SE411828B - FIXED HERBICID COMPOSITION, WHICH ACTIVE COMPONENTS INCLUDE 1-PHENYL-4-AMINO-5-CHLORO-PYRIDAZONE- (6) AND 2,3-DICHLORALLY- OR 2,3,3-TRICHLORALLYL-N, N-DIISOPROPYL - Google Patents
FIXED HERBICID COMPOSITION, WHICH ACTIVE COMPONENTS INCLUDE 1-PHENYL-4-AMINO-5-CHLORO-PYRIDAZONE- (6) AND 2,3-DICHLORALLY- OR 2,3,3-TRICHLORALLYL-N, N-DIISOPROPYLInfo
- Publication number
- SE411828B SE411828B SE7401516A SE7401516A SE411828B SE 411828 B SE411828 B SE 411828B SE 7401516 A SE7401516 A SE 7401516A SE 7401516 A SE7401516 A SE 7401516A SE 411828 B SE411828 B SE 411828B
- Authority
- SE
- Sweden
- Prior art keywords
- phenyl
- amino
- weight
- diisopropyl
- trichlorallyl
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 20
- 239000013543 active substance Substances 0.000 claims description 10
- 239000007787 solid Substances 0.000 claims description 9
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims description 8
- 239000012876 carrier material Substances 0.000 claims description 7
- 239000008247 solid mixture Substances 0.000 claims description 6
- 230000002363 herbicidal effect Effects 0.000 claims description 5
- 239000004009 herbicide Substances 0.000 claims description 5
- 239000000463 material Substances 0.000 claims description 5
- VPPJIMRAGJHIEM-UHFFFAOYSA-N 3-amino-5-chloro-1H-pyridazin-6-one Chemical compound NC=1C=C(Cl)C(=O)NN=1 VPPJIMRAGJHIEM-UHFFFAOYSA-N 0.000 claims 1
- 235000021537 Beetroot Nutrition 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000009313 farming Methods 0.000 claims 1
- 239000007788 liquid Substances 0.000 description 6
- -1 thiol carbamate Chemical class 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 4
- 239000002270 dispersing agent Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 230000008020 evaporation Effects 0.000 description 4
- 238000001704 evaporation Methods 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 239000007921 spray Substances 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 239000000080 wetting agent Substances 0.000 description 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 235000012239 silicon dioxide Nutrition 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000003892 spreading Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 238000004438 BET method Methods 0.000 description 1
- 241000335053 Beta vulgaris Species 0.000 description 1
- 235000021533 Beta vulgaris Nutrition 0.000 description 1
- 241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 235000021536 Sugar beet Nutrition 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- WYKYKTKDBLFHCY-UHFFFAOYSA-N chloridazon Chemical compound O=C1C(Cl)=C(N)C=NN1C1=CC=CC=C1 WYKYKTKDBLFHCY-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 125000005624 silicic acid group Chemical class 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
- 239000004563 wettable powder Substances 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/58—1,2-Diazines; Hydrogenated 1,2-diazines
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
- A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
- A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (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
. 7401516-s 0 2 10 15 20 25 30 35 40 50 viktprocent 2,3-diklorallyl-N-diisopropyltüflkarbamat eller 2,3,3-triklorallyl-N-diisopropyltiolkarbamat. Det fasta bärmaterialet utgöres lämpligen av ett högadsorptivt material. Adsorptionen kan utföras genom att det vid rumstemperatur vätskeformiga 2,3-diklor- allylderivatet direkt och det vid rumstemperatur fasta 2,3,3-triklor- allylderivatet i smält form vid något höjd temperatur blandas med bärmaterialet i en blandare. Bland högadsorptiva bärmaterial, som lämpar sig för detta ändamål, kan nämnas kiselsyror eller -geler med specifik ytarea enligt BET av minst 100 m2/g, och företrädesvis användes sådana med en specifik ytarea över 200 m2/g. På detta sätt kan man bereda blandningar innehållande mer än 20 viktprocent aktiv substans. BET-metoden är en gasadsorptionsmetod för bestämning av inre och yttre specifika ytareor (se J. Amer. Chem. Soc., 59, 2682, (1937) Och 60, 309 (1938)). 7 Det i herbiciden enligt uppfinningen ingående fasta bär- materialet bör föreligga i finfördelad form. Härmed avses partikel- storlekar mellan 10-5 och 10-1 mm, särskilt mellan 10-3 och 10'2 mm. . 7401516-s 0 2 10 15 20 25 30 35 40 50% by weight of 2,3-dichloroallyl-N-diisopropylthu-carbamate or 2,3,3-trichloroallyl-N-diisopropylthiol carbamate. The solid carrier material is suitably made of a highly adsorbent material. The adsorption can carried out by the liquid 2,3-dichloro- the allyl derivative directly and the solid at 2,3,3-trichloro- the allyl derivative in molten form at a slightly elevated temperature is mixed with the carrier material in a mixer. Among highly adsorptive carrier materials, such as suitable for this purpose, silicic acids or gels may be mentioned specific surface area according to BET of at least 100 m2 / g, and preferably those with a specific surface area above 200 m2 / g were used. In this way mixtures containing more than 20% by weight can be prepared substance. The BET method is a gas adsorption method for determining internal and external specific surface areas (see J. Amer. Chem. Soc., 59, 2682, (1937) And 60, 309 (1938)). 7 The solid carrier contained in the herbicide according to the invention the material should be in finely divided form. By this is meant particulate sizes between 10-5 and 10-1 mm, especially between 10-3 and 10'2 mm.
Företrädesvis användes kiselsyragel såsom finfördelat fast bärmaterial.Preferably, silica gel is used as a finely divided solid support material.
De enligt uppfinningen avsedda blandningarnas stabilitet är utom- ordentligt god. _ Herbiciden är lämlig att använda för bekämpning av ej önsk- värda växter. Användandet sker på konventionellt sätt, t.ex. genom pudring, utspridning eller besprutning.The stability of the mixtures intended according to the invention is properly good. _ The herbicide is suitable for use in controlling undesirable worthy plants. The use takes place in a conventional manner, e.g. through powdering, spreading or spraying.
Mängdförhållandet mellan vätskeformig aktiv substans och fast bärmaterial_kan ligga inom området 10 - 70 viktdelar aktiv sub- stans på 90 - 30 viktdelar bärmaterial. Företrädesvis innehåller blandningen 33,3 viktdelar aktiv substans i blandning med 66,6 vikt- delar fast bärmaterial.The ratio of liquid active substance to solid carrier material_can be in the range of 10 - 70 parts by weight of active sub- punch of 90 - 30 parts by weight of carrier material. Preferably contains the mixture 33.3 parts by weight of active substance in a mixture with 66.6 parts solid support material.
De stabila blandningarna enligt uppfinningen kan jämte de ovan nämnda ämnena innehålla konventionella vät- eller dispergermedel.The stable mixtures according to the invention can together with them the above-mentioned substances contain conventional wetting or dispersing agents.
Blandningarna enligt uppfinningen beredes genom att man grundligt blandar och eventuellt finmal blandningskomponenterna aktiv substans och fast bärmaterial samt eventuella ytterligare blandnings- beståndsdelar, såsom andra aktiva ämnen, vät- och dispergermedel, med fördel i finfördelad form. Blandingen kan genomföras i en kon- ventionell blandare, t.ex. i en bandblandare. Det är att rekommendera att vid blandning och eventuell malning av godset undvika att värma blandningen över ca 60°C. Blandningsbeståndsdelarna sammanblandas, alltefter mängder och blandningsintensitet, i blandaren under en tid av mellan ca 30 minuter och 3 timmar, varefter blandningen lämpar sig J 10 15 20 25' 30 35 H0 ..fö1jande försök. 7401516-5 för längre tids förvaring i stabilt tillstànd.The mixtures according to the invention are prepared by thoroughly mix and possibly finely grind the active ingredients active substance and solid carrier material and any additional mixtures ingredients, such as other active substances, wetting and dispersing agents, with advantage in finely divided form. The mixing can be carried out in a conventional mixers, e.g. in a belt mixer. It is to be recommended to avoid heating when mixing and possibly grinding the goods the mixture above about 60 ° C. The mixing ingredients are mixed together, according to amounts and mixing intensity, in the mixer for a time of between about 30 minutes and 3 hours, after which the mixture is suitable J 10 15 20 25 ' 30 35 H0 ..following attempts. 7401516-5 for long-term storage in a stable condition.
En annan fördel med blandningarna enligt uppfinningen ligger“ i att det relativt lättflyktiga tiolkarbamatet genom adsorptionen J erhåller starkt reducerad flyktighet, så att de efter spridning på en åker inte behöver arbetas in i jorden lika snabbt som vid an- vändning av emulsionskoncentrat.Another advantage of the mixtures according to the invention is in that the relatively volatile thiol carbamate through the adsorption J obtain greatly reduced volatility, so that after spreading on a field does not need to be worked into the soil as quickly as reversal of emulsion concentrate.
Denna minskning av avdunstningshastigheten framgår av På tunna glasskívor av ca 8 cm2 storlek anbringades ett kontinuerligt tunt skikt av 2,3-diklorallyldiísopropyltiolkarbamat dels i form av en vattenemulsion, dels såsom vattensuspension av I den enligt uppfinningen avsedda fasta blandningen. Efter vattnets avdunstning hängdes glasskivorna i en elektronisk ultramikrovâg, var- l efter en luftström av konstant styrka och temperatur leddes förbi skivorna. Den tidsberoende viktminskningen hos dessa mätskivor re- gistrerades kontinuerligt. Efter 10 timmar hade det ur en film, som erhållits ur emulsionen, avdunstat 0,03 mg/cmz aktiv substans och en n film, som bildats ur en fast blandning enligt uppfinningen, hade av- dunstat endast 0,02 mg/cmz. På liknande sätt förhöll det sig med 2,3,3-triklorallylföreningen. På samma tid avdunstar sålunda ur den fasta blandningen en väsentligt mindre mängd aktiv substans än ur den vätskeformiga blandningen. ' - Halterna av aktiv substans hos blandningarna enligt upp- finningenligger vid 10 till 60 viktprocent 1-fenyl-U-amino-5-klor- pyridaz-6-on och 10 till 50 viktprocent 2,3-diallyl-N-diisopropyl~ tiolkarbamat eller 2,3,3 -triklorallyl-N-diisopropyltiolkarbamat¿ Uppgifterna i viktprocent hänför sig i samtliga fall till den totala blandningens vikt.This reduction in the evaporation rate is shown by On thin glass slices of about 8 cm2 size was applied a continuous thin layer of 2,3-dichloroallyl diisopropylthiol carbamate partly in the form of an aqueous emulsion, partly as an aqueous suspension of I the solid mixture intended according to the invention. After the water evaporation, the glass sheets were hung in an electronic ultra-microwave, l after an air flow of constant strength and temperature was passed the discs. The time-dependent weight loss of these dials is reduced. was continuously registered. After 10 hours, it had out of a movie, which obtained from the emulsion, evaporated 0.03 mg / cm 2 of active substance and a n film formed from a solid mixture according to the invention had evaporated only 0.02 mg / cm 2. It was similar The 2,3,3-trichlorallyallyl compound. At the same time thus evaporates from it the solid mixture has a substantially smaller amount of active substance than from it the liquid mixture. '- The active substance levels of the mixtures according to is found at 10 to 60% by weight of 1-phenyl-U-amino-5-chloro- pyridaz-6-one and 10 to 50% by weight of 2,3-diallyl-N-diisopropyl- thiol carbamate or 2,3,3-trichlorallyl-N-diisopropyl thiol carbamate¿ The data in percentage by weight relate in all cases to the total the weight of the mixture.
Lämpligen minskas tiolkarbamaternas avdunstningshastighet genom adsorptionen med 25 till 40 % i förhållande till de vätske- formiga produkternas avdunstningshastighet.Suitably the evaporation rate of the thiol carbamates is reduced by the adsorption by 25 to 40% relative to the liquid evaporation rate of the shaped products.
Uppfinningen belyses ytterligare av några utförings- i exempel. Med "del" avses viktdel.The invention is further illustrated by some embodiments in example. By "part" is meant part by weight.
Exempel 1 66,6 delar 2,3-diklorallyl-N-diisopropyltiolkarbamat kiselsyra med en specifik ytarea enligt BET av 250 m2/g. 39 delar 1-fenyl-4-amino-5-klorpyridaz-6-on blandas med 31,5 delar av denna blandning under tillsättande av vanliga vät- och dispergermedel samt av bärmaterial till totalt 100 delar. Det hela males i en kvarn av 1 i š § sprutas på och blandas väl med 33,3 delar i en blandare placerad, fälld; i 3 A 10 15 20 25 » 1401516-5 4 __H_ konventionell typ. Den färdiga fasta blandningen innehåller 39 vikt- procent av pyridazonderivatet och 21 viktprocent av tiolkarbamatet.Example 1 66.6 parts of 2,3-dichloroallyl-N-diisopropylthiol carbamate silicic acid with a specific surface area according to BET of 250 m2 / g. 39 parts 1-Phenyl-4-amino-5-chloropyridaz-6-one is mixed with 31.5 parts of this mixture while adding ordinary wetting and dispersing agents and of carrier material for a total of 100 parts. The whole thing is ground in a mill of 1 in š § spray on and mix well with 33.3 parts in a mixer placed, folded; in 3 A 10 15 20 25 »1401516-5 4 __H_ conventional type. The finished solid mixture contains 39% by weight. percent of the pyridazone derivative and 21% by weight of the thiol carbamate.
Det på detta sätt erhållna sprutpulvret har en god herbicid effekt, vilken överensstämmer med verkan av motsvarande vätskeformiga preparat vid lika mängder aktiv substans. Dess lagrings- och suspensions- stabilitet svarar mot normal standard.The spray powder thus obtained has a good herbicidal effect, which corresponds to the action of the corresponding liquid preparations at equal amounts of active substance. Its storage and suspension stability corresponds to normal standards.
@R.e.1_å I stället för det i exempel 1 använda 2,3-diklorallyl- N-diisopropyltiolkarbamatet användes en lika_stor mängd 2,3,3-tri- klorallyl-N-díisopropyltiolkarbamat. Därefter förfares på samma sätt som beskrivits i exempel 1. För detta sprutpulvers kvalitet och effekt gäller motsvarande uppgifter i exempel 1.@ R.e.1_å Instead of the 2,3-dichloroallyl- The N-diisopropylthiol carbamate used an equal amount of 2,3,3-tri chlorallyl-N-diisopropylthiol carbamate. Then proceed to the same method as described in Example 1. For the quality of this spray powder and effect applies to the corresponding data in Example 1.
Exempel 3 För bekämpning av ogräs i en odling av sockerbeta (Beta vulgaris) användes (I) en fast blandning av 2 delar 1-fenyl-4-amino- 5-klorpyridaz-öfon med 1,5 delar av en blandning av 66,6 delar 2,3-di- - klorallyl-N-díisopropyltíolkarbamat och 33,3 delar kiselsyra jämte vät- och dispergermedel samt bärmaterial enligt exempel 1 och (II) en flyt- ande blandning av ett vätbart pulver av 1-fenyl-4-amino-5-k1orpynidaz- 8-on och ett emulsionskoncentrat ær2,3-diklorallyl-N-diisopropyltíol- karbamat, vari viktförhållandet mellan de aktiva substanserna var 2:1.Example 3 For weed control in a cultivation of sugar beet (Beta vulgaris) used (I) a solid mixture of 2 parts 1-phenyl-4-amino- 5-chloropyridaz-ophon with 1.5 parts of a mixture of 66.6 parts of 2,3-di- chlorallyl N-diisopropylthiol carbamate and 33.3 parts of silicic acid together with hydrogen and dispersants and carriers of Examples 1 and (II) a liquid mixture of a wettable powder of 1-phenyl-4-amino-5-chloropynidase 8-one and an emulsion concentrate are 2,3-dichloroallyl-N-diisopropylthiol carbamate, wherein the weight ratio of the active substances was 2: 1.
Båda preparaten inarbetades i jorden på friland före sådd av kultur- växterna. Som bärare för fördelningen tjänade 780 l/ha vatten.Both preparations were incorporated into the soil in the open air before sowing of the plants. 780 l / ha of water served as the carrier for the distribution.
Givorna, försöksväxterna och resultatet framgår av följande tabell. 7401516-5 mmmxm Hmwov n Qof mvmxm :wmcfi n o QJQ QJQ QQ QSQ QQ Q QÅ QJQ mig QQQ QJQ Qi. Q QJ QQ QQ Qß QQ mm Q Q. f Q: 2. QN Q: f? Q QïQ HH mm QšQ QQ QQ QQ Q QJ QJQ QJQ QQ QQ QÅQ Q QÅ É QQ QQ É få Q QS QQ QQ QQ Qšm mm Q QÉQ H mQOHww>&mm Esßflm wflmGw>Qm fififimw mdao mflfimwHD> wßxmx MWOwCHfiMÜ EDHUOQQGUSU wHEN-APCQ. .HW-OOCHÅUN Üdbfflfifi .NCÜNVQ . .Nu-Nm fl>fiw .CUCNHM Cm¥fiw>wwm¥w A00 Qwwxm>w¥wmQ®mThe donors, the experimental plants and the results are shown in the following table. 7401516-5 mmmxm Hmwov n Qof mvmxm: wmc fi n o QJQ QJQ QQ QSQ QQ Q QÅ QJQ mig QQQ QJQ Qi. Q QJ QQ QQ Qß QQ mm Q Q. f Q: 2. QN Q: f? Q QïQ HH mm QšQ QQ QQ QQ Q QJ QJQ QJQ QQ QQ QÅQ Q QÅ É QQ QQ É få Q QS QQ QQ QQ Qšm mm Q QÉQ H mQOHww> & mm Esß fl m w fl mGw> Qm fififi mw mdao m flfi mwHD> wßxmx MWOwCH fi MÜ EDHUOQQGUSU wHEN-APCQ. .HW-OOCHÅUN Üdbf flfifi .NCÜNVQ. .Nu-Nm fl> fi w .CUCNHM Cm ¥ fi w> wwm ¥ w A00 Qwwxm> w ¥ wmQ®m
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2306043A DE2306043A1 (en) | 1973-02-08 | 1973-02-08 | HERBICIDE |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SE411828B true SE411828B (en) | 1980-02-11 |
Family
ID=5871239
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE7401516A SE411828B (en) | 1973-02-08 | 1974-02-05 | FIXED HERBICID COMPOSITION, WHICH ACTIVE COMPONENTS INCLUDE 1-PHENYL-4-AMINO-5-CHLORO-PYRIDAZONE- (6) AND 2,3-DICHLORALLY- OR 2,3,3-TRICHLORALLYL-N, N-DIISOPROPYL |
Country Status (17)
| Country | Link |
|---|---|
| JP (1) | JPS49109538A (en) |
| AT (1) | AT335221B (en) |
| BE (1) | BE810793A (en) |
| BG (1) | BG27870A3 (en) |
| CA (1) | CA1026119A (en) |
| CH (1) | CH579864A5 (en) |
| CS (1) | CS190420B2 (en) |
| DD (1) | DD109314A5 (en) |
| DE (1) | DE2306043A1 (en) |
| ES (1) | ES423001A1 (en) |
| FR (1) | FR2216915B1 (en) |
| GB (1) | GB1456266A (en) |
| HU (1) | HU168896B (en) |
| IT (1) | IT1049265B (en) |
| NL (1) | NL7401457A (en) |
| PL (1) | PL88600B1 (en) |
| SE (1) | SE411828B (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK147284A (en) * | 1983-03-30 | 1984-10-01 | Lilly Co Eli | GRANULATED HERBICID PREPARATION |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1953261A1 (en) * | 1969-10-23 | 1971-05-06 | Basf Ag | herbicide |
-
1973
- 1973-02-08 DE DE2306043A patent/DE2306043A1/en active Pending
-
1974
- 1974-01-22 JP JP49009048A patent/JPS49109538A/ja active Pending
- 1974-01-23 CS CS74436A patent/CS190420B2/en unknown
- 1974-01-28 BG BG025620A patent/BG27870A3/en unknown
- 1974-02-01 NL NL7401457A patent/NL7401457A/xx not_active Application Discontinuation
- 1974-02-05 SE SE7401516A patent/SE411828B/en not_active IP Right Cessation
- 1974-02-05 CA CA191,840A patent/CA1026119A/en not_active Expired
- 1974-02-06 ES ES423001A patent/ES423001A1/en not_active Expired
- 1974-02-06 FR FR7403941A patent/FR2216915B1/fr not_active Expired
- 1974-02-06 CH CH163174A patent/CH579864A5/xx not_active IP Right Cessation
- 1974-02-06 PL PL1974168612A patent/PL88600B1/pl unknown
- 1974-02-06 DD DD176417A patent/DD109314A5/xx unknown
- 1974-02-06 HU HUBA3022A patent/HU168896B/hu unknown
- 1974-02-07 IT IT48204/74A patent/IT1049265B/en active
- 1974-02-07 GB GB558974A patent/GB1456266A/en not_active Expired
- 1974-02-07 AT AT96574*#A patent/AT335221B/en not_active IP Right Cessation
- 1974-02-08 BE BE140710A patent/BE810793A/en not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1049265B (en) | 1981-01-20 |
| ES423001A1 (en) | 1976-10-01 |
| GB1456266A (en) | 1976-11-24 |
| FR2216915A1 (en) | 1974-09-06 |
| ATA96574A (en) | 1976-06-15 |
| FR2216915B1 (en) | 1978-01-06 |
| BE810793A (en) | 1974-08-08 |
| HU168896B (en) | 1976-08-28 |
| JPS49109538A (en) | 1974-10-18 |
| NL7401457A (en) | 1974-08-12 |
| DE2306043A1 (en) | 1974-08-29 |
| AT335221B (en) | 1977-02-25 |
| CS190420B2 (en) | 1979-05-31 |
| DD109314A5 (en) | 1974-11-05 |
| PL88600B1 (en) | 1976-09-30 |
| CA1026119A (en) | 1978-02-14 |
| CH579864A5 (en) | 1976-09-30 |
| BG27870A3 (en) | 1980-01-15 |
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