(19)
(11)EP 3 732 966 A1

(12)EUROPEAN PATENT APPLICATION
published in accordance with Art. 153(4) EPC

(43)Date of publication:
04.11.2020 Bulletin 2020/45

(21)Application number: 18894322.9

(22)Date of filing:  05.09.2018
(51)International Patent Classification (IPC): 
A01N 35/02(2006.01)
A01P 3/00(2006.01)
(86)International application number:
PCT/ES2018/070583
(87)International publication number:
WO 2019/129902 (04.07.2019 Gazette  2019/27)
(84)Designated Contracting States:
AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
Designated Extension States:
BA ME
Designated Validation States:
KH MA MD TN

(30)Priority: 28.12.2017 ES 201731490

(71)Applicant: Desarrollo Agrícola y Minero, S.A.
50013 Zaragoza (ES)

(72)Inventors:
  • SOLANS ARTIGAS, Carlos
    50013 Zaragoza (ES)
  • MARTÍN ORO, Eitan
    50013 Zaragoza (ES)

(74)Representative: Schäfer, Matthias W. 
Patentanwalt Schwanseestrasse 43
81549 München
81549 München (DE)

  


(54)USE OF A FUNGICIDAL COMPOSITION AS TREATMENT FOR POWDERY MILDEW


(57) Use of a composition with fungicidal phytosanitary activity, which has as an active ingredient cinnamic aldehyde combined with terpene alcohol, for treatment against the disease known as powdery mildew in horticultural crops, especially of the Cucurbitaceae family, and more specifically, melon, watermelon, cucumber and courgette, as well as in pepper, strawberry and raspberry crops.
The invention presented provides the main advantages of a high efficacy against powdery mildew, great stability over time, and the very low toxicity of the composition.


Description


[0001] This description relates, as its title indicates, to a new use of a composition with fungicidal phytosanitary activity, which has as the active ingredient, cinnamic aldehyde combined with terpene alcohol, for treatment against the disease known as powdery mildew in horticultural crops, especially of the Cucurbitaceae family, and more specifically, melon, watermelon, cucumber and courgette, as well as in pepper, strawberry and raspberry crops.

Field of the invention



[0002] The invention relates to the field of the use of phytosanitary products for the treatment of powdery mildew in horticultural crops, especially of the Cucurbitaceae family, such as melon, watermelon, cucumber and courgette, and in pepper, strawberry and raspberry crops.

Current State of the Art



[0003] To gain a better understanding of this description we will establish a series of definitions in advance:

Powdery mildew: Disease caused by a parasitic fungus whose vegetative apparatus forms a network of whitish, powdery filaments on the leaves of plants. There are many different types but in the case of the Cucurbitaceae, the fungus responsible is called Sphaerotheca fuliginea, in the case of strawberries it is Sphaerotheca macularis, in that of peppers it is Sphaerotheca erysiphales and in raspberries, Podosphaera aphanis.

Cinnamic aldehyde: Organic compound whose IUPAC name is (2E)-3-Phenylprop-2-enal and other names such as cinnamic aldehyde or cinnamaldehyde whose structural formula is C6H5CHCHCOH and molecular formula is C9H8O. This compound can be obtained from natural sources or by chemical synthesis.

Ethoxylated castor oil: The castor oil obtained by reaction with ethylene oxide through an ethoxylation reaction. The various ethoxylated castor oils are classified according to the number of moles of ethylene or degree of ethoxylation.

Ethoxylated castor oil with a low degree of ethoxylation: Ethoxylated castor oil with an ethoxylation degree of between 5 and 20 moles.

Ethoxylated castor oil with a high degree of ethoxylation: Ethoxylated castor oil with an ethoxylation degree greater than 20 moles.

Calcium alkyl aryl sulfonate solution: A liquid product obtained by dissolving calcium alkyl aryl sulfonate at a final concentration of between 45% and 70% weight/weight in a solvent.

C11-13 alcohols: A liquid product with a minimum content of 80% weight/weight of ethoxylated branched C11-C13 alcohols with >2.5 EO and characterised by CAS number: 68439-54-3.

Terpene alcohol: In this description the term terpene alcohol is understood to be the liquid product formed mostly (more than 80% weight/weight) by a single monoterpene alcohol such as α-terpineol, or the multi-constituent mixture of terpene alcohols obtained essentially by monocyclic terpene alcohols (terpineols, 1-terpinen-4-ol, etc.) and, in a smaller proportion, by tri-cyclic terpene alcohols (fenchol, borneol, etc.).

Powdery mildew is a disease, which depending on the crop, is caused by different types of fungi. It is a leaf disease that represents a very significant limiting factor on the production of Cucurbitaceae, especially melon, watermelon, cucumber and courgette as well as on pepper, strawberry and raspberry crops worldwide. The disease affects the photosynthetic leaf area of the plant and can even affect the product of the plant and, consequently, the total production and quality of the harvest.

At present and as far as our knowledge goes, there exists a limited number of chemically synthesized, natural or microbiological phytosanitary products for the control of this disease worldwide. This has given rise to the onset of resistances in the fungus to treatment using these products, which leads to combinations of these phytosanitary products having to be used, as well as to the appearance of high levels of phytosanitary residues in fruit and to poor control of powdery mildew, with the consequent economic losses. Therefore, if new fungicides could be found with highly effective compositions and which also contribute to an improvement in toxicology, application safety and a decrease or absence of residues, then very significant environmental and economic gains could be achieved for that crop.


Background of the invention



[0004] At present we know of certain procedures and products for treating powdery mildew, such as for instance, those described in patent ES0178125 "A procedure for obtaining a product against downy mildew and powdery mildew of the grapevine, applicable in one single treatment", ES8504435 "A procedure for obtaining a paste for combating powdery mildew", and EP1754412 "Biological process and suitable compositions for the treatment of plants, especially for vines", however they present the problem of using sulfur, which has a high environmental impact and is not advisable for food products for direct consumption.

[0005] Products are also known that use aromatic aldehydes, such as that described in patent EP0889691 "Use of aromatic aldehydes as pesticides" but employing a completely different composition, with low effectiveness.

[0006] Likewise patent WO2013040721 "Method and system for producing ozonated natural oils and the application thereof in the treatment of humans, animals and vegetables, and in aquaculture" describes the use of a completely different product, with low effectiveness.

[0007] Lastly, patent WO2010086103 "Use of succinate dehydrogenase inhibitors for controlling powdery mildew primary infections" advocates the use of fluopyram to control primary infections of powdery mildew in perennial crops, where fluopyram was applied to the perennial crop before the end of the preceding vegetative cycle.

Description of the invention



[0008] To resolve the problem that exists at present with protection against powdery mildew in horticultural crops such as Cucurbitaceae, especially melon, watermelon, cucumber, courgette, and in pepper, strawberry and raspberry crops, improving the state of the art, the new use of a fungicidal composition has been envisaged, not until now used in this field of application. This fungicidal composition comprises, as the active ingredient, cinnamic aldehyde, combined with ethoxylated castor oil, C11-13 alcohols, calcium alkyl aryl sulfonate solution and terpene alcohols.

[0009] Cinnamic aldehyde is the active ingredient with fungicidal activity, which is combined with terpene alcohols in a compound to improve application of the product, its resistance on leaves, and its effectiveness.

[0010] The composition is formulated as an emulsifiable concentrate for the preparation of liquid fungicide formulations for the treatment of powdery mildew of Cucurbitaceae, especially melon, watermelon, cucumber, and pepper, strawberry and raspberry crops.

[0011] This fungicidal composition, in spite of being specifically designed for the treatment of Sigatoka in banana and/or plantain plants, and used solely for this, surprisingly has also been found to be effective for the treatment of powdery mildew in horticultural crops, according to experimental trials carried out.

[0012] It is preferably delivered by ground spraying using manual sprayers, motor pumps, or other similar means. A product application dose of between 0.05 l/hl and 0.5 l/hl is used, preferably between 0.2 l/hl and 0.3 l/hl.

Advantages of the invention



[0013] This novel use of the fungicidal composition for the treatment of powdery mildew of Cucurbitaceae, especially melon, watermelon, cucumber and courgette, and pepper, strawberry and raspberry crops, that is presented affords numerous advantages over the products currently available, the most important being that it provides a high degree of efficacy against powdery mildew disease in the indicated crops as opposed to synthesized or natural products that are currently known for use on these horticultural crops.

[0014] It is important to highlight the advantage that the use of this composition presents a very positive toxicological profile by international standards compared to other chemically synthesised products, thanks to the use of cinnamic aldehyde as the active ingredient. This can lead to declaring this composition to be free of phytosanitary residues, with the clear agricultural, sanitary and economic benefits this represents over synthetic products.

[0015] Moreover, it is important to highlight the benefit from using this fungicidal composition, since it does not include antioxidants, as is usual in other compositions with similar substances. This is because the composition used is able to maintain the structure and prevent the active product from degrading due to oxidation, resulting in a stable product, according to international standards for this type of product. As a result, the incorporation of antioxidant substances which may act as contaminants or increase the toxicity or phytotoxicity of the composition is avoided.

[0016] Another important advantage of this use is that, by incorporating terpene alcohols, product application efficacy is increased since they help to keep the substance on the plant's leaves, even withstanding rain.

[0017] In addition, it is worth noting that the use of terpene alcohols also reduces the amount of mineral oil needed to be added, thereby significantly reducing the toxicity produced by such oils in horticultural crops.

[0018] A further advantage of this new use of the fungicidal composition, in addition to the benefits already expounded in terms of an improved toxicological profile, presumable absence of residues, absence of antioxidant substances that may act as contaminants, improvement in product application, greater efficacy, and decreased toxicity of other application adjuvants, is that it is economically competitive compared to the traditional chemical phytosanitary products.

Preferred embodiment of the invention



[0019] The use of the fungicidal composition presented consists of carrying out phytosanitary treatment against powdery mildew in horticultural crops. The horticultural crops are preferably from the group formed by Cucurbitaceae, pepper, strawberry and raspberry. The Cucurbitaceae subject to application are preferably melon, watermelon, cucumber and courgette.

[0020] The fungicidal composition used basically comprises:
  • cinnamic aldehyde,
  • a mixture of ethoxylated castor oils with a high degree of ethoxylation,
  • ethoxylated castor oil with a low degree of ethoxylation
  • C11-13 alcohols,
  • terpene alcohols and
  • calcium alkyl aryl sulfonate in solution.


[0021] The cinnamic aldehyde is present in a proportion of between 20% and 55% by weight, preferably 30-40% by weight, with respect to the total weight of the composition.

[0022] The mixture of ethoxylated castor oils comprises at least two ethoxylated castor oils with a high degree of ethoxylation. The degree of ethoxylation of these oils is between 20 and 40 moles, preferably between 30 and 40 moles, and more preferably chosen from the group formed by 35, 36 and 40 moles. This mixture of ethoxylated castor oils with a high degree of ethoxylation is present in a proportion of between 20% and 40% by weight, preferably between 25% and 35% by weight, with respect to the total weight of the composition.

[0023] Furthermore, at least an ethoxylated castor oil with a low degree of ethoxylation is also used. The degree of ethoxylation of this oil is between 5 and 20 moles, preferably between 8 and 15 moles, and more preferably chosen from the group formed by 9 and 10 moles. This ethoxylated castor oil with a low degree of ethoxylation is present in a proportion of between 0.4% and 2% by weight, preferably between 0.5% and 1% by weight, with respect to the total weight of the composition.

[0024] The C11-13 alcohols are present in a proportion of between 25% and 40% by weight, preferably between 30% and 35% by weight, with respect to the total weight of the composition.

[0025] The terpene alcohols, for example α-terpineol, are present in a proportion of between 5% and 10% by weight, preferably between 6% and 8% by weight, with respect to the total weight of the composition.

[0026] The calcium alkyl aryl sulfonate solution is present in a proportion of between 1% and 5% by weight, preferably between 1.5% and 2% by weight, with respect to the total weight of the composition.

[0027] Use of this fungicidal composition is by spraying on plants, preferably delivered by ground spraying with manual sprayers, motor pumps or other similar means. A product application dose of between 0.05 l/hl and 0.5 l/hl is used, preferably between 0.2 l/hl and 0.3 l/hl.

[0028] Experimental trials carried out using this fungicidal composition by spraying on horticultural crops have shown its notable effectiveness against powdery mildew.

Application conditions and results obtained experimentally in the field



[0029] To reflect the efficacy of the invention presented in this description, comparative studies were performed in commercial conditions. Thus, commercial application of the present fungicidal composition is carried out by ground spraying with manual sprayers, motor pumps, or other similar means. The invention is further characterised by a specific use with a product application dose of between 0.05 l/hl and 0.5 l/hl, and preferably between 0.2 l/hl and 0.3 l/hl of the composition described herein.

[0030] The conditions of the application solution will be those normally used for the crops described. The following examples show the spraying case.

Example 1: Application of the fungicidal composition for the control of powdery mildew (Sphaerotheca macularis) in strawberries.



[0031] The aim of the protocol was to evaluate the effect of the fungicidal composition applied in different doses for the control of powdery mildew (Sphaerotheca macularis) in greenhouse strawberry cultivation and compare its efficacy against that of a standard chemical phytosanitary product such as myclobutanil. Location: Almería (Spain). Variety: Benicia.

Treatments:



[0032] 

Untreated control specimen

Myclobutanil 20 g/l, dose 30 ml/hl

Fungicidal composition, dose 0.2 l/hl

Fungicidal composition, dose 0.3 l/hl

Number of applications: 4

Use of solution: 1000 l/ha.

Parameters evaluated: Efficacy.


Results:



[0033] Efficacy data were taken at the following times.

T0: 0, before first application.

T1: 10 days after the first application and just before the second application.

T2: 9 days after the second application and just before the third application.

T3: 9 days after the third application and just before the fourth application

T4: 7 days after the fourth application.



[0034] The efficacy results are shown in the following table:
Treatment/efficacy% (T0)%(T1)%(T2)%(T3)%(T4)
Control specimen 0 0 0 0 0
Myclobutanil 0 92.4 97.0 95.8 98.3
Fungicidal composition 0.2 l/hl 0 83.5 95.3 85.7 92.3
Fungicidal composition 0.3 l/hl 0 72.3 87.1 84.5 80.5


[0035] The conclusions of the example indicate that the agricultural composition shows very good results in terms of efficacy and similar results, without significant differences compared to myclobutanil in strawberries, revealing better results at a dose of 0.3 l/hl compared to at a dose of 0.2 l/hl.

[0036] In these conditions and doses, the composition presented herein shows agronomic results against powdery mildew of the same order or higher than chemical or natural products registered and used for this same purpose.

[0037] A person skilled in the art will easily comprehend that the characteristics of different embodiments can be combined with the characteristics of other possible embodiments, provided that the combination is technically possible.

[0038] All of the information referring to examples or embodiments form part of the description of the invention.


Claims

1. Use of a fungicidal composition, that comprises

- cinnamic aldehyde in a proportion of between 20% and 55% by weight with respect to the total weight,

- a mixture of at least two ethoxylated castor oils with a high degree of ethoxylation in a proportion of between 20% and 40% by weight with respect to the total weight, with a degree of ethoxylation of between 20 and 40 moles,

- C11-13 alcohols in a proportion of between 25% and 40% by weight with respect to the total weight,

- terpene alcohols in a proportion of between 5% and 10% by weight with respect to the total weight,

- calcium alkyl aryl sulfonate in solution, in a proportion of between 1% and 5% by weight with respect to the total weight, and

- ethoxylated castor oil with a low degree of ethoxylation in a proportion of between 0.4% and 2% by weight with respect to the total weight, with a degree of ethoxylation of between 5 and 20 moles,

characterised in that it carries out a phytosanitary treatment against powdery mildew.
 
2. Use of a fungicidal composition, according to the preceding claim, wherein the cinnamic aldehyde is present in a proportion of between 30 % and 40 % with respect to the total weight.
 
3. Use of a fungicidal composition, according to either of the preceding claims, wherein the mixture of at least two ethoxylated castor oils with a high degree of ethoxylation is present in a proportion of between 25% and 35% with respect to the total weight.
 
4. Use of a fungicidal composition, according to any of the preceding claims, wherein the mixture of at least two ethoxylated castor oils with a high degree of ethoxylation has a degree of ethoxylation of between 30 and 40 moles.
 
5. Use of a fungicidal composition, according to any of the preceding claims, wherein the mixture of at least two ethoxylated castor oils with a high degree of ethoxylation has a degree of ethoxylation chosen from the group formed by 35, 36 and 40 moles.
 
6. Use of a fungicidal composition, according to any of the preceding claims, wherein the C11-13 alcohols are present in a proportion of between 30 % and 35 % with respect to the total weight.
 
7. Use of a fungicidal composition, according to any of the preceding claims, wherein the terpene alcohols are present in a proportion of between 6% and 8 % with respect to the total weight.
 
8. Use of a fungicidal composition, according to any of the preceding claims, wherein the calcium alkyl aryl sulfonate in solution is present in a proportion of between 1.5 % and 2 % with respect to the total weight.
 
9. Use of a fungicidal composition, according to any of the preceding claims, wherein the ethoxylated castor oil with a low degree of ethoxylation has a degree of ethoxylation preferably chosen from the group formed by 5 and 20 moles.
 
10. Use of a fungicidal composition, according to any of the preceding claims, wherein the ethoxylated castor oil with a low degree of ethoxylation has a degree of ethoxylation preferably chosen from the group formed by 9 and 10 moles.
 
11. Use of a fungicidal composition, according to any of the preceding claims, wherein the phytosanitary treatment against powdery mildew is carried out on horticultural crops selected from the group formed by Cucurbitaceae, pepper, strawberry and raspberry.
 
12. Use of a fungicidal composition, according to any of the preceding claims, wherein the Cucurbitaceae are selected from the group formed by melon, watermelon, cucumber and courgette.
 
13. Use of a fungicidal composition, according to any of the preceding claims, wherein the application of the product is carried out by spraying on the plants.
 
14. Use of a fungicidal composition, according to any of the preceding claims, wherein a product dose application of between 0.05 l/hl and 0.5 l/hl is used.
 
15. Use of a fungicidal composition, according to the preceding claims, wherein a product dose application of between 0.2 l/hl and 0.3 l/hl is used.
 





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Cited references

REFERENCES CITED IN THE DESCRIPTION



This list of references cited by the applicant is for the reader's convenience only. It does not form part of the European patent document. Even though great care has been taken in compiling the references, errors or omissions cannot be excluded and the EPO disclaims all liability in this regard.

Patent documents cited in the description