A new family of bio-based herbicidal ionic liquids (HILs) has been synthesized starting from the renewable resource glycine betaine (a derivative of natural amino acids). After esterification, the obtained alkyl betainate bromides containing straight alkyl chains varying from ethyl to octadecyl were combined with a herbicidal anion from the sulfonylurea group (iodosulfuron-methyl). The melting points of the iodosulfuron-methyl-based salts were in a range from 51 to 99 °C, which allows their classification as ionic liquids (ILs). In addition, the new HILs exhibited good affinity for polar and semipolar organic solvents, such as DMSO, methanol, acetonitrile, acetone, and chloroform, while the presence of bulky organic cations reduced their solubility in water. The synthesized products turned out to be stable during storage at 25 °C for over 6 months; however, at 75 °C they underwent fast, progressive degradation and released volatile byproducts. The values of the logarithm of the octanol–water partition coefficient of ILs with alkyls longer than hexyl occurred in the “safe zone” (between 0 and 3); hence, the risk of their migration into groundwater after application or the possibility of their bioaccumulation in the environment is lower in comparison with the currently available commercial form (iodosulfuron-methyl sodium salt). Greenhouse studies confirmed a very high herbicidal efficacy for the obtained salts toward tested plants of oilseed rape, indicating that they may become an attractive replacement for the currently available sulfonylurea-based formulations.
Seed treatments help reduce the pathogen load and thus improve the condition of plants from their earliest developmental stages, but they can have impacts beyond their basic fungicide protection role. In this study, we investigated how seven spring barley seed treatments affected the plants’ physiological state. The tested seed treatments differed significantly in their impacts on the vigor parameters of barley seeds and on the physiological state of seedlings under drought stress and after regeneration. Seed treatments based on substances from the succinate-dehydrogenase-inhibitors (SDHI) group did not cause inhibition of seedling growth and also display by the highest vigor index values. Using the analysis of photosynthesis-related parameters, we showed that seed treatments from the SDHI group provided a superior tolerance of the imposed drought in spring barley than other treatments. In addition to protection against abiotic stress, SDHI treatments also rendered a higher efficiency of photochemical reactions in the treated plants.
Camelina is an oil plant classified as a minor crop. The small acreage is the main cause of the small amount of plant protection products that are registered for use on camelina plantations. This contributes to difficulties in the protection of this plant. In the conducted experiment, the genetic similarity of genotypes of camelina was compared. The effect of selected herbicides (propaquizafop at rate 70 g a.i. ha−1, quizalofop-p-ethyl at rate 50 g a.i. ha−1, clopyralid at rate 90 g a.i. ha−1, and picloram at rate 24 g a.i. ha−1 applied in the three-four-leaves growth stage of camelina) on six individual genotypes of the plant and plant chlorophyll fluorescence after the use of these substances was also determined. The Przybrodzka variety showed the lowest level of damage in the assessment carried out 42 days after herbicide application and the damages of plants after quizalofop-p-ethyl and propaquizafop was completely gone. The variety Przybrodzka had the lowest genetic similarity to all analyzed genotypes. In other cases, genetic similarity of analyzed genotypes could not be linked to herbicide-related damage. Picloram contributed to the greatest damage to test plants and had the greatest impact on the operation of photosystem II (PSII). However, the level of plant chlorophyll fluorescence parameter values indicates small PSII damage for all substances and the possibility of subsequent plant regeneration. The results of the presented research indicate that it is worth referring to several plant varieties in phytotoxicity studies of herbicides towards arable crops.
The effectiveness of herbicides is affected by the pH of the spray liquid. The use of adjuvants can mitigate the negative effect of pH, and it also allows for a reduction in herbicide doses while maintaining high efficiency. Greenhouse studies were performed to evaluate the efficacy of the herbicide sulcotrione (HRAC F2), against barnyardgrass, at full or reduced doses with adjuvants, and a modified pH of the solutions. The contact angle and surface tension of liquid spray drops, as well as the shear viscosity of individual solutions, were also tested. Results indicated that at a low pH of the spray liquid (4), the use of a reduced dose of sulcotrione with adjuvant based on methylated rapeseed oil can increase the effectiveness of barnyardgrass control to the same level as at the full dose of herbicide. The use of adjuvants contributed to the reduction in the contact angle and the surface tension of liquid spray droplets. No significant differences in shear viscosity were observed for individual solutions.
The pH of the spray liquid is one of the factors influencing the efficacy of herbicides. Adjusting the appropriate parameters of the spraying liquid may reduce the consumption of pesticides, which is in line with the currently introduced legal standards and society’s requirements. In the greenhouse experiment, the influence of herbicides containing mesotrione, nicosulfuron, rimsulfuron, bromoxynil, and a mixture of nicosulfuron, rimsulfuron, and mesotrione on the efficacy of oilseed rape control was investigated. Oilseed rape (Brassica napus L. ssp. oleifera), apart from being an important crop, can become a nuisance weed in many fields as form of volunteer plants. Visual assessment, reduction of fresh weight, and chlorophyll fluorescence were performed. Individual herbicides influenced the tested parameters to a different extent. The pH of the spray liquid influenced the efficacy of individual plant protection products. The highest herbicidal efficacy in relation to the tested plants was observed in the case of combinations in which mesotrione was applied at a reduced and increased pH, nicosulfuron applied in an acidic and alkaline environment, rimsulfuron without pH modification, and all treatments in which bromoxynil was applied. The herbicides containing mesotrione and bromoxynil had the greatest impact on the photosystem II activity.
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