SE430061B - N-(2-metyl-1-naftyl)maleimid, forfarande for dess framstellning och dess anvendning som biocid - Google Patents
N-(2-metyl-1-naftyl)maleimid, forfarande for dess framstellning och dess anvendning som biocidInfo
- Publication number
- SE430061B SE430061B SE7810722A SE7810722A SE430061B SE 430061 B SE430061 B SE 430061B SE 7810722 A SE7810722 A SE 7810722A SE 7810722 A SE7810722 A SE 7810722A SE 430061 B SE430061 B SE 430061B
- Authority
- SE
- Sweden
- Prior art keywords
- methyl
- maleimide
- naphthyl
- biocide
- acid
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- 238000002360 preparation method Methods 0.000 title claims description 3
- PEEHTFAAVSWFBL-UHFFFAOYSA-N Maleimide Chemical compound O=C1NC(=O)C=C1 PEEHTFAAVSWFBL-UHFFFAOYSA-N 0.000 title 1
- 239000003139 biocide Substances 0.000 claims description 17
- 150000001875 compounds Chemical class 0.000 claims description 17
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 16
- 230000003115 biocidal effect Effects 0.000 claims description 15
- MEZJQXVOMGUAMP-UHFFFAOYSA-N 1-(2-methylnaphthalen-1-yl)pyrrole-2,5-dione Chemical compound CC1=CC=C2C=CC=CC2=C1N1C(=O)C=CC1=O MEZJQXVOMGUAMP-UHFFFAOYSA-N 0.000 claims description 12
- 239000000463 material Substances 0.000 claims description 10
- 239000002904 solvent Substances 0.000 claims description 10
- 229960000583 acetic acid Drugs 0.000 claims description 7
- 239000004033 plastic Substances 0.000 claims description 7
- 229920003023 plastic Polymers 0.000 claims description 7
- 239000004744 fabric Substances 0.000 claims description 5
- 230000002538 fungal effect Effects 0.000 claims description 5
- 239000012362 glacial acetic acid Substances 0.000 claims description 5
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims description 4
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 4
- 239000000194 fatty acid Substances 0.000 claims description 4
- 229930195729 fatty acid Natural products 0.000 claims description 4
- 150000004665 fatty acids Chemical class 0.000 claims description 4
- JMBLSGAXSMOKPN-UHFFFAOYSA-N 2-methylnaphthalen-1-amine Chemical compound C1=CC=CC2=C(N)C(C)=CC=C21 JMBLSGAXSMOKPN-UHFFFAOYSA-N 0.000 claims description 3
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 2
- 239000000975 dye Substances 0.000 claims description 2
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 2
- 235000019260 propionic acid Nutrition 0.000 claims description 2
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 2
- 239000000376 reactant Substances 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 claims description 2
- 239000004563 wettable powder Substances 0.000 claims description 2
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 claims 1
- 208000031888 Mycoses Diseases 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 239000001913 cellulose Substances 0.000 claims 1
- 229920002678 cellulose Polymers 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 14
- 239000000203 mixture Substances 0.000 description 11
- 239000003973 paint Substances 0.000 description 9
- 239000000758 substrate Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 241000894006 Bacteria Species 0.000 description 5
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Natural products CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 5
- 230000000855 fungicidal effect Effects 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 229920000742 Cotton Polymers 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- 239000000417 fungicide Substances 0.000 description 4
- BAWHYOHVWHQWFQ-UHFFFAOYSA-N 1-naphthalen-1-ylpyrrole-2,5-dione Chemical compound O=C1C=CC(=O)N1C1=CC=CC2=CC=CC=C12 BAWHYOHVWHQWFQ-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 238000001953 recrystallisation Methods 0.000 description 3
- 239000002689 soil Substances 0.000 description 3
- 229920002554 vinyl polymer Polymers 0.000 description 3
- 241000228245 Aspergillus niger Species 0.000 description 2
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 241000233866 Fungi Species 0.000 description 2
- 206010061217 Infestation Diseases 0.000 description 2
- 241001136494 Talaromyces funiculosus Species 0.000 description 2
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 2
- 230000015556 catabolic process Effects 0.000 description 2
- 238000004440 column chromatography Methods 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000007921 spray Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- VCRZAKVGPJFABU-UHFFFAOYSA-N 10-phenoxarsinin-10-yloxyphenoxarsinine Chemical compound C12=CC=CC=C2OC2=CC=CC=C2[As]1O[As]1C2=CC=CC=C2OC2=CC=CC=C21 VCRZAKVGPJFABU-UHFFFAOYSA-N 0.000 description 1
- -1 2-methyl-1-naphthyl Chemical group 0.000 description 1
- KVAWWXSLBDVXHJ-UHFFFAOYSA-N 6-bromo-5-chloro-3h-1,3-benzoxazol-2-one Chemical compound C1=C(Br)C(Cl)=CC2=C1OC(=O)N2 KVAWWXSLBDVXHJ-UHFFFAOYSA-N 0.000 description 1
- 241000228197 Aspergillus flavus Species 0.000 description 1
- 241000223678 Aureobasidium pullulans Species 0.000 description 1
- 241000034512 Canarium globosum Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 235000018783 Dacrycarpus dacrydioides Nutrition 0.000 description 1
- 101100298295 Drosophila melanogaster flfl gene Proteins 0.000 description 1
- 239000004354 Hydroxyethyl cellulose Substances 0.000 description 1
- 229920000663 Hydroxyethyl cellulose Polymers 0.000 description 1
- 240000007320 Pinus strobus Species 0.000 description 1
- 235000008578 Pinus strobus Nutrition 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 239000005819 Potassium phosphonate Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000012963 UV stabilizer Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 150000008055 alkyl aryl sulfonates Chemical class 0.000 description 1
- 150000008051 alkyl sulfates Chemical class 0.000 description 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 150000001495 arsenic compounds Chemical class 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 238000007385 chemical modification Methods 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000000748 compression moulding Methods 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000002173 cutting fluid Substances 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- YXXXKCDYKKSZHL-UHFFFAOYSA-M dipotassium;dioxido(oxo)phosphanium Chemical compound [K+].[K+].[O-][P+]([O-])=O YXXXKCDYKKSZHL-UHFFFAOYSA-M 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001125 extrusion Methods 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000002657 fibrous material Substances 0.000 description 1
- 229940093920 gynecological arsenic compound Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000003701 inert diluent Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000001746 injection moulding Methods 0.000 description 1
- 238000011081 inoculation Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 239000002649 leather substitute Substances 0.000 description 1
- 239000007788 liquid 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
- FSQQTNAZHBEJLS-UPHRSURJSA-N maleamic acid Chemical compound NC(=O)\C=C/C(O)=O FSQQTNAZHBEJLS-UPHRSURJSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000006916 nutrient agar Substances 0.000 description 1
- 239000013618 particulate matter Substances 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
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- 239000011343 solid material Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000009182 swimming Effects 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/44—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members
- C07D207/444—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5
- C07D207/448—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having three double bonds between ring members or between ring members and non-ring members having two doubly-bound oxygen atoms directly attached in positions 2 and 5 with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms, e.g. maleimide
-
- 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
- A01N37/18—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 containing the group —CO—N<, e.g. carboxylic acid amides or imides; Thio analogues thereof
- A01N37/32—Cyclic imides of polybasic carboxylic acids or thio analogues thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Agronomy & Crop Science (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Pyrrole Compounds (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/843,610 US4141905A (en) | 1977-10-19 | 1977-10-19 | N-(2-Methyl-1-naphthyl)-maleimide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE7810722L SE7810722L (sv) | 1979-04-20 |
| SE430061B true SE430061B (sv) | 1983-10-17 |
Family
ID=25290516
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7810722A SE430061B (sv) | 1977-10-19 | 1978-10-13 | N-(2-metyl-1-naftyl)maleimid, forfarande for dess framstellning och dess anvendning som biocid |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US4141905A (fr) |
| JP (1) | JPS5826911B2 (fr) |
| AR (1) | AR219770A1 (fr) |
| AU (1) | AU517091B2 (fr) |
| BE (1) | BE871358A (fr) |
| BR (1) | BR7806883A (fr) |
| CA (1) | CA1099729A (fr) |
| CH (1) | CH633775A5 (fr) |
| DE (1) | DE2845408C3 (fr) |
| ES (1) | ES473960A1 (fr) |
| FR (1) | FR2406628A1 (fr) |
| GB (1) | GB2007209B (fr) |
| IT (1) | IT1099976B (fr) |
| PH (1) | PH15045A (fr) |
| SE (1) | SE430061B (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4180508A (en) * | 1977-10-19 | 1979-12-25 | Abbott Laboratories | Industrial biocides |
| US4217282A (en) * | 1979-02-21 | 1980-08-12 | Abbott Laboratories | Process for making N-(2-methyl-1-naphthyl)-maleimide |
| US4307109A (en) * | 1980-05-08 | 1981-12-22 | Abbott Laboratories | Biocidal chelate |
| US5741913A (en) * | 1996-06-10 | 1998-04-21 | Daihachi Chemical Industry Co., Ltd. | Process for preparing N-substituted maleimides |
| US20030019024A1 (en) * | 2001-07-13 | 2003-01-30 | Monica Tompkins | Portable pool |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2444536A (en) * | 1946-05-14 | 1948-07-06 | Du Pont | Synthesis of nu-aryl-maleimides |
-
1977
- 1977-10-19 US US05/843,610 patent/US4141905A/en not_active Expired - Lifetime
-
1978
- 1978-09-22 CA CA311,858A patent/CA1099729A/fr not_active Expired
- 1978-09-28 AU AU40272/78A patent/AU517091B2/en not_active Expired
- 1978-10-04 ES ES473960A patent/ES473960A1/es not_active Expired
- 1978-10-13 SE SE7810722A patent/SE430061B/sv not_active IP Right Cessation
- 1978-10-16 AR AR274091A patent/AR219770A1/es active
- 1978-10-17 FR FR7829567A patent/FR2406628A1/fr active Granted
- 1978-10-17 JP JP53126913A patent/JPS5826911B2/ja not_active Expired
- 1978-10-18 DE DE2845408A patent/DE2845408C3/de not_active Expired
- 1978-10-18 CH CH1079078A patent/CH633775A5/fr not_active IP Right Cessation
- 1978-10-18 GB GB7841004A patent/GB2007209B/en not_active Expired
- 1978-10-18 BR BR7806883A patent/BR7806883A/pt unknown
- 1978-10-18 IT IT28870/78A patent/IT1099976B/it active
- 1978-10-18 PH PH21716A patent/PH15045A/en unknown
- 1978-10-18 BE BE191195A patent/BE871358A/fr not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| GB2007209B (en) | 1982-03-24 |
| DE2845408B2 (de) | 1979-12-20 |
| FR2406628B1 (fr) | 1983-05-13 |
| IT1099976B (it) | 1985-09-28 |
| FR2406628A1 (fr) | 1979-05-18 |
| US4141905A (en) | 1979-02-27 |
| BE871358A (fr) | 1979-04-18 |
| JPS5826911B2 (ja) | 1983-06-06 |
| CA1099729A (fr) | 1981-04-21 |
| AR219770A1 (es) | 1980-09-15 |
| DE2845408C3 (de) | 1980-08-28 |
| PH15045A (en) | 1982-05-20 |
| ES473960A1 (es) | 1980-01-16 |
| AU517091B2 (en) | 1981-07-09 |
| AU4027278A (en) | 1980-04-03 |
| GB2007209A (en) | 1979-05-16 |
| DE2845408A1 (de) | 1979-04-26 |
| IT7828870A0 (it) | 1978-10-18 |
| JPS5463071A (en) | 1979-05-21 |
| SE7810722L (sv) | 1979-04-20 |
| BR7806883A (pt) | 1979-07-03 |
| CH633775A5 (fr) | 1982-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE69028461T2 (de) | Triazin-derivate und unkrautvertilgungsmittel daraus | |
| DE69104593T2 (de) | Herstellung und Verwendung von N-Jodopropargyl-oxycarbonylaminosäure-Estern als antimicrobielle Mittel. | |
| US4180508A (en) | Industrial biocides | |
| JPH049766B2 (fr) | ||
| US6228382B1 (en) | Microbiocidal mixtures | |
| US4654368A (en) | Tri-organotin silatrane derivatives and pesticidal compositions, fungicides or antifouling agents comprising said compounds as active ingredients | |
| EP0686344A1 (fr) | Compositions anti-algues comprenant des éthers diphényliques et de l'hydantoine halodialkylée | |
| SE430061B (sv) | N-(2-metyl-1-naftyl)maleimid, forfarande for dess framstellning och dess anvendning som biocid | |
| EP0098953B1 (fr) | Imides substitués de l'acide maléique, procédé de préparation et leur utilisation comme pesticides | |
| DK155303B (da) | Anvendelse af 2-methylthio-s-triaziner til beskyttelse mod havalger, samt 2-methylthio-s-triaziner til brug som havalgicid, ferskvandsalgicid og herbicid | |
| US4276090A (en) | Method for protecting industrial substrates from fungal or bacterial attack | |
| US4404014A (en) | Salt-like products of the addition of phenols onto amino organosilane esters and method for the preparation thereof and use as a preservative | |
| DE2801868A1 (de) | Benzthiazolonderivate | |
| US4209522A (en) | Antimicrobial bis(5-nitro-2-thiazolyl)thioisothiazoles and thiadiazoles | |
| DE3144526C2 (fr) | ||
| US4033752A (en) | Pyridyltriazinone compounds | |
| US4147784A (en) | 4,5-Dihydro-4-oxo-1,3-dithiolo(4,5-D)pyridazine-2-ylidene-propanedinitriles | |
| DE69314192T2 (de) | Thiazolylpyrrols als Fungizide | |
| US4087450A (en) | (Polychlorophenoxy) methyl esters of thiocyanic acid | |
| US4130433A (en) | Industrial biocides | |
| EP0087105B1 (fr) | Dérivés fongicides de benzhydrol | |
| US4075207A (en) | Microbicidal/fungicidal thiazolopyrazines | |
| EP0119419B1 (fr) | Acétylsalicylates de triorganoétain et agents biocides les contenant | |
| CH509750A (de) | Fungitoxisches Mittel | |
| JPH023649A (ja) | 置換イミノベンジル誘導体 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NUG | Patent has lapsed |
Ref document number: 7810722-4 Effective date: 19891023 Format of ref document f/p: F |