JPS59190905A - Herbicidal composition - Google Patents

Abstract

PURPOSE:A herbicide for paddy fields that contains a specific carbamate derivative and a pyrazole derivative, thus permitting the control against weeds which are in preemergence to in a certain level of growth with low amount application. CONSTITUTION:The objective herbicidal composition contains a compound of formula I (X is 2-naphthyl, 5-indanyl, phenyl; Y is O, S; Z is lower alkyl; W is phenyl, pyridyl) such as O-2-naphthyl N-methyl-N-(3-methylphenyl)thiocarbamate and a compound of formula II (R1, R2 are H, lower alkyl; A is -SO2-, -CH2CO-) such as 4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-pyrazolyl p-toluenesulfonate at a weight ratio of 1/(0.1-10). A remarkable synergism is deleloped by the combination to show the effect of controlling the barnyard at a high level of growth with high safety to rice plants.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a herbicidal composition, and more specifically, a herbicidal composition with excellent herbicidal effects, characterized by containing a specific carbamate derivative and a specific pyrazole derivative as active ingredients. Regarding.

A large number of herbicides for rice cultivation have already been developed, and there is still strong market demand for improved performance, safety, and reduction of chemical damage.

A characteristic of Amada paddy weeds is that most of them do not occur at the same time and occur over a long period of time, and the growth status of the weeds at the time of herbicide application varies from pre-germination to somewhat advanced growth. There is usually a mixture of these.

The present inventors have conducted intensive research in order to develop a herbicide that can sufficiently control weeds ranging from pre-germination to weeds that have grown to some extent by simply spraying a low dose of the herbicide.

In the course of this research, the present inventors discovered that a particular carbamate derivative has high herbicidal activity, is highly selective in that it does not cause any chemical damage to paddy rice, and has a long residual period. It was found that it has excellent characteristics as a herbicide for paddy fields.

When this particular carbamate derivative is used alone as a herbicide for paddy fields, it is highly effective against weeds such as field weeds, snails, Japanese grasshoppers, and yellow grass at the pre-emergence stage, and is also effective against fireflies and the like. A major feature of this drug is that it has a herbicidal effect on wild grasses, even those that have grown to a certain extent after germination, and that it does not cause any chemical damage to transplanted paddy rice. However, subsequent research has shown that some perennial weeds
It became clear that the herbicidal effect was not sufficient in ~.

On the other hand, when specific pyrazole derivatives are used as herbicides for rice fields, treatment from before to immediately after the emergence of weeds can cause
- Highly effective against not only annual weeds but also perennial weeds. Furthermore, it is also effective against firefly, waterbug, etc.

Moreover, it is highly safe for paddy rice, and is highly useful as a herbicide for paddy fields. However, once the weeds have grown to a certain extent, the herbicidal effect becomes weaker, and no weeding effect can be expected, especially against weeds during the growing season.

(5) The present inventors have made further efforts to eliminate the drawbacks of the above-mentioned specific carbamate derivatives without impairing their action characteristics, and to develop a herbicide composition that can completely control many weeds. As a result of repeated research, we have found that by mixing a specific carbamate derivative and a specific pyrazole derivative in an appropriate ratio, it not only compensates for the shortcomings of both drugs, but also produces an extremely significant synergistic effect that far exceeds expectations. The present invention was completed based on the discovery that

That is, the present invention provides general formula (■): Z I l X-0-C-N -W (1) (wherein,
is 2-naphthyl group, 5-indanyl group, 5, 6.7.8
-tetrahydro-2-naphthyl group, 1,4-methano-1
, 2,3,4-tetrahydro-6-naphthyl group, 1,4
-Ethano-1,2,3,4-tetrahydro-6-naphthyl group represents a phenyl group, Y represents an oxygen atom and a sulfur atom, Z represents a lower alkyl group, W represents a halogen atom, a lower alkyl group (a phenyl group, a pyridyl group, which may have one or two substituents of the same kind or different kind selected from a 1t-class alkoxy group, a lower alkylamino group, and a trifluoromethyl group). However, when X is a phenyl group, and one or more carbamate derivatives represented by the general formula Gl): (where B11 and R1 are each a hydrogen atom) tit is one type and two types of pyrazole derivatives expressed as low (7
) A herbicidal composition containing the above as active ingredients is provided.

The blending ratio of each active ingredient in the herbicidal composition of the present invention is not particularly limited, and an excellent synergistic effect can be obtained in a wide range of blending ratios, but preferably the specific carbamate derivative represented by the general formula (1) 1 weight , the general formula (2
0.1 to 10 parts by weight of the specific pyrazole derivative represented by ) is suitable.

When the herbicidal composition of the present invention is actually used, one or more specific carbamate derivatives represented by the general formula (I) and a specific pyrazole derivative represented by the general formula (I) are combined. Appropriate amounts of two or more of these compounds can be mixed with an inert carrier and used by preparing them in the form of irrigation agents, emulsions, granules, powders, etc., which are commonly used as agricultural chemicals. Examples of solid inert carriers include talc, clay, kaolin, diatomite, bentonite, acid clay, white carbon, pumice, etc., and examples of liquid inert carriers include water, alcohol, benzene, toluene, xylene, Examples include kerosene, cyclohexane, cyclohexanone, isophorone, butyl cellosolve, benzyl acetate, dimethylformamide, mineral oil, and the like.

Furthermore, if necessary for the formulation, the certainty of herbicidal efficacy can be increased by adding adjuvants used in agricultural chemicals such as surfactants, spreading agents, and binders, or stabilizers.

Still, the herbicide composition of the present invention may optionally contain an insecticide,
It may contain or be used in combination with fungicides, plant growth regulators, fertilizers, or other herbicides.

When preparing the herbicide composition of the present invention, the amount of active ingredient to be blended varies depending on the application situation, application time, application method, target grass species, etc., but generally the amount of active ingredient per are is 1 to 1.
100F, preferably 2 to 5 (1 is suitable).

The above general formula (I) which is one of the active ingredients according to the present invention
Specific examples of specific carbamate derivatives represented by are shown below.

It goes without saying that the specific carbamate derivative according to the present invention is not limited to the compound of this specific example (9). This compound is cited in the description below.

Compound Nα Compound name 1, 0-2-
naphthyl/l/N-methyl-N-(,3-methylphenyl)thiocarbamate 2.0-2-naphthyl N-methyl-N-phenylthiocarbamate 3.0-2-naphthyl N-(4-fluorophenyl)
-N-methylthiocarbamate 4,0-2-naphthyl N-(3-methoxyphenyl)
-N-methylthiocarbamate-1, 5,Q-2-naphthyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 6,0-5.6.7.8-tetrahydro-2-naphthyl N- Methyl-N-(3-methylphenyl)thiocarbamate 7,Q-5-indanyl N-methyl-N-(3
-Methylphenyl)thiocarbamate 80-2-naphthyl N-(3-methoxy-4-methyl(10) phenyl) -N-methylthiocarbamate 9, 0-
1.4-methano-1,2,3,4-tetrahydro-6-
Naphthyl N-methyl-N-(3-methylphenyl)thiocarbamate 10.0-5-indanyl N-methyl-N-phenylthiocarbamate 11, 0-5.6,7.8-tetrahydro-2-naphthyl N- Methyl-N-phenylthiocarbamate 12
．． 0-5-indanyl N-(2-fluorophenyl)
-N-methylthiocarbamate 13, 0-5.6,7.8-tetrahydro-2-naphthyl N-(2-fluorophenyl)-N-methylthiocarbamate 14.0-5-indanyl N-(3-fluorophenyl) -N-methylthiocarbamate 15, 0-5.6,7.8-tetrahydro-2-naphthyl N-(3-fluorophenyl)-N-methylthiocarbamate 16.0-5-indanyl N-(4-fluorophenyl) -N-methylthiocarbamate (11) 17. 0-5.6,7.8-Tetrahydro-2-naphthyl N-(4-fluorophenyl)-N-methylthiocarbamate 18.0-5-indanyl N-(3-chlorophenyl)-N-methylthiocarbamate 19,0 -5.6,7.8-Tetrahydro-2-naphthyl N-(3-chlorophenyl)-N-methylthiocarbamate 20.0-5-indanyl N-(3-bromophenyl)-N-methylthiocarbamate 21, 0- 5.6,7.8-Tetrahydro-2-naphthyl N-(3-bromophenyl)-N-methylthiocarbamate 22.0-5-indanyl N-(2-methoxyphenyl)-N-methylthiocarbamate 23, 0- 5.6,7.8-Tetrahydro-2-naphthyl N-(2-methoxyphenyl)-N-methylthiocarbamate 24.0-5-indanyl N-(3-methoxyphenyl)-N-methylthiocarbamate 25, 0- 5.6,7.8-tetrahydro-2-naphthyl N-(3-methoxyphenyl)-N-methylthiocarbamate 26, 0-5.6,7.8-tetrahydro-2-naphthyl N-(3-)ly fluoromethylphenyl) -N
-Methylthiocarbamate 27.0-5-indanyl N-methyl-N-(3,4
-dimethylphenyl) thiocarbamate 28, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(3,4-dimethylphenyl)
Thiocarbamate 29.9-5-indanyl N-methyl-N-(3,5
-dimethylphenyl)thiocarbamate 30, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N -(3,5-dimethylphenyl)thiocarbamate 31.0-5-indanyl N-(3 -chloro-4-methylphenyl)-N-methylthiocarbamate 32,
0-5.6,7.8-tetrahydro-2-naphthyl N
-(3-chloro-4-methylphenyl)-N-methyl(
13) Thiocarbamate 33.0-5-indanyl N-(3-methoxy-4-
methylphenyl)-N-methylthiocarbamate 34,
0-5.6,7.8-tetrahydro-2-naphthyl
N-(3-Methoxy-4-methylphenyl)-N-methylthiocarbamate 35, 0-5A7fi gon-N-methyl-N-(6-methyl-2-pyridyl)thiocarbamate 36, 0-5.6,7 .8-tetrahydro-2-naphthyl N-methyl-N-(6-methyl-2-pyridyl)
Thiocarbamate 37, 0-5-indanyl N-methyl-N-(4-
methyl-2-pyridyl) thiocarbamate 38, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(4-methyl-2-pyridyl)
Thiocarbamate 39.0-5-indanyl N-(6-medoxy 2-
pyridyl)-N-methylthiocarbamate 40, 0-
5.6,7.8-tetrahydro-2-naphthyl N-(
6-medoxy2-pyridyl)-N-methylthio(14
) Carbamate 41, 0-1,4-methano-1,2,3,4-tetrahydro-6-naphthyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 42, 1,4-methano-1, 2,3,4-tetrahydro-6-naphthyl N-(6-medoxy-2-pyridyl)-N-methylcarbamate 43, 0-3-tert-butyl 7 z = /l
/ N-methy#-N-(3-methylphenyl)thiocarbamate 44, 0-4-tert-buty#7z-:
/l; N-H-N-(3-'f-ruphenyl)thiocarbamate 45, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(4,6-dimethyl-2-pyridyl) Thiocarbamate 46° (1-5,6,7,8-tetrahydro-2-naphthyl N-(6-chloro-2-pyridyl)-N-methylthiocarbamate 47, Q-5-indanyl N-(6-chloro- 2-pyridyl)-N-methylthiocarbamate 48, 5,6,7.8-tetrahydro-2-naphthyl N-(3(15) monorolophenyl)-N-methylcarbamate 495-
Indanyl N-(3-chlorophenyl) -N-methylcarbamate 50, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(2-pyridyl)thiocarbamate 51.0-5-indanyl N-methyl-N-(2
-pyridyl)thiocarbamate 52, 5,6,7.8-tetrahydro-2-naphthyl N-methyl-N-phenylcarbamate 53, 0-4-tert-butylphenyl N-(3
-methoxyphenyl)-N-methylthiocarbamate 5
4, 0-4-tert-butylphenyl N-(6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 55, 0-4-tert-butylphenyl N-(3
-chlorophenyl)-N-methylthiocarbamate 56
, 0-4-tert-butyl 7 x 2/l/N
-(3,4-dichlorophenyl)-N-methylthiocarbamate 57,0-4-isopropylphenyl N-
Methyl-N-(3-methylphenyl)thiocarbamate 58, 0-4-tert-butylphenyl N-mef/l/-N-phenylthiocarbamate 59, 0-4-tert-butylphenyl N-(2
-Fluorophenyl)-N-methylthiocarbamate 6
0, 0-4-tert-butylphenyl N-(3
-Fluorophenyl)-N-methylthiocarbamate 6
1, 0-4-tert-buti/1z7z2# N-
(4-7,TI/olophenyl)-N-methylthiocarbamate 62, 0-4-tert-butylphenyl
N-(3-bromophenyl)-N-methylthiocarbamate 63, 1l-4-tert-butylphenyl N
-(2-methoxyphenyl)-N-methylthiocarbamate 64, 0-4-tert-butylphenyl N
-(3-trifluoromethylphenyl)-N-methylthiocarbamate 65, 0-4-tert-7"tylphenyl N-methyl-N-(3,4-dimethylphenyl)thiocarbamate 66, 0-4-tert-butyl Phenyl N
-(3-ri o.

-4-methylphenyl)-N-methylthiocarbamate 67, 0-4-tert-butylphenyl N-(3
-methoxy(17) C4-methylphenyl)-N-methylthiocarbamate 68, Q-4-tert-butylphenyl N-methy# -N-(2-pyridyl)thiocarbamate 69, 0-4-tert-butylphenyl N-mef
Ru N-(6-methyl-2-pyridyl)thiocarbamate 70, 0-4-tert-butylphenyl N-methy/l/-N-(4-methyl-2-pyridyl)thiocarbamate 71, 0-4- tert-butylphenyl N-methy/l/ -N -(4,6-cymethyl-2
-pyridyl)thiocarbamate 72, 4-tert-butylphenyl N-(6-medoxy 2-pyridyl)-N-methylcarbamate 73
, 0-4-tert-hentylphenyl N-(3-
methoxyphenyl)-N-methylthiocarbamate 74
, 0-4-tert-pentylphenyl N (6,
7') xy-2-pyridyl)-N-methylthiocarbamate 75, 9-5.6,7.8-tetrahydro-2-naphthyl N-(6-bromo-2-pyridyl)-N-methylthiocarbamate (18) monobamate 76, 0-1,4-ethano-1,2,3,4-tetrahydro-6-naphthyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 77, 0-1,4-ethano- 1,2,3,4-tetrahydro-6-naphthyl N-methyl-N-(3-methylphenyl)thiocarbamate 78, 0-3,4-dimethylphenyl N-(6-medoxy-2-pyridyl) -N- Methylthiocarbamate 79, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(5,6-dimethyl-2-pyridyl)thiocarbamate 80, 0-4-tert-butyl 7e,: ,llz
N-Mef/l/-N-(5,6-cymethyl-2
-pyridyl) thiocarbamate 81, 0-3-tert-buty/l/7 x -1-
/l/N (3-methoxyphenyl)-N-methylthiocarbamate 82, 0-3-tert-butylphenyl N-(6-medoxy2-pyridyl)-N-
Methylthiocarbamate 83, 3-tert-y'tilphe =/1/N-(6-methoxy-(19) 2-pyridyl)-N-methylcarbamate 84, 0-
4-tert-butyl 7z:/lz N-(6-)0
%-2-pyridyl)-N-methylthiocarbamate 85
, 0-4-tert-buty/l/7 z=nyl-(
6-ri o.

-2-pyridyl)-N-methylthiocarbamate 86,
0-4-sec-petylf x=yv N (6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 87.0-4-inpropylphenyl N-(6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 88.0-4-isopropylphenyl N-(3-methoxyphenyl)-N-methylthiocarbamate 89,
0-4-see-butyl 7ethyl N-(3-methoxyphenyl)-N-methylthiocarbamate 90.0-
3-ethylphenyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate91.0-4-ethylphenyl N-(6-medoxy-2-pyridyl)-N
-Methylthiocarbamate 92.0-4-bromophenyl N-(6-medoxy2-pyridyl)-N-methylthiocarbamate93.0-4-bromo3,5-dimethylphenyl N-(6-medoxy2-pyridyl)-
N-methylthiocarbamate 94.0-4-chloro-3,5-dimethylphenyl N
-(6-medoxy-2-pyridyl)-N-methylthiocarbame-1.95, 0-5.6,7.8-tetrahydro-2-naphthyl N-methyl-N-(6-dimethylamine-2-pyridyl)thio Carbamate 96, 0-4. -tert-buti/I/7 e=/l
/N-MefN-(6-dimethylamino-2
-pyridyl)thiocarbamate 97.9-4-isopropylphenyl N-methyl-N
-Phenylthiocarbamate 98, 0-3-tert-butyl 7E = /l/
N-Mef Roux N-phenylthiocarbamate 99, 0-3-tert-buty71z Phenyl N-(
3-7: A-Lophenyl)-N-methylthiocarbamate 100, Q-3-tert-butylphenyl
N-(4-fluorophenyl)-N-methylthiocarbamate 101, 0-3-tert-buty71z phenyl N-(3-)0mo(21) phenyl)-N-methylthiocarbamate 102, 9
-3-tert-buti k 7 knee 1- /l/N
-Methyl-N-(3,4-dimethylphenyl)thiocarbamate 103, 0-3-tert-buty/l/7
z-? -/l/ N -(3-Me)xy-4-methylphenyl)-N-methylthiocarbamate 104, 0-3.5-dimethylphenyl N-(6-
Medoxy 2-pyridyl) -N-methylthiocarbamate 105.9-4-chloro-3-methylphenyl N
-(5-methoxy-2-pyridyl)-N-methylthiocarbamate 106.9-4-chlorophenyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 107
．． 9-4-ethyl-3-methylphenyl N-(f5-
methoxy-2-pyridyl)-N-methylthiocarbamate 108, 4-ethyl-3-methylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylcarbamate 109.0-4-acetyl-3-methylphenyl N-
(6-Medoxy-2-pyridyl)-N-methylthiocar (22) Bamate 110.0-5-isopropyl-2-methylphenyl
N-) f-N-(3-methylphenyl)thiocarbamate 111.0-5-isopropyl-2-methylphenyl
N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 112.0-3-isopropylphenyl N-methyl-
N-(3-methylphenyl)thiocarbamate 113,
0-3-tert-butylphenyl N-(3-chlorophenyl) -N-methylthiocarbamate 114,
0-4-isopropyl-3-methylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylthiocarbamate 115, 0-4-tert-butyl-3-methylphenyl N-(6-medoxy 2-pyridyl)-N-methylthiocarbamate 116.0-4-1 Lifluoromethyl Phenyl N-(
(5-methoxy-2-pyridyl) -N-methylthiocarbamate (23) 117.0-3-chloro-4-methylphenyl N-(
6-medoxy2-pyridyl)-N-methylthiocarbamate 118.0-4-bromo-3-methylphenyl N-(
6-medoxy 2-pyridyl)-N-methylthiocarbamate 119, 4-bromo 3-methylphenyl N-(6
-Medoxy 2-pyridyl)-N-methylcarbamate 120.0-3-4lifluoromethylphenyl N-(
6-Medoxy2-pyridyl)-N-methylthiocarbamate 121.0-3-isopropylphenyl N-(6-medoxy2-pyridyl)-N-methylthiocarbamate 122.0-3-bromophenyl N-(6-nodoxy- 2-pyridyl i) -N-methylthiocarbamate 1
23, 0-4-ethyl-3-methylphenyl N-(
6-medoxy2-pyridyl) -N-methylthiocarbamate 124, 0-3.4-dichlorophenyl N-(6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 125.0-4-chloro-3-methylphenyl N-
Methyl-N-(6-methyl-2-pyridyl)thiocarbamate 126, 0-3.4-dimethylphenyl N-methyl-N-(4-methyl-2-pyridyl)thiocarbamate 127.0-4-methylphenyl N-(6-medoxy 2-pyridyl)-N-methylthiocarbamate 128
．． 0-4-chloro-3-methoxyphenyl N-(6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 129, 3-allyloxy-4-chlorophenyl N
-(6-medoxy 2-pyridyl)-N-methylcarbamate 130, 4-chloro-3-(2-propynyloxy)
Phenyl N-(6-medoxy-2-pyridyl)-N-
Methyl carbamate 131.0-4-impropenylphenyl N-(6-
Medoxy 2-pyridyl)-N-methylthiocarbamate 132, 0-4-tert-butylphenyl N-methyl-N-(25) (6-methylamino-2-pyridyl)thiocarbamate 133.0-4-methoxyphenyl N -(6-medoxy 2-pyridyl) -N-methylthiocarbamate 1
34.0-3-Ethoxyphenyl N-(6-medoxy-2-pyridyl)-N-methylthiocarbamate 135
, 3-butoxyphenyl N-(6-medoxy2-
pyridyl)-N-methylcarbamate 136.0-4-methylthiophenyl N-(6-medoxy2-pyridyl)-N-methylthiocarbamate 137.0-4-chloro-3-methylphenyl N-methyl-N-phenylthio Carbamate 138.0-4-chloro-3-methylphenyl N-methyl-N-(3-methylphenyl)thiocarbamate 1
39.0-4-chloro-3-methylphenyl N-methyl-N-(4-methylphenyl)thiocarbamate 14
0.0-4-chloro-3-methylphenyl N-(3-
Chloro-4-methylphenyl)-N-methylthiocarbamate 141, 0-4-chloro-3-methylphenyl N-
(6-(26) Ethyl-2-pyridyl)-N-methylthiocarbamate 142.0-4-chloro-3-methylphenyl N-methyl-N-(4,6-cymethyl-2-pyridyl)thiocarbamate 14.3 ．． 0-5.6,7.8-tetrahydro-2-
Naphthyl N-ethyl-N-(6-medoxy-2-pyridyl)thiocarbamate 144, 0-5.6.7.8-tetrahydro-2-naphthyl N-ingroby-N-(6-medoxy 2-
pyridyl) thiocarbamate 145.0-3-methyl-4-nitrophenyl N-(
6-Medoxy (2-pyridyl)-N-methylthiocarbamate 146.0-3-Methyl-4-methylthiophenyl N
-(6-Medoxy 2-pyridyl) -N-methylthiocarbamate Next, specific examples of the specific pyrazole derivative (27) represented by the above general formula (Company), which is the other active ingredient according to the present invention, will be explained. It is shown below. This series of compounds is cited in the description below.

Compound Nα Compound name 147,
4-(2,4-dichlorobenzoyl)-1,3-dimethyl-5-pyrazolyl p-toluenesulfone-)14
8, 4-(2,4-dichlorobenzoyl) -1,3
-dimethyl-5-phenacyloxypyrazole 149, 4-(2,4-dichloro-3-methylbenzoyl)-1,3-dimethyl-5-phenacyloxypyrazole 150, 4-(2,4-dichloro-3 -Methylbenzoyl)-1,3-dimethyl-5-(4-methylphenacyloxy)pyrazole Next, examples of formulations of the herbicidal composition of the present invention will be described.

In the examples, "parts" are parts by weight.

Example 1 Compound No. 11.5 parts and Compound N (L 147.'
5 parts of Zikrite [trade name, Kunimine Kogyo ■ J 87.3 parts as a solid carrier, Neoperex [trade name, Kao Atlas ■gJ] as a surfactant 1. ．． 35 parts and Tsurupol 800A l'-Product name, Toho Chemical Industry ■
The mixture was mixed and pulverized with 1.35 parts of J. Co., Ltd. to obtain an irrigation agent.

Example 2 Compound N[L 76.10 parts and Compound NIL 148
．． 10 parts were mixed and dissolved together with 70 parts of isophorone as a liquid carrier and 10 parts of Tsurpol 800A as a surfactant to obtain an emulsion.

Example 3 116.7 parts of compound fish and 149.7 parts of compound Nn were mixed and ground together with 46 parts of bentonite and 35 parts of Kunilite "trade name, Kunimine Kogyo" as a solid carrier, and 5 parts of Tsurupol 800A as a surfactant. Then, 10 parts of water was added thereto, stirred uniformly, extruded through a knot hole with a diameter of 0.7 cm, dried and cut into lengths of 1 to 2 rtan to obtain granules.

Next, the excellent herbicidal effect of the herbicide composition of the present invention will be explained using Examples and Comparative Examples.

Examples 4 to 63 and Comparative Examples 1 to 6° (29) Paddy soil that had been plowed with water was placed in a magnetic pot with a diameter of 15 crn, and each type of weed seed was sown on the surface layer of the soil, and the weed seeds were allowed to germinate. and Urikawa tubers were transplanted, and two-leaf stage paddy rice seedlings (variety Nihonbare) were transplanted at 1 cI.
Two plants were planted at a depth of n.

After that, it was submerged with water for 2 m and left in a greenhouse. The day after transplanting paddy rice (
10 days after rice transplant (2-leaf stage), a predetermined amount of an irrigation agent of the herbicide composition of the present invention prepared according to the method shown in the above example was applied to 10 days after transplantation of paddy rice (before germination)
It was diluted with water and dropped onto the water surface. The plants were then placed in a greenhouse and watered at appropriate times.

Three weeks after the chemical treatment, the herbicidal effect and damage to paddy rice were investigated. Table 1 shows the results of the treatment the day after rice transplantation, and Table 2 shows the results of the treatment 10 days after rice transplantation.

In addition, in Tables 1 and 2, "active ingredient A" refers to a specific carbamate derivative represented by the above general formula (I), and "active ingredient B" refers to a specific carbamate derivative represented by the above general formula (I). The pyrazole derivative (30) is shown below. Evaluation of herbicidal effect and phytotoxicity was made according to the following criteria.

Weeding effect judgment criteria Chemical damage judgment criteria 10:100
% control -2 no harm 9: 90chi control Soil: micro harm 8: 80chi control +: small harm 7: 70% control Ox: medium harm 6: 60chi control +1+: dog harm 5: 50% control Book: severe Harm 4: 40-chi control ×: Blight 3: 30% control 2: 20% control 1: 10-chi control 0: 0-chi control For comparison, each active ingredient compound was treated alone in the same manner as in the above example. Evaluations of herbicidal effects and phytotoxicity in the case and untreated plots were also investigated and judged according to the above criteria, and are shown in the table below.

(41) As is clear from Tables 1 and 2, the herbicidal power of the herbicidal composition of the present invention is significantly enhanced compared to when each active ingredient is applied alone. This is based on the synergistic action between each active ingredient, and it is recognized that there is a significant synergistic effect.

In other words, the greatest feature of the herbicide composition of the present invention is that a high herbicidal effect on many weeds can be obtained by combining low dosages that could not be expected from the herbicidal effect of each active ingredient alone. I can give what I can.

In addition, the herbicide composition of the present invention exhibits remarkable herbicidal activity not only against weeds in the early stage of growth but also against weeds at a certain stage of advanced growth. One of its excellent features is that it has a wide range of suitable treatment periods throughout the growing season.

Furthermore, there are many types of weeds that can be controlled, and a remarkable herbicidal effect has been observed on annual weeds such as field weed, Japanese cypress, and Japanese cypress, as well as perennial weeds such as firefly and Japanese cypress. In addition, it does not cause any chemical damage to transplanted paddy rice, and has a very high utility value as a highly safe and highly selective herbicide. Furthermore, since each active ingredient has a long residual effect, it exhibits high herbicidal activity over a long period of time and can control many weeds, making a significant contribution to reducing spraying labor and, in other words, labor saving in agricultural work.

As described above, the herbicidal composition of the present invention has many excellent characteristics and is highly practical.

Patent applicant: Toyo Ichida Kogyo Co., Ltd.

Claims (1)

[Claims] General formula (■): (wherein, X is a 2-naphthyl group, a 5-indanyl group, 5,
6.7.8. -tetrahydro-2-naphthyl group, 1.4
-methano-1,λ3,4-tetrahydro-6-naphthyl group, 1,4-ethano-1,2,3,4-tetrahydro-
6-naphthyl group or phenyl group, Y represents an oxygen atom or sulfur atom, Z represents a lower alkyl group, W
is a halogen atom, a lower alkyl group, a lower alkoxy group,
It represents a phenyl group or a pyridyl group which may have one or two same or different substituents selected from a lower alkylamino group and a trifluoromethyl group. However, when X is a phenyl group, X is )・rogen atom,
Lower alkyl group, lower alkenyl group, lower alkoxy (
2) It has 1 to 3 same or different substituents selected from the group consisting of a lower alkenyloxy group, a lower alkynyloxy group, a lower alkylthio group, an acyl group, a nitro group, and a trifluoromethyl group. ) and one or more carbamate derivatives represented by the general formula (II): (wherein, R and R1 each represent a hydrogen atom or a lower alkyl group, and A represents a (-8-) group or 1 represents a (-CH, -C-) group.) A herbicidal composition containing one or more pyrazole derivatives represented by 1 as an active ingredient.