WO1999015017A1 - Compositions fongicides pour plantes renfermant des sels de phosphonate et de phosphate et leurs derives - Google Patents

Compositions fongicides pour plantes renfermant des sels de phosphonate et de phosphate et leurs derives Download PDF

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Publication number
WO1999015017A1
WO1999015017A1 PCT/US1997/016997 US9716997W WO9915017A1 WO 1999015017 A1 WO1999015017 A1 WO 1999015017A1 US 9716997 W US9716997 W US 9716997W WO 9915017 A1 WO9915017 A1 WO 9915017A1
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WO
WIPO (PCT)
Prior art keywords
salt
solution
plants
group
vol
Prior art date
Application number
PCT/US1997/016997
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English (en)
Inventor
John B. Taylor
Original Assignee
Foliar Nutrients, 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 Foliar Nutrients, Inc. filed Critical Foliar Nutrients, Inc.
Priority to NZ503394A priority Critical patent/NZ503394A/en
Priority to AU44953/97A priority patent/AU741341B2/en
Priority to PCT/US1997/016997 priority patent/WO1999015017A1/fr
Publication of WO1999015017A1 publication Critical patent/WO1999015017A1/fr
Priority to AU18813/02A priority patent/AU777125B2/en

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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
    • A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/26—Phosphorus; Compounds thereof

Definitions

  • compositions and methods of use of the invention include fungicidally effective amounts of both phosphate, preferably in the form of either mono or dipotassium phosphate (KH 2 PO 4 , K 2 HPO 4 ) and phosphonate, preferably in the form of either mono or dipotassium phosphonate (KH 2 PO 3 , K 2 HPO 3 ), in aqueous
  • Phosphorus is an essential major element in plant nutrition because it governs the energy producing reactions, including those that are oxidative, and photophosphorylative and the production of adenosine diphosphate (ADP) and adenosine triphosphate (ATP). Energy-rich phosphate bonds of ADP and ATP provide the energy for many of the physiological reactions that occur in plants.
  • ADP adenosine diphosphate
  • ATP adenosine triphosphate
  • phosphonate sometimes also referred to as "phosphite” means the salts (organic or inorganic) of either phosphonic acid or phosphorous acid.
  • Phosphonic and phosphorous acids have the formula H 3 PO 3 and a molecular weight of 82.00. Their structures from the International Union of Pure and Applied Chemistry are shown below: OH OH
  • phosphate means the salts (organic or inorganic) of phosphoric acid having the formula H 3 PO 4 , molecular weight of 98, and has the following structure:
  • phosphonates have been shown to enhance the phytoimmune system.
  • the phosphonate induced stimulation of the phytoimmune system is triggered by the induction of ethylene production, followed by a rapid accumulation of phytoalexins at the site of infection.
  • Phosphonates have also been shown to have detrimental effect on the growth of Phycomycetes. See, Pegg, K.G. and deBoer, R.F., "Proceedings of the Phosphonic (Phosphorous) Acid Work Shop, "Australiasian Plant
  • phosphates were not viewed as a solution to pathological acerbation of Ascomycete fungal infections. This is because phosphates are viewed primarily as a fertilizer with only limited, or even detrimental, fungical properties.
  • U.S. Patent 5,514,200 teaches that phosphate fertilizers inhibit beneficial symbiosis between plant roots and mycorrhizal fungi, and further promote bacterial and fungical growth in the rhizosphere, including the growth of pathogenic fungi and other small soil-borne organisms. (Col. 2, lines 18-28).
  • Phosphates have also been considered to be a competitive inhibitor for phosphonate assimilation, thus inhibiting the ability of phosphonates to protect against fungus attack. See, Pegg, K.G. and deBoer, R.F., "Proceedings of the Phosphonic (Phosphorous) Acid Work Shop," Australiasian Plant Pathology, Vol. 19 (4), pp. 117 and 144, 1990. Yet further, phosphonates and phosphates were believed to be "biological strangers," with the presence of phosphonates or its esters, exerting little or no influence on enzyme reactions involving phosphates. Robertson, H.E. and Boyer, P.D., "The Biological Inactivity of Glucose 6 — phosphonate, Inorganic Phosphites and Other Phosphites," Archives of
  • the present invention addresses the problems outlined above, and provides an improved anti-fungicidal composition for plants that contains, as active ingredients, fungicidally effective amounts of both phosphonates and phosphates.
  • the application to a plant of the inventive phosphonate/phosphate composition substantially eliminates pathological acerbation of Ascomycete fungi, while at the same time, provides a means to control Phycomycetes and Ascomycetes with a single product.
  • an object of present invention is to provide a fungicidal composition for protection for plants against fungal infection, especially Phycomycetes and Ascomycetes.
  • Another object of the invention is to provide such anti-fungal protection with a single product that upon application does not cause pathological acerbation of Ascomycetes infections.
  • a further object of the invention is to provide a method of treating plants and to provide anti-fungical protection in plants against attack by Phycomycete and Ascomycete fungi.
  • a yet further object of the invention is to provide an anti-fungal composition for treating plants that is environmentally safe, inexpensive to use and has low mammalian toxicity.
  • anti-fungicidal compositions for the protection of plants, especially citrus and fruit trees and vines against fungus attack preferably contain as an active material a fungicidally effective amount of at least a first salt formula selected from the group consisting of KH 2 PO 3 , K 2 HPO 3 , and K 3 PO 3 , and at least a second salt selected from the group consisting of KH 2 PO 4 , K 2 HPO 4 and K 3 PO 4 , in a mixture with an agriculturally acceptable carrier.
  • the composition preferably comprises an aqueous solution wherein each salt is present in solution from about 20 millimole to about 5% vol. /vol..
  • the amount of the first salt is one part by weight and the amount of the second salt is between 0.001 and 1,000 parts by weight.
  • Phosphonate salts useful in the practice of the invention also include those
  • H 3 PO 3 Potassium Phosphonate (KH 2 PO 3 1 Aqueous Solution.
  • H 3 PO 3 is produced by the hydrolysis of phosphorus trichloride according to the reaction: PC1 3 + 3H 2 0 > H 3 PO 3 + 3HC1.
  • the HCI is removed by stripping under reduced pressure and the
  • H 3 PO 3 phosphonic acid
  • the phosphonic acid is then neutralized in aqueous solution by potassium hydroxide according to the reaction: H 3 PO 3 + KOH > KH 2 PO 3 + H 2 0 to about pH 6.5 and to produce a 0-22-20 liquid weighing 11.15 lbs. /gal.
  • This solution is commercially available and is sold under the trademark "Phos-Might" by Foliar Nutrients, Inc., Cairo, GA 31728.
  • K HPO ⁇ Aqueous Solution Mono potassium phosphate (0-51.5-34) is reacted with 45% potassium hydroxide in aqueous solution to produce dipotassium phosphate by the following reaction: This solution is commercially available and is sold under trademark "K-Phos" by Foliar Nutrients, Inc., Cairo, GA 31724
  • Varying amounts of each compound (K 2 HPO 3 ;KH 2 PO 3 ; K 2 HPO 4 ; or KH 2 PO 4 ) in aqueous solution are combined at rates ranging from 20 millimole to 5% vol./ vol., depending on crop host and the pathogen complex and level of infection.
  • the preferable method of application is foliar, either by ground or aerial equipment, but is not limited to that method alone. Injection or soil applications, for example, could also be efficacious depending on specific crops and pathogens.
  • compositions have utility on fruit crops, agronomic crops, ornamentals, trees, grasses, vegetables, grains, and floricultural crops, as well as, some aquatic crops including water cress.
  • Examples 1-5 exemplify a portion of these applications.
  • fungicidal treatments were applied to ornamentals, citrus and vegetables.
  • treatments were applied as a one gallon solution by a back pack sprayer, maintained at about 60 psi, in sufficient quantities of water to achieve thorough coverage.
  • Example #5 was a pre-harvest fungicidal spray evaluation on "Nova” tangelos.
  • percent infection means percent of leaves that exhibit fungus lesions.
  • phytotoxicity means number crop injury to leaves that fell off the plant following the application of the solution.
  • the Ascomycete fungi were the subjects of testing in Examples 1 through 5 and are all members of the Ascomycete family.
  • the compounds according to the invention are studied for the effect on the powdery mildew (Oidium Spp.), which is responsible for foliar infections in dogwood.
  • Potassium phosphonate and potassium phosphate solutions were applied in compositions as set forth in Table 1 below. An average of 5 six-inch pots per experimental unit with 4 repetitions in a randomized complete block (“RCB”) design were considered. The solutions were applied to Dogwood (Cornis Florida Var. "Weaver”). The application of the compositions were made in April 25, 1996, May 8, 1996, and May 23, 1996. The effects of the various compositions were rated on May 30, 1996.
  • Table 1 shows that when a potassium phosphonate solution (containing no appreciable amount of phosphate) is applied to dogwood, pathological acerbation of the Ascomycete fungus occurs in 100 percent of the dogwood leaves, in contrast to the
  • Example No. 2 the inventive compositions were tested for effectiveness against the powdery mildew (Phyllactinia corylea) that infects shumard oak (Quercus).
  • Example No. 2 an average of ten 3-gallon plots per experimental unit
  • Example No. 3 the inventive composition was tested for effectiveness in Example No. 3.
  • citrus trees Greek citr ⁇
  • % Y.L.D. means percent young leaf drop
  • % Y.F.D means percent young fruit drop
  • Example No. 4 carrot plots were inoculated with Alternaria dauci fungi.
  • the plot sizes were single rows X 25 feet X 4 repetitions in a RCB design.
  • the dates that compositions were applied were February 2, 9, 15, 22, and March 8, 14, 22, and 28, 1996.
  • the fungi infections were rated on April 5 and April 23, 1996.
  • the second rating was 25 days after the last fungicide application. The test took place at Sanford, Florida.
  • inventive solutions including potassium phosphonate and potassium phosphate improved the extent of infection from that otherwise occurring in the control carrots. Although the solution making use of only potassium phosphonate caused a slight improvement from the infection occurring in the control, it was substantially less than that associated with the inventive composition.
  • Example No. 4 Also shown in Example No. 4 is a comparison of the effectiveness of the inventive composition to other fungicides, including Cu-Alexin and Fe-Alexin. This test demonstrates that the inventive composition is as effective as other well known fungicides, but without being as environmentally toxic. TABLE 4
  • Example No. 5 Twenty-two fruits, each from five nova tangelo trees, were randomly selected and marked. The fruits were scuffed with an emery board and then sprayed with the compositions set forth below in Table 5, with five treatments on the
  • the degree of infection is the mean of scores from 22 fruit. TABLE 5
  • compositions for controlling Phycomycete and Ascomycete fungi diseases in plants may also contain phosphate and phosphonate compounds comprising a fungicidally effective amount of at least a first salt having the following formula: R 2
  • R is selected from group consisting of H, K, an alkyl radical containing from 1 to 4 carbon atoms, halogen-substituted alkyl or mtro-substituted alkyl radical, an alkenyl, halogen-substituted alkenyl, alkinyl, halogen-substituted alkinyl, alkoxy- substituted alkyl radical, ammonium substituted by alkyl and hydroxy alkyl radicals;
  • R 2 and R 3 are selected from a group consisting of H and K;
  • Me is selected from a group consisting of K, alkaline earth metal cations,
  • n is a whole number from 1 to 3, equal to the valence of Me.
  • inventive compositions will have biocidal and arthropod pest control activity, and also have fertilizer effects, in plants. (See e.g., U.S. Pat. Nos. 5,206,228, 5,133,891 and 5,514,200).

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  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Inorganic Chemistry (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

L'invention concerne une composition fongicide pour les plantes renfermant des sels de phosphonate et de phosphate et leurs dérivés. La composition permet d'obtenir un seul produit qui peut être utilisé pour lutter contre les champignons parasites dans les plantes par atténuation de l'exacerbation pathologique de certains champignons.
PCT/US1997/016997 1997-09-19 1997-09-19 Compositions fongicides pour plantes renfermant des sels de phosphonate et de phosphate et leurs derives WO1999015017A1 (fr)

Priority Applications (4)

Application Number Priority Date Filing Date Title
NZ503394A NZ503394A (en) 1997-09-19 1997-09-19 Fungicidal compositions for plants containing phosphonate and phosphate salts
AU44953/97A AU741341B2 (en) 1997-09-19 1997-09-19 Fungicidal compositions for plants containing phosphonate and phosphate salts, and derivatives thereof
PCT/US1997/016997 WO1999015017A1 (fr) 1997-09-19 1997-09-19 Compositions fongicides pour plantes renfermant des sels de phosphonate et de phosphate et leurs derives
AU18813/02A AU777125B2 (en) 1997-09-19 2002-02-28 Fungicidal/fertilizer compositions for plants containing phosphonate and phosphate salts, and derivatives thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/US1997/016997 WO1999015017A1 (fr) 1997-09-19 1997-09-19 Compositions fongicides pour plantes renfermant des sels de phosphonate et de phosphate et leurs derives

Publications (1)

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WO1999015017A1 true WO1999015017A1 (fr) 1999-04-01

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AU (1) AU741341B2 (fr)
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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002045512A2 (fr) * 2000-12-05 2002-06-13 S.I.P.C.A.M. Societa' Italiana Prodotti Chimici E Per L'agricoltura Milano S.P.A. Composition bactericide et fongicide contenant des polyphosphates de potassium et de sodium, destinee a proteger les cultures avant et apres les recoltes
WO2002056680A2 (fr) * 2000-10-31 2002-07-25 Foliar Nutrients, Inc. Compositions fongicides et bacteriennes destinees a des plantes contenant des sels de phosphonate et de phosphate, des chelates de metal et leurs derives
CN110024782A (zh) * 2019-05-05 2019-07-19 中国农业科学院烟草研究所 一种白粉病的防治药剂

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4075324A (en) * 1973-11-26 1978-02-21 Pepro Fungicidal compositions containing phosphorous acid and derivatives thereof
US4139616A (en) * 1973-12-14 1979-02-13 Pepro Fungicidal compositions based on phosphorous acid esters and salts thereof
US4542023A (en) * 1983-02-01 1985-09-17 Rhone-Poulenc Agrochimie Fungicidal salts of organophosphorus derivatives
US5070083A (en) * 1983-03-31 1991-12-03 Rhone Poulenc Agrochimie, S.A. Fungicidal aluminum tris-alkyl-phosphonate composition
US5169646A (en) * 1977-01-14 1992-12-08 Rhone-Poulenc Agrochimie Fungicidal compositions based on alkyl phosphites
US5206228A (en) * 1991-10-29 1993-04-27 Rhone-Poulenc Ag Company Control of arthropod pests with phosphorous acid and mono-esters and salts thereof
US5514200A (en) * 1994-02-07 1996-05-07 The Regents Of The University Of California Formulation of phosphorus fertilizer for plants

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4075324A (en) * 1973-11-26 1978-02-21 Pepro Fungicidal compositions containing phosphorous acid and derivatives thereof
US4139616A (en) * 1973-12-14 1979-02-13 Pepro Fungicidal compositions based on phosphorous acid esters and salts thereof
US5169646A (en) * 1977-01-14 1992-12-08 Rhone-Poulenc Agrochimie Fungicidal compositions based on alkyl phosphites
US4542023A (en) * 1983-02-01 1985-09-17 Rhone-Poulenc Agrochimie Fungicidal salts of organophosphorus derivatives
US5070083A (en) * 1983-03-31 1991-12-03 Rhone Poulenc Agrochimie, S.A. Fungicidal aluminum tris-alkyl-phosphonate composition
US5206228A (en) * 1991-10-29 1993-04-27 Rhone-Poulenc Ag Company Control of arthropod pests with phosphorous acid and mono-esters and salts thereof
US5514200A (en) * 1994-02-07 1996-05-07 The Regents Of The University Of California Formulation of phosphorus fertilizer for plants
US5514200B1 (en) * 1994-02-07 1997-07-08 Univ Formulation of phosphorus fertilizer for plants

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002056680A2 (fr) * 2000-10-31 2002-07-25 Foliar Nutrients, Inc. Compositions fongicides et bacteriennes destinees a des plantes contenant des sels de phosphonate et de phosphate, des chelates de metal et leurs derives
WO2002056680A3 (fr) * 2000-10-31 2002-09-19 Foliar Nutrients Inc Compositions fongicides et bacteriennes destinees a des plantes contenant des sels de phosphonate et de phosphate, des chelates de metal et leurs derives
AU2002245052B2 (en) * 2000-10-31 2005-07-21 Foliar Nutrients, Inc. Fungicidal and bactericidal compositions for plants containing phosphonate and phosphate salts, metal chelates, and derivatives thereof
WO2002045512A2 (fr) * 2000-12-05 2002-06-13 S.I.P.C.A.M. Societa' Italiana Prodotti Chimici E Per L'agricoltura Milano S.P.A. Composition bactericide et fongicide contenant des polyphosphates de potassium et de sodium, destinee a proteger les cultures avant et apres les recoltes
WO2002045512A3 (fr) * 2000-12-05 2002-09-19 Sipcam Composition bactericide et fongicide contenant des polyphosphates de potassium et de sodium, destinee a proteger les cultures avant et apres les recoltes
CN110024782A (zh) * 2019-05-05 2019-07-19 中国农业科学院烟草研究所 一种白粉病的防治药剂

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Publication number Publication date
AU741341B2 (en) 2001-11-29
AU4495397A (en) 1999-04-12

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