NO164574B - Antimikrobielle blandinger paa basis av fenoksyarsiner. - Google Patents
Antimikrobielle blandinger paa basis av fenoksyarsiner. Download PDFInfo
- Publication number
- NO164574B NO164574B NO844569A NO844569A NO164574B NO 164574 B NO164574 B NO 164574B NO 844569 A NO844569 A NO 844569A NO 844569 A NO844569 A NO 844569A NO 164574 B NO164574 B NO 164574B
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- Prior art keywords
- solvent
- mixture
- antimicrobial
- phenoxyarsine
- mixtures
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- 239000000203 mixture Substances 0.000 title claims description 37
- 230000000845 anti-microbial effect Effects 0.000 title claims description 9
- 239000002904 solvent Substances 0.000 claims description 23
- AVKUWNUBPFREQI-UHFFFAOYSA-N phenoxyarsenic Chemical compound [As]OC1=CC=CC=C1 AVKUWNUBPFREQI-UHFFFAOYSA-N 0.000 claims description 12
- 239000004014 plasticizer Substances 0.000 claims description 10
- 239000004599 antimicrobial Substances 0.000 claims description 8
- 229920003023 plastic Polymers 0.000 claims description 8
- 239000004033 plastic Substances 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical group OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims description 6
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical group OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 claims description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 235000019445 benzyl alcohol Nutrition 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229960005323 phenoxyethanol Drugs 0.000 claims description 2
- 239000000463 material Substances 0.000 description 10
- 229920003002 synthetic resin Polymers 0.000 description 8
- 239000000057 synthetic resin Substances 0.000 description 8
- 229920000915 polyvinyl chloride Polymers 0.000 description 6
- 239000004800 polyvinyl chloride Substances 0.000 description 6
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 6
- 229920002554 vinyl polymer Polymers 0.000 description 6
- 239000013543 active substance Substances 0.000 description 5
- -1 aliphatic alcohols Chemical class 0.000 description 5
- VYKJIKQKGQORET-UHFFFAOYSA-N phenoxyarsane Chemical class [AsH2]OC1=CC=CC=C1 VYKJIKQKGQORET-UHFFFAOYSA-N 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 4
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical compound OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 3
- 229920005989 resin Polymers 0.000 description 3
- 239000011347 resin Substances 0.000 description 3
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 description 2
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 2
- 239000001361 adipic acid Substances 0.000 description 2
- 235000011037 adipic acid Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000007720 emulsion polymerization reaction Methods 0.000 description 2
- 150000002118 epoxides Chemical class 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 238000010557 suspension polymerization reaction Methods 0.000 description 2
- ARCGXLSVLAOJQL-UHFFFAOYSA-N trimellitic acid Chemical compound OC(=O)C1=CC=C(C(O)=O)C(C(O)=O)=C1 ARCGXLSVLAOJQL-UHFFFAOYSA-N 0.000 description 2
- AIMXDOGPMWDCDF-UHFFFAOYSA-N 1-n,4-n-dicyclohexylbenzene-1,4-diamine Chemical compound C1CCCCC1NC(C=C1)=CC=C1NC1CCCCC1 AIMXDOGPMWDCDF-UHFFFAOYSA-N 0.000 description 1
- XUJLWPFSUCHPQL-UHFFFAOYSA-N 11-methyldodecan-1-ol Chemical compound CC(C)CCCCCCCCCCO XUJLWPFSUCHPQL-UHFFFAOYSA-N 0.000 description 1
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 1
- PLLBRTOLHQQAQQ-UHFFFAOYSA-N 8-methylnonan-1-ol Chemical compound CC(C)CCCCCCCO PLLBRTOLHQQAQQ-UHFFFAOYSA-N 0.000 description 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 1
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 1
- GHKOFFNLGXMVNJ-UHFFFAOYSA-N Didodecyl thiobispropanoate Chemical compound CCCCCCCCCCCCOC(=O)CCSCCC(=O)OCCCCCCCCCCCC GHKOFFNLGXMVNJ-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 244000068988 Glycine max Species 0.000 description 1
- 239000004440 Isodecyl alcohol Substances 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CJZGTCYPCWQAJB-UHFFFAOYSA-L calcium stearate Chemical compound [Ca+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CJZGTCYPCWQAJB-UHFFFAOYSA-L 0.000 description 1
- 239000008116 calcium stearate Substances 0.000 description 1
- 235000013539 calcium stearate Nutrition 0.000 description 1
- 239000004203 carnauba wax Substances 0.000 description 1
- 235000013869 carnauba wax Nutrition 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013065 commercial product Substances 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 230000000855 fungicidal effect Effects 0.000 description 1
- 230000001408 fungistatic effect Effects 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 239000011550 stock solution Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002110 toxicologic effect Effects 0.000 description 1
- 231100000723 toxicological property Toxicity 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/59—Arsenic- or antimony-containing compounds
-
- 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
- A01N25/02—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 containing liquids as carriers, diluents or solvents
-
- 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
- A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur
- A01N55/02—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur containing metal atoms
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K5/00—Use of organic ingredients
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0058—Biocides
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- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Organic Chemistry (AREA)
- Agronomy & Crop Science (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Biodiversity & Conservation Biology (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Description
Foreliggende oppfinnelse vedrører antimikrobielle blandinger, henholdsvis blandinger som er egnet til å gjøre kunststoffer bestandige mot mikrober, hvilken blanding inneholder et fenoksyarsin som antimikrobielt middel og et løsningsmiddel. Oppfinnelsen vedrører også anvendelse av løsningsmiddelet for oppløsning av fenoksyarsinet.
Med virkningsangivelsen "antimikrobiell" menes spesielt også en fungistatisk henholdsvis fungizid virkning.
Det er kjent å beskytte kunstharpiksmaterialer mot mikrobi-elle innflytelser ved at man innebygger antimikrobielle virkesubstanser i disse materialene. Spesielt er det kjent å innebygge i disse kunstharpiksmaterialene fenoksyarsiner, f.eks. 10,10<1->oksybisfenoksyarsin som antimikrobielt middel. Dette foretas i allminnelighet ved at man ved fremstillingen av disse kunstharpiksmaterialer, f.eks. ved fremstillingen av vinylharpikser såsom polyvinylklorid, blander myknings-midlene som anvendes, med en løsning av fenoksyarsiner. For dette formål ble forskjellige løsningsmidler foreslått for fenoksyarsin, f.eks. fenoler og alifatiske alkoholer, såsom nonylfenol, samt visse fosfitter og fosfonater såsom tris(dipropylenglycyl)fosfitt (US patent nr. 3.288.674). Dette løsningsmidlet har nå på forskjellige måter delvis betydelige ulemper, nemlig:
- liten løsningsevne ved romtemperatur,
- høy viskositet og dermed forbundede vanskeligheter ved behandlingen,
- luktbelastninger,
- lave kokepunkter,
- ikke tilfredsstillende blandbarhet med virkningsmidlene som normalt anvendes i kunststoffindustrien,
- ugunstige toksikologiske egenskaper.
Oppgaven for foreliggende oppfinnelse var nå å tilveie-bringe antimikrobielle blandinger, henholdsvis egnede blandinger for å gjøre kunststoffer bestandige mot mikrober, hvilke blandinger inneholder et fenoksyarsin som antimikrobielt middel og et løsningsmiddel for det anvendte fenoksyarsin, som ikke har ulempene som skyldes de hittil anvendte løsningsmidler.
Denne oppgave ble ifølge oppfinnelsen løst ved anvendelse av et løsningsmiddel med formel
hvori R]_, R2 og R3 betyr hydrogen eller lavere alkyl (C]_-C7), m er 0 eller 1, og n er 1 eller 2.
Et aspekt ved foreliggende oppfinnelse vedrører således en antimikrobiell blanding, henholdsvis en blanding som er egnet til å gjøre kunststoffer bestandige mot mikrober, hvilke blandinger inneholder et fenoksyarsin som antimikrobielt middel og et løsningsmiddel, hvorunder denne blanding er karakterisert ved at løsningsmiddelet er en forbindelse med den ovenfor nevnte formel I. Et annet aspekt ved foreliggende oppfinnelse vedrører anvendelsen av forbindel-sen med formel I som-løsningsmiddel for fenoksyarsiner, spesielt det foretrukne 10,10'-oksybisfenoksyarsin, som angitt i krav 8.
Foretrukne representanter for forbindelsene med ovennevnte formel I er benzylalkohol, 2-fenyletanol og 2-fenoksyetanol, hvorunder benzylalkohol er spesielt foretrukket.
Ytterligere representanter for forbindelsene med formel I er sådanne hvori R^, R2 og R3 alle betyr en butylgruppe, dvs. tributylsubstituerte forbindelser med formel I.
Som fenoksyarsiner kommer alle fenoksyarsiner som normalt anvendes for å gjøre kunststoffer bestandige mot mikrober i betraktning, såsom f.eks. nevnt i US patent nr. 3.689. 449 og 4.049.822. Et spesielt foretrukket fenoksyarsin er 10,10'-oksybisfenoksyarsin.
En slik løsning som inneholder et fenoksyarsin, spesielt det nevnte 10,10•-oksybisfenoksyarsin og et løsningsmiddel med formel I, har i allminnelighet et innhold fra ca. 10 til ca. 50 vekt-% fenoksyarsin, f.eks. et innhold på 2 0-3 0 vekt-% fenoksyarsin.
Et ytterligere aspekt ved foreliggende oppfinnelse vedrører en sammensetning som ved siden av fenoksyarsinet og løsningsmiddelet ytterligere også inneholder minst et mykningsmiddel. Med en slik blanding innebygges normalt fenoksyarsinet og mykningsmiddelet kunstharpiksmaterialet. En slik sammensetning får man f.eks. ved blanding av en 20%ig stamløsning (20%ig løsning av fenoksyarsiner i et løs-ningsmiddel med formel I) med et mykningsmiddel, hvorunder man får et produkt som inneholder 1-2 vekt-% fenoksyarsin i forhold til totalmassen mykningsmiddel, løsningsmiddel og fenoksyarsin. Slike blandinger anvendes i industrien som gjør folier, gulvbelegg, veggdekninger, dusj forheng, badematter, dørhåndtak, gelendere i trapper, isolasjon av rør osv. motstandsdyktig mot mikrober. Slike blandinger lar seg lett innarbeide i de aktuelle kunststoffer med vanlige maskiner, hvorunder f.eks. også de vanlige behandlingstemp-eraturer opptil 180'C tåles ved polyvinylkloridprodukter.
Som mykningsmiddel kommer spesielt de følgende substanser i betraktning: - Estere av flerbasiske syrer (såsom ftalsyre, adipinsyre, trimellittsyre, sebacinsyre) med enverdige alkoholer (såsom etylheksylalkanol, isodecylalkohol, isotridecylalko-hol) med molekylarvekter ved ca. 250 til ca. 500, - polyester av glykoler (såsom 1,2-propylenglykol, neopent-ylglykol) med tobasiske syre (såsom adipinsyre, sebacinsyre)
med molekylarvekter fra ca. 600 til ca. 1200,
- epoksyderte plantefrøoljer (såsom soyaepoksyd, rici-nusoljeepoksyd), - fosforsyreestere (såsom trikresylfosfat, tri-2-etylheksyl-fosfat).
Som kunstharpikser kommer spesielt vinylharpikser på tale, nemlig homopolymere av vinylklorid fremstilt ved emulsjons-, suspensjons- eller masse-polymerisasjon og kopolymere av vinylklorid med vinylacetat, maleinsyre, vinylidenklorid, akrylnitril osv., fremstilt ved emulsjons- eller suspensjons-polymerisasjonen, samt ved poding.
Et foretrukket kunstharpiksmateriale er polyvinylklorid.
Fremgangsmåten ved fremstilling av en antimikrobiell blanding, henholdsvis en blanding som er egnet for å gjøre kunststoffer bestandige mot mikrober, består i at man løser et fenoksyarsin, spesielt 10,10<*->oksybisfenoksyarsin i et løsningsmiddel med ovennevnte formel I og eventuelt innarbeider denne løsningen i et mykningsmiddel.
Fremgangsmåter ved fremstilling av et kunstharpiksmateriale, spesielt et polyvinylkloridmateriale, er karakterisert ved at man løser et fenoksyarsin, spesielt 10,10'-oksybisfenoksyarsin, i et løsningsmiddel med ovennevnte formel I, innarbeider den erholdte løsning i et virkningsmiddel og anvender den erholdte virkningsmiddelblanding ved fremstilling av kunstharpiksmaterialer. Slike virkningsmiddelblandinger kan videre også inneholde antioksydanter, såsom f.eks. sterisk hindrede fenoler (som 2,6-ditert.butyl-p-kresol; aminforbindelser som f.eks. N,N'-dicykloheksyl-p-fenylendiamin; svovel(II)-forbindelser som f.eks. tiodiprop-ionsyredilaurylester. Kunstharpiksmaterialene som fremstill-es under anvendelse av slike virkningsmiddelblandinger, kan ytterligere også inneholde glidemidler såsom f.eks. metallsalter, f.eks. kalsiumstearat, sinkstearat) eller voks (f.eks. karnaubavoks). Slike mykningsmiddelblandinger kan innarbeides i polyvinylkloridblandinger i en mengde av ca. 1,5% (ved et fenoksyarsininnhold på 2%) eller 3% (ved et fenoksyarsininnhold på 1%) i forhold til vinylsystemet.
Eksempel 1
I den følgende tabell er forskjellige konsentrater av 10, 10<1->oksybisfenoksyarsin (OBPA) sammenstilt med forskjellige løsningsmidler, hvorunder alltid den nødvendige minimale temperatur for oppløsning av OBPA er angitt (RT = romtemperatur) .
De ovennevnte konsentrater A, B og C er frostsikre og kan lagres praktisk talt ubegrenset i egnede beholdere.
Eksempel 2
Konsentratene A, B og C som er oppført i tabell 1 blandes ved romtemperatur med forskjellige mykningsmidler, hvorunder man får handelsproduktet med et innhold på 1 henholdsvis 2 vekt-% OBPA. I tabell 2 er det sammenstilt således erholdte blandinger.
Også disse produktene er froststabile og kan lagres praktisk talt ubegrenset i egnede beholdere.
Eksempel 3
Produktene A-M fra tabell 2 kan anvendes i polyvinylkloridblandinger, spesielt på 1,5% (ved et OBPA-innhold på 2%) eller 3% (ved et OBPA-innhold på 1%) i forhold til vinylsystemet.
Vinylsystemet" kan f.eks. ha følgende sammensetning:
Med "mykningsmiddelblanding" menes her et av produktene A-M fra tabell 2. På denne måte får vinylblandingen et innhold på 0,03% eller 300 ppm OBPA, hvilket er tilstrekkelig for en antimikrobiell beskyttelsesvirkning.
Claims (8)
1. Antimikrobiell blanding, henholdsvis en blanding som er egnet for å gjøre kunststoffer bestandige mot mikrober, hvilken blanding inneholder et fenoksyarsin som antimikrobielt middel og et løsningsmiddel, karakterisert ved at løsningsmiddelet er en forbindelse med formel
hvori R]_, R2 og R3 betyr hydrogen eller lavere alkyl, m er 0 eller 1, og n er 1 eller 2.
2. Blanding ifølge krav 1,
karakterisert ved at løsningsmiddelet er benzylakohol.
3. Blanding ifølge krav 2,
karakterisert ved at løsningsmiddelet er 2-fenyletanolJ
4. Blanding ifølge krav 1,
karakterisert ved at løsningsmiddelet er 2-fenoksyetanol.
5. Blanding ifølge et av kravene 1 til 4, karakterisert ved at fenoksyarsinet er 10,10<1->oksybisfenoksyarsin.
6. Blanding ifølge et av kravene 1 til 5, karakterisert ved at den inneholder minst 10%, fortrinnsvis 20-30% fenoksyarsin.
7. Blanding ifølge et av kravene 1 til 6, karakterisert ved at den ytterligere inneholder et mykningsmiddel.
8. Anvendelse av en forbindelse med formel I i krav 1 som løsningsmiddel for 10,10<1->oksybisfenoksyarsin.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH618483 | 1983-11-17 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO844569L NO844569L (no) | 1985-05-20 |
| NO164574B true NO164574B (no) | 1990-07-16 |
| NO164574C NO164574C (no) | 1990-10-24 |
Family
ID=4305584
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO844569A NO164574C (no) | 1983-11-17 | 1984-11-15 | Antimikrobielle blandinger paa basis av fenoksyarsiner. |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US5488065A (no) |
| EP (1) | EP0144726B2 (no) |
| JP (1) | JPS60116614A (no) |
| AT (1) | ATE43471T1 (no) |
| CA (1) | CA1232706A (no) |
| DE (1) | DE3478387D1 (no) |
| DK (1) | DK165960C (no) |
| NO (1) | NO164574C (no) |
| ZA (1) | ZA848714B (no) |
Families Citing this family (52)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ATE43471T1 (de) * | 1983-11-17 | 1989-06-15 | Akzo Nv | Antimikrobielle mischungen. |
| US4663077A (en) * | 1984-06-11 | 1987-05-05 | Morton Thiokol Inc. | Microbiocidal compositions comprising an aryl alkanol and a microbiocidal compound dissolved therein |
| US4683080A (en) * | 1984-06-11 | 1987-07-28 | Morton Thiokol, Inc. | Microbiocidal compositions comprising an aryl alkanol and a microbiocidal compound dissolved therein |
| US4624679A (en) * | 1985-01-03 | 1986-11-25 | Morton Thiokol, Inc. | Compositions containing antimicorbial agents in combination with stabilizers |
| US4891391A (en) * | 1985-01-03 | 1990-01-02 | Morton Thiokol, Inc. | Compositions containing antimicrobial agents in combination with stabilizers |
| DE3629010A1 (de) * | 1986-08-27 | 1988-03-03 | Siemens Ag | Keimarme dentalausruestung |
| BE1003042A3 (fr) * | 1989-03-29 | 1991-11-05 | Hamon Sobelco Sa | Feuilles de ruissellement resistantes a l'encrassement biologique. |
| CA2037282C (en) * | 1990-04-02 | 1997-01-28 | Nuno M. Rei | Microbicides immobilized in water-soluble thermoplastic polymeric resins and aqueous dispersions of microbicides prepared therefrom |
| US5554373A (en) * | 1993-11-05 | 1996-09-10 | Seabrook; Samuel G. | Compositions containing anti-microbial agents and methods for making and using same |
| US5906825A (en) * | 1997-10-20 | 1999-05-25 | Magellan Companies, Inc. | Polymers containing antimicrobial agents and methods for making and using same |
| US6627676B1 (en) | 1999-08-27 | 2003-09-30 | Richard George | Antimicrobial biocidic fiber-plastic composite and method of making same |
| US6444737B1 (en) | 2000-04-05 | 2002-09-03 | 3M Innovative Properties Company | Water-dispersed polymer stabilizer |
| HUP0700151A2 (en) * | 2001-10-18 | 2007-05-29 | Bristol Myers Squibb Co | Human glucagon-like-peptide-1 mimics and their use in the treatment of diabetes and related conditions |
| EP1813236B1 (en) | 2003-02-12 | 2013-07-10 | The Procter & Gamble Company | Absorbent Core for an Absorbent Article |
| EP1911425B1 (en) | 2003-02-12 | 2014-01-15 | The Procter and Gamble Company | Absorbent core for an absorbent article |
| US7323044B1 (en) | 2007-01-22 | 2008-01-29 | Troy Corporation | Biocidal compositions |
| CA2782533C (en) | 2007-06-18 | 2014-11-25 | The Procter & Gamble Company | Disposable absorbent article with substantially continuously distributed absorbent particulate polymer material and method |
| EP2157956B1 (en) | 2007-06-18 | 2013-07-17 | The Procter and Gamble Company | Disposable absorbent article with sealed absorbent core with substantially continuously distributed absorbent particulate polymer material |
| JP2011518648A (ja) | 2008-04-29 | 2011-06-30 | ザ プロクター アンド ギャンブル カンパニー | 耐歪み性のコアカバーを備える吸収性コアの作製プロセス |
| EP2329803B1 (en) | 2009-12-02 | 2019-06-19 | The Procter & Gamble Company | Apparatus and method for transferring particulate material |
| EP3266432B1 (en) | 2011-06-10 | 2019-04-17 | The Procter & Gamble Company | Absorbent structure for absorbent articles |
| EP2532329B1 (en) | 2011-06-10 | 2018-09-19 | The Procter and Gamble Company | Method and apparatus for making absorbent structures with absorbent material |
| RU2013156991A (ru) | 2011-06-10 | 2015-07-20 | Дзе Проктер Энд Гэмбл Компани | Абсорбирующая сердцевина для одноразовых абсорбирующих изделий |
| EP2532328B1 (en) | 2011-06-10 | 2014-02-26 | The Procter and Gamble Company | Method and apparatus for making absorbent structures with absorbent material |
| WO2012170781A1 (en) | 2011-06-10 | 2012-12-13 | The Procter & Gamble Company | Disposable diapers |
| MX2013014588A (es) | 2011-06-10 | 2014-01-24 | Procter & Gamble | Estructura absorbente para articulos absorbentes. |
| EP2532332B2 (en) | 2011-06-10 | 2017-10-04 | The Procter and Gamble Company | Disposable diaper having reduced attachment between absorbent core and backsheet |
| CN107550648A (zh) | 2012-11-13 | 2018-01-09 | 宝洁公司 | 具有通道和标志的吸收制品 |
| US9216118B2 (en) | 2012-12-10 | 2015-12-22 | The Procter & Gamble Company | Absorbent articles with channels and/or pockets |
| US10639215B2 (en) | 2012-12-10 | 2020-05-05 | The Procter & Gamble Company | Absorbent articles with channels and/or pockets |
| PL2740449T3 (pl) | 2012-12-10 | 2019-07-31 | The Procter & Gamble Company | Artykuł chłonny o wysokiej zawartości materiału chłonnego |
| PL2740452T3 (pl) | 2012-12-10 | 2022-01-31 | The Procter & Gamble Company | Wyrób chłonny o wysokiej zawartości materiału chłonnego |
| EP2740450B1 (en) | 2012-12-10 | 2025-12-31 | The Procter & Gamble Company | Absorbent core with a high content of superabsorbent material |
| US9216116B2 (en) | 2012-12-10 | 2015-12-22 | The Procter & Gamble Company | Absorbent articles with channels |
| US8979815B2 (en) | 2012-12-10 | 2015-03-17 | The Procter & Gamble Company | Absorbent articles with channels |
| PL2813201T3 (pl) | 2013-06-14 | 2018-04-30 | The Procter And Gamble Company | Wyrób chłonny i wkład chłonny tworzący kanały w stanie mokrym |
| US9789011B2 (en) | 2013-08-27 | 2017-10-17 | The Procter & Gamble Company | Absorbent articles with channels |
| US9987176B2 (en) | 2013-08-27 | 2018-06-05 | The Procter & Gamble Company | Absorbent articles with channels |
| US11207220B2 (en) | 2013-09-16 | 2021-12-28 | The Procter & Gamble Company | Absorbent articles with channels and signals |
| US10292875B2 (en) | 2013-09-16 | 2019-05-21 | The Procter & Gamble Company | Absorbent articles with channels and signals |
| EP2851048B1 (en) | 2013-09-19 | 2018-09-05 | The Procter and Gamble Company | Absorbent cores having material free areas |
| EP2886092B1 (en) | 2013-12-19 | 2016-09-14 | The Procter and Gamble Company | Absorbent cores having channel-forming areas and c-wrap seals |
| US9789009B2 (en) | 2013-12-19 | 2017-10-17 | The Procter & Gamble Company | Absorbent articles having channel-forming areas and wetness indicator |
| EP2905001B1 (en) | 2014-02-11 | 2017-01-04 | The Procter and Gamble Company | Method and apparatus for making an absorbent structure comprising channels |
| EP2949300B1 (en) | 2014-05-27 | 2017-08-02 | The Procter and Gamble Company | Absorbent core with absorbent material pattern |
| GB2554228B (en) | 2015-03-16 | 2021-08-04 | Procter & Gamble | Absorbent articles with improved strength |
| GB2555016B (en) | 2015-03-16 | 2021-05-12 | Procter & Gamble | Absorbent articles with improved cores |
| JP6542390B2 (ja) | 2015-05-12 | 2019-07-10 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | 改善されたコア−バックシート接着を有する吸収性物品 |
| JP6743057B2 (ja) | 2015-05-29 | 2020-08-19 | ザ プロクター アンド ギャンブル カンパニーＴｈｅ Ｐｒｏｃｔｅｒ ＆ Ｇａｍｂｌｅ Ｃｏｍｐａｎｙ | チャネル及び湿り度インジケータを有する吸収性物品 |
| EP3167859B1 (en) | 2015-11-16 | 2020-05-06 | The Procter and Gamble Company | Absorbent cores having material free areas |
| EP3238676B1 (en) | 2016-04-29 | 2019-01-02 | The Procter and Gamble Company | Absorbent core with profiled distribution of absorbent material |
| EP3238678B1 (en) | 2016-04-29 | 2019-02-27 | The Procter and Gamble Company | Absorbent core with transversal folding lines |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3228830A (en) * | 1962-11-05 | 1966-01-11 | Dow Chemical Co | Biocidally-active phenoxarsine-containing polymeric materials |
| US3288674A (en) * | 1965-03-15 | 1966-11-29 | Scient Chemicals Inc | Phenoxarsine compounds incorporated into resins with phenols |
| USRE29409E (en) * | 1965-03-15 | 1977-09-20 | Ventron Corporation | Phenoxarsine compounds incorporated into resins with phenols |
| GB1085970A (en) * | 1966-09-12 | 1967-10-04 | Scient Chemicals Inc | Vinyl resin compositions |
| US3544610A (en) * | 1969-01-23 | 1970-12-01 | Dow Chemical Co | Phenoxy- and substituted phenoxy-phenoxarsine compounds |
| US3660353A (en) * | 1970-04-01 | 1972-05-02 | Dow Chemical Co | Monomers and polymers of 10-(alkenyl) oxyphenoxarsines |
| US3636024A (en) * | 1970-05-04 | 1972-01-18 | Dow Chemical Co | Halogenated-10 10'-riphenoxarsines |
| US3689449A (en) * | 1971-04-01 | 1972-09-05 | Ventron Corp | Composition for imparting anti-bacterial characteristics to vinyl resins |
| US4049822A (en) * | 1975-08-04 | 1977-09-20 | Ventron Corporation | Microbiocidal compositions comprising a solution of a phenoxarsine compound |
| ATE43471T1 (de) * | 1983-11-17 | 1989-06-15 | Akzo Nv | Antimikrobielle mischungen. |
| US4683080A (en) * | 1984-06-11 | 1987-07-28 | Morton Thiokol, Inc. | Microbiocidal compositions comprising an aryl alkanol and a microbiocidal compound dissolved therein |
-
1984
- 1984-11-02 AT AT84113170T patent/ATE43471T1/de not_active IP Right Cessation
- 1984-11-02 DE DE8484113170T patent/DE3478387D1/de not_active Expired
- 1984-11-02 EP EP84113170A patent/EP0144726B2/de not_active Expired - Lifetime
- 1984-11-07 ZA ZA848714A patent/ZA848714B/xx unknown
- 1984-11-07 CA CA000467210A patent/CA1232706A/en not_active Expired
- 1984-11-07 DK DK530384A patent/DK165960C/da not_active IP Right Cessation
- 1984-11-15 NO NO844569A patent/NO164574C/no not_active IP Right Cessation
- 1984-11-15 JP JP59241572A patent/JPS60116614A/ja active Granted
-
1986
- 1986-04-28 US US06/859,189 patent/US5488065A/en not_active Expired - Lifetime
-
1996
- 1996-01-25 US US08/591,326 patent/US5629342A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| ZA848714B (en) | 1985-07-31 |
| JPH0553765B2 (no) | 1993-08-10 |
| DE3478387D1 (en) | 1989-07-06 |
| DK530384A (da) | 1985-05-18 |
| ATE43471T1 (de) | 1989-06-15 |
| US5629342A (en) | 1997-05-13 |
| DK165960C (da) | 1993-07-26 |
| JPS60116614A (ja) | 1985-06-24 |
| DK165960B (da) | 1993-02-22 |
| CA1232706A (en) | 1988-02-16 |
| US5488065A (en) | 1996-01-30 |
| NO844569L (no) | 1985-05-20 |
| DK530384D0 (da) | 1984-11-07 |
| EP0144726B2 (de) | 1995-05-24 |
| EP0144726A3 (en) | 1985-07-10 |
| NO164574C (no) | 1990-10-24 |
| EP0144726A2 (de) | 1985-06-19 |
| EP0144726B1 (de) | 1989-05-31 |
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| Date | Code | Title | Description |
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| MM1K | Lapsed by not paying the annual fees |