GB1028818A - Herbicidal compositions comprising urea derivatives and methods for their use - Google Patents
Herbicidal compositions comprising urea derivatives and methods for their useInfo
- Publication number
- GB1028818A GB1028818A GB1462963A GB1462963A GB1028818A GB 1028818 A GB1028818 A GB 1028818A GB 1462963 A GB1462963 A GB 1462963A GB 1462963 A GB1462963 A GB 1462963A GB 1028818 A GB1028818 A GB 1028818A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- acid
- triazine
- group
- dichlorophenyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000203 mixture Substances 0.000 title abstract 4
- 230000002363 herbicidal effect Effects 0.000 title abstract 2
- 150000003672 ureas Chemical class 0.000 title 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 8
- 150000001602 bicycloalkyls Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 239000004009 herbicide Substances 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 229920006395 saturated elastomer Polymers 0.000 abstract 3
- 241000380130 Ehrharta erecta Species 0.000 abstract 2
- 241000196324 Embryophyta Species 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 2
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 2
- OGGXGZAMXPVRFZ-UHFFFAOYSA-N dimethylarsinic acid Chemical compound C[As](C)(O)=O OGGXGZAMXPVRFZ-UHFFFAOYSA-N 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 239000000417 fungicide Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000002917 insecticide Substances 0.000 abstract 2
- 229910052751 metal Inorganic materials 0.000 abstract 2
- 239000002184 metal Chemical class 0.000 abstract 2
- SMYMJHWAQXWPDB-UHFFFAOYSA-N (2,4,5-trichlorophenoxy)acetic acid Chemical compound OC(=O)COC1=CC(Cl)=C(Cl)C=C1Cl SMYMJHWAQXWPDB-UHFFFAOYSA-N 0.000 abstract 1
- LDVVMCZRFWMZSG-OLQVQODUSA-N (3ar,7as)-2-(trichloromethylsulfanyl)-3a,4,7,7a-tetrahydroisoindole-1,3-dione Chemical class C1C=CC[C@H]2C(=O)N(SC(Cl)(Cl)Cl)C(=O)[C@H]21 LDVVMCZRFWMZSG-OLQVQODUSA-N 0.000 abstract 1
- IAKOZHOLGAGEJT-UHFFFAOYSA-N 1,1,1-trichloro-2,2-bis(p-methoxyphenyl)-Ethane Chemical compound C1=CC(OC)=CC=C1C(C(Cl)(Cl)Cl)C1=CC=C(OC)C=C1 IAKOZHOLGAGEJT-UHFFFAOYSA-N 0.000 abstract 1
- OFBDBJSIAWQSQB-UHFFFAOYSA-N 1,3,4,6-tetrachloro-N-(4-chlorophenyl)-2H-1,3,5-triazin-4-amine Chemical compound ClC1=NC(N(CN1Cl)Cl)(NC1=CC=C(C=C1)Cl)Cl OFBDBJSIAWQSQB-UHFFFAOYSA-N 0.000 abstract 1
- 239000003559 2,4,5-trichlorophenoxyacetic acid Substances 0.000 abstract 1
- YIVXMZJTEQBPQO-UHFFFAOYSA-N 2,4-DB Chemical compound OC(=O)CCCOC1=CC=C(Cl)C=C1Cl YIVXMZJTEQBPQO-UHFFFAOYSA-N 0.000 abstract 1
- 239000002794 2,4-DB Substances 0.000 abstract 1
- 239000005631 2,4-Dichlorophenoxyacetic acid Substances 0.000 abstract 1
- HXKWSTRRCHTUEC-UHFFFAOYSA-N 2,4-Dichlorophenoxyaceticacid Chemical compound OC(=O)C(Cl)OC1=CC=C(Cl)C=C1 HXKWSTRRCHTUEC-UHFFFAOYSA-N 0.000 abstract 1
- LLWADFLAOKUBDR-UHFFFAOYSA-N 2-methyl-4-chlorophenoxybutyric acid Chemical compound CC1=CC(Cl)=CC=C1OCCCC(O)=O LLWADFLAOKUBDR-UHFFFAOYSA-N 0.000 abstract 1
- XMTQQYYKAHVGBJ-UHFFFAOYSA-N 3-(3,4-DICHLOROPHENYL)-1,1-DIMETHYLUREA Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XMTQQYYKAHVGBJ-UHFFFAOYSA-N 0.000 abstract 1
- CDIJOYCNNFLOAX-UHFFFAOYSA-N 4-(trichloromethylsulfanyl)isoindole-1,3-dione Chemical class ClC(Cl)(Cl)SC1=CC=CC2=C1C(=O)NC2=O CDIJOYCNNFLOAX-UHFFFAOYSA-N 0.000 abstract 1
- XKJMBINCVNINCA-UHFFFAOYSA-N Alfalone Chemical compound CON(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 XKJMBINCVNINCA-UHFFFAOYSA-N 0.000 abstract 1
- HSSBORCLYSCBJR-UHFFFAOYSA-N Chloramben Chemical compound NC1=CC(Cl)=CC(C(O)=O)=C1Cl HSSBORCLYSCBJR-UHFFFAOYSA-N 0.000 abstract 1
- VCBRBUKGTWLJOB-UHFFFAOYSA-N Chloranocryl Chemical compound CC(=C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 VCBRBUKGTWLJOB-UHFFFAOYSA-N 0.000 abstract 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 abstract 1
- -1 Cycloalkyl phenyl ureas Chemical class 0.000 abstract 1
- ZLSWBLPERHFHIS-UHFFFAOYSA-N Fenoprop Chemical compound OC(=O)C(C)OC1=CC(Cl)=C(Cl)C=C1Cl ZLSWBLPERHFHIS-UHFFFAOYSA-N 0.000 abstract 1
- BGRDGMRNKXEXQD-UHFFFAOYSA-N Maleic hydrazide Chemical compound OC1=CC=C(O)N=N1 BGRDGMRNKXEXQD-UHFFFAOYSA-N 0.000 abstract 1
- CCGPUGMWYLICGL-UHFFFAOYSA-N Neburon Chemical compound CCCCN(C)C(=O)NC1=CC=C(Cl)C(Cl)=C1 CCGPUGMWYLICGL-UHFFFAOYSA-N 0.000 abstract 1
- 241000209504 Poaceae Species 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 239000004480 active ingredient Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical class 0.000 abstract 1
- RQVYBGPQFYCBGX-UHFFFAOYSA-N ametryn Chemical compound CCNC1=NC(NC(C)C)=NC(SC)=N1 RQVYBGPQFYCBGX-UHFFFAOYSA-N 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- MXWJVTOOROXGIU-UHFFFAOYSA-N atrazine Chemical compound CCNC1=NC(Cl)=NC(NC(C)C)=N1 MXWJVTOOROXGIU-UHFFFAOYSA-N 0.000 abstract 1
- 229950004243 cacodylic acid Drugs 0.000 abstract 1
- 235000013877 carbamide Nutrition 0.000 abstract 1
- CVXBEEMKQHEXEN-UHFFFAOYSA-N carbaryl Chemical compound C1=CC=C2C(OC(=O)NC)=CC=CC2=C1 CVXBEEMKQHEXEN-UHFFFAOYSA-N 0.000 abstract 1
- BIWJNBZANLAXMG-YQELWRJZSA-N chloordaan Chemical compound ClC1=C(Cl)[C@@]2(Cl)C3CC(Cl)C(Cl)C3[C@]1(Cl)C2(Cl)Cl BIWJNBZANLAXMG-YQELWRJZSA-N 0.000 abstract 1
- 229910052802 copper Inorganic materials 0.000 abstract 1
- 239000010949 copper Substances 0.000 abstract 1
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 1
- DFBKLUNHFCTMDC-PICURKEMSA-N dieldrin Chemical compound C([C@H]1[C@H]2[C@@]3(Cl)C(Cl)=C([C@]([C@H]22)(Cl)C3(Cl)Cl)Cl)[C@H]2[C@@H]2[C@H]1O2 DFBKLUNHFCTMDC-PICURKEMSA-N 0.000 abstract 1
- 229950006824 dieldrin Drugs 0.000 abstract 1
- NGPMUTDCEIKKFM-UHFFFAOYSA-N dieldrin Natural products CC1=C(Cl)C2(Cl)C3C4CC(C5OC45)C3C1(Cl)C2(Cl)Cl NGPMUTDCEIKKFM-UHFFFAOYSA-N 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- AWYFNIZYMPNGAI-UHFFFAOYSA-N ethylenebis(dithiocarbamic acid) Chemical class SC(=S)NCCNC(S)=S AWYFNIZYMPNGAI-UHFFFAOYSA-N 0.000 abstract 1
- 239000003337 fertilizer Substances 0.000 abstract 1
- 239000008187 granular material Substances 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- 239000012442 inert solvent Substances 0.000 abstract 1
- 229920000126 latex Polymers 0.000 abstract 1
- BMLIZLVNXIYGCK-UHFFFAOYSA-N monuron Chemical compound CN(C)C(=O)NC1=CC=C(Cl)C=C1 BMLIZLVNXIYGCK-UHFFFAOYSA-N 0.000 abstract 1
- 235000015097 nutrients Nutrition 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 239000008188 pellet Substances 0.000 abstract 1
- DGTNSSLYPYDJGL-UHFFFAOYSA-N phenyl isocyanate Chemical class O=C=NC1=CC=CC=C1 DGTNSSLYPYDJGL-UHFFFAOYSA-N 0.000 abstract 1
- GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 abstract 1
- AAEVYOVXGOFMJO-UHFFFAOYSA-N prometryn Chemical compound CSC1=NC(NC(C)C)=NC(NC(C)C)=N1 AAEVYOVXGOFMJO-UHFFFAOYSA-N 0.000 abstract 1
- ODCWYMIRDDJXKW-UHFFFAOYSA-N simazine Chemical compound CCNC1=NC(Cl)=NC(NCC)=N1 ODCWYMIRDDJXKW-UHFFFAOYSA-N 0.000 abstract 1
- KISFEBPWFCGRGN-UHFFFAOYSA-M sodium;2-(2,4-dichlorophenoxy)ethyl sulfate Chemical compound [Na+].[O-]S(=O)(=O)OCCOC1=CC=C(Cl)C=C1Cl KISFEBPWFCGRGN-UHFFFAOYSA-M 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- 239000004094 surface-active agent Substances 0.000 abstract 1
- 229920003002 synthetic resin Polymers 0.000 abstract 1
- 239000000057 synthetic resin Substances 0.000 abstract 1
- KUAZQDVKQLNFPE-UHFFFAOYSA-N thiram Chemical compound CN(C)C(=S)SSC(=S)N(C)C KUAZQDVKQLNFPE-UHFFFAOYSA-N 0.000 abstract 1
- 229960002447 thiram Drugs 0.000 abstract 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C275/28—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C273/00—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C273/18—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas
- C07C273/1809—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety
- C07C273/1818—Preparation of urea or its derivatives, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups of substituted ureas with formation of the N-C(O)-N moiety from -N=C=O and XNR'R"
- C07C273/1827—X being H
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/18—Systems containing only non-condensed rings with a ring being at least seven-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Cycloalkyl phenyl ureas of the general formula <FORM:1028818/C2/1> wherein R is a saturated cycloalkyl group containing from 5 to 8 carbon atoms or a saturated bicycloalkyl group of 7 to 8 carbon atoms; X and Y are the same or different and are each a halogen atom or a methyl or ethyl group; t is 0 or 1; m is 0 or 1; n is 0 or 1; a is 0 or 1; Q is a hydrogen atom or a methyl group with the limitation that, when R is a cyclopentyl, cycloheptyl, cyclo-octyl or bicycloalkyl, Q if methyl is in the meta position, and X and Y are the same or different and are each a halogen atom or a methyl group are prepared by reacting a phenyl- or a substituted phenyl isocyanate with the appropriate amine in an inert solvent.ALSO:Herbicidal compositions comprise a carrier and a compound (or an acid addition salt thereof) of the general formula <FORM:1028818/A5-A6/1> wherein R is a saturated monocycloalkyl group containing from 5 to 8 carbon atoms or a saturated bicycloalkyl group containing 7 or 8 carbon atoms; B is an oxygen or sulphur atom; X and Y are the same or different and are each a halogen atom or a methyl or ethyl group; t is 0 or 1; m is 0 or 1; n is 0 or 1; a is 0 or 1; Q is a hydrogen atom or a methyl group with the limitation that when R is cyclopentyl, cycloheptyl, cyclooctyl or bicycloalkyl, Q if methyl must be in the meta position and X and Y are halogen or methyl. They may be in forms such as granules, pellets and emulsions and may contain surface active agents, stickers including synthetic resins and latices and solid diluents and may be coated on to seeds e.g. of perennial grasses. Other active ingredients such as plant nutrients, fertilizers, insecticides, fungicides, herbicides and nematocids may also be included in the compositions, specific examples of which include "dieldrin", "chlordane", "methoxychlor", DDT, 1-naphthyl-N-methylcarbamate (insecticides); metal salts of ethylene bisdithiocarbamic acid; N-trichloromethylmercapto-4-cyclohexene-1, 2-dicarboximide; N-trichloromethylthiophthalimide; 2, 3-dichloro-1, p 4-naphthaquinone; 2, 3, 5, 6-tetrachloro-6-(p-chloroanilino)-s-triazine; copper A; metal salts of alkyl and dialkyl dithiocarbamic acids; zinc pyridinethione; s-(1-oxido-2-pyridyl)-isothiuronium chloride; tetramethylthiuram disulphide; hydroxymercurichlorophenol (fungicides); 2, 4-dichlorophenoxyacetic acid; 2, 4, 5-trichlorophenoxyacetic acid; 2, 4, 5-trichlorophenoxy propionic acid; 3-amino-2, 5-dichlorobenzoic acid; 2, 4-bis(isopropylamino)-6-methylmercapto-s-triazine; 1-n-butyl-3-(3, 4-dichlorophenyl)-1-methyl urea; 2-chloro-4, 6-bis(ethylamino)-s-triazine; 2-chloro-4-ethylamino-6-isopropylamino-s-triazine; 3-(p-chlorophenyl)-1, 1-dimethylurea; 4-(2, 4-dichlorophenoxy)-butyric acid; 2-methyl-4-chlorophenoxy butyric acid; 3-(3, 4-dichlorophenyl)-1, 1-dimethyl urea; N-(3, 4-dichlorophenyl)methacrylamide; 3-(3, 4-dichlorophenyl)-1-methoxy-1-methyl urea; 1, 2-dihydropyridazine-3, 6-dione; 2-ethylamino-4-isopropylamino-6-methylmercapto-s-triazine; sodium 2, 4-dichlorophenoxyethyl sulphate (herbicides) and cacodylic acid; potassium cyanate; divitro-see-butyl phenol and 1, 11-ethylene-2,21-bipyridylium dibromide (contact herbicides). The invention also comprises methods of treating land and plants by applying thereto compositions comprising the active compounds of the invention, particularly to eradicate annual grasses from perennial grasses.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US18898162A | 1962-04-20 | 1962-04-20 | |
| US22133162A | 1962-09-04 | 1962-09-04 | |
| US22129962A | 1962-09-04 | 1962-09-04 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1028818A true GB1028818A (en) | 1966-05-11 |
Family
ID=27392504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1462963A Expired GB1028818A (en) | 1962-04-20 | 1963-04-11 | Herbicidal compositions comprising urea derivatives and methods for their use |
Country Status (11)
| Country | Link |
|---|---|
| BE (1) | BE631289A (en) |
| BR (1) | BR6348513D0 (en) |
| CH (1) | CH449325A (en) |
| DE (1) | DE1567010C3 (en) |
| DK (1) | DK115223B (en) |
| DO (1) | DOP1963001034A (en) |
| ES (1) | ES287072A1 (en) |
| FR (1) | FR1360893A (en) |
| GB (1) | GB1028818A (en) |
| NL (1) | NL291730A (en) |
| SE (1) | SE324673B (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5420164A (en) * | 1991-04-04 | 1995-05-30 | Yoshitomi Pharmaceutical Industries, Ltd. | Cycloalkylurea compounds |
| WO2017099232A1 (en) * | 2015-12-11 | 2017-06-15 | 国立大学法人静岡大学 | Oil-gelling agent |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2945530A1 (en) * | 1979-11-10 | 1981-06-04 | Chemische Werke Hüls AG, 4370 Marl | UREA MATERIALS WITH CYCLIC SUBSTITUENTS, THEIR PRODUCTION AND USE AS HERBICIDES |
-
0
- NL NL291730D patent/NL291730A/xx unknown
- BE BE631289D patent/BE631289A/xx unknown
-
1963
- 1963-03-17 DO DO1963001034A patent/DOP1963001034A/en unknown
- 1963-04-11 GB GB1462963A patent/GB1028818A/en not_active Expired
- 1963-04-16 ES ES0287072A patent/ES287072A1/en not_active Expired
- 1963-04-18 BR BR14851363A patent/BR6348513D0/en unknown
- 1963-04-19 SE SE434863A patent/SE324673B/xx unknown
- 1963-04-19 DE DE1567010A patent/DE1567010C3/en not_active Expired
- 1963-04-19 CH CH497063A patent/CH449325A/en unknown
- 1963-04-19 DK DK184163A patent/DK115223B/en unknown
- 1963-04-19 FR FR932108A patent/FR1360893A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5420164A (en) * | 1991-04-04 | 1995-05-30 | Yoshitomi Pharmaceutical Industries, Ltd. | Cycloalkylurea compounds |
| WO2017099232A1 (en) * | 2015-12-11 | 2017-06-15 | 国立大学法人静岡大学 | Oil-gelling agent |
| JPWO2017099232A1 (en) * | 2015-12-11 | 2018-11-01 | 国立大学法人静岡大学 | Oil gelling agent |
| US10640462B2 (en) | 2015-12-11 | 2020-05-05 | National University Corporation Shizuoka University | Oil gelator |
Also Published As
| Publication number | Publication date |
|---|---|
| ES287072A1 (en) | 1963-10-16 |
| DOP1963001034A (en) | 2015-12-22 |
| SE324673B (en) | 1970-06-08 |
| DK115223B (en) | 1969-09-15 |
| BE631289A (en) | 1900-01-01 |
| BR6348513D0 (en) | 1973-06-28 |
| FR1360893A (en) | 1964-05-15 |
| DE1567010C3 (en) | 1974-12-05 |
| DE1567010A1 (en) | 1970-04-16 |
| NL291730A (en) | 1900-01-01 |
| DE1567010B2 (en) | 1974-04-25 |
| CH449325A (en) | 1967-12-31 |
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