Phenol → 4-Hydroxybenzenesulfonic acid
Reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:8](=O)(=[O:11])([OH:10])[OH:9]>>[CH:6]1[C:1]([OH:7])=[CH:2][CH:3]=[C:4]([S:8]([OH:11])(=[O:10])=[O:9])[CH:5]=1Participants
Reactant 2
Product 1
Conditions
- Temperature
- 100 °C
Procedure
To a three-neck flask, fitted with a mechanical stirrer, thermometer, and condenser were added 94 g phenol and 98 g concentrated sulfuric acid and the mixture was stirred and heated at 100° C. for two hours under nitrogen atmosphere to form phenolsulfonic acid. To this reaction mixture were added 193 g water and 37 g calcium hydroxide and this mixture was stirred and heated at 95° C. for two hours. The reaction mixture was filtered to remove precipitated calcium sulfate to yield a 39.4% aqueous solution of the phenolsulfonic acid calcium salt. A portion of this salt solution (98 g containing 38.6 g salt), 70 g 4,4'-dihydroxydiphenylsulfone, 38.5 g of 37% aqueous formaldehyde, and 7.4 g calcium hydroxide were reacted for 15 hours at 97° C. under nitrogen atmosphere to form the substantially sulfonic acid-free, water-soluble sulfonated 4,4'-dihydroxydiphenylsulfone-formaldehyde calcium salt. This calcium salt product was diluted to 30% solids using 106 g water and the pH was adjusted to 7.6 with 3.5 g calcium hydroxide.
Workup
- customTo a three-neck flask, fitted with a mechanical stirrer
Sources & evidence
- ORD record
- ord-3a0b0b4e374f4f369ffba315689dd564
- Source dataset
- uspto-grants-1992_03
- Patent number
- US05098774
Reaction notes
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