DE1126871B - Process for the preparation of organoboron compounds - Google Patents
Process for the preparation of organoboron compoundsInfo
- Publication number
- DE1126871B DE1126871B DEK42008A DEK0042008A DE1126871B DE 1126871 B DE1126871 B DE 1126871B DE K42008 A DEK42008 A DE K42008A DE K0042008 A DEK0042008 A DE K0042008A DE 1126871 B DE1126871 B DE 1126871B
- Authority
- DE
- Germany
- Prior art keywords
- reaction
- boron
- compounds
- preparation
- organoboron compounds
- 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
- 238000000034 method Methods 0.000 title claims description 8
- 150000001875 compounds Chemical class 0.000 title description 5
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical class [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 3
- 150000004678 hydrides Chemical class 0.000 claims description 2
- 150000001639 boron compounds Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 description 14
- -1 boron halides Chemical class 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 229910052796 boron Inorganic materials 0.000 description 4
- 239000007789 gas Substances 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- FAQYAMRNWDIXMY-UHFFFAOYSA-N trichloroborane Chemical compound ClB(Cl)Cl FAQYAMRNWDIXMY-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 150000002894 organic compounds Chemical class 0.000 description 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000007787 solid Substances 0.000 description 2
- LALRXNPLTWZJIJ-UHFFFAOYSA-N triethylborane Chemical compound CCB(CC)CC LALRXNPLTWZJIJ-UHFFFAOYSA-N 0.000 description 2
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
- 239000005977 Ethylene Substances 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- MROCJMGDEKINLD-UHFFFAOYSA-N dichlorosilane Chemical compound Cl[SiH2]Cl MROCJMGDEKINLD-UHFFFAOYSA-N 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
Classifications
-
- 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
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/12—Organo silicon halides
- C07F7/121—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20
- C07F7/123—Preparation or treatment not provided for in C07F7/14, C07F7/16 or C07F7/20 by reactions involving the formation of Si-halogen linkages
-
- 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
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/02—Boron compounds
- C07F5/027—Organoboranes and organoborohydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
Description
Verfahren zur Herstellung von bororganischen Verbindungen Zusatz zur Patentanmeldung K39183IVb/120 (Auslegeschrift 1 115 250) Gegenstand der Patentanmeldung K 39183 IVb/ 120 ist ein Verfahren zur Herstellung von bororganischen Verbindungen, gekennzeichnet durch Umsetzung von Organosiliciumhydriden mit Borhalogeniden und ungesättigten organischen Verbindungen. Process for the production of organoboron compounds additive Patent application K39183IVb / 120 (Auslegeschrift 1 115 250) is the subject of the patent application K 39183 IVb / 120 is a process for the production of organoboron compounds, characterized by the reaction of organosilicon hydrides with boron halides and unsaturated organic compounds.
Es wurde nun gefunden, daß an Stelle der organischen auch die anorganischen Siliciumwasserstoffverbindungen, wie beispielsweise Monosilan Si H4 oder Dichlorsilan Si 112. Cl2, vorteilhaft im erfindungsgemäßen Sinne eingesetzt werden können. Die Reaktion verläuft z. B. entsprechend der folgenden Gleichung: 3SiH4$12CH2 = CH2 + 4BCl3 4BR:3 t 3SiCl4 Als anorganische Siliciumwasserstoffverbindungen sind Verbindungen der generellen Formel SiHXX4-x oder deren Gemische verwendbar, wobei X ein anorganischer Säurerest, insbesondere Halogen, und x eine ganze Zahl von 1 bis 4 ist. It has now been found that instead of organic, inorganic Silicon hydrogen compounds such as monosilane Si H4 or dichlorosilane Si 112. Cl2, can advantageously be used in the context of the invention. the Reaction proceeds z. B. according to the following equation: 3SiH4 $ 12CH2 = CH2 + 4BCl3 4BR: 3 t 3SiCl4 As inorganic silicon hydride compounds are compounds of the general formula SiHXX4-x or mixtures thereof can be used, where X is an inorganic Acid radical, especially halogen, and x is an integer from 1 to 4.
Das erfindungsgemäße Verfahren ist hinsichtlich des herzustellenden Produktes weitgehend abwandlungsfähig. Die Reaktion gemäß der obigen Gleichung führt bei Verwendung eines Überschusses an Bortrichlorid zum Alkylborchlorid, während durch einen Überschuß an Monosilan Alkylborhydrid erhalten wird. Wenn die Herstellung von Bortrialkylen beabsichtigt ist, empfiehlt sich ein Überschuß an Olefin und an Siliciumwasserstoff über das stöchiometrische Verhältnis gemäß der obigen Reaktionsgleichung. The inventive method is in terms of the to be produced Product largely adaptable. The reaction according to the above equation leads when using an excess of boron trichloride to the alkyl boron chloride, while is obtained by an excess of monosilane alkyl borohydride. When the manufacture is intended by boron trialkylene, an excess of olefin and of is recommended Silicon hydrogen via the stoichiometric ratio according to the above reaction equation.
Das beschriebene Verfahren ist besonders günstig in der Durchfühmng, da in keiner Reaktionsphase Feststoffe anwesend sind. Wegen des stark exothermen Charakters der Reaktion kann deren Verlauf einfach durch Kühlung der Reaktionszone oder durch Variation der Zugabegeschwindigkeit der Reaktionsteilnehmer gesteuert werden. The procedure described is particularly favorable to carry out, since solids are not present in any reaction phase. Because of the strongly exothermic The nature of the reaction can be determined by simply cooling the reaction zone or controlled by varying the rate of addition of the reactants will.
Die Umsetzung wird gewöhnlich bei Normaldruck durchgeführt, doch ist das Arbeiten unter Überdruck vorteilhaft, wenn große Umsätze innerhalb kurzer Zeiträume gewünscht werden. Da es sich vorwiegend um reine Gasreaktionen handelt, erübrigt sich die Verwendung eines Lösungsmittels, doch ist es möglich, die Gase in ein Verdünnungsmittel einzuleiten, um sie darin zur Reaktion zu bringen. The reaction is usually carried out at normal pressure, however Working under overpressure is advantageous when large sales within a short period of time Periods are desired. Since these are mainly pure gas reactions, the use of a solvent is unnecessary, but it is possible to use the gases to be introduced into a diluent in order to make them react therein.
Es hat sich herausgestellt, daß es am zweckmäßigsten ist, die Gase durch einen Reaktionsraum zu leiten, der mit Stoffen großer Oberfläche gefüllt ist, wie beispielsweise mit verschiedenen Oxyden des Siliciums und/oder Aluminiums, Aktivkohle oder feinverteilten Metallen. Auf diese Weise läßt sich drucklos ein besonders hoher Durchsatz erreichen. It has been found that it is most convenient to use the gases to pass through a reaction space that is filled with substances with a large surface area, such as with various oxides of silicon and / or aluminum, activated carbon or finely divided metals. In this way, a particularly high pressure can be achieved without pressure Achieve throughput.
Die Reaktionstemperatur hängt weitgehend von der Art der ungesättigten organischen Verbindung, der Siliciumwasserstoff- und der Borhalogenverbindung ab. Wie gefunden wurde, liegt sie meist zwischen 50 und 2500 C, insbesondere zwischen 100 und 1200 C. In bestimmten Fällen können tiefere oder höhere Temperaturen angebracht sein, wobei die obere Temperaturgrenze durch die Grenze der Stabilität der Verfahrensprodukte festgelegt ist. The reaction temperature largely depends on the type of unsaturated organic compound, the silicon hydrogen and the boron halogen compound. As has been found, it is usually between 50 and 2500 C, in particular between 100 and 1200 C. In certain cases, lower or higher temperatures may be appropriate be, the upper temperature limit by the limit of the stability of the process products is fixed.
Die erfindungsgemäße Umsetzung war nicht zu erwarten, da bekannt ist, daß ungesättigte organische Verbindungen, insbesondere die Olfine, in Anwesenheit von Borhalogeniden, insbesondere von Borchloriden, schnell polymerisieren und in dunkle, zum Teil feste Stoffe umgewandelt werden. Durch die Gegenwart von Siliciumwasserstoffverbindungen ist es jedoch möglich, im erfindungsgemäßen Sinne die bororganischen Verbindungen in fast quantitativer Ausbeute zu gewinnen. The implementation according to the invention was not to be expected because it is known is that unsaturated organic compounds, especially the olfins, in the presence of boron halides, in particular of boron chlorides, polymerize rapidly and in dark, partly solid substances are converted. Due to the presence of silicon hydride compounds however, it is possible for the purposes of the invention to use the organoboron compounds to be obtained in almost quantitative yield.
Beispiel Ein Gasgemisch von 1 Volumteil Monosilan, 4 Volumteilen Äthylen und 1 Volumteil Bortrichlorid wurde durch ein zum Teil mit Aktivkohle gefülltes Reaktionsrohr geführt. Die Reaktion wurde bei einer Temperatur von 120 bis 1500 C in Gang gebracht und bei Temperaturen zwischen 140 und 1900 C in Gang gehalten. Sie verlief stark exotherm, so daß intensives Kühlen des Reaktionsrohres erforderlich war. Das gesamte eingesetzte Bortrichlorid setzte sich unter Bildung von Triäthylbor um. Erhalten wurden 0,9 Volumteile gasförmiges Bortriäthyl, entsprechend einer Ausbeute von 91% der Theorie. Example A gas mixture of 1 part by volume of monosilane, 4 parts by volume Ethylene and 1 part by volume of boron trichloride was replaced by a partially filled with activated carbon Reaction tube out. The reaction was carried out at a temperature of 120 to 1500 C started and kept going at temperatures between 140 and 1900 C. It was strongly exothermic, so that intensive cooling of the reaction tube was necessary was. All of the boron trichloride used sat down under education of triethyl boron. 0.9 parts by volume of gaseous boron triethyl were obtained, accordingly a yield of 91% of theory.
Claims (2)
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK39183A DE1115250B (en) | 1959-11-13 | 1959-11-13 | Process for the preparation of organoboron compounds |
| DEK42008A DE1126871B (en) | 1959-11-13 | 1960-10-29 | Process for the preparation of organoboron compounds |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEK39183A DE1115250B (en) | 1959-11-13 | 1959-11-13 | Process for the preparation of organoboron compounds |
| DEK42008A DE1126871B (en) | 1959-11-13 | 1960-10-29 | Process for the preparation of organoboron compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1126871B true DE1126871B (en) | 1962-04-05 |
Family
ID=33030656
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEK39183A Pending DE1115250B (en) | 1959-11-13 | 1959-11-13 | Process for the preparation of organoboron compounds |
| DEK42008A Pending DE1126871B (en) | 1959-11-13 | 1960-10-29 | Process for the preparation of organoboron compounds |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEK39183A Pending DE1115250B (en) | 1959-11-13 | 1959-11-13 | Process for the preparation of organoboron compounds |
Country Status (1)
| Country | Link |
|---|---|
| DE (2) | DE1115250B (en) |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1052986B (en) * | 1957-03-13 | 1959-03-19 | Kali Chemie Ag | Process for the preparation of organoboron compounds |
-
1959
- 1959-11-13 DE DEK39183A patent/DE1115250B/en active Pending
-
1960
- 1960-10-29 DE DEK42008A patent/DE1126871B/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1115250B (en) | 1961-10-19 |
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