NO144569B - ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BIS (2-METHYL-3-HYDROXY-5-VINYL-PYRID-4-YLMETHYL) -DISULPHIDE AND PHARMACEUTICAL ACCEPTABLE SALTS - Google Patents

ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BIS (2-METHYL-3-HYDROXY-5-VINYL-PYRID-4-YLMETHYL) -DISULPHIDE AND PHARMACEUTICAL ACCEPTABLE SALTS Download PDF

Info

Publication number
NO144569B
NO144569B NO741962A NO741962A NO144569B NO 144569 B NO144569 B NO 144569B NO 741962 A NO741962 A NO 741962A NO 741962 A NO741962 A NO 741962A NO 144569 B NO144569 B NO 144569B
Authority
NO
Norway
Prior art keywords
mold
piston
spray
press
pyrid
Prior art date
Application number
NO741962A
Other languages
Norwegian (no)
Other versions
NO741962L (en
NO144569C (en
Inventor
Tsung-Ying Shen
Howard Jones
Conrad Peter Dorn
George Gustave Hazen
Thomas Bing Kin Lee
David Gregory Melillo
Meyer Sletzinger
Original Assignee
Merck & Co Inc
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Merck & Co Inc filed Critical Merck & Co Inc
Publication of NO741962L publication Critical patent/NO741962L/no
Publication of NO144569B publication Critical patent/NO144569B/en
Publication of NO144569C publication Critical patent/NO144569C/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/32—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/44—Radicals substituted by doubly-bound oxygen, sulfur, or nitrogen atoms, or by two such atoms singly-bound to the same carbon atom
    • C07D213/46—Oxygen atoms
    • C07D213/48—Aldehydo radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62—Oxygen or sulfur atoms
    • C07D213/63—One oxygen atom
    • C07D213/65—One oxygen atom attached in position 3 or 5
    • C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D263/36—One oxygen atom
    • C07D263/42—One oxygen atom attached in position 5
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D497/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D497/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having oxygen and sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D497/04—Ortho-condensed systems
    • 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/58—Pyridine rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Rheumatology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pain & Pain Management (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Pyridine Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Fremgangsmåte til fremstilling av kautsjukartikler. Process for the production of rubber articles.

Oppfinnelsen vedrører en fremgangsmåte til fremstilling av kautsjukartikler under anvendelse av et sprøytestempel som er bevegelig i en pressylinder, og som innsprøyter den plastiske kautsjukblanding gjennom en sprøytedyse inn i en oppvarmet form. The invention relates to a method for producing rubber articles using a syringe piston which is movable in a pressure cylinder, and which injects the plastic rubber mixture through a syringe nozzle into a heated mold.

Oppfinnelsen vedrører altså en fremgangsmåte til fremstilling av kautsjukartikler unaer anvendelse av et i en pressylinder bevegelig sprøytestempel, som innsprøyter en foroppvarmet plastisk kautsjukblanding gjennom en sprøytedyse inn i en oppvarmet form, idet kautsjukblandingen foroppvarmes ved overføring i etter hverandre følgende soner av økende temperatur inntil inntreden i sprøyt.edysen til en høyest mulig temperatur som innen et valgbart tidsområde ennå ikke fører til vulkanisering, og fremgangsmåten er karakterisert ved at bare en delmengde av pressylinderens innhold innsprøytes i formen for hvert stempelslag, slik at sprøytestemplet til enhver tid bare er i kontakt med masse av forholdsvis lav temperatur. The invention therefore relates to a method for the production of rubber articles using a syringe piston movable in a pressure cylinder, which injects a preheated plastic rubber mixture through a spray nozzle into a heated mold, the rubber mixture being preheated by transfer in successive zones of increasing temperature until entry into spray nozzle to the highest possible temperature which does not yet lead to vulcanization within a selectable time range, and the method is characterized by the fact that only a partial amount of the pressure cylinder's contents is injected into the mold for each piston stroke, so that the spray piston is only in contact with mass at all times of relatively low temperature.

Ved temperaturart formningen kan kautsjukblandingen gjennom-oppvarmes trinnvis, resp. kontinuerlig inntil en grensetemperatur. Denne grensetemperatur velges alt etter blandingen som skal forarbeides, således at vulkaniseringen ikke inntrer under blandingens oppholdstid i sprøytedysen, dvs. i løpet av en hel arbeidssyklus for sprøytestemplet at blandingen imidlertid ved sprøyteprosessens begynnelse kan innsprøy-tes i formen i en meget godtflytende tilstand. During the temperature-type molding, the rubber mixture can be heated through in stages, resp. continuously up to a limit temperature. This limit temperature is chosen according to the mixture to be processed, so that vulcanization does not occur during the residence time of the mixture in the spray nozzle, i.e. during an entire work cycle for the spray piston that the mixture can, however, be injected into the mold in a very fluid state at the beginning of the spraying process.

Ved den foroppvarmede kautsjukblandings påtreffing på de oppvarmede formvegger, inntrer vulkaniseringen med en gang, idet vulkaniseringen under disse omstendigheter allerede er avsluttet etter overraskende kort tid. Blandingens temperaturøkning under sprøyte-prosessen kan dessuten påskyndes i formen ved hjelp av en meget tynn resp. flat tverrsnittsutformning av det lengst mulig utførte tilløps-spor. When the preheated rubber mixture hits the heated mold walls, vulcanization occurs immediately, since vulcanization under these circumstances is already finished after a surprisingly short time. The mixture's temperature increase during the spraying process can also be accelerated in the mold by means of a very thin or flat cross-sectional design of the longest possible inlet groove.

For å oppnå en jevn varmegjennomtrengning, innsprøytes ifølge oppfinnelsen med sprøytestemplets arbeidsslag hver gang bare en delmengde av den kautsjukhlanding som befinner seg i pressylinderen inn i formen. Derunder kan Tåblandingen i sprøytestemplets press-sylinder transporteres under trykk, eksempelvis ved hjelp av transport-snekker eller presstempler, eller også tilføres i form av staver eller løst granulat. In order to achieve uniform heat penetration, according to the invention, with the working stroke of the syringe piston, only a partial amount of the rubber landing which is in the pressure cylinder is injected into the mold each time. Underneath, the Toe mixture in the injection ram's press cylinder can be transported under pressure, for example by means of a transport screw or press stamps, or it can also be supplied in the form of sticks or loose granules.

Fremgangsmåten ifølge oppfinnelsen byr på den mulighet å fremstille kautsjukartikler uten formutdrivning. I forhold til vulkaniseringen i pressformer, kan formene derfor utformes med ventil-liknende påhverandre avsluttende tetningsflater. Gående ut herifra er det fordelaktig i tidsrytme med sprøyteprosessen å bringe en låse-kraft som overskrider vesentlig sprøytestemplets trykkraft til virkning plutselig på formen. Ved hjelp av en slik meget høy lukningskraft som plutselig blir virksom, sikres formens ventiltette lukning. De praktisk talt gradløs fremstilte kautsjukartikler kan da uten videre fjernes forpakningsferdige fra formen. Ved siden av innsparing av arbeidet for den ellers nødvendige avgradning, kan det som ytterligere fordel dessuten nevnes bortfall av det uunngåelige avfall som oppstår ved avgradning under oppskjæring. The method according to the invention offers the possibility of producing rubber articles without mold extrusion. In relation to the vulcanization in compression molds, the molds can therefore be designed with valve-like sealing surfaces that terminate on each other. Proceeding from this, it is advantageous in time rhythm with the injection process to bring a locking force which significantly exceeds the pressure force of the injection piston to effect suddenly on the mold. With the help of such a very high closing force that suddenly becomes effective, the mold's valve-tight closure is ensured. The practically stepless produced rubber articles can then be removed from the mold ready for packaging without further ado. In addition to saving work for the otherwise necessary deburring, a further advantage can also be mentioned is the elimination of the inevitable waste that occurs when deburring during cutting.

Oppfinnelsen er forklart nærmere ved hjelp av tegningen The invention is explained in more detail with the help of the drawing

som viser eksempelvise innretninger til gjennomføring av fremgangsmåten ifølge oppfinnelsen. which shows exemplary devices for carrying out the method according to the invention.

På tegningen viser The drawing shows

fig. 1 en sammenlikning av temperaturforløpet ved vulkanisering i pressform på den ene side og i sprøyteformer ved fremgangsmåten ifølge oppfinnelsen på den annen side, fig. 1 a comparison of the temperature course during vulcanization in press form on the one hand and in injection forms by the method according to the invention on the other hand,

fig. 2 et snitt av en sprøyteinnretning med loddrett sprøyteretning som anvendes til gjennomføring av fremgangsmåten ifølge oppfinnelsen, fig. 2 a section of a spraying device with a vertical spraying direction which is used to carry out the method according to the invention,

fig. 3 ©n modifisert sprøyteinnretning, vist på samme måte, fig. 3 A modified injection device, shown in the same manner,

fig. 4 et snitt av en sprøyteinnretning med vannrett sprøyteretning, og fig. 4 a section of a spraying device with a horizontal spraying direction, and

fig. 5 anordning av en sprøyteinnretning med flere tilordnede former. fig. 5 arrangement of a spray device with several associated forms.

Fig. 1 viser den oppnådde tidsbesparelse ved fremgangsmåten ifølge oppfinnelsen i forhold til fremstilling av kautsjukartikler etter de vanlige pressformer. På absissen er det anført vulkani-seringstiden Z i minutter, på ordinaten derimot blandingens temperatur i grader Celsius. Vulkaniseringsforløpet ved sprøyting tilsvarer den opptrukne kurve, mens forholdet ved pressformer er gjengitt med den stiplede linje. Fig. 1 shows the time saving achieved by the method according to the invention in relation to the production of rubber articles according to the usual pressing forms. On the abscissa, the vulcanization time Z is listed in minutes, on the ordinate, however, the temperature of the mixture in degrees Celsius. The vulcanization process by spraying corresponds to the solid curve, while the relationship by pressing forms is represented by the dashed line.

Når materialet med værelsetemperatur legges inn i press-formen og utvulkaniseres etter kurven C-C ved en sluttemperatur på eksempelvis l60°C, så er det hertil nødvendig en tid c i størrelses-orden på 15 minutter. Derimot foroppvarmes ved fremgangsmåten ifølge oppfinnelsen materialet allerede under forslagets forløp etter sprøyte-dysen ifølge kurven A-B til en grensetemperatur på 115°C. Den hertil nødvendige tid a på eksempelvis 15 minutter er ikke å anse som død tid, da den jo faller sammen med foregående vulkaniseringsperioder. Sprøyte-prosessen begynner ved oppnåelse av grensetemperaturen i punktet B, og fører ifølge linjen B - B<*> i tiden b til utvulkanisering av artikkelen. Ved det valgte eksempel kan artikkelen fjernes fra formen 2 1/2 ninutt etter innsprøytning. Tidsgevinsten overfor pressformene tilsvarer her differansen c - b og beløper seg i foreliggende tilfelle til d = 1,25 minutter. When the room-temperature material is placed in the press mold and vulcanized according to the curve C-C at a final temperature of, for example, 160°C, a time c of the order of 15 minutes is required for this. In contrast, in the method according to the invention, the material is preheated already during the course of the proposal after the spray nozzle according to the curve A-B to a limit temperature of 115°C. The necessary time a of, for example, 15 minutes is not to be considered dead time, as it coincides with previous vulcanization periods. The spraying process begins when the limit temperature is reached at point B, and according to the line B - B<*> in time b leads to vulcanization of the article. In the chosen example, the article can be removed from the mold 2 1/2 minutes after injection. The time gain compared to the pressing forms here corresponds to the difference c - b and amounts in the present case to d = 1.25 minutes.

Til gjennomføring av fremgangsmåten ifølge oppfinnelsen kan det finne anvendelse en sprøytepresse som var oppbygget i henhold til fig. 2. Pressen inneholder som vesentlig bestanddel et sprøytehode 1 som under virkning av en trykkmiddelsylinder 2 kan beveges opp og ned i loddrette føringer 3« Sprøytehodet 1 bærer ved den øvre frontside den oppad konisk avsmalnende sprøytedyse 4»°g inneholder i det indre det som differansialstempel utformede sprøytestempel 5t som ved den større underflate som er vendt bort fra arbeidsflaten 5' kan påvirkes med trykkmiddel. På siden ved sprøytehodet er det påsatt en transport-innretning i form av en pressnekke 6 med en drivmotor 7 ve(l hjelp av hvilke kautsjukblandingen kan innbringes i pressylinderen 15. Sprøyte-formen 9 befinner seg mellom oppvarmningsplater 10,11 i en pressramme 12 over sprøytehodet 1. Den er i det viste utførelseseksempel utført av to plater, og kan ved påvirkning av et membranpresstempel 13 lukkes med trykkmiddel. Innsprøytningsåpningen befinner seg i formens under-plate, hvoril den nedenifra inn i pressraramen 12 innførte sprøytedyse 4 kan ligge an. For carrying out the method according to the invention, an injection press which was constructed according to fig. 2. The press contains as an essential component a spray head 1 which under the action of a pressure medium cylinder 2 can be moved up and down in vertical guides 3" The spray head 1 carries at the upper front side the upwardly conically tapering spray nozzle 4"°g which contains in the interior what is a differential piston designed syringe piston 5t which can be influenced by pressure medium at the larger lower surface which faces away from the working surface 5'. On the side near the spray head, a transport device in the form of a press neck 6 with a drive motor 7 is attached, with the help of which the rubber mixture can be brought into the press cylinder 15. The spray mold 9 is located between heating plates 10,11 in a press frame 12 above the injection head 1. In the embodiment shown, it is made of two plates, and can be closed with pressure medium by the action of a membrane press piston 13. The injection opening is located in the lower plate of the mold, on which the injection nozzle 4 introduced from below into the press frame 12 can rest.

Innretningen er på tegningen vist i den stilling som inntas ved utførelse av en sprøyteprosess. Ved hjelp av ifyllingstrakten 8 påføres råmaterialet hensiktsmessig i stang- eller båndform på snekken 6 og transporteres av denne inn i pressylinderen 15. I den nederste stilling av sprøytestemplet 5 er tilføringsutboringen 14 til siden frigjort, således at kautsjukblandingen kommer inn i det oppvarmede sylinderrom foran stempelflaten 5<*«>The device is shown in the drawing in the position taken when carrying out a spraying process. With the aid of the filling funnel 8, the raw material is suitably applied in rod or band form to the screw 6 and is transported by this into the pressure cylinder 15. In the lowest position of the syringe piston 5, the supply bore 14 is freed to the side, so that the rubber mixture enters the heated cylinder space in front of the piston surface 5<*«>

Da kautsjukblandingen innbringes i sylinderrommet med i det vesentlige en temperatur som tilsvarer værelsestemperatur og etter hver sprøyteprosess igjen kompletteres med koldere materiale, kan den blanding som er lagret umiddelbart foran stempelflaten 5' ikke bli så plastisk at avtetningen mellom stempel og sylindervegg skulle medføre vanskeligheter. Ved begynnelsen av en arbeidssyklus lukkes først formen 9 vecl påvirkning av membranstemplet 13* Da det forholdsvis storflatede membranstempel hertil bare behøver å tilbakelegge et kort slag på størrelsesorden noen millimeter, foregår dette meget hurtig og med stor kraftvirkning, således at formen med sikkerhet holdes lukket mot de senere inntredende trykkrefter av sprøytehodet 1 som samtidig heves ved hjelp av slagsylinderen 2 i den viste stilling. Så snart sprøytedysen 4 ligger an mot underplaten av formen 9> utløses sprøyte-stemplets arbeidsslag. Den foroppvarmede kautsjukblanding som befinner seg i sprøytedysen skyter inn i formen 9 °S vulkaniseres i denne. Sprøytestemplet 5 beveger seg så lenge oppad inntil det er nådd kraft-likevekt. Denne prosess kan imidlertid også styres tidsmessig og allerede avbrytes tidligere. As the rubber mixture is brought into the cylinder chamber at a temperature which essentially corresponds to room temperature and after each spraying process is again supplemented with colder material, the mixture which is stored immediately in front of the piston surface 5' cannot become so plastic that the sealing between the piston and the cylinder wall would cause difficulties. At the beginning of a work cycle, the mold 9 is first closed under the influence of the membrane piston 13* As the relatively large-surfaced membrane piston only needs to cover a short stroke of the order of a few millimeters, this takes place very quickly and with a great force effect, so that the mold is safely kept closed against the later occurring pressure forces of the spray head 1 which are simultaneously raised by means of the impact cylinder 2 in the position shown. As soon as the spray nozzle 4 rests against the bottom plate of the mold 9>, the working stroke of the spray piston is triggered. The preheated rubber mixture in the spray nozzle shoots into the mold 9 °S and is vulcanized in it. The syringe piston 5 moves upwards until force equilibrium is reached. However, this process can also be controlled in terms of time and already interrupted earlier.

Da slagvolumet av pressylindere 15 i sprøytehodet 1 er vesentlig større en volumet av formen 9 er dimensjonert, innsprøytes det med et arbeidsslag av sprøytestemplet 5 bare en delmengde av den tilstedeværende kautsjukblanding inn i formen. Den gjenblivende rest kommer ved etterrykking i retning mot sprøytedysen 4 i området for høyere temperaturer, som ikke mer avkjøles ved berøring med det forholdsvis koldere sprøytestempel. As the stroke volume of the pressure cylinders 15 in the injection head 1 is substantially greater than the volume of the mold 9 is dimensioned, only a partial amount of the present rubber mixture is injected into the mold with a working stroke of the injection piston 5. The remaining residue comes by retraction in the direction of the spray nozzle 4 in the area of higher temperatures, which is no longer cooled by contact with the comparatively colder spray piston.

Den skrittvise fremadskyvning inne i sprøytehodet bevirker en intens gjennomvarming av kautsjukblandingen inntil kjernen, således at det ved inntreden i sprøytedysen som er foroppvarmningens slutt-fase, er det oppnådd en jevn temperaturfordeling. The step-wise forward thrust inside the spray head causes intense heating of the rubber mixture up to the core, so that upon entry into the spray nozzle, which is the final phase of the pre-heating, an even temperature distribution is achieved.

Etter å ha senket sprøytehodet 1 og sprøytestemplet 5 er trukket tilbake til dets utgangsstilling, oppfylles igjen pressylinderen 15 ved innbringning av ytterligere råmateriale gjennom utborin-gen 14 under presstrykket fra transportsnekken 6. Samtidig avlastes formen 9 for kraftvirkningen av membranstemplet 13, fjernes fra pressrammen 12 og tømmes og bringes deretter tilbake i pressrammen. Den neste arbeidssyklus kan da begynne når kautsjukblandingen som befinner seg i sprøytedysen 4 når den innstilte grensetemperatur. After having lowered the spray head 1 and the spray piston 5 has been withdrawn to its starting position, the press cylinder 15 is filled again by introducing additional raw material through the bore 14 under the press pressure from the transport screw 6. At the same time, the mold 9 is relieved of the force of the membrane piston 13, removed from the press frame 12 and is emptied and then returned to the press frame. The next work cycle can then begin when the rubber mixture in the spray nozzle 4 reaches the set limit temperature.

De enkelte arbeidsprosesser utløses fordelaktig i avhengig-het av hverandre og forløper automatisk etter hverandre i tvangsmessig rekkefølge. Hensiktsmessig styres driftsimpulsene ved termostater. The individual work processes are advantageously triggered in dependence on each other and proceed automatically one after the other in a forced sequence. Appropriately, the operating impulses are controlled by thermostats.

Det kan istedenfor imidlertid også anvendes optiske, elektriske eller mekaniske midler. Dessuten er det mulig å utløse driftsimpulsene ved hjelp av tidsur etter et forhåndsoppstillet program. However, optical, electrical or mechanical means can also be used instead. It is also possible to trigger the operating impulses using a timer according to a pre-arranged program.

Innretningen ifølge fig. 3 tilsvarer i oppbygning og virkningsmåte den presse som er vist på fig. 2 med den forskjell at det istedenfor en kontinuerlig arbeidende pressnekke er anordnet et intermitterende arbeidende presstempel 6' for innføring av råmaterialet under trykk i pressylinderen 15 av sprøytehodet 1. The device according to fig. 3 corresponds in structure and mode of action to the press shown in fig. 2 with the difference that instead of a continuously working press neck, an intermittently working press piston 6' is arranged for introducing the raw material under pressure into the press cylinder 15 of the spray head 1.

Mens sprøyteinnretningene ifølge fig. 2 og 3 sprøyter materialet inn i formen 9 nedenifra i loGdrett stilling, er den på While the spray devices according to fig. 2 and 3 inject the material into the mold 9 from below in a vertical position, it is on

fig. 4 viste innretning beregnet for vannrette sprøyteinnretninger med innsprøytning i formens delingsplan. Denne anordning tillater en enklere, mer robust bygningskonstruksjon, og gir dessuten en for gunstig fylling bedre tilgjengelighet. Formen lukkes under virkning av membranstemplet 13, også i loddrett retning og kan transporteres i vannrett retning for tømming og beskjiktning, f.eks. ved hjelp av en gjenge-spindel 16 med mutter 17 og drivmotor 18. fig. 4 showed a device intended for horizontal injection devices with injection into the parting plane of the mold. This device allows for a simpler, more robust building construction, and also provides a favorable filling for better accessibility. The mold is closed under the action of the membrane piston 13, also in a vertical direction and can be transported in a horizontal direction for emptying and coating, e.g. by means of a threaded spindle 16 with nut 17 and drive motor 18.

Innretningen ifølge fig. 5 består av en presse med et sprøytehode 1 og flere tilordnede sprøyteformer 9- Formene 9 er &n~ ordnet ved omkretsen av et dreibart lagret intermitterende drevet rundbord 19 og transporteres av dette i tur og orden til sprpytestil-ling mellom sprøytehodet 1 og membranpresstemplet 13- Formene kan herunder etter sprøyteprosessen ved passering under en glideskinne 20 dessuten holdes for flere arbeidstakter under den påførte trykk-spenning, for dermed å la en ettervulkanisering bli virksom. Denne innretning er spesielt egnet til fremstilling av forholdsvis små artikler i hurtig rekkefølge, og som for hver fylling av sprøyteformen bare krever et meget lite slag av sprøytestemplet. The device according to fig. 5 consists of a press with a spray head 1 and several associated spray molds 9 - The molds 9 are &n~ arranged at the circumference of a rotatably stored intermittently driven round table 19 and are transported by this in turn to the spray nozzle position between the spray head 1 and the diaphragm press piston 13 - After the spraying process, when passing under a sliding rail 20, the molds can also be held for several working strokes under the applied pressure tension, in order to allow post-vulcanization to take effect. This device is particularly suitable for the production of relatively small articles in rapid succession, and which for each filling of the injection mold only requires a very small stroke of the injection piston.

Fremgangsmåten ifølge oppfinnelsen og de beskrevne innretninger er ikke bare begrenset til forarbeidelse av kautsjukblan-dinger alene, men også egnet for kautsjukliknende kunststoffer, enn-skjønt de i første rekke er avstemt på forarbeidelse av kautsjuk-blandinger, og overvinner de derved spesielt opptredende problemer. The method according to the invention and the devices described are not only limited to the processing of rubber mixtures alone, but are also suitable for rubber-like plastics, although they are primarily adapted to the processing of rubber mixtures, thereby overcoming particularly occurring problems.

Claims (1)

Fremgangsmåte til fremstilling av kautsjukartikler under anvendelse av et i en pressylinder bevegelig sprøytestempel, som inn-sprøyter en foroppvarmet plastisk kautsjukblanding gjennom en sprøyte-dyse inn i en oppvarmet form, idet kautsjukblandingen foroppvarmes ved overføring i etter hverandre følgende soner av økende temperatur inntil inntreden i sprøytedysen til en høyest mulig temperatur som innen et valgbart tidsområde ennå ikke fører til vulkanisering, karakterisert ved at bare en delmengde av pressylinderens innhold innsprøytes i formen for hvert stempelslag, slik at sprøyte-stemplet til enhver tid bare er i kontakt med masse av forholdsvis lav temperatur.Method for the production of rubber particles using a syringe piston movable in a pressure cylinder, which injects a preheated plastic rubber mixture through a syringe nozzle into a heated mold, the rubber mixture being preheated by transfer in successive zones of increasing temperature until entry into the spray nozzle to the highest possible temperature which, within a selectable time range, does not yet lead to vulcanization, characterized by the fact that only a partial amount of the pressure cylinder's contents is injected into the mold for each piston stroke, so that the spray piston is only in contact with mass of relatively low temperature.
NO741962A 1973-06-15 1974-05-30 ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BIS (2-METHYL-3-HYDROXY-5-VINYL-PYRID-4-YLMETHYL) -DISULPHIDE AND PHARMACEUTICAL ACCEPTABLE SALTS NO144569C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US36877273A 1973-06-15 1973-06-15
US46177874A 1974-04-18 1974-04-18
US46401174A 1974-04-26 1974-04-26

Publications (3)

Publication Number Publication Date
NO741962L NO741962L (en) 1975-01-13
NO144569B true NO144569B (en) 1981-06-15
NO144569C NO144569C (en) 1981-09-23

Family

ID=27408882

Family Applications (1)

Application Number Title Priority Date Filing Date
NO741962A NO144569C (en) 1973-06-15 1974-05-30 ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BIS (2-METHYL-3-HYDROXY-5-VINYL-PYRID-4-YLMETHYL) -DISULPHIDE AND PHARMACEUTICAL ACCEPTABLE SALTS

Country Status (17)

Country Link
JP (1) JPS59511B2 (en)
CA (1) CA1021342A (en)
CH (1) CH605764A5 (en)
DE (1) DE2428470A1 (en)
DK (1) DK148594C (en)
EG (1) EG11578A (en)
ES (1) ES427187A1 (en)
FI (1) FI167474A (en)
FR (1) FR2233055B1 (en)
GB (1) GB1473591A (en)
IE (1) IE39896B1 (en)
IL (1) IL44958A (en)
LU (1) LU70318A1 (en)
NL (1) NL187395C (en)
NO (1) NO144569C (en)
SE (2) SE411208B (en)
ZM (1) ZM9274A1 (en)

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3290319A (en) * 1965-02-26 1966-12-06 Bristol Myers Co Substituted carbamates of pyridine 2, 6-dimethanethiols
US3591584A (en) * 1968-08-27 1971-07-06 Pfizer Benzothiazine dioxides
DE2161403A1 (en) * 1970-12-17 1972-07-06 Hidaka, Hiroyoshi, Nagoya, Aichi (Japan) Pyridine carbamate derivatives and processes for making the same

Also Published As

Publication number Publication date
CH605764A5 (en) 1978-10-13
IL44958A0 (en) 1974-09-10
LU70318A1 (en) 1975-03-06
IL44958A (en) 1978-09-29
FI167474A (en) 1974-12-16
NO741962L (en) 1975-01-13
AU6976574A (en) 1975-12-04
DK148594C (en) 1986-01-27
DK290274A (en) 1975-02-10
DE2428470C2 (en) 1988-10-13
IE39896L (en) 1974-12-15
IE39896B1 (en) 1979-01-31
GB1473591A (en) 1977-05-18
CA1021342A (en) 1977-11-22
NO144569C (en) 1981-09-23
NL7407212A (en) 1974-12-17
SE7711211L (en) 1977-10-06
JPS59511B2 (en) 1984-01-07
FR2233055B1 (en) 1977-11-04
SE7406972L (en) 1974-12-16
SE411208B (en) 1979-12-10
NL187395B (en) 1991-04-16
FR2233055A1 (en) 1975-01-10
DK148594B (en) 1985-08-12
JPS5040574A (en) 1975-04-14
ZM9274A1 (en) 1976-02-23
NL187395C (en) 1991-09-16
DE2428470A1 (en) 1975-01-23
SE426170B (en) 1982-12-13
ES427187A1 (en) 1977-01-01
EG11578A (en) 1978-03-29

Similar Documents

Publication Publication Date Title
US3819313A (en) Apparatus for molding articles
US3773873A (en) Method of injection molding foamable plastic with minimized wastage
US3196485A (en) Apparatus for manufacturing of pressed form-pieces of artificial material
US2175053A (en) Process and apparatus for working organic plastic material and producing containers therefrom
US4334847A (en) Injection molding device for molding bodies of natural or synthetic rubber
SU1058494A3 (en) Device for injecting plastics and elastomeric materials
US2442368A (en) Method of making plastic articles by injection molding
CA2014029C (en) Injection molding apparatus
NO144569B (en) ANALOGY PROCEDURE FOR THE PREPARATION OF THERAPEUTIC ACTIVE BIS (2-METHYL-3-HYDROXY-5-VINYL-PYRID-4-YLMETHYL) -DISULPHIDE AND PHARMACEUTICAL ACCEPTABLE SALTS
GB1339445A (en) Production of laminar articles
US3192299A (en) Injection molding machine and process for plasticizing plastic material
FR2356501A1 (en) METHOD AND DEVICE FOR MOLDING PARTS OF PLASTIC PELLETS
JPS55100227A (en) Braun tube manufacturing apparatus
GB1121661A (en) Improvements relating to the moulding of shoe soles
US3508298A (en) Injection molding apparatus provided with a cooperating plasticizing material feed device
CN213006248U (en) Full-automatic mold injection molding equipment
JP4223236B2 (en) Gas impregnated resin injection apparatus and injection molding method
US3446889A (en) Method of molding thermoplastics
DE1950406C3 (en) Process for the injection molding of objects from a mixture of a foamable plastic and a temperature-sensitive blowing agent
GB1359013A (en) Process and apparatus for treating elastomeric materials
EP0493538A4 (en) Manufacture of plastic products
WO2009103805A1 (en) Method and device for the compression injection moulding of preforms
CN110480917A (en) A kind of extrusion foaming injection (mo(u)lding) machine and injecting method
JPS5567434A (en) Constant pressure controlling device
ES377540A1 (en) Injection moulding apparatus with dynamic impact injection assist means and control therefor