FR2484436A1 - Compositions stables a la lumiere contenant des composes pyrethrinoides et procede de preparation de ces compositions - Google Patents
Compositions stables a la lumiere contenant des composes pyrethrinoides et procede de preparation de ces compositions Download PDFInfo
- Publication number
- FR2484436A1 FR2484436A1 FR8012960A FR8012960A FR2484436A1 FR 2484436 A1 FR2484436 A1 FR 2484436A1 FR 8012960 A FR8012960 A FR 8012960A FR 8012960 A FR8012960 A FR 8012960A FR 2484436 A1 FR2484436 A1 FR 2484436A1
- Authority
- FR
- France
- Prior art keywords
- group
- azo
- light
- phenylazo
- phenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000987 azo dye Substances 0.000 title claims abstract description 19
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 9
- 239000002728 pyrethroid Substances 0.000 title description 2
- 238000010348 incorporation Methods 0.000 title 1
- -1 4-8C alkadienyl Chemical group 0.000 claims abstract description 72
- 125000001309 chloro group Chemical group Cl* 0.000 claims abstract description 13
- 125000005843 halogen group Chemical group 0.000 claims abstract description 11
- 239000003381 stabilizer Substances 0.000 claims abstract description 8
- 239000004480 active ingredient Substances 0.000 claims abstract description 3
- 125000003118 aryl group Chemical group 0.000 claims abstract description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims abstract description 3
- 239000000203 mixture Substances 0.000 claims description 78
- 150000001875 compounds Chemical class 0.000 claims description 50
- 125000004432 carbon atom Chemical group C* 0.000 claims description 19
- 229910052801 chlorine Inorganic materials 0.000 claims description 12
- 239000007788 liquid Substances 0.000 claims description 12
- 239000000975 dye Substances 0.000 claims description 11
- 239000004495 emulsifiable concentrate Substances 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- 150000003254 radicals Chemical class 0.000 claims description 9
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 claims description 8
- 230000006641 stabilisation Effects 0.000 claims description 8
- 238000011105 stabilization Methods 0.000 claims description 8
- 125000001424 substituent group Chemical group 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
- JBIJLHTVPXGSAM-UHFFFAOYSA-N 2-naphthylamine Chemical compound C1=CC=CC2=CC(N)=CC=C21 JBIJLHTVPXGSAM-UHFFFAOYSA-N 0.000 claims description 6
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 6
- 229950011260 betanaphthol Drugs 0.000 claims description 6
- 239000000460 chlorine Chemical group 0.000 claims description 6
- 239000000126 substance Substances 0.000 claims description 5
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical group ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims description 4
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 4
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims description 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
- SJJISKLXUJVZOA-UHFFFAOYSA-N Solvent yellow 56 Chemical compound C1=CC(N(CC)CC)=CC=C1N=NC1=CC=CC=C1 SJJISKLXUJVZOA-UHFFFAOYSA-N 0.000 claims description 4
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims description 4
- 229910052731 fluorine Inorganic materials 0.000 claims description 4
- 239000011737 fluorine Chemical group 0.000 claims description 4
- LHGVFZTZFXWLCP-UHFFFAOYSA-N guaiacol Chemical compound COC1=CC=CC=C1O LHGVFZTZFXWLCP-UHFFFAOYSA-N 0.000 claims description 4
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 claims description 3
- XCKGFJPFEHHHQA-UHFFFAOYSA-N 5-methyl-2-phenyl-4-phenyldiazenyl-4h-pyrazol-3-one Chemical compound CC1=NN(C=2C=CC=CC=2)C(=O)C1N=NC1=CC=CC=C1 XCKGFJPFEHHHQA-UHFFFAOYSA-N 0.000 claims description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 3
- 241000872198 Serjania polyphylla Species 0.000 claims description 3
- AAQTWLBJPNLKHT-UHFFFAOYSA-N 1H-perimidine Chemical compound N1C=NC2=CC=CC3=CC=CC1=C32 AAQTWLBJPNLKHT-UHFFFAOYSA-N 0.000 claims description 2
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 241000039077 Copula Species 0.000 claims description 2
- VQXSOUPNOZTNAI-UHFFFAOYSA-N Pyrethrin I Natural products CC(=CC1CC1C(=O)OC2CC(=O)C(=C2C)CC=C/C=C)C VQXSOUPNOZTNAI-UHFFFAOYSA-N 0.000 claims description 2
- RCTGMCJBQGBLKT-UHFFFAOYSA-N Sudan IV Chemical compound CC1=CC=CC=C1N=NC(C=C1C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 RCTGMCJBQGBLKT-UHFFFAOYSA-N 0.000 claims description 2
- 230000001476 alcoholic effect Effects 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000004429 atom Chemical group 0.000 claims description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 2
- 229910052794 bromium Inorganic materials 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 claims description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims description 2
- GKIRPKYJQBWNGO-OCEACIFDSA-N clomifene Chemical compound C1=CC(OCCN(CC)CC)=CC=C1C(\C=1C=CC=CC=1)=C(\Cl)C1=CC=CC=C1 GKIRPKYJQBWNGO-OCEACIFDSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 229960001867 guaiacol Drugs 0.000 claims description 2
- 229910052740 iodine Inorganic materials 0.000 claims description 2
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims description 2
- 239000011630 iodine Substances 0.000 claims description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 claims description 2
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 claims description 2
- HYJYGLGUBUDSLJ-UHFFFAOYSA-N pyrethrin Natural products CCC(=O)OC1CC(=C)C2CC3OC3(C)C2C2OC(=O)C(=C)C12 HYJYGLGUBUDSLJ-UHFFFAOYSA-N 0.000 claims description 2
- 230000000087 stabilizing effect Effects 0.000 claims description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 2
- 229920002554 vinyl polymer Polymers 0.000 claims description 2
- NYVSDPNXBIEFPW-UHFFFAOYSA-N n-methylmethanimine Chemical compound CN=C NYVSDPNXBIEFPW-UHFFFAOYSA-N 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 5
- 125000000217 alkyl group Chemical group 0.000 abstract description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract description 2
- 150000002148 esters Chemical class 0.000 abstract description 2
- 125000001246 bromo group Chemical group Br* 0.000 abstract 3
- 125000001153 fluoro group Chemical group F* 0.000 abstract 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000003302 alkenyloxy group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 244000037666 field crops Species 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 239000000575 pesticide Substances 0.000 abstract 1
- 239000004519 grease Substances 0.000 description 11
- LVTJOONKWUXEFR-FZRMHRINSA-N protoneodioscin Natural products O(C[C@@H](CC[C@]1(O)[C@H](C)[C@@H]2[C@]3(C)[C@H]([C@H]4[C@@H]([C@]5(C)C(=CC4)C[C@@H](O[C@@H]4[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@@H](O)[C@H](O[C@H]6[C@@H](O)[C@@H](O)[C@@H](O)[C@H](C)O6)[C@H](CO)O4)CC5)CC3)C[C@@H]2O1)C)[C@H]1[C@H](O)[C@H](O)[C@H](O)[C@@H](CO)O1 LVTJOONKWUXEFR-FZRMHRINSA-N 0.000 description 5
- 239000001856 Ethyl cellulose Substances 0.000 description 4
- VEMKTZHHVJILDY-UXHICEINSA-N bioresmethrin Chemical compound CC1(C)[C@H](C=C(C)C)[C@H]1C(=O)OCC1=COC(CC=2C=CC=CC=2)=C1 VEMKTZHHVJILDY-UXHICEINSA-N 0.000 description 4
- 229920001249 ethyl cellulose Polymers 0.000 description 4
- 235000019325 ethyl cellulose Nutrition 0.000 description 4
- 229940126062 Compound A Drugs 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- 238000006731 degradation reaction Methods 0.000 description 3
- 239000008096 xylene Substances 0.000 description 3
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 2
- 239000011149 active material Substances 0.000 description 2
- JBTHDAVBDKKSRW-UHFFFAOYSA-N chembl1552233 Chemical compound CC1=CC(C)=CC=C1N=NC1=C(O)C=CC2=CC=CC=C12 JBTHDAVBDKKSRW-UHFFFAOYSA-N 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 150000002170 ethers Chemical class 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- MZONOPSOHSEQMN-UHFFFAOYSA-N 2,2-dibromoethenyl cyclopropanecarboxylate Chemical compound BrC(Br)=COC(=O)C1CC1 MZONOPSOHSEQMN-UHFFFAOYSA-N 0.000 description 1
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical compound NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 description 1
- NJDNVHPPFYFISY-UHFFFAOYSA-N CN=C=C1C=CCC=C1 Chemical compound CN=C=C1C=CCC=C1 NJDNVHPPFYFISY-UHFFFAOYSA-N 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Chemical compound CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
- 229920001732 Lignosulfonate Polymers 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- FHNINJWBTRXEBC-UHFFFAOYSA-N Sudan III Chemical compound OC1=CC=C2C=CC=CC2=C1N=NC(C=C1)=CC=C1N=NC1=CC=CC=C1 FHNINJWBTRXEBC-UHFFFAOYSA-N 0.000 description 1
- JHKYFAAAOYOHHX-UHFFFAOYSA-N ac1oc8os Chemical class OC(=O)CC(C(O)=O)[P+]([O-])=O JHKYFAAAOYOHHX-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 239000003849 aromatic solvent Substances 0.000 description 1
- TVWOWDDBXAFQDG-DQRAZIAOSA-N azorubine Chemical compound C1=CC=C2C(\N=N/C3=C(C4=CC=CC=C4C(=C3)S(O)(=O)=O)O)=CC=C(S(O)(=O)=O)C2=C1 TVWOWDDBXAFQDG-DQRAZIAOSA-N 0.000 description 1
- 235000012733 azorubine Nutrition 0.000 description 1
- VJOCYCQXNTWNGC-UHFFFAOYSA-L calcium;benzenesulfonate Chemical compound [Ca+2].[O-]S(=O)(=O)C1=CC=CC=C1.[O-]S(=O)(=O)C1=CC=CC=C1 VJOCYCQXNTWNGC-UHFFFAOYSA-L 0.000 description 1
- JFEVWPNAOCPRHQ-UHFFFAOYSA-N chembl1316021 Chemical compound OC1=CC=CC=C1N=NC1=CC=CC=C1O JFEVWPNAOCPRHQ-UHFFFAOYSA-N 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical class [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000000749 insecticidal effect Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- PSZYNBSKGUBXEH-UHFFFAOYSA-M naphthalene-1-sulfonate Chemical compound C1=CC=C2C(S(=O)(=O)[O-])=CC=CC2=C1 PSZYNBSKGUBXEH-UHFFFAOYSA-M 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940073450 sudan red Drugs 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 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
- 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
- A01N25/22—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 ingredients stabilising the active ingredients
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Priority Applications (21)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8012960A FR2484436A1 (fr) | 1980-06-11 | 1980-06-11 | Compositions stables a la lumiere contenant des composes pyrethrinoides et procede de preparation de ces compositions |
| FR8100752A FR2498201A2 (fr) | 1980-06-11 | 1981-01-16 | Compositions stables a la lumiere contenant des composes pyrethrinoides et des colorants |
| EG30781A EG15380A (en) | 1980-06-11 | 1981-06-06 | Compositions stables a la lumiere contenent des composes pyrethrinoides et des colorants azoides |
| ZA00813810A ZA813810B (en) | 1980-06-11 | 1981-06-08 | Pesticidal compositions which are stable to light,containing pyrethrinoid compounds and process for stabilising these compounds to light |
| GR65185A GR82350B (ref) | 1980-06-11 | 1981-06-09 | |
| US06/271,989 US4440756A (en) | 1980-06-11 | 1981-06-09 | Light-stable pesticidal compositions |
| BR8103681A BR8103681A (pt) | 1980-06-11 | 1981-06-10 | Composicoes pragucidas estaveis a luz e processo de estabilizacao a luz de composicoes |
| IT8148652A IT1171289B (it) | 1980-06-11 | 1981-06-10 | Composizioni disinfestanti stabili alla luce contenenti composti pire trinoidi e procedimento di stabilizzazione alla luce di questi composti |
| BE0/205054A BE889165A (fr) | 1980-06-11 | 1981-06-10 | Compositions pesticides stables a la lumiere contenant des composes pyrethrinoides et procede de stabilisation a la lumiere de ces composes |
| MA19385A MA19175A1 (fr) | 1980-06-11 | 1981-06-10 | Compositions pesticides stables a la lumiere contenant des composes pyrethrinoides et procede de stabilisation a la lumiere de ces composes . |
| CH3804/81A CH648990A5 (fr) | 1980-06-11 | 1981-06-10 | Compositions pesticides stables a la lumiere contenant des composes pyrethrinoides. |
| AU71494/81A AU543922B2 (en) | 1980-06-11 | 1981-06-10 | Pesticidal compositions containing pyrethrinoid compounds |
| GB8117724A GB2080686B (en) | 1980-06-11 | 1981-06-10 | Pesticidal compositions which are stable to light containing pyrethrinoid compounds |
| HU811724A HU190368B (en) | 1980-06-11 | 1981-06-10 | Pesticide compositons containing light-resistant pyretrinoide compounds and process for stabilizing these compounds against light decomposition |
| CA000379408A CA1171353A (fr) | 1980-06-11 | 1981-06-10 | Compositions pesticides stables a la lumiere contenant des composes pyrethrinoides et procede de stabilisation a la lumiere de ces composes |
| PT73180A PT73180B (fr) | 1980-06-11 | 1981-06-11 | Procede de preparation de compositions pesticides stables a la lumiere contenant des composes pyrethrinoides et procede de stabilisation a la lumiere de ces composes |
| OA57423A OA06829A (fr) | 1980-06-11 | 1981-06-11 | Compositions pesticides stables à la lumière contenant des composés pyréthinoïdes et procédé de stabilisation à la lumière de ces compositions. |
| JP8895581A JPS5728002A (en) | 1980-06-11 | 1981-06-11 | Photostable pesticide composition containing pyrethrinoid compounds photostabilization for these compounds |
| NLAANVRAGE8102824,A NL189844C (nl) | 1980-06-11 | 1981-06-11 | Licht stabiele pesticide-samenstellingen en werkwijze voor het tegen licht stabiliseren van pesticide-samenstellingen. |
| DE19813123225 DE3123225A1 (de) | 1980-06-11 | 1981-06-11 | Lichtstabile pestizide zusammensetzungen, enthaltendpyrethrinoid-verbindungen, und verfahren zur lichtstabilisierung dieser zusammensetzungen" |
| US06/550,082 US4492687A (en) | 1980-06-11 | 1983-11-08 | Light-stable pesticidal compositions |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8012960A FR2484436A1 (fr) | 1980-06-11 | 1980-06-11 | Compositions stables a la lumiere contenant des composes pyrethrinoides et procede de preparation de ces compositions |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2484436A1 true FR2484436A1 (fr) | 1981-12-18 |
| FR2484436B1 FR2484436B1 (ref) | 1984-02-24 |
Family
ID=9242959
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8012960A Granted FR2484436A1 (fr) | 1980-06-11 | 1980-06-11 | Compositions stables a la lumiere contenant des composes pyrethrinoides et procede de preparation de ces compositions |
Country Status (3)
| Country | Link |
|---|---|
| FR (1) | FR2484436A1 (ref) |
| MA (1) | MA19175A1 (ref) |
| ZA (1) | ZA813810B (ref) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2533416A1 (fr) * | 1982-09-29 | 1984-03-30 | Roussel Uclaf | Nouvelles compositions pesticides renfermant un photostabilisant |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR861309A (fr) * | 1939-11-03 | 1941-02-06 | Perfectionnement aux insecticides | |
| US2772198A (en) * | 1954-11-08 | 1956-11-27 | Standard Oil Co | Method of killing flies with composition comprising pyrethrins and p-aminoazobenzene |
| FR1274205A (fr) * | 1960-11-24 | 1961-10-20 | Kenya Pyrethrum Board | Insecticides à base d'extraits de pyrèthre |
| FR2096962A7 (en) * | 1970-07-21 | 1972-03-03 | Aries Robert | Stabilised dimethyl dichlorovinyl phosphate compsn - as pesticides |
| US3839561A (en) * | 1970-07-22 | 1974-10-01 | Scm Corp | Insecticidal compositions stabilized by certain diisophorone derivatives |
-
1980
- 1980-06-11 FR FR8012960A patent/FR2484436A1/fr active Granted
-
1981
- 1981-06-08 ZA ZA00813810A patent/ZA813810B/xx unknown
- 1981-06-10 MA MA19385A patent/MA19175A1/fr unknown
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR861309A (fr) * | 1939-11-03 | 1941-02-06 | Perfectionnement aux insecticides | |
| US2772198A (en) * | 1954-11-08 | 1956-11-27 | Standard Oil Co | Method of killing flies with composition comprising pyrethrins and p-aminoazobenzene |
| FR1274205A (fr) * | 1960-11-24 | 1961-10-20 | Kenya Pyrethrum Board | Insecticides à base d'extraits de pyrèthre |
| FR2096962A7 (en) * | 1970-07-21 | 1972-03-03 | Aries Robert | Stabilised dimethyl dichlorovinyl phosphate compsn - as pesticides |
| US3839561A (en) * | 1970-07-22 | 1974-10-01 | Scm Corp | Insecticidal compositions stabilized by certain diisophorone derivatives |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2533416A1 (fr) * | 1982-09-29 | 1984-03-30 | Roussel Uclaf | Nouvelles compositions pesticides renfermant un photostabilisant |
Also Published As
| Publication number | Publication date |
|---|---|
| ZA813810B (en) | 1982-06-30 |
| MA19175A1 (fr) | 1981-12-31 |
| FR2484436B1 (ref) | 1984-02-24 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse |