CN111084187A - Bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid - Google Patents

Bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid Download PDF

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CN111084187A
CN111084187A CN201911273370.1A CN201911273370A CN111084187A CN 111084187 A CN111084187 A CN 111084187A CN 201911273370 A CN201911273370 A CN 201911273370A CN 111084187 A CN111084187 A CN 111084187A
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benziothiazolinone
composition
dichloroisocyanuric acid
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dispersant
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潘虹
顾爱国
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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/72Biocides, 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
    • A01N43/80Biocides, 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms

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  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
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Abstract

The invention discloses a bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid, which consists of benziothiazolinone as a first active ingredient, dichloroisocyanuric acid as a second active ingredient and an auxiliary agent, wherein the weight ratio of the first active ingredient to the second active ingredient is 1:25-10:1, and the sum of the contents of the first active ingredient and the second active ingredient is 1-50% of the total weight of the composition. The composition can be prepared into agriculturally allowable water dispersible granules, wettable powder, suspending agents and emulsion in water. The composition can be used for preventing and treating cucumber bacterial angular leaf spot and has obvious prevention effect. The water dispersible granule adopts the composite dispersant, so that the dispersibility of the composition is greatly improved.

Description

Bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid
Technical Field
The invention relates to a bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid, which consists of benziothiazolinone as a first active ingredient, dichloroisocyanuric acid as a second active ingredient and an auxiliary agent, and belongs to the technical field of pesticide mixing.
Background
Benziothiazolinone, english name: benzthiaziazolinone, chemical name: 1,2 benzisothiazolin-3-one. The benziothiazolinone is a novel broad-spectrum bactericide, and the bactericidal action mechanism mainly comprises two aspects of destroying the nuclear structure of pathogenic bacteria, leading the pathogenic bacteria to lose heart parts and die due to failure, interfering the metabolism of pathogenic bacteria cells, leading the pathogenic bacteria cells to be disordered and finally leading the pathogenic bacteria cells to die. Can effectively prevent and treat cucumber bacterial angular leaf spot and tobacco wildfire.
The dichloroisocyanuric acid is a high-efficiency and broad-spectrum systemic bactericide, has extremely strong biocidal effect, has the bactericidal rate of 99 percent at 20ppm, and can kill various bacteria, algae, fungi and germs. The action mechanism is as follows: when the microbial fertilizer is sprayed on the surface of crops, hypochlorous acid can be slowly released, and pathogenic bacteria can rapidly die by denaturing mycoprotein, changing membrane permeability, interfering physiological and biochemical processes of an enzyme system, influencing DNA synthesis and the like.
The applicant mixes the two, and a large number of indoor tests and field tests prove that the control effect on the cucumber bacterial angular leaf spot is greatly improved after the benziothiazolinone and the dichloroisocyanuric acid are mixed, the dosage is lower, and the agricultural cost is reduced. Experiments prove that the mixing of the two has strong synergistic effect, and the research on mixing the benziothiazolinone and the dichloroisocyanuric acid as the effective components does not report the related reports at home and abroad at present.
Disclosure of Invention
The invention aims to provide the bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid, which has reasonable components, obvious synergistic effect and safety to crops.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid is characterized in that,
(1) a first active ingredient: benziothiazolinone;
(2) the second active ingredient: dichloroisocyanuric acid;
the weight ratio of the first active ingredient to the second active ingredient is 1:25-10:1, and the sum of the contents is 1-50% of the total weight of the composition.
Further, the weight ratio of the first active ingredient to the second active ingredient is 1: 20-5: 1, the sum of the contents is 3-45% of the total weight of the composition.
Still further, the weight ratio of the first active ingredient to the second active ingredient is 1: 15-1: 1, the sum of the contents is 5-40% of the total weight of the composition.
The preparation formulations of the bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid which can be prepared by the method known by the technical personnel in the field are water dispersible granules, wettable powder, suspending agent and aqueous emulsion. Other dosage forms in the art may also be formulated.
The water dispersible granule is characterized in that the selected dispersant is a dispersant compounded by sodium lignosulfonate and sodium alkylnaphthalenesulfonate in a ratio of 1-3:1, preferably 2:1, and the sum of the contents is 9 percent of the total weight of the composition.
The dispersant is at least one selected from the group consisting of polycarboxylates (TERSPERSE 2700, TERSPERSE 2500, TERSPERSE 4894, T36, GY-D06, etc.), lignosulfonates, alkylnaphthalenesulfonates (available from Henshimei corporation, USA, TERSPERSE 2020), sodium diisobutylnaphthalenesulfonate (nekal), alkylbenzenesulfonates, alkylnaphthalene formaldehyde condensate sulfonates, alkylphenol polyoxyethylene ether phosphates, alkylphenol polyoxyethylene ether sulfonates, phenethylphenol polyoxyethylene ether phosphates, fatty alcohol polyoxyethylene ether phosphates, polyoxyethylene polyoxypropylene ether block copolymers, and dodecyl polyoxyethylene ether phosphates.
The wetting agent is at least one selected from sodium dodecyl sulfate (K12), alkylphenol polyoxyethylene ether formaldehyde condensate sulfate, phenethylphenol polyoxyethylene ether phosphate, alkyl sulfate, alkyl sulfonate, tristyrylphenol polyoxypropylene polyoxyethylene block polymer and alkylphenol polyoxyethylene ether phosphate.
The emulsifier is at least one selected from castor oil polyoxyethylene ether (BY-110, BY-125, BY-140), benzyl dimethyl phenol polyoxyethylene ether (Nongru No. 400), calcium dodecylbenzene sulfonate (Nongru No. 500), styryl phenol polyoxyethylene ether (Nongru No. 600), alkylphenol formaldehyde resin polyoxyethylene ether (Nongru No. 700), tristyryl phenol polyoxyethylene polyoxypropylene ether (Nongru 1601), Nongru No. 2201, span-60 (sorbitan stearate), Tween-60 (polyoxyethylene sorbitan monostearate), nonylphenol polyoxyethylene (EO ═ 10) ether phosphate, tristyryl phenol polyoxyethylene ether phosphate and TX-10 (octylphenol polyoxyethylene (10) ether).
The solvent is at least one selected from N-methylpyrrolidone, xylene, toluene, cyclohexanone, and solvent oil (S-150, S-180, S-200).
The antifreeze agent is at least one selected from ethylene glycol, polyethylene glycol, propylene glycol, glycerol, urea, glycerol, sorbitol, and inorganic salts such as sodium chloride.
The stabilizer is at least one selected from triphenyl phosphite, epichlorohydrin and epoxidized soybean oil.
The thickener is at least one selected from xanthan gum, white carbon black, polyvinyl alcohol, bentonite, magnesium aluminum silicate, carboxymethyl cellulose, carboxyethyl cellulose and methyl cellulose.
The defoaming agent is at least one selected from silicone oil, silicone compound, C10-20 saturated fatty acid compound, C8-10 fatty alcohol compound, butanol and hexanol.
The disintegrating agent is at least one selected from ammonium sulfate, sodium sulfate, polyvinylpyrrolidone, starch and its derivatives, and bentonite.
The filler is at least one of diatomite, kaolin, white carbon black, light calcium carbonate, talcum powder, attapulgite and argil.
The water is deionized water.
The invention has the following advantages and obvious technical effects that (1) the action mechanisms of the benziothiazolinone and the dichloroisocyanuric acid are different, and pathogenic bacteria are not easy to generate resistance. (2) The benziothiazolinone and the dichloroisocyanuric acid are compounded according to a certain proportion, the activity and the bactericidal effect of the benziothiazolinone are not simple superposition of the activities of all components, the benziothiazolinone has obvious synergistic effect on the bacterial angular leaf spot of cucumber, the dosage of each single agent can be reduced, the pesticide cost is reduced, the pesticide is safe to crops, and the pesticide meets the safety requirement of pesticide preparations.
Detailed Description
The synergistic effect of the combination of benziothiazolinone and dichloroisocyanuric acid on cucumber bacterial angular leaf spot is demonstrated by the indoor combined effect test of mixing.
The test object is Pseudomonas syringae cucumber angular leaf spot pathogenic variety (Pseudomonas syringaepv. lachrymans), cucumber bacterial angular leaf spot pathogenic bacterium. Diluting the pre-cultured Pseudomonas syringae Cucumis Turcz pathovar strain growing on the slant of NA culture medium to 1 × 10 with sterile water by turbidity method7spore/mL concentration of the suspension to each100 mul of bacterial liquid is inoculated in each NB culture medium treatment containing the medicine, and the NB culture medium is placed at 28 ℃ for culture under shaking (120r/min), and the treatment is repeated for 4 times. The turbidity of each treatment was measured before the start of the incubation and was measured and recorded when the control treatment reached the logarithmic phase.
According to the survey data, the growth inhibition rate of the bacteria was calculated by the formula, expressed as a percentage (%), and the calculation results retained two digits after the decimal point.
Figure BDA0002314847470000031
In the formula: p is growth inhibition rate, A0For blank control haze increase, A1Increasing the turbidity value for the treatment of the medicament.
The EC of each drug was determined by linear regression analysis between inhibition ratio several values and logarithmic values of the concentrations in the series50The value is obtained.
The co-toxicity coefficient (CTC) of the mixture is calculated by the Sun Yunpei method, so as to evaluate the activity of the test agent on pathogenic bacteria.
Measured virulence index (ATI) ═ standard agent EC50Reagent for test EC50)×100
The Theoretical Toxicity Index (TTI) of mixed preparation is A toxicity index of medicine preparation, A content in mixed preparation, B toxicity index of medicine preparation and B content in mixed preparation
Co-toxicity coefficient (CTC) ═ mix observed virulence index (ATI) ÷ mix theoretical virulence index (TTI) ] x 100
The co-toxicity coefficient (CTC) of the compound preparation is more than or equal to 120, which shows a synergistic effect; CTC is less than or equal to 80 and shows antagonism; 80 < CTC < 120 showed additive effects.
TABLE 1 toxicity assay results for cucumber bacterial angular leaf spot by compounding benziothiazolinone with dichloroisocyanuric acid
Figure BDA0002314847470000041
The indoor combined action determination result shows that: the weight ratio of the benziothiazolinone to the dichloroisocyanuric acid is 1:35-20:1, the benziothiazolinone has higher activity to erysiphe graminis, when the ratio is 1:25-10:1, the benziothiazolinone has a synergistic effect, and when the ratio is 1:5, the synergistic effect is most obvious.
In order to better illustrate the invention, the following examples are given to further illustrate the invention. The percentages of the invention are weight percentages.
Formulation examples 1 to 1
Weighing 3% of benziothiazolinone, 15% of dichloroisocyanuric acid, 4.5% of sodium lignosulfonate, 4.5% of sodium alkylnaphthalenesulfonate, 14% of phenethyl phenol polyoxyethylene ether phosphate and 2% of polyvinylpyrrolidone, and adding argil to 100% by weight. The raw materials are mixed, subjected to superfine airflow crushing, mixed and granulated to obtain the 18 percent benziothiazolinone-dichloroisocyanuric acid water dispersible granule.
Formulation examples 1 to 2
The procedure of preparation example 1-1 was repeated except that 6% of sodium lignin sulfonate and 3% of sodium alkylnaphthalenesulfonate were weighed as the dispersant.
Formulation examples 1 to 3
The dispersant was weighed 6.75% of sodium lignin sulfonate and 2.25% of sodium alkylnaphthalenesulfonate, and the rest was the same as in formulation example 1-1.
Formulation example 2
Weighing 4% of benziothiazolinone, 20% of dichloroisocyanuric acid, 8% of TERSPERSE 4894, 4% of polyoxyethylene polyoxypropylene block copolymer, 16% of alkylphenol polyoxyethylene phosphate, 3% of starch and diatomite clay to 100% by weight. The raw materials are mixed, superfine airflow crushed, mixed and granulated to prepare the 24 percent benziothiazolinone-dichloroisocyanuric acid water dispersible granule.
Formulation example 3
Weighing 5% of benziothiazolinone, 15% of dichloroisocyanuric acid, 4% of sodium lignosulfonate, 7% of alkylphenol polyoxyethylene ether phosphate, 5% of triphenylethylphenol polyoxypropylene polyoxyethylene block polymer and 16% of kaolin, and adding diatomite to 100%. The raw materials are mixed, subjected to superfine airflow crushing and mixed to prepare the 20 percent wettable benziothiazolinone-dichloroisocyanuric acid powder.
Formulation example 4
Weighing 5% of benziothiazolinone, 20% of dichloroisocyanuric acid, 4% of sodium alkylphenol polyoxyethylene ether sulfonate, 7% of T36, 8% of sodium dodecyl sulfate, 12% of kaolin, and adding light calcium to 100%. The raw materials are mixed, subjected to superfine airflow crushing and mixed to prepare the 25 percent benziothiazolinone-dichloroisocyanuric acid wettable powder.
Formulation example 5
Weighing 3% of benziothiazolinone, 17% of dichloroisocyanuric acid, 6% of dodecyl polyoxyethylene ether phosphate, 10% of TERSPERSE2020, 2% of glycerol, 4% of white carbon black, 1% of hexanol and adding deionized water to 100% by weight. The raw materials are mixed, sheared and dispersed for 30min at high speed, and then the mixture is sanded by a sand mill until the grain diameter D90 is less than 10 mu m to prepare the 20 percent benziothiazolinone-dichloroisocyanuric acid suspending agent.
Formulation example 6
Weighing 4% of benziothiazolinone, 12% of dichloroisocyanuric acid, 4% of GY-D06, 8% of nekal, 1% of sodium chloride, 3% of polyvinyl alcohol, 1% of magnesium aluminum silicate, 2% of silicone oil and deionized water to 100% by weight. The raw materials are mixed, sheared and dispersed for 30min at high speed, and then are sanded by a sand mill until the grain diameter D90 is less than 10 mu m to prepare the 16 percent benziothiazolinone-dichloroisocyanuric acid suspending agent.
Formulation example 7
Weighing 3% of benziothiazolinone, 15% of dichloroisocyanuric acid, 6% of Nongru 500#, 4% of triphenylethylphenol polyoxyethylene ether phosphate, 8% of cyclohexanone, 4% of triphenyl phosphite, 3% of sodium chloride, 1% of silicone oil, 2% of carboxyethyl cellulose and deionized water to 100% by weight. Mixing benziothiazolinone, dichloroisocyanuric acid, Nongru 500#, triphenylethylphenol polyoxyethylene ether phosphate, cyclohexanone and triphenyl phosphite to form an oil phase, mixing sodium chloride, silicone oil and carboxyethyl cellulose to form a water phase, mixing the oil phase and the water phase in a reaction kettle, adding white carbon black and water, and performing high-speed shearing emulsification to obtain the 18% benziothiazolinone-dichloroisocyanuric acid aqueous emulsion.
Formulation example 8
Weighing 2% of benziothiazolinone, 20% of dichloroisocyanuric acid, 8% of BY-110, 6% of styrylphenol polyoxyethylene ether, 10% of solvent oil S-150, 8% of epichlorohydrin, 2% of ethylene glycol, 1% of butanol, 5% of magnesium aluminum silicate and deionized water to 100% BY weight. Mixing benziothiazolinone, dichloroisocyanuric acid, BY-110, styrylphenol polyoxyethylene ether, solvent oil S-150 and epichlorohydrin to form an oil phase, mixing ethylene glycol, butanol and magnesium aluminum silicate to form a water phase, mixing the oil phase and the water phase in a reaction kettle, adding deionized water, and performing high-speed shearing emulsification to obtain the 22% benziothiazolinone-dichloroisocyanuric acid aqueous emulsion.
Comparative example 1
Except for the dispersant, 9% sodium lignin sulfonate was weighed out, and the rest was the same as in formulation example 1-2.
Comparative example 2
Except for the dispersant, 9% sodium alkylnaphthalenesulfonate alone was weighed out, and the rest was the same as in formulation example 1-2.
Comparative example 3
Except for the dispersant, 9% of the polycarboxylate GY-D06 was weighed out, and the rest was the same as in formulation examples 1-2.
Comparative example 4
The procedure of preparation example 1-2 was repeated except that 3% of sodium lignin sulfonate and 6% of sodium alkylnaphthalenesulfonate were weighed as the dispersant.
Comparative example 5
The dispersant was weighed 7.2% of sodium lignin sulfonate and 1.8% of sodium alkylnaphthalenesulfonate, and the rest was the same as in formulation example 1-2.
Biological example 1: and (3) field test for preventing and controlling cucumber bacterial angular leaf spot.
Preparation examples 1-1, 1-2 and 1-3, comparative examples 1,2, 3, 4 and 5 and two control medicaments for controlling cucumber bacterial angular leaf spot field tests were carried out in ancient river town of Funing county in saline city, Jiangsu province in 2018. Tests prove that the composition has the effects of preventing and treating the bacterial angular leaf spot of the cucumber, effective dose and safety to the cucumber.
The test crop is cucumber, and the object for controlling is cucumber bacterial angular leaf spot (Pseudomonas syringaepv. lachrymans). The test field has flat vigor, moderate fertility and consistent cultivation management. The test agents and dosages are detailed in table 2. A blank control was also set, with 4 replicates per treatment, 20m per cell2And the cells are arranged in random blocks. By using conventional techniquesThe spraying method comprises the steps of applying the medicine for the first time when the disease spots begin to appear and applying the medicine for the second time after 10 days.
The investigation and statistical method comprises the following steps: the second dose was followed by 14 days of investigation, and 5 samples were taken at diagonal lines, 3 plants per spot, and all leaves were investigated, and the lesion area per leaf was graded as a percentage of the total leaf area.
The grading method comprises the following steps:
level 0: no disease spots;
level 1: the lesion area accounts for less than 5% of the whole leaf area;
and 3, level: the lesion area accounts for 6 to 10 percent of the whole leaf area;
and 5, stage: the lesion area accounts for 11% -20% of the whole leaf area;
and 7, stage: the lesion area accounts for 21-50% of the whole leaf area;
and 9, stage: the lesion area accounts for more than 51% of the whole leaf area.
Disease index [ Σ (each stage of diseased leaf number × relative stage number)/(survey total leaf number × 9) ] × 100
Preventing and treating effect (%) - (blank control area disease index-medicament treatment area disease index)/blank control area disease index multiplied by 100
TABLE 2 field test results for controlling cucumber bacterial angular leaf spot
Figure BDA0002314847470000071
The field test result shows that: the preparation examples 1-1, 1-2 and 1-3 have good control effect on cucumber bacterial angular leaf spot, the control effect on cucumber bacterial angular leaf spot 14 days after the 2 nd application is more than 90% by spraying according to 9 g/mu of active ingredient, and the control effect is obviously better than that of a single dispersant, other dispersants and a composite dispersant outside the proportion range of the invention. Particularly, when the compound dispersant is selected from formulation examples 1-2 in a specific ratio of 2:1, the control effect is the best. Through the analysis of the significance of the control effect difference of 14 days after the second medicine, the control effect difference of the composition of the invention and the control example, single agent and blank control reaches an extremely significant level.
The safety of the cucumber is investigated, the cucumber is observed on the 1 st day after spraying and a plurality of days after spraying, and the cucumber is not harmed by each experimental treatment.
Dispersion test 1
The water dispersible granules prepared in preparation examples 1-8 and comparative examples 1-5 are subjected to a dispersibility test by using a GB/T32775-2016 pesticide dispersibility determination method, and specific data are shown in Table 3.
TABLE 3 pesticide dispersibility determination data Table
Preparation Dispersibility (%) Comparison of Dispersibility (%)
Examples 1 to 1 95.7 Example 1 87.3
Examples 1 to 2 97.5 Example 2 85.6
Examples 1 to 3 96.8 Example 3 86.9
Example 2 93.2 Example 4 89.4
Example 3 94.3 Example 5 88.6
Example 4 94.8 - -
Example 5 92.6 - -
Example 6 93.3 - -
Example 7 92.1 - -
Example 8 92.5
And (4) analyzing results: as can be seen from the above table, examples 1-8 of the present invention are superior in dispersibility to comparative examples 1-5, and particularly when the composite dispersant ratio of formulation examples 1-2 is 2:1, the dispersibility is the best.
In conclusion, the composition has obvious effect of preventing and treating the cucumber bacterial angular leaf spot, adopts a mixing scheme of two active ingredients, has obvious synergistic effect besides obvious bactericidal effect and is safe to crops and meets the safety requirement of pesticide preparations, and the activity and the bactericidal effect are not simple superposition of the activities of the components.

Claims (7)

1. A bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid is characterized in that: the composition consists of a first active ingredient benziothiazolinone, a second active ingredient dichloroisocyanuric acid and an auxiliary agent, wherein the weight ratio of benziothiazolinone to dichloroisocyanuric acid is 1:25-10:1, the sum of the contents is 1-50% of the total weight of the composition.
2. The germicidal composition as claimed in claim 1, comprising benziothiazolinone and dichloroisocyanuric acid, wherein: the weight ratio of benziothiazolinone to dichloroisocyanuric acid is 1: 20-5: 1, the sum of the contents is 3-45% of the total weight of the composition.
3. The germicidal composition as claimed in claim 2, comprising benziothiazolinone and dichloroisocyanuric acid, wherein: the weight ratio of benziothiazolinone to dichloroisocyanuric acid is 1: 15-1: 1, the sum of the contents is 5-40% of the total weight of the composition.
4. The germicidal composition as claimed in any one of claims 1 to 3, wherein the germicidal composition comprises benziothiazolinone and dichloroisocyanuric acid: the composition can be water dispersible granules, wettable powder, suspending agents and aqueous emulsion.
5. The germicidal composition as claimed in any one of claims 1 to 4, wherein: the composition can be used for preventing and treating cucumber bacterial angular leaf spot.
6. The bactericidal composition water dispersible granule containing benziothiazolinone and dichloroisocyanuric acid is characterized in that the selected dispersant is a dispersant compounded by sodium lignosulfonate and sodium alkylnaphthalenesulfonate in a ratio of 1-3:1, and the sum of the contents of the dispersants is 9% of the total weight of the composition.
7. The bactericidal composition water dispersible granule containing benziothiazolinone and dichloroisocyanuric acid as claimed in claim 6, wherein the dispersant is a 2:1 composite dispersant of sodium lignosulfonate and sodium alkylnaphthalenesulfonate.
CN201911273370.1A 2019-12-12 2019-12-12 Bactericidal composition containing benziothiazolinone and dichloroisocyanuric acid Withdrawn CN111084187A (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113559727A (en) * 2021-07-22 2021-10-29 中国乐凯集团有限公司 Anti-biological pollution ultrafiltration membrane and preparation method thereof

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Publication number Priority date Publication date Assignee Title
CN106172437A (en) * 2016-07-07 2016-12-07 江苏辉丰农化股份有限公司 A kind of microbicide compositions

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN106172437A (en) * 2016-07-07 2016-12-07 江苏辉丰农化股份有限公司 A kind of microbicide compositions

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN113559727A (en) * 2021-07-22 2021-10-29 中国乐凯集团有限公司 Anti-biological pollution ultrafiltration membrane and preparation method thereof
CN113559727B (en) * 2021-07-22 2024-05-10 中国乐凯集团有限公司 Anti-biological pollution ultrafiltration membrane and preparation method thereof

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Application publication date: 20200501