US5344810A
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US
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Herbicidal compositions and methods of combating weeds
Assignee: Idemitsu Kosan Co Ltd
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Filing: 1993-03-11
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Granted: 1994-09-06
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Expires: 2013-03-11
Abstract
Abstract Herbicidal compositions comprising as active ingredients a triazine derivative represented by general formula [I]: <IMAGE> [I] and compound represented by general formula [II]: <IMAGE> [II] By synergistic effects of active ingredients, the herbicidal compositions show a high herbicidal effect at low dosage and have such a wide range of herbicidal spectrum that the compositions exhibit their high herbicidal effect not only against broad-leaved weeds but also against Gramineae weeds, etc. The compositions have flexibility of treatment to exhibit effectiveness as compared to known herbicides for field crops and crops are free from injury.
Inventors
- 👤 Toshihiro Hirata
- 👤 Izumi Kobayashi
- 👤 Nobuyuki Kikkawa
- 👤 Tetsuo Takematsu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 23:15
CPC Classifications
A; A01; A01N; A01N43/00; A01N43/64; A01N43/66; A01N43/68
Claims Analysis
Total Claims: 31
Claim 1
Independent Claim
165 words
A herbicidal composition for combatting weeds selected from the group consisting of Abution theophrasti, ipomea Pureurea, Galium aparine L. and Viola arvensis comprising as active ingredients a herbicidally effective amount of a triazine compound represented by general formula (I): ##STR24## wherein A represents ##STR25## wherein Z 1 represents oxygen atom or sulfur atom, or ##STR26## wherein X 2 represents methyl group or fluorine atom and n represents 0 or an integer of 1 or 2; R 1 represents hydrogen atom or methyl group; and X 1 represents fluorine atom or chlorine atom and a herbicidally effective amount of a compound represented by general formula (II): ##STR27## wherein Z 2 represents a nitrogen atom or CH, R 2 represents a fluorine atom, a chlorine atom, methyl group, methoxy group or amino group, R 3 represents a hydrogen atom, methyl group, NH 4 , an alkali metal or NH(CH 3 ) 2 , m represents an integer of 1 to 4 and l represents 0 or 1.
Claim 2
Dependent Claim
165 words
A herbicidal composition for combatting weeds selected from the group consisting of Abution theophrasti, ipomea Pureurea, Galium aparine L. and Viola arvensis comprising as active ingredients a herbicidally effective amount of a triazine compound represented by general formula (I): ##STR24## wherein A represents ##STR25## wherein Z 1 represents oxygen atom or sulfur atom, or ##STR26## wherein X 2 represents methyl group or fluorine atom and n represents 0 or an integer of 1 or 2; R 1 represents hydrogen atom or methyl group; and X 1 represents fluorine atom or chlorine atom and a herbicidally effective amount of a compound represented by general formula (II): ##STR27## wherein Z 2 represents a nitrogen atom or CH, R 2 represents a fluorine atom, a chlorine atom, methyl group, methoxy group or amino group, R 3 represents a hydrogen atom, methyl group, NH 4 , an alkali metal or NH(CH 3 ) 2 , m represents an integer of 1 to 4 and l represents 0 or 1.
Claim 3
Dependent Claim
42 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4-(α-fluoro, α-methylethyl)-6-(2-(3,',5'-dimethylphenoxy)-1-methylethylamino)-s-triazine and the compound of formula (II) is 3,6-dichloro-2-methoxybenzoic acid.
Claim 4
Dependent Claim
66 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound represented by general formula (I) is a triazine compound selected from the group consisting of 2-amino-4-[1-(benzofuran-2'-yl )ethylamino ]-6-(α-fluoro, α-methylethyl )-s-triazine, 2'-yl )ethylamino ]-6-( α-fluoroethyl )-s-triazine, 2-amino-4-[1-( benzothiophen-2'-yl )ethylamino ]-6-( α-fluoro, α-methylethyl)-s-triazine, 2-amino-4-( α-fluoro, α-methylethyl)-6-[2-(3,5'-dimethylphenoxy)-1-methylethylamino] -s-triazine, 2-amino-4-( α-fluoro, α- methylethyl)-6-[2-(3,40 ,5')-1-methylethylamino ]-s-triazine and 2-amino-4( (α-fluoro, α-methylethyl )-6-[2-( 3', 5'-dimethylphenoxy )-1methylethylamino ]-s-triazine and 2-amino-4(α-fluoro, α-methylethyl-6-[2-(3,40 ,5'-dimethlphenoxy)-1-methylethylamino]-S-triazine.
Claim 5
Dependent Claim
61 words
The herbicidal composition as claimed in claim 3, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100 and wherein the compound represented by formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro-2methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6-methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro-2-pyridinecarboxylic acid; (3,5,6-trichloro-2-pyridinyl)-oxyacetic acid and (4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxyacetic acid.
Claim 6
Dependent Claim
42 words
The herbicidal composition as claimed in claim 1, wherein the compound represented by general formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro-2-methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6--methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro-2-pyridinecarboxylic acid; (3,5,6-trichloro-2-pyridinyl)-oxyacetic acid and (4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxyacetic acid.
Claim 7
Dependent Claim
32 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound of said formula (I) to the compound of said formula (II) is in a weight ratio of 10:1 to 1:100.
Claim 8
Dependent Claim
46 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4- ( 1-( benzofuran-2'-yl)ethylamino )-6-(α-fluoro, α-methylethyl)-s-triazine and the compound of formula (II) is 3,6-dichloro-2-methoxybenzoic acid.
Claim 9
Dependent Claim
49 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4-(1- ( benzofuran-2'-yl ) ethylamino ) -6- ( α-fluoroethyl)-s-triazine and the compound of formula (II) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 10
Dependent Claim
49 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4-( 1-(benzothiophen-2'-yl)ethylamino) -6-(α-fluoro, α-methylethyl)-s-triazine and the compound of formula ( II ) is ( 4-amino-3,5-dichloro-6-fluoro-2-pyridinyl ) oxyacetic acid.
Claim 11
Dependent Claim
50 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula ( II ) is in a weight ratio of 10: 1 to 1: 100; the triazine compound is 2-amino-4- (d-fluoro, α-methylethyl-6- (2-3',5'-dimethylphenoxy)-1-methylethylamino)-s-triazine and the compound of formula ( II ) is 3,6-dichloro-2-methoxybenzoic acid.
Claim 12
Dependent Claim
58 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10: 1 to 1: 100; the triazine compound is 2 -amino-4- (α-fluoro , χ-methylethyl ) -6- (2- (3 '-fluorophenoxy 1-methylethylamino ) -s -triazine and the compound of formula ( II ) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 13
Dependent Claim
58 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10: 1 to 1: 100; the triazine compound is 2-amino-4- (α-chloro , χ-methylethyl ) -6- (2- (3 ', 5 '-dimethylphenoxy)-1-methylethylamino)-s-triazine and the compound of formula ( II ) is ( 4-amino-3,5-dichloro-6-fluoro-2-pyridinyl ) -oxyacetic acid.
Claim 14
Dependent Claim
50 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4- ( α-fluoro, α-methylethyl ) -6- ( 2- (3',5'-dimethylphenoxy) -1-methylethyethylamino)-s-triazine and the compound of formula (II) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 15
Dependent Claim
53 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; the triazine compound is 2-amino-4-(χ-fluoro, α-methylethyl)-6-( 2-( 3', 5'-dimethylphenoxy -1-methylethylamino ) -s-triazine and the compound of formula ( II ) is ( 4-amino-3,5-dichloro-6-fluoro-2-pyridinyl ) -oxyacetic acid.
Claim 16
Dependent Claim
52 words
The herbicidal composition as claimed in claim 1, wherein the triazine compound of formula (I) is 2-amino-4-(α-fluoro, α-methylethyl)-6-(2-(3,40 5,40 -dimethylphenoxy)-1-methylethylamino)-s-triazine and the compound of formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro--2-methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6-methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro-2-pyridinecarboxylic acid; (3,5,6-trichloro-2-pyridinyl)-oxyacetic acid and (4-amino-3,5-dichloro-6-fluoro2-pyridinyl)oxyacetic acid.
Claim 17
Dependent Claim
42 words
A method of combatting weeds selected from the group consisting of Abutilon theophrasti, Ipomea Purpurea, Galium aparine L, and Viola arvensis, comprising applying to said weeds or to a locus thereof an effective herbicidal amount of the composition according to claim 1.
Claim 18
Dependent Claim
77 words
The method as claimed in claim 16, wherein the triazine compound represented by formula (I) is a triazine derivative selected from the group consisting of 2-amino-4-(1-(benzofuran 2'-yl)ethylamino)-6-(α-fluoro, α-methylethyl)-s-triazine, 2-amino-4-(1(benzofuran-2'-yl) ethylamino)-6-(α-fluoroethyl)-s-triazine, 2-amino-4-(1-(benzothiophen-2'-yl)ethylamino)-6-(α-fluoro,α-methylethyl)-s-triazine, 2-amino-4-α-fluoro,60-methylethyl)-6-(2-( 3', 5'-dimethylphenoxy)-1-methylethylamino)-s-triazine, 2-amino 4-(α-fluoro, α-methylethyl)-6-(2-(3'fluorophenoxy)-1 methylethylamino)-s-triazine, 2-amino-4-(α-chloro, α-methylethyl) 6-(2-(3',5'-dimethylphenoxy)-1-methylethylamino)-s-triazine and 2-amino-4-(α-fluoro, α-methylethyl)-6-(2-(3',5'-dimethylphenoxy) -1-methylethylamino)-s-triazine; and the compound represented by formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro-2-methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro-2-pyridinecarboxylic acid; (3,5,6-trichloro-2pyridinyl)-oxyacetic acid and (4-amino-3,5-acid.
Claim 19
Dependent Claim
59 words
The method as claimed in claim 17, wherein the triazine compound to the compound of formula (II) is in a weight ratio of 10:1 to 1:100; and the compound represented by formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro-2-methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6-methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro-2-pyridinecarboxylic acid; (3,5,6-trichloro-2-pyridinyl)-oxyacetic acid and (4-amino-3,5-dichloro-6-fluoro-2pyridinyl)oxyacetic acid.
Claim 20
Dependent Claim
41 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4-(α-4-fluoro, α-methylethyl)-6-(2-(3',5'-dimethylphenoxy)-1-methylethylamino-s-triazine; the compound of formula (II) is 3,6-dichloro-2-methoxybenzoic acid and the triazine compound to the compound of formula II is in a weight ratio of 10:1 to 1:100.
Claim 21
Dependent Claim
31 words
The method as claimed in claim 16, wherein the triazine compound of said formula (I) to the compound of said formula (II) is in a weight ratio of 10:1 to 1:100.
Claim 22
Dependent Claim
25 words
The method as claimed in claim 16, wherein the compound of said formula (II) is distributed in an amount of from 10 to 20 g/10a.
Claim 23
Dependent Claim
28 words
The method as claimed in claim 16 wherein the triazine compound is 2-amino-4-( 1-(benzofuran-2'-yl) ethylamino ) -6-(α-fluoro, α-methylethyl ) -s-triazine; the compound of formula (II) is 3,6-dichloro-2-methoxybenzoic acid.
Claim 24
Dependent Claim
26 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4-(1-(benzofuran-2'-yl) ethylamino ) -6- (α-fluoroethyl) -s-triazine; the compound of formula (II) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 25
Dependent Claim
33 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4- ( 1-(benzothiophen-2 '-yl) ethylamino ) -6- ( α-fluoro, α-methylethyl ) -s-triazine; the compound of formula (II) is (4-amino-3,5-dichloro-6-fluoro2-pyridinyl) -oxyacetic acid.
Claim 26
Dependent Claim
29 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4- ( α-fluoro, α-methylethyl-6- (2 3',5'-dimethylphenoxy )-1-methylethylamino)-s-triazine; the compound of formula ( II ) is 3,6-dichloro-2-methoxybenzoic acid.
Claim 27
Dependent Claim
24 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4- (α(-fluoro, α-methylethyl) -6-2-(3'-fluorophenoxy)-1-methylethylamino)-s-triazine; the compound of formula (II) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 28
Dependent Claim
30 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4-( α-chloro, α-methylethyl)-6 2- (3', 5'-dimethylphenoxy ) -1-methylethylamino ) -s-triazine; the compound of formula (II) is (4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)-oxyacetic acid.
Claim 29
Dependent Claim
32 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4- (α-fluoro, α-methylethyl ) -6-(2- (3 ', 5 '-dimethylphenoxy ) -1-methylethylamino )-s-triazine; the compound of formula (II) is 3,6-dichloro-2-pyridinecarboxylic acid.
Claim 30
Dependent Claim
31 words
The method as claimed in claim 16, wherein the triazine compound is 2-amino-4-(α-fluoro, α-methylethyl ) -6-(2- (3', 5'-dimethylphenoxy)- b 1-methylethylamino )-s-triazine: the compound of formula (II) is (4-amino-3,5-dichloro-6fluoro-2-pyridinyl ) -oxyacetic acid.
Claim 31
Dependent Claim
50 words
The method as claimed in claim 16, wherein the triazine compound of formula (I) is 2-amino-4-(α-fluoro, α-methylethyl)-6(2-(3',5'-dimethylphenoxy) -1-methylethylamino)-s-triazine and the compound of formula (II) is a compound selected from the group consisting of 2,3,6-trichlorobenzoic acid; 3,6-dichloro-2-methoxybenzoic acid; 3-amino-2,5-dichlorobenzoic acid; 2,3,5-trichloro-6-1-methoxybenzoic acid; 4-amino-3,5,6-trichloro-2-pyridinecarboxylic acid; 3,6-dichloro2-pyridinecarboxylic acid; (3,5,6-trichloro-2-pyridinyl)-oxyacetic acid and (4-amino-3,5-dichloro-6-fluoro2-pyridinyl)oxyacetic acid.
References Cited (Backward Citations)
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| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1997-09-05 | 1998-03-07 | 1998-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2001-09-05 | 2002-03-07 | 2002-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2005-09-05 | 2006-03-07 | 2006-09-06 | $7700.00 | Window Closed / Lapsed |