WO1994014320A1 - Nouveau procede de preparation d'emulsions aqueuses et les emulsions aqueuses ainsi obtenues - Google Patents

Nouveau procede de preparation d'emulsions aqueuses et les emulsions aqueuses ainsi obtenues Download PDF

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Publication number
WO1994014320A1
WO1994014320A1 PCT/FR1993/001287 FR9301287W WO9414320A1 WO 1994014320 A1 WO1994014320 A1 WO 1994014320A1 FR 9301287 W FR9301287 W FR 9301287W WO 9414320 A1 WO9414320 A1 WO 9414320A1
Authority
WO
WIPO (PCT)
Prior art keywords
preparation
process according
polymer
active principle
preparation process
Prior art date
Application number
PCT/FR1993/001287
Other languages
English (en)
French (fr)
Inventor
Colette Meinard
Jean-Claude Suglia
Original Assignee
Roussel Uclaf
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 Roussel Uclaf filed Critical Roussel Uclaf
Priority to JP6514880A priority Critical patent/JPH10511300A/ja
Priority to EP94902849A priority patent/EP0626804A1/de
Publication of WO1994014320A1 publication Critical patent/WO1994014320A1/fr

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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
    • A01N25/02Biocides, 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
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels

Definitions

  • the present invention relates to a new process for the preparation of aqueous emulsions and the aqueous emulsions thus obtained.
  • the subject of the invention is a process for the preparation of aqueous emulsions characterized in that an organic phase containing an active principle which is insoluble in water and one or more anionic or cationic agents within a solvent is poured with stirring insoluble in water, in an aqueous phase containing a positively or negatively charged polymer and maintains agitation of the particles containing the active principle until the desired size is obtained.
  • the active ingredient (s) used can be in particular products from the phytosanitary field, from the pharmaceutical, human or animal field or from products obtained by chemical or microbiological processes such as viruses or enzymes.
  • the method of the invention can also find applications in fields such as cosmetics, foodstuffs or that of paints.
  • the organic phase droplets dispersed in the aqueous phase have on their surface a positive or negative charge, the aqueous phase contains a positively or negatively charged polymer. It forms around the droplets of organic phase, a thin layer of polymers. Fine particles are thus obtained.
  • the process of the invention makes it possible to obtain an extremely stable and very fine emulsion.
  • the aqueous emulsions obtained according to the process of the invention are particularly advantageous because they allow, by the very structure of the particles which they contain, a progressive diffusion of the principle. active.
  • the active ingredient (s) contained are protected from certain chemical or physical factors such as humidity, heat, oxidation and excessive volatilization.
  • the emulsions of the invention by their controlled release of the active ingredient (s) reduce the risks of pollution, toxicity, irritability but also the treatment doses and rates .
  • the experimental results set out below show that a great persistence of the action of the principle is obtained with the aqueous emulsions obtained by the process of the invention, greater than that obtained with the formulations commonly used hitherto.
  • the invention more particularly relates to a process for preparation, characterized in that the polymer used is a cationic or anionic thermoplastic vinyl resin.
  • thermoplastic resins mention may be made of resins belonging to the family of polyvinyl alcohols or of polyvinylpyrolidone.
  • the invention relates more particularly to a process for preparation, characterized in that the polymer used is a vinylpyrrolidone-based polymer or else a vinylpyrrolidone / dimethylamino ethyl methacrylate quaternized copolymer.
  • the size of the particles obtained is a function of the stirring speed.
  • the invention particularly relates to a method, characterized in that the stirring speed is from 10,000 to 30,000 revolutions per minute.
  • the subject of the invention is also a process characterized in that agitation is maintained until particles smaller than 10 microns are obtained, for example a method characterized in that agitation is maintained until obtain particles smaller than 5 microns.
  • the invention particularly relates to a process, character- laughed at using 50 to 200 g of active ingredient per liter, 1.5 to 5 g of surfactant per liter, 1.5 to 5 g of polymer per liter and adjust the amount of solvent required up to 'at 350 g per liter.
  • the invention is particularly suitable for the preparation of aqueous emulsions useful in the phytosanitary field.
  • the invention more particularly relates to a process, characterized in that the active principle is a pesticide.
  • pesticide preferably means an insecticide, a herbicide or a fungicide.
  • the invention more particularly relates to a process, characterized in that the pesticide is a pyrethroid, among the preferred pyrethroids, there may be mentioned the pyrethroids such as deltamethrin, perethrin, cypherethine, alphamethrin, tralomethrin, cyhalothrin, fenvalerate, cyfluthrin, flucythrinate, fluvalinate, fenpropathrin, tefluthrin, bifenthrin and acrinathrin.
  • the pyrethroids such as deltamethrin, perethrin, cypherethine, alphamethrin, tralomethrin, cyhalothrin, fenvalerate, cyfluthrin, flucythrinate, fluvalinate, fenpropathrin, tefluthrin, bifen
  • the invention more particularly relates to a process, characterized in that the pyrethroid used is acrinathrin.
  • the anionic agent used is preferably a calcium or sodium lignosulfonate or calcium or sodium phenylsulfonate.
  • the polymer can also play the role of surfactant.
  • the solvent or solvents used are preferably aromatic solvents such as the solvent sold under the name SOLVESSO (EXXON) and / or also the diols such as, for example, propanediol.
  • aqueous emulsions of the invention are prepared by placing the aqueous phase * under stirring (approximately
  • aqueous phase is prepared as follows:
  • the cationic (or anionic) polymer is dissolved in city water. ** The organic phase is prepared as follows:
  • Example 1 The formulation of Example 1 was compared to a formulation of the emulsifiable concentrate type acrinathrin.
  • the doses used are of the order of 75 g of active principle per hectare.
  • the test protocol is as follows: Bean plants with two leaves are used which are treated with a Fisher pistol at different doses of the products to be tested. After drying these plants are infested with 20 females of Tetranychus Urticae per leaf and kept at 22-23 ° C, 60-65% relative humidity permanent artificial. Counts of live and dead mites are made at different intervals. Conclusion: 3 days after treatment, there is no population recovery for the formulation of Example 1, there is a slight recovery with the formulation of emulsifiable concentrate type.
  • the formulation of the example makes it possible to obtain remarkable efficiency.
  • STUDY 2 The study of the anti-mite activity was restarted using the formulation of the example and a formulation of the emulsifiable concentrated type. The counts of live mites are made 4 days and 12 days after treatment. The results obtained are as follows:

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
PCT/FR1993/001287 1992-12-23 1993-12-22 Nouveau procede de preparation d'emulsions aqueuses et les emulsions aqueuses ainsi obtenues WO1994014320A1 (fr)

Priority Applications (2)

Application Number Priority Date Filing Date Title
JP6514880A JPH10511300A (ja) 1992-12-23 1993-12-22 水性エマルジョンの新製造法及びそれより得られる水性エマルジョン
EP94902849A EP0626804A1 (de) 1992-12-23 1993-12-22 Verfahren zur herstellung wässriger emulsionen und danach erhältliche emulsionen

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR92/15595 1992-12-23
FR9215595A FR2699426A1 (fr) 1992-12-23 1992-12-23 Nouveau procédé de préparation d'émulsions aqueuses et les émulsions aqueuses ainsi obtenues.

Publications (1)

Publication Number Publication Date
WO1994014320A1 true WO1994014320A1 (fr) 1994-07-07

Family

ID=9437019

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/FR1993/001287 WO1994014320A1 (fr) 1992-12-23 1993-12-22 Nouveau procede de preparation d'emulsions aqueuses et les emulsions aqueuses ainsi obtenues

Country Status (4)

Country Link
EP (1) EP0626804A1 (de)
JP (1) JPH10511300A (de)
FR (1) FR2699426A1 (de)
WO (1) WO1994014320A1 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2831465A1 (fr) * 2001-10-29 2003-05-02 Inst Francais Du Petrole Emulsion a base de tensioactif et de polymere de charge opposee et procede de fabrication

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9319112D0 (en) * 1993-09-15 1993-11-03 Allied Colloids Ltd Stabilisation and use of heterogeneous liquid composition

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4542142A (en) * 1982-11-22 1985-09-17 Roussel Uclaf Insecticidal cyclopropane carboxylic acid derivatives with 3-unsaturated-side chain
WO1990009103A1 (fr) * 1989-02-17 1990-08-23 Roussel-Uclaf Nouvelles emulsions aqueuses concentrees, leur procede de preparation et leur application dans le domaine pesticide
EP0399911A1 (de) * 1989-05-25 1990-11-28 Roussel-Uclaf Verfahren zur Mikroverkapselung nach dem Grenzflächenpolymerisationsverfahren
WO1991003937A1 (en) * 1989-09-21 1991-04-04 E.I. Du Pont De Nemours And Company Stabilization of non-aqueous suspensions

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4542142A (en) * 1982-11-22 1985-09-17 Roussel Uclaf Insecticidal cyclopropane carboxylic acid derivatives with 3-unsaturated-side chain
WO1990009103A1 (fr) * 1989-02-17 1990-08-23 Roussel-Uclaf Nouvelles emulsions aqueuses concentrees, leur procede de preparation et leur application dans le domaine pesticide
EP0399911A1 (de) * 1989-05-25 1990-11-28 Roussel-Uclaf Verfahren zur Mikroverkapselung nach dem Grenzflächenpolymerisationsverfahren
WO1991003937A1 (en) * 1989-09-21 1991-04-04 E.I. Du Pont De Nemours And Company Stabilization of non-aqueous suspensions

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, vol. 104, no. 19, 1986, Columbus, Ohio, US; abstract no. 163744a, J. MARTEL: "INSECTICIDAL CYCLOPROPANECARBOXYLIC ACID DERIVATIVES" page 235; *
CHEMICAL ABSTRACTS, vol. 115, no. 14, 7 October 1991, Columbus, Ohio, US; abstract no. 137726d, C. MEINARD ET AL.: "MICROENCAPSULATION OF PHYTOSANITARY PRODUCTS BY INTERFACIAL POLYMERISATION" *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2831465A1 (fr) * 2001-10-29 2003-05-02 Inst Francais Du Petrole Emulsion a base de tensioactif et de polymere de charge opposee et procede de fabrication
WO2003037496A1 (fr) * 2001-10-29 2003-05-08 Institut Francais Du Petrole Emulsion a base de tensioactif et de polymere de charge opposee et procede de fabrication
US7521482B2 (en) 2001-10-29 2009-04-21 Institut Francais Du Petrole Emulsion containing an oppositely-charged surfactant and polymer and the production method thereof

Also Published As

Publication number Publication date
EP0626804A1 (de) 1994-12-07
FR2699426A1 (fr) 1994-06-24
JPH10511300A (ja) 1998-11-04

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