CN105152998A - Methylthio-diafenthiuron pesticide and application thereof - Google Patents
Methylthio-diafenthiuron pesticide and application thereof Download PDFInfo
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- CN105152998A CN105152998A CN201510530086.3A CN201510530086A CN105152998A CN 105152998 A CN105152998 A CN 105152998A CN 201510530086 A CN201510530086 A CN 201510530086A CN 105152998 A CN105152998 A CN 105152998A
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- diafenthiuron
- sulphur
- sterilant
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- pesticide
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Abstract
The invention provides a methylthio-diafenthiuron pesticide having a chemical structure shown below and application of methylthio-diafenthiuron as an active ingredient in the preparation of agricultural pesticides. The methylthio-diafenthiuron pesticide is effective in preventing and controlling Lepidoptera and Homoptera pests. The methylthio-diafenthiuron pesticide has the advantages that pesticidal spectrum and bactericidal spectrum are wide, pest-killing and bactericidal times are short, the effect is lasting, a synthetic process is simple, the cost is low, and compounding effect is good.
Description
Technical field
The present invention relates to agricultural technology field, particularly relate to a kind of first sulphur diafenthiuron sterilant and uses thereof.
Background technology
Diseases and pests of agronomic crop is one of Main Agricultural disaster of China, and it has that kind is many, impact is large and feature that is population outbreak often, and its occurrence scope and severity often cause heavy losses to Chinese national economy, particularly agriculture production.China farm crop common are the disease and pest of following kind: planthopper, Powdery Mildew, Pyrausta nubilalis (Hubern)., bollworm, wheat rust, cotten aphid, the sheath and culm blight of rice, rice blast, wheat aphid, wheat red mite, locust, Gibberella zeae (Sch.) Petch etc., become the great disease and pest having a strong impact on China's agriculture production, due to life-time service chemical pesticide control, cause insect to organochlorine, organophosphorus, carbamate, the number of chemical sterilants such as pyrethroid create resistance in various degree, prevention effect significantly declines, peasant is made to have to strengthen dosage to improve preventive effect, but again reduce the security of agricultural-food.
Summary of the invention
In order to meet people for new sterilant demand, we have proposed a kind of first sulphur diafenthiuron sterilant and uses thereof, adopting sterilant of the present invention can reach the effect of efficient insecticide,
The present invention is achieved by the following technical solutions:
The invention provides a kind of first sulphur diafenthiuron sterilant, chemical structure is as follows:
Its molecular formula is: C
24h
34n
2oS;
Accurate mass (ExactMass): 398.24;
Relative molecular mass (Mol.Wt): 398.6;
m/e：398.24(100.0％)，399.24(27.5％)，400.23(4.5％)，400.25(3.3％)，401.24(1.2％)；
C，72.32；H，8.60；N，7.03；O，4.01；S，8.04；
Chemical name:
1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea；
Chinese chemical name: 1-tertiary butyl-3-(2,6-di-isopropyl-4-Phenoxyphenyl)-2-methyl-isothiourea;
Physico-chemical property: pKa=7.32 ± 0.50; Boiling point: 495 ± 55.0 DEG C; Density: 1.02 ± 0.1g/cm
3.
The present invention provides a kind of purposes of first sulphur diafenthiuron sterilant simultaneously, is preparing the purposes in agricultural insecticide or sterilant as activeconstituents.
Preferably, above-mentioned first sulphur diafenthiuron is mixed with any one formulation of pesticide field permission as activeconstituents and inert ingredient, excipient; Or first sulphur diafenthiuron is mixed with as activeconstituents and other agricultural chemicals and inert ingredient, excipient any one formulation that pesticide field allows.
Preferably, the formulation that above-mentioned pesticide field allows is wettable powder, water dispersible granules, missible oil, aqua, suspension agent, microemulsion, dispersible oil-suspending agent, granule, large granula.
Wettable powder: water absorbability is strong, can be dispersed or suspended in water after adding water, can be used as to spray, poison bait and soil treatment etc.
Water dispersible granules is also known as dry suspension or grain type wettable powder: once put into water, can disintegration quickly, dispersion, form the granular preparation of solid-liquid dispersing system of higher suspension.
Emulsion is also known as missible oil: for emulsion after emulsion adds water, can be used for spraying, sprinkle water, dress seed, soak seed, pesticide-clay mixture, stem brush etc.
Soluble powder is also known as aqua: can directly to water spray or sprinkle water.
Antisettling agent refers generally to suspension agent: suspension agent refers to the preparation be scattered in the particulate homogenous of less than 4 microns by former for solid pesticide medicine in water, and international code name is SC.Because SC does not have as can dusting problem wet-milling (WP), nonflammable explosive, particle diameter is little, biological activity is high, and proportion is comparatively large, and packaging volume is less, other pesticide formulation safety and environmental protections relatively, therefore, SC has become the larger pesticide species of water baseization pesticides new formulation tonnage.
Microemulsion is made up of liquid pesticide, tensio-active agent, water, stablizer etc., belong to thermodynamics through time stable dispersion system.Be characterized in taking water as medium, containing or less containing organic solvent, thus do not fire not quick-fried, production operation, storing be safe, low in the pollution of the environment, save a large amount of organic solvent; Pesticide dispersion degree is high, reaches miniaturization degree, and agricultural chemicals particle is generally 0.1 ~ 0.01 micron, and outward appearance is similar to transparent or sub-translucent liquid; Good dispersity in water is strong to target body perviousness, sticking power good.
Dispersible the Oil-basedsuspensionconcentrate that oil-suspending agent " OD " is Food and Argriculture OrganizationFAO (FAO) newly release in recent years, code also known as Oildispersion formulation: effective constituent (effective constituent may dissolved containing the other) liquid preparation of stable suspersion in organic fluid, uses after dilute with water.
Large granula refers to particulate state, sheet, the bag-shaped or block formulation of each packed weight one gram and tens grams, and its size is far longer than conventional granula, the main point of foaming large granula of sheet and the large class of water-soluble bag-shaped large granula two.
Preferably, other agricultural chemicals above-mentioned comprise emamectin benzoate, Avrmectin, MTI-446, clothianidin, Tolfenpyrad, pyridalyl, chlorine fluorine cyanogen insect amide, Rynaxypyr, fipronil bisamide, bifenthrin, pyridaben, hexythiazox, spiral shell mite ester, methomyl, Cupric sulfate, disosultap, Cypermethrin, Fenvalerate, bromothalonil, Provado, acetamiprid, Buprofezin, Bifenazate, hexythiazox, propargite, HEXAFLUMURON, lufenuron, diflubenzuron, triflumuron, lambda-cyhalothrin, azocyclotin, clofentezine, second mite azoles, indoxacarb, lufenuron, metaflumizone, pleocidin, ethyl pleocidin, amitraz, propargite, Malathion, at least one in ethiprole and effective cypermethrin.
Preferably, above-mentioned sterilant is for preventing and treating lepidopteran and Homoptera insect.
Preferably, above-mentioned lepidopteran and Homoptera insect are small cabbage moth, aleyrodid, leafhopper, beet armyworm, bollworm, prodenia litura, aphid and acarid.
Compared with prior art, beneficial effect of the present invention is:
1, insecticidal spectrum, antimicrobial spectrum are wide, and desinsection, antibacterial time are short, and the lasting period is long, compared with general chemical pesticide, have insect tag, stomach poison function, Be very effective;
2, synthesis technique is simple, and cost is low;
3, composite effective.
Embodiment
Below in conjunction with embodiment, further illustrate content of the present invention.Should be appreciated that enforcement of the present invention is not limited to the following examples, any pro forma accommodation make the present invention or change all fall into scope; And the method in following embodiment, if no special instructions, be the ordinary method of this area.
Embodiment 1:
A kind of first sulphur diafenthiuron sterilant and uses thereof, preparation technology is as follows:
With 2,6-diisopropyl aniline is raw material, first react with bromine and generate 4-bromo-2,6 diisopropyl anilines, under the catalysis of copper 8-quinolinolate, reach 23 hours 150 DEG C of reactions with phenol again and obtain 2,6-di-isopropyl-4-phenoxybenzamine, 2,6-di-isopropyl-4-phenoxybenzamine obtains lsothiocyanates with the thermolysis at 150 DEG C of the NaSCN substituting thioureido that condensation generates under hydrochloric acid again, last and TERTIARY BUTYL AMINE and methylating reagent react to obtain target product, i.e. 1-tertiary butyl-3-(2,6-di-isopropyl-4-Phenoxyphenyl)-2-methyl-isothiourea.
First sulphur diafenthiuron (content 98%) toxicity measures:
1, test medicine: get the former medicine of 98% first sulphur diafenthiuron, 95% Rynaxypyr TC, 95% Buprofezin TC, 95.60% pyridaben TC.
2, worm target is tried: small cabbage moth Plutelaxylostela (L.) 3 larva in mid-term in age of indoor feeding, beet armyworm SpodopteraexiguaH ü bner3 larva in latter stage in age, planthopper Nilaparvatalugens4 nymph in age, if carmine spider mite Tetranychuscinnabarinus mite with become mite.
3, solvent is used: with DMF, compound is mixed with 2.5% preparation, is then diluted to 100ppm with 1 ‰ tween water.
4, test period: 2015.6.
Remarks: test-results in observing every examination worm growing way small and weak, be slow in action, taking food property is obviously less is all judged to be that polypide is dead.
Test-results is as shown in table 1:
Table 1: first sulphur diafenthiuron (content 98%) toxicity measures
As shown in Table 1, compound of the present invention is in the killing effect of small cabbage moth and beet armyworm, and during high density, (100ppm) can reach 100% kill pests, but when lower concentration, effect is remarkable, has part insecticidal effect.To in the killing effect test of planthopper and carmine spider mite, can find out when high density and lower concentration have good insecticidal effect, considerably beyond common insecticide pyridaben TC and Buprofezin TC.
Embodiment 2:
A kind of first sulphur diafenthiuron sterilant and uses thereof, preparation technology is as follows:
With 2,6-diisopropyl aniline is raw material, first react with bromine and generate 4-bromo-2,6 diisopropyl anilines, under the catalysis of copper 8-quinolinolate, reach 23 hours 150 DEG C of reactions with phenol again and obtain 2,6-di-isopropyl-4-phenoxybenzamine, 2,6-di-isopropyl-4-phenoxybenzamine obtains lsothiocyanates with the thermolysis at 150 DEG C of the NaSCN substituting thioureido that condensation generates under hydrochloric acid again, last and TERTIARY BUTYL AMINE and methylating reagent react to obtain target product, i.e. 1-tertiary butyl-3-(2,6-di-isopropyl-4-Phenoxyphenyl)-2-methyl-isothiourea.
20% first sulphur diafenthiuron EC determination of activity:
1, test medicine: 20% first sulphur diafenthiuron EC, 25% diafenthiuron EC (card card), 2.5% Provado DMF solution, 95.60% pyridaben TC.
2, worm target is tried: small cabbage moth Plutelaxylostela (L.) 3 larva in mid-term in age of indoor feeding, striped rice borer Chilosuppressalis (Walker) four larva in mid-term in age, if carmine spider mite Tetranychuscinnabarinus mite with become mite, aphis craccivora AphiscraccivoraKoch.
3, solvent is used: with DMF, compound is mixed with 2.5% preparation, is then diluted to 100ppm with 1 ‰ tween water.
4, test period: 2015.6.
Remarks: test-results in observing every examination worm growing way small and weak, be slow in action, taking food property is obviously less is all judged to be that polypide is dead.
Test-results is as shown in table 2:
Table 2:20% first sulphur diafenthiuron EC determination of activity
As seen from the above table, in the sterilize experiment of small cabbage moth, first sulphur diafenthiuron of the present invention all can have good killing effect to small cabbage moth in high density and lower concentration, considerably beyond common insecticide 25% diafenthiuron EC (card card); To in the sterilize experiment of striped rice borer, first sulphur diafenthiuron of the present invention is the same with 25% diafenthiuron EC (card), cannot play the effect killed; To in the sterilize experiment of aphis craccivora, first sulphur diafenthiuron of the present invention reaches substantially identical killing effect with conventional efficient pesticides 2.5% Provado DMF solution; To in the sterilize experiment of carmine spider mite, 20% first sulphur diafenthiuron of the present invention cannot reach the effect of 95.60% pyridaben TC, but associative list 1, the first sulphur diafenthiuron of high density to the killing effect of carmine spider mite far away higher than pyridaben.
Claims (7)
1. a first sulphur diafenthiuron sterilant, it is characterized in that, chemical structure is as follows:
Its molecular formula is: C
24h
34n
2oS;
Accurate mass (ExactMass): 398.24;
Relative molecular mass (Mol.Wt): 398.6;
m/e：398.24(100.0％)，399.24(27.5％)，400.23(4.5％)，400.25(3.3％)，401.24(1.2％)；
C，72.32；H，8.60；N，7.03；O，4.01；S，8.04；
Chemical name:
1-tert-butyl-3-(2,6-diisopropyl-4-phenoxyphenyl)-2-methylisothiourea；
Chinese chemical name: 1-tertiary butyl-3-(2,6-di-isopropyl-4-Phenoxyphenyl)-2-methyl-isothiourea.
2. a purposes for first sulphur diafenthiuron sterilant, is characterized in that, first sulphur diafenthiuron is preparing the purposes in agricultural insecticide as activeconstituents.
3. the purposes of a kind of first sulphur diafenthiuron sterilant as claimed in claim 2, is characterized in that, described first sulphur diafenthiuron is mixed with any one formulation of pesticide field permission as activeconstituents and inert ingredient, excipient; Or first sulphur diafenthiuron is mixed with as activeconstituents and other agricultural chemicals and inert ingredient, excipient any one formulation that pesticide field allows.
4. the purposes of a kind of first sulphur diafenthiuron sterilant as claimed in claim 3, it is characterized in that, the formulation that described pesticide field allows is wettable powder, water dispersible granules, missible oil, aqua, suspension agent, microemulsion, dispersible oil-suspending agent, granule, large granula.
5. the purposes of a kind of first sulphur diafenthiuron sterilant as claimed in claim 2, it is characterized in that, other agricultural chemicals described comprise emamectin benzoate, Avrmectin, MTI-446, clothianidin, Tolfenpyrad, pyridalyl, chlorine fluorine cyanogen insect amide, Rynaxypyr, fipronil bisamide, bifenthrin, pyridaben, hexythiazox, spiral shell mite ester, methomyl, Cupric sulfate, disosultap, Cypermethrin, Fenvalerate, bromothalonil, Provado, acetamiprid, Buprofezin, Bifenazate, hexythiazox, propargite, HEXAFLUMURON, lufenuron, diflubenzuron, triflumuron, lambda-cyhalothrin, azocyclotin, clofentezine, second mite azoles, indoxacarb, lufenuron, metaflumizone, pleocidin, ethyl pleocidin, amitraz, propargite, Malathion, at least one in ethiprole and effective cypermethrin.
6. the purposes of a kind of first sulphur diafenthiuron sterilant as claimed in claim 2, it is characterized in that, described sterilant is for preventing and treating lepidopteran and Homoptera insect.
7. the purposes of a kind of first sulphur diafenthiuron sterilant as claimed in claim 6, it is characterized in that, described lepidopteran and Homoptera insect are small cabbage moth, aleyrodid, leafhopper, beet armyworm, bollworm, prodenia litura, aphid and acarid.
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| Application Number | Priority Date | Filing Date | Title |
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| CN201510530086.3A CN105152998A (en) | 2015-08-25 | 2015-08-25 | Methylthio-diafenthiuron pesticide and application thereof |
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| CN201510530086.3A CN105152998A (en) | 2015-08-25 | 2015-08-25 | Methylthio-diafenthiuron pesticide and application thereof |
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Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105638693A (en) * | 2016-03-29 | 2016-06-08 | 天峨县平昌生态农业有限公司 | Insecticidal combination containing chlorofluoro cyantraniliprole and fipronil |
| CN106797775A (en) * | 2016-12-09 | 2017-06-06 | 河池市农业科学研究所 | A kind of method for preventing and treating maize spider mite |
| CN110200003A (en) * | 2019-06-12 | 2019-09-06 | 青岛润农化工有限公司 | A kind of Pesticidal combination and its application of diafenthiuron and fenoxycarb |
| CN114982771A (en) * | 2022-06-17 | 2022-09-02 | 中国农业科学院植物保护研究所 | Synergistic pesticide composition containing carbaryl and triflumuron and application thereof |
| CN115486456A (en) * | 2022-09-29 | 2022-12-20 | 毅植农业科技有限公司 | Insecticidal composition containing 4-phenoxy-2,6-diisopropylbenzene thioisocyanate and ethyl spinosad and application thereof |
| CN115745858A (en) * | 2022-11-29 | 2023-03-07 | 山东第一医科大学(山东省医学科学院) | Compound and application thereof |
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| US4328247A (en) * | 1979-09-19 | 1982-05-04 | Ciba-Geigy Corporation | Phenoxyphenylisothioureas, production thereof and use thereof in pest control, and phenoxyphenylthioureas as intermediates for the production of the phenoxyphenylisothioureas and use thereof in pest control |
| US4734433A (en) * | 1983-12-08 | 1988-03-29 | Ciba-Geigy Corporation | Isothioureas and insecticidal use thereof |
| CN1033621A (en) * | 1987-08-21 | 1989-07-05 | 希巴-盖吉股份公司 | Anilino benzene thiocarbamide, anilino phenyl isothiourea, the preparation method of anilino phenyl carbodiimide |
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2015
- 2015-08-25 CN CN201510530086.3A patent/CN105152998A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
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| US4328247A (en) * | 1979-09-19 | 1982-05-04 | Ciba-Geigy Corporation | Phenoxyphenylisothioureas, production thereof and use thereof in pest control, and phenoxyphenylthioureas as intermediates for the production of the phenoxyphenylisothioureas and use thereof in pest control |
| US4734433A (en) * | 1983-12-08 | 1988-03-29 | Ciba-Geigy Corporation | Isothioureas and insecticidal use thereof |
| CN1033621A (en) * | 1987-08-21 | 1989-07-05 | 希巴-盖吉股份公司 | Anilino benzene thiocarbamide, anilino phenyl isothiourea, the preparation method of anilino phenyl carbodiimide |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105638693A (en) * | 2016-03-29 | 2016-06-08 | 天峨县平昌生态农业有限公司 | Insecticidal combination containing chlorofluoro cyantraniliprole and fipronil |
| CN106797775A (en) * | 2016-12-09 | 2017-06-06 | 河池市农业科学研究所 | A kind of method for preventing and treating maize spider mite |
| CN110200003A (en) * | 2019-06-12 | 2019-09-06 | 青岛润农化工有限公司 | A kind of Pesticidal combination and its application of diafenthiuron and fenoxycarb |
| CN110200003B (en) * | 2019-06-12 | 2021-08-03 | 青岛润农化工有限公司 | Insecticidal composition of diafenthiuron and fenoxycarb and application thereof |
| CN114982771A (en) * | 2022-06-17 | 2022-09-02 | 中国农业科学院植物保护研究所 | Synergistic pesticide composition containing carbaryl and triflumuron and application thereof |
| CN115486456A (en) * | 2022-09-29 | 2022-12-20 | 毅植农业科技有限公司 | Insecticidal composition containing 4-phenoxy-2,6-diisopropylbenzene thioisocyanate and ethyl spinosad and application thereof |
| CN115486456B (en) * | 2022-09-29 | 2024-04-16 | 毅植农业科技有限公司 | Insecticidal composition containing 4-phenoxy-2, 6-diisopropylphenyl thioisocyanate and ethyl spinosad and application thereof |
| CN115745858A (en) * | 2022-11-29 | 2023-03-07 | 山东第一医科大学(山东省医学科学院) | Compound and application thereof |
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