TW389671B - Synergistic herbicidal mixtures, containing cyclohexenone oxime ethers - Google Patents

Description

V. Patent No. 85 out of 420, Chinese application manual, Xiong Rengong Yue ΓΈΓΤΓ = τ

The present invention relates to a novel herbicidal composition comprising: a) at least one cyclohexylhydrazone bond of formula I; ORb

Rf (I), printed by the central government of the Ministry of Economic Affairs, cooperation with the shellfish industry and capital cooperation. Each variable has the following definitions: Ra is 〇1-(^ 6 · burning group; Rb is hydrogen, agricultural use of cations, etc. (Ci-C6 alkyl) Ci'c-C10-Alkylsulfonyl 'Ci_Ci0_Alkylphosphinoyl, or benzyl, benzyl or benzyl, and the last triyl if required May further carry 1 to 5 functional atoms; is hydrogen, II-based 'methyl alcohol' Cl.C6_alkyl, c "c4_alkyloxy cvcv alkyl or Cl_c4 · thioalkyl_Ci_c6_g, phenoxy _ (VC6 alkyl, phenylthio_CK6-alkyl, Adenyloxy. Ci_c: 6 · alkyl or pyridylthio_Cl_Cp alkyl, and all benzene rings and pyridine rings may have 1 to 3 groups, in each case the group is selected from the group consisting of nitro'cyano'halo 'cvc ^ -alkyl, partially or fully halogenated Ci _ (: 4 · alkyl, qc: 4 · alkoxy, Part or all of halogenated C4-alkoxy, Cl-C4-alkylthio, c3_c6_alkenyl, c6_

R alkenyloxy C3-C6 -alkynyl, c3-c alkynyloxy and -NRgR1

Rg is hydrogen, ever alkyl, c-6-fluorenyl, c_alkynyl,

(Please read the notes on the back before filling this page)

The 84th --- Supplementary Specification for Patent Application No. 420 in Chinese (Eight + Six Chariot Test Reports This experiment is described in the Republic of China Patent Application No. 85114420 (see the Chinese manual on page 25, line 8) (To page 26, line 20). The plant species used in the experiment were the following species. The scientific name is Brachiaria plantaginea. Marmeladegrass, I alexandergrass. Digitaria sanguinalis. (Grass), 马 大唐 (haiiy 1 ---- fingergrass, large crabgrass) 1 稗 (Echinochioa crus-galli) _ 稗子 (bamyardgrass) ι_ _ The test results are shown in the following tables A to I: Table A: In open space , The herbicidal effect of cyclohexanone fatty ether No. I8 and thiobenca on forearm plant grass (post-emergence application) I application rate (kg of active substance / ha) Damage "! E 値 No. 18 thiobenca ( %) 0.05 1 ·· 85 —1 'u 3.00 60 0.05 3.00 96 1 94 U: \ TYPE \ HYO3130-SJY.D0CV 3 No. 85 out of 42 patent application pen Chinese manual Xiu Gongyue 厶 ΓΈΓΤΓ = τ

The present invention relates to a novel herbicidal composition comprising: a) at least one cyclohexylhydrazone bond of formula I; ORb

Rf (I), printed by the central government of the Ministry of Economic Affairs, cooperation with the shellfish industry and capital cooperation. Each variable has the following definitions: Ra is 〇1-(^ 6 · burning group; Rb is hydrogen, agricultural use of cations, etc. (Ci-C6 alkyl) Ci'c-C10-Alkylsulfonyl 'Ci_Ci0_Alkylphosphinoyl, or benzyl, benzyl or benzyl, and the last triyl if required May further carry 1 to 5 functional atoms; is hydrogen, II-based 'methyl alcohol' Cl.C6_alkyl, c "c4_alkyloxy cvcv alkyl or Cl_c4 · thioalkyl_Ci_c6_g, phenoxy _ (VC6 alkyl, phenylthio_CK6-alkyl, Adenyloxy. Ci_c: 6 · alkyl or pyridylthio_Cl_Cp alkyl, and all benzene rings and pyridine rings may have 1 to 3 groups, in each case the group is selected from the group consisting of nitro'cyano'halo 'cvc ^ -alkyl, partially or fully halogenated Ci _ (: 4 · alkyl, qc: 4 · alkoxy, Part or all of halogenated C4-alkoxy, Cl-C4-alkylthio, c3_c6_alkenyl, c6_

R alkenyloxy C3-C6 -alkynyl, c3-c alkynyloxy and -NRgR1

Rg is hydrogen, ever alkyl, c-6-fluorenyl, c_alkynyl,

(Please read the notes on the back before filling this page)

Revised page of Chinese Specification for Patent Application No. 8511142. V. Description of the Invention ^ 1) 18) 1-Diethylaminomethylamidino_3_ (24,6_trimethylbenzenesulfonyl) _1,2 , 4-three-vomiting (common name: cafenstroy) bl9) (lRS, 2SR, 4SR) -1,4-epoxy · p-cap-2-yl 2-methylbenzyl mystery ( Common names: cinmethylin), and b20) S-2-methylhexahydropyridinecarbonylmethyl 0,0-dipropyl phosphorothioate (common name: piperophos). -The present invention also relates to a herbicidal composition comprising at least one liquid and / or solid carrier, at least one adjuvant if necessary, and a) a herbicidally active amount of at least one cyclohexenone oxime ether of formula I and b ) At least one herbicidal compound selected from the group b) of the multiplied active amount. In addition, the present invention relates to a method for preparing the compositions and a method for controlling unwanted plants. In crop protection compositions, there is basically a need to improve the specific activity and safety of the active compounds. The herbicidally active cyclohexenone oxime ether I is generally highly suitable for controlling single-leaf weeds in crops. One object of the present invention is the selective herbicidal activity of cyperhexenone oxime ether I on undesired weeds. The Ministry of Economic Affairs, China Bureau of Quasi-Contemporary Bureau, Shellfish Consumption Cooperation Du printed it. We have found that this purpose can be achieved by a multiplicative mixture of the aforementioned definitions. In addition, herbicidal compositions containing these mixtures, methods for their preparation, and methods for controlling unwanted plants using the herbicidally active compounds of the cyclohexenone fatty ether groups I and b) have also been found, the latter being related to cyclohexenone Fatty ethers can be formulated and administered together or separately ', and in the case of separate administrations are administered sequentially. The blend of the present invention exhibits a super-additive multiplicative activity; the individual ingredients (a) or (b) generally have maintenance tolerance to specific crops. __- 12- CNS (210X W7) used in this paper " Table B: In an open space, the herbicidal effect of Cyclohexanium acetic acid and thiophene card on stele in the open space (germination application Rate (kg of active substance / ha) Expected damage E 値 No. 18 thiophene (%) 0.05 82 ί: ΤΤΓη · 1 3.00 57 -----— 0.05 3.00 97 --- Table D: In open space, the Cyclohexanone No. 18 is applied after one month) Application rate (kg of active substance / ha) (%) Annaphin No. 18 'S3' --- 0.075 — _0.2 0.075 98 Table C: No. 18 in open space The ring has been used for weeding with the same M chain and ^^ forearm plant (post-emergence application) ''

Nen'an U: \ TYPE \ HYC \ 313〇 ^ jy.d〇c \ 3 Printed by the Shellfish Consumer Cooperative of the Central Sample Rate Bureau of the Ministry of Economic Affairs A7 B7

V. Invention Description G

CrC6 • fluorenyl or benzamidine which may have 1 to 3 groups. In each case, this group is selected from the group consisting of nitro, cyano, pixel, Cl-C4-alkyl, partially or completely (^-(: 4-alkyl, Ci-Cf alkoxy and (^ -C4-alkylthio, and ·

Rh is hydrogen, Ci-CV alkyl, c3-c6-alkenyl or c3-c6-alkynyl; Cs-C: 7-cycloalkyl or (: 5-(: 7-cycloalkenyl), these groups may With 1 to 3 radicals in each case, the radical is selected from the group consisting of hydroxy, functional element, Cl-c4-alkyl., Partially or fully halogenated tCVCf alkyl, Ci-C4-alkoxy, Ci-C4 -Sulfuryl 'benzylthio' C 〖-C4 · Succession group and Ci-Cj-fe metaxyl, containing 1 or 2 milk or sulfur atoms or 1 oxygen and 1 sulfur atom as heteroatoms 5'-membered saturated heterocyclic ring 'which may further carry 1 to 3 substitutions if necessary. Based on the examples in each case, the group is selected from ci-c4-alkyl, partially or fully dented c 1 _ c 4- The group 'C 丨 -C 4 -alkyloxy and c〗 -c 4-alkylthio, containing 1 or 2 oxygen or sulfur atoms or 1 oxygen atom and 1 sulfur atom as heteroatoms 6 or 7- -Membered saturated or mono- or di-unsaturated heterocyclic ring, and it may further carry 1 to 3 substituents if necessary, in each case the group is selected from several groups, dentin 'Cj-C: 4 · fluorene , Partially or fully halogenated c 丨 _c4-Ponon, c 匸 4 * environment "milk group and C1-C4-pit sulfur group, containing 1 to 3 selected from the group consisting of 丨 or 2 nitrogen atoms and 丨 oxygen Or sulfur atom 5-membered heteroaryl group, the heteroaryl group may further have 1 to 3 substituents if necessary. In each case, the group is selected from the group consisting of cyano, halogen, C, -c · ίΦ .. 1 14 -Benyl, Shaofen or completely made of C 丨 -C: 4 · alkyl, Ci-C: 4-Methoxy, partially or completely halogenated Ci-C4 -Hyun "oxy'C 丨-( ： 4-Environmental base, c Migan 2 V 6 -Allyl-5- This paper size is applicable to China National Standard (CNS) A4 (210X297 mm) (Please read the precautions on the back before filling this page)

Cyclohexenone elbow ether of formula I is disclosed, for example, in EP-A-368 277, DE-A 40. Order of the Central Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, 14 983, DE-A 40 14 984, US 5,228,896, DE -A 40 14 986 and DE-A 40 14 988. b) Groups of herbicidally active compounds are described, for example: -Herbizide (herbicide), Hock, Fedtke, Schmidt, Georg Thieme Verlag, 1st edition, 1995 (see from Kunkelak, p. 328, Molinat p. 32 P. Butac, p. 32, pritirac, p. 32, thipyridine, p. 32, fenpyrazol, p. 32, fenproprol, p. 216, piracetam, p. 32 , Pirazolide, p. 146, pyrazoxyfen, p. 146, benzulfosone-methyl, p. 31, pibizosulfone-ethyl, p. 31, cinosulfur, p. 31 Page, Benfissa, p. 233, Brobutavir, p. 243, Demetamethetin, p. 118, Ipka, p. 229, Piobucarp, p. 32, Semeline, p. 32, Puppenin, p. 32 Pp. 2,4-D, p. 30, benazepam, p. 30, arizidofron, p. 175). -Pesticide chemistry Book II Herbicides 1993 (see benzaka, p. 85, bephenazine, p. 221, naproxide, p. 49, piperov, p. 102, anif, p. 241, imazozov Long, p. 150, Etophenone, p. 54, Shucotetanone, p. 268, Cesodi, p. 253, Epoxid, p. 222) or-Short-term review of herbicides and PGRs 1991, Hodogaya Chemistry (see Butan Co. p. 52, Nicoco p. 52, 3- (2-Gasphenylmethyl) -1- (1-methyl • 1-phenethyl) urea p. 90, pandemorpholine p. 58 ). b) Other compounds of the group are described in Bulletin of Crop Protection Association-Weeds-1993 {see Cyclo-Shumron, page 41, 2-[(4,6-Dimethoxypyrimidin-2-yl) oxy ] Methoxyamino) ethyl] methylbenzoate Page 47, 2,6-Bis-13- This paper is sized for China National Standards (CNS) Α «ί (210X297 mm) (Please read first Note on the back then fill out this page) Order • 丨 ^

(After germination, Ring No. 118 and Protara may have an herbicidal effect on the crickets. Application rate (kg of active substance / ha, Γ —----- Damage-You expect E 値 No. 18 pritirac ** 0.1 — ---- 1 4 ~ Η-~ —— — One 0.6 82 1 0.1 B 丨 丨 · 0.6 _ 1 Zhan_1〇〇 第 18_hexa_acid and Pandi pin 1 Application rate (kg of active substance / ha, if # expected E 値 1 No. 18 | Pandi, strain (%) 0.05 | Γ ---- 90 — " · ----------- 1.20 43: I 0.05 1.20 丨 L 98 Table G: The herbicidal effect of cyclohexanone ribyl ether and pandemorpholine on the benefit of open space (post-emergence application)

U: \ TYPEVHYC \ 3130-SJY, Doa 3 -3-A7 B7 V. Description of the invention (3), c2-c6-alkenyloxy 'c3-c6-alkynyloxyalkoxy-cv C_J-alkyl , Phenyl or pyridyl, the 2 radical may carry 1 to 3 radicals if necessary, in each case the radical is selected from nitro'cyano, formamyl, halogen, C 丨 -C 4 -alkyl , Partially or fully functionalized C 丨 -C 4 -alkyl ′ C 〖-C 4 -alkoxy, · partially or fully functionalized Ci-Cf alkoxy, (^ _ (: 4- 垸Thio, c3-c6-alkenyl, C3-C6-dilutedoxy, c3_c6-alkynyl, c3-c6_blockoxy and -NRkRl, of which

Rk is hydrogen, CVC4-alkyl, C3-C6-alkenyl or (: 3 · (: 6-alkynyl, and

Ri is hydrogen, cvcv alkyl, c3_c6 • alkenyl, C3_C6_alkynyl, C ^ -C6 · alkynyl, or styryl group which may further have 1 to 3 substituents. This group is selected in each case. From nitro, cyano, sulfonium, Ci_c4 • alkyl, partially or fully-saturated Ci-C: 4-alkyl, Ci-Cj-alkoxy, and C 1 -C 4 -canthio

Rd is hydrogen, hydroxy, or Ci-Cf alkyl if RC is c0_alkyl of c factory, printed by Shelley Consumer Cooperative of Central Standards Bureau of the Ministry of Economic Affairs (please read the precautions on the back before filling this page)

Re is hydrogen, quotient, cyano, (Ci-CV alkoxy) carbonyl or Ci_c4_alkanone deuteryl:

All ^ CrC ^ -alkylene, C3-C6 · alkenyl or alkynyl chain, which in each case may further carry 丨 to 3 selected from 1 to 3 (: 1_C: 3 · alkyl , A substituent of the group of 1 to 3 halogen atoms and a fluorenylene (= CH2) substituent; a 3- or 6-M alkylene or 4- to 6-membered alkenyl chain, which may be, if necessary, • 6-This paper music scale is suitable for financial management (CNS > A4 · (210X297) | ----— Chinese Application for Revised Sheet of Patent Application No. 8511420 (January 89) Α7 Β7 V. Description of Invention (| ϊΐ

Rb Rc [4,6-dimethoxypyrimidin-2-yl) oxy] sodium benzoate, page 61}. For (R) -2- [4- (4-cyano-2-fluorophenoxy) phenoxy] n-butyl propionate, refer to EP-A 0 302 203, and about 1-diethylamine Formamyl_3_ (2,4,6-trimethylbenzenesulfonyl-1,2,4-triazole can refer to EP-A 〇332 133 〇 Suitable active compound a) is cyclohexenone ribyl ether Pure enantiomers and racemates or diastereomeric mixtures of I. Particularly preferred cyclohexenone oxime ether of formula I is one in which each variable has the following definitions, that is, it can be defined or combined in each case:

Ra is ethyl or n-propyl;

Rd and 1 ^ are each hydrogen; are 6- or 7-membered saturated or mono- or di-unsaturated heterocycles containing 1 or 2 oxygen or sulfur atoms or 1 oxygen atom and 1 sulfur atom as heteroatoms, and It may further carry 1 to 3 substituents if necessary. In each case, this group is selected from several groups of 'dentin' ¢ ^ -04-alkynyl, which is partially or completely derived from Cj-C # -alkynyl. 'Ci_C4_thiol and C1-C4 ·· thiol,

Alk & Ci-C6 -endenyl group 'C3-C6 -endenyl or C3-C6 -alkynyl bond' in each case may further carry 1 to 3 selected from 1 to 3 Ci-Cy Group, a substituent of a group of 1 to 3 halogen atoms and a fluorenylene (= CH2) substituent; a 3- or 6-membered alkyl group or a 4- to 6-membered alkyl group, which may be used if necessary With 1 to 3 (: 1-0: 3-alkyl 'and it contains one of the following bridge members in addition to the methylene or mesityl unit: oxygen, sulfur, -SO-, · S02- or- N (Ri)-, where Ri is argon, Ci-CV alkyl, C3-C6- -14- The paper Λ degree applies to the national standard (CNS) A4 specification (210X297 mm) ^ f binding / W ( (Please read the precautions on the back before filling out this page)

Table I: In open space, cyclohexanone oxime bond No. 18 and sihalophylol-butyrate on forearm plant ^ herbicidal effect (post-emergence application) y application rate (kg of active substance / ha) damage --- -Expected E 値 __ _ No. 18 Siharov-Butyl__ 0.1 73: ~ L 1-0.05 33 --- HIL-_ 1__01 0.05 87 --82 These data clearly show the phase of the herbicide mixture in this case Multiply effect. U: \ TYPBNHYa313G-SJY.D〇a 3 • 4-5. Description of the invention (4 A7 »7 with 1 芏 j C1-C3-alkyl 'and it contains the following in addition to the methylene or mesylate unit Bridge members ~: oxygen, sulfur, _so_, -S02-or-NCR1), 'where R1 is 氲' Cl_c4-alkynyl, C 3-C $-allyl or block group; Rf is phenyl, halobenzene Or dihalophenyl, all benzene rings may have 1 to 3 groups if necessary. In each case, this group is selected from nitro, aryl, formamyl, halogen, Ci-C: 4-alkane Cj-C: 4-alkyl, partially or fully dented, Ci-C: 4 · alkoxy, partially or fully drawn q-Cj · alkoxy, C3-C6-fluorenyl, c3-C6-fluorenyloxy, C3-C6-alkynyl 'C3-C6-blockoxy and -NRkR1, where Rk is hydrogen, Ci-C4-carbyl' C3-C6-fluorenyl or c3-C6-alkynyl, And R1 is argon 'C 丨 -C4-alkynyl' C3-C6-alkenyl, c3-C6-alkynyl, C] -C6_fluorenyl or benzamidine which may further have 1 to 3 substituents In each case, the group is selected from the group consisting of nitro, cyano, dentin, C i -c 4 -alkyl, partially or fully drawn C-C4-alkyl, -fluorenyl and pit Thio '---------- 0 ^ .—— (Please read the notes on the reverse side before filling out this page) Order viiv Printed by the Central Laboratories Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperatives and b) At least one 44 compounds selected from the following groups b1) to b20): b 1) Amidoamines 2-bromo-3,3-dimethyl-N- (l-methyl-phenylphenethyl) butanamine (common name: bromobutide), S- (l- Fluorenyl-1-phenethyl) 1-hexahydropyridinecarboxylic acid thioester (common name: dimepiperate), -7 good paper size applicable to China National Standards (CNS) A4 (210X297) P.) 85114420 Chinese Manual Rev. f (89, y) A7 B7

V. Description of the Invention 〇 2 89- i.S / Dongzheng ... Hu-Sun. Workers supplement alkenyl or Cj-Cg-block,

Rf is phenyl, dentyl, or bidentate phenyl, and all benzene rings may have 1 to 3 groups if necessary. In each case, this group is selected from nitro, cyano, formamyl, and halogen. -Alkyl 'partially or fully halogenated C ^ -C # -alkyl, C ^ -C ^ -alkoxy, partially or fully halogenated C ^ -C6-alkenyl' C3-C6- Ethoxy, C3-C6 · alkynyl, c3-c6 •• alkynyl and -NRkR1, of which

Rk is hydrogen, CVCV alkyl, C3-C6-alkyl or C3-C6-alkynyl, and R1 is hydrogen, Ci-cv alkyl, c3-c6-alkenyl, c3-c6_block, Cl_ < : 6-fluorenyl or benzamidine which may further have 1 to 3 substituents. In each case, the group is selected from nitro, cyano, sulfonyl, CpCc alkyl, partially or fully functional The C1-C4 ... group of C'-C4-C4; aioxy and fluorene 1_C4 thio. At present, cyclohexenone oxime ether I in the following table 1 has proved to be particularly beneficial: Table (Please read the precautions on the back before filling out this page), -ιτο

0H

\ Ra o N 一 〇 一 Aik 一 Rf 1 iRb, Rd, Re = Η) -15- This paper size applies to Chinese National Standard (CNS) A4 specification (210X297 mm) A7 B7 V. Description of the invention (5) 4- Ethoxybenzo-2 *, 3 · -dihydropanidine (common name: etobenzanid) and N- (3,4-diphenylphenyl) propanil (common name: propanil) ) 9 b2) Phenidine anilines 5- [2-[(4-Gaphenyl) (1-methylethyl) amino] -2-oxo-ethyl] 〇, 〇-dimethylphosphine Dithioesters (common name: anilofos) and 2- (1,3-benzoxazol-2-yloxy) -N-methylacetamidine (common name: Methiophene ( mefenacet)); b 3) aroxanecarboxylic acids (2,4-digas phenoxy) acetic acid (common name: 2,4-D), 4- (4-gas-2 · methylphenoxy) butane Alkane carboxylic acid (common name: MCPB) and 2- (2-fluorenyloxy) propanil aniline (common name: naproanilide): D4) 3-isopropyl-111-2,1,3- Phenylpyrimidinium-4- (34) one 2,2-dioxide (common name: bentazone): b5) Printed by the Central Standards of the Ministry of Economic Affairs, Blended Consumer Cooperatives (please listen first Read the notes on the back again Write this page) 4- (2,4-Dichlorophenylhydrazone) -1,3-dimethylpyrazol-5-ylmethyl-4-jingate (common name: pyrazolynate) , P Bizolate (pyrazolate) and 2- (2-Ga-4 -methylphenanthryl benzyl) cyclohexyl-1,3-dione (common name: sulcotrione); b6) Carbamates 1,2-Dimethylpropyl (ethyl) thiocarbamate S-fluorenyl ester (common name: __- 8- __ This paper size applies to China National Standard (CNS) A4 (210X297mm)-«I No. 8511M20 Patent Application Chinese Revision 5. Description of Invention (

Α7 Β7 189. 1.-S. The annual η rate depends on the target to be controlled, the number of years, the target plant and the growth stage, and the activity is from 0.01 to 5 kg / ha, preferably 0 to 30 kg / ha Substance (as). In addition, the composition of the present invention may be applied with other crop protection agents, such as an agent for controlling pests or pathogenic fungi or bacteria. Those who are interested are miscibility with inorganic salt solutions, which are used to eliminate nutrients and microelement deficiencies. Non-phytotoxic oils and oil concentrates can also be added. Examples of use The effect of various representative examples of the herbicidal mixtures or combinations a) and b) of the present invention on unwanted plants and agricultural plants compared with the use of herbicidally active compounds a) 'can be seen from the following test results: Application after germination Herbicidal mixture (leaf treatment), cyclohexenone oxime ether I is used as an emulsion concentrate (EC) containing 100 or 200 g / liter of active compound and ingredients b) herbicide (commercially available product). The test was carried out in small pots of sandy loam soil (pH from 6.2 to 7.0) or sandy clay (ρΗ5.0 · 6 to 6.7) as soil. The test plants are as follows: (Please read the precautions on the back before filling out this page.) Installation, π Printed I Botanical Name __ ^ rachiaria plantaginea English name ______ marmeladegrass, Alexandergrass jCyperus iria flatsedge, rice llschaemum rugosum, saromaccagrass weeds have different development sizes and stages, depending on the growth status, average -25 ----- This paper size applies to China National Standard (CNS) Α4 size (210 × 297 mm) ) A7 long ... B7 V. Description of the invention (6) esprocarb), N- (ethylthiokisyl) mixed leather (common name: molinate), 6-methoxy -2 -pyridyl (methyl) thioaminocarboxylic acid 0-3 -Third-butylphenyl ester (common name: piributicarb) and N, N -diethylthioaminocarboxylic acid 4- Phenyl ester (common name: thiobencarb, benthiocarb); b7) 3,7-diqijun * Lin-8-antimonic acid (common name: quinclorac) * b8) N- (butoxymethyl) -2-amino-N- (2,6-diethylphenyl) ethoxyamine (common name Butachlor), (Z) -N-But-2-methyloxymethyl-2-Ga-2 ·, 6 · -diethylacetanilide (common name: Butenachlor) ), Printed by the Shellfish Consumer Cooperative of the Central Bureau of the Ministry of Economic Affairs (please read the note on the back before filling out this page) • N- (2 -Propylethyl) -2 -Gas-N- (2,6 -Diethylphenyl) ethylamine (common name: pretilachlor) and. 〇?-气-^ (3-methoxy-2-fluorenyl) methyl-2 ', 6 '-Dimethyl ethyl aniline (common name: n thenylchlor); b 9) cyclohexenone 2- [1- (ethoxyimino) butyl] -3 · hydroxy-5 -(Tetrahydrothiopyran-3-yl) -2 -cyclohexyl-1-one (common name: cycloxydim.) And (E / Z) · 2- [1- (ethoxyimine (Butyl) butyl] -5- [2- (ethylthio) propyl] -3-ylcyclohexyl-2-associated (common name: sethoxydim) _-9- This paper is used on a standard scale Chinese National Standard (CNS) A4 Specification (210X297mm) Patent No. 85114420 Chinese Specification January A7 B7 / V V. Description of Invention

One year and month W3E1 Table 2. Cyclohexenone fatty ether number 18 and post-emergence application of basagran (Basagran) to the herbicidal activity of Cyrus iria [Kg / ha] Active damage expected number 18 bar Sand worm [%] E value 0.1 13 1.12 45 0.1 1.12 99 52.15 Table 3. Cyclohexenone M ether No. 18 and quinacolac are applied after open-germination to the herbicidal activity of Ischaemum rugosum [Kg of active substance] / Hectare] Expected damage number 18 可 Kunkelak [%] Ε value 0.15 92 0.375 3 0.15 0.375 99 92.24 (Please read the precautions on the back before filling out this page) Printed form by the Industrial and Consumer Cooperatives of the Central Bureau of Standards, Ministry of Economic Affairs 4. Cyclohexenone oxime ether number 1 8 and quinacolac in open post-emergence application to herbicide active rate of Brachiaria plantaginea [kg / ha of active substance] Damage Expected number 18 quinacolac [%] E value 0.075 85 0.25 2 Series 0.075 0.25 98 ， 79 -27- This paper size is applicable to China National Standards (CNS > A4 size (210 X 297 mm)) Printed by A7 _ B7 V. Description of the invention (7) blO) NU-ethylpropyl) -3,4-dimethyl-2,6-dinitroaniline (common name: pandimethalin * # (pendimethalin)); bll) benzene Oxyphenoxypropionates (R) -2- [4- [4-cyano-2-fluorobenzyloxy) phenoxy] propanoic acid n-butyl vinegar (common name: cyhalofop -butyl)) and 2- [4- (6-Gas-phenylene No. 17 spit-2-yloxy) phenoxy] propionic acid ethyl g (Common name: Fen 1 > No. Pu-ethyl (£ 6110 \ Ugly 1 ^ 0 卩 -6111α 1)): b 12) Protoporphyrinogen IX oxidase inhibitors 2- [4- (2,4 -digas-m-toluenyl) -1,3- Dimethylpyrazole-5-yloxy] -4 '-fluorenyl ethyl benzene (common name: benzofenap), and 2 [4- (2,4 · digas benzyl) -1,3-dimethylpyrazol-5-yloxy] ethylbenzene (common name: I »pyrazoxyfen); b 13) 3,5 · bis (methylthiocarbonyl) -2 -Difluoromethyl-4- (2-fluorenylpropyl) -6-trifluoromethyl p specific bite (common name: dithiopyr); bl4) pyrimidine ethers 2,6-bis [( 4,6-dimethoxypyrimidin-2-yl) oxy] sodium benzoate and 2-[(4,6-dimethoxypyrimidin-2-yl) oxy] -6- [1- (methoxy Imino) ethyl] benzoic acid Bl5) sulfonylureas 1- (4,6-dimethoxypyrimidin-2-yl) -3- [1-methyl-4- (2-methyl-2H-tetrazol-5-yl) Pyrazol-5-ylsulfonyl] urea (common name: azimsulfuron), '__- 10- This paper size applies to China National Standard (CNS) A4 (210X297 mm) (please first " (Please read the notes on the back and fill in this page)-Order printed A7 _B7 for the male workers' consumer cooperative of the Central Bureau of the Ministry of Economic Affairs. V. Description of the invention (8) π_ (4,6 -Dimethoxypyrimidin-2-ylamine) Fluorenylamine sulfonyl) _〇Toluene methyl vinegar (common name: bensulfuron-methyl) Benzol (4,6-difluorenyl-1,3,5 · Sangen-2 -Yl) -3- [2- (2-methoxyethoxy) benzenesulfonyl] urea (common name: cinosulfuron), 1-{[2- (cyclopropylcarbonyl) benzene [Amino] sulfamoyl} -3- (4,6-dimethoxyl-2-yl) urea (common name: CyCiofifaniur.on)) [[(4,6- 二Ethoxy-2-pyrimidinyl) amino] carbonyl] -2-ethoxyphenylamine diacetate (common name: ethoxysulfuron), 1 ^-(2-imidazolium [1, 2-3] pyridin-3-ylsulfonyl)-! \ 1 '-(4,6-di Methoxy-2-pyrimidinyl) urea (common name: imazosulfuron), and 5- (4,6-dimethoxypyrimidin-2-ylamine formamidinesulfonyl)- 1. Methylpyrazole-4 -carboxylic acid ethyl ester (common name: pyrazosulfuron-ethyl): b 16) Tri-cultivation > 12- (1,2-dimethylpropane Radicals) -1 ^ 4-ethyl-6-methylthio-1,3; 5-three wells 2,4 -diamine (common name: dimethametryn) and bis (ethylamino) -6 -fluorenylthio-1,3,5 -Sangen (common name: simetryn, simetryne): bl 7) 2,3 -dihydro-3,3 -dimethyl -5-Benzosulfan Ethane Sulfonate (common name: -11-This paper size applies to Chinese National Standard (CNS) A4 specifications (210X297 mm > ~ (Please read the note f on the back before filling this page)) Order

Revised page of Chinese Specification for Patent Application No. 8511142. V. Description of the Invention ^ 1) 18) 1-Diethylaminomethylamidino_3_ (24,6_trimethylbenzenesulfonyl) _1,2 , 4-three-vomiting (common name: cafenstroy) bl9) (lRS, 2SR, 4SR) -1,4-epoxy · p-cap-2-yl 2-methylbenzyl mystery ( Common names: cinmethylin), and b20) S-2-methylhexahydropyridinecarbonylmethyl 0,0-dipropyl phosphorothioate (common name: piperophos). -The present invention also relates to a herbicidal composition comprising at least one liquid and / or solid carrier, at least one adjuvant if necessary, and a) a herbicidally active amount of at least one cyclohexenone oxime ether of formula I and b ) At least one herbicidal compound selected from the group b) of the multiplied active amount. In addition, the present invention relates to a method for preparing the compositions and a method for controlling unwanted plants. In crop protection compositions, there is basically a need to improve the specific activity and safety of the active compounds. The herbicidally active cyclohexenone oxime ether I is generally highly suitable for controlling single-leaf weeds in crops. One object of the present invention is the selective herbicidal activity of cyperhexenone oxime ether I on undesired weeds. The Ministry of Economic Affairs, China Bureau of Quasi-Contemporary Bureau, Shellfish Consumption Cooperation Du printed it. We have found that this purpose can be achieved by a multiplicative mixture of the aforementioned definitions. In addition, herbicidal compositions containing these mixtures, methods for their preparation, and methods for controlling unwanted plants using the herbicidally active compounds of the cyclohexenone fatty ether groups I and b) have also been found, the latter being related to cyclohexenone Fatty ethers can be formulated and administered together or separately ', and in the case of separate administrations are administered sequentially. The blend of the present invention exhibits a super-additive multiplicative activity; the individual ingredients (a) or (b) generally have maintenance tolerance to specific crops. __- 12- The standard used in this paper (CNS) (210X W7 male) "

Cyclohexenone elbow ether of formula I is disclosed, for example, in EP-A-368 277, DE-A 40. Order of the Central Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, 14 983, DE-A 40 14 984, US 5,228,896, DE -A 40 14 986 and DE-A 40 14 988. b) Groups of herbicidally active compounds are described, for example: -Herbizide (herbicide), Hock, Fedtke, Schmidt, Georg Thieme Verlag, 1st edition, 1995 (see from Kunkelak, p. 328, Molinat p. 32 P. Butac, p. 32, pritirac, p. 32, thipyridine, p. 32, fenpyrazol, p. 32, fenproprol, p. 216, piracetam, p. 32 , Pirazolide, p. 146, pyrazoxyfen, p. 146, benzulfosone-methyl, p. 31, pibizosulfone-ethyl, p. 31, cinosulfur, p. 31 Page, Benfissa, p. 233, Brobutavir, p. 243, Demetamethetin, p. 118, Ipka, p. 229, Piobucarp, p. 32, Semeline, p. 32, Puppenin, p. 32 Pp. 2,4-D, p. 30, benazepam, p. 30, arizidofron, p. 175). -Pesticide chemistry Book II Herbicides 1993 (see benzaka, p. 85, bephenazine, p. 221, naproxide, p. 49, piperov, p. 102, anif, p. 241, imazozov Long, p. 150, Etophenone, p. 54, Shucotetanone, p. 268, Cesodi, p. 253, Epoxid, p. 222) or-Short-term review of herbicides and PGRs 1991, Hodogaya Chemistry (see Butan Co. p. 52, Nicoco p. 52, 3- (2-Gasphenylmethyl) -1- (1-methyl • 1-phenethyl) urea p. 90, pandemorpholine p. 58 ). b) Other compounds of the group are described in Bulletin of Crop Protection Association-Weeds-1993 {see Cyclo-Shumron, page 41, 2-[(4,6-Dimethoxypyrimidin-2-yl) oxy ] Methoxyamino) ethyl] methylbenzoate Page 47, 2,6-Bis-13- This paper is sized for China National Standards (CNS) Α «ί (210X297 mm) (Please read first Note on the back, please fill in this page again) Order • 丨 ^ Revised page of Chinese specification of Patent Application No. 8511420 (January 89) Α7 Β7 V. Description of Invention (| ϊΐ

Rb Rc [4,6-dimethoxypyrimidin-2-yl) oxy] sodium benzoate, page 61}. For (R) -2- [4- (4-cyano-2-fluorophenoxy) phenoxy] n-butyl propionate, refer to EP-A 0 302 203, and about 1-diethylamine Formamyl_3_ (2,4,6-trimethylbenzenesulfonyl-1,2,4-triazole can refer to EP-A 〇332 133 〇 Suitable active compound a) is cyclohexenone ribyl ether Pure enantiomers and racemates or diastereomeric mixtures of I. Particularly preferred cyclohexenone oxime ether of formula I is one in which each variable has the following definitions, that is, it can be defined or combined in each case:

Ra is ethyl or n-propyl;

Rd and 1 ^ are each hydrogen; are 6- or 7-membered saturated or mono- or di-unsaturated heterocycles containing 1 or 2 oxygen or sulfur atoms or 1 oxygen atom and 1 sulfur atom as heteroatoms, and It may further carry 1 to 3 substituents if necessary. In each case, this group is selected from several groups of 'dentin' ¢ ^ -04-alkynyl, which is partially or completely derived from Cj-C # -alkynyl. 'Ci_C4_thiol and C1-C4 ·· thiol,

Alk & Ci-C6 -endenyl group 'C3-C6 -endenyl or C3-C6 -alkynyl bond' in each case may further carry 1 to 3 selected from 1 to 3 Ci-Cy Group, a substituent of a group of 1 to 3 halogen atoms and a fluorenylene (= CH2) substituent; a 3- or 6-membered alkyl group or a 4- to 6-membered alkyl group, which may be used if necessary With 1 to 3 (: 1-0: 3-alkyl 'and it contains one of the following bridge members in addition to the methylene or mesityl unit: oxygen, sulfur, -SO-, · S02- or- N (Ri)-, where Ri is argon, Ci-CV alkyl, C3-C6- -14- The paper Λ degree applies to the national standard (CNS) A4 specification (210X297 mm) ^ f binding / W ( (Please read the notes on the back before filling out this page) Printed by the Central Bureau of Standards of the Ministry of Economic Affairs, Shellfish Consumer Cooperative, Ltd. 85114420 Chinese Manual Revised f (89, y) A7 B7

V. Description of the Invention 〇 2 89- i.S / Dongzheng ... Hu-Sun. Workers supplement alkenyl or Cj-Cg-block,

Rf is phenyl, dentyl, or bidentate phenyl, and all benzene rings may have 1 to 3 groups if necessary. In each case, this group is selected from nitro, cyano, formamyl, and halogen. -Alkyl 'partially or fully halogenated C ^ -C # -alkyl, C ^ -C ^ -alkoxy, partially or fully halogenated C ^ -C6-alkenyl' C3-C6- Ethoxy, C3-C6 · alkynyl, c3-c6 •• alkynyl and -NRkR1, of which

Rk is hydrogen, CVCV alkyl, C3-C6-alkyl or C3-C6-alkynyl, and R1 is hydrogen, Ci-cv alkyl, c3-c6-alkenyl, c3-c6_block, Cl_ < : 6-fluorenyl or benzamidine which may further have 1 to 3 substituents. In each case, the group is selected from nitro, cyano, sulfonyl, CpCc alkyl, partially or fully functional The C1-C4 ... group of C'-C4-C4; aioxy and fluorene 1_C4 thio. At present, cyclohexenone oxime ether I in the following table 1 has proved to be particularly beneficial: Table (Please read the precautions on the back before filling out this page), -ιτο

0H

\ Ra o N 一 〇 一 Aik 一 Rf 1 iRb, Rd, Re = Η) -15- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) 5. Description of invention () A7 B7 Central Ministry of Economic Affairs Specimen Bureau Shellfish Consumer Cooperation Du printed serial number Ra Rc Aik Rf 1 C2H5 Tetrahydrosulfur "Bisyl-3-yl_ (CH2) 2 -0- 4-C1-phenyl2 n-C3 H7 Tetrahydrosulfide 0 Pyran-3-yl_ (CH2) 2 -0- 4-C1-phenyl3 c2h5 tetragas 17 Pyran-3-yl- (CH2) 2 0 4-C1-phenyl4 II-C3 Ηγ tetraargon 1 ^ pyran-3-yl- (CH2) 2 -0- 4-C1-phenyl 5 c2h5 tetrahydrothiopyran-3-yl_ (CH2) 2 -0- 4-F-phenyl 6 n- C3 H7 Tetrahydrothiopyran-3-yl- (CH2) 2--0- 4-F · benzyl 7 c2h5 Tetrahydropyran-3-yl- (CH2) 2- 0- 4-F-phenyl 8 n-C3 H7 tetrahydro 11 pyran-3-yl- (CH2) 2 -0- 4-F-phenyl 9 c2h5 tetranitrosulfan pyran-4-yl- (CH2) 2 -0- 4-C1 -Phenyl10 n-C3 H7 Tetrahydrosulfan-4-yl- (CH2) 2 -0-. 4-C1-phenyl11 c2h5 Tetranitrosulfan-pyran-4-yl- (CH2) 2- 0- 4-C1-phenyl12 n-C3 H7 tetrafluoro? Pyran · 4 · yl- (CH2) 2 -0- 4-C1-phenyl13 c2h5 tetranitrosulfan? Pyran-4-yl- ( CH2) 2 -0- 4-F-phenyl 14 n-C3 H7 -(CH2) 2 -0- 4-F-phenyl 15 c2h5 tetrahydroρbiran-4-yl- (CH2) 2 -0- 4-F-phenyl 16 n-C3 H7 tetrahydrobiran_4 -Yl- (CH2) 2 -0- 4-F-phenyl 17 c2h5 tetrahydrosulfan-3-yl-CH2 CH (CH3) -0- 4-C1-phenyl18 n-C3 H7 tetragas sulfur p-pyran-3-yl-CH2 CH (CH3) -0-4-C1-phenyl 19 c2h5 tetranitrop-pyran-3-yl-CH2 CH (CH3) -0- 4-C1-phenyl 20 11 -C3 h7 tetraargon> pyran-3-yl-CH2 CH (CH3) -0- 4-C1-phenyl 21 c2h5 tetrazine ^ pyran-3-yl-CH2 CH (CH3) -0- 4- F-phenyl (please read the precautions on the back before filling out this page) Order-16- This paper size is applicable to China National Standard (CNS) A4 specification (210X297 mm) Central Government Bureau of the Ministry of Economic Affairs w: Industrial Cooperatives Printing A7 __B7 V. Description of the invention (14) 22 n-C3 H7 tetrahydrothiopyran-3-yl-CH2 CH (CH3) -〇- 4-F-phenyl 23 c2h5 tetragas 1f biran-3 · -CH2 CH (CH3) -〇- 4-F-phenyl- 24 n-C3 H7 tetrahydrop-pyran-3-yl-CH2 CH (CH3) -0- 4-F-phenyl 25 c2h5 tetrazine Thioanan-4 · yl-CH2 CH (CH3) -0- 4-C1-phenyl26 n-C3 H7 tetranitrosulfur p-pyran-4-yl-CH2 CH (CH3) -0- 4-C1- Phenyl 27 c2h5 tetrahydropyran-4- -CH2 CH (CH3) -0- 4-C1-phenyl28 n-C3 H7 .tetrahydro >> pyran-4-yl-CH2 CH (CH3) -0- 4-C1-phenyl29 c2h5 tetrahydro Thiopyran-4-yl-CH2 CH (CH3) -0- 4-F-phenyl 30 n-C3 H7 Tetrahydrosulfanyl p-pyran · 4-yl-CH2 CH (CH3) -0- 4-F- Phenyl 31 c2h5 tetrahydropyran-4-yl-CH2 CH (CH3) -0- 4-F-phenyl 32 n-C3 H7 tetrahydropyran-4-yl-CH2 CH (CH3) -0- Among the 4-F-phenyl b) group herbicides, the following 33 are particularly preferred: b 1) Amido 2-bromo-3,3-difluorenyl- > 4- (1-fluorenyl-1- Phenylethyl) butanamine (common name: bromobutide), S- (l-methyl-1-phenethyl) 1 · • hexahydropyridinecarboxylic acid thioester (common name: Daimei Dimepiperate), 4-ethoxybenzo-2 ·, 3'-dihydropanidine (common names: etobenzanid) and N- (3,4-diphenylphenyl) propanamine ( Common name: propanil) 9 b2) 2- (l, 3-phenylpyrazol-2-yloxy) -N-methylacetanilide '(common name: mefenacet) ; s _ • r C (Please read the note on the back before filling this page) Order-East-17- This paper size applies to China National Standard (CNS) A4 specifications (2 丨OX297 mm) Printed on A7 B7 by the Consumers' Cooperatives of the Central Bureau of Standards and Quarantine of the Ministry of Economic Affairs 5. Description of the invention () b3) Aroxanecarboxylic acids (2,4-digas phenoxy) acetic acid (common name: 2,4- D), 4 · (4-Gas-2-methylphenoxy) butanecarboxylic acid (common name: MCPB) and 2- (2-benzyloxy) propanilanilide (common name: naproanilide )); b4) 3-Isopropyl-1H-2,1,3-benzopyridine-4- (3H) one 2,2-dioxide (common name: bentazone); b 5) bleach 4- (2,4-digas benzamidine) -1,3-dimethylpyrazol-5-ylmethyl · 4-continuous acid salt (common name: pyrazolynate ), "Pyrazolate and 2-(2-Ga-4-methylphenoxybenzyl) cyclohexane-1,3-dicopper (common name: sulcotrione) b6) amino phosphonates 1,2-dimethylpropyl (ethyl) thiocarbamate S-fluorenate (common name: esprocarb), N- (ethylthiocarboxylate) Aza leather (common name: molinate), and N, N-diethylthioaminophosphonic acid 4-gas benzyl ester (common name: thiobencarb); b7) 3,7 -Two airs »Qui * lin-8 -Acid acid (common name: g quinclorac) ♦ b8) Gas acetanilide N- (butoxyfluorenyl) -2-gas-N- (2,6-diethylphenyl) ethyl Phenamine (common name: butachlor), -18- This paper size applies to Chinese National Standard (CNS) A4 (210X297 mm) (Please read the precautions on the back before filling this page) A7 printed by the Benxi Consumers Cooperative Co., Ltd. _ —_B7 ___ V. Description of the invention (16) (Z) -N-But-2-methoxyoxy-2--2--2,6 · -diethylethyl Pantefenidine (common name: butenachlor), N- (2-propoxyethyl) · 2-chloro-N- (2,6-diethylphenyl) acetamidine (common name: general Pretilachlor) and «-Gas- > ^-(3-methoxy-2-fluorenyl) methyl-2 |, 6'-dimethylethanidine (common name: stopper) Nicol (thenylchlor)); bll) 2- [4- (6-Gaphenazin-2-yloxy) benzyloxy] propanoic acid ethyl ester (common name: Finnap-ethyl (£ 6110 乂) 3 卩 1'0 卩 6 化 1)); b 12) Protoporphyrinogen IX oxidase inhibitors 2- [4- (2,4-digas-m-toluenyl) -1,3- Dimethylpyrazol-5-yloxy] -4 · -form Ethyl hydrazone (common name: benzofenap) and 2- [4- (2,4-digas benzamidine) -1,3-dimethylpyrazol-5-yloxy] ethene [Benzene (common name: pyrazoxyfen)); bl3) 3,5-bis (methylthiocarbonyl) -2-difluoromethyl-4- (2-methylpropyl) -6-di Fluoromethyl I »specific bite (common name: dithiopyr); bl5) sulfonylureas 1- (4,6-dioxopyrimidin-2-yl) -3- [1-methyl- 4- (2-fluorenyl-2H-tetrazol-5-yl) pyrazole-5 · sulfosulfanyl] urea (common name: azimsulfuron), a- (4,6-difluorene Oxopyrimidine 2.methylaminomethylmethylaminosulfonyl) -〇 · 〇 Table 8¾ methyl acetate (common name: episulfuron-methyl) 1- (4,6-dimethoxy -1,3,5-Sangen-2-yl) -3- [2- (2-Methoxy_-19 -__ ^ Paper size applies Chinese National Standard (CNS) A4 threat (21QX297 mm) (Please read the notes on the back and fill out this page)

The Ministry of Economic Affairs, China ’s Husband and Quarantine Bureau, Consumers ’Cooperatives, A7, B7, One and One — — —— V. Description of the Invention (17) Ethoxyethoxybenzenesulfonyl] urea (common name: Sinosufron ( cinosulfuron)), 1-{[2- (cyclopropylcarbonyl) phenyl] aminesulfonyl} -3- (4,6-dimethoxypyrimidin-2-yl) urea cyclosulfamuron)) 1 ^-(2-imidazolium [1,2-3] pyridin-3-ylcontinyl) -1 ^ '-(4,6-dimethoxy-2-pyrimidinyl) urea ( Common names: imazosulfuron) and 5- (4,6-dimethoxypyrimidin-2-ylaminomethylamidosulfonyl) -1-methylpyrazole-4-carboxylic acid Ethyl ester (common name: pyrrazosulfuron-ethyl); bl6) triamyl 1 \ [2- (1,2-dimethylpropyl)-^^ 4-ethyl-6 _Methylthio-1,3,5-triamidine-2,4-diamine (common name: dimethametryn) and bis (ethylamino) -6-methylthio-1,3,5 -Sangen (common name: simetryn, simetryne); bl9) (lRS, 2SR, 4SR)-1, 4-epoxy-p-violan-2-yl-methylfluorene Acid (common name: Simei * # (cinmethylin)), and b20) S-2-methylhexahydropyridinylcarbonyl group, - dipropyl thio scales vinegar (_ common name: call Rover (piperophos)). The mixture of the present invention or in the case of individual application of ingredients a) or b) can very effectively control the scented weeds and turf in crops rice, wheat, corn, rye or hoe without significantly damaging the agricultural plants . This effect is particularly visible. ____ — 1 -20- The size of this paper is applicable to the Chinese National Standard (CNS) A4 specification (21 × 297 mm) ~~~-(Please read the notes on the back before filling in this Iϋ

Printed by the Central Procurement Bureau of the Ministry of Economic Affairs and Consumer Cooperatives «. A7 B7 V. Description of the invention (18) at a low application rate. In consideration of the variability of the application method, the composition of the present invention can be reapplied to a wider variety of agricultural plants to eliminate unwanted plants. Suitable crops are, for example, the following: Onium (Allium cepa), Ananas comosus, Arachis hypogaea, Asparagus officinalis, Beta vulgaris spec, altissima, Beta vulagris spec, rapa , Brassica napus var. Napus, Brassica napus var. Napobrassica, Brassica rapa var. Silvestris, Camellia sinensis, Carthamus tinctorius, pecan ( Carya illinoinensis), Citrus limon, Citrus sinensis, Coffea arabica, (Coffea canephora 'Coffea liberica), Cucumis sativus, Cynodon dactylon , Daucus carota, Elaeis guineensis, Fragaria vesca, Ficus elastica, Soybean (Glycine max), Upland cotton (0055 > ^ 11111111, 5111: 11111), Tree cotton (0053 > ^ 11111 & 1'1) (^ 611111), grass cotton (Gossypium herbaceum), Nanjing cotton (Gossypium vitifolium), Sunflower (Helianthus annuus), Hevea brasiliensis, Hordeum vulgare, Humulus lupulus' Ipomoa batatas, Juglans regia, Lens culinaris, Flax (Linum usitatissimum), tomato (Lycopersicon lycopersicum), Bai Hai Chang (Malus spec), Manihotesculenta, Medicagosativa, & coke (Musa 5 卩 6 <:.), Tobacco (1 ^ (; 0 ^ 3113 (363.11 «1) (1 ^ .1'115". 3), Qi Dun fruit (0163 • 21-The size of the paper method is applicable to the Chinese National Standard (CNS) A4 specification (210X297 mm) (please read the precautions on the back before filling out this page)) Printed by the Industrial and Consumer Cooperatives A7 __B7___ 5. Description of the invention (19) europaea, rice (Oryza sativa), golden pea (Phaseolus lunatus), kidney bean (Phaseolus vulgaris), spruce (Piceaabies), horsetail pine (Pinus spec.), White Pisum sativum, European_Sweet Cherry (Prunus avium), (Prunus persica), Pyrus communis, Ribes sylestre, Ricinus communis, Saccharum officinarum, Rye (Secale cereale), potato (Solanum tuberosum), sorghum bicolor, (s. Vulgare), cocoa tree (Theobroma cacao), red Dutch group (Trifolium pratense), wheat (Triticum aestivum), Durum wheat (Triticum durum), purple beans (Vicia faba), grapes (Vitis vinifera), maize (Zea mays). Furthermore, the mixture of the present invention can also be used on crops that are resistant to the action of herbicides due to reproduction (including genetic engineering methods). The mixture of the present invention or a preparation thereof may be applied before or after germination. If the active compound is less tolerant to a certain agricultural plant, it may be possible to spray the herbicidal composition with the help of spray equipment so that the leaves of sensitive agricultural plants are not affected, and the active compound reaches the growth area below it. The leaves of the desired plant or reach the uncovered soil surface (spread directly afterwards). The mixture formulation can theoretically be supplied to plants by foliar spray. In this example, application can be made using, for example, water as a vehicle, using a conventional spray technique using a spray amount of a mixture of about 100 to 1000 liters / ha. The application of the composition in the low or ultra-low-volume method is applied as granularly as possible. Ingredients a) (cyclohexanone fatty ether I) and b) can be applied to the leaves and buds together or separately after germination. Preferably, ingredients a) and b) are applied simultaneously in this example. But also _______- 22 -____ The size of this paper is applicable to China National Standard (CNS) A4 (210X297 mm) (Please read the precautions on the back before filling this page) • π Central Ministry of Economic Affairs, Ministry of Economic Affairs Printed by Consumer Cooperative A7 B7 V. Description of the Invention (20) ~~~ It is possible to apply the two ingredients to Tanaka separately. In ready-to-use formulations, ingredients a) and b) can be formulated together or separately into a suspended, emulsified or dissolved state. The application pattern in this case depends entirely on the intended use. The composition of the present invention can be, for example, an aqueous spray, a powder, a suspension or a dispersion, an emulsion, an oil dispersion, a paste, a dusting composition, a dispersion composition or a granular form, which can be sprayed, atomized, dusted, immediately, Apply by spreading or irrigating. The application form depends on the intended use; in each case, if possible, the finest dispersion of the compound of the invention is required. Suitable inert additives are medium to high boiling point mineral oils, such as kerosene or diesel oil, but also coal tar and vegetable oils, aliphatic, cycloaliphatic and aromatic hydrocarbons such as chain-burning tetrahydrofuran, alkylating terbium or derivatives thereof. Substance, alkylated benzene or its derivative 'methanol' ethanol, propanol, butanol, cyclohexanol, cyclohexanone or a strong polar solvent such as N-fluorenylpyrrolidone or water. Aqueous application forms can be prepared from emulsion concentrates, suspensions, pastes, wettable powders or water-dispersible granules by adding water. For the preparation of emulsions or pastes, the matrix itself or the matrix dissolved in oil or solvent can be uniformly dispersed in water by means of wetting agents, adhesives, dispersants or emulsifiers. However, concentrated liquids composed of active substances, wetting agents, adhesives, dispersants or emulsifiers and possible solvents or oils can also be prepared and suitable for dilution with water. Suitable surface active substances (adjuvants) are aromatic sulfonic acids Acids such as lignosulfonic acid, phenolic acid, sulfonic acid and dibutylphosphonium sulfonic acid as alkali metals, alkaline earth metals and ammonium salts can also be fatty acids, alkyl- and alkylaryl sulfonic acids, alkyl sulfuric acid, lauryl ether Sulfur-23- This paper size is applicable to China National Standard (CNS) A4 (210X297mm) ---------- λ-- ** rcv · 1 # Please read the precautions on the back (This page)

* 1T Five invention descriptions (21 A7 B7 Please listen first, these salts of acid and fatty alcohol are also sulfated cetyl alcohol heptadecyl alcohol and ten human alcohols and fatty alcohol two Condensation product of alkyd H dwarf tea and its derivatives with methyl formaldehyde, condensation product of pueraria fulvatic acid and involved methyl chains, polyoxyethyl octyl phenyl ether, hydroxyethylated isooctyl_, octyl Or nonane, alkylphenyl polyglycol ether or tributylphenyl polyglycol ether, alkylaryl polyether alcohol, isotridecyl alcohol, fatty alcohol ethylene oxide condensate, hydroxyethylated sesame oil, Polyoxyacetic ether or polyoxypropylene alkyl ether, lauryl polyglycol ether acetic acid ester, sorbitol ester, lignosulfite waste liquid or methyl cellulose. Powder, spreading composition and dusting group · Compounds can be prepared by mixing or grinding the active substance with a solid carrier. Custom particles, such as coatings, impregnated and uniform particles can be prepared by incorporating the active compound into a solid carrier. The solid carrier is a prayer soil Such as mysterious acid, stone gum, stone salt, talc 'kaolin, limestone, lime, chalk, red basalt, loess, clay, dolomite , Diatomaceous earth, calcium sulfate and magnesium sulfate, magnesium oxide 'soil composition' fertilizers such as sulfuric acid, scaly acid, nitric acid, gallbladder and plant products such as corn flour 'bark powder, wood powder and walnut shell powder' cellulose powder Or other solid carrier. The ready-to-apply preparations printed by the Ministry of Economic Affairs, Central Bureau of Standards, Work and Consumer Cooperatives usually contain from 0.001 to 98% by weight, preferably from 0.01 to 95% by weight of active compound. Generally, ingredient a ) (Cyclohexanone elbow ether I) and component b) are applied in a proportion by weight which can achieve the desired multiplicative effect. Preferred mixture ratios a) · · b) are from 1: 0.1 to 1: 40 ', especially from 1: 0.2 to 1: 30, particularly preferably from 1: 0.3 to 15 pure active compound mixtures, ie without adjuvants Application of a) and b) 24- This paper size applies Chinese National Standard (CNS) A4 format (210X 297 mm) «I No. 8511M20 Patent Application Chinese Specification Revision 5. Description of Invention (

Α7 Β7 189. 1.-S. The annual η rate depends on the target to be controlled, the number of years, the target plant and the growth stage, and the activity is from 0.01 to 5 kg / ha, preferably 0 to 30 kg / ha Substance (as). In addition, the composition of the present invention may be applied with other crop protection agents, such as an agent for controlling pests or pathogenic fungi or bacteria. Those who are interested are miscibility with inorganic salt solutions, which are used to eliminate nutrients and microelement deficiencies. Non-phytotoxic oils and oil concentrates can also be added. Examples of use The effect of various representative examples of the herbicidal mixtures or combinations a) and b) of the present invention on unwanted plants and agricultural plants compared with the use of herbicidally active compounds a) 'can be seen from the following test results: Application after germination Herbicidal mixture (leaf treatment), cyclohexenone oxime ether I is used as an emulsion concentrate (EC) containing 100 or 200 g / liter of active compound and ingredients b) herbicide (commercially available product). The test was carried out in small pots of sandy loam soil (pH from 6.2 to 7.0) or sandy clay (ρΗ5.0 · 6 to 6.7) as soil. The test plants are as follows: (Please read the precautions on the back before filling out this page.) Installation, π Printed I Botanical Name __ ^ rachiaria plantaginea English name ______ marmeladegrass, Alexandergrass jCyperus iria flatsedge, rice llschaemum rugosum, saromaccagrass weeds have different development sizes and stages, depending on the growth status, average -25 ----- This paper size applies to China National Standard (CNS) Α4 size (210 × 297 mm) ) A7 B7 V. Description of the invention (23 height from 5 to 20 cm. Composition—apply or sequentially as a mixture or finished formulation in a bucket, that is, as an emulsion, aqueous solution or suspended liquid. The dispersant used is Water (350 liters per hectare) β was applied by a moving point sprayer. The test period was extended for 3 to 8 weeks: but the crops were still observed in the next few times. By comparison with the untreated control point, it was 0% to 100%. The level of% allows to estimate the damage of this multiplied mixture. 0 means no damage and 100 means complete damage to the plants. The following examples show the effect of the mixture of the invention but exclude The possibility of step application. 实例 In other examples, Calculate E 値 according to the method of SR Colby {Reference, Calculation of Multiplication and Resistance of Herbicide Combinations, Weeds 21 (1967), p. 20 ff}. The only addition activity expected for individual active compounds: ----------- «» ^ ίν (Please read the notes on the back before filling this page) Order

E = X

Y XYToo Printed by the Central Standards Bureau of the Ministry of Economic Affairs, Consumer Cooperatives X = Percentage of herbicidal activity at component a) at application rate α Y = Percentage of herbicidal activity at component b) at application rate E = Application rate α + evening time 'a) + b) expected activity (0/0). If the observed plant is greater than E 値 calculated by Colby, it has a multiplicative effect. The mixture of a) and b) of the present invention has a higher herbicidal activity than that observed by using the individual ingredients according to the Colby method. The test results are shown in the following table 2 to '4: -26- This paper size is applicable to Chinese National Standard (CNS) A4 specification (210X297 mm) Patent No. 85114420 Chinese manual January A7 B7 / V V. Description of the invention

One year and month W3E1 Table 2. Cyclohexenone fatty ether number 18 and post-emergence application of basagran (Basagran) to the herbicidal activity of Cyrus iria [Kg / ha] Active damage expected number 18 bar Sand worm [%] E value 0.1 13 1.12 45 0.1 1.12 99 52.15 Table 3. Cyclohexenone M ether No. 18 and quinacolac are applied after open-germination to the herbicidal activity of Ischaemum rugosum [Kg of active substance] / Hectare] Expected damage number 18 可 Kunkelak [%] Ε value 0.15 92 0.375 3 0.15 0.375 99 92.24 (Please read the precautions on the back before filling out this page) Printed form by the Industrial and Consumer Cooperatives of the Central Bureau of Standards, Ministry of Economic Affairs 4. Cyclohexenone oxime ether number 1 8 and quinacolac in open post-emergence application to herbicide active rate of Brachiaria plantaginea [kg / ha of active substance] Damage Expected number 18 quinacolac [%] E value 0.075 85 0.25 2 Series 0.075 0.25 98 ， 79 -27- This paper size applies to China National Standards (CNS > A4 size (210 X 297 mm) No. 84 --- 420 patent application added in Chinese Book (eight + six chariots experiment report) This experiment was performed as described in the Republic of China Patent Application No. 85114420 (see Chinese manual on page 25, line 8 to page 26, line 20). 0 Plants used in the experiment It belongs to the following species. Scientific name: Brachiaria plantaginea, Marmeladegrass, I alexandergrass, Digitaria sanguinalis, Hairy Tang (Haiiy 1 ---- fingergrass, large) crabgrass) 1 chin (Echinochioa crus-galli) _ 稗子 (bamyardgrass) ι_ _ The test results are shown in the following Tables A to I: Table A: In an open space, the cyclohexanone fatty ether No. I8 and thiophene card on the forearm Herbicidal action of the grass (post-emergence application) I application rate (kg of active substance / ha) Damage "! Expected E 値 No. 18 Thienka (%) 0.05 I ·· 85 —1 'u 3.00 60 0.05 3.00 96 -94 U: \ TYPE \ HYO3130-SJY.D0CV 3 Table B: In an open space, the herbicidal effect of Cyclohexanium acetic acid and thiophene cardol on stele in the open space (germination application rate (kg of active substance / ha) damage expected E 値 No. 18 Thiophene (%) 0.05 82 ί: ΤΤ Γη · 1 3.00 57 -----— 0.05 3.00 97 --- Table D: In open space, Cyclohexanone No. 18 is applied after one month) Application rate (kg of active substance / ha) (%) No. 18 An Nife 0.2 'S3' --- 0.075 — _0.2 0.075 98 Table C: In open space 'Weeding of the 18th ring has the same M chain and ^^ forearm grass (for post-emergence application)'

What about Nuan'an U: \ TYPE \ HYC \ 313〇 ^ jy.d〇c \ 3

(After germination, Ring No. 118 and Protara may have an herbicidal effect on the crickets. Application rate (kg of active substance / ha, Γ —----- Damage-You expect E 値 No. 18 pritirac ** 0.1 — ---- 1 4 ~ Η-~ —— — One 0.6 82 1 0.1 B 丨 丨 · 0.6 _ 1 Zhan_1〇〇 第 18_hexa_acid and Pandi pin 1 Application rate (kg of active substance / ha, if # expected E 値 1 No. 18 | Pandi, strain (%) 0.05 | Γ ---- 90 — " · ----------- 1.20 43: I 0.05 1.20 丨 L 98 Table G: The herbicidal effect of cyclohexanone ribyl ether and pandemorpholine on the benefit of open space (post-emergence application)

U: \ TYPEVHYC \ 3130-SJY, D〇a 3 -3-

Table I: In open space, cyclohexanone oxime bond No. 18 and sihalophylol-butyrate on forearm plant ^ herbicidal effect (post-emergence application) y application rate (kg of active substance / ha) damage --- -Expected E 値 __ _ No. 18 Siharov-Butyl__ 0.1 73: ~ L 1-0.05 33 --- HIL-_ 1__01 0.05 87 --82 These data clearly show the phase of the herbicide mixture in this case Multiply effect. U: \ TYPBNHYa313G-SJY.D〇a 3 • 4-

Claims (1)

b) — A herbicidal compound selected from the following groups bl) to bl5): 1) 1) N- (3,4-diphenylphenyl) propanamine (common name: Propanil) & gt b2) stilbene anilines s- [2-[(4- 4-phenylphenyl) (1-methylethyl) amino] oxoethyl b) — A herbicidal compound selected from the following groups bl) to bl5): 1) 1) N- (3,4-diphenylphenyl) propanamine (common name: Propanil) > b2) stilbene anilines s- [2-[(4-Gaphenyl) (1-methylethyl) amino] oxo-B Ministry of Economic Affairs t Yangti Mou Bureau Shellfish Consumer Cooperatives Printing A8 B8 C8 D8 claimed patent scope], 0-dimethylphosphine phosphonium dithioate (common name: anilofos); b4) 3-isopropyl-1H-2,1,3-benzo Sedigen-4- (3H) one 2,2-dioxide (common name: bentazone); b6) carbamate N, N-diethylthiocarbamic acid 4-gas Benzyl ester (common name: thiobencarb, benthiocarb); b7) 3,7-digasquinoline-8-carboxylic acid (common name: quinclorac); b8) gaseous ethyl Phenylaniline N- (2-propoxyethyl) -2 -chloro-N- (2,6-diethylphenyl) ethynamine (common name: pretilachlor); Dagger 10 ) > 1- (1-ethylpropyl) -3,4-dimethyl-2,6-dinitroaniline (common name: pendimethalin); bll) phenoxyphenoxypropionic acid Esters (R) -2- [4- [4-cyano-2 -fluorobenzene (Oxy) phenoxy] n-butyric acid propionate (common name cyhalofop-butyl); and bl5) sulfonylureas 0 :-( 4,6-dimethoxypyrimidine-2 -Aminomethylmethylaminosulfonyl) -O-toluene methyl vinegar (named: bensulfuron-methyl); wherein the weight ratio of a) to b) is 1: 0.25 to 1: 60. 2. The herbicidal mixture according to item 1 of the patent application park, which contains various variations and several cyclohexene fatty ethers of the formula I having the following definitions as the active ingredient a): 2- (CNS) A4 * L #. ( 21 OX297 ^) (Please read the note on the back before filling in this page} Patent application: 囷 Ra is n-propyl; Rb, Rd, and Re are each hydrogen; ------, --ιοΐ (Please read the notes on the back before filling this page) RC contains 1 sulfur atom as 6-membered saturated heterocyclic ring of heteroatom; Aik is 3_ or .6. Bessinyl radical, which may have a sulphuryl radical, and contains a pyrene as a bridging member in addition to a methyl unit; and Rf It is a halophenyl group. 3. The herbicidal mixture according to item 1 of the scope of the patent application, which contains the following formula I cyclohexenone oxime ether as the constituent a): Ra is n-propyl; Rb , Rd and Re are each hydrogen; Rc is tetrahydrothiopyran-3-yl; Aik is · 0: Η20: Η ((: Η3) -0-chain; Rf is 4-aminophenyl. 4. According to the application The herbicidal mixture of the first scope of the patent, which contains one of the following herbicides as an ingredient b): bl) N- (3,4-diphenylphenyl) propanilamine (common name: propanil) Printed by the Industrial and Commercial Cooperatives of the Central Ministry of Standards and Quarantine Bureau *. 4) 3-Isopropyl-111-2,1,3-phenylpyridine di-4- (311) one 2,2-dioxide (common name: Bentazone (bentazone)); b6) N, N-diethylthiocarbamic acid 4-chloro Ester (common name: thiobencarb); b7) 3,4-difluoroquinoline-8-carboxylic acid (common name: quinclorac) This paper is applicable to the countries with difficulty (CNS > Α4) Specification (210X297 mm) A8 B8 C8 D8 389671 Patent application difficulties b8) N- (2-propoxyethyl) _2_gas-n_ (2,6_diethylphenyl) acetamidine (common name. General Ritiraco (pretilachl0r)); and bl5) α · (4,6 · dimethoxypyrimidine_2_ylaminemethylmethylsulfonylsulfonyl) _〇-toluene methyl alcohol (common name: benzeneshu Bensuifur (on methyl)) 〇5.-A herbicidal composition containing a liquid and / or solid carrier and a surface-active substance if necessary, and a) a formula I ring of a herbicidally active amount Digesterone fatty ether ------ I-Ic ^ .-- (Please read note f on the back before filling this page) Order The Central Laboratories Bureau of the Ministry of Economic Affairs, Shellfish Consumer Cooperative Co., Ltd. has printed a total of C oxygen. The variables have the following definitions: Ra is (: 〖-(: 6 · alkyl; Rb is hydrogen; R is containing 1 oxygen or sulfur atom as The 6-membered saturated Rd of the heteroatom is hydrogen; Re is hydrogen; Aik is a 3- or 6-membered alkyl chain, which may carry a 1 Cy alkyl group if necessary, and contains a bridge in addition to the methylene unit. Members; and ... R f is sulphenyl; and ΛΑϋΛ tee #: County (called Baegge (210 > < 297mm) A8 ~ ____ i VI. Application-: b) One of multiplied active amount b) Group herbicide compound M) Phenamine N- (3,4-Difluorophenyl) propanilamine (common name: prOpanil) t b2) fluoranilides s_ [2-[(4-Gaphenyl) (ι · fluorenylethyl) Group) amine group 2-oxo-ethyl] 0,0 -dimethylphosphine phosphonium dithioate (common name: anilofos); b4) 3-isopropyl_1H-2, 1,3-benzobenzodi, well-4 · (3Η) one 2,2 .-— oxide (common name: bentazone); b6) carbamate N, N-diethyl 4-aminobenzyl thioaminocarboxylic acid (common name: thiobencarb, benthiocarb); b 7) 3,7-dioxoline-8-carboxylic acid (common name: g Kunco (Quinclorac));. B?) Gas acetamidine anilines N- (2-propoxyethyl) > -2 gas-N- (2,6-diethylphenyl) acetamidine · amine ( Common name: pretilachlor (pretilachlor)); blO) N- (l-ethylpropyl) -3,4-dimethyl-2,6-dinitroaniline (common name: Pandi, Lin ( pendimethalin)); bll) phenoxyphenoxypropionate (R) -2- [4- [4-cyano-2 -fluorophenoxy) phenoxy] n-butyl propionate (common name: cyhalofop-butji); and bl5 ) Sulfonylureas -5- This paper is applicable in the national standard (CNS) A4 (210X297 mm) --------- C Pack-- < Please read the note f on the back first (Fill in this page again.) Order 1C Printed by the Central Laboratories of the Ministry of Economic Affairs, Printed Consumer Cooperative «. Printed by the Central Laboratories of the Ministry of Economic Affairs, Printed ORb Rf 38Q671 Application for patents 囷 α · (4,6-dimethoxypyrimidine-2_ylaminemethylamidoaminesulfonyl) _〇_ 甲 木 酿 甲 甲 (Common name. Bensufuron-methyl (bensuifur 〇n_ methyl)). 6. The herbicidal mixture according to any one of claims 1-4, which contains a cyclohexenone fatty ether of formula I and a herbicide of group b) in a weight ratio from 1: 0 · 1 to 1: 40. . 7 'The herbicidal mixture according to any one of claims 1 to 4 of the scope of the patent application, which comprises a cyclohexenone ribone of formula I and a herbicide of group b) in a weight ratio from 1: 0.2 to 1:30. 8. The herbicidal mixture according to item 5 of the scope of the patent application, which contains a cyclohexanone oxime ether of formula I and a herbicide group b) in a weight ratio from 1: 0.1 to 1:40. 9. The herbicidal mixture according to item 5 of the scope of the patent application, which contains a cyclohexenone oxime ether of the formula I and a herbicide group b) in a weight ratio from 1.0.2 to 1:30. 10. —A method for selectively controlling unwanted plants, comprising treating the leaves of uncultivated agricultural plants and unwanted plants with the following components: a) a herbicidally active amount of a cyclohexenone elbow ether of formula I, in which Each variable has the following definitions: 6- Good Paper Permanent Scale Use China · Home Kneading Rate (CNS) A4 Specification (210X297 mm) -• I ng nn (Please read the notes on the back before f this page} 0 11 tl _ The scope of patent application Ra is.]-~ · Alkyl; Rb is 氲; Rc Rd Re 6-membered saturated miscellaneous Ring; contains 1 oxygen or sulfur atom as a heterogen is hydrogen; is nitrogen; Aik is a 3- or 6 ^ poyl chain, which may have a C3-poyl group, and it contains in addition to methylene units A ^ as a bridge member; and Rf is a phenyl group; and b) a b) group of herbicidal compounds of multiplied activity bl) amines N- (3,4-diphenylphenyl) propanamine ( Common name: prOpanil) b2) Phenidine anilines S- [2-[(4-Gaphenyl) (1-methylethyl) amino group 2-oxo-ethyl] 0 , 0-Dimethylphosphine phosphonium dithioate (common name: anilofos); b4) 3-isopropyl · 1 ， _2,1,3-benzopyridine-4- (3H) one 2,2-dioxide (common name: bentazone); b6) carbamates N, N-diethylthiocarbamate 4-pianthyl ester (common name: thiophene (thiobencarb), benthiocarb); b7) 3,7-digasquinoline-8-carboxylic acid (common name: quinacolac A8 B8 C8 D8 388671 application Quinclorac); b8) gas acetamidine anilines N- (2-propoxyethyl) -2-gas-N- (2,6-diethylphenyl) acetamidine, amine (common name: Pretilachlor (pretilachlor)); blO) N- (l · ethylpropyl) -3,4-dimethyl-2,6-dinitroaniline (common name: Pandimax * Lin ( pendimethalin)) ;; bll) phenoxyphenoxypropionates (R) -2-[4- [4-cyano-2 -fluorophenoxy) phenoxy] n-butyric acid propionate (common name • · Cyhalofop-b.utyl); and bl5) sulfonylureas α _ (4,6-dimethoxypeak pyridin-2-ylamine formamidine sulfonyl) _. _ Toluene magnetic methyl vinegar (common name: bensulfuron-methyl) ° 11. According to the method of the patent application Fangu Item 10, wherein the agricultural plant is rice, wheat, corn, rye or hoe. (Please read the note f on the back side first and then fill out this page).