CN1295962C - Micro-emulsion of phenyl ether methyl cyclic-azole - Google Patents
Micro-emulsion of phenyl ether methyl cyclic-azole Download PDFInfo
- Publication number
- CN1295962C CN1295962C CNB2005101176539A CN200510117653A CN1295962C CN 1295962 C CN1295962 C CN 1295962C CN B2005101176539 A CNB2005101176539 A CN B2005101176539A CN 200510117653 A CN200510117653 A CN 200510117653A CN 1295962 C CN1295962 C CN 1295962C
- Authority
- CN
- China
- Prior art keywords
- emulsion
- micro
- present
- difenoconazole
- azole
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
- 239000004530 micro-emulsion Substances 0.000 title claims abstract description 9
- 239000002904 solvent Substances 0.000 claims abstract description 15
- 239000005760 Difenoconazole Substances 0.000 claims abstract description 14
- BQYJATMQXGBDHF-UHFFFAOYSA-N difenoconazole Chemical compound O1C(C)COC1(C=1C(=CC(OC=2C=CC(Cl)=CC=2)=CC=1)Cl)CN1N=CN=C1 BQYJATMQXGBDHF-UHFFFAOYSA-N 0.000 claims abstract description 14
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 7
- 239000003995 emulsifying agent Substances 0.000 claims abstract description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 19
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 12
- -1 polyoxy Polymers 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 8
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 8
- DMAXMXPDVWTIRV-UHFFFAOYSA-N 2-(2-phenylethyl)phenol Chemical compound OC1=CC=CC=C1CCC1=CC=CC=C1 DMAXMXPDVWTIRV-UHFFFAOYSA-N 0.000 claims description 6
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 claims description 6
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000011734 sodium Substances 0.000 claims description 6
- 229910052708 sodium Inorganic materials 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 claims description 4
- 239000003945 anionic surfactant Substances 0.000 claims description 4
- 229940077388 benzenesulfonate Drugs 0.000 claims description 4
- 235000011187 glycerol Nutrition 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 229920001289 polyvinyl ether Polymers 0.000 claims description 4
- ULWHHBHJGPPBCO-UHFFFAOYSA-N propane-1,1-diol Chemical class CCC(O)O ULWHHBHJGPPBCO-UHFFFAOYSA-N 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- RNMDNPCBIKJCQP-UHFFFAOYSA-N 5-nonyl-7-oxabicyclo[4.1.0]hepta-1,3,5-trien-2-ol Chemical compound C(CCCCCCCC)C1=C2C(=C(C=C1)O)O2 RNMDNPCBIKJCQP-UHFFFAOYSA-N 0.000 claims description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical class CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- 239000007859 condensation product Substances 0.000 claims description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 229910021653 sulphate ion Inorganic materials 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 abstract description 4
- 238000002360 preparation method Methods 0.000 abstract description 4
- 244000241235 Citrullus lanatus Species 0.000 abstract description 3
- 235000012828 Citrullus lanatus var citroides Nutrition 0.000 abstract description 3
- 241000221785 Erysiphales Species 0.000 abstract description 3
- 235000016623 Fragaria vesca Nutrition 0.000 abstract description 3
- 240000009088 Fragaria x ananassa Species 0.000 abstract description 3
- 235000011363 Fragaria x ananassa Nutrition 0.000 abstract description 3
- 235000014443 Pyrus communis Nutrition 0.000 abstract description 3
- 206010039509 Scab Diseases 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 235000002568 Capsicum frutescens Nutrition 0.000 abstract 1
- 240000008574 Capsicum frutescens Species 0.000 abstract 1
- 235000007688 Lycopersicon esculentum Nutrition 0.000 abstract 1
- 240000003768 Solanum lycopersicum Species 0.000 abstract 1
- 239000003905 agrochemical Substances 0.000 abstract 1
- 230000002925 chemical effect Effects 0.000 abstract 1
- 230000035613 defoliation Effects 0.000 abstract 1
- 230000002349 favourable effect Effects 0.000 abstract 1
- 239000012467 final product Substances 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 201000010099 disease Diseases 0.000 description 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 3
- 238000005507 spraying Methods 0.000 description 3
- 239000003643 water by type Substances 0.000 description 3
- 238000005303 weighing Methods 0.000 description 3
- 241000223600 Alternaria Species 0.000 description 2
- 241000198596 Alternaria tomatophila Species 0.000 description 2
- 235000002566 Capsicum Nutrition 0.000 description 2
- 239000006002 Pepper Substances 0.000 description 2
- 235000016761 Piper aduncum Nutrition 0.000 description 2
- 235000017804 Piper guineense Nutrition 0.000 description 2
- 244000203593 Piper nigrum Species 0.000 description 2
- 235000008184 Piper nigrum Nutrition 0.000 description 2
- 230000000857 drug effect Effects 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000575 pesticide Substances 0.000 description 2
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 description 1
- 240000007594 Oryza sativa Species 0.000 description 1
- 235000007164 Oryza sativa Nutrition 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000003899 bactericide agent Substances 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 235000012055 fruits and vegetables Nutrition 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Abstract
The present invention discloses a micro emulsion of difenoconazole. The present invention is prepared from the components by the following percentage: 3 to 20% of difenoconazole, 5 to 12% of solvent oil, 5 to 15% of emulsifying agent, 5 to 15% of solubilizing agent, 3 to 7% of antifreezing agent and surplus water. The present invention has a favorable agricultural chemical effect on pear scab, apple spot defoliation, tomato early blight, watermelon vine rot, hot pepper anthracnose, strawberry powdery mildew, etc., and the pervention and control effect reaches more than 86%. In addition, because an organic solvent is not used, the preparation cost of the present invention is low, and the toxity of the present invention to users is reduced. The present invention has no foreign odor, is not easy to burn, and is safe to transport and store.
Description
Technical field
The present invention relates to a kind of wide-spectrum bactericide.
Background technology
To pear scab, alternaria leaf spot of apple, early blight of tomato, the climing rot of watermelon, pepper anthracnose and powdery mildew of strawberry is common fruits and vegetables disease, tackles these diseases and uses Difenoconazole usually.But still there is following several problem: will use cream preparation (organic solvent) as solvent usually when 1, using, not only cause the cost height, and be unfavorable for the performance of drug effect; 2, longer owing to service time, therefore need to strengthen metering ability effectively, thereby cause the agricultural product residue of pesticide to exceed standard; 3, in addition, because long-term the use, above-mentioned disease p-phenylene's methyl cyclic-azole has produced serious pesticide resistance, thereby causes control efficiency difference even invalid.
Summary of the invention
At the problem of above-mentioned existence, the object of the present invention is to provide the better micro-emulsion of phenyl ether methyl cyclic-azole of a kind of protection effect, low toxicity not only, and can also save a large amount of organic solvents, reduce production costs.
For achieving the above object, a kind of micro-emulsion of phenyl ether methyl cyclic-azole of the present invention comprises following composition: Difenoconazole 3～20%, solvent naphtha 5～12%, emulsifier 5～15%, solubilizer 5～15%, antifreezing agent 3～7%, surplus is a water, wherein, each composition all is weight percentage, described solvent naphtha can be selected dimethylbenzene for use, ethanol, propyl alcohol, butanols, ethyl acetate, third hexanone, acetone one of them, described emulsifier can be selected nonionic surface active agent or anionic surfactant for use, described non-ionic surface active agent is a phenyl xenol polyvinylether, the phenethyl phenol polyethenoxy ether, phenethyl phenol polyethenoxy polyoxy third rare ether, polyoxyethylene nonylphenol ether, alkylphenol polyoxyethylene formaldehyde condensation products etc., described anionic surfactant is a sodium alkyl benzene sulfonate, C
8-C
20Sodium alkyl sulfate, the poly-nitrogen vinethene sulphate of styrene.
Further, preferably consist of: Difenoconazole 5%, solvent naphtha 7%, emulsifier 10%, solubilizer 10%, antifreezing agent 5%, surplus is a water, wherein, each composition all is weight percentage.
Further, described solubilizer can select for use ring ethanol, third hexanone, carrene one of them.
Further, the optional spent glycol of described antifreezing agent, propane diols, glycerine, polyethylene glycol, sorbierite one of them.
The present invention has good drug effect to pear scab, alternaria leaf spot of apple, early blight of tomato, the climing rot of watermelon, pepper anthracnose and powdery mildew of strawberry etc., and control efficiency reaches more than 86%.In addition, owing to do not adopt organic solvent, low cost of manufacture not only, but also reduce the toxicity of preparation to the user.The present invention does not have peculiar smell, and is nonflammable, therefore safer when transportation and storage.
Embodiment
The molecular formula of Difenoconazole is C
19H
17C
12N
3O
3, outward appearance is the canescence powder, density 1.40g/cm
3(20 ℃), 78.6 ℃ of fusing points, vapour pressure 3.3 * 10
-8Pa (25 ℃), solvability (25 ℃) water 15mg/L, ethanol 330g/L, acetone 610g/L, toluene 490g/L, normal hexane 3.4g/L, positive zinc alcohol 95g/L.The preparation outward appearance is that rice is to brown particulate, density 0.3-0.5g/cm
3, pH7.0-11.O.
Embodiment 1
Take by weighing Difenoconazole 3% according to percentage by weight, dimethylbenzene 12%, phenyl xenol polyvinylether 15%, ring ethanol 8%, ethylene glycol 8%, water 54%; Then above-mentioned Difenoconazole, dimethylbenzene, phenyl xenol polyvinylether, ring ethanol and ethylene glycol are fully mixed, slowly add entry simultaneously while stirring, get final product until stirring and water having been added.
During use, by 1: 1000～1500 dilute with waters, spraying is sprayed and is got final product for 1～2 time.
Embodiment 2
Take by weighing Difenoconazole 20% according to percentage by weight, ethanol 6%, sodium alkyl benzene sulfonate 8%, the third hexanone 8%, propane diols 6%, water 52%; Then above-mentioned Difenoconazole, ethanol, sodium alkyl benzene sulfonate, third hexanone and propane diols are fully mixed, slowly add simultaneously entry while stirring, get final product until stirring and water having been added.
During use, by 1: 1000～1500 dilute with waters, spraying is sprayed and is got final product for 1～2 time.
Embodiment 3
Take by weighing Difenoconazole 5% according to percentage by weight, propyl alcohol 7%, phenethyl phenol polyethenoxy ether 10%, carrene 10%, glycerine 5%, water 63%; Then above-mentioned Difenoconazole, propyl alcohol, phenethyl phenol polyethenoxy ether, two carrene and glycerine are fully mixed, slowly add simultaneously entry while stirring, get final product until stirring and water having been added.
During use, by 1: 1000～1500 dilute with waters, spraying is sprayed and is got final product for 1～2 time.
Claims (4)
1, a kind of micro-emulsion of phenyl ether methyl cyclic-azole, it is characterized in that, comprise following composition: Difenoconazole 3～20%, solvent naphtha 5～12%, emulsifier 5～15%, solubilizer 5～15%, antifreezing agent 3～7%, surplus is a water, wherein, each composition all is weight percentage, described solvent naphtha can be selected dimethylbenzene for use, ethanol, propyl alcohol, butanols, ethyl acetate, third hexanone, acetone one of them, described emulsifier can be selected nonionic surface active agent or anionic surfactant for use, and described non-ionic surface active agent is a phenyl xenol polyvinylether, the phenethyl phenol polyethenoxy ether, phenethyl phenol polyethenoxy polyoxy third rare ether, polyoxyethylene nonylphenol ether, alkylphenol polyoxyethylene formaldehyde condensation products, described anionic surfactant are sodium alkyl benzene sulfonate, C
8-C
20Sodium alkyl sulfate, the poly-nitrogen vinethene sulphate of styrene.
2, a kind of micro-emulsion of phenyl ether methyl cyclic-azole according to claim 1 is characterized in that, preferably consists of: Difenoconazole 5%, solvent naphtha 7%, emulsifier 10%, solubilizer 10%, antifreezing agent 5%, surplus is a water, and wherein, each composition all is weight percentage.
3, a kind of micro-emulsion of phenyl ether methyl cyclic-azole according to claim 1 and 2 is characterized in that, described solubilizer can select for use ring ethanol, third hexanone, carrene one of them.
4, a kind of micro-emulsion of phenyl ether methyl cyclic-azole according to claim 3 is characterized in that, the optional spent glycol of described antifreezing agent, propane diols, glycerine, polyethylene glycol, sorbierite one of them.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005101176539A CN1295962C (en) | 2005-11-08 | 2005-11-08 | Micro-emulsion of phenyl ether methyl cyclic-azole |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2005101176539A CN1295962C (en) | 2005-11-08 | 2005-11-08 | Micro-emulsion of phenyl ether methyl cyclic-azole |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1751571A CN1751571A (en) | 2006-03-29 |
| CN1295962C true CN1295962C (en) | 2007-01-24 |
Family
ID=36678666
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2005101176539A Expired - Fee Related CN1295962C (en) | 2005-11-08 | 2005-11-08 | Micro-emulsion of phenyl ether methyl cyclic-azole |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1295962C (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101810179B (en) * | 2009-10-16 | 2013-11-20 | 广西壮族自治区化工研究院 | Bactericide composition containing difenoconazole and levorotatory alpha-terpineol and production method thereof |
| CN101849544A (en) * | 2010-06-03 | 2010-10-06 | 周保东 | High-concentration aqueous emulsion containing difenoconazole and tebuconazole and preparation method thereof |
| CN106305709A (en) * | 2016-08-20 | 2017-01-11 | 广东中迅农科股份有限公司 | Pesticide micro-emulsion |
Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1169098A (en) * | 1995-01-23 | 1997-12-31 | 诺瓦提斯公司 | Crop protective products |
| FR2756464A1 (en) * | 1996-12-02 | 1998-06-05 | Rhone Poulenc Agrochimie | Synergistic cereal fungicide formulations |
| EP1269846B1 (en) * | 1999-03-23 | 2004-05-12 | Syngenta Participations AG | Fungicidal mixtures |
| CN1566113A (en) * | 1998-06-17 | 2005-01-19 | 拜尔公司 | Agents for controlling plant pests |
| CN1610503A (en) * | 2001-11-30 | 2005-04-27 | 辛根塔参与股份公司 | Seed treatment compositions |
-
2005
- 2005-11-08 CN CNB2005101176539A patent/CN1295962C/en not_active Expired - Fee Related
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1169098A (en) * | 1995-01-23 | 1997-12-31 | 诺瓦提斯公司 | Crop protective products |
| FR2756464A1 (en) * | 1996-12-02 | 1998-06-05 | Rhone Poulenc Agrochimie | Synergistic cereal fungicide formulations |
| CN1566113A (en) * | 1998-06-17 | 2005-01-19 | 拜尔公司 | Agents for controlling plant pests |
| EP1269846B1 (en) * | 1999-03-23 | 2004-05-12 | Syngenta Participations AG | Fungicidal mixtures |
| CN1610503A (en) * | 2001-11-30 | 2005-04-27 | 辛根塔参与股份公司 | Seed treatment compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1751571A (en) | 2006-03-29 |
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|---|---|---|---|
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| C14 | Grant of patent or utility model | ||
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Assignee: Shandong Dongtai agrochemical Co.,Ltd. Assignor: Zhou Baodong Contract fulfillment period: 2009.10.10 to 2014.10.9 Contract record no.: 2009370000425 Denomination of invention: Micro-emulsion of phenyl ether methyl cyclic-azole Granted publication date: 20070124 License type: Exclusive license Record date: 20091015 |
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Free format text: EXCLUSIVE LICENSE; TIME LIMIT OF IMPLEMENTING CONTACT: 2009.10.10 TO 2014.10.9; CHANGE OF CONTRACT Name of requester: SHANDONG DONGTAI AGROCHEMICAL CO., LTD. Effective date: 20091015 |
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Free format text: CORRECT: CESSATION OF PATENT RIGHT DUE TO NON-PAYMENT OF THE ANNUAL FEE; FROM: CESSATION OF PATENT RIGHT DUE TO NON-PAYMENT OF THE ANNUAL FEE TO: REVOCATION OF THEPATENT RIGHT TERMINATION |
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Effective date of registration: 20180607 Address after: 252000 Shandong province Liaocheng city road mouth shop industrial zone (Ji Guan Expressway Liaocheng west exit) Patentee after: Shandong Dongtai agrochemical Co.,Ltd. Address before: 252055 403 Building 1, Limin East Road, Dongchangfu District, Liaocheng, Shandong, 403 Patentee before: Zhou Baodong |
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Denomination of invention: Difenoconazole microemulsion Effective date of registration: 20230320 Granted publication date: 20070124 Pledgee: Bank of China Limited Liaocheng branch Pledgor: Shandong Dongtai agrochemical Co.,Ltd. Registration number: Y2023980035566 |
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