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CAS No. : | 2530-85-0 | MDL No. : | MFCD00008593 |
Formula : | C10H20O5Si | Boiling Point : | No data available |
Linear Structure Formula : | CH2C(CH3)COOCH2CH2CH2Si(OCH3)3 | InChI Key : | XDLMVUHYZWKMMD-UHFFFAOYSA-N |
M.W : | 248.35 | Pubchem ID : | 17318 |
Synonyms : |
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Signal Word: | Warning | Class: | |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | |
Hazard Statements: | H315-H319-H335 | Packing Group: | |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With 2,6-di-tert-butyl-4-methyl-phenol; N,N'-diphenyl-1,4-phenylenediamine;Purification / work up; | A crude reaction mixture comprising 3-methacryloyloxypropylsilane was obtained as in example 1, except that 1000 ppm of 2,6-di-tert-butyl-4-methylphenol and 500 ppm of N,N'-diphenyl-p-phenylenediamine were used instead of 4,4'-methylenebis(2,6-di-tert-butylphenol). After removal of the acetone, 1 kg of this crude product was distilled through a distillation head at 3 mbar (boiling point 103 C.). After 80% of the expected product were obtained, the distillation was stopped since the bottom product of the distillation had gelled. The product obtained had a purity of 99.3%, an APHA color number of 35 and a GC content of 0.09% of 2,6-di-tert-butyl-4-methylphenol. In addition, the product had an unpleasant, fishy odor. This example shows that, in addition to the volatility of the one polymerization inhibitor, the use of a nonvolatile amine polymerization inhibitor is also disadvantageous, owing to discoloration of the product and an unpleasant odor. |
30% | With 2,6-di-tert-butyl-4-methyl-phenol;Purification / work up; | A crude reaction mixture comprising 3-methacryloyloxypropylsilane was obtained as in example 1, except that 1000 ppm of 2,6-di-tert-butyl-4-methylphenol were used instead of 4,4'-methylenebis(2,6-di-tert-butylphenol). After removal of the acetone, 1 kg of this crude product was distilled through a distillation head at 3 mbar (boiling point 103 C.). After 30% of the expected product were obtained, the distillation was stopped since the bottom product of the distillation had gelled. The product obtained had a purity of 99.3%, an APHA color number of 15 and a GC content of 0.11% of 2,6-di-tert-butyl-4-methylphenol. This example shows that the high volatility of the polymerization inhibitor not according to the invention leads to a loss of product. |
With N,N-dimethyl-(3,5-di-tert-butyl-4-hydroxybenzyl)amine;Purification / work up; | A crude reaction mixture comprising 3-methacryloyloxypropylsilane was obtained as in example 1, except that 1000 ppm of 2,6-di-tert-butyl-4-(N,N-dimethylaminomethyl)phenol were used instead of 4,4'-methylenebis(2,6-di-tert-butylphenol). [0036] After removal of the acetone, 1 kg of this crude product was distilled through a distillation head at 3 mbar (boiling point 103 C.). The product obtained had a purity of 99.5%, an APHA color number of 40 and an unpleasant fishy odor. This example shows that the use of an amine-containing phenolic polymerization inhibitor is disadvantageous owing to discoloration of the product and an unpleasant odor. |
Practical Example 4. A reaction was carried out under the same conditions as in Practical Example 1, except that 0.06 g (0.0005 mole) of 1.5-diazabicyclo [4.3.0]-non-5-ene were used as a catalyst. The yield of gamma-methacryloxypropyl trimethoxysilane after a 2-hour reaction was 93%. | ||
Alkoxysilanes suitable for the invention may include the following compounds: tetramethoxysilane (written TMOS), tetraethoxysilane (written TEOS), tetra-n-propoxysilane,methyltrimethoxysilane, methyltriethoxysilane, ethyltrimethoxysilane, ethyltriethoxysilane, propyltrimethoxysilane, propyltriethoxysilane, isobutyltrimethoxysilane, isobutyltriethoxysilane, octyltrimethoxysilane, octyltriethoxysilane, hexadecyltrimethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane,3-(trimethoxysilyl)propyl methacrylate, 3-(trimethoxysilyl)propyl acrylate, 3-(trimethoxysilyl)methyl methacrylate, 3-(trimethoxysilyl)methyl acrylate, 3-(trimethoxysilyl)ethyl methacrylate, 3-(trimethoxysilyl)ethyl acrylate, 3-(trimethoxysilyl)pentyl methacrylate, 3-(trimethoxysilyl)pentyl acrylate, 3-(trimethoxysilyl)hexyl methacrylate, 3-(trimethoxysilyl)hexyl acrylate, 3-(trimethoxysilyl)butyl methacrylate, 3-(trimethoxysilyl)butyl acrylate, 3-(trimethoxysilyl)heptyl methacrylate, 3-(trimethoxysilyl)heptyl acrylate, 3-(trimethoxysilyl)octyl methacrylate, 3-(trimethoxysilyl)octyl acrylate,3-glycidyloxypropyltrimethoxysilane, 3-glycidyloxypropyltriethoxysilane,3-methacryloyloxypropyltrimethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 3-mercaptopropyltrimethoxysilane,3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, 2-amino'thyl-3-aminopropyltrimethoxysilane, N-(n-butyl)-3-aminopropyltrimethoxysilane. | ||
By way of example, one or more of the silanes used in step b), or step e), or both, can be selected from the following substances: ...3-[2-(2-aminoethylamino)ethylamino]propyl-trimethoxysilane,3-aminopropyldiethoxymethylsilane, 3-aminopropylmethyldiethoxysilane,3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane,3-glycidyloxypropyltriethoxysilane, 3-mercaptopropyltrimethoxysilane,3-methacryloxypropyltrimethoxysilane, aminopropylmethyldiethoxysilane,bis(3-triethoxysilylpropyl)amine, diethoxydimethylsilane,methyltriethoxysilane (MTES), methyltrimethoxysilane, |