Chem. J. Chinese Universities ›› 1983, Vol. 4 ›› Issue (3): 323.

• Preface • Previous Articles     Next Articles

SYNTHESIS OF CROWN ETHERS FROM SATURATED URUSHIOL AND SEPARATION OF THEIR POSITIONAL ISOMERS

Huang Zaifu, Yu Zongyuan   

  1. Department of Chemistry, Wuhan University, Wuhan
  • Received:1981-12-08 Online:1983-06-24 Published:1983-06-24

Abstract: Saturated Urushiol, prepared by the catalytic hydrogenation of the Chinese lacquer was condensed with dichlorides of polyethylene glycol to give five dibenzo crown ethers with n-pentadecyl groups on the two benzene rings.R =n-C15H31; Ⅰ(n=1). anti-; Ⅱ(n=1),syn-;Ⅲ(n = 2), anti-;Ⅳ (n=2),syn-;Ⅴ(n =3), anti-(syn-). The crude products were purified by continuous extraction and fractional crystallization. The positional isomers of DSUl8-C-6 were separatd by TLC. The structures of the new compounds were determined by infrared spectra, ultraviolet spectra,mass spectra,'HNMRspectra, X-ray crystallography and elementary analysis.The long alkyl chains on the benzene rings improved the lipophilicity of the crown ethers. They were soluble in various organic solvent, and showed improved activity as phase tranfer catalyst. DSU30-C-10 has been shown to be a very attractive neutral carrier for making potassium-selective PVCmembrance electrode.

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