CN1669429A - Insect disinfestation composition - Google Patents

Insect disinfestation composition Download PDF

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Publication number
CN1669429A
CN1669429A CN 200510054573 CN200510054573A CN1669429A CN 1669429 A CN1669429 A CN 1669429A CN 200510054573 CN200510054573 CN 200510054573 CN 200510054573 A CN200510054573 A CN 200510054573A CN 1669429 A CN1669429 A CN 1669429A
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Prior art keywords
ether
pesticidal combination
ester
formula
propyl group
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Granted
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CN 200510054573
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Chinese (zh)
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CN100397991C (en
Inventor
田中康顺
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Sumitomo Chemical Co Ltd
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Sumitomo Chemical Co Ltd
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Abstract

To provide a pest-controlling agent having improved photostability of an ester compound represented by formula (1) (wherein, R1 is a hydrogen atom, a methyl group, a methoxy group or a methoxymethyl group). The pest-controlling agent contains the ester compound represented by formula (1), bis(2,3,3,3-tetrachloropropyl) ether and a solid carrier, and the weight ratio of the ester compound represented by formula (1) to the bis(2,3,3,3-tetrachloropropyl) ether is regulated so as to be (1:15)-(1:200). The compound is stable to light and is effective for restrainting the insect.

Description

Pesticidal combination
Technical field
The present invention relates to a kind of Pesticidal combination.
Background technology
The ester compounds that provides by formula (1):
R wherein 1Expression hydrogen atom, methyl, methoxyl group or methoxy group and R 2Expression hydrogen atom or methyl,
It is known active component as the Pesticidal combination among JP53-79845A, JP56-97251A, JP57-123146A, JP63-203649A, JP11-335331A and the JP2000-53614A.
Those Pesticidal combination photostability deficiencies, a kind of stable Pesticidal combination that comprises the ester compounds of formula (1) of expectation exploitation.
Summary of the invention
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 (1), and wherein the amount of two (2,3,3,3-tetrachloro propyl group) ether is 15 to 200 times of ester compounds by weight, preferred 15 to 100 times.
Described ester compounds is known in JP53-79845A, JP56-97251A, JP57-123146A, JP63-203649A, JP11-335331A and JP2000-53614A, and they can be according to the method preparation of describing in these lists of references.Described ester compounds has based on the optical isomer of asymmetric carbon atom with based on the geometric isomer of cyclopropane ring, the present invention includes any active isomer and composition thereof.
Two (2,3,3,3-tetrachloro propyl group) ether can be purchased on market, and for example, it is by SankyoChemical Industries, and Ltd. (Pachinko chemical Industrial Co., Ltd) produces.On the market two (2,3,3,3-tetrachloro propyl group) ether can be used for the present invention according to original state.
Pesticidal combination of the present invention can further comprise solid carrier.
The embodiment of solid carrier comprises fibrous carrier and the porous carrier that is used for electrical heating usefulness pad and desinsection coiled material.
The representative instance of fibrous carrier is a large amount of native fiber (for example paper pulp, velveteen) and synthetic fibers (as polyester, polyacrylate).The representative instance of porous carrier is pottery (biscuiting) and ceramic wafer.
Usually, coiled material is made up of one or more combustion adjuvants and one or more adhesives basically.The example of combustion adjuvant comprises dried plant powder such as wood powder, Dalmatian chrysanthemum marc, citrus peel meal, palm oil-bound distemper, coconut shell flour and walnut parting; Carbon dust such as charcoal powder, activated carbon powder and coal dust; And composition thereof.The example of adhesive comprises polymer such as Tabu powder (dry powder of Matilus sp.), starch (as tapioca, corn starch, wheaten starch), and casein, the Siam dough, methylcellulose, carboxymethyl cellulose and polyvinyl alcohol, and composition thereof.The weight ratio of combustion adjuvant and adhesive is usually between 8: 2 to 6: 4.
When Pesticidal combination of the present invention comprised solid carrier, the ester compounds content of formula (1) accounted for 0.001 to 1.0% of weight usually.When solid carrier was the desinsection coiled material, the ester compounds content of formula (1) preferably accounted for 0.001 to 0.03% of weight.When Pesticidal combination of the present invention comprised solid carrier, the content of two (2,3,3,3-tetrachloro propyl group) ether accounted for 0.01 to 25% of weight usually.When solid carrier was the desinsection coiled material, the content of two (2,3,3,3-tetrachloro propyl group) ether preferably accounted for 0.01 to 5% of weight.
In addition, Pesticidal combination of the present invention can comprise surfactant or other auxiliary agents such as flavouring agent, colouring agent and antimicrobial.The example of surfactant comprises alkyl sulfate, alkylsulfonate, alkylaryl sulfonates, polyoxyalkylene alkyl, polyoxyalkylene alkyl aryl ether, polyoxyalkylene styrene phenyl ether, polyol ester and sugar alcohol derivant.
The Pesticidal combination that comprises solid carrier can prepare by following method:
(A) a kind of method, by dissolution type (1) ester composition, two (2,3,3,3-tetrachloro propyl group) ether and optional surfactant or auxiliary agent be in organic solvent, and wherein two (2,3,3,3-tetrachloro propyl group) amount of ether is 15 to 200 times of ester compounds by 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 hydrocarbons and branched-chain hydrocarbons, alicyclic and composition thereof.Representative instance is Norpar 13 (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 branched-chain hydrocarbons of Exxon Mobil production), Isopar H (by the saturated C10-13 hydrocarbon of side chain of Exxon Mobil production), Isopar M (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 Exxon Mobil production), Exxsol D40 (by the alicyclic saturated hydrocarbon of Exxon Mobil production), Exxsol D80 (by the alicyclic saturated hydrocarbon of ExxonMobil production), Exxsol D110 (by the alicyclic saturated hydrocarbon of Exxon Mobil production) and Exxsol D130 (by the alicyclic saturated hydrocarbon of Exxon Mobil production).Kerosene also can be used to saturated hydrocarbon solvent.Ester solvent comprises: a) C3-C10 of the saturated binary fatty acid of C6-C10 alcohol diester (formula ROOC (CH for example 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 aceticoceptor replacement, c) the C3-C10 alcohol ester of the saturated monovalence fatty acid of the C12-C18 (ester solvent of formula RCOOR ' for example, wherein the carbon number among the R is 11-17, and the carbon number among the R ' is 3-10), and d) phthalic acid two (C3-C10) Arrcostab.Representative instance is a diisodecyl adipate (DIDA), diisononyl adipate, dioctyl adipate, di-n-octyl sebacate, decanedioic acid two (2-ethylhexyl) ester, dibutyl sebacate, azelaic acid two (2-ethylhexyl) ester, dihexyl azelate, malic acid two (2-ethylhexyl) ester, tributyl 2-acetylcitrate, lauric acid (the 2-ethyl is own) ester, isopropyl palmitate, isopropyl myristate, diisooctyl phthalate and phthalic acid two (2-ethylhexyl) ester.The representative instance of ketone solvent is acetone and ethyl methyl ketone.The representative instance of alcoholic solvent is ethanol and 2-propyl alcohol.
In this production method, the concentration of the ester compounds of formula (1) by weight normally 0.1 to 5%.
(B) a kind of method, by the ester compounds of hybrid (1), two (2,3,3,3-tetrachloro propyl group) ether, solid carrier and option list surface-active agent or auxiliary agent, wherein two (2,3,3,3-tetrachloro propyl group) amount of ether is 15 to 200 times of ester compounds by weight, randomly mediate moulding and drying with water.
When Pesticidal combination was the desinsection coil of wire or electrical heating usefulness pad, it can in statu quo be packaged in the box; Yet various Pesticidal combinations can independent or a plurality of packings, wrap in then in the box and preserve for a long time.Packaging material can be paper, glassine paper, fabric, 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, oriented polypropylene, oriented polypropylene), polyvinyl chloride, poly-inclined to one side vinylidene chloride, polyamide and PET.
The above-mentioned desinsection coil of wire that obtains or pad can use according to usual method.That is, light the desinsection coil of wire near (for example family, office, tame stock barn) or its in the insect habitat.The burning of the desinsection coil of wire causes the ester compounds volatilization of formula (1), can restrain as mosquito fly and cockroach thus.On the other hand, mat is heated to about 120 ℃ to 180 ℃ on heating plate, and the ester compounds volatilization of formula (1) is to restrain insect.
Pesticidal combination of the present invention can be restrained following insect effectively: dipteral insect such as Culex (Culex SPP.) (Culex pipiens pallens (Culex pipiens pallens) for example, Culex tritaeniorhynchus (Culextritaeniorhynchus)), Aedes (Aedes spp.) (Aedes aegypti (Aedes aegypt) for example, aedes albopictus (Aedes albopictus)), Anopheles (Anopheles spp.) (for example Anopheles sinensis (Anophelessinensis)), Nuscidae (Muscidae) (housefly (Musca domestica) for example, false stable fly (Muscinastabulans), little Mao latrine fly (Fannia canicularis)), Calliphoridae (Calliphoridae), Flesh flies (Sarcophagidae), Moth files (Psychodidae), and Phorodae; And Dictyoptera (Dictyoptera) insect such as Groton bug (Blattella germanica), Peroplaneta fluligginosa (Periplaneta fuliginosa), American cockroach (Periplaneta Americana), big Lian of foxiness (Periplaneta brunnea) and oriental cockroach (Blatta orientalis).
Embodiment
The present invention is explained as follows in detail, but is not limited in following embodiment.
Production example 1
Be prepared as follows solution: with 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and two (2,3,3,3-tetrachloro propyl group) ether is dissolved in the acetone, makes its every kind content be respectively 0.75w/v% and 18.75w/v%.
On coiled material, this paired coiled material is as the base material of desinsection coiled material and there is not active component, and diameter is 11.8cm, thickness is that 4mm and weight are 25g, be coated with the above-mentioned solution of 1ml with even the dripping of micro syringe, and allow it at room temperature to leave standstill 3 hours, obtain Pesticidal combination of the present invention.
Production example 2
Identical with production example 1 method, except the content of two (2,3,3,3-tetrachloro propyl group) ether substitutes beyond the 18.75w/v% with 75w/v%, obtain Pesticidal combination of the present invention.
Production example 3
Be prepared as follows solution: with 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester and two (2,3,3,3-tetrachloro propyl group) ether is dissolved in Exxsol D80 (alicyclic saturated hydrocarbon of being produced by ExxonMobil), and just every kind of content is respectively 0.1w/v% and 1.5w/v%.
On coiled material, this paired coiled material is as the base material of desinsection coiled material and there is not active component, and diameter is 11.8cm, thickness is that 4mm and weight are 25g, be coated with the above-mentioned solution of 2.5ml with even the dripping of micro syringe, and allow it at room temperature to leave standstill 3 hours, obtain Pesticidal combination of the present invention.
Production example 4
Identical with production example 3 methods, except two (2,3,3,3-tetrachloro propyl group) ether substitutes beyond the 1.5w/v% with 5.0w/v%, obtain Pesticidal combination of the present invention.
Production example 5
Identical with production example 3 methods, except two (2,3,3,3-tetrachloro propyl group) ether substitutes beyond the 1.5w/v% with 20.0w/v%, obtain Pesticidal combination of the present invention.
Reference example 1
Be prepared as follows solution: with 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester is dissolved in the acetone, makes its every kind content be respectively 0.75w/v% and 18.75w/v%.
On coiled material, this paired coiled material is as the base material of desinsection coiled material and there is not active component, and diameter is 11.8cm, thickness is that 4mm and weight are 25g, be coated with the above-mentioned solution of 1ml with even the dripping of micro syringe, and allow it at room temperature to leave standstill 3 hours, obtain Pesticidal combination of the present invention.
Reference example 2
Be prepared as follows solution: with 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2,2-dimethyl cyclopropane carboxylic acid ester is dissolved in Exxsol D80 (by the alicyclic saturated hydrocarbon of Exxon Mobil production), and just every kind of content is respectively 0.1w/v% and 1.5w/v%.
On coiled material, this paired coiled material is as the base material of desinsection coiled material and there is not active component, and diameter is 11.8cm, thickness is that 4mm and weight are 25g, be coated with the above-mentioned solution of 2.5ml with even the dripping of micro syringe, and allow it at room temperature to leave standstill 3 hours, obtain Pesticidal combination of the present invention.
Check embodiment 1
7000 rein in (luxes) illumination and penetrated in d production example 1,2 and the reference example 1 Pesticidal combination that obtains 8 hours with what xenon lamp sent.Then, in the Pesticidal combination of checking by gas chromatographic detection 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2, the amount of 2-dimethyl cyclopropane carboxylic acid ester is also calculated the degradation rate of this compound.
Provide the degradation rate of Pesticidal combination in the following table.
Table 1
Degradation rate (%)
Production example 1 ????0.1
Production example 2 ????2.0
Reference example 1 ????14.2
Check embodiment 2
Be radiated in production example 3,4 and the reference example 2 Pesticidal combination that obtains 8 hours with UV lamp (40W * 2).Then, in the Pesticidal combination of checking by gas chromatographic detection 2,3,5,6-ptfe benzyl (1R)-trans-3-(2, the 2-dichloroethylene)-2, the amount of 2-dimethyl cyclopropane carboxylic acid ester is also calculated the degradation rate of this compound.
Provide the degradation rate of Pesticidal combination in the following table.
Table 2
Degradation rate (%)
Production example 3 ????2.7
Production example 4 ????0.6
Production example 5 ????0.9
Reference example 2 ????11.6
Described as the foregoing description, Pesticidal combination of the present invention has extraordinary stability to light.

Claims (3)

1. Pesticidal combination, it comprises the given ester compounds and two of formula (1) (2,3,3,3-tetrachloro propyl group) ether:
R wherein 1Expression hydrogen atom, methyl, methoxyl group or methoxy,
Wherein the amount of two (2,3,3,3-tetrachloro propyl group) ether is 15 to 200 times of ester compounds by weight.
2. according to the Pesticidal combination of claim 1, wherein the amount of two (2,3,3,3-tetrachloro propyl group) ether is 15 to 100 times of ester compounds by weight.
3. according to the Pesticidal combination of claim 1 or 2, R wherein 1It is hydrogen atom.
CNB2005100545733A 2004-03-17 2005-03-11 Insect disinfestation composition Expired - Fee Related CN100397991C (en)

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JP2004075814 2004-03-17

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CN101637179A (en) * 2009-06-05 2010-02-03 江苏扬农化工股份有限公司 Electrothermal insecticidal liquid
CN101792392A (en) * 2010-04-08 2010-08-04 大连多相触媒有限公司 Optically active synthetic pyrethroid compound and preparation method and application thereof
CN101953364A (en) * 2010-11-12 2011-01-26 江苏扬农化工股份有限公司 Electric heating sanitary perfumed slice and application thereof
CN101099473B (en) * 2006-07-04 2011-09-14 大日本除虫菊株式会社 Joss stick for driving mosquito and fly
CN101473842B (en) * 2009-01-23 2012-06-06 江苏扬农化工股份有限公司 Insecticidal composition
CN101543225B (en) * 2009-05-15 2012-06-27 江苏扬农化工股份有限公司 Insecticide mother liquor and use thereof
CN101524084B (en) * 2009-04-30 2012-11-07 江苏扬农化工股份有限公司 Muscicide incense and preparation method and application thereof
CN101669504B (en) * 2009-10-21 2012-11-28 江苏扬农化工股份有限公司 Pesticide mother solution, preparation method and application thereof
CN102835416A (en) * 2009-06-04 2012-12-26 江苏扬农化工股份有限公司 Electric warming disinfestation tablets
CN101632377B (en) * 2009-06-05 2013-01-30 江苏扬农化工股份有限公司 Electrothermal pesticide tablet
CN101632378B (en) * 2009-06-04 2013-03-20 江苏扬农化工股份有限公司 Electrothermal pesticide tablet
CN101632381B (en) * 2009-06-04 2013-07-03 江苏扬农化工股份有限公司 Pesticide aerosol
CN101617650B (en) * 2008-06-30 2014-04-02 住友化学株式会社 Aqueous pesticidal composition
CN107105664A (en) * 2015-03-05 2017-08-29 大日本除虫菊株式会社 Heating, which evapotranspires to be evapotranspired with aqueous pesticide combination and heating, uses the heating evaporation method of aqueous pesticide combination
TWI800570B (en) * 2017-12-06 2023-05-01 馬來西亞商住友化學環境農業亞太私人有限公司 Mosquito repellent composition

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JP4029486B2 (en) * 2000-01-31 2008-01-09 住友化学株式会社 Ester compound

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CN101099473B (en) * 2006-07-04 2011-09-14 大日本除虫菊株式会社 Joss stick for driving mosquito and fly
CN101617650B (en) * 2008-06-30 2014-04-02 住友化学株式会社 Aqueous pesticidal composition
CN101473842B (en) * 2009-01-23 2012-06-06 江苏扬农化工股份有限公司 Insecticidal composition
CN101524084B (en) * 2009-04-30 2012-11-07 江苏扬农化工股份有限公司 Muscicide incense and preparation method and application thereof
CN101543225B (en) * 2009-05-15 2012-06-27 江苏扬农化工股份有限公司 Insecticide mother liquor and use thereof
CN102835416A (en) * 2009-06-04 2012-12-26 江苏扬农化工股份有限公司 Electric warming disinfestation tablets
CN101632378B (en) * 2009-06-04 2013-03-20 江苏扬农化工股份有限公司 Electrothermal pesticide tablet
CN101632381B (en) * 2009-06-04 2013-07-03 江苏扬农化工股份有限公司 Pesticide aerosol
CN101637179A (en) * 2009-06-05 2010-02-03 江苏扬农化工股份有限公司 Electrothermal insecticidal liquid
CN101632377B (en) * 2009-06-05 2013-01-30 江苏扬农化工股份有限公司 Electrothermal pesticide tablet
CN101669504B (en) * 2009-10-21 2012-11-28 江苏扬农化工股份有限公司 Pesticide mother solution, preparation method and application thereof
CN101792392B (en) * 2010-04-08 2013-05-29 大连多相触媒有限公司 Optically active pyrethroid and preparation method and application thereof
CN101792392A (en) * 2010-04-08 2010-08-04 大连多相触媒有限公司 Optically active synthetic pyrethroid compound and preparation method and application thereof
CN101953364A (en) * 2010-11-12 2011-01-26 江苏扬农化工股份有限公司 Electric heating sanitary perfumed slice and application thereof
CN107105664A (en) * 2015-03-05 2017-08-29 大日本除虫菊株式会社 Heating, which evapotranspires to be evapotranspired with aqueous pesticide combination and heating, uses the heating evaporation method of aqueous pesticide combination
TWI800570B (en) * 2017-12-06 2023-05-01 馬來西亞商住友化學環境農業亞太私人有限公司 Mosquito repellent composition

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