ES8205492A1 - Procedimiento para preparar perhalociclopropanocarboxilatos. - Google Patents
Procedimiento para preparar perhalociclopropanocarboxilatos.Info
- Publication number
- ES8205492A1 ES8205492A1 ES476994A ES476994A ES8205492A1 ES 8205492 A1 ES8205492 A1 ES 8205492A1 ES 476994 A ES476994 A ES 476994A ES 476994 A ES476994 A ES 476994A ES 8205492 A1 ES8205492 A1 ES 8205492A1
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- insecticidal
- perhaloalkylvinylcyclopropanecarboxylates
- proviso
- halogen
- 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
- 230000000749 insecticidal effect Effects 0.000 title abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical group 0.000 abstract 2
- XLOPRKKSAJMMEW-SFYZADRCSA-N Chrysanthemic acid Natural products CC(C)=C[C@@H]1[C@@H](C(O)=O)C1(C)C XLOPRKKSAJMMEW-SFYZADRCSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003158 alcohol group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- XLOPRKKSAJMMEW-UHFFFAOYSA-N chrysanthemic acid Chemical compound CC(C)=CC1C(C(O)=O)C1(C)C XLOPRKKSAJMMEW-UHFFFAOYSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003356 phenylsulfanyl group Chemical group [*]SC1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/40—Unsaturated compounds containing halogen
-
- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/10—Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
-
- 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
- A01N53/00—Biocides, pest repellants or attractants, or plant growth regulators containing cyclopropane carboxylic acids or derivatives thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C17/00—Preparation of halogenated hydrocarbons
- C07C17/26—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton
- C07C17/263—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions
- C07C17/2635—Preparation of halogenated hydrocarbons by reactions involving an increase in the number of carbon atoms in the skeleton by condensation reactions involving a phosphorus compound, e.g. Wittig synthesis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
- C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
- C07C29/143—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of ketones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/48—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups
- C07C29/50—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only
- C07C29/52—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxidation reactions with formation of hydroxy groups with molecular oxygen only in the presence of mineral boron compounds with, when necessary, hydrolysis of the intermediate formed
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C35/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C35/22—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system
- C07C35/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings
- C07C35/32—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a ring other than a six-membered aromatic ring polycyclic, at least one hydroxy group bound to a condensed ring system with hydroxy on a condensed ring system having two rings the condensed ring system being a (4.3.0) system, e.g. indenols
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/30—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings
- C07C57/38—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing six-membered aromatic rings polycyclic
-
- 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
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5442—Aromatic phosphonium compounds (P-C aromatic linkage)
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/08—One of the condensed rings being a six-membered aromatic ring the other ring being five-membered, e.g. indane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Health & Medical Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Environmental Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Abstract
CONSISTE EN DESHIDROHALOGENAR UN ALCANOATO DE FORMULA GENERAL (1) EN PRESENCIA DE UNA TEMPERATURA COMRENDIDA ENTRE-30 Y 200 C.; SE OBTIENE UN COMPUESTO (II), EL CUAL SE TRANSFORMA POSTERIORMENTE EN EL COMPUESTO (III). SE OBTIENE EL COMPUESTO DE FORMULA GENERAL (IV),EN QUE Y O Z SON UN GRUPO PERHALOHILO Y EL OTRO ES HIDROGENO, HALOGENO, ALCOHILO INFERIOR FENILO, FENILTIO O BENCILO. R7 ES HIDROGENO; R ES OR'', EN QUE R'' ES UN RESTO ALCOHOLICO.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US87097378A | 1978-01-20 | 1978-01-20 | |
| US92719878A | 1978-07-24 | 1978-07-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES476994A0 ES476994A0 (es) | 1982-06-16 |
| ES8205492A1 true ES8205492A1 (es) | 1982-06-16 |
Family
ID=27128180
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES476994A Expired ES8205492A1 (es) | 1978-01-20 | 1979-01-19 | Procedimiento para preparar perhalociclopropanocarboxilatos. |
Country Status (30)
| Country | Link |
|---|---|
| US (1) | US4263319A (es) |
| EP (1) | EP0003336B1 (es) |
| JP (1) | JPS54112820A (es) |
| AR (1) | AR231431A1 (es) |
| AT (1) | AT367391B (es) |
| AU (1) | AU535346B2 (es) |
| BR (1) | BR7900361A (es) |
| CA (1) | CA1251801A (es) |
| CS (1) | CS209913B2 (es) |
| DD (2) | DD151444A5 (es) |
| DE (1) | DE2966699D1 (es) |
| DK (1) | DK159260C (es) |
| DO (1) | DOP1979002732A (es) |
| EG (1) | EG13725A (es) |
| ES (1) | ES8205492A1 (es) |
| GR (1) | GR67601B (es) |
| HK (1) | HK43387A (es) |
| IE (1) | IE48309B1 (es) |
| IL (1) | IL56340A (es) |
| IN (1) | IN150399B (es) |
| IT (1) | IT1111011B (es) |
| MX (1) | MX6173E (es) |
| MY (1) | MY8800115A (es) |
| NL (1) | NL971028I2 (es) |
| NZ (1) | NZ189438A (es) |
| PL (1) | PL125296B1 (es) |
| SG (1) | SG15887G (es) |
| SU (1) | SU1344244A3 (es) |
| TR (1) | TR21071A (es) |
| YU (1) | YU8679A (es) |
Families Citing this family (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BG48921A3 (en) * | 1978-02-28 | 1991-06-14 | Montedison Spa | Method for destroying of insects |
| DE2831193A1 (de) * | 1978-07-15 | 1980-01-24 | Bayer Ag | Fluoralkenylsubstituierte cyclopropancarbonsaeureester und ihre verwendung als insektizide |
| DE2842541A1 (de) * | 1978-09-29 | 1980-05-22 | Bayer Ag | Fluoralkenylsubstituierte cyclopropancarbonsaeureester und ihre verwendung als insektizide |
| US4333950A (en) * | 1979-05-24 | 1982-06-08 | Fmc Corporation | (+)-4-Substituted-2-indanol insecticidal ester derivatives |
| GB2093831B (en) * | 1981-02-24 | 1985-09-25 | Fmc Corp | 4-substituted-2-indanols and insecticidal ester derivatives |
| US4402973A (en) * | 1980-10-02 | 1983-09-06 | Fmc Corporation | Insecticidal (1,1'-biphenyl)-3-ylmethyl esters |
| IT1131883B (it) * | 1980-07-02 | 1986-06-25 | Montedison Spa | Processo per la sintesi stereoselettiva di ciclopropancarbossilati intermaedi per piretroidi |
| US4339457A (en) * | 1980-10-20 | 1982-07-13 | Fmc Corporation | 3-(Pyrrol-1-yl)phenylmethyl esters and intermediates |
| US4368205A (en) * | 1980-10-31 | 1983-01-11 | Fmc Corporation | 4-Heterocyclic-substituted-2-indanyl alcohols and insecticidal ester derivatives |
| US4429149A (en) | 1980-12-31 | 1984-01-31 | Fmc Corporation | 4-Phenyl-2-indanyl esters of 1R,cis-3-(2-halo-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylic acid |
| US4417078A (en) * | 1980-12-31 | 1983-11-22 | Fmc Corporation | Process for producing (+)-4-substituted-2-indanols |
| US4423255A (en) * | 1980-12-31 | 1983-12-27 | Fmc Corporation | (+)-4-Substituted-2-indanols |
| DE3171352D1 (en) * | 1981-01-21 | 1985-08-14 | Ici Plc | Halobenzyl esters of haloalkenylcyclopropane acids, their preparation, compositions and method of combating insect pests therewith |
| US4362744A (en) * | 1981-03-19 | 1982-12-07 | Fmc Corporation | Trans-3-substituted-1-indanol insecticidal ester derivatives |
| US4415748A (en) * | 1981-08-06 | 1983-11-15 | Fmc Corporation | Intermediates for insecticidal synthetic pyrethroids |
| EP0073566A1 (en) * | 1981-08-27 | 1983-03-09 | Imperial Chemical Industries Plc | Methods and compositions for combating soil pests |
| FR2515176A1 (fr) * | 1981-10-23 | 1983-04-29 | Roussel Uclaf | Nouveaux esters d'alcools aromatiques ou heteroaromatiques, leur procede de preparation et leur application a la lutte contre les parasites |
| GB2120236B (en) * | 1982-04-05 | 1986-06-11 | Ici Plc | Halogenated esters of cyclopropane carboxylic acids and their use as pesticides |
| FR2534918A2 (fr) * | 1982-10-26 | 1984-04-27 | Roussel Uclaf | Nouveaux esters d'alcools aromatiques et heteroaromatiques, leur procede de preparation et leur application a la lutte contre les parasites |
| USH49H (en) | 1983-01-10 | 1986-04-01 | Fmc Corporation | Process for producing 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates |
| US4552892A (en) * | 1983-03-11 | 1985-11-12 | Fmc Corporation | Acaricidal difluoroethenylcyclopropanecarboxylates |
| DK113384A (da) * | 1983-03-11 | 1984-09-12 | Fmc Corp | Difluorethenylcyclopropancarboxylater, insecticide og acaricide midler og fremgangsmaade til bekaempelse af insekter og acarider |
| FR2628103B1 (fr) * | 1988-03-03 | 1991-06-14 | Roussel Uclaf | Nouveaux esters pyrethrinoides portant un noyau indanyle, leur procede de preparation et leur application comme pesticides |
| IT1226546B (it) * | 1988-07-07 | 1991-01-24 | Mini Ricerca Scient Tecnolog | Esteri dell'acido 2,2-dimetil- ciclopropancarbossilico |
| DE3907069A1 (de) * | 1989-03-04 | 1990-09-06 | Basf Ag | Substituierte 2-phenyl-alk(en)yl-1-yl-cyclopropancarbonsaeurebenzylester, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen |
| GB9100654D0 (en) * | 1991-01-11 | 1991-02-27 | Ici Plc | Process for preparing halogenated compounds |
| FR2686602B1 (fr) * | 1992-01-28 | 1994-03-11 | Roussel Uclaf | Nouveaux derives de l'acide 2,2-dimethyl 3-[(2,2-difluorocyclopropylidene methyl] cyclopropane carboxylique, leur procede de preparation et leur application comme pesticides. |
| FR2708930B1 (fr) * | 1993-08-10 | 1995-09-08 | Roussel Uclaf | Nouveaux esters dérivés de l'acide 2,2-diméthyl 3-(3,3,3-trifluoro-1-propényl) cyclopropane carboxylique, leur procédé de préparation et leur application comme pesticides. |
| US6048892A (en) * | 1997-12-30 | 2000-04-11 | Sumitomo Chemical Company, Limited | Ester compound pesticide containing thereof |
| AU753585B2 (en) * | 1998-09-15 | 2002-10-24 | Sumitomo Chemical Company, Limited | Ester compound and pesticide containing thereof |
| GB0017617D0 (en) * | 2000-07-18 | 2000-09-06 | Zeneca Ltd | Chemical process |
| WO2013136073A1 (en) * | 2012-03-13 | 2013-09-19 | Redx Pharma Limited | Agricultural chemicals |
| CN104326862B (zh) * | 2014-11-20 | 2016-08-17 | 西安近代化学研究所 | 一种2,4-二氯-1,1,1-三氟丁烷衍生物的制备方法 |
| CA3093851A1 (en) | 2018-03-29 | 2019-10-03 | Arbutus Biopharma Corporation | Substituted 1,1'-biphenyl compounds, analogues thereof, and methods using same |
| CN109111373A (zh) * | 2018-10-09 | 2019-01-01 | 南通天泽化工有限公司 | 一种三氟氯氰菊酯的制备方法 |
| CN109912386A (zh) * | 2019-03-26 | 2019-06-21 | 江苏春江润田农化有限公司 | 一种可回收型功夫酸生产方法 |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3647857A (en) * | 1970-03-16 | 1972-03-07 | Procter & Gamble | Novel esters of chrysanthemic acid and alcohols related to 2-indanol |
| US4024163A (en) * | 1972-05-25 | 1977-05-17 | National Research Development Corporation | Insecticides |
| JPS51141844A (en) * | 1975-05-30 | 1976-12-07 | Kuraray Co Ltd | Process for preparing substituted cyclopropane-carboxylic acid esters |
| DE2638356A1 (de) | 1976-08-26 | 1978-03-02 | Bayer Ag | Verfahren zur herstellung vinylsubstituierter cyclopropancarbonsaeureester |
| US4157397A (en) * | 1976-08-27 | 1979-06-05 | Fmc Corporation | Insecticidal (β-phenylvinyl)cyclopropanecarboxylates |
| US4160842A (en) * | 1976-08-27 | 1979-07-10 | Fmc Corporation | Insecticidal [β-(substituted-phenyl)vinyl]cyclopropanecarboxylates |
| US4183948A (en) * | 1977-01-24 | 1980-01-15 | Imperial Chemical Industries Limited | Halogenated esters |
| GB1572669A (en) * | 1977-05-26 | 1980-08-28 | Ici Ltd | Manufacture of esters |
-
1978
- 1978-11-30 IN IN867/DEL/78A patent/IN150399B/en unknown
- 1978-12-28 CA CA000318687A patent/CA1251801A/en not_active Expired
- 1978-12-28 DK DK585078A patent/DK159260C/da not_active IP Right Cessation
- 1978-12-29 IL IL56340A patent/IL56340A/xx unknown
-
1979
- 1979-01-02 IE IE9/79A patent/IE48309B1/en unknown
- 1979-01-04 GR GR58023A patent/GR67601B/el unknown
- 1979-01-16 YU YU00086/79A patent/YU8679A/xx unknown
- 1979-01-17 TR TR21071A patent/TR21071A/xx unknown
- 1979-01-17 MX MX797663U patent/MX6173E/es unknown
- 1979-01-18 JP JP347779A patent/JPS54112820A/ja active Granted
- 1979-01-18 IT IT19418/79A patent/IT1111011B/it active Protection Beyond IP Right Term
- 1979-01-18 AT AT0038279A patent/AT367391B/de not_active IP Right Cessation
- 1979-01-18 CS CS79407A patent/CS209913B2/cs unknown
- 1979-01-19 PL PL1979212897A patent/PL125296B1/pl unknown
- 1979-01-19 BR BRPI7900361-3A patent/BR7900361A/pt not_active IP Right Cessation
- 1979-01-19 AU AU43507/79A patent/AU535346B2/en not_active Expired
- 1979-01-19 NZ NZ189438A patent/NZ189438A/xx unknown
- 1979-01-19 DD DD79218544A patent/DD151444A5/de unknown
- 1979-01-19 DE DE7979100163T patent/DE2966699D1/de not_active Expired
- 1979-01-19 ES ES476994A patent/ES8205492A1/es not_active Expired
- 1979-01-19 EP EP79100163A patent/EP0003336B1/en not_active Expired
- 1979-01-19 DO DO1979002732A patent/DOP1979002732A/es unknown
- 1979-01-19 DD DD79210563A patent/DD145996A5/de unknown
- 1979-01-20 EG EG38/79A patent/EG13725A/xx active
- 1979-05-24 US US06/042,372 patent/US4263319A/en not_active Expired - Lifetime
-
1980
- 1980-12-22 SU SU803220194A patent/SU1344244A3/ru active
-
1983
- 1983-11-02 AR AR294701A patent/AR231431A1/es active
-
1987
- 1987-02-19 SG SG158/87A patent/SG15887G/en unknown
- 1987-06-04 HK HK433/87A patent/HK43387A/xx not_active IP Right Cessation
-
1988
- 1988-12-30 MY MY115/88A patent/MY8800115A/xx unknown
-
1997
- 1997-08-07 NL NL971028C patent/NL971028I2/nl unknown
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