FR2476985A1 - Composition insecticide liquide a base de derive d'amidino hydrazone et procede de preparation de celle-ci - Google Patents
Composition insecticide liquide a base de derive d'amidino hydrazone et procede de preparation de celle-ci Download PDFInfo
- Publication number
- FR2476985A1 FR2476985A1 FR8103723A FR8103723A FR2476985A1 FR 2476985 A1 FR2476985 A1 FR 2476985A1 FR 8103723 A FR8103723 A FR 8103723A FR 8103723 A FR8103723 A FR 8103723A FR 2476985 A1 FR2476985 A1 FR 2476985A1
- Authority
- FR
- France
- Prior art keywords
- oil
- weight
- acid
- undergone
- soybean oil
- 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
- 239000000203 mixture Substances 0.000 title claims abstract description 61
- -1 AMIDINO HYDRAZONE DERIVATIVE Chemical class 0.000 title claims abstract description 15
- 239000007788 liquid Substances 0.000 title claims 4
- 239000002917 insecticide Substances 0.000 title abstract description 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 150000007857 hydrazones Chemical class 0.000 claims abstract description 15
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 14
- 229930195729 fatty acid Natural products 0.000 claims abstract description 14
- 239000000194 fatty acid Substances 0.000 claims abstract description 14
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 14
- 239000008157 edible vegetable oil Substances 0.000 claims abstract description 11
- 239000003549 soybean oil Substances 0.000 claims description 30
- 235000012424 soybean oil Nutrition 0.000 claims description 30
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 20
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 20
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 20
- 239000005642 Oleic acid Substances 0.000 claims description 20
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 20
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 20
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 20
- 235000021313 oleic acid Nutrition 0.000 claims description 20
- 238000007670 refining Methods 0.000 claims description 13
- 238000002360 preparation method Methods 0.000 claims description 11
- OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 claims description 10
- 235000020778 linoleic acid Nutrition 0.000 claims description 10
- OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 claims description 10
- 150000001875 compounds Chemical class 0.000 claims description 9
- 239000003921 oil Substances 0.000 claims description 9
- 235000019198 oils Nutrition 0.000 claims description 9
- DTOSIQBPPRVQHS-PDBXOOCHSA-N alpha-linolenic acid Chemical compound CC\C=C/C\C=C/C\C=C/CCCCCCCC(O)=O DTOSIQBPPRVQHS-PDBXOOCHSA-N 0.000 claims description 8
- 235000020661 alpha-linolenic acid Nutrition 0.000 claims description 8
- 229960004488 linolenic acid Drugs 0.000 claims description 8
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 8
- 235000021355 Stearic acid Nutrition 0.000 claims description 6
- 239000003240 coconut oil Substances 0.000 claims description 6
- 235000019864 coconut oil Nutrition 0.000 claims description 6
- 235000005687 corn oil Nutrition 0.000 claims description 6
- 239000002285 corn oil Substances 0.000 claims description 6
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims description 6
- 239000004006 olive oil Substances 0.000 claims description 6
- 235000008390 olive oil Nutrition 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
- 239000008117 stearic acid Substances 0.000 claims description 6
- 235000019482 Palm oil Nutrition 0.000 claims description 5
- 235000019483 Peanut oil Nutrition 0.000 claims description 5
- 235000012343 cottonseed oil Nutrition 0.000 claims description 5
- 239000002540 palm oil Substances 0.000 claims description 5
- 239000000312 peanut oil Substances 0.000 claims description 5
- 239000002385 cottonseed oil Substances 0.000 claims description 4
- OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 claims description 3
- 230000000749 insecticidal effect Effects 0.000 claims 6
- 244000068988 Glycine max Species 0.000 claims 3
- 235000010469 Glycine max Nutrition 0.000 claims 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims 2
- 235000014655 lactic acid Nutrition 0.000 claims 1
- 239000004310 lactic acid Substances 0.000 claims 1
- 241000257303 Hymenoptera Species 0.000 description 27
- 239000000047 product Substances 0.000 description 27
- 231100000331 toxic Toxicity 0.000 description 20
- 230000002588 toxic effect Effects 0.000 description 20
- 238000009472 formulation Methods 0.000 description 17
- 241001492664 Solenopsis <angiosperm> Species 0.000 description 9
- 239000002253 acid Substances 0.000 description 5
- 241000196324 Embryophyta Species 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 241001415041 Solenopsis richteri Species 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 235000019197 fats Nutrition 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- 244000062645 predators Species 0.000 description 2
- 241000894007 species Species 0.000 description 2
- 239000003784 tall oil Substances 0.000 description 2
- PMJHHCWVYXUKFD-SNAWJCMRSA-N (E)-1,3-pentadiene Chemical compound C\C=C\C=C PMJHHCWVYXUKFD-SNAWJCMRSA-N 0.000 description 1
- 241000283690 Bos taurus Species 0.000 description 1
- 240000000560 Citrus x paradisi Species 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- 241001420794 Formica rufa Species 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
- 206010061217 Infestation Diseases 0.000 description 1
- 241001646976 Linepithema humile Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241001406390 Pheidole Species 0.000 description 1
- 241000868180 Pheidole megacephala Species 0.000 description 1
- 240000000111 Saccharum officinarum Species 0.000 description 1
- 235000007201 Saccharum officinarum Nutrition 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 241000736128 Solenopsis invicta Species 0.000 description 1
- 241001221807 Solenopsis xyloni Species 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 240000008042 Zea mays Species 0.000 description 1
- 235000016383 Zea mays subsp huehuetenangensis Nutrition 0.000 description 1
- 235000002017 Zea mays subsp mays Nutrition 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 235000014121 butter Nutrition 0.000 description 1
- 239000004464 cereal grain Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012634 fragment Substances 0.000 description 1
- 238000003306 harvesting Methods 0.000 description 1
- 235000009973 maize Nutrition 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 239000011159 matrix material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 239000002420 orchard Substances 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000005180 public health Effects 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- 239000010902 straw Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
- 235000021081 unsaturated fats Nutrition 0.000 description 1
- 239000002023 wood 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
- 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
- A01N25/002—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 a foodstuff as carrier or diluent, i.e. baits
- A01N25/006—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 a foodstuff as carrier or diluent, i.e. baits insecticidal
-
- 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
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Pest Control & Pesticides (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Insects & Arthropods (AREA)
- Food Science & Technology (AREA)
- Toxicology (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Feed For Specific Animals (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12559280A | 1980-02-28 | 1980-02-28 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2476985A1 true FR2476985A1 (fr) | 1981-09-04 |
| FR2476985B1 FR2476985B1 (enrdf_load_stackoverflow) | 1984-12-28 |
Family
ID=22420459
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR8103723A Granted FR2476985A1 (fr) | 1980-02-28 | 1981-02-25 | Composition insecticide liquide a base de derive d'amidino hydrazone et procede de preparation de celle-ci |
Country Status (14)
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4353907A (en) * | 1980-02-28 | 1982-10-12 | American Cyanamid Co. | Amidino hydrazone . C17 H29-35 COOH insect and fire ant bait formulations |
| US4657912A (en) * | 1985-04-15 | 1987-04-14 | American Cyanamid Company | Granular bait compositions for the control of ants employing a pyrimidinone derivative in combination with ground pupa of silkworm |
| DE3666768D1 (en) * | 1985-04-15 | 1989-12-14 | American Cyanamid Co | Granular bait compositions for the control of ants |
| EP0212226B1 (en) * | 1985-08-12 | 1989-11-15 | American Cyanamid Company | Gel bait compositions for control of cockroaches |
| JP2006219385A (ja) * | 2005-02-08 | 2006-08-24 | Bayer Environmental Science Sas | ゴキブリ用餌の食刺激剤 |
| CN103503915A (zh) * | 2012-06-29 | 2014-01-15 | 曹以鉴 | 红火蚁毒饵 |
| GB201512041D0 (en) * | 2015-07-09 | 2015-08-19 | Apreslabs Ltd | Synergists for pesticides |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4087525A (en) * | 1975-12-08 | 1978-05-02 | American Cyanamid Company | Pentadienone hydrazones as insecticides |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4163102A (en) * | 1977-05-02 | 1979-07-31 | American Cyanamid Co. | 1,5-BIS(α,α,α-TRIFLUORO-P-TOLYL)-1,4-PENTADIEN-3-ONE (1,4,5,6-TETRAHYDRO-2-PYRIMIDINYL)HYDRAZONES |
-
1981
- 1981-02-16 CA CA000370995A patent/CA1171087A/en not_active Expired
- 1981-02-20 DE DE19813106426 patent/DE3106426A1/de active Granted
- 1981-02-25 FR FR8103723A patent/FR2476985A1/fr active Granted
- 1981-02-26 ES ES499825A patent/ES8204911A1/es not_active Expired
- 1981-02-26 AT AT0090081A patent/AT369951B/de not_active IP Right Cessation
- 1981-02-27 IT IT47906/81A patent/IT1142338B/it active
- 1981-02-27 GR GR64262A patent/GR74045B/el unknown
- 1981-02-27 JP JP2709181A patent/JPS56135406A/ja active Granted
- 1981-02-27 TR TR21148A patent/TR21148A/xx unknown
- 1981-02-27 GB GB8106298A patent/GB2070430B/en not_active Expired
- 1981-02-27 ZW ZW44/81A patent/ZW4481A1/xx unknown
- 1981-02-27 BR BR8101205A patent/BR8101205A/pt not_active IP Right Cessation
- 1981-02-27 ZA ZA00811335A patent/ZA811335B/xx unknown
- 1981-02-27 ZM ZM18/81A patent/ZM1881A1/xx unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4087525A (en) * | 1975-12-08 | 1978-05-02 | American Cyanamid Company | Pentadienone hydrazones as insecticides |
Non-Patent Citations (1)
| Title |
|---|
| JOURNAL OF ECONOMIC ENTOMOLOGY, vol. 73, no. 6, 15 décembre 1980, College Park, MARYLAND (US) * |
Also Published As
| Publication number | Publication date |
|---|---|
| CA1171087A (en) | 1984-07-17 |
| GB2070430A (en) | 1981-09-09 |
| GR74045B (enrdf_load_stackoverflow) | 1984-06-06 |
| AT369951B (de) | 1983-02-25 |
| ZA811335B (en) | 1982-03-31 |
| TR21148A (tr) | 1983-11-24 |
| ES499825A0 (es) | 1982-06-01 |
| JPS6360001B2 (enrdf_load_stackoverflow) | 1988-11-22 |
| ES8204911A1 (es) | 1982-06-01 |
| IT1142338B (it) | 1986-10-08 |
| DE3106426C2 (enrdf_load_stackoverflow) | 1993-08-26 |
| BR8101205A (pt) | 1981-09-01 |
| ZM1881A1 (en) | 1981-10-21 |
| IT8147906A0 (it) | 1981-02-27 |
| GB2070430B (en) | 1983-06-22 |
| ATA90081A (de) | 1982-07-15 |
| DE3106426A1 (de) | 1981-12-17 |
| FR2476985B1 (enrdf_load_stackoverflow) | 1984-12-28 |
| ZW4481A1 (en) | 1981-05-27 |
| JPS56135406A (en) | 1981-10-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| ST | Notification of lapse | ||
| TP | Transmission of property | ||
| AR | Application made for restoration | ||
| BR | Restoration of rights |