WO1998049894A1 - Solid delivery system (sds) for active agricultural chemicals - Google Patents

Solid delivery system (sds) for active agricultural chemicals Download PDF

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Publication number
WO1998049894A1
WO1998049894A1 PCT/US1998/005407 US9805407W WO9849894A1 WO 1998049894 A1 WO1998049894 A1 WO 1998049894A1 US 9805407 W US9805407 W US 9805407W WO 9849894 A1 WO9849894 A1 WO 9849894A1
Authority
WO
WIPO (PCT)
Prior art keywords
water
sds
agricultural chemicals
anionic surfactant
organic compound
Prior art date
Application number
PCT/US1998/005407
Other languages
English (en)
French (fr)
Inventor
Kolazi S. Narayanan
Domingo Jon
Robert M. Ianniello
Original Assignee
Isp Investments 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 Isp Investments Inc. filed Critical Isp Investments Inc.
Priority to AU65694/98A priority Critical patent/AU6569498A/en
Publication of WO1998049894A1 publication Critical patent/WO1998049894A1/en

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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
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable
    • 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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 one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof

Definitions

  • This invention relates to a solid delivery system (SDS) for active agricultural chemicals, and, more particularly, to a bioenhanced, stable SDS for sulfonyl and sulfamoylurea agricultural chemicals capable of forming aqueous microdispersions or tank mixes thereof suitable for application to a plant site.
  • SDS solid delivery system
  • Sulfonyl and sulfamoylurea (SU) herbicides are very susceptible to hydrolysis in water or in admixture with other polar organic solvents which promote proton excchange between such chemicals and the solvent.
  • both the sulfonyl and sulfamoylurea compounds have a labile sulfonamide bridge which decomposes readily in water.
  • stabilized liquid emulsifiable concentrates of such herbicides have been developed which when added to water to form a tank mix are suitable for application to a plant site.
  • Such liquid emulsifiable concentrates are described by Narayanan et al . in copending U.S. patent application Serial No.
  • a bioenhanced, stable solid carrier system for one or more sulfonyl or sulfamoyl urea agricultural chemicals suitable for forming an aqueous microdispersed tank mix upon dilution with water which comprises, by weight, (a) 80-99.5% of an inert matrix composition comprising 10-50% of a C 6 -C 18 alkyl pyrrolidone, about 5-50% of an anionic surfactant and about 10-70% of a water-soluble, high melting organic compound containing a dissociable proton which can complex with said pyrrolidone, a melting point of > 100°C.
  • a further feature of the invention is an aqueous dispersion tank mix comprising dilution water in an amount sufficient to reduce the concentration of the agriculturally active ingredient to between a few ppm and 1% by weight.
  • Still another aspect of the invention is a method of making such systems which comprises admixture (a) and (b) as separate components.
  • the SDS includes (a) an inert matrix composition which comprises a higher lactam, i.e. a C 3 -C 18 alkylpyrrolidone, e.g. N-octylpyrrolidone, N-isooctylpyrrolidone or N-dodecylpyrrolidone, or mixtures thereof. N-octylpyrrolidone is preferred.
  • the lactam is present in an amount of about 10-50%, preferably 15-40%, and most preferably, 20-30%, by weight.
  • the second component is an anionic surfactant which is typified by an alkali metal salt of a C 8 -C 2 aliphatic surfactant such as sodium dodecyl sulfate, or an alkyl aromatic sulfate, or sulfonates, ethoxylated derivatives of the above, alkylphenyl ethoxylated phosphate esters, tristyryl phenyl ethoxylated phosphate esters and the like.
  • Sodium dodecyl sulfate is preferred.
  • the anionic surfactant is present in the amount of about 10-50%, preferably 20-45%, and most preferably, 25-35%, by weight .
  • the third component is a complexing agent which is characterized by being an organic compound having a melting point of > 100°C, a molecular weight of 500, a water solubility of at least 10%, and being capable of hydrogen-bonding with the higher alkyl pyrrolidone.
  • Suitable complexing agents for use herein have a dissociable proton which are present in hydroxy acids, such as lactic or citric acid; amino acids, such as glycine; sugars, such as lactose, sucrose, glucose or fructose; or amides, such as urea.
  • the complexing agent is present in an amount of about 10-70%, preferably 30- 60%, and most preferably, 25-50%, by weight.
  • a small amount of water is added to the mixture of components of (a) , and the mixture is sprayed, freeze-dried or fluidized to form a solid.
  • the (a) component then is admixed separately with (b) , the SU, to form the desired SDS.
  • the SDS comprises about 80-99.5%, by weight, of (a) and 0.5-20% of (b) , preferably 2-15%, and most preferably 3-10% of the SU.
  • dispersant and/or wetting agents may be included in the SDS to assist in the formation of aqueous dispersions thereof upon dilution thereof with tank mix water.
  • a hydrophobic polymer, or an inorganic mineral can be added to make the SDS less hydroscopic .
  • X and Y are selected from the following:
  • Sulfonylurea herbicides are effective at very low doses, i.e. at a rate of application of only grams per acre. However, it is important to avoid an overdose during use. For this reason, sulfonylureas generally are used in combination with a diluent agchemical in an amount of about 20-50% by weight of the concentrate. Such diluent agchemicals usually have broad spectrum activity at a dosage rate of lbs per acre. Another advantage of using diluent agchemicals in the concentrate is that while sulfonylureas are available commercially only as solids, the diluent agchemical can be obtained in liquid form, e.g. as an emulsifiable concentrate. Accordingly, their admixture will provide a diluted liquid premix of the active for transport and use in preparing the stabilized liquid emulsifiable concentrate of the invention.
  • diluent agchemicals for use herein include :
  • Phenoxy compounds e.g. phenoxy acetates (MCPA esters), phenoxy propionates, and phenoxy butyrates (MCPB esters) ;
  • Benzoates e.g. Dicamba
  • Chloroacetamide/chloroacetanilides e.g. Alachlor, Acetachlor, and Metolachlor
  • Triazine derivatives e.g. Metrubuzin
  • Triazinone e.g. Metamitron
  • Phenylurea e.g. Linuron and Diuron

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
PCT/US1998/005407 1997-05-02 1998-03-19 Solid delivery system (sds) for active agricultural chemicals WO1998049894A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU65694/98A AU6569498A (en) 1997-05-02 1998-03-19 Solid delivery system (sds) for active agricultural chemicals

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/850,792 US5928992A (en) 1997-05-02 1997-05-02 Solid delivery system (SDS) for active agricultural chemicals
US08/850,792 1997-05-02

Publications (1)

Publication Number Publication Date
WO1998049894A1 true WO1998049894A1 (en) 1998-11-12

Family

ID=25309122

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1998/005407 WO1998049894A1 (en) 1997-05-02 1998-03-19 Solid delivery system (sds) for active agricultural chemicals

Country Status (3)

Country Link
US (1) US5928992A (zh-TW)
AU (1) AU6569498A (zh-TW)
WO (1) WO1998049894A1 (zh-TW)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000003592A3 (de) * 1998-07-16 2000-11-09 Aventis Cropscience Gnbh Herbizide mittel mit substituierten phenoxysulfonylharnstoffen
WO2002007519A1 (de) * 2000-07-25 2002-01-31 Bayer Cropscience Gmbh Herbizide mittel

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5230892A (en) * 1990-08-24 1993-07-27 Bayer Aktiengesellschaft Solid formulations
US5300529A (en) * 1991-02-12 1994-04-05 Isp Investments Inc. Stable, clear, efficacious aqueous microemulsion compositions containing a high loading of a water-insoluble, agriculturally active chemical
US5338762A (en) * 1989-12-11 1994-08-16 Isp Investments Inc. Water-based microemulsuion formulation of a carbamate ester
US5698211A (en) * 1992-11-13 1997-12-16 Isp Investments Inc. Stabilized agchemical concentrate and use thereof
US5731264A (en) * 1996-10-17 1998-03-24 Isp Investments Inc. Stabilized liquid emulsifiable concentrate for a sulfonyl or sulfamoylurea herbicide

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5389297A (en) * 1993-06-09 1995-02-14 Isp Investments Inc. Inert matrix composition microemulsifiable concentrate and aqueous microemulsion

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5338762A (en) * 1989-12-11 1994-08-16 Isp Investments Inc. Water-based microemulsuion formulation of a carbamate ester
US5230892A (en) * 1990-08-24 1993-07-27 Bayer Aktiengesellschaft Solid formulations
US5427795A (en) * 1990-08-24 1995-06-27 Bayer Aktiengesellschaft Solid formulations of agrochemicals
US5300529A (en) * 1991-02-12 1994-04-05 Isp Investments Inc. Stable, clear, efficacious aqueous microemulsion compositions containing a high loading of a water-insoluble, agriculturally active chemical
US5698211A (en) * 1992-11-13 1997-12-16 Isp Investments Inc. Stabilized agchemical concentrate and use thereof
US5731264A (en) * 1996-10-17 1998-03-24 Isp Investments Inc. Stabilized liquid emulsifiable concentrate for a sulfonyl or sulfamoylurea herbicide

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000003592A3 (de) * 1998-07-16 2000-11-09 Aventis Cropscience Gnbh Herbizide mittel mit substituierten phenoxysulfonylharnstoffen
WO2002007519A1 (de) * 2000-07-25 2002-01-31 Bayer Cropscience Gmbh Herbizide mittel
US6770594B2 (en) 2000-07-25 2004-08-03 Aventis Cropscience Herbicidal compositions
EP1600056A1 (de) 2000-07-25 2005-11-30 Bayer CropScience GmbH Herbizide Mittel
RU2315479C2 (ru) * 2000-07-25 2008-01-27 Байер Кропсайенс Гмбх Гербицидное средство и способ борьбы с сорными растениями
HRP20030040B1 (en) * 2000-07-25 2011-06-30 Bayer Cropscience Ag Herbicide agent

Also Published As

Publication number Publication date
US5928992A (en) 1999-07-27
AU6569498A (en) 1998-11-27

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