Phenol → Bisphenol S

HRID 971971Notes

Reaction equation

HRID 971971 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:8](=[O:12])(=O)(O)[OH:9]>>[CH:6]1[C:1]([OH:7])=[CH:2][CH:3]=[C:4]([S:8]([C:4]2[CH:5]=[CH:6][C:1]([OH:7])=[CH:2][CH:3]=2)(=[O:12])=[O:9])[CH:5]=1

Participants

3

Reactant 2

HCID 996PhenolHCID 1118Sulfuric Acid

Product 1

HCID 6626Bisphenol S

Procedure

To practice the process of this invention, phenol, sulfuric acid and a solvent are placed into a reactor, and the mixture is heated at a temperature of about 130° ~ about 220° C. The water resulting from the progress of the reaction is removed by refluxing a mixture of the solvent and water, separating off the water alone in the course of reflux and returning the solvent to the reactor. The solvent to be returned can be partly drawn off from the reaction mixture. When the dehydration reaction has been almost completed, the solvent is substantially completely removed from the system. The solvent is readily removable by distillation suitably reducing the internal pressure of the reactor. The dry solid residue obtained is dissolved in an aqueous solution of alkali, and the solution is treated with active carbon to remove small amounts of colored impurities and then neutralized with an inorganic acid such as H2SO4, HCl, etc. to obtain 4,4'-dihydroxydiphenylsulfone crystals, separating by filtration from the filtrate which contains phenol sulfonic acid as a by-product.

Workup

  1. customa solvent are placed into a reactor
  2. temperaturethe mixture is heated at a temperature of about 130° ~ about 220° C
  3. customThe water resulting from the progress of the reaction is removed
  4. temperatureby refluxing
  5. additiona mixture of the solvent and water
  6. customseparating off the water alone in the course
  7. temperatureof reflux
  8. customWhen the dehydration reaction
  9. customthe solvent is substantially completely removed from the system
  10. distillationThe solvent is readily removable by distillation
  11. customThe dry solid residue obtained
  12. dissolutionis dissolved in an aqueous solution of alkali
  13. additionthe solution is treated with active carbon
  14. customto remove small amounts of colored impurities

Sources & evidence

ORD record
ord-f6aac3adcc134dec915b2d46bbdbc0f3
Source dataset
uspto-grants-1979_07
Patent number
US04162270

Reaction notes

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