NO790575L - TETRACHLORISOFTHALONITRIL DISPERSION. - Google Patents

TETRACHLORISOFTHALONITRIL DISPERSION.

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Publication number
NO790575L
NO790575L NO790575A NO790575A NO790575L NO 790575 L NO790575 L NO 790575L NO 790575 A NO790575 A NO 790575A NO 790575 A NO790575 A NO 790575A NO 790575 L NO790575 L NO 790575L
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Norway
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weight
parts
dispersion
ether
ethoxylated
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NO790575A
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Norwegian (no)
Inventor
John Fremont Alderman
Frederick John Ihde Jr
Paul Makar Jr
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Diamond Shamrock Corp
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Publication of NO790575L publication Critical patent/NO790575L/en

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    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • 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
    • A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/34—Nitriles

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  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Plant Pathology (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Zoology (AREA)
  • Agronomy & Crop Science (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Environmental Sciences (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Colloid Chemistry (AREA)

Description

Foreliggende oppfinnelse angår en dispersjon av et anti-mikrobielt middel for anvendelse i beskyttende overtrekksmaterialer på vannbasis og oppløsningsmiddelbasis, såsom malinger. The present invention relates to a dispersion of an anti-microbial agent for use in water-based and solvent-based protective coating materials, such as paints.

Antimikrobielle midler såsom 2,4,5,6-tetraklorisofthalonitril anvendes i beskyttende overtrekksmaterialer på vannbasis°9oppløsningsmiddelbasis, såsom malinger. Disse midler er nesten uoppløselige i vann og er lite oppløselige i organiske oppløsnings-midler. Eksempelvis er 2,4,5,6-tetraklorisofthalonitril oppløse-lig i en grad av ca. 0,6 ppm i vann ved 25° C og er ved 25° C 8 % Antimicrobial agents such as 2,4,5,6-tetrachloroisophthalonitrile are used in water-based or solvent-based protective coating materials such as paints. These agents are almost insoluble in water and are slightly soluble in organic solvents. For example, 2,4,5,6-tetrachloroisophthalonitrile is soluble to a degree of approx. 0.6 ppm in water at 25° C and is at 25° C 8%

(på vektbasis) oppløselig i xylen, 3 % i cyclohexan, 2 % i aceton(by weight) soluble in xylene, 3% in cyclohexane, 2% in acetone

og mindre enn 1 % i kerosen. Da oppløsninger av dette middel er for fortynnede for de fleste formål, fremstilles der konsentrerte preparater av midlet, hvor det faste middel anvendes i form av et findelt pulver. Det er kjent å blande ut dette middel til fuktbare pulvere og vandige systemer for jordbruksformål. and less than 1% in the kerosene. As solutions of this agent are too diluted for most purposes, concentrated preparations of the agent are prepared there, where the solid agent is used in the form of a finely divided powder. It is known to mix this agent into wettable powders and aqueous systems for agricultural purposes.

I US patentskrift nr. 3 948 636 beskrives fremstillingen av flytbare vandige blandinger av i vann uoppløselige pesticider såsom tetraklorisofthalonitril. Disse flytbare vandige blandinger er beregnet for anvendelse i vandige systemer for jordbruksformål. US Patent No. 3,948,636 describes the production of flowable aqueous mixtures of water-insoluble pesticides such as tetrachloroisophthalonitrile. These flowable aqueous mixtures are intended for use in aqueous systems for agricultural purposes.

På grunn av uoppløseligheten av tetraklorisofthalonitril og vanskelighetene forbundet med å blande ut dette i beskyttende overtrekksmaterialer, er det nødvendig med forbedrede metoder for innlemmelse av dette middel i beskyttende overtrekksmaterialer. Dessuten har nye forordninger fra myndighetene lagt ytterligere restriksjoner på håndteringen, utblandingen og anvendelsen av den faste form av dette biocidale middel,.slik at det foreligger et behov for dispergerbare blandinger som kan tilsettes direkte til beskyttende overtrekksmaterialer. Because of the insolubility of tetrachloroisophthalonitrile and the difficulties associated with mixing it into protective coating materials, improved methods of incorporating this agent into protective coating materials are needed. Moreover, new regulations from the authorities have placed further restrictions on the handling, mixing and application of the solid form of this biocidal agent, so that there is a need for dispersible mixtures that can be added directly to protective coating materials.

I henhold til oppfinnelsen fremstilles den nye tetra-klorisof thalonitril-dispers jon ved at et findelt tetrakloriso fthalonitril-pulver dispergeres i en bærer bestående av en blanding av kalsiumalkylarylsulfonat, ikkeionisk overflateaktivt middel, ester, koblingsmiddel og eventuelt lecithin. Bæreren gir en med vann og organisk oppløsningsmidler forlikelig dispersjon med hellbar og pumpbar viskositet og motstandsdyktighet mot sedimentering. Den erholdte dispersjon er et anti-mikrobielt middel for anvendelse i beskyttende overtrekksmaterialer på vannbasis og oppløsningsmiddelbasis, såsom malinger. According to the invention, the new tetrachloroisophthalonitrile dispersion is prepared by dispersing a finely divided tetrachloroisophthalonitrile powder in a carrier consisting of a mixture of calcium alkylarylsulfonate, nonionic surfactant, ester, coupling agent and possibly lecithin. The carrier provides a dispersion compatible with water and organic solvents with pourable and pumpable viscosity and resistance to sedimentation. The resulting dispersion is an anti-microbial agent for use in water-based and solvent-based protective coating materials, such as paints.

Anvendbare tetraklorisofthalonitril-dispersjoner .kan inneholde de nedenfor angitte foretrukne bestanddeler i de angitte mengder: Useful tetrachloroisophthalonitrile dispersions may contain the following preferred ingredients in the amounts indicated:

Tetraklorisofthalonitrilet er 2,4,5,6-tetraklorisofthalonitril, også kjent som 2,4,5,6-tetraklor-l,3-benzendicarbo-nitril eller 1,3-dicyano-2,4,5,6-tetraklorbenzen. Det markeds-føres under de registrerte varemerker "Nopcocid N-96", "Daconil/2787", "Termil" og "Forturf". Det har strukturformelen: The tetrachloroisophthalonitrile is 2,4,5,6-tetrachloroisophthalonitrile, also known as 2,4,5,6-tetrachloro-1,3-benzenedicarbonitrile or 1,3-dicyano-2,4,5,6-tetrachlorobenzene. It is marketed under the registered trademarks "Nopcocid N-96", "Daconil/2787", "Termil" and "Forturf". It has the structural formula:

og danner farveløse krystaller som smelter ved 250 - 251° C. Dette tetraklorisofthalonitril er et soppdrepende middel med bredt virkningsspektrum for anvendelse på bladverk og frukt og like-ledes et industrielt antimikrobielt middel. Det kan fremstilles and forms colorless crystals that melt at 250 - 251° C. This tetrachloroisophthalonitrile is a fungicide with a broad spectrum of action for use on foliage and fruit and likewise an industrial antimicrobial agent. It can be manufactured

etter den fremgangsmåte som er beskrevet i US patentskrift nr.according to the method described in US patent document no.

3 290 353, ved hvilken halogenerte aromatiske nitriler fremstilles ut fra de tilsvarende ring-klorerte syreklorider. Syrekloridet overføres til det tilsvarende amid ved oppløsning av syrekloridet i et egnet organisk oppløsningsmiddel og tilførsel av ammoniakk, hvorved amidet dannes. Det kan anvendes såvel vannfri som vandig ammoniakk. Det i ringen klorerte aromatiske amid tørres og omset-tes direkte med et dehydratiseringsmiddel såsom fosforpentoxyd eller fosforoxyklorid, hvorved nitrilet fåes. Detaljer angående dets fremstilling og egenskaper er gitt i US patent nr. 3 331 745. 3,290,353, whereby halogenated aromatic nitriles are prepared from the corresponding ring-chlorinated acid chlorides. The acid chloride is transferred to the corresponding amide by dissolving the acid chloride in a suitable organic solvent and adding ammonia, whereby the amide is formed. Both anhydrous and aqueous ammonia can be used. The chlorinated aromatic amide in the ring is dried and reacted directly with a dehydrating agent such as phosphorus pentoxide or phosphorus oxychloride, whereby the nitrile is obtained. Details regarding its manufacture and properties are given in US Patent No. 3,331,745.

Kalsiumalkylarylsulfonatet som anvendes i bæreren, kan være "Emcol D-24-25% (25 % ethanol) eller "Witconat 605-T" (25 % oppløsningsmiddel av xylentypen) fra Witco Chemical Corp, kalsiumdodecylbenzensulfonat, jordalkalimetall-petroleumsulfona-ter og blyalkylarylsulfonater. Alkylarylsulfonatene kan ha alkyl-grupper med fra 6 til 18 carbonatomer. The calcium alkyl aryl sulfonate used in the carrier may be "Emcol D-24-25% (25% ethanol) or "Witconat 605-T" (25% xylene type solvent) from Witco Chemical Corp, calcium dodecylbenzene sulfonate, alkaline earth metal petroleum sulfonates, and lead alkyl aryl sulfonates. The alkylarylsulfonates can have alkyl groups with from 6 to 18 carbon atoms.

Anvendelige ikke-ioniske overflateaktive midler for bæreren innbefatter nonylfenol ethoxylert med 4 mol ethylenoxyd, ricinusolje ethoxylert med 43 mol ethylenoxyd, octylfenol pluss 15 mol ethylenoxyd, ethoxylerte alkoholer, f.eks. tridecylalkohol med 10 mol ethylenoxyd, dinonylfenol med 1,5 mol ethylenoxyd og ethoxylert blåsolje. Det vil forstås at også ethoxylater inneholdende fra ca. 1 til ca. 150 mol ethylenoxyd beregnet på ovennevnte kan anvendes. Useful nonionic surfactants for the carrier include nonylphenol ethoxylated with 4 moles of ethylene oxide, castor oil ethoxylated with 43 moles of ethylene oxide, octylphenol plus 15 moles of ethylene oxide, ethoxylated alcohols, e.g. tridecyl alcohol with 10 mol ethylene oxide, dinonylphenol with 1.5 mol ethylene oxide and ethoxylated blow oil. It will be understood that also ethoxylates containing from approx. 1 to approx. 150 mol of ethylene oxide calculated on the above can be used.

Estere som kan anvendes, innbefatter isodecyloleat, methyloleat, butyloleat, propylstearat, 2-ethylhexyltallat, iso- • propylmyristat, fosfatestere (triethylfosfat, tributoxyethylfos-fat, tricresylfosfat) og myknere (dioctylfthalat, butylbenzylfthalat, glyceryltrioleat, sebacinsyreestere, diisodecyladipat, epoxyderte soyaoljer, tributylcitrat, octylenglycoldibenzoat og polyestere). Esters that may be used include isodecyl oleate, methyl oleate, butyl oleate, propyl stearate, 2-ethylhexyl tallate, iso- • propyl myristate, phosphate esters (triethyl phosphate, tributoxyethyl phosphate, tricresyl phosphate) and plasticizers (dioctyl phthalate, butyl benzyl phthalate, glyceryl trioleate, sebacic acid esters, diisodecyl adipate, epoxidized soybean oils, tributyl citrate , octylene glycol dibenzoate and polyesters).

Koblingsmidlene i bæreren kan være butyl-"Carbitol", butyl-"Cellosolve" (2-butoxyethanol), "Carbitol" (diethylenglycolmonoethylether), "Cellosolve", hexyl-"Cellosolve", butoxytriglycol, butyl-"Carbitol" (diethylenglycolmonobutylether), 1-butoxy-ethoxy-2-propanol, fenylglycolether, polyglycoler, dibutyl-"Carbitol", butyl-"Cellosolve"-acetat, "Carbitol"-acetat, hexylen glycoldiacetat og "Tergitol XD" (polyalkylenglycolether). The coupling agents in the carrier can be butyl-"Carbitol", butyl-"Cellosolve" (2-butoxyethanol), "Carbitol" (diethyleneglycolmonoethylether), "Cellosolve", hexyl-"Cellosolve", butoxytriglycol, butyl-"Carbitol" (diethyleneglycolmonobutylether), 1-butoxy-ethoxy-2-propanol, phenyl glycol ether, polyglycols, dibutyl "Carbitol", butyl "Cellosolve" acetate, "Carbitol" acetate, hexylene glycol diacetate and "Tergitol XD" (polyalkylene glycol ether).

Lecithinprodukter som kan anvendes for bæreren innbefatter soyalecithin, alkoxylert lecithin, fraksjonert lecithin, hydrolysert lecithin, hydroxylert lexithin, halogenert lecithin, sulfonert lecithin, konservert lecithin og bleket lecithin. Lecithin products that can be used for the carrier include soy lecithin, alkoxylated lecithin, fractionated lecithin, hydrolyzed lecithin, hydroxylated lecithin, halogenated lecithin, sulfonated lecithin, preserved lecithin, and bleached lecithin.

Bæreren kan fremstilles ved at de ovennevnte bestanddeler blandes i de ønskede mengdeforhold ved romtemperatur, om nødvendig under oppvarming, inntil det oppnås en homogen blanding som så kjøles til romtemperatur. The carrier can be prepared by mixing the above-mentioned ingredients in the desired proportions at room temperature, if necessary during heating, until a homogeneous mixture is obtained, which is then cooled to room temperature.

Tetraklorisofthalonitrilet tilsettes så til. bæreren og blandes med denne inntil det fås en ensartet dispersjon. Det antimikrobielle middel tilsettes vanligvis langsomt og dispergeres ved omrøring i fra ca. 15 til ca. 60 minutter. For en dispersjon inneholdende den aktive bestanddel i en mengde av 50 % er konsisten-sen eller viskositeten av dispersjonen etter omrøringen fra ca. The tetrachloroisophthalonitrile is then added. the carrier and mixed with this until a uniform dispersion is obtained. The antimicrobial agent is usually added slowly and dispersed by stirring in from approx. 15 to approx. 60 minutes. For a dispersion containing the active ingredient in an amount of 50%, the consistency or viscosity of the dispersion after stirring is from approx.

15 000 til ca. 30 000 eps. Dersom én lavere viskositet ønskes,15,000 to approx. 30,000 eps. If a lower viscosity is desired,

må det anvendes dispergeringsutstyr med høyere skjærkrefter,must dispersing equipment with higher shear forces be used,

f.eks. en homogenisator eller en 3-valset mølle. Dette utstyr vil redusere viskositeten til området mellom ca. 7000 og 10 000 eps. Viskositeten vil også variere i avhengighet av konsentra-sjonen av det tilstedeværende tetraklorisofthalonitril. e.g. a homogenizer or a 3-roll mill. This equipment will reduce the viscosity to the range between approx. 7,000 and 10,000 eps. The viscosity will also vary depending on the concentration of the tetrachloroisophthalonitrile present.

Tetraklorisofthalonitril-dispersjonen kan tilsettes til beskyttende overtrekksmaterialer som kan være enten på vannbasis eller oppløsningsmiddelbasis. Det er nødvendig med fra ca. 2,40 til ca. 120 kg av dispersjonen pr. 1000 liter av overtrekksmate-rialet. Dispersjonen kan tilsettes til det ferdigfremstilte beskyttende overtrekksmateriale, eller det kan innlemmes som én av bestanddelene under fremstillingen av det beskyttende overtrekksmateriale . The tetrachloroisophthalonitrile dispersion can be added to protective coating materials which can be either water-based or solvent-based. It is necessary from approx. 2.40 to approx. 120 kg of the dispersion per 1000 liters of the covering material. The dispersion can be added to the ready-made protective coating material, or it can be incorporated as one of the components during the production of the protective coating material.

Dispersjonen er nyttig i beskyttende overtrekksmaterialer på vannbasis, såsom emulsjoner på akrylbasis, polyvinylacetat-basis og vinylakrylbasis beregnet for forbrukermarkedet. The dispersion is useful in water-based protective coating materials such as acrylic-based, polyvinyl acetate-based and vinyl acrylic-based emulsions intended for the consumer market.

Videre kan dispersjonen anverides i beskyttende overtrekksmaterialer på oppløsningsmiddelbasis, såsom langoljealky-der, mellomolje-alkyder, kortolje-alkyder og systemer på linfrø-oljebasis, for forbrukermarkedet. Ytterligere detaljer vedrøren-de begge typer overtrekksmaterialer er gitt på sider 500 og 501 i Vol. 13 av Encyclopedia of Polymer Science and Technology (Interscience Publishers, New York, N.Y. 1970) . Furthermore, the dispersion can be used in solvent-based protective coating materials, such as long-oil alkyds, medium-oil alkyds, short-oil alkyds and linseed-oil-based systems, for the consumer market. Further details regarding both types of coating materials are given on pages 500 and 501 of Vol. 13 of Encyclopedia of Polymer Science and Technology (Interscience Publishers, New York, N.Y. 1970).

På grunn av mangfoldigheten av beskyttende overtrekks-systemer kan dispersjonene ifølge oppfinnelsen varieres for å øke ' dispergerbarheten av "Nopcocide N-96" i vann og/eller oppløs-ningsmiddel, f.eks. polypropylen, white spirit eller xylen. Eksempelvis vil man ved å øke innholdet av ethoxylert ricinusolje øke dispergerbarheten av "Nopcocide N-96" i vann, men dispergerbarheten i white spirit vil avta. Propoxylerte eller lite ethoxylerte (1-5 mol) alkoholer vil forbedre dispergerbarheten i white spirit, mens ethoxylerte alkoholer med 15 - 60 mol ethylenoxyd vil forbedre dispergerbarheten i vann. Due to the variety of protective coating systems, the dispersions according to the invention can be varied to increase the dispersibility of "Nopcocide N-96" in water and/or solvent, e.g. polypropylene, white spirit or xylene. For example, by increasing the content of ethoxylated castor oil, the dispersibility of "Nopcocide N-96" in water will be increased, but the dispersibility in white spirit will decrease. Propoxylated or slightly ethoxylated (1-5 mol) alcohols will improve dispersibility in white spirit, while ethoxylated alcohols with 15 - 60 mol ethylene oxide will improve dispersibility in water.

Stabiliteten av dispersjoner av "Nopcocide N-96" ble undersøkt ved at prøver å 113,4 g ble anbragt i kapslede glass-krukker, som ble plasert i en ovn med sirkulerende luft, holdt ved 49-60°C, il måned. Det ble ikke dannet harde avsetninger som ikke kunne redispergeres ved enkel omrøring. The stability of dispersions of "Nopcocide N-96" was investigated by placing samples of 113.4 g in capped glass jars, which were placed in a circulating air oven, maintained at 49-60°C, for one month. No hard deposits were formed that could not be redispersed by simple stirring.

For en mer utdypende), forståelse av oppfinnelsen vises det til de følgende eksempler som illustrerer oppfinnelsen, uten å dermed å skulle begrense den. For a more in-depth understanding of the invention, reference is made to the following examples which illustrate the invention, without thereby limiting it.

Eksempel 1Example 1

En bærer for "Nopcocide N-96" ble fremstilt ut fra de følgende bestanddeler: A carrier for "Nopcocide N-96" was prepared from the following ingredients:

Bestå-nddelerie: ble blandet ved romtemperatur i de ovennevnte mengder, hvorved det ble erholdt en homogen bærer. Ingredients: were mixed at room temperature in the above amounts, whereby a homogeneous carrier was obtained.

En 50 vekt% dispersjon av "Nopcocide N-96" ble fremstilt under anvendelse av 5 0 vektdeler av bæreren og 5 0 vektdeler "Nopcocide N-96", idet biocidet ble tilsatt langsomt til bæreren og dispergert i 30 minutter under anvendelse av et laboratorie-røreverk. Dispersjonens konsistens var på dette trinn 17000 eps. Etter homogenisering i en håndhomogenisator for laboratoriebruk (Brookfield LVF model) avtok viskositeten til 8150 eps. A 50% by weight dispersion of "Nopcocide N-96" was prepared using 50 parts by weight of the carrier and 50 parts by weight of "Nopcocide N-96", the biocide being added slowly to the carrier and dispersed for 30 minutes using a laboratory - stirrer. At this stage, the consistency of the dispersion was 17,000 eps. After homogenization in a hand homogenizer for laboratory use (Brookfield LVF model), the viscosity decreased to 8150 eps.

Etter aldring i 6 uker ved 4 9° C hadde den flytende dispersjon ikke dannet noen hard avsetning av "Nopcocide N-96" som var vanskelig å redispergere. After aging for 6 weeks at 49°C, the liquid dispersion had not formed any hard deposit of "Nopcocide N-96" which was difficult to redisperse.

Eksempel 2Example 2

50 vekt% dispersjoner av "Nopcocice N-96" ble fremstilt under anvendelse av de bestanddeler og mengder av disse som er oppført i tabell I. Dispersjonene ble fremstilt etter fremgangs-måten beskrevet i eksempel I og er betegnet med bokstaver fra A 50% by weight dispersions of "Nopcocice N-96" were prepared using the components and quantities thereof listed in Table I. The dispersions were prepared according to the procedure described in Example I and are designated by letters from A

til Q. to Q.

Eksempel 3 Example 3

Den 50 vekt%'s dispersjon av "Nopcocide N-96" som i tabell I er betegnet bokstaven Q, ble undersøkt i et beskyttende overtrekksmateriale på vannbasis bestående av et acrylharpiks-emulsjonssystem (50 vekt% faststoff) tilsatt 2,0 vekt% av dispersjonen, beregnet på malingens totalvekt. Overtrekksmaterialets fysikalske og optiske egenskaper ble ikke påvirket av tilstedeværelsen av "Nopcocide N-96"-dispersjonen i systemet. Resultatene av undersøkelsen er gitt nedenfor. The 50% by weight dispersion of "Nopcocide N-96" designated the letter Q in Table I was tested in a water-based protective coating material consisting of an acrylic resin emulsion system (50% solids) added with 2.0% by weight of the dispersion, calculated on the total weight of the paint. The physical and optical properties of the coating material were not affected by the presence of the "Nopcocide N-96" dispersion in the system. The results of the survey are given below.

Undersøkelse av "NOPCOCIDE N-96"-dispersjonExamination of "NOPCOCIDE N-96" dispersion

i overtrekksmateriale på acrylbasis in acrylic-based covering material

Eksempel 5 Example 5

Den 50 vekt%<1>s dispersjon av "Nopcocide N-96" som i tabell I ble betegnet med bokstaven Q, ble undersøkt i et beskyttende overtrekksmateriale på vannbasis, bestående av en polyvinyl-acetatmaling (55 vekt%.faststoff) til hvilken det var tilsatt 2,0 vekt% av dispersjonen, beregnet på malingens totalvekt. Malingens fysikalske og optiske egenskaper ble ikke påvirket av tilstedeværelsen av "Nopcocide N-96"-dispersjonen i systemet. Resultatene av undersøkelsen er oppført i Tabell II. "Hegman Grind"-testen ga for samtlige dispersjoner, også ved kontrollen etter 4 ukers lagring ved 4 9° C, en uendret verdi på 5,0. Dersom biocidet ikke besto fotosensitivitetstesten i den angitte mengde, ble siktingen avbrutt The 50% by weight dispersion of "Nopcocide N-96" designated in Table I by the letter Q was examined in a water-based protective coating material consisting of a polyvinyl acetate paint (55% by weight solids) to which 2.0% by weight of the dispersion was added, calculated on the total weight of the paint. The physical and optical properties of the paint were not affected by the presence of the "Nopcocide N-96" dispersion in the system. The results of the survey are listed in Table II. The "Hegman Grind" test gave an unchanged value of 5.0 for all dispersions, also in the control after 4 weeks of storage at 49° C. If the biocide did not pass the photosensitivity test in the specified amount, the sieving was interrupted

Eksempel 5 Example 5

Den 50 %'s dispersjon av "Nopcocide N-96" som i tabellThe 50% dispersion of "Nopcocide N-96" as in table

I er betegnet med bokstaven Q, ble undersøkt i et beskyttende overtrekksmateriale på vannbasis bestående av et vinylacrylsystem (55 vekt% faststoff) tilsatt 2,0 vekt% av dispersjonen (beregnet på malingens totalvekt). Det oppsto ingen problemer med å innlemme dispersjonen i malingen, og ingen endringer i utseendet av det tørre overtrekk ble iakttatt. I is denoted by the letter Q, was investigated in a water-based protective coating material consisting of a vinyl acrylic system (55% by weight solids) added to 2.0% by weight of the dispersion (calculated on the total weight of the paint). No problems were encountered in incorporating the dispersion into the paint, and no changes in the appearance of the dry coating were observed.

Eksempel 6Example 6

Den 50 vekt%'s dispersjon av "Nopcocide N-96" som i tabell I er betegnet bokstaven Q, ble undersøkt i en husmaling på linfrøoljebasis som var tilsatt dispersjonen i en mengde av 2,0 vekt% beregnet på malingens totalvekt. Det voldte ingen problemer å innlemme dispersjonen i malingen, og ingen endringer i utseendet av det tørre overtrekk ble iakttatt. The 50% by weight dispersion of "Nopcocide N-96" designated the letter Q in Table I was examined in a house paint based on linseed oil which had been added to the dispersion in an amount of 2.0% by weight calculated on the total weight of the paint. There were no problems incorporating the dispersion into the paint, and no changes in the appearance of the dry top coat were observed.

Eksempel 7Example 7

Den 50 vekt%<1>s dispersjon av "Nopcocide N-96" som i tabell I er betegnet med bokstaven Q, ble undersøkt i et beskyttende overtrekksmateriale på oppløsningsmiddelbasis, bestående av en grunningsmaling på linfrøoljebasis som var tilsatt dispersjonen i en mengde av 2,0 vekt% beregnet på malingens totalvekt. Det voldte ingen problemer å innlemme dispersjonen i grunnings-malingen, og ingen endringer i utseendet av den tørre film ble iakttatt. The 50% by weight dispersion of "Nopcocide N-96" designated in Table I by the letter Q was examined in a solvent-based protective coating material consisting of a linseed oil-based primer added to the dispersion in an amount of 2 .0% by weight calculated on the total weight of the paint. There were no problems incorporating the dispersion into the primer paint, and no changes in the appearance of the dry film were observed.

Eksempel 8Example 8

Den 50 vekt%<1>s dispersjon av "Nopcocice N-96" som i tabell I er betegnet med bokstaven Q, ble undersøkt i et beskyttende overtrekksmateriale på oppløsningsmiddelbasis, bestående av en husmaling på alkydbasis tilsatt 2,0 vekt% av dispersjonen, beregnet på malingens totalvekt. Det voldte ingen problemer å .inkorporere dispersjonen i malingen, og ingen endringer i utseendet av det tørre overtrekk ble iakttatt. The 50% by weight dispersion of "Nopcocice N-96" designated in Table I by the letter Q was examined in a solvent-based protective coating material consisting of an alkyd-based house paint to which 2.0% by weight of the dispersion was added, calculated on the total weight of the paint. There were no problems incorporating the dispersion into the paint, and no changes in the appearance of the dry top coat were observed.

Claims (7)

1. Tetraklorisofthalonitril-dispersjon for anvendelse som antimikrobielt middel i beskyttende overtrekksmaterialer, karakterisert ved at den omfatter: (a) tetraklorisofthalonitril, (b) kalsiumalkylarylsulfonat, (c) et ikke-ionisk overflateaktivt middel (d) en ester, (e) et koblingsmiddel og (f) eventuelt lecithin.1. Tetrachlorisophthalonitrile dispersion for use as an antimicrobial agent in protective coating materials, characterized in that it comprises: (a) tetrachloroisophthalonitrile, (b) calcium alkylaryl sulfonate, (c) a nonionic surfactant (d) an ester, (e) a coupling means and (f) optionally lecithin. 2. Dispersjon ifølge krav 1, karakterisert ved at den inneholder (a) fra 10 til 70 vektdeler tetraklorisofthalonitril, (b) fra 5 til 50 vektdeler av kalsiumalkylarylsulfonatet, (c) fra 5 til 50 vektdeler av det ikke-ioniske overflateaktive middel, (d) fra 5 til 50 vektdeler av esteren, (e) fra 5 til 50 vetkdeler av koblingsmidlet, og (f) inntil 10 vektdeler lecithin.2. Dispersion according to claim 1, characterized in that it contains (a) from 10 to 70 parts by weight tetrachloroisophthalonitrile, (b) from 5 to 50 parts by weight of the calcium alkyl aryl sulfonate, (c) from 5 to 50 parts by weight of the nonionic surfactant, (d) from 5 to 50 parts by weight of the ester, (e) from 5 to 50 parts by weight of the coupling agent, and (f) up to 10 parts by weight of lecithin. 3. Dispersjon ifølge krav 1, karakterisert ved at det ikke-ioniske overflateaktive middel er valgt blant nonylfenol ethoxylert med 5 mol ethylenoxyd, ricinusolje ethoxylert med 43 mol ethylenoxyd, octylfenol ethoxylert med 1,5 mol ethylenoxyd, ethoxylerte alifatiske alkoholer, dinonylfenol ethoxylert med 1,5 mol ethylenoxyd og ethoxylert blås~ olje.3. Dispersion according to claim 1, characterized in that the nonionic surfactant is selected from among nonylphenol ethoxylated with 5 mol ethylene oxide, castor oil ethoxylated with 43 mol ethylene oxide, octylphenol ethoxylated with 1.5 mol ethylene oxide, ethoxylated aliphatic alcohols, dinonylphenol ethoxylated with 1 .5 mol of ethylene oxide and ethoxylated blowing oil. 4. Dispersjon ifølge krav 1, karakterisert ved at esteren er valgt blant isodecyloleat, methyloleat, butyloleat, propylstearat, 2-ethylhexyltallat, isopropylmyristat, dioctylfthalat, butylbenzylfthalat, . glyceryltrioleat, sebacin-syreester, diisodecyladipat, epoxydert soyaolje, tributylcitrat, octylenglycoldibenzoat, polyester, triethylfosfat, tributoxyethyl-fosfat og tricresylfosfat.4. Dispersion according to claim 1, characterized in that the ester is selected from isodecyl oleate, methyl oleate, butyl oleate, propyl stearate, 2-ethylhexyl phthalate, isopropyl myristate, dioctyl phthalate, butyl benzyl phthalate, . glyceryl trioleate, sebacic acid ester, diisodecyl adipate, epoxidized soybean oil, tributyl citrate, octylene glycol dibenzoate, polyester, triethyl phosphate, tributoxyethyl phosphate and tricresyl phosphate. 5. Dispersjon ifølge krav 1, karakterisert ved at koblingsmidlet er valgt fra butylglycolmonoethylether, 2-butoxyethanol, diethylenglycolmonoethylether, butoxytriglycol, diethylenglycolmonobutylether, l-butoxy-ethoxy-2-propanol, fenylglycolether, polyglycol, hexylenglycoldiacetat, polyalkylenglycolether, diethylenglycoldihexylether,. diethylenglycoldibutyl-ether, ethylenglycolmonoethylether, ethylenglycolmonohexylether, ethylenglycolmonoethyletheracetat, diethylenglycolmonoethylether-acetat og ethylenglycolmonobutyletheracetat.5. Dispersion according to claim 1, characterized in that the coupling agent is selected from butyl glycol monoethyl ether, 2-butoxyethanol, diethylene glycol monoethyl ether, butoxytriglycol, diethylene glycol monobutyl ether, l-butoxy-ethoxy-2-propanol, phenyl glycol ether, polyglycol, hexylene glycol diacetate, polyalkylene glycol ether, diethylene glycol dihexyl ether. diethylene glycol dibutyl ether, ethylene glycol monoethyl ether, ethylene glycol monohexyl ether, ethylene glycol monoethyl ether acetate, diethylene glycol monoethyl ether acetate and ethylene glycol monobutyl ether acetate. 6. Dispersjon ifølge krav 1, karakterisert ved at den inneholder ca. 33 vektdeler kalsiumalkylbenzensulfo-nat, 19 vektdeler nonylfenol kondensert med 5 mol ethylenoxyd,6. Dispersion according to claim 1, characterized in that it contains approx. 33 parts by weight of calcium alkylbenzene sulphonate, 19 parts by weight of nonylphenol condensed with 5 mol of ethylene oxide, 30 vektdeler isodecyloleat, 16 vektdeler diethylenglycol-butyl-ether, 2 vektdeler soyalecithin og 100 vektdeler tetraklorisofthalonitril.30 parts by weight of isodecyl oleate, 16 parts by weight of diethylene glycol butyl ether, 2 parts by weight of soy lecithin and 100 parts by weight of tetrachloroisophthalonitrile. 7. Beskyttende overtrekksmateriale på vannbasis eller opplø sningsmiddelbasis, inneholdende tetraklorisofthalonitril som antimikrobielt middel, karakterisert ved at det inneholder dispersjonen ifølge krav 1-6.7. Water-based or solvent-based protective covering material, containing tetrachlorisophthalonitrile as an antimicrobial agent, characterized in that it contains the dispersion according to claims 1-6.
NO790575A 1978-02-22 1979-02-21 TETRACHLORISOFTHALONITRIL DISPERSION. NO790575L (en)

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JP (1) JPS55500105A (en)
ES (1) ES477912A1 (en)
FI (1) FI790586A (en)
IT (1) IT1117176B (en)
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DE3150990A1 (en) * 1981-12-23 1983-06-30 A. Nattermann & Cie GmbH, 5000 Köln NEW PLANT PROTECTION SUSPENSION CONCENTRATES
DE3225703C1 (en) * 1982-07-09 1984-01-19 A. Nattermann & Cie GmbH, 5000 Köln Phospholipid concentrate and its use as an adjuvant for the manufacture and discharge of spray broths containing crop protection agents
IT1200454B (en) * 1985-04-17 1989-01-18 S I P C A M Soc It Prodotti Ch PROCEDURE FOR THE PRODUCTION OF CHLOROTHALONIL WITH SUITABLE CRYSTALLOGRAPHIC STRUCTURE
DE4037504A1 (en) * 1990-11-26 1992-05-27 Henkel Kgaa Fungicidal active ingredient solution
US6121198A (en) * 1999-05-24 2000-09-19 Creanova Inc. Synergistic composition of biocides
US6121197A (en) * 1999-05-24 2000-09-19 Creanova Inc. Biocidal composition

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US3331693A (en) * 1964-07-31 1967-07-18 Vanderbilt Co R T Antifouling paint
US3456055A (en) * 1968-01-15 1969-07-15 Diamond Shamrock Corp Mildew eradicant compositions
US3662069A (en) * 1969-05-16 1972-05-09 Du Pont Alkyl 1-(n-substituted thiocarbamoyl)-2-benzimidazolecarbamates as fungicides and mite ovicides
US3767809A (en) * 1971-10-26 1973-10-23 Diamond Shamrock Corp Method of controlling the gastropod vectors of parasitic flukes
US3968239A (en) * 1975-03-07 1976-07-06 O. M. Scott & Sons Company Fungicidal compositions containing a phthalonitrile

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FI790586A (en) 1979-08-23
JPS55500105A (en) 1980-02-21
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IT1117176B (en) 1986-02-17
WO1979000654A1 (en) 1979-09-06

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