GB648406A - Process for making organo-silicon compounds - Google Patents
Process for making organo-silicon compoundsInfo
- Publication number
- GB648406A GB648406A GB35039/47A GB3503947A GB648406A GB 648406 A GB648406 A GB 648406A GB 35039/47 A GB35039/47 A GB 35039/47A GB 3503947 A GB3503947 A GB 3503947A GB 648406 A GB648406 A GB 648406A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- mixture
- mono
- silane
- amyl
- 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.)
- Expired
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/06—Preparatory processes
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
Abstract
Alkoxy silanes of the general formula RySi(OR1)4-y, where R and R1 are alkyl or aromatic hydrocarbon radicals and y is an integer from 1 to 3, are hydrolyzed by heating them under substantially anhydrous conditions with a paratoluene sulphonic acid, a strong inorganic acid or an acid salt or a halide or an amphoteric metal, to produce a mixture of a silanol and a siloxane and an organic ester. The ester may be distilled or dissolved out of the mixture or may remain to act as a plasticizer for the product. The heating may be sufficient to polymerize the silanol to a siloxane. Fabrics, paper, glass, ceramics may be made water-repellent by treating with the reaction mixture, heating to drive of volatile ester and continuing heating at 150 DEG C. The alkoxysilane may be trimethylmethoxy-, diethyldiethoxy, amyltributoxy, dibenzyldimethoxy, phenyltriethoxy, trimethylphenoxy, triethyl-3-hydroxypyridyloxy-silane. The acid may be aliphatic, e.g. formic, acetic, propionic, oleic, stearic, abietic, adipic; aliphatic-hydroxy, e.g. glycollic, malic, lactic, or dicarboxylic, e.g. maleic, citric, tartaric; or aromatic, e.g. benzoic, salicylic, phthalic. In examples: (1) mono-amyl-triethoxysilane was acidolyzed by formic acid using paratolnenesulphonic acid as catalyst to give a mixture of mono-amyl-silantriol and polyamylsiloxane which, further heated, became solid; (2) mono-amyl triethoxy silane was acidolyzed by the complex of acetic acid-boron fluoride, and (3), (4), (5), (6) by benzoic phthalic, maleic and lactic acids; (4) monoethyl triethoxy silane was refluxed with acetic acid. The Specification as open to inspection under Sect. 91 comprises also an example in which a cotton fabric was impregnated with ammonium bifluoride, immersed in a mixture of p monoamyltriethoxysilane, ethyl silicate and acetic acid, dried and ironed while damp to produce in situ a silanol/siloxane mixture imparting water-repelling properties. It also states that the acidolysis may be carried out by hydrolysis with water, e.g. a mixture of an organo-silicon halide and an organo-alkery silane may be treated first with water to hydrolize the halide and then with the organic acid and catalyst. It also contains a further example (7) which states that one mol. monoethyl triethoxy silane was refluxed with 3 moles acetic acid and 1 mol. HCL. After 2 hours the ethyl acetate was distilled from the reaction mixture yeld of mono-ethyl-silane trial was obtained. This subject-matter does not appear in the Specification as accepted.ALSO:Alkoxy silanes of the general formula RySi(OR1)4-y, where R and R1 are alkyl or aromatic hydrocarbon radicals and y is an integer from 1 to 3 are hydrolysed by heating them under substantially anhydrous conditions with a paratoluene sulphonic acid, a strong inorganic acid or an acid salt or a halide of an amphoteric metal, to produce a mixture of a silanol and a siloxane and an organic ester. The ester may be distilled or dissolved out of the mixture. The alkoxysilane may be trimethylmethoxy-, diethyldiethoxy-, amyltributoxy-, dibenzyldimethoxy-, phenyltriethoxy-, trimethylphenoxy-, or triethyl-3-hydroxypyridyloxy-silane. The acid may be aliphatic, e.g. formic, acetic, propionic, oleic, stearic, abietic, adipic; aliphatic-hydroxy, e.g. glycollic, malic, lactic, or dicarboxylic, e.g. maleic, citric, tartaric; or aromatic, e.g. benzoic, salicylic, phthalic. In examples: (1) mono-amyl-triethoxysilane was acidolyzed by formic acid using paratoluenesulphonic acid as catalyst to give a mixture of mono-amyl-silantriol and polyamylsiloxane; (2) mono-amyl-triethoxysilane was acidolyzed by the complex of acetic acid-boron fluoride and (3), (4), (5), (6) by benzoic, phthalic, maleic and lactic acids to give a product as in (1). The Specification as open to inspection under Sect. 91 comprises also an example (7) which states that one mol. monoethyl triethoxy silane was refluxed with 3 moles acetic acid and 1 mol. HCL. After 2 hours the ethyl acetate was distilled from the reaction mixture and a theoretical yield of mono-ethyl silane triol was obtained. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US648406XA | 1945-07-25 | 1945-07-25 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB648406A true GB648406A (en) | 1951-01-03 |
Family
ID=22058575
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB35039/47A Expired GB648406A (en) | 1945-07-25 | 1947-12-31 | Process for making organo-silicon compounds |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB648406A (en) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0431409A2 (en) * | 1989-12-04 | 1991-06-12 | General Electric Company | A nonaqueous method for making silicone polymers |
EP0564108A1 (en) * | 1992-04-02 | 1993-10-06 | Dow Corning Corporation | Process for forming siloxane bonds |
-
1947
- 1947-12-31 GB GB35039/47A patent/GB648406A/en not_active Expired
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0431409A2 (en) * | 1989-12-04 | 1991-06-12 | General Electric Company | A nonaqueous method for making silicone polymers |
EP0431409A3 (en) * | 1989-12-04 | 1991-12-18 | General Electric Company | A nonaqueous method for making silicone oligomers |
AU639505B2 (en) * | 1989-12-04 | 1993-07-29 | General Electric Company | A nonaqueous method for making silicone oligomers |
EP0564108A1 (en) * | 1992-04-02 | 1993-10-06 | Dow Corning Corporation | Process for forming siloxane bonds |
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