Sodium Hydroxide → Bisphenol A

HRID 1614747Notes

Reaction equation

HRID 1614747 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.C1(O)C=CC=CC=1.C([O-])(O)=O.[Na+].[OH-].[Na+]>O.CC(C)=O>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 14618994BPA phenol

Product 1

HCID 6623Bisphenol A

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent2×

Procedure

In step I, the by-products are present in the reaction system in an amount of 10-30% by weight. The content of acetone and water in the post-reaction mixture while cooling it in step II is 2-6% by weight of acetone and 1-4% by weight of water, respectively. The crystalline bisphenol-A/phenol adduct is washed in step III with mother liquor II, obtained in step V, in an amount of 0.2-2.0 parts by weight of the liquor per 1 part by weight of the crystalline adduct. The bisphenol-A/phenol adduct is dissolved in step IV using the mother liquor II obtained in step V and/or phenolic solution obtained in step VII. The crystalline bisphenol-A/phenol adduct is washed in step V with fresh and regenerated phenol obtained in step VI and used in a ratio of 1-3 parts by weight of fresh phenol per 1 part by weight of regenerated phenol. Bisphenol A is separated from the bisphenol-A/phenol adduct by vacuum distillation of a substantial volume of phenol and removal of phenolic residue from bisphenol A by steam stripping. The volume of phenol distilled off the mother liquor I in step VII is 0.1-0.3 parts by weight per 1 part by weight of mother liquor I. Mother liquor I obtained in step III of the process is sent to thermal catalytic decomposition in step VIII in an amount of 0.05-0.2 parts by weight. The catalytic decomposition is conducted in the range of temperature 200°-300° C. and in the range of absolute pressure of 1-50 mm Hg in the presence of catalysts selected from the group comprising: Na2HPO2, NaHCO3, NaOH. The rearrangement of some of the components of the distillate from step VIII toward bisphenol A in step IX as a result of thermal catalytic decomposition of part of mother liquor I is conducted in the presence of oxalic acid used in an amount of 0.05-0.5% by weight.

Workup

  1. washThe crystalline bisphenol-A/phenol adduct is washed in step III with mother liquor II
  2. customobtained in step V, in an amount of 0.2-2.0 parts by weight of the liquor per 1 part by weight of the crystalline adduct
  3. washThe crystalline bisphenol-A/phenol adduct is washed in step V with fresh and regenerated phenol obtained in step VI
  4. customBisphenol A is separated from the bisphenol-A/phenol adduct by vacuum distillation of a substantial volume of phenol and removal of phenolic residue from bisphenol A by steam stripping
  5. distillationThe volume of phenol distilled off the mother liquor I in step VII
  6. customMother liquor I obtained in step III of the process
  7. customis conducted in the range of temperature 200°-300° C. and in the range of absolute pressure of 1-50 mm Hg in the presence of catalysts

Sources & evidence

ORD record
ord-e7bd79f84c994a06b4b16692e3e0a26e
Source dataset
uspto-grants-1993_03
Patent number
US05198591

Reaction notes

Loading…