Hydrolysis resistant organomodified silylated surfactants
A technology of methyl and divalent alkyl, applied in the field of silylated surfactants
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[0027] A preferred embodiment of the organomodified silylated surfactant is, wherein R 1 , R 2 , R 3 , R 5 and R 6 each independently selected from monovalent hydrocarbon groups having 1 to 6 carbon atoms, aryl groups, and aryl-containing or aryl-substituted hydrocarbon groups having 7 to 10 carbon atoms; preferably having 7 to 8 carbon atoms An aryl-containing hydrocarbyl group, and more preferably an aryl-containing hydrocarbyl group having 7 carbon atoms;
[0028] R 4 is a hydrocarbon group of 1 to 3 carbon atoms;
[0029] R 7 is an oxyalkylene group having the general formula:
[0030] R 8 (C 2 h 4 O) d (C 3 h 6 O) e (C 4 h 8 O) f R 9
[0031] where R 8 is a divalent straight-chain or branched hydrocarbon radical having the following structure:
[0032] -CH 2 -CH(R 10 )(R 11 ) g O-
[0033] where R 10 is H or methyl; R 11 is a divalent alkyl group having 1 to 6 carbon atoms, more preferably 1 to 2 carbon atoms, wherein the subscript g can be 0 o...
preparation Embodiment 1
[0098] (Trimethylsilylmethyl)dimethylsilane (Figure 1, Structure 1).
[0099] The Grignard reagent of trimethylchloromethylsilane (TMCMS) was prepared by reacting 12.3 g (0.1 mol) TMCMS and 2.88 g (0.12 mol) magnesium flakes in THF (50 mL). The Grignard reagent was then added dropwise to 9.46 g (0.1 mol) of dimethylchlorosilane (DMCS) dissolved in THF (50 mL). The mixture was stirred at room temperature overnight and quenched with 20 mL of HCl acidified water, then extracted with diethyl ether (100 mL). The organic layer was washed three times with distilled water and dried over anhydrous sodium sulfate. The mixture was purified by distillation at 118-119°C to afford 13.0 g (89%) of the (trimethylsilylmethyl)dimethylsilane product as a clear colorless liquid.
[0100] Figure 1 - Sequence of reactions for the preparation of hydride intermediates
[0101]
[0102] Structural Formula 1
[0103]
preparation Embodiment 2
[0105] ((2-Trimethylsilyl)ethyl)dimethylsilane (Figure 2, structure 2).
[0106] 10 g (0.1 mol) of trimethylvinylsilane (TMVS), 9.46 g (0.1 mol) of dimethylchlorosilane (DMCS) and 10 μl of platinum (0)-1,3-divinyl-1,1,3 , 3-Tetramethyldisiloxane complex (0.1M, in xylene) was placed in a N 2 100mL three-neck round bottom flask with inlet and reflux condenser. The mixture was stirred at room temperature for 30 min and heated to 70 °C for 2 h. pass 1 H NMR monitored the reaction. After cooling to room temperature, 50 mL THF was added and the solution was cooled to -80 °C. 1.00g LiAlH 4 Add to the solution and stir until the mixture warms to room temperature. The mixture was further stirred overnight at room temperature. The reaction was quenched by adding 10 mL of acidified water, the organic phase was separated, washed three times with water and dried over anhydrous sodium sulfate. The mixture was purified by distillation, and 12.7 g of a product with a boiling point of ...
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