IE44547B1 - Herbicidal combinations - Google Patents

Herbicidal combinations

Info

Publication number
IE44547B1
IE44547B1 IE2446/76A IE244676A IE44547B1 IE 44547 B1 IE44547 B1 IE 44547B1 IE 2446/76 A IE2446/76 A IE 2446/76A IE 244676 A IE244676 A IE 244676A IE 44547 B1 IE44547 B1 IE 44547B1
Authority
IE
Ireland
Prior art keywords
composition according
urea
triazine
weight
active ingredients
Prior art date
Application number
IE2446/76A
Other versions
IE44547L (en
Original Assignee
Lilly Industries Ltd
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 Lilly Industries Ltd filed Critical Lilly Industries Ltd
Publication of IE44547L publication Critical patent/IE44547L/en
Publication of IE44547B1 publication Critical patent/IE44547B1/en

Links

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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/661,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/681,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
    • 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/12Powders or granules
    • A01N25/14Powders or granules wettable
    • 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
    • A01N25/00Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/30Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
    • 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
    • A01N47/00Biocides, 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
    • A01N47/08Biocides, 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
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • 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
    • A01N2300/00Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Environmental Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Zoology (AREA)
  • Plant Pathology (AREA)
  • Toxicology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

A novel formulation which comprises a thiadiazolyl urea of formula (I) : (I) wherein R is trifluoromethyl, t-butyl or ethylsulphonyl, 2-chloro-4-ethylamino-6-isopropylamino-1,3,5-triazine and a non-phytotoxic carrier which formulation is particularly useful in treating weeds growing in areas of sugar cane.

Description

The present fnvf-nlion relates to novel herbicidal combinations, to herbicidal formulations containing the novel combine tions and to method.-s of controlling weeds in areas of sugar cane growth with co::bh a; ί.,· ., and formulations or by treatment of said weeds separately with the co-mpnaonts of said combination.
According to the present invention there is provided a herbicidal ccticoaition which comprises, as active ingredients, a thiadiazolyl urea of formula (I;: K wherein R. is trifluoromethyl, _t-butyl or ethyl sulphonyl; and 2-chloro-4-ethylamino-6-isopropylarnino-l,3,5-triazine.
The thiadiazolyl ureas of formula (I) are known compounds which may for example, be prepared by processes as described in Patent Specification No. 33830. The compound 2-chloro-4-ethylamlno-6-isopropylamino-l,3,5triazine is also a known compound and has been given tha non-proprietary name Atrazine.
At this point it should he noted that the compound of formula (T.J where R is ji-butyl, i.e. l-(5-tert-butyl-l,3,4-thiadiazol-2-yl)-l,3-di:aethylurea, is the compound of choice for use in the combinations} formulations and methods of the present invention.
The ratio of the amount of the thiadiazolyl urea to the 2-chloro-4ethylamino-6-isopropylamino-l,3,5-triazine is not critical; however, it is preferred to combine the compounds at weight ratios in the range of from 1:10 to 10:1, more preferably frem 1:5 to. 5:1 and most preferably from 1:3 to 3:1.
As indicated above, it has surprisingly been found that the combinations - 2 44S47 of tlie invention ate particularly effective in the control of weeds in land where sugar cane is growing, 'i’he tliladiazolyl urea and the Iriazim· are preler.ibly applied simultaneously in the form of a combination but in some cases sequential application of the components of the combination may be effected. Such sequential application should be effected within a short period of time.
Whether sequential or simultaneous application is carried out, from 0.5 to 2.5, preferably 0.75 to 1.5, kg/hectare of the urea and from 0.5 to 5, preferably from 1 to 2, kg/hectare of the triazine are generally applied to the land to be treated.
The carpositions of the invention will normally be utilised in the form of a herbicidal formulation, the active ingredients being associated with one or more ncai-phytotoxic carriers. Such formulations, as well as methods of preparing the compositions and formulations comprising admixing the ingredients, form further aspects of the invention.
One formulation according to the present invention which may be mentioned is an aqueous suspension which can be sprayed onto the area to be treated. Such a formulation may be prepared by mixing the active ingredients in a spray tank just prior to use or more preferably the two active ingredients, are formulated together in the desired proportions and this formulation may then merely be diluted prior to use. Such an aqueous formulation will generally comprise from OJ3O5 to 2.57., preferably from 0.1 to 17., by weight of the urea and from 0.005 to 5, preferably from 0.1 to 27. by weight of the triazine.
As stated above, the diluted formulations of the present invention may be produced by mixing the active ingredients just prior to use or by diluting a ready-prepared co-formulation of the two active ingredients. In the former case’, the active ingredients will usually be in the form of concentrate compositions so formulated as to be capable of ready dispersion in water. - 3 Generally, any appropriate concentrate compositions may be used and will contain from about 1 to 90% by weight of the individual active ingredient.·:.
In the case where the active ingredients arc formulated together in concentrate compositions, the latter are novel and form a part of this invention. Such concentrates will normally contain from 5 to 907, total weight of the active ingredients.
The concentrate compositions of the present invention normally comprise the active Ingredients in the above stated amounts, one or more non-phytouoxt. carriers and optionally one or more surfactants, thickening agents, anti10 freezing agents and preservatives. The concentrates may he solids usually known as wettable powders, or liquids which may be aqueous suspensions.
Wettable powders comprise an intimate mixture of the active ingredients, one or more non-phytotoxic carriers and appreciate surfactants. The 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 lignins, the naphthalene sulfonates and condensed naphthalene sulfonates, the alkyl succinates, the alkylbenzene sulfonates, the alkyl sulfates and nonionic surfactants such as ethylene oxide adducts of phenol. Wettable powder formulations falling within the scope of the invention typically contain : 7, by weights Thiadiazolyl urea 10 - 60 Atrazine 20 - 60 Surfactant(s) 1 - 7 Dispersing agent 1 - 7 Anti-caking agent 0 - 10 Solid Carrier to 100 The total amount of active ingredients, i.e. urea and atrazine, should not exceed 907.. - 4 44547 Aqueous suspensions comprise the active ingrcdienl .·· suspended tn water together with any desired surfactants, thickening agents, antifreezing agents or preservatives. Suitable surfactants may be chosen from those mentioned above in connection with wettable powders. Thickening agents, if used, are normally chosen from appropriate cellulose materials and natural gums whilst glycols will generally be used when an antifreezing agent is required. Preservatives may be chosen from a wide range of materials such as the various paraben antibacterials, phenol, oychlorocresol, phenyl mercuric nitrate and formaldehyde. 'Aqueous suspensions falling within the scope of the invention typically contain s 7, weight/volume; Thiadiazolyl urea 5 - 30 Atrazine 10 - 30 Surfactant(s) 1 - 5 Thickening agent 0 - 2 Antifreezing agent 0 - 10 Preservative 0 - 2 Hater (Carrier) to 100 Alternatively, it may be desired to apply the novel combination of the invention in the form of a granular formulation. Such a formulation typically comprises the active ingredients dispersed on a granular carrier such as coarsely ground clay. The particle size of granules usually ranges from about 0.1 to about 3 mm. The usual formulation process for granules comprises dissolving the compound in an inexpensive solvent and applying the solution to the carrier in an appropriate solids mixer. Somewhat less economically, the compound may be dispersed in a dough composed of damp clay or other carrier, which is then dried and coarsely ground to produce the desired granular product.
Although of much less importance, the co-formulations of the present invention may also take the form of emulsifiable concentrates. invention. In each case the urea which was utilised was 1-(5-tert-b;it> tl,3,4-thiadiazol-2-yl)-l,3-dimethylurea; however, it will he appreciated that this urea may be replaced by its 5-trifluorometnyl and 5-ethylsulphonyl analogues without detriment.
EXAMPLE 1 This is aa example of a wettable powder according to the invention : % by weight: Urea Atra2ine Sodium lauryl sulphate Sodium lignin sulfonate Silica China clay to 100 The active ingredients were milled and then blended with the other ingredients in conventional mixing equipment. The blend was then milled in a fluid energy mill to a size range of from 1 to 10 microns and finally the mixture reblended and deaerated prior to being packaged.
Similarly, the following wettable powders were prepared : EXAMPLE 2 7, by weight: Urea Atrazine Sodium lauryl sulfate Sodium lignin sulfonate Kaolin to 100 - 6 EXAMPLE 3 b bv wight: Urea 30 Atrazine 30 Sodium alkyl succinate 6 Mica 5 China clay to 100 EXAMPLE 4 7, by -weight; Urea 30 Atrazine 55 Sodium lignin sulfonate 4 Sodium succinate 2 Silica 2 China clay to 100 EXAMPLE 5 7a by weight; Urea 30 Atrazine 40 Sodium lauryl sulfate 7 Silica 8 China clay to 100 - 7 EXAMPLE 6 - OS*? The following is an example: of an aqueous' suspension necordlui, i o'lbe invention. 7, by weight/volume: Urea 15 Atrazine 25 Sodium naphthalene sulfonate 4 Sodium lauryl sulfate 1 Xanthan gum · 0.2 Phenol - . ’ . Q.5 Water 'to 100 Both active ingredients, size reduced by conventional means, if necessary, were dispersed in water containing the surfactant system, preservative and part of the thickening agent.' Particle size was further reduced by liquid milling, the balance of the thickening agent added, allowed to hydrate and the product diluted to volume with water.
Similarly, the following aqueous concentrates were prepared: EXAMPLE 7 % weight/volume: Urea 20 Atrazine 30 Non-ionic surfactant 2 Xanthan gum 0.2 Ethylene glycol 8 Phenol 0.5 Water to 100 - 8 44S47 EXAMPLE 5 Urea 5 Atrazine 10 Sodium naphthalene sulfonate 3 Sodium lignin sulfonate 2 Ethylene glycol 4 Phenol 0.5 Gum Arabic 1 Water to 100 EXAMPLE 9 A wettable powder having the following ingredients was prepared using a similar method to that described in Example 1. % we iglit/volume Urea 25 Atrazine 50 Micronised (. . Trade Mark) Silica gel 7.5 Alkyl polyethoxyethanol 5 Sodium alkylnaphthalene sulphonate -formaldehyde condensate 2.0 Talc to 100 As can be seen from the above description, the concentrate formulations of the present invention are prepared by the conventional method of mixing the active ingredients in the desired proportions with an appropriate inert carrier and such a method forms a part of this invention.

Claims (27)

1. CLAIMS:1. A herbicidal composition which comprises, as active ingredients, a thiadiazolyl urea of formula (I) A? (I) ' C — NHCH, If 2. -chloro-4-ethylamino-6-isopropylamino-l,3,5-triazine, the compounds being applied simultaneously or sequentially.
2. A composition according to Claim 1, wherein, in the compound of formula (I), R is t-butyl.
3. A composition according to Claim 1 or Claim 2, in 10 the form of a herbicidal formulation, the active ingredients being associated with one or more non-phytotoxic carriers.
4. A composition according to any preceding claim, wherein the weight ratio of the urea to the triazine is in the range of from 1:10 to 10:1.
5. Said area a urea of formula (I), stated in Claim 1, and 5 weight/volume. 5-30% of the urea, 10-30% of the triazine, 1-5% surfactant, 0-2% thickening agent, 0-10% antifreezing agent, 0-2% preservative, the balance being water, the percentages being 5 from 5 to 90% by weight of the active ingredients. 5 wherein R is trifluoromethyl, t-butyl or ethylsulphonyl, and 2-chloro-4-ethylamino-6-isopropylamino, 1,3,5-triazine.
6. A composition according to Claim 5, wherein said weight ratio is in the range of from 1:3 to 3:1.
7. A composition according to any preceding claim in the form of a concentrate composition and containing from 1 to 90% by weight of the active ingredients.
8. A composition according to Claim 7, containing
9. A composition according to any one of Claims 1 to 6 in the form of an aqueous formulation and comprising from 0.005 to 2.5% by weight of the urea and from 0.005 to 5% by weight of the triazine.
10. The triazine at a rate of from 0.5 to 5 kg/hectare. 10 carrier. 10-60% of the urea; 20-60% of the triazine, 1-7% surfactant, 1-7% dispersing agent, 0-10% anti-caking agent, the balance being carrier, the total amount of the urea and triazine not exceeding 90% and the percentages being by 10 10. A composition according to Claim 9 and comprising from 0.1 to 1% by weight of the urea and from 0.1 to 2% by weight of the triazine. 10 44547
11. A composition according to any one of Claims 1 to 8 in the form of a wettable powder. 15 12. - 12 4 4 5 4 7
12. A composition according to Claim 11 and containing
13. A composition according to any one of claims 1 to 8 in the form of an aqueous suspension.
14. A composition according to Claim 13 and containing 15. Wherein there is applied to the area a composition according to any of claims 1 to 19 or 22 or a diluted form of a composition according to said claims, as appropriate.
15. A composition according to any one of claims 1 to 8, in the form of a granular formulation. 15 5. A composition according to Claim 4, wherein said weight ratio is in the range of from 1:5 to 5:1.
16. A composition according to Claim 15, wherein the active ingredients are dispersed on or in a granular inert
17. A composition according to Claim 16 having a particle size in the range of from 0.1 to 3 mm.
18. A composition according to any one of claims 1 to 8, in the form of an emulsifiable concentrate. 15
19. A composition according to Claim 1, substantially as hereinbefore described with reference to any one of the foregoing Examples 1 to 9.
20. A method of preparing a herbicidal composition according to any one of the preceding claims which com20 prises admixing the ingredients. 20 weight.
21. A method according to Claim 20, substantially as hereinbefore described, with reference to any one of the foregoing Examples 1 to 9.
22. A composition according to Claim 1, whenever prepared by a method according to Claim 20 or 21.
23. A method of controlling weeds in an area of land where sugar cane is growing which comprises applying to
24. A method according to Claim 23, wherein the urea is applied at a rate of from 0.5 to 2.5 kg/hectare and
25. A method according to Claim 24, wherein the urea is applied at a rate of from 0.75 to 1.5 kg/hectare and the triazine at a rate of from 1 to 2 kg/hectare.
26. A method according to any one of Claims 23 to 25
27. A method according to Claim 23 substantially as hereinbefore described.
IE2446/76A 1975-11-07 1976-11-03 Herbicidal combinations IE44547B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB45160/75A GB1561636A (en) 1975-11-07 1975-11-07 Herbicidal combinations

Publications (2)

Publication Number Publication Date
IE44547L IE44547L (en) 1977-05-07
IE44547B1 true IE44547B1 (en) 1981-12-30

Family

ID=10440106

Family Applications (1)

Application Number Title Priority Date Filing Date
IE2446/76A IE44547B1 (en) 1975-11-07 1976-11-03 Herbicidal combinations

Country Status (32)

Country Link
JP (1) JPS5261228A (en)
AR (1) AR218231A1 (en)
AT (1) AT353545B (en)
AU (1) AU506364B2 (en)
BE (1) BE848080A (en)
BG (1) BG27529A3 (en)
BR (1) BR7607372A (en)
CA (1) CA1156851A (en)
CH (1) CH601989A5 (en)
CS (1) CS188295B2 (en)
DD (1) DD127723A5 (en)
DE (1) DE2650362A1 (en)
DK (1) DK498876A (en)
EG (1) EG12382A (en)
ES (1) ES453080A1 (en)
FR (1) FR2330320A1 (en)
GB (1) GB1561636A (en)
GR (1) GR61714B (en)
HU (1) HU176128B (en)
IE (1) IE44547B1 (en)
IL (1) IL50818A (en)
IT (1) IT1080520B (en)
MX (1) MX4486E (en)
NL (1) NL7612126A (en)
NZ (1) NZ182485A (en)
OA (1) OA05472A (en)
PL (1) PL101274B1 (en)
PT (1) PT65792B (en)
RO (1) RO70593A (en)
SE (1) SE7612198L (en)
SU (1) SU694046A3 (en)
ZA (1) ZA766626B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZA775225B (en) * 1977-08-29 1978-03-29 Lilly Co Eli Herbicidal combinations
JPS5995208A (en) * 1982-11-25 1984-06-01 Japan Carlit Co Ltd:The Herbicide composition

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH488723A (en) * 1967-12-27 1970-04-15 Agripat Sa Process for the production of thiadiazolyl ureas
GB1266172A (en) * 1968-03-13 1972-03-08
DE1770467A1 (en) * 1968-05-22 1971-11-04 Bayer Ag 1,3,4-thiadiazolyl ureas
CH513585A (en) * 1969-07-18 1971-10-15 Agripat Sa Thiadiazolyl (2)- ureas prodn
CA931961A (en) * 1970-04-17 1973-08-14 Gulf Research And Development Company Combating unwanted vegetation with 1,3,4-thiadiazolylureas
DE2028778A1 (en) * 1970-06-06 1971-12-23 Thiadiazolyl-urea herbicides - 5 - substd by sulphinyl or sulphonyl
DE2044442C2 (en) * 1970-09-03 1983-11-03 Schering AG, 1000 Berlin und 4709 Bergkamen 1,1,3-Trimethyl-3 - (- 5-Ethylsulfonyl-1,3,4-Thiadiazol-2-yl) -urea with herbicidal action
GB1439501A (en) * 1972-08-14 1976-06-16 Air Prod & Chem Herbicidal compositions and method of use
LU66864A1 (en) * 1973-01-19 1974-08-19

Also Published As

Publication number Publication date
JPS5261228A (en) 1977-05-20
CH601989A5 (en) 1978-07-14
IL50818A (en) 1980-11-30
AT353545B (en) 1979-11-26
BE848080A (en) 1977-05-05
FR2330320A1 (en) 1977-06-03
OA05472A (en) 1981-03-31
MX4486E (en) 1982-05-21
IT1080520B (en) 1985-05-16
NZ182485A (en) 1980-03-05
ES453080A1 (en) 1978-03-01
NL7612126A (en) 1977-05-10
EG12382A (en) 1979-03-31
FR2330320B1 (en) 1980-09-12
SU694046A3 (en) 1979-10-25
DE2650362A1 (en) 1977-05-26
ATA823576A (en) 1979-04-15
BR7607372A (en) 1977-09-20
AU1936576A (en) 1978-05-11
DD127723A5 (en) 1977-10-12
HU176128B (en) 1980-12-28
PL101274B1 (en) 1978-12-30
CA1156851A (en) 1983-11-15
PT65792A (en) 1976-12-01
PT65792B (en) 1977-04-26
IE44547L (en) 1977-05-07
DK498876A (en) 1977-05-08
IL50818A0 (en) 1977-01-31
CS188295B2 (en) 1979-02-28
AR218231A1 (en) 1980-05-30
ZA766626B (en) 1977-10-26
RO70593A (en) 1980-08-15
BG27529A3 (en) 1979-11-12
SE7612198L (en) 1977-05-08
AU506364B2 (en) 1979-12-20
GR61714B (en) 1978-12-28
GB1561636A (en) 1980-02-27

Similar Documents

Publication Publication Date Title
PT84218A (en) Process for the preparation of 5,6-dihydro-2-(substituted phenyl) 1,2,4-triazine-3,5(2h,4h)-diones and pharmaceutical compositions therewith
EP0249770B1 (en) Aqueous suspension concentrate compositions of pendimethalin
US4933000A (en) Herbicidal compound concentrate
HU180094B (en) Synergetic composition for controlling growth of plants first of all for defoliation
GB1596380A (en) Fungicidal combinations
EP0465899B1 (en) Herbicidal agent based on a combination of metamitron/ethofumesat/phenmedipham/desmedipham
US6335026B1 (en) Pesticidal compositions
IE44547B1 (en) Herbicidal combinations
EP0617889A2 (en) Herbicidal composition
EP0101168B1 (en) Herbicidal mixtures
GB1581527A (en) Fungicidal formulations
US3796562A (en) Process of manufacturing a pesticidal active wettable powder and products
IE46973B1 (en) Herbicidal compositions
IE47941B1 (en) Fungicidal formulations
US4402954A (en) Synergistic pesticidal compositions comprising N-(2-methyl-4-chlorophenyl)-N&#39;,N&#39;-dimethylthiourea and 2,4-diamino-6-cyclopropylamino-2-triazine or 2,4-diamino-6-isopropylamino-2-triazine
US3215519A (en) Herbicidal method
ES2006521A6 (en) Benzopyran and benzothiopyran derivatives and compositions containing them.
KR930019108A (en) Defoamer for solid crop protector
US4392883A (en) Herbicidal composition and process
SU1375110A3 (en) Herbicide agent
IE44318B1 (en) Improvements of fungicidal compositions
US4838927A (en) Divalent metal salts improve compositions of asymmetrical triazine mixtures
HU203449B (en) Synergetic herbicide composition containing biphenox and methsulfuron-methyl
NZ205022A (en) Synergistic fungicidal compositions containing sulphur and a pyrimidine derivative
DE3126369A1 (en) AGENT FOR CONTROLLING TICKES, CONTAINING SUBSTITUTED CARBAMATES