• 专利附录
  • 专利说明
  • 权利要求
  • 类似技术
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    • 专利摘要:
    Biocidal composition. A biocidal composition is described which comprises diallyl sulphides as the biocide agent. The composition is characterized by surfactants. The biocidal composition comprises at least one allyl sulfide, a polar diluent, surfactants, a C4-C9 alkanol, at least one nonionic surfactant with an HLB value between 9.5 and 17 at least one anionic surfactant. The biocide compositions described are effective in the treatment against mites, larvae of lepidoptera and thrips. (Machine-translation by Google Translate, not legally binding)
    公开号:ES2671566A1
    申请号:ES201730280
    申请日:2017-03-01
    公开日:2018-06-07
    发明作者:Francisco ESPINOSA ESCRIG；Noelia VERA CALVO；Pedro PELEATO ESTAÚN
    申请人:SEIPASA S A；SEIPASA SA；
    IPC主号:
    专利说明:

    Biocidal composition
    Technical Field of the Invention The present invention describes a biocidal composition comprising as a biocidal agent diallyl sulphides. The composition is characterized by surfactants.
    Background of the invention In recent years there is a desire to commercialize environmentally friendly biocidal agents. Plant extracts and their principles
    assets have shown biocidal activity for different types of pests and
    pathogens, especially in agricultural crops.
    In particular as described in US 2009/0317500, diallyl sulfides present in garlic and garlic oil extracts have shown repellent properties.
    It is also known that certain natural products are toxic to some mammals and toxic to the environment. Pyrethrins, which are isolated from Tanacetum cinerariifo / ium, have been used as an insecticide because they attack the nervous system of insects, but different studies show pyrethrin poisoning in mammals and that pyrethrins are toxic to
    bees
    It is known that extracts of Liliaceae, which comprise diallyl sulfides and
    alkylcistene sulfoxides, have biocidal activity but are unstable.
    The state of the art describes a multitude of surface active agents:
    anionic compounds, cationic compounds, non-ionic compounds, ampholytes
    or mixtures thereof.
    Non-ionic surfactants include: alcohols, phenols, ethers of
    polyoxyalkylenes having mixtures of oxyalkylene groups, carboxylates and sulphonates of polyoxyalkylene glycols, amine oxides, sulfoxides, polysorbates, alkyl polyglucosides, synthetic resins, phosphoric acid esters, oxides of
    phosphine, lignin derivatives, silicon compounds, seed oils
    ethoxylates, products of indeterminate composition, etc.
    The hydrophilic-lipophilic balance or hydrophilic-lipophilic balance, or HLB (English acronym for Hydrophific-Lipophific Balance), of a surfactant is a measure of the degree to which it is hydrophilic or lipophilic, determined by calculating the values for the different regions of the molecule. The HLB can be calculated
    by the methods described by Griffin or Oavies. HLB values vary from
    1.5 for antifoaming agents up to 18 for solubilizers.
    CN103535389 describes an insecticidal composition against the red spider that
    It includes extracts of garlic and pyrethrins. Therefore, this formulation can lead to mammalian intoxication.
    The document closest to the invention CN1615704 describes a composition
    against the red spider comprising a juice obtained by crushing and
    garlic, chili and castor oil fermentation. This document does not describe the stability of the components or quantify the effectiveness of the formulation.
    Object of the invention The problem solved by the invention is to find a biocidal composition that
    It comprises diallyl sulfides that are stable over time. The solution
    found by the inventors is a composition comprising a diluent
    polar, a C4-C9 alkanol characterized by surface active agents.
    Surfactants comprise at least one nonionic surfactant and an anionic surfactant, wherein the nonionic surfactant has an HLB value
    between 9 and 17.
    Nonionic surfactants are selected from: -ethoxylated sorbitan esters
    -ethoxylated oils or fatty acids and-alcohols of ethoxylated fatty acids.
    Anionic surfactants comprise salts of arylsulfosucinates, salts of
    arylbenzosulfonates or arylalkyl esters of ethoxylated phosphate.
    The concentrations of allyl sulfide of the described formulations remained unchanged for 14 days stored at 54 ° C. In this way it can be extrapolated that the formulations will be stable for at least two years at
    room temperature.
    Another problem solved by the invention is to find a biocidal composition against the red spider, free of pyrethrins, which is not toxic to mammals, nor to the environment.
    The formulations described in the invention showed a statistically similar efficacy to those obtained by phenypiroxate or abamectin, reference biocidal agents and which are toxic.
    The formulations described were also effective against different species
    of lepidoptera that affect horticultural crops, such as Spodoptera exigua and Mamestra brassicae, Helicoverpa armígera, Tula absoluta, Pieris rapae or
    Phillocnistis citrella); Tetraniquid mites, such as Tetranychus urticae,
    Panonychus citri, Eutetranychus orienlalis and against thrips, such as Frankliniella
    occidentalis, Thrips tobacco or Pezothrips kellyanus.
    Description of the figures
    Figures 1 and 2 show the efficacy of the bIes emulsifying compositions and the microemulsion compositions in the treatment of the red apple spider in comparison with the phenypiroxate
    Figures 3 and 4 show the effectiveness of the compositions emulsifies bias and the
    Microemulsion compositions in the treatment of the red peach spider compared to phenypiroxate.
    Figures 5 and 6 show the effectiveness of the emulsifies bias and the compositions
    in microemulsion in the red citrus spider compared to the
    abamectin
    Figures 7 and 8 show the effectiveness of emulsifiable and
    Microemulsion compositions in the treatment of lettuce caterpillars
    (Spodoptera exigua) compared to azadirachtin
    Figure 9 shows the effectiveness of the effectiveness of the bias emulsifiers and the
    pepper caterpillar microemulsion compositions compared to Bacillus lhuringiensis.
    Figure 10 shows the efficacy on Frankliniella occidentalis in capsicum
    emulsifiable compositions and microemulsion compositions compared to azadirachtin.
    In the figures the MEGE reference corresponds to the microemulsion formulations and the ECGE reference corresponds to emulsion formulations bias. Detailed description of the invention
    The compositions comprise: at least one diallyl sulfide,
    - a polar diluent,
    - surface active agents,
    - a C4-C9 alkanol and
    wherein the surfactants comprise at least one non-ionic surfactant with an HLB value between 9.5 and 17 and at least one anionic surfactant.
    Diallyl sulfides comprise diallyl sulfide, diallyl disulfide, diallyl trisulfide, diallyl tetrasulfide defined by the formula:
    ~ S'R
    where res
    s ~
    In a preferred mode, the biocidal compositions comprise extracts of Allium sativum, obtainable by methods known to those skilled in the art,
    as detailed in example 7 and quantified in diallyl sulfides.
    10 Polar diluents comprise dialkyl succinates, dialkyl glutarates, diakyl adipate, water, glycols. Preferably the polar diluents are mixtures of methyl succinate, methyl glutarate, dimethyl adipate, water or propylene glycol, which are biodegradable diluents.
    15 Non-ionic surfactants are selected from: polyoxyethylene sorbitan esters, ethoxylated fatty acids or fatty acids and
    - ethoxylated fatty acid alcohols.
    In a preferred mode, the polyoxyethylene sorbitan esters are polyoxyethylene (20) sorbitan monolaurate and polyoxyethylene (20) sorbitan monooleate, wherein the HBL value for polyoxyethylene (20) sorbitan monolaurate is 16.7 and for HBL value for polyoxyethylene (20) sorbitan monooleate is 15.
    In a preferred mode the ethoxylated oils are castor oil with 20 moles of ethylene oxide or castor oil with 36 moles of ethylene oxide, both
    with CAS number 61791-12-6; where the HBL value for ethoxylated castor oil with 20 moles of ethylene oxide is 9.9 while the HBL value for 30 castor oil with 36 moles of ethylene oxide is 12.6.
    In a preferred mode, the ethoxylated fatty acid is (9) polyethylene glycol laurate, with an HBL value of 13.
    In a preferred mode, the ethoxylated fatty acid alcohol is ethoxylated isotridecyl alcohol with 8 moles of ethylene oxide, with a HBL value of
    12.8.
    Anionic surfactants are selected from salts of arylsulfosucinates,
    salts of arylbenzosulfonates or arylalkyl esters of ethoxylated phosphate.
    In a preferred mode the anionic surfactants are sodium dioctylsulfosuccinate, calcium dodecylbenzosulfonate or an alkylaryl phosphate ester 10 OE.
    C4-C9 alkanol is a primary, secondary or tertiary aliphatic alcohol with 4-9 carbon atoms. In a preferred mode the C4-C9 alkanol is 2-ethyl-1-hexanol.
    The compositions described in the invention are formulated as an emulsifiable concentrate or as microemulsions.
    In a preferred way the emulsifiable concentrated compositions use
    as diluent mixture of dimethyl succinate, dimethyl glutarate and adipate
    of dimethyl, while compositions in the form of microemulsions
    They use water and propylene glycol as a diluent.
    The compositions described have been effective for the treatment against mites
    tetraniquids (Tetranychus urticae, Panonychus citri, Eutetranychus orientalis), lepidopter larvae (Spodoptera exigua, Mamestra brassicae, Helicoverpa armigera, Tuta absoluta, Pieris rapae, Phiflocnistis citrefla) and tops (Frankliniefla occidentalis, Thrips tabaips, Perips kebaci, Pezips.
    Example 1. Biocidal compositions in microemulsion
    Next, biocidal microemulsion compositions are described. All
    concentrations are expressed in weight / weight. The table describes the HLB value (hydrophilic-lipophilic balance) for non-ionic surfactants.
    TABLE 1
    Tensile HLB%%%%%%%%%
    Nonionic Kidney oil 20 EO9.96810OROROROROR5
    Castor oil 36 EO 12.6ORORORfifteen18twentyOROROR
    I Lauric Acid 9 EO 13.3OROROROROROR222. 3OR
    Sorbitan Monoleate 20 E O fifteen789OROROROROR24
    Sorbitan Monolaurate 20 EO 16.7OROROR567OROROR
    Isotridecyl alcohol 8 EO 12.8OROROROROROReleven13OR
    Aniconic Diocti L Sulphosuccinate Sodium Salt101214ORORORORORfifteen
    Cacic Dodecyl Benzenesulfonate OROROR246OROROR
    Alkylaryl ester phosphate 10 EO OROROROROROR24OR
    Garlic extract one35one35one36
    2-eti l-1-hexanol one23one23one23
    Propylene glycol 568581051012
    Deionized water 64534164fifty38fifty352. 3
    Dimethyl adipate 5.37.18.91.51.92.30.10, 10, 1
    Dimethyl glutarate 0.60.8one4.15.36.55.36.67.9
    Dimethyl succinate 0, 10.10.11.41.82.22.63.34
    TOTAL 100100100100100100100100100
    Example 2. Emulsifiable concentrated composition Next, biocide emulsified bias compositions are described. All concentrations are expressed in weight / weight. The compositions described are applied after dilution in water. The table describes the HLB value (hydrophilic-lipophilic balance) for non-ionic surfactants.
    TABLE 2
    HLB %%%%%%%%%
    Active T
    Nonionic Castor Aceile 20 EO9.9121416OROROROROROR
    Castor Aceile 36 EO 12.6OROROR79elevenOROROR
    I auric acid 9 EO 13.3OROROROROROR6810
    20 EO Monolealo fifteen101214OROROROROROR
    Sorbilane monolauralo 20 EO 16.7OROROR79elevenOROROR
    Isotridecrylic alcohol 8 EO 12.8OROROROROROR121416
    Anionic Dioclyl sulfosuccinalo sodium salt79elevenOROROROROROR
    Dodecyl Calcium Benzenesulfonate OROROR46 .58OROROR
    Alkylaryl Esler phospholus 10 DE OROROROROROR48eleven
    Garlic extract. 791279127912
    2-elil-1-hexanol one23one33one23
    Propylene glycol OROROROROROROROROR
    Deionized water OROROROROROROROROR
    Dimelil adipato 56.148.139.215.513.311.60.70.60.5
    Dimelil Glularalo 6.35.44.443.737.532.546.238.931.7
    Dimethyl succinate 0.60.50.414.812.7eleven23.119.515.8
    TOTAL 100100100100100100100100100
    The formulations were diluted in water to create an emulsion and subsequent
    application.Example 3. Stability studies
    An accelerated stability study was conducted and the content was determined in
    allyl sulfides in the emulsifiable formulation according to labia 3:
    TABLE 3
    %
    Lauric acid 9 EO 10
    8EO isotridecyl alcohol 16
    Alkylaryl Esterfosphate 10 OE eleven
    Garlic extract 12
    2-ethyl-1-hexanol 3
    Dimethyl adipate 0.5
    Dimethyl glutarate 31.7
    Dimethyl succinate 15.8
    TOTAL 100
    Where the concentration of allyl sulfides in the above composition is
    15 detailed in table 4
    TABLE 4
    12% garlic extract (w / w) % (w / w) Diallyl Sulphide% (w / w) Diallyl disulfide of% (w / w) Diallyl Trisulfide of% (w / w) Diallyl Tetrasulfide
    25 ° C T = O days 0.595.022.590.98
    54 ° C T = 14 days 0.575.012.570.97
    An accelerated stability study was conducted and the content of allyl sulfides in the microemulsion composition detailed in Table 5 was determined.
    TABLE 5
    %%
    Garlic extract one
    Castor oil 36 EO 6
    Sorbitan Monolaurate 20 EO 7
    Dodecyl Calcium Benzenesulfonate 10
    2-ethyl-1-hexanol one
    Propylene glycol 5
    Deionized water 64
    Dimethyl adipate 5.3
    Dimethyl glutarate 0.6
    Dimethyl succinate 0, 1
    TOTAL 100
    Where the concentration of allyl sulfides in the above composition is
    Detailed in Table 6:
    TABLE 6
    1% garlic extract (w / w) 25 ° C T = O days 54 ° C T = 14 days % (w / w) Diallyl sulphide 0.05 0.55% (w / w) Diallyl disulfide 0.42 0.41from% (w / w) Diallyl Trisulfide 0.22 0.21from% (w / w) Diallyl Tetrasulphide 0.08 0.08
    5 ID Example 4, Efficacy study in the red apple spider A study was conducted to evaluate the efficacy of emulsifiable compositions and microemulsion compositions. The number of red spider individuals per leaf was significantly reduced, especially the medium and high doses of microemulsions (3 and 4.5 l / Ha) and the high dose of emulsifiable compositions (4 l / Ha). Figure 1.
    The formulations used for efficacy studies were: Microemulsion compositions according to table 7
    fifteen
    twenty
    TABLE 7
    %%
    Garlic extract one
    Castor oil 36 EO fifteen
    Sorbitan Monolaurate 20 EO 5
    Dodecyl Calcium Benzenesulfonate 2
    2-ethyl-1-hexanol one
    Propylene glycol 5
    Deionized water 64
    Dimethyl adipate 1.5
    Dimethyl glutarate 4.1
    Dimethyl succinate 1.4
    TOTAL 100
    Where the concentration of allyl sulfides in the composition is detailed in Table 8. TABLE 8
    1% garlic extract (w / w) % (w / w) Allyl Sulphide% (w / w) Allyl disulfide (w / w)from% (w / w) Allyl Trisulfide% (w / w) Allyl Tetrasulfide
    0.05 0.420.230.08
    The emulsifiable composition used is detailed in table 9.
    TABLE 9
    %%
    Garlic extract 12
    Castor oil 36 EO eleven
    Sorbitan Monolaurate 20 EO eleven
    Dodecyl Calcium Benzenesulfonate 8
    2-ethyl-1-hexanol 3
    Dimethyl adipate 11, 6
    Dimethyl glutarate 32.5
    Dimethyl succinate eleven
    TOTAL 100
    Where the concentration of allyl sulfides is detailed in Table 10. TABLE 10
    Garlic Extract 12% (w / w) to the% (w / w) Diallyl Sulphide% (w / w) Diallyl disulfide (w / w)% (w / w) Diallyl Trisulfide% (w / w) T-diallyl sulphide
    0.59 5.022.590.98 A study was conducted to evaluate the effectiveness of the compositions
    emulsifiable and in microemulsion described above (tables 8-10). The medium and high doses of the microemulsion compositions (3 and 4.5 l / Ha) and the high dose of the emulsifiable formulations (4 l / Ha) achieved efficacy of
    80-90%, statistically similar to those obtained by the reference
    (Phepiroximate). Figure 2
    Example 5. Efficacy study on the red peach spider
    15 On the compositions detailed in Tables 8-10, the efficacy study on the red peach spider was carried out.
    It was observed that spider populations have a less pronounced increase in microemulsion formulation treatments and from the 3rd
    Product application significant differences are observed with the
    control populations. Figure 3
    The efficiencies obtained by the formulated microemulsion reach average values
    for the medium (3 l / Ha) and high (4.5 l / Ha) doses, with a maximum efficacy of 53%. Figure 4
    Example 6. Efficacy study on citrus red spider
    The severity at 3 doses of the formula described in Tables 7-8 (150, 300 and 450 ml / hl) was studied. The results show a decrease in red spider populations. At 7 days after the 2 'application (7DD2A) the average doses and
    high present populations similar to those of the reference (abamectin). Figure
    5.
    The efficacy was studied after 2 applications, the medium and high doses of the formulated
    described in tables 7-8 showed similar efficiencies to those of the reference
    (abamectin) of the order of 53-62%. Figure 6 Example 7. Obtaining Garlic Extracts
    Garlic extract is obtained from any variety of Allium sativum
    Cultivated without pesticide residues.
    Dried and cut garlic cloves are extracted by steam stream from
    Water. Water is removed from the oil obtained by condensation. Density of the oil obtained 1.07-1.09 mg / ml. oil refractive index 1.56-1 .58.
    Example 8 Efficacy study on lettuce caterpillars (Spodoptera exigua)
    An efficacy study was carried out on lettuce caterpillars (Spodoptera exigua) for
    Different compositions as detailed below.
    No. Trafficking KindActive principleConcentrationDose
    one Control----------
    2 MicroemulsionGarlic extract3%1, Snl / Ha
    3 MicroeulsionGarlic extract3%3.0 l / Ha
    4 MicroeulsionGarlic extract3%4, S I / Ha
    S Emulsifiable concentrateGarlic extract9%2.01 / Ha
    6 Emulsifiable concentrateAzadirachtin3.2%12Sml / 100 I
    The results obtained for the formulations containing garlic extracts, valued in allyl polysulfides were equivalent to the results obtained
    with the reference product (azadirachtin) at 3, and 9 days of application. Figure 5 7 and 8.
    Example 9 Study of effectiveness in pepper (Mamestra brassicae, Autographa gamma and other caterpillars)
    10 An efficacy study on pepper caterpillars (Mamestra brassicae) and
    Other caterpillars for the different compositions as detailed below:
    N "Treat 1 Type MicroemulsionActive Principle Garlic Extract3% concentrationDose 1500 mi / Ha
    2 MicroemulsionGarlic extract3%3000 mi / Ha
    3 MicroemulsionGarlic extract3%4500 mi / Ha
    4 Emulsifiable concentrateGarlic extract3%2000 mi / Ha
    5 Emulsifiable concentrateGarlic extract9%4000 mi / Ha
    6 Wettable powderBacillus fhuringiensis 15 MUllg10%600 g / Ha
    7 CONTROL------
    The results obtained for formulations containing garlic extracts,
    S valued in allyl polysulfides were equivalent to the results obtained with the reference products Bacillus lhuringiensis subspecies Aizawai (15
    MUI / g). Figure 9
    Example 10. Efficacy study on thrips (Frankliniella occidentalis) in
    pepper.
    A study was carried out to evaluate the efficacy of the bion emulsifying compositions against a microemulsion composition, using as a reference product an emulsifiable concentrate of azadirachtin at
    3.2% The different compositions as detailed below.
    ND Treats KindActive principleConcentrationDose
    one Control----------
    2 Emulsifiable ConcentrateGarlic extract12%1.5 l / Ha
    3 Emulsifiable ConcentrateGarlic extract12%3.0 l / Ha
    4 Emulsifiable ConcentrateGarlic extract12%4.5 l / Ha
    5 Microe mulsionGarlic extract5%2.0 l / Ha
    6 Emulsifiable concentrateAzadirachtin3.2%150 ml / 100 I
    10 The efficacy results obtained for formulations containing garlic extracts, valued in allyl polysulfides, obtained similar efficiencies
    or higher than the reference treatment. Figure 10
    权利要求:
    Claims (8)
    [1]
    1. Biocidal composition comprising:5-at least one diallyl sulfide of formula
    ~ S'R
    where R is selected from
    s ~
    - a polar diluent,
    15-surfactant agents, -a C4-C9 alkanol characterized in that the surfactants comprise: -at least a non-ionic surfactant with a value of HLB between 9.5 and 17, -at least an anionic surfactant.
    [2]
    2. Composition according to claim 1 characterized in that: non-ionic surfactants are selected from: ethoxylated sorbitan esters 25 ethoxylated fatty acids or fatty acids and ethoxylated fatty acid alcohols
    -anionic surfactants are selected from:-alkylsulfosuccinates,
    - alkylbenzosulfonate salts,
    - arylalkyl ethoxylated phosphate esters
    [3]
    3. Composition according to the preceding claims whose concentration
    Weight / weight is: -Allium sativum extract comprising a 1-12% diallyl sulphide -18-45% surfactant agents -C4-C9 alkanol 1-3% -100% diluent csp
    [4]
    4. Composition according to the preceding claims characterized in that the
    diluent is water, dialkyl succinates, dialkyl glutarates, dialkyl adipate or propylene glycol.
    [5]
    5. Composition according to the preceding claims characterized in that the
    C4-C9 alkanol is 2-ethyl-1-hexanol.
    [6]
    6. Composition according to claim 5 characterized in that it is an emulsifiable composition and the diluent is a mixture of dimethyl succinate,
    dimethyl glutarate and dimethyl adipate.
    [7]
    7. Composition according to claim 5 characterized in that it is a
    Microemulsion and the diluent is water and propylene glycol.
    [8]
    8. Use of the biocidal formulations according to the preceding claims for the treatment against tetranidid mites (Telranychus urticae, Panonychus cilri,
    Eutetranychus orientalis), lepidopter larvae (Spodoptera exigua, Mamestra
    brassicae, Helicoverpa armigera, Tuta absoluta, Pieris rapae, Phillocnislis
    citrella) and thrips (Frankliniella oecidentalis, Thrips tabaci, Pezothrips kellyanus).
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    同族专利:
    公开号 | 公开日
    WO2018158477A1|2018-09-07|
    EP3610727A1|2020-02-19|
    US20200008422A1|2020-01-09|
    EP3610727A4|2021-03-03|
    ES2671566B2|2019-01-24|
    引用文献:
    公开号 | 申请日 | 公开日 | 申请人 | 专利标题
    WO2005055713A2|2003-12-09|2005-06-23|Diana Vegetal|Biopesticide comprising a composition rich in diallyl polysulphides|
    WO2009019299A2|2007-08-08|2009-02-12|Basf Se|Aqueous microemulsions containing organic insecticide compounds|
    ITMI20030411A1|2003-03-06|2004-09-07|Sipcam Spa|PHYTOPHARMACEUTICAL FORMULATIONS.|
    CN1615704A|2004-11-17|2005-05-18|徐能通|Pollution-free ecological pesticide|
    GB0507227D0|2005-04-09|2005-05-18|Ecospray Ltd|A pesticide and repellent|
    CN103535389B|2013-10-27|2015-04-15|莫晟琼|Plant source fruit tree insecticide|
    CN105309516A|2015-12-04|2016-02-10|成都新朝阳作物科学有限公司|Pesticide composition containing garlic and tea leaf extracts as well as preparation method and application thereof|
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