CN106561674A - Bactericidal composition containing isothiazolinone - Google Patents
Bactericidal composition containing isothiazolinone Download PDFInfo
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- CN106561674A CN106561674A CN201610906121.1A CN201610906121A CN106561674A CN 106561674 A CN106561674 A CN 106561674A CN 201610906121 A CN201610906121 A CN 201610906121A CN 106561674 A CN106561674 A CN 106561674A
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- CN
- China
- Prior art keywords
- isothiazolone
- phlorhizin
- weight
- bactericidal composition
- ratio
- 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.)
- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 17
- 230000000844 anti-bacterial effect Effects 0.000 title claims abstract description 9
- MGIYRDNGCNKGJU-UHFFFAOYSA-N isothiazolinone Chemical compound O=C1C=CSN1 MGIYRDNGCNKGJU-UHFFFAOYSA-N 0.000 title abstract 4
- IOUVKUPGCMBWBT-UHFFFAOYSA-N phloridzosid Natural products OC1C(O)C(O)C(CO)OC1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 IOUVKUPGCMBWBT-UHFFFAOYSA-N 0.000 claims abstract description 36
- 235000019139 phlorizin Nutrition 0.000 claims abstract description 36
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical group O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 claims description 39
- IOUVKUPGCMBWBT-QNDFHXLGSA-N phlorizin Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 IOUVKUPGCMBWBT-QNDFHXLGSA-N 0.000 claims description 35
- 229940044115 phlorhizin Drugs 0.000 claims description 34
- 239000003814 drug Substances 0.000 claims description 17
- -1 isothiazole Quinoline ketone Chemical class 0.000 claims description 12
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 claims description 11
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-Hydroxyoctadecanoic acid Natural products CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 claims description 11
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 11
- 238000006471 dimerization reaction Methods 0.000 claims description 11
- QYDYPVFESGNLHU-UHFFFAOYSA-N elaidic acid methyl ester Natural products CCCCCCCCC=CCCCCCCCC(=O)OC QYDYPVFESGNLHU-UHFFFAOYSA-N 0.000 claims description 11
- QYDYPVFESGNLHU-KHPPLWFESA-N methyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC QYDYPVFESGNLHU-KHPPLWFESA-N 0.000 claims description 11
- 229940073769 methyl oleate Drugs 0.000 claims description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 11
- 229930182470 glycoside Natural products 0.000 claims description 2
- 150000002338 glycosides Chemical class 0.000 claims description 2
- 230000000694 effects Effects 0.000 abstract description 13
- 235000007688 Lycopersicon esculentum Nutrition 0.000 abstract description 3
- 240000003768 Solanum lycopersicum Species 0.000 abstract description 3
- 229940126902 Phlorizin Drugs 0.000 abstract 2
- IOUVKUPGCMBWBT-GHRYLNIYSA-N phlorizin Chemical compound O[C@@H]1[C@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(O)=C1C(=O)CCC1=CC=C(O)C=C1 IOUVKUPGCMBWBT-GHRYLNIYSA-N 0.000 abstract 2
- 230000002195 synergetic effect Effects 0.000 abstract 1
- 230000003902 lesion Effects 0.000 description 8
- 231100000419 toxicity Toxicity 0.000 description 8
- 230000001988 toxicity Effects 0.000 description 8
- 201000010099 disease Diseases 0.000 description 6
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 6
- 230000002265 prevention Effects 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 5
- 206010039509 Scab Diseases 0.000 description 4
- 238000011835 investigation Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 241000195493 Cryptophyta Species 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- DHNRXBZYEKSXIM-UHFFFAOYSA-N chloromethylisothiazolinone Chemical compound CN1SC(Cl)=CC1=O DHNRXBZYEKSXIM-UHFFFAOYSA-N 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 230000002538 fungal effect Effects 0.000 description 2
- 229940084434 fungoid Drugs 0.000 description 2
- 230000007246 mechanism Effects 0.000 description 2
- 244000005700 microbiome Species 0.000 description 2
- VGEREEWJJVICBM-UHFFFAOYSA-N phloretin Chemical compound C1=CC(O)=CC=C1CCC(=O)C1=C(O)C=C(O)C=C1O VGEREEWJJVICBM-UHFFFAOYSA-N 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- 230000001954 sterilising effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- 230000001629 suppression Effects 0.000 description 2
- ZWTDXYUDJYDHJR-UHFFFAOYSA-N (E)-1-(2,4-dihydroxyphenyl)-3-(2,4-dihydroxyphenyl)-2-propen-1-one Natural products OC1=CC(O)=CC=C1C=CC(=O)C1=CC=C(O)C=C1O ZWTDXYUDJYDHJR-UHFFFAOYSA-N 0.000 description 1
- JSTFROSQSCXFPA-UHFFFAOYSA-N 2-methyl-3h-1,2-thiazole Chemical class CN1CC=CS1 JSTFROSQSCXFPA-UHFFFAOYSA-N 0.000 description 1
- 241000894006 Bacteria Species 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 206010059866 Drug resistance Diseases 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- 241000233866 Fungi Species 0.000 description 1
- AEMRFAOFKBGASW-UHFFFAOYSA-N Glycolic acid Chemical compound OCC(O)=O AEMRFAOFKBGASW-UHFFFAOYSA-N 0.000 description 1
- 244000141359 Malus pumila Species 0.000 description 1
- 235000011430 Malus pumila Nutrition 0.000 description 1
- 235000015103 Malus silvestris Nutrition 0.000 description 1
- YQHMWTPYORBCMF-UHFFFAOYSA-N Naringenin chalcone Natural products C1=CC(O)=CC=C1C=CC(=O)C1=C(O)C=C(O)C=C1O YQHMWTPYORBCMF-UHFFFAOYSA-N 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 230000008485 antagonism Effects 0.000 description 1
- 244000052616 bacterial pathogen Species 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 238000013329 compounding Methods 0.000 description 1
- 230000000857 drug effect Effects 0.000 description 1
- 229930182478 glucoside Natural products 0.000 description 1
- 150000008131 glucosides Chemical class 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 238000009533 lab test Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 244000144972 livestock Species 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 239000000575 pesticide Substances 0.000 description 1
- QCDYQQDYXPDABM-UHFFFAOYSA-N phloroglucinol Chemical compound OC1=CC(O)=CC(O)=C1 QCDYQQDYXPDABM-UHFFFAOYSA-N 0.000 description 1
- 229960001553 phloroglucinol Drugs 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000005070 sampling Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 231100000820 toxicity test Toxicity 0.000 description 1
- 230000001018 virulence Effects 0.000 description 1
Classifications
-
- 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
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
- A01N43/04—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom
- A01N43/14—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings
- A01N43/16—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms with one hetero atom six-membered rings with oxygen as the ring hetero atom
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The invention discloses a bactericidal composition containing isothiazolinone. Weight ratio of isothiazolinone to phlorizin is 12:1-11:1. At a specific ratio of isothiazolinone to phlorizin, the tomato leaf mould control effect can be greatly synergized. Especially at the weight ratio of 12:1-11:1, the synergistic effect is very obvious.
Description
Technical field
The present invention relates to a kind of medicament, specifically a kind of bactericidal composition of isothiazolone-containing, belong to agricultural technology neck
Domain.
Background technology
Isothiazolone (CAS:It is 55965-84-9) main by CMIT (CIT) and 2-
Methyl -4- isothiazolines -3- ketone (MIT) is constituted.Isothiazolone is risen and kills by disconnecting the key of antibacterial and algae protein matter
Raw effect.After isothiazolone is contacted with microorganism, it promptly can be irreversibly suppressed to grow, so as to cause microorganism thin
The death of born of the same parents, therefore to common bacteria, funguses, algae etc. with very strong suppression and killing action.Kill livestock efficiency high, degradability
Good, with not producing, residual, safe operation, compatibility are good, stability is strong, the low feature of use cost.Can be with chlorine and great majority
Anions and canons and nonionic surfactant are miscible.
Phlorhizin (CAS accession number：It is 60-81-1) to extract from Fructus Mali pumilae, Fructus Mali pumilae bark and leaf etc. and obtain, it is apple tree
Internal aldehydes matter.Phlorhizin be by phloretin and glycocide be glucoside bound into glycosides, its catabolite phloroglucin,
Effect of microbial activitiess etc. can effectively be suppressed.
Actual pesticide experience have shown that, repeats and single-minded applies a kind of reactive compound to prevent and treat harmful fungoid very
To cause the fast selective of fungal bacterial strain in the case of many, be that reduction refractory fungal bacterial strain is selectively dangerous, at present generally
Harmful fungoid is prevented and treated using the mixture of different activities compound.By the way that the reactive compound with the different mechanisms of action is entered
Row combination, can delaying drug resistance produce, reduce amount of application, reduce cost accounting.It is found by the applicant that isothiazolone enters with phlorhizin
Row compounding, with obvious potentiation.
The content of the invention
For the problem that above-mentioned prior art is present, it is an object of the invention to provide the sterilization group containing isothiazolone
Compound, it is to be compounded the sterilization component of two kinds of different structures, the different mechanisms of action, is expanding prevention spectrum and raising drug effect
Effective way, it is often more important that avoid or delay generation of the disease to new composition resistance.To realize the purpose of the present invention, invention
People compounds isothiazolone and phlorhizin, for preventing and treating the disease of crop.
To achieve these goals, the technical solution used in the present invention is：One kind includes two kinds of principle active components：Different thiophene
Oxazoline ketone and phlorhizin.
Described isothiazolone is with the ratio of the parts by weight of phlorhizin, 20:1-1:1.
Described isothiazolone accounts for the 1-40% of medicament gross weight with the weight sum of phlorhizin.
Also include pure water, methyl oleate Polyethylene oxide (30) dimerization hydroxy stearic acid fat.
The present invention under specific ratio by isothiazolone and phlorhizin compatibility by having found have collaboration well anti-
It is 14 to control the effect of leaf spot, the particularly ratio in isothiazolone and the parts by weight of phlorhizin:1-13:Between 1, its collaboration
Prevent and treat leaf muld of tomato effect apparent, whole reagent cost is relatively low, and toxicity is less.
Specific embodiment
Embodiment 1
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 20:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 2
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 14:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 3
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 13:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 4
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 8:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 5
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 5:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 6
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 2:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 7
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 1:1,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 8
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 1:2,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Embodiment 9
Isothiazolone is with the ratio of the parts by weight of phlorhizin, 1:6,
Described isothiazolone and the weight sum of phlorhizin account for the 4% of medicament gross weight, methyl oleate 1%, polyoxy
Ethylene (30) dimerization hydroxy stearic acid fat 1%, balance of pure water.
Laboratory test：
Subjects：Leaf muld of tomato pathogenic bacteria
According to the incidence of the whole strain blade of test grade scale investigation Fructus Lycopersici esculenti, disease index and prevention effect are calculated.Will
Prevention effect is converted into niqueMin (y), and medicinal liquid does height (μ g/ml) and is converted into logarithm value (x), and with method of least square virulence is calculated
Concentration EC50 in equation and suppression, according to the abundant methods of Sun Yun toxicity index level co-toxicity coefficient (CTC) of medicament is calculated.
Actual measurement toxicity index (ATI)=(standard agent EC50/ reagent agents EC50) * 100
Percentage composition+B medicament toxicity index * the mixtures of A in theoretical toxicity index (TTI)=A medicament toxicity index * mixtures
The percentage composition co-toxicity coefficient (CTC) of middle B=[mixture actual measurement toxicity index (ATI)/mixture theoretical toxicity index (TTI)] *
100CTC≤80, compositionss show as antagonism, 80 ＜ CTC ＜ 120, and compositionss show as summation action, CTC >=120, group
Compound shows as potentiation.
Table 1 is isothiazolone：Phlorhizin and its different ratio are compounded to leaf spot toxicity test interpretation of result.
From the measurement result of table 1, work as isothiazolone：Phlorhizin proportioning is 14:1-13:When between 1, co-toxicity coefficient
150 are both significantly higher than, with obvious potentiation, and other ratios mix, and co-toxicity coefficient is not obvious.
Field efficacy checking test
Test method：At the initial stage of a disease, first time spraying being carried out immediately, second dispenser being carried out after 7 days, each processes 4
Individual cell, each square meter of cell 20.10 days investigation statisticses incidences before medicine and after second medicine, 5 points of each cell is random
Sampling, 5 plants of crops of per investigation, investigates the lesion area in whole strain per blade and accounts for the percentage rate of blade area and be classified, and calculates
Disease index and prevention effect.
Expected preventive effect (%)=X+Y-XY/100 (wherein, X, Y are single dose preventive effect)
Grade scale：
0 grade：Disease-free spot；
1 grade：Leaf spot lesion is less than 5, and length is less than 1cm；
3 grades：Leaf spot lesion 6-10, part scab length is more than 1cm；
5 grades：Leaf spot lesion 11-25, part scab is linked to be piece, and lesion area accounts for the 10-24% of leaf area；
7 grades：Leaf spot lesion more than 26, scab is linked to be piece, and lesion area accounts for the 26-50% of leaf area；
9 grades：Scab is linked to be piece, and lesion area accounts for more than the 50% of leaf area or full leaf is withered.
The field control effectiveness test of embodiment and matched group to leaf spot.
It can be seen that isothiazolone is with phlorhizin, and the proportioning under certain proportion cooperates with that to prevent and treat leaf spot effect apparent, and
Single isothiazolone has certain prevention effect, single phlorhizin prevention and control capability is also effect on driving birds is not good.Isothiazoline
Ketone is 14 with the ratio of the parts by weight of phlorhizin:1-13:Synergy is most notable when 1, and effect is not during other proportions
It is very notable.
Claims (4)
1. a kind of bactericidal composition of isothiazolone-containing, it is characterised in that comprising two kinds of principle active components：Isothiazolone
With phlorhizin.
2. the bactericidal composition of a kind of isothiazolone-containing according to claim 1, described isothiazolone and root bark
The ratio of the parts by weight of glycosides is 20:1-1:1.
3. a kind of bactericidal composition of isothiazolone-containing according to claim 1, it is characterised in that described isothiazole
Quinoline ketone accounts for the 1-40% of medicament gross weight with the weight sum of phlorhizin.
4. the bactericidal composition of a kind of isothiazolone-containing according to claim 1, it is characterised in that also including pure
Water, methyl oleate Polyethylene oxide (30) dimerization hydroxy stearic acid fat.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610906121.1A CN106561674A (en) | 2016-10-17 | 2016-10-17 | Bactericidal composition containing isothiazolinone |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610906121.1A CN106561674A (en) | 2016-10-17 | 2016-10-17 | Bactericidal composition containing isothiazolinone |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN106561674A true CN106561674A (en) | 2017-04-19 |
Family
ID=58533170
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| CN201610906121.1A Pending CN106561674A (en) | 2016-10-17 | 2016-10-17 | Bactericidal composition containing isothiazolinone |
Country Status (1)
| Country | Link |
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| CN (1) | CN106561674A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107926960A (en) * | 2017-12-04 | 2018-04-20 | 刘志伟 | A kind of bactericidal composition of isothiazolone-containing |
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2016
- 2016-10-17 CN CN201610906121.1A patent/CN106561674A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107926960A (en) * | 2017-12-04 | 2018-04-20 | 刘志伟 | A kind of bactericidal composition of isothiazolone-containing |
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Application publication date: 20170419 |