DE1005268B - Process for the production of organopolysiloxane elastomers - Google Patents
Process for the production of organopolysiloxane elastomersInfo
- Publication number
- DE1005268B DE1005268B DEK27622A DEK0027622A DE1005268B DE 1005268 B DE1005268 B DE 1005268B DE K27622 A DEK27622 A DE K27622A DE K0027622 A DEK0027622 A DE K0027622A DE 1005268 B DE1005268 B DE 1005268B
- Authority
- DE
- Germany
- Prior art keywords
- hydrogen peroxide
- production
- organopolysiloxane elastomers
- solutions
- diorganopolysiloxanes
- 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
Links
- 229920001296 polysiloxane Polymers 0.000 title claims description 15
- 229920001971 elastomer Polymers 0.000 title claims description 4
- 239000000806 elastomer Substances 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title claims description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 21
- 239000007795 chemical reaction product Substances 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- QAOWNCQODCNURD-UHFFFAOYSA-N sulfuric acid Substances OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 2
- 229920005645 diorganopolysiloxane polymer Polymers 0.000 claims 2
- -1 polysiloxanes Polymers 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 3
- 239000004205 dimethyl polysiloxane Substances 0.000 description 2
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 2
- 125000000962 organic group Chemical group 0.000 description 2
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000004073 vulcanization Methods 0.000 description 2
- VCUFZILGIRCDQQ-KRWDZBQOSA-N N-[[(5S)-2-oxo-3-(2-oxo-3H-1,3-benzoxazol-6-yl)-1,3-oxazolidin-5-yl]methyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical group O=C1O[C@H](CN1C1=CC2=C(NC(O2)=O)C=C1)CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F VCUFZILGIRCDQQ-KRWDZBQOSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000001451 organic peroxides Chemical class 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 230000035939 shock Effects 0.000 description 1
- 229920002379 silicone rubber Polymers 0.000 description 1
- 239000004945 silicone rubber Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K3/00—Use of inorganic substances as compounding ingredients
- C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
- C08K3/20—Oxides; Hydroxides
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Silicon Polymers (AREA)
Description
Verfahren zur Herstellung von Organopolysiloxan-Elastomeren Es ist bekannt, kautschukartige elastische Organopolysiloxane herzustellen durch Vulkanisation von flüssigen oder gelförmigen Polysiloxanen in Gegenwart von organischen Peroxyden bei Temperaturen zwischen etwa 120 und 3000. Hierbei werden die ursprünglich vorliegenden Siloxanketten durch Radikalbildung unter Oxydation endständiger organischer Gruppen vernetzt. Es entstehen, je nach Umsetzungsbedingungen, feste bis harte Produkte mit kautschukartigen Eigenschaften. Process for the preparation of organopolysiloxane elastomers It is known to produce rubber-like elastic organopolysiloxanes by vulcanization of liquid or gel polysiloxanes in the presence of organic peroxides at temperatures between about 120 and 3000. Here, the originally present Siloxane chains through radical formation with oxidation of terminal organic groups networked. Depending on the implementation conditions, solid to hard products are created with rubber-like properties.
Es wurde nun gefunden, daß reinweiße Organopolysiloxan-Elastomere schon bei Zimmertemperatur hergestellt werden können, wenn leichtflüssige bis viskose Organopolysiloxane der Formel (R2 Si °)x bzw. deren Gemische mit RSiO15 und RSSiOo5 in konzentrierter Schwefelsäure bzw. Oleum gelöst und unter Rühren mit konzentriertem Wasserstoffperoxyd, vornehmlich 1000/oigem Wasserstoffperoxyd, umgesetzt werden. Das sich in zwei Schichten trennende oder als klare Lösung erhaltene Umsetzungsprodukt kann mit Wasser, vorzugsweise aber mit Eis, hydrolysiert werden. Man erhält das reinweiße, elastische, hochmolekulare Organopolysiloxan. Durch nachträgliches Waschen mit Wasser oder mit Wasserstoffperoxyd aufnebmenden Lösungsmitteln erhält man das wasserstoffperoxydfreie Endprodukt. Die Schnelligkeit der Überführung der leichtflüssigen oder hochviskosen Organopolysiloxane in den elastischen Zustand ist dabei abhängig von der Reaktionszeit und der angewandten Menge sowie der Konzentration des Wasserstoffperoxyds, in der Weise, daß bei einer gegebenen Temperatur die Reaktionszeit um so kürzer gewählt werden kann, je höher konzentriert das Wasserstoffperoxyd ist. Ein Aboxydieren von organischen Gruppen tritt bei dieser Umsetzung nicht ein, und die erhaltenen Organopolysiloxane stellen hochmolekulare, gummiartige, in der Hitze nicht mehr verformbare Produkte dar. It has now been found that pure white organopolysiloxane elastomers Can be produced at room temperature, if they are easily fluid or viscous Organopolysiloxanes of the formula (R2 Si °) x or their mixtures with RSiO15 and RSSiOo5 dissolved in concentrated sulfuric acid or oleum and stirred with concentrated Hydrogen peroxide, primarily 1000% hydrogen peroxide, are converted. The reaction product separating into two layers or obtained as a clear solution can be hydrolyzed with water, but preferably with ice. You get that pure white, elastic, high molecular weight organopolysiloxane. By subsequent washing this is obtained with water or with solvents which absorb hydrogen peroxide hydrogen peroxide-free end product. The speed of the transfer of the easy-flowing or highly viscous organopolysiloxanes in the elastic state is dependent the reaction time and the amount used and the concentration of hydrogen peroxide, in such a way that at a given temperature the reaction time is all the shorter can be chosen, the more concentrated the hydrogen peroxide is. An oxidizing of organic groups does not occur in this reaction, and the obtained Organopolysiloxanes make high molecular weight, rubbery, no longer in the heat deformable products.
Das Organopolysiloxan gemäß der Erfindung ist bis mindestens 2500 beständig und behält seine elastische Eigenschaft auch unter 80 bei. Es läßt sich selbst unter hohem Druck nicht zu einem kompakten Stück zusammenpressen und kann deshalb als Isoliermittel oder Stoßdämpferfüllung für hohe und tiefe Temperaturen eingesetzt werden. Die elastischen Polysiloxane, welche noch Wasserstoffperoxyd (bzw. Si-O-O-Gruppen) enthalten, können dagegen zur Herstellung von Silikonkautschuk verwendet werden. Sie wirken wie Vulkanisationsbeschleuniger. The organopolysiloxane according to the invention is up to at least 2500 stable and retains its elastic properties even below 80. It can be and cannot compress into a compact piece even under high pressure therefore as an isolating agent or shock absorber filling for high and low temperatures can be used. The elastic polysiloxanes, which are still hydrogen peroxide (or Si-O-O groups), on the other hand, can be used for the production of silicone rubber be used. They act like vulcanization accelerators.
Beispiel 1 10 Gewichtsteile eines Dimethylpolysiloxans vom Kp. 70 bis 800/3 mm wurden in 5 Gewichtsteilen 250/oigem Oleum gelöst, worauf unter Rühren 0,5 Gewichtsteile 1000/obiges Wasserstoffperoxyd eingetragen wurden. Man erhält nach 48stündigem Rühren bei Zimmertemperatur und anschließendem Eingießen auf Eis ein festes, reinweißes, krümeliges elastisches Methylpolysiloxan. Example 1 10 parts by weight of a dimethylpolysiloxane with a boiling point of 70 up to 800/3 mm were dissolved in 5 parts by weight of 250% oleum, whereupon with stirring 0.5 parts by weight of 1000 / above hydrogen peroxide were entered. You get after stirring for 48 hours at room temperature and then pouring onto ice a solid, pure white, crumbly elastic methylpolysiloxane.
Beispiel 2 300 Gewichtsteile des im Beispiel 1 genannten Dimethylpolysiloxans wurden in 784 Gewichtsteilen Oleum gelöst und mit 30 Gewichtsteilen 900/oigem Wasserstoffperoxyd versetzt. Die Reaktionsmischung wurde 24 Stunden lang bei Zimmertemperatur gerührt. Example 2 300 parts by weight of the dimethylpolysiloxane mentioned in Example 1 were dissolved in 784 parts by weight of oleum and 30 parts by weight of 900% hydrogen peroxide offset. The reaction mixture was stirred at room temperature for 24 hours.
Nach dem Ausgießen auf Eis wurde das entstandene reinweiße, elastische Silikon wasserstoffperoxydfrei gewaschen. Erhalten wurden 300 g von krümeliger Beschaffenheit.After pouring on ice, the resulting pure white, elastic Silicone washed free of hydrogen peroxide. 300 g of a crumbly texture was obtained.
Beispiel 3 In einem Ansatz gemäß Beispiel 2 wurde an Stelle von 900/obigem Wasserstoffperoxyd 100°loiges eingesetzt. Die Reaktionszeit konnte dabei auf 8 Stunden erniedrigt werden. Example 3 In an approach according to Example 2, instead of 900 / above Hydrogen peroxide 100 ° loiges used. The reaction time could be 8 hours to be humiliated.
Claims (2)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK27622A DE1005268B (en) | 1955-12-16 | 1955-12-16 | Process for the production of organopolysiloxane elastomers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK27622A DE1005268B (en) | 1955-12-16 | 1955-12-16 | Process for the production of organopolysiloxane elastomers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1005268B true DE1005268B (en) | 1957-03-28 |
Family
ID=7217956
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEK27622A Pending DE1005268B (en) | 1955-12-16 | 1955-12-16 | Process for the production of organopolysiloxane elastomers |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1005268B (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1112349B (en) * | 1960-03-08 | 1961-08-03 | Gruenzweig U Hartmann A G | Bumper |
| DE1132330B (en) * | 1957-05-02 | 1962-06-28 | Midland Silicones Ltd | Process for the production of elastomeric molded articles |
| DE1149581B (en) * | 1959-02-13 | 1963-05-30 | Paul Hollis Taylor | Fluid spring with a fluid-filled cylinder |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE855622C (en) * | 1944-03-14 | 1952-11-13 | Gen Electric | Process for the production of solid, elastic silicones |
| DE935284C (en) * | 1949-11-10 | 1955-11-17 | Dow Corning | Vulcanizable compound for the production of siloxane rubber |
-
1955
- 1955-12-16 DE DEK27622A patent/DE1005268B/en active Pending
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE855622C (en) * | 1944-03-14 | 1952-11-13 | Gen Electric | Process for the production of solid, elastic silicones |
| DE935284C (en) * | 1949-11-10 | 1955-11-17 | Dow Corning | Vulcanizable compound for the production of siloxane rubber |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1132330B (en) * | 1957-05-02 | 1962-06-28 | Midland Silicones Ltd | Process for the production of elastomeric molded articles |
| DE1149581B (en) * | 1959-02-13 | 1963-05-30 | Paul Hollis Taylor | Fluid spring with a fluid-filled cylinder |
| DE1112349B (en) * | 1960-03-08 | 1961-08-03 | Gruenzweig U Hartmann A G | Bumper |
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