DE1030346B - Process for the cleavage of organosiloxanes - Google Patents

Process for the cleavage of organosiloxanes

Info

Publication number
DE1030346B
DE1030346B DEK29899A DEK0029899A DE1030346B DE 1030346 B DE1030346 B DE 1030346B DE K29899 A DEK29899 A DE K29899A DE K0029899 A DEK0029899 A DE K0029899A DE 1030346 B DE1030346 B DE 1030346B
Authority
DE
Germany
Prior art keywords
parts
weight
organosiloxanes
cleavage
sif4
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
DEK29899A
Other languages
German (de)
Inventor
Dr Herbert Jenkner
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.)
Kali Chemie AG
Original Assignee
Kali Chemie 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 Kali Chemie AG filed Critical Kali Chemie AG
Priority to DEK29899A priority Critical patent/DE1030346B/en
Publication of DE1030346B publication Critical patent/DE1030346B/en
Pending legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00Compounds containing elements of Groups 4 or 14 of the Periodic System
    • C07F7/02Silicon compounds
    • C07F7/08Compounds having one or more C—Si linkages
    • C07F7/12Organo silicon halides
    • C07F7/121Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20
    • C07F7/123Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions involving the formation of Si-halogen linkages

Description

Verfahren zur Spaltung von Organosiloxanen Es ist bekannt, Organosiloxane mittels wasserfreiem Fluorwasserstoff oder konzentrierter Schwefelsäure und wasserfreiem Fluorwasserstoff zu spalten. Diese Verfahren haben aber den Nachteil, daß in apparativer Hinsicht mit besonderen Materialien gearbeitet werden muß. So müssen die verwendeten Apparateteile aus Kupfer, Bronze oder Nickel sein, außerdem muß überschüssiger Fluorwasserstoff durch Zusatz von Natriumfluorid wieder entfernt werden.Process for the cleavage of organosiloxanes Organosiloxanes are known by means of anhydrous hydrogen fluoride or concentrated sulfuric acid and anhydrous To split hydrogen fluoride. However, these methods have the disadvantage that in terms of apparatus Must be worked with special materials. So must the used Apparatus parts made of copper, bronze or nickel, and excess hydrogen fluoride can be removed again by adding sodium fluoride.

Es ist weiter bekannt, die Spaltung von Organosiloxanen mit Bortrifluoridätherat durchzuführen. Die beabsichtigte Spaltung läßt sich nach diesem Verfahren zwar glatt vollziehen, doch muß das erhaltene Äther-Fluorsilan-Gemisch einer zeitraubenden und umständlichen Destillation unterworfen werden, wobei beträchtliche Anteile von Fluorsilanen im Äther gelöst bleiben.The cleavage of organosiloxanes with boron trifluoride etherate is also known perform. The intended cleavage can be carried out smoothly using this process complete, but the ether-fluorosilane mixture obtained must be a time-consuming one and cumbersome distillation are subjected, with considerable proportions of Fluorosilanes remain dissolved in the ether.

Es wurde nungefunden, daß sich Organosiloxane leicht mit Siliciumtetrafluorid bei Normal- oder Überdruck bei Temperaturen von 50 bis 450°C spalten lassen. Die Spaltung verläuft beispielsweise nach den folgenden Gleichungen 2 R, Siz 0 --f- Si F4 >»-, 4 R3 Si F + Si 02 I 2 (R2 Si 0) -f- Si F4 II >»-@ 2 R2 Si F2 + Si 02 5 (RZSi0) + 2 SiF4 »>-@ >»-> RZFSiO (SiR20)3SiFR2 -I- F,Si20 III In Gleichung I wird Hexaorganodisiloxan mit Siliciumtetrafluorid in Triorganofluorsilan und Kieselsäure gespalten, in Gleichung II ein Diorganopolysiloxan in Diorganodifluorsilan und Kieselsäure und in Gleichung III - wie in Gleichung II, nur mit veränderten Molverhältnissen - ein Diorganopolysiloxan in Alkylfluorpolysiloxan und Hexafluorsiloxan.It has not been found that organosiloxanes can be easily cleaved with silicon tetrafluoride at normal or elevated pressure at temperatures of 50 to 450.degree. The split takes place according to the following equations, for example 2 R, Siz 0 --f- Si F4 >> -, 4 R3 Si F + Si 02 I 2 (R2 Si 0) -f- Si F4 II> »- @ 2 R2 Si F2 + Si 02 5 (RZSi0) + 2 SiF4 »> - @ >»-> RZFSiO (SiR20) 3SiFR2 -I- F, Si20 III In equation I, hexaorganodisiloxane is split with silicon tetrafluoride into triorganofluorosilane and silica, in equation II a diorganopolysiloxane is split into diorganodifluorosilane and silica, and in equation III - as in equation II, only with changed molar ratios - a diorganopolysiloxane in alkylfluorosiloxane and hexafluorosiloxane in alkylfluoropolysiloxane.

Nach dem erfindungsgemäßen Verfahren können beliebige Organosiloxane, beispielsweise Siloxanelastomere, Siloxanharze oder -öle, insbesondere auch deren Abfallprodukte aufgespalten und zu anderen Produkten weiterverarbeitet werden.Any organosiloxanes, for example siloxane elastomers, siloxane resins or oils, in particular also theirs Waste products are broken down and processed into other products.

Beispiel 1 Zu 35 Gewichtsteilen eines hochviskosen Dimethylpolysiloxanöls wurden 51 Gewichtsteile SiF4 gepreßt, sodann wurde das Reaktionsgemisch 4 Stunden lang auf 250°C erhitzt. Nach Entfernen des überschüssigen SiF4 wurden 74111,', der Theorie an Dimethyldifluorsilan erhalten; im Reaktionsgefäß blieben 17 Gewichtsteile eines fluorhaltigen Siliciumdioxyds zurück.Example 1 To 35 parts by weight of a highly viscous dimethylpolysiloxane oil 51 parts by weight of SiF4 were pressed, then the reaction mixture was left for 4 hours heated to 250 ° C for a long time. After removing the excess SiF4, 74111, ', the Theory obtained on dimethyldifluorosilane; 17 parts by weight remained in the reaction vessel of a fluorine-containing silicon dioxide.

Beispiel 2 Zu 35 Gewichtsteilen eines Diäthylsiloxanöls (Kp. über 220°C), welches sich in einem Druckgefäß befand, wurden 45 Gewichtsteile SiF4 gepreßt. Reaktionszeit 3 Stunden, Reaktionstemperatur 350°C. Erhalten wurden 26 Gewichtsteile Diäthyldifluorsilan, etwa 7 Gewichtsteile Hexafluordisiloxan und 11,5 Gewichtsteile eines hochmolekularen Äthylfluorpolysiloxans. 17,5 Gewichtsteile SiF4 blieben unumgesetzt. Beispiel 3 Zu 35 Gewichtsteilen eines viskosen, nicht mehr destillierbaren Diäthylpolysiloxans wurden 65 Gewichtsteile SiF4 gepreßt. Das Reaktionsgemisch wurde 9 Stunden lang bei 250°C geschüttelt. Erhalten wurden 300/, der Theorie Diäthyldifluorsilan neben etwa 40 Gewichtsteilen unumgesetztem Si F4. Der Reaktionsrückstand (23 Gewichtsteile) stellte ein farbloses, bröckeliges Organofluorpolysiloxan dar. Beispiel 4 In ein bei Zimmertemperatur leichtflüssiges, auf 320 bis 360°C erhitztes Diäthylpolysiloxanöl wurde langsam SiF4 eingeleitet. Nachdem sich etwa 50°/o der Theorie an R,SiF2 gebildet hatten, wurde das Einleiten des SiF4 abgebrochen. Der Rückstand stellte ein gummiartiges Äthylsiloxan dar.Example 2 45 parts by weight of SiF4 were pressed into 35 parts by weight of a diethylsiloxane oil (boiling point above 220 ° C.) which was in a pressure vessel. Reaction time 3 hours, reaction temperature 350 ° C. 26 parts by weight of diethyl difluorosilane, about 7 parts by weight of hexafluorodisiloxane and 11.5 parts by weight of a high molecular weight ethylfluoropolysiloxane were obtained. 17.5 parts by weight of SiF4 remained unreacted. Example 3 65 parts by weight of SiF4 were pressed into 35 parts by weight of a viscous diethylpolysiloxane which could no longer be distilled. The reaction mixture was shaken at 250 ° C. for 9 hours. 300 % of the theoretical diethyldifluorosilane was obtained in addition to about 40 parts by weight of unreacted Si F4. The reaction residue (23 parts by weight) was a colorless, friable organofluoropolysiloxane. Example 4 SiF4 was slowly passed into a diethylpolysiloxane oil which was slightly liquid at room temperature and heated to 320 to 360 ° C. After about 50% of the theoretical R, SiF2 had formed, the introduction of the SiF4 was terminated. The residue was a rubbery ethylsiloxane.

Claims (1)

PATENTANSPRUCH Verfahren zur Spaltung von Organosiloxanen, dadurch gekennzeichnet, daß Organosiloxane mit Siliciumtetrafluorid bei Normal- oder Überdruck und bei Temperaturen von 50 bis 450°C umgesetzt werden. In Betracht gezogene Druckschriften: USA.-Patentschrift Nr. 2 713 063; Journ. Am. Chem. Soc., 72 (1950), S. 2847 bis 2850; britische Patentschrift Nr. 657 152.PATENT CLAIM Process for the cleavage of organosiloxanes, characterized in that organosiloxanes are reacted with silicon tetrafluoride at normal or overpressure and at temperatures of 50 to 450 ° C. References considered: U.S. Patent No. 2,713,063; Journ. At the. Chem. Soc., 72, pp. 2847-2850 (1950); British Patent No. 657 152.
DEK29899A 1956-09-19 1956-09-19 Process for the cleavage of organosiloxanes Pending DE1030346B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEK29899A DE1030346B (en) 1956-09-19 1956-09-19 Process for the cleavage of organosiloxanes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEK29899A DE1030346B (en) 1956-09-19 1956-09-19 Process for the cleavage of organosiloxanes

Publications (1)

Publication Number Publication Date
DE1030346B true DE1030346B (en) 1958-05-22

Family

ID=7218674

Family Applications (1)

Application Number Title Priority Date Filing Date
DEK29899A Pending DE1030346B (en) 1956-09-19 1956-09-19 Process for the cleavage of organosiloxanes

Country Status (1)

Country Link
DE (1) DE1030346B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2981746A (en) * 1958-05-29 1961-04-25 Thiokol Chemical Corp Fluoro substituted polysiloxanes and preparation thereof
US3162662A (en) * 1961-04-19 1964-12-22 Dow Corning Preparation of linear chlorosiloxanes from cyclotrisiloxanes
US3235579A (en) * 1964-05-25 1966-02-15 Dow Corning Linear chlorosiloxanes

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB657152A (en) * 1948-01-22 1951-09-12 British Thomson Houston Co Ltd Improvements in and relating to methods of preparing alkylfluorosilanes
US2713063A (en) * 1953-11-30 1955-07-12 Dow Corning Method of preparing fluorosilanes

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB657152A (en) * 1948-01-22 1951-09-12 British Thomson Houston Co Ltd Improvements in and relating to methods of preparing alkylfluorosilanes
US2713063A (en) * 1953-11-30 1955-07-12 Dow Corning Method of preparing fluorosilanes

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2981746A (en) * 1958-05-29 1961-04-25 Thiokol Chemical Corp Fluoro substituted polysiloxanes and preparation thereof
US3162662A (en) * 1961-04-19 1964-12-22 Dow Corning Preparation of linear chlorosiloxanes from cyclotrisiloxanes
US3235579A (en) * 1964-05-25 1966-02-15 Dow Corning Linear chlorosiloxanes

Similar Documents

Publication Publication Date Title
EP0208285B1 (en) Process for preparing linear organopolysiloxanes having triorganosiloxy terminal groups
DE925348C (en) Process for the production of complex compounds from aluminum hydrocarbons and alkali fluorides
DE1030346B (en) Process for the cleavage of organosiloxanes
DE3632875C2 (en)
DE2305021A1 (en) METHOD OF ISOLATING ALKYL VINYL ETHER
DE946650C (en) Lubricants and processes for their manufacture
DE547987C (en) Process for the preparation of derivatives of high molecular weight aliphatic amines
DE19781996C2 (en) Process for the recovery of organopolysiloxane
DE1543426A1 (en) Process for the production of new tetrafunctional siloxane compounds
DE336212C (en) Replacement for higher fatty acids
DE896414C (en) Process for the preparation of alkoxy and / or aryloxy polysiloxanes
DE1005268B (en) Process for the production of organopolysiloxane elastomers
DE748289C (en) Process for the production of butene- (1) -one- (3)
DE865454C (en) Process for the preparation of 1-amino-2, 4, 4-trimethylpentan-2-ol
DE689175C (en) Process for the preparation of alkyl ethers of oxalkylamines
DE840158C (en) Process for the production of silicone oils
DE1077650B (en) Process for the preparation of phenylacetaldehyde dialkyl acetals
AT229312B (en) Process for the preparation of new aminopyridines
AT203017B (en) Process for the preparation of N-trialkylborazanes
DE924866C (en) Process for rearrangement of cyclohexanone oxime
CH297401A (en) Process for the production of a silicone oil.
DE1157607B (en) Process for the production of locally anesthetically effective amino ethers
DE2916156C2 (en) Process for the preparation of orthosilicic acid esters
DE1142364B (en) Process for the separation of mixtures of silicon tetrachloride and trimethylchlorosilane
DE1092918B (en) Process for the preparation of monoalkyl boric acid esters and optionally free monoalkyl boric acid