CA2015850A1 - Solution d'herbicide - Google Patents

Solution d'herbicide

Info

Publication number: CA2015850A1
Authority: CA; Canada
Prior art keywords: preparation; phenmedipham; weight; stabilizer; emulsifiers
Prior art date: 1990-05-01
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.): Abandoned

Application number

CA002015850A

Other languages

English (en)

Inventor

A. W. M. Harju-Jeanty Pontus

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Kemira Oyj

Original Assignee

Kemira Oyj

Priority date (The priority date 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 date listed.)

1990-05-01

Filing date

1990-05-01

Publication date

1991-11-01

1990-05-01 Application filed by Kemira Oyj filed Critical Kemira Oyj

1990-05-01 Priority to CA002015850A priority Critical patent/CA2015850A1/fr

1990-05-04 Priority claimed from DE19904014255 external-priority patent/DE4014255A1/de

1991-11-01 Publication of CA2015850A1 publication Critical patent/CA2015850A1/fr

Status Abandoned legal-status Critical Current

Links

230000002363 herbicidal effect Effects 0.000 title claims abstract description 12
239000004009 herbicide Substances 0.000 title claims abstract description 11
239000003995 emulsifying agent Substances 0.000 claims abstract description 41
239000003381 stabilizer Substances 0.000 claims abstract description 33
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims abstract description 27
239000002904 solvent Substances 0.000 claims abstract description 27
XPZBNIUWMDJFPW-UHFFFAOYSA-N 2,2,3-trimethylcyclohexan-1-one Chemical compound CC1CCCC(=O)C1(C)C XPZBNIUWMDJFPW-UHFFFAOYSA-N 0.000 claims abstract description 24
239000000203 mixture Substances 0.000 claims abstract description 20
WZJZMXBKUWKXTQ-UHFFFAOYSA-N desmedipham Chemical compound CCOC(=O)NC1=CC=CC(OC(=O)NC=2C=CC=CC=2)=C1 WZJZMXBKUWKXTQ-UHFFFAOYSA-N 0.000 claims abstract description 16
239000003960 organic solvent Substances 0.000 claims abstract description 8
BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 claims abstract description 7
XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 claims abstract description 4
125000004122 cyclic group Chemical group 0.000 claims abstract 4
QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 claims abstract 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract 2
VGVHNLRUAMRIEW-UHFFFAOYSA-N 4-methylcyclohexan-1-one Chemical group CC1CCC(=O)CC1 VGVHNLRUAMRIEW-UHFFFAOYSA-N 0.000 claims description 7
LTTNSSUBWZAKJH-UHFFFAOYSA-N 1,2,2-trimethylcyclopentan-1-ol Chemical compound CC1(C)CCCC1(C)O LTTNSSUBWZAKJH-UHFFFAOYSA-N 0.000 claims description 3
239000011877 solvent mixture Substances 0.000 claims 2
GIOQLVUHIQGITJ-UHFFFAOYSA-N methyl n-carbamoyloxy-n-[3-(3-methylphenyl)phenyl]carbamate Chemical compound COC(=O)N(OC(N)=O)C1=CC=CC(C=2C=C(C)C=CC=2)=C1 GIOQLVUHIQGITJ-UHFFFAOYSA-N 0.000 claims 1
IDOWTHOLJBTAFI-UHFFFAOYSA-N phenmedipham Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C=C(C)C=CC=2)=C1 IDOWTHOLJBTAFI-UHFFFAOYSA-N 0.000 abstract description 43
238000002360 preparation method Methods 0.000 description 75
239000005594 Phenmedipham Substances 0.000 description 40
HJOVHMDZYOCNQW-UHFFFAOYSA-N isophorone Chemical compound CC1=CC(=O)CC(C)(C)C1 HJOVHMDZYOCNQW-UHFFFAOYSA-N 0.000 description 38
239000004480 active ingredient Substances 0.000 description 22
241000196324 Embryophyta Species 0.000 description 15
239000005503 Desmedipham Substances 0.000 description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
IRCMYGHHKLLGHV-UHFFFAOYSA-N 2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl methanesulfonate Chemical compound C1=C(OS(C)(=O)=O)C=C2C(C)(C)C(OCC)OC2=C1 IRCMYGHHKLLGHV-UHFFFAOYSA-N 0.000 description 9
239000005512 Ethofumesate Substances 0.000 description 9
239000000047 product Substances 0.000 description 8
230000031018 biological processes and functions Effects 0.000 description 7
230000006378 damage Effects 0.000 description 7
239000012895 dilution Substances 0.000 description 7
238000010790 dilution Methods 0.000 description 7
239000000839 emulsion Substances 0.000 description 7
238000005507 spraying Methods 0.000 description 7
241000219198 Brassica Species 0.000 description 6
235000003351 Brassica cretica Nutrition 0.000 description 6
235000003343 Brassica rupestris Nutrition 0.000 description 6
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
240000006694 Stellaria media Species 0.000 description 6
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 6
230000000694 effects Effects 0.000 description 6
235000010460 mustard Nutrition 0.000 description 6
230000000704 physical effect Effects 0.000 description 6
239000007788 liquid Substances 0.000 description 5
244000237956 Amaranthus retroflexus Species 0.000 description 4
235000013479 Amaranthus retroflexus Nutrition 0.000 description 4
125000000217 alkyl group Chemical group 0.000 description 4
NXNKURIKNWLWKB-UHFFFAOYSA-N carbamoyloxy(phenyl)carbamic acid Chemical compound NC(=O)ON(C(O)=O)C1=CC=CC=C1 NXNKURIKNWLWKB-UHFFFAOYSA-N 0.000 description 4
-1 iso- ~ -phorone Chemical compound 0.000 description 4
235000004135 Amaranthus viridis Nutrition 0.000 description 3
235000009344 Chenopodium album Nutrition 0.000 description 3
235000005484 Chenopodium berlandieri Nutrition 0.000 description 3
235000009332 Chenopodium rubrum Nutrition 0.000 description 3
240000007641 Spergula rubra Species 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
239000012141 concentrate Substances 0.000 description 3
235000008504 concentrate Nutrition 0.000 description 3
238000002425 crystallisation Methods 0.000 description 3
230000008025 crystallization Effects 0.000 description 3
238000004945 emulsification Methods 0.000 description 3
239000012669 liquid formulation Substances 0.000 description 3
239000007787 solid Substances 0.000 description 3
239000004094 surface-active agent Substances 0.000 description 3
HRYKQQFYDGNKNJ-UHFFFAOYSA-N (2-ethoxy-3,3-dimethyl-2h-1-benzofuran-5-yl)methanesulfonic acid Chemical compound C1=C(CS(O)(=O)=O)C=C2C(C)(C)C(OCC)OC2=C1 HRYKQQFYDGNKNJ-UHFFFAOYSA-N 0.000 description 2
241000335053 Beta vulgaris Species 0.000 description 2
241000219310 Beta vulgaris subsp. vulgaris Species 0.000 description 2
231100000674 Phytotoxicity Toxicity 0.000 description 2
235000021536 Sugar beet Nutrition 0.000 description 2
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
244000038559 crop plants Species 0.000 description 2
150000003997 cyclic ketones Chemical class 0.000 description 2
JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
238000000354 decomposition reaction Methods 0.000 description 2
150000002148 esters Chemical class 0.000 description 2
FCZCIXQGZOUIDN-UHFFFAOYSA-N ethyl 2-diethoxyphosphinothioyloxyacetate Chemical compound CCOC(=O)COP(=S)(OCC)OCC FCZCIXQGZOUIDN-UHFFFAOYSA-N 0.000 description 2
150000002191 fatty alcohols Chemical class 0.000 description 2
238000009472 formulation Methods 0.000 description 2
239000004615 ingredient Substances 0.000 description 2
125000004433 nitrogen atom Chemical group N* 0.000 description 2
235000005985 organic acids Nutrition 0.000 description 2
239000002245 particle Substances 0.000 description 2
230000035515 penetration Effects 0.000 description 2
150000002989 phenols Chemical class 0.000 description 2
239000000243 solution Substances 0.000 description 2
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 2
JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
230000002588 toxic effect Effects 0.000 description 2
231100000419 toxicity Toxicity 0.000 description 2
230000001988 toxicity Effects 0.000 description 2
MOISVRZIQDQVPF-RNLVFQAGSA-N (rac)-2,6-dimethylcyclohexanol Natural products C[C@@H]1CCC[C@H](C)[C@@H]1O MOISVRZIQDQVPF-RNLVFQAGSA-N 0.000 description 1
UENOQWSWMYJKIW-UHFFFAOYSA-N 1,2,2-trimethylcyclohexan-1-ol Chemical compound CC1(C)CCCCC1(C)O UENOQWSWMYJKIW-UHFFFAOYSA-N 0.000 description 1
MOISVRZIQDQVPF-UHFFFAOYSA-N 2,6-dimethylcyclohexan-1-ol Chemical compound CC1CCCC(C)C1O MOISVRZIQDQVPF-UHFFFAOYSA-N 0.000 description 1
AILVYPLQKCQNJC-UHFFFAOYSA-N 2,6-dimethylcyclohexan-1-one Chemical compound CC1CCCC(C)C1=O AILVYPLQKCQNJC-UHFFFAOYSA-N 0.000 description 1
241001261858 Alsodes Species 0.000 description 1
235000007639 Anthemis cotula Nutrition 0.000 description 1
235000016068 Berberis vulgaris Nutrition 0.000 description 1
235000021533 Beta vulgaris Nutrition 0.000 description 1
244000024671 Brassica kaber Species 0.000 description 1
235000014750 Brassica kaber Nutrition 0.000 description 1
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
244000042664 Matricaria chamomilla Species 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 1
240000003728 Spergula arvensis Species 0.000 description 1
241000404539 Tripleurospermum Species 0.000 description 1
241000404538 Tripleurospermum maritimum subsp. inodorum Species 0.000 description 1
KLTAFUBUBOKNSQ-UHFFFAOYSA-N [3-(methoxycarbonylamino)phenyl] n-(2-methylphenyl)carbamate Chemical compound COC(=O)NC1=CC=CC(OC(=O)NC=2C(=CC=CC=2)C)=C1 KLTAFUBUBOKNSQ-UHFFFAOYSA-N 0.000 description 1
125000001931 aliphatic group Chemical group 0.000 description 1
125000003342 alkenyl group Chemical group 0.000 description 1
125000006193 alkinyl group Chemical group 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
BBBFJLBPOGFECG-VJVYQDLKSA-N calcitonin Chemical compound N([C@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(N)=O)C(C)C)C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1 BBBFJLBPOGFECG-VJVYQDLKSA-N 0.000 description 1
231100000260 carcinogenicity Toxicity 0.000 description 1
150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
239000013078 crystal Substances 0.000 description 1
150000004292 cyclic ethers Chemical class 0.000 description 1
125000000753 cycloalkyl group Chemical group 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000002939 deleterious effect Effects 0.000 description 1
230000008021 deposition Effects 0.000 description 1
230000000881 depressing effect Effects 0.000 description 1
238000007865 diluting Methods 0.000 description 1
229960001760 dimethyl sulfoxide Drugs 0.000 description 1
YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
230000001804 emulsifying effect Effects 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
230000008014 freezing Effects 0.000 description 1
238000007710 freezing Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000005843 halogen group Chemical group 0.000 description 1
239000008233 hard water Substances 0.000 description 1
231100001261 hazardous Toxicity 0.000 description 1
125000000623 heterocyclic group Chemical group 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
150000002576 ketones Chemical class 0.000 description 1
239000006194 liquid suspension Substances 0.000 description 1
238000000034 method Methods 0.000 description 1
230000011987 methylation Effects 0.000 description 1
238000007069 methylation reaction Methods 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
125000004430 oxygen atom Chemical group O* 0.000 description 1
230000000149 penetrating effect Effects 0.000 description 1
239000000575 pesticide Substances 0.000 description 1
150000003014 phosphoric acid esters Chemical class 0.000 description 1
229920000151 polyglycol Polymers 0.000 description 1
239000010695 polyglycol Substances 0.000 description 1
WBHHMMIMDMUBKC-QJWNTBNXSA-N ricinoleic acid Chemical compound CCCCCC[C@@H](O)C\C=C/CCCCCCCC(O)=O WBHHMMIMDMUBKC-QJWNTBNXSA-N 0.000 description 1
229960003656 ricinoleic acid Drugs 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000012265 solid product Substances 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
239000007921 spray Substances 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
244000045561 useful plants Species 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
239000003021 water soluble solvent Substances 0.000 description 1
239000008096 xylene Substances 0.000 description 1

Landscapes

Agricultural Chemicals And Associated Chemicals (AREA)

CA002015850A 1990-05-01 1990-05-01 Solution d'herbicide Abandoned CA2015850A1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA002015850A CA2015850A1 (fr)	1990-05-01	1990-05-01	Solution d'herbicide

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
CA002015850A CA2015850A1 (fr)	1990-05-01	1990-05-01	Solution d'herbicide
DE19904014255 DE4014255A1 (de)	1990-05-01	1990-05-04	Herbizidloesung

Publications (1)

Publication Number	Publication Date
CA2015850A1 true CA2015850A1 (fr)	1991-11-01

Family

ID=25674114

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA002015850A Abandoned CA2015850A1 (fr)	1990-05-01	1990-05-01	Solution d'herbicide

Country Status (1)

Country	Link
CA (1)	CA2015850A1 (fr)

1990
- 1990-05-01 CA CA002015850A patent/CA2015850A1/fr not_active Abandoned

Legal Events

Date	Code	Title	Description
1992-11-03	FZDE	Discontinued

Publication	Publication Date	Title
CA2067851C (fr)	2002-12-03	Compositions herbicides a phytotoxicite reduite
DE3650670T2 (de)	1998-07-30	Flüssige phytoaktive Zusammensetzungen und Verfahren zu ihrer Verwendung
DE60019753T2 (de)	2005-09-29	Herbizides emulsionskonzentrat
PT92673B (pt)	1996-01-31	Processo para a preparacao de sais de amina de baixa volatilidade derivados de compostos pesticidamente activos que sao relativamente mais volateis
JPH08501320A (ja)	1996-02-13	農業用調製物
JP3222942B2 (ja)	2001-10-29	除草剤組成物
HU200886B (en)	1990-09-28	Composition for diminishing evaporation of plant protecting spray solutions
EP0242888B1 (fr)	1994-03-02	Composition herbicide liquide stabilisée et son procédé de préparation
DD262573A5 (de)	1988-12-07	Herbizide mittel
PL103799B1 (pl)	1979-07-31	Srodek do zwalczania szkodnikow
US5180416A (en)	1993-01-19	Herbicidal composition comprising a liquid thiocarbamate herbicide, a solid herbicide, surfactant, and dry process silicic acid
CA1286122C (fr)	1991-07-16	Produits herbicides a base d'esters bromoxyniles et (ou) ioxyniles
JPH0570307A (ja)	1993-03-23	除草方法及びそれに使用する除草剤組成物
EP0079774A1 (fr)	1983-05-25	Inhiber l'antagonisme entre certains herbicides du type pyridyloxy-phénoxy alkanoate et du type benzothiadiazinone appliqués en post-émergence
HU176584B (en)	1981-03-28	Herbicide preparation containing of active mateirals of two types
GB2243551A (en)	1991-11-06	Herbicidal solution
EP0376910A1 (fr)	1990-07-04	Compositions contenant un mélange d'herbicides
JPH0733605A (ja)	1995-02-03	改良された農薬乳剤組成物
WO1998047356A2 (fr)	1998-10-29	Herbicide
BRPI0900469B1 (pt)	2016-05-10	composição de concentrado em suspensão compreendendo sulfentrazona cristalina e glifosato
SI8812129A (en)	1996-10-31	Herbicide with synergistic effect and its preparation
US5273955A (en)	1993-12-28	Herbicidal composition in the form of stable solution or emulsifiable concentrate of propanil
US2719783A (en)	1955-10-04	Low volatile compositions for controlling vegetation growth
CA1098726A (fr)	1981-04-07	Herbicide selectif
FI82588C (fi)	1991-04-10	Vaetskeformig herbicidkomposition.