GB1561605A - Herbicidalcompositions - Google Patents

Herbicidalcompositions Download PDF

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Publication number
GB1561605A
GB1561605A GB2131677A GB2131677A GB1561605A GB 1561605 A GB1561605 A GB 1561605A GB 2131677 A GB2131677 A GB 2131677A GB 2131677 A GB2131677 A GB 2131677A GB 1561605 A GB1561605 A GB 1561605A
Authority
GB
United Kingdom
Prior art keywords
acid
suspension concentrate
aminotriazole
simazine
water
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.)
Expired
Application number
GB2131677A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Novartis AG
Original Assignee
Ciba Geigy AG
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 Ciba Geigy AG filed Critical Ciba Geigy AG
Priority to GB2131677A priority Critical patent/GB1561605A/en
Priority to IE100478A priority patent/IE46973B1/en
Publication of GB1561605A publication Critical patent/GB1561605A/en
Expired legal-status Critical Current

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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
    • 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
    • A01N43/647Triazoles; Hydrogenated triazoles
    • A01N43/6531,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • 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
    • 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

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

(54) HERBICIDAL COMPOSITIONS (71) We, CIBA-GEIGY AG, a Swiss Body Corporate, of Basle, Switzerland, do hereby declare the invention, for which we pray that a patent may be granted to us, and the method by which it is to be performed, to be particularly described in and by the following statement: The present invention relates to herbicidal compositions and a method of combatting weeds employing such compositions.
The active substance combination of aminotriazole (3-amino-1,2,4 triazole) and water-insoluble herbicide(s) has until now been conventionally formulated as a wettable powder prepared by blending, milling and mixing the various ingredients to achieve as much homogeneity as practicable. Such powders have considerable disadvantages e.g. they are dusty, are dusty, difficult to "pour", have a low bulk density and frequently require "pre-creaming" to form a lump-free paste before dilution to the desired final concentration.
In an attempt to overcome these difficulties the activie ingredients have been formulated as suspension concentrates in water (also known as flowables). These concentrates avoid many of the problems caused by the wettable powders but do exhibit one major drawback in their poor low temperature stability. The presence of the water insoluble herbicide(s) suppresses the solubility of aminotriazole which under normal circumstances is 28g/100 ml at 25"C. The result of this suppression is that the temperature at which the aminotriazole begins to crystallise out of the solution is raised. This temperature will be referred to as the freezing point of the concentrate.
Exposure of such concentrates to low temperatures, particularly during storage, will result in separation of the aminotriazole. In order to obtain the correct dosage of active ingredients the user will now be forced to either employ only whole packages or maintain the concentrates at a sufficiently high temperature to avoid freezing. Either method involves waste and/or expense and is usually impracticable. This represents a very real problem to which no satisfactory solution has yet been proposed.
It has now been found that by including a suitable acid in such suspension concentrates the freezing point thereof is lowered to temperatures below those normally encountered by the user.
The present invention therefore provides a suspension concentrate having a pH from 4 to 6 which contains as active ingredients aminotriazole and one or more water insoluble herbicides together with an amount of an inorganic or organic acid sufficient to achieve said pH value, which acid is incapable of forming an insoluble salt with aminotriazole.
The total amount of active substance present in such concentrates is between 40% and 60%, preferably 50% w/v.
When simazine is the water insoluble herbicide employed, the ratio of aminotriazole to simazine is between 0.5:1, to 1:2 by weight, preferably 0.6:1.
The pH of the concentrates of the invention must be neither too low - the chemical stability performance of the active ingredients could be detrimentally affected -, nor too high because the desired lowering of freezing point would not occur.
Accordingly, the pRI value is between 4 and 6, preferably 4.5 to 5.5.
Examples of suitable acids are inorganic mineral acids such as hydrohalic acids in particular hydrochloric acid, nitric acid, sulphuric acid and sulphamic acid and organic acids such as formic acid, acetic acid, lactic acid, glycollic acid and citric acids.
Certain acids e.g. phosphoric and ascorbic are not suitable for use in the present invention since they tend to form insoluble salts with aminotriazole.
As examples of water insoluble herbicides there may be mentioned for examPle triazines such as simazine, (2-chloro-4 ,6-bis(ethylamino)-s-triazine); atrazine 2-chloro-4- ethylamino-6-isopro ylamino-s-triazine); terbuthylazine (2-tert-butylamino-4-chloro-6 ethylamino-s-triazine . Substituted ureas such as (1,3-dimethyl-3,5-trifluoromethyl-1,3,4- thiadiazol-2-yl)-urea, Monuron [3-(4-chlorophenyl)-1, 1-dimethylurea and Diuron[3-(3,4- dichlorophenyl)-1,1-dimethylurea, Uracils such as Bromacil (5-bromo-6-methyl-3-Sbutyluracil), Carbamates such as Karbutilate (m-(3 ,3-dimethyl-ureido) phenyl tert-butylcarbamate) and phenoxyalkanoic acids such as 2,4-D(2,4-dichlorophenoxyacetic acid).
The term "water-insoluble" as used herein means both totally and predominantly water insoluble or only sparingly soluble in water.
The concentrates of the invention can be diluted to the desired concentration and used in combatting weeds in the usual manner.
The concentrates of the invention may be prepared in the conventional manner by intimately admixing the various components. As adjuvants commonly used in the preparation of suspension concentrates there may be mentioned:- thickening agents, antifoaming agents, antifreezing agents, surfactants (as well as optionally other active substances such as further herbicides, insecticides, fungicides, bactericides etc.) and microbicides to prevent mould growth.
The active ingredients, acid and other adjuvants may be mixed in a one stage process or, if more convenient, any of these components may be pre-mixed and the remainder added in a subsequent operation.
The compositions of the present invention are advantageous relative to analogous wettable powder compositions in addition to low temperature storage stability in that: a) as the particle size of the water-insoluble component e.g. simazine in the present compositions (at least 95% < 101l) is less than that of the water-insoluble component in an analogous wettable powder (25 - 40CL), little if any residue is retained on a 44y sieve - viz. blockage of sprayer nozzles is unlikely to occur; b) the suspensibility of the present compositions is in the range of 90 - 100% so that the material will remain in suspension for a considerable time - even when not agitated; c) the user can add the required quantity of the composition of the invention directly to the spray tank without any need to pre-cream - resulting in a much more easy application; d) no undesirable evolution of dust occurs during the pouring of the present herbicidal compositions from their containers; and e) because of their higher bulk density relative to wettable powder, the present compositions offer advantages in terms of transportation and storage.
The following Examples serve to illustrate the present invention. All percentages given in the description and Examples are weight/volume unless otherwise stated.
Examples 1 - 4 In each of the following Examples the basis for the concentrate was formed by GESATOP L (a commercially available herbicidal suspension concentrate containing about 500g/litre of simazine as active ingredient).
1.
70.0 GESATOP L ("Gesatop" is a registered Trade Mark) 18.8 Aminotriazole (pure) 1.2 Ethane - diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M 10) 1.5 Reax 88B (Lignosulphonate dispersing agent) 0.09 Rhodapol 23 (xanthan gum) to 100. by vol. Tap water pH after formulation: 5+ 0.2 2. 70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane-diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 45L (combined wetting and dispersing agent) 0.09 Rhodapol 23 (xanthan gum) to 100 by vol. Tap water pH after formulation: 5 + 0.2 3.
70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane - diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 88B 0.2 36% Formaldehyde solution 0.09 Rhodapol 23 to 100% by vol. Tap water pH after formulation: 5+ 0.2 4. 70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane - diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 45 L 0.2 36% Formaldehyde solution 0.09 Rhodapol 23 to 100. by vol. Tap water pH after formulation: 5 + 0.2 Stability (i) The compositions prepared according to Examples 1 - 4 were all found to be physiochemically stable after 3 months' storage at -5 C and after a minimum of two years storage at 15-250C.
(ii) To demonstrate the dependence of the freezing point on pH, the concentration of concentrated hydrochloric acid in each formulation was varied and its effect on the freezing point of formulations containing simazine as the water-insoluble herbicide was observed.
The following results were obtained: pH Freezing Point 7 0 + 2"C 6 -3+ = w 5.5 -5+ 2"C 5 -8+ 2"C 4.5 -10"C 4.0 < -10"C WHAT WE CLAIM IS: 1. A suspension concentrate having a pH value of from 4 to 6 which contains, as active ingredients, aminotriazole and one or more water-insoluble herbicides, together with an amount of an inorganic or organic acid sufficient to achieve said pH value, which acid is incapable of forming an insoluble salt with aminotriazole.
2. A suspension concentrate as claimed in Claim 1 wherein the total amount of active substance is between 40% and 60% weight/volume.
3. A suspension concentrate as claimed in claim 2 wherein the total amount of active substance is 50% weight/volume.
4. A suspension concentrate as claimed in any of the preceding claims wherein simazine
**WARNING** end of DESC field may overlap start of CLMS **.

Claims (14)

**WARNING** start of CLMS field may overlap end of DESC **. 2. 70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane-diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 45L (combined wetting and dispersing agent) 0.09 Rhodapol 23 (xanthan gum) to 100 by vol. Tap water pH after formulation: 5 + 0.2 3. 70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane - diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 88B 0.2 36% Formaldehyde solution 0.09 Rhodapol 23 to 100% by vol. Tap water pH after formulation: 5+ 0.2 4. 70.0 GESATOP L 18.8 Aminotriazole (pure) 1.2 Ethane - diol 4.0 Concentrated hydrochloric acid 0.05 Antifoaming agent (Silicone emulsion M10) 1.5 Reax 45 L 0.2 36% Formaldehyde solution 0.09 Rhodapol 23 to 100. by vol. Tap water pH after formulation: 5 + 0.2 Stability (i) The compositions prepared according to Examples 1 - 4 were all found to be physiochemically stable after 3 months' storage at -5 C and after a minimum of two years storage at 15-250C. (ii) To demonstrate the dependence of the freezing point on pH, the concentration of concentrated hydrochloric acid in each formulation was varied and its effect on the freezing point of formulations containing simazine as the water-insoluble herbicide was observed. The following results were obtained: pH Freezing Point 7 0 + 2"C 6 -3+ = w 5.5 -5+ 2"C 5 -8+ 2"C 4.5 -10"C 4.0 < -10"C WHAT WE CLAIM IS:
1. A suspension concentrate having a pH value of from 4 to 6 which contains, as active ingredients, aminotriazole and one or more water-insoluble herbicides, together with an amount of an inorganic or organic acid sufficient to achieve said pH value, which acid is incapable of forming an insoluble salt with aminotriazole.
2. A suspension concentrate as claimed in Claim 1 wherein the total amount of active substance is between 40% and 60% weight/volume.
3. A suspension concentrate as claimed in claim 2 wherein the total amount of active substance is 50% weight/volume.
4. A suspension concentrate as claimed in any of the preceding claims wherein simazine
is the water-insoluble herbicide.
5. A suspension concentrate as claimed in Claim 4 wherein the ratio of aminotriazole to simazine is between 0.5:1 to 1:2 by weight.
6. A suspension concentrate as claimed in Claim 5 wherein the ratio of aminotriazole to simazine is 0.6:1 by weight.
7. A suspension concentrate as claimed in any of the preceding claims wherein the pH value is from 4.5 to 5.5.
8. A suspension concentrate as claimed in any of the preceding claims wherein the acid present is a hydrohalic acid, nitric acid, sulphuric acid, sulphamic acid, formic acid, acetic acid, lactic acid, glycollic acid or citric acid.
9. A suspension concentrate as claimed in Claim 1 substantially as described with reference to any of the Examples.
10. A method of producing a suspension concentrate as claimed in Claim 1 comprising intimately admixing the various components.
11. A method as claimed in Claim 10 wherein one or more of a thickening agent, an antifoaming agent, an antifreezing agent, a surfactant, a further herbicide, an insecticide, a fungicide, a bactericide and a microbicide is also admixed.
12. A method as claimed in Claim 10 or 11 wherein the ingredients are mixed in a one-stage process, or any of the components is pre-mixed and the remainder are added in a subsequent operation.
13. A method of producing a suspension concentrate as claimed in Claim 10 substantially as described with reference to any of the Examples.
14. A suspension concentrate when produced by a method claimed in any of claims 10 to 13.
GB2131677A 1977-05-20 1977-05-20 Herbicidalcompositions Expired GB1561605A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB2131677A GB1561605A (en) 1977-05-20 1977-05-20 Herbicidalcompositions
IE100478A IE46973B1 (en) 1977-05-20 1978-05-19 Herbicidal compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2131677A GB1561605A (en) 1977-05-20 1977-05-20 Herbicidalcompositions

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GB1561605A true GB1561605A (en) 1980-02-27

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IE (1) IE46973B1 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4030687A1 (en) * 1990-09-28 1991-05-16 Kast Walter Klaus Dr Sc Agr Weed control in viniculture and fruit growing - using dil natural or synthetic acetic acid, opt. with surfactant
EP0432092A1 (en) * 1989-11-23 1991-06-12 Ciba-Geigy Ag Pesticide composition
US5104873A (en) * 1989-11-23 1992-04-14 Ciba-Geigy Corporation Pesticide composition
EP0620971A1 (en) * 1993-04-22 1994-10-26 Stefes Pflanzenschutz GmbH Aqueous formulations containing metamitron
US6451731B1 (en) 1999-09-10 2002-09-17 Monsanto Company Stable concentrated pesticidal suspension

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0432092A1 (en) * 1989-11-23 1991-06-12 Ciba-Geigy Ag Pesticide composition
US5104873A (en) * 1989-11-23 1992-04-14 Ciba-Geigy Corporation Pesticide composition
DE4030687A1 (en) * 1990-09-28 1991-05-16 Kast Walter Klaus Dr Sc Agr Weed control in viniculture and fruit growing - using dil natural or synthetic acetic acid, opt. with surfactant
EP0620971A1 (en) * 1993-04-22 1994-10-26 Stefes Pflanzenschutz GmbH Aqueous formulations containing metamitron
US6451731B1 (en) 1999-09-10 2002-09-17 Monsanto Company Stable concentrated pesticidal suspension

Also Published As

Publication number Publication date
IE781004L (en) 1978-11-20
IE46973B1 (en) 1983-11-16

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Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19940424