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WO2001060160A1 - Herbicidal composition - Google Patents

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Publication number
WO2001060160A1
WO2001060160A1 PCT/EP2001/001542 EP0101542W WO0160160A1 WO 2001060160 A1 WO2001060160 A1 WO 2001060160A1 EP 0101542 W EP0101542 W EP 0101542W WO 0160160 A1 WO0160160 A1 WO 0160160A1
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Prior art keywords
herbicidal composition
composition according
amino acids
glyphosate
peptides
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Ceased
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PCT/EP2001/001542
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French (fr)
Inventor
Modesto Giberti
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Chemia SpA
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Chemia SpA
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Priority to AU2001237378A priority Critical patent/AU2001237378A1/en
Publication of WO2001060160A1 publication Critical patent/WO2001060160A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/18Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds
    • A01N57/20Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-carbon bonds containing acyclic or cycloaliphatic radicals

Definitions

  • the present invention provides a herbicidal composition containing glyphosate and/or glufosinate in combination with amino acids, peptides or protein fragments.
  • N-(phosphonomethyl)glycine and 4- [hydroxy(methyl)phosphinoyl] -D,L- homoalanine exert a marked herbicidal activity against a large variety of weeds through inhibition of glutamine- synthase and of chlorophyll photosynthesis.
  • They are non-selective and non-residual systemic herbicides effective on mono- and di-cotyledon weeds, either perennial (Cynodonplactylon, convolvulus, arvensis, cirsium arvense, cyperus spp) or annual, usually applied thereon at a post-emergence stage.
  • the herbicides are absorbed by the growing leaves and then systemically delivered to the hypogean or epigaean plant.
  • the observable effects consist in a progressive yellowing and withering of the weeds followed by complete darkening and tissue disintegration leading to plant death.
  • the active ingredients are dissolved in water with alkaline bases and the solution is added with adjuvants such as ethoxylated fatty amines, fatty alcohols and others, to promote plant absorption and improve the biological activity of the herbicide.
  • adjuvants such as ethoxylated fatty amines, fatty alcohols and others
  • the invention provides a herbicidal composition
  • a herbicidal composition comprising at least one of glyphosate and glufosinate as the active ingredient, in combination with amino acids, low-chain peptides or protein fragments.
  • glyphosate and glufosinate contain in their molecule three and, respectively, two acidic groups, they are normally used as a water soluble salt, preferably in form of a monobasic salt, either organic or inorganic, for example as an ammonium or trimethylsulphonium salt or a salt of organic amines such as isopropylamine.
  • Glyphosate is preferably used as the trimethylsulphonium salt, more preferably in acidic form, whereas glufosinate is preferably used as the ammonium salt.
  • the amounts of the active ingredients, alone or in combination generally range from 0.1 to 80% by weight of the composition, preferably from 0.5 to 50%. All the naturally-occurring amino acids can be used in the composition of the invention.
  • Low-chained peptides or protein fragments can be obtained by acidic, enzymatic or thermal hydrolysis of row proteinaceous starting material from natural vegetable sources (soy, sunflowers) or animal sources like leather scraps, casein and milk derivatives, or they are directly prepared by chemical synthesis. Typical hydrolysis conditions used in the preparation of peptides or protein fragments are specified in the examples. Preferably the peptides have a molecular mass lower than 10,000 dalton and consist of 2 to 80 amino acids. Peptones are examples of protein fragments obtained with mild hydrolysis of proteinaceous material.
  • the amount of amino acids, peptides or protein fragments is generally between 0.1 and 60% by weight of the composition, preferably from 10 to 50%.
  • the herbicidal compositions according to the invention may contain further ingredients, including, but not limited to, insecticides, repellent agents, fungicides, surfactants such as ethoxylated nonylphenol or others allowing to reduce the surface tension, organic or inorganic acids such as acetic, citric, hydrochloric, sulphuric, nitric acid, adjuvants commonly used in herbicidal compositions, or different compounds with herbicide activity.
  • compositions are generally in form of solutions, liquid dispersions or suspensions, ready to use or requiring suitable dilution, as well as in form of powders, granules, pellets, water dry granules ( dg), flakes, to be dissolved, dispersed or suspended before use. They can be applied onto weeds by means of spraying, according to known procedures.
  • the herbicidal composition contains glyphosate as the sole active ingredient, in combination with amino acids, peptides or protein fragments, preferably with single amino acids or mixtures thereof, optionally with other ingredients as above specified.
  • the amount of acid glyphosate is 36% by weight of the composition or w/v.
  • the invention further provides a method for controlling weeds which comprises applying the above described herbicidal composition to vegetation.
  • weeds refers to mono- and dicotyledones plants, either perennial (e.g. Cynodonplactylon, Convolvulus arvensis, Cirsium arvense, cyperus spp) or annual.
  • the herbicidal composition is generally applied onto weeds at a post-emergence stage. It can be used for different applications, including weed removal from cultivated soils or uncultivated lands such as industrial areas, roads or railways, golf- or sport-courses in general, in silviculture or floriculture.
  • weed removal from cultivated soils or uncultivated lands such as industrial areas, roads or railways, golf- or sport-courses in general, in silviculture or floriculture.
  • the following examples illustrate the invention in greater detail.
  • the following herbicidal composition is prepared:
  • the solution of glyphosate-ammonium salt is added with a 60% amino acids solution and then diluted as in Example 1 to a final concentration of acid-equivalent glyphosate of 360g/l.
  • Example 3 The compositions of Example 1 and 2 have been comparatively tested with conventional commercial products. The tests were carried out using a weeding bar pulled by a tractor according to the following conditions:
  • Farm 1 st test: Azienda Agricola Fergnani Gianpaolo - Madonna dei boschi (Ferrara)
  • reaction mixture is neutralised with ammonium hydroxide and after cooling a solution containing amino acids and peptides is obtained.
  • a typical aminogram is as follows (%w/w):

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

Abstract

A herbicidal composition comprising an effective amount of at least one herbicide selected from glyphosate and glusosinate, in combination with at least one component selected from amino acids, peptides and protein fragments.

Description

HERBICIDAL COMPOSITION
The present invention provides a herbicidal composition containing glyphosate and/or glufosinate in combination with amino acids, peptides or protein fragments.
N-(phosphonomethyl)glycine and 4- [hydroxy(methyl)phosphinoyl] -D,L- homoalanine, respectively known as glyphosate and glufosinate, exert a marked herbicidal activity against a large variety of weeds through inhibition of glutamine- synthase and of chlorophyll photosynthesis. They are non-selective and non-residual systemic herbicides effective on mono- and di-cotyledon weeds, either perennial (Cynodonplactylon, convolvulus, arvensis, cirsium arvense, cyperus spp) or annual, usually applied thereon at a post-emergence stage. The herbicides are absorbed by the growing leaves and then systemically delivered to the hypogean or epigaean plant. The observable effects consist in a progressive yellowing and withering of the weeds followed by complete darkening and tissue disintegration leading to plant death.
Before use, the active ingredients are dissolved in water with alkaline bases and the solution is added with adjuvants such as ethoxylated fatty amines, fatty alcohols and others, to promote plant absorption and improve the biological activity of the herbicide.
It has been surprisingly found that the combined use of glyphosate and/or glufosinate with amino acids, low-chained peptides or protein fragments increases the herbicidal activity as compared with conventional formulations of the same active ingredients, reducing the period necessary for killing the weeds. This results of great advantage for the farmer, since the seeding of the soil can be anticipated by 4-6 days thus allowing a more efficient planning of the seed-time depending on the season period. Furthermore, the co- formulation of the active ingredients with amino acids, peptides or protein fragments, reduces the environmental impact of conventional herbicidal formulations with known adjuvants, such as fatty amines or alcohols which may additionally contain dioxanes known for their carcinogenic effects.
Accordingly, the invention provides a herbicidal composition comprising at least one of glyphosate and glufosinate as the active ingredient, in combination with amino acids, low-chain peptides or protein fragments.
Since glyphosate and glufosinate contain in their molecule three and, respectively, two acidic groups, they are normally used as a water soluble salt, preferably in form of a monobasic salt, either organic or inorganic, for example as an ammonium or trimethylsulphonium salt or a salt of organic amines such as isopropylamine. Glyphosate is preferably used as the trimethylsulphonium salt, more preferably in acidic form, whereas glufosinate is preferably used as the ammonium salt. The amounts of the active ingredients, alone or in combination, generally range from 0.1 to 80% by weight of the composition, preferably from 0.5 to 50%. All the naturally-occurring amino acids can be used in the composition of the invention. Single amino acids or mixtures thereof are preferably used, either as free amino acids or in form of salts. Low-chained peptides or protein fragments can be obtained by acidic, enzymatic or thermal hydrolysis of row proteinaceous starting material from natural vegetable sources (soy, sunflowers) or animal sources like leather scraps, casein and milk derivatives, or they are directly prepared by chemical synthesis. Typical hydrolysis conditions used in the preparation of peptides or protein fragments are specified in the examples. Preferably the peptides have a molecular mass lower than 10,000 dalton and consist of 2 to 80 amino acids. Peptones are examples of protein fragments obtained with mild hydrolysis of proteinaceous material. The amount of amino acids, peptides or protein fragments is generally between 0.1 and 60% by weight of the composition, preferably from 10 to 50%. Besides the active ingredient(s) and the amino acids, peptides or protein fragments, the herbicidal compositions according to the invention may contain further ingredients, including, but not limited to, insecticides, repellent agents, fungicides, surfactants such as ethoxylated nonylphenol or others allowing to reduce the surface tension, organic or inorganic acids such as acetic, citric, hydrochloric, sulphuric, nitric acid, adjuvants commonly used in herbicidal compositions, or different compounds with herbicide activity. Such compositions are generally in form of solutions, liquid dispersions or suspensions, ready to use or requiring suitable dilution, as well as in form of powders, granules, pellets, water dry granules ( dg), flakes, to be dissolved, dispersed or suspended before use. They can be applied onto weeds by means of spraying, according to known procedures.
According to a preferred embodiment, the herbicidal composition contains glyphosate as the sole active ingredient, in combination with amino acids, peptides or protein fragments, preferably with single amino acids or mixtures thereof, optionally with other ingredients as above specified. In a more preferred embodiment the amount of acid glyphosate is 36% by weight of the composition or w/v.
The invention further provides a method for controlling weeds which comprises applying the above described herbicidal composition to vegetation. As used herein, the term "weeds" refers to mono- and dicotyledones plants, either perennial (e.g. Cynodonplactylon, Convolvulus arvensis, Cirsium arvense, cyperus spp) or annual.
The herbicidal composition is generally applied onto weeds at a post-emergence stage. It can be used for different applications, including weed removal from cultivated soils or uncultivated lands such as industrial areas, roads or railways, golf- or sport-courses in general, in silviculture or floriculture. The following examples illustrate the invention in greater detail. EXAMPLE 1
The following herbicidal composition is prepared:
Water 42.50 g
Isopropylamine 16.50g Glyphosate ( 95% acid) 31g
Amino acids (50% sol.) lOg
The solution containing the glyphosate salt is added with amino acids in a reactor under stirring and then brought to a volume necessary to have a final concentration of acid-equivalent glyphosate of 360g/l. EXAMPLE 2
The following formulation is prepared:
Water 38.5g
Ammonia 30% 20g
Glyphosate (acid) 95% 31 g Amino acids (60% sol.) 10.5g
The solution of glyphosate-ammonium salt is added with a 60% amino acids solution and then diluted as in Example 1 to a final concentration of acid-equivalent glyphosate of 360g/l.
EXAMPLE 3 The compositions of Example 1 and 2 have been comparatively tested with conventional commercial products. The tests were carried out using a weeding bar pulled by a tractor according to the following conditions:
Dose: 5 litres/Ha
Water: 200 litres/Ha Pressure: 2 bars (fan nozzles)
Velocity: 6Km/h
Parcels: 12m width - 90m length: 1080 square meters with large overrunning weeds in the vegetative stage.
Wind: absent during the test
T: 22-24°C
Farm: 1st test: Azienda Agricola Fergnani Gianpaolo - Madonna dei boschi (Ferrara)
2nd test: Azienda Agricola Diegoli Dr. Graziano - via Provani 1802 Frazione Galeazza, Crevalcore (Bologna)
The results of two different tests are reported in the following Table:
Figure imgf000006_0001
- : n.d.
X: start of yellowing XX: start of darkening
XXX: complete darkening and tissue disintegration EXAMPLE 4
Preparation of an amino acid mixture: leather scraps material 89% and concentrated sulphuric acid 11% are introduced in a reactor and heated at a temperature <160°C for a period of 10 to 20 hours.
When the desired rate of hydrolysis is obtained, the reaction mixture is neutralised with ammonium hydroxide and after cooling a solution containing amino acids and peptides is obtained. A typical aminogram is as follows (%w/w):
Amino acids Combined Free Hydroxyproline 2.6 0.5
Aspartic acid 1.5 0.3 Threonine 0.8 0.2 Serine 0.8 0.3 Glutamic acid 2.8 0.8 Proline 3 0.8
Glycine 5.1 2 Alanine 1.9 0.7 Cysteine 0.4 0.3 Valine 0.6 0.1 Methionine 0.2 0.1
Isoleucine 0.3 0.1 Leucine 0.8 0.8 Thyrosine 0.4 traces Phenylalanine 0.9 0.7 Lysine 0.7 0.3
Hystidine 0.2 traces
Arginine 1.7 0.8
Tryptophan 1.1 0.7

Claims

1. A herbicidal composition comprising an effective amount of at least one herbicide selected from glyphosate and glufosinate, in combination with at least one component selected from amino acids, peptides and protein fragments.
2. A herbicidal composition according to claim 1, wherein glyphosate and glufosinate are in form of water soluble, organic or inorganic salts.
3. A herbicidal composition according to claims 1-2, wherein glyphosate is in acidic form or as trymethylsulphonium salt and glufosinate is as ammonium salt.
4. A herbicidal composition according to claims 1-3, having a content of herbicides ranging from 0.1 to 80% by weight of the composition.
5. A herbicidal composition according to claim 4, wherein said content ranges from 0.5 to 50%.
6. A herbicidal composition according to claims 1-5, wherein the herbicide is glyphosate.
7. A herbicidal composition according to claims 1-6, wherein single amino acids or mixtures of different amino acids are used.
8. A herbicidal composition according to claim 7, wherein the amino acids are free amino acids or salts thereof.
9. A herbicidal composition according to claims 1-6, wherein the peptides contain from 2 to 80 amino acids.
10. A herbicidal composition according to claims 1-6 and 9, wherein the peptides or protein fragments are obtained by acidic, enzymatic or thermal hydrolysis of row proteinaceous starting material of animal or vegetal origin.
11. A herbicidal composition according to claims 1-10, wherein the amount of amino acids, peptides or protein fragments is comprised between 0.1 and 60% by weight of the composition.
12. A herbicidal composition according to claim 11, wherein said amount ranges from 10 to 50%.
13. A herbicidal composition according to any preceding claim, further comprising insecticides, repellent agents, fungicides, surfactants, organic or inorganic acids, adjuvants, additional herbicides.
14. A herbicidal composition according to any preceding claim, which is in a liquid or solid form selected from solution, dispersion, suspension, powder, granules, pellets, flakes, water dry granules.
15. A method for controlling weeds which comprises applying a herbicidal composition according to any preceding claim onto green vegetation.
16. A method according to claim 15, wherein the weeds comprise perennial or annual mono- and dicotyledones.
17. A method according to claims 15-16, wherein the herbicidal composition is applied at a post-emergence stage.
18. The use of at least a herbicide selected from glyphosate and glufosinate and of amino acids, peptides or protein fragments for the preparation of a herbicide composition.
PCT/EP2001/001542 2000-02-16 2001-02-13 Herbicidal composition Ceased WO2001060160A1 (en)

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AU2001237378A AU2001237378A1 (en) 2000-02-16 2001-02-13 Herbicidal composition

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IT2000FE000003A ITFE20000003A1 (en) 2000-02-16 2000-02-16 HERBICIDE COMPOSITION BASED ON GLYPHOSATE AND AMINO ACIDS
ITFE2000A000003 2000-02-16

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015023833A1 (en) * 2013-08-14 2015-02-19 Arch Chemicals, Inc. Herbicidal or algicidal composition containing polypeptide as actvity enhancing agent
WO2016048127A1 (en) * 2014-09-24 2016-03-31 Mirranda Arredondo Luis Enrique Herbicide formulated with glyphosate and amino acids for controlling and/or eliminating weeds, and uses thereof
CN106614717A (en) * 2016-09-30 2017-05-10 张轶翔 Composite herbicide
US10244762B1 (en) 2016-02-25 2019-04-02 Arch Chemicals, Inc. Solid aquatic organism control composition and method of use
JP2022536365A (en) * 2019-06-11 2022-08-15 フォルテフェスト・リミテッド Novel non-encoded heterocyclic amino acids (NCHAAs) and their use as herbicides
IT202200008519A1 (en) * 2022-04-28 2023-10-28 Sicit Group S P A USE OF A HERBICIDE IN COMBINATION WITH A PROTEIN HYDROLYZATE

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EP0515070A1 (en) * 1991-05-21 1992-11-25 Mycogen Corporation Novel process and compositions for delivery of foliar herbicides
WO1995017817A1 (en) * 1993-12-28 1995-07-06 Kao Corporation Enhancer composition for agricultural chemicals and agricultural chemical composition
WO1996018294A1 (en) * 1994-12-12 1996-06-20 The United States Of America, As Represented By The Secretary Of Agriculture Sprayable gluten-based formulation for pest control
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WO1998006258A1 (en) * 1996-08-16 1998-02-19 Blaise Mcardle Herbicidal and insecticidal delivery compositions and methods for controlling plant and insect populations
WO1999062338A1 (en) * 1998-06-04 1999-12-09 Hampshire Chemical Corporation N-acyl sarcosinates as glyphosate adjuvants
WO2000016620A1 (en) * 1998-09-23 2000-03-30 Hampshire Chemical Corp. Sarcosinates as glufosinate adjuvants
WO2000018236A1 (en) * 1998-09-25 2000-04-06 Sankyo Company, Limited Weed-controlling agents

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* Cited by examiner, † Cited by third party
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WO1979000838A1 (en) * 1978-03-28 1979-10-18 Michael James Sampson New plant technique
EP0515070A1 (en) * 1991-05-21 1992-11-25 Mycogen Corporation Novel process and compositions for delivery of foliar herbicides
WO1995017817A1 (en) * 1993-12-28 1995-07-06 Kao Corporation Enhancer composition for agricultural chemicals and agricultural chemical composition
WO1996018294A1 (en) * 1994-12-12 1996-06-20 The United States Of America, As Represented By The Secretary Of Agriculture Sprayable gluten-based formulation for pest control
WO1996037106A1 (en) * 1995-05-25 1996-11-28 The United States Of America, Represented By The Secretary Of Agriculture Casein-based sprayable formulation for pest control
WO1998006258A1 (en) * 1996-08-16 1998-02-19 Blaise Mcardle Herbicidal and insecticidal delivery compositions and methods for controlling plant and insect populations
WO1999062338A1 (en) * 1998-06-04 1999-12-09 Hampshire Chemical Corporation N-acyl sarcosinates as glyphosate adjuvants
WO2000016620A1 (en) * 1998-09-23 2000-03-30 Hampshire Chemical Corp. Sarcosinates as glufosinate adjuvants
WO2000018236A1 (en) * 1998-09-25 2000-04-06 Sankyo Company, Limited Weed-controlling agents

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DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; G.FORLANI ET AL.: "Mode of action of herbicidal derivatives of aminomethylenebisphosphonic acid. Part II. Reversal of herbicidal action by aromatic amino acids", XP002170934, retrieved from STN-INTERNATIONAL accession no. 127:216304 CA *
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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015023833A1 (en) * 2013-08-14 2015-02-19 Arch Chemicals, Inc. Herbicidal or algicidal composition containing polypeptide as actvity enhancing agent
US10010076B2 (en) 2013-08-14 2018-07-03 Arch Chemicals, Inc. Plant control composition containing peptide enhancing agent
WO2016048127A1 (en) * 2014-09-24 2016-03-31 Mirranda Arredondo Luis Enrique Herbicide formulated with glyphosate and amino acids for controlling and/or eliminating weeds, and uses thereof
US10244762B1 (en) 2016-02-25 2019-04-02 Arch Chemicals, Inc. Solid aquatic organism control composition and method of use
CN106614717A (en) * 2016-09-30 2017-05-10 张轶翔 Composite herbicide
JP2022536365A (en) * 2019-06-11 2022-08-15 フォルテフェスト・リミテッド Novel non-encoded heterocyclic amino acids (NCHAAs) and their use as herbicides
IT202200008519A1 (en) * 2022-04-28 2023-10-28 Sicit Group S P A USE OF A HERBICIDE IN COMBINATION WITH A PROTEIN HYDROLYZATE

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AU2001237378A1 (en) 2001-08-27
ITFE20000003A1 (en) 2001-08-16
ITFE20000003A0 (en) 2000-02-16

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