SU172775A1 - - Google Patents

Description

METHOD OF OBTAINING 9,9-BIS- (4-OXYPHENYL) -FLUORENE 9,9-bis- (4-hydroxyphenyl) -fluorene is used to synthesize polychroxy heterochain polyesters. A known method for the preparation of 9,9-bis- (4-hydroxyphenyl) -fluorene, consisting in the oxidation of fluorene to fluorenone followed by chlorination with phosphorus in 9.9-dichlorofluorene and condensation with phenol, is characterized by multi-stage and low yield of the final products. It is proposed, in order to increase the yield of the final product and simplify the process, to fluorene interaction with phenol at a temperature not exceeding 70 ° C in the presence of hydrogen chloride, followed by washing the reaction mass with water and distilling off the unreacted phenol. The essence of the proposed method is illustrated by examples. Example 1. In a three-necked flask equipped with a broom and a bubbler, load 90 g (0.5 mol) of flurenone and 141 g (1.5 mol of phenol and for 2 hours, with stirring, a current of dry hydrogen chloride is bubbled through the reaction mass. Next the reaction is carried out in a stream of hydrogen chloride at the following temperature conditions: 40 ° C-3 hours, 50 ° C - 2 hours, 60 ° C - 9 hours, 70 ° C - 9 hours. Upon completion of the reaction, the reaction mixture is washed first with cold, then hot water, the distilled phenol is distilled off with steam. The resulting product is recrystallized from benzene with A small amount of A12Oz is added. The output of the double-converted 9. 9-bis- (4-hydroxyphenyl) -fluorep is 90 g, 51, from theoretical. T. or bisphenol 225-225.5 ° C. Elementary analysis data: Found, %: C 85.55; H 5.10. C2 EH18O2. Calculated w / o: C 85.71; H 5.15. Example 2. In a three-neck flask equipped with a stirrer and a bubbler, 90 g (0.5 mol ) fluorenone and 188 g (2 mol) of phenol. The reaction is carried out in a stream of dry hydrogen chloride under the following temperature conditions: 20 ° C -2 hours; 40 ° C - 3 hours, 50 ° C -2 hours, 60 ° C -9 hours, 70 ° C -14 hours. Further processing of the product is similar to that described in Example 1. The yield of double-recrystallized 9,9-bis- (4-hydroxyphenyl) -fluorene is 114 g, 650/0 from the theoretical, m.p. 225-225.5 ° C.

Example 3. In a flask equipped with a bubbler and stirrer, load 90 g (0.5 mol) of fluorenone and 282 g (3 mol) of phenol. A stream of dry hydrogen chloride is constantly passed through the reaction mass. The reaction is carried out at the following temperature conditions: 20 ° C -2 hours, 40 ° C -3 hours, 50 ° C - 2 hours, 60 ° C -9 hours, 70 ° C -24 hours. Purification of the product after the reaction was similar to that described in Example 1. The yield of double-recrystallized 9,9-bis- (4-hydroxyphenyl) -fluorene was 149 g, 85 ° / o of theoretical, mp. 225-225,

Subject invention

The method of obtaining 9, 9-bis- (4-hydroxyphenyl) fluorene based on fluorenone, characterized in that, in order to increase the yield of the final product and simplify the technological process, fluorenone is reacted with phenol at a temperature not exceeding in the presence of hydrogen chloride with the subsequent washing of the reaction mass with water and the distillation of unreacted phenol.