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ChemicalBook CAS DataBase List Bis(triethoxysilylpropyl) disulfide
56706-10-6

Bis(triethoxysilylpropyl) disulfide synthesis

11synthesis methods
3-Chloropropyltriethoxysilane

5089-70-3

3-Mercaptopropyltriethoxysilane

14814-09-6

triethoxy-[3-(3-triethoxysilylpropylsulfanyl)propyl]silane

60764-86-5

Bis(triethoxysilylpropyl) disulfide

56706-10-6

General procedure for the synthesis of (3-mercaptopropyl)triethoxysilane (MPTES), compounds (CAS:60764-86-5) and bis-[3-(triethoxysilyl)propyl]-disulfide (TESPD) from 3-chloropropyltriethoxysilane (CPTES): during the reaction, 50 wt.% NaHSO4 was added drop-wise to a NaHS solution solution. 325 g (2.69 mol) of NaHS solution with 8.2 g (0.0124 mol) of tetrabutylammonium bromide (TBAB) solution were added to a glass reactor, mixed well and heated to 75 °C. Subsequently, NaHSO4 solution was added slowly and dropwise just before the imminent addition. Next, CPTES was added. 497.8 g (2.07 moles) of CPTES was added to the reaction mixture within 8 min. the addition of NaHSO4 solution needed to be completed within 30 min. After 5 hours of reaction, the organic phase was separated and analyzed by gas chromatography (GC). The analysis showed that the product contained 2.0% wt. of CPTES, 87.6% wt. of MPTES, 2.7% wt. of TESPM, and 0.7% wt. of TESPD.Finally, the product was distilled under vacuum to yield MPTES with a purity of 95.4%, which is about 84% yield based on the amount of CPTES used.

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Yield:56706-10-6 97.88%

Reaction Conditions:

with potassium sulfide;tetrabutylammomium bromide at 75 - 90; for 4 h;Temperature;

Steps:

1-6 Example 3:

The preparation method of bis-[3-(triethoxysilyl)-propyl]-disulfide includes the following steps: Step 1. Add a total of 80 g of an aqueous solution containing 36.34 g of potassium hydroxide to a 500 mL flask to obtain a potassium hydroxide solution;Step 2: Add 27.55g potassium carbonate and 23.92g sulfur powder to the potassium hydroxide solution, control the reaction temperature to 80°C, and under this temperature condition, the reaction time is 2h, and react to obtain a potassium disulfide solution;Step 3. Add 2g of tetrabutylammonium bromide to the potassium disulfide solution, stir for about 10 minutes, and then add 120g of 3-chloropropyltriethoxysilane dropwise while controlling the reaction temperature at 75°C. Add time is 2h.After the dropwise addition of 3-chloropropyltriethoxysilane is completed, the heat preservation reaction is carried out, and the heat preservation reaction temperature is 90° C., and the heat preservation reaction is carried out under this temperature condition for 4 hours.After the reaction is completed, liquid separation, suction filtration, and post-distillation treatment are performed, and finally 115.83 g of a colorless to pale yellow transparent liquid is obtained, that is, bis-[3-(triethoxysilyl)-propyl]-disulfide.The calculated yield of 3-chloropropyltriethoxysilane is 97.88%, the total sulfur content is 14.27%, the chlorine content is 0.25%, and the impurity content is 2.93%, which meets the industry standard requirements.

References:

CN112920216,2021,A Location in patent:Paragraph 0022-0059

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