CN105981722A - Lasioderma serricorne (fabricius) sex pheromone and lure thereof - Google Patents
Lasioderma serricorne (fabricius) sex pheromone and lure thereof Download PDFInfo
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- CN105981722A CN105981722A CN201510096131.9A CN201510096131A CN105981722A CN 105981722 A CN105981722 A CN 105981722A CN 201510096131 A CN201510096131 A CN 201510096131A CN 105981722 A CN105981722 A CN 105981722A
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Abstract
The invention relates to lasioderma serricorne (fabricius) sex pheromone and a lure thereof. A lasioderma serricorne (fabricius) lure composition is characterized by comprising a lasioderma serricorne (fabricius) sex pheromone composition and a lasioderma serricorne (fabricius) food flavor compound. The lasioderma serricorne (fabricius) sex pheromone composition is formed by mixing, by mass, 2-1000 micrograms of 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) and 20-1000 micrograms of 2,6-diethyl-3,5-dimethyl-3,4-dyhydroxy-2H-furan (sex pheromone 2), and the lasioderma serricorne (fabricius) food flavor compound is formed by mixing, by mass, 2-200 micrograms of beta-caryophyllene and 20-1000 micrograms of (S) nicotine and 2-1000 micrograms of nicotyrine. The using dosage of the lure is 50-2000 micrograms, preferentially 800 micrograms. The lasioderma serricorne (fabricius) food flavor compound is provided for the first time and combined with the sex pheromones to obtain the optimal composition matching ratio. A large number of lasioderma serricorne (fabricius) adults can be effectively trapped and killed by applying the lure composition, and the lure composition is applied to lasioderma serricorne (fabricius) population monitoring and control, and has the important effect and significance on lasioderma serricorne (fabricius) trapping, killing and forecasting.
Description
[technical field]
The present invention relates to Nicotiana tabacum L. compound technical, specifically, be a kind of Sex Pheromone of Lasioderma Serricorne and lure thereof.
[background technology]
China's tobacco industry developing history of existing more than 100 year, at present, tobacco business also becomes the economic industry that China is important.Lasioderma serricorne Lasioderma serricorne (Fabricius) belongs to coleoptera Anobiidae, and lasioderma serricorne is worldwide stored tobacco pests, and domestic all have distribution in addition to Ningxia, Qinghai etc. save (district).Lasioderma serricorne feeding habits are extensive, and Nicotiana tabacum L. of causing harm, Cereal, powder class grain, beans, oil plant, bran wheat husband, Chinese crude drug, various plant seed, Folium Camelliae sinensis, storage cigarette etc., especially tobacco articles is injured seriously.This worm ability of circling in the air is strong, low temperature resistant, the Nicotiana tabacum L. that special eating is being refined, and can enter inner cigarette with the tobacco shred of processing, and moth food tobacco shred, moth wears cigarette paper.The worm corpse of this worm, frass pollute Nicotiana tabacum L. and tobacco product, have a strong impact on availability and the cigarette quality of Nicotiana tabacum L., cause consumer to complain.The most domestic fumigation technologies such as hydrogen phosphide that rely primarily on are to kill lasioderma serricorne.The restriction used yet with various countries' appearance successively to chemistry security standard, tightened up pesticide and fumigant, develops new, effective, safe pest control method and the most whenever strategy will be urgent.
In the world, semiochemical has become a kind of basic fundamental, the sex pheromone product commercialization of lasioderma serricorne as the population detection of lasioderma serricorne.Studies in China is mainly on lasioderma serricorne biology, ecology and Techniques For Chemical Control (Gong Xinwen etc., 1995).The paper relating to semiochemical includes synthesis (Wujiang and Kuang Xiaofan, 1999) and the test report of some external decoys of an a kind of component of sex pheromone, it can be said that the research to lasioderma serricorne chemical ecology is the most blank in China.
Plant source abnormal smells from the patient is had by the female male imago of lasioderma serricorne lures reaction strongly, and there is synergism (Mahroof and Phillips, 2007) with sex pheromone.To this end, we will filter out the food odors decoy of strong attractive activity from the food that lasioderma serricorne is liked, and be combined with sex pheromone, be developed to lure the lasioderma serricorne lure of bisexuality, and be applied in pest detection and preventing and treating.
[summary of the invention]
It is an object of the invention to overcome the deficiencies in the prior art, it is provided that a kind of Sex Pheromone of Lasioderma Serricorne and lure thereof.
It is an object of the invention to be achieved through the following technical solutions:
A kind of lasioderma serricorne lure compositions, it is characterised in that it is mainly Sex Pheromone of Lasioderma Serricorne and lasioderma serricorne food odors compositions；
Sex Pheromone of Lasioderma Serricorne is 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) and 2,6-diethyl-3,5-dimethyl-3,4-dihydroxy-2H-furan (sex pheromone 2), both mass ratioes 2-1000: 20-1000；
Lasioderma serricorne food odors compositions is β-caryophyllene, (S)-nicotine and nicotyrine, mass ratio 2-200: 20-1000: 2-1000 of three.
Described 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1), 2,6-diethyl-3,5-dimethyl-3,4-dihydroxy-2H-furan (sex pheromone 2), β-caryophyllene, the mass ratio of (S)-nicotine and nicotyrine is 200: 200: 20: 200: 200.
A kind of lasioderma serricorne lure compositions, it also comprises antioxidant and uvioresistant stabilizer, and the mass ratio of the two is 1: 1；
It is 1-5% that antioxidant and uvioresistant stabilizer account for the matter mark of lasioderma serricorne lure compositions.
A kind of lasioderma serricorne lure, uses organic silicon rubber to make, adds the solution of the compound being furnished with Sex Pheromone of Lasioderma Serricorne compositions and lasioderma serricorne food odors in lure, it is characterised in that
Described Sex Pheromone of Lasioderma Serricorne compositions is 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) and 2,6-diethyl-3,5-dimethyl-3,4-dihydroxy-2H-furan (sex pheromone 2), the Sex Pheromone of Lasioderma Serricorne compositions of both μ g: the 20-1000 μ g of 2-1000 in mass ratio mixing compositions；
The compound of lasioderma serricorne food odors is combined as β-caryophyllene, (S)-nicotine and nicotyrine, the odor compound of μ g: 20-1000 μ g: the 2-1000 μ g of 2-200 in mass ratio mixing composition.
The solution of the compound of described lasioderma serricorne food odors, also comprises antioxidant and uvioresistant stabilizer, and the mass ratio of the two is 1: 1；It is 1-5% that antioxidant and uvioresistant stabilizer account for the matter mark of lasioderma serricorne lure compositions.
The solution of the compound of described lasioderma serricorne food odors, its solvent uses and heavily steams ethanol and normal hexane, and the mass ratio of the two is 1: 1.
In the quality in each lure of the two kinds of compositionss in described solution is 50-2000 microgram range.
Compared with prior art, the positive effect of the present invention is:
Find and identify the compound composition of lasioderma serricorne food odors first, in conjunction with Sex Pheromone of Lasioderma Serricorne compositions, obtain the lure proportioning optimized: 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) and 2,6-diethyl-3,5-dimethyl-3, the sex pheromone of 4-dihydroxy-2H-furan (sex pheromone 2), 2-1000 in mass ratio μ g: 20-1000 μ g mixing composition；Also include that the compound combination of lasioderma serricorne food odors comprises β-caryophyllene, (S)-nicotine and nicotyrine, the odor compound of μ g: 20-1000 μ g: the 2-1000 μ g of 2-200 in mass ratio mixing composition.The using dosage of lure is 50-2000 microgram.Use this lure compositions can effectively trap and kill the female male imago of substantial amounts of lasioderma serricorne, be applied to lasioderma serricorne population monitoring and preventing and treating, lasioderma serricorne is trapped and killed and with observing and predicting, there is important effect and meaning.
[accompanying drawing explanation]
Fig. 1 is the compounds GC-MS ion flow graph extracting food odors compound；
The mass spectrum comparison figure of Fig. 2 extract and standard specimen；
Fig. 2 a is the mass spectrum of 10.189 minutes compounds of retention time；
Fig. 2 b is the mass spectrum of (S)-nicotine standard product；
Fig. 2 c is the mass spectrum of 11.945 minutes compounds of retention time；
Fig. 2 d is the mass spectrum of nicotyrine standard substance；
Fig. 3. the makings figure of standard specimen used；
Fig. 3 a is the gas phase collection of illustrative plates of β-caryophyllene standard product；
Fig. 3 b is the mass spectrum of β-caryophyllene standard product；
Fig. 3 c is the gas phase collection of illustrative plates of α-oxalene standard substance；
Fig. 3 d is the mass spectrum of α-oxalene standard substance；
Fig. 4 is the gas chromatogram of the lasioderma serricorne lure of preparation；
Fig. 5 a is the laboratory result of sex pheromone 1 and blank；
Fig. 5 b is the laboratory result of sex pheromone 2 and blank；
Fig. 5 c is the laboratory result of β-caryophyllene and blank；
Fig. 5 d is the laboratory result of α-oxalene and blank；
Fig. 5 e is the laboratory result of (S)-nicotine and blank；
Fig. 5 f is the laboratory result of nicotyrine and blank；
The 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) of Fig. 6 variable concentrations ratio, 2,6-diethyl-3,5-dimethyl-3,4-dihydroxy-2H-furan (sex pheromone 2), β-caryophyllene, the warehouse result of the test of (S)-nicotine and nicotyrine.
[detailed description of the invention]
A kind of Sex Pheromone of Lasioderma Serricorne of the present invention presented below and the detailed description of the invention of lure thereof.
Embodiment 1
Below in conjunction with accompanying drawing embodiment, the present invention is described in further detail.
1, food odors compound is extracted
Taking large stretch of Nicotiana tabacum L., dry in the sun, to dry, breaks into powder with pulverizer.Take 1g Nicotiana tabacum L. powder, add 10ml and heavily steam normal hexane, soak 48 hours.Remove to take upper strata lixiviating solution, filter, enter gas-mass spectrometer analysis.
2, identify
Gas phase analysis condition: the sex pheromone compound of synthetic is all analyzed on Agilent 6890GC-5975MS, and chromatographic column is DB-35 (0.25mm x 30m x 25 μm), and program program: initial temperature 60 DEG C keeps 1 minute；First stage heating rate 10 DEG C/min, final temperature 180 DEG C, keep 1 minute；Second stage heating rate 10 DEG C/min, final temperature 250 DEG C, keep 10 minutes.
Gas chromatogram and mass spectral analysis condition: Agilent 6890, DB-35 (0.25mm x 30m x25 μm).Injector temperature 250 DEG C.Gaseous mass analyzer combination instrument is Agilent 5975, and the temperature of mass ions generator is 230 DEG C, and electron energy is 70eV.
3, lure is made
Use organic silicon rubber lure, during preparation solution, add antioxidant and uvioresistant stabilizer.Solvent is attached most importance to and is steamed normal hexane and ethanol.Each lure adds 200ul solution.The content of reactive compound requires there is difference according to EXPERIMENTAL DESIGN, indicates in interpretation of result.
4, laboratory test
Sex pheromone 1, sex pheromone 2, β-caryophyllene, (S)-nicotine and nicotyrine are pressed the independent wiring solution-forming of variable concentrations, and blank solution contrasts；Being tested by Y-piece, be 1 group with 20 lasioderma serricornes, each concentration repeats 6 groups of tests, tests the concentration optimizing each component with this.
5, tobacco warehouse test
The optimization concentration of the actual amount Binding experiment room test according to pheromone product, prepare 4 groups of different quality ratios and the lure of only inclusive pheromone 1 and 2, each mass ratio does 3 repetitions, prepared lure it is uniformly distributed in tobacco warehouse, within 1-2 days, check once and record data, being 1 test period with 10 days.The preferred mass ratio of sex pheromone 1 and 2 is may determine that by above-mentioned result of the test.
Then according to the preferred mass ratio of the preferred concentration ratio associativity pheromone 1 and 2 of laboratory test, the preparation sex pheromone containing fixing preferred mass ratio 1 and 2 and the lure of food odors compound of variable quality ratio, each lure 3 repetition, prepared lure it is uniformly distributed in tobacco warehouse, within 1-2 days, check once and record data, being 1 test period with 10 days.
Result and analysis
1, the qualification of food odors compound and screening
Extract enters gas chromatograph-mass spectrometer (GC-MS) analysis (Fig. 1), has 3 obvious odor compound components.It is respectively as follows: Tf=10.189min, (S)-nicotine；Tf=11.945min, nicotyrine；Tf=17.315min, is inferred as Long carbon chain wax according to mass spectrum；
3rd component is solid wax, does not have volatility, so not considering in an experiment.We have purchased the standard specimen of (S)-nicotine and nicotyrine, analyzes, by comparison retention time and mass fragmentograph (Fig. 2), it is determined that the structure of compound: T in gas phase and gas chromatograph-mass spectrometerf=10.189min, (S)-nicotine； Tf=11.945min, nicotyrine.
Oil plant that lasioderma serricorne is liked, beans etc. all contain caryophyllene, so we have chosen α-caryophyllene (i.e. oxalene) and β-caryophyllene (Fig. 3) carries out the test of food odors.
2, sex pheromone and the laboratory test of food odors compound
Sex pheromone 1, sex pheromone 2, β-caryophyllene, oxalene, nicotine and 6 compounds of nicotyrine are individually made into 5 variable concentrations 10 by us-5-10-1The solution of mg/mL, blank solution is as object of reference；Being tested by Y-piece, each 200 μ L, be 1 group with 20 lasioderma serricornes, each concentration repeats 6 groups of tests, tests the optium concentration choosing each component with this.
It was found that sex pheromone 1 has reasonable attractant effect under 5 kinds of concentration, with 10-2Mg/mL is optimal；Sex pheromone 2 is 10-3-10-1Reasonable attractant effect is had, with 10 under 3 kinds of concentration of mg/mL-2Mg/mL is optimal；β-caryophyllene is 10-4With 10-5Reasonable attractant effect is had under 2 kinds of concentration of mg/mL；Oxalene attractant effect under 5 kinds of concentration is the most undesirable；(S)-nicotine attractant effect under 5 kinds of concentration is relatively more general, does not has significant difference between each concentration；Nicotyrine has reasonable attractant effect under 5 kinds of concentration, does not has significant difference between each concentration.
3, preparation lure, carries out warehouse test
(1) according to the screening of concentration, we are using the preferred concentration of sex pheromone 1 and 2 as the foundation of lure proportioning.According to 1: 1 ratio, it is made into tetra-kinds of lures of S1, S2, S3 and S4 and carries out warehouse test.The best results of result of the test S3, S2 and S4 also has good attractant effect.
Table one sex pheromone 1 and 2 different quality lures worm information slip
| Numbering | Sex pheromone 1 (μ g) | Sex pheromone 2 (μ g) | Lure worm amount |
| S1 | 2 | 2 | 14 |
| S2 | 20 | 20 | 46 |
| S3 | 200 | 200 | 55 |
[0065]
[0065]
| S4 | 1000 | 1000 | 52 |
(2) according to the above results, complex laboratory concentration screening result, we are configured to S3F1 according to than row, eight kinds of lures of S3F2, S3F2, S3F4, S3F5, S3F6, S3F7, S3F8.The best results of experimental result S3F8, and S3F3 effect is slightly below simple sex pheromone, it should within range of error；The change of food odors compound quality is for luring result not have the impact of regularity, and result of the test shows, food odors compound has the synergism of potentiation for lure.
| Numbering | Sex pheromone 1 | Sex pheromone 2 | β-caryophyllene | (S)-nicotine | Nicotyrine | Lure worm amount |
| S3 | 200 | 200 | 0 | 0 | 0 | 53 |
| S3F1 | 200 | 200 | 2 | 20 | 1000 | 58 |
| S3F2 | 200 | 200 | 20 | 20 | 1000 | 55 |
| S3F3 | 200 | 200 | 2 | 200 | 1000 | 51 |
| S3F4 | 200 | 200 | 20 | 200 | 1000 | 54 |
| S3F5 | 200 | 200 | 2 | 20 | 200 | 56 |
| S3F6 | 200 | 200 | 20 | 20 | 200 | 55 |
| S3F7 | 200 | 200 | 2 | 200 | 200 | 57 |
| S3F8 | 200 | 200 | 20 | 200 | 200 | 62 |
Conclusion
Up to the present, also there is no in patent to report Sex Pheromone of Lasioderma Serricorne and lure.We are to find that food odors compound β-caryophyllene, (S)-nicotine and nicotyrine have lured potentiation for Sex Pheromone of Lasioderma Serricorne first.By a series of test, chemistry optimized ratio mixing 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1) and 2,6-diethyl-3,5-dimethyl-3, the sex pheromone of 4-dihydroxy-2H-furan (sex pheromone 2), 2-1000 in mass ratio μ g: 20-1000 μ g mixing composition；Also include that the compound combination of lasioderma serricorne food odors comprises β-caryophyllene, (S)-nicotine and nicotyrine, the odor compound of μ g: 20-1000 μ g: the 2-1000 μ g of 2-200 in mass ratio mixing composition.The using dosage of lure is 50-2000 microgram.Use this lure compositions can effectively trap and kill the female male imago of substantial amounts of lasioderma serricorne, be applied to lasioderma serricorne population monitoring and preventing and treating, lasioderma serricorne is trapped and killed and with observing and predicting, there is important effect and meaning.
The above is only the preferred embodiment of the present invention; it should be pointed out that, for those skilled in the art, without departing from the inventive concept of the premise; can also make some improvements and modifications, these improvements and modifications also should be regarded as in protection scope of the present invention.
Claims (8)
1. a lasioderma serricorne lure compositions, it is characterised in that it is mainly Sex Pheromone of Lasioderma Serricorne and cigarette
Grass first food odors compositions；
Sex Pheromone of Lasioderma Serricorne is 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone and 2,6-diethyl-3,5-dimethyl
-3,4-dihydroxy-2H-furan, both mass ratioes 2-1000: 20-1000；
Lasioderma serricorne food odors compositions is β-caryophyllene, (S)-nicotine and nicotyrine, the quality of three
Than 2-200: 20-1000: 2-1000.
2. a kind of lasioderma serricorne lure compositions as claimed in claim 1, it is characterised in that described
4S, 6S-dimethyl-7S-hydroxyl-3-nonanone (sex pheromone 1), 2,6-diethyl-3,5-dimethyl-3,4-dihydroxy
Base-2H-furan (sex pheromone 2), β-caryophyllene, the mass ratio of (S)-nicotine and nicotyrine is
200∶200∶20∶200∶200。
3. a kind of lasioderma serricorne lure compositions as claimed in claim 1, it is characterised in that described cigarette
Grass first lure compositions also comprises antioxidant and uvioresistant stabilizer, and the mass ratio of the two is 1: 1.
4. a kind of lasioderma serricorne lure compositions as described in claim 1 or 3, it is characterised in that anti-
It is 1-5% that oxidant and uvioresistant stabilizer account for the matter mark of lasioderma serricorne lure compositions.
5. a lasioderma serricorne lure, uses organic silicon rubber to make, and adds and be furnished with lasioderma serricorne letter in lure
The solution of the compound of breath promotor composition and lasioderma serricorne food odors, it is characterised in that
Described Sex Pheromone of Lasioderma Serricorne compositions is 4S, 6S-dimethyl-7S-hydroxyl-3-nonanone and 2,6-
Diethyl-3,5-dimethyl-3,4-dihydroxy-2H-furan, both μ g: 20-1000 μ of 2-1000 in mass ratio
The Sex Pheromone of Lasioderma Serricorne compositions of g mixing composition；
The compound of described lasioderma serricorne food odors is combined as β-caryophyllene, (S)-nicotine and diene
Nicotine, the odor compound of in mass ratio 2-200: 20-1000: 2-1000 mixing composition.
6. a kind of lasioderma serricorne lure as claimed in claim 5, it is characterised in that described lasioderma serricorne food
The solution of the compound of thing abnormal smells from the patient, also comprises antioxidant and uvioresistant stabilizer, and the mass ratio of the two is 1:
1；It is 1-5% that antioxidant and uvioresistant stabilizer account for the matter mark of lasioderma serricorne lure compositions.
7. a kind of lasioderma serricorne lure as claimed in claim 5, it is characterised in that described lasioderma serricorne food
The solution of the compound of thing abnormal smells from the patient, its solvent uses and heavily steams ethanol and normal hexane, and the mass ratio of the two is 1:
1。
8. a kind of lasioderma serricorne lure as claimed in claim 5, it is characterised in that two in described solution
In kind compositions quality in each lure is 50-2000 microgram range.
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510096131.9A CN105981722A (en) | 2015-03-04 | 2015-03-04 | Lasioderma serricorne (fabricius) sex pheromone and lure thereof |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201510096131.9A CN105981722A (en) | 2015-03-04 | 2015-03-04 | Lasioderma serricorne (fabricius) sex pheromone and lure thereof |
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ID=57039139
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201510096131.9A Pending CN105981722A (en) | 2015-03-04 | 2015-03-04 | Lasioderma serricorne (fabricius) sex pheromone and lure thereof |
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Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107047560A (en) * | 2017-03-21 | 2017-08-18 | 温州医科大学 | A kind of wild snout moth's larva spawning stimulant of beans and its spawning stimulate sustained release and application |
| CN111398501A (en) * | 2020-03-23 | 2020-07-10 | 福建中烟工业有限责任公司 | Method for determining content of sex pheromone in tobacco beetle sex pheromone lure core |
Citations (2)
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| US4925985A (en) * | 1988-11-02 | 1990-05-15 | Philip Morris Incorporated | Novel process for the production of 4,6-dimethyl-7-hydroxynonan-3-one |
| US20120066959A1 (en) * | 2010-09-16 | 2012-03-22 | R.J. Reynolds Tobacco Company | Door assembly for a tobacco storage facilty, and associated apparatus and method |
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2015
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Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4925985A (en) * | 1988-11-02 | 1990-05-15 | Philip Morris Incorporated | Novel process for the production of 4,6-dimethyl-7-hydroxynonan-3-one |
| US20120066959A1 (en) * | 2010-09-16 | 2012-03-22 | R.J. Reynolds Tobacco Company | Door assembly for a tobacco storage facilty, and associated apparatus and method |
Non-Patent Citations (3)
| Title |
|---|
| H Z LEVINSON ET AL: "The Pheromone Activity of Anhydroserricornin and Serricornin for Male Cigarette Beetles (Lasioderma serricorne F.)", 《NATURWISSENSCHAFTEN》 * |
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107047560A (en) * | 2017-03-21 | 2017-08-18 | 温州医科大学 | A kind of wild snout moth's larva spawning stimulant of beans and its spawning stimulate sustained release and application |
| CN107047560B (en) * | 2017-03-21 | 2020-07-03 | 温州医科大学 | Oviposition stimulant for bean wild rice borer and oviposition stimulation slow-release body and application thereof |
| CN111398501A (en) * | 2020-03-23 | 2020-07-10 | 福建中烟工业有限责任公司 | Method for determining content of sex pheromone in tobacco beetle sex pheromone lure core |
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Application publication date: 20161005 |
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