NO128587B - - Google Patents

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Publication number
NO128587B
NO128587B NO02183/71A NO218371A NO128587B NO 128587 B NO128587 B NO 128587B NO 02183/71 A NO02183/71 A NO 02183/71A NO 218371 A NO218371 A NO 218371A NO 128587 B NO128587 B NO 128587B
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Norway
Prior art keywords
chloro
methoxyphenyl
dimethylurea
water
preparation
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Application number
NO02183/71A
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Norwegian (no)
Inventor
R Pfeiffer
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Fisons Ltd
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Publication of NO128587B publication Critical patent/NO128587B/no

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/661,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms
    • A01N43/681,3,5-Triazines, not hydrogenated and not substituted at the ring nitrogen atoms with two or three nitrogen atoms directly attached to ring carbon atoms
    • A01N43/70Diamino—1,3,5—triazines with only one oxygen, sulfur or halogen atom or only one cyano, thiocyano (—SCN), cyanato (—OCN) or azido (—N3) group directly attached to a ring carbon atom
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N47/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/30Derivatives containing the group >N—CO—N aryl or >N—CS—N—aryl
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION 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
    • A01N2300/00Combinations or mixtures of active ingredients covered by classes A01N27/00 - A01N65/48 with other active or formulation relevant ingredients, e.g. specific carrier materials or surfactants, covered by classes A01N25/00 - A01N65/48

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Description

Herbicide preparater inneholdende N1 -(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 2-klor-4,6-bis(etylamino)-s-triazin. Herbicidal preparations containing N1 -(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 2-chloro-4,6-bis(ethylamino)-s-triazine.

Foreliggende oppfinnelse angår herbicide preparater inneholdende N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 2-klor-4,6-bis (etylamino)-s-triazin. The present invention relates to herbicidal preparations containing N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 2-chloro-4,6-bis(ethylamino)-s-triazine.

De to ovenfor nevnte forbindelser er kjente som herbicider, The two compounds mentioned above are known as herbicides,

men foreliggende preparat har uventet fordelaktig egenskaper i forhold til de to aktive bestanddeler. Det har således vist seg at blandingene er synergiske. Dosen av den vanskelig fremstillbare forbindelse N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea kan reduseres, samtidig som man oppnår den samme herbicide effekt ved å erstatte en del av forbindelsen med en mindre mengde av den lettere tilgjenge-lige forbindelse 2-klor-4,6-bis(etylamino)-s-triazin. but the present preparation has unexpectedly advantageous properties in relation to the two active ingredients. It has thus been shown that the mixtures are synergistic. The dose of the difficult-to-produce compound N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea can be reduced, while achieving the same herbicidal effect, by replacing part of the compound with a smaller amount of the more readily available -like compound 2-chloro-4,6-bis(ethylamino)-s-triazine.

Foreliggende preparater kan fremstilles ved å blande bestand-delene. Hver av de to aktive bestanddeler bør være tilstede i mengder på fra 1 - 100 deler. Deler, mengdeforhold og prosenter i det etterfølgende er pr. vekt hvis intet annet er angitt. The present preparations can be prepared by mixing the constituent parts. Each of the two active ingredients should be present in amounts of from 1 - 100 parts. Parts, quantity ratios and percentages in what follows are per weight unless otherwise stated.

Ifølge oppfinnelsen inneholder det herbicide preparat de to forbindelsene N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 2-klor-4,6-bis(etylamino)-s-triazin, i et forhold på 4:1 til 24:1 pr. vekt. Foretrukne mengdeforhold mellom forbindelsene er henholdsvis 8:1 til 24:1, f.eks. 8:1 til 10:1 eller 14:1 til 18:1, og meget godt egnede mengdeforhold er 9:1 og 16:1. According to the invention, the herbicidal preparation contains the two compounds N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 2-chloro-4,6-bis(ethylamino)-s-triazine, in a ratio of 4 :1 to 24:1 per weight. Preferred quantity ratios between the compounds are respectively 8:1 to 24:1, e.g. 8:1 to 10:1 or 14:1 to 18:1, and very suitable ratios are 9:1 and 16:1.

De angitte spesifikke mengdeforhold kan anvendes i fuktbare pulvere som kan inneholde opp til 80 vekt-% av de aktive bestanddeler totalt. De herbicide preparater vil normalt inneholde et fuktemiddel og/eller en bærer. Bæreren kan være en væske, f.eks. vann, og preparatet kan da fordelaktig inneholde et fuktemiddel. Vannet kan blandes med et organisk oppløsningsmiddel, men dette er ikke vesentlig. Bæreren kan være en væske forskjellig fra vann, f.eks. et vannubland-bart oppløsningsmiddel, f.eks. et aromatisk eller alifatisk hydro-karbonoppløsningsmiddel, da mer spesielt et hydrokarbonoppløsnings-middel som koker i området fra 130 - 250°C, hvori herbicidene opp-løses eller suspenderes. Et fuktemiddel bør fortrinnsvis tilsettes preparatet slik at denne virker som en selvemulgerbar olje ved til-setning til vann. The specified specific quantity ratios can be used in wettable powders which can contain up to 80% by weight of the active ingredients in total. The herbicidal preparations will normally contain a wetting agent and/or a carrier. The carrier can be a liquid, e.g. water, and the preparation can then advantageously contain a wetting agent. The water can be mixed with an organic solvent, but this is not essential. The carrier can be a liquid other than water, e.g. a water-miscible solvent, e.g. an aromatic or aliphatic hydrocarbon solvent, more particularly a hydrocarbon solvent boiling in the range from 130 - 250°C, in which the herbicides are dissolved or suspended. A wetting agent should preferably be added to the preparation so that it acts as a self-emulsifiable oil when added to water.

Bæreren er fortrinnsvis et fast stoff, som eventuelt kan være findelt. Eksempler på egnede faste stoffer er leirer, sand, glimmer og faste gjødningsstoffer. The carrier is preferably a solid substance, which can optionally be finely divided. Examples of suitable solids are clays, sand, mica and solid fertilisers.

Fuktbare pulvere som er oppløselige eller dispergerbare i vann, er spesielt foretrukket, og disse kan dannes ved å blande herbicidene med eller uten en bærer, med et fuktemiddel. Et foretrukket fuktbart pulver består av de to angitte herbicider, kaolin og/eller silicium-dioksyd som bærer, samt et fuktemiddel. Fuktbare pulvere ifølge foreliggende oppfinnelse vil vanligvis inneholde opp til 80% aktive bestanddeler. Wettable powders which are soluble or dispersible in water are particularly preferred and these can be formed by mixing the herbicides with or without a carrier, with a wetting agent. A preferred wettable powder consists of the two stated herbicides, kaolin and/or silicon dioxide as carrier, and a wetting agent. Wettable powders according to the present invention will usually contain up to 80% active ingredients.

Begrepet "fuktemiddel" er benyttet i videste forstand, slik at det omfatter forbindelser og materialer vanligvis kalt emulgerirtgs-midler, dispergeringsmidler og overflateaktive midler. Slike midler er alle velkjente i forbindelse med herbicider. The term "wetting agent" is used in the broadest sense, so that it includes compounds and materials usually called emulsifying agents, dispersing agents and surfactants. Such agents are all well known in conjunction with herbicides.

Fuktemidler som kan anvendes omfatter anioniske forbindelser, f.eks. såper, fettsulfatestere såsom dodecyl-natriumsulfat, okta-decyl-natriumsulfat og oktylnatriumsulfat, fettaromatiske sulfonater såsom alkyl-benzensulfonater eller butyl-naftalensulfonater, mer komplekse fettsulfonater såsom amidkondensasjonsproduktet av olje-syre og N-metyltaurin eller natriumsulfonatet av dioktylsuccinat. Moisturizers that can be used include anionic compounds, e.g. soaps, fatty sulfate esters such as dodecyl sodium sulfate, octadecyl sodium sulfate and octyl sodium sulfate, fatty aromatic sulfonates such as alkyl benzene sulfonates or butyl naphthalene sulfonates, more complex fatty sulfonates such as the amide condensation product of oleic acid and N-methyltaurine or the sodium sulfonate of dioctyl succinate.

Fuktemidlene kan også omfatte ikke-ioniske fuktemidler, f.eks. kondensasjonsprodukter av fettsyrer, fettalkoholer eller fettsub-stituerte fenoler med etylenoksyd, eller fettestere og etere av sukkere eller polyalkoholer, eller produkter fremstilt fra sist-nevnte type forbindelser ved kondensasjon med etylenoksyd, eller produkter kjent som blokk-kopolymere av etylenoksyd og propylenoksyd. Fuktemidlene kan også omfatte kationiske midler f.eks. oktyl-tri-metylammoniumbromid. The humectants may also include non-ionic humectants, e.g. condensation products of fatty acids, fatty alcohols or fat-substituted phenols with ethylene oxide, or fatty esters and ethers of sugars or polyalcohols, or products produced from the latter type of compounds by condensation with ethylene oxide, or products known as block copolymers of ethylene oxide and propylene oxide. The humectants can also include cationic agents, e.g. octyl-tri-methylammonium bromide.

Foretrukne fuktemidler omfatter fettalkylsulfater, alkylaryl-sulfonater, fettalkyletoksylater, sulfaterte fettalkyletoksylater, dialkyl-sulfoauccinatestere, ligninsulfonatsalter, sulfonerte naftalen-formaldehydkondensater og sulfonerte ureaformaldehydkondensater. Preferred wetting agents include fatty alkyl sulfates, alkylaryl sulfonates, fatty alkyl ethoxylates, sulfated fatty alkyl ethoxylates, dialkyl sulfoauccinate esters, lignin sulfonate salts, sulfonated naphthalene formaldehyde condensates, and sulfonated urea formaldehyde condensates.

De aktive forbindelser kan blandes med andre landbrukskjemi-kalier, f.eks. med andre herbicider eller gjødningsstoffer. The active compounds can be mixed with other agricultural chemicals, e.g. with other herbicides or fertilizers.

De aktive forbindelser kan vanligvis opparbeides til konsentrerte sammensetninger inneholdende fra' 0,5 - 85% totalt av N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 2-klor-4,6-bis(etylamino)-s-tria-zin. Disse konsentrerte sammensetninger kan så fortynnes med vann for anvendelse, vanligvis slik at konsentrasjonen totalt av de to herbicider varierer fra 0,05 til 4%. The active compounds can usually be worked up into concentrated compositions containing from' 0.5 - 85% in total of N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 2-chloro-4,6-bis(ethylamino )-s-tria-zine. These concentrated compositions can then be diluted with water for use, usually so that the total concentration of the two herbicides varies from 0.05 to 4%.

Foreliggende herbicide preparater kan anvendes på planter, jordsmonn, landområder eller vann. De kan anvendes som ikke-selektive herbicider, spesielt for selektivt å bekjempe ugress på områder hvor man ønsker å dyrke kulturvekster, f.eks. hvete. De er spesielt bruk-bare for bekjempelse av ugress hos vinterhvete. 2-klor-4,6-bis(etyl-amino)-s-triazin alene har tidligere ikke vært benyttet til bekjempelse av ugress blant vinterhvete, idet den skader avlingen ved anvendelse i slike mengder at ugresset utryddes. Available herbicidal preparations can be used on plants, soil, land or water. They can be used as non-selective herbicides, especially to selectively control weeds in areas where you want to grow crops, e.g. wheat. They are particularly suitable for weed control in winter wheat. 2-Chloro-4,6-bis(ethyl-amino)-s-triazine alone has previously not been used to control weeds among winter wheat, as it damages the crop when used in such quantities that the weeds are eradicated.

Blandingene kan anvendes som et forbehandlingsmiddel, dvs. før eller kort etter planting av vinterhvete om høsten. Preparater ifølge foreliggende oppfinnelse kan også anvendes for etterbehandling, f.eks. på vinterhvete om våren. Normalt vil preparatene anvendes i mengder fra 1 til 9 kg, fortrinnsvis fra 1 til 5,5 kg, f.eks. fra 2 til 5,5 kg/hektar totalt av de to aktive bestanddeler. -Det er spesielt fordelaktig og ønskelig å anvende mindre enn 4 kg/hektar. The mixtures can be used as a pre-treatment agent, i.e. before or shortly after planting winter wheat in autumn. Preparations according to the present invention can also be used for post-treatment, e.g. on winter wheat in the spring. Normally, the preparations will be used in amounts from 1 to 9 kg, preferably from 1 to 5.5 kg, e.g. from 2 to 5.5 kg/hectare in total of the two active ingredients. - It is particularly advantageous and desirable to use less than 4 kg/hectare.

De aktive forbindelser kan blandes umiddelbart før bruk. Det er imidlertid ønskelig at forbindelsene allerede har blitt blandet på forhånd. The active compounds can be mixed immediately before use. However, it is desirable that the compounds have already been mixed beforehand.

Foreliggende herbicide preparater er aktive overfor en rekke forskjellige bredbladede ugress, f.eks. vassarve (Stellaria media) og gåseblom (Anthemis spp.), foruten mange typer gress, såsom åkerreverumpe (Alopecurus myosuroides). Present herbicidal preparations are active against a number of different broad-leaved weeds, e.g. water sedge (Stellaria media) and gooseberry (Anthemis spp.), in addition to many types of grass, such as foxtail (Alopecurus myosuroides).

Følgende eksempler illustrerer oppfinnelsen. The following examples illustrate the invention.

Eksempel 1 Example 1

Eksempel 2 Example 2

Preparatet fra eksempel 1 i vann ble sprøytet som etterbehandling på vinterhvete tidlig om våren i mengder på 3,4 kg/hektar av N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 0,21 kg/hektar av 2-klor-4,6-bis(etylamino)-s-triazin. Etter 35 døgns vekst fant man at åkerreverumpe var bekjempet 99% i forhold til et kontrollområde. The preparation from Example 1 in water was sprayed as a finishing treatment on winter wheat in early spring in amounts of 3.4 kg/hectare of N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 0.21 kg/hectare of 2-chloro-4,6-bis(ethylamino)-s-triazine. After 35 days of growth, it was found that red fox rump had been controlled 99% compared to a control area.

Man kunne videre ikke påvise noen skader på hveteplantene. Den bekjempelse man oppnådde ved hjelp av det herbicide preparat var lik den man oppnådde på et lignende område sprøytet samtidig i en mengde på 4 kg/hektar av N1 -(3-klor-4-metoksyfenyl)-N,N-dimetylurea. Furthermore, no damage to the wheat plants could be detected. The control achieved with the herbicidal preparation was similar to that achieved on a similar area sprayed at the same time in a quantity of 4 kg/hectare of N1 -(3-chloro-4-methoxyphenyl)-N,N-dimethylurea.

Eksempel 3 Example 3

Et eksperiment tilsvarende til det som er angitt under eksempel 2 ovenfor ble utført idet man brukte samme preparat, men behandlet området om høsten. Det behandlede område var kjent for å være relativt sterkt infisert med åkerreverumpe. Da området ble bedømt sammen med et kontrollområde, og et lignende område sprøytet med N<1->(3-klor-4-metoksyfenyl)-N,N-dimetylurea i en mengde på 4,5 kg/hektar, fant man en 80 til 90% bekjempelse av åkerreverumpe i både det stykke som var behandlet med blandingen og med N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea uten at hveteplantene var skadet. An experiment similar to that stated under example 2 above was carried out using the same preparation, but treating the area in autumn. The treated area was known to be relatively heavily infested with red fox rump. When the area was assessed together with a control area, and a similar area sprayed with N<1->(3-chloro-4-methoxyphenyl)-N,N-dimethylurea at a rate of 4.5 kg/hectare, an 80 to 90% control of field foxtail in both the plot treated with the mixture and with N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea without the wheat plants being damaged.

Eksempel 4 Example 4

Et annet foretrukket preparat er følgende 80% fuktbare pulver: Another preferred preparation is the following 80% wettable powder:

Eksempel 5 Example 5

Preparatet fra eksempel 4 i vann ble som et etterbehandlings-middel påsprøytet vinterhvete (2-5 blads-trinnet) i en mengde på 2.0 kg/hektar N'-(3-klor-4-metoksyfehyl)-N,N-dimetylurea og 0,20 kg/ hektar av 2-klor-4,6-bis(etylamino)-s-triazin. The preparation from example 4 in water was sprayed as a finishing agent on winter wheat (2-5 leaf stage) in an amount of 2.0 kg/hectare N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 0 .20 kg/hectare of 2-chloro-4,6-bis(ethylamino)-s-triazine.

Ved en bedømmelse for ugressbekjempelse fant man følgende tall ved en sammenligning med kontrollområder: In an assessment for weed control, the following figures were found in a comparison with control areas:

Man kunne ikke observere noen skader på hveteplantene. Den bekjempelse man oppnådde ved hjelp av det herbicide preparat til-svarte den man oppnådde på et lignende stykke som ble sprøytet i en mengde på 4 kg/hektar med N',-(3-klor-4-metoksyfenyl)-N,N-dimetylurea. No damage to the wheat plants could be observed. The control achieved with the herbicidal preparation corresponded to that achieved on a similar plot that was sprayed in a quantity of 4 kg/hectare with N',-(3-chloro-4-methoxyphenyl)-N,N- dimethyl urea.

Claims (1)

1. Herbicid preparat, karakterisert ved at det inneholder N'-(3-klor-4-metoksyfenyl)-N,N-dimetylurea og 2-klor-4,6-bis(etylamino)-s-triazin i et forhold på 4:1 til 24:1 pr. vekt.1. Herbicidal preparation, characterized in that it contains N'-(3-chloro-4-methoxyphenyl)-N,N-dimethylurea and 2-chloro-4,6-bis(ethylamino)-s-triazine in a ratio of 4 :1 to 24:1 per weight.
NO02183/71A 1970-06-10 1971-06-09 NO128587B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2822070 1970-06-10

Publications (1)

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NO128587B true NO128587B (en) 1973-12-17

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ID=10272224

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BE (1) BE768356A (en)
CA (1) CA963284A (en)
CH (1) CH526904A (en)
CS (1) CS157712B2 (en)
DE (1) DE2128433A1 (en)
ES (1) ES392075A1 (en)
FR (1) FR2094159B1 (en)
GB (1) GB1327793A (en)
HU (1) HU162572B (en)
IE (1) IE35331B1 (en)
NL (1) NL7107950A (en)
NO (1) NO128587B (en)
PL (1) PL84915B1 (en)
RO (1) RO57618A (en)
SE (1) SE384623B (en)
SU (1) SU364136A3 (en)
ZA (1) ZA713629B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2191845A1 (en) * 1972-07-17 1974-02-08 Phyteurop Sa Urea-triazine herbicidal compsn - showing synergistic effect for pre-emergence treatment of cereal crops

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL212631A (en) * 1949-12-06
BE579987A (en) * 1958-06-25
FR1281134A (en) * 1960-02-23 1962-01-08 Du Pont Herbicidal compositions

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ZA713629B (en) 1972-04-26
FR2094159A1 (en) 1972-02-04
CH526904A (en) 1972-08-31
PL84915B1 (en) 1976-04-30
SU364136A3 (en) 1972-12-25
BE768356A (en) 1971-12-10
RO57618A (en) 1975-09-15
SE384623B (en) 1976-05-17
HU162572B (en) 1973-03-28
CA963284A (en) 1975-02-25
IE35331B1 (en) 1976-01-21
IE35331L (en) 1971-12-10
ES392075A1 (en) 1974-08-01
DE2128433A1 (en) 1971-12-16
GB1327793A (en) 1973-08-22
CS157712B2 (en) 1974-09-16
FR2094159B1 (en) 1975-08-22
NL7107950A (en) 1971-12-14

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