EP1742532A1 - Films solubles dans l'eau, pour liberer des principes actifs - Google Patents

Films solubles dans l'eau, pour liberer des principes actifs

Info

Publication number
EP1742532A1
EP1742532A1 EP05732249A EP05732249A EP1742532A1 EP 1742532 A1 EP1742532 A1 EP 1742532A1 EP 05732249 A EP05732249 A EP 05732249A EP 05732249 A EP05732249 A EP 05732249A EP 1742532 A1 EP1742532 A1 EP 1742532A1
Authority
EP
European Patent Office
Prior art keywords
water
active ingredient
containing film
film according
film
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Withdrawn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
EP05732249A
Other languages
German (de)
English (en)
Inventor
Qian-Yi Li
Iris Schnitzler
Malgorzata Kloczko
Michael Roreger
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.)
LTS Lohmann Therapie Systeme AG
Original Assignee
ECS Environment Care Systems GmbH
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
Priority claimed from DE200410022528 external-priority patent/DE102004022528A1/de
Application filed by ECS Environment Care Systems GmbH filed Critical ECS Environment Care Systems GmbH
Publication of EP1742532A1 publication Critical patent/EP1742532A1/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Withdrawn legal-status Critical Current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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals
    • 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
    • A01N25/08—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 solids as carriers or diluents
    • A01N25/10—Macromolecular compounds
    • 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
    • A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
    • 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
    • A01N47/02—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 no bond to a nitrogen atom
    • 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
    • A01N51/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds having the sequences of atoms O—N—S, X—O—S, N—N—S, O—N—N or O-halogen, regardless of the number of bonds each atom has and with no atom of these sequences forming part of a heterocyclic ring
    • 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
    • A01N65/00—Biocides, pest repellants or attractants, or plant growth regulators containing material from algae, lichens, bryophyta, multi-cellular fungi or plants, or extracts thereof

Definitions

  • the invention relates to a film for releasing active substances to the environment.
  • Active substances with physiological effects come into question, such as. B. plant protection, plant treatment and pesticides (pesticides, insecticides, bactericides, acaricides, algicides, fungicides, herbicides, molluscicides, nematocides, rodenticides and viricides), but also plant growth substances, fertilizers, fragrances, repellents and attractants.
  • this film is water-soluble.
  • the prior art includes water-soluble tablets which contain active ingredients and are capable of releasing the active ingredients upon contact with liquid water.
  • bags filled with liquid that contain the active ingredient in liquid or dissolved form Upon contact with liquid water, the material forming the bag dissolves and releases the contents into the environment.
  • active ingredients in liquid or solid form directly to a water supply in order to release them from the resulting dilute solution into the environment.
  • the object of the present invention is to provide a product which is capable of releasing an active ingredient into the environment in a controlled manner.
  • the active ingredient in the product should be easy to dose, the risk of contamination should be avoided and the product should be easy to dose and safe to handle for the user. The risk of overdosing or underdosing should be minimized.
  • the product should release the active ingredient completely when exposed to water (i.e. release it quantitatively) and should therefore preferably be soluble in water without residue.
  • the object is achieved by a film which contains a water-soluble matrix material and at least one active ingredient.
  • the thickness of the film is between 20 and 1600 ⁇ m, preferably between 50 and 500 ⁇ m.
  • the film is not only defined with regard to the thickness, but also with regard to its length and width, so that the content of the active substance in such a defined film section is already precise during the manufacturing process can be predosed. The actual metering can then be carried out by the user in accordance with the size of such a film section with a pre-metered amount of active ingredient.
  • the water-soluble matrix materials include inorganic and / or organic substances which are swellable in water, but are preferably completely soluble.
  • Inorganic substances that fall under this definition include e.g. As silica, polysilicates, polyphosphoric acid and its derivatives, polyboric acids, clay, etc.
  • the organic substances that are suitable as water-soluble matrix materials include organic polymers such as. B. polyvinyl alcohol,
  • the preferred water-soluble matrix materials include polyvinyl alcohol, hydroxypropyl cellulose and polyvinyl pyrrolidone.
  • the inorganic and organic water-soluble matrix materials can also be used in combinations.
  • the proportion of water-soluble matrix materials in the active substance-containing film is at least 20% by weight, preferably at least 45% by weight.
  • Substances that have a physiological effect are suitable as active substances. These include in particular pesticides, plant treatment agents, pesticides, plant growth substances, fertilizers, fragrances, repellents and attractants. These are known to the person skilled in the art. Exact information on the active ingredients can, for. B. The "Pesticide Manual”, 9th Ed., Published by The British Crop Protection Coucil, (1991).
  • biopesticides are organisms that are used as natural enemies of pests.
  • mycoinsecticides fungi, caterpillars, aphids, grasshoppers, etc . infect and kill
  • nematode or bacterial insecticides earthworms with symbiotic bacteria that infect insects and kill them with those with transmitted bacteria
  • bacterial insecticides e.g. Bacillus thuringiensis, whose active toxin is also used directly by genetic engineering
  • mycoherbicides use of fungi, e.g. for weed control
  • insect viruses especially baculoviruses of high specificity against individual insect species or groups.
  • Particularly preferred active ingredients are imidacloprid, fipronil and glyphosate.
  • the proportion of the active substance in the film can depend on the duration of the planned release, the intended use and the particular effectiveness of the active substance in question depend. It is therefore not possible to state any generally applicable proportions for the active ingredient in the film. Ranges between 0.01 and 85% by weight are possible; a preferred quantity range is between 10 and 60% by weight of active ingredient in the film.
  • the release of the active ingredient or combinations of active ingredients from the film takes place in a controlled manner.
  • the release mechanism is mainly dependent on the water solubility of the active substance in question, the water solubility of the matrix material in question, the duration of exposure to water, the physical form of the water (liquid, gaseous) and the thickness of the film.
  • the release period can therefore essentially be modified by suitable selection of the matrix materials and their proportion in the film.
  • the matrix material can be selected so that the action of gaseous water (atmospheric humidity) causes slow disintegration, which accordingly results in a delayed release of the active ingredient.
  • gaseous water atmospheric humidity
  • the active ingredient is released more quickly when exposed to rain and / or groundwater (i.e. liquid water).
  • the release of the active ingredient can also be delayed by using a matrix material which is particularly difficult to dissolve in water.
  • the release of the active ingredient is essentially diffusion-controlled, while in the aforementioned cases the release of the active ingredient is erosion-controlled.
  • the temporal release of the active ingredient can therefore be designed so that it takes place very quickly (in a period of a few seconds); however, it can also be delayed for minutes, hours, days, months and years.
  • the water content of the environment and the nature of the film are responsible for this.
  • the film can also contain auxiliaries, such as, for example, dyes, antioxidants, film formers, gel formers, surfactants, pressure sensitive adhesives, adhesive resins, salts, oxides, pigments. These auxiliaries can influence mechanical properties, among other things, so that the film can have at least one of the following properties: flexible, elastic, pressure-sensitive adhesive, transparent, colored, non-adhesive.
  • auxiliaries such as, for example, dyes, antioxidants, film formers, gel formers, surfactants, pressure sensitive adhesives, adhesive resins, salts, oxides, pigments.
  • the film for the release of active ingredients can be used in private homes and gardens, but also in agriculture and forestry.
  • surroundings are understood to mean in particular the soil, standing and flowing water, surfaces of plants and objects.
  • the film is used either directly at the application site in the area, so that the active substance can be released over a predetermined period of time by the action of gaseous or liquid water.
  • Another possibility is to add the film - in particular a film section with a defined size and pre-dosed active substance content - to a (limited) water supply, in which the film dissolves quickly and thus enables the active substance to be in the water supply or by distributing this water supply is released into the environment.
  • the film can also be covered with - at least one, preferably two - active ingredient-free layers which are located on its top and / or bottom.
  • the absence of an active ingredient reduces the risk of accidental contamination when you touch the film with your hands.
  • the at least one active ingredient-free layer preferably consists of a water-soluble matrix material.
  • the films can be produced from a solution or melt of the formulation constituents by coating, casting or extrusion processes familiar to the person skilled in the art.
  • Example 1 Example 1 :
  • Mowiol 8-88 is a polyvinyl alcohol; imidacloprid is an insecticide called 1- (6-chloro-3-pyridylmethyl) - ⁇ / -nitroimidazolidin-2-ylidenamine.
  • the components are mixed and spread using a coating box with a line width of 400 ⁇ m on the non-siliconized side of a carrier film (release liner) of the brand PA PE2 AB1 (basis weight: 120 g / m 2 ). After drying at 80 ° C for 60 min (in a drying cabinet), a film with a weight per unit area of 72 g / m 2 is obtained .
  • the concentration of imidacloprid is 32 g / m 2 .
  • the film dissolves in an excess of water within a few seconds and releases the active ingredient completely in the same time.
  • the film is particularly suitable for producing pourable or sprayable solutions of the insecticide.
  • Example 1 Texapon NSO is a surfactant.
  • Line width 300 ⁇ m coating box
  • Basis weight 50 g / m 2 release liner: PA PE2 AB1, 120 g / m 2 non-siliconized side drying conditions: 80 ° C / 60 min
  • the dried film contains imidacloprid in a concentration of 17.3 g / m 2 and dissolves in water within a few seconds.
  • Line width 300 ⁇ m coating box Area weight: 56 g / m 2 Release Liner: PA PE2 AB1, 120 g / m 2 non-siliconized side Shape: 15 cm width, 39 cm length Drying conditions: 80 ° C / 60 min
  • the foils are obtained in the form mentioned above, from which patterns in the format 15 cm x 29 cm are cut out.
  • the dried film contains imidacloprid in a concentration of 7.4 g / m 2 and is readily water-soluble.
  • Line width 200 ⁇ m coating box Area weight: 46 g / m 2 Release Liner: PA PE2 AB1, 120 g / m 2 non-siliconized side Shape: 15 cm width, 39 cm length Drying conditions: 80 ° C / 60 min The dried film contains imidacloprid in a concentration of 18.4 g / m 2 and is readily water-soluble.
  • Line width 300 ⁇ m coating box Area weight: 80 g / m 2 Release Liner: PA PE2 AB1, 120 g / m 2 non-siliconized side Shape: 15 cm width, 39 cm length Drying conditions: 80 ° C / 60 min
  • the dried film contains imidacloprid in a concentration of 48 g / m 2 and is readily water-soluble.
  • Fipronil is an insecticide with the name ( ⁇ ) -5-amino-1- (2,6-dichloro- ⁇ , ⁇ , -trifluoro-p-tolyl) -4- trifluoromethylsulfinylpyrazole-3-carbonitrile.
  • Line width 300 ⁇ m coating box
  • Area weight 50 g / m 2
  • Release Liner PA PE2 AB1, 120 g / m 2 non-siliconized side Drying conditions: 80 ° C / 60 min
  • the dried film contains fipronil in a concentration of 17.3 g / m 2 and completely releases the active ingredient in an excess of water.
  • Propylene glycol and glyphosate are incorporated homogeneously into the HPMC solution heated to 60 ° C. with stirring.
  • the warm solution is applied to a 50 ⁇ m polyester film with a basis weight of approx. 180 g / m 2 using a roller applicator and then dried in a drying tunnel at 60 ° C.
  • the film obtained with a basis weight of approximately 32.5 g / m 2 and an active ingredient content of 20%, dissolves in an excess of water within 15 minutes and releases the herbicide completely in the same period.
  • the highly viscous, hot solution is coated on the siliconized side of a 100 ⁇ m siliconized polyester film with a basis weight of approx. 450 g / m 2 by means of a doctor blade applicator and then dried in a drying tunnel at 60 ° C.
  • the film obtained contains 25% dry seed extract with the lead active ingredient azadirachtin.
  • the film initially swells in an excess of water. With successive dissolution of the film over a period of 48 hours, the extract with an insecticidal effect is delayed and released evenly.
  • Ethylene vinyl acetate is melted in a heatable vessel at 130 ° C.
  • the viscosity of the melt is reduced by adding the neutral oil Miglyol 812.
  • Na carboxymethyl cellulose and fipronil are dispersed in the melt with stirring.
  • the melt is coated on the siliconized side of a 100 ⁇ m siliconized polyester film with a basis weight of approx. 250 g / m 2 by means of slot nozzle application and then cooled to room temperature by means of cooling rollers.
  • the film obtained swells slowly in the presence of water. With successive erosion and disintegration of the film over a period of 7 days, the insecticide is released slowly and evenly.
  • Ethylene vinyl acetate is melted in a heatable vessel at 130 ° C.
  • the viscosity of the melt is reduced by adding the neutral oil Miglyol 812.
  • Sodium carboxymethyl cellulose and imidacloprid are dispersed in the melt with stirring.
  • the melt is coated onto the siliconized side of a 100 ⁇ m siliconized polyester film with a basis weight of approx. 125 g / m 2 by means of slot nozzle application and then cooled to room temperature by means of cooling rollers.
  • the film obtained swells very slowly in the presence of water. With successive erosion and disintegration of the film over a period of 4 weeks, the insecticide is released slowly and evenly.

Landscapes

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

Abstract

L'invention concerne un film soluble dans l'eau permettant de libérer des principes actifs, notamment des agents phytosanitaires et des agents favorisant la croissance de plantes. Le film soluble dans l'eau peut être défini pour ce qui est de ses dimensions, de sorte que la teneur du principe actif puisse être prédosée de manière précise dans une section définie de film de ce type. La libération du principe actif ou de la combinaison de principes actifs, hors du film soluble dans l'eau, s'effectue de manière contrôlée, sous l'effet de l'eau. L'environnement correspondant regroupe les sols, des eaux stagnantes ou vives, des surfaces de plantes et d'autres objets.
EP05732249A 2004-05-05 2005-04-19 Films solubles dans l'eau, pour liberer des principes actifs Withdrawn EP1742532A1 (fr)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE200410022528 DE102004022528A1 (de) 2004-05-05 2004-05-05 Wasserlösliche Folie zur Freisetzung von Wirkstoffen
DE102004026274A DE102004026274A1 (de) 2004-05-05 2004-05-28 Wasserlösliche Folie zur Freisetzung von Wirkstoffen
PCT/EP2005/004136 WO2005107457A1 (fr) 2004-05-05 2005-04-19 Films solubles dans l'eau, pour liberer des principes actifs

Publications (1)

Publication Number Publication Date
EP1742532A1 true EP1742532A1 (fr) 2007-01-17

Family

ID=34964869

Family Applications (1)

Application Number Title Priority Date Filing Date
EP05732249A Withdrawn EP1742532A1 (fr) 2004-05-05 2005-04-19 Films solubles dans l'eau, pour liberer des principes actifs

Country Status (6)

Country Link
US (1) US20080050433A1 (fr)
EP (1) EP1742532A1 (fr)
AU (1) AU2005239801B2 (fr)
CA (1) CA2556567A1 (fr)
DE (1) DE102004026274A1 (fr)
WO (1) WO2005107457A1 (fr)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4727567B2 (ja) * 2006-12-27 2011-07-20 Ａｚエレクトロニックマテリアルズ株式会社 反射防止膜形成用組成物およびそれを用いたパターン形成方法
DE102007026719B4 (de) 2007-06-06 2014-05-15 Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. Formkörper hergerstellt durch Blasfolienextrusion aus einer biologisch abbaubaren polymeren Zusammensetzung, Verwendung des Formkörpers sowie Verfahren zur Herstellung des Formkörpers
DE102008063807A1 (de) 2008-12-19 2010-07-01 Ics Innovative Care Systems Andernach Gmbh Fenstersticker zum Anlocken und Töten von Insekten
TW201041510A (en) * 2009-04-30 2010-12-01 Dow Agrosciences Llc Pesticide compositions exhibiting enhanced activity
EP2825606A4 (fr) * 2012-03-13 2015-12-02 Sigge & Martin Ab Prof Système de gel naturel protecteur
JP2015518465A (ja) * 2012-03-27 2015-07-02 バイエル・イノヴェイション・ゲーエムベーハー 一定期間にわたって有効成分を放出できる多層フィルム
US10561137B1 (en) 2016-09-06 2020-02-18 Dennis R. Dullinger Weed-e-bug

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AU2004200975A1 (en) * 1997-08-11 2004-04-01 Bayer Intellectual Property Gmbh Compositions against wood-destroying insects

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JPH07242504A (ja) * 1994-03-03 1995-09-19 Nippon Bayeragrochem Kk 水稲病害防除方法
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See also references of WO2005107457A1 *

Also Published As

Publication number Publication date
AU2005239801B2 (en) 2011-07-07
DE102004026274A1 (de) 2006-02-16
CA2556567A1 (fr) 2005-11-17
WO2005107457A1 (fr) 2005-11-17
AU2005239801A1 (en) 2005-11-17
US20080050433A1 (en) 2008-02-28

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