Acetic Acid → Terephthalic Acid

HRID 1389536Notes

Reaction equation

HRID 1389536 reaction equation
C1(C)[CH:6]=[CH:5][C:4]([CH:7]=[O:8])=[CH:3][CH:2]=1.[O:10]=O.[C:12]([OH:15])(=[O:14])[CH3:13]>C([O-])(=O)CCC.[Co+2].C([O-])(=O)CCC.[Co]>[C:7]([OH:8])(=[O:10])[C:4]1[CH:3]=[CH:2][C:13]([C:12]([OH:15])=[O:14])=[CH:6][CH:5]=1

Participants

6

Reactant 3

HCID 176Acetic AcidHCID 977OxygenHCID 77254-Methylbenzaldehyde

Product 1

HCID 7489Terephthalic AcidYield 95%

Reagents, catalysts & solvents 2

HCID 104730CobaltCatalystHCID 14274466HCID 14274466, compoundCatalyst

Conditions

Temperature
115 °C

Procedure

A stock solution consisting of 1000 g of glacial acetic acid, 26 g of cobalt butyrate (cobalt concentration 0.50% by weight based on the weight of the solvent) and 200 g of p-tolualdehyde was charged into the same reactor as that used in Example 1 at a rate of 160 ml/hr. The reaction solution was throughly mixed by the stirrer and air was blown therein while the temperature of the inside of the reactor was maintained at 115° C. The reaction was carried out at a reaction pressure of 30 kg/cm2 (i.e. a partial pressure of oxygen of 6 kg/cm2). The vapor phase portion was withdrawn from the reaction system at a rate of 80 l/hr. The value of toluic acid/cobalt in the reaction solution at a steady state was 1.10 and the average residence time of the reaction solution was 150 minutes. As a result, terephthalic acid having an acid value of 671 and a purity of 99.2% was obtained in a yield of 95.0% by mole.

Workup

  1. additionwas charged into the same reactor as
  2. additionThe reaction solution was throughly mixed by the stirrer and air
  3. customThe vapor phase portion was withdrawn from the reaction system at a rate of 80 l/hr

Sources & evidence

ORD record
ord-ede7192626f2445790f5d334a39412b2
Source dataset
uspto-grants-1981_01
Patent number
US04245078

Reaction notes

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