Phenol → Bisphenol S

HRID 458253

Reaction equation

HRID 458253 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[CH:13]1[C:18]([OH:19])=[CH:17][CH:16]=[C:15]([S:20]([OH:23])(=[O:22])=[O:21])[CH:14]=1>>[CH:6]1[C:1]([OH:7])=[CH:2][CH:3]=[C:4]([S:20]([C:15]2[CH:16]=[CH:17][C:18]([OH:19])=[CH:13][CH:14]=2)(=[O:22])=[O:21])[CH:5]=1.[CH:5]1[CH:6]=[C:1]([OH:7])[C:2]([S:20]([C:15]2[CH:14]=[CH:13][C:18]([OH:19])=[CH:17][CH:16]=2)(=[O:22])=[O:23])=[CH:3][CH:4]=1

Participants

5

Reactant 3

HCID 996PhenolHCID 1118Sulfuric AcidHCID 47654-Hydroxybenzenesulfonic acid

Product 2

HCID 6626Bisphenol SHCID 793812,4'-Dihydroxydiphenyl sulfone

Procedure

A reaction mixture comprising 4,4′-dihydroxydiphenylsulfone and 2,4′-dihydroxydiphenylsulfone can be obtained by mixing phenol and sulfuric acid and/or phenolsulfonic acid, followed by heating the resultant mixture and removing formed water by distillation as an azeotrope. It is preferable that the reaction is conducted under a reduced pressure. It is preferable that, where necessary, phenol is added during the reaction to supplement phenol removed to the outside of the system by the azeotropic distillation with water. In general, 4,4′-dihydroxydiphenylsulfone is formed in a greater amount than 2,4′-dihydroxydiphenylsulfone.

Workup

  1. customremoving
  2. customformed water
  3. distillationby distillation as an azeotrope
  4. additionphenol is added during the reaction
  5. customremoved to the outside of the system by the azeotropic distillation with water

Sources & evidence

ORD record
ord-cb8b6890e83d4e5f903f0a279f53fa7c
Source dataset
uspto-grants-2007_03
Patent number
US07189880B2

Linked notes

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