Phosgene → p-Cyclododecylphenol

Participants

Reaction Conditions

Reaction Steps

43.6 g (0.124 mol) of 1,1-bis(4-hydroxyphenyl)-cyclododecane was suspended in 410 mL of methylene chloride, to which 25.0 g (0.248 mol) of triethylamine was added for dissolution. The obtained solution was dropped into a solution, which was prepared by dissolving 24.8 g (0.250 mol) of phosgene in 225 mL of methylene chloride, at 14 to 18.5 degrees C. for 2 hours and 50 minutes. After stirring at 18.5 to 19 degrees C. for one hour, 250 mL of methylene chloride was distilled away at 10 to 22 degrees C. 73 mL of deionized water, 4.5 mL of concentrated hydrochloric acid and 0.47 g of hydrosulphite were added to the residual solution for cleaning. Subsequently, cleaning with 330 mL of deionized water was repeated four times. A methylene chloride solution of a 1,1-bis(4-hydroxyphenyl)-cyclododecane oligomer having a chloroformate group at its molecular terminal was obtained. The obtained solution had a chloroformate concentration of 0.92 mol/L, a solid concentration of 0.23 kg/L and an average number of repeating units of 1.06. A content of an amide compound in the obtained 1,1-bis(4-hydroxyphenyl)-cyclododecane oligomer was found to be 210 mass ppm. A mass of nitrogen derived from triethylamine was 0.3 mass ppm. This obtained ingredient will be referred to as “CDE-CF” hereinafter.

Provenance & Evidence