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WO1989010693A1 - Solution arthropodicide a activite amelioree - Google Patents

Solution arthropodicide a activite amelioree Download PDF

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Publication number
WO1989010693A1
WO1989010693A1 PCT/US1989/001197 US8901197W WO8910693A1 WO 1989010693 A1 WO1989010693 A1 WO 1989010693A1 US 8901197 W US8901197 W US 8901197W WO 8910693 A1 WO8910693 A1 WO 8910693A1
Authority
WO
WIPO (PCT)
Prior art keywords
agent
solution
active ingredient
fatty acid
chelating agent
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.)
Ceased
Application number
PCT/US1989/001197
Other languages
English (en)
Inventor
Greg Salloum
George Puritch
Michelle Gorman
Rod Bradbury
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.)
Safer Inc
Original Assignee
Safer Inc
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 Safer Inc filed Critical Safer Inc
Publication of WO1989010693A1 publication Critical patent/WO1989010693A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • 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
    • A01N37/06—Unsaturated carboxylic acids or thio analogues thereof; Derivatives thereof

Definitions

  • This invention relates to arthropodicidal solutions and more particularly to aqueous solutions effective in controlling phytophagous insects and arachnids characterized by enhanced arthropodicidal effectiveness and improved environmental compatability.
  • insecticides has greatly enhanced agricultural productivity, but it has become apparent that there are limits to the amount of petrochemical base materials that safely can be absorbed into the environment. Catastrophic, unanticipated, relatively long term effects experienced with materials such as DDT have increased awareness of the potentially dangerous environmental impact of widespread use of synthetics, contributed to the creation of regulatory agencies charged with protecting the environment, and promoted the development of potent, but apparently less dangerous insecticidal materials made from petrochemicals. These new insecticides are nevertheless far from ideal from the point of view of environmental safety, and sometimes collect in food and fresh water resources.
  • Salts of fatty acids primarily sodium or potassium fatty acid soaps, recently have been used as an insecticide.
  • Compositions having excellent insecticidal properties which exploit these salts are available commercially under the trademark SAFER INSECTICIDAL SOAP.
  • SAFER INSECTICIDAL SOAP These fatty acid soaps are naturally occurring materials having no known long-term environmental effects. They are effective against mites and soft bodied insects such as aphids and whiteflies, but less effective against other types of arthropods.
  • the invention comprises a method of protecting a plant from phytophagous arthropod infestation, e.g., from damage caused by sucking or chewing hard or soft bodied insects, and a composition used by direct application to the plant and the infesting arthropods by, for example, conventional spray application.
  • the composition comprises an aqueous solution of an arthropodicidally effective amount of a composition comprising an arthropodicidally active monocarboxylic fatty acid and/or its monovalent metal salt and a sequestering agent for metal ions present together with the active components in solution in an amount sufficient to increase the arthropodicidal effect of the fatty acid active ingredients.
  • the active ingredient comprises a mixture of monovalent metal salts, e.g., potassium or sodium salts, of fatty acids having eight to twenty carbon atoms.
  • Monocarboxylic acid salts having eight to twelve carbon atoms work well.
  • the fatty acid salt component of the solution is rich in unsaturated fatty acid salts having eighteen carbon atoms in the hydrocarbon chain, e.g., contains a substantial content of oleic and linoleic acid esters. The potentiating effect has been observed both with active salts and active acids.
  • the active ingredients are referred to collectively herein as fatty acid salts.
  • the nature of the sequestering agent used in the potentiated composition determines the optimal concentration of sequestering agent in a given preparation.
  • the ratio of fatty acid salts to sequestering agent, on a weight basis can vary between 1:0.05 to 1:5, but usually the agent is present in amounts no greater than the fatty acid salt content. Ratios outside these ranges may be used, but result generally in barely significant improvement at the lower amounts of sequestering agent or reagent waste at the higher amounts.
  • Useful sequestering agents include chelating agents, for example, organic nitrogen-containing and/or carboxylic acid-containing chelating agents, hard water ion complexing agents, particularly those comprising phosphate groups such as water-soluble phosphate salts, pyrophosphates, and tripolyphosphates, and dispersing agents having a high affinity for hard water ions, preferably anionic or nonionic dispersing agents. While the reasons why such sequestering agents have the ability to increase toxicity of fatty acid salts to arthropods is unknown, it is clear that the observed effect is not simply a matter of preventing formation of lime soap and resulting precipitation in the presence of hardness ions because the enhanced effect is observed in both hard and soft waters, including deionized water.
  • chelating agents for example, organic nitrogen-containing and/or carboxylic acid-containing chelating agents, hard water ion complexing agents, particularly those comprising phosphate groups such as water-soluble phosphate salts, pyrophosphates, and trip
  • the arthropodicide of the invention employs an- arthropodicide comprising monocarboxylic fatty acid monovalent metal salts or acids and a metal ion sequestering agent. Either one, or preferably, a mixture of fatty acid salts are normally employed. Preferred fatty acid salts are those having between eight, and twenty carbon atoms in a straight chain structure with the alpha carbon comprising a monocarboxylic acid moiety esterified, preferably completely, with a monovalent metal such as sodium or potassium. This group of fatty acids are known to have insecticidal activity, and have been used for many years in the control of pestiferous arthropods. These materials are widely commercially available.
  • coconut oils comprising predominantly a mixture of laurate (C-12) and myristate (C-14) . They are also derived from various plant and animal sources.
  • the preferred fatty acids are those having eight to eighteen carbon atoms including caprylate and stearate. Most preferred are unsaturated, eighteen carbon atom salts such as alkali metal oleate and linoleate, and saturated eight to twelve carbon atom salts such as mixtures of alkali metal caprylate, pelargonate, caprate, undecylinate and laurate.
  • a preferred composition comprises the fatty acid salt component of solutions available from Safer, Inc. of Wellesley, Mass. under the trademarks SAFER INSECTICIDAL SOAP.
  • the composition of this product varies slightly from batch to batch, but always includes at least about 35% salt, or acid form, oleic acid, and at least about 6% salt, or acid form, linoleic acid.
  • the remainder of the solutes comprise other fatty acids or salts having between 12 and 20 carbon atoms.
  • the soap component is present in the commercial concentrate at levels in the range of 50% by weight.
  • the toxicity of the composition has been greater than the sum of the toxicities of the individual ingredients in all cases tested to date.
  • the result-effective chemical property of the sequestering agents useful in the composition of the invention appears to be their ability to reduce the chemical activity of metal ions, and particularly divalent metal ions. This is a known property of many chelating agents and sequestering agents. It also is a property of strong anionic, as well as some non-ionic and amphoteric surface active agents. In general, any composition useful in significantly "softening" water may be used in admixture with the fatty acid salts to improve their arthropodicidal activity.
  • chelating agents which may be used are carboxylic acid chelating agents such as citrate, gluconate, and ascorbate, and alkylenepolyamine polyacetic acids such as nitrilotriacetic acid, N-2-hydroxyethylaminodiacetic acid, ethylenediamine tetraacetic acid (EDTA) , diethylene triamine penta acetic acid, N-2-hydroxyethyl ethylenediamine triacetic acid, propylene-1, 2-diamine tetracetic acid, propylene-1, 3-diamine tetracetic acid, and the isomeric butylenediamine tetraacetic acids. Either an alkali metal salt or alkanolamine salt of these chelating agents may be used.
  • sequestering agents useful in the composition of the invention are water-soluble phosphate-containing sequestering agents such as tripolyphosphates and phosphate salts. Excellent results have been observed using NH.H-PO..
  • anionic surfactants such as alkali metal or ammonium salts of lauryl alkanolamide sulphosuccinate, alkylarylpolyether sulphates and sulfonates, coco-isethionate and lignosulphonates.
  • amphoteric surfactants such as the water soluble salts of coco-betaine, coco-amphocarboxlyglycinate, coco-sulphobetaine, and imidazoline.
  • Non-ionic surfactants such as alkylphenolethoxylate, and compounds known to be useful to sequester hard metal ions, such as alkylphenolethoxylated phosphate, ci:tx-ate.> or fatty acid esters.
  • alkylphenolethoxylated phosphate ci:tx-ate.> or fatty acid esters.
  • compatible mixtures and blends of any of the foregoing may also be used.
  • sequestering agents which may be used to formulate insecticidal compositions embodying the invention.
  • non-insectidically active fatty acids and other ingredients such as alcohol
  • minor amounts of non-insectidically active fatty acids and other ingredients may be included to function as carriers, solvation aids, adjuvants, emulsifiers, spreaders, stabilizers, preservatives, etc.
  • compositions may be manufactured simply by mixing the ingredients together in water.
  • the compositions are supplied to the trade as a concentrate which is diluted, either with hard or soft water, and applied directly to the leaves and fruit of plants and the arthropods present thereon as a spray using conventional spraying equipment.
  • a preferred ready-to-use solution has a fatty acid salt concentration on the order of 1% by weight.
  • the fatty acid salt component of the composition comprise naturally occurring substances which have no known long-term environmental effects. Sequestering agent are ubiquitous in commerce. Many are approved as food additives, and the environmental effect of their use in insecticidal compositions is minimal.
  • the composition provides an effective arthropodicide useful in controlling plant damage caused by phytophagous insect and other arthropod species which is environmentally preferred over petrochemical based insecticides currently used in agriculture and horticulture.
  • the composition is appropriate for use in enclosed environments such as living space and greenhouses.
  • the amount of fatty acid salts required to obtain a given level of insect kill is substantially reduced. Since fatty acid salts can be phytotoxic when used at higher concentration, the addition of the potentiating agent to such compositions provides a more economical and less phytotoxic solution permitting use of lower concentrations of active ingredients.
  • compositions were made by mixing together in soft or deionized water (excepting where use of hard water is specifically set forth) a potentiating agent and a fatty acid salt or mixture in the various absolute concentrations and weight ratios indicated.
  • a potentiating agent and a fatty acid salt or mixture in the various absolute concentrations and weight ratios indicated.
  • statistically significant data were collected on the effects of compositions embodying the invention, and on the various individual components used separately, on various target species, using established, controlled, testing procedures.
  • the examples illustrate the invention but should not be regarded as limiting.
  • Pesticidal potassium salts of fatty acids obtained commercially and derived from botanical and animal sources rich in saturated and unsaturated eighteen carbon monocarboxylic fatty acids (K salts) were mixed with tetrasodium ethylenediamine tetracidic acid (EDTA) in a ratio of fatty acid salt to chelator ranging from 1:0.25 to 1:1.
  • EDTA tetrasodium ethylenediamine tetracidic acid
  • potassium salts of coconut oil fatty acids (approximately 45% C-12, lesser amounts of C-14, unsaturated C-18, and other fatty acids) are mixed with sodium gluconate at a 1:1.5 ratio of salt to sequestering agent and sprayed on cabbage aphids.
  • the percent mortalities observed when the spray contained the components individually andi in admixture at two different absolute concentrations (1:1.5 ratio) are set forth in Table 3 below.
  • Lime soap dispersing agents useful in water softening applications also behave as potentiating agents.
  • Several commercially available anionic and nonionic surfactant materials having insignificant arthropodicidal activity alone were tested in admixture with SIS in both hard and deionized water in controlled experiments on cabbage aphids and mites. Results are set forth below.
  • Oleic acid 0.05%) 16 Oleic acid (0.2%) 60 Gluconic acid (0.15%) 3
  • the invention may be embodied in other specific forms.

Landscapes

  • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Abstract

On a mis au point des solutions arthropodicides appliquées à des plantes, comprenant comme ingrédient actif des acides carboxyliques mono alpha présentant une activité arthropodicide, d'hydrocarbures comportant 8 à 20 atomes de carbone, et/ou des sels métalliques de ceux-ci. On potentialise l'activité arthropodicide de ces acides gras en ajoutant à la solution un agent capable de séquestrer des ions métalliques tel qu'un agent ou un mélange d'agents de chélation, de séquestration, et tensio-actifs.
PCT/US1989/001197 1988-05-04 1989-03-23 Solution arthropodicide a activite amelioree Ceased WO1989010693A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US19014688A 1988-05-04 1988-05-04
US190,146 1988-05-04

Publications (1)

Publication Number Publication Date
WO1989010693A1 true WO1989010693A1 (fr) 1989-11-16

Family

ID=22700188

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/001197 Ceased WO1989010693A1 (fr) 1988-05-04 1989-03-23 Solution arthropodicide a activite amelioree

Country Status (4)

Country Link
EP (1) EP0413765A4 (fr)
JP (1) JPH03505091A (fr)
AU (1) AU620885B2 (fr)
WO (1) WO1989010693A1 (fr)

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991018508A1 (fr) * 1990-05-28 1991-12-12 Sostra S.R.L. Composition empechant les degats causes aux cultures par l'ozone et procede d'application
EP0617888A1 (fr) * 1993-02-18 1994-10-05 W.Neudorff Gmbh Kg Composition pesticide à base de sels d'acides gras
WO1995002961A1 (fr) * 1993-07-22 1995-02-02 Japan Tobacco Inc. Insecticide acide gras et methode de destruction des insectes base sur cet insecticide
WO2001091555A3 (fr) * 2000-05-26 2002-04-04 Procter & Gamble Pesticides
NL1020693C2 (nl) * 2002-05-28 2003-12-01 J & J Beheer B V Insecticide samenstelling.
WO2006076761A1 (fr) * 2005-01-20 2006-07-27 Hatchtech Pty Ltd Procedes et compositions servant a lutter contre des ectoparasites
BE1018399A3 (nl) * 2009-05-06 2010-10-05 Globachem Gebruik van bicarbonaat-, carbonaat- en fosfaatzouten als insecticide voor land- en tuinbouwgewassen.
US8212038B2 (en) 2003-07-16 2012-07-03 Hatchtech Pty Ltd. Methods and compositions for controlling ectoparasites
CN105638657A (zh) * 2015-01-30 2016-06-08 中国烟草总公司湖南省公司 一种杀虫杀菌剂及其制备方法和使用方法
US9980479B2 (en) 2004-06-07 2018-05-29 Syngenta Crop Protection, Llc Method of reducing nematode damage
US10292389B2 (en) 2013-12-17 2019-05-21 Dr. Reddy's Laboratories, S.A. Pediculicidal composition

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7370272B2 (ja) * 2020-02-13 2023-10-27 日本曹達株式会社 病害虫防除剤

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954967A (en) * 1971-08-05 1976-05-04 Vanguard Chemical Company, Inc. Method of producing microcolloidal aqueous emulsions of unsaturated organic insecticidal compounds

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5624500A (en) * 1979-08-08 1981-03-09 Kogyo Gijutsuin Metal soap composition
CA1187409A (fr) * 1983-02-09 1985-05-21 George S. Puritch Insecticides a teneur d'acides adipeux

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954967A (en) * 1971-08-05 1976-05-04 Vanguard Chemical Company, Inc. Method of producing microcolloidal aqueous emulsions of unsaturated organic insecticidal compounds

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Puritch "Pesticidal Soaps and Adjuvants - what are they and how do they work?", Proceedings of the 23rd Annual Lower Mainland Horticultural Improvement Association Growers' Short Course - Feb. 11, 12 and 13, 1981 - ABBOTSFORD. B.C. see pages 54 and 56-66. *
See also references of EP0413765A4 *

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1991018508A1 (fr) * 1990-05-28 1991-12-12 Sostra S.R.L. Composition empechant les degats causes aux cultures par l'ozone et procede d'application
EP0617888A1 (fr) * 1993-02-18 1994-10-05 W.Neudorff Gmbh Kg Composition pesticide à base de sels d'acides gras
WO1995002961A1 (fr) * 1993-07-22 1995-02-02 Japan Tobacco Inc. Insecticide acide gras et methode de destruction des insectes base sur cet insecticide
WO2001091555A3 (fr) * 2000-05-26 2002-04-04 Procter & Gamble Pesticides
NL1020693C2 (nl) * 2002-05-28 2003-12-01 J & J Beheer B V Insecticide samenstelling.
US9839631B2 (en) 2003-07-16 2017-12-12 Dr. Reddy's Laboratories, S.A. Methods and compositions for controlling ectoparasites
US8212038B2 (en) 2003-07-16 2012-07-03 Hatchtech Pty Ltd. Methods and compositions for controlling ectoparasites
US9980479B2 (en) 2004-06-07 2018-05-29 Syngenta Crop Protection, Llc Method of reducing nematode damage
WO2006076761A1 (fr) * 2005-01-20 2006-07-27 Hatchtech Pty Ltd Procedes et compositions servant a lutter contre des ectoparasites
BE1018399A3 (nl) * 2009-05-06 2010-10-05 Globachem Gebruik van bicarbonaat-, carbonaat- en fosfaatzouten als insecticide voor land- en tuinbouwgewassen.
US10292389B2 (en) 2013-12-17 2019-05-21 Dr. Reddy's Laboratories, S.A. Pediculicidal composition
US11510410B2 (en) 2013-12-17 2022-11-29 Hatchtech Pty Limited Pediculicidal composition
CN105638657A (zh) * 2015-01-30 2016-06-08 中国烟草总公司湖南省公司 一种杀虫杀菌剂及其制备方法和使用方法

Also Published As

Publication number Publication date
AU3749489A (en) 1989-11-29
AU620885B2 (en) 1992-02-27
JPH03505091A (ja) 1991-11-07
EP0413765A1 (fr) 1991-02-27
EP0413765A4 (en) 1992-05-13

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