WO2000057735A1 - Nouvelle composition utilisee dans la regulation des drageons du tabac - Google Patents

Nouvelle composition utilisee dans la regulation des drageons du tabac Download PDF

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Publication number
WO2000057735A1
WO2000057735A1 PCT/US2000/008015 US0008015W WO0057735A1 WO 2000057735 A1 WO2000057735 A1 WO 2000057735A1 US 0008015 W US0008015 W US 0008015W WO 0057735 A1 WO0057735 A1 WO 0057735A1
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WO
WIPO (PCT)
Prior art keywords
composition
ethers
tobacco
butralin
copolymer
Prior art date
Application number
PCT/US2000/008015
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English (en)
Inventor
Charles L. Mulchi
Original Assignee
University Of Maryland, College Park
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Filing date
Publication date
Application filed by University Of Maryland, College Park filed Critical University Of Maryland, College Park
Priority to AU41775/00A priority Critical patent/AU4177500A/en
Publication of WO2000057735A1 publication Critical patent/WO2000057735A1/fr

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

Definitions

  • This invention relates to plant growth regulator formulations. More particularly the invention relates to compositions and methods for inhibiting the growth of tobacco suckers.
  • a tobacco plant that has attained a desired size, usually at or before flowering, is debudded or topped; that is, the terminal growth is removed.
  • This process is usually carried out near the stage of plant maturity, in order to stimulate development of the remaining leaves and to obtain the desirable physical and chemical properties for choice tobaccos.
  • Topping is generally accomplished by mechanical means which involves removing or cutting away the stem apex, including, top leaves and in some instances including flowers. When the apex is left intact, most of the plant's energy is diverted to the flowering process, thus preventing expansion of leaves and decreasing yields.
  • MH Today maleic hydrazide (MH) is probably the most widely used agent for controlling sucker growth. It is a material which is readily translocated within plants and is active in inhibiting cell division in meristematic areas but not cell enlargement. Thus, this chemical mimics the phenomenon of apical dominance in tobacco cultivation after the plants are topped and allows for the optimal development of usable leaves. Both timing and environmental conditions are important for maximum effectiveness. If applied on small, immaure leaves, normal leaf expansion will not occur, thus reducing yields. If relative humidity is low or plants are in a wilted state, absorption and effectiveness are greatly reduced. The compound also reduces the specific volume or "filling power" as well as increasing the moisture absorption of the leaf.
  • maleic hydrazide Although maleic hydrazide, is a systemic inhibitor and effective, it is not without its problems. Treatment with maleic hydrazide tends to leave undesirably high levels of residues in the leaves. The quantity of maleic hydrazide used on a tobacco crop must be carefully controlled since application of an excessive amount (of maleic hydrazide or its derivatives) yields an undesirable oily tobacco leaf and which may leave large amounts of objectionable maleic hydrazide residue in the harvested tobacco leaves.
  • Maleic hydrazide may produce adverse ecological effects when applied in the high dosages heretofore employed in treating tobacco plants. Moreover, application of high dosages of maleic hydrazide also tends to reduce the quantity of useable tobacco leaves and to yield a lower quality leaf. In addition, maleic hydrazide, if exposed to significant rainfall or wash-out conditions within twenty-four hours after being applied to tobacco, may not achieve the targeted 90% reduction in sucker control. Rainfall within two to four hours of application could reduce the effectiveness of sucker control compositions by 50%. In such an event, in order to obtain the desired level of sucker control, it becomes necessary to apply a second application of MH. Normally this will result in an unwanted increase in the amount of residual MH left on or in the harvested tobacco.
  • European countries are particularly sensitive to the maleic hydrazide problem.
  • the recommended standard level is 80 ppm maleic hydrazide in the finished product, while in Italy and Spain, the maximum permissible level was 80 ppm.
  • the cigarette manufacturer must blend the high-maleic hydrazide tobacco with other tobacco with less or no maleic hydrazide. The obvious result is a decreased demand for tobacco with high maleic hydrazide residues. It is expected that the European unification process will ultimately result in 80 ppm maximum applying to all European countries. Since almost 50% of the flue-cured tobacco exported to the United States goes to Europe, the potential adverse economic impact of excessive maleic hydrazide residues is quite significant.
  • Another object of the invention is to develop a composition for tobacco sucker control that will achieve industry acceptable sucker control levels even when applied two hours prior to washoff conditions.
  • an object of the invention is to provide a tobacco desuckering composition, comprising: a) maleic hydrazide or a salt thereof; b) butralin or PRIME+ ® ; c) a surface-active agent that improves uptake of the composition of b); and d) an agriculturally acceptable carrier thereof.
  • the surface-active agent can be a composition comprising polymethylsiloxane copolymer and polyethoxy ethers; polyether-polymethylsiloxane- copolymer and organic surfactants; alkylarylpolyethoxylate and compounded silicones; heptamethyltrisiloxane and ethylated seed oil; heptamethyltrisiloxane; silicone polyether co-polymer and alcohol ethoxylates; alkylpolyethylene ethers and free fatty acids; alkylpolyethoxy ethers and ethoxylated derivatives; silicone polyether co-polymer and alcohol ethoxylates; polyalkyleneoxide modified heptamethylsiloxane; or alkylaryloxyethylene, free fatty acids, glycols and isopropanol.
  • the composition can be applied before topping, in conjunction with topping, or after topping.
  • a tobacco sucker control composition containing maleic hydrazide, butralin or PRIME+ ® and a surface active agent.
  • maleic hydrazide used in this application also refers to the alkali earth salts thereof including potassium.
  • the term is also used interchangeably in this application with the abbreviations MH and KMH.
  • Washoff refers to an amount of precipitation sufficient to reduce sucker control by at least 5% for any given sucker control agent.
  • formulation(s) refers to any sucker control agent containing at least maleic hydrazide and a contact agent such as PRIME+ ® or butralin. However, it is understood that the contact agent is not limited to PRIME+ ® or butralin.
  • contact agent refers to chemicals that are phytotoxic to young bud tissues resulting in necrosis of such tissues upon external contact yet cause minimal adverse impact to the upper leaves on the plant.
  • maleic hydrazide As discussed, the most widely used formulation for tobacco sucker control contains maleic hydrazide, and butralin.
  • Maleic hydrazide (l,2-dihydro-pyridazine-3,6-dione) is commercially available through Uniroyal Chemical and is sold as ROYAL MH-30 F .
  • ROYAL MH-30* contains 1.5 pounds of maleic hydrazide per gallon.
  • Butralin (4-( 1 , 1 -dimethylethyl)-N-( 1 -methylpropyl)-2,6- dinitrobenzeneamine) is described in US patent No. 3,672,866 herein incorporated by reference in its entirety.
  • PRIME+ ® is 2 chloro-N-(2,6-dinitro-4-(trifluoro-methyl) phenyl) N-ethyl-6-fluoro-benzene- methanamine and is available through Ciba Geigy Corporation of Greensboro, NC.
  • Various sucker control formulations can be prepared containing different ratios of these ingredients. The formulations are usually mixed with water to obtain a 50 gal aqueous compositions that are applied to an acre of tobacco by spraying (approximately 6000 to 8000 plants per acre).
  • the aqueous mixtures may be applied directly to the plants by tractor, or animal-drawn sprayer or by means of compressed air shoulder sprayer.
  • a semi coarse spray is preferably employed, and one or more rows are sprayed at a time, wetting only the upper one-third to one-half of the tobacco plant and allowing the liquid to run down the stalk of each plant.
  • the spray is applied after topping but could be applied before or simultaneously with topping.
  • Applicant's improved formulations contain, in addition to maleic hydrazide and butralin or PRIME+ ® , a wetting agent.
  • the wetting agent of the invention is a compound or composition that improves the uptake of the contact agent to work.
  • the wetting agent is preferably a surface active agent (surfactant).
  • the wetting agent can be any compound or composition that reduces or removes the wax coating on a young sucker so that faster penetration of the contact agent is effected without negatively affecting the quality of the leaf.
  • the wetting agent comprises the chemical compound "heptamethyltrisiloxane". More preferably the wetting agent can be that which is sold under the marks ETH-N- GARD TM , SYLGARD ® 309 or SILWET-L-77.
  • the wetting agent can be a surfactant compound or composition based on a siloxane containing polymer or other polymers.
  • Some of the functioning agents in the surfactant composition can be polymethylsiloxane copolymer and polyethoxy ethers; polyether-polymethylsiloxane-copolymer and organic surfactants; alkylarylpolyethoxylate and compounded silicones; heptamethyltrisiloxane and ethylated seed oil; heptamethyltrisiloxane; silicone polyether co-polymer and alcohol ethoxylates; alkylpolyethylene ethers and free fatty acids; alkylpolyethoxy ethers and ethoxylated derivatives; silicone polyether co-polymer and alcohol ethoxylates; polyalkyleneoxide modified heptamethylsiloxane; or alkylaryloxyethylene, free fatty acids, glycols and isopropanol; or a
  • the surfactant is sold under the mark MATRIXX by Coastal Chemical Co. of Greenville NC. It is a stable, clear, yellow tinged, slightly viscous liquid with a mild polyether odor having a boiling point above 200 °C.
  • Names of some of the wetting agents can be found in Table VI, but are not limited to those listed, as many variations are possible in the composition, so long as the wetting agents have the ability to improve the uptake of the contact agent.
  • Applicant's formulations contain approximately 1-3 gal ROYAL MH-30 ® , preferably 1 gal; 1-3 quarts of butralin, preferably 1.5 qt; and 1/4-1 liquid cup of MATRIXX, preferably 1 cup.
  • Applicant prepared various formulations. The results of using formulations on Maryland tobacco and comparisons of same with conventional treatments, are shown in Tables I- VI below.
  • Sucker control compositions should be mixed in a sprayer free of other agrochemicals to avoid contamination and ultimate injury to tobacco plants to be treated.
  • the order of chemical addition is not critical; however, applicant recommends mixing 1- 2 gal of KMH to water followed by the additions of 1-2 quart(s) of butralin and/or PRIME+ ® , followed by the addition of the surfactant. If MATRIXX is used, 8 oz per 50 gal of solution should be used. Up to 12 oz per 50 gal should be used for ETH-N- GARD TM and SYLGARD ® 309. Continuous mixing is maintained throughout the addition of component parts of the formulation.
  • burley and Maryland type a 1 gal KMH, 1.5 qt Butralin and/or PRIME+ ® , and 8 oz of MATRIXX is recommended in order to minimize chemical residues.
  • the higher rates of MH and butralin and/or PRIME+ ® may be necessary due to the longer harvest season between topping and final harvest.
  • the sucker control treatments are applied in mid-summer.
  • Tank mixtures should be continuously mixed during applications of the formulation to tobacco. For best results, the spray mixtures should be applied following topping, to the upper one-third of the plant.
  • a 3-nozzle arrangement having two TeeJet ® #3 as lateral nozzles with center composed of a Tee et ® #5 nozzle was used. At applied pressures of 18-20 psi, the center nozzle gave large droplets which allowed the solutions to run down the stalk of the plant while the lateral nozzles wetted the leaves.
  • the applied solutions should run down the stalk making contact with the young bud tissues in each leaf axil. If stalks are leaning caused by high winds, less than desirable control of suckers may result using the protocol.
  • Table I list the yields, quality index and alkaloid contents for treatments 2 -9. There were only isolated cases for an occasional sucker in perhaps one of the 10 plants being observed with several treatments having zero suckers. Thus, there were insufficient data to cite sucker counts, etc. and each of the 8 treatments were rated equal at 100% control. The high levels of success for control can be attributed to :(1) early topping of most of the plants in replicated 2, 3 and 4; (2) excellent growth stage of the plants having been irrigated one or more times during the two weeks preceding treatments; and (3) ideal conditions during and following treatment applications. Similar treatments and experiments were conducted. Formulations were prepared as above discussed and presented in Table II.
  • treatments 3, 4 and 5 gave essentially 100% control; thus, they were comparable to Uniroyal KMH at 2.0 gal./Ac. applied as a coarse spray at 50 gal./Ac.
  • Treatment 3 is "Stifle", which contains KMH and Butralin applied at 1.5 gal./ Ac.
  • Treatment 4 is a new "unit pack” containing MH at 1.5 lbs/gal. and Butralin at 1.5 lbs./gal. under development by Uniroyal.
  • Treatment 5 contains the same chemicals as Treatment 4, but contains KMH at 1.0 gal./Ac. and Butralin at 1.0 qt./Ac. All three treatment combinations (3, 4 and 5) gave comparable results to the control (treatment 2, KMH at 2.0 gal./Ac). Therefore, treatments 3, 4 and 5 could be recommended for approval by the Growth Regulator Committee as meeting minimum standards for effectiveness in sucker control on tobacco.
  • Treatments 6 through 10 were designed to test the effectiveness of MATRIXX in enhancing the uptake of KMH and/or Butralin in combination.
  • Treatment 6 showed that KMH at 1.0 gal./Ac. alone failed to give 100% control, but, when mixed with MATRIXX (treatment 7), control increased to 99.1%, which is an acceptable level of control in Maryland tobacco.
  • treatment 9 which contained 1.0 gal/Ac KMH and Butralin 1.0 qt./Ac. as a tank mix with MATRIXX gave 100% control of suckers.
  • Treatments 8 and 10 were simulated rain (% inch within 2 hr. of treatments) treatments on KMH at 1.0 gal/Ac with MATRIXX and KMH at 1.0 gal/ Ac. plus Butralin at 1.0 qt. /Ac plus MATRIXX, respectively.
  • the rain simulation reduced the effectiveness of the KMH at 1.0 gal./Ac. (Treatment 8) by 50.8%, but surprisingly the KMH plus Butralin (treatment 10) by only 3.1%. This observation represents a major advancement in sucker control, since it greatly reduces the risk of washoff by early afternoon showers following morning chemical applications.
  • Applicant has shown that the addition of a surfactant to sucker control formulations allows for both the reduction in the use of MH and butralin.
  • the surfactant also allows for washoff prevention. Adding the surfactant allows the grower to be less dependent on weather forecasting freeing up schedules for other pressing farm matters. As noted in treatment 8 (Table III) rainfall on KMH treated plants would necessitate a second application of KMH which would greatly increase MH residues in the cured tobacco.
  • tank-mix preparations are not limited to such formulations but may also include, for instance, a 1.0 gal container containing a concentrated formulation of, for instance, 0.7 gal MH, 1 quart of butralin and 1 cup of MATRIXX sold in gallon containers for one acre applications.
  • Maryland tobacco plants were grown to flowering at the Maryland Agricultural Experiment Station's Upper Marlboro Facility; then topped and sucker control agents were spray applied (Table IV). There were three replicates of all treatments with a plot consisting of twenty competitive plants. The plots were arranged in a randomized block design with each replicate containing all treatments. The materials were applied during the morning hours. After a two-hour waiting period, the plots were subjected to a two- hour irrigation which delivered approximately 0.5 inches of simulated rainfall. The plots were observed for two weeks; then sucker counts and weights were performed with suckers being removed by hand from ten competitive plants per plot. No phytotoxic effects caused by treatments were found.
  • sucker data were converted to a per plant basis and the degree of control was determined by expressing the sucker wt. per plant as a percentage of the non-treated control and subtracting from 100.
  • the results summarized in Table V represent the means of each treatment averaged over the three replicates.
  • ETH-N-GARD TM (92.6%>) > SYLGARD ® 309 (87.5%) > X-77 ® (85.6%) > MOTIONTM (84.9%) > BIOSURF HF (83.5%) > SILWET L-77 (82.8%) > MATRIXX (80.7%). All of these compounds are good candidates for further study with respect to such factors as tank concentrations. It would appear that all of these compounds along with MATRIXX and ETH-N-GARD TM would greatly benefit growers in reducing the practice of reapp lying sucker control agents (Royal-MH30 + Butralin) should a rain event occur within two hours of spray application.
  • Table VI contains a list of distributors for the various surfactants along with information on the primary functioning agents.
  • ETH-N-GARD TM contains as its functioning agent, a proprietary blend of an organo silicone non-ionic surfactant plus ethanol based seed oil surfactants.
  • SYLGARD ® 309 contains a mixture of 3-(3- hydroxypropyl) heptamethyltrisiloxane, ethoxylated, acetate/125997-17-3, allyloxy polyethylene glycol monoallyl acetate/27252875, and polyethylene glycol diacetate/27252831.
  • R-l 1 ® contains alkyl aryl polyethoxylates and compounded silicone (90%), and constituents ineffective as spray adjuvant (10%).
  • X-77 ® contains alkylarylpolyoxyethylene, alkylpolyoxyethylene, fatty acids, glycols and dimethylpolysiloxane (90%), and constituents ineffective as adjuvant (10%).
  • SILWET L-77 contains silicone-polyether copolymer.
  • FREEWAYTM contains silicone-polyether copolymer and alcohol ethoxylates.
  • BIOSURF HF contains alkyl polyethoxy ethers and other ethoxylated derivatives (80%), and constituents ineffective as adjuvants (20%).
  • ACTIVATOR 90 contains alkyl polyoxyethylene ether and free fatty acids (90%), and constituents ineffective as adjuvants (10%).
  • MOTIONTM contains a blend of polyether- polymethylsiloxane-copolymer and non-ionic surfactant.
  • MATRIXX is nonionic organo modified silicone surfactant blend.
  • the chemical name for MATRIXX is polymethylsiloxane copolymer and alkyl polyethoxy ether blend, which belongs to the chemical family of organo-modified silicone.
  • BUTRALIN as sold by Uniroyal Chemical, contains 3.0 pounds per U.S. gallon, or 360 grams per liter of a butralin composition.
  • the chemical butralin is [4-(l,l-dimethylethyl)-N-(l-methylpropyl)-2,6- dinitrobenzeneamine].
  • the chemical butralin is 36.5%, and inert ingredients are 63.5%.
  • PRIME+ ® is a plant growth regulator for control of tobacco suckers.
  • the active ingredient is 2-chloro-N-(2,6-dinitro-4-(trifluoromethyl)phenyl)-N-ethyl-6-fluoro- benzene-methanamine (15%) and inert ingredients (85%).
  • PRIME+ ® contains 1.2 lbs. active ingredient per gallon.
  • ROYAL MH-30 ® contains potassium salt of 1,2- dihydro-3,6-pyridazinedione (21.7%) and inert ingredients (78.3%).
  • the commercial product as sold by Uniroyal Chemical contains 1.5 pound of maleic hydrazide per U.S. gallon, or 180 grams of maleic hydrazide per liter.
  • RAIN-FAST manufactured or distrumped by Conklin, Co., is composed of principal functioning agents polyether-polymethylsiloxane-copolymer, and organic surfactants. Anti-foaming agents are included in the formulation.

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

Abstract

L'invention porte sur une composition de régulation des drageons du tabac qui contient un hydrazide maléique, butraline ou PRIME+® et un agent actif en surface. L'ajout de l'agent actif en surface permet de réduire les quantités habituelles d'hydrazide maléique et de butraline ou PRIME+® et améliore les propriétés d'élimination par lavage.
PCT/US2000/008015 1999-03-26 2000-03-24 Nouvelle composition utilisee dans la regulation des drageons du tabac WO2000057735A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU41775/00A AU4177500A (en) 1999-03-26 2000-03-24 New composition for tobacco sucker control

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US12636199P 1999-03-26 1999-03-26
US60/126,361 1999-03-26
US16078599P 1999-10-21 1999-10-21
US60/160,785 1999-10-21

Publications (1)

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WO2000057735A1 true WO2000057735A1 (fr) 2000-10-05

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PCT/US2000/008015 WO2000057735A1 (fr) 1999-03-26 2000-03-24 Nouvelle composition utilisee dans la regulation des drageons du tabac

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AU (1) AU4177500A (fr)
WO (1) WO2000057735A1 (fr)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN103190397A (zh) * 2013-04-02 2013-07-10 红云红河烟草(集团)有限责任公司 一种烟草腋芽抑制剂助剂及其应用
US8679516B2 (en) 2005-03-07 2014-03-25 Deb Worldwide Healthcare Inc. High alcohol content foaming compositions with silicone-based surfactants
US8697103B2 (en) 2004-12-21 2014-04-15 Deb Ip Limited Alcoholic pump foam
CN113712035A (zh) * 2021-09-22 2021-11-30 江苏中烟工业有限责任公司 一种固体抑芽剂及其制备方法

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4556410A (en) * 1981-03-10 1985-12-03 Minnesota Mining And Manufacturing Company Compositions for tobacco sucker growth control
US5541153A (en) * 1992-07-14 1996-07-30 Mycogen Corporation Methods and compositions for sucker control in tobacco comprising fatty acids and flumetralin or maleic hydrazide

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4556410A (en) * 1981-03-10 1985-12-03 Minnesota Mining And Manufacturing Company Compositions for tobacco sucker growth control
US5541153A (en) * 1992-07-14 1996-07-30 Mycogen Corporation Methods and compositions for sucker control in tobacco comprising fatty acids and flumetralin or maleic hydrazide

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US8697103B2 (en) 2004-12-21 2014-04-15 Deb Ip Limited Alcoholic pump foam
US8679516B2 (en) 2005-03-07 2014-03-25 Deb Worldwide Healthcare Inc. High alcohol content foaming compositions with silicone-based surfactants
US8685422B2 (en) 2005-03-07 2014-04-01 Deb Worldwide Healthcare Inc. High alcohol content foaming compositions with silicone-based surfactants
US8691255B2 (en) 2005-03-07 2014-04-08 Deb Worldwide Healthcare Inc. Method of producing high alcohol content foaming compositions with silicone-based surfactants
CN103190397A (zh) * 2013-04-02 2013-07-10 红云红河烟草(集团)有限责任公司 一种烟草腋芽抑制剂助剂及其应用
CN113712035A (zh) * 2021-09-22 2021-11-30 江苏中烟工业有限责任公司 一种固体抑芽剂及其制备方法
CN113712035B (zh) * 2021-09-22 2023-01-31 江苏中烟工业有限责任公司 一种固体抑芽剂及其制备方法

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