CN105432606A - Composition containing benziothiazolinone and preparing method thereof - Google Patents

Composition containing benziothiazolinone and preparing method thereof Download PDF

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Publication number
CN105432606A
CN105432606A CN201510881173.3A CN201510881173A CN105432606A CN 105432606 A CN105432606 A CN 105432606A CN 201510881173 A CN201510881173 A CN 201510881173A CN 105432606 A CN105432606 A CN 105432606A
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China
Prior art keywords
benziothiazolinone
microemulsion
composition containing
agent
alkylphenol polyoxyethylene
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CN201510881173.3A
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Chinese (zh)
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CN105432606B (en
Inventor
王鹏
吴泽和
崔继承
段新新
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HUATE WESTERN SHAANXI SCIENCE AND TECHNOLOGY INDUSTRIAL Co Ltd
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HUATE WESTERN SHAANXI SCIENCE AND TECHNOLOGY INDUSTRIAL Co Ltd
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Priority to CN201611078467.3A priority Critical patent/CN106818723A/en
Priority to CN201510881173.3A priority patent/CN105432606B/en
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
    • A01N25/02—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests containing liquids as carriers, diluents or solvents
    • A01N25/04—Dispersions, emulsions, suspoemulsions, suspension concentrates or gels
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
    • A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Dentistry (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Agronomy & Crop Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Toxicology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention relates to a composition containing benziothiazolinone and a preparing method thereof. The composition is microemulsion with benziothiazolinone as the active material. The microemulsion contains benziothiazolinone, an emulgator, an organic solvent, a cosolvent, an antifreezing agent, a penetrant and softened water. A benziothiazolinone microemulsion (ME) and benziothiazolinone wettable powder (WP) indoor toxicity contrast test proves that the efficacy of the ME is obviously higher than that of the WP.

Description

Containing the composition and method of making the same of benziothiazolinone
Background technology
The invention belongs to formulations of pesticide field, relate to pesticide new product benziothiazolinone microemulsion and preparation method thereof.
Background technology
Benziothiazolinone (Benziothiazolinone) belongs to isothiazole heterocyclic compound, a kind of efficient, low toxicity, broad-spectrum germicide, its mechanism of action is: with the anion binding of the surface of cell membrane of bacterium, mould or react with sulfydryl, destroy the synthetic system of protein and cell membrane, thus anti-bacteria, mould breeding, interference pathogen cell metabolism, makes its physiologic derangement, causes pathogen dead.The benziothiazolinone of Shaanxi Xida Huate Science & Technology Industrial Co., Ltd.'s development and production obtains first agricultural chemicals of the Ministry of Agriculture for 2008 and formally registers, and wide popularization and application.This compound has good control efficiency to bacterium, fungus-caused corps diseases, and fool proof to crops.At present, the formulation of benziothiazolinone is generally pulvis, wetting powder, suspending agent, water dispersible granules.
Summary of the invention
The object of this invention is to provide a kind of composition containing benziothiazolinone, to provide a kind of novel form to benziothiazolinone.For this reason, the present invention is by the following technical solutions:
Containing the composition of benziothiazolinone, it is characterized in that, it is take benziothiazolinone as the microemulsion of active substance.
Further, containing benziothiazolinone 2-8% in described combination, by mass percentage.
Further, described microemulsion comprises following component and content range, by mass percentage:
Benziothiazolinone 2-8%;
Organic solvent 15-30%;
Cosolvent 6-15%;
Emulsifier 10-25%;
Antifreezing agent 3-5%;
Bleeding agent 1-3%;
Demineralized water complements to 100%.
Further, in described microemulsion, emulsifier is selected from one or more in non-ionic surface active agent and anion surfactant, and non-ionic surface active agent is selected from alkylphenol polyoxyethylene, alkylphenol polyoxyethylene phosphate, alkylphenol polyoxyethylene formaldehyde condensation products, benzylbiphenyl phenol polyethenoxy ether; Anion surfactant is selected from alkylbenzenesulfonate, C 8-20 sodium alkyl sulfates, styrene polyoxyethylene ether ammonium sulfate salt; Be preferably the mixture of non-ionic surface active agent and anion surfactant.
Further, in described microemulsion, organic solvent is selected from water miscible cyclohexanone, cyclohexanol, dimethyl formamide; Cosolvent is selected from water miscible methyl alcohol, ethanol, isopropyl alcohol.
Further, in described microemulsion, antifreezing agent is selected from ethylene glycol, propane diols, glycerine; Bleeding agent is selected from sodium laureth sulfate, JFC, sodium lignin sulfonate.
The processing technology of microemulsion: first in the dissolution kettle of agitating device, benziothiazolinone is dissolved in the mixed liquid of organic solvent and cosolvent, this solution is put into the emulsifying kettle of band high shear machine, then antifreezing agent, bleeding agent, emulsifier after softening water to 100% is added successively, start high-shear impeller and stir 30-50 minute, the obtained benziothiazolinone microemulsion meeting mark Cui, carries out through after the assay was approved packing, putting in storage.
Benziothiazolinone microemulsion (Microemulsion) provided by the invention take water as matrix, uses the environmental protection type agricultural chemical novel formulation of organic solvent (as far as possible without benzene class organic solvent) less.Utilize the polymolecularity emulsion that physicochemical liquid-liquid dispersion system Theories and methods is prepared, its oil, globule particle diameter are 10-100nm.
The experiment proved that, the drug effect of benziothiazolinone microemulsion of the present invention is than missible oil height 10%-30%, and compared with wetting powder, drug effect improves more remarkable, belongs to efficient, low and stains, stores and transports safe benziothiazolinone novel form.
Embodiment
Embodiment prepared by benziothiazolinone microemulsion
The present invention's following examples are described, but do not limit the present invention.
Preparation embodiment one: 3% benziothiazolinone microemulsion
Benziothiazolinone 3%
Cyclohexanone 20%
Ethanol 9%
Alkylphenol polyoxyethylene 8%
Sodium alkyl benzene sulfonate 7%
Ethylene glycol 5%
JFC2％
Demineralized water complements to 100%
First in the dissolution kettle of agitating device, benziothiazolinone is dissolved in the mixed liquid of cyclohexanone and ethanol, then this solution is put into the emulsifying kettle of band high shear machine, add ethylene glycol, JFC, alkylphenol polyoxyethylene, sodium alkyl benzene sulfonate and demineralized water successively, start high-shear impeller and stir 30-50 minute, obtain and meet standard 3% benziothiazolinone microemulsion, carry out through after the assay was approved packing, putting in storage.
Get benziothiazolinone microemulsion prepared by the present embodiment and carry out physicochemical property test, result is as follows:
Outward appearance: as clear as crystal single-phase liquid;
Transparency temperature region :-5 degree are to more than 60 degree;
Low-temperature stability: do not occur layering, crystallization in 2 weeks under-5 degree;
Thermodynamic stability: 2 weeks active ingredient resolution ratios are less than 3% under (54=2) degree;
Stability of emulsion: with the water-reducible emulsion-stabilizing of any ratio;
Ageing stability: stable under normal temperature.
Preparation embodiment two: 8% benziothiazolinone microemulsion
Benziothiazolinone 8%
Cyclohexanone 15%
Ring is alcohol 10%
Dimethyl formamide 15%
Alkylphenol polyoxyethylene phosphate 12%
Lauryl sodium sulfate 8%
Propane diols 5%
Sodium laureth sulfate 3%
Demineralized water complements to 100%
First benziothiazolinone is dissolved in the dissolution kettle of agitating device in the mixed liquid of cyclohexanone, ring alcohol and dimethyl formamide, then this solution is put into the mixed emulsifying kettle of band high shear machine, add propane diols, sodium laureth sulfate, alkylphenol polyoxyethylene phosphate, lauryl sodium sulfate and demineralized water successively, start high-shear impeller and stir 30-50 minute, obtained standard compliant 8% benziothiazolinone microemulsion, carries out through after the assay was approved packing, putting in storage.
Get benziothiazolinone microemulsion prepared by the present embodiment and carry out physicochemical property test, result is as follows:
Outward appearance: as clear as crystal single-phase liquid;
Transparency temperature region :-5 degree are to more than 60 degree;
Low-temperature stability: do not occur layering, crystallization in 2 weeks under-5 degree;
Thermodynamic stability: 2 weeks active ingredient resolution ratios are less than 3% under (54=2) degree;
Stability of emulsion: with the water-reducible emulsion-stabilizing of any ratio;
Ageing stability: stable under normal temperature.
Benziothiazolinone microemulsion indoor biometrics embodiment
Test is carried out with reference to < agricultural chemicals room Inner bioassay test criterion bactericide >.
Calculate mycelial growth inhibition rate by mycelium morphology factor test measurements, then calculate the EC of often kind of medicament by virulence regression equation y=a+bX 50, calculate relative virus force index according to Wadlcy method simultaneously.
Raw embodiment one 3% benziothiazolinone microemulsion of surveying is to cucumber bacterial angular leaf spot Toxicity Determination, and the results are shown in Table 1, wherein WP represents wettable powder, and ME represents microemulsion
Table 13% benziothiazolinone microemulsion is to cucumber bacterial angular leaf spot Toxicity Determination
Reagent agent Virulence regression equation y=a+bX EC 50（mg／L） Correlation coefficient Relative virus force index
3% benziothiazolinone WP y＝3.371＋1.424X 0.716 0.9930
3% benziothiazolinone ME y＝3.309＋1.535X 0.375 0.9973 1.91
Table 1 result shows that benziothiazolinone microemulsion and benziothiazolinone wettable powder all have comparatively strong inhibitory activity to cucumber bacterial angular leaf spot germ, and its toxicity index microemulsion is 1.91 times of wettable powder, and microemulsion drug effect is obviously better than wettable powder.
Raw embodiment 2 3% benziothiazolinone microemulsion of surveying, to pear scab Toxicity Determination, the results are shown in Table 2
Table 23% benziothiazolinone microemulsion is to scab Toxicity Determination
Reagent agent Virulence regression equation y=a+bX EC 50（mg／L） Correlation coefficient Relative virus force index
3% benziothiazolinone WP y＝4.227＋0.638X 0.487 0.9792
3% benziothiazolinone ME y＝4.498＋0.500X 0.272 0.9842 1.79
Table 2 result shows that benziothiazolinone microemulsion and benziothiazolinone wettable powder all have comparatively strong inhibitory activity to pear scab germ, and its toxicity index microemulsion is 1.79 times of wettable powder, and microemulsion drug effect is obviously better than wettable powder.

Claims (6)

1. containing the composition of benziothiazolinone, it is characterized in that, it is take benziothiazolinone as the microemulsion of active substance.
2. the composition containing benziothiazolinone according to claim 1, is characterized in that, wherein containing benziothiazolinone 2-8%, by mass percentage.
3. the composition containing benziothiazolinone according to claim 1, it is characterized in that, described microemulsion comprises following component and content range, by mass percentage:
Benziothiazolinone 2-8%;
Organic solvent 15-30%;
Cosolvent 6-15%;
Emulsifier 10-25%;
Antifreezing agent 3-5%;
Bleeding agent 1-3%;
Demineralized water complements to 100%.
4. the composition containing benziothiazolinone according to claim 1,2 or 3, it is characterized in that, in described microemulsion, emulsifier is selected from one or more in non-ionic surface active agent and anion surfactant, and non-ionic surface active agent is selected from alkylphenol polyoxyethylene, alkylphenol polyoxyethylene phosphate, alkylphenol polyoxyethylene formaldehyde condensation products, benzylbiphenyl phenol polyethenoxy ether; Anion surfactant is selected from alkylbenzenesulfonate, C 8-20 sodium alkyl sulfates, styrene polyoxyethylene ether ammonium sulfate salt; Be preferably the mixture of non-ionic surface active agent and anion surfactant.
5. the composition containing benziothiazolinone according to claim 1,2 or 3, it is characterized in that, in described microemulsion, organic solvent is selected from water miscible cyclohexanone, cyclohexanol, dimethyl formamide; Cosolvent is selected from water miscible methyl alcohol, ethanol, isopropyl alcohol.
6. the composition containing benziothiazolinone according to claim 1,2 or 3, it is characterized in that, in described microemulsion, antifreezing agent is selected from ethylene glycol, propane diols, glycerine; Bleeding agent is selected from sodium laureth sulfate, JFC, sodium lignin sulfonate.
CN201510881173.3A 2015-12-04 2015-12-04 Composition containing benziothiazolinone and preparing method thereof Active CN105432606B (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106305779A (en) * 2016-08-22 2017-01-11 陕西西大华特科技实业有限公司 Microbicide composition containing benziothiazolinone and copper hydroxide and applications thereof
CN107306972A (en) * 2017-06-13 2017-11-03 中国农业科学院植物保护研究所 Thymol and combinations thereof

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101669486A (en) * 2009-10-16 2010-03-17 深圳诺普信农化股份有限公司 Benzolkresoxim-methyl containing bactericide composition
CN102763657A (en) * 2012-08-13 2012-11-07 江苏辉丰农化股份有限公司 Germicide composite with synergistic effect
CN103329921A (en) * 2013-06-09 2013-10-02 江苏辉丰农化股份有限公司 Benziothiazolinone-containing sterilization composite
CN104488906A (en) * 2014-12-18 2015-04-08 广西田园生化股份有限公司 Compound composition and bactericide containing methylsulfonyl azole and benziothiazolinone

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JPH02268199A (en) * 1989-04-07 1990-11-01 Ichikawa Gosei Kagaku Kk Novel cyclic peptide, its production, intermediate therefor and metal cluster complex
CN102224818B (en) * 2011-04-22 2013-04-17 河北工程大学 Benziothiazolinone nanoemulsion and preparation method thereof

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN101669486A (en) * 2009-10-16 2010-03-17 深圳诺普信农化股份有限公司 Benzolkresoxim-methyl containing bactericide composition
CN102763657A (en) * 2012-08-13 2012-11-07 江苏辉丰农化股份有限公司 Germicide composite with synergistic effect
CN103329921A (en) * 2013-06-09 2013-10-02 江苏辉丰农化股份有限公司 Benziothiazolinone-containing sterilization composite
CN104488906A (en) * 2014-12-18 2015-04-08 广西田园生化股份有限公司 Compound composition and bactericide containing methylsulfonyl azole and benziothiazolinone

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106305779A (en) * 2016-08-22 2017-01-11 陕西西大华特科技实业有限公司 Microbicide composition containing benziothiazolinone and copper hydroxide and applications thereof
CN107306972A (en) * 2017-06-13 2017-11-03 中国农业科学院植物保护研究所 Thymol and combinations thereof

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CN105432606B (en) 2017-02-22

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