WO2008034602A2 - Sprout growth control composition - Google Patents

Sprout growth control composition Download PDF

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Publication number
WO2008034602A2
WO2008034602A2 PCT/EP2007/008155 EP2007008155W WO2008034602A2 WO 2008034602 A2 WO2008034602 A2 WO 2008034602A2 EP 2007008155 W EP2007008155 W EP 2007008155W WO 2008034602 A2 WO2008034602 A2 WO 2008034602A2
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Prior art keywords
composition
composition according
solvent
tobacco
anyone
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PCT/EP2007/008155
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French (fr)
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WO2008034602A3 (en
Inventor
Amarildo Ament
Henrique Kohler
Lieselotte Guillaumon Dechandt
Andre Luis Bachiega
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Syngenta Participations Ag
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Priority to BRPI0716866-7A priority Critical patent/BRPI0716866A2/en
Publication of WO2008034602A2 publication Critical patent/WO2008034602A2/en
Publication of WO2008034602A3 publication Critical patent/WO2008034602A3/en

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    • 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
    • A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
    • A01N33/16—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds containing nitrogen-to-oxygen bonds
    • A01N33/18—Nitro compounds

Definitions

  • the present invention refers to a sprout growth control composition employed in tobacco crops including flumetralin (CAS 62924-70-3), solvents and surfactants, such composition having reduced flammability.
  • the present invention also refers to a method of controlling the growth of sprouts in tobacco plants involving the application of this composition, as mentioned above, in the post-emerging stage of sprouts in tobacco plants.
  • suckers In the past, the removal of suckers has been carried out by hand, which is a laborious and time-consuming process. Manual control of suckers has almost totally given way to less expensive and more efficient chemical control.
  • Document US 4.077.795 reports a method of sprout growth control in tobacco by spraying a solution containing an effective quantity of a derivate of 2.6-dinitroaniline alone or in combination with a surfactant.
  • a solvent composition formed by 50% acetone and 50% water stands out the use of a solvent composition formed by 50% acetone and 50% water.
  • compositions for the control of sprouts in tobacco consisting essentially of an initial component which is a monocarboxylic acid containing about 7 to 24 carbons or the salt thereof, or a mixture of acid with salt, and a second component selected from the group consisting of flumetralin and maleic hydrazide.
  • the carboxylic acids used can be applied sequentially or simultaneously with flumetralin or maleic hydrazide, with the function of first contact agent and reducing the quantity of maleic hydrazide or flumetralin used.
  • the document US 5.321.049 describes a stable pesticide composition dilutable in water prepared by obtaining a pesticide substance in a solvent immiscible in water and combining this solution with an emulsifier and a polymeric latex to form a dispersion in water of particles comprising a pesticide solution and a solvent immiscible in water, making up at least 10% of the weight of the composition.
  • the compositions may also contain 0 to 2% of an emulsifier.
  • the solvents that are immiscibles in water are included xylene, naphthalene, cyclohexanone and others.
  • Document US 3.880.643 discloses the control of the growth of tobacco sprouts by using an effective quantity of substituted 2.6-dinitroaniline.
  • This substance can be used alone or in combination with a surfactant and/or a compound selected from a group consisting of salts of carboxylic acids as well as carboxylic esters or alcohols saturated or mixture thereof.
  • Document US 2004/0137030 refers to a melting solid agrochemical solution containing at least one thermoplastic ligand with a melting point above 35 0 C.
  • the formulation is obtained by fractioning the ligand into small droplets in an initial step followed by the addition of a non-volatile solvent, and cooling at a second stage in a way that the formulation incorporates the solvent containing the active ingredient.
  • the plant growth inhibitors such as flumetralin.
  • the applicant has developed a composition containing flumetralin and other components having reduced flammability that controls undesirable sprouts in tobacco plants.
  • the present invention provides a sprout growth regulating composition for use in tobacco crops, containing flumetralin as active ingredient which has reduced flammability.
  • the present invention provides a non-flammable sprout growth regulating composition for use in tobacco crops, containing flumetralin as active ingredient.
  • the present invention further relates to a composition having a flash point of at least about 62 0 C comprising flumetralin, at least one solvent or solvent mixture with a flash point - A -
  • the present invention also provides an effective method of controlling the growth of undesired sprouts in tobacco plants including the application of the compositions mentioned above.
  • the present invention is achieved by providing a tobacco sprout growth control composition, comprising:
  • composition has a flash point of at least 62 0 C as determined by ASTM D 93.
  • the method of the present invention is achieved by employing a sprout growth control method in tobacco plants that comprises applying an effective quantity of this growth control composition, as mentioned above, in the post-emergence of sprouts in tobacco plants.
  • the present invention is further achieved by using an effective quantity of flumetralin, at least one solvent or solvent mixture with flash point above 62 0 C (ASTM D 93) and at least one surfactant to prepare a sprout growth control composition in tobacco crops having a flash point of at least about 65 0 C as determined by ASTM D 93, as mentioned above.
  • the present invention refers to a sprout growth control composition in tobacco plants that includes the following components:
  • At least one surfactant At least one surfactant; wherein the composition has a flash point of at least about 62 0 C as determined by ASTM D93.
  • the sprout growth control composition of the present invention includes about 4.9 to about 22.3%, more specifically about 7.0% to about 16%, of the weight of flumetralin in relation to the total weight of the composition.
  • Such composition includes about 38.5% to about 65.4%, more specifically about 49% to about 62%, in solvent weight in relation to the total weight of the composition.
  • Suitable organic solvents include aliphatic and aromatic hydrocarbons, alkyl naphthalenes, mineral oils, on their own or mixed with each other.
  • the solvent is selected from aromatic hydrocarbons such as alkyl benzenes; ketones, such as acetophenone and gamma- butyrolactone, and mixtures thereof.
  • suitable solvents or solvent mixtures are selected that have a target flash point above 62 0 C, suitably a flash point of at least 7O 0 C. In another embodiment, suitable solvents or solvent mixtures are selected that have a flash point of at least 8O 0 C and, in particular, a flash point of at least 9O 0 C. In one embodiment, a suitable solvent mixture can have a flash point at a target temperature within the scope of the invention even if individual solvents within such mixture have individual flash points above or below such target.
  • the composition of the invention has a flash point of at least about 62 0 C as determined by ASTM D 93, more particularly, at least 7O 0 C, and suitably at least 75°C. In another embodiment, the composition of the invention has a flash point of at least 8O 0 C as determined by ASTM D 93, more particularly at least 90 0 C.
  • the composition of the invention includes about 29.6% to about 39.1%, more specifically about 30% to about 36%, in surfactant weight in relation to the total weight of the composition.
  • oils of vegetable origin are used, optionally ethoxylate, sulfonate dodecylbenzene, or their derived salts, alkyl-phenol-polyglycol-ether, optionally ethoxylate or mixtures thereof.
  • castor oil is used, of ethoxylation grade 40, linear calcium dodecylbenzene sulfonate and nonylphenol of ethoxylation grade 10.
  • the sprout growth control composition has the following characteristics:
  • the composition preferably, is formulated as an emulsion concentrate, which can be optionally diluted with water to give any desired active ingredient concentration.
  • the present invention also refers to a sprout growth control method in tobacco plants that involves the application of an effective quantity of a sprout growth control composition in tobacco plantation as defined above, in the post-emergence of the sprouts in tobacco plants.
  • This control method involves the application of a quantity of 1.5 - to 4.5 L/ha of a flumetralin composition within the scope of the present invention, preferably, the application of a quantity of 3.0 - to 4.0 Uha.
  • suitable rates for the flumetralin composition of the present invention are the existing rates given on the current product labels for flumetralin products such as PRIMEPLUS available from Syngenta.
  • the present invention also relates to the use of an effective quantity of flumetralin, at least one solvent or solvent mixture with flash point above 62°C and at least one surfactant, to prepare the sprout growth control composition of the invention for use in tobacco crops.
  • sprout growth control composition useful in tobacco crops shall be illustrated below based on the examples, which in no way limit the protection scope of the invention.
  • Example 1 Sprout growth control composition of the invention
  • Example 3 Sprout growth control composition of the invention
  • Plot size 24 m 2 (30 plants tobacco per plot, in 3 rows of ten plants).

Abstract

The present invention refers to a sprout growth control composition employed in tobacco crops including flumetralin, solvents and surfactants, such composition having a flash point of at least about 62°C as determined by ASTM D 93. The present invention also refers to a control method of the growth of sprouts in tobacco plants involving the application of a composition, as mentioned above, at the post-emerging of the sprouts in such tobacco plants.

Description

SPROUT GROWTH CONTROL COMPOSITION
Field of the Invention
[0001] The present invention refers to a sprout growth control composition employed in tobacco crops including flumetralin (CAS 62924-70-3), solvents and surfactants, such composition having reduced flammability. The present invention also refers to a method of controlling the growth of sprouts in tobacco plants involving the application of this composition, as mentioned above, in the post-emerging stage of sprouts in tobacco plants.
Description of the State of the Art
[0002] To achieve optimal production from a tobacco crop, growers commonly "top" their plants in order to obtain leaves with desired physical properties and chemical composition. The topping process involves removing the stem apex, including flowers and some top leaves, near the stage of plant maturity to stimulate the development of the remaining leaves. Current practice frequently involves topping tobacco plants in the "button" stage, soon after the floral part of the plant begins to appear. As a result of the topping process, tobacco plants produce axillary buds, sometimes called "suckers" or "sprouts" which must be controlled in order to produce the most desirable tobacco plant. These undesirable sprouts or suckers have to be continuously removed to achieve the purpose of topping. If left unchecked, such suckers or sprouts can severely reduce yield and quality of tobacco.
[0003] In the past, the removal of suckers has been carried out by hand, which is a laborious and time-consuming process. Manual control of suckers has almost totally given way to less expensive and more efficient chemical control.
[0004] In the art different formulations of chemical growth-agents are known, involving an active ingredient able to inhibit the growth of undesirable sprouts in different types of plants, such as tobacco.
[0005] Certain documents pertaining to the technique of controlling the growth of sprouts in tobacco plants are described hereunder.
[0006] In document US 5.541.153 there are described formulations containing flumetralin or maleic hydrazide in combination with carboxylic acids for the control of sprouts in tobacco. The control is obtained by using reduced quantities of maleic hydrazide or flumetralin, reducing the quantity of residue in the tobacco after the harvest. The carboxylic acids used, or the salts thereof, are utilized as initial contact agents followed by treatment with the growth regulators. They may contain from 7 to 24 carbons, and they may be replaced or not, saturated or not, and supplied in an emulsifying concentrate containing 60% of acid.
[0007] Document US 4.077.795 reports a method of sprout growth control in tobacco by spraying a solution containing an effective quantity of a derivate of 2.6-dinitroaniline alone or in combination with a surfactant. Among the solutions used for attesting the invention, stands out the use of a solvent composition formed by 50% acetone and 50% water.
[0008] Document US 5.714.435 describes compositions for the control of sprouts in tobacco consisting essentially of an initial component which is a monocarboxylic acid containing about 7 to 24 carbons or the salt thereof, or a mixture of acid with salt, and a second component selected from the group consisting of flumetralin and maleic hydrazide. The carboxylic acids used can be applied sequentially or simultaneously with flumetralin or maleic hydrazide, with the function of first contact agent and reducing the quantity of maleic hydrazide or flumetralin used.
[0009] The document US 5.321.049 describes a stable pesticide composition dilutable in water prepared by obtaining a pesticide substance in a solvent immiscible in water and combining this solution with an emulsifier and a polymeric latex to form a dispersion in water of particles comprising a pesticide solution and a solvent immiscible in water, making up at least 10% of the weight of the composition. The compositions may also contain 0 to 2% of an emulsifier. Among the solvents that are immiscibles in water are included xylene, naphthalene, cyclohexanone and others.
[0010] Document US 3.880.643 discloses the control of the growth of tobacco sprouts by using an effective quantity of substituted 2.6-dinitroaniline. This substance can be used alone or in combination with a surfactant and/or a compound selected from a group consisting of salts of carboxylic acids as well as carboxylic esters or alcohols saturated or mixture thereof.
[0011] Document US 2004/0137030 refers to a melting solid agrochemical solution containing at least one thermoplastic ligand with a melting point above 350C. The formulation is obtained by fractioning the ligand into small droplets in an initial step followed by the addition of a non-volatile solvent, and cooling at a second stage in a way that the formulation incorporates the solvent containing the active ingredient. Among the possible active ingredients are described the plant growth inhibitors such as flumetralin.
[0012] In addition, it is known that commercially available flumetralin products contain a flammable component, which brings inconveniences in terms of safety, transport, storage and manipulation by the manufacturer and end user.
[0013] It is believed that, for example, in Brazil, about 150,000 families use such commercial products. Thus, a product that does not present the abovementioned disadvantages, in addition to bringing benefits in terms of logistics, provides better work conditions for the manufacturer, distributor and end user.
[0014] There is a need for new compositions for tobacco sprout control that achieve the desired level of control, but reduce the amount of inconveniences in terms of safety, transport, storage and manipulation by the manufacturer and end user.
Summary of the Invention
[0015] In accordance with the present invention, the applicant has developed a composition containing flumetralin and other components having reduced flammability that controls undesirable sprouts in tobacco plants.
[0016] In a first embodiment, the present invention provides a sprout growth regulating composition for use in tobacco crops, containing flumetralin as active ingredient which has reduced flammability.
[0017] In a second embodiment, the present invention provides a non-flammable sprout growth regulating composition for use in tobacco crops, containing flumetralin as active ingredient.
[0018] The present invention further relates to a composition having a flash point of at least about 620C comprising flumetralin, at least one solvent or solvent mixture with a flash point - A -
above 620C and at least a surfactant agent which composition is suitable to use for regulation or control of sprout growth in tobacco plants.
[0019] The present invention also provides an effective method of controlling the growth of undesired sprouts in tobacco plants including the application of the compositions mentioned above.
[0020] The present invention is achieved by providing a tobacco sprout growth control composition, comprising:
(i) flumetralin;
(ii) at least one solvent or solvent mixture with flash point above 620C; and
(iii) at least one surfactant; wherein the composition has a flash point of at least 620C as determined by ASTM D 93.
[0021] The method of the present invention is achieved by employing a sprout growth control method in tobacco plants that comprises applying an effective quantity of this growth control composition, as mentioned above, in the post-emergence of sprouts in tobacco plants.
[0022] The present invention is further achieved by using an effective quantity of flumetralin, at least one solvent or solvent mixture with flash point above 620C (ASTM D 93) and at least one surfactant to prepare a sprout growth control composition in tobacco crops having a flash point of at least about 650C as determined by ASTM D 93, as mentioned above.
Detailed Description of the Invention
[0023] Accordingly, the present invention refers to a sprout growth control composition in tobacco plants that includes the following components:
(i) Flumetralin as active ingredient;
(ii) At least one solvent or solvent mixture with flash point above 620C; and
(iii) At least one surfactant; wherein the composition has a flash point of at least about 620C as determined by ASTM D93.
[0024] Preferably, the sprout growth control composition of the present invention includes about 4.9 to about 22.3%, more specifically about 7.0% to about 16%, of the weight of flumetralin in relation to the total weight of the composition. [0025] Such composition includes about 38.5% to about 65.4%, more specifically about 49% to about 62%, in solvent weight in relation to the total weight of the composition. Suitable organic solvents include aliphatic and aromatic hydrocarbons, alkyl naphthalenes, mineral oils, on their own or mixed with each other. In one embodiment, the solvent is selected from aromatic hydrocarbons such as alkyl benzenes; ketones, such as acetophenone and gamma- butyrolactone, and mixtures thereof. In one embodiment, suitable solvents or solvent mixtures are selected that have a target flash point above 620C, suitably a flash point of at least 7O0C. In another embodiment, suitable solvents or solvent mixtures are selected that have a flash point of at least 8O0C and, in particular, a flash point of at least 9O0C. In one embodiment, a suitable solvent mixture can have a flash point at a target temperature within the scope of the invention even if individual solvents within such mixture have individual flash points above or below such target.
[0026] In accordance with one embodiment of the present invention, the composition of the invention has a flash point of at least about 620C as determined by ASTM D 93, more particularly, at least 7O0C, and suitably at least 75°C. In another embodiment, the composition of the invention has a flash point of at least 8O0C as determined by ASTM D 93, more particularly at least 900C.
[0027] The composition of the invention includes about 29.6% to about 39.1%, more specifically about 30% to about 36%, in surfactant weight in relation to the total weight of the composition. Preferably, oils of vegetable origin are used, optionally ethoxylate, sulfonate dodecylbenzene, or their derived salts, alkyl-phenol-polyglycol-ether, optionally ethoxylate or mixtures thereof. Most preferably, castor oil is used, of ethoxylation grade 40, linear calcium dodecylbenzene sulfonate and nonylphenol of ethoxylation grade 10.
[0028] In one embodiment, the sprout growth control composition has the following characteristics:
• Flash point (ASTM D 93) varying from about 620C to 950C;
• Density varying from about 1.01 g/cm3 to about 1.12 g/cm3;
• pH varying from about 5 to 8; and
• Stability in emulsion varying from about 0.1% to 1%. [0029] In one embodiment, the composition, preferably, is formulated as an emulsion concentrate, which can be optionally diluted with water to give any desired active ingredient concentration.
[0030] The present invention also refers to a sprout growth control method in tobacco plants that involves the application of an effective quantity of a sprout growth control composition in tobacco plantation as defined above, in the post-emergence of the sprouts in tobacco plants.
[0031] This control method involves the application of a quantity of 1.5 - to 4.5 L/ha of a flumetralin composition within the scope of the present invention, preferably, the application of a quantity of 3.0 - to 4.0 Uha. In one embodiment, suitable rates for the flumetralin composition of the present invention are the existing rates given on the current product labels for flumetralin products such as PRIMEPLUS available from Syngenta.
[0032] The present invention also relates to the use of an effective quantity of flumetralin, at least one solvent or solvent mixture with flash point above 62°C and at least one surfactant, to prepare the sprout growth control composition of the invention for use in tobacco crops.
[0033] The sprout growth control composition useful in tobacco crops shall be illustrated below based on the examples, which in no way limit the protection scope of the invention.
Examples
Example 1 : Sprout growth control composition of the invention
[0034] In table 1 below are indicated 5 modalities of the composition of the invention indicated by references F8, F10, F11 , F12 and F13, as well as the properties of the flash point of components and the composition, density and pH of the composition: Table 1 :
Figure imgf000008_0001
1 This product is marketed under the name Renex 100 by Oxiteno Nordeste SA Indύstria e Comercio (BR) CAS 90169-45-9
2 This commercial product is marketed under the name Agnique ABS 60 CH by Cognis Brasil Ltda, Ninate 60 E by Stepan Company USA and Rhodacal 60 BE by Rhodia Brasil Ltda. CAS 26264-06-2
3 This commercial product is marketed under the name Agnique CSO 4OB by Cognis Brasil Ltda and Surfom R400 by Oxiteno Nordeste SA Indύstria e Comercio. (BR) CAS 61791-12-6
4 This commercial product is marketed under the name lssol R11 by lpiranga Quimica (BR) CAS 64742- 94-5
5 This commercial product is marketed under the name Solvesso 200 by Exxon Mobil Quimica Ltda. (BR) CAS 64742-94-5
6 This product can be obtained from Lyondell Quimica do Brasil Ltda. CAS 96-48-0
7 This product can be obtained from Rhodia Brasil Ltda. CAS 98-86-2 Comparative Example 2: Sprout growth control composition according to the state of the art
[0035] It is known the product PRIMEPLUS® marketed by Syngenta, destined for the control of sprout growth in tobacco plants, whose composition is identified in Table 2 below. This composition is flammable, as can be seen from its flash point value, corresponding to the solvents of its composition.
Table 2
Figure imgf000009_0001
Example 3: Sprout growth control composition of the invention
[0036] In table 3 below are indicated the modalities of the composition of the invention, showing the concentration of its ingredients in grams/liter, % weight/volume and % weight/weight:
Table 3
Figure imgf000010_0001
Example 4: Biological Tests
[0037] Five field trials were carried out using tobacco varieties: NC 55, CSCC 444, SC 405,
DM 2103, ALIANQA 466. The trials were completely randomized with 3 replicates as follows:
Plot size: 24 m2 (30 plants tobacco per plot, in 3 rows of ten plants).
Spray equipment: Campanula (hose, with low pressure).
Sprays approximately 15 mL/plant.
Application: over the top, after manual sprouts' elimination ("capaςao"). New sprouts must be smaller than 2.5 cm length.
Assessments: count of plants with big sprouts (>25cm length) - 42 and 65 days after application (DAA).
Table 4 COUNT of plants with big sprouts (30 plants evaluated)
Figure imgf000010_0002
average of 5 trials τaverage of 2 trials
[0038] These data demonstrate that the new compositions for tobacco sprout control in accordance with the invention surprisingly achieve the desired level of control as compared to a commercial standard, while at the same time reducing the amount of inconveniences in terms of safety, transport, storage and manipulation by the manufacturer and end user occasioned by the improved flash point of the inventive formulation.
[0039] Being described examples of the preferred embodiments, it should be understood that the scope of the present invention includes other possible variations, being limited only to the contents of the claims attached, including therein the possible equivalents.

Claims

Claims
1. A tobacco sprout growth control composition characterized by comprising:
(i) flumetralin;
(ii) at least one solvent or solvent mixture with flash point above 62°C; and (iii) at least one surfactant; wherein the composition has a flash point of at least 62°C as determined by ASTM D 93.
2. The composition according to claim 1 , characterized by comprising 4.9% to 22.3% in flumetralin weight or salts derived thereof in relation to the total weight of the composition.
3. The composition according to claim 1 , characterized by comprising 38.5% to 65.4% in solvent weight in relation to the total weight of the composition.
4. The composition according to claim 3, characterized in that the solvent is selected from aromatic hydrocarbons, acetones or mixtures thereof.
5. The composition according to claim 4, characterized in that the solvent of aromatic hydrocarbon is alkyl benzene.
6. The composition according to claim 4, characterized in that the acetone solvent is selected from acetophenone, gamma-butyrolactone or mixtures thereof.
7. The composition according to claim 1 , characterized by comprising 29.6% to 39.1% in surfactant weight in relation to the total weight of the composition.
8. The composition according to claim 7, characterized in that the surfactant is selected from oils of vegetal origin, optionally ethoxylate, dodecylbenzene sulfonate, or derived salts thereof, alkyl-phenol-polyglycol-ether, optionally ethoxylate or mixtures thereof.
9. The composition according to claim 8, characterized in that the oil of vegetal origin is castor oil of ethoxylation grade 40.
10. The composition according to claim 8, characterized in that the sulfonate dodecylbenzene salt is linear calcium dodecylbenzene sulfonate .
11. The composition according to claim 8, characterized in that the alkyl-phenol-polyglycol- ether, optionally ethoxylate, is nonylphenol with ethoxylation grade 10.
12. The composition according to anyone of claims 1 to 11 , characterized in that it has a flash point varying from 620C to 950C as determined by ASTM D 93.
13. The composition according to anyone of claims 1 to 12, characterized in that it has a density varying from 1.01 g/cm3 to 1.12 g/cm3
14. The composition according to anyone of claims 1 to 13, characterized in that it has a pH varying from 5 to 8.
15. The composition according to anyone of claims 1 to 14, characterized in that it has stability in emulsion varying from 0.1% to 1%.
16. The composition according to anyone of claims 1 to 15, characterized in that it is in the form of an emulsifying concentrate.
17. A sprout growth control method in tobacco crops characterized by comprising to apply an effective quantity of a sprout growth control composition in tobacco crops as defined in anyone of claims 1 to 16, in the post-emergence of the sprouts in tobacco plants within such crop.
18. The method according to claim 17, characterized by comprising to apply the sprout growth control composition at a quantity of 3.0 to 4.0 I/ha.
19. Use of an effective quantity of flumetralin, at least one solvent or solvent mixture with flash point above 620C and at least one surfactant, characterized by being for the preparation of a sprout growth control composition in tobacco crops, as defined in anyone of claims 1 to 16.
PCT/EP2007/008155 2006-09-19 2007-09-19 Sprout growth control composition WO2008034602A2 (en)

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