BR112018074876B1 - USE OF N-(N-BUTYL)-2-PYRROLIDONE, COMPOSITION TO PROTECT PLANTS AND PROCESS TO PROMOTE THE PENETRATION OF AGROCHEMICAL ACTIVE SUBSTANCES INTO PLANTS - Google Patents
USE OF N-(N-BUTYL)-2-PYRROLIDONE, COMPOSITION TO PROTECT PLANTS AND PROCESS TO PROMOTE THE PENETRATION OF AGROCHEMICAL ACTIVE SUBSTANCES INTO PLANTS Download PDFInfo
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- BR112018074876B1 BR112018074876B1 BR112018074876-5A BR112018074876A BR112018074876B1 BR 112018074876 B1 BR112018074876 B1 BR 112018074876B1 BR 112018074876 A BR112018074876 A BR 112018074876A BR 112018074876 B1 BR112018074876 B1 BR 112018074876B1
- Authority
- BR
- Brazil
- Prior art keywords
- weight
- active substances
- pyrrolidone
- butyl
- agrochemical active
- Prior art date
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- 239000013543 active substance Substances 0.000 title claims abstract description 147
- 230000035515 penetration Effects 0.000 title claims abstract description 113
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- 238000000034 method Methods 0.000 title claims description 14
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- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 43
- BNXZHVUCNYMNOS-UHFFFAOYSA-N 1-butylpyrrolidin-2-one Chemical compound CCCCN1CCCC1=O BNXZHVUCNYMNOS-UHFFFAOYSA-N 0.000 claims description 41
- 239000000654 additive Substances 0.000 claims description 41
- 239000000126 substance Substances 0.000 claims description 25
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- MNHVNIJQQRJYDH-UHFFFAOYSA-N 2-[2-(1-chlorocyclopropyl)-3-(2-chlorophenyl)-2-hydroxypropyl]-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1=CNC(=S)N1CC(C1(Cl)CC1)(O)CC1=CC=CC=C1Cl MNHVNIJQQRJYDH-UHFFFAOYSA-N 0.000 claims description 23
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- 230000000996 additive effect Effects 0.000 claims description 10
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract description 28
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- GEPDYQSQVLXLEU-AATRIKPKSA-N methyl (e)-3-dimethoxyphosphoryloxybut-2-enoate Chemical compound COC(=O)\C=C(/C)OP(=O)(OC)OC GEPDYQSQVLXLEU-AATRIKPKSA-N 0.000 description 1
- MFSWTRQUCLNFOM-UHFFFAOYSA-N methyl 2-(4-{[3-chloro-5-(trifluoromethyl)pyridin-2-yl]oxy}phenoxy)propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=NC=C(C(F)(F)F)C=C1Cl MFSWTRQUCLNFOM-UHFFFAOYSA-N 0.000 description 1
- NIFKBBMCXCMCAO-UHFFFAOYSA-N methyl 2-[(4,6-dimethoxypyrimidin-2-yl)carbamoylsulfamoyl]-4-(methanesulfonamidomethyl)benzoate Chemical group COC(=O)C1=CC=C(CNS(C)(=O)=O)C=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(OC)=N1 NIFKBBMCXCMCAO-UHFFFAOYSA-N 0.000 description 1
- OUGVRUOROTYZSS-UHFFFAOYSA-N methyl 2-[(4-methoxy-6-methylsulfanylpyrimidin-2-yl)carbamoylsulfamoyl]benzoate Chemical compound COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC)=CC(SC)=N1 OUGVRUOROTYZSS-UHFFFAOYSA-N 0.000 description 1
- JTHMVYBOQLDDIY-UHFFFAOYSA-N methyl 2-[(4-methyl-5-oxo-3-propoxy-1,2,4-triazole-1-carbonyl)sulfamoyl]benzoate Chemical compound O=C1N(C)C(OCCC)=NN1C(=O)NS(=O)(=O)C1=CC=CC=C1C(=O)OC JTHMVYBOQLDDIY-UHFFFAOYSA-N 0.000 description 1
- BACHBFVBHLGWSL-UHFFFAOYSA-N methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate Chemical group C1=CC(OC(C)C(=O)OC)=CC=C1OC1=CC=C(Cl)C=C1Cl BACHBFVBHLGWSL-UHFFFAOYSA-N 0.000 description 1
- LYPWWQLKWQNQKV-UHFFFAOYSA-N methyl 2-[5-ethyl-2-[[4-[3-methyl-2,6-dioxo-4-(trifluoromethyl)pyrimidin-1-yl]phenoxy]methyl]phenoxy]propanoate Chemical compound COC(=O)C(C)OC1=CC(CC)=CC=C1COC1=CC=C(N2C(N(C)C(=CC2=O)C(F)(F)F)=O)C=C1 LYPWWQLKWQNQKV-UHFFFAOYSA-N 0.000 description 1
- ZTYVMAQSHCZXLF-UHFFFAOYSA-N methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate Chemical group COC(=O)C1=CC=CC=C1S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1 ZTYVMAQSHCZXLF-UHFFFAOYSA-N 0.000 description 1
- LINPVWIEWJTEEJ-UHFFFAOYSA-N methyl 2-chloro-9-hydroxyfluorene-9-carboxylate Chemical group C1=C(Cl)C=C2C(C(=O)OC)(O)C3=CC=CC=C3C2=C1 LINPVWIEWJTEEJ-UHFFFAOYSA-N 0.000 description 1
- LDWLDRDKNBEKMZ-UHFFFAOYSA-N methyl 3-(2,2-dimethyl-1,3-dihydroinden-1-yl)imidazole-4-carboxylate Chemical compound COC(=O)C1=CN=CN1C1C(C)(C)CC2=CC=CC=C21 LDWLDRDKNBEKMZ-UHFFFAOYSA-N 0.000 description 1
- FWDQLSHRVKQKBS-UHFFFAOYSA-N methyl 4-(4-chloro-2-methylphenoxy)butanoate Chemical group COC(=O)CCCOC1=CC=C(Cl)C=C1C FWDQLSHRVKQKBS-UHFFFAOYSA-N 0.000 description 1
- KBHDSWIXRODKSZ-UHFFFAOYSA-N methyl 5-chloro-2-(trifluoromethylsulfonylamino)benzoate Chemical compound COC(=O)C1=CC(Cl)=CC=C1NS(=O)(=O)C(F)(F)F KBHDSWIXRODKSZ-UHFFFAOYSA-N 0.000 description 1
- ZQEIXNIJLIKNTD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(methoxyacetyl)alaninate Chemical compound COCC(=O)N(C(C)C(=O)OC)C1=C(C)C=CC=C1C ZQEIXNIJLIKNTD-UHFFFAOYSA-N 0.000 description 1
- CJPQIRJHIZUAQP-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-(phenylacetyl)alaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)CC1=CC=CC=C1 CJPQIRJHIZUAQP-UHFFFAOYSA-N 0.000 description 1
- CIEXPHRYOLIQQD-UHFFFAOYSA-N methyl N-(2,6-dimethylphenyl)-N-2-furoylalaninate Chemical compound CC=1C=CC=C(C)C=1N(C(C)C(=O)OC)C(=O)C1=CC=CO1 CIEXPHRYOLIQQD-UHFFFAOYSA-N 0.000 description 1
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- YLGXILFCIXHCMC-JHGZEJCSSA-N methyl cellulose Chemical compound COC1C(OC)C(OC)C(COC)O[C@H]1O[C@H]1C(OC)C(OC)C(OC)OC1COC YLGXILFCIXHCMC-JHGZEJCSSA-N 0.000 description 1
- MYURAHUSYDVWQA-UHFFFAOYSA-N methyl n'-(4-chlorophenyl)-n,n-dimethylcarbamimidate Chemical compound COC(N(C)C)=NC1=CC=C(Cl)C=C1 MYURAHUSYDVWQA-UHFFFAOYSA-N 0.000 description 1
- BUWGBZCHNOCVQV-UHFFFAOYSA-N methyl n-[[2-[[5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]amino]-5-chloro-3-methylbenzoyl]-methylamino]carbamate Chemical compound COC(=O)NN(C)C(=O)C1=CC(Cl)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl BUWGBZCHNOCVQV-UHFFFAOYSA-N 0.000 description 1
- GQLDWOULGGRGHU-UHFFFAOYSA-N methyl n-[[2-[[5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]amino]-5-cyano-3-methylbenzoyl]-ethylamino]carbamate Chemical compound COC(=O)NN(CC)C(=O)C1=CC(C#N)=CC(C)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl GQLDWOULGGRGHU-UHFFFAOYSA-N 0.000 description 1
- OWZJUTPLILGQJZ-UHFFFAOYSA-N methyl n-[[3,5-dibromo-2-[[5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]amino]benzoyl]-ethylamino]-n-ethylcarbamate Chemical compound COC(=O)N(CC)N(CC)C(=O)C1=CC(Br)=CC(Br)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl OWZJUTPLILGQJZ-UHFFFAOYSA-N 0.000 description 1
- RYICNEMTMSZLOX-UHFFFAOYSA-N methyl n-[[3,5-dibromo-2-[[5-bromo-2-(3-chloropyridin-2-yl)pyrazole-3-carbonyl]amino]benzoyl]-ethylamino]carbamate Chemical compound COC(=O)NN(CC)C(=O)C1=CC(Br)=CC(Br)=C1NC(=O)C1=CC(Br)=NN1C1=NC=CC=C1Cl RYICNEMTMSZLOX-UHFFFAOYSA-N 0.000 description 1
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- HIIRDDUVRXCDBN-OBGWFSINSA-N metominostrobin Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1OC1=CC=CC=C1 HIIRDDUVRXCDBN-OBGWFSINSA-N 0.000 description 1
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- 229940048462 zinc phosphide Drugs 0.000 description 1
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- FJBGIXKIXPUXBY-UHFFFAOYSA-N {2-[3-(4-chlorophenyl)propyl]-2,4,4-trimethyl-1,3-oxazolidin-3-yl}(imidazol-1-yl)methanone Chemical compound C1=CN=CN1C(=O)N1C(C)(C)COC1(C)CCCC1=CC=C(Cl)C=C1 FJBGIXKIXPUXBY-UHFFFAOYSA-N 0.000 description 1
- PQHXFGUTAAIHOC-XZZSYSLUSA-N α-(methoxyimino)-n-methyl-2-[[[1-[3-(trifluoromethyl)phenyl]ethoxy]imino]methyl]benzeneacetamide Chemical compound CNC(=O)C(=N\OC)\C1=CC=CC=C1\C=N\OC(C)C1=CC=CC(C(F)(F)F)=C1 PQHXFGUTAAIHOC-XZZSYSLUSA-N 0.000 description 1
Abstract
A presente invenção refere-se ao uso de pirrolidonas N-substituídas para promover a penetração de substâncias ativas agroquímicas. Descreve-se o uso de uma ou várias pirrolidonas N- substituídas da fórmula (I), na qual R representa um grupo alquila saturado, linear ou ramificado com 3 a 6 átomos de carbono, sendo que no grupo alquila um hidrogênio ?H pode ser substituído por um grupo metóxi ?OCH3 e sendo que 1 a 6 hidrogênios ?H do anel pirrolidona podem ser substituídos por metila ?CH3, para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.The present invention relates to the use of N-substituted pyrrolidones to promote the penetration of agrochemical active substances. The use of one or more N-substituted pyrrolidones of formula (I) is described, in which R represents a saturated, linear or branched alkyl group with 3 to 6 carbon atoms, and in the alkyl group a hydrogen ?H can be replaced by a methoxy group ?OCH3 and 1 to 6 hydrogens ?H of the pyrrolidone ring can be replaced by methyl ?CH3, to promote the penetration of agrochemical active substances into plants or harmful non-plant organisms.
Description
[001] A invenção refere-se ao uso de certas pirrolidonas N-substituídas para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais ou um processo correspondente para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais, assim como composições para proteger plantas contendo certas pirrolidonas N-substituídas.[001] The invention relates to the use of certain N-substituted pyrrolidones to promote the penetration of agrochemical active substances into plants or non-plant harmful organisms or a corresponding process to promote the penetration of agrochemical active substances into plants or harmful organisms non-vegetable, as well as compositions for protecting plants containing certain N-substituted pyrrolidones.
[002] Um problema geral na aplicação de substâncias ativas agroquímicas é que apenas uma fração das substâncias ativas desenvolve a atividade desejada. A maior parte é muitas vezes perdida sem ser utilizada, em que a substância ativa quando na aplicação, por exemplo, de um caldo de pulverização, não atinge as folhas ou as raízes da planta, mas sim, infiltra no solo sem ser utilizada, não é bem depositada na planta alvo, é lavada pela chuva ou simplesmente não é corretamente absorvida pela planta. Mas um outro problema também pode consistir no fato de que a substância ativa agroquímica não penetra ou não em quantidade suficiente nos organismos nocivos não vegetais a serem combatidos e, assim, não desenvolve sua plena eficácia.[002] A general problem in the application of agrochemical active substances is that only a fraction of the active substances develop the desired activity. Most of it is often lost without being used, whereby the active substance, when applied, for example, in a spray broth, does not reach the leaves or roots of the plant, but rather infiltrates the soil without being used, not is well deposited on the target plant, is washed away by rain or is simply not correctly absorbed by the plant. But another problem may also consist in the fact that the agrochemical active substance does not or does not penetrate in sufficient quantity the harmful non-plant organisms to be combatted and thus does not develop its full effectiveness.
[003] Para a melhor absorção de substâncias ativas agroquímicas em plantas, por exemplo, as substâncias, que promovem a penetração de substâncias ativas agroquímicas em plantas, assumem um papel importante. Representantes típicos são óleos vegetais esterificados, que aumentam a velocidade de penetração através da superfície da folha ou agentes tensoativos e óleos minerais, que aumentam a superfície de contato. Muitas vezes, os agentes com esse mecanismo de ação,mas por motivos, tais como compatibilidade insuficiente da planta, problemas no uso ou estabilidade em formulações ou líquidos de aplicação, efeito insuficiente, quantidades de aplicação muito altas ou custos, necessitam de melhorias. Além disso, seria desejável pôr também substâncias à disposição, que promovem a penetração de substâncias ativas agroquímicas em organismos nocivos não vegetais.[003] For better absorption of agrochemical active substances in plants, for example, substances that promote the penetration of agrochemical active substances into plants, play an important role. Typical representatives are esterified vegetable oils, which increase the speed of penetration through the leaf surface, or surfactants and mineral oils, which increase the contact surface. Often, agents with this mechanism of action, but for reasons such as insufficient plant compatibility, problems in use or stability in formulations or application liquids, insufficient effect, too high application quantities or costs, require improvements. Furthermore, it would be desirable to also make available substances that promote the penetration of agrochemical active substances into harmful non-plant organisms.
[004] Assim, o objetivo foi o de pôr substâncias à disposição, que de maneira vantajosa são adequadas para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[004] Thus, the objective was to make substances available, which are advantageously suitable for promoting the penetration of agrochemical active substances into plants or harmful non-plant organisms.
[005] Verificou-se, agora, surpreendentemente, que esse objetivo é solucionado e que pirrolidonas N-substituídas da fórmula (I) na qual R representa um grupo alquila saturado, linear ou ramificado com 3 a 6, preferivelmente 3 a 5 e de modo particularmente preferido, 4 átomos de carbono, sendo que no grupo alquila um hidrogênio -H pode ser substituído por um grupo metóxi -OCH3 e sendo que 1 a 6 hidrogénios -H do anel pirrolidona podem ser substituídos por metila -CH3, são adequadas, de maneira vantajosa, para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[005] It has now been surprisingly found that this objective is solved and that N-substituted pyrrolidones of formula (I) in which R represents a saturated, linear or branched alkyl group with 3 to 6, preferably 3 to 5 and particularly preferably 4 carbon atoms, wherein in the alkyl group a hydrogen -H can be replaced by a methoxy group -OCH3 and since 1 to 6 -H hydrogens of the pyrrolidone ring can be replaced by methyl -CH3, they are advantageously suitable for promoting the penetration of one or more agrochemical active substances into plants or non-plant harmful organisms.
[006] O objetivo da presente invenção é, por conseguinte, o uso de uma ou várias pirrolidonas N-substituídas da fórmula (I) na qual R representa um radical alquila saturado, linear ou ramificado com 3 a 6, preferivelmente 3 a 5 e de modo particularmente preferido, 4 átomos de carbono, sendo que na cadeia alquila um hidrogênio -H pode ser substituído por um grupo metóxi -OCH3, e sendo que 1 a 6 hidrogénios -H do anel pirrolidona podem ser substituídos por metila -CH3, para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[006] The object of the present invention is, therefore, the use of one or more N-substituted pyrrolidones of formula (I) in which R represents a saturated, linear or branched alkyl radical with 3 to 6, preferably 3 to 5 and particularly preferably, 4 carbon atoms, wherein in the alkyl chain a hydrogen -H can be replaced by a methoxy group -OCH3 , and being that 1 to 6 hydrogens -H of the pyrrolidone ring can be replaced by methyl -CH3, to promote the penetration of one or more agrochemical active substances into plants or harmful non-plant organisms.
[007] No caso de uma ou das várias pirrolidonas N-substituídas da fórmula (I) trata-se de 2-pirrolidonas N-substituídas correspondentes, isto é, o grupo carbonila CO do anel pirrolidona é adjacente ao anel nitrogênio N.[007] In the case of one or more N-substituted pyrrolidones of formula (I), these are corresponding N-substituted 2-pyrrolidones, that is, the CO carbonyl group of the pyrrolidone ring is adjacent to the N nitrogen ring.
[008] Através do efeito das pirrolidonas N-substituídas da formula (I) como promotoras de penetração, a eficácia biológica de substâncias ativas agroquímicas aumenta devido ao aumento de sua penetração nas plantas, tais como, por exemplo, na cutícula ou nos organismos nocivos não vegetais. Em particular, na presença de uma ou várias pirrolidonas N-substituídas da fórmula (I), mais substância ativa agroquímica na planta ou no organismo nocivo não vegetal é absorvida em comparação com a situação, de que na aplicação da substância ativa agroquímica não estão presentes quaisquer pirrolidonas N-substituídas da fórmula (I).[008] Through the effect of N-substituted pyrrolidones of formula (I) as penetration promoters, the biological effectiveness of agrochemical active substances increases due to the increase in their penetration into plants, such as, for example, the cuticle or harmful organisms not vegetables. In particular, in the presence of one or more N-substituted pyrrolidones of formula (I), more agrochemical active substance in the plant or non-plant harmful organism is absorbed compared to the situation, that in the application of the agrochemical active substance are not present any N-substituted pyrrolidones of formula (I).
[009] As pirrolidonas N-substituídas da fórmula (I) caracterizam- se por um perfil toxicológico e ecológico muito vantajoso. Com auxílio das pirrolidonas N-substituídas da fórmula (I) é possível preparar formulações de composições para proteger plantas sem efeito tóxico para a reprodução e com alta eficácia biológica.[009] The N-substituted pyrrolidones of formula (I) are characterized by a very advantageous toxicological and ecological profile. With the help of N-substituted pyrrolidones of formula (I) it is possible to prepare formulations of compositions to protect plants without toxic effects on reproduction and with high biological efficacy.
[0010] As pirrolidonas N-substituídas da fórmula (I) possuem boas propriedades solventes e permitem uma alta carga de composições para proteger plantas com substância ativa agroquímica. Aqui, as pirrolidonas N-substituídas podem servir, em particular, como solventes apróticos polares.[0010] The N-substituted pyrrolidones of formula (I) have good solvent properties and allow a high load of compositions to protect plants with agrochemical active substance. Here, N-substituted pyrrolidones can serve, in particular, as polar aprotic solvents.
[0011] Por exemplo, com a N-(n-butil)-2-pirrolidona podem ser preparadas soluções de azoxistrobina em uma quantidade superior a 20% em peso, soluções de tebuconazol em uma quantidade superior a 50% em peso, soluções de protioconazol em uma quantidade superior a 35% em peso, soluções de imidacloprida em uma quantidade superior a 15% em peso, soluções de metribuzina em uma quantidade superior a 50% em peso, soluções de saflufenacila em uma quantidade superior a 20% em peso e soluções de tiacloprida em uma quantidade superior a 15% em peso, sendo que a quantidade indicada de substância ativa se refere cada ao peso total da solução.[0011] For example, with N-(n-butyl)-2-pyrrolidone solutions of azoxystrobin can be prepared in an amount greater than 20% by weight, tebuconazole solutions in an amount greater than 50% by weight, solutions of prothioconazole in an amount greater than 35% by weight, imidacloprid solutions in an amount greater than 15% by weight, metribuzin solutions in an amount greater than 50% by weight, saflufenacil solutions in an amount greater than 20% by weight and thiacloprid solutions in an amount greater than 15% by weight, with the indicated amount of active substance each referring to the total weight of the solution.
[0012] Com base na alta hidrossolubilidade das pirrolidonas N- substituídas da fórmula (I), essas podem ser usadas, por exemplo, como fase líquida única em composições para proteger plantas ou também, por exemplo, em concentrados hidrossolúveis (SL) combinados com água.[0012] Based on the high water solubility of the N-substituted pyrrolidones of formula (I), they can be used, for example, as a single liquid phase in compositions to protect plants or also, for example, in water-soluble concentrates (SL) combined with water.
[0013] Adicionalmente, as pirrolidonas N-substituídas da formula (I) também podem ser combinadas de maneira vantajosa com vários solventes não miscíveis com água e podem servir como cossolventes em formulações contendo solventes, tais como, por exemplo, em concentrados em emulsão (EC), dispersões em óleo (OD), suspoemulsões (SE) e microemulsões (ME). Em particular, a N-(n- butil)-2-pirrolidona é miscível com muitos solventes em todas as relações, por exemplo, com água, propilenoglicol, polietilenoglicol, dimetilamida, Solvesso® 200 ND, óleo vegetal alquilado ou óleos minerais.[0013] Additionally, the N-substituted pyrrolidones of formula (I) can also be advantageously combined with various water-immiscible solvents and can serve as co-solvents in solvent-containing formulations, such as, for example, in emulsion concentrates ( EC), oil dispersions (OD), suspoemulsions (SE) and microemulsions (ME). In particular, N-(n-butyl)-2-pyrrolidone is miscible with many solvents in all relationships, for example with water, propylene glycol, polyethylene glycol, dimethylamide, Solvesso® 200 ND, alkylated vegetable oil or mineral oils.
[0014] Com auxílio das pirrolidonas N-substituídas da fórmula (I) podem ser produzidas composições para proteger plantas estáveis ao armazenamento e preferivelmente agentes de proteções de plantas líquidos estáveis ao armazenamento.[0014] With the aid of the N-substituted pyrrolidones of formula (I) compositions can be produced to protect storage-stable plants and preferably storage-stable liquid plant protection agents.
[0015] A partir do documento WO 2013/107822, o uso de pirrolidonas N-substituídas é conhecido como solventes “não reprotóxicos” ou solventes sem efeito tóxico para a reprodução. No documento WO 2013/107822 também é descrito, que os solventes em formulações agroquímicas podem ser usados como agentes solventes, diluentes ou dispersantes.[0015] From document WO 2013/107822, the use of N-substituted pyrrolidones is known as “non-reprotoxic” solvents or solvents without a toxic effect on reproduction. In document WO 2013/107822 it is also described that solvents in agrochemical formulations can be used as solvent agents, diluents or dispersants.
[0016] No documento WO 2005/104844 é descrito o uso de amidas de ácido carboxílico da fórmula R1-CO-NR2N3, na qual R1 representa C3-C19-alquila, R1 representa C1-C6 alquila e R3 representa H ou C1-C6 alquila, para promover a penetração de substâncias ativas agroquímicas em plantas. No caso dessas amidas de ácido carboxílico trata-se de compostos não cíclicos.[0016] In document WO 2005/104844 the use of carboxylic acid amides of the formula R1-CO-NR2N3 is described, in which R1 represents C3-C19-alkyl, R1 represents C1-C6 alkyl and R3 represents H or C1-C6 alkyl, to promote the penetration of agrochemical active substances into plants. In the case of these carboxylic acid amides, these are non-cyclic compounds.
[0017] O documento EP 0.453.915 A1 publica o uso de N-alquil- lactamas, que no nitrogênio N do anel são substituídas com um grupo alquila com 6 a 18 átomos de carbono, para impedir a cristalização, em particular, de certas substâncias ativas de derivado de azol ao aplicar caldos de pulverização aquosos. No caso das N-alquil-lactamas pode tratar-se, por exemplo, das N-alquilpirrolidonas correspondentes.[0017] Document EP 0,453,915 A1 publishes the use of N-alkyl lactams, which in the nitrogen N of the ring are replaced with an alkyl group with 6 to 18 carbon atoms, to prevent the crystallization, in particular, of certain active substances of azole derivative when applying aqueous spray broths. In the case of N-alkyl lactams, this may be, for example, the corresponding N-alkylpyrrolidones.
[0018] Em uma forma de concretização particularmente preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I) são usadas para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas.[0018] In a particularly preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I) are used to promote the penetration of one or more agrochemical active substances into plants.
[0019] Em uma outra forma de concretização particularmente preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I) são usadas para promover a penetração de uma ou várias substâncias ativas agroquímicas em organismos nocivos não vegetais.[0019] In another particularly preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I) are used to promote the penetration of one or more agrochemical active substances into harmful non-plant organisms.
[0020] Em uma outra forma de concretização particularmente preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I) são usadas tanto para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas, como também para promover a penetração de uma ou várias substâncias ativas agroquímicas em organismos nocivos não vegetais. Isso pode acontecer, em particular, quando os organismos nocivos não vegetais estão fixados na planta, que foi tratada com uma ou com as várias pirrolidonas N-substituídas da fórmula (I) e com uma ou as várias substâncias ativas agroquímicas e, assim, entram do mesmo modo em contato com essas substâncias. A promoção da penetração na planta, por um lado e o organismo nocivo não vegetal por outro lado pode ocorrer ou ao mesmo tempo ou de forma consecutiva, por exemplo, dependendo se o organismo nocivo não vegetal já estava fixado na planta quando esta foi tratada com uma ou com as várias pirrolidonas N-substituídas da fórmula (I) e com a uma ou as várias substâncias ativas agroquímicas ou se esse se fixou na planta temporalmente depois.[0020] In another particularly preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I) are used both to promote the penetration of one or more agrochemical active substances into plants, as well as to promote the penetration of one or more agrochemical active substances into harmful non-plant organisms. This can happen, in particular, when harmful non-plant organisms are attached to the plant, which has been treated with one or more N-substituted pyrrolidones of formula (I) and one or more agrochemical active substances and thus enter likewise in contact with these substances. Promoting penetration of the plant on the one hand and the non-plant harmful organism on the other hand can occur either at the same time or consecutively, for example, depending on whether the non-plant harmful organism was already attached to the plant when it was treated with one or more N-substituted pyrrolidones of formula (I) and one or more agrochemical active substances or if it is fixed in the plant temporarily afterwards.
[0021] Preferivelmente, a uma ou as várias pirrolidonas N-substituídas da fórmula (I) são selecionadas a partir do grupo, que consiste em N-(n-butil)-2-pirrolidona, N-(iso-butil)-2-pirrolidona, N- (terc.-butil)-2-pirrolidona, N-(n-pentil)-2-pirrolidona, N-(metil-butila substituída)-2-pirrolidona, N-(propilO-2-pirrolidona substituída no anel metila, N-(butil)-2-pirrolidona substituída no anel metila e N- (metoxipropil)-2-pirrolidona.[0021] Preferably, one or more N-substituted pyrrolidones of formula (I) are selected from the group consisting of N-(n-butyl)-2-pyrrolidone, N-(iso-butyl)-2 -pyrrolidone, N-(tert.-butyl)-2-pyrrolidone, N-(n-pentyl)-2-pyrrolidone, N-(substituted methyl-butyl)-2-pyrrolidone, N-(substituted propylO-2-pyrrolidone on the methyl ring, N-(butyl)-2-pyrrolidone substituted on the methyl ring and N-(methoxypropyl)-2-pyrrolidone.
[0022] As pirrolidonas N-substituídas da fórmula (I) usadas de acordo com a invenção, compreendem compostos, nos quais 1 a 6 hidrogénios -H do anel pirrolidona podem ser substituídos por metila - CH3. No contexto do presente pedido, esses compostos também são denominados como “pirrolidonas N-substituídas substituídas no anel por metila” da fórmula (I). A substituição no anel por metila pode estar presente, neste caso, na posição 3, 4 ou 5 do anel pirrolidona. A substituição no anel por metila pode ser uma substituição do anel por um grupo metila. Mas essa compreende, por exemplo, também substituições no anel por dimetila, preferivelmente em duas posições diferentes do anel pirrolidona, tal como, por exemplo, nas posições 3 e 4, 3 e 5 ou 4 e 5 do anel pirrolidona. A substituição no anel por metila compreende, além disso, substituições no anel por trimetila, preferivelmente a substituição por trimetila nas posições 3, 4 e 5 do anel pirrolidona das pirrolidonas N-substituídas substituídas no anel por metila da fórmula (I).[0022] The N-substituted pyrrolidones of formula (I) used according to the invention, comprise compounds in which 1 to 6 hydrogens -H of the pyrrolidone ring can be replaced by methyl - CH3. In the context of the present application, these compounds are also referred to as “methyl ring-substituted N-substituted pyrrolidones” of formula (I). The methyl ring substitution may be present, in this case, at position 3, 4 or 5 of the pyrrolidone ring. Substitution on the ring with methyl may be a substitution of the ring with a methyl group. But this comprises, for example, also substitutions in the ring by dimethyl, preferably in two different positions of the pyrrolidone ring, such as, for example, in positions 3 and 4, 3 and 5 or 4 and 5 of the pyrrolidone ring. The methyl ring substitution further comprises trimethyl ring substitutions, preferably the trimethyl substitution at positions 3, 4 and 5 of the pyrrolidone ring of the methyl ring-substituted N-substituted pyrrolidones of formula (I).
[0023] Por pirrolidonas N-substituídas substituídas no anel por metila da fórmula (I) são preferidas as diversas N-(propil)-2- pirrolidonas substituídas no anel por metila e N-(butil)-2-pirrolidonas substituídas no anel por metila da fórmula (I), particularmente preferidas são as N-(n-propil)-, N-(iso-propil)-, N-(n-butil)-, N-(iso-butil), N-(terc.-butil)-, N-(sec-butil)- e N-(1-metilpropil)-2-pirrolidonas substituídas no anel por metila da fórmula I e especialmente preferidas são as N-(n-butil)-2-pirrolidonas substituídas no anel por metila da fórmula (I).[0023] For N-substituted pyrrolidones substituted on the ring by methyl of formula (I), the various N-(propyl)-2-pyrrolidones substituted on the ring by methyl and N-(butyl)-2-pyrrolidones substituted on the ring by methyl of formula (I), particularly preferred are N-(n-propyl)-, N-(iso-propyl)-, N-(n-butyl)-, N-(iso-butyl), N-(tert .-butyl)-, N-(sec-butyl)- and N-(1-methylpropyl)-2-pyrrolidones substituted on the ring by methyl of formula I and especially preferred are N-(n-butyl)-2-pyrrolidones substituted in the ring by methyl of formula (I).
[0024] Preferivelmente, na uma ou nas várias pirrolidonas N- substituídas da fórmula (I) nenhum hidrogênio -H do anel pirrolidona é substituído por metila -CH3.[0024] Preferably, in one or more N-substituted pyrrolidones of formula (I) none of the hydrogen -H of the pyrrolidone ring is replaced by methyl -CH3.
[0025] Além disso, preferivelmente, no grupo alquila do radical R de uma ou das várias pirrolidonas N-substituídas da fórmula (I), nenhum hidrogênio -H é substituído por um grupo metóxi -OCH3.[0025] Furthermore, preferably, in the alkyl group of the radical R of one or more of the N-substituted pyrrolidones of formula (I), no hydrogen -H is replaced by a methoxy group -OCH3.
[0026] De modo particularmente preferido, a pirrolidona N- substituída da fórmula (I) é N-(n-butil)-2-pirrolidona.[0026] Particularly preferably, the N-substituted pyrrolidone of formula (I) is N-(n-butyl)-2-pyrrolidone.
[0027] As pirrolidonas N-substituídas da fórmula (I) são usadas de acordo com a invenção isoladas ou em forma de misturas.[0027] The N-substituted pyrrolidones of formula (I) are used according to the invention alone or in the form of mixtures.
[0028] As pirrolidonas N-substituídas da fórmula (I) ou estão disponíveis comercialmente ou podem ser sintetizadas pelos métodos comuns ao perito.[0028] The N-substituted pyrrolidones of formula (I) are either commercially available or can be synthesized by methods common to those skilled in the art.
[0029] Em uma forma de concretização preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I) na utilização de acordo com a invenção, são usadas em um agente de proteção de plantas contendo a) 1 a 90% em peso e preferivelmente 5 a 70% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e b) 1 a 90% em peso, preferivelmente 2,5 a 70% em peso, de uma ou várias substâncias ativas agroquímicas.[0029] In a preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I) in use according to the invention, are used in a plant protection agent containing a) 1 to 90% by weight and preferably 5 to 70% by weight, of one or more N-substituted pyrrolidones of formula (I) and b) 1 to 90% by weight, preferably 2.5 to 70% by weight, of one or more agrochemical active substances .
[0030] As composições para proteger plantas mencionados agora mesmo e usados na utilização de acordo com a invenção, podem conter um ou vários aditivos. Esses contêm preferivelmente 0 a 98% em peso e de modo particularmente preferido, 1 a 60% em peso, de um ou vários aditivos.[0030] The compositions for protecting plants mentioned just now and used in the use according to the invention, may contain one or more additives. These preferably contain 0 to 98% by weight and particularly preferably 1 to 60% by weight of one or more additives.
[0031] Em uma outra forma de concretização preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I), na utilização de acordo com a invenção, são usadas em uma composição para proteger plantas, que contém a) 1 a 50% em peso, preferivelmente 5 a 40% em peso e de modo particularmente preferido, 5 a 30% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e b) 1 a 90% em peso, preferivelmente 5 a 60% em peso e de modo particularmente preferido, 2,5 a 50% em peso, de uma ou várias substâncias ativas agroquímicas.[0031] In another preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I), in use according to the invention, are used in a composition to protect plants, which contains a) 1 to 50% by weight, preferably 5 to 40% by weight and particularly preferably 5 to 30% by weight, of one or more N-substituted pyrrolidones of formula (I) and b) 1 to 90% by weight, preferably 5 to 60% by weight and particularly preferably 2.5 to 50% by weight of one or more agrochemical active substances.
[0032] As composições para proteger plantas mencionados agora mesmo e usados na utilização de acordo com a invenção, podem conter um ou vários aditivos. Esses contêm preferivelmente 0 a 98% em peso e de modo particularmente preferido, 1 a 50% em peso, de um ou vários aditivos.[0032] The compositions for protecting plants mentioned just now and used in the use according to the invention, may contain one or more additives. These preferably contain 0 to 98% by weight and particularly preferably 1 to 50% by weight of one or more additives.
[0033] Em uma forma de concretização preferida da invenção, as composições para proteger plantas usados na utilização de acordo com a invenção, contêm água.[0033] In a preferred embodiment of the invention, the compositions for protecting plants used in use according to the invention contain water.
[0034] A uma ou as várias pirrolidonas N-substituídas da formula (I), na utilização de acordo com a invenção, podem ser aplicadas também em um aditivo de mistura de tanque, isto é, essas não representam qualquer componente integrado da composição para proteger plantas. Pelo contrário, entre outros, a uma ou as várias substâncias ativas agroquímicas por um lado e as pirrolidonas N- substituídas da fórmula (I) por outro lado estão presentes separadas umas das outras. Ambos os componentes são misturados uns com os outros antes da aplicação, via de regra, pouco antes. Antes da aplicação também podem ser acrescentados outros componentes, tais como, por exemplo, opcionalmente um ou vários aditivos e/ou água. Aqui, resulta, em princípio, uma composição para proteger plantas, que contém uma ou várias substâncias ativas agroquímicas, uma ou várias pirrolidonas N-substituídas da fórmula (I) e opcionalmente um ou vários aditivos e/ou água, mesmo também se por pouco tempo.[0034] One or more N-substituted pyrrolidones of formula (I), when used according to the invention, can also be applied in a tank mix additive, that is, they do not represent any integrated component of the composition for protect plants. On the contrary, among others, the one or more agrochemical active substances on the one hand and the N-substituted pyrrolidones of formula (I) on the other hand are present separately from each other. Both components are mixed with each other before application, as a rule, shortly before. Before application, other components can also be added, such as, for example, optionally one or more additives and/or water. Here, in principle, a composition for protecting plants results, which contains one or more agrochemical active substances, one or more N-substituted pyrrolidones of formula (I) and optionally one or more additives and/or water, even if only slightly time.
[0035] Em uma outra forma de concretização preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I), na utilização de acordo com a invenção, são usadas em um aditivo de mistura de tanque, que contém 1 a 90% em peso, preferivelmente 5 a 50% em peso e de modo particularmente preferido, 5 a 20% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e adicionalmente um ou vários aditivos e opcionalmente água. A quantidade do um ou dos vários aditivos perfaz no aditivo de mistura de tanque preferivelmente 5 a 95% em peso, de modo particularmente preferido, 10 a 90% em peso e, em particular, preferivelmente 20 a 80% em peso.[0035] In another preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I), in use according to the invention, are used in a tank mix additive, which contains 1 to 90% by weight, preferably 5 to 50% by weight and particularly preferably 5 to 20% by weight, of one or more N-substituted pyrrolidones of formula (I) and additionally one or more additives and optionally water. The amount of the one or more additives in the tank mix additive is preferably 5 to 95% by weight, particularly preferably 10 to 90% by weight and, in particular, preferably 20 to 80% by weight.
[0036] A respectiva quantidade de aplicação relativa à superfície e/ou ao objetivo das composições para proteger plantas dos mais diferentes tipos de formulações para o uso para a utilização de acordo com a invenção, varia muito. Em geral, para esse fim, os meios de aplicação conhecidos pelo perito como sendo úteis para o respectivo campo de aplicação, são usados nas quantidades comuns, tais como, por exemplo, de cinquenta até várias centenas de litros de água por hectare nos processos de pulverização padrão para poucos litros de óleo por hectare na aplicação por avião no “volume ultrabaixo” até poucos mililitros de uma solução fisiológica em processos de injeção. As concentrações das composições para proteger plantas nos meios de aplicação correspondentes variam, por conseguinte, em uma ampla faixa e dependem do respectivo campo de aplicação. Em geral, são utilizadas concentrações, que são conhecidas pelo perito como sendo usuais para o respectivo campo de aplicação.[0036] The respective amount of application relative to the surface and/or purpose of the compositions to protect plants of the most different types of formulations for use according to the invention varies greatly. In general, for this purpose, application means known to the skilled person to be useful for the respective field of application, are used in common quantities, such as, for example, from fifty to several hundred liters of water per hectare in the production processes. standard spraying for a few liters of oil per hectare when applied by plane in “ultra-low volume” up to a few milliliters of a physiological solution in injection processes. The concentrations of the compositions for protecting plants in the corresponding application media therefore vary over a wide range and depend on the respective field of application. In general, concentrations are used, which are known to the skilled person to be usual for the respective field of application.
[0037] As composições para proteger plantas podem ser aplicados, por exemplo, nas formas de preparação comuns para as composições líquidos ou como tais ou depois de prévia diluição com água, portanto, por exemplo, como emulsões, suspensões ou soluções. A aplicação ocorre, neste caso, por métodos comuns, portanto, por exemplo, através de pulverização, rega ou injeção.[0037] Compositions to protect plants can be applied, for example, in common preparation forms for liquid compositions or as such or after prior dilution with water, therefore, for example, as emulsions, suspensions or solutions. Application occurs, in this case, by common methods, therefore, for example, through spraying, watering or injection.
[0038] A quantidade de aplicação das composições para proteger plantas pode variar dentro de uma faixa maior. Essa varia de acordo com as respectivas substâncias ativas agroquímicas e de acordo com seu teor nas formulações.[0038] The amount of application of compositions to protect plants can vary within a wider range. This varies according to the respective agrochemical active substances and according to their content in the formulations.
[0039] Em uma outra forma de concretização preferida da invenção, a uma ou as várias pirrolidonas N-substituídas da fórmula (I), na utilização de acordo com a invenção, são usadas em uma composição para proteger plantas na forma de um caldo de pulverização aquoso. Esses caldos de pulverização aquosos contêm preferivelmente a) 0,001 a 99% em peso, de modo particularmente preferido, 0,01 a 50% em peso e, em particular, 0,02 a 1% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e b) 0,001 a 10% em peso, de modo particularmente preferido, 0,002 a 5% em peso e, em particular, preferivelmente 0,0025 a 3% em peso, de uma ou várias substâncias ativas agroquímicas.[0039] In another preferred embodiment of the invention, one or more N-substituted pyrrolidones of formula (I), in the use according to the invention, are used in a composition to protect plants in the form of a broth of aqueous spray. Such aqueous spray broths preferably contain a) 0.001 to 99% by weight, particularly preferably 0.01 to 50% by weight, and in particular 0.02 to 1% by weight, of one or more N-pyrrolidones. substituted from formula (I) and b) 0.001 to 10% by weight, particularly preferably 0.002 to 5% by weight and in particular preferably 0.0025 to 3% by weight, of one or more agrochemical active substances.
[0040] Os caldos de borrifação aquosos mencionados agora mesmo e usados na utilização de acordo com a invenção, podem conter um ou vários aditivos. Esses contêm preferivelmente 0 a 99% em peso e, de modo particularmente preferido, 0,01 a 80% em peso, de um ou vários aditivos.[0040] The aqueous spray broths mentioned just now and used in the use according to the invention may contain one or more additives. These preferably contain 0 to 99% by weight, and particularly preferably 0.01 to 80% by weight, of one or more additives.
[0041] As especificações de quantidade que se referem às pirrolidonas N-substituídas da fórmula (I), às substâncias ativas agroquímicas e aos aditivos, referem-se ao peso total das composições para proteger plantas usados na utilização de acordo com a invenção e, no caso, de substâncias ativas agroquímicas, que em forma protonizada representam ácidos, mas que são usadas em forma de seus sais hidrossolúveis, à quantidade do ácido livre, ao chamado equivalente de ácido (“acid equivalent”, a.e.).[0041] The quantity specifications referring to the N-substituted pyrrolidones of formula (I), the agrochemical active substances and the additives, refer to the total weight of the compositions to protect plants used in the use according to the invention and, in the case of agrochemical active substances, which in protonized form represent acids, but which are used in the form of their water-soluble salts, the amount of the free acid, the so-called acid equivalent (“acid equivalent”, a.e.).
[0042] Por substâncias ativas agroquímicas no contexto do presente relatório descritivo, devem ser entendidas todas as substâncias ativas, cuja eficácia biológica pode ser aumentada através de um aumento da penetração em uma planta de cultura ou daninha ou em um organismo nocivo não vegetal.[0042] Agrochemical active substances in the context of this specification should be understood as all active substances, the biological effectiveness of which can be increased through increased penetration into a crop or weed plant or a harmful non-plant organism.
[0043] Substâncias ativas agroquímicas preferidas são selecionadas a partir de pesticidas. Os pesticidas, dentre os quais os herbicidas assumem a maior parte, são substâncias químicas, produzidas sinteticamente ou de origem natural, que em células de plantas, tecidos de plantas ou em organismos parasitários ou em organismos nocivos não vegetais penetram dentro ou na planta e danificam e/ou destroem a mesma. Pesticidas preferidos são selecionados a partir do grupo, que consiste em fungicidas, bacter- icidas, inseticidas, acaricidas, nematicidas, herbicidas, reguladores do crescimento da planta, nutrientes de plantas, repelentes, molusticidas e rodenticidas. Pesticidas particularmente preferidos são selecionados a partir do grupo, que consiste em herbicidas, fungicidas e inseticidas.[0043] Preferred agrochemical active substances are selected from pesticides. Pesticides, of which herbicides take the largest share, are chemical substances, synthetically produced or of natural origin, which penetrate plant cells, plant tissues or parasitic organisms or non-plant harmful organisms into or on the plant and damage and/or destroy it. Preferred pesticides are selected from the group, which consists of fungicides, bactericides, insecticides, acaricides, nematicides, herbicides, plant growth regulators, plant nutrients, repellents, mollusticides and rodenticides. Particularly preferred pesticides are selected from the group, which consists of herbicides, fungicides and insecticides.
[0044] Como exemplos de herbicidas são mencionados:[0044] Examples of herbicides are mentioned:
[0045] Substâncias ativas, que se baseiam em uma inibição de, por exemplo, acetolactato sintase, acetil-CoA carboxilase, celulose sintase, enolpiruvilshiquimat-3-fosfato sintase, glutamina sintetase, p- hidroxifenilpiruvato dioxigenase, fitoendosaturase, fotossistema I, fotossistema II, protoporfirinogeno oxidase, tais como são descritas, por exemplo, em Weed Research 26 (1986) 441 445 ou "The Pesticide Manual", 16th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 e literatura ali citada. Como herbicidas ou reguladores do crescimento de plantas conhecidos são mencionadas, por exemplo, as seguintes substâncias ativas (os compostos são designados ou com o “nome comum” de acordo com a International Organization for Standardization (ISO) ou com o nome químico ou com o número de código) e compreendem sempre todas as formas de aplicação, tais como ácidos, sais, ésteres e isômeros, tais como os estereoisômeros e isômeros óticos. Neste caso, são mencionadas, por exemplo, uma ou em parte também várias formas de aplicação:[0045] Active substances, which are based on an inhibition of, for example, acetolactate synthase, acetyl-CoA carboxylase, cellulose synthase, enolpyruvylshikimat-3-phosphate synthase, glutamine synthetase, p-hydroxyphenylpyruvate dioxygenase, phytoendosaturase, photosystem I, photosystem II , protoporphyrinogen oxidase, as described, for example, in Weed Research 26 (1986) 441 445 or "The Pesticide Manual", 16th edition, The British Crop Protection Council and the Royal Soc. of Chemistry, 2012 and literature cited therein. As known herbicides or plant growth regulators are mentioned, for example, the following active substances (the compounds are designated either with the “common name” according to the International Organization for Standardization (ISO) or with the chemical name or with the code number) and always include all forms of application, such as acids, salts, esters and isomers, such as stereoisomers and optical isomers. In this case, for example, one or partly also several forms of application are mentioned:
[0046] acetoclor, acibenzolar, acibenzolar-S-metila, acifluorfen, acifluorfen-sódio, aclonifen, alaclor, alidoclor, aloxidim, aloxidim-sódio, ametrin, amicarbazona, amidoclor, amidossulfuron, aminociclopiraclor, aminociclopiraclor potássio, aminociclopiraclormetila, aminopiralida, amitrol, sulfamato de amônio, ancimidol, anilofos, asulam, atrazina, aviglicina, azafenidina, azimsulfuron, aziprotrina, beflubutamida, benazolina, benazolinetila, bencarbazona, benfluralina, benfuresato, bensulida, bensulfuron, bensulfuronmetila, bentazona, benzfendizona, benzobiciclona, benzofenap, benzofluor, benzoilprop, benziladenina, biciclopirona, bifenox, bilanafos, bilanafos-sódio, bispiribac, bispiribac- sódio, bromacila, bromobutida, bromofenoxim, bromoxinila, bromuron, buminafos, busoxinona, butaclor, butafenacila, butamifos, butenaclor, butralina, butroxidim, butilato, cafenstrol, carbarila, carbetamida, carfentrazona, carfentrazonetila, carvona, cloreto de clorcolina, clometoxifen, cloramben, clorazifop, clorazifop-butila, clorbromuron, clorbufam, clorfenac, clorfenac-sódio, clorfenprop, clorflurenol, clorflurenolmetila, cloridazona, clorimuron, clorimuron-etila, cloreto de clormequat, clornitrofeno, ácido 4-clorofenoxiacético, cloroftalim, clorprofam, clortal-dimetila, clorotoluron, clorsulfuron, cinidon, cinidon- etila, cinmetilina, cinosulfuron, cletodim, clodinafop, clodinafop- propargila, clofencet, clomazona, clomeprop, cloprop, clopiralida, cloransulam, cloransulam-metila, cloxifonac, cumiluron, cianamida, cianazina, ciclanilida, cicloato, ciclosulfamuron, cicloxidim, cicluron, cihalofop, cihalofop-butila, ciperquat, ciprazina, ciprazol, citoquinina, 2,4-D, 2,4-DB, daimuron/dimron, dalapon, daminozide, dazomet, n- decanol, desmedifam, desmetrina, detosil-pirazolato (DTP), dialato, diaminozida, dicamba, diclobenila, dicloroprop, dicloroprop-P, diclofop, diclofop-metila, diclofop-P-metila, diclosulam, dietatila, dietatiletila, difenoxuron, difenzoquat, diflufenican, diflufenzopir, diflufenzopir-sódio, dikegulac-sódio, dimefuron, dimepiperato, dimetaclor, dimetametrina, dimetenamida, dimetenamida-P, dimetipina, dimetrasulfuron, dinitramina, dinoseb, dinoterb, difenamida, diisopropilnaftaleno, dipropetrina, diquat, dibrometo de diquat, ditiopir, diuron, DNOC, eglinazin-etila, endotal, EPTC, esprocarb, etalfluralina, etametsulfuron, etametsulfuron-metila, acetato de etilnaftila, etefon, etidimuron, etiozina, etofumesato, etoxifeno, etoxifenetila, etoxisulfuron, etobenzanida, F-5331, isto é, N-[2-cloro-4-flúor-5-[4-(3-fluorpropil)-4,5- di-hidro-5-oxo-1H-tetrazol-1-il]-fenil]-etanossulfonamida, F-7967, isto é, 3-[7-cloro-5-flúor-2-(trifluormetil)-1H-benzimidazol-4-il]-1-metil-6- (trifluormetil) pirimidin-2,4(1H,3H)-diona, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-etila, fenoxaprop-P-etila, fenoxasulfona, fentrazamida, fenuron, flamprop, flamprop-M-isopropila, flamprop-M- metila, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butila, fluazifop-P-butila, fluazolato, flucarbazona, flucarbazonesódio, flucetosulfurona, flucloralina, flufenacet (tiafluamida), flufenpir, flufenpiretila, flumetralina, flumetsulam, flumiclorac, flumiclorac-pentila, flumioxazina, flumipropina, fluometuron, fluordifeno, fluorglicofeno, fluorglicofen-etila, flupoxam, flupropacila, flupropanato, flupirsulfurona, flupirsulfuron-metilsódio, flurenol, flurenol-butila, fluridona, flutiacet- metila, flutiamida, fomesafen, foramsulfurona, forclorfenuron, fosamina, furiloxifeno, ácido giberelínico, glufosinato, glufosinato-amônio, glufosinato-P, glufosinato-P-amônio, glufosinato-P-sódio, glifosato,glifosato-isopropilamônio, H-9201, isto é, O-(2,4-dimetil-6-nitrofenil)-O- etilisopropil-fósforo amidotioato, halosafen, halosulfuron, halosulfuron- metila, haloxifop, haloxifop-P, haloxifop-etoxietila, haloxifop-P-etoxietila, haloxifop-metila, haloxifop-P-metila, hexazinona, HW-02, isto é, 1-(dimetoxifosforil)-etil-(2,4-diclorofenoxi)acetato, imazametabenz,imazametabenz-metila, imazamox, imazamox-amônio, imazapic, imazapir, imazapir-isopropilamônio, imazaquin, imazaquin-amônio, imazetapir, imazetapir-amônio, imazosulfuron, inabenfide, indanofan, indaziflam, ácido indolacético (IAA), ácido 4-indol-3-il-butírico (IBA), iodosulfuron, iodosulfuronmetil-sódio, iofensulfuron, iofensulfuron- sódio, ioxinila, ipfencarbazona, isocarbamida, isopropalina, isoproturon, isouron, isoxaben, isoxaclortol, isoxaflutol, isoxapirifop, KUH-043, isto é, 3-({[5-(difluormetil)-1-metil-3-(trifluormetil)-1H-pirazol- 4-il]metil}sulfonil)-5,5-dimetil-4,5-di-hidro-1,2-oxazol, karbutilato, cetospiradox, lactofeno, lenacila, linuron, hidrazida de ácido maleico, MCPA, MCPB, MCPB-metila, -etila e -sódio, mecoprop, mecoprop- sódio, mecopropbutotila, mecoprop-P-butotila, mecoprop-P- dimetilamônio, mecoprop-P-2-etil-hexila, mecoprop-P-potássio, mefenacet, mefluidida, cloreto de mepiquat, mesosulfuron, mesosulfuron-metila, mesotriona, metabenztiazurona, metam, metamifop, metamitron, metazaclor, metazasulfuron, metazol, metiopirsulfurona, metiozolina, metoxifenona, metildimron, 1- metilciclopropeno, metilisotiocianato, metobenzuron, metobromuron, metolaclor, s-metolaclor, metosulam, metoxuron, metribuzin, metsulfuron, metsulfuron-metila, molinato, monalida, monocarbamida, dihidrogenossulfato de monocarbamida, monolinuron, monosulfuron, éster monosulfurônico, monuron, MT-128, isto é, 6-cloro-N-[(2E)-3- clorprop-2-en-1-il]-5-metil-N-fenilpiridazin-3-amina, MT-5950, isto é, N- [3-clor-4-(1-metiletil)-fenil]-2-metilpentanamida, NGGC-011, ácido 1- naftilacético (NAA), naftilacetamida (NAAm), ácido 2-naftoxiacético, naproanilida, napropamida, naftalam, NC-310, isto é, 4-(2,4- diclorobenzoil)-1-metil-5-benziloxipirazol, neburon, nicosulfuron, nipiraclofen, nitralina, nitrofeno, nitroguaiacolato, nitrofenolato-sódio (mistura isomérica), nitrofluorfen, ácido nonanoico, norflurazona, orbencarb, ortosulfamuron, orizalina, oxadiargila, oxadiazona, oxasulfuron, oxaziclomefona, oxifluorfeno, paclobutrazol, paraquat, dicloreto de paraquat, ácido pelargônico (ácido nonanoico), pendimetalina, pendralina, penoxsulam, pentanoclor, pentoxazona, perfluidona, petoxamida, fenisofam, fenmedifam, fenmedifam-etila, picloram, picolinafeno, pinoxadeno, piperofos, pirifenop, pirifenop- butila, pretilaclor, primisulfuron, primisulfuron-metila, probenazol, profluazol, prociazina, prodiamina, prifluralina, profoxidima, prohexadiona, prohexadiona-cálcio, prohidrojasmona, prometon, prometrina, propaclor, propanila, propaquizafop, propazina, profam, propisoclor, propoxicarbazona, propoxicarbazona-sódio, propirisulfurona, propizamida, prosulfalina, prosulfocarb, prosulfuron, prinaclor, piraclonila, piraflufeno, piraflufenetila, pirasulfotol, pirazolinato (pirazolato), pirazosulfuron, pirazosulfuron-etila, pirazoxifeno, piribambenz, piribambenz-isopropila, piribambenz- propila, piribenzoxima, piributicarb, piridafol, piridato, piriftalida, piriminobac, piriminobac-metila, pirimisulfan, piritiobac, piritiobac-sódio, piroxasulfona, piroxsulam, quinclorac, quinmerac, quinoclamina, quizalofop, quizalofop-etila, quizalofop-P, quizalofop-P-etila, quizalofop-P-tefurila, rimsulfuron, saflufenacila, secbumeton, setoxidima, siduron, simazina, simetrina, SN-106279, isto é, metil-(2R)- 2-({7-[2-clor-4-(trifluormetil)fenoxi]-2-naftil}oxi)propanoato, sulcotriona, sulfalato (CDEC), sulfentrazona, sulfometuron, sulfometuron-metila, sulfosato (glifosato-trimésio), sulfo-sulfuron, SW-065, SIN-523, SIP- 249, isto é, 1-etoxi-3-metil-1-oxobut-3-en-2-il-5-[2-clor-4- (trifluormetil)fenoxi]-2-nitrobenzoato, SIP-300, isto é, 1-[7-flúor-3-oxo-4- (prop-2-in-1-il)-3,4-di-hidro-2H-1,4-benzoxazin-6-il]-3-propil-2- tioxoimidazolidin-4,5-diona, tebutam, tebutiuron, tecnazeno, tefuriltriona, tembotriona, tepraloxidim, terbacila, terbucarb, terbuclor, terbumeton, terbutilazina, terbutrin, tenilclor, tiafluamida, tiazafluron, tiazopir, tidiazimina, tidiazuron, tiencarbazona, tiencarbazon-metila, tifensulfuron, tifensulfuron-metila, tiobencarb, tiocarbazila, topramezona, tralcoxidim, triafamona, trialato, triasulfuron, triaziflam, triazofenamida, tribenuron, tribenuron-metila, tribufos, ácido tricloroacético (tca), triclopir, tridifano, trietazina, trifloxisulfuron, trifloxisulfuron-sódio, trifluralina, triflusulfuron, triflusulfuron-metila, trimeturon, trinexapac, trinexapacetila, tritosulfuron, tsitodef, uniconazol, uniconazol-P, vernolato, ZJ-0862, isto é, 3,4-dicloro-N-{2- [(4,6-dimetoxipirimidin-2-il)oxi]benzil}anilina, assim como os seguintes compostos: [0046] acetochlor, acibenzolar, acibenzolar-S-methyl, acifluorfen, acifluorfen-sodium, aclonifen, alachlor, alidochlor, alloxydim, alloxidim-sodium, ametrin, amicarbazone, amidochlor, amidosulfuron, aminocyclopyrachlor, aminocyclopyraclor potassium, aminocyclopyraclormethyl, aminopyralid, amitrol, ammonium sulfamate, ancymidol, anilofos, asulam, atrazine, aviglycine, azafenidine, azimsulfuron, aziprothrin, beflubutamide, benazolin, benazolinethyl, bencarbazone, benfluralin, benfuresate, bensulide, bensulfuron, bensulfuronmethyl, bentazone, benzfendizone, benzobicyclone, , benzofluor, benzoylprop, benzyladenine, biciclopyrone, bifenox, bilanafos, bilanafos-sodium, bispiribac, bispiribac-sodium, bromacil, bromobutide, bromophenoxim, bromoxynil, bromuron, buminafos, busoxinone, butachlor, butafenacil, butamiphos, butenaclor, butralin, butroxydim, butylate, cafenstrol, carbaryl, carbetamide, carfentrazone, carfentrazonetyl, carvone, chlorcholine chloride, clomethoxyfen, chloramben, clorazifop, chlorazifop-butyl, chlorbromuron, chlorbufam, chlorfenac, chlorfenac-sodium, chlorfenprop, chlorflurenol, chlorflurenolmethyl, chloridazone, chlorimuron, chlorimuron-ethyl, chlormequa chloride t, chlornitrophen, 4-chlorophenoxyacetic acid, chlorophthalim, chlorprofam, chlorthal-dimethyl, chlorotoluron, chlorsulfuron, cinidon, cinidon- ethyl, cinmethylin, cinosulfuron, clethodim, clodinafop, clodinafop- propargyl, clofencet, clomazone, clomeprop, cloprop, clopyralid, cloransulam, cloransulam -methyl, cloxifonac, cumiluron, cyanamide, cyanazine, cyclanilide, cycloate, cyclosulfamuron, cycloxidim, cycluron, cyhalofop, cyhalofop-butyl, cyperquat, cyprazine, ciprazole, cytokinin, 2,4-D, 2,4-DB, daimuron/dimron , dalapon, daminozide, dazomet, n-decanol, desmedifam, desmethrin, detosyl-pyrazolate (DTP), dialate, diaminozide, dicamba, diclobenil, dichloroprop, dichloroprop-P, diclofop, diclofop-methyl, diclofop-P-methyl, diclosulam, diethyl, diethyl ethyl, difenoxuron, difenzoquat, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dikegulac-sodium, dimefuron, dimepiperate, dimethachlor, dimethethrin, dimethenamid, dimethenamid-P, dimethipine, dimetrasulfuron, dinitramine, dinoseb, dinoterb, diisopropylna, phthalene, dipropetrin, diquat, diquat dibromide, dithiopyr, diuron, DNOC, eglinazin-ethyl, endothal, EPTC, esprocarb, etalfluralin, etametsulfuron, etametsulfuron-methyl, ethylnaphthyl acetate, ethephon, ethydimuron, ethiozine, ethofumesate, ethoxyphene, ethoxyphenethyl, ethoxysulfuron, ethobenzanide, F-5331, i.e. N-[2-chloro-4-fluoro-5-[4-(3-fluoropropyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]- phenyl]-ethanesulfonamide, F-7967, i.e., 3-[7-chloro-5-fluoro-2-(trifluoromethyl)-1H-benzimidazol-4-yl]-1-methyl-6-(trifluoromethyl) pyrimidin-2 ,4(1H,3H)-dione, fenoprop, fenoxaprop, fenoxaprop-P, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenoxasulfone, fentrazamide, fenuron, flamprop, flamprop-M-isopropyl, flamprop-M-methyl, flazasulfuron, florasulam, fluazifop, fluazifop-P, fluazifop-butyl, fluazifop-P-butyl, fluazolate, flucarbazone, flucarbazonesodium, flucetosulfuron, fluchloralin, flufenacet (thiafluamide), flufenpyr, flufenpiretil, flumetralin, flumetsulam, flumiclorac, flumiclorac-pentyl, flumioxazine, flumipropin , fluometuron, fluordifen, fluorglycophen, fluorglycofen-ethyl, flupoxam, flupropacil, flupropanate, flupirsulfuron, flupirsulfuron-methylsodium, flurenol, flurenol-butyl, fluridone, flutiacet- methyl, fluthiamide, medosafen, foramsulfuron, forchlorfenuron, fosamine, furyloxifene, gibberellinic acid, glufosinate, glufosinate-ammonium, glufosinate-P, glufosinate-P-ammonium, glufosinate-P-sodium, glyphosate, glyphosate-isopropylammonium, H-9201, i.e., O-(2,4-dimethyl-6-nitrophenyl)-O - ethylisopropyl-phosphorus amidothioate, halosafen, halosulfuron, halosulfuron-methyl, haloxyfop, haloxyfop-P, haloxyfop-ethoxyethyl, haloxyfop-P-ethoxyethyl, haloxyfop-methyl, haloxyfop-P-methyl, hexazinone, HW-02, i.e. 1 -(dimethoxyphosphoryl)-ethyl-(2,4-dichlorophenoxy)acetate, imazametabenz,imazametabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapyr, imazapyr-isopropylammonium, imazaquin, imazaquin-ammonium, imazethapyr, imazethapyr-ammonium, imazosulfuron, inabenfide, indanofan, indaziflam, indoleacetic acid (IAA), 4-indole-3-yl-butyric acid (IBA), iodosulfuron, iodosulfuronmethyl-sodium, iofensulfuron, iofensulfuron-sodium, ioxynil, ipfencarbazone, isocarbamide, isopropaline, isoproturon, isouron, isoxaben, isoxachlortol, isoxaflutole, isoxapirifop, KUH-043, i.e. 3-({[5-(difluoromethyl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methyl}sulfonyl)-5 ,5-dimethyl-4,5-dihydro-1,2-oxazole, karbutylate, ketospiradox, lactophen, lenacil, linuron, maleic acid hydrazide, MCPA, MCPB, MCPB-methyl, -ethyl and -sodium, mecoprop, mecoprop-sodium, mecopropbutotyl, mecoprop-P-butotyl, mecoprop-P-dimethylammonium, mecoprop-P-2-ethylhexyl, mecoprop-P-potassium, mefenacet, mefluidide, mepiquat chloride, mesosulfuron, mesosulfuron-methyl, mesotrione, metabenzthiazuron, metam, metamifop, metamitron, metazaclor, metazasulfuron, methazol, methiopyrsulfuron, methiozoline, methoxyphenone, methyldimron, 1- methylcyclopropene, methylisothiocyanate, metobenzuron, metobromuron, metolachlor, s-metolachlor, metosulam, methoxuron, metribuzin, metsulfuron, methyl, molinate, monalide, monocarbamide, monocarbamide dihydrogensulfate, monolinuron, monosulfuron, monosulfuronic ester, monuron, MT-128, i.e., 6-chloro-N-[(2E)-3-chlorprop-2-en-1-yl]- 5-methyl-N-phenylpyridazin-3-amine, MT-5950, i.e., N-[3-chlor-4-(1-methylethyl)-phenyl]-2-methylpentanamide, NGGC-011, 1-naphthylacetic acid ( NAA), naphthylacetamide (NAAm), 2-naphthoxyacetic acid, naproanilide, napropamide, naphthalam, NC-310, i.e. 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxypyrazole, neburon, nicosulfuron, nipiraclofen, nitraline, nitrofene, nitroguaiacholate, nitrophenolate-sodium (isomeric mixture), nitrofluorfen, nonanoic acid, norflurazone, orbencarb, orthosulfamuron, oryzalin, oxadiaclay, oxadiazone, oxasulfuron, oxaziclomephone, oxyfluorfen, paclobutrazol, paraquat, paraquat dichloride, pelargonic acid (nonane acid ico ), pendimethalin, pendralin, penoxsulam, pentanoclor, pentoxazone, perfluidone, petoxamide, phenisofam, phenmedifam, phenmedifam-ethyl, picloram, picolinaphene, pinoxadene, piperofos, pyrifenop, pyrifenop-butyl, pretilachlor, primisulfuron, primisulfuron-methyl, probenazole, profluazole, procyazine, prodiamine, prifluralin, profoxydime, prohexadione, prohexadione-calcium, prohydrojasmone, prometon, promethrin, propachlor, propanyl, propaquizafop, propazine, profam, propisochlor, propoxycarbazone, propoxycarbazone-sodium, propysulfuron, propyzamide, prosulfaline, prosulfocarb, prosulfuron, chlorine, pyraclonil, pyraflufen, pyraflufenethyl, pyrasulfotol, pyrazolinate (pyrazolate), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxifene, piribambenz, piribambenz-isopropyl, piribambenz-propyl, pyribenzoxime, pyributicarb, pyridafol, pyridate, pyrifthalide, pyriminobac, pyriminobac-methyl, sulfan, pyritiobac , pyritiobac-sodium, piroxasulfone, piroxsulam, quinclorac, quinmerac, quinoclamine, quizalofop, quizalofop-ethyl, quizalofop-P, quizalofop-P-ethyl, quizalofop-P-tefuryl, rimsulfuron, saflufenacil, secbumeton, sethoxydime, siduron, simazine, simethrin , SN-106279, i.e., methyl-(2R)-2-({7-[2-chlor-4-(trifluoromethyl)phenoxy]-2-naphthyl}oxy)propanoate, sulcotrione, sulfate (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosate (glyphosate-trimesium), sulfo-sulfuron, SW-065, SIN-523, SIP- 249, i.e. 1-ethoxy-3-methyl-1-oxobut-3-en-2- yl-5-[2-chlor-4-(trifluoromethyl)phenoxy]-2-nitrobenzoate, SIP-300, i.e. 1-[7-fluoro-3-oxo-4-(prop-2-yn-1- il)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-3-propyl-2-thioxoimidazolidin-4,5-dione, tebutam, tebuthiuron, technazene, tefuryltrione, tembotrione, tepraloxidim, terbacyl, terbucarb, terbuclor, terbumeton, terbuthylazine, terbutrin, tenylchlor, thiafluamide, thiazafluron, thiazopyr, thidiazimine, thidiazuron, thiencarbazone, thiencarbazon-methyl, thifensulfuron, thifensulfuron-methyl, thiobencarb, thiocarbazil, topramezone, tralkoxidim, triafamone, triasulfate, uron, triaziflam, triazofenamide, tribenuron, tribenuron-methyl, tribufos, trichloroacetic acid (tca), triclopyr, tridiphane, triethazine, trifloxysulfuron, trifloxysulfuron-sodium, trifluralin, triflusulfuron, triflusulfuron-methyl, trimeturon, trinexapac, trinexapacetyl, tritosulfuron, tsitodef, uniconazole, uniconazole-P, vernolate, ZJ-0862, that is, 3,4-dichloro-N-{2-[(4,6-dimethoxypyrimidin-2-yl)oxy]benzyl}aniline, as well as the following compounds:
[0047] Como exemplos de reguladores do crescimento de plantas são mencionados, além disso: ácido absizínico, amidoclor, ancimidol, 6-benzilaminopurina, brassinolida, brassinoesteroide, butralina,clormequat (cloreto de clormequat), cloreto de colina, ciclanilida, daminozida, diquegulac, dimetipina, 2,6-dimetilpiridina, etefon, flumetralina, flurprimidol, flutiaceto, forclorfenuron, ácido giberelínico, inabenfida, ácido indol-3-acético, ácido jasmônico, cinetina, hidrazida de maleína, mefluidida, mepiquat (cloreto de mepiquat), ácido 1- naftilacético, n-6-benziladenina, paclobutrazol, prohexadiona(prohexadiona-cálcio), prohidrojasmona, ácido salicílico e seus ésteres, tidiazuron, triapentenol, tributil-fosforotritioat, ácido 2,3,5- triiodbenzoico, trinexapac-etila e uniconazol.[0047] As examples of plant growth regulators are mentioned, in addition: absizinic acid, amidochlor, ancymidol, 6-benzylaminopurine, brassinolide, brassinosteroid, butralin, chlormequat (chlormequat chloride), choline chloride, cyclanilide, daminozide, diquegulac , dimethipine, 2,6-dimethylpyridine, ethephon, flumetralin, flurprimidol, fluthiacet, forchlorfenuron, gibberellinic acid, inabenfid, indole-3-acetic acid, jasmonic acid, kinetin, malein hydrazide, mefluidide, mepiquat (mepiquat chloride), acid 1- naphthylacetic acid, n-6-benzyladenine, paclobutrazol, prohexadione (prohexadione-calcium), prohydrojasmon, salicylic acid and its esters, thidiazuron, triapentenol, tributyl-phosphorotrithioat, 2,3,5-triiodbenzoic acid, trinexapac-ethyl and uniconazole.
[0048] Além disso, são mencionadas substâncias, que podem agir como reguladores do crescimento de plantas e/ou agentes fortalecedores de plantas, a fim de reduzir a influência de fatores de estresse, tais como calor, frio, seca, sal, deficiência de oxigênio ou inundação sobre o crescimento da planta. Aqui, são mencionados, por exemplo, glicilbetaína (betaína), colina, fosfato de potássio ou outros sais de fosfato, assim como silicatos.[0048] Furthermore, substances are mentioned, which can act as plant growth regulators and/or plant strengthening agents, in order to reduce the influence of stress factors, such as heat, cold, drought, salt, deficiency of oxygen or flooding over plant growth. Mentioned here are, for example, glycylbetaine (betaine), choline, potassium phosphate or other phosphate salts, as well as silicates.
[0049] Como exemplos de nutrientes de plantas são mencionados adubos inorgânicos ou orgânicos para abastecer as plantas com macro- e/ou micronutrientes.[0049] As examples of plant nutrients, inorganic or organic fertilizers are mentioned to supply plants with macro- and/or micronutrients.
[0050] Como exemplos de fungicidas são mencionados:(1) inibidores da biossíntese de ergosterol, tais como, por exemplo, aldimorf, azaconazol, bitertanol, bromuconazol, ciproconazol, diclobutrazol, difenoconazol, diniconazol, diniconazol-m, dodemorf, dodemorf acetat, epoxiconazol, etaconazol, fenarimol, fenbuconazol, fenhexamid, fenpropidin, fenpropimorf, fluquinconazol, flurprimidol, flusilazol, flutriafol, furconazol, furconazol-cis, hexaconazol, imazalila, sulfato de imazalila, imibenconazol, ipconazol, metconazol, miclobutanil, naftifina, nuarimol, oxpoconazol, paclobutrazol, pefurazoato, penconazol, piperalina, procloraz, propiconazol, protioconazol, piributicarb, pirifenox, quinconazol, simeconazol, espiroxamina, tebuconazol, terbinafina, tetraconazol, triadimefon, triadimenol, tridemorf, triflumizol, triforina, triticonazol, uniconazol, uniconazol-p, viniconazol, voriconazol, 1-(4-clorofenil)-2-(1H-1,2,4-triazol-1-il)ciclo- heptanol, metil-1-(2,2-dimetil-2,3-di-hidro-1H-inden-1-il)-1H-imidazol-5- carboxilato, N'-{5-(difluormetil)-2-metil-4-[3-(trimetilsilil)propoxi]fenil}-N- etil-N-metilimidoformamida, N-etil-N-metil-N'-{2-metil-5-(trifluormetil)-4- [3-(trimetilsilil)propoxi]fenil}imidoformamida e O-[1-(4-metoxifenoxi)-3,3- dimetilbutan-2-il]-1H-imidazol-1-carbotioato. (2) Inibidores da respiração (inibidores da cadeia respiratória), tais como, por exemplo, bixafen, boscalida, carboxina, diflumetorim, fenfuram, fluopiram, flutolanila, fenpicoxamida, fluxapiroxad, furametpir, furmeciclox, mistura de isopirazam do racemato syn-epimérico 1RS,4SR,9RS e do racemato antiepimérico 1RS,4SR,9SR, isopirazam (racemato antiepimérico), isopirazam (enantiômero antiepimérico 1R,4S,9S), isopirazam (enantiômero antiepimérico 1S,4R,9R), isopirazam (racemato sinepimérico 1RS,4SR,9RS), isopirazam (enantiômero syn-epimérico 1R,4S,9R), isopirazam (enantiômero syn-epimérico 1S,4R,9S), meprinila, oxicarboxina, penflufeno, pentiopirad, sedaxano, tifluzamida, 1-metil-N- [2-(1,1,2,2-tetrafluoretoxi)fenil]-3-(trifluormetil)-1H-pirazol-4- carboxamida, 3-(difluormetil)-1-metil-N-[2-(1,1,2,2-tetrafluoretoxi)fenil]- 1H-pirazol-4-carboxamida, 3-(difluormetil)-N-[4-fluor-2-(1,1,2,3,3,3- hexafluorpropoxi)fenil]-1-metil-1H-pirazol-4-carboxamida, N-[1-(2,4- diclorofenil)-1-metoxipropan-2-il]-3-(difluormetil)-1-metil-1H-pirazol-4- carboxamida, 5,8-diflúor-N-[2-(2-flúor-4-{[4-(trifluormetil)piridin-2- il]oxi}fenil)etil]quinazolin-4-amina, N-[9-(diclorometilen)-1,2,3,4-tetra- hidro-1,4-metanonaftalen-5-il]-3-(difluormetil)-1-metil-1H-pirazol-4- carboxamida, N-[(1S,4R)-9-(diclorometilen)-1,2,3,4-tetra-hidro-1,4- metanonaftalen-5-il]-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida e N-[(1R,4S)-9-(diclorometilen)-1,2,3,4-tetra-hidro-1,4-metanonaftalen-5- il]-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida. (3) Inibidores da respiração (inibidores da cadeia respiratória) no complexo III da cadeia respiratória, tais como, por exemplo, ametoctradina, amisulbrom, azoxistrobin, ciazofamida, coumetoxistrobin, coumoxistrobin, dimoxistrobin, enestroburina, famoxadona, fenamidona, fenoxistrobin, fluoxastrobin, cresoxim-metila, metominostrobin, orisastrobin, picoxistrobin, piraclostrobin, pirametostrobin, piraoxistrobin, piribencarb, triclopiricarb, trifloxistrobin, (2E)-2-(2-{[6-(3-cloro-2-metilfenoxi)-5-fluorpirimidin-4-il]oxi}fenil)-2- (metoxiimino)-N-metiletanamida, (2E)-2-(metoxiimino)-N-metil-2-(2- {[({(1E)-1-[3-(trifluormetil)fenil]etiliden}amino)oxi]metil}fenil)etanamida, (2E)-2-(metoxiimino)-N-metil-2-{2-[(E)-({1-[3- (trifluormetil)fenil]etoxi}imino)metil]fenil}etanamida, (2E)-2-{2-[({[(1E)-1- (3-{[(E)-1-flúor-2-feniletenil]oxi}fenil)etiliden]-amino}oxi)metil]fenil}-2- (metoxiimino)-N-metiletanamida, (2E)-2-{2-[({[(2E,3E)-4-(2,6- diclorofenil)but-3-en-2-iliden]amino}oxi)metil]fenil}-2-(metoxiimino)-N- metiletanamida, 2-cloro-N-(1,1,3-trimetil-2,3-di-hidro-1H-inden-4- il)piridin-3-carboxamida, 5-metoxi-2-metil-4-(2-{[({(1E)-1-[3- (trifluormetil)fenil]etiliden}amino)oxi]metil}fenil)-2,4-di-hidro-3H-1,2,4- triazol-3-ona, metil-(2E)-2-{2-[({ciclopropil[(4-metoxifenil)imi- no]metil}sulfanil)metil]fenil}-3-metoxiprop-2-enoato, N-(3-etil-3,5,5- trimetilciclo-hexil)-3-(formilamino)-2-hidroxibenzamida, 2-{2-[(2,5- dimetilfenoxi)metil]fenil}-2-metoxi-N-metilacetamida e (2R)-2-{2-[(2,5- dimetilfenoxi)metil]fenil}-2-metoxi-N-metilacetamida. (4) Inibidores da mitose e divisão celular, tais como, por exemplo, benomila, carbendazima, clorofenazol, dietofencarb, etaboxam, fluopicolida, fuberidazol, pencicuron, tiabendazol, tiofanato- metila, tiofanato, zoxamida, 5-cloro-7-(4-metilpiperidin-1-il)-6-(2,4,6- trifluorfenil)[1,2,4]triazolo[1,5-a]pirimidina e 3-cloro-5-(6-cloropiridin-3- il)-6-metil-4-(2,4,6-trifluorfenil)piridazina. (5) Compostos com atividade multisite, tais como, por exemplo, mistura de Bordeaux, captafol, captan, clorotalonila, preparações de cobre, tais como hidróxido de cobre, naftenato de cobre, óxido de cobre, oxicloreto de cobre, sulfato de cobre, diclofluanida, ditianona, dodine, base livre de dodine, ferbam, fluorfolpet, folpet, guazatina, acetato de guazatina, iminoctadina, albesilato de iminoctadina, triacetato de iminoctadina, mancobre, mancozeb, maneb, metiram, zincometiram, oxin-cobre, propamidina, propineb, enxofre e preparações de cobre, tais como, por exemplo, polissulfeto de cálcio, tiram, tolilfluanida, zineb e ziram. (6) Redutores de resistência, tais como, por exemplo, acibenzolar-S-metila, isotianila, probenazol e tiadinila. (7) Inibidores da biossíntese de aminoácidos e de proteína, tais como, por exemplo, andoprim, blasticidina-S, ciprodinila, kasuga- micina, hidrato de cloridrato de kasugamicina, mepanipirima, pirimeta- nila e 3-(5-flúor-3,3,4,4-tetrametil-3,4-di-hidroisoquinolin-1-il)quinolina. (8) Inibidores da produção de ATP, tais como, por exemplo, acetato de fentina, cloreto de fentina, hidróxido de fentina e siltiofam. (9) Inibidores da síntese da parede celular, tais como, por exemplo, bentiavalicarb, dimetomorf, flumorf, iprovalicarb, mandipropamida, polioxina, polioxorim, validamicina A e valifenalato. (10) Inibidores da síntese de lipidios e membrana, tais como, por exemplo, bifenila, cloroneb, dicloran, edifenfos, etridiazol, iodocarb, iprobenfos, isoprotiolano, propamocarb, cloridrato de propamocarb, protiocarb, pirazofos, quintozeno, tecnazeno e tolclofos- metila. (11) Inibidores da biossíntese de melamina, tais como, por exemplo, carpropamida, diclocimet, fenoxanila, ftalida, piroquilon, triciclazol e 2,2,2-trifluoretil-{3-metil-1-[(4-metilbenzoil)amino]butan-2- il}carbamato. (12) Inibidores da síntese de ácido nucleico, tais como, por exemplo, benalaxil, benalaxil-M (kiralaxil), buprimato, clozilacon, dimetirimol, etirimol, furalaxil, himexazol, metalaxil, metalaxil-M (mefenoxam), ofurace, oxadixila e ácido oxolínico. (13) Desacopladores, tais como, por exemplo, binapacril, dinocap, ferimzona, fluazinam e meptildinocap. (15) Outros compostos, tais como, por exemplo, bentiazol, betoxazina, capsimicina, carvon, cinometionato, piriofenon (clazafenon), cufraneb, ciflufenamida, cimoxanila, ciprosulfamida, dazomet, debacarb, diclorofeno, diclomezina, difenzoquat, metilsulfato de difenzoquat, difenilamina, ecomat, fenpirazamina, flumetover, fluoromida, flusulfamida, flutianil, fosetil-alumínio, fosetil-cálcio, fosetil-sódio, hexaclorbenzeno, irumamicina, metasulfocarb, metilisotiocianato, metrafenona, mildiomicina, natamicina, dimetilditiocarbamato de níquel, nitrotal-isopropila, octilinona, oxamocarb, oxifentiina, pentaclorfenol e seus sais, fenotrina, ácido fosfórico e seus sais, propamocarb-fosetilato, propanosin-sódio, proquinazida, pirimorf, (2E)-3-(4-terc-butilfenil)-3-(2- clorpiridin-4-il)-1-(morfolin-4-il)prop-2-en-1-ona, (2Z)-3-(4-terc-butilfenil)- 3-(2-clorpiridin-4-il)-1-(morfolin-4-il)prop-2-en-1-ona, pirrolnitrina, tebufloquina, tecloftalam, tolnifanida, triazóxido, triclamida, zarilamida, (3S,6S,7R,8R)-8-benzil-3-[({3-[(isobutiriloxi)metoxi]-4-metoxipiridin-2- il}carbonil)amino]-6-metil-4,9-dioxo-1,5-dioxonan-7-il 2-metilpropanoato, 1-(4-{4-[(5R)-5-(2,6-difluorfenil)-4,5-di-hidro-1,2-oxazol-3-il]-1,3-tiazol-2- il}piperidin-1-il)-2-[5-metil-3-(trifluormetil)-1H-pirazol-1-il]etanona, 1-(4-{4- [(5S)-5-(2,6-difluorfenil)-4,5-di-hidro-1,2-oxazol-3-il]-1,3-tiazol-2- il}piperidin-1-il)-2-[5-metil-3-(trifluormetil)-1H-pirazol-1-il]etanona, 1-(4-{4- [5-(2,6-difluorfenil)-4,5-di-hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1- il)-2-[5-metil-3-(trifluormetil)-1H-pirazol-1-il]etanona, 1-(4-metoxifenoxi)- 3,3-dimetilbutan-2-il-1H-imidazol-1-carboxilato, 2,3,5,6-tetracloro-4- (metilsulfonil)piridina, 2,3-dibutil-6-clorotieno[2,3-d]pirimidin-4(3H)-ona, 2,6-dimetil-1H,5H-[1,4]ditiino[2,3-c:5,6-c']dipirrol-1,3,5,7(2H,6H)-tetrona, 2-[5-metil-3-(trifluormetil)-1H-pirazol-1-il]-1-(4-{4-[(5R)-5-fenil-4,5-di- hidro-1,2-oxazol-3-il]-1,3-tiazol-2-il}piperidin-1-il)etanona, 2-[5-metil-3- (trifluormetil)-1H-pirazol-1-il]-1-(4-{4-[(5S)-5-fenil-4,5-di-hidro-1,2-oxazol- 3-il]-1,3-tiazol-2-il}piperidin-1-il)etanona, 2-[5-metil-3-(trifluormetil)-1H- pirazol-1-il]-1-{4-[4-(5-fenil-4,5-di-hidro-1,2-oxazol-3-il)-1,3-tiazol-2- il]piperidin-1-il}etanona, 2-butoxi-6-iodo-3-propil-4H-cromen-4-ona, 2- cloro-5-[2-cloro-1-(2,6-diflúor-4-metoxifenil)-4-metil-1H-imidazol-5- il]piridina, 2-fenilfenol e seus sais, 3-(4,4,5-triflúor-3,3-dimetil-3,4-di- hidroisoquinolin-1-il)quinolina, 3,4,5-tricloropiridin-2,6-dicarbonitrila, 3-[5- (4-clorofenil)-2,3-dimetil-1,2-oxazolidin-3-il]piridina, 3-cloro-5-(4- clorofenil)-4-(2,6-difluorfenil)-6-metilpiridazina, 4-(4-clorofenil)-5-(2,6- difluorfenil)-3,6-dimetilpiridazina, 5-amino-1,3,4-tiadiazol-2-tiol, 5-cloro- n'-fenil-n'-(prop-2-in-1-il)tiofen-2-sulfonohidrazida, 5-flúor-2-[(4- fluorbenzil)oxi]pirimidin-4-amina, 5-flúor-2-[(4-metilbenzil)oxi]pirimidin-4- amina, 5-metil-6-octil[1,2,4]triazolo[1,5-a]pirimidin-7-amina, etil-(2Z)-3- amino-2-cian-3-fenilprop-2-enoato, N'-(4-{[3-(4-clorobenzil)-1,2,4- tiadiazol-5-il]oxi}-2,5-dimetilfenil)-N-etil-N-metilimidoformamida, N-(4- clorobenzil)-3-[3-metoxi-4-(prop-2-in-1-iloxi)fenil]propanamida, N-[(4- clorofenil)(cian)metil]-3-[3-metoxi-4-(prop-2-in-1-iloxi)fenil]propanamida, N-[(5-bromo-3-cloropiridin-2-il)metil]-2,4-dicloropiridin-3-carboxamida, N- [1-(5-bromo-3-cloropiridin-2-il)etil]-2,4-dicloropiridin-3-carboxamida, N- [1-(5-bromo-3-cloropiridin-2-il)etil]-2-flúor-4-iodopiridin-3-carboxamida, N-{(E)-[(ciclopropilmetoxi)imino][6-(difluormetoxi)-2,3-difluorfenil]metil}-2- fenilacetamida, N-{(Z)-[(ciclopropilmetoxi)imino][6-(difluormetoxi)-2,3- difluorfenil]metil}-2-fenilacetamida, N'-{4-[(3-terc-butil-4-ciano-1,2-tiazol- 5-il)oxi]-2-cloro-5-metilfenil}-N-etil-N-metilimidoformamida, N-metil-2-(1- {[5-metil-3-(trifluormetil)-1H-pirazol-1-il]acetil}piperidin-4-il)-N-(1,2,3,4- tetra-hidronaftalen-1-il)-1,3-tiazol-4-carboxamida, N-metil-2-(1-{[5-metil- 3-(trifluormetil)-1H-pirazol-1-il]acetil}-piperidin-4-il)-N-[(1R)-1,2,3,4-tetra- hidronaftalen-1-il]-1,3-tiazol-4-carboxamida, N-metil-2-(1-{[5-metil-3- (trifluormetil)-1H-pirazol-1-il]acetil}piperidin-4-il)-N-[(1S)-1,2,3,4-tetra- hidronaftalen-1-il]-1,3-tiazol-4-carboxamida, pentil-{6-[({[(1-metil-1H- tetrazol-5-il)(fenil)metiliden]amino}oxi)metil]piridin-2-il}carbamato, ácido fenazin-1-carboxílico, quinolin-8-ol, sulfato de quinolin-8-ol (2:1) e terc- butil {6-[({[(1-metil-1H-tetrazol-5-il)(fenil)metilen]amino}oxi)metil]piridin-2- il}carbamato. (16) Outros compostos, tais como, por exemplo, 1-metil-3- (trifluormetil)-N-[2'-(trifluormetil)bifenil-2-il]-1H-pirazol-4-carboxamida, N- (4'-clorobifenil-2-il)-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida, N- (2',4'-diclorobifenil-2-il)-3-(difluormetil)-1-metil-1H-pirazol-4-carboxamida, 3-(difluormetil)-1-metil-N-[4'-(trifluormetil)bifenil-2-il]-1H-pirazol-4- carboxamida, N-(2',5'-difluorbifenil-2-il)-1-metil-3-(trifluormetil)-1H-pirazol- 4-carboxamida, 3-(difluormetil)-1-metil-N-[4'-(prop-1-in-1-il)bifenil-2-il]-1H- pirazol-4-carboxamida, 5-flúor-1,3-dimetil-N-[4'-(prop-1-in-1-il)bifenil-2-il]- 1H-pirazol-4-carboxamida, 2-cloro-N-[4'-(prop-1-in-1-il)bifenil-2-il]piridin-3- carboxamida, 3-(difluormetil)-N-[4'-(3,3-dimetilbut-1-in-1-il)bifenil-2-il]-1- metil-1H-pirazol-4-carboxamida, N-[4'-(3,3-dimetilbut-1-in-1-il)bifenil-2-il]- 5-flúor-1,3-dimetil-1H-pirazol-4-carboxamida, 3-(difluormetil)-N-(4'- etinilbifenil-2-il)-1-metil-1H-pirazol-4-carboxamida, N-(4'-etinilbifenil-2-il)-5- flúor-1,3-dimetil-1H-pirazol-4-carboxamida, 2-cloro-N-(4'-etinilbifenil-2- il)piridin-3-carboxamida, 2-cloro-N-[4'-(3,3-dimetilbut-1-in-1-il)bifenil-2- il]piridin-3-carboxamida, 4-(difluormetil)-2-metil-N-[4'-(trifluormetil)bifenil-2- il]-1,3-tiazol-5-carboxamida, 5-flúor-N-[4'-(3-hidroxi-3-metilbut-1-in-1- il)bifenil-2-il]-1,3-dimetil-1H-pirazol-4-carboxamida, 2-cloro-N-[4'-(3- hidroxi-3-metilbut-1-in-1-il)bifenil-2-il]piridin-3-carboxamida, 3- (difluormetil)-N-[4'-(3-metoxi-3-metilbut-1-in-1-il)bifenil-2-il]-1-metil-1H- pirazol-4-carboxamida, 5-flúor-N-[4'-(3-metoxi-3-metilbut-1-in-1-il)bifenil-2- il]-1,3-dimetil-1H-pirazol-4-carboxamida, 2-cloro-N-[4'-(3-metoxi-3- metilbut-1-in-1-il)bifenil-2-il]piridin-3-carboxamida, (5-brom-2-metoxi-4- metilpiridin-3-il)(2,3,4-trimetoxi-6-metilfenil)metanon, N-[2-(4-{[3-(4- clorofenil)prop-2-in-1-il]oxi}-3-metoxifenil)etil]-N2-(metilsulfonil)valinamida, ácido 4-oxo-4-[(2-feniletil)amino]butanoico e but-3-in-1-il {6-[({[(Z)-(1-metil- 1H-tetrazol-5-il)(fenil)metilen]amino}oxi)metil]piridin-2-il}carbamato.[0050] Examples of fungicides are mentioned: (1) ergosterol biosynthesis inhibitors, such as, for example, aldimorph, azaconazole, bitertanol, bromuconazole, cyproconazole, diclobutrazol, difenoconazole, diniconazole, diniconazole-m, dodemorph, dodemorph acetate, epoxiconazole, etaconazole, fenarimol, fenbuconazole, fenhexamid, fenpropidin, fenpropimorph, fluquinconazole, flurprimidol, flusilazole, flutriafol, furconazole, furconazole-cis, hexaconazole, imazalil, imazalil sulfate, imibenconazole, ipconazole, metconazole, myclobutanil, naftifine, nuarimol, oxpoconazole, paclobutrazol, pefurazoate, penconazole, piperaline, prochloraz, propiconazole, prothioconazole, piributicarb, pirifenox, quinconazole, simeconazole, spiroxamine, tebuconazole, terbinafine, tetraconazole, triadimefon, triadimenol, tridemorph, triflumizole, triporin, triticonazole, uniconazole, uniconazole-p, viniconazole, voriconazole, 1-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-yl)cycloheptanol, methyl-1-(2,2-dimethyl-2,3-dihydro- 1H-inden-1-yl)-1H-imidazol-5-carboxylate, N'-{5-(difluoromethyl)-2-methyl-4-[3-(trimethylsilyl)propoxy]phenyl}-N-ethyl-N- methylimidoformamide, N-ethyl-N-methyl-N'-{2-methyl-5-(trifluoromethyl)-4-[3-(trimethylsilyl)propoxy]phenyl}imidoformamide and O-[1-(4-methoxyphenoxy)-3 ,3-dimethylbutan-2-yl]-1H-imidazol-1-carbothioate. (2) Respiration inhibitors (respiratory chain inhibitors), such as, for example, bixafen, boscalid, carboxine, diflumetrim, fenfuram, fluopyram, flutolanil, fenpicoxamide, fluxapyroxad, furametpyr, furmeciclox, isopyrazam mixture of the syn-epimeric racemate 1RS ,4SR,9RS and the antiepimeric racemate 1RS,4SR,9SR, isopyrazam (antiepimeric racemate), isopyrazam (antiepimeric enantiomer 1R,4S,9S), isopyrazam (antiepimeric enantiomer 1S,4R,9R), isopyrazam (sinepimeric racemate 1RS,4SR, 9RS), isopyrazam (1R,4S,9R syn-epimeric enantiomer), isopyrazam (1S,4R,9S syn-epimeric enantiomer), meprinil, oxycarboxine, penflufen, penthiopyrad, sedaxane, thifluzamide, 1-methyl-N- [2- (1,1,2,2-tetrafluoroethoxy)phenyl]-3-(trifluoromethyl)-1H-pyrazol-4-carboxamide, 3-(difluoromethyl)-1-methyl-N-[2-(1,1,2, 2-tetrafluoroethoxy)phenyl]- 1H-pyrazol-4-carboxamide, 3-(difluoromethyl)-N-[4-fluoro-2-(1,1,2,3,3,3- hexafluoropropoxy)phenyl]-1- methyl-1H-pyrazol-4-carboxamide, N-[1-(2,4-dichlorophenyl)-1-methoxypropan-2-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazol-4-carboxamide, 5,8-difluoro-N-[2-(2-fluoro-4-{[4-(trifluoromethyl)pyridin-2-yl]oxy}phenyl)ethyl]quinazolin-4-amine, N-[9-(dichloromethylen )-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazol-4-carboxamide, N-[(1S,4R )-9-(dichloromethylen)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazol-4-carboxamide and N -[(1R,4S)-9-(dichloromethylen)-1,2,3,4-tetrahydro-1,4-methanonaphthalen-5-yl]-3-(difluoromethyl)-1-methyl-1H-pyrazole -4-carboxamide. (3) Respiration inhibitors (respiratory chain inhibitors) in complex III of the respiratory chain, such as, for example, ametoctradin, amisulbrom, azoxystrobin, cyazofamide, coumethoxystrobin, coumoxystrobin, dimoxystrobin, enestroburin, famoxadone, fenamidone, phenoxystrobin, fluoxastrobin, cresoxim -methyl, metominostrobin, orisastrobin, picoxystrobin, pyraclostrobin, piramethostrobin, pyraoxystrobin, piribencarb, triclopiricarb, trifloxystrobin, (2E)-2-(2-{[6-(3-chloro-2-methylphenoxy)-5-fluoropyrimidin-4- yl]oxy}phenyl)-2-(methoxyimino)-N-methylethanamide, (2E)-2-(methoxyimino)-N-methyl-2-(2-{[({(1E)-1-[3-( trifluoromethyl)phenyl]ethyliden}amino)oxy]methyl}phenyl)ethamide, (2E)-2-(methoxyimino)-N-methyl-2-{2-[(E)-({1-[3-(trifluoromethyl) phenyl]ethoxy}imino)methyl]phenyl}ethanamide, (2E)-2-{2-[({[(1E)-1- (3-{[(E)-1-fluoro-2-phenylethenyl]oxy} phenyl)ethyliden]-amino}oxy)methyl]phenyl}-2- (methoxyimino)-N-methylethamide, (2E)-2-{2-[({[(2E,3E)-4-(2,6- dichlorophenyl)but-3-en-2-yliden]amino}oxy)methyl]phenyl}-2-(methoxyimino)-N-methylethanolamide, 2-chloro-N-(1,1,3-trimethyl-2,3- dihydro-1H-inden-4-yl)pyridin-3-carboxamide, 5-methoxy-2-methyl-4-(2-{[({(1E)-1-[3-(trifluoromethyl)phenyl]ethyliden }amino)oxy]methyl}phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one, methyl-(2E)-2-{2-[({cyclopropyl[(4 -methoxyphenyl)imino]methyl}sulfanyl)methyl]phenyl}-3-methoxyprop-2-enoate, N-(3-ethyl-3,5,5-trimethylcyclohexyl)-3-(formylamino)-2- hydroxybenzamide, 2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}-2-methoxy-N-methylacetamide and (2R)-2-{2-[(2,5-dimethylphenoxy)methyl]phenyl}- 2-methoxy-N-methylacetamide. (4) Inhibitors of mitosis and cell division, such as, for example, benomyl, carbendazime, chlorophenazole, diethofencarb, etaboxam, fluopicolide, fuberidazole, pencycuron, thiabendazole, methyl thiophanate, thiophanate, zoxamide, 5-chloro-7-(4 -methylpiperidin-1-yl)-6-(2,4,6-trifluorophenyl)[1,2,4]triazolo[1,5-a]pyrimidine and 3-chloro-5-(6-chloropyridin-3-yl )-6-methyl-4-(2,4,6-trifluorophenyl)pyridazine. (5) Compounds with multisite activity, such as, for example, Bordeaux mixture, Captafol, Captan, Chlorothalonil, copper preparations, such as copper hydroxide, copper naphthenate, copper oxide, copper oxychloride, copper sulfate, diclofluanid, dithianone, dodine, dodine free base, ferbam, fluorfolpet, folpet, guazatine, guazatine acetate, iminoctadine, iminoctadine albesylate, iminoctadine triacetate, mancobre, mancozeb, maneb, metiram, zincmetiram, copper-oxyx, propamidine, propineb , sulfur and copper preparations such as, for example, calcium polysulfide, thyram, tolylfluanide, zineb and ziram. (6) Resistance reducers, such as, for example, acibenzolar-S-methyl, isothianyl, probenazole and thiadinyl. (7) Inhibitors of amino acid and protein biosynthesis, such as, for example, andoprim, blasticidin-S, cyprodinil, kasugamycin, kasugamycin hydrochloride hydrate, mepanipyrim, pyrimethanil and 3-(5-fluoro-3 ,3,4,4-tetramethyl-3,4-dihydroisoquinolin-1-yl)quinoline. (8) ATP production inhibitors, such as, for example, fentin acetate, fentin chloride, fentin hydroxide and silthiofam. (9) Cell wall synthesis inhibitors, such as, for example, bentiavalicarb, dimetomorph, flumorph, iprovalicarb, mandipropamide, polyoxin, polyoxorim, validamycin A and valifenalate. (10) Lipid and membrane synthesis inhibitors, such as, for example, biphenyl, chloroneb, dichloran, edifenfos, etridiazole, iodocarb, iprobenphos, isoprothiolane, propamocarb, propamocarb hydrochloride, prothiocarb, pyrazophos, quintazene, technazene and tolclophosmethyl . (11) Melamine biosynthesis inhibitors, such as, for example, carpropamide, diclocimet, fenoxanil, phthalide, pyroquilon, tricyclazole and 2,2,2-trifluoroethyl-{3-methyl-1-[(4-methylbenzoyl)amino] butan-2-yl}carbamate. (12) Nucleic acid synthesis inhibitors, such as, for example, benalaxyl, benalaxyl-M (kiralaxyl), buprimate, clozilacon, dimetirimol, ethirimol, furalaxyl, himexazol, metalaxyl, metalaxyl-M (mefenoxam), ofurace, oxadixyl and oxolinic acid. (13) Uncouplers, such as, for example, binapacril, dinocap, ferimzone, fluazinam and meptildinocap. (15) Other compounds, such as, for example, bethiazole, betoxazine, capsimicin, carvon, cinomethionate, pyriofenon (clazafenon), cufraneb, ciflufenamide, cymoxanil, ciprosulfamide, dazomet, debacarb, dichlorophene, diclomezine, diphenzoquat, diphenzoquat methylsulfate, diphenylamine , ecomat, fenpyrazamine, flumetover, fluoromide, flusulfamide, flutianil, fosetyl aluminum, fosetyl calcium, fosetyl sodium, hexachlorbenzene, irumamycin, metasulfocarb, methylisothiocyanate, metrafenone, mildiomycin, natamycin, nickel dimethyldithiocarbamate, nitrotal-isopropyl, octylinone, oxamocarb , oxyphenthyin, pentachlorphenol and its salts, phenothrin, phosphoric acid and its salts, propamocarb-fosetylate, propanosyn-sodium, proquinazide, pyrimorph, (2E)-3-(4-tert-butylphenyl)-3-(2-chlorpyridin-4 -yl)-1-(morpholin-4-yl)prop-2-en-1-one, (2Z)-3-(4-tert-butylphenyl)- 3-(2-chlorpyridin-4-yl)-1 -(morpholin-4-yl)prop-2-en-1-one, pyrrolnitrin, tebufloquine, teclophthalam, tolnifanide, triazoxide, triclamide, zarilamide, (3S,6S,7R,8R)-8-benzyl-3-[( {3-[(isobutyryloxy)methoxy]-4-methoxypyridin-2-yl}carbonyl)amino]-6-methyl-4,9-dioxo-1,5-dioxonan-7-yl 2-methylpropanoate, 1-(4 -{4-[(5R)-5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin- 1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, 1-(4-{4-[(5S)-5-(2,6-difluorophenyl) -4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)- 1H-pyrazol-1-yl]ethanone, 1-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1, 3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone, 1-(4-methoxyphenoxy)- 3,3- dimethylbutan-2-yl-1H-imidazol-1-carboxylate, 2,3,5,6-tetrachloro-4-(methylsulfonyl)pyridine, 2,3-dibutyl-6-chlorothieno[2,3-d]pyrimidin-4 (3H)-one, 2,6-dimethyl-1H,5H-[1,4]dithiino[2,3-c:5,6-c']dipyrrole-1,3,5,7(2H,6H) -tetrone, 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-(4-{4-[(5R)-5-phenyl-4,5-dihydro- 1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)ethanone, 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl] -1-(4-{4-[(5S)-5-phenyl-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1 -yl)ethanone, 2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]-1-{4-[4-(5-phenyl-4,5-dihydro-1, 2-oxazol-3-yl)-1,3-thiazol-2-yl]piperidin-1-yl}ethanone, 2-butoxy-6-iodo-3-propyl-4H-chromen-4-one, 2-chloro -5-[2-chloro-1-(2,6-difluoro-4-methoxyphenyl)-4-methyl-1H-imidazol-5-yl]pyridine, 2-phenylphenol and its salts, 3-(4,4, 5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinolin-1-yl)quinoline, 3,4,5-trichloropyridin-2,6-dicarbonitrile, 3-[5-(4-chlorophenyl)-2 ,3-dimethyl-1,2-oxazolidin-3-yl]pyridine, 3-chloro-5-(4-chlorophenyl)-4-(2,6-difluorophenyl)-6-methylpyridazine, 4-(4-chlorophenyl) -5-(2,6-difluorophenyl)-3,6-dimethylpyridazine, 5-amino-1,3,4-thiadiazol-2-thiol, 5-chloron-n'-phenyl-n'-(prop-2- in-1-yl)thiophen-2-sulfonohydrazide, 5-fluoro-2-[(4-fluorobenzyl)oxy]pyrimidin-4-amine, 5-fluoro-2-[(4-methylbenzyl)oxy]pyrimidin-4- amine, 5-methyl-6-octyl[1,2,4]triazolo[1,5-a]pyrimidin-7-amine, ethyl-(2Z)-3-amino-2-cyan-3-phenylprop-2- enoate, N'-(4-{[3-(4-chlorobenzyl)-1,2,4-thiadiazol-5-yl]oxy}-2,5-dimethylphenyl)-N-ethyl-N-methylimidoformamide, N- (4-chlorobenzyl)-3-[3-methoxy-4-(prop-2-yn-1-yloxy)phenyl]propanamide, N-[(4-chlorophenyl)(cyan)methyl]-3-[3-methoxy -4-(prop-2-yn-1-yloxy)phenyl]propanamide, N-[(5-bromo-3-chloropyridin-2-yl)methyl]-2,4-dichloropyridin-3-carboxamide, N-[ 1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2,4-dichloropyridin-3-carboxamide, N-[1-(5-bromo-3-chloropyridin-2-yl)ethyl]-2 -fluoro-4-iodopyridin-3-carboxamide, N-{(E)-[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, N-{(Z) -[(cyclopropylmethoxy)imino][6-(difluoromethoxy)-2,3-difluorophenyl]methyl}-2-phenylacetamide, N'-{4-[(3-tert-butyl-4-cyano-1,2-thiazole - 5-yl)oxy]-2-chloro-5-methylphenyl}-N-ethyl-N-methylimidoformamide, N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol- 1-yl]acetyl}piperidin-4-yl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1,3-thiazol-4-carboxamide, N-methyl-2-( 1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}-piperidin-4-yl)-N-[(1R)-1,2,3,4-tetrahydronaphthalen -1-yl]-1,3-thiazol-4-carboxamide, N-methyl-2-(1-{[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]acetyl}piperidin-4 -yl)-N-[(1S)-1,2,3,4-tetrahydronaphthalen-1-yl]-1,3-thiazol-4-carboxamide, pentyl-{6-[({[(1- methyl-1H-tetrazol-5-yl)(phenyl)methyliden]amino}oxy)methyl]pyridin-2-yl}carbamate, phenazin-1-carboxylic acid, quinolin-8-ol, quinolin-8-ol sulfate ( 2:1) and tert-butyl {6-[({[(1-methyl-1H-tetrazol-5-yl)(phenyl)methylen]amino}oxy)methyl]pyridin-2-yl}carbamate. (16) Other compounds, such as, for example, 1-methyl-3-(trifluoromethyl)-N-[2'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazol-4-carboxamide, N-(4 '-chlorobiphenyl-2-yl)-3-(difluoromethyl)-1-methyl-1H-pyrazol-4-carboxamide, N-(2',4'-dichlorobiphenyl-2-yl)-3-(difluoromethyl)-1 -methyl-1H-pyrazol-4-carboxamide, 3-(difluoromethyl)-1-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl]-1H-pyrazol-4-carboxamide, N-(2' ,5'-difluorobiphenyl-2-yl)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-carboxamide, 3-(difluoromethyl)-1-methyl-N-[4'-(prop-1- in-1-yl)biphenyl-2-yl]-1H- pyrazol-4-carboxamide, 5-fluoro-1,3-dimethyl-N-[4'-(prop-1-yn-1-yl)biphenyl- 2-yl]-1H-pyrazol-4-carboxamide, 2-chloro-N-[4'-(prop-1-yn-1-yl)biphenyl-2-yl]pyridin-3-carboxamide, 3-(difluoromethyl )-N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazol-4-carboxamide, N-[4'-(3 ,3-dimethylbut-1-yn-1-yl)biphenyl-2-yl]-5-fluoro-1,3-dimethyl-1H-pyrazol-4-carboxamide, 3-(difluoromethyl)-N-(4'- ethynylbiphenyl-2-yl)-1-methyl-1H-pyrazol-4-carboxamide, N-(4'-ethynylbiphenyl-2-yl)-5-fluoro-1,3-dimethyl-1H-pyrazol-4-carboxamide, 2-chloro-N-(4'-ethynylbiphenyl-2-yl)pyridin-3-carboxamide, 2-chloro-N-[4'-(3,3-dimethylbut-1-yn-1-yl)biphenyl-2 -yl]pyridin-3-carboxamide, 4-(difluoromethyl)-2-methyl-N-[4'-(trifluoromethyl)biphenyl-2-yl]-1,3-thiazol-5-carboxamide, 5-fluoro-N -[4'-(3-hydroxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyrazol-4-carboxamide, 2-chloro-N-[ 4'-(3-hydroxy-3-methylbut-1-yn-1-yl)biphenyl-2-yl]pyridin-3-carboxamide, 3-(difluoromethyl)-N-[4'-(3-methoxy-3 -methylbut-1-yn-1-yl)biphenyl-2-yl]-1-methyl-1H-pyrazol-4-carboxamide, 5-fluoro-N-[4'-(3-methoxy-3-methylbut-1 -yn-1-yl)biphenyl-2-yl]-1,3-dimethyl-1H-pyrazol-4-carboxamide, 2-chloro-N-[4'-(3-methoxy-3-methylbut-1-yn -1-yl)biphenyl-2-yl]pyridin-3-carboxamide, (5-brom-2-methoxy-4-methylpyridin-3-yl)(2,3,4-trimethoxy-6-methylphenyl)methanon, N -[2-(4-{[3-(4-chlorophenyl)prop-2-yn-1-yl]oxy}-3-methoxyphenyl)ethyl]-N2-(methylsulfonyl)valinamide, 4-oxo-4- acid [(2-phenylethyl)amino]butanoic acid and but-3-yn-1-yl {6-[({[(Z)-(1-methyl- 1H-tetrazol-5-yl)(phenyl)methylen]amino} oxy)methyl]pyridin-2-yl}carbamate.
[0051] Todos os pesticidas (1) a (16) mencionados podem, caso sejam capazes, com base em seus grupos funcionais, de formar opcionalmente sais com bases ou ácidos adequados.[0051] All pesticides (1) to (16) mentioned may, if they are capable, based on their functional groups, optionally form salts with suitable bases or acids.
[0052] Como exemplos de bactericidas são mencionados: bronopol, diclorofeno, nitrapirina, dimetilditiocarbamato de níquel, kasu- gamicina, octilinona, ácido furanocarboxílico, oxitetraciclina, probenazol, estreptomicina, tecloftalam, sulfato de cobre e outras preparações de cobre.[0052] Examples of bactericides include: bronopol, dichlorophene, nitrapyrin, nickel dimethyldithiocarbamate, kasugamicin, octylinone, furanecarboxylic acid, oxytetracycline, probenazole, streptomycin, tecloftalam, copper sulfate and other copper preparations.
[0053] Como exemplos de inseticidas, acaricidas e nematicidas são mencionados: (1) inibidores de acetilcolinesterase (AchE), tais como, por exemplo, carbamatos, por exemplo, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxicarboxim, carbaril, carbofuran, carbosulfan, etiofencarb, fenobucarb, formetanato, furatiocarb, isoprocarb, metiocarb, metomil, metolcarb, oxamil, pirimicarb, propoxur, tiodicarb, tiofanox, triazamato, trimetacarb, xmc e xililcarb; ou organofosfatos, por exemplo, acefato, azametifos, azinfo- setila, azinfosmetila, cadusafos, cloretoxifos, clorfenvinfos, clormefos, clorpirifos, clorpirifos-metila, coumafos, cianofos, demeton-S-metila, diazinona, diclorvos/DDVP, dicrotofos, dimetoato, dimetilvinfos, disulfoton, EPN, etion, etoprofos, famfur, fenamifos, fenitrotion, fention, fostiazato, heptenofos, imiciafos, isofenfos, salicilato de isopropil O- (metoxiaminotio-fosforila), isoxation, malation, mecarbam, metami- dofos, metidation, mevinfos, monocrotofos, naled, ometoato, oxidemeton-metila, paration, paration-metila, fentoato, forato, fosalone, fosmet, fosfamidon, foxim, pirimifos-metila, profenofos, propetamfos, protiofos, piraclofos, piridafentiona, quinalofos, sulfotep, tebupirimfos, temefos, terbufos, tetraclorvinfos, tiometon, triazofos, triclorfon e vamidotiona. (2) Antagonistas do canal de cloreto controlado por GABA, tais como, por exemplo, ciclodienoganoclorinas, por exemplo, clordane e endosulfan; ou fenilpirazóis (fiprol), por exemplo, etiprol e fipronil. (3) Moduladores do canal de sódio/bloqueadores do canal de sódio dependentes de tensão, tais como, por exemplo, piretroides, por exemplo, acrinatrina, aletrin, d-cis-trans aletrin, d-trans aletrin, bifentrin, bioaletrin, isômero de bioaletrin S-ciclopentenila, biores- metrin, cicloprotrin, ciflutrin, beta-ciflutrin, cihalotrina, lambda- cihalotrina, gama-cihalotrina, cipermetrina, alfa-cipermetrina, beta- cipermetrina, teta-cipermetrina, zeta-cipermetrina, cifenotrina [isômeros de (1R)-trans], deltametrinaa, empentrina]isômeros de (EZ)- (1R), esfenvalerato, etofenprox, fenpropatrina, fenvalerato, flucitrinato, flumetrinaa, tau-fluvalinato, halfenprox, imiprotrin, kadetrina, permetrina, fenotrina [isômero de (1R)-trans], praletrina, piretrina (piretrum), resmetrina, silaflufeno, teflutrina, tetrametrina, tetrametila [isômeros de (1R)], tralometrina e transflutrina; ou DDT; ou metoxiclor. (4) Agonistas do receptor nicotinérgico de acetilcolina (nAChR), tais como, por exemplo, neonicotinoides, por exemplo, acetamiprida, clotianidina, dinotefuran, imidacloprida, nitenpiram, tiacloprida e tiametoxam; ou nicotina. (5) Ativadores alostéricos do receptor nicotinérgico de acetilcolina (nAChR), tais como, por exemplo, espinosinas, por exemplo, espinetoram e espinosad. (6) Ativadores do canal de cloreto, tais como, por exemplo, avermectina/milbemicina, por exemplo, abamectina, benzoato de emamectina, lepimectina e milbemectina. (7) Imitadores do hormônio juvenil, tais como, por exemplo, análogos do hormônio juvenil, por exemplo, hidroprene, quinoprene e metoprene; ou fenoxicarb; ou piriproxifeno. (8) Substâncias ativas com mecanismos de ação desconhe-cidos ou não específicos, tais como, por exemplo, halogenetos de alquila, por exemplo, brometo de metila e outros halogenetos de alquila; ou cloropicrina; ou fluoreto de sulfurila; ou bórax; ou tártaro emético. (9) Inibidores de devoração seletivos, por exemplo, pimetrozina; ou flonicamida. (10) Inibidores de crescimento de ácaros, por exemplo, clofentezina, hexiltiazox e diflovidazina; ou etoxazóis. (11) Disruptores microbianos da membrana intestinal de insetos, por exemplo, Bacillus thuringiensis subespécie israelensis, Bacillus sphaericus, Bacillus thuringiensis subespécie aizawai, Bacillus thuringiensis subespécie kurstaki, Bacillus thuringiensis subespécie tenebrionis e proteínas de plantas BT: Cri1Ab, Cri1Ac, Cri1Fa, Cri2Ab, mCri3A, Cri3Ab, Cri3Bb, Cri34/35Ab1. (12) Inibidores da fosforilação oxidativa, disruptores ATP, tais como, por exemplo, diafentiuron; ou compostos organoestanho, por exemplo, azociclotina, cihexatina e óxido de fenbutatina; ou propargita; ou tetradifon. (13) Desacopladores da fosforilação oxidativa através da interrupção do gradiente do próton H, tais como, por exemplo, clorfenapir, DNOC e sulfluramida. (14) Antagonistas do receptor nicotinérgico de acetilcolina, tais como, por exemplo, bensultap, cloridrato de cartap, tiociclam e tiosultap-sódio. (15) Inibidores da biossíntese da quitina, tipo 0, tais como, por exemplo, bistrifluron, clorofluazuron, diflubenzuron, flucicloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron e triflumuron. (16) Inibidores da biossíntese da quitina, tipo 1, tal como, por exemplo, buprofezina. (17) Substâncias ativas pertubadoras de descamação, dipteran, tais como, por exemplo, ciromazina. (18) Agonistas do receptor ecdison, tais como, por exemplo, cromafenozida, halofenozida, metoxifenozida e tebufenozida. (19) Agonistas octopaminérgicos, tais como, por exemplo, amitraz. (20) Inibidores de transporte de elétrons do complexo III, tais como, por exemplo, hidrametilnona; ou acequinocila; ou fluacripirim. (21) Inibidores de transporte de elétrons do complexo I, por exemplo, acaricidas METI, por exemplo, fenazaquin, fenpiroximato, pirimidifeno, piridaben, tebufenpirad e tolfenpirad; ou rotenona (Derris). (22) Bloqueadores de canal de sódio dependentes de tensão, por exemplo, indoxacarb; ou metaflumizona. (23) Inibidores da acetil-CoA-carboxilase, tais como, por exemplo, derivados de ácido tetrônico e tetrâmico, por exemplo, espirodiclofeno, espiromesifeno e espirotetramato. (24) Inibidores de transporte de elétrons do complexo IV, tais como, por exemplo, fosfinas, por exemplo, fosfeto de alumínio, fosfeto de cálcio, fosfina e fosfeto de zinco; ou cianeto. (25) Inibidores de transporte de elétrons do complexo II, tais como, por exemplo, cienopirafeno. (26) Efetores do receptor rianodina, tais como, por exemplo, diamidas, por exemplo, clorantraniliprol e flubendiamida.[0053] As examples of insecticides, acaricides and nematicides are mentioned: (1) acetylcholinesterase (AchE) inhibitors, such as, for example, carbamates, for example, alanicarb, aldicarb, bendiocarb, benfuracarb, butocarboxim, butoxycarboxim, carbaryl, carbofuran , carbosulfan, ethiofencarb, fenobucarb, formetanate, furatiocarb, isoprocarb, methiocarb, methomyl, metolcarb, oxamyl, pirimicarb, propoxur, thiodicarb, thiophanox, triazamate, trimetacarb, xmc and xylylcarb; or organophosphates, for example, acephate, azamethiphos, azinfosetyl, azinphosmethyl, cadusaphos, chlorethoxyphos, chlorfenvinphos, chlormephos, chlorpyrifos, chlorpyrifos-methyl, coumaphos, cyanophos, demeton-S-methyl, diazinone, dichlorvos/DDVP, dicrotophos, dimethoate, dimethylvinfos, disulfoton, EPN, ethion, etoprofos, famfur, fenamiphos, fenitrothion, fenthion, fosthiazate, heptenophos, imiciaphos, isofenfos, isopropyl salicylate O- (methoxyaminothio-phosphoryl), isoxation, malathion, mecarbam, methamidophos, methidation, mevinfos , monocrotophos, naled, omethoate, oxidemeton-methyl, parathion, parathion-methyl, phentoate, phorate, fosalone, phosmet, phosfamidon, phoxim, pirimiphos-methyl, profenofos, propetamphos, prothiophos, pyraclophos, pyridafenthion, quinalophos, sulfotep, tebupirimphos, temephos , terbufos, tetrachlorvinphos, thiometon, triazophos, trichlorfon and vamidothione. (2) GABA-gated chloride channel antagonists, such as, for example, cyclodienoganochlorins, e.g., chlordane and endosulfan; or phenylpyrazoles (fiprole), e.g. etiprol and fipronil. (3) Sodium channel modulators/voltage-gated sodium channel blockers, such as, for example, pyrethroids, e.g., acrinathrin, alethrin, d-cis-trans alethrin, d-trans alethrin, bifenthrin, bioalethrin, isomer of bioaletrin S-cyclopentenil, bioresmethrin, cycloprotrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, lambda-cyhalothrin, gamma-cyhalothrin, cypermethrin, alpha-cypermethrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyfenothrin [isomers of (1R)-trans], deltamethrin, empentrin] isomers of (EZ)- (1R), esfenvalerate, etofenprox, fenpropathrin, fenvalerate, flucitrinate, flumethrin, tau-fluvalinate, halfenprox, imiprotrin, kadethrin, permethrin, phenothrin [isomer of ( 1R)-trans], pralethrin, pyrethrin (piretrum), resmethrin, silaflufen, tefluthrin, tetramethrin, tetramethyl [isomers of (1R)], tralomethrin and transfluthrin; or DDT; or methoxychlor. (4) Nicotinergic acetylcholine receptor (nAChR) agonists, such as, for example, neonicotinoids, for example, acetamiprid, clothianidin, dinotefuran, imidacloprid, nitenpyram, thiacloprid and thiamethoxam; or nicotine. (5) Allosteric activators of the nicotinergic acetylcholine receptor (nAChR), such as, for example, spinosyns, e.g., spinetoram and spinosad. (6) Chloride channel activators, such as, for example, avermectin/milbemycin, for example, abamectin, emamectin benzoate, lepimectin and milbemectin. (7) Juvenile hormone imitators, such as, for example, juvenile hormone analogues, e.g., hydroprene, quinoprene and methoprene; or fenoxycarb; or pyriproxyfen. (8) Active substances with unknown or non-specific mechanisms of action, such as, for example, alkyl halides, for example, methyl bromide and other alkyl halides; or chloropicrin; or sulfuryl fluoride; or borax; or tartar emetic. (9) Selective gobbler inhibitors, e.g., pymetrozine; or flonicamide. (10) Mite growth inhibitors, for example, clofentezine, hexylthiazox and diflovidazine; or ethoxazoles. (11) Insect intestinal membrane microbial disruptors, for example, Bacillus thuringiensis subspecies israelensis, Bacillus sphaericus, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis and BT plant proteins: Cri1Ab, Cri1Ac, Cri1Fa, Cri2Ab, mCri3A, Cri3Ab, Cri3Bb, Cri34/35Ab1. (12) Oxidative phosphorylation inhibitors, ATP disruptors, such as, for example, diafenthiuron; or organotin compounds, for example, azocyclotin, cyhexatin and fenbutatin oxide; or propargite; or tetradiphon. (13) Uncouplers of oxidative phosphorylation through interruption of the H proton gradient, such as, for example, chlorfenapyr, DNOC and sulfluramide. (14) Nicotinergic acetylcholine receptor antagonists, such as, for example, bensultap, Cartap hydrochloride, thiocyclam and tiosultap-sodium. (15) Chitin biosynthesis inhibitors, type 0, such as, for example, bistrifluron, chlorofluazuron, diflubenzuron, flucicloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, teflubenzuron and triflumuron. (16) Type 1 chitin biosynthesis inhibitors, such as, for example, buprofezin. (17) Desquamation-disrupting active substances, dipteran, such as, for example, cyromazine. (18) Ecdyson receptor agonists, such as, for example, chromafenozide, halofenozide, methoxyfenozide and tebufenozide. (19) Octopaminergic agonists, such as, for example, amitraz. (20) Complex III electron transport inhibitors, such as, for example, hydramethylnone; or acequinocil; or fluacripirim. (21) Complex I electron transport inhibitors, for example, METI acaricides, for example, fenazaquin, fenpyroximate, pyrimidifen, pyridaben, tebufenpyrad and tolfenpyrad; or rotenone (Derris). (22) Voltage-gated sodium channel blockers, e.g., indoxacarb; or metaflumizone. (23) Acetyl-CoA-carboxylase inhibitors, such as, for example, tetronic and tetramic acid derivatives, for example, spirodiclofen, spiromesiphene and spirotetramate. (24) Complex IV electron transport inhibitors, such as, for example, phosphines, for example, aluminum phosphide, calcium phosphide, phosphine and zinc phosphide; or cyanide. (25) Complex II electron transport inhibitors, such as, for example, cyenopirafen. (26) Ryanodine receptor effectors, such as, for example, diamides, for example, chlorantraniliprole and flubendiamide.
[0054] Outras substâncias ativas com mecanismo de ação desconhecido, tais como, por exemplo, amidoflumet, azadiractina, benclotiazo, benzoximato, bifenazato, bromopropilato, quinometionato, criolite, cianotraniliprol (ciazipir), ciflumetofen, dicofol, diflovidazina, fluensulfona, flufenerim, flufiprol, fluopiram, fufenozida, imidaclotiz, iprodiona, piridalial, pirifluquinazona e iodometan; além disso, composições à base de Bacillus firmus (I-1582, BioNeem, Votivo), assim como os seguintes compostos eficazes conhecidos:[0054] Other active substances with unknown mechanism of action, such as, for example, amidoflumet, azadirachtin, benclothiazole, benzoximate, bifenazate, bromopropylate, quinomethionate, cryolite, cyanotraniliprole (cyazipyr), ciflumetofen, dicofol, diflovidazine, fluensulfone, flufenerim, flufiprol , fluopyram, fufenozide, imidaclotiz, iprodione, pyridalial, pyrifluquinazone and iodometan; in addition, compositions based on Bacillus firmus (I-1582, BioNeem, Votivo), as well as the following known effective compounds:
[0055] 3-bromo-n-{2-bromo-4-cloro-6-[(1- ciclopropiletil)carbamoil]fenil}-1-(3-cloropiridin-2-il)-1h-pirazol-5- carboxamida, 4-{[(6-brompirid-3-il)metil](2-fluoretil)amino}furan-2(5h)-ona, 4-{[(6-fluorpirid-3-il)metil](2,2-difluoretil)amino}furan-2(5H)-ona, 4-{[(2- cloro-1,3-tiazol-5-il)metil](2-fluoretil)amino}furan-2(5H)-ona, 4-{[(6- cloropirid-3-il)metil](2-fluoretil)amino}furan-2(5H)-ona, 4-{[(6-cloropirid-3- il)metil](2,2-difluoretil)amino}furan-2(5H)-ona, 4-{[(6-cloro-5-fluorpirid-3- il)metil](metil)amino}furan-2(5H)-ona, 4-{[(5,6-dicloropirid-3-il)metil](2- fluoretil)amino}furan-2(5H)-ona, 4-{[(6-cloro-5-fluorpirid-3- il)metil](ciclopropil)-amino}furan-2(5H)-ona, 4-{[(6-cloropirid-3- il)metil](ciclopropil)amino}furan-2(5H)-ona, 4-{[(6-cloropirid-3- il)metil](metil)amino}furan-2(5H)-ona, {[1-(6-cloropiridin-3- il)etil](metil)óxido-À4-sulfaniliden}cianamida e seus diastereômeros {[(1R)- 1-(6-cloropiridin-3-il)etil](metil)óxido-À4-sulfaniliden}cianamida (A) e {[(1S)- 1 -(6-Cloropiridin-3-il)etil](metil)óxido-À4-sulfaniliden}cianamida (B), assim como sulfoxaflor e seus diastereômeros [(R)-metil(óxido){(1R)-1-[6- (trifluormetil)piridin-3-il]etil}-À4-sulfaniliden]cianamida (A1) e [(S)- metil(óxido){(1S)-1-[6-(trifluormetil)piridin-3-il]etil}-À4- sulfaniliden]cianamida (A2), denominados como grupo de diastereômeros A, [(R)-metil(óxido){(1S)-1-[6-(trifluormetil)piridin-3-il]etil}- À4-sulfaniliden]cianamida (B1) e [(S)-metil(óxido){(1R)-1-[6- (trifluormetil)piridin-3-il]etil}-À4-sulfaniliden]cianamida (B2), designados como grupo de diastereômeros B e 11-(4-cloro-2,6-dimetilfenil)-12- hidroxi-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-ona, 3-(4'-fluor- 2,4-dimetilbifenil-3-il)-4-hidroxi-8-oxa-1-azaspiro[4.5]dec-3-en-2-ona, 1-{2- flúor-4-metil-5-[(2,2,2-trifluoretil)sulfinil]fenil}-3-(trifluormetil)-1H-1,2,4- triazol-5-amina, [(3S,4aR,12R,12aS,12bS)-3-[(ciclopropilcarbonil)oxi]- 6,12-di-hidroxi-4,12b-dimetil-11-oxo-9-(piridin-3-il)- 1,3,4,4a,5,6,6a,12,12a,12b-deca-hidro-2H,11H-benzo[f]pirano[4,3- b]cromen-4-il]metilciclopropancarboxilato, 2-cian-3-(difluormetoxi)-N,N- dimetilbenzenossulfonamida, 2-cian-3-(difluormetoxi)-N- metilbenzenossulfonamida, 2-cian-3-(difluormetoxi)-N- etilbenzenossulfonamida, 1,1 dióxido de 4-(difluormetoxi)-N-etil-N-metil- 1,2-benzotiazol-3-amina, N-[1-(2,3-dimetilfenil)-2-(3,5-dimetilfenil)etil]-4,5- di-hidro-1,3-tiazol-2-amina, {1'-[(2E)-3-(4-clorofenil)prop-2-en-1-il]-5- fluorspiro[indol-3,4'-piperidin]-1(2H)-il}(2-cloropiridin-4-il)metanona, 3-(2,5- dimetilfenil)-4-hidroxi-8-metoxi-1,8-diazaspiro[4.5]dec-3-en-2-ona, 3-(2,5- dimetilfenil)-8-metoxi-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-il-etilcarbonato, 4-(but-2-in-1-iloxi)-6-(3,5-dimetilpiperidin-1-il)-5-fluorpirimidina, (2,2,3,3,4,4,5,5-cctafluorpentil)(3,3,3-trifluorpropil)malononitrila, (2,2,3,3,4,4,5,5-octafluorpentil)(3,3,4,4,4-pentafluorbutil)malononitrila, 8- [2-(ciclopropilmetoxi)-4-(trifluormetil)fenoxi]-3-[6-(trifluormetil)piridazin-3-il]- 3-azabiciclo[3.2.1]octano, 2-etil-7-metoxi-3-metil-6-[(2,2,3,3-tetraflúor-2,3- di-hidro-1,4-benzodioxin-6-il)oxi]quinolin-4-il-metilcarbonato, 2-etil-7- metoxi-3-metil-6-[(2,2,3,3-tetraflúor-2,3-di-hidro-1,4-benzodioxin-6- il)oxi]quinolin-4-ilacetato, PF1364 (CAS-Reg.Nr. 1204776-60-2), 5-[5-(3,5- diclorofenil)-5-(trifluormetil)-4,5-di-hidro-1,2-oxazol-3-il]-2-(1H-1,2,4- triazol-1-il)benzonitrila, 5-[5-(2-cloropiridin-4-il)-5-(trifluormetil)-4,5-di- hidro-1,2-oxazol-3-il]-2-(1H-1,2,4-triazol-1-il)benzonitrila, 4-[5-(3,5- diclorofenil)-5-(trifluormetil)-4,5-di-hidro-1,2-oxazol-3-il]-2-metil-N-{2-oxo- 2-[(2,2,2-trifluoretil)amino]etil}benzamida, il)metil](ciclopropil)amino}-1,3-oxazol-2(5H)-ona, il)metil]-(2,2-difluoretil)amino}-1,3-oxazol-2(5H)-ona, il)metil](etil)amino}-1,3-oxazol-2(5H)-ona, il)metil](metil)amino}-1,3-oxazol-2(5H)-ona, NNI-0711, 1-acetil-N-[4- (1,1,1,3,3,3-hexaflúor-2-metoxipropan-2-il)-3-isobutilfenil]-N-isobutiril-3,5- dimetil-1H-pirazol-4-carboxamida, metil-2-[2-({[3-brom-1-(3-cloropiridin-2- il)-1H-pirazol-5-il]carbonil}amino)-5-cloro-3-metilbenzoil]-2-metil- hidrazinocarboxilato, metil-2-[2-({[3-bromo-1-(3-cloropiridin-2-il)-1H- pirazol-5-il]carbonil}amino)-5-cian-3-metilbenzoil]-2-etil- hidrazinocarboxilato, metil-2-[2-({[3-brom-1-(3-cloropiridin-2-il)-1H-pirazol- 5-il]carbonil}amino)-5-cian-3-metilbenzoil]-2-metil[hidrazinocarboxilato, metil-2-[3,5-dibrom-2-({[3-brom-1-(3-cloropiridin-2-il)-1H-pirazol-5- il]carbonil}amino)benzoil]-1,2-dietil-hidrazinocarboxilato, metil-2-[3,5- dibrom-2-({[3-brom-1-(3-cloropiridin-2-il)-1H-pirazol-5- il]carbonil}amino)benzoil]-2-etil-hidrazinocarboxilato, (5RS,7RS;5RS,7SR)-1-(6-cloro-3-piridilmetil)-1,2,3,5,6,7-hexa-hidro-7- metil-8-nitro-5-propoxi-imidazo[1,2-a]piridin, 2-{6-[2-(5-fluorpiridin-3-il)-1,3- tiazol-5-il]piridin-2-il}pirimidina, 2-{6-[2-(piridin-3-il)-1,3-tiazol-5-il]piridin-2- il}pirimidina, 1-(3-cloropiridin-2-il)-N-[4-cian-2-metil-6- (metilcarbamoil)fenil]-3-{[5-(trifluormetil)-1H-tetrazol-1-il]metil}-1H-pirazol- 5-carboxamida, 1-(3-cloropiridin-2-il)-N-[4-cian-2-metil-6- (metilcarbamoil)fenil]-3-{[5-(trifluormetil)-2H-tetrazol-2-il]metil}-1H-pirazol- 5-carboxamida, N-[2-(terc-butilcarbamoil)-4-cian-6-metilfenil]-1-(3- cloropiridin-2-il)-3-{[5-(trifluormetil)-1H-tetrazol-1-il]metil}-1H-pirazol-5- carboxamida, N-[2-(terc-butilcarbamoil)-4-cian-6-metilfenil]-1-(3- cloropiridin-2-il)-3-{[5-(trifluormetil)-2H-tetrazol-2-il]metil}-1H-pirazol-5- carboxamida e (1E)-N-[(6-cloropiridin-3-il)metil]-N'-cian-N-(2,2- difluoretil)etanimidamida.[0055] 3-bromo-n-{2-bromo-4-chloro-6-[(1-cyclopropylethyl)carbamoyl]phenyl}-1-(3-chloropyridin-2-yl)-1h-pyrazol-5-carboxamide , 4-{[(6-brompyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5h)-one, 4-{[(6-fluoropyrid-3-yl)methyl](2, 2-difluoroethyl)amino}furan-2(5H)-one, 4-{[(2-chloro-1,3-thiazol-5-yl)methyl](2-fluoroethyl)amino}furan-2(5H)- one, 4-{[(6-chloropyrid-3-yl)methyl](2-fluoroethyl)amino}furan-2(5H)-one, 4-{[(6-chloropyrid-3-yl)methyl](2 ,2-difluoroethyl)amino}furan-2(5H)-one, 4-{[(6-chloro-5-fluoropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-one, 4 -{[(5,6-dichloropyrid-3-yl)methyl](2-fluorethyl)amino}furan-2(5H)-one, 4-{[(6-chloro-5-fluoropyrid-3-yl)methyl ](cyclopropyl)-amino}furan-2(5H)-one, 4-{[(6-chloropyrid-3-yl)methyl](cyclopropyl)amino}furan-2(5H)-one, 4-{[( 6-chloropyrid-3-yl)methyl](methyl)amino}furan-2(5H)-one, {[1-(6-chloropyridin-3-yl)ethyl](methyl)oxide-À4-sulfaniliden}cyanamide and its diastereomers {[(1R)- 1-(6-chloropyridin-3-yl)ethyl](methyl)oxide-À4-sulfaniliden}cyanamide (A) and {[(1S)- 1 -(6-Chloropyridin-3- yl)ethyl](methyl)oxide-À4-sulfaniliden}cyanamide (B), as well as sulfoxaflor and its diastereomers [(R)-methyl(oxide){(1R)-1-[6- (trifluoromethyl)pyridin-3- yl]ethyl}-À4-sulfaniliden]cyanamide (A1) and [(S)- methyl(oxide){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}-À4-sulfaniliden]cyanamide (A2), referred to as diastereomer group A, [(R)-methyl(oxide){(1S)-1-[6-(trifluoromethyl)pyridin-3-yl]ethyl}- À4-sulfaniliden]cyanamide (B1) and [(S)-methyl(oxide){(1R)-1-[6- (trifluoromethyl)pyridin-3-yl]ethyl}-À4-sulfaniliden]cyanamide (B2), designated as diastereomer group B and 11- (4-chloro-2,6-dimethylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one, 3-(4'-fluoro- 2, 4-dimethylbiphenyl-3-yl)-4-hydroxy-8-oxa-1-azaspiro[4.5]dec-3-en-2-one, 1-{2-fluoro-4-methyl-5-[(2, 2,2-trifluoroethyl)sulfinyl]phenyl}-3-(trifluoromethyl)-1H-1,2,4-triazol-5-amine, [(3S,4aR,12R,12aS,12bS)-3-[(cyclopropylcarbonyl) oxy]- 6,12-dihydroxy-4,12b-dimethyl-11-oxo-9-(pyridin-3-yl)- 1,3,4,4a,5,6,6a,12,12a,12b -decahydro-2H,11H-benzo[f]pyrano[4,3- b]chromen-4-yl]methylcyclopropancarboxylate, 2-cyan-3-(difluoromethoxy)-N,N-dimethylbenzenesulfonamide, 2-cyan-3 -(difluoromethoxy)-N-methylbenzenesulfonamide, 2-cyan-3-(difluoromethoxy)-N-ethylbenzenesulfonamide, 1,1-dioxide, 4-(difluoromethoxy)-N-ethyl-N-methyl-1,2-benzothiazol-3- amine, N-[1-(2,3-dimethylphenyl)-2-(3,5-dimethylphenyl)ethyl]-4,5-dihydro-1,3-thiazol-2-amine, {1'-[ (2E)-3-(4-chlorophenyl)prop-2-en-1-yl]-5-fluorospiro[indol-3,4'-piperidin]-1(2H)-yl}(2-chloropyridin-4- il)methanone, 3-(2,5-dimethylphenyl)-4-hydroxy-8-methoxy-1,8-diazaspiro[4.5]dec-3-en-2-one, 3-(2,5-dimethylphenyl)- 8-methoxy-2-oxo-1,8-diazaspiro[4.5]dec-3-en-4-yl-ethylcarbonate, 4-(but-2-yn-1-yloxy)-6-(3,5-dimethylpiperidin -1-yl)-5-fluoropyrimidine, (2,2,3,3,4,4,5,5-cctafluoropentyl)(3,3,3-trifluoropropyl)malononitrile, (2,2,3,3,4 ,4,5,5-octafluoropentyl)(3,3,4,4,4-pentafluorobutyl)malononitrile, 8-[2-(cyclopropylmethoxy)-4-(trifluoromethyl)phenoxy]-3-[6-(trifluoromethyl)pyridazin -3-yl]- 3-azabicyclo[3.2.1]octane, 2-ethyl-7-methoxy-3-methyl-6-[(2,2,3,3-tetrafluoro-2,3-dihydro- 1,4-benzodioxin-6-yl)oxy]quinolin-4-yl-methylcarbonate, 2-ethyl-7-methoxy-3-methyl-6-[(2,2,3,3-tetrafluoro-2,3- dihydro-1,4-benzodioxin-6-yl)oxy]quinolin-4-ylacetate, PF1364 (CAS-Reg.Nr. 1204776-60-2), 5-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-(1H- 1,2,4-triazol-1-yl)benzonitrile, 5-[5-(2-chloropyridin-4-yl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3 -yl]-2-(1H-1,2,4-triazol-1-yl)benzonitrile, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro- 1,2-oxazol-3-yl]-2-methyl-N-{2-oxo- 2-[(2,2,2-trifluoroethyl)amino]ethyl}benzamide,yl)methyl](cyclopropyl)amino}- 1,3-oxazol-2(5H)-one, yl)methyl]-(2,2-difluoroethyl)amino}-1,3-oxazol-2(5H)-one, yl)methyl](ethyl)amino} -1,3-oxazol-2(5H)-one, yl)methyl](methyl)amino}-1,3-oxazol-2(5H)-one, NNI-0711, 1-acetyl-N-[4- (1,1,1,3,3,3-hexafluoro-2-methoxypropan-2-yl)-3-isobutylphenyl]-N-isobutyryl-3,5-dimethyl-1H-pyrazol-4-carboxamide, methyl-2 -[2-({[3-brom-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-chloro-3-methylbenzoyl]-2-methylhydrazinecarboxylate , methyl-2-[2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl}amino)-5-cyan-3-methylbenzoyl]-2 -ethyl-hydrazinecarboxylate, methyl-2-[2-({[3-brom-1-(3-chloropyridin-2-yl)-1H-pyrazol- 5-yl]carbonyl}amino)-5-cyan-3- methylbenzoyl]-2-methyl[hydrazinocarboxylate, methyl-2-[3,5-dibrom-2-({[3-brom-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl]carbonyl }amino)benzoyl]-1,2-diethylhydrazinecarboxylate, methyl-2-[3,5-dibrom-2-({[3-brom-1-(3-chloropyridin-2-yl)-1H-pyrazol- 5-yl]carbonyl}amino)benzoyl]-2-ethylhydrazinecarboxylate, (5RS,7RS;5RS,7SR)-1-(6-chloro-3-pyridylmethyl)-1,2,3,5,6,7 -hexahydro-7-methyl-8-nitro-5-propoxy-imidazo[1,2-a]pyridin, 2-{6-[2-(5-fluoropyridin-3-yl)-1,3-thiazole -5-yl]pyridin-2-yl}pyrimidine, 2-{6-[2-(pyridin-3-yl)-1,3-thiazol-5-yl]pyridin-2-yl}pyrimidine, 1-( 3-chloropyridin-2-yl)-N-[4-cyan-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H -pyrazol- 5-carboxamide, 1-(3-chloropyridin-2-yl)-N-[4-cyan-2-methyl-6-(methylcarbamoyl)phenyl]-3-{[5-(trifluoromethyl)-2H- tetrazol-2-yl]methyl}-1H-pyrazol-5-carboxamide, N-[2-(tert-butylcarbamoyl)-4-cyan-6-methylphenyl]-1-(3-chloropyridin-2-yl)-3 -{[5-(trifluoromethyl)-1H-tetrazol-1-yl]methyl}-1H-pyrazol-5-carboxamide, N-[2-(tert-butylcarbamoyl)-4-cyan-6-methylphenyl]-1- (3-chloropyridin-2-yl)-3-{[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl}-1H-pyrazol-5-carboxamide and (1E)-N-[(6-chloropyridin -3-yl)methyl]-N'-cyan-N-(2,2-difluoroethyl)ethanimidamide.
[0056] As substâncias ativas mencionadas aqui com seu “nome comum” são conhecidas e descritas, por exemplo, no manual de pesticidas (“The Pesticide Manual“ 16th Ed., British Crop Protection Council 2012) ou podem ser pesquisadas na internet (por exemplo, http://www.alanwood.net/pesticides).[0056] The active substances mentioned here with their “common name” are known and described, for example, in the pesticide manual (“The Pesticide Manual“ 16th Ed., British Crop Protection Council 2012) or can be searched for on the internet (e.g. example, http://www.alanwood.net/pesticides).
[0057] Em uma forma de concretização preferida da invenção, a saber, em particular, quando a uma ou as várias pirrolidonas N- substituídas da fórmula (I) são utilizadas para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção, são selecionadas a partir de substâncias ativas agroquímicas sistêmicas, isto é, substâncias ativas agroquímicas, que são absorvidas pela planta através das folhas ou através das raízes e são encaminhadas na seiva, ao sistema de transporte da planta.[0057] In a preferred embodiment of the invention, namely, in particular, when one or more N-substituted pyrrolidones of formula (I) are used to promote the penetration of one or more agrochemical active substances into plants, the one or more agrochemical active substances, in the use according to the invention, are selected from systemic agrochemical active substances, i.e. agrochemical active substances, which are absorbed by the plant through the leaves or through the roots and are routed in the sap , to the plant's transport system.
[0058] Dentre essas, preferivelmente, a uma ou as várias substâncias ativas agroquímicas, em particular, na utilização de acordo com a invenção, para promover a penetração em plantas, são selecionadas a partir das substâncias ativas agroquímicas com um valor log P < 4,5 (determinado de acordo com a EEC-Directive 79/831 Annex V, A8 através de HPLC, método de gradiente, acetonitrila / ácido fosfórico aquoso a 0,1%). De modo particularmente preferido, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção, para promover a penetração em plantas, são selecionadas a partir das substâncias ativas agroquímicas com um valor log P < 4,5 e > -2,0, em particular, preferivelmente com um valor log P < 4,5 e > 0,1, de modo extraordinariamente preferido, com um valor log P < 4,5 e > 0,5 e de modo muito particularmente preferido, com um valor log P < 3,0 e > 0,5.[0058] Among these, preferably one or more agrochemical active substances, in particular, in the use according to the invention, to promote penetration into plants, are selected from the agrochemical active substances with a log P value < 4 .5 (determined according to EEC-Directive 79/831 Annex V, A8 via HPLC, gradient method, acetonitrile/0.1% aqueous phosphoric acid). Particularly preferably, the one or more agrochemical active substances, in the use according to the invention, to promote penetration into plants, are selected from the agrochemical active substances with a log P value < 4.5 and > -2 .0, in particular, preferably with a log P value < 4.5 and > 0.1, extraordinarily preferably, with a log P value < 4.5 and > 0.5, and most particularly preferably, with a log P value < 3.0 and > 0.5.
[0059] Em uma forma de concretização particularmente preferida, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção e, em particular, na utilização de acordo com a invenção para promover a penetração em plantas, são selecionadas a partir do grupo, que consiste em fungicidas de estrobilurina, preferivelmente azoxistrobina, piraclostrobina, picoxistrobina, fluoxastrobina, orizastrobina, picoxistrobina, trifloxistrobina, fungicidas azol, preferencialmente protioconazol, tebucona- zol, ciproconazol, difeconazol, metconazol, propiconazol, tetraconazol, triciclazol e outras substâncias ativas, preferencialmente fluxapiroxad, boscalida, bitertanol, procloraz, tiofanato, clorotalonila, dimetomorf, fenpropimorf, espiroxamina, trifluralina, metribuzina, saflufenacila, fenoxaprop-etila, acetolacloro, s-metolacloro, pendimetalina, pinoxa- den, fluroxipir, imidacloprida, tiacloprida, tiametoxam, clotianidina, acetamiprida, benzoato de emamectina, lamda-cihalotrina, pimetro- zina, cloantraniliprol, ácido giberelínico, benzilaminopirina, trinexapac- etila, etefon, tidiazuron.[0059] In a particularly preferred embodiment, the one or more agrochemical active substances, in the use according to the invention and, in particular, in the use according to the invention to promote penetration into plants, are selected from of the group, consisting of strobilurin fungicides, preferably azoxystrobin, pyraclostrobin, picoxystrobin, fluoxastrobin, oryzastrobin, picoxystrobin, trifloxystrobin, azole fungicides, preferably prothioconazole, tebuconazole, cyproconazole, difeconazole, metconazole, propiconazole, tetraconazole, tricyclazole and other active substances , preferably fluxapyroxad, boscalid, bitertanol, prochloraz, thiophanate, chlorothalonil, dimethomorph, fenpropimorph, spiroxamine, trifluralin, metribuzin, saflufenacil, fenoxaprop-ethyl, acetolachlor, s-metolachlor, pendimethalin, pinoxaden, fluroxypyr, imidacloprid, thiacloprid, thiamethoxam, clothianidin, acetamiprid, emamectin benzoate, lamda-cyhalothrin, pymetrozine, cloantraniliprole, gibberellinic acid, benzylaminopyrine, trinexapacethyl, ethephon, thidiazuron.
[0060] Entre as substâncias ativas agroquímicas mencionadas agora mesmo, por sua vez, preferencialmente a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção e, em particular, na utilização de acordo com a invenção para promover a penetração em plantas, são selecionadas a partir do grupo, que consiste em fungicidas de estrobilurina, preferencialmente azoxistrobina, piraclostrobina, fluoxastrobina, picoxistrobina, trifloxistrobina, fungicidas azol, preferencialmente protioconazol, tebuco- nazol, ciproconazol, propiconazol e outras substâncias ativas, preferencialmente fluxapiroxad, bitertanol, procloraz, clorotalonila, fenpropimorf, trifluralina, metribu- zina, saflufenacila, fenoxaprop-etila, acetolaclor, S-metolaclor, pendimetalina, pinoxaden, fluroxipir, imidacloprida, tiacloprida, tiameto- xam, clotianidina, acetamiprida, ácido giberelínico, benzilaminopirina.[0060] Among the agrochemical active substances mentioned just now, in turn, in preference to one or more agrochemical active substances, in the use according to the invention and, in particular, in the use according to the invention to promote penetration into plants, are selected from the group, which consists of strobilurin fungicides, preferably azoxystrobin, pyraclostrobin, fluoxastrobin, picoxystrobin, trifloxystrobin, azole fungicides, preferably prothioconazole, tebuconazole, cyproconazole, propiconazole and other active substances, preferably fluxapyroxad, bitertanol, prochloraz, chlorothalonil, fenpropimorph, trifluralin, metribuzin, saflufenacil, fenoxapropethyl, acetolachlor, S-metolachlor, pendimethalin, pinoxaden, fluroxypyr, imidacloprid, thiacloprid, thiamethoxam, clothianidin, acetamiprid, gibberellinic acid, benzylaminopyrine.
[0061] Dentre essas, por sua vez, preferencialmente, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção e, em particular, na utilização de acordo com a invenção para promover a penetração em plantas, são selecionadas a partir do grupo, que consiste em azoxistrobina, piraclostrobina, fluoxastrobina, trifloxistrobina, protioconazol, tebuconazol, fluxapiroxad, bitertanol, procloraz, clorotalonila, fenpropimorf, trifluralina, metribuzina, saflufe- nacila, pendimetalina, fenoxaprop-etila, imidacloprida, tiacloprida, tiametoxam, acetamiprida, ácido giberelínico, benzilaminopirina.[0061] Among these, in turn, preferably one or more agrochemical active substances, in the use according to the invention and, in particular, in the use according to the invention to promote penetration into plants, the from the group consisting of azoxystrobin, pyraclostrobin, fluoxastrobin, trifloxystrobin, prothioconazole, tebuconazole, fluxapyroxad, bitertanol, prochloraz, chlorothalonil, fenpropimorph, trifluralin, metribuzin, saflufenacyl, pendimethalin, fenoxapropethyl, imidacloprid, thiacloprid, thiamethoxam, acetamiprid , gibberellinic acid, benzylaminopyrine.
[0062] Em uma outra forma de concretização particularmente preferida, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção e, em particular, na utilização de acordo com a invenção para promover a penetração em organismos nocivos não vegetais, são selecionadas a partir do grupo, que consiste em insetos da família dos piretroides, preferencialmente cipermetrina, deltametrina, permetrina, ciflutrina, bifentrina, lambda cihalotrina, gama cihalotrina; inseticidas organofosforados, preferivelmente clorpirifos; inseticidas de benzoilureia, preferivelmente diflubenzuron, lufenuron; outros inseticidas, preferivelmente abamectina, benzoato de emamectina, flubendiamida, fipronil, rinaxipir, espiromesifeno, espirodiclofeno, fipronil, indoxacarb; e/ou fungicidas de amida, preferivelmente procloraz; outros fungicidas, preferivelmente trifloxistrobina, manco- zeb, clorotalonila; herbicidas, preferivelmente acetoclor, propanila, glufosinato.[0062] In another particularly preferred embodiment, one or more agrochemical active substances, in the use according to the invention and, in particular, in the use according to the invention to promote the penetration of harmful non-plant organisms, are selected from the group, which consists of insects from the pyrethroid family, preferably cypermethrin, deltamethrin, permethrin, cyfluthrin, bifenthrin, lambda cyhalothrin, gamma cyhalothrin; organophosphate insecticides, preferably chlorpyrifos; benzoylurea insecticides, preferably diflubenzuron, lufenuron; other insecticides, preferably abamectin, emamectin benzoate, flubendiamide, fipronil, rinaxipyr, spiromesifen, spirodiclofen, fipronil, indoxacarb; and/or amide fungicides, preferably prochloraz; other fungicides, preferably trifloxystrobin, mancozeb, chlorothalonil; herbicides, preferably acetochlor, propanyl, glufosinate.
[0063] Entre as substâncias ativas agroquímicas mencionadas agora mesmo, por sua vez, preferencialmente, a uma ou as várias substâncias ativas agroquímicas, na utilização de acordo com a invenção e, em particular, na utilização de acordo com a invenção para promover a penetração em organismos nocivos não vegetais, são selecionadas a partir do grupo, que consiste em inseticidas da família dos piretroides, preferencialmente cipermetrina, deltametrina, ciflutrina, bifentrina, lambda cihalotrina, gama cihalotrina; inseticidas organofosforados, preferivelmente clorpirifos; inseticidas de benzoilureia, preferivelmente diflubenzuron, lufenuron; outros inseticidas, preferivelmente abamectina, benzoato de emamectina, flubendiamida, fipronil, rinaxipir, espiromesifeno, espirodi- clofeno, fipronil; fungicidas de amida, preferivelmente procloraz; outros fungicidas, preferivelmente acetoclor, propanila, glufosinato.[0063] Among the agrochemical active substances mentioned just now, in turn, preferably, one or more agrochemical active substances, in the use according to the invention and, in particular, in the use according to the invention to promote penetration in harmful non-plant organisms, they are selected from the group, which consists of insecticides from the pyrethroid family, preferably cypermethrin, deltamethrin, cyfluthrin, bifenthrin, lambda cyhalothrin, gamma cyhalothrin; organophosphate insecticides, preferably chlorpyrifos; benzoylurea insecticides, preferably diflubenzuron, lufenuron; other insecticides, preferably abamectin, emamectin benzoate, flubendiamide, fipronil, rinaxipyr, spiromesifen, spirodiclofen, fipronil; amide fungicides, preferably prochloraz; other fungicides, preferably acetochlor, propanyl, glufosinate.
[0064] Nas outras substâncias ativas agroquímicas particularmente preferidas, na utilização de acordo com a invenção, são incluídos a fenpicoxamida, bixafen, isopirazam, fluopiram, pentiopirad e abamectina.[0064] Other particularly preferred agrochemical active substances, when used according to the invention, include fenpicoxamide, bixafen, isopyrazam, fluopyram, penthiopyrad and abamectin.
[0065] As composições para proteger plantas usados na utilização de acordo com a invenção podem conter um ou vários aditivos.[0065] Compositions to protect plants used in use according to the invention may contain one or more additives.
[0066] Aditivos preferidos são os agentes tensoativos, solventes apolares e polares, cossolventes, adesivos, umectantes, agentes de dispersão, emulsificantes, outros agentes de penetração, conservantes, retardadores de derivação, materiais de enchimento, materiais portadores, corantes, inibidores de evaporação, agentes que influenciam o valor de pH (tampões, ácidos e bases), agentes que influenciam a viscosidade (por exemplo, espessantes), polímeros funcionais, adjuvantes e/ou desespumantes.[0066] Preferred additives are surfactants, non-polar and polar solvents, co-solvents, adhesives, humectants, dispersing agents, emulsifiers, other penetrating agents, preservatives, derivation retardants, filler materials, carrier materials, dyes, evaporation inhibitors , agents that influence the pH value (buffers, acids and bases), agents that influence viscosity (e.g. thickeners), functional polymers, adjuvants and/or defoamers.
[0067] Em uma forma de concretização preferida, as composições para proteger plantas usados na utilização de acordo com a invenção, contêm um ou vários dos aditivos mencionados acima.[0067] In a preferred embodiment, the compositions for protecting plants used in use according to the invention contain one or more of the additives mentioned above.
[0068] Um grupo preferido de aditivos são os agentes tensoativos. Neste caso, trata-se de agentes tensoativos anionativos, não ionogênicos, cationativos e/ou híbridos. Exemplos de tais agentes tensoativos são listados abaixo (sendo que, em cada caso, EO representa unidades de óxido de etileno, PO representa unidades de óxido de propileno e BO representa unidades de óxido de butileno da parte da produção ou unidades de alquilenóxi nas moléculas tensoativas):[0068] A preferred group of additives are surfactants. In this case, these are anionative, non-ionogenic, cationative and/or hybrid surfactants. Examples of such surfactants are listed below (with, in each case, EO representing ethylene oxide units, PO representing propylene oxide units, and BO representing butylene oxide units of the production part or alkyleneoxy units in the surface-active molecules ):
[0069] Podem ser usados agentes tensoativos anionativos, tais como, por exemplo: 1) derivados aniônicos de álcoois graxos com 10 - 24 átomos de carbono com 0 - 60 EO e/ou 0 - 20 PO e/ou 0 - 15 BO em qualquer ordem, em forma de carboxilatos de éter, sulfonatos, sulfatos e fosfatos e seus sais orgânicos (por exemplo, à base de amina ou alcanolamina), tais como Genapol® LRO, marcas Sandopan®, marcas Hostaphat/Hordaphos® da Clariant; 2) derivados aniônicos de copolímeros, que consistem em unidades de EO, PO e/ou BO com um peso molecular de 400 a 108 em forma de carboxilatos de éter, sulfonatos, sulfatos e fosfatos e seus sais inorgânicos (por exemplo, metal alcalino e metal alcalino- terroso) e sais orgânicos (por exemplo, à base de amina ou alcanolamina); 3) derivados aniônicos de produtos de adição de óxido de alquileno de C1-C9 álcoois em forma de carboxilatos de éter, sulfonatos, sulfatos e fosfatos e seus sais inorgânicos (por exemplo, metal alcalino e metal alcalinoterroso) e sais orgânicos (por exemplo, à base de amina ou alcanolamina), derivados aniônicos de alcoxilatos de ácido graxo em forma de carboxilatos de éter, sulfonatos, sulfatos e fosfatos e seus sais inorgânicos (por exemplo, metal alcalino e metal alcalinoterroso) e sais orgânicos (por exemplo, à base de amina ou alcanolamina); 4) sais de ácidos sulfônicos aromáticos alquilados, tais como, por exemplo, das marcas Phenylsulfonat® ou Calsogen®. Podem ser usados agentes tensoativos cationativos ou híbridos, tais como, por exemplo: 1) produtos de adição de óxido de alquileno de aminas graxas, compostos de amônio quaternário com 8 a 22 átomos de carbono (C8-C22), tais como, por exemplo, marcas Genamin® C, L, O, T; 2) compostos tensoativos, híbridos, tais como tauridas, betaínas e sulfobetaínas em forma de marcas Tegotain®, marcas Hostapon® e marcas Arkopon®.[0069] Anionative surfactants can be used, such as, for example: 1) anionic derivatives of fatty alcohols with 10 - 24 carbon atoms with 0 - 60 EO and/or 0 - 20 PO and/or 0 - 15 BO in any order, in the form of ether carboxylates, sulfonates, sulfates and phosphates and their organic salts (e.g., amine- or alkanolamine-based), such as Genapol® LRO, Sandopan® brands, Hostaphat/Hordaphos® brands from Clariant; 2) anionic derivatives of copolymers, which consist of EO, PO and/or BO units with a molecular weight of 400 to 108 in the form of ether carboxylates, sulfonates, sulfates and phosphates and their inorganic salts (e.g. alkali metal and alkaline earth metal) and organic salts (for example, based on amine or alkanolamine); 3) anionic derivatives of addition products of C1-C9 alkylene oxide alcohols in the form of ether carboxylates, sulfonates, sulfates and phosphates and their inorganic salts (e.g. alkali metal and alkaline earth metal) and organic salts (e.g. amine- or alkanolamine-based), anionic derivatives of fatty acid alkoxylates in the form of ether carboxylates, sulfonates, sulfates and phosphates and their inorganic salts (e.g. alkali metal and alkaline earth metal) and organic salts (e.g. amine or alkanolamine); 4) salts of alkylated aromatic sulfonic acids, such as, for example, the brands Phenylsulfonat® or Calsogen®. Cationative or hybrid surfactants may be used, such as, for example: 1) alkylene oxide addition products of fatty amines, quaternary ammonium compounds having 8 to 22 carbon atoms (C8-C22), such as, for example , brands Genamin® C, L, O, T; 2) hybrid surfactant compounds, such as taurides, betaines and sulfobetaines in the form of Tegotain® brands, Hostapon® brands and Arkopon® brands.
[0070] Também podem ser usados agentes tensoativos não ionogênicos, tais como, por exemplo: 1) álcoois graxos com grupos terminais fechados e com grupos terminais não fechados com 8 - 24 átomos de carbono, com 0 - 60 EO e/ou 0 - 20 PO e/ou 0 - 15 BO em qualquer ordem. Exemplos de tais compostos são as marcas Genapol® C, L, O, T, UD, X, XM, as marcas Plurafac® e Lutensol® A, AT, ON, TO, as marcas Marlipal® 24 e 013, marcas Dehypon®, marcas Ethylan®, tais como Ethylan CD 120; 2) alcoxilatos de ácidos graxos e de triglicerídeos, tais como as marcas Serdox® NOG ou as marcas Emulsogen®; 3) alcoxilatos de amidas de ácido graxo, tais como as marcas Comperlan®; 4) produtos de adição de óxido de alquileno de alquinodióis, tais como as marcas Sulfynol®; derivados de açúcar, tais como amino- e amido-açúcar; 5) glucitol; 6) compostos tensoativos à base de silicone ou silano, tais como as marcas Tegopren® e as marcas SE®, assim como as marcas Bevaloid®, Rhodorsil® e Silcolapse®; 7) sulfonamidas tensoativas; 8) derivados tensoativos de poliacrila e polimetacrila, tais como as mardas Sokalan®; 9) poliamidas tensoativas, tais como gelatinas modificadas ou ácido poliasparagínico derivatizado e seus derivados; 10) compostos de polivinila tensídicos, tais como PVP modificado, tais como as marcas Luviskol® e as marcas Agrimer® ou os acetatos de polivinila derivatizados, tais como as marcas Mowilith® ou as marcas de butiratos de polivinila, tais como as marcas Lutonal®, as marcas Vinnapas® e Pioloform® ou álcoois polivinílicos modificados, tais como as marcas Mowiol®; 11) polímeros tensoativos à base de anidrido de ácido maleico e/ou produtos de reação de anidrido de ácido maleico, assim como anidrido de ácido maleico e/ou produtos de reação de copolímeros contendo anidrido de ácido maleico, tais como as marcas Agrimer®-VEMA; 12) derivados tensoativos de ceras montana, de polietileno e polipropileno, tais com as marcas Hoechst®-Wachse ou as marcas Licowet® e Licowax®; 13) produtos de adição de óxido de alquileno à base de poliol, tais como as marcas Polyglykol®; 14) poliglicerídeos tensoativos e seus derivados; 15) alquilpolissacarídeos e suas misturas, tais como, por exemplo, da série Atplus®, preferencialmente Atplus® 435; 16) poliglicosídeos de alquila na forma das marcas Agnique® PG, por exemplo, Agnique®-PG 8107 (C8-C10-glicosídeo de álcool graxo); 17) éster de sorbitano na forma das marcas Span® ou Tween®; 18) éster ou éter de ciclodextrina; 19) derivados de celulose e algina, pectina e guar tensoativos, tais com as marcas Tylose®, as marcas Manutex® e derivados de guar; 20) misturas de alquilpoliglicosídeo-alquilpolissacarídeo à base de álcool C8-C10-graxo, tais como Glucopon® 225 DK e Glucopon® 215 CSUP; 21) compostos de poliarilfenol alcoxilados, tais como fenóis substituídos por triestirila, por exemplo, na forma das marcas Emulsogen® TS; 22) copolímeros alquilados de óxido de etileno e de propileno, tais como, por exemplo, Emulsogen® 3510; 23) copolímeros de di- e tri-blocos de óxidos de alquileno, que são configurados à base de óxido de etileno e propileno, com massas moleculares médias entre 200 e 10000, preferencialmente 1000 a 4000 g/mol, sendo que a fração de massa do bloco polietoxilado varia entre 10 e 80%, tal como, por exemplo, da série Sinperonic® PE-Reihe (Uniqema), série Pluronic® PE (BASF), série VOP® 32 ou Genapol® PF (Clariant), particularmente são preferidos, por exemplo, os produtos, tais como Genapol® 10500.[0070] Non-ionogenic surfactants can also be used, such as, for example: 1) fatty alcohols with closed terminal groups and with non-closed terminal groups with 8 - 24 carbon atoms, with 0 - 60 EO and/or 0 - 20 gp and/or 0 - 15 gp in any order. Examples of such compounds are the brands Genapol® C, L, O, T, UD, X, XM, the brands Plurafac® and Lutensol® A, AT, ON, TO, the brands Marlipal® 24 and 013, brands Dehypon®, Ethylan® brands such as Ethylan CD 120; 2) fatty acid and triglyceride alkoxylates, such as Serdox® NOG brands or Emulsogen® brands; 3) fatty acid amide alkoxylates, such as Comperlan® brands; 4) alkylene oxide addition products of alkynediols, such as Sulfynol® brands; sugar derivatives such as amino- and starch-sugar; 5) glucitol; 6) silicone or silane-based surfactant compounds, such as the Tegopren® brands and the SE® brands, as well as the Bevaloid®, Rhodorsil® and Silcolapse® brands; 7) surfactant sulfonamides; 8) surfactant derivatives of polyacryl and polymethacryl, such as Sokalan® mardas; 9) surfactant polyamides, such as modified gelatins or derivatized polyasparaginic acid and its derivatives; 10) tensidic polyvinyl compounds such as modified PVP such as Luviskol® brands and Agrimer® brands or derivatized polyvinyl acetates such as Mowilith® brands or polyvinyl butyrate brands such as Lutonal® brands , the brands Vinnapas® and Pioloform® or modified polyvinyl alcohols, such as the brands Mowiol®; 11) surfactant polymers based on maleic acid anhydride and/or maleic acid anhydride reaction products, as well as maleic acid anhydride and/or reaction products of copolymers containing maleic acid anhydride, such as Agrimer®- brands VEMA; 12) surface-active derivatives of montane, polyethylene and polypropylene waxes, such as the brands Hoechst®-Wachse or the brands Licowet® and Licowax®; 13) polyol-based alkylene oxide addition products such as Polyglykol® brands; 14) surfactant polyglycerides and their derivatives; 15) alkylpolysaccharides and mixtures thereof, such as, for example, from the Atplus® series, preferably Atplus® 435; 16) alkyl polyglycosides in the form of the brands Agnique® PG, for example, Agnique®-PG 8107 (C8-C10-fatty alcohol glycoside); 17) sorbitan ester in the form of Span® or Tween® brands; 18) cyclodextrin ester or ether; 19) cellulose and algin derivatives, pectin and guar surfactants, such as Tylose® brands, Manutex® brands and guar derivatives; 20) C8-C10-fatty alcohol-based alkylpolyglucoside-alkylpolysaccharide mixtures, such as Glucopon® 225 DK and Glucopon® 215 CSUP; 21) alkoxylated polyarylphenol compounds, such as tristyryl-substituted phenols, for example in the form of Emulsogen® TS brands; 22) alkylated copolymers of ethylene oxide and propylene, such as, for example, Emulsogen® 3510; 23) di- and tri-block copolymers of alkylene oxides, which are configured based on ethylene oxide and propylene, with average molecular masses between 200 and 10000, preferably 1000 to 4000 g/mol, with the mass fraction of the polyethoxylated block varies between 10 and 80%, such as, for example, from the Sinperonic® PE-Reihe series (Uniqema), Pluronic® PE series (BASF), VOP® 32 series or Genapol® PF (Clariant), particularly are preferred , for example, products such as Genapol® 10500.
[0071] Agentes tensoativos não ionogênicos preferidos são também as alquilglucamidas e preferencialmente N-metilglucamidas de ácidos graxos com 12 a 22 átomos de carbono.[0071] Preferred non-ionogenic surfactants are also alkylglucamides and preferably N-methylglucamides of fatty acids with 12 to 22 carbon atoms.
[0072] Como solventes apolares podem ser usados solventes orgânicos apolares e/ou solventes inorgânicos apolares ou misturas destes.[0072] Non-polar organic solvents and/or non-polar inorganic solvents or mixtures thereof can be used as non-polar solvents.
[0073] Exemplos de solventes apolares no sentido da invenção são - hidrocarbonetos alifáticos ou aromáticos, tais como, por exemplo, óleos minerais ou tolueno, xilenos e derivados de naftaleno, - hidrocarbonetos alifáticos ou aromáticos halogenados, tais como cloreto de metileno ou clorobeneno, - óleos, por exemplo, à base de plantas, tais como óleo de germen de milho e óleo de colza ou derivados de óleo, tais como éster metílico de óleo de colza.[0073] Examples of non-polar solvents in the sense of the invention are - aliphatic or aromatic hydrocarbons, such as, for example, mineral oils or toluene, xylenes and naphthalene derivatives, - halogenated aliphatic or aromatic hydrocarbons, such as methylene chloride or chlorobenene, - oils, for example, plant-based, such as corn germ oil and rapeseed oil or oil derivatives, such as rapeseed oil methyl ester.
[0074] No caso dos cossolventes pode tratar-se de um único solvente ou de uma mistura de dois ou mais solventes. Para esse fim, são adequados todos os solventes plares, que são compatíveis com a composição pesticida aquosa e que formam uma fase homogênea. Cossolventes adequados são, por exemplo, álcoois monovalentes, tais como metanol, etanol, propanóis, butanóis, álcool tetrahidrofurfurílico, álcool benzílico ou outros álcoois polivalentes, tais como etilenoglicol, dietilenoglicol ou glicerina ou poliglicóis, tais como polietilenoglicóis, polipropilenoglicóis ou polialquilenoglicóis misturados (PAGs). Outros solventes adequados são éteres, tais como, por exemplo, éter dietileno- glicoldietílico (etildiglimas), éter tetraetilenoglicoldimetílico (tetraglimas), éter propilenoglicolmonometílico, éter propilenoglicoldimetílico, éter dipropilenoglicolmonometílico ou éter dipropilenoglicoldimetílico, amidas, tais como, por exemplo, dimetilformamida, dimetilacetamida, N- metilpirrolidona ou N-etilpirrolidona, dimetilamida de ácido lático, dimetilamida de ácido caprílico, dimetilamida de ácido pelargônico ou dimetilamida de ácido decanoico, dimetil-lactamida, carbonatos, tais como, por exemplo, carbonato de etileno, carbonato de propileno, carbonato de butileno ou carbonato de glicerina ou outros cossolventes, tais como caprilatocaprato de metila, metil-5-(dimetilamino)-2-metil-5- oxopentanoatos (por exemplo, Rhodiasolv Polarclean), 1,3-dioxolano, Y- butirolactona, ciclo-hexanona.[0074] In the case of co-solvents, it may be a single solvent or a mixture of two or more solvents. For this purpose, all clear solvents are suitable, which are compatible with the aqueous pesticide composition and which form a homogeneous phase. Suitable cosolvents are, for example, monovalent alcohols such as methanol, ethanol, propanols, butanols, tetrahydrofurfuryl alcohol, benzyl alcohol or other polyvalent alcohols such as ethylene glycol, diethylene glycol or glycerin or polyglycols such as polyethylene glycols, polypropylene glycols or mixed polyalkylene glycols (PAGs). ). Other suitable solvents are ethers, such as, for example, diethylene glycol diethyl ether (ethyldiglymes), tetraethylene glycol dimethyl ether (tetraglymes), propylene glycol monomethyl ether, propylene glycol dimethyl ether, dipropylene glycol monomethyl ether or dipropylene glycol dimethyl ether, amides, such as, for example, dimethylformamide, dimethylacetamide, N-methylpyrrolidone or N-ethylpyrrolidone, lactic acid dimethylamide, caprylic acid dimethylamide, pelargonic acid dimethylamide or decanoic acid dimethylamide, dimethyllactamide, carbonates such as, for example, ethylene carbonate, propylene carbonate, carbonate butylene or glycerin carbonate or other co-solvents such as methyl caprylatecaprate, methyl-5-(dimethylamino)-2-methyl-5-oxopentanoates (e.g. Rhodiasolv Polarclean), 1,3-dioxolane, Y-butyrolactone, cyclo- hexanone.
[0075] Em uma forma de concretização preferida, a composição para proteger plantas usado na utilização de acordo com a invenção, não contém qualquer cossolvente.[0075] In a preferred embodiment, the composition to protect plants used in the use according to the invention does not contain any co-solvent.
[0076] As composições para proteger plantas usados na utilização de acordo com a invenção, podem conter como aditivos, opcionalmente conservantes. No caso dos conservantes pode tratar-se de um único conservante ou de uma mistura de dois ou vários conservantes. Como conservantes podem ser usados os ácidos orgânicos e seus ésteres, por exemplo, ácido ascórbico, palmitato de ascorbina, sorbato, ácido benzoico, metil-4-hidroxibenzoato, propil-4- hidroxibenzoato, propionatos, fenol, 2-fenilfenato, 1,2-benzisotiazolin- 3-ona, formaldeído, ácido sulfuroso e seus sais. Como exemplos são mencionados Mergal® K9N (Riedel) ou Cobate® C.[0076] Compositions to protect plants used in use according to the invention may contain additives, optionally preservatives. In the case of preservatives, it may be a single preservative or a mixture of two or more preservatives. As preservatives, organic acids and their esters can be used, for example, ascorbic acid, ascorbine palmitate, sorbate, benzoic acid, methyl-4-hydroxybenzoate, propyl-4-hydroxybenzoate, propionates, phenol, 2-phenylphenate, 1,2 -benzisothiazolin- 3-one, formaldehyde, sulfurous acid and its salts. Examples include Mergal® K9N (Riedel) or Cobate® C.
[0077] As composições para proteger plantas usados na utilização de acordo com a invenção, podem conter como aditivos opcionalmente retardadores de derivação. No caso dos retardadores de derivação pode tratar-se de um único retardador de derivação ou de uma mistura de dois ou mais retardadores de derivação. Como retardadores de derivação podem ser usados polímeros hidrossolúveis, por exemplo, éster de poliglicerol, poliacrilamidas, polímeros de acrilamida/ácido acrílico, poliacrilato de sódio, carboximetilcelulose, hidroxietilcelulose, metilcelulose, polissacarídeos, goma guar natural e sintética. Além disso, certas emulsões ou sistemas autoemulsificantes também podem ser usados como retardadores de derivação. Como exemplos são mencionados, aqui, Synergen® OS da Clariant ou InterLock® (Winfield).[0077] The compositions to protect plants used in the use according to the invention may optionally contain derivation retardants as additives. In the case of bypass retarders, it may be a single bypass retarder or a mixture of two or more bypass retarders. Water-soluble polymers can be used as shunt retardants, for example, polyglycerol ester, polyacrylamides, acrylamide/acrylic acid polymers, sodium polyacrylate, carboxymethylcellulose, hydroxyethylcellulose, methylcellulose, polysaccharides, natural and synthetic guar gum. Additionally, certain emulsions or self-emulsifying systems can also be used as shunt retarders. As examples, Synergen® OS from Clariant or InterLock® (Winfield) are mentioned here.
[0078] No caso dos polímeros funcionais, que podem estar contidos como aditivo na composição para proteger plantas usado na utilização de acordo com a invenção, trata-se de compostos altamente moleculares de origem sintética ou natural com uma massa molecular superior a 10.000. Os polímeros funcionais podem agir, por exemplo, como agente anti-drift ou aumentar a resistência às chuvas.[0078] In the case of functional polymers, which may be contained as an additive in the composition to protect plants used in use according to the invention, these are highly molecular compounds of synthetic or natural origin with a molecular mass greater than 10,000. Functional polymers can act, for example, as an anti-drift agent or increase resistance to rain.
[0079] Em uma outra forma de concretização preferida da invenção, as composições para proteger plantas usado na utilização de acordo com a invenção, contêm como aditivo um ou mais adjuvantes, tais como podem ser utilizados, como se sabe, em composições aquosas de substâncias ativas.[0079] In another preferred embodiment of the invention, the compositions to protect plants used in the use according to the invention, contain as an additive one or more adjuvants, such as can be used, as is known, in aqueous compositions of substances active.
[0080] Preferencialmente, esses são etoxilatos de amina graxa, etoxilatos de éteramina, alquilbetaínas ou amidoalquilbetaínas, óxidos de amina ou óxidos de amidoalquilamina, poliglicosídeos de alquila ou copolímeros de glicerina, ácido graxo de coco e ácido ftálico.[0080] Preferably, these are fatty amine ethoxylates, etheramine ethoxylates, alkylbetaines or amidoalkylbetaines, amine oxides or amidoalkylamine oxides, alkyl polyglycosides or glycerin copolymers, coconut fatty acid and phthalic acid.
[0081] Esses adjuvantes são conhecidos da literatura como adjuvante em composições pesticidas aquosas e descritos, por exemplo, no documento WO 2009/029561.[0081] These adjuvants are known in the literature as adjuvants in aqueous pesticide compositions and described, for example, in document WO 2009/029561.
[0082] As composições para proteger plantas usado na utilização de acordo com a invenção, podem conter como aditivos opcionalmente desespumantes. No caso dos desespumantes pode tratar-se de um único desespumante ou de uma mistura de dois ou mais desespumantes. Como desespumantes são adequados os alcoxilatos de éster alquílico de ácido graxo, organopolissiloxanos, tais como polidimetilsiloxanos e suas misturas com ácido silícico microfino, opcionalmente silanizado, fosfonatos de perfluoralquila, fosfinatos de perfluoralquila, parafinas, ceras e ceras microcristalinas e suas misturas com ácido silícico silanizado. São vantajosas, também, misturas de vários inibidores de espuma, por exemplo, aqueles de óleo de silicone, óleo de parafina e/ou ceras.[0082] The compositions to protect plants used in the use according to the invention may contain optionally defoaming additives. In the case of defoamers, it may be a single defoamer or a mixture of two or more defoamers. Fatty acid alkyl ester alkoxylates, organopolysiloxanes such as polydimethylsiloxanes and mixtures thereof with microfine silicic acid, optionally silanized, perfluoroalkyl phosphonates, perfluoroalkyl phosphinates, paraffins, waxes and microcrystalline waxes and mixtures thereof with silanized silicic acid are suitable as defoamers. . Mixtures of various foam inhibitors, for example, those of silicone oil, paraffin oil and/or waxes, are also advantageous.
[0083] Tal como já foi citado, a uma ou várias pirrolidonas N- substituídas da fórmula (I) podem ser usadas em uma composição para proteger plantas, na utilização de acordo com a invenção.[0083] As already mentioned, one or more N-substituted pyrrolidones of formula (I) can be used in a composition to protect plants, in the use according to the invention.
[0084] Essa pode se realizar, por exemplo, em forma de composições para proteger plantas concentrados líquidos ou sólidos (por exemplo, em formulações "ready-to-use“, "in-can“ ou "built-in“), sendo que as formulações do concentrado são geralmente diluídas antes do uso, em particular, com água e, em seguida, são aplicadas nos campos como caldos de pulverização através de aplicação por atomização.[0084] This can be carried out, for example, in the form of compositions to protect liquid or solid concentrates plants (for example, in "ready-to-use", "in-can" or "built-in" formulations), being that concentrate formulations are generally diluted before use, in particular, with water, and are then applied to fields as spray broths through spray application.
[0085] Concentrados hidrossolúveis (Soluble Liquids, abreviado como SL) são, neste caso, uma forma de composições para proteger plantas. Esses têm uma grande importância, em particular, nos herbicidas, sendo que esses são muitas vezes usados como sais hidrossolúveis, que através de neutralização da forma ácida dos herbicidas com bases adequadas são convertidos em seus sais de metais alcalinos ou sais de amônio. Sob certas circunstâncias, uma segunda substância ativa agroquímica não hidrossolúvel também está contida na composição para proteger plantas. Então trata-se de um concentrado de suspensão (SC), também se na fase aquosa está dissolvida uma substância ativa agroquímica.[0085] Water-soluble concentrates (Soluble Liquids, abbreviated as SL) are, in this case, a form of compositions to protect plants. These are of great importance, in particular, in herbicides, as these are often used as water-soluble salts, which, through neutralization of the acid form of herbicides with suitable bases, are converted into their alkali metal salts or ammonium salts. Under certain circumstances, a second non-water-soluble agrochemical active substance is also contained in the composition to protect plants. Therefore, it is a suspension concentrate (SC), even if an agrochemical active substance is dissolved in the aqueous phase.
[0086] Nos tipos de formulações consideradas são incluídas todas as formulações, que são aplicadas em plantas ou em seu material de proliferação. Os processos utilizados para sua produção são geralmente comuns ao perito e descritos, por exemplo, em Winnacker-Küchler, "Chemische Technologie" volume 7, C. Hanser Verlag München, 4. Aufl., 1986 ; J.W. van Valkenburg, "Pesticide Formulations", Marcel Dekker N. I., 1973, K. Martens, "Spray Drying Handbook", 3rd Ed. 1979, G. Goodwin Ltd., London, ou Mollet, Grubenmann, "Formulierungstechnik", Wiley-VCH-Verlag, Weinheim, 2000.[0086] The types of formulations considered include all formulations that are applied to plants or their proliferation material. The processes used for their production are generally common to the expert and described, for example, in Winnacker-Küchler, "Chemische Technologie" volume 7, C. Hanser Verlag München, 4. Aufl., 1986; J. W. van Valkenburg, "Pesticide Formulations", Marcel Dekker N. I., 1973, K. Martens, "Spray Drying Handbook", 3rd Ed. 1979, G. Goodwin Ltd., London, or Mollet, Grubenmann, "Formulierungstechnik", Wiley-VCH -Verlag, Weinheim, 2000.
[0087] Exemplos de tipos de formulações são citados no "Manual on development and use of FAO and WHO specifications for pesticides" (FAO and WHO, 2002, appendix E) (em cada caso utilização do código de formulação GCPF com abreviação e denominação em inglês): AB Grain bait; AE Aerosol dispenser; AL Any other liquid; AP Any other powder; CF Capsule Suspension for Seed Treatment; CG Encapsulated granule; CL Contact liquid or gel; CP Contact powder; CS Capsule suspension; DC Dispersible concentrate; DP Dustable powder; DS Powder for dry seed treatment; DT Tablet for direct application; EC Emulsifiable concentrate; ED Electrochargeable liquid; EG Emulsifiable Granule; EO Emulsion, water in oil; EP emulsifiable powder, ES Emulsion for seed treatment; EW Emulsion, oil in water; FG Fine granule; FS Flowable concentrate for seed treatment; GF Gel for Seed Treatment; GC Macrogranule; GL Emulsifiable gel; GP Flo-dust; GR Granule; GS Grease; GW Water soluble gel; HN Hot fogging concentrate; KK Combi-pack solid/liquid; KL Combi-pack liquid/liquid; KN Cold fogging concentrate; KP Combi- pack solid/solid; LA Lacquer; LS Solution for seed treatment; ME Microemulsion; MG Microgranule; OD oil dispersion; OF Oil miscible flowable concentrate/oil miscible suspension; OL Oil miscible liquid; OP Oil dispersible powder; PA Paste; PC Gel or paste concentrate; PO Pour-on; PR Plant rodlet; PS Seed coated with a pesticide; PT Pellet; RB Bait (ready for use); SA Spot-on; SC suspension concentrate, SD suspension concentrate for direct application, SE Suspo-emulsion; SG Water soluble granule; SL Soluble concentrate; SO Spreading oil; SP Water soluble powder; SS Water soluble powder for seed treatment; ST Water soluble tablet; SU Ultra-low volume (ULV) suspension; TB Tablet; TC Technical material; TK Technical concentrate; UL Ultra-low volume (ULV) liquid; VP Vapour releasing product; WG Water dispersible granules; WP Wettable powder; WS Water dispersible powder for slurri seed treatment; WT Water dispersible tablet; XX Others.[0087] Examples of types of formulations are cited in the "Manual on development and use of FAO and WHO specifications for pesticides" (FAO and WHO, 2002, appendix E) (in each case use of the GCPF formulation code with abbreviation and denomination in English): AB Grain bait; AE Aerosol dispenser; AL Any other liquid; AP Any other powder; CF Capsule Suspension for Seed Treatment; CG Encapsulated granule; CL Contact liquid or gel; CP Contact powder; CS Capsule suspension; DC Dispersible concentrate; DP Dustable powder; DS Powder for dry seed treatment; DT Tablet for direct application; EC Emulsifiable concentrate; ED Electrochargeable liquid; EG Emulsifiable Granule; EO Emulsion, water in oil; EP emulsifiable powder, ES Emulsion for seed treatment; EW Emulsion, oil in water; FG Fine granule; FS Flowable concentrate for seed treatment; GF Gel for Seed Treatment; GC Macrogranule; GL Emulsifiable gel; GP Flo-dust; GR Granule; GS Grease; GW Water soluble gel; HN Hot fogging concentrate; KK Combi-pack solid/liquid; KL Combi-pack liquid/liquid; KN Cold fog concentrate; KP Combi-pack solid/solid; LA Lacquer; LS Solution for seed treatment; ME Microemulsion; MG Microgranule; OD oil dispersion; OF Oil miscible flowable concentrate/oil miscible suspension; OL Oil miscible liquid; OP Oil dispersible powder; PA Paste; PC Gel or paste concentrate; PO Pour-on; PR Plant rodlet; PS Seed coated with a pesticide; PT Pellets; RB Bait (ready for use); SA Spot-on; SC suspension concentrate, SD suspension concentrate for direct application, SE Suspo-emulsion; SG Water soluble granule; SL Soluble concentrate; SO Spreading oil; SP Water soluble powder; SS Water soluble powder for seed treatment; ST Water soluble tablet; SU Ultra-low volume (ULV) suspension; TB Tablet; TC Technical material; TK Technical concentrate; UL Ultra-low volume (ULV) liquid; VP Vapor releasing product; WG Water dispersible granules; WP Wettable powder; WS Water dispersible powder for slurry seed treatment; WT Water dispersible tablet; XX Others.
[0088] São preferidos os tipos de formulação líquida. Nesses são incluídos os tipos de formulações DC (código de formulação GCPF para concentrado dispersível); EC (código de formulação GCPF para concentrado de emulsão); EW (código de formulação GCPF para emulsão óleo-em-água); ES (código de formulação GCPF para cáustico de emulsão); FS (código de formulação GCPF para concentrado de fase múltipla para o tratamento de semente); EO (código de formulação GCPF para emulsão água-em-óleo); ME (código de formulação GCPF para microemulsão); OD (código de formulação GCPF para dispersão em óleo); SE (código de formulação GCPF para suspoemulsão); SL (código de formulação GCPF para concentrado hidrossolúvel); CS (código de formulação GCPF para suspensão em cápsula) e AL (código de formulação GCPF para formulação líquida pronta para o uso, outros líquidos para a aplicação não diluída).[0088] Liquid formulation types are preferred. These include the types of DC formulations (formulation code GCPF for dispersible concentrate); EC (GCPF formulation code for emulsion concentrate); EW (GCPF formulation code for oil-in-water emulsion); ES (GCPF formulation code for emulsion caustic); FS (GCPF formulation code for multi-phase concentrate for seed treatment); EO (GCPF formulation code for water-in-oil emulsion); ME (GCPF formulation code for microemulsion); OD (GCPF formulation code for oil dispersion); SE (GCPF formulation code for suspoemulsion); SL (GCPF formulation code for water-soluble concentrate); CS (formulation code GCPF for capsule suspension) and AL (formulation code GCPF for ready-to-use liquid formulation, other liquids for undiluted application).
[0089] Em particular, são preferidos concentrados em emulsão (tipo de formulação EC), concentrados hidrossolúveis (tipo de formulação SL), dispersões em óleo (tipo de formulação OD), suspoemulsões (tipo de formulação SE), microemulsões (tipo de formulação ME) e emulsões óleo-em-água (tipo de formulação EW).[0089] In particular, emulsion concentrates (formulation type EC), water-soluble concentrates (formulation type SL), oil dispersions (formulation type OD), suspoemulsions (formulation type SE), microemulsions (formulation type ME) and oil-in-water emulsions (formulation type EW).
[0090] Tal como já foi citado, do mesmo modo, a utilização de acordo com a invenção da uma ou das várias pirrolidonas N- substituídas da fórmula (I), no entanto, também pode se realizar no chamado processo de mistura de tanque.[0090] As already mentioned, the use according to the invention of one or more N-substituted pyrrolidones of formula (I), however, can also be carried out in the so-called tank mixing process.
[0091] No caso da utilização de acordo com a invenção de uma ou das várias pirrolidonas N-substiutídas da fórmula (I) para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais, a uma ou as várias substâncias ativas agroquímicas são usadas ao mesmo tempo, preferencialmente para o controle e/ou para o combate do crescimento indesejado de plantas, doenças fúngicas ou infestação de insetos em plantas e, de modo particularmente preferido, para o controle e/ou para o combate do crescimento indesejado de plantas.[0091] In the case of use according to the invention of one or more N-substituted pyrrolidones of formula (I) to promote the penetration of agrochemical active substances into plants or non-plant harmful organisms, the one or more active substances agrochemicals are used at the same time, preferably for controlling and/or combating unwanted plant growth, fungal diseases or insect infestation on plants and, particularly preferably, for controlling and/or combating unwanted growth of plants.
[0092] No caso das plantas tratadas de acordo com a invenção, pode tratar-se de plantas de cultura, isto é, de plantas úteis ou ornamentais ou de plantas daninhas. As plantas daninhas compreendem, neste caso, por exemplo, todas as espécies de ervas daninhas. Entre as plantas de cultura são preferidas as culturas economicamente significativas de plantas úteis, por exemplo, de frutas, tais como maçã ou pera, de cereais, tais como trigo, cevada, centeio, aveia, painço, arroz, mandioca e milho ou também culturas de amendoim, beterraba, algodão, soja, colca, batata, tomate, ervilha e outras variedades de legumes e culturas de plantas ornamentais, tais como flores de corte ou árvores ornamentais. No caso das culturas de plantas úteis e ornamentais, pode tratar-se, por exemplo, também de culturas transgênicas, tais como por exemplo, milho transgênico ou soja transgênica.[0092] In the case of plants treated according to the invention, they may be cultural plants, that is, useful or ornamental plants or weeds. Weeds include, in this case, for example, all species of weeds. Among crop plants, economically significant crops of useful plants are preferred, for example, fruits such as apples or pears, cereals such as wheat, barley, rye, oats, millet, rice, cassava and maize or also crops of peanuts, beets, cotton, soybeans, colca, potatoes, tomatoes, peas and other varieties of vegetables and ornamental plant crops such as cut flowers or ornamental trees. In the case of useful and ornamental plant crops, these may, for example, also be transgenic crops, such as, for example, transgenic corn or transgenic soybeans.
[0093] Os organismos nocivos não vegetais tratados de acordo com a invenção, são insetos, nematódios, fitoplasmas, bactérias, tais como Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae e Streptomycetaceae, fungos fitopatogênicos, vírus e viroides.[0093] The harmful non-plant organisms treated according to the invention are insects, nematodes, phytoplasmas, bacteria, such as Pseudomonadaceae, Rhizobiaceae, Enterobacteriaceae, Corynebacteriaceae and Streptomycetaceae, phytopathogenic fungi, viruses and viroids.
[0094] A temperatura tem uma grande influência sobre a absorção da substância na planta, sendo que uma elevação da temperatura leva a um aumento da mobilidade na cutícula. Em particular, na absorção da substância pelas plantas, a capacidade de movimento da substância na cutícula é um processo que depende muito da temperatura, mas também na absorção da substância por organismos nocivos não vegetais na difusão através da pele de insetos ou da parede celular de fungos e, em geral, na mais comum, a chamada difusão passiva através de biomembranas, a temperatura tem um papel. Solventes, tais como amidas de ácido carboxílico ou ésteres alquílicos de ácidos graxos, tais como éster metílico de ácido oleico, podem agir como um aumento da temperatura, porque esses penetram muito rapidamente na cutícula e, assim, podem inchar a mesma. Com isso, esses atuam principalmente na cutícula da planta e muitas vezes deixam uma grande parte da substância ativa na superfície da planta. Essa grande parte está presente, então, frequentemente em forma cristalina, incrusta com minerais da água utilizada ou se fixa de modo diferente e não está mais disponível para um transporte para o local alvo na planta ou do organismo nocivo não vegetal. Em geral, imediatamente depois da aplicação, a penetração, devido às maiores concentrações ou gradientes de concentrações de substância ativa, é a maior e devido à difusão dependente de temperatura através das estruturas da pele de plantas ou de morganismos nocivos não vegetais a baixas temperaturas é muitas vezes insuficiente. Dessa maneira, a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais, em particular, a temperaturas frias é essencialmente mais baixa em comparação com temperaturas mais elevadas. Visto que, em geral, devido aos processos de perda, tais como, por exemplo, degradação na luz ou volatilidade ou resistência às chuvas, mas também para minimizar a introdução de substância necessária por motivos de custos e ambientais, na maioria das vezes é desejável uma absorção acelerada, são procuradas possibilidades para promover a absorção de substância, em particular, a baixas temperaturas.[0094] Temperature has a great influence on the absorption of the substance in the plant, with an increase in temperature leading to an increase in mobility in the cuticle. In particular, in the absorption of the substance by plants, the ability of the substance to move across the cuticle is a process that depends largely on temperature, but also in the absorption of the substance by harmful non-plant organisms in diffusion through the skin of insects or the cell wall of fungi and, in general, in the most common, so-called passive diffusion through biomembranes, temperature plays a role. Solvents, such as carboxylic acid amides or alkyl esters of fatty acids, such as oleic acid methyl ester, can act as a temperature increaser, because they penetrate the cuticle very quickly and thus can swell it. Therefore, they act mainly on the plant's cuticle and often leave a large part of the active substance on the plant's surface. This large part is then present, often in crystalline form, encrusted with minerals from the water used or fixed in a different way and is no longer available for transport to the target location on the plant or non-plant harmful organism. In general, immediately after application, penetration, due to the highest concentrations or gradients of concentrations of active substance, is the greatest and due to temperature-dependent diffusion through the skin structures of plants or harmful non-plant organisms at low temperatures is often insufficient. In this way, the penetration of agrochemical active substances into plants or non-plant harmful organisms, in particular, at cold temperatures is essentially lower compared to higher temperatures. Since, in general, due to loss processes, such as, for example, degradation in light or volatility or resistance to rain, but also to minimize the introduction of substance required for cost and environmental reasons, it is most often desirable accelerated absorption, possibilities are sought to promote substance absorption, in particular, at low temperatures.
[0095] No contexto da presente invenção, verificou-se de maneira surpreendente, além disso, que a uma ou as várias pirrolidonas N- substituídas da fórmula (I) também a baixas temperaturas são adequadas, de maneira vantajosa, para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais e preferencialmente em plantas.[0095] In the context of the present invention, it was surprisingly found, furthermore, that one or more N-substituted pyrrolidones of formula (I) also at low temperatures are advantageously suitable for promoting the penetration of one or more agrochemical active substances on plants or non-plant harmful organisms and preferably on plants.
[0096] Isso é vantajoso, por exemplo, em clima permanentemente frio, mas também quando as temperaturas nos períodos diurnos predominantes na agricultura, exceto nos trópicos, se estabilizam temporariamente em uma zona fria, portanto, quando durante o dia é comparativamente morno, mas as temperaturas caem significativamente à noite.[0096] This is advantageous, for example, in permanently cold weather, but also when temperatures in the daytime periods prevalent in agriculture, except in the tropics, stabilize temporarily in a cold zone, therefore, when during the day it is comparatively warm, but temperatures drop significantly at night.
[0097] Por isso, a invenção permite, em particular, também a utilização de uma ou várias pirrolidonas N-substituídas da fórmula (I) para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais, preferencialmente para promover a penetração em plantas, quando a penetração se realiza, pelo menos ocasionalmente, a uma temperatura inferior ou igual a 25oC, de modo particularmente preferido pelo menos ocasionalmente a uma temperatura inferior ou igual a 20oC, em particular, preferencialmente pelo menos ocasionalmente a uma temperatura inferior ou igual a 15oC e de modo extraordinariamente preferido, pelo menos ocasionalmente a uma temperatura inferior ou igual a 10oC.[0097] Therefore, the invention allows, in particular, also the use of one or more N-substituted pyrrolidones of formula (I) to promote the penetration of one or more agrochemical active substances into plants or harmful non-plant organisms, preferably to promote penetration into plants, when penetration takes place at least occasionally at a temperature less than or equal to 25oC, particularly preferably at least occasionally at a temperature less than or equal to 20oC, in particular preferably at least occasionally at a temperature less than or equal to 15oC and extraordinarily preferred, at least occasionally at a temperature less than or equal to 10oC.
[0098] Em uma forma de concretização preferida da invenção, por conseguinte, a penetração na utilização de acordo com a invenção da uma ou das várias pirrolidonas N-substituídas da fórmula (I), é realizada para promover a penetração de um ou várias substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais e preferencialmente para promover a penetração de uma ou várias substâncias ativas agroquímicas em plantas, pelo menos ocasionalmente a uma temperatura inferior ou igual a 25oC, preferencialmente pelo menos ocasionalmente a uma temperatura inferior ou igual a 20oC, de modo particularmente preferido pelo menos ocasionalmente a uma temperatura inferior ou igual a 15oC e, em particular, preferencialmente pelo menos ocasionalmente a uma temperatura inferior ou igual a 10oC.[0098] In a preferred embodiment of the invention, therefore, the penetration in use according to the invention of one or more N-substituted pyrrolidones of formula (I) is carried out to promote the penetration of one or more substances agrochemical active substances on plants or non-plant harmful organisms and preferably to promote the penetration of one or more agrochemical active substances into plants, at least occasionally at a temperature less than or equal to 25oC, preferably at least occasionally at a temperature less than or equal to 20oC , particularly preferably at least occasionally at a temperature less than or equal to 15°C and, in particular, preferably at least occasionally at a temperature less than or equal to 10°C.
[0099] Outro objetivo da invenção é também um processo para promover a pentração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais, sendo que uma ou várias substâncias ativas agroquímicas são aplicadas na planta ao mesmo tempo ou sequencialmente com uma ou várias pirrolidonas N- substituídas da fórmula (I). Neste processo de acordo com a invenção, por sua vez, são preferidas aquelas pirrolidonas N-substituídas da fórmula (I), substâncias ativas agroquímicas, formas de aplicação (por exemplo, composições para proteger plantas ou aplicações de mistura de tanque e caldos de pulverização), aditivos, plantas e organismos nocivos não vegetais, que também são preferidas na utilização de acordo com a invenção da uma ou das várias pirrolidonas N- substituídas da fórmula (I) para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[0099] Another object of the invention is also a process for promoting the penetration of agrochemical active substances into plants or harmful non-plant organisms, wherein one or more agrochemical active substances are applied to the plant at the same time or sequentially with one or more pyrrolidones N- substituted from formula (I). In this process according to the invention, in turn, those N-substituted pyrrolidones of formula (I), agrochemical active substances, application forms (for example, compositions to protect plants or tank mix applications and spray broths) are preferred. ), additives, plants and harmful non-plant organisms, which are also preferred in the use according to the invention of one or more N-substituted pyrrolidones of formula (I) to promote the penetration of agrochemical active substances into plants or harmful organisms not vegetables.
[00100] Tal como na utilização de acordo com a invenção, a penetração no processo de acordo com a invenção para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos não vegetais e preferencialmente para promover a penetração de substâncias ativas agroquímicas em plantas, em uma forma de concretização preferida da invenção, se realiza pelo menos ocasionalmente a uma temperatura inferior ou igual a 25oC, preferencialmente ocasionalmente a uma temperatura inferior ou igual a 20oC, de modo particularmente preferido pelo menos ocasionalmente a uma temperatura inferior ou igual a 15oC e, em particular, preferencialmente pelo menos ocacionalmente a uma temperatura inferior ou igual a 10oC.[00100] As in the use according to the invention, penetration in the process according to the invention to promote the penetration of agrochemical active substances into plants or non-plant organisms and preferably to promote the penetration of agrochemical active substances into plants, in a preferred embodiment of the invention, it is carried out at least occasionally at a temperature less than or equal to 25oC, preferably occasionally at a temperature less than or equal to 20oC, particularly preferably at least occasionally at a temperature less than or equal to 15oC and , in particular, preferably at least occasionally at a temperature less than or equal to 10oC.
[00101] Outro objetivo da presente invenção são também as composições para proteger plantas descritos acima, que na utilização de acordo com a invenção da uma ou das várias pirrolidonas N- substituídas da fórmula (I), podem ser usados para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[00101] Another object of the present invention are also the compositions for protecting plants described above, which in the use according to the invention of one or more N-substituted pyrrolidones of formula (I), can be used to promote the penetration of substances active agrochemicals on plants or harmful non-plant organisms.
[00102] Entre essas composições para proteger plantas de acordo com a invenção, por sua vez, são preferidos aqueles, que também são preferidos na utilização de acordo com a invenção da uma ou das várias pirrolidonas N-substituídas da fórmula (I) paa promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[00102] Among these compositions for protecting plants according to the invention, in turn, those are preferred, which are also preferred in the use according to the invention of one or more of the N-substituted pyrrolidones of formula (I) to promote the penetration of agrochemical active substances into plants or harmful non-plant organisms.
[00103] Em uma forma de concretização preferida da invenção, os composições para proteger plantas de acordo com a invenção contêm a) 1 a 90% em peso e preferencialmente 5 a 70% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) eb) 1 a 90% em peso e preferencialmente 2,5 a 70% em peso, de uma ou várias substâncias ativas agroquímicas.[00103] In a preferred embodiment of the invention, the compositions for protecting plants according to the invention contain a) 1 to 90% by weight, and preferably 5 to 70% by weight, of one or more N-substituted pyrrolidones of the formula (I) and b) 1 to 90% by weight and preferably 2.5 to 70% by weight, of one or more agrochemical active substances.
[00104] As composições para proteger plantas de acordo com a invenção mencionados agora mesmo, podem conter um ou vários aditivos. Esses contêm preferencialmente 0 a 98% em peso e de modo particularmente preferido 1 a 60% em peso, de um ou vários aditivos.[00104] The compositions for protecting plants according to the invention mentioned just now may contain one or more additives. These preferably contain 0 to 98% by weight, and particularly preferably 1 to 60% by weight, of one or more additives.
[00105] Em uma outra forma de concretização preferida da invenção, as composições para proteger plantas de acordo com a invenção contêm a) 1 a 50% em peso, preferencialmente 5 a 40% em peso e de modo particularmente preferido 5 a 30% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e b) 1 a 90% em peso, preferencialmente 5 a 60% em peso e de modo particularmente preferido 2,5 a 50% em peso, de uma ou várias substâncias ativas agroquímicas.[00105] In another preferred embodiment of the invention, the compositions for protecting plants according to the invention contain a) 1 to 50% by weight, preferably 5 to 40% by weight and particularly preferably 5 to 30% by weight weight, of one or more N-substituted pyrrolidones of formula (I) and b) 1 to 90% by weight, preferably 5 to 60% by weight and particularly preferably 2.5 to 50% by weight, of one or more substances agrochemical actives.
[00106] As composições para proteger plantas de acordo com a invenção mencionados agora mesmo, podem conter um ou vários aditivos. Esses contêm preferencialmente 0 a 98% em peso e de modo particularmente preferido 1 a 50% em peso, de um ou vários aditivos.[00106] The compositions for protecting plants according to the invention mentioned just now may contain one or more additives. These preferably contain 0 to 98% by weight, and particularly preferably 1 to 50% by weight, of one or more additives.
[00107] Em uma outra forma de concretização preferida da invenção, as composições para proteger plantas de acordo com a invenção, contêm água.[00107] In another preferred embodiment of the invention, the compositions for protecting plants according to the invention contain water.
[00108] Em uma outra forma de realização preferida da invenção, as composições para proteger plantas de acordo com a invenção estão presentes na forma de um caldo para pulverização aquoso e contêma) 0,001 a 99% em peso, preferencialmente 0,01 a 50% em peso e de modo particularmente preferido, 0,02 a 1% em peso, de uma ou várias pirrolidonas N-substituídas da fórmula (I) e b) 0,001 a 10% em peso, preferencialmente 0,002 a 5% em peso e de modo particularmente preferido, 0,0025 a 3% em peso, de uma ou várias substâncias ativas agroquímicas.[00108] In another preferred embodiment of the invention, the compositions for protecting plants according to the invention are present in the form of an aqueous spray broth and contain a) 0.001 to 99% by weight, preferably 0.01 to 50% by weight and particularly preferably 0.02 to 1% by weight of one or more N-substituted pyrrolidones of formula (I) and b) 0.001 to 10% by weight, preferably 0.002 to 5% by weight and particularly preferred, 0.0025 to 3% by weight, of one or more agrochemical active substances.
[00109] De maneira supreendente, verificou-se que as composições para proteger plantas de acordo com a invenção são adequados para a produção de caldos de pulverização altamente eficazes com teor muito baixo de substâncias ativas. A invenção refere-se, por conseguinte, também aos caldos de pulverização aquosos contendo os componentes a) e b) descritos acima, sendo que o teor do componente b) é inferior a 0,05 g/l, preferencialmente 0,01 a 0,03 g/l.[00109] Surprisingly, it was found that the compositions for protecting plants according to the invention are suitable for the production of highly effective spray broths with a very low content of active substances. The invention therefore also relates to aqueous spray broths containing components a) and b) described above, with the content of component b) being less than 0.05 g/l, preferably 0.01 to 0. 03 g/l.
[00110] Em uma forma de realização particularmente preferida desse caldo para pulverização com baixo teor de substância ativa, o teor do componente a) é inferior a 0,1% em peso, de modo particularmente preferido 0,015 a 0,05% em peso, com base na quantidade total do caldo para pulverização.[00110] In a particularly preferred embodiment of this spray broth with a low active substance content, the content of component a) is less than 0.1% by weight, particularly preferably 0.015 to 0.05% by weight, based on the total quantity of spray broth.
[00111] As composições para proteger plantas de acordo com a invenção mencionados agora mesmo, na forma de um caldo para pulverização aquoso, podem conter um ou vários aditivos. Esses contêm preferencialmente 0 a 99% em peso e de modo particularmente preferido 0,01 a 80% em peso, de um ou mais aditivos.[00111] The compositions for protecting plants according to the invention mentioned just now, in the form of an aqueous spray broth, may contain one or more additives. These preferably contain 0 to 99% by weight, and particularly preferably 0.01 to 80% by weight, of one or more additives.
[00112] Nas composições para proteger plantas de acordo com a invenção, são preferidos, entre outros, as pirrolidonas N-substituídas da fórmula (I), as substâncias ativas agroquímicas e os aditivos opcionalmente contidos, que também são preferidos na utilização de acordo com a invenção da uma ou das várias pirrolidonas N-substituídas da fórmula (I) para promover a penetração de substâncias ativas agroquímicas em plantas ou em organismos nocivos não vegetais.[00112] In the compositions for protecting plants according to the invention, preferred, among others, are the N-substituted pyrrolidones of formula (I), the agrochemical active substances and the optionally contained additives, which are also preferred in the use according to the invention of one or more N-substituted pyrrolidones of formula (I) to promote the penetration of agrochemical active substances into plants or non-plant harmful organisms.
[00113] Tal como na utilização de acordo com a invenção, os dados quantitativos que se referem às pirrolidonas N-substituídas da fórmula (I), às substâncias ativas agroquímicas e aos aditivos, referem-se ao peso total das composições para proteger plantas de acordo com a invenção e, no caso de substâncias ativas agroquímicas, que em forma protonizada representam ácidos, mas que são usadas em forma de seus sais hidrossolúveis, à quantidade de ácido livre, ao chamado equivalente de ácido (“acid equivalent“, a.e.).[00113] As in the use according to the invention, the quantitative data referring to the N-substituted pyrrolidones of formula (I), the agrochemical active substances and the additives, refer to the total weight of the compositions for protecting plants from according to the invention and, in the case of agrochemical active substances, which in protonized form represent acids, but which are used in the form of their water-soluble salts, the amount of free acid, the so-called acid equivalent (“acid equivalent“, a.e.) .
[00114] As substâncias ativas agroquímicas descritas como preferidas nas utilizações de acordo com a invenção, também são usadas preferencialmente nas composições para proteger plantas de acordo com a invenção como componente b).[00114] The agrochemical active substances described as preferred in uses according to the invention are also preferably used in compositions to protect plants according to the invention as component b).
[00115] Componentes b) preferidos são selecionados a partir do grupo, que consiste em fungicidas, bactericidas, inseticidas, acarici- das, nematicidas, herbicidas, reguladores do crescimento de plantas, nutrientes de plantas, repelentes, molusticidas e rodenticideas. Componentes b) particularmente preferidos são selecionados a partir do grupo, que consiste em herbicidas, fungicidas, inseticidas, nematicidas e/ou reguladores do crescimento de plantas.[00115] Preferred components b) are selected from the group, which consists of fungicides, bactericides, insecticides, acaricides, nematicides, herbicides, plant growth regulators, plant nutrients, repellents, mollusticides and rodenticides. Particularly preferred b) components are selected from the group consisting of herbicides, fungicides, insecticides, nematicides and/or plant growth regulators.
[00116] A invenção refere-se, de modo particularmente preferido às composições para proteger plantas, que além do componente a), contêm como componente b) uma ou várias substâncias ativas agroquímicas selecionadas a partir do grupo, que consiste em fungicidas strobilurina, preferencialmente azoxistrobina, piraclostrobina, picoxistrobina, fluoxastrobina, orizastrobina, picoxistro- bina, trifloxistrobina e/ou fungicidas azol, preferencialmente protioconazol, tebuco- nazol, ciproconazol, difeconazol, metconazol, propiconazol, tetraco- nazol, triciclazol e/ou outras substâncias ativas, preferencialmente fenpico- xamida, fluxapiroxad, boscalida, bitertanol, procloraz, tiofanato, clorotalonila, bixafeno, isopirazam, fluopiram, pentiopirad, dimetomorf, fenpropimorf, espiroxamina, trifluralina, metribuzin, saflufenacila, fenoxaprop-etila, acetolaclor, S-metolaclor, pendimetalina, pinoxaden, fluroxipir, abamectina, imidacloprida, tiacloprid, tiametoxam, clotianidina, acetamiprida, benzoato de emamectina, lamda-cihalothrin, pimetrozina, chloantraniliprol, ácido giberelínico, benzilaminopirina, trinexapac-etila, etefon, tidiazuron.[00116] The invention particularly preferably refers to compositions for protecting plants, which in addition to component a), contain as component b) one or more agrochemical active substances selected from the group consisting of strobilurin fungicides, preferably azoxystrobin, pyraclostrobin, picoxystrobin, fluoxastrobin, oryzastrobin, picoxystrobin, trifloxystrobin and/or azole fungicides, preferably prothioconazole, tebuconazole, cyproconazole, difeconazole, metconazole, propiconazole, tetraconazole, tricyclazole and/or other active substances, preferably fenpico - xamide, fluxapyroxad, boscalid, bitertanol, prochloraz, thiophanate, chlorothalonil, bixaphene, isopyrazam, fluopyram, penthiopyrad, dimethomorph, fenpropimorph, spiroxamine, trifluralin, metribuzin, saflufenacil, fenoxaprop-ethyl, acetolachlor, S-metolachlor, pendimethalin, pinoxaden, fluroxypyr , abamectin, imidacloprid, thiacloprid, thiamethoxam, clothianidin, acetamiprid, emamectin benzoate, lamda-cyhalothrin, pymetrozine, chloantraniliprole, gibberellinic acid, benzylaminopyrine, trinexapac-ethyl, ethephon, thidiazuron.
[00117] Substâncias ativas agroquímicas usadas de modo muito particularmente preferido como componente b) são selecionadas a partir do grupo, que consiste em fungicidas strobilurina, preferencialmente azoxistrobina, piraclostrobina, fluoxastrobina, picoxistrobina, trifloxistrobina e/ou fungicidas azo, preferencialmente protioconazol, tebucona- zol, ciproconazol, propiconazol, metconazol e/ou outras substâncias ativas, preferencialmente fluxapiroxad, bitertanol, procloroaz, clorotalonila, bixafen, isopirazam, fluopiram, pentiopirad, fenpropimorf, trifluralina, metribuzin, saflufenacila, fenoxaprop-etila, acetolaclor, S-metolaclor, pendimetalina, pinoxaden, fluroxipir, abamectina, imidacloprida, tiacloprid, tiametoxam, clotianidina, acetamiprida, ácido giberelínico, trinexapac etila, benzilaminopirina.[00117] Agrochemical active substances used most particularly preferably as component b) are selected from the group, which consists of strobilurin fungicides, preferably azoxystrobin, pyraclostrobin, fluoxastrobin, picoxystrobin, trifloxystrobin and/or azo fungicides, preferably prothioconazole, tebucon- zol, cyproconazole, propiconazole, metconazole and/or other active substances, preferably fluxapyroxad, bitertanol, prochloroaz, chlorothalonil, bixafen, isopyrazam, fluopyram, penthiopyrad, fenpropimorph, trifluralin, metribuzin, saflufenacil, fenoxaprop-ethyl, acetolachlor, S-metolachlor, pendimethalin , pinoxaden, fluroxipyr, abamectin, imidacloprid, thiacloprid, thiamethoxam, clothianidin, acetamiprid, gibberellinic acid, trinexapac ethyl, benzylaminopyrine.
[00118] Substâncias ativas agroquímicas usadas, em particular, preferencialmente como componente b) são selecionadas a partir do grupo, que consiste em azoxistrobina, piraclostrobina, fluoxastrobina, trifloxistrobina, protioconazol, tebuconazol, fluxapiroxad, bitertanol, metconazol, procloroaz, clorotalonila, fenpropimorf, trifluralina, metribuzin, saflufenacila, pendimetalina, fenoxaprop-etila, imidaclo- prida, tiacloprida, tiametoxam, acetamiprida, benzilaminopirina; e/ou são selecionadas a partir do grupo, que consiste em inseticidas da família dos piretroides, preferencialmente cipermetrina, deltametrina, permetrina, ciflutrina, bifentrina, lambda cihalotrina, gama cihalothrina; e/ou inseticidas organofosforados, preferivelmente clorpirifos; e/ou inseticidas de benzoilureia, preferivelmente diflubenzuron, lufenuron; e/ou outros inseticidas, preferivelmente abamectina, benzoato de emamectina, flubendiamida, fipronil, rinaxipir, espiromesifeno, espirodiclofeno, fipronil, indoxacarb; e/ou fungicidas de amida, preferivelmente procloraz; e/ou outros fungicidas, preferivelmente trifloxistrobina, manco- zeb, clorotalonila; bixafen, isopirazam, fluopiram, pentiopirad; e/ou herbicidas, preferivelmente acetoclor, propanila, glufosinato; e/ou reguladores do crescimento de plantas, em particular, trinaxapac-etila ou ácido giberelínico.[00118] Agrochemical active substances used, in particular, preferably as component b) are selected from the group, which consists of azoxystrobin, pyraclostrobin, fluoxastrobin, trifloxystrobin, prothioconazole, tebuconazole, fluxapyroxad, bitertanol, metconazole, prochloroaz, chlorothalonil, fenpropimorph, trifluralin, metribuzin, saflufenacil, pendimethalin, fenoxapropethyl, imidacloprid, thiacloprid, thiamethoxam, acetamiprid, benzylaminopyrine; and/or are selected from the group, which consists of insecticides from the pyrethroid family, preferably cypermethrin, deltamethrin, permethrin, cyfluthrin, bifenthrin, lambda cyhalothrin, gamma cyhalothrin; and/or organophosphate insecticides, preferably chlorpyrifos; and/or benzoylurea insecticides, preferably diflubenzuron, lufenuron; and/or other insecticides, preferably abamectin, emamectin benzoate, flubendiamide, fipronil, rinaxipyr, spiromesiphene, spirodiclofen, fipronil, indoxacarb; and/or amide fungicides, preferably prochloraz; and/or other fungicides, preferably trifloxystrobin, mancozeb, chlorothalonil; bixafen, isopyrazam, fluopyram, penthiopyrad; and/or herbicides, preferably acetochlor, propanyl, glufosinate; and/or plant growth regulators, in particular, trinaxapac-ethyl or gibberellinic acid.
[00119] A seguir, a invenção é esclarecida em detalhes por exemplos sem restrigi-la aos mesmos.[00119] Below, the invention is clarified in detail by examples without restricting it to them.
[00120] Os dados de porcentagem que se referem às quantidade de matéria ou substância, devem ser entendidos como porcentos em peso (% em peso), desde que não seja indicado explicitamente algo diferente.[00120] Percentage data referring to the amount of matter or substance should be understood as percent by weight (% by weight), as long as something different is not explicitly indicated.
[00121] Neste teste, a penetração de substâncias ativas foi medida através de cutículas enzimaticamente isoladas de folhas de macieira ou pereira.[00121] In this test, the penetration of active substances was measured through enzymatically isolated cuticles from apple or pear leaves.
[00122] Foram utilizadas folhas, que em estado completamente desenvolvido foram cortadas de macieiras da espécie Golden Delicious ou pereiras. O isolamento das cutículas ocorreu de tal maneira, que - inicialmente, no lado inferior de discos de folha marcados com corante e perfurados, foram preenchidos por meio de infiltração a vácuo com uma solução de pectinase (a 0,2 a 2% em peso) tamponada para um valor de pH entre 3 e 4, - a seguir, foi acrescentada azida de sódio e - os discos de folha assim tratados foram deixados em repouso até a dissolução da estrutura original da folha e para a separação da cutícula não celular.[00122] Leaves were used, which in a fully developed state were cut from apple trees of the Golden Delicious species or pear trees. Isolation of the cuticles occurred in such a way that - initially, on the underside of dye-marked and perforated leaf discs, they were filled by means of vacuum infiltration with a solution of pectinase (at 0.2 to 2% by weight) buffered to a pH value between 3 and 4, - then, sodium azide was added and - the leaf discs thus treated were left to rest until the original leaf structure was dissolved and the non-cellular cuticle was separated.
[00123] A seguir, apenas as cutículas livre de estômatos e pelos dos lados superiores da folha são ulteriormente utilizadas. Essas foram lavadas várias vezes alternadamente com água e com uma solução tampão com valor de pH de 7. As cutículas limpas obtidas foram finalmente montadas em lâminas de teflon e alisadas e secadas com um jato de ar fraco.[00123] Next, only the cuticles free of stomata and hairs on the upper sides of the leaf are further used. These were washed several times alternately with water and a buffer solution with a pH value of 7. The clean cuticles obtained were finally mounted on Teflon slides and smoothed and dried with a weak jet of air.
[00124] Na etapa seguinte, as membranas de cutículas assim obtidas foram inseridas, para examinar o transporte das membranas, em células de difusão (= câmaras de transporte) de aço inoxidável. Para esse fim, as cutículas foram colocadas com uma pinça no centro das bordas das células de difusão revestidas com graxa de silicone e fechadas com um anel também lubrificado. A disposição foi escolhida de tal modo, que o lado morfológico externo das cutículas estavam voltadas para fora, portanto, para o ar, enquanto o lado interno original estava voltado para o interior da célula de difusão. As células de difusão estavam preenchidas com água ou com uma mistura de água e solvente.[00124] In the next step, the cuticle membranes thus obtained were inserted, to examine the transport of the membranes, into stainless steel diffusion cells (= transport chambers). For this purpose, the cuticles were placed with tweezers in the center of the edges of the diffusion cells coated with silicone grease and closed with a ring that was also lubricated. The arrangement was chosen in such a way that the external morphological side of the cuticles was facing outwards, therefore towards the air, whilst the original internal side was facing towards the interior of the diffusion cell. The diffusion cells were filled with water or a mixture of water and solvent.
[00125] Para determinar a penetração, aplicaram-se em cada caso 9 μl de um caldo para pulverização da composição mencionada nos exemplos no lado externo de uma cutícula.[00125] To determine penetration, in each case 9 μl of a spray broth of the composition mentioned in the examples was applied to the external side of a cuticle.
[00126] Nos caldos de pulverização foi utilizada, em cada caso, água CIPAC.[00126] CIPAC water was used in the spray broths in each case.
[00127] Depois de aplicar os caldos de pulverização, a água foi deixada evaporar, em cada caso, depois as câmaras foram giradas e colocadas em banheiras termoestaticamente controladas, sendo que no lado externo das cutículas foi soprado ar com uma temperatura e umidade atmosférica definidas. O início da penetração realizou-se, por conseguinte, a uma umidade atmosférica relativa de 60% e com uma temperatura ajustada, tal como indicada. A penetração da substância ativa foi medida por meio de cromatografia líquida de alta performance (HPLC).[00127] After applying the spray broths, the water was allowed to evaporate, in each case, then the chambers were rotated and placed in thermostatically controlled bathtubs, with air at a defined temperature and atmospheric humidity being blown onto the outside of the cuticles. . The beginning of penetration took place, therefore, at a relative atmospheric humidity of 60% and with an adjusted temperature, as indicated. The penetration of the active substance was measured using high-performance liquid chromatography (HPLC).
[00128] Tal como pode ser visto nos exemplos listados nas tabelas 1 a 20, a presença de N-(n-butil)-2-pirrolidona leva a um considerável aumento da absorção em relação às formulações, nas quais a N-(n- butil)-2-pirrolidona não está presente. No caso das alternativas usadas para a N-(n-butil)-2-pirrolidona, trata-se de exemplos de substâncias de aplicação comercialmente disponíveis para formulações.[00128] As can be seen in the examples listed in tables 1 to 20, the presence of N-(n-butyl)-2-pyrrolidone leads to a considerable increase in absorption compared to formulations, in which N-(n - butyl)-2-pyrrolidone is not present. In the case of the alternatives used for N-(n-butyl)-2-pyrrolidone, these are examples of commercially available application substances for formulations.
[00129] Os valores para "% de penetração“ indicados nas seguintes tabelas indicam, qual porcentagem da quantidade de substância aplicada na planta penetra na planta. Os valores indicados repm valores médios.[00129] The values for "% penetration" indicated in the following tables indicate, what percentage of the amount of substance applied to the plant penetrates the plant. The values indicated repm average values.
[00130] As abreviações utilizadas nas tabelas têm o seguinte significado: 20 SG: forma abreviada para "Mospilan® 20 SG“ Calypso® SC 480: formulação comercial de tiacloprida Custodia® SC 320: formulação comercial de azoxistrobina e tebuconazol DAT: dias após a aplicação ("Days After Treatment“) DF75: forma abreviada para "Dimetric® DF75“ Dimetric® DF75: formulação comercial de metribuzin DMSO: dimetilsulfóxido EC 540: formulação comercial de trifluralina Galaster® BL 97: butil-lactato Genagen® NBP: NBP (a 100%) Mospilan® 20 SG: formulação comercial de acetamiprida n: número dos tratamentos e das respectivas medidas NBP: N-(n-butil)-2-pirrolidona NMP: N-metilpirrolidona Orkestra® SC 500: formulação comercial de fluxapiroxad e piraclostrobina RT: temperatura ambiente (23 a 25oC) SC320: forma abreviada para "Custodia® SC 320“ SC480: forma abreviada para "Calypso® SC 480“ SC500: forma abreviada para "Orkestra® SC 500“ EC 18: formulação comercial de abamectina (concentrado em emulsão) SC 200: formulação comercial de rinaxipir (concentrado em suspensão) Akzeptor medium: solução de forclorfenuron em um meio de água e dietilenoglicol protioconazol x % de RW: pó de protioconazol com x % em peso, de teor de substância ativa Genagen® PA: dimetilamida de ácido pelargônico Genagen® 4296: dimetilamida de ácido decanoico Agsolex® 08: N-octilpirrolidona Solvesso® 200 ND: mistura de hidrocarbonetos aromáticos Emulsogen® 3510: copolímeros alquilados de óxido de etileno e de propileno Synergen® 848: copolímeros alquilados de óxido de etileno e de propileno Synergen® W03: sulfossuccinato de alquila, sal de Na em hidrocarbonetos Synergen® W09: sulfossuccinato de alquila, sal de Na em óleo branco Genapol® X 090: álcool isotridecílico com 9 unidades de óxido de etileno Emulsogen® MTP 070: copolímeros alquilados de óxido de etileno e de propileno Emulsogen® EL 300: óleo de rícino com 30 unidades de óxido de etileno Emulsogen® EL 360: óleo de rícino com 36 unidades de óxido de etileno Momentive® SAG 1571: emulsão de polidimetilsiloxano Trinexapac Ethyl x % RW: pó de trinexapac etila com x % em peso, de teor de substância ativa Hostaphat® 1306: fosfato de isotridecila com 6 unidades de óxido de etileno Emulsogen® ELO 200: etoxilatos de óleo de rícino modificados Synergen® SOC: adjuvante de mistura de tanque MSO: éster metílico de óleo de girassol Exemplo 1: Ensaios de penetração com metribuzin a 10oC na pera Tabela 1: Resultados da penetração depois de 6 horas e depois de 2 dias do exemplo 1 [00130] The abbreviations used in the tables have the following meaning: 20 SG: abbreviated form for "Mospilan® 20 SG“ Calypso® SC 480: commercial formulation of thiacloprid Custodia® SC 320: commercial formulation of azoxystrobin and tebuconazole DAT: days after application ("Days After Treatment") DF75: abbreviated form for "Dimetric® DF75“ Dimetric® DF75: commercial formulation of metribuzin DMSO: dimethyl sulfoxide EC 540: commercial formulation of trifluralin Galaster® BL 97: butyl lactate Genagen® NBP: NBP ( at 100%) Mospilan® 20 SG: commercial formulation of acetamiprid n: number of treatments and respective measurements NBP: N-(n-butyl)-2-pyrrolidone NMP: N-methylpyrrolidone Orkestra® SC 500: commercial formulation of fluxapiroxad and pyraclostrobin RT: room temperature (23 to 25oC) SC320: short form for "Custodia® SC 320“ SC480: short form for "Calypso® SC 480“ SC500: short form for "Orkestra® SC 500“ EC 18: commercial formulation of abamectin (concentrated in emulsion) SC 200: commercial formulation of rinaxipir (concentrated in suspension) Akzeptor medium: solution of forchlorfenuron in a medium of water and diethylene glycol prothioconazole x % of RW: prothioconazole powder with x % by weight of active substance content Genagen® PA: pelargonic acid dimethylamide Genagen® 4296: decanoic acid dimethylamide Agsolex® 08: N-octylpyrrolidone Solvesso® 200 ND: mixture of aromatic hydrocarbons Emulsogen® 3510: alkylated copolymers of ethylene oxide and propylene Synergen® 848: copolymers ethylene oxide and propylene oxide alkylates Synergen® W03: alkyl sulfosuccinate, Na salt in hydrocarbons Synergen® W09: alkyl sulfosuccinate, Na salt in white oil Genapol® X 090: isotridecyl alcohol with 9 ethylene oxide units Emulsogen ® MTP 070: alkylated copolymers of ethylene oxide and propylene Emulsogen® EL 300: castor oil with 30 units of ethylene oxide Emulsogen® EL 360: castor oil with 36 units of ethylene oxide Momentive® SAG 1571: polydimethylsiloxane Trinexapac Ethyl x % RW: trinexapac ethyl powder with x % by weight of active substance content Hostaphat® 1306: isotridecyl phosphate with 6 units of ethylene oxide Emulsogen® ELO 200: modified castor oil ethoxylates Synergen® SOC : tank mix adjuvant MSO: sunflower oil methyl ester Example 1: Penetration tests with metribuzin at 10oC on pear Table 1: Penetration results after 6 hours and after 2 days of example 1
[00131] A formulação (Dimetric® DF75 ou DF75) foi diluída com água, de modo que a diluição continha uma concentração de metribuzin de 4,50 g/l. Misturando essa formulação diluída com a quantidade correspondente da substância do teste (NMP, DMSO ou NBP) em água, ajustou-se a concentração desejada da substância do teste (0,1% em peso, 0,3% em peso ou 0,5% em peso) e da substância ativa agroquímica metribuzin (2,25 g/l) no caldo de pulverização aquoso. A penetração através da cutícula de pera isolada foi medida a uma temperatura de 10oC depois de 6 horas e 2 dias depois da aplicação (2 DAT).[00131] The formulation (Dimetric® DF75 or DF75) was diluted with water, so that the dilution contained a metribuzin concentration of 4.50 g/l. By mixing this diluted formulation with the corresponding amount of the test substance (NMP, DMSO or NBP) in water, the desired concentration of the test substance was adjusted (0.1% by weight, 0.3% by weight or 0.5 % by weight) and the agrochemical active substance metribuzin (2.25 g/l) in the aqueous spray broth. Penetration through the isolated pear cuticle was measured at a temperature of 10oC after 6 hours and 2 days after application (2 DAT).
[00132] Os ensaios dos exemplos 2 a 17 e 20 a 22 foram realizados de maneira análoga ao exemplo 1, contudo, considerando os dados e condições indicados nas tabelas 2 a 20. Exemplo 2: Ensaios de penetração com metribuzin à temperatura ambiente na pera Tabela 2: Resultados da penetração depois de 6 horas e depois de 2 dias do exemplo 2 Exemplo 3: Ensaios de penetração com metribuzin a 10oC na pera Tabela 3: Resultados da penetração depois de 6 horas e depois de 2 dias do exemplo 3 Exemplo 4: Ensaios de penetração com azoxistrobina a 10oC na maçã Tabela 4: Resultados da penetração depois de 6 horas e depois de 3 dias do exemplo 4 [00132] The tests in examples 2 to 17 and 20 to 22 were carried out in a similar way to example 1, however, considering the data and conditions indicated in tables 2 to 20. Example 2: Penetration tests with metribuzin at room temperature in pear Table 2: Penetration results after 6 hours and after 2 days in example 2 Example 3: Penetration tests with metribuzin at 10oC in pear Table 3: Penetration results after 6 hours and after 2 days of example 3 Example 4: Penetration tests with azoxystrobin at 10oC on apple Table 4: Penetration results after 6 hours and after 3 days of example 4
[00133] Para a penetração de tebuconazol a 10oC na maçã, veja o exemplo 6. Exemplo 5: Ensaios de penetração com azoxistrobina à temperatura ambiente na maçã Tabela 5: Resultados da penetração depois de 6 horas e depois de 3 dias do exemplo 5. [00133] For the penetration of tebuconazole at 10oC in the apple, see example 6. Example 5: Penetration tests with azoxystrobin at room temperature in the apple Table 5: Penetration results after 6 hours and after 3 days of example 5.
[00134] Para a penetração de ebuconazol à temperatura ambiente na maçã, veja o exemplo 7. Exemplo 6: Ensaios de penetração com tebuconazol a 10oC na maçã Tabela 6: Resultados da penetração depois de 6 horas e depois de 3 dias do exemplo 6. [00134] For the penetration of ebuconazole at room temperature in the apple, see example 7. Example 6: Penetration tests with tebuconazole at 10oC in the apple Table 6: Penetration results after 6 hours and after 3 days of example 6.
[00135] Para a penetração de azoxistrobina a 10oC na maçã, veja o exemplo 4. Exemplo 7: Ensaios de penetração com tebuconazol à temperatura ambiente na maçã Tabela 7: Resultados da penetração depois de 6 horas e depois de 3 dias do exemplo 7. [00135] For the penetration of azoxystrobin at 10oC in the apple, see example 4. Example 7: Penetration tests with tebuconazole at room temperature in the apple Table 7: Penetration results after 6 hours and after 3 days of example 7.
[00136] Para a penetração de azoxistrobina à temperai tura ambiente na mação, veja o exemplo 5. Exemplo 8: Ensaios de penetração com fluxapiroxad a 10oC na maçã Tabela 8: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 8 Exemplo 9: Ensaios de penetração com fluxapiroxad à temperatura ambiente na maçã Tabela 9: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 9 Exemplo 10: Ensaios de penetração com piraclostrobina a 10oC na pera Tabela 10: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 10 Exemplo 11: Ensaios de penetração com piraclostrobina à temperatura ambiente na pera Tabela 11: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 11 Exemplo 12: Ensaios de penetração com tiacloprida a 10oC na pera Tabela 12: Resultados da penetração depois de 6 horas e depois de 2 dias do exemplo 12. Exemplo 13: Ensaios de penetração com tiacloprida à temperatura ambiente na pera Tabela 13: Resultados da penetração depois de 6 horas e depois de 2 dias do exemplo 13 Exemplo 14: Ensaios de penetração com tiacloprida a 10oC na maçã Tabela 14: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 14 Exemplo 15: Ensaios de penetração com tiacloprida à temperatura ambiente na maçã Tabela 15: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 15 Exemplo 16: Ensaios de penetração com acetamiprida a 10oC na maçã Tabela 16: Resultados da penetração depois de 8 horas e depois de 1 dia do exemplo 16 Exemplo 17: Ensaios de penetração com trifluralina a 10oC na pera Tabela 17: Resultados da penetração depois de 1 dia e depois de 3 dias do exemplo 17Exemplo 18: Ensaios de penetração com protioconazol a 10oC e 20oC na pera[00136] For the penetration of azoxystrobin at room temperature into the apple, see example 5. Example 8: Penetration tests with fluxapyroxad at 10oC in the apple Table 8: Penetration results after 1 day and after 3 days of example 8 Example 9: Penetration tests with fluxapyroxad at room temperature on apple Table 9: Penetration results after 1 day and after 3 days of example 9 Example 10: Penetration tests with pyraclostrobin at 10oC in pear Table 10: Penetration results after 1 day and after 3 days of example 10 Example 11: Penetration tests with pyraclostrobin at room temperature in pear Table 11: Penetration results after 1 day and after 3 days of example 11 Example 12: Penetration tests with thiacloprid at 10oC in pear Table 12: Penetration results after 6 hours and after 2 days of example 12. Example 13: Penetration tests with thiacloprid at room temperature in pear Table 13: Penetration results after 6 hours and after 2 days of example 13 Example 14: Penetration tests with thiacloprid at 10oC on apple Table 14: Penetration results after 1 day and after 3 days of example 14 Example 15: Penetration tests with thiacloprid at room temperature in apple Table 15: Penetration results after 1 day and after 3 days of example 15 Example 16: Penetration tests with acetamiprid at 10oC on apple Table 16: Penetration results after 8 hours and after 1 day of example 16 Example 17: Penetration tests with trifluralin at 10oC in pear Table 17: Penetration results after 1 day and after 3 days of example 17 Example 18: Penetration tests with prothioconazole at 10oC and 20oC in pear
[00137] Os ensaios foram realizados com a substância ativa protioconazol em combinação ou com Genagen® NBP (N-(n-butil)-2- pirrolidona) ou Emulsogen® EL 360 (etoxilato de óleo de rícino).[00137] The tests were carried out with the active substance prothioconazole in combination with either Genagen® NBP (N-(n-butyl)-2-pyrrolidone) or Emulsogen® EL 360 (castor oil ethoxylate).
[00138] A substância ativa foi dissolvida em uma mistura de acetona/água com uma concentração de 2 ou 0,75 g/l. A penetração do protioconazol foi medida para cutículas de folha de pera. Ensaios foram realizados com sistemas de aditivos, por um lado, com o emulsificante Emulsogen® EL 360 como comparação e, por outro lado, com Genagen® NBP como ensaio de acordo com a invenção com um excesso de substância ativa (a relação de substância ativa para aditivo é de cerca de 2 para 1).[00138] The active substance was dissolved in an acetone/water mixture with a concentration of 2 or 0.75 g/l. Prothioconazole penetration was measured for pear leaf cuticles. Tests were carried out with additive systems, on the one hand with the emulsifier Emulsogen® EL 360 as a comparison and, on the other hand, with Genagen® NBP as a test according to the invention with an excess of active substance (the active substance ratio for additive it is about 2 to 1).
[00139] Os resultados dos ensaios de penetração do exemplo 18 são mostrados na Figura "Figura 1“. Os resultados indicados representam valores médios dos resultados de medição de 5-7 tratamentos.[00139] The results of the penetration tests of example 18 are shown in Figure "Figure 1“. The indicated results represent average values of the measurement results of 5-7 treatments.
[00140] Na Figura 1 representam: a protioconazol (0,75 g/l) + Genagen® NBP (0,4 g/l) b protioconazol (2 g/l) + Genagen® NBP (1 g/l) c protioconazol (0,75 g/l) + Emulsogen® EL 360 (0,4 g/l) d protioconazol (2 g/l) + Emulsogen® EL 360 (1 g/l)[00140] In Figure 1 they represent: a prothioconazole (0.75 g/l) + Genagen® NBP (0.4 g/l) b prothioconazole (2 g/l) + Genagen® NBP (1 g/l) c prothioconazole (0.75 g/l) + Emulsogen® EL 360 (0.4 g/l) d prothioconazole (2 g/l) + Emulsogen® EL 360 (1 g/l)
[00141] No eixo x da Figura 1 é indicado o número depois da aplicação em horas (h).[00141] On the x-axis of Figure 1, the number after application is indicated in hours (h).
[00142] No eixo y da Figura 1 é indicada a fração de substância ativa, que penetrou através da cutícula da planta, com base na quantidade total de substância ativa aplicada na planta, em porcentagem (%).[00142] On the y-axis of Figure 1, the fraction of active substance that penetrated through the plant cuticle is indicated, based on the total amount of active substance applied to the plant, in percentage (%).
[00143] A penetração ocorreu inicialmente durante cerca de um dia a 10oC, depois a temperatura foi aumentada para 20oC com umidade atmosférica relativa constante de cerca de 60%. A concentração de protioconazol correspondeu a valores típicos na prática (0,75 g/l) ou 2 g/l de protioconazol). A água das gotas de aplicação estava macroscopicamente completamente evaporada depois de no máximo uma hora pela cutícula da folha. Com o aditivo de emulsificante Emulsogen® EL 360, que fica na cutícula ou na superfície da folha, resulta, quando a temperatura é aumentada de 10oC para 20oC, um aumento significativo da quantidade da substância ativa que penetra na planta ou um aumento significato da velocidade de penetração em um múltiplo. O Genagen® NBP, neste caso, ainda foi eficaz com as mesmas concentrações de uso. Isso mostra, que a N-(n-butil)-2- pirrolidona, também com baixas concentrações de uso, pode promover a penetração de forma permanente e independente de propriedades de solução. Isso é muito favorável para o efeito a longo prazo ou para a disponibilidade a longo prazo, a chamada "residual efficacy“ (eficácia residual), em particular, de fungicidas e inseticidas.[00143] Penetration initially occurred for about a day at 10oC, then the temperature was increased to 20oC with constant relative atmospheric humidity of about 60%. The concentration of prothioconazole corresponded to typical values in practice (0.75 g/l) or 2 g/l prothioconazole). The water from the application drops was macroscopically completely evaporated after a maximum of one hour through the leaf cuticle. With the emulsifier additive Emulsogen® EL 360, which remains in the cuticle or on the surface of the leaf, when the temperature is increased from 10oC to 20oC, a significant increase in the amount of active substance that penetrates the plant or a significant increase in the speed of penetration in a multiple. Genagen® NBP, in this case, was still effective at the same concentrations of use. This shows that N-(n-butyl)-2-pyrrolidone, also at low concentrations of use, can promote penetration permanently and independently of solution properties. This is very favorable for the long-term effect or long-term availability, the so-called "residual efficacy", in particular, of fungicides and insecticides.
[00144] Foram preparadas as seguintes soluções 1) a 6): Solução 1)[00144] The following solutions 1) to 6 were prepared: Solution 1)
[00145] Solução de 1 g de rinaxipir em um litro de uma mistura de acetona e água destilada a uma relação de peso de acetona : água destilada de 30 : 70.Solução 2)[00145] Solution of 1 g of rinaxipyr in one liter of a mixture of acetone and distilled water at a weight ratio of acetone: distilled water of 30: 70. Solution 2)
[00146] Solução de 1 g de rinaxipir em um litro de uma mistura de N-(n-butil)-2-pirrolidona e água destilada a uma relação de peso de N- (n-butil)-2-pirrolidona : água destilada de 30 : 70. Solução 3)[00146] Solution of 1 g of rinaxipyr in one liter of a mixture of N-(n-butyl)-2-pyrrolidone and distilled water at a weight ratio of N-(n-butyl)-2-pyrrolidone: distilled water of 30 : 70. Solution 3)
[00147] Solução de 1 g de benzoato de emamectina em um litro de uma mistura de acetona e água destilada a uma relação de peso de acetona : água destilada de 30 : 70.Solução 4)[00147] Solution of 1 g of emamectin benzoate in one liter of a mixture of acetone and distilled water at a weight ratio of acetone: distilled water of 30: 70. Solution 4)
[00148] Solução de 1 g de benzoato de emamectina em um litro de uma mistura de N-(n-butil)-2-pirrolidona e água destilada a uma relação de peso de N-(n-butil)-2-pirrolidona : água destilada de 30 : 70. Solução 5)[00148] Solution of 1 g of emamectin benzoate in one liter of a mixture of N-(n-butyl)-2-pyrrolidone and distilled water at a weight ratio of N-(n-butyl)-2-pyrrolidone: distilled water 30 : 70. Solution 5)
[00149] Solução de 1 g de abamectina em um litro de uma mistura de acetona e água destilada a uma relação de peso de acetona : água destilada de 30 : 70.Solução 6)[00149] Solution of 1 g of abamectin in one liter of a mixture of acetone and distilled water at a weight ratio of acetone: distilled water of 30: 70. Solution 6)
[00150] Solução de 1 g de abamectina em um litro de uma mistura de N-(n-butil)-2-pirrolidona e água destilada a uma relação de peso de N-(n-butil)-2-pirrolidona : água destilada de 30 : 70.[00150] Solution of 1 g of abamectin in one liter of a mixture of N-(n-butyl)-2-pyrrolidone and distilled water at a weight ratio of N-(n-butyl)-2-pyrrolidone: distilled water from 30 : 70.
[00151] Com as soluções 1) a 6), foi processado tal como descrito a seguir (veja as etapas A) a C)): A) 1 μl das soluções 1) a 6) descritas acima foi aplicado cada em portadores de objetos de vidro silanizado. B) As soluções foram deixadas em repouco nos portadores de objeto a uma temperatura de 25oC e 53% de umidade atmosférica relativa, relizando-se uma secagem. C) A seguir, os portadores de objetos foram examinados e tiradas fotografias na borda original das gotas com um aumento de 400 vezes.[00151] With solutions 1) to 6), it was processed as described below (see steps A) to C)): A) 1 μl of solutions 1) to 6) described above was applied each to object carriers silanized glass. B) The solutions were left to cool in the object carriers at a temperature of 25oC and 53% relative atmospheric humidity, followed by drying. C) Next, the object carriers were examined and photographs were taken at the original edge of the drops at 400x magnification.
[00152] As fotografias são mostradas para a substância ativa agroquímica abamectina nas Figuras FIGURA 2A e FIGURA 2B, para a substância ativa agroquímica rinaxapir nas Figuras FIGURA 3A e FIGURA 3B e paa a substância ativa agroquímica benzoato de emamectina nas Figuras FIGURA 4A e FIGURA 4B.[00152] Photographs are shown for the agrochemical active substance abamectin in Figures FIGURE 2A and FIGURE 2B, for the agrochemical active substance rinaxapir in Figures FIGURE 3A and FIGURE 3B and for the agrochemical active substance emamectin benzoate in Figures FIGURE 4A and FIGURE 4B .
[00153] Verificou-se, que a respectiva substância ativa agroquímica a partir da mistura de acetona e água destilada estava cristalizadssa (veja as Figuras FIGURA 2A, FIGURA 3A e FIGURA 4A) e, com isso, não estava mais presente em uma forma biologicamente disponível. Nessa forma cristalina, a respectiva substância ativa agroquímica não pode penetrar em organismos nocivos não vegetais.[00153] It was found that the respective agrochemical active substance from the mixture of acetone and distilled water was crystallized (see Figures FIGURE 2A, FIGURE 3A and FIGURE 4A) and, therefore, was no longer present in a biologically available. In this crystalline form, the respective agrochemical active substance cannot penetrate harmful non-plant organisms.
[00154] Em contrapartida verifica-se, que a respectiva substância ativa agroquímica também depois de 18 horas não estava cristalizada da mistura de N-(n-butil)-2-pirrolidona e água destilada mas sim, estava presente, além disso, em forma dissolvida na N-(n-butil)-2- pirrolidona (veja as Figuras FIGURA 2B, FIGURA 3B e FIGURA 4B). Nesta forma dissolvida, a respectiva substância ativa agroquímica pode penetrar em organismos nocivos não vegetais.Exemplo 20: Ensaios de penetração com abamectina a 10oC na pera Tabela 18: Resultados da penetração depois de 1 dia e depois de 2 dias do exemplo 20 Exemplo 21: Ensaios de penetração com rinaxipir a 10oC na pera Tabela 19: Resultados da penetração depois de 1 dia e depois de 2 dias do exemplo 21 Exemplo 22: Ensaios de penetração com forclorfenuron a 10oC na pera Tabela 20: Resultados da penetração depois de 6 horas, 1 dia e depois de 3 dias do exemplo 22 [00154] On the other hand, it appears that the respective agrochemical active substance also after 18 hours was not crystallized from the mixture of N-(n-butyl)-2-pyrrolidone and distilled water but was present, in addition, in dissolved form in N-(n-butyl)-2-pyrrolidone (see Figures FIGURE 2B, FIGURE 3B and FIGURE 4B). In this dissolved form, the respective agrochemical active substance can penetrate harmful non-plant organisms.Example 20: Penetration tests with abamectin at 10oC on pear Table 18: Penetration results after 1 day and after 2 days of example 20 Example 21: Penetration tests with rinaxipir at 10oC in pear Table 19: Penetration results after 1 day and after 2 days of example 21 Example 22: Penetration tests with forchlorfenuron at 10oC in pear Table 20: Penetration results after 6 hours, 1 day and after 3 days of example 22
[00155] Os resultados na tabela 20 demonstram, que a produção de caldos de pulverização altamente efidazes é possível com um teor muito baixo de substância ativa (aqui 0,03 g/l de forclorfenuron) e teor muito baixo de NBP.[00155] The results in table 20 demonstrate that the production of highly effective spray broths is possible with a very low content of active substance (here 0.03 g/l of forchlorfenuron) and very low content of NBP.
[00156] Formulações com a substância ativa protioconazol foram preparadas em combinação com diferentes aditivos. As composições das formulações individuais são mostradas na tabela 21 abaixo. Verifica-se, que a substância ativa em todas as formulações está presente dissolvida em alta concentração.Tabela 21 1) X EC = concentrado em emulsão com x g/l de concentração de substância ativa; X DC = concentrado em dispersão com x g/l de concentração de substância ativa[00156] Formulations with the active substance prothioconazole were prepared in combination with different additives. The compositions of the individual formulations are shown in table 21 below. It is verified that the active substance in all formulations is present dissolved in high concentration.Table 21 1) X EC = emulsion concentrate with xg/l concentration of active substance; X DC = dispersion concentrate with xg/l concentration of active substance
[00157] Na tabela 21 é mostrado, que o uso de pirrolidonas N- substituídas da fórmula I permite a preparação de formulações de substâncias ativas altamente concentradas. As formulações preparadas eram estáveis e atenderam os testes usuais da FAO em relação ao poder de emulsificação e dispersão. As formulações preparadas eram estáveis, por exemplo, durante armazenamento de duas semanas a 0o e 54oC, eram redispersíveis e puderam ser misturadas sem problemas com outras substâncias no líquido de pulverização.[00157] Table 21 shows that the use of N-substituted pyrrolidones of formula I allows the preparation of highly concentrated active substance formulations. The prepared formulations were stable and met the usual FAO tests regarding emulsification and dispersion power. The prepared formulations were stable, for example during two-week storage at 0° and 54°C, were redispersible and could be mixed without problems with other substances in the spray liquid.
[00158] Altas cargas de substâncias ativas de 300 g/l puderam ser realizadas em concentrados em emulsão e nos concentrados em dispersão.[00158] High active substance loads of 300 g/l could be achieved in emulsion concentrates and dispersion concentrates.
[00159] Na tabela 21 é mostrado, além disso, que as pirrolidonas N- substituídas da fórmula I podem ser utilizadas unicamente como solvente (exemplo 23-1) ou em combinação com outros solventes.[00159] In table 21 it is further shown that the N-substituted pyrrolidones of formula I can be used solely as a solvent (example 23-1) or in combination with other solvents.
[00160] As formulações descritas na tabela 21 mostraram uma alta taxa de absorção (penetração), que era maior do que nos produtos comercialmente disponíveis.[00160] The formulations described in table 21 showed a high rate of absorption (penetration), which was higher than that of commercially available products.
[00161] Nos produtos comercialmente disponíveis, a N,N- dimetilformamida é frequentemente usada como promotora de penetração. Na tabela 21 é mostrado, que esse composto pode ser usado em concentração comparativamente baixa como solvente e/ou como inibidor de cristalização em combinação com as pirrolidonas N- substituídas da fórmula I usadas de acordo com a invenção, como promotor de penetração das formulações de substância ativa com efeito de penetração muito alto.[00161] In commercially available products, N,N-dimethylformamide is often used as a penetration promoter. In table 21 it is shown that this compound can be used in comparatively low concentration as a solvent and/or as a crystallization inhibitor in combination with the N-substituted pyrrolidones of formula I used according to the invention, as a penetration promoter of the formulations of active substance with very high penetration effect.
[00162] Formulações foram preparadas com a substância ativa trinexapac etila ou com abamectina e acetamiprida em combinação com diferentes aditivos. As composições das formulações individuais são mostradas na tabela 22 abaixo. Verifica-se, que as substâncias ativas em todas as formulações estão presentes dissolvidas em alta concentração.Tabela 221) X EC = concentrado em emu são com x g/l de concentração de substância ativa; X DC = concentrado em dispersão com x g/l de concentração de substância ativa; X EC = emulsão óleo-em-água com x g/l de concentração de substância ativa.[00162] Formulations were prepared with the active substance trinexapac ethyl or with abamectin and acetamiprid in combination with different additives. The compositions of the individual formulations are shown in table 22 below. It is verified that the active substances in all formulations are present dissolved in high concentration. Table 22 1) X EC = emu concentrate with xg/l concentration of active substance; X DC = dispersion concentrate with xg/l concentration of active substance; X EC = oil-in-water emulsion with xg/l concentration of active substance.
[00163] Na tabela 22 é mostrado, que o uso de pirrolidonas N- substituídas da fórmula I permite a preparação de formulações de substâncias ativas altamente concentradas. As formulações preparadas eram estáveis e atenderam os testes usuais da FAO. As formulações preparadas eram estáveis, por exemplo, durante armazenamento de duas semanas a 0o e 54oC, eram redispersíveis e puderam ser misturadas sem problemas com outras substâncias no líquido de pulverização.[00163] Table 22 shows that the use of N-substituted pyrrolidones of formula I allows the preparation of highly concentrated active substance formulations. The prepared formulations were stable and met the usual FAO tests. The prepared formulations were stable, for example during two-week storage at 0° and 54°C, were redispersible and could be mixed without problems with other substances in the spray liquid.
[00164] As formulações descritas na tabela 22 mostraram uma alta taxa de absorção (penetração).[00164] The formulations described in table 22 showed a high rate of absorption (penetration).
Claims (20)
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Application Number | Priority Date | Filing Date | Title |
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DE102016210164.1A DE102016210164A1 (en) | 2016-06-08 | 2016-06-08 | Use of N-substituted pyrrolidones to promote the penetration of agrochemical active ingredients |
DE102016210164.1 | 2016-06-08 | ||
PCT/EP2017/062180 WO2017211572A1 (en) | 2016-06-08 | 2017-05-19 | Use of n-substituted pyrrolidones to promote the penetration of agrochemical active agents |
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BR112018074876A2 BR112018074876A2 (en) | 2019-03-12 |
BR112018074876B1 true BR112018074876B1 (en) | 2024-06-25 |
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