Application of 2-piperidinecarboxylic acid in inhibiting germination and growth of barnyard grass seeds
By using 2-piperidinecarboxylic acid in paddy fields to inhibit the germination and growth of barnyard grass seeds, the problem of barnyard grass resistance was solved, achieving efficient weed control that is safe and harmless to rice, reducing production costs and environmental pollution.
Patent Information
- Application Number
- CN202511115853.4
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-08-11
- Publication Date
- 2025-12-05
AI Technical Summary
Barnyard grass has developed resistance to chemical herbicides, leading to reduced herbicide efficacy, increased production costs and environmental pollution, and impacting rice yield and biodiversity.
Using 2-piperidinecarboxylic acid as the herbicidal active substance, experiments were conducted at different concentrations and application times to verify its ability to inhibit barnyardgrass seed germination and growth, thus developing an inhibitory product suitable for paddy fields.
It effectively inhibits barnyard grass seed germination and growth, reduces barnyard grass resistance, reduces herbicide usage, ensures food security and agricultural economic benefits, and has no significant phytotoxicity to rice seedlings.
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Abstract
Description
TECHNICAL FIELD
[0001] The application relates to the technical field of herbicidal active substances, in particular to application of 2-piperidinecarboxylic acid in inhibiting seed germination and growth of barnyard grass. BACKGROUND
[0002] Rice is the first grain crop in China, and 65% of the population in China takes rice as staple food. The growth and development of rice are seriously affected by weeds in rice fields, and the loss caused by weeds is about 50% of the total loss of rice yield every year. Barnyard grass is one of the most harmful weeds in rice fields, and at present, the management of barnyard grass mainly depends on chemical herbicides. However, the long-term repeated use of herbicides will lead to the directional selection of resistant weeds through gene mutation or epigenetic changes (such as metabolic enhancement and target site change). When weeds develop resistance to a certain herbicide, the control effect of the herbicide will be significantly reduced, and the phenomenon of weeds being difficult to kill and control will occur, which directly reduces the yield of crops. Farmers need to increase the amount of herbicide or manual weeding, which leads to the increase of production cost, and excessive use of herbicides pollutes the soil and water sources and destroys the biodiversity. In recent years, the problem of barnyard grass resistance has become increasingly serious, and has become a key factor affecting rice production. The development of new herbicides can delay the evolution of barnyard grass resistance, improve the efficiency of weed control, reduce the amount of herbicide and environmental residues, and is conducive to ensuring food security and agricultural economic benefits.
[0003] 2-piperidinecarboxylic acid is a naturally occurring non-protein amino acid, which is a metabolic product of lysine. The main use of 2-piperidinecarboxylic acid is as an intermediate for synthesizing antibiotics and other drugs. 2-piperidinecarboxylic acid has low acute toxicity to the human body, and no literature material and related reports about the prevention and control of barnyard grass have been found. SUMMARY
[0004] In order to solve the above problems, the application provides application of 2-piperidinecarboxylic acid in inhibiting seed germination and growth of barnyard grass. 2-piperidinecarboxylic acid can efficiently inhibit seed germination and growth of barnyard grass, and prevent and control barnyard grass in rice fields.
[0005] In order to achieve the above purpose, the application provides the following technical scheme.
[0006] The application provides application of 2-piperidinecarboxylic acid in inhibiting seed germination and growth of barnyard grass.
[0007] Preferably, the chemical formula of 2-piperidinecarboxylic acid is C6H 11 NO2, and the structural formula is as follows:
[0008]
[0009] Preferably, the growth includes bud length, root length, plant height and plant fresh weight.
[0010] Preferably, the use concentration of 2-piperidinecarboxylic acid is 10-1000 mg / L.
[0011] Preferably, the concentration of 2-piperidinecarboxylic acid used is 20-500 mg / L.
[0012] Preferably, the concentration of 2-piperidinecarboxylic acid used is 50-200 mg / L.
[0013] Preferably, the 2-piperidinecarboxylic acid is used for 0-8 days after the growth of barnyard grass.
[0014] Preferably, the 2-piperidinecarboxylic acid is used for 2-6 days after the growth of barnyard grass.
[0015] Preferably, the 2-piperidinecarboxylic acid inhibits the seed germination and growth of barnyard grass in a rice field.
[0016] The present application also provides a product for inhibiting the seed germination and growth of barnyard grass in a rice field, wherein the concentration of 2-piperidinecarboxylic acid in the product is 10-1000 mg / L.
[0017] The present application has the following advantages:
[0018] The present application studies the effect of 2-piperidinecarboxylic acid on the seed germination and growth of barnyard grass in a culture dish, and verifies the inhibitory effect of 2-piperidinecarboxylic acid on the seed germination and growth of barnyard grass and its safety to rice seedlings through a pot experiment simulating a transplanted rice field environment.
[0019] In the culture dish experiment, the effect of 2-piperidinecarboxylic acid on the seed germination of barnyard grass is explored by germination rate determination, and the effect of 2-piperidinecarboxylic acid on the growth of barnyard grass is explored by taking the length of seedling sprouts and root length after the germination of barnyard grass as indexes. The experimental results show that 2-piperidinecarboxylic acid has an inhibitory effect on the seed germination and growth of barnyard grass, and the inhibitory effect of 2-piperidinecarboxylic acid on the seed germination and growth of barnyard grass increases with the increase of concentration. When the concentration of 2-piperidinecarboxylic acid is 100, 200, 500 and 1000 mg / L, the inhibition rates on the seed germination of barnyard grass are 97.91%, 95.12%, 100% and 100% respectively; the inhibition rates on the length of seedling sprouts of barnyard grass are 85.17%, 91.63%, 97.13% and 100% respectively; and the inhibition rates on the length of roots of barnyard grass are 93.09%, 96.01%, 100% and 100% respectively.
[0020] In the pot experiment, the environment of transplanted rice field was simulated to verify the inhibitory effect of 2-piperidinecarboxylic acid on the seed germination and growth of Echinochloa crus-galli. The effect of 2-piperidinecarboxylic acid on the seed germination of Echinochloa crus-galli was determined by counting the number of surviving plants, and the plant control effect of 2-piperidinecarboxylic acid on Echinochloa crus-galli was counted. The effects of 2-piperidinecarboxylic acid on the growth of Echinochloa crus-galli were investigated by taking plant height and fresh weight as indexes. The results show that 2-piperidinecarboxylic acid shows inhibitory effect on the seed germination and growth of Echinochloa crus-galli, and the inhibitory effect increases with the increase of the concentration of 2-piperidinecarboxylic acid. When the concentration of 2-piperidinecarboxylic acid is 100, 200, 500 and 1000 mg / L, the inhibition rates of 2-piperidinecarboxylic acid on the seed germination of Echinochloa crus-galli are 81.22%, 88.15%, 94.27% and 98.87% respectively, the inhibition rates of 2-piperidinecarboxylic acid on the plant height of Echinochloa crus-galli are 81.26%, 83.51%, 89.71% and 94.73% respectively, and the inhibition rates of 2-piperidinecarboxylic acid on the above-ground fresh weight of Echinochloa crus-galli are 75.66%, 79.03%, 86.34% and 92.17% respectively.
[0021] In the pot experiment, the environment of transplanted rice field was simulated, and 2-piperidinecarboxylic acid solution with concentrations of 100 and 500 mg / L was applied at different time periods after Echinochloa crus-galli was sown to verify the effect of 2-piperidinecarboxylic acid with different application times on the growth of Echinochloa crus-galli, and the plant control effect of 2-piperidinecarboxylic acid on Echinochloa crus-galli was calculated. The results show that after 20 days of spraying 2-piperidinecarboxylic acid solution with a concentration of 100 mg / L at 0, 2, 4, 6 and 8 days, the plant control effect of 2-piperidinecarboxylic acid on Echinochloa crus-galli is 85.10%, 86.42%, 82.47%, 78.41% and 56.23% respectively; after 20 days of spraying 2-piperidinecarboxylic acid solution with a concentration of 500 mg / L at 0, 2, 4, 6 and 8 days, the plant control effect of 2-piperidinecarboxylic acid on Echinochloa crus-galli is 94.80%, 96.36%, 89.93%, 83.81% and 70.30% respectively.
[0022] In the pot experiment, the environment of transplanted rice field was simulated, and the safety of 2-piperidinecarboxylic acid on rice transplanted seedlings was verified by measuring the plant height and above-ground fresh weight of rice seedlings. The results show that when the concentration of 2-piperidinecarboxylic acid is 100, 200, 500, 1000 and 2000 mg / L, the inhibition rates of 2-piperidinecarboxylic acid on the plant height of rice are 3.43%, -2.88%, 4.45%, 5.86% and 5.31% respectively, and the inhibition rates of 2-piperidinecarboxylic acid on the above-ground fresh weight of rice are -2.56%, 2.57%, 5.37%, 7.38% and 7.72% respectively.
[0023] In summary, the results show that 2-piperidinecarboxylic acid provided by the application can be effectively applied to inhibit the seed germination and growth of Echinochloa crus-galli, and can be applied to prepare products for inhibiting the seed germination and growth of Echinochloa crus-galli. It is safe for the growth of rice transplanted seedlings and does not produce obvious phytotoxicity. DETAILED DESCRIPTION
[0024] The present application provides the use of 2-piperidinecarboxylic acid in inhibiting the seed germination and growth of barnyard grass.
[0025] In the present application, the chemical formula of the 2-piperidinecarboxylic acid is C6H 11 NO2, and the structural formula is as follows:
[0026]
[0027] In the present application, the growth preferably includes the bud length, root length, plant height and plant fresh weight. In the present application, the use concentration of the 2-piperidinecarboxylic acid is preferably 10-1000 mg / L. In the present application, the use concentration of the 2-piperidinecarboxylic acid is preferably 20-500 mg / L. In the present application, the use concentration of the 2-piperidinecarboxylic acid is preferably 50-200 mg / L. In the present application, the use time of the 2-piperidinecarboxylic acid is preferably 0-8 days of the growth of barnyard grass. In the present application, the use time of the 2-piperidinecarboxylic acid is preferably 2-6 days of the growth of barnyard grass. In the present application, the 2-piperidinecarboxylic acid preferably inhibits the seed germination and growth of barnyard grass in the rice field.
[0028] The present application also provides a product for inhibiting the seed germination and growth of barnyard grass in the rice field, and the concentration of the 2-piperidinecarboxylic acid in the product is preferably 10-1000 mg / L. In the present application, the 2-piperidinecarboxylic acid is the only active ingredient in the product. The present application does not have special limitation on the dosage form of the product, which can be granules, powder, wettable powder, soluble powder, water suspension, water dispersible granules, emulsion, microemulsion, emulsifiable concentrate, water agent or tablet.
[0029] In order to further illustrate the present application, the present application is described in detail below in combination with examples, but they should not be understood as limiting the protection scope of the present application.
[0030] Example 1
[0031] Dish experiment for determining the effect of 2-piperidinecarboxylic acid on the seed germination and growth of barnyard grass
[0032] (1) Barnyard grass seed dormancy breaking and disinfection: the full seeds of the same population of barnyard grass were treated with concentrated sulfuric acid for 4-5 minutes to corrode the seed coat of barnyard grass, and then washed with clean water, and then soaked in 3% sodium hypochlorite and 75% ethanol for 1-2 minutes for disinfection. After disinfection, the seeds were washed with clean water and the surface water was absorbed with filter paper.
[0033] After the treatment, the germination rate of the barnyard grass seeds was higher than 80%.
[0034] (2) 2-piperidinecarboxylic acid solution preparation: 2-piperidinecarboxylic acid was dissolved in a small amount of absolute ethanol, and pure water was added to prepare 2-piperidinecarboxylic acid solutions with concentrations of 0, 10, 20, 50, 100, 200, 500, and 1000 mg / L.
[0035] (3) Petri dish experiment: 3 layers of filter paper were placed in a 9 cm diameter glass Petri dish, 5 mL of 2-piperidinecarboxylic acid solution of different concentrations was added, 20 seeds of fully filled E. crus-galli seeds that had been dormancy broken and disinfected were placed in each Petri dish, and the Petri dish was placed in a light incubator with conditions of 30°C / 26°C, 12h / 12h for 7 days and water was replenished daily. The germination rate of E. crus-galli seeds and the length of seedling shoots and roots were measured. Each test was set up in triplicate.
[0036] (4) Results:
[0037] 4. Effect of 2-piperidinecarboxylic acid on the germination of E. crus-galli seeds:
[0038] Table 12 - Effect of 2-piperidinecarboxylic acid on the germination of E. crus-galli seeds
[0039] Treatment Germination rate (%) Inhibition rate (%) 0 mg / L 87.34±5.34a 0 10 mg / L 85.73±6.28a 1.84 20 mg / L 64.75±4.18b 25.86 50 mg / L 34.45±2.95c 60.59 100 mg / L 10.56±1.43d 87.91 200 mg / L 4.26±0.61e 95.12 500 mg / L 0±0f 100 1000 mg / L 0±0f 100
[0040] 4. Effect of 2-piperidinecarboxylic acid on the length of E. crus-galli shoots:
[0041] Table 22 - Effect of 2-piperidinecarboxylic acid on the length of E. crus-galli shoots
[0042] Treatment Radicle length (cm) Inhibition rate (%) 0 mg / L 4.18±0.27a 0 10 mg / L 3.72±0.19a 11.00 20 mg / L 2.53±0.08b 39.47 50 mg / L 1.34±0.07c 67.94 100 mg / L 0.62±0.04d 85.17 200 mg / L 0.35±0.02e 91.63 500 mg / L 0.12±0.01f 97.13 1000 mg / L 0g 100
[0043] 4. Effect of 2-piperidinecarboxylic acid on the length of E. crus-galli roots:
[0044] Table 32 - Effect of 2-piperidinecarboxylic acid on the length of E. crus-galli roots
[0045] Treatment Root length (cm) Inhibition rate (%) 0 mg / L 3.76±0.21a 0 10 mg / L 1.37±0.14b 63.56 20 mg / L 0.86±0.08c 77.13 50 mg / L 0.48±0.14d 87.23 100 mg / L 0.26±0.04e 93.09 200 mg / L 0.15±0.02f 96.01 500 mg / L 0±0g 100 1000 mg / L 0±0g 100
[0046] Different letters indicate significant differences compared with 0 mg / L, P < 0.05.
[0047] Example 2
[0048] Pot experiment to determine the effect of 2-piperidinecarboxylic acid on the germination and growth of E. crus-galli seeds
[0049] (1) Breaking dormancy and disinfecting E. crus-galli seeds: fully filled seeds from the same population were selected, treated with concentrated sulfuric acid for 4-5 minutes to corrode the E. crus-galli seed coat, then rinsed with clean water, and then soaked in 3% sodium hypochlorite and 75% ethanol for 1-2 minutes for disinfection. After disinfection, the seeds were rinsed with clean water and the surface water was absorbed with filter paper.
[0050] After treatment, the germination rate of E. crus-galli seeds was greater than 80%.
[0051] (2) Preparation of 2-piperidinecarboxylic acid solution: Dissolve 2-piperidinecarboxylic acid in a small amount of anhydrous ethanol and add pure water to prepare 2-piperidinecarboxylic acid solutions with concentrations of 0, 10, 20, 50, 100, 200, 500 and 1000 mg / L.
[0052] (3) Sowing and Cultivation of Barnyard Grass Seeds: Fill round plastic pots (17cm in diameter, 10cm in height) with dried and sieved paddy field soil, leveling it to a height of about 6cm. Evenly sow 100 plump, dormancy-breaking, and sterilized barnyard grass seeds in each pot. After sowing, cover the seeds with a 0.5cm layer of soil. Water the pots until the soil is submerged, taking care not to wash away the seeds and soil. Place the potted barnyard grass incubators with a 30℃ / 26℃, 12h / 12h light incubator.
[0053] (4) Spray each pot of barnyard grass with 20 mL of 2-piperidinecarboxylic acid solution of different concentrations. After 10 days, measure the germination rate of barnyard grass seeds, seedling height, and above-ground fresh weight of different treatments, and calculate the plant control efficacy of 2-piperidinecarboxylic acid against barnyard grass. During the experiment, water was added every two days with a spray bottle to maintain barnyard grass growth. Each group of experiments was set up with 3 replicates.
[0054] (5) Results:
[0055] Effects of 5,12-piperidinic acid on barnyard grass seed germination:
[0056] Table 42 - Effects of piperidine carboxylic acid on barnyard grass seed germination
[0057] Treatment Germination rate (%) Plant control efficiency (%) 0 mg / L 81.61±3.21a 0 10 mg / L 80.39±2.60a 1.49 20 mg / L 59.67±5.48b 26.88 50 mg / L 34.33±2.81c 57.93 100 mg / L 15.33±1.58d 81.22 200 mg / L 9.67±0.46e 88.15 500 mg / L 4.68±0.26f 94.27 1000 mg / L 0.92±0.07g 98.87
[0058] 5.2 Effect on barnyard grass plant height:
[0059] Table 5 Effects on barnyard grass plant height
[0060] Treatment Plant height (cm) Inhibition rate (%) 0 mg / L 11.95±0.63a 0 10 mg / L 10.36 ± 0.49ab 13.31 20 mg / L 9.05±0.64b 24.27 50 mg / L 4.30±0.25c 64.02 100 mg / L 2.24±0.17d 81.26 200 mg / L 1.97±0.14d 83.51 500 mg / L 1.23±0.08e 89.71 1000 mg / L 0.63±0.05f 94.73
[0061] 5.3 Effect on the fresh weight of the aboveground portion of barnyard grass:
[0062] Table 6 shows the effect on the fresh weight of the aboveground parts of barnyard grass.
[0063] Treatment Plant fresh weight (mg) Inhibition rate (%) 0 mg / L 15.45±1.05a 0 10 mg / L 13.60 ± 1.92ab 11.97 20 mg / L 12.32±0.71b 20.26 50 mg / L 6.78±0.40c 56.12 100 mg / L 3.76±0.31d 75.66 200 mg / L 3.24±0.15d 79.03 500 mg / L 2.11±0.09e 86.34 1000 mg / L 1.21±0.02f 92.17
[0064] Different letters indicate significant differences compared to 0 mg / L (P < 0.05).
[0065] Example 3
[0066] Pot experiments were conducted to determine the effects of different application times of 2-piperidinecarboxylic acid on the growth of barnyard grass seedlings.
[0067] (1) Seed dormancy breaking and sterilization: The seeds of the same population of E. crus-galli were selected for full grains. The seed coat was corroded by treating the seeds with concentrated sulfuric acid for 4-5 minutes, and then rinsing with clean water. The seeds were then immersed in 3% sodium hypochlorite and 75% ethanol for 1-2 minutes for sterilization. After sterilization, the seeds were rinsed with clean water and the surface water was absorbed with filter paper.
[0068] After treatment, the germination rate of the E. crus-galli seeds was higher than 80%.
[0069] (2) Preparation of 2-piperidinecarboxylic acid solution: A small amount of anhydrous ethanol was used to dissolve 2-piperidinecarboxylic acid, and pure water was added to prepare 2-piperidinecarboxylic acid solutions with concentrations of 100 and 500 mg / L.
[0070] (3) E. crus-galli seed sowing and culture: Dry and sieved paddy field soil was placed in a circular plastic pot with a diameter of 17 cm and a height of 10 cm, and leveled to a height of about 6 cm. 100 full-grain E. crus-galli seeds that had been broken and sterilized were evenly sown in each pot, and a layer of soil about 0.5 cm thick was placed on the surface of the seeds to cover them. The pots were watered to immerse the soil, and care was taken not to disturb the seeds and soil during watering. The sown E. crus-galli pots were placed in a light incubator with conditions of 30°C / 26°C, 12h / 12h.
[0071] (4) 2-piperidinecarboxylic acid solutions with concentrations of 100 and 500 mg / L were sprayed on the E. crus-galli at 0, 2, 4, 6, and 8 days after growth. After 20 days, the survival rate of E. crus-galli seedlings was measured and the plant control effect of 2-piperidinecarboxylic acid on E. crus-galli was calculated. Water was supplemented every two days during the experiment to maintain E. crus-galli growth. Each test group was set up in triplicate, with no 2-piperidinecarboxylic acid application as the control group (CK).
[0072] (5) Results:
[0073] 5.1 Plant control effect of 2-piperidinecarboxylic acid on E. crus-galli at different application times:
[0074] Table 7 Plant control effect of 2-piperidinecarboxylic acid on E. crus-galli at different application times
[0075]
[0076] Different letters indicate significant differences compared to CK (no 2-piperidinecarboxylic acid application) P<0.05.
[0077] Example 4
[0078] Pot experiment to verify the safety of 2-piperidinecarboxylic acid on rice seedlings
[0079] (1) 2-piperidinecarboxylic acid solution preparation: 2-piperidinecarboxylic acid was dissolved in a small amount of absolute ethanol, and pure water was added to prepare 2-piperidinecarboxylic acid solutions with concentrations of 0, 100, 200, 500, 1000, and 2000 mg / L.
[0080] (2) Rice seedling preparation and transplanting: The rice variety was conventional rice Huanghuazhan, and rice seedlings were transplanted after 20 days of growth. The sieved and air-dried rice field soil was placed in a round plastic pot with a diameter of 17 cm and a height of 10 cm, and was leveled to a height of about 6 cm. Five rice seedlings with consistent growth were manually transplanted in each pot. Water was poured in the pot to immerse the soil by 2 cm. The transplanted rice pots were placed in a light incubator with conditions of 30°C / 26°C, 12h / 12h.
[0081] (3) 20 mL of 2-piperidinecarboxylic acid solution with different concentrations was sprayed in each pot of rice. After 10 days, the plant height and aboveground fresh weight of the rice were measured. Water was supplemented every two days during the experiment to maintain the growth of the rice. Each group of experiments was set up in triplicate.
[0082] (4) Results:
[0083] 5.2 Effect on rice plant height:
[0084] Table 8 Effect on rice plant height
[0085] Treatment Plant height (cm) Inhibition rate (%) 0 mg / L 32.61±2.31a 0 100 mg / L 31.49±2.41a 3.43 200 mg / L 33.55±2.52a -2.88 500 mg / L 31.16±1.78e 4.45 1000 mg / L 30.70±1.95a 5.86 2000 mg / L 30.88±2.35a 5.31
[0086] Different letters indicate significant differences compared with 0 mg / L, P<0.05.
[0087] 5.3 Effect on rice aboveground fresh weight:
[0088] Table 9 Effect on rice aboveground fresh weight
[0089] Treatment Plant fresh weight (mg) Inhibition rate (%) 0 mg / L 157.83±12.14a 0 100 mg / L 162.04±14.34a -2.65 200 mg / L 153.77±17.77a 2.57 500 mg / L 149.36±18.10a 5.37 1000 mg / L 146.19±11.05a 7.38 2000 mg / L 145.64±15.72a 7.72
[0090] Different letters indicate significant differences compared with 0 mg / L, P<0.05
[0091] Although the above embodiment makes a detailed description of the present application, it is only a part of the embodiments of the present application, not all the embodiments, and other embodiments can be obtained according to the present embodiment without creativity, which are within the protection scope of the present application.
Claims
1. Use of 2-piperidinecarboxylic acid in inhibiting seed germination and growth of barnyard grass.
2. Use according to claim 1, characterized in that, The 2-piperidinecarboxylic acid has the chemical formula C6H 11 NO2, and the structure is as follows:
3. Use according to claim 1, characterized in that, The growth includes bud length, root length, plant height and plant fresh weight.
4. Use according to claim 1, characterized in that, The use concentration of the 2-piperidinecarboxylic acid is 10-1000 mg / L.
5. The use according to claim 1, characterized in that, The use concentration of the 2-piperidinecarboxylic acid is 20-500 mg / L.
6. Use according to claim 1, characterized in that, The use concentration of the 2-piperidinecarboxylic acid is 50-200 mg / L.
7. Use according to claim 1, characterized in that, The use time of the 2-piperidinecarboxylic acid is 0-8 days of the growth of barnyard grass.
8. The use according to claim 1, characterized in that, The use time of the 2-piperidinecarboxylic acid is 2-6 days of the growth of barnyard grass.
9. The use according to claim 1, characterized in that, The 2-piperidinecarboxylic acid inhibits seed germination and growth of barnyard grass in paddy field.
10. A product for inhibiting the germination and growth of barnyard grass seeds in a paddy field, characterized by, The concentration of 2-piperidinecarboxylic acid in the product is 10-1000 mg / L.