Terephthalic Acid → Sulfuric Acid

HRID 1395257Notes

Reaction equation

HRID 1395257 reaction equation
C(O)(=O)C1C=CC(C(O)=O)=CC=1.COC(=O)C1C=CC(C(OC)=O)=CC=1.[S:27]([OH:31])([OH:30])(=[O:29])=[O:28].NN>OS(O)(=O)=O.O=S(=O)=O>[S:27](=[O:29])(=[O:28])([OH:31])[OH:30].[OH:30][S:27]([OH:31])(=[O:29])=[O:28].[O:28]=[S:27](=[O:30])=[O:29]

Participants

6

Reactant 3

HCID 7489Terephthalic AcidHCID 8441Dimethyl terephthalateHCID 24842Hydrazine Sulfate

Product 2

HCID 1118Sulfuric AcidYield 75%HCID 24681Fuming sulfuric acid

Reagents, catalysts & solvents 1

HCID 24681Fuming sulfuric acidSolvent

Procedure

A dope was prepared similarly to the procedure used in Example 13 from a 50:50 molar ratio of terephthalic acid (1122.9 g.) to dimethylterephthalate (1312.4 g.) employing a 1.5% molar excess of hydrazine sulfate (1785.3 g.) in 25% oleum. A 4 hour reaction time at 137° C. was used. After dilution with 75% sulfuric acid and oleum a spinnable dope was obtained of a copolymer having an inherent viscosity of 2.3. A sample of this dope was analyzed by proton and C13 nuclear magnetic resonance (NMR). The following relevant signals were observed:

Workup

  1. customA dope was prepared similarly to the procedure
  2. customA 4 hour reaction time at 137° C.

Sources & evidence

ORD record
ord-6e29bd7d4eff4a53a031881df338b16b
Source dataset
uspto-grants-1980_05
Patent number
US04202962

Reaction notes

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