, N-hydroxyethyl-N-alkylamidopropylg lycines, N-alkyltaurines, N-alkylsarcosines, 2-Alkylaminopropionsäuren and Alky laminoessigsäuren each with about 8 to 18 C atoms in the alkyl group. Particularly preferred ampholytic surfactants are N-cocoalkylaminopropionate, cocoacylaminoethylaminopropionate and C _{12/18 acylsarcosine} . In addition to the ampholytic, quaternary emulsifiers are also suitable, with those of the esterquat type, preferably methyl quaternized difatty acid triethanolamine ester salts, being particularly preferred. Typical examples of anionic emulsifiers are alkyl sulfates, alkyl ether sulfates and monoglyceride (ether) sulfates.

In general, the active ingredients and the emulsifiers in the weight ratio 1: 100 to 100: 1, preferably 1: 25 to 25: 1 and especially 1: 10 to  10: 1 used. Particular preference is given to emulsifiers which are suitable for Training of microemulsions are capable.

Suitable protective colloids are for. Gelatin, casein, gum arabic, lysal binsäure, starch, carboxymethylcellulose or modified carboxymethylcellu loose as well as polymers such as polyvinyl alcohols, polyvinylpyrrolidones, polyal ethylene glycols and polyacrylates.

The inventively usable N-octyl and N-Decylsalicylsäureamide can also be used as nanoparticles by one or more Emulsifiers and / or protective colloids are sheathed.

Corresponding nanoparticles can be prepared, for example, by

• a) N-octyl and N-Decylsalicylsäureamide in a liquid phase in which they are insoluble,
• b) the resulting mixture is above the melting point of the N-octyl and N- Heated decylsalicylic acid amides,
• c) the resulting oil phase an effective amount of at least one emul gators and finally
• d) the emulsion is below the melting point of the N-octyl and N- Decylsalicylic acid amides cools.

Another method for the production of nanoparticles by rapid Ent Stress from supercritical solutions (Rapid Expansion of Supercritical Solu For example, from the article by S. Chihlar, M. Türk and K. Schaber in Proceedings World Congress on Particle Technology 3, Brighton, 1998 known. To prevent the nanoparticles from reassembling It is recommended that the starting materials in the presence of suitable Schutzkol loide or emulsifiers to dissolve and / or the critical solutions in aqueous and / or alcoholic solutions of protective colloids or emulsifiers or  to relax in cosmetic oils, which in turn dissolved Emul may contain gators and / or protective colloids.

Another suitable method for producing the nanoscale particles offers the evaporation technique. Here, the starting materials are initially in a suitable organic solvent (eg alkanes, vegetable oils, Ethers, esters, ketones, acetals and the like). Subsequently, the Such solutions in water or other non-solvent, in the Usually gege in the presence of a dissolved surface-active compound ben, that it does not mix with each other by the homogenization of the two The solvent comes to a precipitation of the nanoparticles, wherein the or ganic solvents are preferably evaporated. Instead of an aqueous Lö O / W emulsions or O / W microemulsions can also be used become. As surface-active compounds, the already beginning he Purified emulsifiers and protective colloids are used. Another Possibility of producing nanoparticles consists in the so-called Gas Anti Solvent Recrystallization (GAS) process. The procedure uses highly compressed gas or supercritical fluid (eg carbon dioxide) as a non- Solvent for the crystallization of solutes. The compressed gas phase se is introduced into the primary solution of the starting materials and absorbed there, whereby the liquid volume increases, the solubility decreases and finely divided particles are excreted.

Similarly suitable is the PCA process (Precipitation with a Compressed Fluid Anti-Solvent). Here, the primary solution of the starting materials is in a überkriti introduced beautiful fluid, which form finely divided droplets in which Dif Run off fusion processes, so that a precipitation of very fine particles takes place. At the PGSS (Particles from Gas Saturated Solutions) processes will be the off by gas (eg carbon dioxide or propane) melted. Pressure and temperature reach near or supercritical conditions conditions. The gas phase dissolves in the solid and causes a lowering of the Melting temperature, viscosity and surface tension. At the Ex pansion through a nozzle causes fine cooling due to cooling effects particles.  

The listed production methods for the nanoparticles according to the invention are merely exemplary and do not represent a limitation.

Another object of the present invention is the use of N- Octylsalicylic acid amide and / or N-decylsalicylic acid amide as antimicrobial, in particular as antimycotic active ingredient in building materials, wherein N-octylsalicyl acid amide and / or N-Decylsalicylsäureamid the building materials in the form of a Na Nodispersion can be added. Usable are the amides mentioned in all building materials that must be protected against fungal attack. Especially The building materials are preferably selected from adhesives, sealants, fillers and paints, plastics, paints, paints, plaster, mortar, screed, Be clay, insulating materials and primers. The invention used in the ba N-octyl- and N-decylsalicylic acid amides are converted into the liquid or solid Building materials introduced, as described above for the funds.

The concentration of the inventively usable N-octyl and N- Decylsalicylic acid amides in the compositions or building materials can by the subject can be varied in a wide range, depending on the Einsatzbe conditions of the means and building materials. In the case of washing-cleaning and Rinsing agent is the concentration of N-usable according to the invention Octyl and N-Decylsalicylsäureamide preferably in the range of 0.01 wt. % to 5 wt .-%, in particular 0.1 wt .-% to 3 wt .-% and especially be preferably from 0.1% by weight to 2% by weight.

Further objects of the present invention are detergents; Reini supply medium; rinse; Hand washing; Hand dishwashing detergents; Maschi dishwashing detergents and preparations for the treatment of textiles, furs, paper, Furs or leather containing N-octylsalicylic acid amide and / or N-decylsalicylic acid contain amide, in particular those which N-Octylsalicylsäureamid and / or N-Decylsalicylsäureamid was added in the form of a nanodispersion.  

Further objects of the present invention are building materials, in particular Adhesives, sealants, fillers and paints, plastics, paints, paints, Plaster, mortar, screed, concrete, insulating materials and primers, the Octylsalicylamide and / or N-Decylsalicylamides contain, esp those which N-Octylsalicylamides and / or N-Decylsalicylsäureamid was added in the form of a nanodispersion.

Further objects of the present invention are textiles, furs, paper, Archival materials, skins or leather, equipped with a novel Medium. The finishing of textiles, furs, skins or leather takes place in the Skilled in the art, for example by immersing the paper or textiles, furs, skins or leather into a suitably concentrated solution nes inventive agent.

The following examples illustrate the invention without, however, entering it limit:

example 1 1.1. test substances

An aqueous nanodispersion of salicylic acid N-octylamide with an active ingredient content of 1% was prepared. The test sample had the following composition:
1.0% N-octylsalicylic acid amide
2.15% Tagat S (polyoxyethylene glycerol fatty acid ester)
32.25% water
32.25% Tego Betaine 215 (fatty acid amidoalkybetaine)
32.25% Polydiol 400

The test solutions were prepared by dilutions with bidistilled water:
0.1% = 1 0.0 g dispersion in 100 ml
0.5% = 25.0 g dispersion in 50 ml

The reference preparation was an antibacterial and antimycotic Re used zeptur, the 70% by weight Didecyldimethylammoniumchlorid, 15% by weight Ethylene glycol, balance water included. The reference preparation also became diluted with bidistilled water.

1.2. test fungi

Candida albicans, ATCC 10231, (pre-breeding on CaSo agar, 4d / 25 ° C), Aspergillus niger, ATCC 6275, (pre-growing on malt agar, 8d / 25 ° C), Trichophyton mentagrophytes, ATCC 9533, (bred on malt agar, 8d / 25 ° C), Cladosporium cladosporioides, DSM 62! 21, (breeding on malt agar, 8d / 25 ° C), Epicoccum nigrum, self-isolate, (bred on malt agar, 8d / 25 ° C)

The inocula were obtained by washing away the pre-growing plates with 0.05% Tween® 80 and showed the following germ levels:

Candida albicans 1.9 × 10 ⁹ CFU / ml, Aspergillus niger 1.0 × 10 ⁷ cfu / ml, Trichophyton mentagrophytes 3.4 × 10 ⁷ cfu / ml, Cladosporium cladosporioides 5.0 × 10 ⁷ cfu / ml, Epicoccum nigrum 1.9 × 10 ⁵ cfu / ml. AL = L <(KBE: colony forming unit)

1.3. Test of the fungistatic activity in the inhibition test

1 × 1 cm prewashed and autoclaved standard tree specimens wool fabric according to DIN 53919 (WfK Testgewebe-GmbH, Adlerstr. 42, Krefeld) be in the Prüflsgn for 15 min. inserted, then removed sterile and 14 h dried at room temperature. Each 0.1 ml of vaccine suspensions o. G. test fungi were inoculated in liquid malt agar of a Petri dish and after solidification  agar 0.1 ml on the agar surface.

Thereafter, the samples impregnated with the test solutions were placed on the agar surface in a sterile manner and the dishes were incubated at 25 ° C for 7 days. Thereafter, the evaluation of the inhibitory effect was carried out according to the following scheme:
0 = clear inhibition zone, indication of the zone of inhibition in mm,
1 = no growth on the specimen, but also no inhibition,
2 = isolated growth on the test piece,
3 = moderate growth on the test piece,
4 = unrestrained growth on the test piece.

1.4. Examination of the fungicidal activity in the DGHM germ carrier test

The test was carried out in accordance with the guidelines for testing and evaluation chemical disinfection process of the German Society for Hygien and Microbiology (DGHM), Gustav Fischer Verlag, 1981:

16 prewashed and autoclaved specimens were placed in the o. G. Impfsus of the test fungi and with repeated reversal for 15 min. leave in it. Thereafter, the so contaminated specimens were in empty petri transferred and poured with 10 ml of the test solutions. After 60 and 120 min. Exposure time at 20 ° C, 2 of the samples were taken and short transferred in time to 10 ml of inactivator solution according to DGHM guideline and from it on CaSo (Candida) or Malzagar plates (remaining test fungi) inoculated. The Incubation was for 7 days at 25 ° C. Thereafter, the evaluation was qualitative, d. H. Growth yes (+) or no (-).

2 results 2.1. Fungistatic efficacy

2.1.1. Examination of the inhibitory potency of N-octylsalicylic acid amide (SaINo) gave the following results

2.1.3. In comparison, the fungistatic efficacy of the reference preparation (R)

2.2. Fungicidal activity

2.2.1. The test of the fungicidal activity of N-octylsalicylic acid amide (SaINo) gave the following results (+ = live culture, - = killed culture)

2.2.3. The comparison test with the reference preparation yielded for all test fungi up to the highest test concentration of 250 ppm positive growth.

3. Result

The N-octylsalicylamide shows one compared to the reference preparation very good fungistatic efficacy against both dermatophytes and against mildew-producing or material-harmful fungi.

Example II 1.1. test substances

An aqueous nanodispersion of salicylic acid N-octylamide was prepared. The test sample (1) had the following composition:
1.07 g of salicylic acid N-octylamide
2.15 g of Tagat S (polyoxyethylene glycerol fatty acid ester)
32.26 g of water
32.26 g of Tego Betaine 215 (fatty acid amidoalkylbetaine)
32.26 g of polydiol 400

The test sample (2) was a 10% aqueous dilution of the nanodisper gierte drug preparation (1) used.

The test sample (3) used was a 1% aqueous dispersion of an antibacterial and antimycotic nanodispersed reference preparation which had the following composition:
20% Dehyquart LDB
20% Plantacare 1200UP
60% water

The test sample (4) was redistilled. Used water.

All dilutions were done in bidest. water

1.2. Test Methods

The inhibition efficacy (microbistase) was tested in the agar test following rule:

a. Principle of the method

The substance to be tested is ge in a punched hole ge an agar plate fills and diffuses into the agar, which with a suitable or required Inoculated test organism. Is the test organism by the substance inhibited, then arises during the subsequent incubation of the agar plate a view barbar Hemmhof around the hole around.

b. test organisms

The choice of test organisms depends on the specific question. The im Organisms used in the present case are shown in Table 1.  

c. Preparation of the test organisms

Bacteria are inoculated into standard I broth and maintained for 18-24 hours Incubated at 37 ° C. The overgrown culture becomes 1: 100 with standard I broth diluted. Mushrooms are bred on Würzeagar for 7 days at 30 ° C and the Fouling of a plate with 2 × 5 ml of wort broth washed off. The abge flooded material is filtered through glass wool and shaken in a Cut stopper bottle with glass beads (bottom roughly covered with glass beads) homogenized.

d. Experimental Procedure

1 ml of the test organism suspension is liquefied in 200 ml to 45 ° C abge cooled standard I-Nähragar (bacteria) or Würzeagar (mushrooms) mixed. Immediately thereafter agar plates are poured (about 20 ml agar per Plate). After solidifying the agar is in the middle of the plate with a sterile cork borer punched a hole of 10 mm diameter. In this hole becomes the substance to be tested (or dilutions depending on the objective of the experiment the substance). It is important to ensure that the substance only in the Hole and not on the agar surface. The plates are at 37 ° C (Bacteria) or 30 ° C (mushrooms) incubated on a control plate with What instead of the test substance, a good turf growth of the test organism was observed th is. Alternatively to this procedure can - if a question posed this requires - filter paper or tissue slices of defined size in a solution soaked in the test substance and placed on the inoculated agar.

e. evaluation

The size of the resulting Hemmhöfe is measured from the edge of the hole. is the whole plate without fouling, so the test substance must be more diluted and be tested again.

f. Result

As a result, the Hemmhofradius is given for each test organism.  

The microbicidal effectiveness was tested on the basis of EN 1040 (Bactericidal) or EN 1275 (Fungicidia) each with extended Testkeimspekt which is shown in Table 2.

2 results

The results can be found in Tables 1 and 2 (Table 1: Microbistatic Effectiveness; Tab. 2: Microbicidal activity)

Table 1

Testing the microbistatic activity in the agar test. Given the Hemmhöfe in mm of 2 parallels

Table 2

Examination of the microbicidal activity acc. EN 1040 or EN 1275 Specified are log. reduction factors

3. Result

The N-octylsalicylamide shows one compared to the reference preparation very good microbicidal and microbicidal activity against both bacteria as well as against fungi.

Claims (16)

1. Use of N-octylsalicylamide and / or N-decyl salicylic acid amide as an antimicrobial agent in detergents; cleanser stuffs; rinse aid; Hand washing; Hand dishwashing detergents; machinery dishwashing detergents and preparations for the treatment of textiles, furs, paper, Skins or leather. 2. Use according to claim 1, wherein N-octylsalicylamide and / or N-Decylsalicylsäureamid be used in the form of a nanodispersion. 3. Use of N-octylsalicylic acid amide and / or N-decyl salicylic acid amide as antimicrobial, in particular antimycotic active ingredient in Building materials. 4. Use according to claim 3, wherein N-Octylsalicylsäureamid and / or N-Decylsalicylsäureamid be used in the form of a nanodispersion. 5. Use according to claim 3 or 4, wherein the building materials selected are under adhesive, sealant, fillers and paints, plastics, La plaster, paints, plaster, mortar, screed, concrete, insulating materials and primer gene. 6. detergent; containing N-octylsalicylamide and / or N-decyl salicylamide. 7. cleaning agent; containing N-octylsalicylamide and / or N-decyl salicylamide. 8. rinse aid; containing N-octylsalicylamide and / or N-decyl salicylamide.   9. hand wash; containing N-octylsalicylamide and / or N-decyl salicylamide. 10. hand dishwashing detergent; containing N-octylsalicylamide and / or N- Decyl salicylic acid. 11. Machine dishwashing detergent containing N-octylsalicylic acid amide and / or N-decylsalicylic acid amide. 12. means of finishing textiles, furs, paper, skins or leather, containing N-octylsalicylic acid amide and / or N-decylsalicylic acid amide. 13. Composition according to one of claims 6 to 12, characterized in that them N-octylsalicylic acid amide and / or N-Decylsalicylsäureamid in the form of a Nanodispersion was added. 14. Building materials, especially adhesive, sealing, filling and Anstrichmas sen, plastics, paints, paints, plaster, mortar, screed, concrete, insulating materials and primers containing N-octylsalicylamide and / or N-decyl salicylamide. 15. Building materials according to claim 14, characterized in that they N- Octylsalicylic acid amide and / or N-decylsalicylic acid amide in the form of a nano dispersion was added. 16. Textiles, furs, paper, hides or leather, equipped with a medium according to claim 12 or 13.