AU733300B2 - Adjuvant composition for chemicals used in agriculture - Google Patents

Description

6' Adjuvant Composition for Chemicals Used in Agriculture Field of the invention The invention relates to an adjuvant for use with chemicals used in agriculture. More particularly, the adjuvant of the invention is particularly adapted for use with herbicides.

Background of the invention In this specification, where a document, act or item of knowledge is referred to or discussed, this reference or discussion is not to be taken as an admission that the document, act or item of knowledge or any combination thereof was at the priority date: part of common general knowledge; or *fee.: known to be relevant to an attempt to solve any problem with which this specification is concerned.

Whilst the following discussion highlights the invention with relation to herbicides, it is believed that the same principles apply to other chemicals used in agriculture, such as, 15 plant hormones, insecticides, crop desiccants or crop defoliants.

o Farmers rotate the use of their fields to allow the fields to regain their fertility. This means that at any one time there will be fields with crops and fields left bare. The bare fields are said to be fallow fields.

4e Weeds will still grow on the fallow fields, and while they will not be competing with a S 20 crop for nutrients or space, if they are left alone they will produce many seeds which will germinate and be a problem when the field is again used for crops. As a result, the farmer will spray the fallow fields with herbicide to kill the weeds. Since there is no crop on fallow fields, a non-selective herbicide can be used, such as glyphosate. Nonselective herbicides can also be used to control weeds in cropping situations where the crop has either been bred or genetically modified to be resistant to the herbicide.

There is a growing trend to produce adjuvants to improve the efficacy of agrochemicals, including herbicides. For example, in Australian patent application number 62833/98, San adjuvant for use with herbicides, crop defoliants and desiccants is disclosed including esters of fatty acids and nonionic emulsifiers.

10867547 Glyphosate is the most widely used non-selective herbicide for both fallow and cropping situations worldwide. Currently, a farmer may prepare the glyphosate spray with several additives to improve its efficacy. For example, it is known to add ammonium salts to improve the efficacy of glyphosate. The reasons for this improvement are not well understood and it is a complicated area of chemical and botanical reactions. However, it is believed that some anions can minimize the deleterious effect of hard water on herbicidal performance and the ammonium cation provides nutrition for the plant which enhances the uptake and translocation of the herbicide by the plant. Wetting agents are also used to improve leaf coverage. Petroleum fractions or other lipophilic materials (hereinafter referred to as lipophilic solvents) are used, especially in the summer months, to keep the herbicide in liquid form as the herbicide will be ineffective once it dries on the foliage.

0 6 The farmer may combine all these additives with the herbicide when the tank mix is prepared but the farmer may not know whether these components are compatible with 15 each other. Some additives or adjuvants can actually antagonise each other and decrease the activity of the agrochemical. It is also inconvenient since there are several components which must be bought, measured and combined.

Farmers are always looking for more efficacious and convenient ways to enhance the performance of active ingredients. They would also prefer to simply add one 20 composition which they know will enhance the efficacy of the herbicide rather than deal with several components where the resultant effect is unknown.

S•Summary of the invention It was envisaged that incorporating ammonium salts into lipophilic solvent-based adjuvants would produce an adjuvant which provides active ingredient enhancement in several different ways. It was thought that the ammonium salts (a source of nitrogen) would enhance translocation through the fertilizer effects and could also increase leaf permeability, and the appropriate anion would reduce the effects of water hardness, ST whilst the lipophilic solvents would increase the availability of the active on the target Sand subsequently the absorption of the active into the target. However, preparing a Sstable homogeneous blend of lipophilic solvent with ammonium salts, particularly those which minimize the detrimental effects of hard water has not been easy to achieve 10867547 because such salts are not soluble in lipophilic solvents. Hence, evaluating such a product as an adjuvant has not been possible.

It has been found that a homogeneous blend which is stable within normal storage conditions can be made which includes lipophilic solvents and lipophobic plant nutrients (such as ammonium salts) using cationic emulsifiers as a coupling agent.

According to the invention, a homogeneous liquid adjuvant for use with a chemical used in agriculture is provided comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and *4 an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers having cationic characteristics in acidic conditions and mixtures 15 thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

4 Preferably, the adjuvant comprises:

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from 5 to 55% by weight of one or more lipophilic solvents; 20 from 1 to 30% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and from 1 to 15% of a mixture of one or more cationic emulsifiers.

More preferably, the adjuvant comprises: from 15 to 35% by weight of one or more lipophilic solvents; S from 5 to 25% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and from 1 to 10% of a mixture of one or more cationic emulsifiers.

10867547 The above proportions are based on the dry weight of the plant nutrients and cationic emulsifiers. It is common for these products to be supplied in aqueous or other diluted forms. It will be necessary to determine actual concentrations of these components prior to using these diluted products in a composition according to the invention.

The lipophilic solvents may be petroleum fractions, vegetable oils, synthetic triglycerides, alkyl esters of fatty acids, fatty alcohols, guerbet alcohols or any mixture thereof. Preferably, a petroleum fraction is used as it is more cost effective. More preferably, the petroleum fraction is a mineral oil. These mineral oils, for example, can be 70, 100 or 150 sec solvent neutral.

If alkyl esters of fatty acids are used then the alkyl moiety can be derived from the simple alcohols such as methyl-, ethyl-, butyl or propyl alcohols. There are innumerable variations of the esters of fatty acids which may be produced from the natural oils and fats such as lard, tallow and vegetable oils, such as canola, corn, sunflower and soyabean oils, or from specific blends produced by fatty acid manufacturers or from fatty acids produced by synthetic means.

The lipophobic plant nutrients include ammonium salts of inorganic anions (such as •ammonium sulphate and phosphates) which are known to minimise the deleterious effects of hard water on herbicide performance. Preferably, the ammonium salt is ammonium sulphate. If an anhydrous ammonium salt is used then water may need to be 20 added to the composition. However, if the ammonium salt is already in solution then additional water may not be necessary.

The term "cationic emulsifiers" is used to include emulsifiers which are commonly classified as cationic as well as those which exhibit cationic properties in acidic conditions.

An example of an emulsifier which is commonly classified as cationic is a quaternary cationic emulsifier. Examples of emulsifiers which exhibit cationic properties in acidic conditions are fatty amines, amine oxides and amine ethoxylates. Amphoteric emulsifiers such as betaines may also exhibit such properties.

ST Preferably, the cationic emulsifiers are selected from dimethylcocoamine, dimethyl- I E laurylamine oxide, alkyltrimethylammonium chloride, alkyl dimethylbenzylammonium 3,0 chloride, alkylpyridium chloride, alkylimidazolium chloride, or mixtures thereof. More 10867547 preferably, the cationic emulsifier is selected from alkyltrimethylammonium chloride, dimethyl lauryl amine oxide or mixtures thereof.

Preferably, the adjuvant composition comprises other components to improve the form of the composition. These other components may be added to form a micro-emulsion. The other components may be selected from the group consisting of nonionic emulsifiers, cosolvents and mixtures thereof.

Preferably, the nonionic emulsifiers are alkyl polysaccharides, sorbate emulsifiers, alkyl bearing ethoxylates or fatty alkanolamides. Alkyl polysaccharides are sometimes called alkyl polyglucosides, alkyl glucosides or alkyl saccharides. The sorbate emulsifiers are sorbitan mono- (or sesqui-) esters of fatty acids and include sorbitan mono-oleate and sorbitan monolaurate. Preferably, the sorbate emulsifier is sorbitan mono-oleate. An example of a fatty alkanolamide is oleyldiethanolamide. The co-solvents include propylene glycol, 1,3-butanediol, hexylene glycol, polypropylene glycols and ethanol.

:Anionic emulsifiers may be added when compatible with the other components.

15 When mineral oils are used as the lipophilic solvent and ammonium sulphate is used as the plant nutrient, preferably, the composition comprises a cationic emulsifier, the following nonionic emulsifiers: alkylpolysaccharides, fatty alkanolamide and sorbitan mono-oleate or alcohol ethoxylate, as well as the following co-solvents: 1,3-butanediol and ethanol.

When esters of fatty acids are used as the lipophilic solvent, preferably, a mixture of at 20 least two cationic emulsifiers are used. One of the cationic emulsifiers may be an

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amphoteric emulsifier acting as a cationic emulsifier. More preferably, the mixture of cationic emulsifiers comprises fatty quaternary ammonium chlorides or fatty amine oxides in conjunction with fatty alkyldimethylamine salts of simple organic acids. For example, the fatty alkyldimethylamine salts of simple organic acids could be cocodimethylamine or lauryldimethylamine with citric acid. Other simple organic acids include acetic, 2ethylhexanoic acid, tartaric, maleic and lactic acid.

In another preferred form of the invention, the adjuvant for use with a chemical used in agriculture further comprises one or more other available adjuvant components. The Sadjuvant component may be selected from pH modifiers, spray drift retardants, stickers, rainfasteners and wetters.

10867547 According to another embodiment of the invention, there is provided an agrochemical composition comprising a chemical used in agriculture and an activity enhancing amount of a homogeneous liquid adjuvant, said homogeneous liquid adjuvant comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

According to a further embodiment of the invention, there is provided a homogeneous liquid adjuvant when used with a chemical used in agriculture comprising: an amount not greater than about 75% by weight of one or moie lipophilic solvents; i" an amount not greater than about 50% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and S* mixtures thereof; oo wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent 25 and the lipophobic plant nutrient to form a homogeneous liquid composition.

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10867547 According to an even further embodiment of the invention, there is provided a method for enhancing the activity of a chemical used in agriculture comprising the step of combining the chemical with a homogeneous liquid adjuvant comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients (such as ammonium salts of inorganic anions); and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

According to another embodiment of the invention, there is provided a method of treating vegetation comprising the step of applying an agrochemical composition comprising a chemical used in agriculture and a homogeneous liquid adjuvant comprising: ooooo an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant 20 nutrients (such as ammonium salts of inorganic anions); and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and •o•mixtures thereof; 25 wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

Examples sThe invention will now be further explained and illustrated by the following nonb limiting examples.

10867547 Lipophilic solvents, cationic emulsifiers, plant nutrients and other components used 1,3 Butanediol ex Hoechst Celanese, USA '880' ammonia ex Orica, Australia Acetic acid glacial ex Orica, Australia Algene SC25 25% paste of stearyldimethylbenzyl ammonium chloride ex ICI Ltd, UK Alkadet 15 70% solution of alkyl polysaccharide ex Huntsman Corporation, Australia Ammonium nitrate 99% purity ex Orica, Australia Ammonium sulphate >99% purity ex Redox, Australia BS 1000 commercial adjuvant containing alcohol alkoxylate ex Cropcare, Australia Cation BB lauryltrimethyl ammonium chloride in a 30% solution containing salt ex AMTRADE Australia Citric acid ex Citrique Beige, Belgium Dimethyl cocoamine ex Proctor Gamble, USA Dimethyl laurylamine ex Fina Chemicals, Belgium Empigen BB 28% solution ofcocobetaine ex Albright and Wilson, Australia Ethanol ex CSR, Australia and contains 2-3% methanol.

Ethyl oleate ex Victorian Chemical Company, Australia and contains approximately 80% w/w ethyl and 20% w/w methyl esters of canola oil.

Glyphosate CT solution commercial herbicide containing 450 g/L glyphosate ex Nufarm, Australia HASTEN commercial adjuvant containing 704 g/l ethyl oleate ex Victorian Chemical Company, Australia *1 10867547 WO 00/67573 PCT/AU00/00416 Lactic acid Liase LI700 88% solution ex Musashima, Japan commercial adjuvant containing 417 g/l ammonium sulphate ex Nufarm, Australia commercial adjuvant containing 345 g/l phospholipids and 355g/l proprionic acid ex Nufarm, Australia Lorol C1298 Laurylalcohol ex Henkel, Australia Oleylamine ex Fina Chemicals, Belgium Oxamin LO 30% solution oflauryldimethylamine oxide ex Huntsman Corporation, Australia Potassium ammonium 46% aqueous solution ex Wilbur Ellis Company, USA phosphate Propylene glycol industrial grade ex Dow Chemicals, Australia Prorex 36 100 sec solvent neutral mineral oil ex Mobil, Australia Quatramine C16/29 29% solution of cetyltrimethyl-ammonium chloride ex APS Chemicals, Australia Quatramine NC50 50% solution of alkyldimethylbenzyl ammonium chloride ex APS Chemicals, Australia Radiaquat 6465 30% solution oflauryl trimethyl ammonium chloride ex Fina Chemicals, Belgium Roundup CT Xtra commercial herbicide containing 490 g/L glyphosate ex Monsanto, Australia Shell P830 paraffinic 70 sec oil ex Shell, Australia Span 80 sorbitan mono-oleate ex Huntsman Corporation, Australia

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Tenc N2 nonylphenol 2 moles ethylene oxide ex Huntsman Corporation, Australia Printed from Mimosa 00/12/22 12:05:28 Page: WO 00/67573 PCT/AU00/00416 Teric N9 nonylphenol 9 moles ethylene oxide ex Huntsman Corporation, Australia Terwet 3001 70% solution ofalkyl polysaccharide ex Huntsman Corporation, Australia Tridecanol ex Shell Chemicals, Australia Urea ex Orica, Australia Vicamid 825 oleyldiethanolamide ex Victorian Chemical Company, Australia VOC RHT 100 paraffinic 100 sec oil ex Safety Kleen, USA Winter Oil commercial adjuvant containing emulsified mineral oil ex BP, Australia Example 1 In this example, low levels of glyphosate were used to treat a broadleaf weed and a grass weed.

Adjuvant compositions tested The following adjuvant formulations were prepared and are stable compositions. A formulation was classified as stable if it remained a clear liquid without detectable phase separation for at least 48 hours through the temperature range 0 to 40 0 C. Adjuvant D which is an oil-in-water emulsion was only tested at room temperature.

The proportions are shown as percentage by weight.

Printed from Mimosa 00/12/22 12:05:32 Page: 11 WO 00/67573 PCT/AUOO/00416 Span Ethanol 0 0 Alkadet 0

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Added Water Urea.

Potassium anmmonium phosphate, Ammonium sulfate Ammonium nitrate 0' w~ I 6 Adjuvant Printed from Mimosa 00/12/22 12:05:34 Page: 12 WO 00/67573 PCT/AU00/00416 11 The above adjuvants were tested by combining the adjuvant with Glyphosate CT in a water-based tank mix. Compositions 2 to 14 below are spray tank mixtures containing glyphosate and other components as listed.

The spray tank mixture was applied to the plants at a rate equivalent to 64 litres/hectare.

The glyphosate used was the commercially available Glyphosate CT at a rate equivalent to either 60 g a.i/hectare or 120 g a.i/hectare which is 12.5% and 25% respectively of the normal application rate. The adjuvants were added volumetrically to the tank mix as a percentage of the tank mix volume.

Compositions tested.

Composition Other Components 1. unsprayed control 2. no other components 3. 0.2% BS 1000 4. 1.0% Winter Oil 2.0% Liase 6. 0.2% BS 1000, 1.0% Winter Oil and 2.0 Liase 7. 0.75% of Adjuvant A 8. 1.5% of Adjuvant A 9. 0.75% of Adjuvant B 1.5% of Adjuvant B 11. 0.75% of Adjuvant C 12. 1.5% of Adjuvant C 13. 0.75% of Adjuvant D 14. 1.5% of Adjuvant D Printed from Mimosa 00/12/22 12:05:37 Page: 13 WO 00/67573 PCT/AU00/00416 Spiny Emex The above compositions were tested on spiny emex shoots which is a broad leaf weed.

The level of effectiveness of each composition was determined using the fresh weight of the weed 31 days after the spray application. The results are an average of seven replicates.

The lower the fresh weight of the weed the more effective the composition.

Test results with spiny emex shoots Composition Fresh weight (g) g/ha glyphosate) (120 g/ha glyphosate) 1. 15.1 15.1 (control) 2. 14.0 9.8 3. 13.2 4. 12.1 7.1 11.0 6. 13.0 8.8 7. 12.2 5.3 8. 10.8 9. 7.9 6.1 11. 10.8 6.8 12. 6.9 4.2 13. 9.2 14. 5.5 3.6 Printed from Mimosa 00/12/22 12:05:39 Page: 14 WO 00/67573 PCT/AU00/00416 13 Analysis These results illustrate that when using low levels of glyphosate on a broadleaf weed, Compositions 7 to 14 are more efficient than Composition 2 which is glyphosate alone therefore Adjuvants A to D are acting as adjuvants. At 120g/ha, Compositions 7 to 14 are significantly better than Composition 2. At 60g/ha, the effectiveness of Compositions 7 to 14 depended on the amount of adjuvant used and the composition of the adjuvant. Adjuvants B and D had superior results at both concentrations.

Compositions 7 to 14 compared favorably to Compositions 3 to 6 which contain commercially available adjuvants. At 120g/ha, Compositions 7 to 10 and 12 to 14 had superior results to Compositions 3 to 6. At 60 g/ha, depended on the adjuvant used and the amount of adjuvant used. Adjuvants B and D had superior results at both concentrations.

Compositions 7 to 14 are also more efficient than the mere combination of additives in Composition 6. Therefore, the invention provides an adjuvant for a herbicide in a single homogeneous composition which is more effective than the mixture which a farmer would obtain if the commonly used additives were simply mixed together in the tank mix.

Ryegrass The above compositions were tested on ryegrass shoots which is a grass. The fresh weight (grams) of the weeds were measured 19 days after the spray application. The results are an average of eight replicates.

Printed from Mimosa 00/12/22 12:05:43 Page: WO 00/67573 PCT/AU00/00416 Test results for ryegrass shoots Composition Fresh weight (g) g/ha glyphosate) (120 g/ha glyphosate) 1. 4.0 2. 3.0 3. 3.75 0.75 4. 3.5 0.75 2.0 6. 2.0 7. 3.5 8. 2.75 9. 1.75 1.25 0.25 11. 1.75 12. 1.75 0.25 13. 2.25 0.25 14. 1.25 0.25 Analysis These results illustrate that Compositions 9 to 14 are clearly more efficient than Composition 2 which is glyphosate alone and thus that Adjuvants B, C and D are acting as adjuvants.

Compositions 9 to 14 compared favorably to Compositions 3 to 6. The results depended on the adjuvant used and the amount of adjuvant used.

Printed from Mimosa 00/12/22 12:05:44 Page: 16 WO 00/67573 PCT/AU00/00416 At the lowest glyphosate level (60g/ha) the best results were achieved with Adjuvants B and D at the higher rates (Compositions 10 and 14). These compositions are clearly more efficient than Compositions 3 to 6.

At the higher glyphosate level (120g/ha). Compositions 9 to 14 are clearly more efficient than Compositions 3 to 6. Adjuvants B, C and D had superior results.

Adjuvant A (represented by Compositions 7 and 8) was less effective on ryegrass shoots at the lower glyphosate level but of comparable performance as Compositions 5 and 6 at the higher glyphosate level.

Example 2 In this example, the effect of external conditions and hard water are tested. Hard water has been shown to reduce the efficacy of glyphosate. Higher temperatures increase the evaporation rate of the spray water and thereby can leave the glyphosate dry on the foliage rendering it less available for absorption into the plant.

Water hardness is measured in World Health Organisation units of hardness (WHO). One WHO is equivalent to 343 ppm of CaCO 3 The test compositions were tested on ryegrass using water of three differing degrees of hardness: Melbourne tap water (typically 20 ppm), 1WHO and 3WHO water. The fresh weight (grams) of the weeds were measured 19 days after spray application. The results are an average of seven or eight replicates.

The test compositions were tested on ryegrass exposed to two differing environmental temperature conditions (Standard and Hot) for one hour before and two hours after spraying. Standard temperature was that of the controlled greenhouse (approximately whereas Hot temperature was induced in a 30°C constant environment room.

The fresh weight of the weeds was measured 21 days after spraying. The results are an average of eight replicates.

Printed from Mimosa 00/12/22 12:05:48 Page: 17 WO 00/67573 PCT/AU00/00416 16 The following adjuvants are stable compositions and were tested in Example 2.

Component Adjuvant E F Lipophilic solvent Prorex 36 22 21 Plant nutrient Ammonium Sulphate 15 14 Water 30 Cationic Emulsifier Quatramine C16/19 12 7 Algene SC25 7 Other Components 1,3 Butanediol 4 4 Ethanol 2 2 Span 80 6 6 Terwet 3001 6 6 Vicamid 825 3 3 The above adjuvants were tested by combining the adjuvant with Glyphosate CT in a water-based tank mix. Compositions 16 to 23 are spray tank mixtures containing glyphosate and other components as listed.

The glyphosate was applied at 120g ai/ha (25% of the normal application rate).

Printed from Mimosa 00/12/22 12:05:49 Page: 18 WO 00/67573 WO 0067573PCT/AUOO/00416 Composition Other Components unsprayed control 16. no other components 17. 0.25%-LI700 18. 0.25% Adjuvant E 19. 1.0% Adjuvant E 0.25% Adjuvant F 21. 0. 1%BSl1000and 2.0% Ljase 22. 0.25% HASTEN 23. Roundup CT Xtra (used in place of Glyphosate CT to provide an equivalent amount of glyphosate) Test results for ryegrass shoots Composition Tap/ IWHO 3WHO Hot Standard 1.726 1.726 1.726 1.726 16. 0.2 92 0.871 1.696 0.455 17. 0.401 0.487 1.185 0.647 18. 0.139 0.364 1.571 0.315 19. 0.157 0.184 0.312 0.173 0.199 0.425 1.057 0.315 21. 0.127 0.130 0.158 0.266 22. 0.186 0.325 1.588 0.223 23. 0.264 0.534 1.684 0.293 Printed from Mimosa 00/12/22 12:05:52 Page: 19 WO 00/67573 PCT/AU00/00416 18 Effect of Water Hardness The results for Compositions 16 and 23 clearly indicate that hard water reduces the efficacy of glyphosate. Composition 21 illustrates that the use of ammonium sulphate improves the performance of glyphosate in hard water. Composition 19 which contains an adjuvant according to the invention achieved excellent results in all of the conditions.

Compositions 18 and 20 illustrate that to achieve the suitable results a sufficient amount of adjuvant must be used such as that in Composition 19.

Adjuvant E (in Composition 19) is clearly effective as an adjuvant for reduced levels of glyphosate on ryegrass in the presence of hard water. As with Liase and other ammonium sulphate bearing adjuvants, the amount of Adjuvant E must be adjusted to meet the degree of water hardness.

Effect of Temperature Conditions The performance of glyphosate is clearly reduced in Hot conditions. Compositions 18 and 20 contained 0.25% of an adjuvant according to the present invention and achieved comparable results to the known additives. Composition 19 which contained 1.0% of an adjuvant according to the invention continued to perform well under Hot conditions.

Under Hot conditions, Composition 19 actually performed as well as compositions with known additives under Standard conditions.

The Hot conditions resulted in higher fresh weights. Composition 19 clearly resisted this decrease in performance in a satisfactory manner. Adjuvant E (in Compositions 18 and 19) is clearly effective as an adjuvant for reduced levels of glyphosate on ryegrass in Hot conditions when used in appropriate amounts.

Example 3 This example investigated the formulation stability when another typical adjuvant component is added. The additional component tested was BIVERT concentrate which is the active ingredient of BIVERT, a spray drift retardant ex Wilbur-Ellis Company.

The following compositions were prepared as homogeneous blends. All proportions are by weight. All the ingredients except for the citric acid were stirred together. Then Printed from Mimosa 00112/22 12:05:54 Page: WO 00/67573 PCT/AU00/00416 19 enough citric acid was then added with stirring to clear the mixture and give high temperature stability.

Each of the adjuvants G, H and I were found to be homogeneous blends which remained clear without phase separation for at least 48 hours through the temperature range 0 to 40 0

C.

Adjuvant compositions with spray drift retardant Component Adjuvant G H I Lipophilic solvent Ethyl oleate 30 30 Plant nutrient Ammonium sulphate Potassium ammonium 20 20 phosphate Water 10 10 Cationic Emulsifier Dimethyl laurylamine 10 10 Quatramine C16/29 6 6 Radiaquat 6465 5 Other Components Alkadet 15 5 5 BIVERT concentrate 10 10 Citric acid 2 2 2 Propylene Glycol 5 3 3 Vicamid 825 5 4 4 Example 4 A series of formulations were developed to test their stability. It was found that each of the following formulations are stable compositions or semi-stable emulsions at ambient temperature. All proportions are by weight.

Printed from Mimosa 00/12/22 12:05:58 Page: 21 WO 00/67573 Vicamid 825- Terwet 3001- Teric N9 Span 80 7 Propylene glycol- Qleylarnine- Lactic acid Ethanol Citric acid SAlkadet 15 4 E Acetic Acid- '880' ammoniao 1,3 butanediol- Radiaquat 6465 1 Quatramine NC50 Quatraniine C 16/29- Oxamin LO .Empigen BB- 'G Dimethyl laurylamine SDimethyl cocoamine SCation BB- 10 3 10 PCTAUOO/00416 15 30 15 35 o Cq A lgene SC25 120 J Added Water Urea S Ammonium sulfate S Ammonium nitrate VOC RHT 100 Tridecanol Shell P830 0 S Prorex: 36 SLOROL C1298 0 -~Ethyl oleate Adjuvant 38 17 22 30 10 38 2 30 10 50 30 -40 10 10 50

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Printed from Mimosa 00/12/22 12:06:00 Page: 22 WO 00/67573 .2 PCT/AUOO/00416 T Vicamid 825 2 1 2 Terwet 3001 70 Teic N9 25 Span 80 1 10 1 Propylene glycol 7 10 Oleylaniine Lactic acid-- Ethanol 25 S Citric acid 2.5 1-1.5 1-1.5 S Alkadet 15 5 5 5 -6 7 7 0 Acetic Acid Q '880' ammonia---5- 0 1,3 butanediol 5 40 1 1 Radiaquat 6465 Quatrarnine NC50 QuatramineC 16/29 -10 10 130 Oxamin LO a Empigen BB 10 10 10 .4 Dimethyl laurylainine 10 Dimethyl cocoamine 5 .2 S Cation BB 16 14 Uj Algene SC25 Added Water 20 20 20 200 58 43 57 Urea 100 ~Ammonium sulfate 10 10 10 25 20 24 S Ammonium nitrate 100 VOC RHT 100 37 Tridecanol Shell P830 43 o Prorex 36 -34 LOROL C1298 S Ethyl oleate 30 30 30 240 Adjuvant Printed from Mimosa 00/12/22 12:06:04 Page: 23 WO 00/67573 22 Vicamjd 825 11 12 Terwet 3 001 22 Teric N9 Span 80 22 23 Propylene glycol Oleylamine c Lactic acid- Ethanol 6 4 Citric acid 4 SAlkadet 15 0 SAcetic Acid '880' ammonia o) 1,3 butanediol 15 1 PCT/AUOOOO4I 6 Radiaquat 6465 Quatramine Quatraniine C 16/29 Oxamin LO 71 Emnpigen BB .4 Dimethyl laurylamine Dirnethyl cocoainine '~Cation BB dU Algene SC25 Added Water 121 81 Urea Ammonium sulfate 55 S Ammonium nitrate VOC RHTIO 100 Tridecanol S Shell P830 U Prorex 36 77 ~L0R0L C1298- S Ethyl oleate- Adjuvant Printed from Mimosa 00/12/22 12:06:07 Page: 24 WO 00/67573 PCT/AU00/00416 23 The word 'comprising' and forms of the word 'comprising' as used in this description and in the claims does not limit the invention claimed to exclude any variants or additions.

Modifications and improvements to the invention will be readily apparent to those skilled in the art. Such modifications and improvements are intended to be within the scope of this invention.

Printed from Mimosa 00/12/22 12:06:10 Page:

Claims (24)

1. A homogeneous liquid adjuvant for use with a chemical used in agriculture comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients; and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers having cationic characteristics in acidic conditions and mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

2. An adjuvant according to claim 1 comprising: from 5 to 55 by weight of one or more lipophilic solvents; from 1 to 30 by weight of one or more lipophobic plant nutrients; and from 1 to 15% of a mixture of one or more cationic emulsifiers.

3. An adjuvant according to claim 2 comprising: S 20 from 15 to 35% by weight of one or more lipophilic solvents; from 5 to 25% by weight of one or more lipophobic plant nutrients; and from 1 to 10% of a mixture of one or more cationic emulsifiers. i 4. An adjuvant according to claim 1 wherein the lipophilic solvent is selected from the group consisting of petroleum fractions, vegetable oils, synthetic triglycerides, alkyl esters of fatty acids, fatty alcohols, guerbet alcohols or any mixture thereof. 10867547 An adjuvant according to claim 4 wherein the lipophilic solvent comprises a petroleum fraction.

6. An adjuvant according to claim 5 wherein the petroleum fraction is a mineral oil.

7. An adjuvant according to claim 4 wherein the lipophilic solvent comprises an alkyl ester of a fatty acid.

8. An adjuvant according to claim 7 wherein the fatty acid of the alkyl ester of a fatty acid has an alkyl moiety derived from the simple alcohols methanol, ethanol, propanol or butanol.

9. An adjuvant according to claim 7 wherein the alkyl ester of a fatty acid is derived from natural oils and fats, specific blends produced by fatty acid manufacturers or from fatty acids produced by synthetic means. An adjuvant according to claim 9 wherein the natural oils and fats are selected from the group consisting of lard, tallow, vegetable oils and mixtures thereof.

11. An adjuvant according to claim 1 wherein the lipophobic plant nutrients comprise one or more ammonium salts of inorganic ions.

12. An adjuvant according to claim 11 wherein the ammonium salts of inorganic ions -are selected from the group consisting of ammonium sulfate, ammonium phosphate and mixtures thereof.

13. An adjuvant according to claim 12 wherein the ammonium salt of inorganic ions is 20 ammonium sulfate.

14. An adjuvant according to claim 1 wherein the cationic emulsifiers are selected from fatty amines, fatty amine oxides or mixtures thereof. cationic emulsifiers. 7- 16. An adjuvant according to claim 1 wherein the cationic emulsifiers are selected from Sdimethylcocoamine, dimethyllaurylamine oxide, alkyltrimethylammonium chloride, 10867547 alkyl dimethylbenzylammonium chloride, alkylpyridium chloride, alkylimidazolium chloride, or mixtures thereof.

17. An adjuvant according to claim 16 wherein the cationic emulsifiers are selected alkyltrimethylammonium chloride, dimethyllaurylamine oxide or mixtures thereof.

18. An adjuvant according to any of the preceding claims further comprising one or more other components to improve the form of the composition.

19. An adjuvant according to claim 18 wherein the other component is selected from nonionic emulsifiers, co-solvents and mixtures thereof. An adjuvant according to claim 18 wherein the other component is a mixture of one or more nonionic emulsifiers.

21. An adjuvant according to claim 19 wherein the nonionic emulsifiers are selected from the group consisting of alkyl polysaccharides, sorbate emulsifiers, alcohol ethoxylates, fatty alkanolamides or mixtures thereof.

22. An adjuvant according to claim 18 wherein the other component is a co-solvent.

23. An adjuvant according to claim 22 wherein the co-solvent is selected from the group consisting ofpropylene glycol, 1,3-butanediol, hexylene glycol, polypropylene glycols, ethanol or mixtures thereof.

24. An adjuvant according to claim 6 wherein the cationic emulsifiers are quaternary cationic emulsifiers. 4 20 25. An adjuvant according to claim 24 further comprising nonionic emulsifiers selected from the group consisting of alkylpolysaccharides, fatty alkanolamide, sorbitan monooleate, alcohol ethoxylate and mixtures thereof.

26. An adjuvant according to claim 24 further comprising co-solvents selected from the group consisting of 1,3-butanediol, ethanol and mixtures thereof. S 27. An adjuvant according to claim 7 wherein at least two cationic emulsifiers are used. _10867547

28. An adjuvant according to claim 27 wherein the mixture of cationic emulsifiers comprises fatty quaternary ammonium chlorides and/or fatty amine oxides in conjunction with fatty alkyldimethylamine salts of simple organic acids.

29. An adjuvant according to any of the preceding claims further comprising one or more other available adjuvant components. An agrochemical composition comprising a chemical used in agriculture and an activity enhancing amount of a homogeneous liquid adjuvant, said homogeneous liquid adjuvant comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients; and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic Sconditions and mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition. S S F\ 10867547 I10867547

31. A homogeneous liquid adjuvant when used with a chemical used in agriculture comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients; and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions or mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition.

32. A method for enhancing the activity of a chemical used in agriculture comprising the step of combining the chemical with a homogeneous liquid adjuvant comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; i" an amount not greater than about 50% by weight of one or more lipophobic plant nutrients; and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and mixtures thereof; 25 wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition. 10867547

33. A method of treating vegetation comprising the step of applying an agrochemical composition comprising a chemical used in agriculture and a homogeneous liquid adjuvant comprising: an amount not greater than about 75% by weight of one or more lipophilic solvents; an amount not greater than about 50% by weight of one or more lipophobic plant nutrients; and an amount not greater than about 50% of a mixture of one or more cationic emulsifiers selected from the group consisting of cationic emulsifiers, emulsifiers which exhibit cationic characteristics in acidic conditions and mixtures thereof; wherein the cationic emulsifier acts as a coupling agent between the lipophilic solvent and the lipophobic plant nutrient to form a homogeneous liquid composition. Victorian Chemicals International Pty Ltd 15 February 2001 S S C Co C C 10867547