Combination of Novel Nitrification Inhibitors and Herbicides as Well as Combination of (Thio)Phosphoric Acid Triamides and Herbicides

• US 20170223964A1
• Filed: 04/16/2015
• Published: 08/10/2017
• Est. Priority Date: 04/17/2014
• Status: Abandoned Application

• Current Assignee: BASF SE
• Original Assignee: BASF SE
• Inventors: Sisay, Mihiret Tekeste, Wisse-Meier, Alexander, Klodwig, Claudia, Howard, Mark, Nave, Barbara, Zerulla, Wolfram, Pasda, Gregor, Schneider, Karl-Heinrich, Vance, Laura, Woodyard, Andrew, Fassler, Nicholas, Wofford, James A., Schmid, Markus, Dickhaut, Joachim
• Application Number:
  US15/327,849
• Publication Number:
  US 20170223964A1
• Time in Patent Office: Days
• CPC Class Codes: A01N 31/14 Ethers
• CPC Class Codes: A01N 37/40 having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
• CPC Class Codes: A01N 39/04 Aryloxy-acetic acids; Derivatives thereof
• CPC Class Codes: A01N 43/10 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/18 with sulfur as the ring hetero atom
• CPC Class Codes: A01N 43/50 1,3-Diazoles; Hydrogenated 1,3-diazoles
• CPC Class Codes: A01N 43/54 1,3-Diazines; Hydrogenated 1,3-diazines
• CPC Class Codes: A01N 43/60 1,4-Diazines; Hydrogenated 1,4-diazines
• CPC Class Codes: A01N 43/80 five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
• CPC Class Codes: A01N 47/36 containing the group >N—CO—N< directly attached to at least one heterocyclic ring; Thio analogues thereof
• CPC Class Codes: A01N 47/38 containing the group >N—CO—N< where at least one nitrogen atom is part of a heterocyclic ring; Thio analogues thereof
• CPC Class Codes: A01N 57/12 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: A01N 57/20 containing acyclic or cycloaliphatic radicals
• CPC Class Codes: C05C 1/02 Granulation apparatus B01J2/00; Pelletisation; Stabilisation; Colouring
• CPC Class Codes: C05G 3/60 Biocides or preservatives, e.g. disinfectants, pesticides or herbicides; Pest repellants or attractants
• CPC Class Codes: C05G 3/90 for affecting the nitrification of ammonium compounds or urea in the soil
• CPC Class Codes: Y02P 60/21 Dinitrogen oxide [N2O], e.g. using aquaponics, hydroponics or efficiency measures

Abstract

A composition including (a) at least one (thio)phosphoric acid triamide (T) according to the general formula (Ia)

R^a1R^a2N—P(X)(NH₂)₂  (Ia)

wherein X is oxygen or sulfur; R^a1 is a C₁ to C₂₀ alkyl, C₃ to C₂₀ cycloalkyl, C₆ to C₂₀ aryl, or dialkylaminocarbonyl group; R^a2 is H; or R^a1 and R^a2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur; and (b) at least one specific herbicide.

Claims

1. A composition comprising:

a) at least one (thio)phosphoric acid triamide (T) according to the general formula (Ia)

R^a1R^a2N—

P(X)(NH₂)₂ 

 

(Ia)

wherein

X is oxygen or sulfur;

R^a1 is a C₁ to C₂₀ alkyl, C₃ to C₂₀ cycloalkyl, C₆ to C₂₀ aryl, or dialkylaminocarbonyl group;

R^a2 is H, or

R^a1 and R^a2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur;

and

b) at least one herbicide selected from the group consisting of;

(i) amino acid derivatives selected from the group consisting of glyphosate (B.2.1), glufosinate (B.2.2), sulfosate (B.2.3), and bilanafos;

(ii) acetamides selected from the group consisting of acetochlor (B.1.1), alachlor, butachlor, dimethachlor, dimethenamid (B.1.2), flufenacet (B.1.3), mefenacet (B.1.4), metolachlor (B.1.5), metazachlor (B.1.6), napropamide, naproanilide, pethoxamid, pretilachlor, propachlor, and thenylchlor;

(iii) aryloxyphenoxypropionates selected from the group consisting of clodinafop (B.3.1), cyhalofop-butyl, fenoxaprop (B.3.2), fluazifop (B.3.3), haloxyfop (B.3.4), metamifop, propaquizafop (B.3.5), quizalofop, and quizalofop-P-tefuryl;

(iv) bipyridyls selected from the group consisting of diquat, and paraquat (B.4.1);

(v) (thio)carbamates selected from the group consisting of asulam, butylate, carbetamide, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham (B.5.1), prosulfocarb, pyributicarb, thiobencarb, and triallate;

(vi) cyclohexanediones selected from the group consisting of butroxydim, clethodim (B.6.1), cycloxydim (B.6.2), profoxydim (B.6.3), sethoxydim (B.6.4), tepraloxydim (B.6.5), and tralkoxydim;

(vii) dinitroanilines selected from the group consisting of benfluralin, ethalfluralin, oryzalin, pendimethalin (B.7.1), prodiamine (B.7.2), and trifluralin (B.7.3);

(viii) diphenyl ethers selected from the group consisting of acifluorfen (B.8.1), aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lactofen, and oxyfluorfen;

(ix) hydroxybenzonitriles selected from the group consisting of bomoxynil (B.9.1), dichlobenil, and ioxynil;

(x) imidazolinones selected from the group consisting of imazamethabenz, imazamox (B.10.1), imazapic (B.10.2), imazapyr (B.10.3), imazaquin (B.10.4), and imazethapyr (B.10.5);

(xi) phenoxy acetic acids selected from the group consisting of clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-D) (B.11.1), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, and Mecoprop;

(xii) pyrazines selected from the group consisting of chloridazon (B.11.2), flufenpyr-ethyl, fluthiacet, norflurazon, and pyridate;

(xiii) pyridines selected from the group consisting of aminopyralid, clopyralid (B.12.1), diflufenican, dithiopyr, fluridone, fluroxypyr (B.12.2), picloram (B.12.3), picolinafen (B.12.4), and thiazopyr;

(xiv) sulfonyl ureas selected from the group consisting of amidosulfuron, azimsulfuron, bensulfuron (B.13.1), chlorimuron-ethyl (B.13.2), chlorsulfuron, cinosulfuron, cyclosulfamuron (B.13.3), ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron (B.13.4), mesosulfuron (B.13.5), metazosulfuron, metsulfuron-methyl (B.13.6), nicosulfuron (B.13.7), oxasulfuron, primisulfuron, prosulfuron, pyrazosulfuron, rimsulfuron (B.13.8), sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron, tribenuron (B.13.10), trifloxysulfuron, triflusulfuron (B.13.9), tritosulfuron, and 1-((2-chloro-6-propyl-imidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)urea;

(xv) triazines selected from the group consisting of ametryn, atrazine (B.14.1), cyanazine, dimethametryn, ethiozin, hexazinone (B.14.2), metamitron, metribuzin, prometryn, simazine, terbuthylazine, terbutryn, and triaziflam;

(xvi) ureas selected from the group consisting of chlorotoluron, daimuron, diuron (B.15.1), fluometuron, isoproturon, linuron, methabenzthiazuron, and tebuthiuron;

(xvii) other acetolactate synthase inhibitors selected from the group consisting of bispyribac-sodium, cloransulam-methyl, diclosulam, florasulam (B.16.1), flucarbazone, flumetsulam, metosulam, ortho-sulfamuron, penoxsulam, propoxycarbazone, pyribambenz-propyl, pyribenzoxim, pyriftalid, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyroxasulfone (B.16.2), and pyroxsulam; and

(xviii) amicarbazone, aminotriazole, anilofos, beflubutamid, benazolin, bencarbazone, benfluresate, benzofenap, bentazone (B.17.1), benzobicyclon, bicyclopyrone, bromacil, bromobutide, butafenacil, butamifos, cafenstrole, carfentrazone, cinidon-ethyl (B.17.2), chlorthal, cinmethylin (B.17.3), clomazone (B.17.4), cumyluron, cyprosulfamide, dicamba (B.17.5), difenzoquat, diflufenzopyr (B.17.6), Drechslera monoceras, endothal, ethofumesate, etobenzanid, fenoxasulfone, fentrazamide, flumiclorac-pentyl, flumioxazin, flupoxam, flurochloridone, flurtamone, indanofan, isoxaben, isoxaflutole, lenacil, propanil, propyzamide, quinclorac (B.17.7), quinmerac (B.17.8), mesotrione (B.17.9), methyl arsonic acid, naptalam, oxadiargyl, oxadiazon, oxaziclomefone, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotole, pyrazoxyfen, pyrazolynate, quinoclamine, saflufenacil (B.17.10), sulcotrione (B.17.11), sulfentrazone, terbacil, tefuryltrione, tembotrione, thiencarbazone, topramezone (B.17.12), (3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-phenoxy]-pyridin-2-yloxy)-acetic acid ethyl ester, 6-amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid methyl ester, 6-chloro-3-(2-cyclopropyl-6-methyl-phenoxy)-pyridazin-4-ol, 4-amino-3-chloro-6-(4-chloro-phenyl)-5-fluoro-pyridine-2-carboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxy-phenyl)-pyridine-2-carboxylic acid methyl ester, and 4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluoro-phenyl)-pyridine-2-carboxylic acid methyl ester.

2. The composition according to claim 1, wherein in the general formula (Ia) of (T) X is sulfur.

3. The composition according to claim 1, wherein in the general formula (Ia) of (T) R^a1 is C₁-C₂₀ alkyl and R^a2 is H.

4. The composition according to claim 1, wherein the (thio)phosphoric acid triamide (T) is one of N-n-butylthiophosphoric acid triamide (NBPT) and N-n-propylthiophosphoric acid triamide (NPPT).

5. The composition according to claim 1, wherein the herbicide is a herbicide selected from the group consisting of dicamba (B.17.5), glyphosate (B.2.1), propaquizafop (B.3.5), cycloxydim (B.6.2), bomoxynil (B.9.1), imazamox (B.10.1), nicosulfuron (B.13.7), tribenuron (B.13.10), saflufenacil (B.17.10), topramezone (B.17.2), dimethenamid (B.1.2), and 2,4-dichlorophenoxyacetic acid (2,4-D) (B.11.1).

10. A method for at least one of increasing the health of a plant and increasing the herbicidal activity of the herbicide, the method comprising using the composition of claim 1.

6. A method for at least one of increasing the health of a plant and increasing the herbicidal activity of a herbicide, the method comprising:

treating at least one of (a) a plant growing on at least one of soil or soil substituents, and (b) and at least one of the locus, soil, and soil substituents where the plant is at least one of growing or intended to grow, with

a) at least one (thio)phosphoric acid triamide (T) according to the general formula (Ia)

R^a1R^a2N—

P(X)(NH₂)₂ 

 

(Ia)

wherein

X is oxygen or sulfur;

R^a1 is a C₁ to C₂₀ alkyl, C₃ to C₂₀ cycloalkyl, C₆ to C₂₀ aryl, or dialkylaminocarbonyl group;

R^a2 is H, or

R^a1 and R^a2 together with the nitrogen atom linking them define a 5- or 6-membered saturated or unsaturated heterocyclic radical, which optionally comprises 1 or 2 further heteroatoms selected from the group consisting of nitrogen, oxygen, and sulfur

and

b) at least one herbicide selected from the group consisting of

(i) amino acid derivatives selected from the group consisting of glyphosate (B.2.1), glufosinate (B.2.2), sulfosate (B.2.3), and bilanafos;

(ii) acetamides selected from the group consisting of acetochlor (B.1.1), alachlor, butachlor, dimethachlor, dimethenamid (B.1.2), flufenacet (B.1.3), mefenacet (B.1.4), metolachlor (B.1.5), metazachlor (B.1.6), napropamide, naproanilide, pethoxamid, pretilachlor, propachlor, and thenylchlor;

(iii) aryloxyphenoxypropionates selected from the group consisting of clodinafop (B.3.1), cyhalofop-butyl, fenoxaprop (B.3.2), fluazifop (B.3.3), haloxyfop (B.3.4), metamifop, propaquizafop (B.3.5), quizalofop, and quizalofop-P-tefuryl;

(iv) bipyridyls selected from the group consisting of diquat, and paraquat (B.4.1);

(v) (thio)carbamates selected from the group consisting of asulam, butylate, carbetamide, desmedipham, dimepiperate, eptam (EPTC), esprocarb, molinate, orbencarb, phenmedipham (B.5.1), prosulfocarb, pyributicarb, thiobencarb, and triallate;

(vi) cyclohexanediones selected from the group consisting of butroxydim, clethodim (B.6.1), cycloxydim (B.6.2), profoxydim (B.6.3), sethoxydim (B.6.4), tepraloxydim (B.6.5), and tralkoxydim;

(vii) dinitroanilines selected from the group consisting of benfluralin, ethalfluralin, oryzalin, pendimethalin (B.7.1), prodiamine (B.7.2), and trifluralin (B.7.3);

(viii) diphenyl ethers selected from the group consisting of acifluorfen (B.8.1), aclonifen, bifenox, diclofop, ethoxyfen, fomesafen, lactofen, and oxyfluorfen;

(ix) hydroxybenzonitriles selected from the group consisting of bomoxynil (B.9.1), dichlobenil, and ioxynil;

(x) imidazolinones selected from the group consisting of imazamethabenz, imazamox (B.10.1), imazapic (B.10.2), imazapyr (B.10.3), imazaquin (B.10.4), and imazethapyr (B.10.5);

(xi) phenoxy acetic acids selected from the group consisting of clomeprop, 2,4-dichlorophenoxyacetic acid (2,4-D) (B.11.1), 2,4-DB, dichlorprop, MCPA, MCPA-thioethyl, MCPB, and Mecoprop;

(xii) pyrazines selected from the group consisting of chloridazon (B.11.2), flufenpyr-ethyl, fluthiacet, norflurazon, and pyridate;

(xiii) pyridines selected from the group consisting of aminopyralid, clopyralid (B.12.1), diflufenican, dithiopyr, fluridone, fluroxypyr (B.12.2), picloram (B.12.3), picolinafen (B.12.4), and thiazopyr;

(xiv) sulfonyl ureas selected from the group consisting of amidosulfuron, azimsulfuron, bensulfuron (B.13.1), chlorimuron-ethyl (B.13.2), chlorsulfuron, cinosulfuron, cyclosulfamuron (B.13.3), ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, iodosulfuron (B.13.4), mesosulfuron (B.13.5), metazosulfuron, metsulfuron-methyl (B.13.6), nicosulfuron (B.13.7), oxasulfuron, primisulfuron, prosulfuron, pyrazosulfuron, rimsulfuron (B.13.8), sulfometuron, sulfosulfuron, thifensulfuron, triasulfuron, tribenuron (B.13.10), trifloxysulfuron, triflusulfuron (B.13.9), tritosulfuron, and 1-((2-chloro-6-propyl-imidazo[1,2-b]pyridazin-3-yl)sulfonyl)-3-(4,6-dimethoxy-pyrimidin-2-yl)urea;

(xv) triazines selected from the group consisting of ametryn, atrazine (B.14.1), cyanazine, dimethametryn, ethiozin, hexazinone (B.14.2), metamitron, metribuzin, prometryn, simazine, terbuthylazine, terbutryn, and triaziflam;

(xvi) ureas selected from the group consisting of chlorotoluron, daimuron, diuron (B.15.1), fluometuron, isoproturon, linuron, methabenzthiazuron, and tebuthiuron;

(xvii) other acetolactate synthase inhibitors selected from the group consisting of bispyribac-sodium, cloransulam-methyl, diclosulam, florasulam (B.16.1), flucarbazone, flumetsulam, metosulam, ortho-sulfamuron, penoxsulam, propoxycarbazone, pyribambenz-propyl, pyribenzoxim, pyriftalid, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyroxasulfone (B.16.2), and pyroxsulam; and

(xviii) amicarbazone, aminotriazole, anilofos, beflubutamid, benazolin, bencarbazone, benfluresate, benzofenap, bentazone (B.17.1), benzobicyclon, bicyclopyrone, bromacil, bromobutide, butafenacil, butamifos, cafenstrole, carfentrazone, cinidon-ethyl (B.17.2), chlorthal, cinmethylin (B.17.3), clomazone (B.17.4), cumyluron, cyprosulfamide, dicamba (B.17.5), difenzoquat, diflufenzopyr (B.17.6), Drechslera monoceras, endothal, ethofumesate, etobenzanid, fenoxasulfone, fentrazamide, flumiclorac-pentyl, flumioxazin, flupoxam, flurochloridone, flurtamone, indanofan, isoxaben, isoxaflutole, lenacil, propanil, propyzamide, quinclorac (B.17.7), quinmerac (B.17.8), mesotrione (B.17.9), methyl arsonic acid, naptalam, oxadiargyl, oxadiazon, oxaziclomefone, pentoxazone, pinoxaden, pyraclonil, pyraflufen-ethyl, pyrasulfotole, pyrazoxyfen, pyrazolynate, quinoclamine, saflufenacil (B.17.10), sulcotrione (B.17.11), sulfentrazone, terbacil, tefuryltrione, tembotrione, thiencarbazone, topramezone (B.17.12), (3-[2-chloro-4-fluoro-5-(3-methyl-2,6-dioxo-4-trifluoromethyl-3,6-dihydro-2H-pyrimidin-1-yl)-phenoxy]-pyridin-2-yloxy)-acetic acid ethyl ester, 6-amino-5-chloro-2-cyclopropyl-pyrimidine-4-carboxylic acid methyl ester, 6-chloro-3-(2-cyclopropyl-6-methyl-phenoxy)-pyridazin-4-ol, 4-amino-3-chloro-6-(4-chloro-phenyl)-5-fluoro-pyridine-2-carboxylic acid, 4-amino-3-chloro-6-(4-chloro-2-fluoro-3-methoxy-phenyl)-pyridine-2-carboxylic acid methyl ester, and 4-amino-3-chloro-6-(4-chloro-3-dimethylamino-2-fluoro-phenyl)-pyridine-2-carboxylic acid methyl ester.

7. The method according to claim 6, wherein the plant is additionally provided with a urea-containing fertilizer selected from the group consisting of urea, formaldehyde urea, UAN, urea sulfur, stabilized urea, urea based NPK-fertilizers, and urea ammonium sulfate.

8. The method according to claim 6, wherein the herbicide is selected from the group consisting of dicamba (B.17.5), glyphosate (B.2.1), propaquizafop (B.3.5), cycloxydim (B.6.2), bomoxynil (B.9.1), imazamox (B.10.1), nicosulfuron (B.13.7), tribenuron (B.13.10), saflufenacil (B.17.10), topramezone (B.17.2), dimethenamid (B.1.2), and 2,4-dichlorophenoxyacetic acid (2,4-D) (B.11.1).

9. The method according to claim 6, wherein the application of the (thio)phosphoric acid triamide (T) and the herbicide is carried out simultaneously or with a time lag.

26. The method according to claim 9, wherein the application of the (thio)phosphoric acid triamide (T), the herbicide, and the urea-containing fertilizer is carried out simultaneously or with a time lag.

27. The method according to claim 26, wherein the time lag is an interval selected from the group consisting of 1 day, 2 days, 3 days, 1 week, 2 weeks, and 3 weeks.

28. The method according to claim 9, wherein the time lag is an interval selected from the group consisting of 1 day, 2 days, 3 days, 1 week, 2 weeks, and 3 weeks.

11-25. -25. (canceled)