Bisphenol A → Trisphenol

HRID 1393533Notes

Reaction equation

HRID 1393533 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.[C:18]1([O-:24])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[C:25]1([O-])[CH:30]=CC=C[CH:26]=1.[Na+].[Na+]>>[OH:24][C:18]1[CH:23]=[CH:22][C:21]([C:25]([C:13]2[CH:12]=[C:11]([C:8]([CH3:10])([C:5]3[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=3)[CH3:9])[CH:16]=[CH:15][C:14]=2[OH:17])([CH3:30])[CH3:26])=[CH:20][CH:19]=1

Participants

3

Reactant 2

HCID 6623Bisphenol AHCID 15819849Dinatriumphenolat

Product 1

HCID 75304Trisphenol

Procedure

1712 g (5.00 mol) of bisphenol A (BPA, Bayer AG) are melted at 190° C. under a nitrogen atmosphere. 20.4 g (0.05 mol) of solid sodium bisphenolate (Na2BPA) are then added. The phenol formed is removed from the resultant melt at a bottoms temperature of 180-190° C. by distillation under a water-jet vacuum (15-20 mbar). The batch preparation is repeated five times and the crude material, from which the phenol has been removed (after separation of a total of 353 g; 3.75 mol of phenol), is combined.

Sources & evidence

ORD record
ord-91dbeda1d31c43a3b59c36100bcd472c
Source dataset
uspto-grants-2008_03
Patent number
US07345133B2

Reaction notes

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