EP0364554A1 - Pflanzenschutzmittel - Google Patents

Pflanzenschutzmittel

Info

Publication number
EP0364554A1
EP0364554A1 EP89904198A EP89904198A EP0364554A1 EP 0364554 A1 EP0364554 A1 EP 0364554A1 EP 89904198 A EP89904198 A EP 89904198A EP 89904198 A EP89904198 A EP 89904198A EP 0364554 A1 EP0364554 A1 EP 0364554A1
Authority
EP
European Patent Office
Prior art keywords
minute
formulation
contact angle
ulv
acid ester
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.)
Pending
Application number
EP89904198A
Other languages
English (en)
French (fr)
Inventor
Andràs SZEGO
László PAP
Lajos Nagy
Eva Somfai
György SZUCSANY
Istvan Szekely
Molnar Aniko Deakne
gnes HEGEDÜS
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chinoin Private Co Ltd
Original Assignee
Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt filed Critical Chinoin Gyogyszer es Vegyeszeti Termekek Gyara Zrt
Publication of EP0364554A1 publication Critical patent/EP0364554A1/de
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/24Biocides, 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 to enhance the sticking of the active ingredients
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N25/00Biocides, 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
    • A01N25/02Biocides, 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 liquids as carriers, diluents or solvents
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N53/00Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof

Definitions

  • the invention relates to plant protecting anthropodicidal ULV formulations containing interfacial tension modifying materials as further additives.
  • LV and ULV (Ultra Low Volume) spray application methods are the most advantageous and economical methods in the plant and forest protection. These formulations are applied in a very small amount (5 1/ha) without dilution or in a low aqueous dilution (5-100 1/ha) instead of the common high rate (600 1/ha) or medium rate (100-600 1/ha) dilutions (Matthews G.A.: Pest management, 1984, Longman, London and New York).
  • the advantage of said treatments is that no water is required to prepare the spray and sometimes the ULV formulations are more active than the emulsion concentrates containing the same dose of active ingredient (J. Econ. Entomol., 1986, 79:202).
  • the treatments using a preparation in an amount less than 5 1/ha can ensure the suitable coverage — which in turn ensures the effective control of the pests — only if the spraying is carried out in a correct, optimal drop size distribute.
  • the optimal drop size plays very often a more important role than the used dose (3. Econ. Entomol., 1987. 80:460) therefor generally special spray heads are used (e.g. Unirot, Autorot, Beecomist, MicroMax (DR4, Flak).
  • the formulations are generally used without dilution and the active ingredient are dissolved in vegetable and/or mineral oils.
  • mineral oil a mixture of aliphatic and aromatic hydrocarbons is used the viscosity of which does not exceed the value of 50 cP and the flash point of which is above 60 °C (e.g. paraffin oil, Risella 917, Solvesso 200, HAN, Exxsol D 60).
  • the efficiency of the contact insecticides is also influenced by the durability of the drop to be found on the surface of the plant.
  • the oils used in the ULV formulations spread gradually on the surface then penetrate into the epicuticular layer of wax of the plant. By this means the contact surfaces between the plant- and the spray drop — and so the actual surfaces for the resorption of the active ingredient into the plant — are increasing, however the specific dose "available" for the insects may decrease which may slow down the intoxication.
  • the efficiency of the permethrin used in form of oily ULV formulation can be positively incluenced by the retention time of the drop to be found on the surface of the leaf which can be followed by the change of the wetting angle (contact angle) (Pestic. Sci. 1984, 15:382).
  • the wetting angle depends on the surface tension of the solid and liquid phases, on the interfacial tension and on the surface roughness (Szant ⁇ , Ps The basis of the Collidal Chemistry, 1987, Publisher: Gondolat, Budapest.
  • the invention relates to ULV plant protecting anthropodicidal formulations suitable for application in a very small amount, comprising 0.5 - 30 g/l of synthetic pyrethroides and/or phosphoric acid esters, thiophosphoric acid esters and/or dithiophdsphoric acid esters in an amount of 0.5 - 300 g/l dissolved in a mixture comprising 2 - 300 g/l aliphatic hydrocarbons and sunflower oil in an amount necessary to 1000 ml and comprising further alkylaryl polyglycol ether in an amount of 2 - 100 g/l, preferably 15 - 60 g/l as additive enabling that the initial wetting (contact) angle of the formulation on the plant surface is greater than 13°, it is greater than 6° after 20 minutes and it is at least 2° after 120 minutes.
  • the initial wetting (contact) angle of the formulation on the plant surface is greater than 13°, it is greater than 6° after 20 minutes and it is at least 2° after 120 minutes.
  • the aim of our invention is to provide spray drops having a lengthened retention time by influencing the above mentioned factors and thereby to improve the efficacy of the ULV formulations.
  • the present invention is based on the recognition that the efficacy of certain ULV compositions in oil or in mixture of oils can be enhanced if said compositions contain suitable components for the modification of the penetration.
  • the known ULV formulations used without dilution do not contain additives (tenzides) for decreasing the interfacial tension.
  • the invention relates to ULV plant protecting anthropodicidal formulations suitable for application in a very small amount, comprising 0.5 - 30 g/l of synthetic pyrethroides and/or phosphoric acid esters, thiophosphoric acid esters and/or dithiophosphoric acid esters in an amount of 0.5 - 300 g/l dissolved in a mixture comprising 2 - 300 g/l aliphatic hydrocarbons and sunflower oil in an amount necessary to 1000 ml and comprising further alkylaryl polyglycol ether in an amount of 2 - 100 g/l, preferably 15 - 60 g/l as additive enabling that the initial wetting (contact) angle of the formulation on the plant surface is greater than 13°, it is greater than 6° after 20 minutes and it is at least 2° after 120 minutes.
  • the formulations according to the invention contain the following natural or synthetic pyrethroids: allethrin, bifenthrin, bioallethrin, bioresmethrin, chinmix, cyfluthrin, cyhalothrin, cypermethrin, deltamethrin, fenpropethrin, fenvalerate, flycythrinate, fluvalinate, permethrin, phenothrin, resmethrin, tetramethrin, tralomethrin, and/or transmix.
  • the formulations according to the invention contain th.e following phosphoric acid esters: trichlorfon, propaphos, dicrotophos, phosphamidon, profenophos; the following thiophosphoric acid esters: acephate, parathion, methylparathion, chlorpyriphos, methamidophos, demeton, oxy-demeton-methyl, fenitrotion, EPN, triazophost, pirimiphos-ethyl, mevinphos, quinalpos, fenthion, pirimiphos-methyl and/or the following dithiophosphoric acid esters: dimethoate, azinphos-methyl, azinphos-ethyl, phosmet, malathion, phenthoate, methidathion and/or phosalon.
  • phosphoric acid esters trichlorfon, propaphos, dicrotophos, phosphamidon, profen
  • the oil used in the preparation according to the invention is preferably a contamination-free, double-filtered sunflower oil (pharmacopeia).
  • compositions are the most effective which enable — due to the modifying components — the formation of such a contact angle which can ensure the adhesion of the drops located on a vertical or horizontal plant surface or on a plant surface between said two geometrical positions and can inhibit the absorption thereof within 2 hours.
  • the contact (wetting) angle depends on the interfacial tension between the oil drop and the given plant surface further on the gravity related to the drop size (Pestic. Sci., 1987. 15:382) on the quality of the oil (Pestic. Sci., 1987. 20:241) and on different physical parameters, e.g. temperature, humidity (Pestic. Sci., 1987. 20:105). These all have an influence on the spreading of the drop and on the penetration of the active ingredient into the epicuticular layer of wax.
  • the initial contact angle determined on the plant surfaces was smaller than 16° and 0° after 20 minutes in case of lucerne and smaller than 8° in case of maize and 0° after 120 minutes in both cases.
  • the penetration time of the spray drops can significantly be increased by the use of the alkyl aryl polyglycol ethers and this results in the significant increase of the efficiency of the active ingredient contained in the formulations. Due to this enhanced efficiency the specific dose (g active ingredient/ha) may be reduced which is very advantageous from point of view of the costs of the plant protection and of the moderation of the pesticide-load.
  • the active ingredients available for a longer time as potent pesticides are further very advantageous as they may be utilized to control the resistant populations.
  • composition is prepared by using a technology generally known for preparing solutions, i.e. the sunflower oil is admixed with the Exxsol D 100 and the active ingredient is dissolved in the mixture obtained at 15 - 30 °C, thereafter the solution is stirred for 30 minutes.
  • the contact angle is determined using a microscope having a magnification of 30x and equipped with an optical cross spider. The displacement of the cross spider is determined by fine scale angular displacement indicator. Wetting time Contact angle lucerne sunflower
  • composition is prepared and the contact angle is determined as described in Example 1.
  • composition is prepared by using the techno logy generally known for preparing solutions, i.e. the sunflower oil is admixed with the Exssol D 100, thereafter the nonylphenol polyglycol ether is added, homogenized and the active ingredient is dissolved in the mixture thus obtained.
  • the contact angle is determined as described in Example 1.
  • Example 3 The composition is prepared as described in Example 3, and the contact angle is determined according to Example 1.
  • composition is prepared as described in
  • Example 3 and the contact angle is determined according to Example 1.
  • composition is prepared as described in
  • Example 3 and the contact angle is determined according to Example 1. Wetting time Contact angle lucerne sunflower
  • composition is prepared as described in Example 3 and the contact angle is determined according to Example 1.
  • composition is prepared as described in Example 3 and the contact angle is determined according to Example 1.
  • composition is prepared as described in Example 3 and the contact angle is determined according to Example 1.
  • Petri dishes ( ⁇ 9 cm) are lined with leaves of potato leaves originated from shoots which had not been treated with insecticides previously and sprayed with the compositions described above.
  • the treatment is carried out with a spraying machine (ULVA-system) modified for laboratory purpose, having a rotating disc and equipped with a speed governor. On an average 28 drops, having a diameter of 80 ⁇ m, are applied to every cm 2 . After different drying time larvae of potato beetle
  • Example 12 The treatments are carried out as described in Example 12, except that sunflower leaves are used. After the different drying times worms of fulvous clover (Heliothis maritima GRASLIN) of L 3 - L 4 larval stage, collected on field, are placed onto the treated leaves and 5 hours later the mortality is determined. The treatments are carried out in two replicates , each us ing 20 larvae. The results obtained are summarized in Table 2.
  • Example 3 The activity of the composition according to Example 3 is tested in inudstrial scale in a 10 ha plot on winter wheat against plant louses.
  • DECIS ULV A commercial composition, DECIS ULV is used as comparative composition.
  • the application was carried out from helicopter at the time of milky stage (milky ripening) (at June 22) using a special ULV head.
  • the evaluation was carried out according to the Banks scale 2 and 7 days after the treatment using 8 ⁇ 25 marked ears. On the basis of the scale values the infection was calculated, thereafter the average number of the living individuals was expressed by the aid of an empirical table. The calculation of the percentage efficacy was made by the Henderson-Tilton equation.
  • Treatment dose Number of the living efficacy in % individuals 1/ha before 2 days 7 days efficacy in % treat- after treatment (Hendersonment -Tilton)
  • the contact angle is determined as described in Example 1.
  • Example 15 the following composition is prepared:
  • Nonylphenol polyglycol ether 25 g/l Solvesso 200 100 g/l
  • composition is prepared according to Example 15 and the contact angle is determined as described in Example 1.
  • composition is prepared according to Example 1.
  • composition is prepared according to Example 15 and the contact angle is determined as described in Example 1. Wetting time Contact angle lucerne sunflower
  • composition is prepared according to Example 15 and the contact angle is determined as described in Example 1.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Lubricants (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
EP89904198A 1988-04-07 1989-04-07 Pflanzenschutzmittel Pending EP0364554A1 (de)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
HU881723A HU204969B (en) 1988-04-07 1988-04-07 Plant protective composition against arthropoda suitable for letting out very slight quantity of agent
HU172388 1988-04-07

Publications (1)

Publication Number Publication Date
EP0364554A1 true EP0364554A1 (de) 1990-04-25

Family

ID=10955862

Family Applications (2)

Application Number Title Priority Date Filing Date
EP89904198A Pending EP0364554A1 (de) 1988-04-07 1989-04-07 Pflanzenschutzmittel
EP89106155A Expired - Lifetime EP0336433B1 (de) 1988-04-07 1989-04-07 Pflanzenschutzmittel

Family Applications After (1)

Application Number Title Priority Date Filing Date
EP89106155A Expired - Lifetime EP0336433B1 (de) 1988-04-07 1989-04-07 Pflanzenschutzmittel

Country Status (18)

Country Link
EP (2) EP0364554A1 (de)
JP (1) JPH0816045B2 (de)
KR (1) KR930007405B1 (de)
CN (1) CN1027569C (de)
AT (1) ATE100997T1 (de)
AU (1) AU621605B2 (de)
BR (1) BR8906641A (de)
CA (1) CA1339062C (de)
DE (1) DE68912805T2 (de)
EG (1) EG18703A (de)
ES (1) ES2061758T3 (de)
HK (1) HK1003967A1 (de)
HU (1) HU204969B (de)
IL (1) IL89801A (de)
PT (1) PT90215B (de)
TR (1) TR24224A (de)
WO (1) WO1989009541A1 (de)
ZA (1) ZA892363B (de)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1990008467A1 (en) * 1989-01-30 1990-08-09 Ici Americas Inc. Pyrethroid formulations of reduced paresthesia
US5130135A (en) * 1989-08-18 1992-07-14 Smithkline Beecham Plc Pesticidal formulations
CN1043178C (zh) * 1993-08-11 1999-05-05 北京市农林科学院作物研究所 花粉植物生长调节剂的生产方法
ES2164518B1 (es) * 1999-03-10 2003-06-16 Ramos Rafael Rodriguez Composicion insecticida
WO2011083485A1 (en) * 2010-01-08 2011-07-14 Tagros Chemicals India Limited Insect management compositions for use on natural and synthetic materials and surfaces
CN102273444A (zh) * 2011-09-13 2011-12-14 广西田园生化股份有限公司 一种含噻虫嗪的超低容量液剂
CN102273443B (zh) * 2011-09-13 2014-04-16 广西田园生化股份有限公司 含醚菌酯的超低容量液剂
CN102626080A (zh) * 2012-04-12 2012-08-08 广西田园生化股份有限公司 含嘧菌环胺的超低容量液剂
CN103688990A (zh) * 2013-12-06 2014-04-02 济南凯因生物科技有限公司 一种高效反式氯氰菊酯和杀扑磷的悬乳剂及应用

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1125654A (en) * 1978-08-28 1982-06-15 Kozo Tsuji Fenitrothion concentrate for ulv spraying
IT1123122B (it) * 1979-09-12 1986-04-30 Montedison Spa Composizioni liquide insetticide contenenti piretroidi sintetici
US4617318A (en) * 1981-09-25 1986-10-14 American Cyanamid Company Non-irritating pyrethroid formulations in vegetable oils and tall oils
CA1219526A (en) * 1982-11-29 1987-03-24 Keith G. Seymour Increasing the effectiveness of synthetic, organic, oil-soluble insecticides

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8909541A1 *

Also Published As

Publication number Publication date
EP0336433A2 (de) 1989-10-11
HU204969B (en) 1992-03-30
DE68912805D1 (de) 1994-03-17
KR900700007A (ko) 1990-08-11
DE68912805T2 (de) 1994-05-19
HK1003967A1 (en) 1998-11-13
EP0336433A3 (en) 1990-10-17
ZA892363B (en) 1989-12-27
CN1027569C (zh) 1995-02-08
CA1339062C (en) 1997-07-29
PT90215B (pt) 1994-07-29
TR24224A (tr) 1991-07-02
KR930007405B1 (ko) 1993-08-10
EG18703A (en) 1993-12-30
CN1037821A (zh) 1989-12-13
EP0336433B1 (de) 1994-02-02
BR8906641A (pt) 1990-09-04
IL89801A (en) 1992-09-06
PT90215A (pt) 1989-11-10
JPH02503804A (ja) 1990-11-08
JPH0816045B2 (ja) 1996-02-21
ATE100997T1 (de) 1994-02-15
AU3360889A (en) 1989-11-03
AU621605B2 (en) 1992-03-19
HUT50580A (en) 1990-03-28
WO1989009541A1 (en) 1989-10-19
ES2061758T3 (es) 1994-12-16

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