EP0123688A1 - Agents biologiques ayant une efficacite accrue - Google Patents

Agents biologiques ayant une efficacite accrue

Info

Publication number
EP0123688A1
EP0123688A1 EP19830903389 EP83903389A EP0123688A1 EP 0123688 A1 EP0123688 A1 EP 0123688A1 EP 19830903389 EP19830903389 EP 19830903389 EP 83903389 A EP83903389 A EP 83903389A EP 0123688 A1 EP0123688 A1 EP 0123688A1
Authority
EP
European Patent Office
Prior art keywords
active material
compound
metal chelate
soluble
biologically active
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.)
Withdrawn
Application number
EP19830903389
Other languages
German (de)
English (en)
Inventor
Selwyn Everest-Todd
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.)
Wheatley Chemical Co Ltd
Original Assignee
Wheatley Chemical Co Ltd
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 Wheatley Chemical Co Ltd filed Critical Wheatley Chemical Co Ltd
Publication of EP0123688A1 publication Critical patent/EP0123688A1/fr
Withdrawn legal-status Critical Current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
    • 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
    • A01N47/40—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides
    • A01N47/42—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 a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
    • A01N47/44—Guanidine; Derivatives thereof
    • 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
    • A01N3/00—Preservation of plants or parts thereof, e.g. inhibiting evaporation, improvement of the appearance of leaves or protection against physical influences such as UV radiation using chemical compositions; Grafting wax
    • A01N3/02—Keeping cut flowers fresh chemically
    • 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
    • A01N37/44—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 containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
    • 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
    • A01N61/00—Biocides, pest repellants or attractants, or plant growth regulators containing substances of unknown or undetermined composition, e.g. substances characterised only by the mode of action

Definitions

  • the present invention relates to compounds, being biologically active compounds, of increased efficacy and to a method of preparing same.
  • Non-soluble compounds which cannot be taken into the plant tissue.
  • the “non-soluble” compounds can only be applied to external surfaces of the plant or the surrounding soil and, as such, can only protect the plant against external attack by certain diseases or when the disease causes some breakdown of the external surface of the plant, for example surface disruptions such as scabs.
  • a further disadvantage of surface applied compounds is that, being exposed to the elements, they have a limited life and successive applications may be necessary to continue the protection of the plant.
  • soluble compounds which may be translocated or more advantageously systemic, are most advantageous because being within the plant tissue they can make the plant resistant to disease and their effective life can be far longer than non- soluble compounds.
  • plant tissue means any plant tissue including seed, growing plant, or harvested crop where the tissue is still active and capable of translocation or systemic movement of matter within said tissue.
  • the present invention seeks to provide a method by which certain normally non-soluble compounds can be rendered soluble in plant tissue and to compounds rendered soluble in plant tissue by said method.
  • a method for rendering a normally insoluble biologically active material soluble in plant tissue comprising the steps of combining said active material with a metal chelate.
  • the invention thus solves the above problem by recognising that certain normally non-soluble biologically active materials can be combined with a metal chelate.
  • an active material When such an active material is combined with a metal chelate the compound is rendered soluble in plant tissue.
  • the method includes the step of mixing said active material with a dispersing agent before adding the metal chelate.
  • Formulations prepared by this method can be readily diluted with water for application to the plant tissue by any conventional means for liquid treatment, for example, by conventional spraying when the dispersing agent assist wetting of the plant tissue.
  • tae active material and the metal chelate are dissolved in a hot solvent.
  • a most convenient active material for producing the invention comprises biologically active material of the general formula:-
  • n is an interger of 7 to 11 and R is methyl or ethyl and in a preferred embodiment of the invention said active material is combined with with copper E.D.T.A.
  • the invention also envisages a soluble, biologically active compound comprising a normally insoluble biologically active material combined with a metal chelate.
  • the metal chelate may comprise iron, manganese or zinc but for many compounds the metal chelate preferably comprises copper E.D.T.A.
  • dodine and the substituted guanide compounds both of which are well known non-soluble compounds, the latter being known to be useful for controlling fruit tree fungi and for protecting potatoes against fungal and bacterial attack, for example "late blight" to which potatoes are susceptible.
  • n is an integer of 7 to 11 and R is methyl or ethyl, which have outstanding utility in protecting potatoes from late blight while showing a very low order of phytotoxicity.
  • a compound of this general formula which is preferred is 2 - guanidino-n-dodecane.
  • the compound When a substituted guanidine compound is to be combined with a metal chelate in accordance with the invention, the compound may be used in the form of a salt formed with an acid.
  • the acetate is presently preferred although the phosphate may efficaciously be used.
  • Example 1 An aqueous formulation was prepared as follows;-
  • the quantity of granules here is 950 grms, and to this are added 10 grms. chalk and 5 grms. of starch. This encapsulates the active material within and on the granule and delays its release. These granules contain 0.5% of Guanidinododecane and 0.5% Copper E.D.T.A. These granules when applied to soil, for slow release to the surrounding crop, at the rate of 100 kilos per hectare will effectively control Pythium ultimum and Rhizoctonia spp.
  • the above formulations have value in the control of bacterial pathogens Erwinia caratovera var atroseptica, Erwinia carotovera var carotovera and Erwinia caratovera var chrysanthemi.
  • compounds proposed by present invention can provide internal, mobile plant protection agents such as insecticides, fungicides and bacteriorcides during the growth of the plant, startling results are obtained when said compounds are applied to certain fruits, vegetables, and flowers immediately before or after harvesting or cutting when the active compounds delay maturing of the crop and afford protection against external and internal decay and rot mechanisms.
  • internal, mobile plant protection agents such as insecticides, fungicides and bacteriorcides
  • Solubility In water, at 20°C 2.2 mg/ml at 80°C 100 mg/ml Melting Point: 150°C
  • the active material was mixed with Copper E.D.T.A. in identical manner to that described for example 1 and diluted to give two different concentrations of the 2 - Guanidinododecane acetate, one of 1% and the other of 2%.
  • Application of the active material as a water soluble formulation had to be made as a mist treatment and, for this purpose, a standard rotary disc low volume applicator was mounted over a roller conveyor and calibrated to give an output of 2.0 litres per hour with a droplet size of circa 70 microns.
  • the roller conveyor had a variable speed drive with a maximum throughput of 2 tonnes per hour.
  • Potato tubers were treated in 50 kgs. batches and stored in trays containing 10 kgs. Seed potato tubers of the cultiver Maris Bard were selected due to the high incidence of Rhizoctonia solani and Spongospora subterranea.
  • the trials included 4 blanks within each trial, two were misted with water plus the non-ionic solubilising agent from the active material formulation and two which had been conveyed through the equipment without any mist application.
  • Control infection% In order to relate the level of disease control to the quantity of active material residue determinations were carried out on representative samples twenty four hours after application, these results are given in Table 4.
  • Rhizoctonia solani and Spongospora subterranea are soil inhabiting and possess alternative hosts, reduction of seed infection appears to reduce the incidence in the progeny tubers.
  • the application of the active material as a low volume mist during the storage period reduces the amount of disease in the growing crop and in the progeny tubers.
  • the ability of the active material to penetrate the protective systems enjoyed by the pathogens Rhizoctonia solani and Spongospora subterranea is a major advance on current commercial practice.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Procédé permettant de rendre des matériaux biologiquement actifs normalement insolubles, tels que les composés de guanidine substitués, solubles dans des tissus végétaux en combinant ces matériaux actifs avec un chélaté métallique. Le procédé permet de donner aux matériaux actifs une composition pour son application sous forme de liquide ou de granulé. Les composés proposés par l'invention comprennent le matériau actif combiné à un chélaté métallique, de préférence du cuivre E.D.T.A. et un composé préféré comprend le 2-guanidinododécane acétate combiné avec du cuivre E.D.T.A.
EP19830903389 1982-10-14 1983-10-13 Agents biologiques ayant une efficacite accrue Withdrawn EP0123688A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB8229425 1982-10-14
GB8229425 1982-10-14

Publications (1)

Publication Number Publication Date
EP0123688A1 true EP0123688A1 (fr) 1984-11-07

Family

ID=10533606

Family Applications (1)

Application Number Title Priority Date Filing Date
EP19830903389 Withdrawn EP0123688A1 (fr) 1982-10-14 1983-10-13 Agents biologiques ayant une efficacite accrue

Country Status (2)

Country Link
EP (1) EP0123688A1 (fr)
WO (1) WO1984001490A1 (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10149919A1 (de) 2001-10-10 2003-04-24 Biosphings Ag Neue Salze von Guanidinderivaten und pharmazeutische Zubereitungen daraus
EA013402B1 (ru) 2004-06-07 2010-04-30 Зингента Партисипейшнс Аг Способы уменьшения повреждения нематодами
EP2676780B1 (fr) 2012-06-18 2017-08-02 Technische Universität Dresden Procédé de fabrication d'un semi-produit multi-couches

Family Cites Families (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1130117A (fr) * 1955-07-06 1957-01-31 Pechiney Produits fongicides
FR1578111A (fr) * 1968-06-14 1969-08-14
GB1476728A (en) * 1973-08-24 1977-06-16 Reckitt & Colmann Prod Ltd Method of combating plant disease
GB1476729A (en) * 1973-08-24 1977-06-16 Reckitt & Colmann Prod Ltd Method of treatment of seeds
GB1445074A (en) * 1975-03-04 1976-08-04 Peti Nitrogenmuevek Fungicidal agents of systemic action
FR2322545A1 (fr) * 1975-09-05 1977-04-01 Coudray Roger Produit chimique pour la prevention et la destruction des mousses, algues et lichens
AR221823A1 (es) * 1975-12-15 1981-03-31 Sainin Sa Una composicion de accion sinergica bactericida y fungicida,especialmente apta para combatir la botritis de la vid

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO8401490A1 *

Also Published As

Publication number Publication date
WO1984001490A1 (fr) 1984-04-26

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Legal Events

Date Code Title Description
PUAI Public reference made under article 153(3) epc to a published international application that has entered the european phase

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AK Designated contracting states

Designated state(s): AT BE DE FR GB NL SE

STAA Information on the status of an ep patent application or granted ep patent

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18D Application deemed to be withdrawn

Effective date: 19840918

RIN1 Information on inventor provided before grant (corrected)

Inventor name: EVEREST-TODD, SELWYN