2,6-Naphthalenedicarboxylic acid explained

2,6-Naphthalenedicarboxylic acid is an organic compound with the formula C10H6(CO2H)2. This colorless solid is one of several isomers of naphthalenedicarboxylic acid. It is a precursor to the high performance polyester polyethylene naphthalate (PEN, poly(ethylene-2,6-naphthalene dicarboxylate)).[1] It is also used in the synthesis of some metal-organic frameworks.

Preparation

It was first prepared by Robert Evert and in 1876 by hydrolysis of 2,6-dicyanonaphthalene.[2]

1,8-Naphthalenedicarboxylic acid can be isomerized to 2,6-naphthalenedicarboxylic acid via the intermediacy of the dipotassium dicarboxylates.[3] It is also produced by oxidation of 2,6-diisopropylnaphthalene.[4]

References

  1. 10.1016/S0926-860X(01)00809-2. Production of Dimethyl-2,6-Naphthalenedicarboxylate: Precursor to Polyethylene Naphthalate. Lillwitz, L. D.. Applied Catalysis A: General . 2001. 221. 1–2. 337–358.
  2. Ebert . R. . Merz . V. . 1876 . Ueber zwei Disulfosäuren des Naphtalins und einige ihrer Derivate . About Two Sulfonic Acids of Naphthalene and Some Derivatives. Berichte der deutschen chemischen Gesellschaft . de . 9 . 1 . 592–612 . 10.1002/cber.187600901186 . 0365-9496.
  3. 2,6-Naphthalenedicarboxylic acid. Bernhard. Raecke. Hubert. Schirp. Org. Synth.. 1960. 40. 71. 10.15227/orgsyn.040.0071.
  4. .

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