IL33038A - Esters of phosphoric, phosphonic, thionophosphoric and thionophosphonic acids, their preparation and use as pesticides - Google Patents
Esters of phosphoric, phosphonic, thionophosphoric and thionophosphonic acids, their preparation and use as pesticidesInfo
- Publication number
- IL33038A IL33038A IL6933038A IL3303869A IL33038A IL 33038 A IL33038 A IL 33038A IL 6933038 A IL6933038 A IL 6933038A IL 3303869 A IL3303869 A IL 3303869A IL 33038 A IL33038 A IL 33038A
- Authority
- IL
- Israel
- Prior art keywords
- acid ester
- formula
- acid
- active compound
- process according
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 52
- 150000002148 esters Chemical class 0.000 title claims description 44
- 238000002360 preparation method Methods 0.000 title description 17
- 239000000575 pesticide Substances 0.000 title description 2
- 150000007513 acids Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 43
- 238000000034 method Methods 0.000 claims description 25
- 239000000203 mixture Substances 0.000 claims description 17
- 230000006378 damage Effects 0.000 claims description 12
- 239000003085 diluting agent Substances 0.000 claims description 12
- 241000238631 Hexapoda Species 0.000 claims description 10
- 239000007788 liquid Substances 0.000 claims description 9
- 239000007787 solid Substances 0.000 claims description 9
- -1 alkyl radicals Chemical class 0.000 claims description 8
- 125000003545 alkoxy group Chemical group 0.000 claims description 7
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 230000000895 acaricidal effect Effects 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 238000009835 boiling Methods 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 239000011230 binding agent Substances 0.000 claims 2
- 125000005843 halogen group Chemical group 0.000 claims 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical compound C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
- 150000005840 aryl radicals Chemical class 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 230000002147 killing effect Effects 0.000 claims 1
- 239000002184 metal Substances 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- 150000003008 phosphonic acid esters Chemical class 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 claims 1
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 8
- 239000002904 solvent Substances 0.000 description 7
- 239000003995 emulsifying agent Substances 0.000 description 6
- 239000000047 product Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 241001454295 Tetranychidae Species 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- 241000238876 Acari Species 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- 241001124076 Aphididae Species 0.000 description 3
- 241000239290 Araneae Species 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 3
- 241000254173 Coleoptera Species 0.000 description 3
- 241000255925 Diptera 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
- 241000500439 Plutella Species 0.000 description 3
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 229910052799 carbon Inorganic materials 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000009472 formulation Methods 0.000 description 3
- 230000000749 insecticidal effect Effects 0.000 description 3
- 229910052700 potassium Inorganic materials 0.000 description 3
- 239000011591 potassium Substances 0.000 description 3
- 241000256118 Aedes aegypti Species 0.000 description 2
- 241001510109 Blaberus giganteus Species 0.000 description 2
- 240000007124 Brassica oleracea Species 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- 241000256113 Culicidae Species 0.000 description 2
- 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 2
- 244000046052 Phaseolus vulgaris Species 0.000 description 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 241001454294 Tetranychus Species 0.000 description 2
- 241000607479 Yersinia pestis Species 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- QMNWYGTWTXOQTP-UHFFFAOYSA-N 1h-triazin-6-one Chemical compound O=C1C=CN=NN1 QMNWYGTWTXOQTP-UHFFFAOYSA-N 0.000 description 1
- 241001143309 Acanthoscelides obtectus Species 0.000 description 1
- 241000238818 Acheta domesticus Species 0.000 description 1
- 241001136249 Agriotes lineatus Species 0.000 description 1
- 241001425390 Aphis fabae Species 0.000 description 1
- 241000387313 Aspidiotus Species 0.000 description 1
- 241000238662 Blatta orientalis Species 0.000 description 1
- 241000238657 Blattella germanica Species 0.000 description 1
- 241000238678 Boophilus Species 0.000 description 1
- 241000256593 Brachycaudus schwartzi Species 0.000 description 1
- 235000003899 Brassica oleracea var acephala Nutrition 0.000 description 1
- 235000011301 Brassica oleracea var capitata Nutrition 0.000 description 1
- 235000001169 Brassica oleracea var oleracea Nutrition 0.000 description 1
- 241001444260 Brassicogethes aeneus Species 0.000 description 1
- 241000042459 Byturus aestivus Species 0.000 description 1
- 241000257163 Calliphora vicina Species 0.000 description 1
- 241000257161 Calliphoridae Species 0.000 description 1
- 241001533286 Chrysoma Species 0.000 description 1
- 241001327638 Cimex lectularius Species 0.000 description 1
- 241000256059 Culex pipiens Species 0.000 description 1
- 241001513837 Dermestes maculatus Species 0.000 description 1
- 241000255601 Drosophila melanogaster Species 0.000 description 1
- 241000652696 Henschoutedenia Species 0.000 description 1
- 241001659689 Hercinothrips Species 0.000 description 1
- 241000257303 Hymenoptera Species 0.000 description 1
- 241000256602 Isoptera Species 0.000 description 1
- 241000258916 Leptinotarsa decemlineata Species 0.000 description 1
- 241000736227 Lucilia sericata Species 0.000 description 1
- 241000721696 Lymantria Species 0.000 description 1
- 241000254099 Melolontha melolontha Species 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000257159 Musca domestica Species 0.000 description 1
- 241000721623 Myzus Species 0.000 description 1
- 241000721621 Myzus persicae Species 0.000 description 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 1
- 241001481099 Ornithodoros turicata Species 0.000 description 1
- 241000131102 Oryzaephilus Species 0.000 description 1
- 241000488585 Panonychus Species 0.000 description 1
- 241000488583 Panonychus ulmi Species 0.000 description 1
- 241001548358 Parapiesma quadratum Species 0.000 description 1
- 241000238675 Periplaneta americana Species 0.000 description 1
- 241001608567 Phaedon cochleariae Species 0.000 description 1
- 241000257186 Phormia regina Species 0.000 description 1
- 241001396980 Phytonemus pallidus Species 0.000 description 1
- 241000952063 Polyphagotarsonemus latus Species 0.000 description 1
- 241000722234 Pseudococcus Species 0.000 description 1
- 241001509967 Reticulitermes flavipes Species 0.000 description 1
- 241001510236 Rhyparobia maderae Species 0.000 description 1
- 235000001537 Ribes X gardonianum Nutrition 0.000 description 1
- 235000001535 Ribes X utile Nutrition 0.000 description 1
- 235000016919 Ribes petraeum Nutrition 0.000 description 1
- 244000281247 Ribes rubrum Species 0.000 description 1
- 235000002355 Ribes spicatum Nutrition 0.000 description 1
- 241000254181 Sitophilus Species 0.000 description 1
- 241000254179 Sitophilus granarius Species 0.000 description 1
- 241000254154 Sitophilus zeamais Species 0.000 description 1
- 241001177161 Stegobium paniceum Species 0.000 description 1
- 241001494115 Stomoxys calcitrans Species 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 241000254109 Tenebrio molitor Species 0.000 description 1
- 241001454293 Tetranychus urticae Species 0.000 description 1
- 241000267822 Trogoderma granarium Species 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000010410 dusting Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 235000013312 flour Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000002917 insecticide Substances 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 230000001418 larval effect Effects 0.000 description 1
- 201000004792 malaria Diseases 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 230000001473 noxious effect Effects 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 150000003738 xylenes Chemical class 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6521—Six-membered rings
- C07F9/65218—Six-membered rings condensed with carbocyclic rings or carbocyclic ring systems
-
- 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
- A01N57/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
- A01N57/02—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34
- A01N57/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having alternatively specified atoms bound to the phosphorus atom and not covered by a single one of groups A01N57/10, A01N57/18, A01N57/26, A01N57/34 containing heterocyclic radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6515—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having three nitrogen atoms as the only ring hetero atoms
- C07F9/6518—Five-membered rings
- C07F9/65188—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1804526A DE1804526B2 (de) | 1968-10-23 | 1968-10-23 | Benzotriazinyl-phosphor-phosphon- bzw. thionophosphor- (phosphon) -säureester, Verfahren zu ihrer Herstellung und deren Verwendung |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL33038A0 IL33038A0 (en) | 1969-11-30 |
| IL33038A true IL33038A (en) | 1972-07-26 |
Family
ID=5711195
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL6933038A IL33038A (en) | 1968-10-23 | 1969-09-21 | Esters of phosphoric, phosphonic, thionophosphoric and thionophosphonic acids, their preparation and use as pesticides |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3657234A (fr) |
| JP (1) | JPS4832340B1 (fr) |
| AT (1) | AT294852B (fr) |
| BE (1) | BE740688A (fr) |
| CH (1) | CH493564A (fr) |
| DE (1) | DE1804526B2 (fr) |
| ES (1) | ES372763A1 (fr) |
| FR (1) | FR2021414A1 (fr) |
| GB (1) | GB1241611A (fr) |
| IL (1) | IL33038A (fr) |
| MY (1) | MY7200083A (fr) |
| NL (1) | NL6915616A (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5911844U (ja) * | 1982-07-16 | 1984-01-25 | 三菱アルミニウム株式会社 | 金属箔巻物 |
-
1968
- 1968-10-23 DE DE1804526A patent/DE1804526B2/de active Granted
-
1969
- 1969-09-17 CH CH1405469A patent/CH493564A/de not_active IP Right Cessation
- 1969-09-21 IL IL6933038A patent/IL33038A/en unknown
- 1969-10-08 US US864864A patent/US3657234A/en not_active Expired - Lifetime
- 1969-10-09 GB GB49004/69A patent/GB1241611A/en not_active Expired
- 1969-10-15 NL NL6915616A patent/NL6915616A/xx unknown
- 1969-10-22 ES ES372763A patent/ES372763A1/es not_active Expired
- 1969-10-22 JP JP44083939A patent/JPS4832340B1/ja active Pending
- 1969-10-23 FR FR6936448A patent/FR2021414A1/fr not_active Withdrawn
- 1969-10-23 AT AT999069A patent/AT294852B/de not_active IP Right Cessation
- 1969-10-23 BE BE740688D patent/BE740688A/xx unknown
-
1972
- 1972-12-31 MY MY197283A patent/MY7200083A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| NL6915616A (fr) | 1970-04-27 |
| DE1804526A1 (de) | 1970-06-11 |
| GB1241611A (en) | 1971-08-04 |
| US3657234A (en) | 1972-04-18 |
| ES372763A1 (es) | 1972-01-16 |
| BE740688A (fr) | 1970-04-23 |
| DE1804526B2 (de) | 1975-08-28 |
| AT294852B (de) | 1971-12-10 |
| CH493564A (de) | 1970-07-15 |
| FR2021414A1 (fr) | 1970-07-24 |
| MY7200083A (en) | 1972-12-31 |
| JPS4832340B1 (fr) | 1973-10-05 |
| IL33038A0 (en) | 1969-11-30 |
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