GB2077591A - Fungicidal formulations - Google Patents
Fungicidal formulations Download PDFInfo
- Publication number
- GB2077591A GB2077591A GB8112001A GB8112001A GB2077591A GB 2077591 A GB2077591 A GB 2077591A GB 8112001 A GB8112001 A GB 8112001A GB 8112001 A GB8112001 A GB 8112001A GB 2077591 A GB2077591 A GB 2077591A
- Authority
- GB
- United Kingdom
- Prior art keywords
- formula
- compound
- fungicidal
- formulation
- formulations
- 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.)
- Granted
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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
- A01N43/54—1,3-Diazines; Hydrogenated 1,3-diazines
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- 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
- A01N47/08—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 one or more single bonds to nitrogen atoms
- A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
- A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
Abstract
Fungicidal formulations are described which comprise as a first fungicidally active ingredient a pyrimidine of formula:- <IMAGE> where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula: <IMAGE> where R is fur-2-yl or -CH2OCH3, associated with one or more inert, non-phytotoxic carrier(s) therefor. Fungicidal methods employing such formulations are also described.
Description
SPECIFICATION
Fungicidal formulations
This invention relates to fungicidal formulations
and to methods of treating fungal infections of culti
vated plants.
According to one aspect of the present invention, there is provided a fungicidal formulation compris ing as a first fungicidally active ingredient a pyrimidine of formula:
where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula:
where R is fur-2-yl or-CH2OCH3, associated with one or more inert, non-phytotoxic
carrier(s) therefor.
All of the aformentioned compounds are known
compounds and may be prepared by methods well
defined in the literature. The pyrimidines of formula I
are described in U.K. Patent Specification No.
1,218,623, the alanine derivatives of formula lI(a) in
U.K. Patent Specification No. 1,448,810 and Belgian
Patent Specification No. 827,671 and the urea of
formula lI(b) in U.K. Patent Specification No.
1,470,740.
The combinations of active ingredients defined in
the above formulation are novel and have been
found to be surprisingly effective in controlling or
combatting fungal infections of cultivated plants.
They are of value in the treatment of a wide range of
cultivated crops susceptible to fungal attack, such as
for example cereals and beans, and in particular
crops susceptible to powdery and downy mildew, as
well as late blight, i.e. crops such as grapes, cucur
bits and tobacco susceptible to attack by microor
ganisms of Nomycestes and Frysiphales species.
According to a second aspect of the invention,
there is provided a method of treating fungal infec
tions of plants especially grapes which comprises applying applying to said plants a fungicidally effective amount of a fungicidal formulation as defined
above.
In the aforesaid method, the formulation can be
applied by foliar application or soil drench, depend
ing on the crop being treated, at any time after crop
emergence until harvesting takes place. The amount
and frequency of application will be determined by
the severity or expected severity of the fungal dis
ease and, as is well known to those skilled in the art,
by the age and condition of the crop. However, it is a
feature of the invention and a particular advantage
obtained therefrom that a reduced frequency of
treatment, for example only once every 2 to 3 weeks
to control grape mildew infections, may be effec
tively employed, thus achieving a valuable reduction
in labour costs.
The preferred pyrimidine for use in foliar applica
tion for instance in grape treatment is that in which X
is chlorine. However, when application of the com
bination of the invention is to be effected by means
of a soil drench it has been found that the pyrimidine
of formula I in which Xis fluorine is particularly
efficacious.
As stated above, formulations of this invention are
applied by foliar application or by soil drench. In soil
drenches, the compound of formula I is preferably
applied in an amount of from 50 to 500 g per hectare,
whereas the compounds of formula lI(a) are prefer
ably applied in amounts of from 500 to 3000 g per
hectare. Thus the ratio of compounds of formula I to
compounds of formula lI(a) in such formulations
may preferably range from 1:1 to 1:60 by weight.
When foliar application is utilised the compound
of formula I is preferably applied at a rate of from 10
to 100 g per hectare. The compound of formula lI(a) is preferably applied at a rate of from 100 to 2,500 g
per hectare. In such circumstances, the compound of
formula lI(b) is preferably applied at a rate of from 50
to 500 hectare. Accordingly, the ratio of com
I pounds of formula I to compounds of formula II in
formulations applied by foliar application is prefer
ably from 5:1 to 1:250 by weight.
The formula lI(b) compound is preferably used in
combination with a further fungicide, such as for example zineb or mancozeb, and as specified in U.K.
Patent Specification No. 1,470,740. It should be
noted that such further fungicides are used at
approximately half their normal rate and that the
compound of formula lI(b) is not compatible with
compounds which increase alkalinity.
In order to simplify manufacture, storage and
transport, the combinations of the formulae I and II
compounds will be normally produced in concen
trate form intended for dilution in water to the idegree necessary to enable the above mentioned
application rates to be easily achieved. Such concen
trated formulations may contain from 0.5 to 90%,
preferably 5 to 90% by weight of active ingredients
associated with one or more inert non-phytotoxic carrier(s) therefore. Such formulations will usually
be in the form of a wettable powder or dust, aqueous
suspension, emulsifiable concentrate or granules.
The concentrate formulations are intended for
appropriate dilution with water prior to use. This
formation of an aqueous dispersion can be carried
out in conventional spraytanks suitable for the pur
pose. It is to be clearly understood that the diluted
formulations so produced are formulations in accor
dance with the invention in which one or all of the
inert non-phytotoxic carrier(s) is water.
Wettable powders or dusts comprise an intimate
mixture of the active ingredients, one or more inert
carriers and appropriate surfactants. The inert carrier
may be chosen from the attapulgite clays, the
montmorillonite clays, the diatomaceous earths,
kaolins, micas, talcs and purified silicates. Effective
surfactants may be found among the sulfonated lig
nins, the naphthalene sulfonates and condensed
naphthalene sulfonates, the alkyl succinates, the
alkylbenzene sulfonates, the alkyl sulfates and
nonionic surfactants such as ehtylene oxide adducts
of phenol.Illustrative of wettable powders falling
within the scope of the invention are those having
the following composition:
Wettable Powders
% by weight
Formula I compound 1 to 10
Formula II compound 5 to 60
Surfactant(s) Oto 10 Dispersing Agent 0 to 10
Anticaking agent 0 to 15
Inert carrier(s) to 100
The following non-limitative Examples will serve
to further illustrate the invention.
The compound of formula I in which X is chlorine
is known as fenarimol, whilst the related compound
in which X is fluorine is known as nuarimol. In the
Examples below the compound of formula lI(a) in
which R is fur-2-yl is represented by the letter "A",
the formula lI(a) compound in which R is CH2OCH3 by "B" and the formula lI(b) compound by "C"
EXAMPLES ito 10
The following wettable powders were prepared:: (1) % by weight
Compound A 25
Fenarimol 5.0
Sodium lauryl sulphate 4.0
Sodium lignin sulphonate 3.0
Precipitated silica 8.0
Kaolin clay to 100.0
(2) % by weight
Compound A 50.0
Nuarimol 2.5
Sodium dioctyl sulphosuccinate 5.0
Sulphonated lignin 2.0
Diatomaceous earth to 100.0 ;;(3) % by weight
Compound B 40.0
Fenarimol 4.0
Ethoxylated alkyl phenol 3.0
Sodium lignin sulphonate 5.0
Hydrated sodium silicoaluminate 4.0
Talc to 100.0 (4) % by weight
Nuarimol 2.0
Compound B 40.0
Sodium alkylnaphthalene sulphonate 8.0
Silica 3.0
Kaolin to 100.0 (5) % by weight
Compound C 36.0
Fenarimol 6.0
Sodium alkyl ether sulphate 4.0
Sodium lignin sulphonate 3.0
Silica 7.0
Attapulgite to 100.0 (6) %byweight Compound C 6.0
Fenarimol 1.0
Zineb 50.0
Sodium salt of condensed
naphthalene sulphonic acids 3.0
Sodium lignin sulphonate 4.0
Hydrated sodium silicoaluminate 8.0 Montmorillonite to 100.0 (7) % by weight
Compound C 3.0
Fenarimol 0.5
Mancozeb 36.0
Sulphite lye powder 2.0
Sodium lauryl sulphate 5.0
Silica 6.0
Kaolin to 100.0
In each of the above Examples, the active ingredients were carefully blended with the specified excipients in conventional mixing equipment. The blend was then further milled in a fluid energy mill to a size range of from 1 to 10 microns and finally the mixture was reblended and deaerated priorto being packaged.
The formulations described in Examples 1,3 and 5 to 7 are intended for use in foliar application whereas the formulations of Examples 2 and 4 are of value as soil drenches.
EXAMPLE 8
The following Example illustrates the typical synergistic activity to be observed when combinations of the inventions are employed for control of fungal organisms.
Solutions of fenarimol in water were prepared at a concentration of 10 and 20 parts per million and solutions of compound B at a concentration of 50 and 100 parts per million. They were applied separately andtogetherto 11 day old Pinto bean plants.A single treatment consisted in spraying 3 pots, each pot containing two plants.
When the plants had dried they were inoculated with a suspension of spores of bean leaf rust and incubated for 48 hours in a cool moist chamber.
The percentage control of the disease was then
noted as follows:
Percentage FENARIMOL COMPOUND B contro/ by combination of concentrat6 Zpercentage {concentrate zpercentage fenarimol and p.p.m.J disease contro/) P P m.) disease contro/) compound B 10 35 50 6 62 10 35 100 29 85 20 77 50 6 95 20 77 100 1 29 96 When analysed bythewell-known "Colby equa
tion" (see Weeds, 15, 20-22 (1967) the above results
clearly showed that under the conditions of the test,
this mixture of the invention demonstrated synergism.
Claims (11)
1. Afungicidal formulation comprising as a first
fungicidally active ingredient a pyrimidine of for
mula:
where X is chlorine or fluorine, and as a second fungicidally active ingredient a compound of formula:
where R is fur-2-yl or-CH2OCH3, associated with one
or more inert, non-phytotoxic carrier(s) therefor.
2. A fungicidal formulation according to claim 1
comprising a compound of formula I and a com
pound of formula lI(a)
3. A fungicidal formulation according to claim 1 comprising a compound of formula I and a com
pound of formula 11(b).
4. A fungicidal formulation according to any of
the preceding claims in which the first and second
fungicidally active ingredients are present in the
ratio range of from 5:1 to 1:250 by weight.
5. A method of treating fungal infections of
plants which comprises applying to said plants a
fungicidally effective amount of a fungicidal formu
lation as claimed in any of claims 1 to 4.
6. A method according to claim 5 which com
prises applying the formulation to grapes.
7. A method according to either of claims 5 and 6
in which the fungicidal formulation is applied as a foliar spray.
8. A method according to claim 7 in which the compounds I are applied at a rate of from 10 to 100 g per hectare.
9. A method according to either of claims 7 and 8 in which the compound of formula lI(a) is applied at a rate of from 100to2,500 g per hectare.
10. A method according to any of claims 9 to 12 in which the compound of formula lI(b) is applied or a rate of from 50 to 500 g per hectare.
11. A fungicidal formulation according to claim 1 substantially as described in any of the Examples.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB1282478 | 1978-04-01 |
Publications (2)
Publication Number | Publication Date |
---|---|
GB2077591A true GB2077591A (en) | 1981-12-23 |
GB2077591B GB2077591B (en) | 1982-12-22 |
Family
ID=10011816
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB8112001A Expired GB2077591B (en) | 1978-04-01 | 1979-03-30 | Fungicidal formulations |
Country Status (34)
Country | Link |
---|---|
JP (1) | JPS54132233A (en) |
AR (4) | AR225414A1 (en) |
AT (1) | AT364196B (en) |
AU (1) | AU527924B2 (en) |
BE (1) | BE875198A (en) |
BG (4) | BG31470A3 (en) |
BR (1) | BR7901929A (en) |
CA (1) | CA1128854A (en) |
CH (1) | CH638079A5 (en) |
CS (4) | CS217977B2 (en) |
DD (1) | DD143552A5 (en) |
DE (1) | DE2912491A1 (en) |
DK (4) | DK126779A (en) |
EG (1) | EG13864A (en) |
ES (1) | ES479135A1 (en) |
FR (4) | FR2422332A1 (en) |
GB (1) | GB2077591B (en) |
GR (1) | GR67710B (en) |
HU (2) | HU182518B (en) |
IE (1) | IE47941B1 (en) |
IL (1) | IL56963A (en) |
IN (1) | IN149760B (en) |
IT (1) | IT1120402B (en) |
LU (1) | LU81096A1 (en) |
NL (1) | NL7902435A (en) |
NO (4) | NO147202C (en) |
NZ (1) | NZ190062A (en) |
PL (4) | PL122819B1 (en) |
PT (1) | PT69407A (en) |
RO (2) | RO75492A (en) |
SE (4) | SE446811B (en) |
SU (1) | SU1311600A3 (en) |
TR (1) | TR20289A (en) |
ZA (1) | ZA791494B (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0645084A1 (en) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungicidal mixtures |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CS217977B2 (en) | 1978-04-01 | 1983-02-25 | Lilly Industries Ltd | Fungicide means |
DE3326664A1 (en) * | 1982-07-29 | 1984-02-02 | Lilly Industries Ltd., London | Fungicidal agent and process for its preparation |
PL224139B1 (en) | 2014-08-01 | 2016-11-30 | Ekobenz Spółka Z Ograniczoną Odpowiedzialnością | Fuel blend, particularly for engines with spark ignition |
Family Cites Families (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3912752A (en) * | 1972-01-11 | 1975-10-14 | Bayer Ag | 1-Substituted-1,2,4-triazoles |
OA04979A (en) * | 1974-04-09 | 1980-11-30 | Ciba Geigy | New aniline derivatives useful as microbicidal agents and their preparation process. |
GB1561634A (en) * | 1975-10-29 | 1980-02-27 | Lilly Industries Ltd | Fungicidal compositions |
DE2552967A1 (en) * | 1975-11-26 | 1977-06-08 | Bayer Ag | FUNGICIDALS |
GB1559820A (en) * | 1975-12-09 | 1980-01-30 | Lilly Industries Ltd | Fungicidal compositions |
GB1581527A (en) * | 1976-08-18 | 1980-12-17 | Lilly Industries Ltd | Fungicidal formulations |
CS217977B2 (en) | 1978-04-01 | 1983-02-25 | Lilly Industries Ltd | Fungicide means |
-
1979
- 1979-03-23 CS CS802270A patent/CS217977B2/en unknown
- 1979-03-23 CS CS802269A patent/CS217976B2/en unknown
- 1979-03-23 CS CS802271A patent/CS217978B2/en unknown
- 1979-03-28 EG EG190/79A patent/EG13864A/en active
- 1979-03-28 AU AU45485/79A patent/AU527924B2/en not_active Ceased
- 1979-03-28 SE SE7902780A patent/SE446811B/en not_active IP Right Cessation
- 1979-03-28 FR FR7907805A patent/FR2422332A1/en active Granted
- 1979-03-28 DK DK126779A patent/DK126779A/en not_active Application Discontinuation
- 1979-03-28 AR AR275965A patent/AR225414A1/en active
- 1979-03-28 CA CA324,339A patent/CA1128854A/en not_active Expired
- 1979-03-28 IL IL56963A patent/IL56963A/en unknown
- 1979-03-28 GR GR58713A patent/GR67710B/el unknown
- 1979-03-29 IN IN307/CAL/79A patent/IN149760B/en unknown
- 1979-03-29 CS CS792108A patent/CS221251B2/en unknown
- 1979-03-29 NL NL7902435A patent/NL7902435A/en not_active Application Discontinuation
- 1979-03-29 BE BE6/46792A patent/BE875198A/en not_active IP Right Cessation
- 1979-03-29 BG BG7945203A patent/BG31470A3/en unknown
- 1979-03-29 BG BG7945202A patent/BG31469A3/en unknown
- 1979-03-29 DE DE19792912491 patent/DE2912491A1/en not_active Ceased
- 1979-03-29 BG BG7945204A patent/BG31471A3/en unknown
- 1979-03-29 TR TR20289A patent/TR20289A/en unknown
- 1979-03-29 LU LU81096A patent/LU81096A1/en unknown
- 1979-03-29 PT PT69407A patent/PT69407A/en unknown
- 1979-03-29 ZA ZA791494A patent/ZA791494B/en unknown
- 1979-03-29 CH CH290179A patent/CH638079A5/en not_active IP Right Cessation
- 1979-03-29 JP JP3768479A patent/JPS54132233A/en active Pending
- 1979-03-29 BR BR7901929A patent/BR7901929A/en unknown
- 1979-03-29 BG BG7943056A patent/BG31364A3/en unknown
- 1979-03-30 AT AT0239679A patent/AT364196B/en not_active IP Right Cessation
- 1979-03-30 DD DD79211922A patent/DD143552A5/en unknown
- 1979-03-30 RO RO7997081A patent/RO75492A/en unknown
- 1979-03-30 ES ES479135A patent/ES479135A1/en not_active Expired
- 1979-03-30 NZ NZ190062A patent/NZ190062A/en unknown
- 1979-03-30 GB GB8112001A patent/GB2077591B/en not_active Expired
- 1979-03-30 RO RO79102292A patent/RO80251A/en unknown
- 1979-03-30 HU HU79LI338A patent/HU182518B/en unknown
- 1979-03-30 IT IT48541/79A patent/IT1120402B/en active
- 1979-03-30 NO NO791074A patent/NO147202C/en unknown
- 1979-03-30 HU HU83114A patent/HU189633B/en unknown
- 1979-03-30 SU SU792748355A patent/SU1311600A3/en active
- 1979-03-31 PL PL1979230916A patent/PL122819B1/en unknown
- 1979-03-31 PL PL1979214575A patent/PL119526B1/en unknown
- 1979-03-31 PL PL1979230914A patent/PL122824B1/en unknown
- 1979-03-31 PL PL1979230915A patent/PL123456B1/en unknown
- 1979-06-29 FR FR7916985A patent/FR2424702A1/en active Granted
- 1979-06-29 FR FR7916982A patent/FR2424701A1/en active Granted
- 1979-06-29 FR FR7916986A patent/FR2424703A1/en active Granted
- 1979-08-08 IE IE665/79A patent/IE47941B1/en unknown
-
1981
- 1981-08-06 AR AR286356A patent/AR227933A1/en active
- 1981-08-06 AR AR286355A patent/AR227932A1/en active
- 1981-08-06 AR AR286354A patent/AR228962A1/en active
-
1982
- 1982-06-30 NO NO822278A patent/NO148768C/en unknown
- 1982-06-30 NO NO822279A patent/NO148767C/en unknown
- 1982-06-30 NO NO822277A patent/NO148766C/en unknown
-
1984
- 1984-02-22 SE SE8400976A patent/SE454399B/en not_active IP Right Cessation
- 1984-02-22 SE SE8400977A patent/SE8400977D0/en not_active Application Discontinuation
- 1984-02-22 SE SE8400978A patent/SE8400978L/en not_active Application Discontinuation
-
1988
- 1988-03-04 DK DK120688A patent/DK120688A/en not_active Application Discontinuation
- 1988-03-04 DK DK120788A patent/DK120788D0/en unknown
- 1988-03-04 DK DK120588A patent/DK120588D0/en not_active Application Discontinuation
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0645084A1 (en) * | 1993-09-24 | 1995-03-29 | BASF Aktiengesellschaft | Fungicidal mixtures |
US5464839A (en) * | 1993-09-24 | 1995-11-07 | Basf Aktiengesellschaft | Fungicidal mixtures |
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