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CN1089552C - Fungicidal compositions - Google Patents

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CN1089552C
CN1089552C CN93100446A CN93100446A CN1089552C CN 1089552 C CN1089552 C CN 1089552C CN 93100446 A CN93100446 A CN 93100446A CN 93100446 A CN93100446 A CN 93100446A CN 1089552 C CN1089552 C CN 1089552C
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compound
seed
allium
seeds
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CN1089430A (en
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P·S·R·科斯特斯
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Syngenta Participations AG
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Novartis AG
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Abstract

The present invention relates to a fungicide composition which is used for controlling infection of white-rot micro-pyrenomycetes of allium and a control method of the fungicide composition. An effective dose of a triazole compound for killing fungi is applied to the allium or a growth place, and the triazole compound is showed as the first formula.

Description

控制葱属植物白腐小核菌感染的方法Methods of Controlling Sclerotinia albicans Infection in Allium Plants

本发明涉及使用三氮杂茂化合物及混合物预防、减轻或消除植物真菌对植物的感染。具体地说,本发明涉及预防、减轻或消除由引起葱属白腐症的有机体的攻击而造成的植物感染。The present invention relates to the use of triazine compounds and mixtures to prevent, reduce or eliminate plant fungus infection of plants. In particular, the present invention relates to the prevention, reduction or elimination of plant infection by attack by organisms that cause Allium white rot.

这类葱属植物的成员有韭葱,大蒜,干鳞茎类洋葱、日本式瘤状洋葱等。众所周知,葱属植物已被证实极易感染白腐小核菌(葱属白腐菌物)。一旦这种真菌在土壤中生存,就极难控制或灭绝。因为经过在一块不能种植葱属植物的土壤上的长年监测,这种来自真菌的菌核可在土壤中保存很长的时间。化学法控制是不可行的。现行的处理方法,不论是用异菌脲(iprodione)(125g/Kg种子)作为种子处理剂,还是用腐霉利(procymidon)(4-6kg/ha)作为土壤处理剂都并不行之有效,尤其当真菌感染严重时。而且,用现在所知道的那些杀真菌剂会导致植物毒性或者对环境造成不良后果。Members of this group of alliums include leeks, garlic, dried bulb onions, Japanese-style knobby onions, and others. It is well known that plants of the Allium genus have been shown to be highly susceptible to Sclerotinia albicans (Allium white rot fungi). Once the fungus has established itself in the soil, it is extremely difficult to control or exterminate. The sclerotia from the fungus can be preserved in the soil for a long time because of years of monitoring on a soil that cannot grow Allium plants. Chemical control is not feasible. The current treatment methods, whether using iprodione (125g/Kg seed) as a seed treatment agent or using procymidon (4-6kg/ha) as a soil treatment agent, are not effective. Especially when the fungal infection is severe. Furthermore, the use of currently known fungicides can lead to phytotoxicity or adverse environmental consequences.

这些都说明我们需要一种在这一领域更有效和/或对环境无害的对白腐小核菌更宜于控制的杀真菌剂。All these indicate that we need a more effective and/or environmentally friendly fungicide for the control of S. white-rot in this field.

现在我们发现三氮杂茂可以作为对葱属植物的感染予以极惊人效率控制的试剂。同时在应用范围内植物体对它又有着良好的耐药性。We have now discovered that triazoles can be used as agents for the control of infection in Allium plants with astonishing efficiency. At the same time, plants have good drug resistance to it within the scope of application.

术语“病害控制”在这里的是涉及病减轻消除或防治的控制。术语“植物”意指小植株、实生苗和种子。The term "disease control" as used herein refers to the control of disease alleviation, elimination or prevention. The term "plant" means plantlets, seedlings and seeds.

本发明提供一种控制葱属植物感染白腐小核菌的方法,它包括在植物或其种植地施以杀真菌有效量的式I化合物。

Figure C9310044600041
其中n为0或1;R1为饱和的C3-6碳氢化合物。The present invention provides a method for controlling Allium plants infected with Sclerotinia albicans, which comprises applying a fungicidally effective amount of the compound of formula I to the plant or its planting place.
Figure C9310044600041
Wherein n is 0 or 1; R 1 is a saturated C3-6 hydrocarbon.

本发明中饱和C3-6碳氢化合物包括C3-6烷基,如正丁基或特丁基;C3-6环烷基,如环戊基以及C3-6-(环烷基烷基),如1-环戊基乙基。Saturated C 3-6 hydrocarbons in the present invention include C 3-6 alkyl, such as n-butyl or t-butyl; C 3-6 cycloalkyl, such as cyclopentyl and C 3-6 -(cycloalkyl Alkyl), such as 1-cyclopentylethyl.

本发明中,通常将式I化合物以农学上可接受的组合物形式施用。而且尤以具有分子式I的化合物以包覆种子外层的方式最好。这种方式的好处在于最终能使渗入土壤的杀真菌剂含量较低而不对环境构成严重影响。In the present invention, the compound of formula I is usually applied in the form of an agronomically acceptable composition. And especially the compound with molecular formula I is the best way to coat the outer layer of seeds. The benefit of this approach is that it ultimately results in lower levels of fungicide infiltration into the soil without serious environmental impacts.

综上所述,本发明提供了一种能控制葱属植物感染白腐小核菌的方法。最好的方法就是以包覆的方式给洋葱种子包括那些葱属植物的种子包覆一层含杀真菌有效量的式I三氮杂茂。To sum up, the present invention provides a method capable of controlling Allium plants from being infected with Sclerotinia albicans. The best method is to coat onion seeds, including those of Allium plants, with a fungicidally effective amount of the triazines of formula I in a coated manner.

在本发明的另一实施例中提供了葱属植物的包覆种子,以包覆有效剂量的式I的三氮杂茂的洋葱种子为最好。In another embodiment of the present invention, coated seeds of plants of the genus Allium are provided, preferably onion seeds coated with an effective dose of the triazole of formula I.

式I的三氮杂茂施用的具体剂量是根据不同情况确定的。如施用的具体活性成份、气候条件等。但是,总的来说,包覆量为每公斤种子用约0.25g-12g即可得到满意的控制。最好的范围是每公斤种子包覆量为约0.5g-8.0g左右。施用时要选择能使病态控制与植物耐受性达到最佳平衡的用量。如环唑醇〔cyproconazole)其最佳剂量大致为每公斤种子施用0.25-4.0g的范围;对于戊唑醇(tebuconazole)其最佳剂量在每公斤种子施用1-6g的范围内。(每公斤种子约含250000颗种子)。在杀真菌有效量下,式I化合物具有极好的植物耐受性。The specific dosage of the triazine of formula I is determined according to different situations. Such as the specific active ingredient applied, climatic conditions, etc. In general, however, coating levels of about 0.25 g to 12 g per kilogram of seed can be satisfactorily controlled. The best range is about 0.5g-8.0g coating amount per kilogram of seeds. When applying, choose the dosage that can achieve the best balance between disease control and plant tolerance. For example, the optimum dose of cyproconazole is roughly in the range of 0.25-4.0 g per kilogram of seeds; the optimum dose of tebuconazole is in the range of 1-6 g per kilogram of seeds. (Contains approximately 250,000 seeds per kilogram of seeds). In fungicidally effective amounts, the compounds of the formula I are very well tolerated by plants.

本发明方法可用的式I的三氮杂茂包括环唑醇和戊唑醇。这类化合物能单独作为活性成分使用,也可以与其它分子式I表示的三氮杂茂活性组分混合使用,或者和其它有效的杀真菌剂组分一起施用。这些其它组分包括非三氮杂茂组分如异菌脲、克菌丹、甲霜灵、恶霜灵、苯菌灵、涕必灵、福美双、多菌灵及其混合物。例如福美双与多菌灵以重量比为1∶1到4∶1左右的混合物。其它具有广谱杀菌活性和/或能防止或抑制种子,土壤生病害的杀菌剂也可以使用。对于控制白腐小核菌,不论是用戊唑醇还是用环唑醇或者其混合物,它们与其它杀菌的重量比并不是严格的,譬如,要想有效和广谱的真菌控制可以用0.25~12Kg的式I比合物与约1∶1列4∶1重量比配制的福美双与多菌灵配成总重量为1~8g的混合物。举例来说,对于每千克洋葱种子,用0.5~2g的环唑醇与3g福美双多菌灵的配比为2∶1的混合物配制的杀菌剂,就能得到很好的病害控制。Triazines of formula I useful in the method of the present invention include cyclaconazole and tebuconazole. These compounds can be used alone as active ingredients, or mixed with other triazine active ingredients represented by molecular formula I, or applied together with other effective fungicide ingredients. These other components include non-triazazole components such as iprodione, captan, metalaxyl, oxaxyl, benomyl, albiline, thiram, carbendazim, and mixtures thereof. For example, a mixture of thiram and carbendazim at a weight ratio of about 1:1 to 4:1. Other fungicides having broad-spectrum fungicidal activity and/or capable of preventing or inhibiting seed and soil disease can also be used. For the control of Sclerotinia white rot, whether tebuconazole or cyproconazole or their mixture is used, the weight ratio of them to other fungicides is not strict. For example, for effective and broad-spectrum fungal control, 0.25~ 12Kg of the compound of formula I and thiram and carbendazim prepared in a weight ratio of about 1:1 and 4:1 are formulated into a mixture with a total weight of 1-8g. For example, for every kilogram of onion seeds, good disease control can be obtained by using a fungicide prepared with a mixture of 0.5-2 g of cyproconazole and 3 g of thiram carbendazim at a ratio of 2:1.

更进一步地说,本发明又一实施例提供了一种杀真菌剂,这种杀真菌剂是由式I三氮杂茂或其混合物用农学上可接受的稀释剂制成,用于对付葱属植物尤其是洋葱类植物的白腐小核菌感染。Furthermore, another embodiment of the present invention provides a fungicide, which is made of formula I triazine or its mixture with an agronomically acceptable diluent, and is used to deal with onion Sclerotinia albicans infection of plants of the genus, especially onions.

术语“稀释剂”在这里指的是任何农学上可接受的液体或固体—包括载体—它能加入杀菌组分中以增强可用性和功效。这样通过加入稀释剂就能使得到所需的功效且亦于施用。The term "diluent" as used herein refers to any agronomically acceptable liquid or solid - including carriers - which can be added to a fungicidal composition to enhance availability and efficacy. In this way, the desired effect can be obtained and the application can be easily achieved by adding a diluent.

稀释剂可选用滑石粉、高岭土、硅藻土、二甲苯、水等。当喷雾施用时,如水分散,浓缩物或可湿性粉剂,这些都可再添加表面活性剂如润湿分散剂。The diluent can be selected from talcum powder, kaolin, diatomaceous earth, xylene, water, etc. When applied by spray, such as water dispersion, concentrate or wettable powder, these can be added with surfactants such as wetting and dispersing agents.

就适合于本发明方法的杀真菌组合物而言,杀真菌组合物可以是以常规方法制得的常规剂型,最好以种子包覆物的形式施用。As far as the fungicidal composition is suitable for the method of the present invention, the fungicidal composition can be applied in a conventional formulation prepared by a conventional method, preferably in the form of a seed coating.

本发明方法中适用的种子包覆组合物通常包含约5-50重量%的杀真菌剂,三氮杂茂或其它种三氮杂茂或活性成分的混合物加上约95-50重量%的农学上可接受的稀释剂和本领域常用的辅剂。Seed coating compositions suitable for use in the method of the present invention generally comprise about 5-50% by weight of a fungicide, triazole or other mixture of triazoles or active ingredients plus about 95-50% by weight of an agronomic Acceptable diluents and adjuvants commonly used in the art.

适用于该种子包覆制剂的农学上可接受的稀释剂和辅剂包括活性炭、高岭粘土、聚乙酸乙烯酯及其共聚物、颜料和水。Agronomically acceptable diluents and adjuvants suitable for use in the seed coating formulations include activated charcoal, kaolin clay, polyvinyl acetate and copolymers thereof, pigments and water.

种子包覆制剂,例如如前所述,可用原就知道的方式施用,使式I化合物和农学上可接受的载体以一合适的包覆形式包覆。如一种含水的悬浮液或者一种对种子有很好粘附力的干粉,这样,该制剂的成份可以在种子上包覆一次或一层,如果需要,也可以包覆二层或更多,譬如,内层可以用农学上可接受的稀释剂和/或辅剂,然后第二层用上面所提供的式I化合物与合适的农学上可接受的稀释剂及辅剂包覆。Seed coating formulations, eg as described above, can be applied in a manner known per se, so that the compound of formula I and the agronomically acceptable carrier are coated in a suitable coating form. Such as an aqueous suspension or a dry powder with good adhesion to the seeds, so that the ingredients of the preparation can be coated on the seeds once or in one layer, and if necessary, in two or more layers, For example, the inner layer can be coated with an agriculturally acceptable diluent and/or adjuvant, and then the second layer can be coated with the compound of formula I provided above together with a suitable agronomically acceptable diluent and adjuvant.

以下举例说明本发明。这些例子并不能用来解释成对 范围的限制。The following examples illustrate the invention. These examples are not intended to explain the limitations of the range of pairs.

实施例1:种衣剂Embodiment 1: seed coating agent

25份             环唑醇25 parts Cycloconazole

15份             二烷基苯氧基聚(乙烯基氧)乙醇15 parts Dialkylphenoxy poly(vinyloxy)ethanol

15份             二氧化硅细粉15 parts Silica fine powder

44份             高岭土细粉44 parts kaolin fine powder

0.5份            颜料0.5 parts of pigment

0.5份            黄原胶(xanthan)0.5 part xanthan gum (xanthan)

100份100 copies

将上述各组分在10000rpm的逆向研磨机(contraplex mill)中混合,研磨至粒径小于20微米。所得制剂以水悬浮液的形式用适当的设备施于种子上。The above-mentioned components were mixed in a contraplex mill at 10,000 rpm, and ground to a particle size of less than 20 microns. The resulting preparation is applied to the seeds as an aqueous suspension using suitable equipment.

实施例2:种衣剂Embodiment 2: seed coating agent

45份             环唑醇或戊唑醇45 parts Cycloconazole or Tebuconazole

1.5份            二戊基苯酚癸二醇醚乙稀氧化加合物1.5 parts Diamylphenol decanediol ether ethylene oxide adduct

2份              锭子油2 parts spindle oil

51份               滑石细粉51 parts fine talc powder

0.5份              着色剂(LuconylR--BASF)0.5 parts colorant (Luconyl R --BASF)

将上述组分的混合物在10000rpm的逆向研磨机中研磨至平均粒径小于20微米。所得干粉具有良好的粘附性,可通过在缓慢旋转的容器中混合2~5分种的方法拌种。The mixture of the above components was ground in a reverse mill at 10000 rpm to an average particle size of less than 20 microns. The resulting dry powder has good adhesion and can be seed-dressed by mixing in a slowly rotating container for 2-5 minutes.

实施例3:种衣剂Embodiment 3: seed coating agent

4g  Aatopam-A(包含25重量%的多菌灵和50重量%的福美双)4g Aatopam-A (comprising 25% by weight of carbendazim and 50% by weight of thiram)

4g  包含25重量%,戊唑醇的常规可湿性粉剂。4 g conventional wettable powder containing 25% by weight of tebuconazole.

4g  乙酸乙烯酯—乙烯共聚物4g vinyl acetate-ethylene copolymer

10g 活性碳10g activated carbon

10g 高岭土10g kaolin clay

10g 兰色颜料(LuconylR-BASF)10g blue pigment (Luconyl R -BASF)

8g  白色颜料(二氧化钛)8g white pigment (titanium dioxide)

300g水300g water

在适当设备中,将所得制剂以水悬浮液形式施于种子上。The resulting formulation is applied to the seeds as an aqueous suspension in suitable equipment.

实施例4:杀真菌活性Example 4: Fungicidal activity

用下列组分的混合物处理洋葱种子Treat onion seeds with a mixture of the following ingredients

4g  Aatopam-N(包含25重量%的多菌灵和50%的福美双)4g Aatopam-N (comprising 25% by weight of carbendazim and 50% of thiram)

8g  甲基纤维素8g methylcellulose

20g 高岭土20g kaolin clay

10g 颜料10g pigment

250g水250g water

(下文称为制剂4)或者,用上述制剂与下列化合物的混合物制成环唑醇的25重量%可湿性粉剂处理洋葱种子:(hereinafter referred to as formulation 4) Alternatively, the onion seeds were treated with a 25% by weight wettable powder of cyproconazole in a mixture of the above formulation and the following compounds:

1g(制剂5)1 g (formulation 5)

3g(制剂6)或3g (formulation 6) or

5g(制剂7)5g (formulation 7)

处理及得到的种子列于表1The seeds treated and obtained are listed in Table 1

                           表1处理实施例种子        处理         每公斤种子活性成份克数对照              制剂4        2g福美双+1g多菌灵1                 制剂5        2g福美双+1g多菌灵+0.25g环唑醇2                 制剂6        2g福美双+1g多菌灵+0.75g环唑醇3                 制剂7        2g福美双+1g多菌灵+1.25环唑醇Table 1 Treatment Example Seeds Treatment per kilogram of seed active ingredient grams control preparations 4 2g Fumei Double+1g multi -bacterial spirit 1 preparation 5 2g Fumei double+0.25 g cycrozazole 2g dosage 6 2g Fumei double+1g Carbendazim + 0.75g Cycloconazole 3 Preparation 7 2g Thiram + 1g Carbendazim + 1.25 Cycloconazole

测定处理过的种子的发芽情况。将其一式8份测定播种于自然寄生有白腐小核菌的土壤中。每隔一周数得病株数目,除去被害株。结果示于表2,表示为每次数得的新病株数目和整个试验中病株的总数。每次数完后除去病株。The germination of the treated seeds was determined. Eight replicate assays were sown in soil naturally parasitized by Sclerotinia albicans. Count the number of diseased plants every other week and remove the damaged plants. The results are shown in Table 2, expressed as the number of new diseased plants counted each time and the total number of diseased plants throughout the test. Remove diseased plants after each count.

                           表2 Table 2

a)每次新感染白腐小核菌植物的数目表示为试验中株数的百分数。处理实施例    播种后每隔一周被害株%a) The number of plants newly infected with S. albicans per time expressed as a percentage of the number of plants in the test. Treatment Example % of damaged plants every other week after sowing

  第一周   第2周    第3周  第4周  第6周  第7周对照  3        11       9      17     6      181     0        4        5      9      6      162     1        1        3      1      3      7  3     0     0     0     0     0     3Week 2, Week 3 Week 4 Week 6 Week, Week 7 31 9 17 6 181 0 4 5 9 6 162 1 3 1 3 7 3 0 0 0 0 0 3

b)每次计数时累计受白腐小核菌侵害株占实验中总株数的百分数。处理实施例    播种后每隔一周被害株%b) The percentage of the accumulated strains infested by Sclerotinia albicans to the total number of strains in the experiment at each count. Treatment Example % of damaged plants every other week after sowing

   第一周   第2周   第3周   第4周   第6周   第7周对照   3        14      23      40      46       641      0        4       9       18      23       392      1        2       5       7       10       163      0        0       0       1       1        4First Week 2 Week 3 Week 3 Week 4 Week No. 7 Week 3 14 23 40 46 641 0 4 9 18 23 392 1 5 10 163 0 0 0 1 1 4

按处理实施例3(见实施例4)拌种的种子贮存6个月,贮存期后进行的发芽试验表明,经处理的种子与未经处理的种子的发芽没有改变。实施例5         粒状制剂The seeds dressed in Treatment Example 3 (see Example 4) were stored for 6 months, and the germination test carried out after the storage period showed that the germination of treated seeds and untreated seeds did not change. Example 5 Granular preparation

在带状混合器(ribbon blender)中,用40%杀真菌剂/溶剂混合物(其中杀真菌剂是环唑醇或戊唑醇)将粒状载体均匀浸透。使自然干燥也可助以混合或低温加热(例如:50℃)In a ribbon blender, the granular carrier was homogeneously saturated with a 40% fungicide/solvent mixture (where the fungicide was cyproconazole or tebuconazole). Natural drying can also help mixing or heating at low temperature (eg: 50°C)

所得粒状制剂具有以下组成:The resulting granular formulation has the following composition:

杀真菌剂/溶剂               2.5份Fungicide/solvent 2.5 parts

粒状载体                    97.5份Granular carrier 97.5 parts

                            100.0份其中杀真菌剂的浓度约为1%。适当的载体可以是绿坡缕石或其它标准载体。如此得到的粒剂可用于土壤处理。The concentration of the fungicide is about 1% in 100.0 parts. A suitable support may be attapulgite or other standard supports. The granules thus obtained can be used for soil treatment.

Claims (9)

1. the method that infects of control allium white rot pyrenomycetes, it is included in the formula I compound that each platymiscium or its growth place impose the antifungal effective dose,
Figure C9310044600021
Wherein n be 0 or 1 and
R 1Be saturated C 3-C 6Alkyl.
2. the method for claim 1, it comprises the allium seed is coated with the film that contains antifungal effective dose formula I compound.
3. the method for claim 2, it comprises that every Kg seed imposes 0.25~12g formula I compound.
4. the method for claim 3, it comprises that every Kg seed imposes 0.5~8g formula I compound.
5. the method for claim 4, it comprises that every Kg seed imposes 0.5~1.5g formula I compound.
6. the method for one of claim 2 to 5, wherein the allium seed is an onion seed.
7. the method for one of claim 1 to 5, its Chinese style I compound is a cyproconazole.
8. the method for one of claim 1 to 5, its Chinese style I compound is a Tebuconazole.
9. the application of the formula I compound of claim 1 in control allium white rot pyrenomycetes infects.
CN93100446A 1993-01-12 1993-01-12 Fungicidal compositions Expired - Lifetime CN1089552C (en)

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EP2269454A1 (en) * 2009-06-24 2011-01-05 Bayer CropScience AG Combinations of fungicidally active yeast and fungicides
CN102293211A (en) * 2010-06-23 2011-12-28 海利尔药业集团股份有限公司 Bactericidal composition containing thiophanatemethyl and cyproconazole
CN102017970A (en) * 2010-11-21 2011-04-20 陕西美邦农药有限公司 Sterilization composite containing cyproconazole and thiophanate methyl
CN109541092A (en) * 2018-12-07 2019-03-29 江苏省农业科学院 A kind of garlic whiterot fungi Raw toxin identification method

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US135854A (en) * 1873-02-11 Improvement in cotton or woolen cans
US4835169A (en) * 1986-12-09 1989-05-30 Sandoz Ltd. Fungicides
US4849440A (en) * 1983-09-16 1989-07-18 Bayer Aktiengesellschaft Fungicidal compositions

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US135854A (en) * 1873-02-11 Improvement in cotton or woolen cans
US4849440A (en) * 1983-09-16 1989-07-18 Bayer Aktiengesellschaft Fungicidal compositions
US4835169A (en) * 1986-12-09 1989-05-30 Sandoz Ltd. Fungicides

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