DE2056362B2 - - Google Patents
Info
- Publication number
- DE2056362B2 DE2056362B2 DE2056362A DE2056362A DE2056362B2 DE 2056362 B2 DE2056362 B2 DE 2056362B2 DE 2056362 A DE2056362 A DE 2056362A DE 2056362 A DE2056362 A DE 2056362A DE 2056362 B2 DE2056362 B2 DE 2056362B2
- Authority
- DE
- Germany
- Prior art keywords
- active ingredient
- iodo
- nitro
- ether
- active
- 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.)
- Granted
Links
- 239000004480 active ingredient Substances 0.000 claims description 22
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000002689 soil Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 6
- 239000013543 active substance Substances 0.000 claims description 5
- 239000012141 concentrate Substances 0.000 claims description 5
- 239000000839 emulsion Substances 0.000 claims description 5
- 239000008187 granular material Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 239000005995 Aluminium silicate Substances 0.000 claims description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 3
- 235000012211 aluminium silicate Nutrition 0.000 claims description 3
- 230000000694 effects Effects 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 2
- 229960000892 attapulgite Drugs 0.000 claims description 2
- 238000006243 chemical reaction Methods 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- 238000002156 mixing Methods 0.000 claims description 2
- 229910052625 palygorskite Inorganic materials 0.000 claims description 2
- TVDSBUOJIPERQY-UHFFFAOYSA-N prop-2-yn-1-ol Chemical compound OCC#C TVDSBUOJIPERQY-UHFFFAOYSA-N 0.000 claims description 2
- 239000000454 talc Substances 0.000 claims description 2
- 229910052623 talc Inorganic materials 0.000 claims description 2
- 239000008096 xylene Substances 0.000 claims description 2
- 241000233866 Fungi Species 0.000 claims 4
- 239000002270 dispersing agent Substances 0.000 claims 4
- 239000000243 solution Substances 0.000 claims 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- SVUMJWRWZOLVFU-UHFFFAOYSA-N [O-][N+](C1=C(C(C#CI)OC(C(C=CC(C(F)(F)F)=C2)=C2[N+]([O-])=O)C#CI)C=CC(C(F)(F)F)=C1)=O Chemical class [O-][N+](C1=C(C(C#CI)OC(C(C=CC(C(F)(F)F)=C2)=C2[N+]([O-])=O)C#CI)C=CC(C(F)(F)F)=C1)=O SVUMJWRWZOLVFU-UHFFFAOYSA-N 0.000 claims 3
- -1 aromatic radical Chemical class 0.000 claims 3
- 229910052500 inorganic mineral Inorganic materials 0.000 claims 3
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 claims 2
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 claims 2
- 235000013312 flour Nutrition 0.000 claims 2
- 239000011707 mineral Substances 0.000 claims 2
- 238000006116 polymerization reaction Methods 0.000 claims 2
- 239000000080 wetting agent Substances 0.000 claims 2
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 claims 1
- UHPMCKVQTMMPCG-UHFFFAOYSA-N 5,8-dihydroxy-2-methoxy-6-methyl-7-(2-oxopropyl)naphthalene-1,4-dione Chemical compound CC1=C(CC(C)=O)C(O)=C2C(=O)C(OC)=CC(=O)C2=C1O UHPMCKVQTMMPCG-UHFFFAOYSA-N 0.000 claims 1
- BWIOURVJVDKDOC-UHFFFAOYSA-N 6-bromo-1-(chloromethyl)-2-methoxynaphthalene Chemical compound C1=C(Br)C=CC2=C(CCl)C(OC)=CC=C21 BWIOURVJVDKDOC-UHFFFAOYSA-N 0.000 claims 1
- 241000223600 Alternaria Species 0.000 claims 1
- 241000371644 Curvularia ravenelii Species 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Natural products CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 241000223218 Fusarium Species 0.000 claims 1
- 239000005909 Kieselgur Substances 0.000 claims 1
- 241000233614 Phytophthora Species 0.000 claims 1
- 241000233639 Pythium Species 0.000 claims 1
- 241001361634 Rhizoctonia Species 0.000 claims 1
- 238000010521 absorption reaction Methods 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 150000001298 alcohols Chemical class 0.000 claims 1
- 125000001931 aliphatic group Chemical group 0.000 claims 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 claims 1
- 239000000440 bentonite Substances 0.000 claims 1
- 229910000278 bentonite Inorganic materials 0.000 claims 1
- 235000012216 bentonite Nutrition 0.000 claims 1
- SVPXDRXYRYOSEX-UHFFFAOYSA-N bentoquatam Chemical compound O.O=[Si]=O.O=[Al]O[Al]=O SVPXDRXYRYOSEX-UHFFFAOYSA-N 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims 1
- 239000004327 boric acid Substances 0.000 claims 1
- 235000010338 boric acid Nutrition 0.000 claims 1
- 229910000019 calcium carbonate Inorganic materials 0.000 claims 1
- 235000010216 calcium carbonate Nutrition 0.000 claims 1
- 239000001506 calcium phosphate Substances 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000012876 carrier material Substances 0.000 claims 1
- 238000005266 casting Methods 0.000 claims 1
- 125000002091 cationic group Chemical group 0.000 claims 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 claims 1
- 239000003245 coal Substances 0.000 claims 1
- 239000000084 colloidal system Substances 0.000 claims 1
- 239000007799 cork Substances 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000000354 decomposition reaction Methods 0.000 claims 1
- 239000006185 dispersion Substances 0.000 claims 1
- 238000010410 dusting Methods 0.000 claims 1
- 150000002170 ethers Chemical class 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000002191 fatty alcohols Chemical class 0.000 claims 1
- 239000003337 fertilizer Substances 0.000 claims 1
- 238000009472 formulation Methods 0.000 claims 1
- 239000000417 fungicide Substances 0.000 claims 1
- 238000005469 granulation Methods 0.000 claims 1
- 230000003179 granulation Effects 0.000 claims 1
- 238000000227 grinding Methods 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 230000026045 iodination Effects 0.000 claims 1
- 238000006192 iodination reaction Methods 0.000 claims 1
- 239000003350 kerosene Substances 0.000 claims 1
- 150000002576 ketones Chemical class 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 150000002790 naphthalenes Chemical class 0.000 claims 1
- 239000003960 organic solvent Substances 0.000 claims 1
- 231100000915 pathological change Toxicity 0.000 claims 1
- 230000036285 pathological change Effects 0.000 claims 1
- 229920000151 polyglycol Polymers 0.000 claims 1
- 239000010695 polyglycol Substances 0.000 claims 1
- 239000000843 powder Substances 0.000 claims 1
- 230000001681 protective effect Effects 0.000 claims 1
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims 1
- 239000002002 slurry Substances 0.000 claims 1
- 239000000344 soap Substances 0.000 claims 1
- 239000007787 solid Substances 0.000 claims 1
- 238000001228 spectrum Methods 0.000 claims 1
- 239000007921 spray Substances 0.000 claims 1
- 150000003470 sulfuric acid monoesters Chemical class 0.000 claims 1
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002562 thickening agent Substances 0.000 claims 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 claims 1
- 229940078499 tricalcium phosphate Drugs 0.000 claims 1
- 229910000391 tricalcium phosphate Inorganic materials 0.000 claims 1
- 235000019731 tricalcium phosphate Nutrition 0.000 claims 1
- 235000015112 vegetable and seed oil Nutrition 0.000 claims 1
- 239000008158 vegetable oil Substances 0.000 claims 1
- 235000013311 vegetables Nutrition 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 235000001674 Agaricus brunnescens Nutrition 0.000 description 3
- 241000223221 Fusarium oxysporum Species 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000004563 wettable powder Substances 0.000 description 3
- 241000219112 Cucumis Species 0.000 description 2
- 235000015510 Cucumis melo subsp melo Nutrition 0.000 description 2
- 240000008067 Cucumis sativus Species 0.000 description 2
- 235000010799 Cucumis sativus var sativus Nutrition 0.000 description 2
- 241000599030 Pythium debaryanum Species 0.000 description 2
- 239000006004 Quartz sand Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000004927 clay Substances 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- TZGFQIXRVUHDLE-UHFFFAOYSA-N 1-chloro-2-nitro-4-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=CC=C1Cl TZGFQIXRVUHDLE-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- GXCLVBGFBYZDAG-UHFFFAOYSA-N N-[2-(1H-indol-3-yl)ethyl]-N-methylprop-2-en-1-amine Chemical compound CN(CCC1=CNC2=C1C=CC=C2)CC=C GXCLVBGFBYZDAG-UHFFFAOYSA-N 0.000 description 1
- 239000001888 Peptone Substances 0.000 description 1
- 108010080698 Peptones Proteins 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 241001635622 Pythium splendens Species 0.000 description 1
- FJJCIZWZNKZHII-UHFFFAOYSA-N [4,6-bis(cyanoamino)-1,3,5-triazin-2-yl]cyanamide Chemical compound N#CNC1=NC(NC#N)=NC(NC#N)=N1 FJJCIZWZNKZHII-UHFFFAOYSA-N 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- OOCMUZJPDXYRFD-UHFFFAOYSA-L calcium;2-dodecylbenzenesulfonate Chemical compound [Ca+2].CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O.CCCCCCCCCCCCC1=CC=CC=C1S([O-])(=O)=O OOCMUZJPDXYRFD-UHFFFAOYSA-L 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 239000002054 inoculum Substances 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 235000015097 nutrients Nutrition 0.000 description 1
- 235000019319 peptone Nutrition 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/14—Ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Dentistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH1757469A CH528216A (de) | 1969-11-26 | 1969-11-26 | Verwendung bestimmter Äther zur Bekämpfung von Bodenpilzen |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DE2056362A1 DE2056362A1 (de) | 1971-05-27 |
| DE2056362B2 true DE2056362B2 (https=) | 1979-10-18 |
| DE2056362C3 DE2056362C3 (https=) | 1980-08-07 |
Family
ID=4426462
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19702056362 Granted DE2056362A1 (de) | 1969-11-26 | 1970-11-17 | Verwendung von Halogenalkyl phenylpropargylathern zur Bekämpfung von Bodenpilzen |
Country Status (14)
| Country | Link |
|---|---|
| JP (1) | JPS4917569B1 (https=) |
| BE (1) | BE759389A (https=) |
| BG (1) | BG17460A3 (https=) |
| CA (1) | CA942664A (https=) |
| CH (1) | CH528216A (https=) |
| DE (1) | DE2056362A1 (https=) |
| DK (1) | DK129896B (https=) |
| FR (1) | FR2068652B1 (https=) |
| GB (1) | GB1324887A (https=) |
| IL (1) | IL35661A (https=) |
| NL (1) | NL7017243A (https=) |
| RO (1) | RO76315A (https=) |
| SU (1) | SU388382A3 (https=) |
| ZA (1) | ZA707751B (https=) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6272654A (ja) * | 1985-09-27 | 1987-04-03 | Sumitomo Chem Co Ltd | ニトロベンゼン誘導体およびそれを有効成分とする農園芸用殺菌剤 |
-
0
- BE BE759389D patent/BE759389A/xx unknown
-
1969
- 1969-11-26 CH CH1757469A patent/CH528216A/de not_active IP Right Cessation
-
1970
- 1970-11-11 RO RO7064947A patent/RO76315A/ro unknown
- 1970-11-13 BG BG016054A patent/BG17460A3/xx unknown
- 1970-11-13 CA CA098,065A patent/CA942664A/en not_active Expired
- 1970-11-16 IL IL35661A patent/IL35661A/xx unknown
- 1970-11-17 ZA ZA707751A patent/ZA707751B/xx unknown
- 1970-11-17 FR FR7041216A patent/FR2068652B1/fr not_active Expired
- 1970-11-17 GB GB5465270A patent/GB1324887A/en not_active Expired
- 1970-11-17 DE DE19702056362 patent/DE2056362A1/de active Granted
- 1970-11-25 DK DK599570AA patent/DK129896B/da unknown
- 1970-11-25 NL NL7017243A patent/NL7017243A/xx unknown
- 1970-11-26 JP JP45103736A patent/JPS4917569B1/ja active Pending
- 1970-11-26 SU SU1493687A patent/SU388382A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| NL7017243A (https=) | 1971-05-28 |
| DE2056362A1 (de) | 1971-05-27 |
| RO76315A (ro) | 1982-10-11 |
| DK129896B (da) | 1974-12-02 |
| FR2068652B1 (https=) | 1973-10-19 |
| SU388382A3 (https=) | 1973-06-22 |
| BG17460A3 (bg) | 1973-11-10 |
| BE759389A (fr) | 1971-05-25 |
| CA942664A (en) | 1974-02-26 |
| DK129896C (https=) | 1975-05-20 |
| IL35661A0 (en) | 1971-01-28 |
| DE2056362C3 (https=) | 1980-08-07 |
| ZA707751B (en) | 1971-08-25 |
| CH528216A (de) | 1972-09-30 |
| FR2068652A1 (https=) | 1971-08-27 |
| GB1324887A (en) | 1973-07-25 |
| JPS4917569B1 (https=) | 1974-05-01 |
| IL35661A (en) | 1973-08-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| OD | Request for examination | ||
| C3 | Grant after two publication steps (3rd publication) | ||
| EHV | Ceased/renunciation |