Terephthalic Acid → 3,4'-dihydroxybenzophenone

HRID 1389539Notes

Reaction equation

HRID 1389539 reaction equation
C([O:4][C:5]1[C:6](OC(=O)C)=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)=[O:9])(=O)C.C(O)(=O)C1C=CC(C(O)=[O:29])=CC=1>C(O)(=O)C>[OH:4][C:5]1[CH:6]=[C:7]([CH:16]=[CH:17][CH:18]=1)[C:8]([C:10]1[CH:15]=[CH:14][C:13]([OH:29])=[CH:12][CH:11]=1)=[O:9]

Participants

4

Reactant 2

HCID 7489Terephthalic AcidHCID 22150750HCID 22150750, compound

Product 1

HCID 110851543,4'-dihydroxybenzophenone

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
310 °C

Procedure

The flask was charged with 9.57 g of diacetoxybenzophenone (0.032 mole) and 4.98 g of terephthalic acid (0.03 mole) and heated, with stirring, under nitrogen at atmospheric pressure from 238° C. to 310° C. in 48 min. Most of the acetic acid by-product was liberated in this time. Heating at 310° C. continued 22 min. more. Then a vacuum of 0.2 torr (0.0266 kPa) was applied, and a temperature was raised to 325° C. in 8 min. and maintained for 17 min. The cooled polymer had an inherent viscosity, ηinh, of 0.78. Its melt was anisotropic above its flow temperature of 296° C. using the TOT test.

Workup

  1. temperatureheated
  2. waitcontinued 22 min.
  3. temperaturea temperature was raised to 325° C. in 8 min.
  4. temperaturemaintained for 17 min
  5. customwas anisotropic above its flow temperature of 296° C.

Sources & evidence

ORD record
ord-5e6930310b284e66872421dcdb95efa1
Source dataset
uspto-grants-1981_01
Patent number
US04245082

Reaction notes

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