Erannis ankeraria Staudinger sex pheromone composition, synthetic method and identification of (Z,Z,Z)-3,6,9-nonadecatriene, and intelligent application system of composition

A synthetic method, larch technology, applied in the direction of botanical equipment and methods, hydrocarbons, hydrocarbons, etc., can solve problems such as waste, and achieve the effects of improving delivery efficiency, saving costs, and high reliability of results

Inactive Publication Date: 2020-03-06
INST OF FOREST ECOLOGY ENVIRONMENT & PROTECTION CHINESE ACAD OF FORESTRY
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

In addition, different affected areas have different parts of inchworms. If the same amount of attractant is used without considering the distribution, it will inevitably cause waste

Method used

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  • Erannis ankeraria Staudinger sex pheromone composition, synthetic method and identification of (Z,Z,Z)-3,6,9-nonadecatriene, and intelligent application system of composition
  • Erannis ankeraria Staudinger sex pheromone composition, synthetic method and identification of (Z,Z,Z)-3,6,9-nonadecatriene, and intelligent application system of composition
  • Erannis ankeraria Staudinger sex pheromone composition, synthetic method and identification of (Z,Z,Z)-3,6,9-nonadecatriene, and intelligent application system of composition

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] Example 1: Propylene oxide derivatives [(6Z,9Z)-cis-3,4-epoxynonadecadiene: (3Z,9Z)-cis-6,7-epoxynonadecadiene: Preparation of (3Z,6Z)-cis-9,10-epoxy nonadecadiene]:

[0048] The propylene oxide derivative in the present invention can be synthesized by the route described below.

[0049] A solution of (3Z,6Z,9Z)-nonadecatriene (2.62g, 10mmol) in 10mL of dichloromethane was slowly added dropwise to a dichloromethane solution of m-chloroperoxybenzoic acid (2.06g, 12mmol) under stirring at room temperature. In methane solution, stirred for reaction 1h, filtered off insolubles, washed with saturated sodium bicarbonate solution, evaporated to remove solvent, separated by column chromatography, petroleum ether / diethyl ether (30:1), obtained epoxy isomer mixture (2.08 g, 75%). GC analysis showed that (6Z,9Z)-cis-3,4-epoxynonadecadiene: (3Z,9Z)-cis-6,7-epoxynonadecadiene: (3Z,6Z)-cis -9,10-epoxynonadecadiene=1:1:1.

Embodiment 2

[0050] Embodiment 2: Different attractant formulations lure Larch inchworm lure monitoring effect experiment

[0051] Experimental locations: Saihanba Machinery Forest Farm in Hebei and Sumushan Forest Farm in Hohhot, Inner Mongolia.

[0052] Experimental method: Prepare the formula in Table 1 into lure cores and place them in triangular traps. The traps are spaced about 20m apart and 1.5m above the ground. Random block design is adopted. Each treatment is repeated 4 times, and the investigation is continued for 10 days, every two days Count the number of insects trapped in each trap, and remove the adults trapped in the trap.

[0053] Table 1 Lure recipe

[0054]

[0055] Experimental results: see the lure effect figure 1 .

[0056] Depend on figure 1 It can be seen that the combination of (3Z,6Z,9Z)-nonadecatriene: propylene oxide derivative [(6Z,9Z)-cis-3,4-epoxynonadecadiene: (3Z,9Z)-cis -6,7-epoxynonadecadiene:(3Z,6Z)-cis-9,10-epoxynonadecadiene=1:1:1] When the ma...

Embodiment 3

[0058] In the present invention, the synthetic route of the main active ingredient of the larch inchworm sex pheromone is as follows: figure 2 shown.

[0059] Step 1: Under the action of sodium triacetoxyborohydride, α-linolenic acid (the structural formula is shown as compound 1 in formula a) is subjected to a reduction reaction at 20°C for 3 hours, and the α-linolenic acid and triacetoxyborohydride are The molar ratio of sodium is preferably 1:1, and the solvent for the reduction reaction is tetrahydrofuran. Obtain (Z, Z, Z)-9,12,15-octadecatrien-1-alcohol (structural formula such as figure 2 indicated by the topmost first arrow).

[0060] Wherein, the reducing agent is dissolved in the solvent, and then alpha-linolenic acid is slowly added into the solution for reaction, and the reaction time is calculated from the time when the alpha-linolenic acid is added. After the reaction was terminated, it was extracted with n-hexane to obtain an organic phase, which was dried o...

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Abstract

The invention belongs to the technical field of research and development of pest attractants, and in particular relates to an Erannis ankeraria Staudinger sex pheromone attractant composition. The Erannis ankeraria Staudinger sex pheromone attractant composition comprises sex pheromone and auxiliary components, the sex pheromone is composed of a novel (Z,Z,Z)-3,6,9-nonadecatriene component and a propylene oxide derivative [(6Z,9Z)-cis-3,4-epoxynonadecadiene:(3Z,9Z)-cis-6,7-epoxynonadecadiene:(3Z,6Z)-cis-9,10-epoxynonadecadiene =1:1:1]. The invention also relates to a three-step synthetic method of the (Z,Z,Z)-3,6,9-nonadecatriene of the attractant composition, and an analysis and identification method through a gas chromatography-electroantennogram device. The composition provided by the invention has the simple synthetic method, strong trapping ability, a long effect lasting period, strong specificity, adjustable trapping ability, no harm to humans and animals, and environmental friendliness; and according to intelligent application, accurate application can be achieved according to pest conditions, and the application efficiency is greatly improved.

Description

technical field [0001] The invention relates to the field of a natural product sex pheromone composition, in particular to a synthesis method and identification of an inchworm sex pheromone composition, and provides an intelligent delivery system for a larch inchworm sex pheromone composition. Background technique [0002] Larch looper Erannisankeraria Staudinger belongs to Lepidoptera of Lepidoptera, geometridae Geometridae, Ennominae subfamily (Ennominae) Erannis, is one of larch leaf pests, mainly distributed in Henan, Jilin, Shanxi, Heilongjiang, Inner Mongolia, Shaanxi, Hebei in China and other provinces, and abroad are distributed in Hungary and other countries. [0003] Larix geometrid larvae have a single feeding habit, which can harm Larix larix, Larix longbai, Larix larix, and other larch and oak species, as well as new spruce needles. When it occurs seriously, all the needles of larch are eaten, which has a significant impact on the growth of trees. Larix suffer...

Claims

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Application Information

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IPC IPC(8): A01N27/00A01N43/20C07C1/00C07C11/21A01P19/00A01M1/02
CPCA01M1/02A01M1/026A01N27/00A01N43/20C07C1/00C07C11/21
Inventor 刘福张真孔祥波张苏芳李如华张志林国志峰周福成张磊戴南岳志娟
Owner INST OF FOREST ECOLOGY ENVIRONMENT & PROTECTION CHINESE ACAD OF FORESTRY
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