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DE1089166B - Process for the production of elastic molded bodies and coatings - Google Patents

Process for the production of elastic molded bodies and coatings

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Publication number
DE1089166B
DE1089166B DEF24664A DEF0024664A DE1089166B DE 1089166 B DE1089166 B DE 1089166B DE F24664 A DEF24664 A DE F24664A DE F0024664 A DEF0024664 A DE F0024664A DE 1089166 B DE1089166 B DE 1089166B
Authority
DE
Germany
Prior art keywords
production
coatings
trialkoxysilane
modification
crosslinking agent
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
DEF24664A
Other languages
German (de)
Inventor
Dr Albrecht Zappel
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Priority to DEF24664A priority Critical patent/DE1089166B/en
Publication of DE1089166B publication Critical patent/DE1089166B/en
Pending legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/06Preparatory processes
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/18Polysiloxanes containing silicon bound to oxygen-containing groups to alkoxy or aryloxy groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/20Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/48Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
    • C08G77/58Metal-containing linkages
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/70Siloxanes defined by use of the MDTQ nomenclature
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
    • C09D183/04Polysiloxanes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)

Description

Verfahren zur Herstellung elastischer Formkörper und Uberzüge Zusatz zur Patentanmeildung F 24037 IVb/39b (Auslegeschrift 1 081 663) Gegenstand der Hauptpatentanmeldung F 24037 IVb/ 39b ist ein Verfahren zur Herstellung elastischer Massen, die im wesentlichen aus Polydiorganosiloxanen bestehen und sich bei Raumtemperatur innerhalb sehr kurzer Zeit selbsttätig bilden, wenn man gemäß dem Verfahren der Hauptpatentanmeldung folgende Komponenten miteinander gemischt hat: a) Eine Paste aus bekannten Füllstoffen und flüssigen a, co-Dioxypolydiorganosiloxanen, vorzugsweise solchen einer Viskosität zwischen 1000 und 100 000 cSt bei 20"C; b) eine organische Zinnverbindung, vorzugsweise ein Dialkylzinndicarboxylat, wie Dibutylzinndilaurat, in einer Menge zwischen 1 und 3 Gewichtsprozent der vorbezeichneten Paste und vorzugsweise gemischt mit Orthokieselsäureäthylester bis zur Hälfte des Gemischanteiles der Zinnverbindung; c) ein Monomethyldialkoxysilan, dessen Alkylgruppen weniger als 5 C-Atome enthalten, vorzugsweise in einer Menge zwischen 0,1 und 1 Gewichtsprozent der vorbezeichneten Paste und vorzugsweise gelöst in der drei- bis fünffachen Menge eines niederviskosen Polydimethylsiloxanöles. Process for the production of elastic moldings and coatings additive for patent application F 24037 IVb / 39b (Auslegeschrift 1 081 663) subject of the main patent application F 24037 IVb / 39b is a process for the production of elastic masses, which essentially consist of polydiorganosiloxanes and at room temperature within a very short time Create time automatically if you follow the procedure of the main patent application Components mixed together: a) A paste made from known fillers and liquid a, co-dioxypolydiorganosiloxanes, preferably those of a viscosity between 1000 and 100,000 cSt at 20 "C; b) an organic tin compound, preferably a dialkyltin dicarboxylate, such as dibutyltin dilaurate, in an amount between 1 and 3 percent by weight of the aforesaid paste and preferably mixed with ethyl orthosilicate up to half of the mixture content of the tin compound; c) a monomethyldialkoxysilane, the alkyl groups of which contain fewer than 5 carbon atoms, preferably in an amount between 0.1 and 1 percent by weight of the aforementioned paste and preferably dissolved in three to five times the amount of a low-viscosity polydimethylsiloxane oil.

Die außerordentlich starke Wirksamkeit der vernetzenden dritten Komponente ermöglichte es, die schnelle Verfestigung des Gemisches mit so kleinen Mengenanteilen zu erzielen, daß das flüssige Produkt mit Wasser in Berührung gebracht werden kann, ohne daß in störendem Ausmaß eine Entwicklung von Wasserstoff-Gas-Blasen durch Hydrolyse der Si-H-Bindungen auftritt. The extraordinarily strong effectiveness of the cross-linking third component made it possible for the mixture to solidify rapidly with such small proportions to achieve that the liquid product can be brought into contact with water, without the development of hydrogen gas bubbles due to hydrolysis to a disruptive extent the Si-H bonds occurs.

In weiterer Ausgestaltung des Verfahrens hat sich nun gezeigt, daß die erwähnte Wirksamkeit wesentlich dadurch bedingt ist, daß das Siliciumatom sowohl an Wasserstoff als auch an Alkoxyreste gebunden ist, während der Methylrest nur von untergeordneter Bedeutung ist, und es wurde gefunden, daß man an Stelle der Monomethyldialkoxysilane auch Trialkoxysilane anwenden kann. In a further embodiment of the method it has now been shown that the effectiveness mentioned is essentially due to the fact that the silicon atom is both is bound to hydrogen as well as to alkoxy radicals, while the methyl radical is only is of minor importance, and it has been found that in place of the Monomethyldialkoxysilane can also use trialkoxysilanes.

Beispiele 1. Als Hauptkomponente verwendet wird eine Paste aus 100 g a,cs-Dioxypolydiorganosiloxanöl von etwa 20 000 cSt Viskosität bei 20"C, 60 g natürlich vorkommender Kieselkreide und 50 g Zinkoxyd, im folgenden kurz als »A« bezeichnet. Examples 1. A paste made from 100 is used as the main component g a, cs-dioxypolydiorganosiloxane oil of about 20,000 cSt viscosity at 20 "C, 60 g naturally occurring siliceous chalk and 50 g zinc oxide, hereinafter referred to as "A" designated.

Als zweite Komponente wird ein im folgenden kurz als »B« bezeichnetes Gemisch aus 15 g Dibutylzinndilaurat und 5 g Orthokieselsäureäthylester hergestellt. The second component is referred to below as "B" for short Mixture made of 15 g of dibutyltin dilaurate and 5 g of ethyl orthosilicate.

Die dritte Komponente ist eine Lösung von Triäthoxysilan, (C2H60)3SiH, in der zehnfachen Gewichtsmenge eines handelsüblichen stabilen Methylpolysiloxanöles von 100 cSt Viskosität. The third component is a solution of triethoxysilane, (C2H60) 3SiH, in ten times the amount by weight of a commercially available stable methylpolysiloxane oil of 100 cSt viscosity.

1 g dieser Lösung, 2 g des Gemisches )>B« und 100 g der Paste »A« werden von Hand mit einem Spachtel möglichst schnell und gleichmäßig durchmischt und ergeben dabei eine zunächst noch beliebig verformbare Paste. Diese ist nach einer Zeit zwischen 4 und 5 Minuten nach dem Vermischen in den kautschukelastischen festen Zustand übergegangen. An Si-H-Bindungen enthaltendem Silanderivat sind weniger als 0,1 Gewichtsprozent zugemischt; daher bleibt die Wasserstoffbildung in Berührung mit Wasser so unbedeutend, daß die Verwendung der Masse zum Abformen nicht beeinträchtigt wird. 1 g of this solution, 2 g of the mixture) "B" and 100 g of the paste »A« are mixed by hand with a spatula as quickly and evenly as possible and result in a paste that can initially be shaped as required. This is after a time between 4 and 5 minutes after mixing in the rubber-elastic solid state passed. There are fewer silane derivatives containing Si-H bonds admixed as 0.1 percent by weight; therefore the hydrogen formation remains in contact with water so insignificant that it does not affect the use of the mass for molding will.

2. 100 g der Paste »A« nach Beispiel 1, 2 g des Gemisches »B« nach Beispiel 1 und 1,5 g einer Lösung von Tri-ipropoxysilan in der zehnfachen Gewichtsmenge des gleichen Methylpolysiloxanöles wie im Beispiel 1 werden in der dort beschriebenen Weise gemischt; das Gemisch geht ebenfalls innerhalb einer Zeit zwischen 4 und 5 Minuten in den kautschukelastischen Zustand über. 2. 100 g of the paste “A” according to Example 1, 2 g of the mixture “B” Example 1 and 1.5 g of a solution of tri-ipropoxysilane in ten times the amount by weight of the same methylpolysiloxane oil as in Example 1 are described in that there Way mixed; the mixture also goes within a time between 4 and 5 Minutes into the rubber-elastic state.

Folgende Mischungen demonstrieren die äußerst intensive Wirkung der Trialkoxysilane als Vernetzungskomponenten: 3. 10 g )>A« + 0,2 g a>B« + 0,02 g Triäthoxysilan, gelöst in 0,08 g Methylpolysiloxan-Öl von 40 cSt: Verfestigung innerhalb 15 Sekunden. The following mixtures demonstrate the extremely intense effect of the Trialkoxysilanes as crosslinking components: 3. 10 g)> A "+ 0.2 g a> B" + 0.02 g triethoxysilane dissolved in 0.08 g methylpolysiloxane oil of 40 cSt: solidification within 15 seconds.

4. 10 g »A« + 0,2g »B« + 0,1 g Tri-i-propoxysilan (ohne Verdünnung): Verfestigung innerhalb etwa 10 Sekunden. 4. 10 g "A" + 0.2 g "B" + 0.1 g tri-i-propoxysilane (without dilution): Solidification within about 10 seconds.

Claims (3)

PATENTANSPROCHE: 1. Abänderung des Verfahrens nach Patentanmeldung F 24037 IVb/39b zur Herstellung von elastischen Formkörpern und Überzügen durch Härtung bei Raumtemperatur bei gleichzeitiger Verformung aus Gemischen von flüssigen a,-Dioxypolydimethylsiloxanen und Füllstoffen in Gegenwart eines in der Kälte wirkenden Vernetzungsmittels, einer organischen Zinnverbindung und gegebenenfalls eines Orthokieselsäurealkylesters, dadurch gekennzeichnet, daß als Vernetzungsmittel ein Trialkoxysilan, dessen Alkylreste weniger als 5 Kohlenstoffatome enthalten, verwendet wird. PATENT CLAIMS: 1. Modification of the procedure after patent application F 24037 IVb / 39b for the production of elastic moldings and coatings Curing at room temperature with simultaneous deformation from mixtures of liquids a, -Dioxypolydimethylsiloxanen and fillers in the presence of one in the cold acting crosslinking agent, an organic tin compound and optionally of an orthosilicic acid alkyl ester, characterized in that as a crosslinking agent a trialkoxysilane whose alkyl radicals contain fewer than 5 carbon atoms, is used. 2. Abänderung des Verfahrens nach Anspruch 1, dadurch gekennzeichnet, daß das Trialkoxysilan zu- sammen mit einer größeren Menge eines inerten Lösungsmittels verdünnt angewendet wird. 2. Modification of the method according to claim 1, characterized in that that the trialkoxysilane together with a larger amount of an inert solvent is applied diluted. 3. Verfahren nach Anspruch 2, dadurch gekennzeichnet, daß als inertes Lösungsmittel ein stabiles Organopolysiloxanöl verwendet wird. 3. The method according to claim 2, characterized in that the inert Solvent a stable organopolysiloxane oil is used. In Betracht gezogene Druckschriften: Deutsche Auslegeschrift Nr. 1 003 441. Documents considered: German Auslegeschrift No. 1 003 441.
DEF24664A 1957-12-21 1957-12-21 Process for the production of elastic molded bodies and coatings Pending DE1089166B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEF24664A DE1089166B (en) 1957-12-21 1957-12-21 Process for the production of elastic molded bodies and coatings

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEF24664A DE1089166B (en) 1957-12-21 1957-12-21 Process for the production of elastic molded bodies and coatings

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DE1089166B true DE1089166B (en) 1960-09-15

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DE (1) DE1089166B (en)

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1003441B (en) * 1953-11-12 1957-02-28 Bayer Ag Process for the production of silicone rubber containing filler

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1003441B (en) * 1953-11-12 1957-02-28 Bayer Ag Process for the production of silicone rubber containing filler

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