GB2126481A - A composite insect attractant for male white-line dart moths - Google Patents
A composite insect attractant for male white-line dart moths Download PDFInfo
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- GB2126481A GB2126481A GB08321395A GB8321395A GB2126481A GB 2126481 A GB2126481 A GB 2126481A GB 08321395 A GB08321395 A GB 08321395A GB 8321395 A GB8321395 A GB 8321395A GB 2126481 A GB2126481 A GB 2126481A
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- acetate
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- decen
- dodecen
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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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
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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 relates to a composite insect attractant for male white- line dart moths (Scotia segetum), characterized by containing a combination consisting of 1-98% by weight of 5(Z)-decen-1-ol acetate of the formula (1), <IMAGE> 1-98 % by weight of 7(Z)-dodecen-1-ol acetate of the formula (II> <IMAGE> and 1-98% by weight of 9(Z)-tetradecen-I-ol acetate of the formula (III> <IMAGE> as active ingredient, optionally along with a liquid or solid adjuvant. Another subject of the invention is an insect trap containing the said composition. A still further subject of the invention is a process for attracting and trapping white-line dart moths as well as a process for disrupting their mating by air permeation technique. The composition and insect trap according to the invention can be used to advantage in plant protection.
Description
SPECIFICATION
A composite insect attractant for male white-line dart moths
The invention relates to a composite insect attractant for male while-line dart moths (Scotia segetum). More particularly, the invention relates to a composition containing a synergistic combination of three active ingredients. Another subject of the invention is an insect trap containing the said composition. A still further subject of the invention is a process for attracting and trapping white-line dart moths as well as a process for disrupting their mating by air permeation technique.
White-line dart moth is a wide-spread pest causing annually recurring damage to almost every cultivated plant, particularly tobacco, sugar beet, maize, vegetables and other cereals. Phosphoric acid esters have so far been applied to combat this pest, these compounds, however, do not exert a selective effect, furthermore they are positively toxic to human beings. In addition, the older caterpillar follows hidden course of life living in the earth, so it is practically unavailable for such classical insecticides.
The problems of environmental pollution emerging in connection with the use of conventional pesticide chemicals can be eliminated when compositions containing the natural sex lures (sex pheromones) of the pests to be combatted are used.
Pheromones can be applied in plant protection in two ways. According to the first method traps baited with the sex pheromone are used, which trap the male moths attracted by the active agents. In this way information can be obtained on the appearance of the pest, i.e. the prospective damage can be forecast. This method has the advantage over the other forecasting methods utilizing traps that the pheromone-containing traps attract only the preselected pest, whereas light or UV traps hive practically all kinds of insects flying by night. Moreover, the pheromone-containing traps indicate the beginning of swarming generally more sensitively than the light traps (Mani et awl. : Schweiz. Z. Obst. Weinbau 81, 337-344 (1972)).When the direct environment of the traps is treated with an insecticide, the majority of the male population attracted perishes in this killing zone, whereby the risk of environmental pollution is restricted only to the killing zones, i.e. decreases to a considerable extent.
According to the second method, the so-called method of air permeation, the males and females are distorted in finding each other, thus their mating can be disrupted. In this case a relatively greater amount of pheromone is emitted into the air over the plant culture to be protected, whereupon the males sense the presence of the pheromone everywhere, thus they get confused and become unable to find the females. When pheromones are utilized according to this method, they are to be applied in far lower dosages than the classical insecticides (W.L.
Roefols and R.T. Cards: Ann. Rev. Entomol. 22, 377-405 (1977)).
Bestmann et al. [Angew. Chemie 10, 815-816 (1974)] report on the preparation of the pheromone of white-line dart moth, claiming that it is 5(Z)-decen-1 -ol acetate of the formula (I).
According to our previous examinations the pheromon consists of two components: the 7(Z)dodecen-1-ol acetate of the formula (II)
and the 9(Z)-tetradecen-1-ol acetate of the formula (III)
(Belgian patent specification No. 886,800).
According to our further examinations the 5(Z)-decen-1-ol acetate, when applied alone in field tests, hardly produce a stimulating reaction on male white-line dart moths. Though the combination of the 7(Z)-dodecen-1-ol acetate and the 9(Z)-tetradecen-1-ol acetate exerts a stimulating reaction on male white-line dart moths, the males of several related dart-moth species also fly into the traps, consequently it becomes difficult to evaluate the captured moths.
It has been found, surprisingly, that when using a composition consisting of three components, namely 5(Z)-decen-1-ol acetate of the formula (I), 7(Z)-dodecen-1-ol acetate of the formula (II) and 9(Z)-tetradecen-1-ol acetate of the formula (III), a combination with synergistically enhanced effect is obtained, which exerts far stronger reactions on the male white-line dart moths than either the 5(Z)-decen-1-ol acetate alone or the composition described in the Belgian patent specification mentioned above. The new combination is highly specific, it attracts almost exclusively the males of white-line dart moth.
According to a feature of the present invention there is provided a composite insect attractant for male white-line dart moths (Scotia segetum), characterized by containing a combination consisting of 1-98 % by weight of 7(Z)-dodecen-1-ol acetate of the formula (Il), 1-98 % by weight of 9(Z)-tetradecen-1-ol acetate of the formula (Ill) and 1-98 % by weight of 5(Z)-decen1-ol acetate of the formula (I) as active ingredient, optionally along with a liquid or solid adjuvant.
A composition according to the invention containing a combination consisting of 5-90 % by weight of 7(Z)-dodecen-1-ol acetate, 5-90 S by weight of 9(Z > tetradecen-1-ol acetate and 5-90 96 by weight of 5(Z)-decen-1-pl acetate as active ingredient is particularly preferred.
The composition according to the invention can be produced e.g. by preparing a solution from the three components in an inert solvent, which solution is then enveloped into capsules or microcapsules. As inert solvents hydrocarbons (e.g. hexane), halogenated hydrocarbons (e.g.
dichloromethane), alcohols (e.g. methanol) or ketones (e.g. acetone) can be applied. Any organic solvent which is inert toward the three components and in which these components are soluble can be used to prepare the solution. The compositions thus obtained can be preferably used in insect traps. The solvent quickly evaporates out of the trap and the remaining combination of the active agents exerts its attracting effect by gradually evaporating.
To make the evaporation of the active agents even slower, various viscous, non-volatile liquids inert toward the components are preferably added to the composition. For this purpose e.g.
sunflower oil, olive oil, paraffin oil, mineral oils, etc. can be applied. These liquids do not influence the attractive effect at all, but they keep the speed of vaporisation of the active agents constant, so that the decreasing of the effect occurring otherwise in case of high doses of ingredients as a consequence of the repulsive effect can be avoided.
A composition according to the invention containing 12-67 96 by weight of sunflower oil, 80-30 % by weight of hexane and 8-3 96 by weight of the combination of the active agents is particularly preferred. An amount of the solution prepared in this way providing a dose of the active agents of 0.001-3.0 mg is applied.
The presence of the viscous liquid is not an obligatory feature for achieving an adequate effect. A further preferred form of the composition according to the invention is a solution containing 50-90 % by weight of an inert solvent, preferably hexane or dichloromethane and 50-10 96 by weight of the active agents which, applied in a suitable adjuvant (e.g. absorbed in a rubber, caoutchouc or polyethylene capsule) in an amount providing a dose of the active ingredients of 0.001-0.3 mg, possesses valuable attracting effect.
According to another feature of the invention there is provided an insect trap for trapping male white-line dart moths (Scotia segetum), characterized by containing as active agent a combination consisting of 1-98 96 by weight of 5(Z)-decen-1 -ol acetate of the formula (1), 1-98 96 by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 1-98 96 by weight of 9(Z)tetradecen-1-ol acetate of the formula (III) in a total amount of 0.001-3.0 mg, preferably 0.005-0.5 mg, optionally dissolved in an inert solvent and/or viscous liquid and/or formulated as a capsule.
According to a further feature of the invention there is provided a process for attracting and trapping male white-line dart moths (Scotia segetum), characterized by exposing said males to the effect of an insect trap containing a combination consisting of 1-98 96 by weight of 5(Z)decen-1-ol acetate of the formula (1), 1-98 % by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 1-98 96 by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) in a total amount of 0.001-3.0 mg, preferably 0.005-0.5 mg.
The composite insect attractant according to the invention can be permeated in the air to disrupt the mating of the white-line dart moths. The combination of the three active agents is preferably emitted into the atmosphere with a speed of 1.0-30.0 mg(hectare)hour, more preferably 5.0-20.0 mg(hectare)hour.
According to a further feature of the invention there is provided a process for disrupting the mating of white-line dart moths (Scotia segetum), characterized by emitting into the atmosphere a combination consisting of 1-98 % by weight of 7(Z)-dodecen-1-ol acetate of the formula (II), 1-98 % by weight of 9(Z)-tetrafecen 1 -ol acetate of the formula (III) and 1-98 96 by weight of 5(Z)-decen-1 -ol acetate of the formula (I) with a speed of preferably 1.0-30.0 mg(hectare)hour, particularly 5.0-20.0 mg(hectare)hour.
The 7(Z)-dodecen-1 -ol acetate of the formula (Il) and the 9(Z)-tetradecen-1-ol acetate of the formula (III) can be prepared as described in the Belgian patent specification No. 886,800.
The 5(Z)-decen-1 -ol acetate of the formula (I) can be prepared by methods know per se.
Propargyl alcohol is used as starting substance. The hydroxyl group thereof is masked, the compound of the general formula (IV) thus obtained, R-O-CH2C=-CH (IV) wherein R represents a 2-tetrahydropyranyl or a 1-ethoxyethyl group, is converted into the corresponding anion with a strong base, preferably with alkyl lithium. The anion is then reacted-without isolation-with a compound of the general formula (V),
CH3-CH2-CH2-X (V) wherein X stands for chlorine, bromine, iodine, tosyloxy or mesyloxy.
The protecting group of the compound of the general formula (VI) obtained in the reaction, R-O-CH2-C=-C-(CH2)2-CH3 (Vl) wherein R has the above-defined meaning, is removed in the presence of catalytic amounts of an acid, and the compound of the general formula (VI) thus obtained, wherein R is hydrogen, is treated with the potassium salt of 1,3-diaminopropane. The compound of the general formula (VII) thus obtained, R-O-CH2-(CH2)3-C=-CH (VII) wherein R stands for hydrogen, is isolated from the reaction mixture, the hydroxyl group thereof is masked, and the compound of the general formula (VIII) thus obtained, wherein R represents a 2-tetrahydropyranyl or a 1-ethoxyethyl group, is converted into the corresponding anion with a strong base, preferably with an alkyl lithium.This anion is reacted, without isolation, with a compound of the general formula (VIII),
CH3-(CH2)2-CH2-X (VIII) wherein X has the above-defined meaning, the compound of the general formula (IX) thus obtained, R-O-CH2-(CH2)3-C=-C-(CH2)3-CH3 (IX) wherein R has the above defined meaning, is isolated from the reaction mixture, the protecting group thereof is removed in the presence of catalytic amounts of an acid, and the compound of the general formula (IX) thus obtained, wherein R is hydrogen, is acylated with an acylating agent, preferably acetic anhydride. The compound of the formula (X) thus obtained.
is hydrogenated catalytically with a catalyst of medium activity applied onto a carrier-prefera- bly with palladium on barium sulfate to obtain the 5(Z)-decen-1-ol acetate of the formula (I).
The effect of the composition according to the invention is illustrated by the following tests.
Determination of the response produced with 7(Z)-dodecen- 1-ol acetate, 9(Z)-tetradecen- 1-ol acetate and 5(Z)-decen-1-ol acetate in field test
The first test was carried out in a cabbage field of about 50 hectares. The traps applied consisted of two plastic sheets of 20 X 30 cm bent in the form of the top of a tent. The sheets were fixed to one another so that the two tent-shaped crests were perpendicular to each other.
The inside of the lower sheet was smeared with glue to catch the moths flying into the trap. The attractants for the moths were suspended inside the trap at the centre of the upper sheet. The traps were situated at a height of approximately 0.5 m from the ground at a distance of 25 m from each other. One trap per treatment was applied.
The second test was carried out in a peachery of about 500 hectares. The above-specified traps were applied suspended in the crown of the trees, at a height of approximately 1.5 m from the the ground at a distance of 20-25 m from each other. Each treatment was repeated thrice.
The captured moths were collected weekly and their species was identified. The final data were evaluated statistically by the aid of the Duncan's New Multiple Range Test.
In the first experiment only the mixture of the 7(Z)-dodecen-1-ol acetate and 9(Z)-tetradecen-1ol acetate, and the three-component mixture captured male white-line dart moths. The 5(Z) decen-1-ol acetate alone showed no attractive effect. The three-component mixture captured almost four times as many moths as the mixture of the 7(Z)-dodecen-1 -ol acetate and 9(Z)tetradecen-1-ol acetate (Table I).
TABLE I
5(Z)-Decen-1-ol Mixture of 7(Z)-do- Mixture of 7(Z)-dodecen
acetate decen-1 -ol acetate -1 -ol acetate, 9(Z)-tetra
and 9(Z)-tetradecen- decen-1-ol acetate and
1.0 mg -1-ol actate 5(Z)-decen-1-ol acetate
(4:1) (4:1:2.5) 1.0 mg 1.0 mg
Number of the male whiteline dart moths captured 0 3 11
In the second experiment, though the 5(Z)-decen-1-ol acetate alone and the two-component mixture captured a few moths, the three-component mixture proved to be more than 10 times as effective as the former ones. The results obtained with the three-component mixture according to the invention significantly differ from the other results (Table II).
As it appears from the test-results, the three-component mixture according to the invention exerts a far stronger attractive effect on male white-line dart moths than any other pheromonecomposition known from the literature.
TABLE II 5(Z)-Decen-1 -ol Mixture of 7(Z)-dodecen- Mixture of 7(Z)-dodecen-1 - acetate -1-ol acetate and 9(Z)- -ol acetate, 9(Z > tetra- tetradecen-1 -ol acetate decen-1 -ol acetate and 5(Z)
1.0 (4:1) decen-1-olacetate (1.0 mug) (0.1 mg) (0.01 mg) (1:1:1)
1.0 mg
Number of the male white-line dart moths captured 7a Oa 7a 8a 1 27b aThe averages indicated with identical letters do not differ significantly from each other at the 5 96 level.
The invention is illustrated by the following Examples of non-limiting character:
Example 1
120 parts by weight of sunflower oil or paraffin oil, 800 parts by weight of hexane and 8 parts by weight of a mixture of active ingredient [consisting of 4 parts by weight of 7(Zf dodecen-1-ol acetate of the formula (it) 1.5 part by weight of 9(Z)-tetradecen-1-ol acetate of the formula (Ill) and 2.5 parts by weight of 5(Z)-decen-1-ol acetate of the formula (I)] are mixed.An amount of the solution thus obtained corresponding to 0.1-0.3 mg of the active ingredient combination is placed into the trap used for forecasting (e.g. blotting up in a rubber capsule or in a polyethylene capillary, admixed to the glues used for hiving moths or absorbing by textile or porous natural or synthetic material).
Example 2
One proceeds in the way as described in Example 1, with the difference that 10 parts by weight of paraffin oil and 1 part by weight of butyl-hydroxy-toluene and 1 part by weight of anti-fading agent (e.g. UvironR), 80 parts by weight of hexane and 1 part by weight of a mixture of the active ingredients [consisting of 2.67 parts by weight of the compound of the formula (I), 2.67 parts by weight of the compound of the formula (II) and 2.67 parts by weight of the compound of the formula (III)] are applied.
Example 3
10 parts by weight of a mixture consisting of 4 parts by weight of -/(Z)-dodecen-lsl acetate of the formula (II), 1 part by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) and 3 parts by weight of 5(Z)-decen-1-ol acetate of the formula (I) are admixed to 90 parts by weight of hexane, and amounts of the solution thus obtained corresponding to 1-2 mg of the active ingredient combination are absorbed into a capillary having a diameter of 0.3 mm and placed into the traps.
Example 4
9 parts by weight of a mixture of active ingredients consisting of 3 parts by weight of the compound of the formula (I), 3 parts by weight of the compound of the formula (II) and 3 parts by weight of the compound of the formula (III) are homogenized with 90 parts by weight of silicone oil, and 1-5 mg of the mixture thus obtained is mixed to the glue applied in the traps.
Example 5
A flanel strip (width = 2 cm) is impregnated with a solution prepared as described in Example 3. Hexane is evaporated, and the strip is welded between polyethylene foils. The forms thus obtained are situated in the area to be protected so that the active ingredient should get into the air in a concentration of 1.0-30 mg(hour)hectare.
Example 6
One proceeds as described in Example 5, with the difference that paraffin oil or odourless kerosene is admixed to the hexane solution so that the ratio of the hexane should be 30-50 parts by weight and the ratio of the paraffin oil or kerosene should be 40-60 parts by weight.
Example 7
One proceeds as described in Example 1, with the difference that a mixture of the active ingredients consisting of 4 parts by weight of the compound of the formula (I), 4 parts by weight of the compound of the formula (II) and 4 parts by weight of the compound of the formula (III) is applied.
Example 8
One proceeds as described in Example 1, with the difference that a mixture of the active ingredients consisting of 1 part by weight of the compound of the formula (I), 5 parts by weight of the compound of the formula (II) and 2 parts by weight of the compound of the formula (Ill) is applied.
Claims (9)
1-98 96 by weight of 7(Z)-dodecen-1 -ol acetate of the formula (II)
and 1-98 96 by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III)
as active ingredient, optionally along with a liquid or solid adjuvant, (the percentages being based on the total weight of the three compounds of the formulae I, II and III).
2. A composition as claimed in claim 1, characterized by containing a combination consisting of 5-90 96 by weight of 5(Z)-decen-1-ol acetate of the formula (1), 5-90 96 by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 5-90 96 by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) as active ingredient.
3. A composition as claimed in claim 1 or 2, characterized by containing as liquid adjuvant an inert solvent, preferably n-hexane or dichloromethane and(or a non-volatile liquid, preferably sunflower oil or paraffin oil.
4. An insect trap for trapping male white-line dart moths (Scotia segetum), characterized by containing as active agent a combination consisting of 1-98 96 by weight of 5(Z)-decen-1-ol acetate of the formula (I), 1-98 96 by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 1-98 96 by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) in an optional total amount of 0.001-3.0 mg, preferably 0.005-0.5 mg, optionally dissolved in an inert solvent and(or viscous liquid and/or formulated as a capsule.
5. A process for attracting and trapping male white-line dart moths (Scotia segetum), characterized by exposing said males to the effect of an insect trap containing a combination consisting of 1-98 96 by weight of 5(Z)-decen-1 -ol acetate of the formula (1), 1-98 96 by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 1-98 96 by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) in an optional total amount of 0.001-3.0 mg preferably 0.005-0.5mg.
6. A process for disrupting the mating of white-line dart moths (Scotia segetum), characterized by emitting into the atmosphere a combination consisting of 1-98 96 by weight of 5(Z)decen-1-ol acetate of the formula (I), 1-98 96 by weight of 7(Z)-dodecen-1-ol acetate of the formula (II) and 1-98 % by weight of 9(Z)-tetradecen-1-ol acetate of the formula (III) with a speed of preferably 1.0-30.0 mg(hectare)hour, particularly 5.0-20.0 mg(hectare)hour.
7. A process of attracting male white-line dart moths and/or disrupting their mating as claimed in claim 5 or claim 6 substantially as hereinbefore described in the field tests.
8. A composition substantially as hereinbefore described in any one of examples 1 to 8.
9. A trap substantially as hereinbefore described in any one of Examples 1 to 8.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU822569A HU187779B (en) | 1982-08-10 | 1982-08-10 | Composition for enticing turnip moth males |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| GB8321395D0 GB8321395D0 (en) | 1983-09-07 |
| GB2126481A true GB2126481A (en) | 1984-03-28 |
| GB2126481B GB2126481B (en) | 1985-10-30 |
Family
ID=10960037
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB08321395A Expired GB2126481B (en) | 1982-08-10 | 1983-08-09 | A composite insect attractant for male white-line dart moths |
Country Status (12)
| Country | Link |
|---|---|
| JP (1) | JPS5998007A (en) |
| BE (1) | BE897483A (en) |
| CH (1) | CH654465A5 (en) |
| DD (1) | DD222765A5 (en) |
| DE (1) | DE3328891A1 (en) |
| FR (1) | FR2531612A1 (en) |
| GB (1) | GB2126481B (en) |
| HU (1) | HU187779B (en) |
| IT (1) | IT1194367B (en) |
| NL (1) | NL8302798A (en) |
| NO (1) | NO832861L (en) |
| SE (1) | SE8304338L (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5030660A (en) * | 1989-11-01 | 1991-07-09 | Wisconsin Alumni Research Foundation | Insect repellent containing 1-dodecene |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3805751A1 (en) * | 1988-02-24 | 1989-09-07 | Basf Ag | METHOD AND MEANS FOR COMBATING THE PEACH SAMPLET |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010126A1 (en) * | 1978-08-09 | 1980-04-30 | Hoechst Aktiengesellschaft | Insect attractant containing Z-(5)-decenyl acetate, and its application |
| GB2066666A (en) * | 1979-12-29 | 1981-07-15 | Egyt Gyogyszervegyeszeti Gyar | Composite insect attractant for male white-line dart moths and a process for preparing the active ingredients thereof |
-
1982
- 1982-08-10 HU HU822569A patent/HU187779B/en not_active IP Right Cessation
-
1983
- 1983-08-08 BE BE1/10848A patent/BE897483A/en not_active IP Right Cessation
- 1983-08-09 GB GB08321395A patent/GB2126481B/en not_active Expired
- 1983-08-09 IT IT22487/83A patent/IT1194367B/en active
- 1983-08-09 JP JP58144536A patent/JPS5998007A/en active Pending
- 1983-08-09 CH CH4319/83A patent/CH654465A5/en not_active IP Right Cessation
- 1983-08-09 FR FR8313077A patent/FR2531612A1/en not_active Withdrawn
- 1983-08-09 NL NL8302798A patent/NL8302798A/en not_active Application Discontinuation
- 1983-08-09 NO NO832861A patent/NO832861L/en unknown
- 1983-08-09 SE SE8304338A patent/SE8304338L/en not_active Application Discontinuation
- 1983-08-10 DD DD83253859A patent/DD222765A5/en unknown
- 1983-08-10 DE DE19833328891 patent/DE3328891A1/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0010126A1 (en) * | 1978-08-09 | 1980-04-30 | Hoechst Aktiengesellschaft | Insect attractant containing Z-(5)-decenyl acetate, and its application |
| GB2066666A (en) * | 1979-12-29 | 1981-07-15 | Egyt Gyogyszervegyeszeti Gyar | Composite insect attractant for male white-line dart moths and a process for preparing the active ingredients thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5030660A (en) * | 1989-11-01 | 1991-07-09 | Wisconsin Alumni Research Foundation | Insect repellent containing 1-dodecene |
Also Published As
| Publication number | Publication date |
|---|---|
| BE897483A (en) | 1984-02-08 |
| SE8304338D0 (en) | 1983-08-09 |
| CH654465A5 (en) | 1986-02-28 |
| NO832861L (en) | 1984-02-13 |
| HU187779B (en) | 1986-02-28 |
| SE8304338L (en) | 1984-02-11 |
| NL8302798A (en) | 1984-03-01 |
| GB8321395D0 (en) | 1983-09-07 |
| IT1194367B (en) | 1988-09-22 |
| IT8322487A0 (en) | 1983-08-09 |
| FR2531612A1 (en) | 1984-02-17 |
| DE3328891A1 (en) | 1984-02-16 |
| GB2126481B (en) | 1985-10-30 |
| DD222765A5 (en) | 1985-05-29 |
| JPS5998007A (en) | 1984-06-06 |
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| Date | Code | Title | Description |
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| PCNP | Patent ceased through non-payment of renewal fee |