NO148621B - FUNGICID PREPARATION CONTAINING A MIXTURE OF A PYRIMID CONNECTION AND AN ALUMINUM SALT - Google Patents

FUNGICID PREPARATION CONTAINING A MIXTURE OF A PYRIMID CONNECTION AND AN ALUMINUM SALT Download PDF

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Publication number
NO148621B
NO148621B NO821514A NO821514A NO148621B NO 148621 B NO148621 B NO 148621B NO 821514 A NO821514 A NO 821514A NO 821514 A NO821514 A NO 821514A NO 148621 B NO148621 B NO 148621B
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formula
compound
mixture
aluminum salt
connection
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NO821514A
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Norwegian (no)
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NO821514L (en
NO148621C (en
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Antoine Casanova
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Lilly Industries Ltd
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Publication of NO148621C publication Critical patent/NO148621C/en

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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
    • 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
    • A01N47/10Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/18Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, directly attached to a heterocyclic or cycloaliphatic ring
    • 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
    • A01N57/00Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds
    • A01N57/10Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds
    • A01N57/12Biocides, pest repellants or attractants, or plant growth regulators containing organic phosphorus compounds having phosphorus-to-oxygen bonds or phosphorus-to-sulfur bonds containing acyclic or cycloaliphatic radicals

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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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Foreliggende oppfinnelse vedrører et fungicid preparat for behandling av soppinfeksjoner hos dyrkede planter inneholdende nye kombinasjoner av kjente fungicider. The present invention relates to a fungicidal preparation for the treatment of fungal infections in cultivated plants containing new combinations of known fungicides.

Ifølge oppfinnelsen er det tilveiebragt et fungicid preparat som inneholder en blanding av en pyrimidinforbindelse med formelen: hvor X er klor eller fluor, og et aluminiumsalt med formelen: According to the invention, a fungicidal preparation is provided which contains a mixture of a pyrimidine compound with the formula: where X is chlorine or fluorine, and an aluminum salt with the formula:

De ovennevnte forbindelser er kjente som fungicider og kan fremstilles ved hjelp av i og for seg kjente metoder. Kombinasjonene av aktive bestanddeler som definert ovenfor er nye og er funnet å være overraskende effektive når det gjelder å kontrollere eller bekjempe soppinfeksjoner hos dyrkede planter, idet kombinasjonen av en forbindelse med formelen I og II er spesielt nyttig når det gjelder å bekjempe meldugg-infeksjon hos druer. The above-mentioned compounds are known as fungicides and can be produced using methods known per se. The combinations of active ingredients as defined above are novel and have been found to be surprisingly effective in controlling or combating fungal infections in cultivated plants, the combination of a compound of formula I and II being particularly useful in combating powdery mildew infection in grapes.

Ved behandling av soppinfeksjoner hos planter, spesielt kornsorter og druer, påføres en fungicid effektiv mengde av et fungicid preparat som definert ovenfor, på de infiserte planter. Preparatet påføres fortrinnsvis på bladene ved et hvilket som helst tidspunkt etter spiring inntil innhøst-ningen finner sted, idet mengden og frekvensen for påføring bestemmes ut fra graden eller den forventede grad av soppangrep. Man har imidlertid funnet det spesielt fordelaktig at en redusert behandlingsfrekvens, f.eks. bare en gang hver annen eller tredje uke for bekjempelse av meldugginfeksjoner hos druer, med effektiv virkning kan foretas, og man opp- When treating fungal infections in plants, especially cereals and grapes, a fungicidally effective amount of a fungicidal preparation as defined above is applied to the infected plants. The preparation is preferably applied to the leaves at any time after germination until harvest takes place, the amount and frequency of application being determined based on the degree or expected degree of fungal attack. However, it has been found particularly advantageous that a reduced treatment frequency, e.g. only once every two or three weeks to combat powdery mildew infections in grapes, with effective effect can be carried out, and one

når derved en viktig reduksjon i arbeidsomkostninger. thereby achieving an important reduction in labor costs.

Den foretrukne pyrimidinforbindelse for anvendelse ved behandling av druer er den hvori gruppen X er klor, mens forbindelsene med formelen I hvori X er fluor, er foretrukket for anvendelse i forbindelse med soppangrep hos kornsorter. The preferred pyrimidine compound for use in the treatment of grapes is that in which the group X is chlorine, while the compounds of formula I in which X is fluorine are preferred for use in connection with fungal attack in cereals.

Komponentene i foreliggende preparat kan påføres etter hver andre eller samtidig på planten som er under behandling, The components in the present preparation can be applied one after the other or at the same time to the plant being treated,

idet det sistnevnte foretrekkes. Forbindelsen med formel I påføres fortrinnsvis i en mengde på 10-100 g, helst 10-30 g/ hektar ved behandling av druer, mens forbindelsen med formel II fortrinnsvis påføres i mengder på 100-3000 g/hektar. Således kan forholdet mellom forbindelser med formelen I og forbindelser med formel II i foreliggende preparater variere fra 5:1 til 1:300, beregnet på vekt. Forholdet mellom forbindelsen med formel I og formel II er fortrinnsvis i området 1:10 til 1:100 med anvendelse av 20-100 g/hektar av forbindelsen med formel I, og 1000-2000 g/hektar av forbindelsen med formel II. the latter being preferred. The compound of formula I is preferably applied in an amount of 10-100 g, preferably 10-30 g/hectare when treating grapes, while the compound of formula II is preferably applied in amounts of 100-3000 g/hectare. Thus, the ratio between compounds of formula I and compounds of formula II in the present preparations can vary from 5:1 to 1:300, calculated by weight. The ratio between the compound of formula I and formula II is preferably in the range 1:10 to 1:100 with the use of 20-100 g/hectare of the compound of formula I, and 1000-2000 g/hectare of the compound of formula II.

Forbindelsen med formel II, aluminiumsaltet av etylfosfitt (AEP), anvendes fortrinnsvis i kombinasjon med et ytterligere fungicid f.eks. "mancozeb" eller eventuelt "folpet", 2-[(triklormetyl)-tio]-lH-isoindol-1,3(2H)-dion (se Phytiarie Phytopharmacie 1 (1977)) . Under anvendelse i forbindelse med det ytterligere fungicid ligger forholdet for AEP til nevnte fungicid i området 3:1 til 1:2, beregnet på vekt. The compound with formula II, the aluminum salt of ethyl phosphite (AEP), is preferably used in combination with a further fungicide, e.g. "mancozeb" or optionally "folpet", 2-[(trichloromethyl)-thio]-1H-isoindole-1,3(2H)-dione (see Phytiarie Phytopharmacie 1 (1977)). When used in conjunction with the additional fungicide, the ratio of AEP to said fungicide is in the range of 3:1 to 1:2, calculated by weight.

For å forenkle fremstilling, lagring og transport, vil kombinasjonene av forbindelsene med formel I og formel II normalt leveres i konsentratform beregnet for fortynning i vann til den grad som er nødvendig for at man lett skal kunne oppnå de ovenfor nevnte påføringsmengder. Slike kon-sentrerte preparater kan inneholde 0,5-90 vekt-%, fortrinnsvis 5-90 vekt-% aktive bestanddeler i forbindelse med en eller flere ikke-fytotoksiske bærere. Slike preparater vil vanligvis være i form av et fuktbart pulver eller støv, eller vandig suspensjon, skjønt det skal nevnes at vandige suspensjoner av AEP har tendens til å være ustabile på grunn av den relativt korte halveringstid (omkring 100 dager) for AEP i vandige media. Konsentratpreparatene er beregnet for passende fortynning med vann før bruk. Denne dannelse av en vandig dispersjon kan utføres i konvensjonelle sprøyte-beholdere egnet for formålet. In order to simplify manufacture, storage and transport, the combinations of the compounds of formula I and formula II will normally be delivered in concentrate form intended for dilution in water to the extent necessary to easily achieve the above-mentioned application amounts. Such concentrated preparations can contain 0.5-90% by weight, preferably 5-90% by weight, of active ingredients in connection with one or more non-phytotoxic carriers. Such preparations will usually be in the form of a wettable powder or dust, or aqueous suspension, although it should be mentioned that aqueous suspensions of AEP tend to be unstable due to the relatively short half-life (about 100 days) of AEP in aqueous media . The concentrate preparations are intended for suitable dilution with water before use. This formation of an aqueous dispersion can be carried out in conventional syringe containers suitable for the purpose.

Fuktbare pulvere eller støv omfatter en intim blanding av Wettable powders or dusts comprise an intimate mixture of

de aktive bestanddeler, en eller flere inerte bærere og passende overflateaktive midler. Den inerte bærer kan velges fra attapulgittleire, montmorillonittleire, diatomejord, kaoliner, glimmer, talk og rensede silikater. Effektive overflateaktive midler finnes blant sulfonerte ligninger, naftalensulfonater og kondenserte naftalensulfonater, alkyl-suksinater, alkylbenzensulfonater, alkylsulfater og ikke-ioniske overflateaktive midler, slik som etylenoksydaddukter av fenol. Eksempler på fuktbare pulvere som omfattes av foreliggende oppfinnelse er de som har følgende sammen-setning : the active ingredients, one or more inert carriers and suitable surfactants. The inert carrier can be selected from attapulgite clay, montmorillonite clay, diatomaceous earth, kaolins, mica, talc and purified silicates. Effective surfactants are found among sulfonated compounds, naphthalene sulfonates and condensed naphthalene sulfonates, alkyl succinates, alkylbenzene sulfonates, alkyl sulfates, and nonionic surfactants, such as ethylene oxide adducts of phenol. Examples of wettable powders that are covered by the present invention are those that have the following composition:

Vandige suspensjoner og oppløsninger omfatter de aktive bestanddeler suspendert eller oppløst i vann eller egnede opp-løsningsmidler, respektivt, sammen med eventuelle ønskede overflateaktive midler, fortykningsmidler, antifrysemidler eller preservativer. Egnede overflateaktive midler kan velges fra de som er nevnt i forbindelse med fuktbare pulvere. Fortykningsmidler, dersom slike brukes velges normalt fra passende cellulosematerialer og naturgummier, mens glykoler i alminnelighet vil bli benyttet når det er nødvendig med et anti-frysemiddel. Preservativer kan velges fra forskjellige materialer, slik som de forskjellige paraben-antibakterielle stoffer, fenol, o-klorkresol, fenylmerkurinitrat og formalde-hyd. Aqueous suspensions and solutions comprise the active ingredients suspended or dissolved in water or suitable solvents, respectively, together with any desired surfactants, thickeners, antifreeze agents or preservatives. Suitable surfactants can be selected from those mentioned in connection with wettable powders. Thickeners, if such are used, are normally selected from suitable cellulosic materials and natural rubbers, while glycols will generally be used when an antifreeze is required. Preservatives can be chosen from different materials, such as the various paraben antibacterial substances, phenol, o-chlorocresol, phenylmercury nitrate and formaldehyde.

Følgende eksempler illustrerer oppfinnelsen. I disse eksempler representerer betegnelsen "CCPM" forbindelsen med formel I hvori X er klor mens den beslektede forbindelse hvori X er fluor representeres ved betegnelsen "CFPM". Likeledes betegnes forbindelsen med formel II med symbolet The following examples illustrate the invention. In these examples, the designation "CCPM" represents the compound of formula I wherein X is chlorine while the related compound wherein X is fluorine is represented by the designation "CFPM". Likewise, the compound of formula II is denoted by the symbol

"AEP". "AEP".

Eksempler 1- 3 Examples 1-3

Følgende fuktbare pulvere ble fremstilt: The following wettable powders were prepared:

I hvert eksempel ble de aktive bestanddeler nøye blandet med de spesifiserte hjelpestoffer i konvensjonelt blandeut-styr. Blandingen ble deretter videre malt i en mølle til et størrelsesområde på fra 1-10 ym og sluttlig ble blandingen blandet på nytt og gjennomluftet før emballering. In each example, the active ingredients were carefully mixed with the specified excipients in conventional mixing equipment. The mixture was then further ground in a mill to a size range of from 1-10 ym and finally the mixture was mixed again and aerated before packaging.

Sammenligningsforsøk Comparison experiment

Kombinasjoner omfattende fungicidene fenarimol (forbindelsen med formel I hvor X er klor) og aluminiumetylfosfit (forbindelsen med formel II) ble testet ot funnet å utvise synergistisme. Combinations comprising the fungicides fenarimol (the compound of formula I where X is chlorine) and aluminum ethyl phosphite (the compound of formula II) were tested and found to exhibit synergism.

Potetdextroseagar inneholdende 10 og 2 0 ppm fenarimol og 100 ppm aluminiumetylfosfit ble først fremstilt. Prøver av disse preparater og av .de hensiktsmessige blandinger ble helt i 15 x 100 mm petriskåler og fikk størkne. Potato dextrose agar containing 10 and 20 ppm fenarimol and 100 ppm aluminum ethyl phosphite was first prepared. Samples of these preparations and of the appropriate mixtures were poured into 15 x 100 mm Petri dishes and allowed to solidify.

Agaroverflaten ble inokulert ved å anbringe en 6 mm agar-plugg inneholdende mycelievekst av soppen Pythium ultimum i sentrum av skålen med overflaten med myceliet vendende oppover. Skålene ble inkubert ved 2 6°C. The agar surface was inoculated by placing a 6 mm agar plug containing mycelial growth of the fungus Pythium ultimum in the center of the dish with the mycelial surface facing up. The dishes were incubated at 26°C.

Antifungusaktivitet ble bestemt ved å måle den radielle vekst til myceliet som vokste på agaroverflaten inneholdende fungicidene, i sammenligning med kontrollprøver. Antifungal activity was determined by measuring the radial growth of the mycelium growing on the agar surface containing the fungicides, in comparison with control samples.

Fra verdiene oppnådd når fungicidene ble benyttet alene, var det mulig å beregne en teoretisk verdi for sykdomskon-troll for blandingene, ved å benytte den velkjente Colby-ligningen (Weeds 15, sidene 20-22, (1967)), og synergisme ble demonstrert ut fra det faktum at de observerte verdier var større enn de beregnede teoretiske verdiene. From the values obtained when the fungicides were used alone, it was possible to calculate a theoretical disease control value for the mixtures, using the well-known Colby equation (Weeds 15, pages 20-22, (1967)), and synergism was demonstrated based on the fact that the observed values were greater than the calculated theoretical values.

Claims (4)

1. Fungicid preparat, karakterisert ved at det inneholder en blanding av en pyrimidinforbindelse med formelen: hvor X er klor eller fluor, og et aluminiumsalt med formelen:1. Fungicidal preparation, characterized in that it contains a mixture of a pyrimidine compound with the formula: where X is chlorine or fluorine, and an aluminum salt with the formula: 2. Preparat ifølge krav 1, karakterisert ved at det inneholder 0,5-90 vekt-% aktive bestanddeler, idet resten utgjøres av en eller flere inerte, ikke-fytotoksiske bærere.2. Preparation according to claim 1, characterized in that it contains 0.5-90% by weight of active ingredients, the remainder being made up of one or more inert, non-phytotoxic carriers. 3. Preparat ifølge krav 1 eller 2, karakterisert ved at det inneholder en forbindelse med formelen I hvor X er klor. v3. Preparation according to claim 1 or 2, characterized in that it contains a compound of the formula I where X is chlorine. v 4. Preparat ifølge et hvilket som Helst av kravene 1-3, karakterisert ved at det også omfatter 2-[(triklormetyl)-tio]-lH-isoindol-l,3-(2H)-dion i et vektforhold fra 3:1 til 1:1 mellom forbindelsen med formel II og dionforbindelsen.4. Preparation according to any one of Claims 1-3, characterized in that it also comprises 2-[(trichloromethyl)-thio]-1H-isoindole-1,3-(2H)-dione in a weight ratio of 3:1 to 1:1 between the compound of formula II and the dione compound.
NO821514A 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A MIXTURE OF A PYRIMID CONNECTION AND AN ALUMINUM SALT NO148621C (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB12972/77A GB1596380A (en) 1977-03-28 1977-03-28 Fungicidal combinations

Publications (3)

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NO821514L NO821514L (en) 1978-09-29
NO148621B true NO148621B (en) 1983-08-08
NO148621C NO148621C (en) 1983-11-16

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Family Applications (4)

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NO781040A NO147260C (en) 1977-03-28 1978-03-22 FUNGICID PREPARATION COMPREHENSIVE TRIAZOL AND BENZIMIDAZOLE COMPOUNDS
NO821513A NO148241C (en) 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A PYRIMIDINE AND A BENZIMIDAZOLE COMPOUND
NO821512A NO148622C (en) 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A TRIAZINE COMPOUND AND AN ALUMINUM SALT.
NO821514A NO148621C (en) 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A MIXTURE OF A PYRIMID CONNECTION AND AN ALUMINUM SALT

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NO781040A NO147260C (en) 1977-03-28 1978-03-22 FUNGICID PREPARATION COMPREHENSIVE TRIAZOL AND BENZIMIDAZOLE COMPOUNDS
NO821513A NO148241C (en) 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A PYRIMIDINE AND A BENZIMIDAZOLE COMPOUND
NO821512A NO148622C (en) 1977-03-28 1982-05-07 FUNGICID PREPARATION CONTAINING A TRIAZINE COMPOUND AND AN ALUMINUM SALT.

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JP (1) JPS53121932A (en)
AR (2) AR227124A1 (en)
AT (1) AT362195B (en)
AU (1) AU515204B2 (en)
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RO78274A (en) 1982-04-12
SE8301606L (en) 1983-03-23
AU515204B2 (en) 1981-03-19
FR2390096A1 (en) 1978-12-08
FR2390097A1 (en) 1978-12-08
GB1596380A (en) 1981-08-26
CH629363A5 (en) 1982-04-30
BG30166A4 (en) 1981-04-15
FR2390099B1 (en) 1980-07-11
AR225793A1 (en) 1982-04-30
FR2390098B1 (en) 1980-07-11
DE2812287A1 (en) 1978-10-05
TR20072A (en) 1980-07-08
NO781040L (en) 1978-09-29
HU188701B (en) 1986-05-28
SU1409119A3 (en) 1988-07-07
PL112622B1 (en) 1980-10-31
RO73042A (en) 1981-11-24
SE8703224L (en) 1987-08-19
SE8703223D0 (en) 1987-08-19
DE2812287C2 (en) 1986-12-11
SE8703223L (en) 1987-08-19
NO147260B (en) 1982-11-29
FR2390099A1 (en) 1978-12-08
IE780588L (en) 1978-09-28
AR227124A1 (en) 1982-09-30
ES468098A1 (en) 1979-09-01
HU179506B (en) 1982-10-28
ZA781700B (en) 1979-03-28
NO821514L (en) 1978-09-29
NO148622C (en) 1983-11-16
SE447783B (en) 1986-12-15
IT1105157B (en) 1985-10-28
CS198290B2 (en) 1980-05-30
BR7801746A (en) 1978-12-19
SE8602470L (en) 1986-05-30
IE46690B1 (en) 1983-08-24
BE865215A (en) 1978-09-22
IL54318A (en) 1983-06-15
CS198289B2 (en) 1980-05-30
AT362195B (en) 1981-04-27
ATA203678A (en) 1980-09-15
FR2390098A1 (en) 1978-12-08
NO147260C (en) 1983-03-09
IT7848444A0 (en) 1978-03-15
PT67801A (en) 1978-04-01
IL54318A0 (en) 1978-06-15
DD135031A5 (en) 1979-04-11
PL205555A1 (en) 1978-12-04
IN147690B (en) 1980-05-31
RO78260A (en) 1982-04-12
NO148622B (en) 1983-08-08
DK127978A (en) 1978-09-29
SE8703224D0 (en) 1987-08-19
MX5640E (en) 1983-11-23
SE454398B (en) 1988-05-02
CA1108046A (en) 1981-09-01
NO821513L (en) 1978-09-29
BG30167A4 (en) 1981-04-15
FR2390097B1 (en) 1980-07-11
JPS6259081B2 (en) 1987-12-09
GR64791B (en) 1980-06-02
CS198292B2 (en) 1980-05-30
PL112286B1 (en) 1980-10-31
DK149442C (en) 1986-11-17
SE7803184L (en) 1978-09-29
FR2390096B1 (en) 1980-06-06
NZ186757A (en) 1980-11-14
CS198291B2 (en) 1980-05-30
BG30165A4 (en) 1981-04-15
NO148621C (en) 1983-11-16
AU3443078A (en) 1979-09-27
SE8301606D0 (en) 1983-03-23
LU79285A1 (en) 1978-06-29
JPS53121932A (en) 1978-10-24
DK149442B (en) 1986-06-16
NL7803064A (en) 1978-10-02
DE2858350C2 (en) 1988-06-16
NO821512L (en) 1978-09-29
NO148241C (en) 1983-09-07
PL112146B1 (en) 1980-09-30
BG29863A3 (en) 1981-02-16
NO148241B (en) 1983-05-30
RO78273A (en) 1982-04-12
PL108903B1 (en) 1980-05-31
SE8602470D0 (en) 1986-05-30

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