CN1833506A - Insect killing composition - Google Patents
Insect killing composition Download PDFInfo
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- CN1833506A CN1833506A CN 200610067903 CN200610067903A CN1833506A CN 1833506 A CN1833506 A CN 1833506A CN 200610067903 CN200610067903 CN 200610067903 CN 200610067903 A CN200610067903 A CN 200610067903A CN 1833506 A CN1833506 A CN 1833506A
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- ester
- methyl
- pesticidal combination
- ether
- ester compounds
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Abstract
The invention relates to a disinsection compound, which comprises: the ester compound and the diether (2, 3, 3, 3 - propyl chloride) as in formula (1). Wherein, R[1] is hydrogen atom or methyl; R[2] is hydrogen atom, methyl, methoxy or methoxy methyl; the diether (2, 3, 3, 3 - propyl chloride) is 5-100 mass times than the ester compound; the inventive compound is stable to the light while it can effectively kill insects.
Description
The present invention relates to a kind of Pesticidal combination.
The ester compounds that provides by formula (I):
R wherein
1Represent hydrogen atom or methyl, R
2Represent hydrogen atom, methyl, methoxyl group or methoxy are known active components as the Pesticidal combination among EP60617A, JP7-17916A, JP2001-302590A, JP2001-302591A and the JP2004-229664A.
The photostability of above-mentioned Pesticidal combination is not enough, therefore needs exploitation to contain the stable Pesticidal combination of formula (I) ester compounds.
The invention provides the stable Pesticidal combination of light.This Pesticidal combination comprises ester compounds and two (2,3,3, the 3-tetrachloro propyl group) ether of formula (I), and wherein two (2,3,3,3-tetrachloro propyl group) ether is 5 to 100 times of ester compounds weight.
This ester compounds is known in the above referred-to references, and they can be by wherein said method preparation.The example of ester compounds comprises: 2,2,3, and 3-Tetramethylcycloprop-ne-ne carboxylic acid (2,3,5,6-tetrafluoro-4-methoxy benzyl) ester, 2,2,3,3-Tetramethylcycloprop-ne-ne carboxylic acid (2,3,5,6-tetrafluoro benzyl) ester, 2,2,3,3-Tetramethylcycloprop-ne-ne carboxylic acid (2,3,5,6-tetrafluoro-4-methyl benzyl) ester, 2,2,3,3-Tetramethylcycloprop-ne-ne carboxylic acid (2,3,5,6-tetrafluoro-4-methoxybenzyl) ester, 2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methoxy benzyl) ester, 2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro benzyl) ester, 2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methyl benzyl) ester, 1R-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methoxy benzyl) ester, 1R-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro benzyl) ester, 1R-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methyl benzyl) ester, 1R-trans-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methoxy benzyl) ester, 1R-is trans-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro benzyl) ester, 1R-trans-2,2,3-trimethyl cyclopropane-carboxylic acid (2,3,5,6-tetrafluoro-4-methyl benzyl) ester.This ester compounds can have optical isomer based on the asymmetric carbon atom on the cyclopropane ring, therefore the present invention includes any active isomer and composition thereof.
Two (2,3,3,3-tetrachloro propyl group) ether is commercially available, is for example produced by Sankyo chemical engineering industry Co., Ltd.The present invention can use commercially available two (2,3,3,3-tetrachloro propyl group) ether.
Pesticidal combination of the present invention also can further contain solid carrier.
The example of solid carrier comprises fibroid carrier and porous carrier and the incense stick for insect disinfestation base material (insecticidal coil material) that is used for electric mat (mat for electric heating).
The representative instance of fibroid carrier comprises native fiber (for example paper pulp, velveteen) and synthetic fibers (for example polyester, polyacrylate).The representative instance of porous carrier comprises pottery and ceramic wafer.
In general, the line spices base material mainly is made up of one or more combustion adjuvants and one or more adhesives.The example of combustion adjuvant comprises dried plant powder such as wood powder, Dalmatian chrysanthemum slag, citrus peel meal, palm oil-bound distemper, coconut shell powder and walnut parting; Carbon dust such as charcoal powder, activated carbon powder and coal dust; And their mixture.The example of adhesive comprises polymer such as Tabu powder (dry powder of Matilus sp.), starch (for example tapioca, corn starch, wheaten starch), and casein, Siam sticks with paste, methylcellulose, carboxymethyl cellulose and polyvinyl alcohol, and composition thereof.The weight ratio of combustion adjuvant and adhesive is generally 8: 2 to 6: 4 scope.
When Pesticidal combination of the present invention contained solid carrier, the content of the ester compounds of formula (I) was generally 0.001-1.0% weight.When solid carrier was the incense stick for insect disinfestation base material, the content of the ester compounds of formula (I) was preferably 0.01-0.5% weight.When Pesticidal combination of the present invention contained solid carrier, the content of two (2,3,3,3-tetrachloro propyl group) ether was generally 0.05-25% weight.When solid carrier was the incense stick for insect disinfestation base material, the content of two (2,3,3,3-tetrachloro propyl group) ether was preferably 0.05-5% weight.
In addition, Pesticidal combination of the present invention can contain surfactant or other auxiliary agent such as aromatic, colouring agent and antimicrobial.The example of surfactant comprises alkyl sulfate, alkylsulfonate, alkylaryl sulfonates, polyoxyalkylene alkyl, polyoxyalkylene alkyl aryl ether, polyoxyalkylene styryl phenyl ether, polyol ester and sugar alcohol derivant.
Contain Pesticidal combination (A) or (B) preparation by the following method of solid carrier.Method (A): with the ester compounds, two (2 of formula (I), 3,3,3-tetrachloro propyl group) ether and optional surfactant or auxiliary agent are dissolved in the organic solvent, and wherein two (2,3,3,3-tetrachloro propyl group) weight of ether is 5 to 100 times of this ester compounds weight, with this solution impregnation solid carrier, optionally drying then.
The example of organic solvent comprises saturated hydrocarbon solvent, ester solvent, ketone solvent and alcoholic solvent.Saturated hydrocarbon solvent comprises straight chain and branched-chain hydrocarbons, alicyclic and composition thereof.Representative instance is Norpar13 (by the straight chain saturation alkane of Exxon Mobil production), Norpar 15 (by the straight chain saturation alkane of Exxon Mobil production), Isopar G (by the saturated C9-12 hydrocarbon of side chain of Exxon Mobil production), Isopar H (by the saturated C10-13 hydrocarbon of side chain of Exxon Mobil production), IsoparM (by the saturated C11-16 hydrocarbon of side chain of Exxon Mobil production), Isopar V (by the saturated C13-20 hydrocarbon of side chain of ExxonMobil production), Exxsol D40 (by the saturated alicyclic hydrocarbon of Exxon Mobil production), Exxsol D80 (by the saturated alicyclic hydrocarbon of Exxon Mobil production), Exxsol D110 (by the saturated alicyclic hydrocarbon of Exxon Mobil production) and Exxsol D130 (by the saturated alicyclic hydrocarbon of Exxon Mobil production).Kerosene also can be used for saturated hydrocarbon solvent.Ester solvent comprises a) C3-C10 alcohol diester (for example, the formula ROOC (CH of the saturated binary fatty acid of C6-C10
2)
nThe ester solvent of COOR ', wherein n is the integer of 4-8, carbon number among R and the R ' is 3-10), b) by the C3-C10 alcohol ester of the C4-C6 fatty acid of hydroxyl or acetate replacement, c) the C3-C10 alcohol ester of the saturated unary fatty acid of C12-C18 (for example, the ester solvent of formula RCOOR ', wherein carbon number is 11-17 among the R, carbon number is 3-10 among the R '), and d) phthalic acid two (C3-C10) Arrcostab.Representative instance comprises saturated binary fatty acid ester such as diisodecyl adipate (DIDA), diisononyl adipate, dioctyl adipate, di-n-octyl sebacate, decanedioic acid two (the 2-ethyl is own) ester, dibutyl sebacate, azelaic acid two (the 2-ethyl is own) ester, dihexyl azelate; Hydroxy fatty acid such as malic acid two (the 2-ethyl is own) ester; Acetate fatty acid ester such as tributyl 2-acetylcitrate; Saturated unary fatty acid ester such as lauric acid (the 2-ethyl is own) ester, isopropyl palmitate, isopropyl myristate; With phthalic acid ester such as diisooctyl phthalate and phthalic acid two (the 2-ethyl is own) ester.The representative instance of ketone solvent is acetone and ethyl methyl ketone.The representative instance of alcoholic solvent is a methyl alcohol, ethanol and 2-propyl alcohol.
In this preparation method, the concentration of the ester compounds of formula (I) is generally 0.1 to 10% weight.Concentration can be determined according to the type of solid carrier.
Method (B): the ester compounds of hybrid (I), two (2,3,3,3-tetrachloro propyl group) ether, solid carrier and optional surfactant or auxiliary agent, wherein two (2,3,3,3-tetrachloro propyl group) weight of ether is 5 to 100 times of ester compounds weight, optionally then mediates with water, and moulding is also dry.
When this Pesticidal combination is incense stick for insect disinfestation or electrical heating anti-mosquito incense sheet, it in statu quo can be packaged in the box.But each Pesticidal combination can be independent or a plurality of packing together, is loaded on then that box is medium-term and long-term to be preserved.Packaging material can be paper, glassine paper, cloth, aluminium film or resin molding.The example of resin molding comprises polyethylene (for example low density polyethylene (LDPE), high density polyethylene (HDPE)), polypropylene (for example non-oriented polypropylene, oriented polypropylene), polyvinyl chloride, polyvinylidene chloride, polyamide and PETG.
The incense stick for insect disinfestation of above gained or sheet can use according to a conventional method.That is to say, incense stick for insect disinfestation is lighted in the habitat of insect (for example, family, office, stock barn) or its adjacent domain.The burning of incense stick for insect disinfestation makes the ester compounds of formula (I) evaporate, thus the insect of control such as mosquito, fly and cockroach.On the other hand, pesticide tablet is heated to about 120 to 180 ℃ on heating plate, thereby the evaporation of the ester compounds of the formula of making (I) is with the control insect.
Pesticidal combination of the present invention can effectively be prevented and treated dipteral insect such as Culex (Culexspp.) (Culex pipiens pallens (Culex pipiens pallens) for example, Culex tritaeniorhynchus (Culextritaeniorhynchus)), Aedes (Aedes spp.) (Aedes aegypti (Aedesaegypti) for example, aedes albopictus (Aedes albopictus)), Anopheles (Anopheles spp.) (for example Anopheles sinensis (Anopheles sinensis)), Nuscidae (Muscidae) (housefly (Muscadomestica) for example, false stable fly (Muscina stabulans), Fannia canicularis (Fannia canicularis)), Calliphoridae (Calliphoridae), Flesh flies (Sarcophagidae), Moth files (Psychodidae) and Phoridae (Phorodae); And Dictyoptera (Dictyoptera) insect such as Groton bug (Blattellagermanica), Peroplaneta fluligginosa (Periplaneta fuliginosa), American cockroach (PeriplanetaAmericana), big Lian of foxiness (Periplaneta brunnea) and oriental cockroach (Blattaorientalis).
Embodiment
Below the present invention is described in detail; But the present invention is not limited to following examples.
Preparation embodiment 1
By with 2,2,3,3-Tetramethylcycloprop-ne-ne carboxylic acid 2,3,5,6-tetrafluoro-4-methoxy benzyl ester are dissolved in acetone and prepare the solution that concentration is 1.25w/v% (hereinafter referred to as " ester solution (A) ").
In addition, be the solution (hereinafter referred to as " ethereal solution (X) ") of 2.5w/v% by two (2,3,3,3-tetrachloro propyl group) ether being dissolved in Exxsol D80 (by the saturated alicyclic hydrocarbon of ExxonMobil production) preparation concentration.
With micro syringe even mixed liquor that drips 1ml ester solution (A) and 2.5ml ethereal solution (X) on the incense stick for insect disinfestation base material of the diameter 11.8cm of non-activity composition, thick 4mm and one-tenth counterweight 25g, room temperature was placed 1 hour then, obtained Pesticidal combination of the present invention.
Preparation embodiment 2
By two (2,3,3,3-tetrachloro propyl group) ether being dissolved in Exxsol D80 (by the saturated alicyclic hydrocarbon of Exxon Mobil production) preparation concentration is the solution (hereinafter referred to as " ethereal solution (Y) ") of 5.0w/v%.
With micro syringe even mixed liquor that drips 1ml ester solution (A) and 2.5ml ethereal solution (Y) on the incense stick for insect disinfestation base material of the diameter 11.8cm of non-activity composition, thick 4mm and one-tenth counterweight 25g, room temperature was placed 1 hour then, obtained Pesticidal combination of the present invention.
Preparation embodiment 3
By two (2,3,3,3-tetrachloro propyl group) ether being dissolved in Exxsol D80 (by the saturated alicyclic hydrocarbon of Exxon Mobil production) preparation concentration is the solution (hereinafter referred to as " ethereal solution (Z) ") of 50.0w/v%.
With micro syringe even mixed liquor that drips 1ml ester solution (A) and 2.5ml ethereal solution (Z) on the incense stick for insect disinfestation base material of the diameter 11.8cm of non-activity composition, thick 4mm and one-tenth counterweight 25g, room temperature was placed 1 hour then, obtained Pesticidal combination of the present invention.
Reference example 1
With micro syringe even mixed liquor that drips 1ml ester solution (A) and 2.5ml Exxsol D80 (by the saturated alicyclic hydrocarbon of Exxon Mobil production) on the incense stick for insect disinfestation base material of the diameter 11.8cm of non-activity composition, thick 4mm and one-tenth counterweight 25g, room temperature is placed 1 hour to obtain with reference to Pesticidal combination then.
Test implementation example 1
The Pesticidal combination that preparation embodiment 1,2,3 and reference example 1 are obtained with UV lamp (40W X2) 30cm place irradiation 30 hours.Use in the tested Pesticidal combination of gas chromatographic measurement 2,2,3 then, the amount of 3-Tetramethylcycloprop-ne-ne carboxylic acid (2,3,5,6-tetrafluoro-4-methoxy benzyl) ester is also calculated the resolution ratio of this compound.
The resolution ratio of Pesticidal combination is listed in the following table.
Table 1
| Resolution ratio (%) | |
| Preparation embodiment 1 | 2.7 |
| Preparation embodiment 2 | 2.8 |
| Preparation embodiment 3 | 0 |
| Reference example 1 | 10.5 |
Shown in above embodiment, Pesticidal combination of the present invention has good photostability.
Claims (4)
1. Pesticidal combination comprises the ester compounds and two shown in the formula (I) (2,3,3,3-tetrachloro propyl group) ether, and described formula (I) ester compounds is as follows:
R in the formula
1Represent hydrogen atom or methyl, and R
2Represent hydrogen atom, methyl, methoxyl group or methoxy;
Wherein, two (2,3,3,3-tetrachloro propyl group) ether is 5 to 100 times of ester compounds weight.
2. according to the Pesticidal combination of claim 1, R wherein
1Be methyl, R
2It is methoxy.
3. the method for the ester compounds shown in the stable (I),
R in the formula
1Represent hydrogen atom or methyl, R
2Represent hydrogen atom, methyl, methoxyl group or methoxy;
This method comprises two (2,3,3, the 3-tetrachloro propyl group) ether that adds 5 to 100 times of ester compounds weight.
4. according to the method for claim 3, R wherein
1Be methyl, R
2It is methoxy.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2005074722A JP2006256990A (en) | 2005-03-16 | 2005-03-16 | Pest-controlling agent |
| JP2005-074722 | 2005-03-16 | ||
| JP2005074722 | 2005-03-16 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1833506A true CN1833506A (en) | 2006-09-20 |
| CN1833506B CN1833506B (en) | 2011-04-13 |
Family
ID=37001521
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2006100679037A Expired - Fee Related CN1833506B (en) | 2005-03-16 | 2006-03-14 | Insect killing composition |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JP2006256990A (en) |
| CN (1) | CN1833506B (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101099470B (en) * | 2006-07-05 | 2010-10-20 | 大日本除虫菊株式会社 | Mosquito-driving joss stick for preventing infectious disease medium mosquito |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP7058855B2 (en) | 2017-08-10 | 2022-04-25 | フマキラー株式会社 | How to make incense sticks |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2097384A (en) * | 1981-03-18 | 1982-11-03 | Ici Plc | Fluorinated benzyl esters of tetramethylcyclopropane carboxylic acid |
| AU658903B2 (en) * | 1991-10-17 | 1995-05-04 | Sumitomo Chemical Company, Limited | Snake-controlling agent |
-
2005
- 2005-03-16 JP JP2005074722A patent/JP2006256990A/en active Pending
-
2006
- 2006-03-14 CN CN2006100679037A patent/CN1833506B/en not_active Expired - Fee Related
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101099470B (en) * | 2006-07-05 | 2010-10-20 | 大日本除虫菊株式会社 | Mosquito-driving joss stick for preventing infectious disease medium mosquito |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2006256990A (en) | 2006-09-28 |
| CN1833506B (en) | 2011-04-13 |
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Granted publication date: 20110413 Termination date: 20130314 |