ChemicalBook CAS DataBase List Bis(4-hydroxyphenyl) Sulfone

Bis(4-hydroxyphenyl) Sulfone synthesis

8synthesis methods

Product Name:Bis(4-hydroxyphenyl) Sulfone
CAS Number:80-09-1
Molecular formula:C12H10O4S
Molecular Weight:250.27

A process for the preparation of bis(4-hydroxyphenyl)sulfone by reacting phenol with sulfuric acid in the presence of a solvent at from 130° to 220° C and in the presence or absence of a sulfonating assistant.

108-95-2 Synthesis

108-95-2
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$14.00/25g

80-09-1
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$6.00/25g

5397-34-2
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$10.00/1g

Yield:80-09-1 94%

Reaction Conditions:

Stage #1: phenolwith sulfuric acid;benzene-1,3-disulfonic acid in 1,3,5-trimethyl-benzene at 145 - 165; for 5 h;Heating / reflux;
Stage #2: at 170 - 185; under 525.053 Torr; for 2 h;Product distribution / selectivity;

Steps:

4

One hundred grams (1.0 mol) of 98% sulfuric acid was added dropwise to a mixture of 144 g of mesitylene, 189 g (2.0 mol) of phenol and 11.9 g (0.05 mol) of benzene-1,3-disulfonic acid while stirring. The reaction solution was heated in a 200° C. oil bath. The reaction solution started boiling at a temperature near 145° C. Distillates were condensed by a condenser and separated into 2 phases by a trap. The upper phase, i.e., the organic phase, was continuously returned to the reaction system. Five hours after the beginning of distillation, the temperature of the reaction solution was 165° C., and the amount of water in the lower phase separated by the trap was steady at 38 ml. Crystals were precipitated in the reaction system, thereby forming a slurry. A small amount of the reaction slurry was sampled and analyzed by HPLC. The result showed a composition (weight ratio) of 4,4'-BS/2,4'-BS/trihydroxytriphenyldisulfone=96.0/3.0/1.0. Thereafter, aftertreatment was conducted in the same manner as in Example 1, thereby giving 237 g of crystals. The crystals thus obtained had a composition (weight ratio) of 4,4'-BS/2,4'-BS/trihydroxytriphenyldisulfone=99.5/0.5/0. The yield of 4,4'-BS based on the starting sulfuric acid was 94%. Sulfonic acids, chiefly benzene-1,3-disulfonic acid and phenolsulfonic acid, were not detected in the crystals.

References:

US2005/272956,2005,A1 Location in patent:Page/Page column 5-6