SE201802C1 - - Google Patents
Info
- Publication number
- SE201802C1 SE201802C1 SE201802DA SE201802C1 SE 201802 C1 SE201802 C1 SE 201802C1 SE 201802D A SE201802D A SE 201802DA SE 201802 C1 SE201802 C1 SE 201802C1
- Authority
- SE
- Sweden
- Prior art keywords
- bismuth
- compound
- tri
- process according
- butyl
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims description 29
- 239000000203 mixture Substances 0.000 claims description 23
- 238000000034 method Methods 0.000 claims description 22
- 244000005700 microbiome Species 0.000 claims description 12
- MTWZZHCSSCNQBI-UHFFFAOYSA-N tributylbismuthane Chemical compound CCCC[Bi](CCCC)CCCC MTWZZHCSSCNQBI-UHFFFAOYSA-N 0.000 claims description 11
- 229910052797 bismuth Inorganic materials 0.000 claims description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 7
- 150000001622 bismuth compounds Chemical class 0.000 claims description 5
- ZRDIWDLIPFZFRO-UHFFFAOYSA-N tricyclohexylbismuthane Chemical compound C1CCCCC1[Bi](C1CCCCC1)C1CCCCC1 ZRDIWDLIPFZFRO-UHFFFAOYSA-N 0.000 claims description 5
- 125000003342 alkenyl group Chemical group 0.000 claims description 4
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical compound [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- NNNYBMBFHFPUEY-UHFFFAOYSA-N tripropylbismuthane Chemical compound CCC[Bi](CCC)CCC NNNYBMBFHFPUEY-UHFFFAOYSA-N 0.000 claims description 4
- 125000000304 alkynyl group Chemical group 0.000 claims description 3
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 3
- FWPDHLNSPBCAFO-UHFFFAOYSA-N trioctylbismuthane Chemical compound CCCCCCCC[Bi](CCCCCCCC)CCCCCCCC FWPDHLNSPBCAFO-UHFFFAOYSA-N 0.000 claims description 3
- 239000002243 precursor Substances 0.000 claims 2
- TUXPQKGMNMHJDC-UHFFFAOYSA-N trihexylbismuthane Chemical compound C(CCCCC)[Bi](CCCCCC)CCCCCC TUXPQKGMNMHJDC-UHFFFAOYSA-N 0.000 claims 1
- 230000002485 urinary effect Effects 0.000 claims 1
- -1 n-amyl Chemical group 0.000 description 18
- 239000003973 paint Substances 0.000 description 13
- 241000894006 Bacteria Species 0.000 description 9
- 230000000694 effects Effects 0.000 description 9
- 239000000463 material Substances 0.000 description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000002815 broth microdilution Methods 0.000 description 4
- 230000012010 growth Effects 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 4
- 229920002554 vinyl polymer Polymers 0.000 description 4
- 229920001817 Agar Polymers 0.000 description 3
- 241000192125 Firmicutes Species 0.000 description 3
- 241000233866 Fungi Species 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- 239000002657 fibrous material Substances 0.000 description 3
- 229910052500 inorganic mineral Inorganic materials 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 239000011707 mineral Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- 239000004753 textile Substances 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 241000222122 Candida albicans Species 0.000 description 2
- 241000588915 Klebsiella aerogenes Species 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 230000000721 bacterilogical effect Effects 0.000 description 2
- LLEMOWNGBBNAJR-UHFFFAOYSA-N biphenyl-2-ol Chemical compound OC1=CC=CC=C1C1=CC=CC=C1 LLEMOWNGBBNAJR-UHFFFAOYSA-N 0.000 description 2
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 239000003085 diluting agent Substances 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 235000015097 nutrients Nutrition 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- XEBWQGVWTUSTLN-UHFFFAOYSA-M phenylmercury acetate Chemical compound CC(=O)O[Hg]C1=CC=CC=C1 XEBWQGVWTUSTLN-UHFFFAOYSA-M 0.000 description 2
- 229920002689 polyvinyl acetate Polymers 0.000 description 2
- 239000011118 polyvinyl acetate Substances 0.000 description 2
- 229920000915 polyvinyl chloride Polymers 0.000 description 2
- 239000004800 polyvinyl chloride Substances 0.000 description 2
- 239000008247 solid mixture Substances 0.000 description 2
- 239000004094 surface-active agent Substances 0.000 description 2
- 125000004973 1-butenyl group Chemical group C(=CCC)* 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- 125000004974 2-butenyl group Chemical group C(C=CC)* 0.000 description 1
- SOFGZFQWWNKORU-UHFFFAOYSA-N C(CCCCC)[Bi] Chemical compound C(CCCCC)[Bi] SOFGZFQWWNKORU-UHFFFAOYSA-N 0.000 description 1
- ZATMVWKYJKXTTH-UHFFFAOYSA-N C1CCCCCC1[Bi](C1CCCCCC1)C1CCCCCC1 Chemical compound C1CCCCCC1[Bi](C1CCCCCC1)C1CCCCCC1 ZATMVWKYJKXTTH-UHFFFAOYSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 244000025254 Cannabis sativa Species 0.000 description 1
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 description 1
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 description 1
- 229920003043 Cellulose fiber Polymers 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000588724 Escherichia coli Species 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241001136494 Talaromyces funiculosus Species 0.000 description 1
- KYNKUCOQLYEJPH-UHFFFAOYSA-N [K][Ti] Chemical compound [K][Ti] KYNKUCOQLYEJPH-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000000443 aerosol Substances 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000004888 barrier function Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 235000009120 camo Nutrition 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 235000005607 chanvre indien Nutrition 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000004927 clay Substances 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 125000002534 ethynyl group Chemical group [H]C#C* 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 1
- 239000011487 hemp Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- GIWKOZXJDKMGQC-UHFFFAOYSA-L lead(2+);naphthalene-2-carboxylate Chemical compound [Pb+2].C1=CC=CC2=CC(C(=O)[O-])=CC=C21.C1=CC=CC2=CC(C(=O)[O-])=CC=C21 GIWKOZXJDKMGQC-UHFFFAOYSA-L 0.000 description 1
- 235000021388 linseed oil Nutrition 0.000 description 1
- 239000000944 linseed oil Substances 0.000 description 1
- HCWCAKKEBCNQJP-UHFFFAOYSA-N magnesium orthosilicate Chemical compound [Mg+2].[Mg+2].[O-][Si]([O-])([O-])[O-] HCWCAKKEBCNQJP-UHFFFAOYSA-N 0.000 description 1
- 239000000391 magnesium silicate Substances 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- GEMHFKXPOCTAIP-UHFFFAOYSA-N n,n-dimethyl-n'-phenylcarbamimidoyl chloride Chemical compound CN(C)C(Cl)=NC1=CC=CC=C1 GEMHFKXPOCTAIP-UHFFFAOYSA-N 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 229920003052 natural elastomer Polymers 0.000 description 1
- 229920001194 natural rubber Polymers 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 230000005789 organism growth Effects 0.000 description 1
- 235000010292 orthophenyl phenol Nutrition 0.000 description 1
- ARWJSDBKJGYWET-UHFFFAOYSA-N phenylbismuth Chemical compound [Bi]C1=CC=CC=C1 ARWJSDBKJGYWET-UHFFFAOYSA-N 0.000 description 1
- 125000000286 phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 229940096825 phenylmercury Drugs 0.000 description 1
- DCNLOVYDMCVNRZ-UHFFFAOYSA-N phenylmercury(.) Chemical compound [Hg]C1=CC=CC=C1 DCNLOVYDMCVNRZ-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- XYKIUTSFQGXHOW-UHFFFAOYSA-N propan-2-one;toluene Chemical compound CC(C)=O.CC1=CC=CC=C1 XYKIUTSFQGXHOW-UHFFFAOYSA-N 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 239000011253 protective coating Substances 0.000 description 1
- 238000010926 purge Methods 0.000 description 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000015096 spirit Nutrition 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 125000005346 substituted cycloalkyl group Chemical group 0.000 description 1
- 229920003051 synthetic elastomer Polymers 0.000 description 1
- 239000005061 synthetic rubber Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- FPYOWXFLVWSKPS-UHFFFAOYSA-N triethylbismuthane Chemical compound CC[Bi](CC)CC FPYOWXFLVWSKPS-UHFFFAOYSA-N 0.000 description 1
- AYDYYQHYLJDCDQ-UHFFFAOYSA-N trimethylbismuthane Chemical compound C[Bi](C)C AYDYYQHYLJDCDQ-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Plant Pathology (AREA)
- Inorganic Chemistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Description
Uppfinnare: J R Leebrick Prioritet begeird frcin den 13 december 1962 (USA) Foreliggande uppfinning avser ett forfarande for att skydda foremal mot samt fOrhindra vaxten av mikroorganismer, varmed aven avses bakterier, samt ett medel for utfarande av forfarandet. Inventor: J R Leebrick Priority set forth December 13, 1962 (USA).
Genom uppfinningen Or det mojligt att astadkomma kompositioner som är resistenta mot bakterier, t. ex. farger, plaster och fibermaterial, sãsom textilier och eellulosaprodukter. Genom uppfinningen Or det dven mojligt att astadkomma ett desinficerande medel, vilket speciellt kan anvandas i sjukhus. By the invention Is it possible to produce compositions which are resistant to bacteria, e.g. paints, plastics and fibrous materials, such as textiles and cellulose products. By the invention It is also possible to provide a disinfectant, which can be used especially in hospitals.
Ftirfarandet enligt uppfinningen besthr i att det faremal som skall skyddas mot angrepp av mikroorganismer pafores en tillrd.cklig mangd av en forening med den allmanna formeln R3131, i vilken R utvaljes fran en grupp bestaende av alkyl, alkenyl, alkynyl, cykloalkyl och cykloalkenyl. Gruppen R kan aven vara substituerad. Om R Or alkyl kan den t. ex. innefatta en metyl-, etyl-, n-propyl-, i-propyl-, n-butyl-, i-butyl-, n-amyl-, n-oktyl-, 2-etylhexyl, fenyletyl- och bensylgrupper. Typiska alkenylgrupper är vinyl-, 2-propenyl- (dvs. ally!-), 1-propenyl-, 1-butenyl- och 2-butenylgrupper samt sadana substituerade grupper som 4-fenyl- och buten-1-yl-grupper. Typiska exempel pa cykloalkylgrupper dr cyklohexyl-, cykloheptyl- och cyklooktylgrupper samt sub stituerade cykloalkylgrupper, sasom 2-metyl-cykloheptyl-, 3-bytylcyklohexyl-, 3-metylcyklohexylgrupper och liknande. Exempel pa de alltynylgrupper som kan anvandas ãr propyn-1-y1-, propyn-2-yl, butyn-1- yl-, fenyletynyl-, etynylgrupper och liknande. The process according to the invention consists in that the hazard target to be protected against attack by microorganisms is a sufficient amount of a compound of the general formula R3131, in which R is selected from a group consisting of alkyl, alkenyl, alkynyl, cycloalkyl and cycloalkenyl. The group R may also be substituted. If R or alkyl, it can e.g. include a methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, n-amyl, n-octyl, 2-ethylhexyl, phenylethyl and benzyl groups. Typical alkenyl groups are vinyl, 2-propenyl (ie allyl), 1-propenyl, 1-butenyl and 2-butenyl groups as well as such substituted groups as 4-phenyl and buten-1-yl groups. Typical examples of cycloalkyl groups include cyclohexyl, cycloheptyl and cyclooctyl groups as well as substituted cycloalkyl groups such as 2-methyl-cycloheptyl, 3-butylcyclohexyl, 3-methylcyclohexyl groups and the like. Examples of the allynyl groups which can be used are propyn-1-yl, propyn-2-yl, butyn-1-yl, phenylethynyl, ethynyl groups and the like.
R Or foretradesvis en alkylgrupp med 3-8 kolatomer, t. ex. n-propyl-, i-propyl-, n-butyl-, Dupl. kl. 8 k: 3; 22 f: 10; 38 h: 2/01; 38 h: 8 butyl-, n-amyl-, n-hexyl-, 2-etylhexyl-, cyklohexyloch oktylgrupper. Lampligen anvandes for R en butylgrupp. R Or is preferably an alkyl group having 3-8 carbon atoms, e.g. n-propyl-, i-propyl-, n-butyl-, Dupl. at 8 k: 3; 22 f: 10; 38 h: 2/01; 38 hours: 8 butyl, n-amyl, n-hexyl, 2-ethylhexyl, cyclohexyloxyl groups. A butyl group was suitably used for R
Exempel pa de foreningar som kan anyandas vid forfarandet enligt uppfinningen Or trimetylvismut, trietylvismut, tri-n-propylvismut, tri-ipropylvismut, tri-n-butylvismut, tri-i-butylvismut, tri-n-amylvismut, tri-i-amylvismut, tri-nhexylvismut, tricyklohexylvismut, tri-n-heptylvismut, tricykloheptylvismut, tri-n-oktylvismut, tri-2-etylhexylvismut, tri-n-decylvismut, tri-tetradecylvismut, trivinylvismut, triallylvismut, tricyklohexenylvismut, tripropynylvismut och trifenyletynylvismut. Examples of the compounds which can be used in the process of the invention are trimethyl bismuth, triethyl bismuth, tri-n-propyl bismuth, tri-propyl bismuth, tri-n-butyl bismuth, tri-i-butyl bismuth, tri-n-amyl bismuth, tri-i-amyl bismuth, tri-nhexyl bismuth, tricyclohexyl bismuth, tri-n-heptyl bismuth, tricycloheptyl bismuth, tri-n-octyl bismuth, tri-2-ethylhexyl bismuth, tri-n-decyl bismuth, tri-tetradecyl bismuth, trivinyl bismuth, triallyl phenyl bismuth.
Faretradesvis betecknar R sadana foreningar, vilka liar Iran 3 till 8 kolatomer. Saledes anvandes foretradesvis tri-n-butylvismut, tri-n-oktylvismut tri-n-propylvismut, tricyklohexylvismut och trin-hexylvismut. Rather, R denotes such compounds, which give Iran 3 to 8 carbon atoms. Thus, tri-n-butyl bismuth, tri-n-octyl bismuth tri-n-propyl bismuth, tricyclohexyl bismuth and trine hexyl bismuth are preferably used.
Dessa foreningar kan med latthet framstallas i ett laboratorium. De kan t. ex. framstallas genom att visumttriklorid bringas att reagera med den motsvarande Grignard-foreningen. These compounds can be easily prepared in a laboratory. They can e.g. prepared by reacting visa trichloride with the corresponding Grignard compound.
B1C13 3RMgR3Bi 3MgXCL Enligt en speciell utforingsform av forfarandet enligt uppfinningen anvandes vismutforeningen R3Bi f Or att forhindra vdxten av mikroorganismer. Med uttrycket mikroorganismer avses Oven bakterier. De foreningar som anyandes enligt uppfinningen Or mycket verksamma mot ett stort antal bakterier, saledes mot savd1 gram-negativa som mot gram-positiva. Som ett exempel pa de gram-positiva bakterier mot vilka medlet enligt 2 uppfinningen är verksamt kan namnas »S. Aurens.» Som exempel pa gram-negativa bakterier kan namnas A. Aerogenes och P. Aeruginosa. Uppfinningen liar speciellt till avsikt att astadkomma ett fOrfarande for att kontrollera fungi, sasom C. Albicans, A. Flavus och P. Funiculosum. B1C13 3RMgR3Bi 3MgXCL According to a special embodiment of the process according to the invention, the bismuth compound R3Bi f Or was used to prevent the growth of microorganisms. The term microorganisms refers to Oven bacteria. The compounds which according to the invention are very active against a large number of bacteria, thus against savd1 gram-negative as well as against gram-positive. As an example of the gram-positive bacteria against which the agent according to the invention is active can be mentioned »S. Aurens. » Examples of gram-negative bacteria are A. Aerogenes and P. Aeruginosa. It is a particular object of the invention to provide a method for controlling fungi such as C. albicans, A. flavos and P. funiculosum.
Genom forfarandet enligt uppfinningen kan tillvaxten av dessa mikroorganismer, aven bakterier, I olika loci hallos under kontroll. Enligt uppfinningen kan sadana material som plaster, textilier, cellulosaprodukter och farger, vilka utgor media for mikroorganismerna, behandlas. Dessa material kan goras re,sistenta mot angrepp genom att dess yta behandlas medelst vismutforeningarna eller att dessa foreningar inkorporeras i materialet. Plastmaterialen kan fOreligga i kompakt form eller fiberform och kan bestã av uretaner, halogenerade polymerer och sampolymerer, t. ex. av polyvinylklorid och av polyvinylkloridpolyvinylacetat, polyestrar, polyamider, polyolefiner samt naturlig och syntetisk gummi. Bland de naturliga fiber-material som kan skyddas, kan ndmnas cellulosafibrer, hamp och filt. Farger kan skyddas vid lag-ring eller after att de ha paforts. Exempel pa de farger som kan anvandas är vinyl-latex och alkydmalfarger avsedda for anvandning Oval momsom utomhus, naturfarger, akrylfarger, vinylfarger samt sadana malfarger som innehaller och vinylkomponenter och som är avsedd att skydda material mot att fOrruttna. Forfarandet enligt uppfinningen kan anvandas f Or att kenservera bindemedel, vid forfaranden for atervinning av sekunddrolja, f Or att forhindra slembildning vid pappersframstallningen och for aft f Orhindra fOrekomsten av S. Aureus i sjukhus. Kompositionen enligt uppfinningen kan innehalla aktiva komponenter av sanitara rengkingsmedel och kan anyandas i form av en aurosol. Kompositionen kan aven anvandas for att skydda vaxter mot mikroorganismer. By the process according to the invention, the growth of these microorganisms, also bacteria, in different loci can be controlled. According to the invention, such materials as plastics, textiles, cellulose products and paints, which constitute media for the microorganisms, can be treated. These materials can be made resistant to attack by having their surface treated with the bismuth compounds or incorporating these compounds into the material. The plastic materials may be in compact or fibrous form and may consist of urethanes, halogenated polymers and copolymers, e.g. of polyvinyl chloride and of polyvinyl chloride polyvinyl acetate, polyesters, polyamides, polyolefins and natural and synthetic rubber. Among the natural fiber materials that can be protected, cellulose fibers, hemp and felt can be mentioned. Colors can be protected during storage or after they have been removed. Examples of the paints that can be used are vinyl latex and alkyd paint paints intended for use Oval momsom outdoors, natural paints, acrylic paints, vinyl paints and such paints which contain and vinyl components and which are intended to protect materials against decay. The process according to the invention can be used for preserving binders, in processes for recovering secondary oil, for preventing slime formation in papermaking and for preventing the occurrence of S. aureus in hospitals. The composition of the invention may contain active components of sanitary detergent and may be anyandas in the form of an aurosol. The composition can also be used to protect plants from microorganisms.
Uppfinningen skall i det fOljande narmare belysas medelst nagra exempel, vilka visar att kompositionen kan anvandas for att behandla ett stort antal olika mikroorganismer. I tabell I an-gives resultat fran standard Broth Dilution Test, enligt vilken olika foreningars inverkan pa bakterier provades. The invention will be further elucidated in the following by means of some examples, which show that the composition can be used to treat a large number of different microorganisms. Table I gives results from the standard Broth Dilution Test, according to which the effect of different compounds on bacteria was tested.
I de nedan angivna tabellerna utvisande resultat fran Broth Dilution Tests framgar den aktivitet, de olika fOreningar utvisar i samband med olika mikroorganismer. I varje exempel utfordes en serie prov, vid vilka foreningen infordes pa eft naringssubstrat i en mangd av 500, 250, 125, 63, 31, 16, 8, 4 och 2 delar per million (ppm). Varje substrat ympas med forsoksorganismen och substratet inkuberades vid 37° C i tva. dagar. Organismens vaxt observerades. Bet substrat som uppvisade den lagsta koncentrationen, vilken fOrorsakade en fullstandig inhibering av organismens vaxt, antecknades. The tables below show results from Broth Dilution Tests show the activity that the different compounds show in connection with different microorganisms. Each example challenges a series of samples in which the compound is introduced onto nutrient media in an amount of 500, 250, 125, 63, 31, 16, 8, 4 and 2 parts per million (ppm). Each substrate was inoculated with the test organism and the substrate was incubated at 37 ° C for two days. days. The growth of the organism was observed. Bite substrates that showed the lowest concentration, which caused a complete inhibition of the organism's growth, were recorded.
TABELL I tri-n-butylvismut. TABLE I tri-n-butyl bismuth.
Mikroorganism Konc. ppm S. Aureus 0, A. Aerogenes 4 P. Aeruginosa 2 Ur tabell I framgar det aft de angivna foreningarna kan anvandas i mycket sma mdngder for att doda saval gramnegativa som grampositiva bakterier. For en fackman pa omradet är denna mycket hiiga effekt ovantad. Microorganism Conc. ppm S. Aureus 0, A. Aerogenes 4 P. Aeruginosa 2 Table I shows that the indicated compounds can be used in very small amounts to kill both gram-negative and gram-positive bacteria. For a person skilled in the art, this very high effect is unexpected.
I tabell II angives resultat fran nagra standard Broth Dilution Tests av vissa fungi. Table II lists results from some standard Broth Dilution Tests of certain fungi.
TABELL II tri-n-butylvismut. TABLE II tri-n-butyl bismuth.
Mikroorganism Konc. ppm C. Albicans 63 A. Flavus 2 P. Funicolosum 2 Tab ell II visar att foreningarna enligt uppfinningen har en mycket stark och ovantad effekt mot svampar. Microorganism Conc. ppm C. Albicans 63 A. Flavus 2 P. Funicolosum 2 Table II shows that the compounds of the invention have a very strong and unexpected effect against fungi.
Uppfinningen har speciellt till avsikt att astadkomma en komposition som har en mycket stark effekt mot gramnegativa bakterier. FOrut kanda baktericider uppvisar ingen eller mycket liten effekt mot gramnegativa bakterier om de anvandes i en koncentration, vid vilken komposition enligt uppfinningen (dvs. de som innehaller trin-butylvismut) kan anvandas for att halla ett stort antal biocida organismer, aven gramnegativa bakterier, under kontroll. The invention has in particular for its object to provide a composition which has a very strong effect against gram-negative bacteria. For known bactericides show no or very little effect against gram-negative bacteria if they are used in a concentration at which composition according to the invention (ie those containing trin-butyl bismuth) can be used to hold a large number of biocidal organisms, including gram-negative bacteria, under Control.
Vid en jamforelse med fenyl-kvicksilveracetat (ett typiskt exempel pa en f brut kand baktericid), i ett Broth Dilution Test, visade det sig att tri-nbutylvismut var ungefar 4 ganger sa effektiv som fenyl-kvicksilveracetat, sasom det framgar av tabellen. In a comparison with phenyl-mercury acetate (a typical example of a brittle known bactericide), in a Broth Dilution Test, it was found that tri-butyl bismuth was about 4 times as effective as phenyl-mercury acetate, as shown in the table.
Tabell III ForeningP. Aeruginosa. tri-n-butylvismut2 fenylkvicksilveracetat8 Forfarandet enligt uppfinningen kan utforasgenom att anvanda den angivna foreningen i fast, flytande eller i gasforrn (aven som spray), varvid man foretradesvis anvander en barare eller ett utspadningsmedel. Foreningen kan t. ex. paforas. ytan av det material som skall skyddas och/eller blandas med det material som foremalet Or tillverkat ay. Foreningarna kan anvandas som sadana, sarskilt om de skall blandas in i materialet vid framstallningen. Andra fbremal, t. ex. sadana som 3 är framstallda av fibermaterial, sasom textilier, kan behandlas genom att ftireningen pafores ytan genom doppning, sprayning och liknande. Vid Mrfarandet enligt uppfinningen anvandes en bakteriologisk komposition, i vilken den ovan angivna foreningen nig& den aktiva komponenten eller en av de aktiva komponenterna. I flytande kompositioner är foreningen ifraga lost eller suspenderad i ett lampligt losningsmedel. I de fasta kompositionerna är foreningen blandad med en barare eller ett utspadningsmedel. Bararen kan vara inert, sasom talk, lera, kiselgur, mj61 och liknande, eller den kan ha en viss aktivitet, sasom kvaternara ammoniumfiireningar. Flytande kompositioner av emulsionstyp innehaller i allmanhet ett dispergeringsmedel, sasom anjoniska, katjonisha eller icke-polara, ytaktiva medel. For att erhalla en bakteriologisk komposition med ett stort aktivitetsomrade, kan den tillsattas andra aktiva substanser, sasorn triorganotiner, pentaklorofenol, koppar-8-quinolinolat bisfenoler, o-fenylfenol och polybromerade salicylanilider. Table III AssociationP. Aeruginosa. tri-n-butyl bismuth 2 phenylmercury acetate8 The process of the invention can be carried out by using the indicated compound in solid, liquid or gaseous form (also as a spray), a barrier or a diluent being preferably used. The association can e.g. paforas. the surface of the material to be protected and / or mixed with the material made by the foremal Or. The compounds can be used as such, especially if they are to be incorporated into the material during preparation. Other fbremal, e.g. those made of fibrous materials, such as textiles, can be treated by purging the surface by dipping, spraying and the like. In the process of the invention, a bacteriological composition is used in which the above-mentioned compound nig & the active component or one of the active components. In liquid compositions, the compound is either dissolved or suspended in a suitable solvent. In the solid compositions, the compound is mixed with a bar or diluent. The carrier may be inert, such as talc, clay, kieselguhr, mj61 and the like, or it may have some activity, such as quaternary ammonium compounds. Emulsion-type liquid compositions generally contain a dispersant, such as anionic, cationic or non-polar surfactants. To obtain a bacteriological composition with a wide range of activities, it can be added other active substances, such as triorganotins, pentachlorophenol, copper-8-quinolinolate bisphenols, o-phenylphenol and polybrominated salicylanilides.
For en fackman pa omradet Or det uppenbart vilka mangder av den aktiva komponenten R,Bi som skall inga i kompositionen for erhallande av en tillracklig stark effekt vid de stallena som skall skyddas mot mikroorganismerna. Saledes kan koncentrationen variera frail 0,001 % eller 0,002% upp till c:a 90-100 %. Om bararen är ett fast material ingar foreningen i en mangd av 5-50 %, t. ex. 20 % av den totala mangden. Om bararen dr flytande, t. ex. isopropanol-frenon (under tryck), kan foreningen inga i en mangd av 0,01- 1t. ex. 0,05 %. Dessa koncentrationer medger en tillsats av effektiva mangder av kompositionen till de omraden som utsattes for angrepp och som skall skyddas. De tillsatta mangderna vid be-handling av vatten dr 1-100 ppm, vid behandling av plaster 7-2000 ppm, osv. Nedan angives nagra exempel pa kompositioner, vilka innehaller den aktiva vismutfOreningen. It will be apparent to one skilled in the art that amounts of the active component R, Bi should not be present in the composition to obtain a sufficiently strong effect at the sites to be protected from the microorganisms. Thus, the concentration can vary from 0.001% or 0.002% up to about 90-100%. If the bar is a solid material, the association ingests in an amount of 5-50%, e.g. 20% of the total amount. If the bar is dr floating, e.g. isopropanol-frenone (under pressure), the compound can not in an amount of 0.01-1t. ex. 0.05%. These concentrations allow the addition of effective amounts of the composition to the areas to be attacked and to be protected. The amounts added in the treatment of water are 1-100 ppm, in the treatment of plastics 7-2000 ppm, and so on. Below are some examples of compositions which contain the active bismuth compound.
Viktdelar Exempel 1 — Aerosolkomposition tri-n-butylvismut 0,02 toluen 15,00 gasformigt fluorkolvate (drivmedel) 84,98 Exempel 2 — Flytande komposition tri-n-oktylvismut 1 aceton toluen 79 Exempel 3 — Emulsionskomposition trivinylvismut0,02 toluen ieke-polara, ytaktiva medel vatten64,98 Exempel 4 — Fast komposition kiselgur80 tricyklohexylvismut Forfarandet enligt uppfinningen har visat sig vara speciellt lampat for att kontrollera tillvaxten. av t. ex. E. Coil och S. Aurens i ett polyvinylacetat genom att pafora kompositionen som en malfarg. Vid dessa forsok blandades en standardmalfarg, Sunoco PVA, med den mangd tri-n-butylvismut som har angivits i Tabell IV, kolumn 1, varefter blandningen pafOrdes 10 mm filterplattor. AATCC Bakteriostasis agar med en ternperatur pa 45° C ympades till 1 % i 18-24 timmar med ett naringssubstrat innehallande kulturer av S. Aureus och E. Coli. Agaren fordelades med en hastighet av 15 m1/10 cm i en petriskal och fick sedan solidifiera. De behandlade filterpapperen placerades pa den ympade agarn. Sedan inkuberades plattorna i 78 timmar vid 37° C. Inhiberingen bestamdes av en zon eller ring i narheten av de behandlade plattorna. Parts by weight Example 1 - Aerosol composition tri-n-butyl bismuth 0.02 toluene 15.00 gaseous fluorocarbon (propellant) 84.98 Example 2 - Liquid composition tri-n-octyl bismuth 1 acetone toluene 79 Example 3 - Emulsion composition trivinyl bismuth0.02 toluene non-polar , surfactants water64,98 Example 4 - Solid composition diatomaceous earth80 tricyclohexyl bismuth The process of the invention has been found to be particularly lighted to control growth. of e.g. E. Coil and S. Aurens in a polyvinyl acetate by applying the composition as a paint. In these experiments, a standard paint, Sunoco PVA, was mixed with the amount of tri-n-butyl bismuth listed in Table IV, column 1, after which 10 mm of filter plates were applied to the mixture. AATCC Bacteriostasis agar with a temperature of 45 ° C was inoculated to 1% for 18-24 hours with a nutrient medium containing cultures of S. Aureus and E. Coli. The agar was distributed at a rate of 15 m1 / 10 cm in a petri dish and then allowed to solidify. The treated filter papers were placed on the grafted agar. The plates were then incubated for 78 hours at 37 ° C. The inhibition was determined by a zone or ring near the treated plates.
Koncentration % 0,1 0,TABELL IV S. Aureus 0 8-9 mm 10-12 mm E. Coil 0 2,5-3,5 mm 7-8 mm Sasom det framgar av tabellen ovan kan anvandningen av en malfarg, vilken Ar behandlad enligt foreliggande uppfinning, Ora ett foremal resistent mot gramnegativa och grampositiva bakterier. Concentration% 0.1 0, TABLE IV S. Aureus 0 8-9 mm 10-12 mm E. Coil 0 2.5-3.5 mm 7-8 mm As can be seen from the table above, the use of a paint, which Is treated according to the present invention, Ora a form resistant to gram-negative and gram-positive bacteria.
Nedan angives nagra exempel pa olika forfaranden enligt uppfinningen. Below are some examples of different methods according to the invention.
Viktdelar Exempel 5 — Akrylskyddafdrg titandioxid160 aluminiumsilikat48 talk12 metyl-metakrylat-butyl-metakrylat sampolymer (40 % i mineraltinner) 433 mmeralspnt148 tri-n-butylvismut Exempel 6 — Vinylskyddsfarg Titandioxid1 bentonit14 trikresyl-fosfit vinylklorid-vinylacetat-sampolymer 102 toluen223 metylisobutylketon29 tri-cyklohexylvismut70 Exempel 7 — Malfarg f Or lagenheten titan-kaleiumpigment kalcium-karbonat100 magneciumsilikat gummiartade ester-losningar (60 % icke-fbrangbart i mineralsprit) hardande linfroolj a200 mineralsprit167 kobolt naftenat (6 % Co)1 4 Viktdelar blynaftenat (24 % Pb)2 tri-n-propylvismut6 Awn andra ovan ej angivna organiska vismutforeningar kan givetvis anvandas vid fOrfarandet enligt uppfinningen. Parts by weight Example 5 - Acrylic protective coating titanium dioxide 160 aluminosilicate48 talc12 methyl methacrylate-butyl methacrylate copolymer (40% in mineral tins) 433 7 - Paint for the unit titanium-potassium pigment calcium carbonate100 Magnesium silicate rubbery ester solutions (60% non-combustible in mineral spirits) hardening linseed oil a200 mineral spirits167 cobalt naphthenate (6% Co) 1 4 parts by weight lead naphthenate (24% n Pb) 2 propyl bismuth Other organic bismuth compounds not mentioned above can of course be used in the process according to the invention.
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