IE80905B1 - Fungicidal seed treatment using phosphorous acid or its salts - Google Patents

Fungicidal seed treatment using phosphorous acid or its salts

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Publication number
IE80905B1
IE80905B1 IE940516A IE940516A IE80905B1 IE 80905 B1 IE80905 B1 IE 80905B1 IE 940516 A IE940516 A IE 940516A IE 940516 A IE940516 A IE 940516A IE 80905 B1 IE80905 B1 IE 80905B1
Authority
IE
Ireland
Prior art keywords
seeds
phosphorous acid
pvthium
absence
salt
Prior art date
Application number
IE940516A
Other versions
IE940516A1 (en
Inventor
Maurice Chazalet
Jacques Mugnier
Original Assignee
Rhone Poulenc Agrochimie
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 Rhone Poulenc Agrochimie filed Critical Rhone Poulenc Agrochimie
Publication of IE940516A1 publication Critical patent/IE940516A1/en
Publication of IE80905B1 publication Critical patent/IE80905B1/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
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/26Phosphorus; Compounds thereof
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/38Polysiloxanes modified by chemical after-treatment
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/48Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
    • C08G77/50Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms by carbon linkages

Abstract

The invention relates to a coating for seeds to protect them from fungal diseases which contains an inert and acceptable in agriculture carrier and at least one active substance chosen from the group consisting of a phosphorous acid and its salts and a method for applying this coating to seeds. The coating provides a good protective effect.[BY4699C1]

Description

Fungicidal seed treatment usino- iphosohoz-ous acid or its salts The present invention relates to the protection of monocotyledon plant seeds against attacks from fungal diseases.
It is known that it is possible to control fungal diseases of plants by foliar application of phosphorous acid and its derivatives (Patent GB X,459„539> but this application has not been used in 10 practice because of the phytotoxicity of compositions containing these ingredients (European Patent Application 230^209), It has now surprisingly been found that it is possible to obtain compositions having a good protective effect on seeds, and plants resulting from the germination of these seeds, by .protecting the seeds with phosphorous acid or a derivative thereof,, without this protection being disturbed by excessive phytotoxicity.
The present invention accordingly provides seeds of monocotyledon plants comprising as fungicide from 5 to 500 g/q of phosphorous acid or a salt.thereof in the absence of 2-(4-chlorobenzylidene)-5,5-dimethyl-l-(1H1,2,4-triazol-l-ylmethyl)-l-cyclopentanol and in the absence of compounds of formula wherein R represents methyl, chloro, nitro or azido, W represents -CH (CH3) COOCH3 or in which X represents CH or N, Y represents methoxymethyl, chloromethyl, cyclopropyl, 2furyl, 2-tetrahydrofuryl, isoxazolyl or benzyl, and m represents 1 or 2, or, when R represents chloro in the meta-position relative to the amino group and at the same time w represents a butyrolactone ring, m represents 0, 1 or 2 .
As used herein, the term seeds includes any generative part (propagation material) of the plant which can be used for the reproduction of the latter. This includes not only seed grains (seeds within the narrow meaning), but also artificial seeds such as, for example, those described in Patent Applications FR 9305192 or PCT/FR 91/00984 (published under the number WO 92/10087).
The seeds may be natural or artificial seeds of monocotyledon plants.
The presence of another fungicide is not necessary, and in particular the triasole 2-(4chlorobenzylidene)~5,5~fii»efchyl-’3.-{lH-l,2,4-fcriaz0X-X~ ylmethyl) -X-cyclopentanol (the use of whxch with a second fungicide which aiay be inter alia phosphorous acid or a phosphite salt is described in European specification No. 467792) is not used, but the presence of other fungicides is optional as described below.
Phosphorous acid, also known as phosphonic acid, has the formula H-p(o$ 2 (.abbreviated as H3PO3J . Its salts are known as phosphites, and can be Mono- or dxsalts, preferably alkali metal or ammomwa salts, in particular Na2HPO3„ K2SPO3 or NH4H2PO3.
On a practical level, the effective amount of phosphorous acid or salt thereof is generally between 5 and 500 g/q (q is the abbreviation of quintal = 100 kg).
The seed grains comprise a proportion of 5 to 5 500 g of active material per quintal of seed grain and preferably 5 to 300 g/quintal, preferably applied by coating.
The active material of phosphorous type is preferably chosen such that its solubility in water at 20’C is greater than 0.1 g/1, more preferentially still greater than 0.,5 g/1 and more preferentially still greater than 50 g/l„ Active materials-of lower solubility can also be used but it is then necessary to use fairly complicated formulations, for example wettable powders IS or aqueous suspensions. The use of active materials of sufficiently high solubility as it has just been defined is advantageous in that it makes it possible to treat seeds using simple solutions,, which is extremely economic.
The invention further provides young plants resulting from the germination of the seeds which have just been defined, these young plants being at the one- or twoleaf stage.
That such young plants are obtained is all 25 the more remarkable since it could be expected that the residual phosphorous acid has a phytotoxic effect with respect to plants resulting from the germination, in the same way that it had a phytotoxic effect in foliar treatment.
The Invention Is particularly advantageous la protecting, against fungal diseases, seeds corresponding to crops.included in the group comprising cereals, ia particular wheat, barley, rye, winter barley, oats, triticale, maize or rice., The invention is particularly advantageous in protecting seeds against * diseases belonging to the group comprisIng Pythium arrhenoaaaes, Pythium qramxnicola, Pythium toruiosna, Pythium vanterpoolii, Pythium myriotvlum,, Pythium periiluai, Pythium aristosporum, Pythium aphanidennatum. * damping-off, *' root rot, * young plant collar rot.
The invention further provides the use of a fungicidal composition comprising: at least one active material chosen from phosphorous acid and its salts, at least one inert vehicle which is acceptable in agriculture, and a surface-active agent which is acceptable in agriculture, in the absence of 2-(4-chlorobenzylidene)-5,5dimethyl-l-(1H-I,2,4-triazol-l-ylmethyl)-1-cyclopentanol and in the absence of compounds of formula (I) as hereinbefore defined, for protecting seeds of monocotyledon plants against fungal diseases, wherein the phosphorous acid or salt thereof is applied to the seeds in an amount of from 5 to 500 g/q.
The compositions used in the invention commonly contain between 0.5 and 95% (by weight) of active material of phosphorous type. Preferably, the amount of active material of phosphorous type in these treatment formulations is greater than 5% (by weight).
The present invention also provides a method for protecting seeds of monocotyledon plants against fungal diseases, which comprises applying thereto from 5 to 500 g/q of phosphorous acid or a salt thereof in the absence of 2-(4-chlorobenzylidene)-5,5-dimethyl-l-(1H1,2,4-triazol-l-ylmethvl)-l-cyclopentanol and in the absence of compounds of formula (I) as hereinbefore defined and/or applying thereto an amount of a fungicidal composition as defined above which is effective to apply from 5 to 500 g/q of phosphorous acid or a salt thereof. According to this method of the invention, application of the fungicidal active material of phosphorous type is carried out using compositions comprising at least 5% of active material of phosphorous type, preferably at least %.
In the present account, the term vehicle denotes a natural or synthetic, organic or inorganic material with which the active material is combined to facilitate its application to the seed., This vehicle is thus generally inert and it must to® acceptable ia agriculture, especially on the treated seed. Th© vehicle can be solid (clays, natural or synthetic silicates, silica, resins, waxes, solid fertilizers and the like) or, preferably, liquid (water, alcohols, ketones, petroleum fractions, aromatic or paraffinic hydrocarbons, chlorinated hydrocarbons# and the like)„ As has bees said above, liquid vehicles are preferred, is, particular1 those in which the phosphorous active material is soluble, sore especially water and aqueous solutioas.
The surface-active agent ear be as emulsifying# dispersing or wetting agent of ionic or noaioaic type. There say be mentioned# for example, salts of polyacrylic acids# salts of ligaosulphoaic acids# salts of phenolsulphoaie or naphthalenesulphoaic acids# polycoadeasafces of ethylene oxide with fatty .alcohols or with fatty acids or with fatty amines# substituted phenols (especially alkylphenols ©r arylphenols), salts of esters of sulphosuecinic acids, taurine derivatives (especially alkyltauratas), or phosphoric esters of polyoxyethylenated phenols or alcohols. The presence of at least one surface-active agent is often required.
These compositions can also contain any kind of other ingredients such as# for example, protective colloids, adhesives# thickening agents# thixotropic agents# penetrating agents# stabilising agents# sequestering agents# pigments, dyes or polymers.
More generally, the compositions used in the invention can he combined with all the solid or liquid additives corresponding to the conventional formulating techniques for application of seed treatment in particular. 7a While oa this sub j act f, it will Jsa noted that# is the vocabulary of fcho«e «killed is the »rt, the hara seed treatment is faat naialy relates to the treatnemt of seed grains.
Tb· application techniques are well known te those «killed is the art and they can he used without disadvantage in the context o *tpjhr,<® tje* reseat invention.
Mention nay be sa&a, fox example# of fila— coating ©r coating. Coating is preferred is the invention becanse of its siaplicityj it is sufficient te stir or six the seed to he treated with the fungicidal cospoaitioa® according to the invention.
Asoug the seapositiess# «olid or liquid coxspesifcioaa nay generally be mentioned.
IS There nay ba nastiaaed# as fexss of ligaifi coBpoeitioa» ar those intended to constitute liquid cosaaaaitioas at the tine of application# solutions„ in particular water-solnble ecneestratw» # aanlsifiable cosaeatratas # «wsXeieae # «ascension eeaceatratae ©r 0 wettable powders (or powder to he sprayed J. · The enulaifiahle or soluble concentrates ao*t often ccisapri»* i© to 90% of active material while eanlsioa® or eolations ready for application contain, far their port, o.ox to 20% of active material.
Tar in addition tc the solvent# the emulsifiable concentrates e«s contain# when thia is necessary, 2 to 20% of suitable additives «uch as, stabilising agents# surface-active agents# penetrating srxitH is agents# corrosion inhibitors,, dyes or the abovementioned adhesives.
From these concentrates, it is possible to obtain, by dilution'with water, emulsions of any desired concentration, which are particularly suitable for application to· seeds..
The wettable powders (or powder to be sprayed) are generally prepared se that they contain 2© to §<5% off active material, aad they generally contain, ia addition to the solid vehicle, ffrcsa 0 to 5% off a wetting agent, from 3 to io% off a dispersing agent .and, whan this is necessary, from o to io% off one or more stabilising agents and/or other additives, such as pigments, dyes, penetrating agents, adhesives, antidumping agents, and the like.
As has already been said, aqueous dispersions and -.emulsions, for example the compositions obtained ay diluting a wettable powder or aa emulsifiable concentrate according to the invention with water, may be used in the present invention. Emulsions can he off the water-in—oil or oilin-water type and they can have a thick consistency, like that of a «mayonnaise.
Among these compositions, a person skilled in the art will advantageously choose that or those which are suitable depending on the conditions sf use. la the invention, the phosphorous derivative can be used alone er as a mixture, in particular with fungicides or insecticides, especially captan, thiram, aspirin or Its salts and esters, salicylic acid or Its salts asd esters, guazatxae, cssiae-copper, tefXutbrxa or anthraquinone, and insecticides such as S xmidaclcprid, lindane and endosulfan, as well as mixtures of these various products.
The following Examples illustrate the invention.
Bxamgle 1 100 g of barley seed grains were treated with 1.5 ml of an aqueous phosphorous acid or sodium aonophosphite (MaH2PO3) solution. The concentration of the treatment solution was calculated so as to obtain, on the seed, the dosage (ia g/q) of product shown in the Table below. For a dosage of loo g/q, the concentration of phosphorous acid in the water was 75 g/1.
The treatment was carried out by simple aixxag/stxrring, for 1 min, so as to obtain seeds comprising various concentrations of phosphorous acid as shows, in the Table below.
These seed grains ware deposited in pots containing a mixture of peat and pozsolana- One millilitre of gythium mycelium ground preparation was inoculated into each pot by spraying the earth. There were approximately 20 seed grains per pot.
The seed grains germinated and, is days after sowing, the state of the plants was observed with xs respect to control seed grains not treated with phosphorous acid and with, respect to control seed grains not inoculated with gythiua» All the plants which had survived had two leaves. So phytotoxicity was observed in any case® The results were the followings Fungicidal Dose in Efficiency expr eased as agent g/q percentage * ^5fW Pvthiua arrhenosaanes ml ·» μ» wiw -%*J W *' ato b-—·^ «·* «5«>b <0· «Μ ttaavulλΛ ·λΑλλμ,ΧλΑriu. vHJ n^?,23l so ¢0 40 add 100 100 so Sodium 1Q0 75 20 «η 4* ;£&> 'Iff <£5) Up»Cp 200 100 70 400 10'0 100 seo 100 100 Untreated e 0 Q control inoculated with Pwthiuss i'TeZ the nusher of surviving treated seedlings expressed as a percentage of the number of surviving seedlings which had received neither the fungicidal agent nor the inoculation with gvthiua.
Bsarale 2 i ι Barley seed grains were treated, as in pie X, with aqueous dipotassiua phosphite solution.
To obtain a dosage of 240 g/q ©f product oa the seeds, 10© g of seeds were treated with 1.5 ml of a solution containing ss g/1 of KgHPO3.
The seed grains thus treated were sown is as open field and the state of the crop was observed 72 days after sowing with respect to an untreated control® Both crops were affected by fungal attacks io cf T'vthl'as arrhenomanes. As compared with the untreated plants, the plants treated according to the invention contained 2.8 times sore roots and were greater in number by 24.3%. The weight of dry matter off the roots cf the treated plants compared with the untreated plants was greater by 39%.

Claims (15)

1. Seeds of monocotyledon plants comprising as fungicide from 5 to 500 g/q of phosphorous acid or a salt thereof in the absence of 2-(4-chlorobensylidene)-5,5dimethyl-1-(1H-1,2,4-triazol-l-ylmethyl)-1-cyclopentanol and in the absence of compounds of formula ('CH3)j?a 0) wherein R represents methyl, chloro, nitro or azido, W represents -CH (CH 3 ) COOCH 3 or in which X represents CH or N, Y represents methoxymethyl, chloromethyl, cyclopropyl, 2furyl, 2-tetrahydrofuryl, isoxazolyl or benzyl, and m represents 1 or 2, or, when R represents chloro in the meta-position relative to the amino group and at the same time W represents a butyrolactone ring, m represents 0, l or 2 .
2. Seeds according to claim 1 which are cereal seeds . Seeds according to claim 2 which are seeds of 1
3. Wheat, barley, rye, winter barley, oats, triticale, maize or rice.
4. Seeds according to any one of claims 1 to 3 which comprise phosphorous acid or an alkali metal or ammonium 5. Salt thereof.
5. Seeds according to any one of claims 1 to 3 which comprise a phosphorous acid .salt having a solubility in water at 20°C greater than 0.1 g/1.
6. Seeds according to claim 5 wherein the 10 phosphorous acid salt has a solubility in water at 20°C greater than 0.5 g/1.
7. Seeds according to any one of claims 1 to 6, which also comprise a second active material chosen from captan, thiram, guazatine, oxine-copper, imidacloprid, 15 lindane and endosulfan.
8. . Seeds according to any one of claims 1 to 6, which also comprise a second active material chosen from aspirin, its salts and esters and salicyclic acid and its salts and esters. 20
9. Method for protecting seeds of monocotyledon plants against fungal diseases, which comprises applying thereto from 5 to 500 g/q of phosphorous acid or a salt thereof in the absence of 2-(4-chlorobensyliaene)-5,5dimethyl-1- (1H-1,2,4-triazol-l-ylmethyl)-l-cyclopentanol 25 and in the absence of compounds of formula (I) as defined in claim 1.
10. Method according to claim 9 wherein the fungal disease is III.HHJ-XXIU.-a. J·^·. ΐ 4 a disease caused by Pvthium arrhenomanes. Pvthium graminicola. Pvthium torulosutn. Pvthium vanterpoolii, Pvthium myriotvlum. Pvthium periilum. Pvthium aristosporum. or Pvthium aphanidermaturn damping-off, root rot, or young plant collar rot.
11. Young plants, resulting from the germination of seed according to any one of claims 1 to 8.
12. Use of a fungicidal composition comprising: at least one active material chosen from phosphorous acid and its salts, at least one inert vehicle which is acceptable in agriculture, and a surface-active agent which is acceptable in agriculture, in the absence of 2-(4-chlorobensvlidene)-5,5dimethyl-l-(1H-1,2,4-triazol-l-ylmethyl)-1-cyclopentanol and in the absence of compounds of formula (I) as defined in claim 1, for protecting seeds of monocotyledon plants against fungal diseases, wherein the phosphorous acid or salt thereof is applied to the seeds in an amount of from 5 to 500 g/q.
13. Use according to claim 12, wherein the composition contains between 0.5 and 95% by weight of the said active material.
14. Use according to claim 12 or 13, wherein the inert vehicle is liquid. S 5
15. Use according to claim 14 wherein the inert vehicle is water.
IE940516A 1993-06-23 1994-06-22 Fungicidal seed treatment using phosphorous acid or its salts IE80905B1 (en)

Applications Claiming Priority (1)

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FR9307866A FR2706736B1 (en) 1993-06-23 1993-06-23

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IE940516A1 IE940516A1 (en) 1994-12-28
IE80905B1 true IE80905B1 (en) 1999-06-16

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KR (1) KR100353181B1 (en)
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BE (1) BE1008436A5 (en)
BR (1) BR9401843A (en)
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DE (1) DE4422025B4 (en)
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ES (1) ES2070792B1 (en)
FR (1) FR2706736B1 (en)
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HR (1) HRP940363B1 (en)
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IE (1) IE80905B1 (en)
IL (1) IL110068A (en)
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LU (1) LU88502A1 (en)
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DE60331948D1 (en) * 2002-12-04 2010-05-12 Hokkai Sankyo Co Ltd PROCESS FOR THE PROTECTION OF WHEAT FROM MYCOTOXIN FAILURE
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RU2538137C1 (en) * 2013-11-27 2015-01-10 Алексей Георгиевич Бородкин AGENT FOR PROTECTION OF BULBS OF TULIPS, GLADIOLI AND MONTBRETIA AGAINST FUSARIOSE, GRAY MOULD AND FUNGUS Penicillium
RU2607026C1 (en) * 2015-10-30 2017-01-10 Алексей Георгиевич Бородкин Remedy for protection of bulbs of iris, hyacinth and daffodils from fungal diseases
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CH688601A5 (en) 1997-12-15
PL303948A1 (en) 1995-01-09
CA2126656A1 (en) 1994-12-24
AU679738B2 (en) 1997-07-10
SI9400260A (en) 1995-02-28
IE940516A1 (en) 1994-12-28
NZ260826A (en) 1996-02-27
PT101533A (en) 1995-03-31
GB2279252A (en) 1995-01-04
SK75994A3 (en) 1995-01-12
FR2706736B1 (en) 1995-08-25
IL110068A0 (en) 1994-10-07
SI9400260B (en) 2001-12-31
ES2070792B1 (en) 1996-01-01
HRP940363A2 (en) 1996-12-31
LU88502A1 (en) 1996-02-01
CZ154894A3 (en) 1995-01-18
CZ287051B6 (en) 2000-08-16
AU6484994A (en) 1995-01-05
CO4340594A1 (en) 1996-07-30
SE9402200L (en) 1994-12-24
CN1098253A (en) 1995-02-08
DK74494A (en) 1994-12-24
NL9401039A (en) 1995-01-16
KR100353181B1 (en) 2004-12-23
UA39171C2 (en) 2001-06-15
ZA944509B (en) 1995-04-05
GB9412469D0 (en) 1994-08-10
ATA123494A (en) 1999-06-15
HRP940363B1 (en) 2001-06-30
BR9401843A (en) 1995-05-02
HUT67998A (en) 1995-03-21
TW292964B (en) 1996-12-11
RU2140728C1 (en) 1999-11-10
AT406002B (en) 2000-01-25
RO113936B1 (en) 1998-12-30
GR940100307A (en) 1995-02-28
DE4422025A1 (en) 1995-01-05
ES2070792A1 (en) 1995-06-01
IL110068A (en) 2005-11-20
SE9402200D0 (en) 1994-06-22
HU214299B (en) 1998-03-02
HU9401897D0 (en) 1994-09-28
SK283983B6 (en) 2004-06-08
DE4422025B4 (en) 2008-01-31
ITMI941312A1 (en) 1995-12-23
CN1051907C (en) 2000-05-03
KR950000003A (en) 1995-01-03
GB2279252B (en) 1997-10-15
PT101533B (en) 2000-01-31
IT1269941B (en) 1997-04-16
FR2706736A1 (en) 1994-12-30
BE1008436A5 (en) 1996-05-07
ITMI941312A0 (en) 1994-06-23
JPH0759411A (en) 1995-03-07

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