CN109221119A - It is a kind of for preventing and treating the sex pheromone composition and application of three-spotted plusia - Google Patents
It is a kind of for preventing and treating the sex pheromone composition and application of three-spotted plusia Download PDFInfo
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- CN109221119A CN109221119A CN201811333332.6A CN201811333332A CN109221119A CN 109221119 A CN109221119 A CN 109221119A CN 201811333332 A CN201811333332 A CN 201811333332A CN 109221119 A CN109221119 A CN 109221119A
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- sex pheromone
- cis
- spotted plusia
- dodecenyl succinic
- plusia
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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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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01M—CATCHING, TRAPPING OR SCARING OF ANIMALS; APPARATUS FOR THE DESTRUCTION OF NOXIOUS ANIMALS OR NOXIOUS PLANTS
- A01M1/00—Stationary means for catching or killing insects
- A01M1/02—Stationary means for catching or killing insects with devices or substances, e.g. food, pheronones attracting the insects
-
- 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
- A01N35/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical
- A01N35/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having two bonds to hetero atoms with at the most one bond to halogen, e.g. aldehyde radical containing aliphatically bound aldehyde or keto groups, or thio analogues thereof; Derivatives thereof, e.g. acetals
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- Life Sciences & Earth Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Wood Science & Technology (AREA)
- Environmental Sciences (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Insects & Arthropods (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Catching Or Destruction (AREA)
Abstract
The invention discloses belong to a kind of for preventing and treating the sex pheromone composition and application of three-spotted plusia of field of biological control.The mass ratio of the three-spotted plusia sex pheromone and sex pheromone halogenated analogues is 1:0.4 ~ 0.8.The sex pheromone composition is divided into cis- 7- dodecylene acetic acid esters, cis- 11- hexadecene acetic acid esters and cis- 11- hexadecenal, the sex pheromone halogenated analogues are selected from cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate, cis- 7- dodecenyl succinic -2,2,3, one or more of 3,3- five fluorine propionic esters.Sex pheromone composition of the invention can more effectively trap and kill three-spotted plusia male worm, reduce mating frequency, reduce proliferative speed, the extinction of pest population gradually be controlled, to achieve the purpose that pest control.
Description
Technical field
The invention belongs to technical field of biological control, and in particular to a kind of sex pheromone combination for preventing and treating three-spotted plusia
Object and application.
Background technique
Three-spotted plusia [Argyrogramma agnata (Staudinger)] belongs to Lepidoptera, and Noctuidae is a kind of important
Agricultural migrate pest.Main host plants are made in the brassicaceous vegetables such as rape, wild cabbage, cauliflower, Chinese cabbage, radish and beans
Object, the crops such as Ge Ba, eggplant.Larval feeding plant leaf blade causes blade hole or incises even death, and drains fecal pollution
Dish strain seriously affects the quality and yield of crop, causes serious economic loss.Three-spotted plusia is distributed mainly on major in China
Beans major production areas, wherein, one year generation 1~5 generation, with pupa overwintering, adult daytime volt aggrieved heavier with Huanghuai Area and the Yangtze river basin
Night goes out, phototaxis is strong, thus difficulty of prevention and cure it is larger.Lamp light trapping trapping can be used, but because environmental condition limits, so that using
Lamp light trapping has limitation.Tradition mostly uses chemical prevention, and a large amount of chemical pesticide can not only make three-spotted plusia generate anti-medicine
Property, and cause the serious pollution of environment.Biological control of insect pests is carried out using insect physio-biochemical characteristics and behaviouristics feature
New technology is increasingly subject to the attention of agricultural sciences worker.Insect sex pheromone is having for the various body of gland secreting outsides of insect
The kind internal hormone of different role is for of the same race individual and he to plant the chemical substance of information interchange between individual.According to female elder brother
Worm, which discharges sex pheromone, has a very strong attracting ability principle to male worm of the same race, clear female three-spotted plusia sex pheromone component with
Ratio can accurately be applied to detecting and reporting pest information, Insect pest suppression, the mass trapping of three-spotted plusia, reach comprehensive treatment three-spotted plusia
Ideal effect.
Summary of the invention
The purpose of the present invention is to provide a kind of for preventing and treating the sex pheromone halogenated analogues of three-spotted plusia.Pass through information
The chemical structure of plain effective component optimizes to obtain halogenated analogues, and sex pheromone each component can be made more stable, and control is slowly released
Rate is put, and synergistic effect can be played with script sex pheromone.
Based on above-mentioned purpose, the present invention provides a kind of three-spotted plusia sex pheromone compositions.The sex pheromone group
Closing object includes three-spotted plusia sex pheromone and three-spotted plusia sex pheromone halogenated analogues.The sex pheromone ingredient is cis- 7-
Dodecylene acetic acid esters, cis- 11- hexadecene acetic acid esters and cis- 11- hexadecenal, the sex pheromone halogenated analogues
General formula be ROCOCnHaXb, in the general formula, R is cis- 7- dodecenyl succinic, and X is halogen atom, n, a, b ∈ N*, wherein 1≤
N≤4, a+b=2n+1,0≤a < 2n+1,0 < b≤2n+1.
Feasible, the mass ratio of the three-spotted plusia sex pheromone and halogenated analogues is 1:0.4~0.8.
Preferably, the mass ratio of the three-spotted plusia sex pheromone and halogenated analogues is 1:0.55~0.75.
Optimal, the mass ratio of the three-spotted plusia sex pheromone and halogenated analogues is 1:0.6.
The three-spotted plusia sex pheromone group is divided into cis- 7- dodecylene acetic acid esters, cis- 11- hexadecene acetic acid esters
With cis- 11- hexadecenal, three's mass ratio is 3:1:0.1；
The sex pheromone halogenated analogues are selected from cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecylene
Base -2,2,2- trifluoro-acetate, cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic esters are one or more of.
Optionally, cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate,
Cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic esters, three's mass ratio be 0.15~0.8:0.2~0.94:0.28~
0.99。
Preferably, cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate,
Cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic esters, three's mass ratio be 0.3~0.6:0.45~0.75:0.5~
0.8。
It is optimal, cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate,
Cis- five fluorine propionic ester of 7- dodecenyl succinic -2,2,3,3,3-=0.4:0.6:0.75.
It is a kind of for preventing and treating the preparation of the sex pheromone composition lure of three-spotted plusia, three-spotted plusia sex pheromone will be contained
Hexane solution be added drop-wise in lure, then will containing the hexane solution of three-spotted plusia sex pheromone halogenated analogues be added dropwise should
In lure, a certain amount of n-hexane is added drop-wise in the lure again after n-hexane volatilization, after n-hexane volatilizees completely, that is, is made
The lure containing three-spotted plusia sex pheromone composition, lure is stored in spare in -20 DEG C of refrigerator.
Application of the above-mentioned sex pheromone composition lure in terms of three-spotted plusia biological control, while the present invention also provides
A kind of method of prevention and treatment or monitoring three-spotted plusia, including by the sex pheromone halogenated analogues lure of three-spotted plusia of the invention
It is placed in the habitat of three-spotted plusia.The dosage of the three-spotted plusia sex pheromone halogenated analogues for prevention and treatment is 5~15 μ
g/m2, the dosage of the sex pheromone halogenated analogues of the three-spotted plusia for monitoring is 0.5~2 μ g/m2。
The utility model has the advantages that three-spotted plusia sex pheromone composition of the invention can more effectively trap and kill three-spotted plusia male worm,
Mating frequency is reduced, proliferative speed is reduced, the extinction of pest population is gradually controlled, to achieve the purpose that pest control.Pass through
The chemical structure of pheromones effective component optimizes to obtain halogenated analogues, and sex pheromone each component can be made more stable, and control is slow
On The Drug Release rate, and synergistic effect can be played with sex pheromone.Three-spotted plusia sex pheromone composition specificity is strong, no
Resistance is generated, natural enemy is not injured, it is nontoxic to people and animals, it can accurately be applied to three-spotted plusia mass trapping, Insect pest suppression, for
Comprehensive treatment three-spotted plusia is significant.
Detailed description of the invention
Fig. 1 is cis- 7- dodecenyl succinic -2- list bromacetate chemical structural formula schematic diagram.
Fig. 2 is cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate chemical structural formula schematic diagram.
Fig. 3 is cis- five fluorine propionic ester chemical structural formula schematic diagram of 7- dodecenyl succinic -2,2,3,3,3-.
Fig. 4 is the synthetic route chart of cis- 7- dodecenyl succinic -2- list bromacetate.
Specific embodiment
With reference to the accompanying drawing, specific embodiments of the present invention will be described in detail, it is to be understood that guarantor of the invention
Shield range is not limited by the specific implementation.
Cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate, cis- 7- ten
The chemical structure of two carbene base -2,2,3,3,3-, five fluorine propionic ester is as shown in Figs. 1-3.
The preparation of the cis- 7- dodecenyl succinic -2- list bromacetate of embodiment 1:
Compound in the present invention can be synthesized by route as described below, cis- 7- dodecenyl succinic -2- list bromine
The synthetic route of acetic acid esters is shown in Fig. 4.
The cis- 7- lanolin alcohol of 0.5g (0.002mol) is dissolved in the anhydrous methylene chloride of 20mL, the 4- of 0.04g is added
The TEA of 0.31g is then added in dimethylamino naphthyridine, and ice bath makes reaction temperature maintain 0 DEG C or so, and bromo second is gradually added dropwise
Acid anhydrides dichloromethane solution is added dropwise after rear ice bath continues for some time, and whether thin layer chromatography analysis reaction is complete, has reacted
Impurity and excess anhydride are removed with saturated salt solution and anhydrous sodium sulfate extraction after complete, last vacuum rotary steam removes solvent, chromatography
It is product that post separation, which obtains light yellow oil,.
The preparation of cis- -2,2,2 trifluoro-acetate of 7- dodecenyl succinic of embodiment 2:
Cis- 7- dodecenyl succinic -2,2, the preparation method of 2 trifluoro-acetates are similar to embodiment 1, only need to be by embodiment 1
In bromoacetic acid acid anhydride change trifluoroacetic anhydride into, carrying out synthesis by the step in embodiment 1 can be obtained light yellow oil and is
Product.
The test of 3 field biological activity determination of embodiment
The lure of obtained three-spotted plusia sex attractant composition is placed in cell type trapper, is then placed in trapper
More serious plot occurs for three-spotted plusia.To guarantee releasing effect, 100~1500 μ g silver of merging in the rubber lure of every 1mL
Autographa spp sex attractant composition.In order to further illustrate the feasibility of the present embodiment, specific formula is given in table 1
Table 1
More serious plot occurs for selection three-spotted plusia, and for area at 20 mu or more, every kind of formula setting trapper is liftoff
Face height 150cm or so, the distance between trapper 15m or so randomly place above-mentioned sex pheromone composition containing three-spotted plusia
Trapper, each processing sets 3 repetitions.The three-spotted plusia quantity once traped after placement every investigation in two days, and at random more
Trapping position is changed, is persistently investigated 30 days.Investigation result such as table 2:
Table 2
As seen from the results in Table 2, three-spotted plusia sex pheromone of the invention and the halogenated class analog of sex pheromone are to crazing night
Moth has preferable trap effect, contains cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoro
Acetic acid esters, the trapping amount of cis- five fluorine propionic ester of 7- dodecenyl succinic -2,2,3,3,3- processing and luring for three-spotted plusia sex pheromone
The amount of catching compares significant difference (P < 0.05), illustrates cis- 7- dodecenyl succinic -2- list bromacetate, cis- dodecenyl succinic -2 7-,
2,2- trifluoro-acetates, cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic esters are living to the trapping of three-spotted plusia sex pheromone
Property have synergistic effect, wherein formula 17 (contain cis- 140 μ g of 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecylene
Base -2,2,200 μ g of 2- trifluoro-acetate, cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic ester, 260 μ g) trapping amount with
Three-spotted plusia sex pheromone contrast difference is most significant, and formula 18 increases the dosage of sex pheromone, and 17 not variant, roots of formula
According to economic and environment-friendly angle consider, be formulated 17 trap effect it is best, synergistic activity highest.
It is single with cis- 6- dodecenyl succinic -2- that inventor will be formulated the cis- 7- dodecenyl succinic -2- list bromacetate in 17
Bromacetate substitution, by cis- 7- dodecenyl succinic -2,2,2- trifluoroacetic acid cis- 8- dodecenyl succinic -2,2,2- trifluoroacetic acid
Substitution, by cis- 7- dodecenyl succinic -2,2, the cis- 9- dodecenyl succinic -2,2 of 3,3,3- five fluorine propionic esters, 3,3,3- five fluorine third
Acid esters replacement, is traped by above-mentioned experimental method, does not reach synergistic function.
Three-spotted plusia sex pheromone halogenated analogues preparation provided by the invention is simple, and raw material is easy to get；Than script information
Element trapping activity is higher, and stability is good, and the lasting period is long, and control efficiency can maintain 30 days or more；Specificity is strong, will not make crazing night
Moth generates resistance；It is environmental-friendly to person poultry harmless；Resistance is strong, easy to use.The present invention can accurately be applied to three-spotted plusia worm
Feelings observe and predict, Insect pest suppression, mass trapping, are of great significance for comprehensive treatment three-spotted plusia.
Disclosed above is only specific embodiments of the present invention, and still, the present invention is not limited to this, any this field
What technical staff can think variation should all fall into protection scope of the present invention.
Claims (6)
1. a kind of for preventing and treating the sex pheromone composition of three-spotted plusia, which is characterized in that including three-spotted plusia sex pheromone and
Sex pheromone halogenated analogues, the general formulas of the sex pheromone halogenated analogues are ROCOCnHaXb, and in the general formula, R is
Cis- 7- dodecenyl succinic, X are halogen atom, n, a, b ∈ N*, wherein 1≤n≤4, a+b=2n+1,0≤a < 2n+1,0 < b≤2n+
1。
2. according to claim 1 for preventing and treating the sex pheromone composition of three-spotted plusia, which is characterized in that the property letter
It ceases plain halogenated analogues and is selected from cis- 7- dodecenyl succinic -2- list bromacetate, cis- 7- dodecenyl succinic -2,2,2- trifluoroacetic acid
One or more of ester, cis- five fluorine propionic ester of 7- dodecenyl succinic -2,2,3,3,3-.
3. according to claim 1 for preventing and treating the sex pheromone composition of three-spotted plusia, which is characterized in that the crazing
The mass ratio of noctuid sex pheromone and sex pheromone halogenated analogues is 1: 0.4 ~ 0.8.
4. according to claim 1 for preventing and treating the sex pheromone composition of three-spotted plusia, which is characterized in that the crazing
Noctuid sex pheromone group is divided into cis- 7- dodecylene acetic acid esters, cis- 11- hexadecene acetic acid esters and cis- 11- hexadecenal,
Three's mass ratio is 3: 1: 0.1；The group of the sex pheromone halogenated analogues is divided into cis- 7- dodecenyl succinic -2- list bromine
Acetic acid esters, cis- 7- dodecenyl succinic -2,2,2- trifluoro-acetate, cis- 7- dodecenyl succinic -2,2,3,3,3- five fluorine propionic esters,
Three's mass ratio is (0.15 ~ 0.8): (0.20 ~ 0.94): (0.28 ~ 0.99).
5. a kind of for preventing and treating the application of the sex pheromone composition of three-spotted plusia, which is characterized in that lure is made, method is will
Hexane solution containing three-spotted plusia sex pheromone is added drop-wise in lure, then will be halogenated similar containing three-spotted plusia sex pheromone
The hexane solution of object is added dropwise in the lure, and a certain amount of n-hexane is added drop-wise in the lure again after n-hexane volatilization, to
After n-hexane volatilizees completely, the lure containing three-spotted plusia sex pheromone composition is obtained, lure is stored in -20 DEG C of ice
It is spare in case.
6. a kind of method for preventing and treating or monitoring three-spotted plusia, which is characterized in that by the sex pheromone composition of three-spotted plusia
It is placed in the habitat of three-spotted plusia, the dosage of the sex pheromone composition of the three-spotted plusia is 5 ~ 15 μ g/m2, described for supervising
The dosage of the sex pheromone composition of the three-spotted plusia of survey is 0.5 ~ 2 μ g/m2.
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| CN201811333332.6A CN109221119A (en) | 2018-11-09 | 2018-11-09 | It is a kind of for preventing and treating the sex pheromone composition and application of three-spotted plusia |
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN112006020A (en) * | 2020-09-08 | 2020-12-01 | 中国农业科学院植物保护研究所 | Efficient attractant for spodoptera frugiperda and application of efficient attractant |
| CN112021310A (en) * | 2019-06-03 | 2020-12-04 | 中国农业科学院植物保护研究所 | Sex pheromone composition for preventing and treating panopneumonia armyworm |
| CN114052020A (en) * | 2021-11-19 | 2022-02-18 | 中捷四方生物科技股份有限公司 | Application of insect sex pheromone cis-11-hexadecene aldehyde analogue |
| CN118388346A (en) * | 2024-06-26 | 2024-07-26 | 中国农业科学院植物保护研究所 | Compound and application thereof in attracting carpenter tunnel boring worm and codling moth |
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| CN107372497A (en) * | 2017-08-16 | 2017-11-24 | 广西壮族自治区林业科学研究院 | A kind of three-spotted plusia attractant and its application process |
| CN107467021A (en) * | 2017-07-12 | 2017-12-15 | 中国农业科学院植物保护研究所 | A kind of lure composition for being used to prevent and treat the deep and remote noctuid of rotation |
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| CN118388346A (en) * | 2024-06-26 | 2024-07-26 | 中国农业科学院植物保护研究所 | Compound and application thereof in attracting carpenter tunnel boring worm and codling moth |
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