CN1899041A - Carbaminate herbicide - Google Patents
Carbaminate herbicide Download PDFInfo
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- CN1899041A CN1899041A CN 200610098939 CN200610098939A CN1899041A CN 1899041 A CN1899041 A CN 1899041A CN 200610098939 CN200610098939 CN 200610098939 CN 200610098939 A CN200610098939 A CN 200610098939A CN 1899041 A CN1899041 A CN 1899041A
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- mcri
- herbicide
- present
- sulphur grass
- activity
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Links
- 239000004009 herbicide Substances 0.000 title abstract description 13
- 230000002363 herbicidal effect Effects 0.000 title abstract description 12
- CWJSHJJYOPWUGX-UHFFFAOYSA-N chlorpropham Chemical compound CC(C)OC(=O)NC1=CC=CC(Cl)=C1 CWJSHJJYOPWUGX-UHFFFAOYSA-N 0.000 claims description 8
- 241000196324 Embryophyta Species 0.000 abstract description 16
- 240000006995 Abutilon theophrasti Species 0.000 abstract description 11
- 150000001875 compounds Chemical class 0.000 abstract description 5
- -1 asulam compound Chemical class 0.000 abstract description 3
- 238000005516 engineering process Methods 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 2
- 244000269722 Thea sinensis Species 0.000 abstract 1
- 235000005545 Veronica americana Nutrition 0.000 abstract 1
- 240000005592 Veronica officinalis Species 0.000 abstract 1
- VGPYEHKOIGNJKV-UHFFFAOYSA-N asulam Chemical compound COC(=O)NS(=O)(=O)C1=CC=C(N)C=C1 VGPYEHKOIGNJKV-UHFFFAOYSA-N 0.000 abstract 1
- 239000002420 orchard Substances 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- 239000002023 wood Substances 0.000 abstract 1
- 244000025254 Cannabis sativa Species 0.000 description 26
- 230000000694 effects Effects 0.000 description 16
- 241000208041 Veronica Species 0.000 description 13
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 12
- 239000005864 Sulphur Substances 0.000 description 12
- 238000012360 testing method Methods 0.000 description 12
- 238000009333 weeding Methods 0.000 description 11
- 244000264242 Descurainia sophia Species 0.000 description 10
- 240000004296 Lolium perenne Species 0.000 description 10
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 235000007320 Avena fatua Nutrition 0.000 description 7
- 235000004535 Avena sterilis Nutrition 0.000 description 7
- 238000012545 processing Methods 0.000 description 7
- 241001647031 Avena sterilis Species 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 6
- 235000017680 Descurainia sophia Nutrition 0.000 description 5
- 241000209510 Liliopsida Species 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
- 240000000011 Artemisia annua Species 0.000 description 4
- 235000001405 Artemisia annua Nutrition 0.000 description 4
- 240000006122 Chenopodium album Species 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- 240000001579 Cirsium arvense Species 0.000 description 4
- 235000005918 Cirsium arvense Nutrition 0.000 description 4
- 241000218228 Humulus Species 0.000 description 4
- RWDNGVFIGXURTO-UHFFFAOYSA-N O=COCNS(=O)(=O)C1=CC=CC=C1 Chemical compound O=COCNS(=O)(=O)C1=CC=CC=C1 RWDNGVFIGXURTO-UHFFFAOYSA-N 0.000 description 4
- 239000003905 agrochemical Substances 0.000 description 4
- 239000003814 drug Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 4
- 241000209202 Bromus secalinus Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 239000003795 chemical substances by application Substances 0.000 description 3
- 230000000857 drug effect Effects 0.000 description 3
- 244000037666 field crops Species 0.000 description 3
- 238000009413 insulation Methods 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000575 pesticide Substances 0.000 description 3
- YZHUMGUJCQRKBT-UHFFFAOYSA-M sodium chlorate Chemical compound [Na+].[O-]Cl(=O)=O YZHUMGUJCQRKBT-UHFFFAOYSA-M 0.000 description 3
- 238000005160 1H NMR spectroscopy Methods 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000009344 Chenopodium album Nutrition 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 238000004458 analytical method Methods 0.000 description 2
- GTCAXTIRRLKXRU-UHFFFAOYSA-N carbamic acid methyl ester Natural products COC(N)=O GTCAXTIRRLKXRU-UHFFFAOYSA-N 0.000 description 2
- 238000012136 culture method Methods 0.000 description 2
- 230000006837 decompression Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000002329 infrared spectrum Methods 0.000 description 2
- 150000002611 lead compounds Chemical class 0.000 description 2
- 238000013507 mapping Methods 0.000 description 2
- 238000005457 optimization Methods 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 230000003449 preventive effect Effects 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000008569 process Effects 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000004611 spectroscopical analysis Methods 0.000 description 2
- 238000005507 spraying Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- 241000270955 Achnatherum calamagrostis Species 0.000 description 1
- 241000209764 Avena fatua Species 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005574 MCPA Substances 0.000 description 1
- WHKUVVPPKQRRBV-UHFFFAOYSA-N Trasan Chemical compound CC1=CC(Cl)=CC=C1OCC(O)=O WHKUVVPPKQRRBV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000006229 amino acid addition Effects 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- 230000004071 biological effect Effects 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000006378 damage Effects 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 231100000086 high toxicity Toxicity 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 238000012856 packing Methods 0.000 description 1
- 230000029553 photosynthesis Effects 0.000 description 1
- 238000010672 photosynthesis Methods 0.000 description 1
- 230000035479 physiological effects, processes and functions Effects 0.000 description 1
- 230000005080 plant death Effects 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
- 238000007873 sieving Methods 0.000 description 1
- 235000014347 soups Nutrition 0.000 description 1
- 238000009331 sowing Methods 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Landscapes
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
The present invention is carbaminate herbicide, and belongs to the field of farm chemical technology. In order to raise the herbicidal effect and activity of asulam herbicide, the present invention alters and optimizes the structure of asulam compound as precursor compound to obtain the new herbicide. The present invention is used main for farm field, orchard, tea garden, wood land, etc to prevent and kill most of monocotylous and dicotylous weeds, such as fixweed, Indian mallow, speedwell, etc.
Description
Technical field
The present invention is a chloropropham, belongs to agricultural chemicals, is mainly used in to weed a garden.
Background technology
The development of agricultural chemicals, develop towards efficient, safety, economy, non-harmful direction, some high toxicities, high residue, the agricultural chemicals of severe environmental pollution is eliminated in succession, and the pesticide new variety of environmentally friendly, super-high-efficient, high selectivity, low price is subjected to people's favor.The outstanding feature of world's pesticide developing is to emphasize the highly active while at present, more pays attention to safety, guarantees non-target organism, the mankind and environmentAL safety, and the trend that has safety first, activity to take second place, and the exploitation of weed killer herbicide is no exception.Herbicide action mechanism mainly is to suppress and the normal physiology course of blocking-up plant, causes the primary biophysics and the biological chemistry action of weeds death.Promptly mainly be some crucial biophysics and biological chemistry action in inhibition or the interference growing process, cause the destruction and the termination of process of growth, make plant death.The key effect that is suppressed generally is photosynthesis, respiration, biochemistry is synthetic and plant growing.
China is imitated from agricultural chemicals, progressively go on the initiative of novel pesticide, but the initiative work of China's weed killer herbicide only is the starting stage.From the weed killer herbicide of having developed, as lead compound, carry out structural change, thereby develop the new varieties that chemical constitution is different from former compound, reach and improve active and the expansion scope of application.
U.S. Pat 3823008 and US 3121042 have reported the spirit of a kind of chloropropham sulphur grass, to be nineteen sixty-eight developed and through the development in 10 years, the spirit of sulphur grass was widely used in American-European countries such as Canada, the U.S. and Britain by May and Baker company (now being Sanofi-Aventis) for it.But after the eighties, along with the arrival in highy potent herbicide epoch, sulphur grass miraculous cure effect is outstanding, activity is low, consumption is big, has influence on extensive use.
Summary of the invention
Purpose of the present invention overcomes disadvantages of background technology exactly, designs that a kind of drug effect is outstanding, active height and the little chloropropham of consumption.
Design of the present invention: select for use the spirit of sulphur grass as lead compound; sulphur grass etherealize laminate structures is optimized initiative; at first active from improving; the amino acylation reaction of sulphur grass etherealize compound is generated acetamide; electron conjugated by nitrogen on the amino of acidylate and carbonyl, form second activated centre.Connect the chlorobenzene ether that root, stem, leaf absorption conduction enhancing and drug effect are improved in addition on the alkyl of acetamide, it becomes the mapping structure with original methyl ether, and the effect of chlorobenzene ether is far longer than the effect of methyl ether.The sulphur grass spirit of process optimization, except amino acidylate improved activity and chlorobenzene ether raising drug effect, the enantiomer-specific structure after the optimization was the center mapping, and the effect of Synergistic is arranged.
The present invention is a kind of chloropropham, and its characteristics are that structural formula is:
Wherein R is CI or CH
3
The preferred chloropropham of the present invention, its characteristics are that structural formula is:
Advantage of the present invention:
1, activity of weeding of the present invention is significantly higher than the activity of weeding of sulphur grass spirit.The present invention is under 20ppm and 100ppm concentration, and to broadleaf weed descurainia sophia (l.) webb ex prantl, piemarker, Veronica, the inhibiting rate of monocotyledon weed perennial ryegrass, wild oat root and height of seedling all is higher than the clever inhibiting rate to weeds root and height of seedling of sulphur grass under the same concentrations.
2, using dosage of the present invention is less than the using dosage of sulphur grass spirit.The present invention is under the 133 gram/mus at using dosage, and broadleaf weed descurainia sophia (l.) webb ex prantl, piemarker, Veronica and the monocotyledon weed perennial ryegrass of 2-3 leaf phase, the control efficiency of wild oat are reached more than 90%.
3, the present invention can be used as the broad-spectrum herbicide use.The present invention can effectively prevent and kill off most of single, double cotyledon weeds such as descurainia sophia (l.) webb ex prantl, piemarker, Veronica, perennial ryegrass, wild oat, lamb's-quarters, humulus grass, field thistle, artemisia annua.
Embodiment:
Embodiment 1 4-(2-methyl-4-chloro-benzene oxygen acetylamino) benzenesulfonamido-methyl formate is synthetic
1.1 the present invention implements with reference to following synthetic route
In the there-necked flask of 1000ml, add the 500ml carbon tetrachloride, add 2-methyl-4-chloro-phenoxy acetic acid 80.0g (0.4 mole), heat to 40 ± 2 ℃, then Dropwise 5 3.6g (0.45 mole) thionyl chloride, be warming up to 60 ± 2 ℃ after dripping off, react after 4 hours; Add sulfanilyl radical methyl carbamate 92.0g (0.4 mole), 75 ± 2 ℃ of insulation reaction 4 hours; Carbon tetrachloride is removed in decompression, adds 150ml methyl alcohol then, at room temperature stirs and separates out white solid in 10～30 minutes, and filtration, drying obtain 143g 4-(2-methyl-4-chloro-benzene oxygen acetylamino) benzenesulfonamido-methyl formate.
1.2 structure is identified
Fusing point:
184～186℃
Elementary analysis:
Measured value C%49.50 H%4.16 N%6.83
Theoretical value C%49.46 H%4.15 N%6.79
Infrared spectrum:
IR(cm
-1)：3393(ArN-H)，3190(SO
2N-H)，1746(C＝O，C-CONH-Ar)，1688(C＝O，CO
2)，1359，1165(SO
2)。
Magnetic resonance spectroscopy:
1H-NMR(δppm)：2.242(3H，j)，3.566(3H，i)，4.802(2H，d)，6.889(1H，c)，7.184(1H，b)，7.202(1H，a)，7.811～7.877(4H，f，g)，10.572(1H，e)，11.999(1H，h)。
Embodiment 24-(2,4 dichloro benzene oxygen acetylamino) benzenesulfonamido-methyl formate is synthetic
2.1 the present invention implements with reference to following synthetic route:
In the there-necked flask of 1000ml, add the 500ml chloroform, add 2,4-dichlorphenoxyacetic acid 121.6g (0.55 mole), heat to 60 ± 2 ℃, drip 60.0ml (0.55 mole) thionyl chloride, drip off back insulation reaction 1 hour, add sulfanilyl radical methyl carbamate 126.2g (0.5 mole) then and be warmed up to 60 ± 2 ℃, insulation reaction is after 3 hours; Chloroform is removed in decompression, adds the 150ml absolute ethyl alcohol, at room temperature stirs and separates out white solid in 10～30 minutes, filters, and drying obtains 182g 4-(2,4 dichloro benzene oxygen acetylamino) benzenesulfonamido-methyl formate.
2.2 structure is identified
Fusing point: 188 ℃～190 ℃
Elementary analysis:
Measured value C%42.93 H%3.21 N%6.47
Theoretical value C%44.25 H%3.48 N%6.45
Infrared spectrum:
IR(cm-1)：3377(ArN-H)，3227(SO
2N-H)，1744(C＝O，C-CONH-Ar)，1693(C＝O，CO
2)，1355，1161(SO
2)。
Magnetic resonance spectroscopy:
1H-NMR(δppm)：3.5819(3H，i)，4.9627(2H，d)，7.1500(1H，c)，7.3742(1H，b)，7.5939(1H，a)，7.8858(4H，f，g)，10.7393(1H，e)，12.0375(1H，h)。
Carry out the biological activity determination test with the compound (MCRI-P-1) of embodiment 1 preparation and the compound (MCRI-P-2) of embodiment 2 preparations below.
1, active culture ware method activity of weeding test
With MCRI-P-1, MCRI-P-2 and the agent of sulphur grass Lingshui Spring is 100ppm, 20ppm liquid with the clear water dilution respectively.At diameter is pad one deck filter paper in the culture dish of 90mm, adds the soup after the 5ml dilution, will urge descurainia sophia (l.) webb ex prantl, piemarker, Veronica, perennial ryegrass, each 20 culture dish of putting into variable concentrations respectively of wild oat seed of bud again.Cover ware lid, culture dish is put into 25 ± 2 ℃ natural lighting and cultivated between cultivating by the plumule incline direction 15 ° of angles that tilt.5 repetitions are established in every processing in the test, are contrast with the clear water.After four days, root length, the stem of measuring plant are long, calculate the long percentage that suppresses of root length, stem of the different down examination materials of variable concentrations.Measurement result sees Table 1.
Table 1 active culture ware method activity of weeding measurement result
| Medicament | Concentration (ppm) | Descurainia sophia (l.) webb ex prantl | Piemarker | Veronica | Perennial ryegrass | Wild oat | |||||
| Root is long | Height of seedling | Root is long | Height of seedling | Root is long | Height of seedling | Root is long | Height of seedling | Root is long | Height of seedling | ||
| MCRI-P- 1 | 20 | 72.0 | 59.7 | 97.3 | 61.2 | 78.2 | 73.2 | 86.5 | 38.8 | 76.7 | 41.6 |
| 100 | 72.0 | 67.7 | 100 | 100 | 82.1 | 82.9 | 94.5 | 60.2 | 80.3 | 54.5 | |
| MCRI-P- 2 | 20 | 40.2 | 71.0 | 93.7 | 12.7 | 67.2 | 46.3 | 78.8 | 33.2 | 78.1 | 37.7 |
| 100 | 65.9 | 64.5 | 100 | 94.5 | 83.2 | 85.4 | 88.0 | 60.2 | 80.1 | 52.9 | |
| The spirit of sulphur grass | 20 | 8.5 | -9.7 | 35.6 | 20.3 | 40.8 | 34.1 | 57.3 | 17.8 | 40.7 | 24.9 |
| 100 | 0.0 | -9.7 | 80.1 | 73.4 | 57.3 | 31.7 | 66.5 | 36.6 | 44.3 | 21.8 | |
| Clear water (cm) | 0.82 | 0.62 | 5.52 | 3.95 | 2.62 | 0.82 | 7.49 | 7.92 | 5.58 | 7.67 | |
Find out from table 1 activity of weeding measurement result, under 20ppm and 100ppm concentration, MCRI-P-1 of the present invention and MCRI-P-2 are to broadleaf weed descurainia sophia (l.) webb ex prantl, piemarker, Veronica, and the inhibiting rate of monocotyledon weed perennial ryegrass, wild oat root and height of seedling all is higher than the clever inhibiting rate to weeds root and height of seedling of sulphur grass under the same concentrations.
Under same concentrations, MCRI-P-1 and MCRI-P-2 are significantly higher than the spirit of sulphur grass to the root of broadleaf weed descurainia sophia (l.) webb ex prantl, piemarker, Veronica and monocotyledon weed perennial ryegrass, wild oat and the inhibiting rate of height of seedling, thereby MCRI-P-1 and MCRI-P-2 are significantly higher than the spirit of sulphur grass to the activity of weeding for the examination weeds.
2, greenhouse pot culture method activity of weeding test
The loam of in the dixie cup of sectional area 3.85 * 10-7m2, packing into and sieving, first water is drenched, and plants 20 descurainia sophia (l.) webb ex prantl of having sprouted, piemarker, Veronica, perennial ryegrass and bromegrass seeds respectively, and the sowing depth crop is 2 centimetres.Treat 2～3 leaf phases of plant, carry out the cauline leaf spraying and handle.The aqua of MCRI-P-1 and MCRI-P-2 is established 66.7 gram/mus and two processing of 133.3 gram/mus respectively, is contrast with sulphur grass Lingshui Spring agent 133.3g gram/mu and clear water, and 25 ± 2 ℃ natural lighting glass room is put in 3 repetitions of every processing, 3 repetitions of every processing.After 20 days, cut the acrial part fresh weight, calculate the fresh weight preventive effect.Result of the test sees Table 2.
The potted plant cauline leaf Processing Test of table 2 result
| The medicament title | Dosage (gram/mu) | Control efficiency (%) | ||||
| Veronica | Piemarker | Descurainia sophia (l.) webb ex prantl | Perennial ryegrass | Bromegrass | ||
| MCRI-P-1 | 66.7 | 73.9 | 45.9 | 82.4 | 48.7 | 55.9 |
| 133.3 | 100.0 | 96.7 | 100.0 | 92.4 | 100.0 | |
| MCRI-P-2 | 66.7 | 56.5 | 37.7 | 70.6 | 39.1 | 39.8 |
| 133.3 | 100.0 | 91.8 | 100.0 | 92.9 | 100.0 | |
| The spirit of sulphur grass | 133.3 | 21.7 | 47.5 | 88.2 | 80.2 | 88.7 |
| Clear water contrast (gram/strain) | 0.23 | 0.61 | 0.17 | 4.35 | 1.86 | |
Find out that from table 2 pot-culture method activity of weeding result of the test under the using dosage of 133 gram/mus, MCRI-P-1 and MCRI-P-2 all are significantly higher than the spirit of sulphur grass to the control efficiency of broadleaf weed descurainia sophia (l.) webb ex prantl, piemarker, Veronica and monocotyledon weed perennial ryegrass, bromegrass.
3, sub-district, land for growing field crops weeding test
In the vacant lot of outdoor selection weeds kind and growing way basically identical as small plot experiment ground, weeds 4-8 leaf phase in the sub-district.MCRI-P-1, MCRI-P-2 and sulphur grass Lingshui Spring agent 500 gram/mus and clear water contrast totally 4 processing are established in test.Handle 1 sub-district for 1, sub-district area 25m2, each district's group randomized arrangement, each is handled and repeats 3 times.Adopt the workers and peasants-16 type knapsack hand sprayer processing cauline leaf of manually spraying, 30 kilograms/mu of water consumptions.Weeded out the rank grass in the 30th day behind the medicine, calculate the fresh weight preventive effect.Result of the test sees Table 3.
Table 3 land for growing field crops sub-district weeding result of the test
| The medicament title | Dosage (gram/mu) | Control efficiency (%) | ||||
| Lamb's-quarters | The humulus grass | Field thistle | Artemisia annua | Veronica | ||
| MCRI-P-1 | 500 | 100.0 | 100.0 | 98.7 | 100.0 | 100.0 |
| MCRI-P-2 | 500 | 100.0 | 100.0 | 89.7 | 85.7 | 50.1 |
| The spirit of sulphur grass | 500 | 87.4 | 78.2 | 31.7 | 12.7 | 0.7 |
Find out that from table 3 land for growing field crops sub-district weeding result of the test under the dosage of 500 gram/mus, MCRI-P-1 reaches 100% to the control efficiency of broadleaf weed lamb's-quarters, humulus grass, artemisia annua and Veronica, the control efficiency of field thistle has also been reached 98.7%; MCRI-P-2 reaches 100% to the control efficiency of broadleaf weed lamb's-quarters, humulus grass, and the control efficiency of field thistle, artemisia annua and Veronica is respectively 89.7%, 85.7% and 50.1%, all is significantly higher than the spirit of sulphur grass.MCRI-P-1 of the present invention and MCRI-P-2 are significantly higher than the spirit of sulphur grass to great majority for the control efficiency of trying weeds.
Claims (2)
1, a kind of chloropropham is characterized in that structural formula is:
Wherein R is CI or CH
3
2,, it is characterized in that structural formula is according to the described chloropropham of claims:
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100989391A CN100411516C (en) | 2006-07-18 | 2006-07-18 | Carbaminate herbicide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB2006100989391A CN100411516C (en) | 2006-07-18 | 2006-07-18 | Carbaminate herbicide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1899041A true CN1899041A (en) | 2007-01-24 |
| CN100411516C CN100411516C (en) | 2008-08-20 |
Family
ID=37655178
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB2006100989391A Expired - Fee Related CN100411516C (en) | 2006-07-18 | 2006-07-18 | Carbaminate herbicide |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN100411516C (en) |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4313847A (en) * | 1978-06-15 | 1982-02-02 | Ici Americas Inc. | Surfactant compositions |
| IT1131750B (en) * | 1980-06-06 | 1986-06-25 | Montedison Spa | STABLE FORMULATIONS OF N- (3,4-DICHLOROFENYL) -N'METOXY-N'-METHYLENE (LINORUN) AND 2,6-DINITOR-N, N-DIPROPYL-4-TRIFLUOR METHYLANILINE (TRIFLURALIN) IN EMULSION |
| GB9827569D0 (en) * | 1998-12-16 | 1999-02-10 | Ciba Geigy Ag | Heat sensitive recording material |
-
2006
- 2006-07-18 CN CNB2006100989391A patent/CN100411516C/en not_active Expired - Fee Related
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| Publication number | Publication date |
|---|---|
| CN100411516C (en) | 2008-08-20 |
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