Terephthalic Acid → 2,6-Naphthalenedicarboxylic acid

HRID 1956112Notes

Reaction equation

HRID 1956112 reaction equation
C(OC)(=O)C1C=CC(C(OC)=O)=CC=1.[CH:15]1[C:24]2[C:19](=[CH:20][C:21]([C:25]([O:27]C)=[O:26])=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[C:29]([O:31]C)=[O:30].O=[Sb]O[Sb]=O.C(O)(=O)C1C=CC(C(O)=O)=CC=1>C(O)CO>[CH:15]1[C:24]2[C:19](=[CH:20][C:21]([C:25]([OH:27])=[O:26])=[CH:22][CH:23]=2)[CH:18]=[CH:17][C:16]=1[C:29]([OH:31])=[O:30]

Participants

6

Reactant 4

HCID 7489Terephthalic AcidHCID 8441Dimethyl terephthalateHCID 27652Oxo(oxostibanyloxy)stibaneHCID 61225Dimethyl-2,6-naphthalenedicarboxylate

Product 1

HCID 143572,6-Naphthalenedicarboxylic acid

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

The ester exchange reaction was carried out according to a conventional method in a mixture of 100 weight % dimethyl terephthalate, 14 weight % dimethyl naphthalene-2,6-dicarboxylate and 80 weight % ethylene glycol. The resulting mixture was mixed with 0.05 weight % antimony trioxide and gradually heated and evacuated. Polymerization was carried out at 280° C. and 0.5 mmHg. Thus, modified polyester containing a terephthalic acid and naphthalene-2,6-dicarboxylic acid unit (90/10, mol ratio) was obtained. The intrinsic viscosity of the resulting modified polyester was 0.7 cc/g.

Workup

  1. temperaturegradually heated
  2. customevacuated
  3. customPolymerization
  4. customwas carried out at 280° C.

Sources & evidence

ORD record
ord-b6a47960262646e2a40327868d86e0e3
Source dataset
uspto-grants-1998_07
Patent number
US05780215

Reaction notes

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