Acetone → Phenol

HRID 435219Notes

Reaction equation

HRID 435219 reaction equation
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][C:9]([CH3:11])=[O:10].O>OC1C=CC(C(C2C=CC(O)=CC=2)(C)C)=CC=1>[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:8][C:9]([CH3:11])=[O:10]

Participants

6

Reactant 3

HCID 180Acetone3×HCID 962WaterHCID 996Phenol

Product 2

HCID 996PhenolHCID 544642892-Propanone, reaction products with phenol

Reagents, catalysts & solvents 1

HCID 6623Bisphenol ASolvent2×

Procedure

More particularly, there is provided by the present invention a process for the production of bis-phenol-A comprising reacting phenol and acetone in the presence of a cation-exchange resin catalyst wherein all of the phenol required for reaction is charged at the beginning of the reactor and the acetone is injected along the reactor length resulting in a mixture of bis-phenol-A, phenol, acetone, water and phenol-acetone condensation by-products. The reactor effluent may then be treated by any conventional means to separate the bis-phenol-A from the by-products and also from the reactants so that they may be recycled, for example, separating a mixture of bisphenol-A and by-products from the phenol, acetone and water by evaporation/distillation; separating the water from the phenol and acetone by distillation/evaporation; returning substantially anhydrous phenol and acetone to the bisphenol-A reactor system; crystallizing the bisphenol-A in the presence of phenol to produce solid bisphenol-A: phenol adduct and a mother liquor containing phenol, bis-phenol-A, and condensation by-products; cracking a minor portion of the mother liquor to form phenol and cracking products; isomerizing a major portion of the mother liquor in the presence of an ion-exchange resin; recycling the isomerization products as well as the phenol from the cracking operation to the first bisphenol-A reactor to provide at least a portion of the feedstock; removing phenol from the solid BPA:phenol adduct by evaporation; crystallizing the crude BPA in the presence of water to yield BPA crystals; washing the BPA crystals with a suitable organic solvent to yield pure BPA product free of any impurities and color bodies.

Workup

  1. customrequired for reaction
  2. additionis charged at the beginning of the reactor

Sources & evidence

ORD record
ord-adf0827723724bb6a96b8b9b4d6f739b
Source dataset
uspto-grants-1983_08
Patent number
US04400555

Reaction notes

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