GB2078212A - Method of Increasing the Yield of Soyabeans - Google Patents
Method of Increasing the Yield of Soyabeans Download PDFInfo
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- GB2078212A GB2078212A GB8020305A GB8020305A GB2078212A GB 2078212 A GB2078212 A GB 2078212A GB 8020305 A GB8020305 A GB 8020305A GB 8020305 A GB8020305 A GB 8020305A GB 2078212 A GB2078212 A GB 2078212A
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/335—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/08—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with oxygen as the ring hetero atom
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/06—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings
- A01N43/10—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom five-membered rings with sulfur as the ring hetero atom
-
- 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
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/36—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom five-membered rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/52—Radicals substituted by nitrogen atoms not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom
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- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Plant Pathology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Furan Compounds (AREA)
- Pyrrole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
A method of increasing the yield of a soyabean crop comprises treating the crop with a compound of the general formula I or, where possible, an acid addition salt thereof: <IMAGE> in which Het represents an optionally substituted 5-membered heterocyclic ring containing one hetero atom; Ar represents an optionally substituted phenyl group; Q represents a hydrogen atom or an alkyl group; and either X and Y together represent a bond, or X represents a hydrogen atom and Y represents a hydrogen atom or an acyl group derived from a carboxylic acid. Preferably Het is a 2- or 3-furyl, thioenyl or pyrrolyl group, or one of the corresponding tetrahydro groups.
Description
SPECIFICATION
Method of Increasing the Yield of Soyabeans
This invention relates to a method of increasing the yield of soyabeans.
In the past, the vast majority of agricultural chemical research work was directed towards the development of chemical fertilizers and the development of chemicals to combat pests, diseases and weeds which reduce the yield of crops. The belief was that by adequately feeding the plant and by optimizing its environment, the yields of the crop could be maximized.
In recent years it has become clear that it is possible to affect the growth of plants in a much more fundamental way, that is by the application of chemicals which affect the biochemical processes occuring in the plant. Much research is now being directed towards the development of chemical plant growth regulants which are capable of altering the biochemistry of plants in such a way that useful effects are achieved. One important field of reasearch is into the stimulation of crops to produce higher yields. It would for example be most useful to be able to increase the yield of soyabeans, a valuable source of protein, by means of a chemical treatment.
It has now been found that certain heterocycle-containing aniline compounds have useful plant growth, regulating activity. "Chemistry and Industry", 3rd February 1968, p. 155, discloses that certain ketimines may be prepared by reaction of a ketone with aniline and cyanide ion in the presence of acetic acid, and subsequent removal of HCN. There is no suggestion, however, that these compounds have any use in agriculture.
The invention provides a method of increasing the yield of a soyabean crop, which comprises treating the crop with a compound of the general formula I or, where possible, an acid addition salt thereof:
in which Het represents an optionally substituted 5-membered heterocyclic ring containing one hetero atom; Ar represents an optionally substituted phenyl group; Q represents a hydrogen atom or an alkyl group; and either X and Y together represent a bond, or X represents a hydrogen atom and Y represents a hydrogen atom or an acyl group derived from a carboxylic acid.
The ring Het may be saturated or unsaturated and may for example be unsubstituted or substituted by one or more, preferably one or two, of the same or different substituents selected from halogen atoms, alkyl groups, for example methyl groups and nitro groups. When Het represents a pyrrolyl group, this may carry an N-oxide substituent. Preferably the ring Het is unsubstituted, for example, it may be a 2- or 3-furyl, thienyl, or pyrrolyl group or one of the corresponding tetrahydro groups. An especially preferred group Het is a 2-thienyl group.
The group Ar is preferably unsubstituted or substituted by one or more, especially one or two, of the same or different substituents selected from halogen atoms and alkyl, haloalkyl, alkoxy, haloalkoxy, nitro, cyano, alkanoyl, carboxy and alkoxycarbonyl groups. Especially preferred substituents are halogen atoms and methyl, methoxy and trifluoromethyl groups. Most preferably, the group Ar carries one or two substituents, and most preferably these substituents are halogen atoms.
In the substituents mentioned above for the groups Het and Ar, unless otherwise stated, any halogen atom present is preferably a fluorine, bromine or chlorine atom, and any alkyl moiety preferably has up to 4, especially 1 or 2, carbon atoms.
If Q represents an alkyl group, this preferably has up to 4 carbon atoms, for example Q may represent a methyl group. Preferably Q represents a hydrogen atom. If Y represents an acyl group derived from a carboxylic acid, this group is preferably an optionally substituted alkanoyl or benzoyl group. An alkanoyl group may for example be substituted by one or more of the same or different substituents selected from halogen atoms and alkoxy, phenyl, phenoxy, carboxy and alkoxycarbonyl groups, but preferably an alkanoyl group Y is unsubstituted. Preferably an alkanoyl group Y has up to 4 carbon atoms, for example Y may represent an aceyl group. If Y represents an optionally substituted benzoyl group, the preferred substituents are as given above for the group Ar.
Preferably X and Y together represent a bond, or X and Y both represent hydrogen atoms.
When Y represents a hydrogen atom, the compounds of the general formula I can form acid addition salts, which may be used in the method according to the invention. Suitable acids include organic acids, for example tartaric or citric acid, and inorganic acids, for example hydrochloric acid.
Compounds of the general formula I in which X and Y together represent a bond are Schiff bases and can be prepared by methods analogous to known methods, for example by reacting an aldehyde or ketone of formula Het. CO . Q, with an aniline of formula ArNH2. The resulting compound may then if desired by hydrogenated using methods analogous to known methods, to produce a compound of the general formula I in which X and Y both represent hydrogen atoms. This compound may in turn be
acylated using any suitable acylating agent, preferably an acyl halide, to produce a compound of the
general formula I in which Y represents an acyl group derived from a carboxylic acid.
The efficacity of the method according to the invention will in general depend on the growth
stage of the crop when treated, and preferably the treatment is carried out during the period from the
time at which the flowers of the plants have differentiated, and throughout the time when the flowers
are open. Preferably the method is carried out by the application of the active compound at a dosage in
the range of from 0.05 to 4 kg/ha, preferably 0.25 to 1.5 kg/ha.
Preferably the method is carried out using a composition which comprises the active compound
together with a suitable carrier. A carrier is any material with which the active ingredient is formulated
to faciliate application to the crop to be treated, or to facilitate storage, transport or handling. A carrier
may be a solid or a liquid, including a material which is normally gaseous but which has been
compressed to form a liquid, and any of the carriers normally used in formulating agricultural
compositions may be used.
Suitable solid carriers include natural and synthetic clays and silicates, for example natural silicas
such as diatomaceous earths; Magnesium silicates, for example talcs; magnesium aluminium silicates,
for example attapulgites and vermiculites; aluminium silicates, for example kaolinites, montmorillonites
and micas; calcium carbonate; calcium sulphate; synthetic hydrated silicon oxides and synthetic
calcium or aluminium silicates; elements, for example carbon and sulphur; natural and synthetic resins,
for example coumarone resins, polyvinyl chloride, and styrene polymers and copolymers; solid
polychiorophenols; bitumen; waxes, for example beeswax, paraffin wax, and chlorinated mineral
waxes; and solid fertilisers, for example superphosphates.
Suitable liquid carriers include water; alcohols, for example isopropanol and glycols; ketones, for
example acetone, methyl ethyl ketone, methyl isobutyi ketone and cyclohexanone; ethers; aromatic or
araliphatic hydrocarbons, for example benzene, toluene and xylene; petroleum fractions, for example
kerosine and light mineral oils; chlorinated hydrocarbons, for example carbon tetrachloride,
perchloroethylene and trichloroethane. Mixtures of different liquids are often suitable.
Agricultural compositions are often formulated and transported in a concentrated form which is
subsequently diluted by the user before application. The presence of small amounts of a carrier which
is a surface-active agent facilitates this process of dilution.
A surface-active agent may be an emulsifying agent, a dispersing agent or a wetting agent; it may
be nonionic or ionic. Examples of suitable surface-active agents include the sodium or calcium salts of
polyacrylic acids and lignin sulphonic acids; the condensation products of fatty acids or aliphatic
amines or amides containing at least 12 carbon atoms in the molecule with ethylene oxide and/or
propylene oxide; fatty acid esters of glycerol, sorbitan, sucrose or pentaerythritol; condensates of these with ethylene oxide and/or propylene oxide; condensation products of fatty alcohol or alkyl phenols, for example p-octylphenol orp-octylcresol, with ethylene oxide and/or propylene oxide; sulphates or sulphonates of these condensation products; aikali or alkaline earth metal salts, preferably sodium salts, of sulphuric or suiphonic acid esters containing at least 10 carbon atoms in the molecule, for example sodium lauryl sulphate, sodium secondary alkyl sulphates, sodium salts of sulphonated castor oii, and sodium alkylaryl sulphonates such as sodium dodecylbenzene sulphonates; and polymers of ethylene oxide and copolymers of ethylene oxide and propylene oxide.
Compositions may for example be formulated as wettable powders, dusts, granules, solutions,
emulsifiable concentrates, emulsions, suspension concentrates and aerosols. Wettabie powders
usually contain 25, 50 and 75% w of active ingredient and usually contain, in addition
to solid inert carrier, 3-1 0% w of a dispersing agent and, where necessary, 0-1 0% w of stabiliser(s)
and/or other additives such as penetrants or stickers. Dusts are usually formulated as a dust
concentrate having a similar compositions to that of a wettable powder but without a dispersant, and are diluted in the field with further solid carrier to give a composition usually containing ±1 0% w of
active ingredient.Granules are usually prepared to have a size between 10 and 100 BS mesh (1.676- 0.152 mm), and may be manufactured by agglomeration or impregnation techniques. Generally,
granules will contain =25% w active ingredient and 0-1 0% w of additives such as stabilisers, slow
release modifiers and binding agents. Emulsifiable concentrates usually contain, in addition to a solvent
and, when necessary, co-solvent, 1 0-50% w/v active ingredient, 220% w/v
emulsifiers and 0-20% w/v of other additives such as stabilisers, penetrants and
corrosion inhibitors.Suspension concentrates are usually compounded so as to obtain a stable, non
sedimenting flowable product and usually contain 1075% w active ingredient, 0.5-1 5% w of
dispersing agents, 0.110% w of suspending agents such as protective colloids and thixotropic
agents, O10% w of other additives such as-defoamers, corrosion inhibitors, stabilisers, penetrants and stickers, and water or an organic liquid in which the active ingredient is substantially insoluble; certain organic solids or inorganic salts may be present dissolved in the formulation to assist in preventing
sedimentation or as anti-freeze agents for water.
Aqueous dispersions and emulsions, for example compositions obtained by diluting a wettable
powder or a concentrate may also be used in the method of the present invention. The said emulsions
may be of the water-in-oil or of the oil-in-water type, and may have a thick 'mayonnaise'-like consistency.
Compositions may also contain other ingredients, for example, other compounds possessing plant growth regulating, insecticidal or fungicidal properties.
The following Examples illustrate the invention.
Example 1
Preparation of 2-thienylcarboxaldehyde-3,4-dichlorophenylimine,
2-Thiophenecarboxaldehyde (5.6 g), was mixed with 3,4-dichloroaniline (8.1 g) and heated at 1 000C for 5 hours. In order to remove water, 200 ml chloroform were then added and evaporated off.
The resultant semi-solid was recrystallized from ethanol to give 6.6 g of 2-thienylcarboxaldehyde-3,4- dichlorophenylimine, the desired product as a white solid, melting point 82-830C. This corresponded to a yield of 52%.
Example 2 to 8
By methods analogous to that described in Example 1 , the compounds of the general formula I listed in Table I were prepared.
Table I
Elemental Analysis
Example in the general formulal Melting Point Calculated Found
No het Ar X Y Q C C H N C H N
2 2-furyl 2,4-dichlorophenyl bond h 104-106 55.0 2.9 5.8 55.3 3.0 5.9
3 2-pyrrrolyl 2,4-dichlorophenyl bond H 86-88 55.2 3.3 11.7 55.1 3.3 11.5
4 2-kthienyl 2,4-dichlorophenyl bond H 71-73 51.6 2.7 5.5 51.4 2.7 5.5
5 2-pyrrolyl 2,4-dichlorophenyl bond H 73-75 55.2 2.4 11.7 55.2 3.0 11.6
6 2-furyl 2,4-dichlorophenyl bond H gum 54.8 2.9 5.8 54.3 3.1 5.9
7 2-thienyl 2,4-dichlorophenyl bond H 55-57 51.6 2.7 5.5 51.5 2.7 5.6
8 2-thienyl 4-bromophenyl bond H 76-78 49.6 3.0 5.3 49.6 3.0 5.2 Example 9
Demonstration of Soyabean Growth Regulation
The plants used in the evaluation of the compounds were determinate soyabean cultivars.
Liquid formulations of the test compounds were applied to plants at an early stage of flower development. The formulations used consisted of 60% water, 40% acetone which contain 0.4% Triton Xl 55 (Trade Mark), and amounts of the test compound to give spray applications over a range of dosages as given in Table II.
In order to induce nodulation, the soyabean seeds were inoculated with a commercial strain of
Rhizobium ("Nitrogerm", Root Nodule Pty., Ltd., Australia) prior to sowing in a loam: grit (5:1) mixture in 5" diameter pots. Plants were maintained at21-250C under 14 hour day length and watered by sub-irrigation. Treatments were as foliar applications to three plants for each dose of the test material, applied in a volume equivalent to 632 litres per hectare. After treatment the plants were set out in a randomised block design. After four weeks the total pod number per plant was recorded. Results were derandomised and mean values calculated and expressed as a percentage of the untreated controls.
The pod numbers thus obtained are given in Table II.
Table II
Soyabean Pod Numbers
Compound of % of Untreated Control
Example No. Dosage (Kg/ha)
0.5 1 2 5
1 112 - 147 170
2 94 81 131 - 3 130 130 140 - 4 150 140 130 - 5 119 125 138 - 6 119 156 156 -
Claims (11)
1. A method of increasing the yield of a soyabean crop, which comprises treating the crop with a compound of the general formula I or, where possible, an acid addition salt thereof:
in which Het represents an optionally substituted 5-membered heterocyclic ring containing one hetero atom; Ar represents an optionally substituted phenyl group; Q represents a hydrogen atom or an alkyl group; and either X and Y together represent a bond, or X represents a hydrogen atom and Y represents a hydrogen atom or an acyl group derived from a carboxylic acid.
2. A method as claimed in claim 1, in which the group Het in unsubstituted or substituted by one or more of the same or different substituents selected from halogen atoms, alkyl groups and nitro groups.
3. A method as claimed in claim 2, in which Het represents an unsubstituted 2- or 3-furyl, thienyl or pyrrolyl group or one of the corresponding tetrahydro groups.
4. A method as claimed in claim 3, in which Het represents a 2-thienyl group.
5. A method as claimed in any one of claims 1 to 4, in which Ar represents a phenyl group which is unsubstituted or substituted by one or more of the same or different substituents selected from halogen atoms and alkyl, haloalkyl, alkoxy, haloalkoxy, nitro, cyano, alkanoyl, carboxy and alkoxycarbonyl groups.
6. A method as claimed in claim 5, in which Ar represents a phenyl group which is unsubstituted or substituted by one or two of the same or different substituents selected from halogen atoms and methyl, methoxy and trifluoromethyl groups.
7. A method as claimed in claim 6, in which Ar represents a dihalophenyl group.
8. A method as claimed in any one of claims 1 to 7, in which either X and Y together represents a bond, or X represents a hydrogen atom and Y represents a hydrogen atom, an alkanoyl group having up to 4 carbon atoms in the alkyl moiety, or a group of formula Ar1CO- where Ara has the meaning given for the group Ar in any one of claims 5 to 7.
9. A method as claimed in claim 8, in which either X and Y together represent a bond, or X and Y both represent hydrogen atoms.
10. A method as claimed in any one of claims 1 to 9, in which Q represents a hydrogen atom.
11. A method as claimed in claim 1, in which the compound of formula I is any one of those named in Examples 1 to 8 herein.
11. A composition as claimed in claim 1, in which the compound of formula I is any one of those named in Examples 1 to 8 herein.
New Claims or Amendments to Claims filed on 19 August 81.
Superseded Claim 11.
New or Amended Claims:
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8020305A GB2078212B (en) | 1980-06-20 | 1980-06-20 | Method of increasing the yield of soyabeans |
| CA000376195A CA1162070A (en) | 1980-06-20 | 1981-04-24 | Method of regulating the growth of soyabeans |
| BR8103832A BR8103832A (en) | 1980-06-20 | 1981-06-17 | PROCESS TO REGULATE THE GROWTH OF A SOYBEAN HARVEST |
| JP9310481A JPS5731602A (en) | 1980-06-20 | 1981-06-18 | Soy bean growth regulation |
| AR28576281A AR226731A1 (en) | 1980-06-20 | 1981-06-18 | PROPER COMPOSITION TO INCREASE THE YIELD OF A SOY CROP |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8020305A GB2078212B (en) | 1980-06-20 | 1980-06-20 | Method of increasing the yield of soyabeans |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| GB2078212A true GB2078212A (en) | 1982-01-06 |
| GB2078212B GB2078212B (en) | 1984-05-31 |
Family
ID=10514217
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB8020305A Expired GB2078212B (en) | 1980-06-20 | 1980-06-20 | Method of increasing the yield of soyabeans |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS5731602A (en) |
| AR (1) | AR226731A1 (en) |
| BR (1) | BR8103832A (en) |
| CA (1) | CA1162070A (en) |
| GB (1) | GB2078212B (en) |
-
1980
- 1980-06-20 GB GB8020305A patent/GB2078212B/en not_active Expired
-
1981
- 1981-04-24 CA CA000376195A patent/CA1162070A/en not_active Expired
- 1981-06-17 BR BR8103832A patent/BR8103832A/en unknown
- 1981-06-18 JP JP9310481A patent/JPS5731602A/en active Pending
- 1981-06-18 AR AR28576281A patent/AR226731A1/en active
Also Published As
| Publication number | Publication date |
|---|---|
| BR8103832A (en) | 1982-03-09 |
| AR226731A1 (en) | 1982-08-13 |
| CA1162070A (en) | 1984-02-14 |
| GB2078212B (en) | 1984-05-31 |
| JPS5731602A (en) | 1982-02-20 |
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| Date | Code | Title | Description |
|---|---|---|---|
| PCNP | Patent ceased through non-payment of renewal fee |