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ChemicalBook CAS DataBase List VINYLTRIISOPROPENOXYSILANE
15332-99-7

VINYLTRIISOPROPENOXYSILANE synthesis

1synthesis methods
-

Yield:15332-99-7 72%

Reaction Conditions:

Stage #1: triethylamine;acetonewith copper(l) chloride at 40; for 0.25 - 0.333333 h;
Stage #2: trichlorovinylsilane at 50 - 60; for 18 h;Heating / reflux;
Stage #3: with potassium phtalimide at 35 - 130; under 8.25083 - 225.023 Torr;

Steps:

1

This example illustrates the production of vinyltriisopropenoxysilane according to the present invention. A three-necked 1000 mL flask, equipped with a stirrer, thermometer, metal condenser, gas bubbler and nitrogen line is charged with 225.6 grams (3.88 moles, 6.5 eq.) of acetone under a slight nitrogen stream. Under nitrogen and stirring, 242.8 grams (2.4 moles, 4 eq.) of triethylamine and 1.2 grams (12 mmols, 2%) copper chloride (CuCl) are added. Upon observation, the mixture turns blue and then green. The mixture is heated to 40° C., then heating is removed. Via addition funnel, 96.8 grams (0.6 mols) of vinyltrichlorosilane are added over 15-25 minutes under nitrogen and with vigorous stirring and no additional heating so that a temperature of 50-60° C. is maintained. Upon observation, the mixture turns yellow and then brown. A triethylamine-HCl precipitate forms. The mixture is heated under nitrogen and with stirring to a reflux (59° C. pot temperature) for 18 hours. The precipitate is filtered under nitrogen into a 1000 mL 3-necked flask, the cake is washed with an overall of 150-200 mL acetone until the filtrate is nearly colourless. Potassium phthalimide, 16.7 grams (0.09 mols) and 70 g of Parrafine are added to the filtrate. The flask is fit with a thermometer, 30 cm-packed column, vacuum-column-head and vacuum line. A 300 mbar vacuum is achieved and the mixture is heated to a pot-temperature of 35° C., gradually rising to 60° C., retaining a columnhead temperature of 32-34° C. (at which temperature acetone and triethylamine are distilled off). The vacuum is brought to 11-17 mbar and a small fraction of acetone and triethylamine is taken. The pot temperature is then raised to 70° C., gradually rising to 130° C., retaining a head temperature of 60-70° C. (depending on the vacuum). Vinyltriisopropenoxysilane, 97.8 grams (0.43 mols, 72% yield), is collected and stored under nitrogen. In larger batches, a 77% yield has been obtained.

References:

US2005/59835,2005,A1 Location in patent:Page/Page column 4

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