AP69A - Composition for defoliation of plants II - Google Patents

Composition for defoliation of plants II Download PDF

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Publication number
AP69A
AP69A APAP/P/1988/000076A AP8800076A AP69A AP 69 A AP69 A AP 69A AP 8800076 A AP8800076 A AP 8800076A AP 69 A AP69 A AP 69A
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AP
ARIPO
Prior art keywords
defoliation
components
plants
percentage
weight
Prior art date
Application number
APAP/P/1988/000076A
Inventor
Rusch Reinhart Dr
Original Assignee
Schering Ag
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority claimed from DE19863643656 external-priority patent/DE3643656A1/en
Priority claimed from DE19863643657 external-priority patent/DE3643657A1/en
Application filed by Schering Ag filed Critical Schering Ag
Application granted granted Critical
Publication of AP69A publication Critical patent/AP69A/en

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Classifications

    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30—Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • 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
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/36—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
    • 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
    • A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals

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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)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention

Description

This invention relates to a new composition for defoliation of plants having synergistic activity which contains as the active ingredients a mixture of 1-phenyl-3-(1,2,3-thiadiazol-5-y1)urea, a carboxamide or tributyl phosphate and 3-(3.4-dichlorophenyl)-l.1-dimethyl- urea .
The composition consists essentially of three components that mutually affect each other when used together and display a biological activity which is greater than the sum of the activities v. □ -i/. a.iu- 3 ..a!·. ..n.f tog t .tyhi rh can be described as synergistic. This synergistic activity introduces in the present case the increased formation of separating tissue in plants and thus leads to a controlled removal of the leaf stalk and leaves of the treated plants. A-t A M,*.O thiiiiannl f lilliirea IS ilrPdflY hflflWn dti a plant defoliant (DE-OS 25 06 690).
Carboxamides are also known and have been proposed, inter alia, as solvents for formulation of pesticides (USP 3 342 673). However, their use as synergists for defoliants is not known.
Tributyl phosphate is also known, and is used inter alia as a plasticiser and an anti-foaming agent (Rompps Chemie-Lexikon, 7t.h Edition (1977) volume 6. page 3665. However, its use as a defoliant or as a synergist Cor defoliants is not known. 3-(3,4-Dichlorophenyl)-1,1-dimethyl urea is generally known, under the common name diuron, as a herbicide (USP 2 655 445).
Also mixtures with 1-pheny 1-3 - (1,2,3 - th iad iazo 1 · 5-y 1) ur e.i for the defoliation of plants which show a synergistic activity, are already known (DE-OS 26 46 712 and DE-OS 3 2 22 622),
However, there still exists to an ever increasing extent a considerable requirement for further materials in this area with incleaactivity and with it the poonibility of lower amounts of active material and especially an increasing demand for corresponding protection of the environment.
With the substances known up until now, clear progress has been made. However, it is not always satisfactory, especially when for acceptable activity at lower temperatures, higher rates Of use are required, or for an acceptable activity also, the high rates of use are no 1onger a 11 owed .
The object of the present invention is therefore to provide a composition for defoliaition of plants having synergistic activity which does not have the drawbacks ot the known substances.
This object can be solved according to invention by a composition which is characterised by comprising a mixture of the components Λ) 1-pheny1 -3-(i,2.3-1hiadiazo1-5-y1)urea, R) a carboxamide or tributyl phosphate and C) 3-(3,4-dichlorophenyl) -1,1-dimothylurea.
Surprisingly, the composition of the invention shows a defoliation activity that is often much greater than the sum of the activities of thv single componontc when used alone, which is not predictable from the present state of knowledge .
The state of the art is considerably improved l,y the provision of the compositions of the invention.
Th- composition of the invention in particularly valuable under climatic conditions whore a single component alone does not produce clear defoliation.
The synergistic activity of the mixture of the invention is displayed when it contains to each part by weight of component A, 1 to 500 parts by weight of component B and 0.1 to 50 parts by weight of component C. but those limiting values can also be exceeded by larger or smaller amo.n'it s _____
Optimal increase in activity is exhibited by the mixtures of the invention that contain for each part by weight of defoliant substance A, 1 to 200 parts by weight of component B and o.l to 20 parts by weight of component c. However, the proportion by weight depends on the sensitivity and resistivity of the plants, the time of use, the climatic conditions and the soil conditions.
The composition of the invention is suitable for the defoliation, and with it the facilitating of harvesting, of many plants, especially cotton.
The rates of use are as a rule in the range l to 10,000 grams of the mixture (components Λ, B and C) per hectare, especially 100 to 2000 grams of mixture per hectare.
The composition can be applied in customary Cashion, (or example with water as the carrier in spray mixture volumes of approximately 100 to 2,,000 1/ha. The composition can be applied using low-volume or ultra-low-volumo techniques.
The composition of the invention can, if desired, be «sea in mixture with other active ingredients, for example derOj iants ,•••plant protection ox. .pe.s.t i.e.i d.e...m,a.t^j_i a 1 s depending on the desired object.
An increase in the activity and the speed of activity can also be obtained for example through use of additives which will increase the activity, such as for example, solvents, surfactants and oils. These can lead to a further reduction of the rates of use of the actual active ingredients.
The mixtures of the invention can suitably be used. Cor example, as powders, dusts, granules, solutions, emulsions or suspensions, with the addition of liquid and/or solid carriers and/or diluents and, optionally, binding, wetting, emulsifying and/or dispersing adjuvants. suitable liquid carriers are, for example aliphatic and aromatic hydrocarbons, as well as cyclohexanone, isophorone, dimethyl euipnoxlde, dlmetiiylfιηιιιαιιύώ·.· and other mineral-oil fractions and plant oils.
Suitable solid carriers include mineral earths, e.g. bentonite, silica gel. talcum, kaolin, attapulgite, limestone, silicic acid and plant products, e.g. flours.
As surface-active agents there can be used for example calcium 1ignosulphonate, polyoxyethylenealkyIphenyl ether, naphthalenesulphonic acids and their salts. phenolsulphonic acids and their salts, formaldenyoe condensates, fatty alcohol sulphates, as well as substituted benzenesulphonic acids and their salts.
The content of the mixture (components A, B and C) in the various preparations can vary within wide limits. F'or example, the compositions can contain about 5 to 95 percent by weight of components A, B and C. and about 95 to 5 percent by weight liquid or solid carriers, as well as, optionally up to 30 percent by weight of surfactant.
Formulations can be prepared, for example, from the following ingredients.
a) 95 percent, by weight components Λ, B arid C 5 percent by weight of a surfactant based on the polyoxyethylene derivative of sorbitan acid
b) 72 percent by weight components Λ. B and C 28 percent by weight of a surfactant based on ethoxylated tert alkylamine c) 55 percent by weight components A, a and C 38 percent by weight colloidal Gilicic acid 5 percent by weight calcium 1ignosulphonate 2 percent by weight of a surfactant based on polyoxyethylene derivatives
With unfavourable conditions for the defoliation, glasshouse tests are the basis for the following ’examples which as a general rule are carried out on cotton plants with 4 to 8 true leaves. The composition is applied in rhn form of suspensions or emulsions at a rate ot 200 litres of water per hectare.
The evaluation of the experiment is carried out by counting the number of discharged leaves after the application and by estimation of the percentage of the total number of leaves. For each experimental member there·· is always present in each single experiment the same number of plants and leaves. From experiment to experiment the number of leaves for each experimental member did nor. vary and lay between 20 and 32 leaves.
The following reports of the experiment contain data about the components A, B and C, rates of use, as well as the calculation of the percentage rate of defoliation. Next to the percentage rate of defoliation obtained is given, in brackets, the value that would be expected for additive activity as calculated by the method of S R Colby (5 R colby "Calculating Synergistic and Antagonistic Responses of Herbicide Combinations", weeds 15/1 (1967) pages 20 to 22) .
The calculation was carried out according to the following equal ion :
in which X - percentage defoliation with substance Λ at p kg/lia Y - percentage defoliation with substance D azt g kg/ha Z = percentage defoliation with substance C at r kg/ha E - the expected defoliation by additive activity of the substances ArB«-catp + q4 r kg/ha.
If the observed value is higher than that value E calculated according to Colby, the combination has synergistic activity.
Example 1
Young cotton plants in the 5 to 6 leaf stage were treated with the active ingredients given below (repeated 4 times). The spray volume used was 200 1/ha.
After 26 days at unfavorable temperatures (14 to 19°C) the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (%) (according of invention g/ha to Colby) i-Phenyl-3-(l,2,3- Λ 20 o thiadiazol-5-yl)- 80 0 urea
Dimethylamide of B 80 o
Co-Cin-acids 2000 0 y i (j 3-(3.4-dichlorophenyl) - C 20 o l,1-dimethylurea 80 0 200 0 A + B + C 20+2000+20 90 (0)
Comparison Λ + C 20 + 20 29 (0) Λ+Β 20 + 2000 41 (0)
Example 7
Young cotton plants mainly in the 5 leaf stage were treated with the active ingredients given below (repeated 4 times). The spray volume used was 200 1/ha. After 20 days at 14 to 15eC and 70 to 80¼ relative humidity, the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (¾) (according of invention g/ha to Colby) l-Phenyl-3-(1,2,3- A 40 0 thiadiazol-5-yl) - 80 10 urea
Dimethylamide of B 500 0 C0-Clo~acids 1000 0
3-(3,4-dichlorophenyl) - C 8 O 1,1-dimethylurea 16 0 200 0 A + B+C 40+500+ 8 64 (0) 80+500+16 73 (10)
Compa r ison Λ + Β 40+500 9 (0) 80+500 27 (10) A+C 40+ 8 27 (0) 80 16 45 (10)
Ex ample 3
Young cotton plants in the 5 to 6 leaf stage were treated with the active ingredients given below (repeated 4 times). The spray volume used was 200 1/ha. After 20 days at unfavorable temperatures (13 to 17°C) the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (¾) (according of invention g/ha to Colby) 1-Phenyl-3-(1.2.3 - A 20 0 thiadiazol-5-yl) - 80 o urea
Dimethylamide of B 1000 0
Co-C.acids zooo 0 a 1 v 3-(3,4-dichlorophenyl) - C 4 0 1,1-dimethy1 urea 16 0 200 0 A+B+C 20+1000+ 4 45 (0) 80+1000+16 64 (0)
Comparison A+C 80 + 16 25 (0)
Example 4
Young cotton plants in the 5 leaf stage were treated with the active inytedieiite given below (repeated 4 times). The spray volume used was 200 1/ha. After 11 days at unfavorable temperatures (14 to 20°C) the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (t) (according of invention g/ha to Colby) 1-Pheny1-3-(1.2,3- A 5 0 thiadia2ol-5-yl) - 80 0 urea
Dimethylamide of B 500 o C_-C..-acids 1000 0
O lU 2000 0 3-(3,4-dichlorophenyl)- C 100 0 1,l-dimethylurea ZOO 0 A+B+C 80+ 500+100 50 (0) 5+1000+100 40 (0) 80+1000+100 75 (0)
Comparison A+C 5 + 100 0 (0) 80 + 100 35 (0)
Exiimp 1 e 5
Young cotton plants in the 5 to 7 leaf stage were treated with the active ingredients given below (repeated 4 times). The spray volume used was 200 1/ha.
After 22 days at unfavorable temperatures (14 to 20°C) the percentage of discharged leaves was ascertained.
Rate Defoliation κ
Components in (t) (according of invention g/ha to Colby) 1-Phenyl-3-(1,2,3- A 25 0 thiadiazol-5-yl)- 50 o urea loo o
Tiibutyl phosphate B 50 0 500 0 3 - (3,4-dichlorophenyl) - C 25 0 1,1-dimethylurea 50 0 100 0 A+B+C 25+50+2S 71 (0)
Compa r i son A+C 50 + 50 50 (0)
Example 6
Young cotton plantG in the 4 to 6 leaf stage were treated with the active ingredients given below (repeated 4 timer,). The Gpray volume used was 500 1/ha. After 12 days in the open at 2 to 29eC. the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (%) (according of invention g/ha to Colby) l-Phenyl-3-(1,2.3- A 50 0 t h a a ο a a z o 1 — 5 —y 1) - ......... -100· · 0 ..... υ r .................. - ......
Tributyl phosphate B 50 0 500 0 3 (3.4 d i ch 1 o r opheny 1 ) - Γ 1 0 0 1.1-dimethylurea 100 o A + B»C 50+50+10 52 (0)
Com p a risen Λ+C 50 4 10 3 6 (0)
Example. 7
Young cotton plants in the 5 leaf stage were treated as in Example 5. After 20 days at unfavorable temperatures (7 to 20°c), the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (t) (according of invention g/ha to Colby) l-Phenyl-3-(1,2.3- A 50 0 thiadiazol-5-yl)- 100 0 urea
Tributyl phosphate B 400 o 500 0 3-(3,4-dichlorophenyl)- C 25 0 1,l-dimethylurea 50 0 100 0 A+B+C 50+400+25 70 (0)
Comparison A+C 50 + 50 20 (0)
Example 8
Young cotton plants in the 5 leaf stage were treated with the active ingredients given below (repeated 4 times). The amont Of Wflter used was 200 1/ha. After 2 weeks at 11 to 19nC, the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (¼) (according of invention g/ha to Colby) 1-Phenyl-3-(1,2,3- A 40 0 thiadiazol-5-yl) - 100 o urea
Tributyl phosphate B 320 0 500 0 3 - (3,4-dichlorophenyl) - C 20 o 1,1-dimethylurea 100 0 A+B+C 40+320+20 95 (0)
Comparison A+C 40 + 20 60 (0)
Ex am p_le_ 9
Young cotton plants in the 5 to 6 leaf stage were treated as in Example 5. After 21 days at unfavorable temperatures (12 to 20eC), the percentage of discharged leaves was ascertained.
Rate Defoliation E
Components in (*) (according of invention g/ha to Colby) 1-Pheny 1-3-(.1« 2,3- A 25 0 thiadiazol-5-yl) - 100 0 urea 2oo o
Tributyl phosphate B 200 0 500 o 3-(3.4-dichlorophenyl) - C 12.5 0 1.l~dimethylurea 100 0 A+B+C 25+200+12.5 56 (0) compa r i son A+C 25 + 12.5 4 (0)
Example 10
Young cotton plants in the 5 to 6 loaf stage were treated as in Example 5, After 23 days at unfavorable temperatures (13 to 17°C), the percentage of discharged leaves was ascertained .
Rate Defoliation E
Components in (%) (according of invention g/ha to Colby) 1-Phenyl-3 - (1,2,3- A 20 0 thiadiazol-5-yl)- 80 0 urea 100 o
Tributyl phosphate B 1000 0 2000 0 3-(3,4-dichlorophonyl)- c 4 o 1,1-dimethylurea 16 o 100 0 A+B+C 20+1000+ 4 73 (0) 80+1000+16 86 (0)
Comparison A + C 20+4 27 (0) A+C 80 + 16. 35 (0)
Example 11
Young cotton plants in the 5 leaf stage were treated with the active ingredients given below (repeated 4 times). The amont of water used was 200 1/ha. After 7. weeks at 14 to 2O°c, the percentage of discharged leaves was ascertained.
Rate Defoliation B
Components in (t) (according of invention g/ha to Colby) l-Phenyl-3-(1,2.3- a 5 0 thiadiazol-5-yl)- 80 o
u x e a ZUU U
Tributyl phosphate B 500 0 1000 0 2000 0 3-(3,4-dichlorophcny1) - C 100 0 1,1-dimethylnrea 200 0 A+B+C 5+1000+100 05 (0)
Compjr icon Λ+C 5 + 100 19 (0) 80 + 100 55 (0)

Claims (1)

  1. Original document published without claims.
APAP/P/1988/000076A 1986-12-18 1987-12-18 Composition for defoliation of plants II AP69A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19863643656 DE3643656A1 (en) 1986-12-18 1986-12-18 Plant defoliant
DE19863643657 DE3643657A1 (en) 1986-12-18 1986-12-18 Plant defoliant

Publications (1)

Publication Number Publication Date
AP69A true AP69A (en) 1990-02-10

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APAP/P/1988/000076A AP69A (en) 1986-12-18 1987-12-18 Composition for defoliation of plants II

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US (1) US4906275A (en)
AP (1) AP69A (en)
AR (1) AR243056A1 (en)
AU (1) AU603848B2 (en)
BR (1) BR8706885A (en)
EG (1) EG19634A (en)
GR (1) GR871940B (en)
IL (1) IL84803A (en)
MX (1) MX171117B (en)
TR (1) TR25015A (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE19911165B4 (en) * 1999-03-12 2008-03-13 Bayer Cropscience Ag defoliants
CN102702030A (en) * 2012-06-12 2012-10-03 江苏快达农化股份有限公司 Method for synthesizing diuron original drug

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE597284A (en) * 1959-11-21
US3342673A (en) * 1964-09-11 1967-09-19 Mobil Oil Corp Solvent system for formulating carbamates
DE2646712A1 (en) * 1976-10-14 1978-04-20 Schering Ag AGENTS FOR PLANT GROWTH REGULATION
DE3222622A1 (en) * 1982-06-11 1983-12-15 Schering AG, 1000 Berlin und 4709 Bergkamen AGENT FOR DE-LEAVING PLANTS WITH SYNERGISTIC EFFECT
US4776882A (en) * 1982-12-27 1988-10-11 Rhone Poulenc Nederlands B.V. Concentrated basal spray

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Herbicide Handbool-Weed Society of America, Plant growth Regulators-Hansan Chemical Technology Review no. 14 *

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IL84803A (en) 1991-01-31
TR25015A (en) 1992-08-31
IL84803A0 (en) 1988-06-30
GR871940B (en) 1988-04-20
EG19634A (en) 1995-08-30
US4906275A (en) 1990-03-06
AR243056A1 (en) 1993-07-30
MX171117B (en) 1993-10-01
AU603848B2 (en) 1990-11-29
AU8281687A (en) 1988-06-23
BR8706885A (en) 1988-07-26

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